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$850,000
3 Beds 3 Baths Temple Terrace SubDv. 32789 Zip Code
Custom built in 2023, this Winter Park home has it all. Enjoy this quiet pocket of 32789 less than 3 miles from Park Avenue. This single story block home still feels brand new and has been meticulously maintained. It is full of natural light and has been professionally designed with high-end finishes. The floor plan is efficient for modern living, including 3 bedrooms and a dedicated office with beautiful french doors. A mudroom off the garage serves as the perfect drop zone. The kitchen is equipped with high-end KitchenAid appliances and a beautiful farmhouse sink. The open floor plan overlooks an oversized patio and triple-sliding glass door, leading you to a huge backyard, fully fenced in and with plenty of room for a pool. All bedroom closets are walk-in, and the primary suite is complete with an oversized shower with two shower heads. Several detailed upgrades make this home a dream: the kitchen includes a direct plumbing line for your coffee machine, and in-drawer outlets to charge all of your devices out of sight. The soffit has convenient outlets for your Christmas and holiday lighting. There is a whole-house water softener in the garage. The garage door is connected to Wi-fi and can be accessed via your phone, so you’ll always have peace of mind knowing that you didn’t forget to close it. It is zoned for Dommerich Elementary, Maitland Middle and Winter Park High School. There is also a custom home currently under construction around the corner – now is your chance to get in on this great neighborhood in Winter Park!

2573 Madeline Avenue, Winter Park

$840,000
2 Beds 2 Baths Cloisters Condo SubDv. 32789 Zip Code
Welcome to The Cloisters, one of Winter Park’s established lakefront communities, ideally between Park Avenue and Lake Osceola. This top-floor residence, rarely available in the building, offers a turnkey lifestyle with exceptional updates and peaceful water views. The home’s oversized screened balcony, complete with a custom awning, creates an uncommon open-air retreat that overlooks the community’s heated pool, putting green, manicured gardens and Lake Osceola. Unlike many residences in the community, this property retains its original open balcony design, offering outdoor living rarely found in this floor plan. Inside, every surface has been thoughtfully remodeled. The kitchen features solid wood cabinetry, granite countertops and refined finishes. Both baths are fully updated, including a new tub with glass enclosure in the guest bath and a walk-in shower with frameless glass in the primary suite. Tile flooring, custom vanities and designer fixtures complete each space. Engineered hardwood flooring runs throughout the main living areas, with plush carpet in the bedrooms for added comfort. The primary suite includes custom built-ins, dual closets and a built-in desk with additional cabinetry, delivering elegance and function. The second bedroom offers flexibility as a guest room or study and features optional shared access from the primary suite for additional privacy. Additional highlights include a covered and assigned parking space equipped with one of the building’s few electric vehicle charging stations, ample guest parking and access to a community dock with boat slips available through a resident lottery system. The Cloisters has successfully completed all required Milestone Inspections and the Structural Integrity Reserve Study, ensuring peace of mind for future residents and affirming the association’s commitment to long-term stewardship. Amenities include two fitness centers with dry saunas and a newly renovated clubhouse with kitchen and a partial bath for use as a powder room, ideal for hosting private events. Ideally positioned just steps from the dining, shopping and cultural energy of Park Avenue and in proximity to Rollins College, this original-owner residence offers a compelling blend of lifestyle, location and enduring design.

100 S Interlachen Avenue Unit 503, Winter Park

$837,500
2 Beds 2 Baths Park West Condo SubDv. 32789 Zip Code
A unique opportunity to own this Winter Park luxury corner condominium unit in the gated Park West community. Resting on the corner of New York Avenue and Carolina, with direct second-floor balcony views of Central Park and Park Avenue, and proximity to the quintessential Winter Park experience. Designed by nationally renowned Soco Interiors, a turnkey opportunity that adds ease to the lock-and-go lifestyle. Designer touches and quiet elegance blend to create this California casual interior that was meticulously designed and appointed with function and comfort at the forefront. Open dining and living spaces with balconies on each side make hosting a breeze. A marble-framed fireplace and beautiful wide-plank white oak floors add warmth and charm to this special place. The modern gourmet kitchen is highly functioning for family dinner or entertaining guests. White clean-lined custom cabinetry, gold accent hardware, quartz surfaces and solid quartz backsplash add to the seamless design. A fabulously designed scullery with designer tile floor includes a dedicated laundry/pantry, ample storage and additional counter space for a morning bar. The primary bedroom has ample space and beautiful light with access to one of the two balconies, custom-organized closet and a bath that is appointed with modern finishes such as marble floors/shower and fantastic tropical palm wallpaper that is so chic and fun. An additional large private bedroom suite is inviting and makes it easy to entertain guests for the weekend. Fresh striped wallpaper and organic selections finish out the custom second bath. This pristine unit is in a great building in Park West overlooking Central Park. On a prime corner, with one balcony facing the park and the other overlooking the tennis courts and pool. Elevators throughout and meticulously maintained, all in security of a gated community, Park West has always delivered for decades. Call us for a private showing.

