32789 Zip Code FL 1/3 Acre Real Estate, Homes for Sale

2 Beds ⋅ 2 Baths ⋅ The Cloisters SubDv. ⋅ 32789 Zip Code

Set within Winter Park's prestigious Cloisters, this refined third-floor condominium offers a rare blend of elegance and modern comforts in a location that combines natural beauty with prime convenience. Lovingly transformed with luxurious upgrades, this open-concept residence invites abundant natural light and showcases exquisite details throughout. Step into a world of sophistication with herringbone-patterned hardwood floors, a chef's kitchen featuring top-of-the-line stainless steel appliances and stone countertops, and solid wood doors adorned with brass hardware for an added touch of timeless class. The Cloisters' thoughtfully curated amenities include a serene heated pool nestled in lush gardens, a clubhouse ideal for social gatherings, a private boat dock with slips, and a putting green for leisurely afternoons. Every element of this residence speaks to a lifestyle marked by tranquility and convenience, making it an ideal haven for those who seek a blend of sophistication and serenity in the heart of Winter Park.

106 S Interlachen Avenue Unit 316D, Winter Park

$407,700

3 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge SubDv. ⋅ 32789 Zip Code

Updated Winter Park Home – No HOA! Welcome to 924 Beard Ave, a beautifully updated home located in the heart of highly desirable Winter Park. This move-in-ready property has been thoughtfully modernized with a host of stylish upgrades. The remodeled kitchen features sleek Quartz countertops and updated cabinetry, while the bathrooms have been reimagined with new vanities and modern lighting fixtures. Throughout the home, New Luxury Vinyl Flooring complements the rare original hardwood floors, creating a harmonious blend of classic and contemporary. Freshly painted inside and out, this home exudes warmth and charm, enhanced further by newly updated ceilings, meticulously refreshed landscaping, and updated electrical. The 2021 roof replacement provides long-term peace of mind, and the fully fenced backyard with a spacious screened-in porch offers a private retreat, perfect for relaxation or entertaining. The family room even has a cozy gas fireplace! Abundant windows fill the home with natural light, highlighting its classic design and inviting ambiance. Situated just minutes from Park Avenue, this property provides easy access to Winter Park’s renowned dining, boutique shopping, cultural attractions, and beautiful parks, while being conveniently close to Orlando and surrounding areas. With thoughtful updates already completed, this home is truly move-in ready at an attractive price. The spacious family room addition offers versatility, serving as an extra living area or a fourth bedroom if needed. Don’t miss this incredible opportunity to enjoy comfortable living in a prime location. Schedule your showing today—this gem won’t last!

924 Beard Avenue, Winter Park

$1,280,000

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk SubDv. ⋅ 32789 Zip Code

Exceptional Phil Kean-designed contemporary masterpiece in Winter Park's prestigious Windsong community. This sophisticated 4-bedroom, 4-bathroom residence seamlessly blends modern luxury with practical living across two thoughtfully planned levels. The striking exterior features geometric lines, stacked stone accents, and dramatic double entry doors, setting the tone for the remarkable interior. A grand foyer with continuing stone elements welcomes you into an open-concept main level, perfect for both entertaining and daily living. Walls of 8-foot sliding glass doors blur the lines between indoor and outdoor spaces, opening to a covered 12' x 25' lanai. The showstopping gourmet kitchen serves as the heart of the home, featuring a commanding 6' x 6' granite island, KitchenAid stainless steel appliances including a professional 6-burner gas cooktop, generous walk-in pantry, and sleek dark cabinetry contrasting with the subway tile backsplash and white countertops. A sophisticated blue ceiling detail and sunburst light fixture add artistic flair to this culinary haven. The main level includes a private en-suite guest room, while the upper level houses the primary suite, two additional en-suite bedrooms, a versatile loft workspace, and laundry facilities. Recent premium upgrades include a whole-home generator, surge protection system, EV charging outlet, hardwood flooring in upstairs guest rooms, home theater electronics, whole-home audio, and security system with integrated smoke detection. Located in the amenity-rich Windsong community, residents enjoy chain of lakes access, multiple community pools, and playground facilities. Minutes from the vibrant dining scenes of Audubon Park Garden District, Mills 50, and Winter Park's renowned Park Avenue. This masterfully designed residence offers the perfect balance of sophisticated style, modern convenience, and prime location.

1429 Chapman Circle, Winter Park

$2,762,500

5 Beds ⋅ 5 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

This stunning custom home, completed in 2021, is located among the highly desirable “tree streets” in the heart of Winter Park, and was custom-built by M. Lahr Homes, showcasing exquisite craftsmanship and thoughtful design. With high-end finishes and custom details hand-selected by the owners, this home is sure to check every box. Designed with both luxury and functionality in mind, the home is equipped with natural gas for the cooktop, water heater, pool heater, grill, and fireplaces, while smart technology enhances modern living with app-controlled kitchen appliances, thermostats, irrigation, pool equipment, and garage doors. Neutral wood flooring, Restoration Hardware lighting, and custom electronic window treatments by The Shade Store add to the home’s understated sophistication. Additional highlights include copper gutters, level 5 finished walls, designer wall coverings, and custom storage throughout. Offering nearly 4,000 sq. ft. of organic, modern design, the open floorplan blends functionality with timeless elegance. The expansive living and dining areas flow seamlessly into the kitchen, which features Thermador smart appliances, quartz countertops, and a massive island with a stylish open-shelving detail. A hidden walk-in pantry behind the kitchen adds a bar fridge, microwave, and abundant prep space. The downstairs Primary Suite is a serene retreat with pool views through a picture window, a spa-like bathroom with a soaking tub and glass-enclosed shower, and an oversized, custom walk-in closet. A second main-level suite with a full bath and walk-in closet is currently used as an office overlooking the front lawn. Upstairs, a spacious bonus room/living area is surrounded by (3) additional bedrooms, each with walk-in closets, and (2) full bathrooms. The outdoor living space is an entertainer’s dream. The 8 ft sliding glass doors, with 2 ft. transom windows above, open to a covered lanai with motorized screens, a gas grill, and a fireplace for year-round enjoyment. Beyond the lanai is a meticulously landscaped backyard, fully fenced for privacy, with a heated saltwater pool wrapped in artfully laid out artificial turf and travertine pavers. Storage is abundant, with a custom-outfitted mudroom and laundry room, an oversized 2-car garage featuring storage shelves, and custom designed closets throughout. Ideally located, this home offers easy access to downtown Winter Park, Park Avenue, the YMCA, Aloma shopping center, and Whole Foods.

1620 Oneco Avenue, Winter Park

$1,200,000

Forrest Hills SubDv. ⋅ 32789 Zip Code

Value is only in the land. Property being sold as-is.

250 W Reading Way, Winter Park

$519,180

4 Beds ⋅ 2 Baths ⋅ Dommerich Hills Fourth Add SubDv. ⋅ 32789 Zip Code

Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home is ready for years of memories to come. A cozy entry foyer greets you at the front door and provides access to the secondary bedrooms, formal dining room, and well-lit family room enhanced by its exposed brick wall. Just around the corner, the charming, custom kitchen comes adorned with granite counters, an island, a plethora of soft-close cabinetry, and a variety of lighting including under-cabinet. The lovely kitchen pears over the inviting living room and with its wood-burning fireplace, this kitchen-living room combination will surely be one of your favorite rooms to relax. The large primary suite resides off of the living room and enjoys an updated bathroom and spacious closet. Outside, a covered patio and a glistening in-ground pool are ready for you to relax or enjoy a refreshing swim. The fenced backyard offers a secure area for everyone including pets. Located in the Winter Park school district and less than 10 minutes to groceries, restaurants, primary services, museums, recreation activities, Downtown Winter Park, and so much more, this home presents top-notch education options with top-tier convenience. Do not miss out on the perfect blend of style, comfort, and location!

2518 Sweetwater Trail, Winter Park

$450,000

3 Beds ⋅ 2 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

$25,000 Price Reduction! Here is your opportunity to own this charming Winter Park home convenient to everything. A total of 4 Bedrooms and 3 Baths including a separate Guest House! Situated on a quiet cul de sac, it's minutes to I-4, 2 miles to Park Ave, 4 miles to Downtown Orlando and an hour to the beaches. The main home offers a 3 bedroom, 2 bath split plan. You enter through the spacious Great Room with lots of space for entertaining. The open kitchen allows you to interact with your guests while you prepare the meal. The kitchen has been updated with stainless steel appliances and granite countertops. Need a little extra room for reading or tv? The back of the Great Room has space for both. Want some fresh air? There is a large screened porch off the back of the home for enjoying the outdoors. The home's roof was replaced in 2022 and the AC in 2023 so your potential major expenses are already covered. On the back of the property sits the Studio apartment with a kitchenette, bath, and a large screened porch. The Studio has its' own address so if you don't want to save it for the visitors that always come to see their friends in Florida, you can rent it out and create a new income stream. This is more than a home, it's an investment. The address is Winter Park 32789. The lot is 0.32 of an acre. There's plenty of room to grow your dreams. Schedule your appointment today to preview this Winter Park jem!

2341 Devon Court, Winter Park

$650,000

2 Beds ⋅ 2 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Discover this unique farmhouse chic home, just two blocks from renowned Park Avenue. This adorable two-bedroom, two-bath home is full of character, featuring a picturesque white picket fence. Originally built in 1925, this property has been transformed, blending historic charm with modern comforts. Step inside to an airy open floor plan where a spacious living room, dining area and kitchen flow seamlessly together. Relax by the electric fireplace in the living room or entertain in the kitchen, complete with whimsical, retro-style Big Chill appliances that add a bright and cheerful touch. The home is filled with vintage character and modern flair, featuring vibrant colors, shiplap walls and solid heart pine floors throughout. Both baths are tastefully designed with handcrafted cement tiles, and the two bedrooms are cozy yet surprisingly spacious, with ample closet space efficiently integrated into the design. The outdoor living space is just as inviting, with a 300-square-foot screened back porch, ideal for relaxing or entertaining year-round. A carport pergola featuring an electric car charger adds even more versatility to the indoor-outdoor living experience. Garfield will have you gushing with its storybook setting! Don’t miss your chance to own this one-of-a-kind Winter Park gem featured in Winter Park Magazine so schedule your visit today!

411 Garfield Avenue, Winter Park

$755,000

3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Magnificent family home located in the elite Winter Park/ Kenilworth Shores neighborhood. Just a few minutes from the world renowned Park Ave which boasts an abundance of upscale shopping and restaurants. Winter Park is home to Rollins College, ranked one of Americas best. Located in top rated schools district, Brookshire, Glendridge and WPHS. Walk into a stunning living area with a cozy wood burning fireplace that leads into a large dining room and an open and spacious kitchen with all appliances and granite countertops. The home is 3 bedrooms and 2 baths with stunning wood floors. Large master with walk in closet and spacious bathroom. The bonus living areas include a large media room for those game and movie nights with family and friends. Enjoy the Florida evenings and mornings on your 20x18 screened in lanai with picturesque views of your manicured lawn and foliage with a grandfathered 8 ft fence for more privacy. Ceilings fans in all rooms and kitchen, new blinds, new toilets, newer roof, new Lenox HVAC and ductwork, new garage opener and new interior paint. Please see attached for list of upgrades. This home is move in ready for a growing family.

640 Worthington Drive, Winter Park

$2,400,000

4 Beds ⋅ 5 Baths ⋅ Tantums Additions To Winter Park SubDv. ⋅ 32789 Zip Code

New price is $150K below a November 2024 appraisal! Home has been pre-inspected; seller is willing to share the 4PT Report as well as the appraisal. Located in the heart of Winter Park's downtown corridor, 1010 N Pennsylvania Ave offers a luxurious Mediterranean-inspired design with so many modern upgrades, all just steps from Park Avenue’s shops, Winter Park Village, and Whole Foods Market. This stunning home, set on a prime lot adjacent to the Winter Park Golf Course, provides the perfect balance of privacy and convenience. Upon entering through custom double front doors, you’re greeted by an impressive foyer with soaring ceilings and a striking wall-mounted water fountain. The luxurious primary suite is privately situated on one side of the home and features an elegant bath, dual sinks, exquisite shower, and customized his-and-her walk-in closets. A second bedroom or office/study (with a private ensuite bath and walk-in closet) is also on the first floor across from the primary bedroom. This flexible space includes a custom walnut Murphy bed, allowing for dual use as a guest room or office.Continue into the open-concept home as it seamlessly flows from the living room to the dining room. A massive double-sided gas fireplace serves as a centerpiece between the dining room and family room areas. The gourmet kitchen is a chef's dream, outfitted with Sub-Zero Wolf appliances, a reverse osmosis water system, and a large island with bar-top seating that joins the family room. Oversized windows allow natural light to flood these spaces. Sliding doors open to an expansive 35-foot covered lanai, ideal for entertaining or al fresco dining. The lanai features a summer kitchen (with Egg grill) and retractable screens, leading out to a private saltwater pool and spa, which can be heated quickly through a mobile app. A fenced yard includes a small, turfed area, perfect for pets or play. A gate leads right out to the adjacent golf course. Upstairs, you’ll find a private third bedroom with an ensuite bath, along with a versatile multi-use space that can be used as a gym, theater room, or additional living area. For added privacy, a separate fourth bedroom suite is located at the rear of the home. This "apartment-like" suite includes a bedroom, private bath, living area with small refrigerator and sink along with a large second-story private terrace with sweeping views of the golf course. This living area features its own outside entry and security system, offering complete independence from the rest of the home and a door within that can be locked to separate, if desired. Additional features include a whole-home Briggs & Stratton generator, water softener system, tankless water heaters, two newer Trane 16 seer HVAC systems, a security system with multiple cameras, and exterior painting with a lifetime transferable warranty. With its unparalleled location and exceptional design, 1010 N Pennsylvania Ave is a rare opportunity to own a home that combines luxury living with modern convenience. Don’t miss your chance to make this exceptional property your next home! Feel free to request an upgrades and features sheet outlining all the wonderful aspects of this home!

1010 N Pennsylvania Avenue, Winter Park

$467,500

2 Beds ⋅ 2 Baths ⋅ Bungalow Park SubDv. ⋅ 32789 Zip Code

Welcome to your dream cottage! This adorable 2-bedroom, 2-bathroom charmer has serious curb appeal and tons of character. Step inside to find a cozy living/dining room combo with beautiful original wood floors and so much natural light pouring in from every window. The living room has an electric fireplace perfect for chilly evenings. The kitchen is ready for action with solid wood cabinets, granite counters, a stainless steel refrigerator, a Maytag dishwasher, and a range with hood. The second bedroom and full bathroom (hello, shower/tub combo!) are conveniently located right off the kitchen. Head upstairs to the spacious primary suite with built-in closets and cabinetry, plus a private bathroom. There’s even a bonus flex space off the primary suite that’s currently an office but could be anything you want—nursery, workout room, you name it! Tucked under the stairs, you’ll find a convenient inside laundry room. Outside, the fully fenced backyard is an absolute oasis, with mature trees and a covered back porch decked out in warm wood accents that make you feel like you’re on vacation. Located in the heart of Winter Park, this home is just minutes from all the fun on Orange Avenue and Park Avenue and zoned for top-rated Audubon K-8 and Winter Park High School. With a roof from 2018, AC from 2016, and updated plumbing and electrical, it’s move-in ready. Call today to schedule your private tour—this one won’t last long!

1001 Minnesota Avenue, Winter Park

$900,000

3 Beds ⋅ 1 Baths ⋅ Lake Knowles Terrae SubDv. ⋅ 32789 Zip Code

large corner lot (.31)nestled among majestic oaks and brick streets in high appreciating area. short walk to Park Ave. to enjoy gourmet restaurants, shopping, scenic boat tours, Rollins college and so much more. Located within the esteemed Winter Park school district. Great Winter Park underground utilities. Home built in 1950s has great bones updated 1970. Pool installed 1987, sewer line from home to road replaced 2009, A/C 2017. Original wood floors, home sits high with crawl space underneath. Value is on lot and location. (lot 97X140)has several live oaks on property. Builders welcome to walk the lot with notice to owner. LISTING AGENT IS OWNER.

2050 Temple Drive, Winter Park

$405,000

3 Beds ⋅ 2 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code

**FULLY RENOVATED WINTER PARK GEM in the HIGHLY DESIRABLE 32789 ZIP CODE!** This meticulously renovated home offers a blend of stylish upgrades and classic charm, with an expansive screened-in porch and private backyard perfect for enjoying Florida’s outdoor lifestyle. This home has been thoughtfully designed and professionally renovated by McCree Construction. (NEW ROOF 2021, NEW AC & Ductwork 2024, NEW Plumbing 2024, Updated Electrical 2024, NEW Blown In Insulation, NEW Luxury Vinyl Plank flooring, NEW Kitchen and baths and fixtures, NEW Light fixtures, NEW Hardware, NEW Blinds, NEW doors, trim and door jambs, NEW Paint inside and out, NEW Fence, NEW Landscaping). Step inside to discover a bright, open-concept layout. The inviting living room is bathed in natural light from a large picture window and refinished original hardwood floors are located throughout the living room and two guest rooms. The brand NEW kitchen features stainless steel appliances, mission style wood cabinetry, Quartz countertops, and a warm gray subway tile backsplash. Just off the kitchen the dining room overlooks the backyard and french doors lead to the expansive screened-in porch. This is the perfect outdoor space for hosting guests or relaxing outdoors free of Florida bugs! The HUGE private backyard is fully fenced and plenty of room for furry family members, an urban garden, or space to play. The split floor plan offers a private main suite with an attached bathroom FULLY Renovated with a walk-shower with frameless glass door. The two guest rooms share the FULLY renovated hall bathroom with marble tile. Located just minutes from top-rated schools (Dommerich Elementary, Maitland Middle and Winter Park High). Minutes to Park Ave shopping and dining, various parks and major roads. Don’t miss your chance to own this exceptional property in a prime location. The current owners have thought of everything to make this a comfortable beautiful space for the next owners!

