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$2,935,000

Residential For Sale

541 W Canton Ave, Winter Park, Florida 32789

4Bedroom(s)
4Bathroom(s)
49Picture(s)
3,553Sqft
Timeless elegance meets boutique craftsmanship at 541 W Canton Avenue—an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm.
$157,000

Residential For Sale

296 Lewfield Cir, Winter Park, Florida 32792

1Bedroom(s)
1Bathroom(s)
OpenParking(s)
12Picture(s)
678Sqft
1 bed, 1 bath condo in Winter Park
$975,000

Residential For Sale

913 Moss Ln, Winter Park, Florida 32789

3Bedroom(s)
2Bathroom(s)
Off StreetParking(s)
38Picture(s)
1,887Sqft
***Lease purchase available | Remodeled in 2023 | Furniture package available | Short term rental allowed*** Discover Your Dream Retreat at 913 Moss Lane, Winter Park, FL – A 2023 Masterpiece Awaits! Step into luxury living at 913 Moss Lane, a breathtakingly renovated 3-bedroom, 2-bath haven in the heart of Winter Park, boasting 1,887 square feet of modern elegance and timeless Florida charm.
$229,000

Residential For Sale

151 N Orlando Ave #204, Winter Park, Florida 32789

2Bedroom(s)
1Bathroom(s)
GuestParking(s)
33Picture(s)
710Sqft
One or more photo(s) has been virtually staged. Investors Dream with Minimal Lease Restrictions! Back on Market. Buyer financing fell through.
$1,899,500

Residential For Sale

1840 Bryan Ave, Winter Park, Florida 32789

4Bedroom(s)
4Bathroom(s)
47Picture(s)
3,727Sqft
This custom 2014 built Winter Park residence is stretched over a double lot with a backyard resort style retreat yet close to all that Winter Park offers. A home with function and flexibility with a separate guest house, office or studio based on your needs. This thoughtfully designed home is sophisticated with casual comfort and showcases four bedrooms, 3.
$1,425

Residential Lease For Rent

3007 George Mason Ave #h-3d, Winter Park, Florida 32792

2Bedroom(s)
3Bathroom(s)
AssignedParking(s)
19Picture(s)
1,090Sqft
HOLIDAY MOVE-IN SPECIAL! Apply and get approved by 12/31/25 and receive ½ month off PLUS your application fee back at move-in (up to $85). Terms apply Move-in ready and beautifully updated, this two-story condo in the desirable Colonies Community offers 2 bedrooms and 2.5 bathrooms, with each bedroom featuring its own private en-suite bath. All bedrooms are located upstairs.
$665,000

Residential For Sale

1399 Aloma Ave, Winter Park, Florida 32789

3Bedroom(s)
2Bathroom(s)
Garage Door OpenerParking(s)
38Picture(s)
1,804Sqft
***Price Adjustment *** Charming 1948 Winter Park Home! This 3-bedroom, 2-bathroom gem is full of timeless charm and unlimited potential! Set on a private lot in the heart of Winter Park, moments from Rollins College, Park Avenue, and Winter Park Hospital. Just a short walk provides coveted access to the Winter Park Chain of Lakes, bring your paddle board or canoe.
$319,900

Residential For Sale

2487 Harbour Way, Winter Park, Florida 32792

3Bedroom(s)
3Bathroom(s)
OpenParking(s)
15Picture(s)
1,803Sqft
Unmissable opportunity in Winter Park! Beautiful house for sale with 3 bedrooms and 3 bathrooms, perfect for those seeking comfort, convenience and quality of life.
$120,000

Residential For Sale

316 Scottsdale Sq #316, Winter Park, Florida 32792

2Bedroom(s)
2Bathroom(s)
22Picture(s)
1,085Sqft
Welcome to 316 Scottsdale Square, a delightful 2-bedroom, 1 and half bathroom condo located in desirable Winter Park. This home features a spacious open floor plan with natural light, ideal for comfortable living. The kitchen includes modern appliances and overlooks the cozy living area, perfect for entertaining.
$459,000

Residential For Sale

3601 Midiron Dr, Winter Park, Florida 32789

2Bedroom(s)
1Bathroom(s)
24Picture(s)
954Sqft
BUILD YOUR DREAM HOME IN WINTER PARK! Nestled directly across from the historic Dubsdread Golf Course, this property offers a unique chance to invest in one of Orlando’s most sought-after neighborhoods.
$219,000

Residential For Sale

200 Saint Andrews Blvd #2306, Winter Park, Florida 32792

2Bedroom(s)
2Bathroom(s)
OpenParking(s)
53Picture(s)
1,015Sqft
Excellent opportunity in a prime location in Central Florida. This two-bedroom, two-full-bath corner unit is in the Four Seasons Condominiums of Winter Park, just steps from the Cady Way Trail, Showalter Field, Ward Park, the YMCA, medical centers, and shopping. Park Avenue and museums are just minutes away.
$160,000

Residential For Sale

1695 Lee Rd #e215, Winter Park, Florida 32789

3Bedroom(s)
2Bathroom(s)
15Picture(s)
1,149Sqft
Move-in Ready Renovated Condo – Prime Location! This beautifully renovated condo offers both style and convenience, situated right next to the community pool and playground. Enjoy modern upgrades throughout, along with the added assurance of a Home Warranty America coverage plan, valued up to $500, for extra peace of mind.
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