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Winter Park Homes is our specialty. My staff and I are committed to making the buying and selling of Winter Park real estate in Orange County is an easy and rewarding experience. My website allows you to search all active Winter Park homes, condos, & land for sale. It is easy to use and navigate through property searches. You can also save searches and get daily email alerts of new listings as they become available.

Our website features the best Winter Park real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

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Living in Winter Park

Winter Park is a suburb of Orlando with a population of 30,189. Winter Park is in Orange County and is one of the best places to live in Florida. Living in Winter Park offers residents an urban suburban mix feel and most residents own their homes.

Winter Park is so charming and has that perfect small town vibe. It is pedestrian-friendly and family-friendly beautiful city. Lakes, downtown area and parks are gorgeous. Rollins college is in the heart of Winter Park. Definitely more of a high end town. Shopping and restaurants are great. Real estate is very expensive but the homes are absolutely gorgeous. It's a great place to live and work, it's also a safe place to live.

Looking to move to Winter Park , FL? We’ve got everything you want to know about the key factors that could make this the best place for you, including Winter Park , FL real estate. Let’s start with the basics: Winter Park , FL is located in Orange County . It has a population of 29,182, and we have a cool graph below that shows the city’s ethnic diversity, as well as other important facts and figures.

What about cost of living in Winter Park , FL? The median income in Winter Park , FL is $59,405 and the median home value is $320,300, which should give you a pretty good idea of its affordability. Winter Park , FL is also the perfect place to break in your new shoes, due to its WalkScore ® of 41.1454.

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Latest Winter Park Homes For Sale

2233 Coventry Drive, Winter Park $550,000

Welcome to this stunning, move-in ready Winter Park POOL home. Pride of homeownership shows immediately when you walk in. From it being meticulously well-kept to the upgr...

4 Beds
3 Baths
Winter Woods Unit 03 SubDv.
32792 Zip Code

519 Brechin Drive, Winter Park $850,000

Welcome to Kenilworth Shores in Winter Park! Nestled in a serene neighborhood with beautiful tree-lined streets, this enchanting residence embodies luxury and elegance at...

4 Beds
3.5 Baths
Kenilworth Shores Sec 01 SubDv.
32792 Zip Code

1476 Grove Terrace, Winter Park $3,250,000

Stunning Mediterranean Estate in the Heart of Winter Park. Custom built and crafted in 2008 this home leaves no detail left out and is exquisite throughout. Offering an e...

5 Beds
5.5 Baths
Sylvan Lake Shores SubDv.
32789 Zip Code

1411 Elizabeth Drive, Winter Park $2,650,000

The best of all worlds! Custom built, low-country style pool home with Lake Osceola views and chain of lakes access. Premier, dead-end street with only 3 neighbors. Perc...

5 Beds
4.5 Baths
Comstock Park SubDv.
32789 Zip Code

26 Stymie Place, Winter Park $299,000

LOCATION is key when searching for a place to call home. This charming 2BD/1BA FLORIDA STYLE home is in need of some TLC. Perfect STARTER HOME or INVESTMENT property and...

2 Beds
1 Baths
Roclair SubDv.
32789 Zip Code

1820 Glencoe Road, Winter Park $1,099,000

Large 72' x 175" (11,703 sq. ft) lot In the highly sought-after Lake Sue Winter Park Neighborhood. Lot is Ready to build for your Dream Home up to 5200 sq. ft. in this tr...

Forest Hills SubDv.
32789 Zip Code

1500 Grove Terrace, Winter Park $1,485,000

Looking for the quintessential Winter Park home? This exquisite, single story 3 bedroom, 3 bath, plus office home is located in the beautiful Lake Sylvan Shores neighbor...

3 Beds
3 Baths
Sylvan Lake Shores SubDv.
32789 Zip Code

128 Oak Grove Road, Winter Park $339,000

Welcome Home! Located only MINUTES from the luxury Winter Park Village and Park Avenue. This home is situated exactly where you need to be in order to make the most of e...