200 Carolina Avenue Unit 201, Winter Park

$1,063,303
4 Beds 4 Baths Karolina On Killarney SubDv. 32789 Zip Code
Pre-Construction. To be built. Experience the best of Winter Park living at 1835 Karolina Ave — one of only three brand-new, custom-built homes on this highly coveted block. This beautiful 4-bedroom, 3.5-bath Prairie elevation home offers 2,662 sq. ft. of thoughtfully designed living space on a 6,748 sq. ft. lot. It combines distinctive architectural character with a prime location—only 6 minutes to Park Avenue’s vibrant shopping and dining scene, and close to top-rated hospitals. This home presents a rare opportunity to design in one of Winter Park’s most desirable neighborhoods. Pricing reflects the starting point, with a range of upgrade options available to further personalize finishes and features. Two additional custom homes, each with unique elevations and thoughtfully designed floor plans, are available right next door parcel 20 and 21. Don’t miss your chance to secure a prime homesite in the desirable 32789 zip code, where location and lifestyle meet. Contact us today for more information or to have your questions answered.

1835 Karolina Ave, Winter Park

$825,000
3 Beds 4 Baths Lake Knowles Terrace SubDv. 32789 Zip Code
BUYER GOT COLD FEET= YOUR OPPORTUNITY! Welcome to 1421 Sunset Drive – A Turnkey Gem in the Heart of Olde Winter Park! This is a rare opportunity to own a beautifully updated home on one of Olde Winter Park’s most charming, brick-lined, tree-canopied streets. Just steps from serene Lake Knowles and Lake Wilbar, and minutes from the vibrant dining, shopping, and cultural experiences of Park Avenue, this 3-bedroom, 3.5-bathroom residence offers the perfect blend of classic charm and modern convenience. Enjoy a low-maintenance lifestyle with eco-friendly landscaping and a thoughtfully designed floor plan featuring two spacious primary suites — one upstairs and one down — each with its own updated bathroom. Inside, the home boasts tall vaulted ceilings, warm wood plank LVT flooring, a cozy wood-burning fireplace, and multiple inviting living areas. The kitchen is a standout with sleek cabinetry, granite countertops, and stainless steel appliances, ideal for both daily living and entertaining. Step outside to enjoy Trex decking on both front and rear patios, a fenced backyard for privacy, and a convenient laundry/mudroom entry from the garage. Additional highlights include a standing seam metal roof, attached garage, and access to top-rated Winter Park schools. The home is also located near the YMCA, Interlachen Country Club, Winter Park Racquet Club, Rollins College, UCF, and AdventHealth Winter Park. This home is move-in ready and offers the very best of Winter Park living — schedule your private showing today!

1421 Sunset Drive, Winter Park

$790,000
2 Beds 2 Baths Dixie Terrace SubDv. 32789 Zip Code
The inviting bungalow at 1217 Kenwood Ave is located just a few houses off famed Park Avenue and steps from the Winter Park Village, which is fresh off a $50 million transformation and includes popular bars and restaurants, a movie theater and shopping. The home was fully renovated in 2018 with updates to the HVAC, electrical, plumbing, flooring, subflooring, interiors, and a new roof- offering modern functionality with classic charm. The kitchen features rich navy cabinetry, gold hardware, quartz countertops, a gas range with hood, and a tankless water heater. Since 2021, the home has seen additional upgrades including custom roller shades (shade store), a new sprinkler system, enhanced landscaping with decorative rockwork, paver installation, and fresh sod. Improvements also include new interior and exterior lighting, a porch fan, garage and laundry shelving, and a recently serviced A/C system. The spacious backyard offers room for a pool and is already plumbed for a future outdoor kitchen. Enjoy rear entry access from Denning via a two-car garage. Don’t miss this rare opportunity in one of Winter Park’s most walkable locations!

