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$464,000
2 Beds ⋅ 2 Baths ⋅ Village Winterset Inc SubDv. ⋅ 32789 Zip Code
How wonderful would it be to live in a location where you felt you were on vaction everyday? This lovely condo near Park Avenue in Winter Park is just that. Thoughtful design is central to the interior of this condominium. Outside it boasts its own mini patio. It also has a very unususal, very desirable feture. It has its own first floor private entrance in close proximity to its personal parking space. No need to go through the lobby for this particular condo.

215 E Canton Avenue Unit 215, Winter Park
$425,000
2 Beds ⋅ 2 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code
Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Central Florida! • Bedrooms: 3 bedrooms, offering comfort and functionality. • Location: Situated on a serene street, providing the quintessential Winter Park lifestyle. • Roof: Recently replaced, ensuring long-term durability and peace of mind. • Fireplace: Cozy wood-burning fireplace, perfect for relaxing evenings. • Lot Size: Expansive lot with endless possibilities for outdoor living, gardening. This stunning home is a must-see! Perfect as a cozy retreat or an exceptional investment opportunity in a prime location. all the information is intended to be accurate and must be verified by buyers / realtor agent.

1550 Indiana Avenue, Winter Park
$1,650,000
2 Beds ⋅ 2 Baths ⋅ Trovillion Condo SubDv. ⋅ 32789 Zip Code
Rare opportunity to own this exclusive 2 bedrooms / 2 bathrooms condominium within the highly sought after Villa Siena. Nestled in the heart of quaint downtown Winter Park, Fl this meticulously maintained, 2nd floor, condo has been elegantly updated. Interior features include a split plan floorplan, travertine flooring, bright kitchen with quartz countertops, Sub-Zero refrigerator and Wolf gas stove, breakfast bar, dining area with custom built-in bar and wine refrigerator, crown molding within the living room, primary suite and guest bedroom offer tray ceilings, recessed lighting, walk-in closets, and french doors that lead out onto private balconies overlooking the tree lined brick street and award winning Alfond Inn and Spa, new primary bathroom with dual sinks, separate tub and shower and Toto toilet, spacious utility room with cabinetry and wash sink. Villa Siena offers secured underground parking, Club room with bar and outdoor sitting area great for entertaining guests, fitness center, roof top terrace, conference room, guest parking, and an onsite property manager to assist with Resident needs. Steps to the charming Park Avenue shopping District known for it’s celebrated restaurants, boutique stores, Central Park, 9 hole golf course, museums, train station, and Rollins College. Welcome Home! Video Tour: https://youtu.be/AMDbRupc4GM

315 E New England Avenue Unit 9, Winter Park
$380,000
2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code
Charming 2-bedroom, 1-bathroom single-family home located in the desirable Winter Park area! This beautifully maintained property offers 1,150 sq ft of living space, master closet (9 by 8.5ft) and features several recent updates, including brand-new bamboo hardwood floors throughout the interior. The spacious, fenced-in backyard is perfect for outdoor living, with a new wood decking patio for relaxing or entertaining. Enjoy peace of mind with a newer AC condenser and air handler, along with new kitchen appliances and fresh exterior paint. Additional highlights include a well-maintained septic system with regular pump service every 2 years, public water utilities, and an encapsulated crawl space with a dehumidifier, French drain, and sump pump for added moisture control. The roof is set to be replaced within the next 30-60 days, ensuring long-term durability. This home combines comfort and functionality in a prime Winter Park location—don’t miss out on the opportunity to make it yours!

830 Overspin Drive, Winter Park
$775,000
2 Beds ⋅ 2 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code
Charming Opportunity in the Heart of Winter Park - 1520 Palmer Avenue Nestled in the highly coveted 32789 zip code, this property presents a rare chance to own a large lot in one of Winter Park's most desirable neighborhoods. Surrounded by stunning homes and mature tree-lined streets, this prime piece of real estate is a blank canvas for your vision. The value is truly in the land—imagine building your dream home from the ground up or embarking on a rewarding remodel to create your very own HGTV-worthy masterpiece. The spacious lot offers endless possibilities for outdoor living spaces, lush landscaping, or even a custom pool. Located just minutes from top-rated schools, boutique shopping, dining on Park Avenue, and beautiful lakes, 1520 Palmer Avenue is perfectly positioned to enjoy all that Winter Park has to offer. Opportunities like this don't come often—schedule your private tour today and take the first step toward bringing your dream home to life!

