Winter Park, FL Homes for Sale

3 beds New construction With a pool

Winter Park, FL Homes for Sale | Realty.com

Homes for Sale in Winter Park, FL

6 Listings

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Thomas O'Leary

Realty.com

Lic. #BK3453168

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36Active
$429,900
3 bd · 2 ba · 1,518 sqft
1486 Hyde Park Drive, Winter Park, FL
Beatriz Junco Cabrera · The Keyes Company
Price Reduced18Active
$434,990
3 bd · 2 ba · — sqft
405 Lake Fair Lane, Winter Park, FL
Franklyn Fennelys PA · Agent Trust Realty Corporation
Price Reduced34Active
$549,000
3 bd · 3 ba · 1,602 sqft
7641 Village Green Drive, Winter Park, FL
Jannett Marten PA · Compass Florida, LLC

Listing data & MLS disclosures

BeachesMLS: All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Information is provided exclusively for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Listing information ©2026 Beaches Multiple Listing Service®. All Rights Reserved. Data Last Updated: 2026-09-01 03:35:41 UTC
Space Coast MLS (Space Coast Association of REALTORS): IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Information is deemed reliable but not guaranteed.
Listing information ©2026 Space Coast MLS, Inc®. All Rights Reserved. Last Updated: 2026-08-28 13:56:01 UTC
MIAMI REALTORS MLS: The multiple listing information is provided by MIAMI Association of Realtors® from a copyrighted compilation of listings. The compilation of listings and each individual listingare ©2026 MIAMI Association of Realtors®. All Rights Reserved.
The information provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Last Updated: 2026-08-04 23:51:39 UTC

Winter Park housing market

July 2026 · This period is still settling

Selling at 99.3% of asking price

Buyers here are paying below asking. MLS · 51 sales · as of Jul 20, 2026

Homes that sold · County records, as of Jul 6, 2026

Median sale price: $519,000$385,000–$850,000 typical range
Price per sq. ft.: $344
Sales: 25
Paid in cash: 36.0%

Homes on the market · MLS, as of Jul 20, 2026

Median list price: $625,000
Homes for sale: 313
Median days on market: 39 days

Price trend · Assessor repeat sales, as of Jul 31, 2026

Year-over-year: 19.3%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

Median home size: 1,704 sq. ft.

Winter Park, FL community profile

Population: 31,855
Median income: $98,252
Housing units: 15,404
People per sq. mi.: 1,409.5
Area: 22.6 sq. mi.

Source: HJN community data

Safety & registry resources

Safety & registry resources

Safety & registry resources

Homes for Sale in Winter Park, FL

Homes for Sale in Winter Park, FL

Your local brokerage

Listing data & MLS disclosures

Winter Park housing market

Homes that sold · County records, as of Jul 6, 2026

Homes on the market · MLS, as of Jul 20, 2026

Price trend · Assessor repeat sales, as of Jul 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026

Winter Park, FL community profile

Explore Winter Park homes

Listing data & MLS disclosures

Your local brokerage

Your local brokerage

Winter Park, FL community profile

Winter Park housing market

Homes that sold · County records, as of Jul 6, 2026

Homes on the market · MLS, as of Jul 20, 2026

Price trend · Assessor repeat sales, as of Jul 31, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 14, 2026