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Winter Garden, FL Homes for Sale — Page 26 | Realty.com

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3 beds New construction With a pool

Homes for Sale in Winter Garden, FL

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24 of 706 Listings

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24 of 706 Listings

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

1Active
$953,817
6 bd · 4 ba · 4,236 sqft
6261 Flowering Cherry Bnd, Winter Garden, FL
Nancy Pruitt, PA · OLYMPUS EXECUTIVE REALTY INC
Price Reduced52Active
$649,000
3 bd · 2 ba · 2,027 sqft
14050 Fairway Willow Ln, Winter Garden, FL
Drew Ross · LAKEFIELD REALTY GROUP LLC
32Active
$560,000
3 bd · 3 ba · 2,027 sqft
16933 Oakboro St, Winter Garden, FL
Scott Butts · KIMBRIDGE REALTY, LLC

Price Reduced63Active
$2,150,000
5 bd · 5 ba · 4,072 sqft
7701 Summerlake Pointe Blvd, Winter Garden, FL
Vanessa Ferreira · WRA BUSINESS & REAL ESTATE
Price Reduced27Active
$1,220,000
5 bd · 4 ba · 3,097 sqft
243 Zachary Wade St, Winter Garden, FL
Alexis Anderson · REGENCY REAL ESTATE LLC
Price Reduced42Active
$553,690
3 bd · 3 ba · 2,082 sqft
9972 Pallida Hickory Way, Winter Garden, FL
Juan Vanegas Montoya · VESTI LLC
6Active
$465,000
4 bd · 2 ba · 1,713 sqft
680 Dunbar Ave, Winter Garden, FL
Jorge Barcelo · LA ROSA REALTY LLC
Price Reduced36Active
$215,000
2 bd · 2 ba · 1,265 sqft
14501 Grove Resort Ave #2530, Winter Garden, FL
Lesley O'Neal · FLARE PROPERTIES LLC
40Active
$275,000
2 bd · 2 ba · 1,265 sqft
14501 Grove Resort Ave #2532, Winter Garden, FL
Lesley O'Neal · FLARE PROPERTIES LLC
Price Reduced28Active
$372,500
4 bd · 2 ba · 1,485 sqft
884 Klondike St, Winter Garden, FL
Nicole Mickle · OLYMPUS EXECUTIVE REALTY INC
18Active
$1,150,000
4 bd · 3 ba · 2,986 sqft
16071 Barkly Ridge Ct, Winter Garden, FL
Thiago De Ataide · WRA BUSINESS & REAL ESTATE
Price Reduced67Active
$699,000
3 bd · 3 ba · 2,440 sqft
15197 Blue Peacock Ln, Winter Garden, FL
Cristiane Leon · KICANTO REALTY
Price Reduced23Active
$574,999
4 bd · 3 ba · 2,420 sqft
12566 Westhaven Oak Dr, Winter Garden, FL
Kendra Wallace · UNITED REAL ESTATE PREFERRED
Price Reduced58Active
$1,185,000
5 bd · 4 ba · 4,026 sqft
17588 Lake Star Rd, Winter Garden, FL
Dee Lund · COLDWELL BANKER REALTY
Price Reduced38Active
$789,000
4 bd · 4 ba · 3,074 sqft
14321 Wabasso Loop, Winter Garden, FL
Ana Pagotto · LPT REALTY, LLC
Price Reduced18Active
$490,000
4 bd · 2 ba · 2,545 sqft
1112 Juniper Hammock Ct, Winter Garden, FL
Dulce Moise · FLORIDA REALTY INVESTMENTS
Price Reduced77Active
$1,550,000
4 bd · 5 ba · 4,733 sqft
16788 Muskgrass Dr, Winter Garden, FL
Pedro Vieira Neto · MS LAND & BUILDING LLC
Price Reduced35Active
$269,000
2 bd · 2 ba · 1,264 sqft
225 Southern Pecan Cir #208, Winter Garden, FL
John Silva · JOHN SILVA REALTY & ASSOCIATES
Price Reduced59Active
$299,900
2 bd · 2 ba · 1,434 sqft
14501 Grove Resort Ave #3109, Winter Garden, FL
Bill Traback · MBI REALTY LLC
Price Reduced61Active
$1,499,990
5 bd · 5 ba · 4,365 sqft
2450 Dahlgren Way, Winter Garden, FL
Trinh Minh A Nguyen · LPT REALTY, LLC
Price Reduced62Active
$434,900
3 bd · 3 ba · 1,725 sqft
8113 Red Stopper Ln, Winter Garden, FL
Kassandra Lopez, LLC · EXP REALTY LLC
Price Reduced1Active
$199,900
3 bd · 2 ba · 1,396 sqft
14501 Grove Resort Ave #3611, Winter Garden, FL
Michele Ranjbar · COLDWELL BANKER REALTY
Price Reduced25Active
$325,000
3 bd · 2 ba · 1,396 sqft
14501 Grove Resort Ave #1203, Winter Garden, FL
Denise Sacks · SACKS REALTY GROUP, INC.
Price Reduced40Active
$1,775,000
6 bd · 4 ba · 3,629 sqft
17224 Old Country Ln, Winter Garden, FL
Kerstin Crow · LOKATION

1…25 26 27…30

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 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.

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

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L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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.

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

By type

Single-Family Homes
Townhomes
Condos

By feature

New Construction Homes
Homes with a Pool
Waterfront Homes
Foreclosures & Short Sales
55+ Community Homes

Nearby areas

ZIP codes

34747 (1,181)
34746 (830)
33837 (726)
34787 (724)
33896 (565)
33897 (451)
34772 (380)
34748 (354)

Cities

Orlando (3,515)
Kissimmee (2,816)
Davenport (1,716)
St. Cloud (738)
Clermont (699)
Apopka (495)
Leesburg (354)
Sanford (351)

Your Winter Garden agent

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

Call Veronica

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.

Nearby areas

ZIP codes

34747 (1,181)
34746 (830)
33837 (726)
34787 (724)
33896 (565)
33897 (451)
34772 (380)
34748 (354)

Cities

Orlando (3,515)
Kissimmee (2,816)
Davenport (1,716)
St. Cloud (738)
Clermont (699)
Apopka (495)
Leesburg (354)
Sanford (351)