Our website features the best Winter Park FL Luxury Home search including real estate, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor’s database every 15 minutes.
You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Winter Park FL Luxury Home Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.
Curious about what’s happening in your neighborhood? You can view a current Winter Park FL Luxury Home Market Report to see what’s active, under contract, and sold in your neighborhood!
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Contact SRN Real Estate Pros today to find out how we can be of assistance to you!
Incredible custom home built by Ellsworth Galimore.
Fabulous Charleston style home located in the heart of the Via’s, walking distance to the WPRC, situated on an elevated corner lot that is a very private setting on a dea...
Beautifully renovated home tucked away on a quiet street and a short stroll to charming Lake Knowles as well as Phelps Park! This beauty has a delightful brick paver fron...
Totally renovated Modern Farmhouse looks as though Chip and Joanna Gaines had their personal touch on it! Long circle driveway and paver front porch welcomes friends to c...
Located in the heart of the Vias, this elegant and meticulously maintained home exudes warmth and endless quality and style throughout. It’s bright, neutral décor and con...
Under Construction. Under Construction. FG Schaub Custom Home opportunity will be ready in December 2022! Live the custom lifestyle in the highly sought-after Olde Wint...
Walk to Park Avenue from this beautiful traditional masterpiece that will feel like home with every step. Built by Rex-Tibbs, one of Winter Park’s most established home b...
A rare gem in the heart of old Winter Park, this historic-designated estate home is nestled on nearly one full acre of lushly landscaped land, just steps from downtown sh...
Gorgeous, Transitional Living in 32789. Masterfully designed and built to perfection, this 5 bedroom, 4.5 bathroom pool home offers modern, open living in the Heart of Wi...
Located in the prestigious Via’s of Winter Park, this timeless home was custom-built on ½ an acre, and has been meticulously maintained by the original owners. The high-q...
Pre-Construction. To be built. Looking to purchase a new home in Winter Park? Barefoot Brothers Construction group presents this opportunity to build on a quiet street, b...
Sold data entry only.
STUNNING FLORIDA LAKEFRONT home on spring-fed LAKE BURKETT serves up the best of gorgeous views, a terrific Winter Park location, quiet community privacy, and tidy Florid...
Under Construction. Don't miss the opportunity to live in a brand new custom designed pool home built by renowned Winter Park builder Carmen Dominguez. Warm woods and mod...
This beautiful Modern Mediterranean home is centrally located in Winter Park within walking and biking distance to Park Avenue, Winter Park YMCA, and Phelps Park. The two...
Under Construction. Completion estimated by the end of the year. This home features 4,370 square feet of living space comprised of 5 bedrooms and 5.5 bathrooms. The main...
Nestled on the eastern shores of Lake Knowles in the Heart of Winter Park. Enjoy incredible wildlife and beautiful sunsets each night. This home is a MUST SEE. There a...
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Pre-Construction. To be built. Location, functionality, beautiful construction and a host of amenities make this the perfect place to call home. Historic oak trees drippi...
WELCOME TO 777 GREEN OAKS COURT....Traditional, custom built 5 Bedroom 3 Bath ORIGINAL OWNER home on a beautiful .37 acre lot. Located on a serene Cul-de-sac in a fantas...
New Price!! This modern-styled home is located in Olde Winter Park. This 3-bedroom, 2-full-bath, 1-half-bath is sure to make your shortlist. Located on a brick street and...
Casa del Mondo known as House of the World in Winter Park, is situated on Winter Park Chain of Lakes in the posh and very exclusive Twelve Oaks neighborhood off Park Aven...
ONE-OF-A-KIND, 8-Acre, LAKEFRONT, Paradise on Lake Howell (a private, skiable lake) in Winter Park. Over 220 FT. of LAKE FRONTGE w/ Dock & Panoramic Private Lake Views i...
An exquisite and stunning custom build by Signature Homes is situated on a wrapping corner in the heart of Winter Park, providing a walking lifestyle like no other. This ...
