Winter Park 12-month median sale price trend

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Listing data & MLS disclosures

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Winter Park housing market

September 2026

Selling at 97.9% of asking price

Buyers here are paying below asking. MLS · 84 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 28, 2026

Median sale price: $565,000$410,000–$952,600 typical range
Price per sq. ft.: $342
Sales: 92
Paid in cash: 44.6%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $630,000

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

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Winter Park, FL Homes for Sale | Realty.com

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Listing data & MLS disclosures

Winter Park housing market

Homes that sold · County records, as of Sep 28, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Winter Park, FL community profile

Explore Winter Park homes

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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 Sep 28, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Price trend · Assessor repeat sales, as of Sep 30, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026

Homes for Sale in Winter Park, FL

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Listing data & MLS disclosures

Winter Park housing market

Homes that sold · County records, as of Sep 28, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 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 Sep 28, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Price trend · Assessor repeat sales, as of Sep 30, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 11, 2026