Homes for Sale in Winter Park

Welcome to 2821 Chantilly Avenue Winter Park FL 32789! A unique opportunity to own this .75 acre lot and the ONLY home on Lake Vella. Classic 3/2 bungalow with lake views zoned for Dommerich, Maitland & Winter Park High. Large back yard offers room to expand, renovate existing home or build new. Great location just minutes to Park Avenue. Extras include: updated electric panel, 2017 AC, updated plumbing & 24x12 backyard shed. WELCOME HOME!

Under contract-accepting backup offers. Incredible opportunity to own a property in the sought-after Winter Park 32792 area for the $500,000 RANGE The value here is truly in the land, with the house included for free – making this a perfect handyman or investor special OR build your dream home on this unique, oversized double lot, surrounded by beautiful, mature trees on a charming street. Enjoy a prime location just across from Ward Park and minutes from Winter Park’s best shops, dining, and Advent Health. Don’t miss your chance to create something exceptional on this remarkable property! Land will not be sold subject to a lot split. Buyer is responsible for doing any research and contacting the city of Winter Park on splits, zoning, building codes, permits, etc.

***MOTIVATED SELLER***Come see this diamond in the rough located in the sought-after city of Winter Park! This home boasts a dining area, a separate family/lounge room, a spacious living room, which includes a fireplace as well as French doors that provides access to a covered patio and screened pool. Also it has 4 bedrooms, in which 2 are primary bedrooms, each with its own en-suite. There is also a bonus room that can be used as an office. Some TLC needed, but this home will be great for entertaining. Also, you have the benefit of accessing nearby amenities.

This home is perfect for family living. It is a 4/2.5 with a large 1st floor master bedroom. The property sits on a common area adding to the generous back yard space. The kitchen includes stainless steel appliances and eat-in dining. The formal dining area connects to the living area which has a beautiful view of the large in-ground pool. The roof and AC have recently been replaced, and original windows have been replaced with impact windows and impact French doors. The new wood laminate floors add to the beauty and warmth of this gem. Upstairs you will find 3 bedrooms, a bathroom and a loft that may be used as an office or play area. The laundry room is inside and includes adequate storage. Even the garage is well kept and has Epoxy Shield coating. The Autumn Glen community includes a park with a beautiful fountain. The owner has been meticulous in the maintenance of this home.

Under contract-accepting backup offers. Impeccable home in the gated community of Hawks Crest in Winter Park. This charmer has 3-bedroom, 2-bath, and 2-car garage. Natural light floods the living space with numerous windows that blend the indoors with the outdoors. Beautiful improvements include paver driveway in front and back patio, designer's paint of neutral colors throughout, double pane windows, exquisite hardwood floor in all bedrooms, lovely quartz counter with matching backsplash in kitchen, all kitchen appliances stay even the almost new refrigerator, practical split floor plan enhancing the day-to day routines, inside utility, tile roof, vinyl fencing for privacy, and 1-story solid block construction. Spacious master bedroom has tray ceiling. Master bath with double vanities has separate tub and shower. HOA includes the yard care even the watering of the yard. This home is completed with enviable elegance with modern convenience. Community amenities include sparkling pool, fitness center, clubhouse, dog park, playground, direct access to Lake Howell for canoeing and kayaking. Rare opportunity for a less-than-5-year-old Winter Park home to come on the market these days! Hurry before it is gone!

Under contract-accepting backup offers. 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!

**Spacious and Rare Find: Below Market Price in a Sought-After Community** This expansive condo, the largest model in the development, is freshly painted and features a newer roof installed in 2022, along with brand-new window blinds. It’s the perfect canvas, waiting for your personal touch with flooring choices for the stairs and master bedroom. Offered AS-IS due to the need for flooring, this property is priced to sell well below the current community square footage price. Inside, every bedroom boasts its own bathroom, with two luxurious master suites offering ultimate comfort and privacy. The master bath upstairs also benefits from new skylights installed during the roof replacement, filling the space with natural light. Tile flooring flows throughout the rest of the home, enhancing the open, airy feel. Step outside to your private backyard, a fantastic space for entertaining or simply enjoying the serene surroundings. This condo is not only spacious but also beautifully designed, offering a rare opportunity in a quiet, quaint community with a beautiful pool and friendly neighbors. Located just minutes from Winter Park’s premier shopping, dining, and lakes, and with low HOA dues, this is a must-see property. Act fast—properties like this, especially at this price, don’t last long!