2609 Madeline Avenue, Winter Park

$805,000

5 Beds ⋅ 3 Baths ⋅ Osceola Heights SubDv. ⋅ 32789 Zip Code

*** IN-LAW SUITE *** The highlight of this 95% NEW CONSTRUCTION home is the IN-LAW SUITE, perfectly positioned at the rear with a PRIVATE ENTRANCE, two bedrooms, and a full bathroom. Whether used for family, guests, or as an income-producing rental, this suite offers flexibility and added value. The in-law suite is connected to the main residence via artificial grass breezeway. This meticulously reconstructed Winter Park residence is perfectly situated minutes from Park Ave. The home offers 5 bedrooms, 3 bathrooms, 1,813 square feet of living space, and an attached 1-car garage. As you approach the home, you will be welcomed by a charming front porch adorned with custom railing and Flora cement tile. You'll find an open dining room that seamlessly flows into the kitchen upon entering. The home is enhanced with newly installed real hardwood flooring throughout. The brand-new kitchen features Ferrara Quartz countertops, blue Lioher cabinets with gold hardware, new GE Café appliances, and a spacious kitchen island. Adjacent to the kitchen is a laundry nook, and access to the home from the newly added attached one-car garage. All bathrooms have been fully renovated with high-end finishes. Two renovated bedrooms complete the front footprint of this home. As you move through the house, you'll find the spacious primary suite on your left, featuring double doors, a brand-new primary bathroom, and a walk-in closet with custom built-ins. The primary suite opens into the living room, where you can step through new sliding doors into the breezeway, which is covered with artificial turf and is perfect for outdoor entertaining. The breezeway connects to the in-law suite, which can also be used as an income-producing suite, with two additional bedrooms and a full bathroom, complete with a private side entry door. This home also has a nicely sized backyard, new landscaping, and an irrigation system. Upgrades include a NEW ROOF with gutters, NEW ELECTRICAL and PLUMBING SYSTEMS, a new one-car garage, new HVAC, a new driveway, and new pavers. Located just minutes from Interlachen Country Club, Winter Park Racquet Club, and Winter Park Golf Course, this home is ideally positioned for leisure and recreation. Fine dining and upscale shopping on Park Avenue, Advent Health Hospital, and Rollins College are also minutes away. This beautifully reconstructed home is 95% new construction! Don't miss out on this opportunity—act quickly!

1795 Walker Avenue, Winter Park

$2,500,000

4 Beds ⋅ 5 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

Stunning Winter Park modern home on the tree streets.

1700 Palm Avenue, Winter Park

$1,325,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Discover an exceptional opportunity with this one-of-a-kind townhome that includes a private boat slip! Nestled in the picturesque Winter Park, Florida, this brand-new home boasts breathtaking views of Lake Killarney and offers a perfect blend of luxury and comfort. With 3 bedrooms and 3.5 baths spread across over 2,300 sq ft, you'll be greeted by a grand 17-foot foyer that leads into an expansive great room featuring soaring 11-foot ceilings. The floor-to-ceiling windows flood the space with natural light while framing stunning lake and nature views, creating an inviting atmosphere perfect for both entertaining and everyday living. The gourmet kitchen is a chef's dream, equipped with top-of-the-line Wolf and Subzero appliances, elegant double-stacked soft-close cabinetry, and designer lighting. Enjoy the convenience of a spacious walk-in pantry and motorized window shades. Step outside to the unique rear lanai, where you can savor serene lake vistas or stroll along the community sidewalk that encircles the property. Retreat to the luxurious second-level primary suite, thoughtfully positioned for tranquility. It features expansive storefront-style windows, dual walk-in closets, and a spa-inspired bath adorned with designer-selected tiles, a dual sink vanity, a frameless glass shower, and a private water closet. The versatile bonus loft area is perfect for a home office or a cozy reading nook, while the adjacent outdoor balcony with a cocktail kitchen offers unparalleled views of the lake. Two additional bedrooms, one with an en suite bath, ensure comfort and privacy for family or guests, complemented by a conveniently located laundry room that separates the primary suite from the secondary bedrooms. This townhome exemplifies modern living, complete with a desirable two-car garage featuring an epoxy-painted floor, an EV charging plug, and ample storage. Experience the pinnacle of elegance and comfort in this prime Central Florida location—your dream home awaits!

1782 Mondrian Circle, Winter Park

$460,000

4 Beds ⋅ 1 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Curious about what makes Winter Park so weirdly wonderful? Live like a local and find out for yourself at our renovated, stylish, modern 4 bedroom home in the heart of Winter Park! Comfortably blending modern designs with historic charm, it is perfectly situated in a short drive to preeminent downtown of Winter Park and Orlando. Like getting lost at Park Avenue and downtown dining, drinking districts with copious amounts wines and gourmet signature dishes! Conveniently located about 10 minutes' drive to FullSail, Rollins College, Starbucks and shopping, and 15 minutes drive to UCF. The home has been tastefully presented by wood-look porcelain tiles throughout, top-ranking Samsung Stainless appliances, modern light-fixtures, spacious yard with a modern patio. The home has been replumbed and rewired in 2020. Roof is in 2019. Did i mention the AC is brand-new installed in 2022? So here you have it all for living in a renowned school district and signature Park Ave, while enjoying city life day and night! Come to see it today before it is gone!!!

1402 Bessmor Road, Winter Park

$1,500,000

4 Beds ⋅ 3 Baths ⋅ Jenkins Add SubDv. ⋅ 32789 Zip Code

Contingent, ACCEPTING BACKUP OFFERS. We’re excited to announce a new price of $1,599,999 for this extraordinary property, making it an even greater value for buyers looking for a luxury home in Winter Park. This stunning & revived ONE-STORY Winter Park home is the perfect mix of classic charm & modern comforts. Featuring a MOTHER-IN-LAW SUITE, crown molding, NEW oak hardwood floors & soaring ceilings, no expense was spared in the recent extensive remodel with top-of-the-line luxury finishes. The floor plan is both wonderful & fascinating. As you go into the home you enter the living room & close by is the sunroom/sitting area, two bedrooms, & bathroom w/ tiled shower/tub. The bonus room off the living room can be a fifth bedroom, office, nursery, workout room, wine room, etc. The dining room nearby opens to a tranquil private courtyard & near that is the laundry room w/ utility sink. Next to the kitchen is another living room w/ natural gas fireplace & built in cabinets/shelves. Now step outside to your shaded backyard oasis w/ a NEW privacy fence w/ gate, large storage shed/workshop & paver patio with space for a hot tub and a pergola. You'll love the abundance of natural light especially through the large outdoor courtyard in the middle of the home w/ access from the kitchen, primary master suite & living room. Featuring NEW impact rated 8 ft. tall sliding glass doors including a 12 ft wide grand entrance which opens from both directions in the middle near the living room. With views of towering trees this area offers endless possibilities & is the perfect transition for indoor & outdoor entertaining & relaxation. The open kitchen has been transformed into a spectacular masterpiece featuring vaulted ceilings, skylight, Calcutta quartz, center island, large peninsula w/ bar seating & decorative pendant lighting, NEW stainless appliances including Brama microwave, vented hood, custom backsplash & solid wood cabinets, including 42 in. upper cabinets & large pantry cabinets. The primary master suite is spacious w/ vaulted ceilings & two walk-in closets & the master bathroom is exquisite, boasting a large glass shower w/ two shower heads & dual vanities w/ quartz. The second master is a perfect MOTHER-IN-LAW SUITE or guest room w/ private entrance, walk-in closet & stunning bathroom w/ spacious glass shower & quartz vanity. The air conditioned two car garage has a NEW garage door/opener, epoxy floor & lots of extra storage areas. The long driveway is great for guests, multiple cars & parking. Other upgrades include a NEW roof/gutters, NEW plumbing/electrical/AC, NEW windows/doors, NEW int/ext paint, NEW pavers/landscaping/irrigation & Rinnai tankless gas water heater. List of the $315K in improvements available & is attached in MLS. Centrally located on the famous tree lined Palmer Ave, you're a short stroll to Phelps Park, & minutes to shopping & dining on Park Ave, Interlachen Country Club & Winter Park Racquet Club. Don't miss your chance to make this truly breathtaking home yours!

1716 Palmer Avenue, Winter Park

$335,000

3 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. MOVE IN READY 3 bedroom / 2 full bath bungalow in PRIME LOCATION! Just steps from Dubsdread Golf Course, this home is a true gem with no HOA fees, plus easy access to downtown Orlando and Winter Park Village. Residence offers 3 bedrooms and the rare advantage of 2 updated full bathrooms. Kitchen boasts updated cabinetry, granite countertops, and stainless steel refrigerator, stove, dishwasher, and microwave. Enjoy low-maintenance ceramic tile floors, primary bedroom with ensuite bath, and a large backyard perfect for entertaining. 2020 roof and newer water heater, this home is move-in ready and waiting for you!

764 Baffie Avenue, Winter Park

$699,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

Step inside this newly staged model home! Discover an incredible opportunity to own a solid concrete block construction townhome in the desirable Winter Park community, now available at entry-level pricing! This spacious three-bedroom, three-and-a-half-bath residence offers remarkable value and potential for those looking to invest in a quality home. While the pricing reflects the potential need for improvement, particularly to the main-level wood floors due to minor damage from previous rental use, this townhome is ready for your personal touch. As you enter, you'll be greeted by a grand foyer and a convenient half bath, ideal for entertaining guests. The open-concept kitchen seamlessly connects to the sophisticated dining area and inviting great room, creating the perfect environment for family gatherings and social events. Enjoy culinary delights with stylish white cabinetry, silestone countertops, and a top-of-the-line KitchenAid appliance package, including a natural gas range. The expansive floor-to-ceiling storefront glass floods the interior with natural light and offers stunning views of the surroundings. Step outside to enjoy picturesque sidewalks within the community or relax in the tranquil ambiance of your private, fully fenced backyard. Upstairs, you'll find three luxurious bedrooms, each with its own en suite bath, ensuring ultimate privacy. The primary suite features a spacious walk-in closet with a custom closet system, while the spa-inspired bath boasts a dual-sink vanity, an oversized glass shower, and a separate water closet for added convenience. Unwind on the large balcony with your morning coffee or evening relaxation and appreciate the convenience of a second-floor laundry room. The generous two-car garage is equipped with an EV charging plug, catering to eco-friendly living. This is a unique chance to secure a well-built townhome at an attractive price point. Don’t miss out on this exceptional value—schedule a viewing today and discover the potential that awaits in this Winter Park townhome!

1804 Mondrian Circle, Winter Park

$172,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

This 1 Bedroom 1 bathroom condo with a peaceful pond view, is located in Winter Park Gardens. This Vibrant 55+ community offers beautifully landscaped grounds, lighted paths, community pool, and a clubhouse where residents enjoy social activities. The prime location provides easy access to a variety of amenities and attractions minutes away from Park Avenue with shops, restaurants, and cultural events. The nearby Azalea Tennis Center and Mead Botanical Gardens offer further enriching experiences. Embrace the serene and active lifestyle this community provides, with the added convenience of being close to Downtown Orlando, Baldwin Park, major highways and convenient to MCO or the Sanford/Orlando Airport. You will have an assigned parking space with plenty of additional parking spaces for guests. This property is a must-see to truly appreciate its charm and amenities. Due to the special reserve (FL HOA rules/regs). The proposed monthly fee for 2025 is $685.

700 Melrose Avenue Unit E-24, Winter Park

$1,175,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Welcome home to this beautiful home located in the highly desirable Timberlane Shores. Situated on almost 1/3 of an acre, this corner lot home has endless possibilities. The 4- bedroom, 3.5 bath home has over 2700 sq feet of living space, including separate guest quarters that consist of 2 bedrooms and 1 shared bath, perfect for extended family, teens, or simply to have privacy for guests. As you enter the home, you will notice the large open concept that includes both dining and living space. The gourmet kitchen features white quartz countertops, 42-inch espresso cabinets, stainless steel appliances, and a large island that can accommodate 3 barstools. The master bedroom has an ensuite bath with a large walk-in shower, marble tile and textured subway tile in a tub/shower combo. The secondary bedroom in the main part of the home functions as a second master bedroom and also has an ensuite bathroom. A very private and serene patio area from which to watch the birds and hear tranquil sounds of nature, can be found through the living room sliders. The home’s 2-car garage is spacious and offers a tremendous amount of storage. This unique home is surrounded by multi-million-dollar homes, so there is also the opportunity to tear this down and build a brand-new home on the lot. Close to downtown and Winter Park Village and Park Avenue is less than 2 miles away. Beautiful parks, walking/bike trail and dog park are within walking distance. You don’t want to miss this one!

1681 Blue Ridge Road, Winter Park

$537,000

4 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 5th Add SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. What!!! Under $540,000 in 32789??!! Yup!! Welcome to this charming ranch-style home located in Winter Park and best of all, NO HOA! Nestled on a spacious corner lot, this property offers a CIRCULAR DRIVEWAY for easy access and ample parking. Inside, you’ll find an updated kitchen with beautiful GRANITE countertops, perfect for hosting or enjoying family meals. Both bathrooms have been tastefully renovated for modern comfort. Cozy up by the WOOD BURNING FIREPLACE or enjoy the Florida lifestyle on the SCREENED-IN PORCH overlooking the FENCED-IN backyard great for pets, and/or outdoor entertaining. There’s also a hot tub with a brand-new motor for the ultimate relaxation. Major updates like a RE-ROOF(2016) and septic drain field (2016) add value and peace of mind. This home is ready to provide a blend of comfort, convenience, and modern updates, all with the freedom of no HOA restrictions. Plus, it includes a 2 car OVERSIZED GRAGE for extra storage or workshop space. Don't miss the chance to make this Winter Park gem your own!

2891 Naples Drive, Winter Park

$140,000

1 Beds ⋅ 1 Baths ⋅ Lake Killarney Condominium Assn Inc. SubDv. ⋅ 32789 Zip Code

Introducing a charming 1 bed, 1 bath condo located on the serene shores of Lake Killarney in Winter Park Florida. Enjoy the perfect balance of lakeside tranquility, urban convenience, with a stunning sunset and being just a short walk to Trader Joe's, movie theaters, restaurants, and coffee shops. This home is ideal for someone seeking a peaceful retreat with all the benefits of a vibrant neighborhood. Don't miss your opportunity to live in this coveted Winter Park location.

151 North Orlando Avenue Unit 142, Winter Park

$1,129,000

4 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Stunning, custom-built home in the Winter Park Tree Streets. This beautifully designed, Mediterranean-style home features 4 bedrooms, 3 full-baths, and an open layout complimented by engineered wood and travertine flooring, high ceilings, crown molding, and bright natural light. First floor layout includes a spacious living/dining room and open concept kitchen/family room. The kitchen offers stainless steel appliances, a built-it oven and microwave, gas range, granite counters, bar top seating, and a walk-in pantry. Off the family room are French doors that open to a screened patio which overlooks the perfectly manicured backyard. The first floor primary bedroom is very comfortably sized and has a private en suite with double vanities, a walk-in shower, and jetted tub. There’s an additional guest room with full bath on the first floor as well, ideal for visiting guests. Upstairs are two generously sized bedrooms, each with ample closet space, and a shared hall bath. Additional highlights include natural gas, a Rinnai tankless hot water heater system, paver walkways, a detached Tuff Shed, tile roof, and more. Located in Winter Park’s desirable “tree streets” neighborhood this home is zoned for the A-rated Winter Park School District and is close proximity to the Winter Park Raquet Club, Interlachen Golf & Country Club, Rollins College, Park Avenue, and all of the fantastic shops and dining the area has to offer. This charming home won't last so schedule your showing today.

1571 Oneco Avenue, Winter Park

$839,500

3 Beds ⋅ 3 Baths ⋅ Carver Town SubDv. ⋅ 32789 Zip Code

Welcome to this stunning modern, custom-built home in the heart of Winter Park, FL! This beautifully remodeled 3-bedroom, 2.5-bath residence offers 1,898 sq ft of inviting living space. The home features an eat-in kitchen with custom bench seating, earthy wood-tone cabinets, a large waterfall island, and elegant countertops. Sleek black appliances perfectly complement the modern design. All bedrooms are located on the second floor, with the primary suite boasting cool contemporary lines, a walk-in shower, double sink vanity with quartz countertops, and plenty of natural light. The suite also includes a spacious walk-in closet, fully built-in for optimal organization. The home’s outdoor space is equally impressive, with gorgeous landscaping that enhances the fenced, private yard—perfect for entertaining guests or enjoying quiet moments with loved ones. The 1-car wide garage extends two cars deep, providing ample storage, while the paved driveway offers room to securely store a boat or RV behind the fence. With only two original block walls retained, the rest of the home is entirely new, including updated sewer pipes, plumbing, electrical systems, and a fully installed irrigation system. Located in an excellent A+ rated school district, this home is just minutes from Winter Park Hospital, Park Avenue, Rollins College, museums, galleries, shopping, restaurants, and major highways—everything you need is close by. Call today to schedule your private showing and make this dream home yours! Pool renderings are only showed as an illustration of what is possible and can be built for additional cost.

