Once a winter resort, the City of Winter Park, Florida, is now a great place to live all year through. Among its many advantageous features, Winter Park has a great location just north of Orlando in Orange County. The city is also a naturally beautiful place with more than seventy parks where you can enjoy its lovely landscapes, not to mention the Winter Park Chain of Lakes. Winter Park is also home to the Charles Hosmer Morse Museum of Natural Art and Rollins College, both of which contribute to its reputation for being culture- and arts-filled.
Further contributing to its appeal, Winter Park hosts many exciting holiday celebrations and other events and festivals each year, and also boasts numerous one-of-a-kind neighborhoods with recreation opportunities, locally-owned businesses, and fabulous restaurants. Similarly, along the tree-lined Park Avenue you’ll find some of the area’s best shopping, dining, and fascinating museums. A few of the most popular restaurants in the Winter Park area include blu on the avenue, Umi Sushi, Hamilton’s Kitchen, Chez Vincent, Orlando Meats, Kai Asian Street Fare, Swine & Sons, The Polite Pig at Disney Springs ®, and the Ravenous Pig. Similarly, specific area retailers include Liz’s, Bebe’s, Tugboat & The Bird, John Craig Clothier, and Tuni’s, as well as those found at Shops on Park, which include J. McLaughlin and Lilly Pulitzer.
Real estate in Winter Park is also quite impressive and varied. There are large apartment complexes in Winter Park, as well as a vast array of single-family detached homes. Winter Park homes typically range in size from studios and one-bedroom lofts to large homes with four or more bedrooms. In addition to varying sizes, homes for sale in Winter Park also come in a variety of architectural styles and ages; therefore, listing prices for Winter Park properties fall across a wide range. If you would like specific details about any of the available properties in Winter Park, Florida, please connect with us today or at your earliest opportunity.
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Perched on a hill nestled between Sylvan and Bonita, along the brick streets of Winter Park, this home has so much to offer. The privacy wall along Maiden Lane creates a ...
INCREDIBLE OPPORTUNITY to own an updated two-story condo with lush garden views from BOTH BALCONIES! The unit underwent an enormous upgrade overhaul just a few years ago ...
Mediterranean style Townhouse, granite counter tops, SS appliances, hardwood floors on first floor and carpet on second floor, private courtyard, detached one car garage ...
Cozy Winter Park Pool Home in Orange County - Move-in Ready! Experience the outdoor oasis by relaxing in your screened Lanai or take a dip in the private pool. Great for ...
A must see Winter Park pool home w/ lovely open split plan. Enjoy spacious family room opening to covered rear
porch and screened free form pool. Home features both a di...
Fully remodeled home in Winter Park with no association and huge backyard space. This three-bedroom, two-bath, one-car garage home has new laminate throughout the entire ...
Welcome to this exquisite French Modern home that seamlessly blends classic architecture with modern amenities. With 4 bedrooms, 4.5 bathrooms, 4,055 s/f, and a detached...
Wanting to live in Winter Park in a newer and beautiful property? Here it is. This beautiful property is so centrally located that has it all near by within less than 10 ...
Welcome home to this professionally decorated two-story custom French provincial pool home. No space or detail has been overlooked, and with an endless list of upgrades, ...
Welcome to Orwin Manor, a timeless Orlando-Winter Park neighborhood established in 1924, offering lifestyle and prime location. Come see this designer dream! Solidly buil...
This stunning home, built by LunDev Custom Homes, boasts clean, modern features and an exceptionally designed floorplan, while only steps from Phelps Park, tennis courts,...
Don't miss out on this updated 2 bedroom, 2 bath condominium in the exceptional 55 and over Whispering Waters community located on the Winter Park Chain of lakes. This se...
JACKPOT! NEW ROOF AND GUTTERS 2023! HVAC 2021!, Interior completely painted including garage floor 2023! $61,000 in improvements on this home since 2017. Move in ready! ...
This one of a kind Winter Park 4 bed/3.5 Pool contemporary two-story ranch estate is sure to impress! Sitting on nearly an acre in a secluded cul de sac makes this prope...
BETTER THAN NEW AND READY FOR YOU! BUILT IN 2021!! Designed and built by Winter Park architect and building contractor, Stevens, Inc., this CUSTOM CRAFTSMAN style home br...
Pre-inspected. Offered for the first time in over 30 years! Winter Park’s only original, charming and completely remodeled historical farmhouse. Known as the “Harris-Edis...
Located in the Stratford, a well-maintained community in Winter Park between Maitland and Casselberry. The two story brick buildings give it a clean and bright look. The ...
Income producing duplex. Each side had 2 bedrooms and 1 and 1/2 baths. Both sides have been renovated. New flooring, kitchens with granite. New roof in 2022. Septic tanks...
Nestled near the heart of Winter Park, this modern masterpiece exudes elegance and superb attention to detail throughout. This home was a Parade of Homes collaboration be...
PROFESSIONAL PHOTOS TO COME. Located on a quiet, tree lined street in Timberlane, a neighborhood in Winter Park that is known for its beautiful homes and excellent proxi...