Enjoy sunrise views over Lake Osceola from this Whispering Waters jewel box located just steps from Park Avenue. This fully renovated, one-bedroom, one-bathroom condo offers 900 ft² of single-story, ground-floor, corner-unit living. The 2018 full renovation was extensive and included new electrical re-wiring and plumbing. The scope of the renovation extended to creating new conditioned space, currently being used as the dining room from old patio space. The kitchen and bathroom updates were numerous. A few highlights are new cabinets, stainless steel appliances, quartz countertops, a farmhouse-style sink, lighting, hardware, knobs/pulls, a bathroom vanity with a marble top, and more! The corner-unit calls for expansive windows which were replaced and certainly add to the light and airy feeling inside. A LG washer-dryer combination unit that is vented to the outside was installed to make laundry easier and more enjoyable. The sparkling community pool is adjacent to Building 7, but wet feet are no concern on the neutral-colored, large-format tile that was installed in all of the main living areas. There is one deeded parking space in the gated/secured, basement-level parking garage with a small storage space and elevator service. Amenities include an on-site manager, pool, club room, and wonderful outdoor spaces throughout the community and boat slips on the shore of Lake Osceola. The charming water features and meandering walking paths complete the charming character of the community. The condominium fee includes electricity, water, trash, gas, exterior/building maintenance, budget reserves, exterior/building insurance, and maintenance of the beautiful common areas. Don't miss the rare opportunity to make this fully renovated, ground-floor, corner unit in the heart of Winter Park your new home!

NEW ROOF INSTALLED 10/24! Welcome to the Winter Park Pines, with its tree-lined streets and where the mailman still delivers to your door! This is your opportunity to invest in a 2,000+ sq ft home, nestled within the Winter Park Pines, where home values are skyrocketing. This charming residence presents a canvas ready for your personal touch, offering a unique chance to craft your dream home in a coveted locale. Nestled on a tree-lined street, this home boasts undeniable curb appeal and an expansive yard that serves as your own private oasis. Low maintenance landscaping leaves more time for outdoor gatherings and tranquil moments alike. Stepping inside, you're greeted by a layout with tremendous potential. While in need of some updating, the home exudes a sense of promise with its well-structured bones and ample space. The 24’ x 11’ kitchen was fully renovated in 2007 with beautiful, custom oak cabinetry and granite countertops. Culinary enthusiasts will enjoy the GE double ovens, the GE 5-burner glass cooktop and a new Bosch dishwasher installed in 2023! The huge cooking island separates the kitchen from the dining room, providing a natural spot to cook while having fun with your guests. Extra storage was also added with the addition of a built-in butler’s pantry area with mullion cabinet doors and under cabinet storage. Just beyond the kitchen and dining room lies the 30’ x 15’ Florida room where you will spend lots of time relaxing in front of the tv, quietly enjoying a book or just gazing out at the charming backyard. French doors lead you outside where you will find a myriad of mature trees, plants and native flora and fauna. The yard is fully fenced, extremely private and even comes with a shed. Inside, you will find 3 bedrooms offering comfortable retreats. You will love relaxing in the oversized, jetted tub in the primary bath along with a sizable 11’ x 7’ walk-in closet. Property values in this area are rapidly appreciating and this home presents an exceptional investment opportunity. With a little creativity and a vision for the future, this residence offers the chance to create a masterpiece that not only fulfills your desires but also secures your foothold in one of the most coveted communities in Winter Park. HVAC - 2013, ROOF - 2006, PLUMBING - 1997, ELECTRIC - 1993. Don't let this opportunity pass you by, call and arrange for your private showing today!

Renovated Winter Park home offering 3 bedrooms 2 baths with 1646 sq feet. Nice size lot .24 acre, fenced with a large open pool featuring brand new pool equipment & newly screened patio. 2024 Updates include: Roof, Luxury vinyl flooring, 5 1/4 in. baseboards, popcorn ceilings removed & retextured, Full Kitchen renovation with SS appliances, Soft close cabinets & Quartz counter tops. Fresh paint, New interior doors. Electric updates with new Decora switches, & LED light fixtures. New Ceiling Fans with remote controls in every room. The Living room is anchored with a stone wood burning Fireplace with Custom Built-ins which flows to the dining room. Both bathrooms updated with Porcelain tile, new vanities & fixtures. Water Heater 2021, AC 2016 completely serviced. Gorgeous natural light throughout. New Garage Door opener with Keypad. The Shed in the backyard offers additional storage. No HOA! Highly desirable area with easy access to shopping & main roads.

This one story villa attached to a two story townhouse (not included at $500K) will impress you! Great use of space, has a living room and dining room combo, a very well equipped kitchen with quartz countertops and stainless steel appliances. Almost new and all furniture available for purchase. Move-in ready with quick closing or buy it as an investment. Take advantage of this opportunity to walk to Park Ave. or to the 9 hole Winter Park golf course! Make this your upper classman at Rollins housing solution.

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.