1520 Palmer Avenue, Winter Park
$600,000
2 Beds ⋅ 1 Baths ⋅ College Place Rep SubDv. ⋅ 32789 Zip Code
FIRST TIME OFFERING! Charming Bungalow in the heart of Winter Park. 50’ x 150’ lot offers limitless possibilities! Convenient to Rollins College, Park Avenue and all that this special community has to offer. Just down the street, you'll find Lake Virginia, where residents of Antonette Avenue are included in access to a private dock accessing the Winter Park Chain of Lakes, offering opportunities for boating, fishing, and enjoying all of the natural beauty of the area. Sure to attract a lot of attention (as homes in this area don’t come up for sale often) seize the opportunity to make it your own!

786 Antonette Avenue, Winter Park
$670,000
2 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code
One or more photo(s) has been virtually staged. This lovely 2 bedroom/2-bathroom condo is in the newest building in gated community of Park West Winter Park. The unit has 9ft ceilings, crown molding, and beautiful hardwood floors, and a private office. The primary bedroom is spacious with a large walk-in closet. The bathroom includes a large soaker tub and a walk-in shower with dual vanities. The second bedroom utilizes the hallway bathroom, which is complete with a shower/tub combination. The kitchen has wood cabinets, granite countertops, and newer stainless steel appliances. There is one covered parking space and additional open parking spaces. The community amenities include a large clubhouse, pool, and tennis/pickleball courts. Located just one block from beautiful Park Avenue, you're just steps away from an array of upscale boutiques, gourmet restaurants, and cultural attractions. <iframe src="https://my.matterport.com/show/?m=WqHS8ffboym&brand=0&mls=1&" width="640" height="360" style="border: 0;" allow="fullscreen"></iframe>

350 Carolina Avenue Unit 304, Winter Park
$170,000
2 Beds ⋅ 3 Baths ⋅ Sandalwood Creek Condo Ph 01 SubDv. ⋅ 32789 Zip Code
**INVESTOR SPECIAL! Cash Only Opportunity! This 2-bedroom, 2.5-bathroom CONDO, built in 1984, is a diamond in the rough waiting for your personal touch! The Sandlewood Creek complex affords residents a community pool, assigned and guest parking, and is zoned for top rated schools. With an unbeatable location, amidst a vibrant environment, cultural events, and only a few minutes to the Winter Park Village, Park Avenue, Maitland, numerous shopping, dining, and entertainment options, and with easy access to the main thoroughfares and all that Central Florida has to offer, this condo offers a CONVENIENT LIFESTYLE! Whether you're looking to make this your home, renovate and flip or add to your rental portfolio, this property has INCREDIBLE POTENTIAL... an excellent investment opportunity in desirable WINTER PARK! Don't miss out on this chance to bring your vision to life. Act fast — schedule your private showing today!

311 Sandlewood Trail Unit 4, Winter Park
$465,000
2 Beds ⋅ 2 Baths ⋅ Lake Virginia Condo SubDv. ⋅ 32789 Zip Code
Experience the best of lakeside living in this stunning 2-bedroom, 2-bathroom condo on beautiful Lake Virginia, part of the Winter Park Chain of Lakes. Just a short walk from Park Avenue, Rollins College, top-notch dining, and vibrant cultural spots, this sparkling 6th-floor condo offers serene treetop views overlooking the Fern Canal. The light-filled space was renovated in 2020 with a thoughtfully designed kitchen featuring white cabinetry, quartz countertops, and Bosch appliances. Additional upgrades include updated bathrooms, new piping and flooring, crown molding, and a premium hurricane-rated patio door. A new Trane air conditioner was added in July 2023. The Lake Virginia Condominium amenities include a dock, sauna, pool and spa with lake views, fire pit, gas grill, rentable guest suite, party room, dog walk, and storage for small watercraft. The HOA fee covers water, cable, and internet.

690 Osceola Avenue Unit 610, Winter Park
$975,000
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
$190,000
2 Beds ⋅ 1 Baths ⋅ Aragon Condo SubDv. ⋅ 32789 Zip Code
Super cute, move-in-ready 2-bedroom, 1-bath condo, perfectly situated in the heart of Winter Park. This first-floor end unit offers modern upgrades and unbeatable convenience, making it an ideal place to call home. Inside you will find the tastefully renovated space, featuring a brand-new AC unit, updated windows, and a hot water heater, all installed in 2023 to ensure year-round comfort and peace of mind. The kitchen boasts new stainless steel appliances, granite countertops, and walnut cabinetry. Enjoy abundant natural light through energy-efficient double-hung windows, and admire the beautiful tile flooring throughout. The property has one assigned parking spot located close to the unit, with ample parking around for guests. Onsite laundry steps away from the unit. The Community screened pool is the perfect spot to sit back and relax. This condo’s prime location puts you close to Publix, Agave Azul, Chick-Fil-A, and other popular dining options. You’ll also be just minutes from Trader Joe’s, Whole Foods, Winter Park Library, and the gorgeous Mead and Leu Botanical Gardens. Plus, with nearby access to Rollins College, Full Sail University, Valencia College, and top-rated schools, you’ll enjoy a perfect blend of tranquility and urban convenience. Don’t miss your opportunity to see this beautifully updated condo in one of Winter Park’s most desirable areas. Schedule your private tour today!