648 Callahan Street, Winter Park

$1,920,500

4 Beds ⋅ 4 Baths ⋅ Virginia & Morse Brownstones SubDv. ⋅ 32789 Zip Code

Sophisticated four-bedroom, 3.5-bath townhome in the heart of downtown Winter Park. This elegantly appointed, three-level corner townhome offers a flexible floor plan in the vibrant heart of downtown Winter Park. The premier corner unit design allows for expansive French doors and windows, flooding the space with natural light and providing access to wrap-around porches on the first and second levels, ideal for enjoying the outdoors. A private interior elevator provides seamless access to all levels, including the rooftop terrace. The first floor features a welcoming foyer, a convenient laundry room, two spacious bedroom suites with en-suite baths, and direct access to the private two-car garage. The second floor serves as the primary living space, designed for entertainment and everyday comfort. It includes a chef’s kitchen, living room, dining room and family room. The kitchen boasts top-tier appliances, including a 36-inch Wolf gas range, Sub-Zero refrigerator and Bosch dishwasher. A butler’s pantry with an under-counter beverage cooler connects the kitchen to the dining and living areas. The open-concept kitchen which overlooks the family room features a marble-topped island, gas fireplace and built-in bar. The wrap-around porch on this level provides additional space for outdoor relaxation, complete with a gas grill. The third floor is dedicated to the private primary suite, offering two walk-in closets and a luxurious, spa-inspired bath with marble countertops and a Japanese wet room concept, and second laundry room for added convenience. French doors open to a balcony with a spiral staircase leading to the rooftop terrace. This floor also includes a large secondary bedroom that can double as extra flex space that could be used as an office, exercise room or den with a built-in bar area and spacious closet. The rooftop terrace, accessible by the spiral staircase and private elevator, provides ample space for outdoor living and offers breathtaking views of downtown Orlando. Designed by acclaimed Phil Kean Design Group, the Morse & Virginia brownstones are ideally just two blocks from Park Avenue’s renowned shopping and dining. Residents can enjoy leisurely strolls to Hannibal Square, Winter Park Library, farmers market and more. Ideal for those seeking a low-maintenance, lock-and-leave lifestyle with all conveniences of urban living!

401 W Morse Boulevard, Winter Park

$405,000

2 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Don't miss this immaculate and move-in ready 2-bedroom/2-bath Winter Park home, with a 1-car garage, and a NEW ROOF coming soon! Recently updated, this home features fresh paint inside and out, improved landscaping, new lighting, a new dishwasher, and a new microwave. The desirable, open floorplan features a spacious family room/kitchen combo, separated by an island that offers extra storage and seating. Stainless steel appliances and a window overlooking the backyard enhance the kitchen, while an adjacent dining area flows into a bright Florida room, making this home ideal for entertaining. Both bedrooms have walk-in closets, and there’s plenty of extra storage with 2 hall closets. The backyard steals the show, featuring a large (22’x15’) covered porch with ceiling fans, two storage sheds, and raised garden boxes—perfect for your gardening projects! The freshly painted, attached 1-car garage offers washer & dryer hookups and shelving for more storage. Tucked away on a quiet street, yet minutes from downtown Winter Park, College Park, and downtown Orlando, this home is close to Trader Joe’s, Whole Foods, Publix, Home Depot, and more...and offers easy access to I-4 for commuting.

2113 Albert Lee Parkway, Winter Park

$1,990,000

4 Beds ⋅ 4 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Welcome to 455 N Interlachen in Winter Park, Florida 32789, where timeless elegance meets modern comfort. This stunning home underwent a complete remodel in 2009, ensuring every detail is curated to perfection. As you step inside, you're greeted by a grand foyer that sets the tone for the luxurious living spaces beyond. The main level boasts a harmonious flow between the living room, dining area, and kitchen, creating an inviting atmosphere for gatherings and relaxation. The chef-inspired kitchen is a true masterpiece, featuring top-of-the-line appliances, custom cabinetry, and an expansive island perfect for culinary adventures or casual dining. With high-end finishes and thoughtful design elements, this kitchen is as beautiful as it is functional. A highlight of the home is the primary suite conveniently located on the first floor. Offering a peaceful retreat from the hustle and bustle of everyday life, the primary suite features a spa-like ensuite bathroom and ample closet space, providing the ultimate in relaxation and privacy. Upstairs, you'll find additional bedrooms, each offering comfort and style, making them perfect for family members, guests, or a home office. Every room is bathed in natural light, creating an inviting atmosphere throughout. Outside, the meticulously landscaped yard offers a private oasis for outdoor enjoyment. Whether you're hosting a barbecue with friends or simply unwinding after a long day, the outdoor space provides endless opportunities for relaxation and entertainment. Located in the desirable downtown Winter Park area, this home offers easy access to shopping, dining, parks, and more, allowing you to experience the best of urban living. Don't miss your chance to make this exquisite property your own and enjoy the epitome of Florida luxury living.

455 N Interlachen Avenue, Winter Park

$675,000

4 Beds ⋅ 3 Baths ⋅ Carver Town First Add SubDv. ⋅ 32789 Zip Code

This stunning property in historic Winter Park offers an excellent price point and is ideally situated near Park Avenue’s shops and restaurants, Rollins College, Winter Park Village, Winter Park Farmer's Market, and Hannibal Square. Completely renovated in 2021, this 4 bedroom, 3 bathroom home has been thoughtfully appointed with double primary suites, each with ensuite bathrooms and large closets. Split from these primary suites are 2 additional ample sized bedrooms and a full bathroom. The open floor plan boasts contemporary updates throughout, including light wood-like tile floors, LED recessed lighting and fresh paint. The kitchen is a chef's dream, featuring quartz countertops, a designer tile backsplash, stainless steel appliances, and a 5-burner gas stove complete with a pot filler. The primary ensuite bathroom is a luxurious retreat, showcasing dual vanities, an oversized tiled shower with multiple shower heads, and a built-in bench. The bathrooms are bright and fresh with contemporary black and white tile accents. Enjoy an expansive back yard with a large paved patio, perfect for entertaining. This home can also serve as an excellent investment opportunity for your Rollins student! Schedule your private showing today! HVAC - 2017 ROOF - 2021

678 Depugh Street, Winter Park

$1,875,000

3 Beds ⋅ 3 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Stunning Mid-Century Modern Home in the Prestigious Via’s of Winter Park. Architecturally significant custom residence offering an impressive 2,505 sq ft of thoughtfully designed living space. This exceptional property features three spacious bedrooms, three modern bathrooms, an office, and a loft, making it perfect for families or those who work from home. The owner/architect undertook a complete renovation from 2019 to 2020, preserving the home’s original design while incorporating contemporary upgrades. The striking exterior boasts a new roof, elegant new columns, and stylish French doors that enhance curb appeal. Inside, you’ll be greeted by high ceilings that create an open and airy atmosphere, complemented by oak flooring and cedar trim accents throughout. The heart of the home is the bright kitchen with abundant natural light from large windows and skylights. Equipped with premium Dacor appliances and custom cabinetry, this space is perfect for culinary enthusiasts. The convenient pass-through allows easy service to the dining room and back deck, ideal for entertaining friends and family. The master suite is located in its own private wing. It features high ceilings and large custom windows that bring the outside in with views of the backyard and Zen garden. The large master bathroom includes custom windows, separate sink and make-up vanities, custom walk-in closet, soaking tub, and walk-in shower that transitions into an outdoor shower that feels like a private oasis. All the updated bathrooms feature modern fixtures and finishes, ensuring comfort and style. Step outside to the private backyard surrounded by mature landscaping. The outdoor firepit area is a perfect setting for outdoor gatherings or quiet relaxation. This is a tranquil retreat with ample space to accommodate a future pool and/or separate living structure. The renovation of this property included two new HVAC systems, two tankless hot water heaters for endless hot water, new French doors, windows, skylights, and energy-efficient LED lighting throughout the home. The property includes a carport with a level 2 EV charger. There is plenty of storage areas inside the house and there are also two large exterior, lockable sheds. Located just a short walk from Kraft Azalea Gardens, Lake Knowles, and the vibrant shopping and dining options along Park Avenue, this home combines luxury living with an unbeatable location. This exquisite mid-century modern retreat offers the perfect balance of charm, functionality, and modern amenities in an A+ location.

1244 Via Salerno, Winter Park

$730,700

3 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Say hello to this Orwin Manor cutie! This unique bungalow is being offered fully furnished and is perfectly situated on an expansive lot, combining charm with convenience. Featuring three bedrooms, two baths, and a spacious open floor plan, this adorable property welcomes you with sunlit living areas, gleaming hardwood floors, and an inviting atmosphere that feels like home from the moment you step inside. The charming kitchen boasts new appliances, granite countertops, and cabinets that beautifully complement the cottage-style aesthetic. The original hardwood floors enhance the home's warmth and character, flowing effortlessly from room to room. The dining area overlooks the sparkling pool, an ideal backdrop for entertaining. An additional living area, centered around a cozy fireplace, offers the ideal space to relax or host guests. Step outside to your private backyard oasis, providing endless opportunities for outdoor enjoyment and creativity. Ideally just minutes from renowned Park Avenue, with easy access to gourmet dining, boutique shopping, hospitals and I-4, this enchanting property is a rare find with endless possibilities. Don’t miss your chance to make sweet Suffolk yours.

1331 Suffolk Road, Winter Park

$775,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

Introducing an exceptional opportunity at The Mondrian Winter Park, a stunning waterfront community featuring 30 contemporary townhomes elegantly situated along the serene shores of Lake Killarney. This remarkable residence is truly a standout, showcasing top-tier finishes that exemplify both quality and value. As you enter, you'll be greeted by fresh interior paint and updated flooring that enhance the home's modern appeal. Enjoy the added comfort of privacy shades, stylish light fixtures, and ceiling fans that enhance the overall ambiance. The chef-inspired kitchen is a culinary dream, equipped with a natural gas cooktop and a wine refrigerator, perfect for entertaining. Retreat to the luxurious master suite, which offers a walk-in glass shower, a separate water closet, and ample closet space for all your storage needs. Your own personal oasis awaits on the expansive rooftop terrace, complete with a hot tub spa, purgola, grilling station, and generous lounge area, ideal for hosting gatherings or relaxing under the stars. With soaring 10'6" ceilings on the second level and expansive storefront-style windows, natural light floods the living space, creating a bright and inviting atmosphere. Each of the three spacious bedrooms comes with its own bath, ensuring privacy and comfort for family members or guests. Nestled in the heart of beautiful Winter Park, just north of downtown Orlando, this luxury enclave offers an unparalleled lifestyle. Experience breathtaking views of Lake Killarney from the newly constructed dock or unwind in the lakeside Pavilion as you watch the sunset. For those who enjoy water activities, a private boat slip is available for purchase, allowing you to cruise across the lake to visit Trader Joe’s or enjoy a meal at Shake Shack. Outdoor enthusiasts will appreciate the community’s kayak and paddleboard racks, providing easy access for fishing, exercising, or simply soaking in the tranquil waters. Nearby, Winter Park Village boasts a variety of shopping and fine dining options, while the vibrant Farmer’s Market and renowned Enzian Theater offer an array of local culture and entertainment. Discover the ultimate blend of luxury, comfort, and convenience at The Mondrian Winter Park—where every detail is meticulously crafted for your enjoyment and every moment holds the potential for adventure. Welcome to your new home.

1818 Mondrian Circle, Winter Park

$499,000

Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Welcome to the coveted Tree Streets of Winter Park! Situated in the highly desirable Lake Knowles Terrace neighborhood, minutes from Lake Howell Road and N. Lakemont Ave, this property combines prime location with endless potential. Surrounded by stunning custom homes, this is your chance to enjoy comfortable living now, while planning to build your dream home in the future. Don't miss out on this rare opportunity in one of Winter Park's most sought-after areas!

1560 Oneco Avenue, Winter Park

$499,000

3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

The value is in the land, but discover the charm of this adorable home, which is located in the tree streets in the heart of Winter Park! Nestled in the desirable Lake Knowles Terrace neighborhood, just off Temple Drive and minutes from Lake Howell Road and N. Lakemont Ave, this home offers both location and comfort. Step inside to find a spacious family room with sleek laminate flooring, a separate dining room, a bright office/sunroom, and a kitchen and bathroom with updated cabinetry. With an open layout that feels larger than the listed square footage, this home is a must-see to truly appreciate its roomy design. Surrounded by custom homes, this property offers the perfect opportunity to live comfortably now and build your dream home in the future.

1560 Oneco Avenue, Winter Park

$500,000

3 Beds ⋅ 1 Baths ⋅ Lake Monte Sub SubDv. ⋅ 32789 Zip Code

HUGE PRICE ADJUSTMENT...NEARLY $100K!! Owner Is Highly Motivated and Ready To Work With You! This charming Winter Park Bungalow is centrally located in a highly desired area of Winter Park (32789) and is Ready for Immediate Occupancy! Featuring 3 full bedrooms, one bathroom, nearly 1,150 sqft of living area, a covered carport and storage rooms. Beautifully updated and maintained throughout the years with vintage style hardwood flooring which flows throughout. The renovated kitchen is sure to impress with modern 42-inch cabinets, granite countertops, stainless steel appliances and update hardware and finishes. The freshly painted interior and exterior makes this home feel “like new” again. Newer paddle fans and lighting fixtures have been added throughout the interior. This is the ideal opportunity for an investor looking to build new, a first-time home buyer or even a downsizing buyer. Setback nicely on a quiet, tree-lined street with a very spacious fenced back yard area that offers plenty of room for an outdoor living area, new pool and/or an additional dwelling or storage. Simply traditional Winter Park at its best! Conveniently located just moments from Winter Park shopping and fine dining, multiple grocery stores, beautiful parks, gyms, entertainment, hospitals, as well as A+ rated Winter Parks schools. Come and see for yourself before its gone! Act Now!

1810 Hollywood Avenue, Winter Park

$450,000

2 Beds ⋅ 1 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Welcome to this charming home in the highly sought after Orwin Manner. Situated on one of the most desirable streets in the neighborhood, this move in ready 2 bedroom 1 bathroom home holds onto classic details while boasting a beautifully updated and modern kitchen and bathroom. The exterior has been refreshed and re landscaped to offer beautiful curb appeal and low maintenance foliage. The large back deck has ample room for seating and grilling out with a beautiful open yard beyond. This lot provides the ability to enjoy plenty of space to enjoy as is or to add on in the future. This home has been well maintained and enjoyed by its owners and is a true gem that will serve the next owners well. Located minutes from I4 and within walking distance to Orange Avenues restaurants, shops, and parks this home effortlessly combines convenience and modern charm.

1401 Devon Road, Winter Park

$450,000

2 Beds ⋅ 3 Baths ⋅ Cherokee Park SubDv. ⋅ 32789 Zip Code

LOCATION, LOCATION, LOCATION! Tucked in a peaceful enclave of Winter Park, this distinctive 2-bedroom, 2.5-bathroom townhome blends mid-century modern charm with contemporary functionality. This home welcomes you inside with an open-concept floor plan featuring a charming wood-burning fireplace flanked by built-in shelving and classic brick flooring that seamlessly connects the living, dining, and kitchen areas, ideal for entertaining and everyday living. The spacious layout flows into the dining and kitchen area with a breakfast bar that invites casual dining, while the kitchen is outfitted with stainless steel appliances and countertops and plenty of cabinetry. The large windows allow for abundant natural light, especially in the upstairs bedrooms, where high ceilings create a sense of openness. Each bedroom offers a plethora of storage with a private ensuite framed by unique clerestory windows, providing privacy while welcoming sunlight and complementing the beautiful wood flooring. Outside, the private backyard offers a generous patio area perfect for hosting epic BBQs or simply relaxing. Experience the best of Winter Park living with this prime location, steps away from the Winter Park Tennis Club and a short stroll to Park Avenue’s acclaimed shops and restaurants, picturesque Rollins College campus, the vibrant Winter Park Farmers' Market, and the scenic shores of Lake Virginia. This home is also a stone’s throw from the exciting up-and-coming Seven Oaks Park, a 1.5-acre green space designed to promote community and wellness through its lush landscaping and thoughtfully curated spaces. Whether you are looking for a standout addition to your investment portfolio or a place to call your own, this property offers endless possibilities. Don’t miss the opportunity to make it yours—schedule a private showing today!

1102 Azalea Lane, Winter Park

$750,000

Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code

Meticulously cared for Kenilworth Shores home on 89 x 115 lot. Income-producing home while you plan your dream home or investment. Quiet destination street with long-term neighbors. Track Shack does an annual run on this picturesque street. Located just minutes from Park Avenue, the home is in close proximity to the area’s best restaurants and is zoned for most desirable schools-Brookshire, Glenridge, and WPHS. Homes all around are being torn down and 4,000 square foot, 3m+ dollar homes are being built.

432 Worthington Drive, Winter Park

$235,000

2 Beds ⋅ 2 Baths ⋅ Mead Garden Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Remodeled 2nd story, end unit, 2-bedroom, 2-bath condo in stunning Winter Park! Enjoy all the charm Winter Park has for you, just minutes from Park Avenue's shops and restaurants, or take a short bike ride to nearby parks and outdoor venues. This desirable end-unit condo has been upgraded with new kitchen cabinets, granite countertops, and stainless steel appliances. Recent 2023 improvements include a new AC, roof & gutters. The interior has been freshly painted, and the home boasts new outlets, wall switches, and light fixtures throughout. Enjoy new luxury vinyl floors and plush carpeting, as well as all-new door hardware for a polished look. The community offers a pool and an on-site laundry facility. With Mead Gardens right behind the complex, you’ll have access to some of the best walking paths in Winter Park. Conveniently located between Trader Joe's, Winter Park Village, Ivanhoe Row, and Mills restaurants, and just a short distance to Park Avenue, Winter Park Tennis Center, Seven Oaks Park, and Rollins College. With low monthly fees, this is a fantastic opportunity to live affordably in Winter Park!

