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$347,500

Residential For Sale

1605 Puritan Ave, Winter Park, Florida 32792

3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,285Sqft
Charming Winter Park block home featuring 3 bedrooms, 2 bathrooms, and a versatile enclosed Florida room—perfect for a home office, playroom, or additional living space. Recently updated with a brand-new roof (June 2025), fresh paint, and remodeled interior, this home is move-in ready.
$249,900

Residential For Sale

7470 Canford Ct #23, Winter Park, Florida 32792

3Bedroom(s)
3Bathroom(s)
33Picture(s)
1,580Sqft
Beautifully updated three bedroom two and a half bath townhome in the heart of Winter Park with one thousand five hundred eighty square feet of bright and open living space. This move in ready end unit features a spacious living area with sliding doors that open to a private fenced courtyard, perfect for relaxing or entertaining.
$1,575

Residential Lease For Rent

1565 Michigan Ave, Winter Park, Florida 32789

2Bedroom(s)
1Bathroom(s)
12Picture(s)
900Sqft
Cute and comfortable 1/2 of a duplex in the heart of Winter Park. This 2 bedroom 1 bath unit features ceramic tile throughout, ceiling fans in the bedroom, private washer and dryer and a full sized kitchen. The unit shares a back yard and there is limited storage on site as well. The unit is located minutes from I 4, shopping, restaurants and Rollins College.
$1,750,000

Residential For Sale

1630 Chestnut Ave, Winter Park, Florida 32789

3Bedroom(s)
5Bathroom(s)
DrivewayParking(s)
58Picture(s)
3,164Sqft
Discover a fresh take on modern living in one of Winter Park's most admired neighborhoods - the "Tree Streets." This custom three-story LunDev home marries modern minimalism with subtle Dutch Colonial influences, creating a distinctive and inviting retreat.
$1,399,990

Residential For Sale

1445 Via Sangro Pl, Winter Park, Florida 32792

7Bedroom(s)
5Bathroom(s)
DrivewayParking(s)
26Picture(s)
5,021Sqft
Welcome to your dream home in the highly sought-after Lakeside Estates neighborhood of Winter Park! This elegant 7-bedroom, 5.5-bathrooms, 2-laundry rooms, 2 primary suites residence offers a perfect blend of modern comfort and timeless sophistication for the family. From the moment you enter, you’ll be captivated by the open-concept design, high ceilings, and an abundance of natural light.
$975,000

Residential For Sale

870 Carver St, Winter Park, Florida 32789

3Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
53Picture(s)
1,875Sqft
Welcome to 870 Carver Street, a versatile three-bedroom, three-bath residence offering privacy, thoughtful design, and two distinct living experiences in the heart of Winter Park.
$3,000

Residential Lease For Rent

1055 Cherokee Ave, Winter Park, Florida 32789

3Bedroom(s)
2Bathroom(s)
DrivewayParking(s)
44Picture(s)
1,560Sqft
Completely renovated home for RENT located next to Winter Park Village! No HOA! Come park your RV, boat, or vehicles on the two beautifully paved private driveways. This home features new porcelain tile floor throughout and wooden floors in the bedrooms. New interior paint, new kitchen cabinets, new light fixtures, newer roof from 2018 and AC is from 2022.
$199,900

Residential For Sale

626 Saint Johns Ct #s, Winter Park, Florida 32792

2Bedroom(s)
2Bathroom(s)
24Picture(s)
1,120Sqft
Beautiful Winter Park Townhome with 2 bedrooms, one upstairs with full bath and one downstairs with full bath making this the perfect floorplan for family or roommates. This unit has tile and vinyl flooring throughout, all appliances included, kitchen with pass through to dining area, large living room, inside laundry area and patio with fenced yard.
$1,195,000

Residential For Sale

1092 Wading Waters Cir, Winter Park, Florida 32792

4Bedroom(s)
3Bathroom(s)
DrivewayParking(s)
88Picture(s)
3,057Sqft
Experience resort-style living every day in this stunning Meritage Homes masterpiece, perfectly situated on a premium waterfront lot in the highly sought-after Water’s Edge section of Hawk’s Crest. This elegant home offers breathtaking pond and fountain views, especially enchanting at sunset, and an unparalleled combination of luxury, comfort, and energy efficiency.
$2,350,000

Residential For Sale

2412 Chantilly Ave, Winter Park, Florida 32789

5Bedroom(s)
7Bathroom(s)
DrivewayParking(s)
48Picture(s)
4,506Sqft
Step into a world of modern elegance in this newly completed estate in the heart of Winter Park. Masterfully constructed, this five-bedroom residence with six full and one half baths spans over 4,500 square feet of luxurious design and comfort.
$460,000

Residential For Sale

2218 King Richards Ct, Winter Park, Florida 32792

3Bedroom(s)
2Bathroom(s)
34Picture(s)
1,562Sqft
One or more photo(s) has been virtually staged. Welcome home to 2218 King Richards Court — a beautifully updated pool home tucked away on a quiet cul-de-sac in the highly desirable Winter Woods community of Winter Park. This charming 3-bedroom, 2-bathroom residence offers the perfect blend of modern updates, comfort, and location.
$368,000

Residential For Sale

5110 N Woodcrest Dr, Winter Park, Florida 32792

3Bedroom(s)
2Bathroom(s)
20Picture(s)
1,220Sqft
SELLER MOTIVATED! Discover the perfect blend of comfort and convenience in this beautifully remodeled 3-bedroom, 2-bath home located in Winter Park’s desirable Woodcrest neighborhood. Featuring quartz countertops, stainless steel appliances, and thoughtful modern updates throughout! Newer roof (2018), plumbing (2021), and windows (2019)! This home is truly move-in ready.
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