851 Miles Avenue Unit 15, 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
$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
$385,000
2 Beds ⋅ 3 Baths ⋅ Killarney Bay Condo SubDv. ⋅ 32789 Zip Code
Largest unit at Killarney Bay, set up as a town home -bedrooms upstairs town house with large screened in area back porch, new washer and dryer - wood floors throughout, close to Winter Park Village - complex is a small great location with great access to I-4 - Killarney Bay sits on Lake Killarney with private pool overlooking. Only 5 rental units are allowed at KB at any given time. Super clean and ready for new owner. Beautiful wood ceilings in main living areas and wood floors and stairway! tastefully done, real fireplace. Current tenant has flexibility in moving. oversized bedrooms are located on the second floor, featuring suite bathrooms and walk-in closets. The primary bedroom also features its own balcony. This community is walking distance only minutes to 17-92, I-4, Winter Park Village, Trader Joe’s, Whole Foods, Publix, and downtown Winter Park’s retail and restaurants. Owner may hold a MTG-

740 #3 Killarney Bay Ct Unit 7-3, 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
$475,000
2 Beds ⋅ 2 Baths ⋅ Village Winterset Inc SubDv. ⋅ 32789 Zip Code
Price Improvement! Welcome to the luxury of Winter Park condo living, just steps from the world famous Park Avenue! You will be delighted to step into elegance in this charming first-floor condo with 9' ceilings in the highly sought-after Villages of Winterset Condominiums. Picture this – a simple stroll from your doorstep leads you to Park Avenue's enticing shopping and dining delights, the Morse Museum's cultural treasures, the vibrant energy of Rollins College, the refreshing greenery of the Winter Park Golf course, and the convenience of Sun Rail's commuter train. Immerse yourself in the charm of Central Park, where art festivals, concerts, movies, and events unfold right before your eyes. The Winterset mid-rise building offers key-secured access and a convenient call box for welcoming visitors. The lobby extends a warm welcome with a lounge area, perfect for unwinding or greeting your guests. Indulge in the pristine amenities of this well maintained community – a generously sized private pool, sun deck, and a grilling area designed for your leisure. Now, let's talk about this freshly painted gem of a corner unit – bathed in natural light and adorned with stunning travertine floors. The fully remodeled kitchen (2024) features granite countertops, new cabinets, all new stainless steel appliances and overlooks the spacious dining space. The open-concept dining into living room leads you to the open-entry sunroom that features energy-efficient impact-resistant sliding glass doors that overlooks a paved patio and lush greenery. Both of the bedrooms feature brand new carpet and beautiful plantation shutters that offer privacy and energy efficiency. The welcoming primary suite, boasts a walk-in closet and elegant make-up vanity with a large walk-in tile shower, big enough for two! The guest bath exudes charm with warm wood cabinetry and a tub/shower combo. Live the carefree lifestyle you've been dreaming of in this exclusive Winter Park haven, surrounded by multi-million dollar condos and homes. A property like this will not be available long. Call for your private showing today!

213 E Canton Avenue Unit 213, 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
$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
$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
$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
$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
$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
$1,000,000
2 Beds ⋅ 2 Baths ⋅ Phillips Circle Rep SubDv. ⋅ 32789 Zip Code
Walk to Park Avenue! Experience upscale living in this fabulous condo on the famous Winter Park Chain of Lakes. Located on the fifth floor, you will enjoy breathtaking tree-top lake views from this beautifully updated, one story unit covering almost 2100 square feet. The open layout features expansive living and dining areas that seamlessly transition to an outdoor screened-in porch. The stylish kitchen is well equipped with custom wood cabinets, granite countertops, stainless steel appliances and a center island with breakfast bar. The condo features a spacious guest suite with double closets, and a dramatic guest bath, complete with a custom designer vanity and a large walk-in shower. The generous owners suite offers a lounging area with radiant natural lighting. The spa-like bathroom includes custom vanities, soaking tub and a large walk in closet with built-ins. Additionally, features include automated blinds in the living room and an indoor laundry closet. The well maintained complex located on the shores of Lake Osceola offers underground parking, storage closet, and amenities such as pool and community laundry room. Situated just steps away from vibrant Park Ave, residents will enjoy many fantastic restaurants, cafes, Museums, and Boat Tours, in addition to the convenience of the Sunrail/Amtrak station. The condo fee includes electricity, sewer, water, gas, maintenance, on-site manager, community pool, ground maintenance, roof, insurance, exterior and more.

311 E Morse Boulevard Unit 6-18, 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
$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
$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