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Homes for Sale with a Pool in Winter Park, FL
145 homes
New
2719 Bright Bird Ln, Winter Park, FL 32792
Water View Home in Winter Park! Discover this like-new 3-bedroom, 2.5-bathroom townhome in Grayson Square, a newly constructed community. Home is still under the builder’s warranty. This townhome fea...
New
1424 Cavendish Rd, Winter Park, FL 32789
Welcome to 1424 Cavendish Road. This Beautiful 1940’s Pool Home is tucked between the tree-lined streets of highly desired, Orwin Manor, offering the perfect blend of classic appeal and modern conven...
New
1496 Broad Wing Ln, Winter Park, FL 32792
One or more photo(s) has been virtually staged. This gorgeous townhome offers the luxury and modern touches you've been seeking. As you step inside this home, you'll be greeted by high ceilings and ...
New
2465 Grand Teton Cir Unit 2465, Winter Park, FL 32792
Charming 2 bedroom, 2 bath condo nestled in a serene community in beautiful Winter Park. The open concept living and dining space has soaring vaulted ceilings and skylights that fill the home with na...
New
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 ...
New
2111 Staunton Ave, Winter Park, FL 32789
One or more photo(s) has been virtually staged. Welcome to a delightful property that boasts a modern, neutral-colored paint scheme throughout. The kitchen is a chef's dream, equipped with all stainl...
New
1401 Lone Feather Trl, Winter Park, FL 32792
In Winter Park's premier gated community, this stunning modern residence epitomizes contemporary elegance. Boasting over 1,700 square feet of meticulously designed, energy-efficient living space, eve...
New
4952 Tangerine Ave Unit 4952, Winter Park, FL 32792
This well-designed and beautifully updated Winter Park townhome offers an open layout with tons of storage, 2 large bedrooms and 2 FULL bathrooms! The modern kitchen and bathrooms showcase recent re...
New
1417 Miller Ave, Winter Park, FL 32789
Pre-Construction. To be built. New construction, single family home from FG Schaub Custom Homes, featuring five bedrooms and four bathrooms with custom curated finishes within a 3312sqft., open floor...
New
2100 Suffield Dr, Winter Park, FL 32792
GREAT BONES! A fantastic opportunity for you to own your slice on Winter Park. This lovingly cared-for 3 bedroom, 2.5 bathroom, plus Office POOL home sits on an OVERSIZED cul-de-sac lot. Outside, the...
New
255 Sandlewood Trl Unit 4, Winter Park, FL 32789
WINTER PARK! LOW MONTHLY HOA! END UNIT! Enjoy coming home to your 2 BEDROOM/2.5 BATHROOM CONDO HUD APPROVED home!! This is a two-bedroom, 2.5 bathroom townhouse for sale. Situated in the 32789 portio...
New
350 Carolina Ave Unit 301, Winter Park, FL 32789
JUST LISTED – Beautiful 2-bedroom end unit at Winter Park’s Park West Condominiums! Tastefully remodeled this spacious 1,544 SF home features an open floor plan with a split-bedroom layout. The home ...
New
7474 Canford Ct Unit 13, Winter Park, FL 32792
Charming 2-Bed, 2.5-Bath, 1,611 Sqft Townhome in Prime Winter Park Location
This spacious two-story townhome offers the perfect blend of comfort and convenience in a prime Winter Park location. The ...
New
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...
1695 Lee Rd Unit A209, Winter Park, FL 32789
Beautiful 1-Bedroom Condo in prime location! This Waterfall Cove at Winter Park condo presents, a spacious open layout and private balcony, perfect for relaxation. Enjoy a range of community amenitie...
5405 Justine Way, Winter Park, FL 32792
Introducing a charming new listing that is sure to capture your heart and not let go! This delightful 4-bedroom, 2-bathroom home offers an inviting ambiance filled with warmth and light. Imagine step...
Price drop
2809 Bower Rd, Winter Park, FL 32792
Calling all art enthusiasts to purchase this Mid-Century dream pool home.
As you enter your oasis you will be immersed into a serene environment. In the foyer, you will find original polished slate ...
1904 Houndslake Dr, Winter Park, FL 32792
Now is the perfect time to own this COMPLETELY UPDATED 3 bedrooms, 3 bathrooms, 2 story home with a pool. Highlighted Features include a VAULTED ceiling within the living room, fireplace, open kitche...
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