Located in the picturesque Winter Park area of Florida, this stunning home boasts an UNPARALLED LAKEVIEW and is surrounded by lush tropical forest landscaping, providing ...
Live in desirable Winter Park in this cute renovated 2/2 condo. This unit is ideal whether you are an investor or an owner-occupant. This is an opportunity to live in a c...
Like New! Remarkable 6 bed / 5 bath home in prime Winter Park 32789 location. Wonderful for entertaining and large families! Most attention to detail! Huge 92'x167' lot w...
Dreams do come true! 2019 Newer Build Winter Park and College Park Adjacent Paradiso! No HOA! Short term Airbnb and VRBO welcome! Modern Farmhouse style with almost 2600 ...
Peaceful Florida living awaits in this Super Sweet Winter Park Two Bedroom, One Bath, home on a Tree Covered Corner Lot. Bonus Room could be an Office or Extra Bedroom. O...
Welcome to your new cozy and charming 2-story condo at Winter Park Woods! Tucked away just off SR-436, this delightful 2-bedroom, 1.5-bathroom home is perfectly situated ...
Magnificent lakeview estate in Windsong – 526 Genius Drive, Winter Park – Offered at $4,150,000! For the first time, this stately residence is on the market and available...
GREAT BUSINESS OPPORTUNITY! - Excellent location, in the heart of Winter Park. Beautiful cafeteria, with highly qualified personnel to offer the public an experience of i...
This fabulous home is on one of Winter Park’s most charming brick streets and a short stroll leads you to Lake Mizell. It features an abundance of natural light and blend...
Come and check out one of Winter Park's newest neighborhoods, Hawks Crest! This stunning gated community is all about living the resort life but in Central Florida. From ...
Welcome to this stunning renovated POOL HOME in the heart of Winter Park! This charming property features three bedrooms and one and a half baths, with an additional den ...
Just Listed!! Impeccable location a half block off Park Avenue with incredible views of the golf course. Listed $130,000.00 below appraised value as of Oct 2022. This won...
250 Cortland is nestled among million-dollar homes on one of the nicest brick, tree lined streets in Winter Park. This 3bedroom, 2 bath split bedroom home plan has low ma...
One or more photo(s) has been virtually staged. Location, Location, Location. Come and see this cute 3/2 Winter Park Home. Modernized Kitchen with stainless steel applian...
Beautiful ONE STORY Winter Park Condo with attached 2 car GARAGE!! Need to downsize? You won't have to give up everything!
2 Bedroom, 2 Baths PLUS a Den/Office. Eat i...
Under Construction. At Pulte, we build our homes with you in mind. Every inch was thoughtfully designed to best meet your family’s needs, making your life better, happier...
Beautiful family home for sale! 5 Bedrooms, 2 Bathrooms, 2 car garage, formal living and dining rooms, a family room attached to the eat in kitchen, and a screened back p...
This beautiful and remodeled home is turnkey and ready to move in.
Investors -- You will love the cash flow upside with this property.
Updated Roof, AC, Exterior Pain...
WINTER PARK LAKEFRONT – 1745 Lake Berry Drive, Offered at $3,175,000! Stunning lakefront estate with 80’ of waterfront on Winter Park’s private Lake Berry. Recently remod...
Central to the heart of Winter Park, the Alabama Condominium resides on five stunning manicured acres on the Chain of Lakes. This beautiful unit boasts three bedrooms, tw...
Build your dream home in the desirable Lake Sue area. Nestled amongst the majestic oaks on a quaint brick street, current home is a three bedroom, two bath home with a g...
Build your dream home in the desirable Lake Sue area. Nestled amongst the majestic oaks on a quaint brick street. Zoned for the BEST schools! Convenient location to W...
Elegant French Mediterranean gated lakefront estate on premier exclusive and private setting in Olde Winter Park… This spectacular residence is located on the Isle of Sic...
Under Construction. WINTER PARK NEW CONSTRUCTION!! Welcome to an amazing opportunity to own a brand new 3 bedroom 3.5 bath, 1813 sq. ft. townhome in an incredible locatio...
A rare opportunity to own an one-story condo, close to shopping and downtown Winter Park!
Cozy 2-bed/2-bath Condo, featuring an open floorplan, new laminate flooring, e...
Stunning French Provincial Estate with modern features on large .36 acre lot. 5 Bedrooms, 6 Full Baths and almost 5,200 SF of luxury living space. Open and inviting with...
Stunning new two-story home in Winter Park’s exclusive gated community of Hawk’s Crest. This 4-bedroom, 3 bathroom home has a great floor plan that features open dining a...
Attention investors! Take a look at this great opportunity to purchase a Cozy Condo located in Winter Park, FL. This studio condo features beautiful tile floors and lots...
Your new home in the heart of Winter Park is just two blocks from Park Avenue. This one-bedroom, one-bathroom ground-floor condo at Whisperings Waters allows easy access ...