Homes for Sale in Winter Park

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

Discover luxury living in this exquisite single-story condominium, located on the second floor of the highly sought-after Douglas Grand. This elegant three-bedroom, three-bath residence seamlessly blends entertaining and everyday comfort, featuring an inviting open floor plan filled with natural light, beautiful crown molding and stunning French Oak hardwood flooring. The gourmet kitchen is a chef's dream, complete with a spacious breakfast bar island, custom wood cabinetry, granite countertops, and top-of-the-line Sub-Zero, Wolf and Bosch appliances, along with a generous walk-in pantry. The primary suite serves as a serene sanctuary, showcasing an indulgent soaking tub, dual vanities with granite surfaces, and two expansive walk-in closets. A second ensuite bedroom offers a private bath and generous walk-in closet. Additional features include a large utility room with new LG washer and dryer, updated light fixtures throughout, freshly painted interior, changing color hue can lighting, google smart carbon monoxide/fire detectors and nest thermostats and a new 81 gallon water heater (December, 2023). Enjoy the convenience and the unique advantage of a private entry to the unit from the secure, gated garage, with two reserved parking spaces. Situated in the heart of Winter Park, Douglas Grand grants easy access to Park Avenue, the Farmer's Market, Rollins College, Hannibal Square, the Winter Park 9-hole golf course, the WP Tennis Center, and Winter Park Village. Embrace the effortless downtown lifestyle at Douglas Grand!

PRIME LOCATION! Explore the ideal fusion of coziness and convenience in this modernized home, conveniently situated near esteemed educational institutions like Full Sail University, Barry Law School, Stratford, Keiser University, and UCF. Nestled within the coveted Winter Park community, this residence boasts freshly painted interiors, exuding a welcoming atmosphere. The chic kitchen showcases resilient granite countertops, a haven for culinary enthusiasts! With HOA covering water, sewer, and trash, enjoy hassle-free living. A brand-new roof installed in 2023 offers lasting peace of mind. Seize the opportunity to call this enchanting property yours. Arrange a viewing today and discover the unparalleled comfort and convenience of residing in one of Winter Park's most sought-after locales.

Remarkable Winter Park condo looking for new owner. Great opportunity 1st floor, overlooking pond, Includes covered carport and assigned open parking space. Totally renovated. 2 Bed 2 bath, inside laundry room. Don’t miss this beautiful condo. Kitchen counters redone 2023 with granite, real wood shaker cabinets, stainless steel stove and dishwasher. Main bath has been remodeled, granite vanity, redone shower with new shower pan, ceramic tile floors and glass barn door enclosure, new toilet. French Doors to lani and pond views. Second bath also redone with extra deep soaker tub, new tiled walls with decorative border and granite vanity, ceramic tile floor. AC just replaced 6/2024, 40 gal water heater. Crown molding throughout and all new ceilings fans. (KI, Living Rm, both bedrooms and patio) Charming screened patio with ceramic tile overlooking pond and storage closet. This is a delightful community with mature trees, pool, tennis court, clubhouse and inside bike storage room. Centrally located community in Winter Park near Full Sail, Cady Way Trail, Showalter Field, Ward Park, Winter Park Hospital, Wellness Center & YMCA. Walk to grocery or a short drive to Park Ave shopping and restaurants.

Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This beautiful Winter Park home boasts a split floor plan with three bedrooms, two baths, a Florida room and a den/office/flex space. Thoughtfully designed to offer sanctuary and spaciousness. This quaint and quiet neighborhood is a hidden gem. Step inside and be greeted by spacious, light-filled living and dining rooms, showcasing freshly painted walls and gorgeous wood laminate flooring that exude style and durability. Anchoring the home is a beautifully remodeled kitchen, complete with wood cabinets and stainless appliances. Natural gas is in the neighborhood and ideal for cooking on the gas stove. Water heater is also natural gas! Spanning over 2000 square feet, this residence welcomes you with an airy open floor plan that is flooded with natural light. In addition to three spacious bedrooms, this home also features a large Florida room and a bonus room/flex space, ideal for a home office, game room or home gym. Step outside to discover an expanded 16-by-40-foot screen-enclosed patio that allows you to entertain guests effortlessly and enjoy the Florida sunshine year-round, while overlooking the large fenced yard with attractive landscaping! Conveniently just minutes from Interlachen Country Club, Orlando International Airport, major roads, top-rated schools, shopping and dining. Enjoy the best of Winter Park in an affordable home where convenient living is guaranteed, allowing you to focus on enjoying the comforts of your dream home.

Under contract-accepting backup offers. Turnkey 2 bedroom/2 bathroom condo unit! This would be great for a first home, for a Full Sail student, or as an investment unit! It offers an open living area with tile flooring throughout, with a split bedroom layout, and freshly cleaned carpets in the bedrooms. The hall bath was just remodeled- new tub, vanity, countertop, and sink. The living room opens up to a screened-in patio with a fenced in back yard. There are 2 assigned parking spaces, and a community pool! For investors- Rents for a 2/2 in the community are approximately $1500-1600/month! This unit is priced to sell, schedule your viewing today!

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!

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

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!

REDUCED!!!! LOCATION. LOCATION !!! in Winter Park, this beautiful and well maintained 4/2/1. Spacious kitchen with granite counters, stainless appliances, breakfast bar anddining space. The large Master suite is located on the first floor, and fit for a queen. Master bath has granite counters, double sinks, glassenclosed shower and garden tub. Cozy living room with fireplace, and convenient half bath complete the first floor. All 14 quality doors was changed included front door with security glass and protection. All other bedrooms upstairs separated by a large loft space. Upstairs bath has tile with shower-tub combo and double sinks, Re-plumbed and many more features to list this is a must see!!! Sellers are in process to move out. it's sold As-Is condition. Good school District Please CALL NOW!!

This charming 3 bed 2 bath Winter Park home is about 1685 total square feet with a large covered patio to view the bountiful garden. Make an appointment to see this move-in ready home with a lush yard filled with exotic fruits, vegetables and flowers. This lovely home has been meticulously cared for with the roof being replaced 5 years ago. It is ideally located minutes from downtown Orlando/Lake Eola plus all of the various activities in Winter Park. Also in close proximity to Interstate 4, commercial use buildings and other established residential homes. According to Niche, Winter Park is #2 Best Suburb to live in the Orlando area. It is known for top notch restaurants/cafes/bars, boutique businesses as well as upscale shopping. Winter Park is full of arts, culture, charm and beautiful parks. WPV is recognized to have nationally ranked schools and colleges. Adventure awaits with the Sunrail depot nearby. A must see is the WP Farmer's Market with unique vendors. Come take a look before it's gone!

Welcome to this charming condo, perfectly positioned in one of Winter Park’s most sought-after areas. Recently remodeled, the modern kitchen and baths shine with contemporary finishes, while new carpeting and updated fixtures provide a fresh, inviting feel throughout. Step outside to enjoy your covered patio and fenced rear courtyard—ideal for quiet mornings or evening gatherings. The community amenities offer something for everyone, including a pool, tennis courts, shuffleboard, and plenty of on-site parking. Beyond your doorstep, you’ll find convenience at every turn. Rollins College, Full Sail Institute, and Winter Park’s World Famous Park Avenue are just minutes away, along with shopping, dining, and entertainment options. For outdoor enthusiasts, the nearby Cady Way Trail is perfect for walks or biking, and Advent Health ensures peace of mind with healthcare close by. This condo offers the perfect blend of modern updates, a great location, and community perks—don’t let this opportunity slip away!