1217 Kenwood Avenue, Winter Park

$850,000
3 Beds 2 Baths Lake Bell Terrace SubDv. 32789 Zip Code
Seller may consider buyer concessions if made in an offer | Lakefront charm meets quiet luxury in the heart of Winter Park! This beautifully updated single story POOL HOME sits on nearly HALF AN ACRE of LAKEFRONT PROPERTY on the coveted LAKE BELL - a private SKI LAKE - offering a private dock/boat lift, character and contemporary upgrades that make everyday feel like a lakeside retreat. Major updates include a NEW ROOF (2022), A/C (2022), TILE FLOORING THROUGHOUT (2023), a COMPLETE KITCHEN RENOVATION (2023), and a FULLY REMODELED PRIMARY BATH (2023). Enjoy peace of mind with double pane windows, fresh interior and exterior paint (2022), and a septic system service also (2022). The home also features NEWER WINDOW TREATMENTS (2022), a new pool pump (2023), and NEW DOCK DECKING (2024)! Inside you will be pleased to find vaulted ceilings, an abundance of NATURAL LIGHT, and a light, bright OPEN FLOOR PLAN that flows seamlessly between formal and family spaces. From the moment you enter you are greeted with UNINTERRUPTED LAKE VIEWS, setting the tone for a home designed around its beautiful surroundings. The layout includes a spacious FLORIDA ROOM overlooking the pool and lake beyond – perfect for year round enjoyment! Step outside to your private outdoor oasis featuring an open-air pool with waterfall feature, patio, lush landscaping and a fun in the sun SAND BEACH leading to your private dock. Sunset views over the water are a daily luxury! Located in one of Winter Park’s most desired neighborhoods, you are only minutes away from top-tier dining, boutique shopping, parks, and major roadways like US 17/92, Orlando Ave and I-4. With its blend of charm, modern updates, and an unbeatable lakefront setting, this home truly is a rare GEM. Call today to schedule your tour and start living the LAKE LIFE – where every day feels like a vacation!

1018 Turner Road, Winter Park

$850,000
3 Beds 3 Baths Charmont SubDv. 32789 Zip Code
The true value of this property lies in its expansive 10,675 sq ft lot, nestled among multi-million dollar homes. Whether you're looking to build your dream home or expand upon the existing structure, this is a rare opportunity in a highly sought-after location. A full set of building plans are attached to this listing as well as survey. The existing home is a charming 3-bedroom, 3.5-bath residence featuring a beautifully remodeled kitchen with quartz countertops and new cabinetry. Refinished wood floors run through much of the home, complementing the open floor plan and enhancing its timeless appeal. Recent upgrades include new windows and doors throughout, and a roof that's just two years old. One of the full baths has also been beautifully renovated. Don’t miss the chance to secure a valuable piece of land in a premier setting with a move-in-ready home full of potential. Seller is related to listing broker. Dining area chandelier does not convey.

251 Glenridge Way, Winter Park

$849,900
3 Beds 2 Baths Conwill Estates SubDv. 32789 Zip Code
Welcome to this stunning, fully renovated 3-bedroom, 2-bath residence nestled in the highly sought-after Winter Park community. This meticulously upgraded home blends style, comfort, and functionality in an open-concept layout that includes spacious living, dining and kitchen areas adorned with elegant wood flooring and crown molding throughout. The custom-designed kitchen is a chef’s dream, featuring Quartz countertops, a 5-person breakfast bar, soft-close cabinets with ample storage, built-in pantry, matching wood floating shelves, recessed dimmable lighting, under-cabinet LED lighting, stainless steel appliances including a gas stove and exterior vented range hood, elegant backsplash and premium finishes. The Florida room, a gorgeous new addition, fills the space with natural light and opens to a spacious backyard oasis, complete with a refreshing pool, surrounding deck and shade awning ideal for relaxing and entertaining. A shed house equipped with electricity and a workbench provides additional storage. The beautiful garden includes a dedicated gardener's bench, mango and lime trees for fresh produce, a fully fenced enclosure with mature hedges for enhanced privacy and landscape lighting that transforms the space into a magical evening retreat. Additional highlights include hurricane-rated windows, plantation shutters, new fans throughout, newer AC and integrated central dehumidifier(2023), AC ducts (2023), tankless gas water heater (2024) and new refrigerator (2024). Other features include built-in surround sound speakers in the living room, sunroom, and pool area, NEST thermostat, ADT alarm system, circular brick-paved driveway and a well irrigation system for cost-effective lawn care and low utility bills. A 5-minute walk to the neighboring YMCA gym and Phelps Park and conveniently located near Park Ave, Winter Park Racquet Club, Winter Park Golf Club and Rollins College, as well as top-rated schools. Don't miss this opportunity to own a home where thoughtful, high quality upgrades meet elegant living in one of Winter Park’s most desirable neighborhoods.

