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3 bedsNew constructionWith a pool
Homes with a Pool in Winter Garden, FL
17 listings

Homes with a Pool in Winter Garden, FL

Homes with a Pool in Winter Garden, FL

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17 Listings
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Homes with a Pool in Winter Garden, FL

17 Listings

  1. 725 Tranquil Trl — photoNew34Active

Your Winter Garden agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica

$669,000

5 bd · 3 ba · 2,834 sqft

725 Tranquil Trl, Winter Garden, FL

Nichole Cotrone · MANSION REALTY, INC

  • 1069 Glenharbor Cir — photoNew36Active

    $565,000

    3 bd · 2 ba · 1,768 sqft

    1069 Glenharbor Cir, Winter Garden, FL

    Lindsay Grosshans · DENIZ REALTY PARTNERS LLC

  • 14501 Grove Resort Unit 3419 — photo7Active

    $420,000

    3 bd · 2 ba · 1,396 sqft

    14501 Grove Resort Unit 3419, Winter Garden, FL

    Andrea Rosil PA · Coldwell Banker Realty

  • 16387 Taliesin St — photo61Active

    $620,000

    3 bd · 3 ba · 2,130 sqft

    16387 Taliesin St, Winter Garden, FL

    Amy Kidwell PA · PREFERRED REAL ESTATE BROKERS

  • 1442 Coluso Dr — photoPrice ReducedOpen house Sat, Oct 17 · 12:00 PM91Active

    $579,000

    3 bd · 2 ba · 2,133 sqft

    1442 Coluso Dr, Winter Garden, FL

    Eric Zimmerman · RE/MAX ADVANTAGE

  • 14371 Shocklach Dr — photoPrice Reduced45Active

    $695,000

    3 bd · 2 ba · 2,066 sqft

    14371 Shocklach Dr, Winter Garden, FL

    Gavin Hatch · SERHANT

  • 16137 Hampton Crossing Dr — photo58Active

    $600,000

    3 bd · 3 ba · 2,040 sqft

    16137 Hampton Crossing Dr, Winter Garden, FL

    Chelsea Nevius · CHELSEA & COMPANY REALTY

  • 2420 Balforn Tower Way — photoPrice Reduced46Active

    $599,900

    3 bd · 2 ba · 1,572 sqft

    2420 Balforn Tower Way, Winter Garden, FL

    Lora King · HOMEVEST REALTY

  • 14501 Grove Resort Ave 3626 — photo29Active

    $480,000

    3 bd · 3 ba · — sqft

    14501 Grove Resort Ave 3626, Winter Garden, FL

    Larissa Ortiz · Real Estate Sales Force

  • 2045 Sandy Garden Ln — photoPrice Reduced45Active

    $699,000

    4 bd · 4 ba · 2,742 sqft

    2045 Sandy Garden Ln, Winter Garden, FL

    Chris Creegan · CREEGAN GROUP

  • 8937 Lakeshore Pointe Dr — photoPrice Reduced39Active

    $575,000

    3 bd · 3 ba · 2,052 sqft

    8937 Lakeshore Pointe Dr, Winter Garden, FL

    Karen Ledet · EXP REALTY LLC

  • 14501 Grove Resort Ave #3425 — photo21Active

    $480,000

    2 bd · 2 ba · 1,265 sqft

    14501 Grove Resort Ave #3425, Winter Garden, FL

    Jorge Kupferman · MIAMI LIFE REALTY LLC

  • 14501 Grove 3425 — photoPrice Reduced24Active

    $420,000

    2 bd · 2 ba · — sqft

    14501 Grove 3425, Winter Garden, FL

    Mailliw Morales Mollegas · Miami Life Realty LLC

  • 14501 Grove Resort 1304 — photo57Active

    $350,000

    3 bd · 2 ba · 1,396 sqft

    14501 Grove Resort 1304, Winter Garden, FL

    Rocio Bonilla · EXP Realty LLC

  • 17134 Lake Ingram Rd — photoPrice Reduced12Active

    $625,000

    4 bd · 2 ba · 1,924 sqft

    17134 Lake Ingram Rd, Winter Garden, FL

    Cynthia Griffin · OPTIMA ONE REALTY, INC.

  • 14501 Grove Resort Ave #3714 — photoPrice Reduced24Active

    $289,000

    2 bd · 2 ba · 1,375 sqft

    14501 Grove Resort Ave #3714, Winter Garden, FL

    Arturo DelFierro PA · UNITED REALTY GROUP INC

  • 14501 Grove Resort Ave #2129 — photoPrice Reduced29Active

    $359,000

    3 bd · 2 ba · 1,396 sqft

    14501 Grove Resort Ave #2129, Winter Garden, FL

    Arturo DelFierro PA · UNITED REALTY GROUP INC

  • Explore Winter Garden homes

    By price

    • Homes Under $200K
    • Homes Under $300K
    • Homes Under $400K
    • Homes Under $500K
    • Homes Under $600K
    • Homes Under $700K
    • Homes Under $800K
    • Homes Under $900K
    • Homes Under $1M
    • Luxury Homes

    By bedrooms

    • 2 Bedroom Homes
    • 3 Bedroom Homes
    • 4 Bedroom Homes
    • 5 Bedroom Homes

    By type

    • Single-Family Homes
    • Townhomes
    • Condos

    By feature

    • New Construction Homes
    • Homes with a Pool
    • Waterfront Homes
    Realty.com

    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

    Equal Housing OpportunityEqual Housing Lender

    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.

    © 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

    Your Winter Garden agent

    VF

    Veronica Figueroa

    The Figueroa Team LLC. eXp Realty, LLC

    The Figueroa Team LLC. eXp Realty, LLCCall Veronica

    Listing data & MLS disclosures

    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: 2026-10-14 21:09:07 UTC
    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

    Winter Garden 12-month median sale price trend

    Selling at 98.2% of asking price

    Buyers here are paying below asking. MLS · 212 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 29, 2026

    Median sale price
    $679,610$500,125–$951,800 typical range
    Price per sq. ft.
    $260
    Sales
    234
    Paid in cash
    36.8%

    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
    36 days

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

    Year-over-year
    19.4%

    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.