Search All Winter Park Real Estate

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Hot Winter Park Properties

110 Chelton Circle, Winter Park $1,850,000

This quintessential Winter Park home was built up on a 0.44-acre corner lot hill, surrounded by brick streets, overlooking Lake Chelton. Built in 1951, it has been expand...

4 Beds
4 Baths
Forest Hills SubDv.
32789 Zip Code

1860 Biscayne Drive, Winter Park $280,000

Sold for land value with many new construction and renovated homes in the area. Few blocks away are Million dollar plus water front homes. Lots of commercial developmen...

Karolina On Killarney SubDv.
32789 Zip Code

250 Carolina Avenue Unit 402, Winter Park image

250 Carolina Avenue Unit 402, Winter Park — 250 $535,000

Gorgeous Winter Park condo with a NYC loft feeling and million-dollar views, and just steps from Park Avenue! Rare opportunity to own a large TOP floor unit in the perfe...

2 Beds
2 Baths
Park West Condo SubDv.
32789 Zip Code

628 Penn Place, Winter Park $1,250,000

European charmer is located in the highly desired community of Pennsylvania Place (a total of 28 homes) and is walking distance from Park Avenues restaurants, shops, and...

4 Beds
3 Baths
Pennsylvania Place Rep SubDv.
32789 Zip Code

208 Brewer Avenue, Winter Park $750,000

A must see beautiful 4 bedroom 3 bathroom home in the heart of Winter Park. Minutes away from the renowned strip, Park Ave. Once you enter you are greeted by a welcoming ...

4 Beds
3 Baths
Cortland Park SubDv.
32789 Zip Code

1773 Indiana Avenue Unit C, Winter Park image

1773 Indiana Avenue Unit C, Winter Park — Las Casas $415,000

This Mediterranean two story townhome feels welcoming and cozy and is full of high end finishes. When you enter the stately double arched wood entry doors, you will disco...

3 Beds
2 Baths
Las Casas De Indiana Condo SubDv.
32789 Zip Code

1644 Berkshire Avenue, Winter Park image

1644 Berkshire Avenue, Winter Park $385,000

CHARM, LOCATION, & CONVENIENCE! This well-cared for 2Bd/1Ba bungalow is located in the heart of Orwin Manor. Features include: hardwood floors, nice kitchen, living roo...

2 Beds
1 Baths
Orwin Manor Westminster Sec SubDv.
32789 Zip Code

300 Fountain Lane, Winter Park $459,000

Mid-Century pool home is now available in Winter Park with lake access to Lake Killarney! This home is made for entertaining with 3 bedrooms, 3 baths, and a backyard oasi...

3 Beds
3 Baths
Shores Lake Killarney Sec 02 SubDv.
32789 Zip Code

433 Lakeview Avenue, Winter Park $549,000

Enjoy views of Lake Killarney from this charming late 1940's 3/2 bungalow in Winter Park on a bricked street. Enter into a large living room that is light and spacious op...

3 Beds
2 Baths
Killarney Estates SubDv.
32789 Zip Code

1450 Gene Street, Winter Park $520,000

Amazing Location. Don't miss this Winter Park property before it is gone. Brand new interior paint. Why rent, when you can own this perfectly, located property. FREESTA...

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