See all homes in Winter Park
Luxury Homes for Sale in Winter Park, FL
46 homes
New
100 E Rockwood Way, Winter Park, FL 32789
Stunning Turn-Key Luxury Home in one of the most sought after neighborhoods of Winter Park
Experience unparalleled luxury in this breathtaking 4-bedroom, 6-bathroom estate built in 2020, offering ov...
New
210 E Lake Sue Ave, Winter Park, FL 32789
Exquisite Winter Park residence built by Davila Homes, where luxury meets functionality. This impressive home features 5 spacious bedrooms, 5.5 beautifully designed bathrooms, and a generous 4,188 sq...
New
140 Dana Way, Winter Park, FL 32789
Elegant French Country Estate in Prestigious Winter ParkNestled in the heart of Winter Park’s picturesque, tree-lined streets near Lake Sue, this exquisite French Country estate blends timeless elega...
New
141 Oakwood Way, Winter Park, FL 32789
Welcome to 141 Oakwood Way, a one-of-a-kind custom-built estate in the highly desirable south Winter Park/Lake Sue area. This modern Mediterranean-inspired residence seamlessly blends timeless elegan...
New
785 N Phelps Ave, Winter Park, FL 32789
Under Construction. Scheduled for completion in August 2025. This Luxurious Custom Home in the heart of Winter Park offers a perfect blend of luxury, function, and design. This custom built home offe...
New
2185 Talman Ct, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Prepare to be amazed! This custom-built estate in Talman Mews offers an exceptional blend of elegance and functionality.
Spanning 4,760 square feet,...
New
1470 Place Picardy, Winter Park, FL 32789
Elegant 5-Bedroom Estate in the Heart of Winter Park. Nestled on a picturesque double lot in the highly sought-after Via’s, this stunning 5-bedroom, 4 full bath, 2 half bath traditional home offers o...
New
2258 Howard Dr, Winter Park, FL 32789
An unparalleled opportunity to live in one of Orlando’s most desirable areas and in a truly dream-worthy home! This stunning 4-bedroom, 3-bathroom property, situated on a spacious 0.32-acre lot (13,8...
New
1660 Walnut Ave, Winter Park, FL 32789
Under Construction. Elegant and modern new construction home perfectly situated in beautiful Winter Park. Scheduled for completion in August 2025, this brand new construction home offers a perfect bl...
1400 Place Picardy, Winter Park, FL 32789
Beautifully warm and welcoming, this five-bedroom, 5.5-bath custom home is full of modern elegance with over 4,400 square feet of designed living space. As you enter the foyer, you are surrounded by ...
702 Via Bella, Winter Park, FL 32789
Under Construction. New Custom Home in the Desirable Winter Park Via’s – Completion Expected May 2025
This exceptional residence, designed with European English Tudor-inspired architecture, offers t...
1120 Preserve Point Dr, Winter Park, FL 32789
Nestled within the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean Estate is a true private oasis. With over 11,000 square feet of living area and a beaut...
541 Virginia Dr, Winter Park, FL 32789
Welcome to your dream home in the heart of Winter Park, Florida! Nestled in the prestigious Timberlane Shores neighborhood, this exquisite custom-built residence by Farina & Sons offers the perfect b...
5049 Lake Howell Rd, Winter Park, FL 32792
If you live in Winter Park you have driven by this large newer Custom- Built Home with 4,462 sqft., convenient to Interlachen Country Club, Winter Park YMCA and Phelps Park. Popular Park Avenue is ju...
1778 Mondrian Cir, Winter Park, FL 32789
We are thrilled to present the final waterfront gem in our exclusive inventory! Introducing an exquisite, brand-new townhome nestled in picturesque Winter Park, where stunning views of Lake Killarney...
2330 Westminster Ct, Winter Park, FL 32789
Welcome to 2330 Westminster Court, a stunning 5-bedroom, 3-bathroom residence nestled in the heart of Winter Park. This beautifully, fully updated home offers a perfect blend of modern elegance and c...
2161 Sharon Rd, Winter Park, FL 32789
Nestled in the esteemed The Vias area and near the WPRC, resides a home signifying the essence of sophistication and luxury. Situated on a secluded street, it occupies an approximately 0.58-acre lot ...
2652 Lake Howell Ln, Winter Park, FL 32792
Presenting a stunning one-of-a-kind lakefront luxury home with a garage apartment and a basement! This completely remodeled dream home is move in ready with all of the important upgrades already comp...
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