1791 Spruce Avenue, Winter Park

$792,500
3 Beds 3 Baths Casa Jardin Condo SubDv. 32789 Zip Code
Nestled within the tranquil confines of the Virginia Heights neighborhood lies a truly exceptional property that blends luxury, practicality, and location. Boasting three bedrooms and two and a half bathrooms, this residence offers a refined living experience with exclusive access to a private lakefront park—a serene retreat for relaxing or enjoying nature. Recently updated with brand-new luxury vinyl plank flooring throughout, the interior exudes sophistication, from the chef’s kitchen with custom wood cabinetry, granite countertops, and a walk-in butler’s pantry to the thoughtfully designed living spaces illuminated by designer lighting and anchored by an elegant spiral staircase with decorative wrought iron. Residents will appreciate the convenience of walking to the Winter Park Tennis Center, Park Avenue, Azalea Playground Park, and the vibrant Orange Avenue shops and dining. The home also features a private south-facing screened atrium ideal for entertaining or quiet mornings, as well as a spacious rooftop terrace with a heated and cooled bonus room offering endless flexibility. Tucked away from the street for added privacy, the building has recently undergone significant upgrades including a fresh exterior paint job and a brand-new roof. Casa Jardin also provides easy access to Lake Virginia, with amenities like paddle board and kayak storage racks that enhance the active Winter Park lifestyle. This home is a rare opportunity to enjoy elegance, convenience, and tranquility all in one coveted location.

1276 S Pennsylvania Avenue Unit 12, Winter Park

$850,000
5 Beds 4 Baths Temple Terrace SubDv. 32789 Zip Code
Stunning fully remodeled Winter Park bungalow featuring a 500 square foot detached guest house. This charming residence is perfectly positioned on a rare oversized .41-acre double lot and has been completely transformed, offering a harmonious blend of modern luxury and timeless elegance. The main house features 4 bedrooms and 2.5 baths while the guest house features a living room, bedroom, kitchenette, and a full bathroom. Step inside and you are immediately greeted by a bright, spacious open floor plan. Designed for effortless entertaining, this home features a sleek modern wet bar complete with an under counter ice maker, additional dishwasher, and wine fridge! The gourmet kitchen is a true masterpiece, featuring top-of-the-line stainless steel appliances, upgraded countertops, a walk-in pantry, a large butcher block center island, tile backsplash, and loads of custom cabinetry. There is even a pass-through window to a bar area on the covered lanai. The luxurious primary suite provides a serene escape, designed as a private retreat where you can unwind in ultimate comfort. It boasts an impressive closet and a spa-inspired en-suite bath, complete with a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Outside, the home continues to impress with its private backyard oasis provided by the rare double lot. A sparkling screened in pool, set against lush landscaping, serves as the centerpiece of the expansive patio area. In addition, the beautifully landscaped yard holds a custom fire pit, elevated covered wooden lanai and garden boxes to create the perfect setting for relaxation and gatherings. There is also a spacious covered deck, and a large storage shed. Last but not least, your guest will love the privacy provided by the detached guest house overlooking the pool. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park has to offer. Don't miss the opportunity to make this unique Winter Park home yours!

1832 Magnolia Avenue, Winter Park

$825,000
4 Beds 3 Baths Dubsdread Heights SubDv. 32789 Zip Code
Discover modern living at its finest in this stunning contemporary home in the heart of Winter Park! Built in 2020, this spacious four-bedroom, 2.5-bath residence offers over 2,500 square feet of beautifully designed living space ideal for families of all sizes. The first floor features a bright, open-concept kitchen with sleek finishes, a large island and ample storage, seamlessly flowing into a spacious living area, and ideal for family gatherings and entertaining. Upstairs, the luxurious primary suite offers a private retreat with a large en-suite bath, while three additional bedrooms provide plenty of space for guests, or a home office. At top of the stairs, you'll find a versatile loft space, ideal for a playroom, media area or additional lounge. Step outside to enjoy the expansive backyard, complete with a large privacy fence, offering plenty of space for families and pets to play or to host outdoor gatherings. This home is in a prime location, only a short distance to Dubsdread Golf Course. It’s also just minutes from Park Avenue, College Park and downtown Orlando, offering easy access to dining, shopping and entertainment. Plus, with quick access to Interstate 4, commuting anywhere in Central Florida is effortless. This home is a rare find. Don’t miss your chance to make it yours, schedule your showing today.