1250 S Denning Drive Unit 205, Winter Park

$315,000

2 Beds ⋅ 1 Baths ⋅ Golfview SubDv. ⋅ 32789 Zip Code

HUGE PRICE REDUCTION! Welcome to this charming beautiful well maintained single family home located in Winter Park, FL with NO HOA. This home has it all! This property features a breezeway entrance / Mudroom that leads you to the front door of the home or to the door to enter the backyard. Presenting 2 bedrooms, 1 bathroom, 1 car garage shared with laundry room space, moving along to the living-room & open eat in kitchen combo. Your large backyard is fenced in to give you privacy while entertaining. It also boasts a covered patio that allows you to enjoy watching the rainfall or sip some lemonade during the sunshiny days. The owner has recently painted the entire exterior and revamped the curb appeal. This home is perfectly situated near downtown Orlando and just minutes from Dubsdread Golf Course and amazing local restaurants. Less than 30 minutes away from your funnest attractions such as Disney, Universal Studios and some great colleges !! Property is currently tenant occupied. Rest assured it’s very easy to show. Here’s your opportunity to own property in Winter Park so schedule your showing today because this won’t last! HVAC: Replaced in 2014 and outdoor unit is rebuilt in 2023 (new compressor) PLUMBING Completely re plumbed in 2009 ROOF- Replaced in 2019 ELECTRICAL replaced in 2009/ Main panel upgraded in 2017 Back Porch built in 2019/ Front Windows replaced in 2018 Exterior Completely repainted: Sept. 2024

1225 Formosa Avenue, Winter Park

$1,575,000

4 Beds ⋅ 5 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Located in the heart of Winter Park, one of Orlando’s desirable metro regions. This stunning, year-old modern home offers both style and convenience. This house sits proudly on a spacious corner lot, featuring a large front lawn and striking architectural pillars that create a grand entrance. The property boasts a durable and sleek metal roof, adding both aesthetic appeal and long-term durability. The detached garage offers privacy and quiet, while still allowing for easy access to the main house. Inside, you’ll find an open, airy layout with sleek modern finishes. The kitchen is a true chef’s dream, equipped with high-end GE Café line appliances, bright white cabinetry accented with brass and gold finishes, and a stunning backsplash that ties the entire space together. The home features scratch-resistant flooring throughout, ensuring a blend of beauty and practicality. Perfect for entertaining, the spacious kitchen island overlooks the open living and dining areas, creating a seamless flow. Step outside to enjoy a courtyard-style outdoor space, ideal for al fresco dining or relaxing after a long day. The primary bedroom, conveniently located on the main floor, offers the ultimate in privacy and tranquility. The bedroom features a large window with electronic blackout shades and a beautifully designed en-suite bathroom. The primary bath includes a luxurious soaking tub, modern non-slip tiles, and marble countertops, providing a spa-like retreat. Upstairs, the home features a common loft area, offering additional living space perfect for a cozy lounge, home office, or media room. Each upstairs bedroom is complete with its own en-suite bathroom and walk-in closet with floor-to-ceiling cabinetry, providing both luxury and ample storage. The guest bathroom is conveniently located under the staircase near the entrance, offering easy access for visitors. Located in the Winter Park neighborhood, this home combines modern elegance with a prime location close to shopping, dining, parks, and top-rated schools. With its thoughtful design, premium features, and unbeatable location, this home is a rare gem in today’s market. Don’t miss your chance to own this extraordinary property!

2435 Chantilly Avenue, Winter Park

$695,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

This particular unit has been priced thoughtfully to reflect the necessary interior improvements based on its history as a rental unit since 2018, offering a unique opportunity for savvy buyers and investors alike. Welcome to The Mondrian Winter Park Townhomes, an exclusive waterfront community featuring 30 stunning contemporary homes on the picturesque shores of Lake Killarney. This exceptional former model home is a true standout, boasting a wealth of high-end upgrades that set it apart from the competition. Step inside to discover a freshly painted interior adorned with modern light fixtures, stylish ceiling fans, and a premium Viking appliance package. The private, fenced rear yard adds an extra touch of outdoor tranquility. The home’s clean, contemporary design is accentuated by expansive storefront-style windows and soaring 10'6" ceilings in the great room, creating a bright and airy ambiance throughout. This thoughtfully designed floor plan features three spacious bedrooms, each showcasing engineered wood flooring, and generous walk-in closets. Two of the bedrooms offer luxurious ensuite baths for added convenience. The primary bedroom includes access to a private patio complete with a summer kitchen, perfect for enjoying serene evenings or entertaining loved ones. Nestled in the heart of Winter Park, just north of downtown Orlando, this luxury waterfront community is mere minutes from the vibrant shops, dining options, and recreational activities that both Winter Park and Orlando have to offer. Enjoy breathtaking views of Lake Killarney from the newly completed dock or unwind in the lakeside pavilion as you watch the sunset. Act quickly as only one private boat slip remains! With your own slip, you can easily cruise across the lake to shop at Trader Joe's or savor a meal at Shake Shack. The community also provides convenient racks for kayaks and paddleboards, perfect for fishing, exercising, or simply soaking up the sun on the lake. Nearby Winter Park Village offers a plethora of shopping and fine dining experiences for you and your family, while the charming Farmer’s Market and the renowned Enzian Theater provide opportunities for leisurely outings and entertainment. Experience the ultimate in luxury living in this prime location, where comfort and convenience come together seamlessly. Don't miss out on this incredible opportunity! We're excited to announce that this home is available at entry-level pricing for the community, making it the perfect time to act. If you're interested in embracing a luxurious lakeside lifestyle, we encourage you to reach out to us today.

1802 Mondrian Circle, Winter Park

$845,000

2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Welcome to this enchanting 1935-built home nestled in the heart of Orwin Manor, a neighborhood known for its historic charm and serene ambiance and conveniently located off Orange Avenue with easy access to Park Avenue, Downtown Orlando, College Park, and Thorton Park. This charming residence features 2 spacious bedrooms and 2 bathrooms, perfect for modern living while retaining its historic allure. The original hardwood floors add warmth and character, flowing seamlessly throughout the home. The charming kitchen offers a cozy and inviting space for culinary adventures, complete with updated appliances. Gather around the wood-burning fireplace in the living room, creating the perfect setting for cozy evenings. The expansive yard provides ample space for outdoor activities and gardening. Additionally, the home boasts versatile flex spaces, ideal for a home office, a formal den, or even a nursery, ensuring it suits your lifestyle needs. This home is a true gem.

1423 Westchester Avenue, Winter Park

$330,000

2 Beds ⋅ 3 Baths ⋅ Huntington Condo SubDv. ⋅ 32789 Zip Code

Seize the opportunity to own this delightful townhouse within walking distance of downtown Winter Park, where the charm of Park Avenue and the vibrant Rollins College campus await just steps from your door. This two-bedroom, two-and-a-half-bathroom home presents an ideal canvas for creating your haven. As you enter, you'll be welcomed by a well-planned layout featuring a spacious great room with a cozy wood-burning fireplace, perfect for gathering with friends and family. The adjacent dining area flows seamlessly into a bright sunroom, offering a versatile space that could easily function as a home office or a tranquil retreat for reading and relaxation. Upstairs, discover two generously sized bedrooms, each boasting its covered balcony where you can enjoy peaceful mornings or unwind in the evening. The primary suite is a highlight, featuring a walk-in closet and a unique loft area that provides additional storage or a private nook for relaxation. The en-suite bath adds to the convenience and comfort. Step outside to a large, private backyard patio, ideal for hosting outdoor dinners, barbecues or simply soaking up the Florida sunshine in your secluded space. The property includes a covered, assigned parking space, with additional guest parking available for visitors. On a quiet dead-end street, this townhouse offers the ease of a lock-and-leave lifestyle, allowing you to fully embrace the vibrant offerings of Winter Park, from its eclectic dining and boutique shopping to the nearby SunRail station and bustling farmer’s market. Zoned for the highly regarded Audubon K-8 and Winter Park High School, this property combines convenience with potential to create the home you've always envisioned. Don’t let this rare opportunity pass you by.

647 Huntington Avenue Unit 8, Winter Park

$1,579,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Nestled in the heart of Winter Park's prestigious "Tree Streets" neighborhood, this exquisite residence stands as a testament to refined living and architectural splendor. This four-bedroom, four-bathroom haven seamlessly blends sophistication with comfort. As you approach the property, you're greeted by manicured landscaping that hints at the paradise awaiting within. The paved driveway leads you to a home that has been thoughtfully updated, both inside and out, with recent paint refreshing its already striking appearance. Step inside, and you'll be captivated by the wide-plank, hand-carved engineered wood flooring that flows throughout, creating a sense of warmth and continuity. The interior is a symphony of elegant design, with extensive millwork adding character and depth to every room. The heart of this home is undoubtedly the kitchen—a culinary enthusiast's dream. Boasting a large island that opens to the living room, it's an entertainer's paradise. Quartz countertops gleam under carefully placed lighting, while the gas-fueled cooktop with a vent hood stands ready for gourmet creations. A wet bar between the kitchen and dining room adds a touch of sophistication, perfect for mixing cocktails or serving hors d'oeuvres. The living room is a space of tranquility and luxury, featuring an electric fireplace and offering breathtaking views of the backyard oasis. For the oenophiles, a built-in wine closet under the stairs provides the perfect storage for your prized vintages. This home's unique layout offers the convenience of two main-level suites and two second-level suites, ensuring privacy and comfort for all. Each bedroom is a retreat unto itself, with the primary bedroom offering a particularly sumptuous escape. Step outside, and you'll find yourself in a veritable Eden. The backyard is a masterpiece of landscape design, with mature plantings providing privacy and creating a lush, secluded atmosphere. The centerpiece is undoubtedly the pool, surrounded by paving that's as practical as it is beautiful. Whether you're hosting a soirée or enjoying a quiet morning coffee, this outdoor space is your personal slice of paradise. Located in the highly desirable Winter Park area, this home offers not just luxury within its walls, but a lifestyle to match. You're just a stone's throw from the Interlachen Country Club, perfect for golf enthusiasts, and a short drive from the Winter Park Station, offering convenient transportation options. Nature lovers will appreciate the proximity to Phelps Park, while everyday conveniences are easily accessible with a nearby Publix Super Market. This isn't just a house; it's a home that whispers of lazy Sunday mornings, of laughter-filled dinner parties, and of memories waiting to be made. It's more than a listing—it's an invitation to elevate your lifestyle in one of Winter Park's most coveted neighborhoods.

1521 Magnolia Avenue, Winter Park

$656,000

4 Beds ⋅ 2 Baths ⋅ Cherokee Park SubDv. ⋅ 32789 Zip Code

Highly in demand, charming and rare 2 unit duplex for sale near the “College Quarter” in Winter Park: each unit offers 2 bedrooms and 1 bath plus each side has its own laundry room with washer/dryer included. Surrounded by luxury townhomes, lakefront mansions, and located on a tree lined, brick street close to Winter Park's famed Park Ave, it’s just a short 5 to10 minute walk to the shore of beautiful Lake Virginia and Rollins College campus. White tile floors run throughout unit 1101 & terra cotta tile is in unit 1107, with plenty of light coming through the energy efficient double pane windows. Both units have access to their own private paver patio to enjoy the lovely evening weather in beautiful Winter Park. There’s plenty of off-street parking with 2 dedicated spots in front and 2+ additional dedicated parking spots in back for residents and guests as well. Great value in just the land for future development too with the availability to start fresh and build two very large townhouses for resale, each over 2,000+ sq ft and each having a 1 car garage. The back unit is currently rented for $1,800 per month with lease through May 2025. The other unit is currently vacant and can easily be shown. Too many improvements to list here, please see features/updates attachments.

1101 S Pennsylvania Avenue, Winter Park

$1,050,000

3 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

*MORE PICTURES TO COME* Welcome to your dream opportunity in Winter Park! This charming 3-bedroom, 2-bathroom home is nestled on a spacious, buildable lot, perfect for those looking to expand or create their ideal living space. The current residence features an inviting floor plan, filled with natural light and offering a cozy living area, a well-equipped kitchen, and comfortable bedrooms. The highlight of this property is the large lot, providing ample room for outdoor activities, gardening, or even the possibility of future development. The seller includes plans from a reputable local custom builder, allowing you to seamlessly design your dream home or add value with a new construction project. Situated in a treelined neighborhood, you'll enjoy easy access to Winter Park’s charming shops, restaurants, and outdoor recreation. Don’t miss this rare chance to invest in a property with both immediate comfort and exciting potential for the future!

150 Dana Way, Winter Park

$2,650,000

5 Beds ⋅ 6 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Welcome to this renovated traditional home, ideally situated on a corner lot in one of the most desirable neighborhoods in all of Central Florida. This charming, white-washed brick exterior Winter Park home offers everything a family could need. This two-story, 3 car garage, residence showcases the finest upgrades and provides an unparalleled living experience. As you enter the front door, the first floor welcomes you with a formal dining room that provides the perfect setting for entertaining guests with a custom-built wine display at arm's reach. Conversely, you also have an office that doubles as a sitting room with an exterior door leading to a charming cigar porch. As you continue down the hall, you enter an elegant living room featuring a gas fireplace, custom built-ins, and accordion stacking doors that open to a picturesque outdoor living area. The large chef's kitchen is equipped with a gas cooktop, farm sink, stainless appliances, quartz countertops, a butler's pantry, lots of cabinet storage, and a breakfast nook overlooking the pool. Opposite the kitchen, you have the first-floor primary bedroom with custom built-in closets and a large bathroom. Venture upstairs through one of the two staircases to an additional four bedrooms, three full bathrooms, and a bonus/theatre room, including two oversized storage closets that can be multifunctional. This is an excellent house for entertaining and enjoying the Florida sunshine with the expansive backyard, where you'll find a large pool, a covered sitting area, and a fully equipped summer kitchen with a grill, Green Egg, sink, and fridge. Located in the premier neighborhood of Winter Park, this home is minutes from Park Avenue, with numerous top restaurants, shops, and yearly events to enjoy. You can also easily access major roadways, top golf clubs, and tennis facilities such as the Winter Park Racquet Club and Interlachen Golf and Country Club. This home is zoned for highly rated Winter Park schools, including Dommerich Elementary, Maitland Middle, and Winter Park High School. This exquisite residence epitomizes elegant living in a prime location. Don't miss the opportunity to make this stunning home your own.

1421 Place Picardy, Winter Park

$606,000

3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Charming 3-bedroom, 2-bathroom bungalow nestled in the heart of Winter Park! Whether you're looking to build your dream home on this generous 50x130 lot or move right in, this property offers endless possibilities. Located just a short stroll from the vibrant Park Avenue, you'll enjoy easy access to the YMCA, shopping, restaurants, and all the local amenities that make this area so desirable. With its unbeatable location and quaint neighborhood feel, this home is the perfect opportunity to start your next chapter in one of Central Florida's most sought-after communities!

1580 Chestnut Avenue, Winter Park

$520,000

Winter Park Village SubDv. ⋅ 32789 Zip Code

Premium location to invest or build your own home. Vacant Land located at 2613 Lafayette Ave in the heart of Winter Park, 8 min from Park Ave. You can build up to 3300 Sqft gross building area. Designs are available

2613 Lafayette Avenue, Winter Park

$6,050,000

5 Beds ⋅ 8 Baths ⋅ Morse & Pennsylvania Twnhms SubDv. ⋅ 32789 Zip Code

Distinctive. Inspirational. Timeless. Casa K is the ultimate in luxury and location. Designed by internationally respected architect, Kamal Rizk and constructed in 2022, it is a sanctuary in the heart of our city. The unique fusion of innovative design, superior craftsmanship & luxury finishes shaped this almost 9,000 SF, 5 bedroom, 7.5 bathroom residence w/ guest suite into the contemporary estate that it is today. Upon entry, the retreat-like elegance of the great room is remarkable. This commodious space incorporates the foyer, formal living, dining, bar & family rooms. It seamlessly opens to the outside via a Pella made “wall of sliding glass.” Italian wood flooring & elaborate millwork are appreciated features, as well as modern lighting, custom window treatments & sound operated w/ ease via Lutron. Beyond the family room is the kitchen & hidden scullery where livable luxury resides. Poliform cabinetry, Cambria countertops & top of the line appliances complete these exceptionally versatile spaces. The showcase glass enclosed floor to ceiling wine refrigeration anchors the kitchen & artfully displays up to 975 bottles. The outdoor living is a natural extension of the interior spaces & features a courtyard style pool complete w/ a hand carved, granite rear wall & 16’ linear in-pool fire feature. The kitchen terrace offers a DCS grill, motorized screens, cooling misters & more. A private office, lounge & 1.5 bathrooms complete the downstairs. Bathrooms on both levels showcase elevated selections from Boffi, Zucchetti, Poliform, Inbani, Paffoni & other iconic brands that enforce the refined, contemporary style & quality throughout. Notable lighting in the office, lounge & throughout include artistic fixtures by FLOS, Moooi, Serge Mouille & more. Access to the 2nd floor is provided via the elevator or stairwell. The upper floor is composed of the primary suite, 2 alternate bedroom suites, a 2nd office/flex room w/ en-suite bath, laundry room, gym & flex use guest apartment. The dreamy primary bedroom was designed with a soft entry, private terrace & hidden closets. The closets are part luxury boutique, part meticulously organized space w/ Poliform customization, motion activated light & windows w/ motorized shades made w/ UV protection to shield the interior spaces. The elegant approach to the primary bathroom includes floating vanities secured to stone covered walls, glass enclosed shower, standalone tub, custom-made dressing table & private water closets. Set apart from the primary, the alternate suites & living areas are finished w/ consistent quality & design. With flawless connection, the guest apartment may be used as an extension of the main home or it can be securely separated at a point just beyond the gym. The current owners use one of the bedroom suites as a craft room, which opens to the guest apartment’s main living spaces; the family room, a full kitchen w/ island seating, laundry & a final bedroom suite. Above is a magical roof top terrace with fireplace & bar. The owner’s entry is at the rear of the property, via a concealed driveway that leads to the 4-car garage, from which a hidden door opens directly into the kitchen. Guest parking is available. In this haven of opulent serenity, you may live the life you want, where you want.

