See all homes in Winter Park
Homes for Sale with a Pool in Winter Park, FL
152 homes
3076 Crane Strand Dr, Winter Park, FL 32792
Welcome home to the beautiful Laurel Springs! This cozy, move in ready pool home is exactly what your family is looking for. Fully upgraded with granite countertops, stainless steel appliances, open ...
Price drop
667 Montego Bay Ct Unit S, Winter Park, FL 32792
This is a fabulous 2-bedroom, 2-bathroom condo in the heart of Winter Park. This home has a rare gated, private front entrance that is a unique feature of this street in the community, making the ent...
800 Greens Ave, Winter Park, FL 32789
Welcome to 800 Greens Ave - inspired by the visionary principles of Frank Lloyd Wright. This custom built home is thoughtfully designed on a third of an acre lot in 32789. You will notice the tradema...
Price drop
1885 Temple Dr, Winter Park, FL 32789
Priced below appraisal! Highly desirable Lugano Terrace, 4-bedroom, 3.5-bath brick home offering timeless charm and modern amenities just steps from the serene shores of Lake Knowles. Set amidst lus...
Price drop
1000 S Semoran Blvd Unit 606, Winter Park, FL 32792
Occupy or invest in this outstanding location. Excellent 2 bed 2 bath Winter Park condo. Walking distance to Full Sail University and a short drive to University of Central Florida. University Blvd. ...
690 Osceola Ave Unit 610, Winter Park, FL 32789
Experience the best of lakeside living in this stunning 2-bedroom, 2-bathroom condo on beautiful Lake Virginia, part of the Winter Park Chain of Lakes. Just a short walk from Park Avenue, Rollins Col...
7440 Aloma Ave, Winter Park, FL 32792
Discover the ideal space to grow and elevate your business with this prime C1-zoned property, perfectly situated on a bustling main street with high foot traffic and endless possibilities! This versa...
Price drop
4786 Tangerine Ave Unit 4786, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Welcome to this charming, upgraded 2-bedroom, 2-bathroom condo in Winter Park—an exceptional find at an affordable price! As you enter, you'll be greet...
Price drop
1341 College Pt, Winter Park, FL 32789
This custom lakefront home on Winter Park's Chain of Lakes offers stunning views of Lake Virginia and is in the historic Virginia Heights neighborhood, just a short walk from Rollins College and down...
1781 Goodrich Ave, Winter Park, FL 32789
Introducing an exquisite Modern English Cottage by Floridian Custom Homes. This pool home will offer just over 2,700 s/f with 4 bedrooms and 3 1/2 bathrooms of luxury living. Step inside and discover...
1316 Fountain Hills Ct, Winter Park, FL 32792
Professionally landscaped multi-generational 3-car garage Home loaded with upgrades including a custom Swimming Pool w/Beach entry located in the desirable 10 homes community of Seranza Park in Winte...
Price drop
2518 Sweetwater Trl, Winter Park, FL 32789
Welcome home! This beautiful 4-bed, 2-bath pool home boasts a spacious 2,205 square feet of living space with a fantastic floor plan in Winter Park. Along with a new roof and water heater this home i...
851 Miles Ave Unit 15, Winter Park, FL 32789
Super cute, move-in-ready 2-bedroom, 1-bath condo, perfectly situated in the heart of Winter Park. This first-floor end unit offers modern upgrades and unbeatable convenience, making it an ideal plac...
Price drop
5240 N Lake Burkett Ln, Winter Park, FL 32792
One or more photo(s) has been virtually staged. Welcome to 5240 North Lake Burkett Lane, a classic 4 bedroom, 2.5 bathroom home, located in beautiful Winter Park!
The open floor plan and high ceili...
1751 Glencoe Rd, Winter Park, FL 32789
Under Construction. Exquisite new construction residence nestled in the heart of Winter Park, walking distance to Park Ave. This luxurious home boasts over 4,000 square feet of meticulously designed ...
1010 N Pennsylvania Ave, Winter Park, FL 32789
Located in the heart of Winter Park's downtown corridor, 1010 N Pennsylvania Ave offers a luxurious Mediterranean-inspired design with so many modern upgrades, all just steps from Park Avenue’s shops...
Price drop
1712 Bomi Cir, Winter Park, FL 32792
**This property qualifies for a closing cost credit up to $4,400 through the Seller’s preferred lender.** Welcome home to this charming 4-bedroom, 2-bathroom pool home zoned for top-rated schools in ...
Price drop
3092 Nicholson Dr, Winter Park, FL 32792
Don't miss seeing this move-in ready Winter Park home with no HOA.! This 3 bed/2 bath (split bedroom plan) home is a short walk to the Eastbrook Elementary and includes 2022 roof, 2024 A/C, double p...
Viewing page 3 of 9