705 Baffie Avenue, Winter Park

$835,000
4 Beds 2 Baths Kenilworth Shores Sec 06 SubDv. 32789 Zip Code
Completely remodeled, coastal-inspired home is located in the highly sought-after Winter Park neighborhood of Kenilworth Shores in Winter Park 32789. Minutes from the world-renowned Park Avenue and upscale shopping, dining, parks, community events, Sunrail and more lifestyle. The home is zoned for some of Winter Park's most desirable schools, including Brookshire Elementary, Glenridge Middle, and Winter Park High School. This home is a true gem, meticulously and completely remodeled for a coastal feel that blends modern elegance with comfort. Featuring 4 spacious bedrooms + office, the residence is designed to impress. The entry showcases a custom, German-made solid front door that opens into a bright, airy living space with engineered wood floors throughout. The raised ceilings enhance the sense of openness, complemented by beautiful wood beams that add character to the home. A shiplap-clad eat-in area creates a charming focal point, while the kitchen is equipped with premium Badger Woodworks self-closing cabinetry, gorgeous granite countertops, and new appliances including espresso bar and wine fridge. No detail has been overlooked in this home, with recent upgrades including a new HVAC system and ductwork in 2024, as well as completely updated plumbing, windows, and light fixtures. Replumbed with Pex piping in 2015. The walls have been professionally retextured, and the home also offers the convenience of an interior laundry room and brand new barn door. Outside, the covered porch provides the perfect space for entertaining, with the hot tub conveys for relaxation. The outdoor bar showcases a custom millwork bar with a grill, kegerator, and fountain, ideal for hosting gatherings. A shed on a concrete slab and a workshop area in the garage offer ample storage and workspace. The property is fully fenced, ensuring privacy and security. 625 Worthington home is located in the heart of Winter Park, home to Rollins College, one of America's top-ranked liberal arts colleges. With its prime location, luxury finishes, and family-friendly neighborhood, this home offers an exceptional living experience in one of Central Florida’s most desirable areas. With the neighborhood rapidly evolving, many homes around this property are being torn down to make way for new, custom-built estates, including expansive 4,000 square foot homes valued at over $3 million.

625 Worthington Drive, Winter Park

$890,000
3 Beds 4 Baths Mondrian/Winder Park Twnhms SubDv. 32789 Zip Code
Act now - only two new units remain! Introducing a stunning brand-new modern brownstone in the heart of Winter Park, offering access to Lake Killarney. Located in an exclusive community of 30 contemporary townhomes, each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This 3-bedroom, 3 ½ bath home boasts luxury features that exceed expectations for its price point. A unique layout featuring the main living space on the second level allows you to revel in the seamless flow of the modern kitchen, dining room, and great room. Also located on the second level, a stylish primary bedroom and spa-inspired bath are located in the secluded rear of the home. This retreat includes two walk-in closets, a sitting area, a beautifully appointed bath with designer tile, a frameless glass shower, and a private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedroom suites on the first level, providing ample space and flexibility for your lifestyle. With the added convenience of a full-size laundry room, this townhome redefines elegance and functionality. A rooftop oasis complete with an outdoor kitchen, pergola, hot tub spa, and breathtaking views can be found on level three, this thoughtfully crafted space offers the ideal blend of comfort and sophistication. Located in the picturesque Winter Park just north of downtown Orlando, residents can indulge in lakeside living with access to a private boat slip, community kayaks, and a lakefront Pavilion. Whether you seek serene relaxation or vibrant entertainment, this prime location places you moments away from top-tier dining, shopping, and recreational amenities, ensuring a lifestyle of unparalleled convenience and luxury. Additional highlights include the elegant touch of level four drywall throughout, providing a seamless and flawless finish that exudes sophistication in every corner of your home. Illuminate your space with designer-selected lighting fixtures that are sure to make a statement and create the perfect ambiance in every room. Say goodbye to clutter and hello to organization with custom closet systems in every corner, from coat closets to pantries to bedrooms, ensuring maximum storage and style. Walk with grace on Mohawk engineered flooring that offers both durability and beauty, creating a warm and inviting atmosphere throughout your home. Experience the ultimate cooking experience with our Samsung appliance package, featuring a natural gas cooktop and tankless water heater for efficiency and convenience. Embrace luxury with quartz countertops and a stunning waterfall edge island in the kitchen, perfect for cooking, entertaining, and creating unforgettable memories. Step outside to relax and unwind on level three's composite cool decking, a perfect spot for outdoor gatherings and enjoying the fresh air. Park with ease in the oversized two-car garage with an epoxy-painted floor, equipped with a 220V EV outlet for electric vehicles, making it convenient and eco-friendly to power up your ride. Welcome to your dream home, where every detail has been carefully crafted to elevate your lifestyle and offer the perfect blend of comfort, style, and sustainability. Live the life you deserve in our exceptional townhome!