654 W Morse Boulevard, Winter Park

$495,000

4 Beds ⋅ 3 Baths ⋅ Albert Lee Ridge SubDv. ⋅ 32789 Zip Code

This beautifully updated home underwent a complete renovation in 2011, right down to the studs, featuring ALL-NEW fixtures, drywall, flooring, electrical, plumbing, kitchen cabinets, appliances, bathrooms, solid surface counters, roof, and a redesigned front entryway/porch. Enhanced curb appeal comes with a PAVER driveway, walkway, and porch. Recent updates include a septic tank and drain field, water heater, dishwasher, HVAC system, and luxury VINYL flooring. With 4 bedrooms and 3 full bathrooms, the home offers a 3-way split bedroom plan, providing plenty of open space perfect for entertaining. The fenced backyard features a large lanai, ideal for outdoor gatherings. Located in the desirable Winter Park area, you'll enjoy convenient access to Winter Park Village, Advent Health, Downtown Orlando, and major highways.

1008 Dupont Avenue, Winter Park

$700,000

3 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

Welcome to this fantastic 3rd-floor unit in the sought-after gated community of Park West, located in the heart of Winter Park. This spacious 3-bedroom, 2-bath condo offers nearly 1,350 square feet of living space, featuring a cozy fireplace and stunning views of Morse Avenue and Central Park. The open-concept layout is filled with natural light, while the kitchen boasts bright formica countertops, newer appliances, and bar seating, perfect for entertaining. Beautiful wood floors run throughout the living area, and large glass sliders seamlessly connect the indoor and outdoor spaces. The generously sized master suite includes a walk-in closet, while the dedicated utility room provides extra storage and laundry convenience. Park West Condominiums is conveniently situated to the vibrant Park Avenue and Central Park, with easy access to Sun Rail and a host of local attractions. This prime location ensures lasting value, making it a fantastic investment opportunity. Residents of this beautifully maintained gated community can enjoy amenities such as a sparkling pool, clubhouse, tennis courts, car wash area, and lush, landscaped grounds. Don't miss your chance to own a piece of Winter Park's charm!

250 Carolina Avenue Unit 302, Winter Park

$800,000

3 Beds ⋅ 3 Baths ⋅ Canton Ave Cottages 1 SubDv. ⋅ 32789 Zip Code

This stunning David Weekly home, built in 2017, perfectly captures the luxurious Winter Park lifestyle, just four blocks from the sophistication of Park Avenue and one block from the vibrant Winter Park Village. Stroll to renowned restaurants, boutique shops, and entertainment venues, all steps from your front door. Designed for the ultimate in hosting and entertaining, the open-concept living space is adorned with elegant finishes and designer touches, offering a seamless blend of style and comfort. The first floor boasts three generously sized bedrooms and two full baths, including a primary suite with a spa-like bathroom and spacious walk-in closet. Upstairs, the expansive living and dining areas invite effortless gatherings, with a gourmet kitchen featuring high-end stainless steel appliances, granite countertops, an island, and a natural gas cooktop—perfect for preparing gourmet meals while entertaining guests. Sliding glass doors open to a large balcony with new trek decking, ideal for alfresco dining or evening cocktails under the stars. The HOA provides complete lawn/shrub care, maintenance of the perimeter wall, and water for the irrigation system, ensuring your outdoor spaces are always pristine without the hassle. Built for both beauty and energy efficiency, the home includes double-pane low-E windows, R-38 insulation, and a tankless water heater..This move-in-ready masterpiece offers not just a home but an elevated lifestyle in one of Winter Park’s most sought-after locations. Schedule your private tour today!

439 N Capen Avenue, Winter Park

$1,665,000

4 Beds ⋅ 4 Baths ⋅ Lake Killarney Shores SubDv. ⋅ 32789 Zip Code

**Stunning New Construction in Lake Killarney Shores** Welcome to your dream home in the highly sought-after Lake Killarney Shores! This exquisite 4-bedroom, 3.5-bathroom residence boasts a spacious 2,857 square feet of luxurious living space, complete with a charming casita featuring its own private bathroom. Enjoy the ultimate outdoor lifestyle with a refreshing saltwater pool, sun bench, and an outdoor kitchen perfect for entertaining. As you enter through the grand solid wood front door, you are greeted by luxury wood flooring in Captiva Maple and an abundance of natural light that fills the open-concept living areas. The home features 11-foot ceilings on the first floor, level 5 drywall, and 7.5-inch baseboards, creating an elegant and airy atmosphere. The gourmet kitchen is a chef's delight, showcasing a stunning marble backsplash, quartz countertops with a waterfall feature, and top-of-the-line Electrolux appliances, including a refrigerator, dishwasher, microwave, and a custom pot filler. A wine cooler adds a touch of sophistication, while the custom electric fireplace by Dimplex provides warmth and ambiance. Step outside to your private oasis, where a beautifully paved patio with seashell accents surrounds the saltwater pool. The summer kitchen is equipped with a gas grill, sink, refrigerator, and quartz countertops, making it ideal for alfresco dining. A privacy wall adorned with lush greenery ensures tranquility and seclusion from neighbors. Additional features include premium Pella windows with SunDefence for energy efficiency, a Dixie Pools tankless water heater, and two Daikin HVAC systems for optimal comfort. All door hardware is from Emtek and Richelieu, while stunning chandeliers and sconces from Light Style of Orlando and LBL Lighting add a touch of elegance throughout. With private lake access to Lake Killarney and proximity to Park Avenue's shopping and dining options, including Trader Joe's, this home offers the perfect blend of luxury and convenience. Don’t miss your chance to own this exceptional property—schedule your private tour today!

501 Country Club Drive, Winter Park

$1,525,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Discover the perfect blend of elegance and functionality in this meticulously renovated single-story gem in one of the most sought-after neighborhoods in Winter Park. This chic transitional home, spanning 3,237 heated square feet, offers a seamless combination of contemporary design with a BRAND NEW ROOF, September ‘24. Inside, you'll find an open, airy layout with high-end finishes and smart touches throughout. The home features four spacious bedrooms, including two luxurious primary suites. The main suite boasts a spa-like bathroom with double vanities, striking granite countertop, an oversized frameless shower with dual shower heads, and a free-standing soaking tub. The second primary suite has a private entrance, washed brick accent wall, along with dual vanities and upgraded Kohler fixtures. At the heart of the home is a gourmet kitchen that’s truly a chef’s dream. It features a sleek granite island, European-style soft-close cabinetry, Jenn-Air appliances, including stainless steel gas cooktop with Zephyr hood and articulating pot filler, French door refrigerator, combo wall oven/microwave, and reverse osmosis system for purified water. Adjacent is the generous walk-in pantry with chrome shelving providing more than ample storage for all your culinary needs. Relax in the bright great room, where a soaring ceiling and stylish whitewashed brick wood burning fireplace creates a warm and welcoming ambiance. Sliding doors with electric shades seamlessly connect to an outdoor oasis featuring a paver patio, summer kitchen complete with a bar sink, built-in gas grill, hood, and refrigerator — perfect for al fresco dining and entertaining. Additional highlights include energy-efficient Vinyl Low E glass windows and doors, a Rennai tankless gas water heating system, programmable 15 SEER Carrier heat pump system, and security system. The indoor laundry room’s thoughtful design includes matching cabinetry, a Maytag washer, and matching gas dryer. The outdoor space features a wood-fenced yard for added privacy, and plenty of room for a pool. With no HOA and zoned for top-rated schools, this home is located within walking distance of Winter Park’s finest schools, Blue Jacket Park, East End Market, and more. Don’t wait to elevate your lifestyle with this stunning Winter Park property!

660 Arjay Way, Winter Park

$3,850,000

5 Beds ⋅ 6 Baths ⋅ Tuscany Terrace SubDv. ⋅ 32789 Zip Code

PROUDLY PRESENTING THE WINTER PARK VIA's NEWEST ADDITION TO THE LUXURY HOME MARKET ...BUILT BY M. LAHR HOMES! Prominently sited on a fantastic lot, this custom home has come together perfectly as a unique, awe-inspiring estate offering an unparalleled combination of function, elegance, and aesthetics. The home boasts a very well thought out design with finishes and features that showcase professional design planning at a very high level. There is even more detail, function, and quality than what is typically available in the Winter Park New Construction market. Offering a great combination of an expansive living area, large bedrooms, and unique spaces accented by three (3) feature fireplaces, the house feels nothing less than a resort. Expansive glass from the oversized doors and windows flood the home with natural light and create a dramatic exterior evening presentation. The entire main floor living area opens perfectly out to the large covered patio, back yard, and the pool/spa area making this entire area a beautiful four (4) season extension of the interior living space. The floor plan features a private ground floor primary suite, four (4) additional large bedrooms (all with private baths and walk-in closets), and numerous sitting areas/loft/dining spaces that can be utilized to suit multiple needs! Please see floor plans attached and CLICK ON TOUR LINK FOR A COMPREHENSIVE VIDEO WALK THROUGH . You will not find a better opportunity to secure a highly detailed, unique, luxury home in the WP area that offers the feel, presentation, and function of 1229 Via Del Mar. Located in the desirable Winter Park Via's location in top rated Dommerich/Winter Park School District and minutes to WP Raquet Club, Park Ave. Shopping, Winter Park Village, DT Orlando, Advent Health, ORMC and more. An exquisite Luxury Estate in one of Central Florida's most dynamic areas!

1229 Via Del Mar, Winter Park

$995,000

4 Beds ⋅ 3 Baths ⋅ Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code

Welcome to this stunning 4-bedroom, 2.5-bathroom POOL home with a NEW ROOF, offering a perfect blend of modern luxury and functionality, located in the desirable Sylvan Lake Shores neighborhood of Winter Park. The property boasts a thoughtfully designed open floor plan with dark oak wood floors and recessed lighting throughout, creating a bright and inviting atmosphere. The gourmet kitchen is a standout feature, equipped with a gas stainless steel range, pot filler, stainless steel hood, quartz countertops, a farmhouse-style sink, and a large island with seating—perfect for casual dining or entertaining guests. French doors open from the kitchen and living areas to a covered, paver lanai, where you’ll find an outdoor summer kitchen complete with a fridge, gas cooktop, grill with rotisserie feature, and vented hood. The outdoor living space also includes a TV, offering the ideal setup for year-round entertaining. Step into your private backyard oasis, fully fenced and surrounded by lush vegetation, a waterfall, and a water feature. The paver, heated pool provides a relaxing escape, while the expansive lanai runs the width of the home and features seating, dining, and lounge areas. Whether hosting a poolside gathering or enjoying a quiet evening, this backyard offers unparalleled privacy and tranquility. The home’s split floor plan ensures privacy for all, with the primary bedroom and two secondary bedrooms featuring French doors that open to their own private retreats. The primary suite has been fully remodeled and includes a spacious walk-in closet with built-ins and a safe, as well as private access to the pool deck. The luxurious en-suite bathroom boasts a dual-sink vanity, a throne room, and a large shower with a wand feature, creating a spa-like experience. Additional features include a Nest thermostat, Ring security system, a laundry room with a utility sink, and a 2-car garage. The office, which can be used as a fourth bedroom, offers built-in cabinets, shelves, and a closet, providing ample storage. The home also comes with a gas hot water heater and a new metal roof, ensuring energy efficiency and durability. Located just minutes from Winter Park's vibrant shopping, dining, and top-rated schools, this home offers a rare opportunity to enjoy modern living in one of Central Florida’s most sought-after areas. Schedule your private showing today and discover the perfect blend of comfort, luxury, and outdoor living!

345 Sylvan Boulevard, Winter Park

$899,000

3 Beds ⋅ 2 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

NEW PRICE! Sellers have added over $84k+ in UPGRADES since purchasing just over a year ago believing that this would be their forever home. As life goes, a job relocation out of state has called. Now, the fortunate new homeowners have nothing left to do but move in! Timeless elegance awaits as you discover the perfect blend of charm and modern luxury in this stunning 3-bedroom, 2-bathroom, plus OFFICE, POOL home, located in the highly sought-after “Tree Streets” neighborhood of Winter Park. From the moment you step inside, you'll be welcomed by an open-concept kitchen, dining, and living area designed for both style and functionality. The beautifully updated kitchen features TOP-Of-THE-LINE GE Café stainless steel appliances, including an induction cooktop, double oven, and a Bosch ultra-quiet dishwasher, all installed in 2023. Complemented by professionally painted cabinetry with pull-out shelving, a spacious island extension, quartzite countertops and backsplash, and premium Kohler fixtures, this space is a chef’s dream. The primary bedroom exudes tranquility with its serene ambiance and custom-designed walk-in closet. Adjacent to this private retreat, an OFFICE OVERLOOKS the sparkling pool, offering a peaceful workspace. Both bathrooms have been meticulously remodeled to deliver a luxurious, spa-inspired experience. The EXPANSIVE FAMILY ROOM is ideal for entertaining or unwinding, featuring new French doors that open to the pool area. The entire interior has been professionally painted. Outdoors, you'll find a sprawling deck perfect for lounging or hosting, alongside the shimmering SALTWATER POOL, newly added in 2022. Lush tropical landscaping surrounds the space, providing privacy and a resort-like atmosphere. This home is packed with with even more upgrades, including, new doors, trim and baseboards throughout, designer light fixtures, dimmable recessed lighting, and a state-of-the-art HVAC system (installed in 2023) with a 22 SEER variable speed unit and humidity control. The back living room also boasts a 20.5 SEER mini-split system, both covered by a 10-year warranty. OWNED SOLAR PANELS, and ROOF (both new in 2019) provide energy savings. Double-paned windows with plantation shutters, a FULL HOME RE-PIPE AND RE-WIRE have been completed in recent years ensuring value and efficiency. Additional outdoor improvements include a new sprinkler system, fresh sod, landscaped garden beds, a paver pathway, a retaining wall, and new gutters. Nestled on a quiet, tree-lined street, this neighborhood offers easy walkability to Phelps Park (with tennis and pickleball courts) and the serene Kraft Azalea Garden. Downtown Winter Park and the Winter Park Village are both less than two miles away. Take moment to visualize yourself in this beautiful property and then make an appointment to see it in person, you won't be disappointed!

1762 Chestnut Avenue, Winter Park

$1,290,000

4 Beds ⋅ 4 Baths ⋅ Town Of Winter Park SubDv. ⋅ 32789 Zip Code

Immerse yourself in the serenity this modern boutique home offers in the heart of Winter Park, FL. Walking up you are greeted by an adorable front patio enticing you to enjoy your favorite beverage amongst the lush landscape. Once inside the arched entry door you will be transported to an open floor plan with lots of natural light adorned with oversized windows, showcasing flora at every turn, beautiful lighting, and nature-inspired tile up against a darker pallet of appliances and cabinetry. The kitchen is complete with Z Line gas range/oven and hood along with an oversized sink and Z Line dishwasher and refrigerator. The Kitchen also features ample built-in pantry cabinets. This home offers a comfy dining area where additional dining is incorporated in the kitchen island design. The great room opens up to a spacious outdoor patio area and luxurious pool encased in a tunnel of bamboo. An outdoor shower and pool bath are also featured in this area. Back inside as you roll upstairs you will have a close up view of the beautiful foyer chandelier and be invited by double entry doors into the master bedroom, bathroom and walk-in closet. Upstairs there are also 3 more bedrooms and 2 full bathrooms located down a brightly lit hallway. 840 W Comstock is nestled in the popular downtown Winter Park area where shopping and restaurants are just a short stroll down the street and is zoned for the top-notch public schools, Audubon Park K-8 and Winter Park High School. Schedule your visit today and fall in love with this dreamy home!

840 W Comstock Avenue, Winter Park

$329,900

2 Beds ⋅ 1 Baths ⋅ Village Condo SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Location.... Location.... Location.... First Floor Condo situated in the heart of Winter Park and walking distance to Park Avenue, Rollins College, Winter Park Village and Sun Rail. The condo has been recently renovated with new appliances, led lighting, wood, tile, and stone finishes and there are NO units above this one. You have access to a "new" private deck just right outside the unit back door to just relax and enjoy a quiet evening. No Condominium Assessments and All Major Building Components/Projects (Roof, Fencing, Driveway, Landscaping, Lighting, Painting) have been completed Within the Last 7 Years! This home is "wireless" from the doorbell to the electrical switches and ceiling lights which can be dimmed for a relaxing mood. It is set up on a Google Home Platform and can be controlled remotely. A nest thermostat, doorbell and a state of the art wireless Blue ADT alarm system that is self-monitored with backup capabilities to ensure notifications of events. There is a new all-in-one washer/dryer for a one-time load and done. The unlimited hot water system maintains constant temperature based on your convenient and easy dial setting and comfort. The kitchen has modern track lighting and granite counters. Custom white plantation shutters and crown molding throughout the home. There is one assigned parking space with ample parking for another vehicle and guest parking. The location in Winter Park is ideal and is located near the police and fire station. This home has everything you need to enjoy the Winter Park lifestyle and cultural events.

