Winter Park is easily the most vibrant community in Orlando. The lively downtown area around Park Avenue is known for nationally ranked art festivals, world-class museums, great entertainment and restaurants with sidewalk seating just like in Miami South Beach. Winter Park was originally almost exclusively a second home and vacation destination for wealthy Northerners. Housing supply consists of high-end properties, waterfront mansions, and estate homes. Median sold price in Winter Park is almost triple that of Central Florida and homes here regularly sell in multi-millions. Beautiful lakes of Winter Park are connected with the system of canals originally built to transport lumber during construction boom in late 19th and early 20th century. You can now take a scenic boat tour through the chain of lakes and experience the jewels of Winter Park real estate from another angle.
Living in Winter Park is a lifestyle choice. While there are many good neighborhoods in Orlando area, Winter Park with it's luxury homes, museums, beautiful restaurants and lakes stands among the top. It is a great place to live or spend an afternoon. Winter Park is the home of Rollins College, the first college established in Florida. The Morse Museum on Park Avenue holds the largest collection of Tiffany.
Wonderful, 4 bedroom home in Winter Park that has been maintained beautifully is waiting for your family to make it their own! Built in 2013 and close to the 417 for easy...
This is your opportunity to own a two-story, three-bedroom, three and a half bathroom townhome with its own private street entrance in historic downtown Winter Park at th...
This New England inspired home is located on a large lot (.41 acres), just over a mile from the boutiques and restaurants lining Park Avenue. Almost 6,000 SF of living sp...
Stunning new townhome community in the Heart of Winter Park! Multiple units available. Built by award-winning Osprey Custom Home Builders, this 3 bedroom, 2.5 bath interi...
GREAT 3/2.5 THREE STORY MEDITERRANEAN STYLE TOWNHOME LOCATED IN WINTER PARK. ENJOY A GORGEOUS KITCHEN WITH COOK TOP CENTER ISLAND, GAS RANGE, STAINLESS STEEL APPLIANCES,...
Welcome to your new residence in Winter Park! This home is practically perfect with its oversized owner’s suite (with walk-in closet and jetted tub), guest room (split be...
STATE-OF-THE-ART technology, TOP-OF-THE-LINE finishes, attention to DETAIL, and centrally LOCATED in historic WINTER PARK is where you will find this 2019 fully renovated...
Welcome to the heart of Winter Park. This beautiful 2-story, 4-bedroom, 3.5-bath home includes a backyard oasis with pool/spa. A home that was built in 2012 features "wee...
Located on a quiet street in the heart of Winter Park, this beautiful 5 bedroom home is zoned for A+ schools--including Dommerich Elementary, Maitland Middle, and Winter ...
Welcome to this luxurious, one-of-a-kind Posada custom home located on a quiet street in a very desirable Winter Park neighborhood. The classic finishes and open floor pl...
Come see this beautiful custom home locate in the Windsong Community in Winter Park built by Keith Groninger of Groninger Custom Homes. This 3,775 sqft 4 bedroom 4 bath h...
The beautiful Lake Killarney Townhomes provide the best in style, location, and value. This fully upgraded smart home features every luxury of the modern era, convenient ...
You'll find one of Central Florida's most distinctive and established in-town living experiences in historic downtown Winter Park. Now is your opportunity to own a two-st...
The Art of Modern Style in Winter Park. This Luxury Lakefront Town home, located on sparkling Lake Killarney, offers stunning sunset views. This Modern marvel will deligh...
Fabulous Winter Park Custom Builder Rex-Tibbs designed this Winter Park home, is located in one of Winter Park's most beautiful and private neighborhoods. on a Cul-de-sac...
2019 PARADE OF HOMES Entrant - Come see this lovely pool home with a nice open floor plan located in walking distance to all that Winter Park has to offer. After a long w...
Fabulous modern Mediterranean on a quiet cul-de-sac location nearby downtown Winter Park/Park Avenue. The property affords wonderful privacy with a "park-like" backyard. ...