1762 Mondrian Circle, 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

$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

$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

$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

$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

$785,000
3 Beds 2 Baths Timberlane SubDv. 32789 Zip Code
Discover the perfect canvas for your dream home at 674 Randy Lane in Timberlane, where your aspirations meet reality. This prime 0.41-acre lot, zoned for the coveted Audubon K-8 School, offers an ideal location at the corner of Randy Lane and Fosgate Drive. With 200 feet across the back and 35 feet on General Rees, there’s ample space to build your multi-car garage or workshop. The lot is ready to go with underground utilities and sewer connected. The existing 1950's home and oversized garage/workshop have been part of Timberlane's charm for decades. This property is in the heartbeat of everything.... Across from Blue Jacket Park, near downtown Baldwin Park. Stroll through the neighborhood and land at East End market, Kelly’s Homemade Ice Cream, along with all the shops and restaurants on Corrine Drive. Venture North just 2.5 miles to the cultural delights of Park Avenue in downtown Winter Park. If you are looking to land just a few minutes from Downtown Orlando and easy Access to I-4…this is the location for you. Embrace the convenience of urban amenities in this fabulous neighborhood, enriched by top-rated schools!

674 Randy Lane, 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

$775,000
2 Beds 3 Baths Village Winterset Inc SubDv. 32789 Zip Code
***VERY RARE CORNER DOUBLE CONDO WITH 2 COVERED PARKING SPACES*** Stunning is the first word that comes to mind when describing this casual but elegant 2 bedroom, 3 bath condominium in the highly sought after Winterset building. Designer touches and quality finishes are evident the minute you walk through the front door. The gracious owner's retreat is large with a spa-like bath and 2 walk-in closets with built-ins. The secondary bedroom offers a private bath and walk-in closet. The gourmet kitchen and breakfast area offers custom wood cabinetry, granite counter tops, tile backsplash, under cabinet lighting and high end appliances. Other features include beautiful hardwood flooring, built-in bar and cabinetry. The secured building requires a code to access the lobby, along with a call box for your guests to be buzzed into the building. This condo boasts wonderful closet spaces throughout along with a separate storage closet and 2 convenient covered carport spaces. Just steps away from the stylish shops and restaurants on Park Avenue and other popular Winter Park amenities this unique and spectacular condo will not disappoint! Call today for your private viewing! NOTE: NO RENTALS OR PETS.