500 N Pennsylvania Avenue Unit E, Winter Park

$250,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Gorgeous move-in ready one bed one bath unit in stunning Winter Park Gardens. Entirely gutted and remodeled down to the studs. New ceiling, flooring, drywall, wiring, plumbing, new kitchen, new appliances, tankless water heater, recess lighting, new AC, air ducts cleaned, new ceiling fans, and windows resealed among other updates. Open updated kitchen highlights wood cabinets, white granite counter tops, bar seating, and pendant lights. Beautiful laminate wood floors flow throughout living and bedroom areas as well as a bright clean updated bathroom. Enjoy breathtaking floor to ceiling pool and garden views in your tropical sunroom. Winter Park Gardens is a vibrant 55+ community (with room for younger owners) situated on over eight acres of mature trees, lush gardens, pond, pool, and lighted walkways centrally located walking distance to everything Downtown Winter Park has to offer.

700 Melrose Ave, H 1 Unit H 1, Winter Park

$330,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

PRICE IMPROVEMENT – Best buy in Winter Park..........Motivated Sellers! CLICK ON VIRTUAL TOUR to get an overview of the complex. Step into this beautifully updated 2-bedroom, 2-bath condo located in the highly desirable Winter Park Gardens community. This move-in-ready unit has been thoughtfully upgraded with modern features, including brand-new plumbing, a tankless water heater, resealed windows, recessed lighting, and ceiling fans throughout. The entire home boasts stylish wood-look tile flooring, providing a sleek, modern look. The open-concept kitchen is a true highlight, with solid wood cabinets, pull-out shelving, glass display cabinets, and luxurious granite countertops – perfect for both cooking and entertaining. Both bathrooms have been tastefully updated with high-end finishes. The condo offers plenty of storage, including spacious closets with built-in organizers, ensuring your home is both functional and stylish. A standout feature is the secondary bedroom, which includes a built-in queen-size Murphy bed, offering incredible space-saving functionality for guests or additional uses. Winter Park Gardens is a vibrant 55+ community that also welcomes younger owners, making it an ideal location for anyone looking to enjoy the serene, park-like atmosphere. Located within walking distance to Winter Park's most coveted attractions like Mead Gardens, Rollins College, and Park Avenue, this condo is truly a hidden gem. The community amenities include a sparkling pool and peaceful pond, offering a tranquil retreat. This is a must-see property – come experience all the charm and comfort it has to offer!

700 Melrose Ave J 1 Avenue Unit J1, Winter Park

$656,000

Cherokee Park SubDv. ⋅ 32789 Zip Code

Investors and developers, here's your next opportunity! The VALUE is truly IN THE LAND with this prime 50’ x 141’ lot already surrounded by luxury townhomes, lakefront mansions, and located on a tree lined, brick street close to Winter Park's famed Park Ave. Build a spacious single-family home or maximize your ROI by constructing 2 townhouse/duplex style abodes; each side could boast over 2,000+ sq ft of interior living space plus each having a one-car garage. With Fee Simple ownership, you could generate significant returns by capitalizing on this highly desirable lot with a two-unit building. Situated just a short 5 minute walk to beautiful Lk Virginia, and a 10 minute walk to Rollins College, Park Avenue, and downtown Winter Park, this area is known for its wonderful restaurants, boutique shopping, charming train station, and Central Park, which hosts concerts, art festivals, and movies. The property currently features a rental duplex (both units are 2 bed, 1 bath), with one unit leased through May 2025 and the other is vacant. Please do not disturb the tenants. Contact us today to explore the full potential of this buildable site! VALUE is in the LAND.

1101 S Pennsylvania Avenue, Winter Park

$493,000

2 Beds ⋅ 1 Baths ⋅ Selwyn Heights SubDv. ⋅ 32789 Zip Code

Discover the potential of 1411 Ridgewood Avenue, a charming 1949 bungalow located in the heart of Winter Park, walking distance to Park Avenue. This 2-bed, 1-bath home is set on a massive lot, offering a unique opportunity to either enjoy the vintage charm or create your dream home from the ground up. With plenty of space for expansion or a complete rebuild, this property is perfect for those looking to invest in one of Winter Park’s most desirable neighborhoods. Just minutes from top schools, shopping, and dining, this location offers both convenience and the chance to design your perfect oasis.

1411 Ridgewood Avenue, Winter Park

$400,000

4 Beds ⋅ 3 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code

Discover the charm and convenience of this beautiful one-story home in the heart of Winter Park. It offers 4 bedrooms with 2.5 baths, and 1,477 square feet of living space. This stunningly renovated property offers brand new features throughout and a convenient location. Winter Park's proximity to local shops, breweries, restaurants and an excellent school system make it a desirable area where many families look to settle. The home itself blends classic charm with modern luxury, offering a fresh and stylish living experience. Don’t miss the opportunity to own this move-in-ready home where every detail has been carefully considered. Schedule your private tour today!

1847 Azalea Avenue, Winter Park

$445,000

4 Beds ⋅ 2 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code

Welcome to this exquisitely renovated home perfectly located in the heart of Winter Park! The new owners will enjoy peace of mind with a new kitchen that boasts granite countertops, exclusive backsplash, stainless steel appliances, spacious pantry, new AC, new luxury waterproof flooring throughout the home, large rooms, lots of natural light, wood burning fire place and more. This expansive home offers a truly exceptional living experience! Enjoy your comfortable backyard with plenty of space for entertaining! Centrally located near Winter Park Village, Park Ave Shopping District, Farmers Market, Whole Foods and more. Don’t miss this opportunity! Schedule your showing appointment today!

1209 Park Green Place, Winter Park

$1,295,000

3 Beds ⋅ 3 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Experience the charm and convenience of Winter Park living in this beautifully updated one-story pool home, perfectly located just minutes from the vibrant Park Avenue. Nestled on the desirable Palmer Avenue, between the two Alabama Drives, this 3-bedroom, 2.5- bath residence offers 2,550 SF of thoughtfully designed living space. The home underwent a remarkable renovation in 2012, which included an expansive Primary Suite. Recent upgrades only enhance its appeal, with a NEW ROOF and new gutter downspouts installed in August 2024. Additional improvements include a new beverage refrigerator (August 2024), a newer full-size refrigerator (2021), and a newer hot water heater (2020). This property is a true reflection of pride in ownership and modern comfort. The front exterior features an oversized brick paver driveway with ample guest parking and a 2-car garage. Inside, enjoy timeless hardwood floors throughout the bedrooms, and living and dining rooms. The fabulous sunroom is flooded with abundant natural light, showcasing views of the expansive pool area and fully-fenced backyard, including a paver deck that offers space for lounging and entertaining, an aluminum pergola, and an air-conditioned detached, workshop/storage building. Off the foyer, a hallway leads to two bedrooms with custom built-in closets, and a full bathroom with convenient access to the pool and backyard. At the end of the hallway, you'll find the Primary Suite, where 2 bedrooms and a bath were combined to create a large and impressive retreat. The expansive bedroom features a cozy sitting area by the bay windows. The primary bathroom includes a generous soaking tub beneath a sunlit window, a separate glass-enclosed shower, a linen closet, plus a custom walk-in closet that stretches an impressive 12 feet deep. Storage space is abundant with multiple linen and hall closets along with built-in shelves and storage cabinets in the garage. The laundry room is located behind the Kitchen, wrapped in cabinets and countertops, includes a NEW washer and dryer, and a NEW beverage refrigerator. The powder bath is conveniently located off the Kitchen for your guests. This home is in a prime location just minutes from a variety of shops, restaurants, and grocery stores. Within a 1.5-mile radius of 1011 Palmer Ave., you'll find Park Ave, Winter Park Village, Whole Foods, Sprouts, Publix, the YMCA, Phelps Park, Walgreens, and Advent Health—all offering unparalleled convenience. This location truly has it all! * Please ask for a floor plan, list of improvements, and click on the Matterport link for a virtual tour!

1011 Palmer Avenue, Winter Park

$1,750,000

4 Beds ⋅ 4 Baths ⋅ Villa View Park SubDv. ⋅ 32789 Zip Code

Welcome to this stunning four-bedroom, three-and-a-half-bath contemporary home, meticulously crafted by Rex-Tibbs in 2015, located on a quintessential Winter Park brick street. Unique opportunity as the home has been barely lived in since built and literally still shows like a brand-new home that's been extremely well maintained by Total Care Management & Signature Landscaping Contractors over the years. With walls of glass and a spacious, open modern floor plan, this home is perfect for both entertaining and everyday living. The spacious living and dining area is filled with natural light streaming through large windows, creating a warm and inviting atmosphere. The open kitchen, overlooking the family room with a cozy fireplace, is a chef's dream, featuring a large island with an under-counter wine fridge, a Thermador six-burner gas range, and a Thermador refrigerator. Glass sliders in the family room provide a seamless view of the expansive backyard and the sparkling pool. The private primary suite offers a tranquil retreat with glass sliders that open to the covered lanai and pool area. The ensuite bath is luxurious, and the suite includes two separate walk-in closets. Upstairs, the second floor offers a spacious bonus room, ideal for a game room or additional family space, alongside three generously sized bedrooms with large closets and two full baths. Enjoy the expansive, fenced backyard featuring a modern pool surrounded by a travertine pool deck, offering a clean and sophisticated aesthetic. The covered lanai provides a perfect space for relaxation and entertainment, offering shade from the sun and shelter from the rain, all while allowing you to enjoy the serene view of the outdoor oasis. Nestled among newer homes, this property is within walking distance to downtown Winter Park, Park Avenue's boutique shops, restaurants, Central Park, the Winter Park Farmer's Market, and more. Situated in a top-rated school district and with easy access to major roadways, this home offers an effortless commute to downtown Orlando. Enjoy the perfect blend of elegance, comfort, and convenience in this beautiful Winter Park home.

643 Pansy Avenue, Winter Park

$1,575,000

4 Beds ⋅ 3 Baths ⋅ Penn Place SubDv. ⋅ 32789 Zip Code

Welcome to this stunning two-story townhome, ideally situated on a picturesque brick street in Winter Park's exclusive Penn Place community. As an end unit, this residence offers an abundance of natural light and privacy, with impeccable design and high-quality finishes throughout. Step inside and be greeted by gorgeous solid hickory wood floors that flow throughout the main living areas, primary suite, and family room. The expansive great room, dining area, and chef's kitchen create a seamless open floor plan perfect for entertaining or hosting large gatherings. The chef's kitchen features marble countertops, a large island, a Wolf six-burner gas range, a built-in oven and microwave, Sub-Zero refrigeration, and a spacious walk-in pantry. A Crestron "Smart Home" system allows whole home control for audio, security and lighting. A charming bar area and under-counter beverage fridge completes the main living area. Tall ceilings (11'4") and large windows enhance the open and airy feel, while French doors lead to a serene blue-stone private courtyard with a natural gas hookup for your grill, perfect for al fresco dining and outdoor enjoyment. A fourth bedroom which can serve as an office/den or guest suite completes the first floor. A private in-unit elevator and solid wood custom stairs provide easy access to the second floor. Upstairs, discover the grand primary suite, a true retreat with two expansive walk-in closets and a luxurious spa bath featuring a soaking tub, a walk-in shower, and dual vanities. A spacious family room with a wet bar and an under-counter wine fridge provides a perfect space for relaxation or entertaining. Two additional bedrooms, each with walk-in closets, complete the second floor. A rear-entry attached two-car garage with an epoxy floor provides convenience and extra storage. Built with exceptional quality, Penn Place offers peace of mind with poured solid exterior walls for soundproofing, spray foam icynene insulation, insulated interior walls, a fire sprinkler system, professional landscaping by Signature Landscape, and elegant copper natural gas lanterns. Enjoy the ultimate Winter Park lifestyle with a short walk or bike ride to vibrant Park Avenue, Rollins College, the Winter Park Farmers Market, and a variety of restaurants and shopping. Experience the perfect blend of the lock and leave lifestyle, luxury, comfort, and location in this beautiful townhome.

1009 S Pennsylvania Avenue, Winter Park

$711,000

4 Beds ⋅ 3 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

ACCEPTING BACK UP OFFERS! Introducing an exquisite residence in the heart of Winter Park, where sophistication meets comfort. This meticulously renovated 4-bedroom, 2.5-bathroom home offers a refined living experience, with every detail thoughtfully designed for the discerning buyer. Upon entry, you’ll be greeted by a spacious layout that seamlessly blends elegance with functionality. The primary suite boasts a luxuriously updated bathroom, while the gourmet kitchen is equipped with state-of-the-art appliances—dishwasher, microwave, range, and refrigerator—catering to your every culinary need. Modern enhancements, including new vinyl flooring, custom cabinetry, and a fully remodeled upstairs bathroom with updated plumbing, elevate the home’s appeal. The wood-burning fireplace provides a cozy focal point, perfect for intimate gatherings. The outdoor space is a private retreat, featuring a newly replastered pool with a state-of-the-art heater and salt system. Entertain in style with the newly added summer kitchen or relax on the freshly repaved patio. A newly paved driveway adds to the home’s curb appeal. This turnkey property is offered fully furnished and tastefully decorated (excluding select personal items), allowing you to move in effortlessly and immediately enjoy the lifestyle it offers. Don’t miss the opportunity to own this stunning Winter Park gem. Schedule your private showing today and step into a world of elegance and modern luxury.

355 Cambridge Boulevard, Winter Park

$540,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

OPPORTUNITY KNOCKS! To own and renovate this 4th floor unit with beautiful views of pool and lake from its large screened in patio! This 2 bedroom - 2 bath condo is located directly across from the elevator, includes storage space on property and 1 covered assigned carport space (C6). The Cloisters is located in the Heart of Downtown Winter Park: Just a short stroll to Alfond Inn, Sun Rail, Farmer's Market, Morse Museum, Scenic Boat Tour, Central Park plus all the boutiques, cafe's and everything else Park Avenue has to offer. Enjoy this delightful community featuring several elevators, heated pool, putting green, fitness center, on-site manager, lovely clubhouse & private LAKEFRONT PARK with boat slips (first come, first serve)

100 S Interlachen Avenue Unit 404D, Winter Park

$595,000

2 Beds ⋅ 2 Baths ⋅ Tangerine Court SubDv. ⋅ 32789 Zip Code

Prime Winter Park lot and/or home for sale - 2 bedrooms / 2 bathrooms 1,162 heated Sq. Ft. with single car garage 1,754 gross square feet Remodeled kitchen and large backyard Winter Park High School A grade school - Elementary and Middle Schools grade B

1848 Mizell Avenue, Winter Park

$740,000

5 Beds ⋅ 3 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Fabulous opportunity to own a 5 bedroom 3 bath home on a large .32 acres (13,814 square feet) in one of Winter Park’s most sought-after neighborhoods. Enjoy relaxing in your large pool plus screened enclosure. The split floorpan allows for idea family living with 2 of the bedrooms including ensuite bathrooms. All of Winter Park's exclusive dining and shopping nearby. This neighborhood is truly a gem zoned for Audubon K-8 and Winter Park High school in an area undergoing rapid transition due to the location and the quality of schools.

2258 Howard Drive, Winter Park

$372,500

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Fully remodeled ground floor 2/2 unit at the gorgeous Winter Park Gardens. Hickory finish floors through out. Bright sunroom is opened up creating a seamless living/dining expanse. Bright widened kitchen features white soft-close cabinets, white granite solid-surface counter tops, and stainless steel appliances. Both remodeled bathrooms are are clean and light with safety bars and easy entry standing showers. Stunning floor to ceiling views of pool and lush tranquil gardens douse the space with natural light. No step ground floor convenience and very close proximity to the user-friendly laundry room make it the best possible situation. Walking distance to Rollins, Orange Ave District, Mead Gardens, Park Avenue and everything that makes Winter Park so special.

700 Melrose Avenue Unit H 3, Winter Park

$3,000,000

5 Beds ⋅ 6 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Welcome to this exquisite 5-bedroom, 5.5-bathroom home built by Lundev, perfectly situated in the highly sought-after Timberlane Shores neighborhood of Winter Park. Spanning 4,080 square feet, this property offers the ultimate blend of luxury and comfort. Thoughtfully designed for both entertaining and everyday living, this home features high-end finishes and top-quality craftsmanship throughout. Upon entering, you're greeted by a charming front porch with a cozy fireplace, setting the tone for the warmth and elegance that continues inside. This inviting outdoor space is perfect for relaxing with a morning coffee or enjoying cool evenings with friends and family. Step inside to find a spacious great room, ideal for gathering and entertaining, boasting ample natural light and a seamless flow to the rest of the home’s main living areas. The gourmet kitchen is a chef’s dream, boasting high-quality appliances, a wine cooler, refrigerator drawers, and a casual café area for everyday dining. The adjacent formal dining room offers a sophisticated space for hosting elegant dinner parties and holiday gatherings. These thoughtfully designed spaces ensure that every meal and event is special. The luxurious primary suite is conveniently located on the first floor, providing a tranquil retreat with easy access. It features a spa-like bathroom with double sinks, a soaking tub, a shower, a linen closet, and a large walk-in wardrobe for ample storage. Additionally, on the main floor you will also find a detached bedroom or office with an en-suite bathroom, built-in closet, and private entrance offering flexibility and making it ideal for guests or as a private workspace. Upstairs, you’ll find three aditional bedrooms, each featuring its own en-suite bathroom and walk-in closet, providing comfort and privacy for all occupants. A versatile loft/den area on the second floor adds extra living space, perfect for a home office, playroom, or relaxation area, catering to various lifestyle needs. The outdoor area is an entertainer's paradise, complete with a private pool & spa, a cabana with a pleasant fireplace, and a summer kitchen for alfresco dining and entertaining. Whether hosting a barbecue or enjoying a quiet afternoon by the pool, this space is designed for relaxation and enjoyment. With its great location, this home offers excellent proximity to Blue Jacket Park, Baldwin Park, and the vibrant Park Avenue, known for its entertainment options, shops, and restaurants. Experience luxury living in one of Winter Park's most coveted areas. Schedule your private tour today to see this stunning property in person!