Pre-Construction. To be built. Take advantage of one of the last chances to live in Lake Killarney Shores, one of Winter Park's newest communities - a collection of 30 cu...
Casa Bianca, the extraordinary Winter Park estate, has entered the market for the first time available in over 40 years. Perfectly positioned on the corner of Via Tuscany...
Winter Park Stunner! FULLY REMODELED 2016 built Modern-Styled POOL HOME on a brick-lined street in 32789 Winter Park, Florida. Located in the heart of it all, this home'...
Expect to be impressed with this custom Mediterranean style home nestled in the heart of Winter Park. This 4/4.5 pool home sits on a brick street close to Park Avenue an...
Pre-Construction. To be built. This New Construction Winter Park home went under contract in March of 2021. This was sold at pre-construction incentive pricing.
Located in the heart of Winter Park, this mid century ranch has been lovingly cared for by the same family for the last 26 years. Situated on a well manicured and privat...
Santa Barbara 4 bedroom 4.5 bath in the heart of Winter Park. Showings on Friday, Saturday, and Sunday only. More pictures to come this week. New countertops and fresh in...
Elegant classic design with custom finish work in this traditional yet timeless home. Detached apartment with private entrance offers flexible space for extended family o...
Taking Backup contracts. Winter Park showstopper built by David Weekley in 2018! The top of the line home upgrades will impress any discriminating buyer. Enjoy spacious ...
Winter Park's Original "Mr. Rogers Neighborhood". A rare find in the heart of Winter Park. This beautiful Mediterranean masterpiece features 4 bedrooms and 4.5 baths and...
Welcome home to a gated estate on one of the most desired streets in Winter Park, on a half-acre with a separate guesthouse and a short distance to Park Avenue, Kraft Aza...
Full of charm and character, this renovated 1925 vintage cottage is in the beautiful Virginia Heights neighborhood. The main house has gleaming hardwood floors and cozy s...
Private pool home in the heart of Olde Winter Park where you can walk to exceptional restaurants and shopping on Park Avenue at the farmers market. Nestled on a beautiful...
Welcome to this modern yet classic 4 bedroom and 3.5 bath custom home located in charming North Windsong of Winter Park, perfect for family and entertaining. The lovely ...
Better than new, very attractive home in the desirable tree streets of Winter Park. All living spaces including the four generous sized bedrooms have wood floors. Forma...
Wonderful courtyard Mediterranean style home on one of those iconic quiet brick streets in Winter Park! Gated entry to pavered garden courtyard, arched front door, with ...
Stunning Setting! Expansive 4 Bedroom/3bath plus BONUS ROOM home on gorgeous elevated lot with sweeping views of Lake Chelton. Large living areas with multiple entertain...
Under Construction. Fabulous new construction, new transitional coastal home situated on corner property. Quiet, brick tree-lined street convenient to Phelps Park, YMCA, ...
WINTER PARK VIA’S!!! Incredible Oversized Lot is located in the “Heart” of Winter Park. Very Unique opportunity in Winter Park for a high-quality custom build. The bric...
SOLD DATA ONLY
Stop the car! You are sure to fall in love with this custom pool home in the heart of Winter Park. As you enter the home, you are greeted with the soaring ceilings, fini...
Elegant Transitional European residence on an elevated corner lot in the Via’s with deeded Winter Park chain of lakes access… This estate home has all the modern amenitie...
MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST DUE BY 1PM ON 2-16-2022. Captivating, timeless and ideally located just minutes away from famed Park Ave, this colonial clas...
Welcome home to this effortlessly bright and open, oversized, almost half-acre property with a beautiful lake view, located in one of the most precious and private spots ...
Beautiful Mediterranean Lakefront estate with 5 bedrooms, 3.5 bathrooms, sandy beach (one of a kind) and 127’ on lake Osceola. Enjoy captivating views of lake Osceola, pa...
Vintage 1960 Winter Park home nestled in the Vias. Property has been well maintained over the year but is a fixer upper or a tear down. Walking distance to Winter Park Ra...