233 E Canton Avenue Unit 233, 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

$872,500
3 Beds 3 Baths Garden Acres SubDv. 32789 Zip Code
Stunning Home in Winter Park with Convenient Location. This beautiful Winter Park home is ideally situated just steps away from Mead Gardens, Winter Park Tennis Center, and Seven Oaks Park (to open late 2024) offering a prime location. Boasting nearly 2,150 square feet on over a third of an acre, this home has been meticulously updated and maintained through the years, making it move-in ready. As you enter, you will be greeted by high ceilings and the natural light that fills the home. The neutral tile flooring leads you to an open living, dining, and family area that overlooks a covered outdoor porch seamlessly connected to the screened-in pool, perfect for hosting gatherings. The updated kitchen features warm gray cabinets, ample storage, quartz countertops, newer appliances, and an eat-in banquet space with built-in storage and updated remote electronic shades for a bright and airy feel. The split bedroom layout includes a spacious master suite with a large closet equipped with a Closets by Design organization system, plantation shutters, and a master bath with travertine, a luxurious seamless glass shower, jetted tub, extra closet space, and dual vanities. Opposite side of the house are two expansive additional bedrooms and bath. The secondary bedrooms are generously sized, the bathroom has been renovated with travertine, an updated vanity and mirror, and lighting. This home is perfect for entertaining with its outdoor living spaces and additional backyard space. Updates include: window treatments, plumbing, lighting, front windows, base trim, door hardware, Norman plantation shutters, solar electric driveway gate, large shed for additional storage and more. Enjoy leisurely walks to Mead Gardens, the Orange Avenue cafes, a short distance to Park Avenue, and easy access to downtown Orlando. Moreover, this property is zoned for Audubon K-8, one of the top schools in Orange County, with nearby renowned private schools like Lake Highland Preparatory School and Park Maitland. This is a home not to be missed!

922 Garden Drive, Winter Park

$840,000
4 Beds 4 Baths Lawndale SubDv. 32789 Zip Code
Welcome home to 1245 Wisconsin Avenue in beautiful Winter Park! If you are dreaming of a move-in ready newer home on a quiet, tree-lined street, close to shopping and cafes, this 4-bedroom, 3.5-bath charmer in sought-after Winter Park is for you! From the moment you walk in the front door, you will fall in love with this open-concept home with high ceilings and over-sized windows, drenching the home with natural light. The spacious living area leads to an amazing kitchen, boasting solid hardwood cabinets, stainless steel appliances, custom granite countertops, and a huge granite island. Add in the bar/buffet area with two wine & beverage fridges, a large dining space, and a huge screened-in patio with electricity and ceiling fans, and you have the perfect setting for entertaining family and friends. Also on the main floor is the spacious master suite, featuring a double-door entrance, vaulted ceilings, a custom walk-in closet and a master bathroom with double sinks, a large walk-in shower, and a private commode area. A wide staircase to the second floor leads to three additional bedrooms and a huge bonus room/flex space. The first bedroom is very private – perfect for guests – with a private bathroom and walk-in closet. The second and third bedrooms share a full Jack & Jill bath, and each has its own oversized closet. The expansive bonus room would make a great playroom, gym, or both! It’s so large that you would still have room for an office! Outdoors, you will love the privacy of your vinyl fenced-in backyard with no-maintenance artificial turf and a private putting green! The paver driveway and walkways add a special touch of quality, as does the the 2-car garage with sparkling clean epoxy flooring. This home is in a quiet neighborhood, located just minutes from Park Avenue and all it has to offer. Call for your private showing today to make this your very own home sweet home!

1245 Wisconsin Avenue, Winter Park

$850,000
3 Beds 3 Baths V H Musselwhites Sub SubDv. 32789 Zip Code
One or more photo(s) has been virtually staged. Expect to be impressed! Situated in a fabulous locale and within minutes to downtown Park Avenue, this mid-century modern beauty has numerous details taken into consideration. As you enter the home you can’t help but notice the gorgeous wood flooring with custom two-tone design accents…and a peek of the backyard oasis that awaits you. Creating a seamless expansive space, the wood floors flow through the living and dining areas, the kitchen, hallway and bedrooms. Another impressive feature as you come into the living area is the openness of the floor plan and space that each room offers. The substantial size kitchen with its extensive and sleek, modern styled cabinets, Corian countertops and stainless appliances, including the Sub-Zero refrigerator, truly makes the space one to love. As the floor plan flows to the dining room and Florida room, you have the best views of the natural beauty of the backyard, the tremendous open pool and spacious patios. Flooded with a great deal of natural light, these spaces allow you to enjoy day to day or when you are entertaining. The master suite is a private retreat, boasting ample space, a luxurious ensuite bathroom with a spacious shower and 2 separate vanities along with a custom-designed walk-in closet. The additional bedrooms are generously sized offering flexibility for guests or a home office. Trimmed in mature landscaping that enhances the property’s privacy and natural beauty, and along with a fully fenced yard, the outdoor patio area provides a serene sanctuary for outdoor dining and relaxation. And whether you take a dip or take in the view, the remarkable pool is truly an enjoyable experience. You will love the timeless design and relaxing comfort in this beautiful home! *NEW ROOF & AC - 2018*

1771 Windsor Drive, Winter Park