1730 Winchester Drive, Winter Park

$520,000

2 Beds ⋅ 1 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Welcome to The Cloisters Condominiums, a sanctuary nestled between the serene Winter Park Chain of Lakes and the vibrant Park Avenue. This sophisticated condominium embodies the essence of Winter Park living, offering a perfect blend of elegance and convenience. As a resident, you'll enjoy a sought-after address that places you in the heart of this charming locale. This refined fourth-floor residence spans over 900 square feet and features two spacious bedrooms and one full bath. The moment you enter, you are greeted by a charming foyer that seamlessly connects to a well-appointed kitchen. Here, you will find stainless steel appliances, ample counter space, and abundant cabinetry, making it a dream for any culinary enthusiast. The inviting living area extends an open invitation to relax on the oversized balcony, covered in lush astroturf, where you can unwind while taking in the tranquil, scenic views. The Cloisters offers an array of amenities designed for the connoisseur of life. Enjoy leisurely days by the heated pool, surrounded by meticulously maintained grounds, or entertain in the social room. For boating enthusiasts, a boat dock with eight slips provides direct access to the picturesque Lake Osceola. Golfers can refine their skills on the private putting green. This exceptional home is just a short stroll from Park Avenue, where you can explore an array of dining and shopping options. Whether you prefer to meander through Hannibal Square or embark on a serene boat ride along the Winter Park Chain of Lakes, this location offers a lifestyle of sophistication and convenience. Notable features include European white oak wide-plank flooring, Carrera marble porcelain tile in the bath, new Kohler bath fixtures, designer light fixtures throughout, plantation shutters, and a Lutron system for select lights, all combining to create a harmonious living space. For the discerning buyer, The Cloisters offers a unique opportunity to experience the art of living in a serene yet connected environment. This is more than just a home – it's a statement of refined living. The condominium fee covers cable TV, common area taxes, an escrow reserves fund, building insurance, internet, maintenance (grounds, exterior, repairs, pool), a condominium association manager, sewer, trash collection, and water, ensuring a maintenance-free lifestyle.

100 S Interlachen Avenue Unit 410, Winter Park

$585,000

2 Beds ⋅ 2 Baths ⋅ Orwin Manor Westminster SubDv. ⋅ 32789 Zip Code

Located in the highly sought-after neighborhood of Orwin Manor, where Winter Park meets Orlando, this inviting 2-bedroom, 2-bathroom home with a versatile den offers comfort, style, and an unbeatable location. From the moment you arrive, the bright exterior and welcoming pathway set the stage for what’s inside. Sitting on a spacious 0.20-acre corner lot, this home offers both curb appeal and plenty of outdoor space to enjoy. Step inside the living room, where a cozy wood-burning fireplace and a charming built-in cabinet add warmth and character. The living room flows seamlessly into the dining room, a bright space filled with natural light—perfect for everyday meals or hosting guests. Just off the dining room, you’ll find the kitchen, featuring stone countertops and white cabinets. The primary bedroom is a standout, with high ceilings, barn doors, and direct access to a covered patio with a brick floor. The ensuite bathroom is roomy, with double sinks, a soaking tub, a large shower, and a walk-in closet. The second bedroom is also generously sized, making it comfortable for guests or family. The Florida room, with its French doors and natural light, offers flexibility—whether you need a family room, office, or playroom. Outside, the oversized backyard is a great space for entertaining or just relaxing, with both a covered patio off the primary bedroom and an open patio with pavers. Just minutes from Downtown Winter Park, College Park, and Orlando, and with quick access to I-4, getting around town couldn’t be easier. You’ll love the convenience of this location, close to shopping, dining, AdventHealth, and the Orlando Science Center. This home is ready for you to make it your own—schedule a tour today and see all it has to offer!

1600 Berkshire Avenue, Winter Park

$689,000

3 Beds ⋅ 2 Baths ⋅ Lake Knowles Terrace 2nd Add SubDv. ⋅ 32789 Zip Code

Perfectly situated on a tree-lined street in sought-after Winter Park, this charming, mid-century home has been fully updated with modern style. The main house features 3 bedrooms and 2 bathrooms, while a detached suite offers flexible use with its own walk-in closet and full bath. The spacious great room, bathed in natural light from stylish windows, invites you to relax or entertain guests. A large open kitchen with a breakfast bar, white soft-close cabinetry, granite countertops, and stainless-steel appliances, plus a bright dining room are the center of the house. The primary suite is a retreat, complete with a newly renovated bathroom featuring a walk-in shower, standalone soaking tub, dual sinks, and French doors that fill the space with light. A secondary bedroom and updated bath with classic subway tile enhance the home’s charm, and an office off the dining room offers the flexibility to serve as a third bedroom with its own closet. Outside, enjoy two open patios surrounded by new landscaping, perfect for gatherings or serene relaxation. AC was updated in 2022 and roof was installed in 2016. Updates include an AC unit installed in 2022 and a roof installed in 2016. Zoned for top-rated Dommerich Elementary, Maitland Middle, and Winter Park High Schools and just 10 minutes from iconic Park Avenue shopping and dining. This stylish home is move-in ready and invites you to enjoy the best of Winter Park living!

1321 Magnolia Avenue, Winter Park

$1,700,000

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk SubDv. ⋅ 32789 Zip Code

WINDSONG - Welcome to an Unparalleled Mediterranean Retreat in Exclusive Winter Park! Step into this incomparable custom home, boasting just under 4,000 square feet of luxurious living space, and discover a haven of ultimate privacy. Nestled on a serene cul-de-sac, this meticulously designed residence promises a lifestyle of tranquility and sophistication. As you enter through the grand wrought iron door, you are greeted by an impressive foyer adorned with soaring high ceilings, elegant wood beams, and graceful travertine flooring that extends throughout the home. The newly painted interior adds a fresh, contemporary touch. The first-floor primary bedroom retreat exudes luxury with its gleaming hardwood floors, sparkling light fixtures, and a lavish en-suite bathroom featuring a walk-in shower and a spacious walk-in closet. The closet is a true masterpiece, with backlit shelves to showcase your prized possessions and a large island perfect for displaying watches, jewelry, and heirlooms. Designed for both entertaining and everyday living, the open floor plan offers a grand view of the spacious first floor, where magnificent high ceilings create a palatial ambiance. The living area features a built-in wall unit with lights, while the dining room boasts a beautiful tray lighted ceiling, adding a touch of sophistication to every meal. At the heart of this home is the gourmet kitchen, a culinary masterpiece equipped with rare Brazilian quartzite countertops, JennAir appliances, a wine refrigerator, a built-in cutting board, hidden spice racks, and a gas cooktop on the island. This kitchen is not only functional but also perfect for engaging in conversation with family and guests while preparing meals. Embrace the ultimate indoor-outdoor lifestyle with kitchen windows that open to the pool/bar area, creating a seamless transition to the picturesque courtyard oasis. Here, you'll find a heated saltwater pool with a spa, a summer kitchen with a retractable awning. Additional features include a large butler pantry with extra storage space, an adjacent laundry room with built-ins and hanging space, and convenient access to the garage. The first floor also houses a wine room and a spacious guest room with hardwood floors and a lavish full bathroom with floor-to-ceiling travertine tile. Ascend the wrought iron railing and hardwood stairs, adorned with imported decorative tile risers, to the second floor, where you'll find two additional bedrooms, each with separate entrances to a large tiled balcony overlooking the courtyard. A Jack and Jill bathroom with a shower completes the upstairs living space. This exceptional home also includes a water softener system for the entire house, ensuring comfort and convenience in every corner. Experience resort-style living at its finest in this architectural masterpiece, located in the highly sought-after Windsong community in Winter Park. Make this exquisite sanctuary your own and indulge in the epitome of luxury living.

1764 Elizabeths Walk, Winter Park

$316,000

3 Beds ⋅ 1 Baths ⋅ Fairbanks Shores 2nd Add SubDv. ⋅ 32789 Zip Code

Updated home in West Winter Park neighborhood is minutes to the downtowns of Winter Park and Orlando, College Park, Advent Health campus and I-4. Good-size kitchen offers stainless steel appliances, granite counters, and breakfast bar and is open to dining and family room areas. It has a large deck and fenced backyard with shed that conveys with sale. Septic system and plumbing: 7 years old. HVAC: 4 years. Roof: 5 years. This home is a great value! Seller will contribute $5000 toward buyer's closing costs and/or rate buydown.

2886 Roxbury Road, Winter Park

$825,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Experience the pinnacle of waterfront luxury at Lake Killarney Townhomes. Welcome to Lake Killarney Townhomes, an exclusive enclave of luxury living nestled in the heart of Winter Park, just north of downtown Orlando. Immerse yourself in the beauty of urban contemporary design, where each spacious townhome features private terraces that invite you to unwind in style. These brand-new residences are a testament to sophistication, meticulously crafted with exquisite designer finishes and thoughtful upgrades. Step inside to discover bright, open interiors illuminated by expansive storefront-style windows and soaring 10'6" ceilings, creating an atmosphere of elegance and comfort. The exterior sets a stunning precedent with two-story concrete block construction, complemented by woodgrain composite siding and striking balconies adorned with distinctive glass railings. Each home is equipped with steel insulated flush garage doors and comes with a 10-year structural warranty for peace of mind. Designed with family living in mind, this remarkable layout offers three spacious bedrooms and three-and-a-half luxurious baths. The heart of the home—the kitchen—exudes modern culinary luxury, featuring sleek white cabinetry paired with a bold black-and-white center island. A premium Samsung appliance package, including a natural gas cooktop and built-in wall oven, elevates your cooking experience, while expansive quartz countertops and a solid backsplash create a seamless and sophisticated aesthetic. A generous walk-in pantry adds a touch of convenience for all your culinary endeavors. Ascend to the second level, where a tranquil haven awaits with three well-appointed bedrooms and three full bathrooms, each showcasing unique porcelain tile, modern backlit mirrors, frameless glass shower enclosures, undermount sinks, and custom-built closet systems. Step outside to your expansive outdoor patio, designed with glass railings and pre-plumbed for a future summer or cocktail kitchen, perfect for hosting gatherings or simply enjoying the outdoors. Every detail has been thoughtfully curated to ensure ultimate comfort and style. Embrace the rich history and cultural charm of Winter Park, where boutique shopping, sidewalk cafés, museums, and dog-friendly destinations are just a stone's throw away. Delight in the serene beauty of Lake Killarney right from your side patio or relax at the inviting lakefront pavilion. With your private boat slip, accessing nearby amenities like Trader Joe’s and Shake Shack is effortless. Plus, enjoy community kayak, canoe, and paddleboard racks for a leisurely day on the water. Live the lakefront lifestyle you’ve always dreamed of, where Winter Park's vibrant shopping, dining, and entertainment options are merely moments away. Discover the perfect blend of luxury and convenience at Lake Killarney Townhomes—your new home awaits.

1776 Mondrian Circle, Winter Park

$835,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

Welcome to The Mondrian Winter Park, an exquisite waterfront community of 30 contemporary townhomes gracefully perched along the shores of picturesque Lake Killarney. This stunning residence is a true gem, featuring exceptional finishes that stand out in both quality and value. Step inside to discover fresh interior paint and updated flooring that enhance the home’s modern allure. Enjoy the convenience of solar shade window coverings, chic light fixtures, and ceiling fans that elevate the ambiance. The chef-inspired kitchen boasts a natural gas cooktop and designer tile, while the luxurious master suite features a walk-in glass shower, a separate water closet, and ample closet space. The oversized rooftop terrace is your personal oasis, complete with a hot tub spa, summer kitchen, and generous lounge area perfect for entertaining or unwinding under the stars. Expansive storefront-style windows and soaring 10’6" ceilings fill the space with natural light, creating a bright and inviting atmosphere. Each of the three spacious bedrooms comes with its own en suite bath, ensuring privacy and comfort for you and your family or guests. Nestled in the heart of beautiful Winter Park, just north of downtown Orlando, this luxury enclave offers an unparalleled lifestyle. Enjoy breathtaking views of Lake Killarney from the newly completed dock or relax in the lakeside Pavilion as the sun sets. If purchased separately, from your private boat slip, you can easily cruise across the lake to visit Trader Joe’s or savor a meal at Shake Shack. For those who love the outdoors, kayaks and paddleboards can be conveniently stored in the community racks, providing perfect opportunities for fishing, exercising, or simply soaking in the tranquil waters. Nearby, Winter Park Village presents an array of shopping and fine dining options, while the vibrant Farmer’s Market and renowned Enzian Theater offer local culture and entertainment. Experience the ultimate blend of luxury, comfort, and convenience at The Mondrian Winter Park—where every detail has been crafted for your enjoyment and every moment offers the potential for adventure. Welcome home.

1820 Mondrian Circle, Winter Park

$615,000

3 Beds ⋅ 2 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

*OFFERED BELOW APPRAISED VALUE* Charming Bungalow in Winter Park now Available. While originally built in 1932, this house has been completely renovated to today's standards. Upgrades/Improvements include New Roof (2024), New Windows (2024), New A/C and Ductwork (2024), New Flooring throughout (2024 - commercial grade LVP), New Appliances (2024), Completely Remodeled Kitchen and Bathrooms (2024), Whole House Repipe (2022), Upgraded from Septic to Sewer with New Sewer Line (2022), Exterior Paint (2024), and more. This property offers some very unique features. There is a Detached 280 sf Studio with a Full Kitchen and Bathroom. This unit is on a Separate Electrical Meter. There was also a Waterproofing System with Sump Pumps added around the foundation of this studio. This lot is just under 1/4 acre and zoned R-2, which offers a whole yard. The entire street is undergoing a major revitalization, the house next door (to the east), is currently scheduled to be torn down and replaced with 2 new luxury townhomes and priced at just under $1m a piece. This property offers the opportunity to live in the main house and AirBnb the studio, or rent both and hold indefinitely in an area that will only continue to appreciate. Don't miss your opportunity to own your piece of Winter Park. Schedule your private showing today.

1419 Miller Avenue, Winter Park

$750,000

2 Beds ⋅ 1 Baths ⋅ Fairbanks Park SubDv. ⋅ 32789 Zip Code

SPECTACULAR WINTER PARK OPPORTUNITY! This oversized corner lot in Fairbanks Park overlooking Lake Midget and Lake Midget Park is a rare opportunity to build your dream home in Winter Park. The 2-bedroom/1-bath home, original owners since 1941, is available for renovation or new construction. Serene views of Lake Midget from the front porch, that can’t be beat. New restaurant and retail space is being developed across the street on Fairbanks Ave. Close proximity to Rollins baseball field, and less than a mile from Park Avenue, Rollins College, restaurants, shopping, and so much more. Don’t miss this diamond in the rough – call today for your showing!!!

731 Midget Drive, Winter Park

$400,000

4 Beds ⋅ 2 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code

Welcome home! This meticulously maintained townhome that DOES NOT SHARE WALLS!! This property offers the perfect blend of comfort and style. Step inside to find beautiful tile flooring throughout the main floor, entrance, and screened porch, complemented by plush carpeting on the staircase, loft, and upstairs bedroom. The kitchen is a chef's delight, featuring sleek quartz countertops, while the bathrooms boast durable Corian surfaces. With 10 ceiling fans thoughtfully placed throughout the house, including the garage and screened porch, you'll stay cool year-round. The home also features a new AC and roof, both just 3 years old, ensuring peace of mind for years to come. Safety is a priority with 2 hardwired smoke detectors and access panels to both showers. The upstairs bedroom is a private retreat, offering 2 spacious closets. Enjoy great savings with bulk Spectrum cable and internet included in the HOA fees. Additional features include an extra refrigerator in the garage, a water softener, and curtains for the screened porch. The outdoor spaces are just as impressive, with pavers in the front and back yards and a middle walkway between houses. The privacy-fenced backyard, adorned with a jasmine vine, offers a serene escape. Security is top-notch with a comprehensive system including window and door sensors and 4 security cameras, monitored by Orlando Security Center. The home was re-piped in 2023 and boasts Hardee board siding with Tex Cote paint, ensuring durability and curb appeal. With no rear neighbors and 3 gates (one at the front and two in the back), this home provides the perfect blend of privacy and convenience. The decorative front iron security door adds a touch of elegance to this already stunning property. Don't miss out on this exceptional home—schedule your showing today!

1236 Park Green Place, Winter Park

$425,000

1 Beds ⋅ 1 Baths ⋅ Virginia Heights Condo SubDv. ⋅ 32789 Zip Code

Welcome to this adorable condo cottage that has been completely renovated and is move-in ready! As you approach the property, a fenced courtyard greets you, showcasing new landscaping and a state-of-the-art irrigation system. Step inside to the living room where you’ll find soaring ceilings and amazing natural light. The space creates an inviting atmosphere for relaxation and entertainment. Your new gourmet kitchen is a showstopper, featuring a sleek and modern design. You'll love cooking with stylish Forno appliances, including an induction oven. The kitchen also boasts striking quartz countertops, shaker cabinets with brushed brass hardware, and a new sink with a matching brushed brass faucet. A beautiful tile backsplash adds a touch of elegance, while pendant lights cast a warm glow over the breakfast bar. Adjacent to the kitchen is a versatile flex space, perfect for a home office. French doors open to a serene patio, offering a quiet spot to unwind. A spa-like bathroom features a farmhouse door, an LED lighted medicine cabinet, and a frameless glass-enclosed shower. Stunning new tile floors add a touch of glamour and sophistication. Throughout the home, you'll find charming shiplap ceilings, wood beam accents, luxury vinyl floors, and new light fixtures. Freshly painted both inside and out, the home also boasts a brand-new metal roof, ensuring durability and style. Located in the heart of Winter Park, this home provides easy access to Orange Avenue, Park Avenue, Winter Park Village, Mead Gardens, and Rollins College. Whether you're catching a movie at Winter Park Village or exploring new cuisines at the many restaurants on Park Avenue, the options are endless! Don't miss out on this exceptional opportunity to own a beautifully renovated home in a prime location!

