Winter Park 12-month median sale price trend

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3 beds New construction With a pool

Homes for Sale in Winter Park, FL

5 Listings

5 listings

Homes for Sale in Winter Park, FL

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5 Listings

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Homes for Sale in Winter Park, FL

5 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

45Active

$2,190,000

4 bd · 3 ba · 3,463 sqft

1803 Barker Drive, Winter Park, FL

Tiffany Score · Denovo Realty

69Active

$795,000

5 bd · 4 ba · 2,840 sqft

1164 Dodd Road, Winter Park, FL

Michael John Rothenburg · Charles Rutenberg Realty FTL

Price Reduced34Active

$539,000

3 bd · 3 ba · 1,602 sqft

7641 Village Green Drive, Winter Park, FL

Jannett Jhasmin Marten · Compass Florida, LLC

44Active

$2,995,000

5 bd · 3 ba · 3,523 sqft

1591 Cardinal Court, Winter Park, FL

DJ Diamond · Sunset Lakes Realty

Price Reduced28Active

$475,000

4 bd · 2 ba · 2,250 sqft

2008 Houndslake Drive, Winter Park, FL

Kevin McCulty · Mark Spain Real Estate

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: 2026-09-20 16:34:40 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: 2026-09-16 11:01:32 UTC

Winter Park housing market

August 2026

Selling at 97.6% of asking price

Buyers here are paying below asking. MLS · 87 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $548,000$350,000–$1,187,500 typical range
Price per sq. ft.: $319
Sales: 110
Paid in cash: 40.9%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 19 days

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

Explore Winter Park homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #BK3453168

Call Thomas

SANFORD (406)

CLERMONT (371)

ST CLOUD (338)

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: 2026-09-20 16:34:40 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: 2026-09-16 11:01:32 UTC

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

Winter Park housing market

August 2026

Selling at 97.6% of asking price

Buyers here are paying below asking. MLS · 87 sales · as of Aug 31, 2026

Homes that sold · County records, as of Aug 31, 2026

Median sale price: $548,000$350,000–$1,187,500 typical range
Price per sq. ft.: $319
Sales: 110
Paid in cash: 40.9%

Homes on the market · MLS, as of Aug 31, 2026

Median days on market: 19 days

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

Year-over-year: 11.6%

Registered offenders on the map

Registered offenders on the map

Registered offenders on the map

Your local brokerage

Listing data & MLS disclosures

Winter Park housing market

Homes that sold · County records, as of Aug 31, 2026

Homes on the market · MLS, as of Aug 31, 2026

Winter Park, FL community profile

Explore Winter Park homes

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Winter Park, FL community profile

Winter Park housing market

Homes that sold · County records, as of Aug 31, 2026

Homes on the market · MLS, as of Aug 31, 2026

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