A fantastic opportunity for a discerning buyer to own Oak Tree House, the "Jewel in the Crown" of the Phil Kean designed Brownstones located in downtown Winter Park. Just...
Stunning contemporary new build in the Winter Park Design district. Offering 4 oversized bedrooms, 3.5 elegantly appointed bathrooms, and 3,186sf of gracious living. With...
Beautifully designed and custom-built by premier Winter Park builder Bill Felkel, this stunning home is situated on an oversized 0.40 acre lot in the distinguished Winter...
Automotive/Body Repair for Sale - 4,500 SF block and metal building. Includes 600 SF office, 3900 SF warehouse with two 160 SF storage containers and semi-down draft pai...
Your search is over! Come see this beautiful Spanish/Mediterranean three bedroom, two and a half bath condo/townhome located just minutes from downtown Winter Park. Fir...
BEAUTIFUL WINTER PARK PENTHOUSE oriented in the most private section of the Jewel of Winter Park! Villa Siena is located 2 blocks off Park Avenue and is directly across f...
Custom built Mediterranean home on secluded cul-de-sac in exclusive Elizabeth's Walk enclave of Windsong. Exterior features include 10' solid mahogany double entry doors...
This is the home you have been looking for! If you have been searching for the perfect move-in ready, like-new home, then this may be the one!! Upon entering, you will ...
Amazing opportunity in the charming Winter Park neighborhood of Windsong. This 5 bedroom/ 5 bath, 3,085 sq ft pool home was fully remodeled in 2015, including flooring, ...
Winter Park - Nearly new 3 bdrm 2 bath energy efficient home plus flex room, built by Pulte in 2020 in boutique 17 home gated, sold out, community. Quality construction...
Rare opportunity to own a completely multi-generational home in the exclusive neighborhood of Talman Mews on DUAL lots. The statement entrance begins under the portico w...
Tuscan inspired custom built pool home located in Windsong offers five or six bedrooms, an open floor plan, home office, media and game room, and a stunning wrap-around s...
Located in the highly coveted tree streets of Winter Park, this traditional two-story home features 5 bedrooms, 3.5 bathrooms, and plenty of entertaining space inside and...
***Price Improvement*** Welcome to the home of your dreams!! Your brand new 2020 Custom built French Provincial style estate is ready and waiting for your family. The qua...
Discover an exceptional opportunity in the heart of Winter Park. This beautiful custom-built two-story modern home is very bright with southern exposure on the rear of th...
Brand new home. 10 foot ceilings. Front and back porches. Engineered wood floors. Thermidor appliances. Upgraded windows. Huge attic storage. Surrounded by 6 foot block w...
*Price Improvement* Located just minutes from Winter Park’s famed Park Avenue, this beautiful 3 bedroom, 2 1/2 bath designed by the award winning, world-renowned Nasralla...
Under Construction. Your Brand New 2021 Custom Home is almost ready for your family. Rex-Tibbs Construction has been building timeless homes in Winter Park for over 35 ye...
Why wait on the builder when YOU can own this beautiful Julian model home built in 2019! This nearly new energy-efficient townhome is located in one of the newest communi...
Take the virtual tour: https://my.matterport.com/show/?m=ti1mdHMXxU9. This gorgeous custom-built 4 bedroom, 3.5 bathroom home is located in the exclusive Windsong subdivi...
Welcome to 1807 Barker Drive, a lakefront home that includes tranquil views of a natural habitat, with magnificent sunsets off the water. Approximately 40% of the shoreli...
Rare Opportunity to live in Winter Park, in a secluded beautiful Cul-de-Sac overlooking a wide open green area with a great privacy. Only a steps away from all the Major ...
Magnificent mew construction Downtown Winter Park estate, built by one of the country’s top builders, this architectural masterpiece is situated just steps from Park Aven...