1312 S Pennsylvania Avenue Unit 1, Winter Park

$405,000

2 Beds ⋅ 1 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Gem Opportunity! Consumers choice! Own this charming 2 bedroom 1 bathroom property OR BUILD your dream home with this SPACIOUS LOT over a Quarter of an acre tucked in the serene Non HOA community just a stroll away to LAKE KILLARNEY. This property has close proximity to top-rated schools, vibrant dining, shopping, and cultural experiences. With its ideal location and abundant potential, 2420 Euston Rd is the perfect canvas for your next project. Don’t miss out on this rare chance to create something truly special in Winter Park. Lake Killarney is one of Winter Park's hidden gems, offering a peaceful retreat from the hustle and bustle of city life. Covering approximately 234 acres, this spring-fed lake is known for its clear waters and serene environment, making it a favorite spot for both residents and visitors. Whether you're into kayaking, paddleboarding, or simply enjoying a quiet afternoon by the water, Lake Killarney provides a variety of outdoor activities that cater to nature lovers and water enthusiasts alike. Lots in Winter Park are extremely hard to come by, but behold the opportunity you have been waiting for! A charming primary, profitable Rental Home, or start from scratch and BUILD. Come check out this Rare Opportunity before it's gone!

2420 Euston Road, Winter Park

$1,587,500

4 Beds ⋅ 3 Baths ⋅ Shores Lake Killarney Sec 02 SubDv. ⋅ 32789 Zip Code

Discover serene lakefront living at its finest in this exquisite 4-bedroom 3 bath home at 279 Rippling Lane. Set against a picturesque backdrop, this property offers breathtaking views and direct lake access, complete with a covered boat dock for your aquatic adventures. The residence seamlessly blends modern luxury with timeless elegance, featuring spacious living areas, high-end finishes, and large windows that invite natural light and lake views indoors. Custom kitchen with quartz and wood counter tops, six burner pro style range. New roof in 2023 and upgraded electric panel 2018 and Air conditioner in 2020. A split floor plan with 3 bedrooms and 2 baths up front and a spacious primary bedroom and bath have vaulted ceilings and a large walk-in closet and overlooking the lake. Enjoy the tranquil ambiance of your private retreat while being just moments away from Winter Park’s vibrant dining, shopping, and cultural attractions. Don’t miss this rare opportunity to own a slice of paradise in one of Winter Park’s most sought-after locations.

279 Rippling Lane, Winter Park

$468,000

3 Beds ⋅ 2 Baths ⋅ Killarney Circle SubDv. ⋅ 32789 Zip Code

***SELLER IS WILLING TO ASSIST BUYER WITH CLOSING COSTS OR INTEREST RATE BUY-DOWN!*** Masterful design and modern luxury are uniquely embodied in this beautiful Winter Park home. As you drive up the expansive driveway you're met with mature landscaping and a 2-car carport (2021). All of the big expenses have been completed (NEW ROOF 2024), (NEW AC 2024), and (NEW DISHWASHER AND RANGE 2024)! The grand entryway draws you into a layout that was built for entertaining. The home boasts a highly practical floor plan with wall-to-wall French doors showcasing views of the backyard oasis where you will experience undisturbed privacy. The gourmet kitchen is updated with premium finishes and fixtures including custom cabinets, granite counter-tops, dry bar, island, and stainless steel appliances. The kitchen features beautiful exposed beams and vaulted ceilings, making it feel very open and elegant. The formal dining room and living room are just off the kitchen and feature a wood burning fireplace and views of the lovely landscaped backyard. No need to worry about carpet in this home, as high-end travertine and wood-look tile have been installed throughout. The beautiful windows in each of the spacious rooms provide plenty of natural light. Every detail was meticulously selected and quality crafted in the primary bedroom. As you open your new modern barn door entrance (2021), the primary bathroom presents a walk-in shower, spacious vanity and walk-in closet. Attention to detail was not spared in this home. The screened in patio (2017) and completely fenced-in backyard features a great entertaining area with ample room for many guests. As the sun sets, enjoy walks around the neighborhood and take in the great views of Lake Killarney. Ideally located in one of the most convenient locations in Winter Park, it’s just a short commute to world-class beaches, Downtown Orlando, and less than 30 minutes to all of the theme parks and the Orlando Int’l Airport. The area has exclusive shopping and dining. It's also an easy bike ride to Winter Park Village, Rollins College, Park Ave Shopping District, Farmers Market, Whole Foods and much more. Bring your boats and other toys because there is plenty of room on this ¼ acre lot with no HOA fees. View the virtual walk-through tour and call to schedule your showing today. This is it!

2530 Franklin Avenue, Winter Park

$735,000

3 Beds ⋅ 2 Baths ⋅ Parklando 02 SubDv. ⋅ 32789 Zip Code

Gorgeous home on a massive .28 acre lot( 12,212 sqf) in Winter Park the most sought after neighborhood in the city with many million dollar homes & many new beautiful homes being built. Audubon Park K-8 school district & Winter Park High. You can build the home of your dreams or simply remodel the existing home. Enjoy yourself in the Winter Park lifestyle on this beautiful street while having the luxury of just being minutes from downtown Winter Park and Orlando. This home is near Lake Sue, Leu Gardens, Mead Botanical Gardens and many more gems of Winter Park.

2728 Norris Avenue, Winter Park

$196,000

2 Beds ⋅ 2 Baths ⋅ Mead Garden SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This delightful end-unit condo offers the best of both convenience and style, just minutes away from the vibrant Park Avenue with its eclectic shops, fine dining, and local attractions. Whether you prefer a leisurely stroll to nearby parks or a quick bike ride to outdoor venues, this location has it all. The community recently installed a new roof and gutters in 2023, giving you added peace of mind. Step inside to this freshly painted, bright, and open living space, where the kitchen seamlessly overlooks the living and dining room, creating an inviting atmosphere ready for you to make your own. Just off the living space, you'll find a charming screened porch, the perfect spot to unwind with a book while enjoying the tranquil garden courtyard views. The complex amenities including a heated community pool and a convenient on-site laundry facility. Nature lovers will appreciate the proximity to Mead Gardens, with its scenic walking paths right at your doorstep. Additionally, a new outdoor event venue is under construction nearby, adding to the vibrant community atmosphere. Located within easy reach of Trader Joe's, Winter Park Village, Ivanhoe Row, Mills restaurants, and Park Avenue, this condo provides an ideal blend of affordability and prime location. Don't miss this exceptional opportunity to experience the best of Winter Park living with low monthly fees.

1250 S Denning Drive Unit 124, Winter Park

$1,825,000

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

EXPERIENCE THE ART OF LIVING IN THE HEART OF WINTER PARK! This stunning home, built in 2015 by LunDev Custom Homes, is located on a quiet, tree-lined, cul-de-sac street in Fontainebleau, a desirable area of Winter Park. The 2-story residence is situated on an oversized, manicured lot with mature landscaping and features 4 bedrooms, 3 1/2 baths, formal living room, office, gourmet kitchen, great room, bonus room, and playroom. The wide-plank wood flooring, plantation shutters, Restoration Hardware light fixtures, crown molding, wainscoting, and neutral paint colors are just some of the numerous exquisite aspects of this home. The primary bedroom suite is on the first floor and has patio doors leading to the covered lanai and pool area. The primary bathroom has 2 separate vanities with quartzite countertops, frameless glass-enclosed shower, and soaking tub. The gourmet kitchen has wide-plank wood flooring, 42-inch upper cabinets and quartzite countertops, under cabinet lighting, large center island with stainless-steel undermount sink, decorative pendant lighting, vented range hood, gas grill, and Bosch stainless-steel appliances. Additional features include mudroom, laundry room with washer and dryer, walk-in pantry, and butler's pantry with quartzite countertops and wine cooler. Kitchen opens to great room and dining area, overlooking pool and impeccably landscaped backyard. The great room has a gas fireplace and wide-plank wood flooring, with patio doors leading outdoors. The fenced backyard has extensive landscaping transforming it into a secluded and tranquil private retreat with a large inground pool and spa! The paver area surrounding the pool can accommodate ample furniture. The expansive covered lanai has motorized, retractable screens, an outdoor kitchen with gas grill, refrigerator, sink, polywood cabinets with quartzite counters, and a wood-plank ceiling with fans, recessed lighting, and sound speakers. **Irrigation well** **Outdoor shower** **Ring doorbell and cameras** **Extensive outdoor lighting** **New roof in 2022**. Conveniently located near Park Ave with shops, restaurants, Central Park and SunRail station. Close proximity to Rollins College, University of Central Florida, downtown Orlando, hospitals and employment centers, museums, art galleries, entertainment venues, lakes, parks, and tourist attractions. The meticulous workmanship and obvious pride of ownership make this a must see home!

2415 Versailles Avenue, Winter Park

$702,000

3 Beds ⋅ 3 Baths ⋅ Hills SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Discover a unique chance to own a home in the delightful Winter Park Hills neighborhood, zoned for top-rated Winter Park Schools (Dommerich, Maitland, and WPHS). This move-in ready, 3-bedroom, 2.5-bath house has been fully renovated with numerous updates, including a 3-car garage, a swimming pool, and a spacious, fully fenced yard. Situated on a corner lot, this home is filled with natural light and features an open, bright floor plan that seamlessly connects the kitchen, living room, and formal dining room. The stunning kitchen boasts 42” white soft-close cabinets, granite countertops, crown molding, and stainless steel appliances. French doors lead out to the oversized patio and backyard, highlighted by a sparkling Pebbletec-finished swimming pool with a sun shelf. The ample outdoor space is perfect for entertaining and relaxing with family and friends year-round. The spacious master bedroom includes French doors that open directly onto the pool deck, a second closet, and a walk-in master closet with custom shelving. The second full bath was updated with a new shower tub in 2022. The laundry room offers generous cabinet and counter space and also doubles as a mudroom. Additional updates include a new roof in 2021 and a new A/C unit in 2023. Don't miss this exceptional opportunity to own a beautifully updated home in Winter Park Hills!

1612 Neola Trail, Winter Park

$842,500

3 Beds ⋅ 3 Baths ⋅ Virginia Heights Pt Rep SubDv. ⋅ 32789 Zip Code

ENJOY ALL DOWNTOWN WINTER PARK OFFERS INCLUDING LAKE ACCESS WITH THIS MOVE-IN READY TOWNHOUSE! This spacious abode has 3 bedrooms and 3 baths with 2284 sq. feet, 10’ ceilings, custom details throughout and natural lighting-all ready for immediate enjoyment. Foyer with slate flooring welcomes guests to enjoy the doubled sided gas fireplace in the living and dining area with wood floors. Nearby a butler bar with custom cabinetry and wine refrigerator is ready for your beverages. Chef-inspired kitchen has a long granite sitting bar overlooking the family room. GE Monogram ovens and refrigerator, gas cooktop with griddle, specialty lighting and soft close cabinets with pullouts will inspire your cook! Through French doors is the covered courtyard with stainless gas grill: perfect for entertaining. Nearby is an ideal guest suite or office with a customized closet and full bath. Large laundry room near the garage has granite countertops, cabinets, utility sink and LG Smart washer/dryer! Upstairs is a spacious primary bedroom with French doors to a private covered balcony! Also 2 walk-in closets with custom shelving, jacuzzi bath, oversized shower, and dual vanities with granite countertops. Additional ensuite bedroom and laundry area. Attached 2-car garage with epoxy flooring , and an additional parking pad in rear makes this true maintenance free living in the heart of WP. Walk to Park Ave for dining and shopping, WP Tennis Center, new WP outdoor park, and Rollins College! Neighborhood Lake Virginia access for kayak and paddleboard launching to the Winter Park Chain of Lakes. Top schools: Audubon K-8 and WPHS. New Roof- 7/2024; 2 HVAC- 7/2021; outdoor grill serviced yearly. HOA maintains landscape, irrigation, building maintenance and outdoor lighting.

1134 S Pennsylvania Avenue, Winter Park

$320,000

2 Beds ⋅ 1 Baths ⋅ Magnolia Gardens Sub SubDv. ⋅ 32789 Zip Code

This lovely two bedroom, one bath, 904 sqft home in Winter Park is ready for you to call home! Upon entry, you will notice lovely hard wood flooring throughout the main livings of the home. You'll be greeted by the light and airy feel due to the expansive windows in this property. The kitchen features a fridge, range, and over the range oven. There's plenty of cabinetry space as well and there's a door that leads to the spacious backyard. Through the door you'll find a covered patio- a perfect spot to enjoy your cup of coffee. Both bedrooms are specious and provide plenty of closet space. The bedrooms have quick access to the bath. The bathroom has an upgraded vanity and a shower/tub combo. Rounding out this home is the laundry room off the back patio. This home is located in the heart of Winter Park- it's very close to the Winter Park Village, downtown Winter Park, Lee Road, Orlando Avenue, and I4. This home has easy access to I4, shopping, dining, entertainment, and more! *Photos are from 8-5-2020.

821 Carver Street, Winter Park

$465,000

2 Beds ⋅ 1 Baths ⋅ Osceola Heights SubDv. ⋅ 32789 Zip Code

Authentic 1930 bungalow with detached guest suite in prime Winter Park location, surrounded by $1m+ homes. Great opportunity to build new or renovate. The main house is 640sf with 2 bedrooms/1 bath and has a sunporch with built-ins, living room + dining room with original hardwood floors, kitchen, and utility porch with washer/dryer. The 576sf guest house is a converted garage with family room, kitchen that has cooktop, microwave & refrigerator, 1 bedroom/1 bathroom, and newer roof and AC. 9 x 13 shed is on the property. New fence. Great location within walking distance to the Winter Park YMCA and only minutes to Park Avenue’s shops and restaurants, Interlachen Country Club, Winter Park Racquet Club, the Winter Park Golf Course (WP9), Advent Hospital, and Rollins College. Lot size is 0.15 acres and 50x125sf. House being sold AS IS with no repairs.

1870 Walker Avenue, Winter Park

$230,000

1 Beds ⋅ 1 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

Welcome to your peaceful retreat in this charming ground-floor condo, nestled in the highly sought-after 55+ community of Winter Park Gardens. This one-bedroom, one-bathroom home offers a perfect blend of comfort and modern updates, with stunning views of the picturesque pond at the center of the complex. Step inside to find timeless laminate flooring throughout the spacious living area, kitchen, and bedroom, creating the look of real hardwood without the upkeep. The beautifully updated kitchen, renovated in 2017, features solid wood cabinets, luxe quartz countertops, and stainless steel appliances. The open layout seamlessly connects the kitchen to the living area, where sliding glass doors lead to the sunroom. Unlike many units in the community, the sunroom boasts upgraded exterior windows, replacing the original aluminum with modern, energy-efficient design. This space is perfect for enjoying the tranquil views of the pond and the surrounding cypress trees, offering a peaceful ambiance year-round. The spacious bedroom is filled with natural light, creating a bright and inviting atmosphere. The bathroom has been tastefully updated with a standing shower area and a convenient corner bench seat, ensuring a comfortable and modern living experience. Recent updates include a brand-new AC system and fresh paint throughout the entire unit. This condo is located in a vibrant 55+ community that offers beautifully landscaped grounds with lush landscaping, lighted paths, and scenic pond, a sparkling community pool, and a clubhouse where residents can gather and enjoy social activities. The prime location provides easy access to a variety of amenities and attractions. Just minutes away, you'll find the historic Winter Park district, home to the renowned Park Avenue with its boutique shops, restaurants, and cultural events. The nearby Azalea Tennis Center, Mead Botanical Gardens, and Rollins College offer further enriching experiences. Embrace the serene and active lifestyle this community provides, with the added convenience of being close to Downtown Orlando, Baldwin Park, major highways like 408 and I-4, and the MCO Airport. This condo offers the perfect combination of comfort, style, and natural beauty, making it an ideal home for those seeking a vibrant yet tranquil living experience in a supportive 55+ community. The assigned parking space is just steps away from your front door with plenty of additional parking for guests. Don't miss the chance to make this delightful condo your own. Schedule a viewing today and discover the charm and convenience of this beautiful home.

700 Melrose Avenue Unit F-2, Winter Park

$455,000

3 Beds ⋅ 2 Baths ⋅ Orange Terrace SubDv. ⋅ 32789 Zip Code

Welcome Home to the 32789! This thoughtfully renovated home is located in desirable Winter Park. Enjoy the Winter Park lifestyle in this fabulous 3 bedroom, 2 bath home. Built in 1953 with a clean and well-planned 1248 sqft floor plan. It provides easy access to I-4, minutes to Park Avenue, College Park, Downtown Orlando and much more! This completely updated home boasts beautiful modern upgraded wood grain laminate and tile floors, fully renovated kitchen with Quartz countertops and much more! The roof was replaced in 2023, HVAC/2023 and Water Heater/2024. The roof is secured with extra hurricane straps making for a possible great insurance savings and extra security. The primary bedroom features a beautiful en-suite bathroom. The hallway leading in the bedroom spaces is beautifully lined with stunning grasscloth wallpaper. Enjoy spending time on patio that overlooks the beautifully maintained spacious backyard. This unique Winter Park home is move-in ready!

259 Orange Terrace Drive, Winter Park

32789 Zip Code 1/3 Acre Real Estate & Homes

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