Winter Garden 12-month median sale price trend

13 listings

55+ Community Homes in Winter Garden, FL

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13 Listings

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55+ Community Homes in Winter Garden, FL

13 Listings

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

63Active

$967,500

3 bd · 4 ba · 2,955 sqft

15066 Canopy Cover Dr, Winter Garden, FL

Eileen Winfrey · IAD REAL ESTATE

35Active

$459,900

3 bd · 2 ba · 1,579 sqft

15193 Aqua Sol Ln, Winter Garden, FL

Eliane Hoffmann · WRA BUSINESS & REAL ESTATE

27Active

$409,000

3 bd · 2 ba · 1,539 sqft

1606 Beulah Rd, Winter Garden, FL

Saad Mrini · WEICHERT REALTORS HALLMARK PRO

Price Reduced21Active

$425,000

2 bd · 2 ba · 1,574 sqft

13418 Princess St, Winter Garden, FL

Nader Alhawamdeh · TURBO REAL ESTATE GROUP LLC

Price Reduced22Active

$699,430

2 bd · 2 ba · 1,889 sqft

13056 Sandcastle Drive, Winter Garden, FL

Adrienne Escott · PULTE REALTY OF NORTH FLORIDA LLC

73Active

$595,000

3 bd · 2 ba · 2,000 sqft

13360 Sunny Retreat Ln, Winter Garden, FL

Alan Martin · FRONTLINE FLORIDA REALTY, INC.

60Active

$899,000

3 bd · 3 ba · 2,710 sqft

13355 Sunny Retreat Ln, Winter Garden, FL

John Hart, PLLC · PREMIER SOTHEBYS INT'L REALTY

Price Reduced35Active

$849,990

3 bd · 4 ba · 2,861 sqft

15000 Canopy Cover Drive, Winter Garden, FL

Adrienne Escott · PULTE REALTY OF NORTH FLORIDA LLC

Price Reduced48Active

$840,000

4 bd · 4 ba · 3,078 sqft

2139 Tillman Ave, Winter Garden, FL

Marti Purdy · MARTI PURDY PROPERTIES INC

Price Reduced73Active

$859,900

4 bd · 3 ba · 3,172 sqft

13361 Sunny Retreat Ln, Winter Garden, FL

Tony Cruz, PA · EXP REALTY LLC

Price Reduced43Active

$755,000

3 bd · 2 ba · 2,054 sqft

13175 Sunny Retreat Ln, Winter Garden, FL

Sean Popat · BUYER REBATES REALTY

21Active

$480,000

2 bd · 2 ba · 1,265 sqft

14501 Grove Resort Ave #3425, Winter Garden, FL

Jorge Kupferman · MIAMI LIFE REALTY LLC

Price Reduced37Active

$465,000

2 bd · 2 ba · 1,574 sqft

15806 Gem View St, Winter Garden, FL

Yanely Fernandez · FAST ACTION REALTY INC

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

About 55+ Community Homes in Winter Garden, FL

55+ Community Homes in Winter Garden, FL: 13 active listings as of October 7, 2026, 10:56 UTC.

Winter Garden housing market

September 2026 · This period is still settling

Selling at 98.1% of asking price

Buyers here are paying below asking. MLS · 221 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 23, 2026

Median sale price: $632,500$500,125–$1,055,625 typical range
Price per sq. ft.: $259
Sales: 194
Paid in cash: 39.7%

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

Median list price: $565,000

Winter Garden, FL community profile

Population: 50,261
Median income: $102,195
Housing units: 18,962
People per sq. mi.: 562.2
Area: 89.4 sq. mi.

Source: HJN community data

Explore Winter Garden homes

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

Listing data & MLS disclosures

Stellar MLS: Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Listing information is provided for consumers? personal, non-commercial use, solely to identify prospective properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Information deemed reliable but not guaranteed. Copyright © 2026 MLS GRID. All Rights Reserved.

Winter Garden, FL community profile

Population: 50,261
Median income: $102,195
Housing units: 18,962
People per sq. mi.: 562.2
Area: 89.4 sq. mi.

Source: HJN community data

Winter Garden housing market

September 2026 · This period is still settling

Selling at 98.1% of asking price

Buyers here are paying below asking. MLS · 221 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 23, 2026

Median sale price: $632,500$500,125–$1,055,625 typical range
Price per sq. ft.: $259
Sales: 194
Paid in cash: 39.7%

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

Median list price: $565,000

Homes for sale

795

Median days on market

37 days

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

Year-over-year: 11.2%

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

Median home size: 2,211 sq. ft.