3 Beds
2 Baths
Winter Park Oaks SubDv.
32789 Zip Code

550 Lake Front Boulevard, Winter Park image

550 Lake Front Boulevard, Winter Park $1,975,000

Welcome to 550 Lake Front Boulevard, a luxurious haven situated in Winter Park, Florida. This remarkable residence, built in 2019, embodies elegance, meticulous craftsman...

5 Beds
4.5 Baths
Lords Sub SubDv.
32789 Zip Code

657 Worthington Drive, Winter Park image

657 Worthington Drive, Winter Park $780,000

Picturesque 4 Bedroom / 2 Bathroom Home on tranquil end of street. Don't Be fooled by the square footage. This home feels and lives much larger! Gorgeous Light and Bright...

4 Beds
2 Baths
Kenilworth Shores Sec 06 SubDv.
32789 Zip Code

431 Fletcher Place, Winter Park $2,000,000

A stunning home in Winter Park ready for the next lucky family to move in! This charming four-bedroom, 3.5-bath home has it all. The moment you walk in the front door fro...

4 Beds
3.5 Baths
Sorensen Heights SubDv.
32789 Zip Code

2352 Kestrel Perch Place, Winter Park image

2352 Kestrel Perch Place, Winter Park $795,000

Welcome to this newly constructed home in the beautiful, gated community of Hawks Crest. This stunning Anastasia model has 4 bedrooms 3.5 bathrooms that comes with 2 AC u...

4 Beds
3.5 Baths
Landings At Hawks Crest SubDv.
32792 Zip Code

1405 Lone Feather Trail, Winter Park image

1405 Lone Feather Trail, Winter Park $929,000

Distinctive, private, unique and full of character is what sets this estate apart from all other properties on the market. Welcome home to your freshly built and highly u...

4 Beds
3.5 Baths
Landings At Hawks Crest SubDv.
32792 Zip Code

1471 Harmon Avenue, Winter Park $385,000

Introducing an exceptional opportunity in coveted Winter Park. Welcome to 1471 Harmon Ave., a remarkable property boasting a spacious 7,139-square-foot lot. With R-2 zoni...

Lawndale SubDv.
32789 Zip Code

625 Brechin Drive, Winter Park $749,900

A timeless home awaits among the tree canopies of Kenilworth Shores, a tried-and-true Winter Park neighborhood steeped in history. A pristine property and beautifully app...

3 Beds
2 Baths
Kenilworth Shores Sec 04 SubDv.
32792 Zip Code

1612 Eastbrook Boulevard, Winter Park image

1612 Eastbrook Boulevard, Winter Park $399,900

Attention All Buyers and Investors…This is a Must See 3br/2bath single story home in one of Winter Parks highly sought out neighborhoods in Eastbrook. This property has N...

3 Beds
2 Baths
Eastbrook Sub Unit 05 SubDv.
32792 Zip Code

1460 Sunset Drive, Winter Park $2,299,000

Welcome to Old Winter Park's coveted Tree Streets - a place where your dream home is waiting for you! This truly sustainable 5/3 property rests in a neighborhood teeming ...

5 Beds
2.5 Baths
Lake Knowles Terrace SubDv.
32789 Zip Code

2080 Sharon Road, Winter Park $3,595,000

A truly stunning 2022 transitional, modern residence recently completed in the heart of the Vias by Z Properties Inc. Tremendous “off the charts” quality in this custom-d...

4 Beds
4.5 Baths
Tuscania SubDv.
32789 Zip Code

2020 Strathaven Road, Winter Park $515,000

Terrific opportunity to renovate or restart and build new! Situated on a large .30 acre (13,035 sf) corner lot, the property offers lots of possibilities! Tucked away i...

4 Beds
2 Baths
Kenilworth Shores Section Seven SubDv.
32792 Zip Code

870 Carver Street, Winter Park $325,000

Great Investment Opportunity (SOLD AS IS) This three bedroom one bath home is in need of a total makeover, or tear down and build your own new home. Home is situated in ...

3 Beds
1 Baths
Magnolia Gardens Sub SubDv.
32789 Zip Code

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Winter Park Homes For Sale - One Easy MLS Search

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