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Luxury Homes in Winter Garden, FL
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3 bedsNew constructionWith a pool

Luxury Homes in Winter Garden, FL

Luxury Homes in Winter Garden, FL

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24 of 81 Listings
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Luxury Homes in Winter Garden, FL

24 of 81 Listings

Your Winter Garden agent

VF

Veronica Figueroa

The Figueroa Team LLC. eXp Realty, LLC

The Figueroa Team LLC. eXp Realty, LLCCall Veronica
  1. 728 Garden West Ter — photoOpen house Sat, Oct 24 · 11:00 AM51Active

    $1,749,000

    5 bd · 5 ba · 3,555 sqft

    728 Garden West Ter, Winter Garden, FL

    Danielle Norvell · REGENCY REAL ESTATE LLC

  2. 17600 Lake Star Rd — photo56Active

    $1,350,000

    5 bd · 4 ba · 4,028 sqft

    17600 Lake Star Rd, Winter Garden, FL

    Alonso Delgado, PA · REALTY ONE GROUP MVP

  3. 234 N Lakeview Ave — photo64Active

    $2,199,900

    5 bd · 4 ba · 3,350 sqft

    234 N Lakeview Ave, Winter Garden, FL

    Jeffrey Petch · GECKO REALTY, INC

  4. 13541 Parkfield Way — photo90Active

    $1,049,000

    5 bd · 4 ba · 3,688 sqft

    13541 Parkfield Way, Winter Garden, FL

    Ken Donovan · PALM CIRCLE REALTY

  5. 14807 Winter Stay Dr — photo55Active

    $1,200,000

    5 bd · 4 ba · 3,856 sqft

    14807 Winter Stay Dr, Winter Garden, FL

    Daniel Betancourt · EXP REALTY LLC

  6. 15499 Shorebird Lane — photo43Active

    $2,380,000

    4 bd · 6 ba · — sqft

    15499 Shorebird Lane, Winter Garden, FL

    Camila Tinjaca Pino · Compass Florida, LLC

  7. 228 Stanton Estates Cir — photo47Active

    $1,425,000

    4 bd · 4 ba · 4,189 sqft

    228 Stanton Estates Cir, Winter Garden, FL

    Matt Merdian · MERDIAN REALTY LLC

  8. 10048 Beach Port Dr — photo67Active

    $1,199,000

    5 bd · 4 ba · 3,910 sqft

    10048 Beach Port Dr, Winter Garden, FL

    JoAnn Best · CHARLES RUTENBERG REALTY ORLANDO

  9. 261 Zachary Wade St — photo68Active

    $1,500,000

    4 bd · 4 ba · 3,728 sqft

    261 Zachary Wade St, Winter Garden, FL

    Michael Kushner · BALDWIN PARK REALTY LLC

  10. 8836 Lakeshore Pointe Dr — photo45Active

    $1,175,000

    4 bd · 4 ba · 2,914 sqft

    8836 Lakeshore Pointe Dr, Winter Garden, FL

    Kathryn King · THE AGENCY FL

  11. 7747 Green Mountain Way — photo33Active

    $2,400,000

    6 bd · 7 ba · 5,572 sqft

    7747 Green Mountain Way, Winter Garden, FL

    Caroline Perotti · BELLA VIEW REALTY LLC

  12. 15614 Espalier Way — photo37Active

    $4,300,000

    6 bd · 7 ba · 6,601 sqft

    15614 Espalier Way, Winter Garden, FL

    Jennifer Olmeda · WRA BUSINESS & REAL ESTATE

  13. 206 N Highland Ave — photoPrice Reduced45Active

    $1,050,000

    3 bd · 3 ba · 1,880 sqft

    206 N Highland Ave, Winter Garden, FL

    Erica Diaz · HOMEVEST REALTY

  14. 15594 Shorebird Ln — photo47Active

    $1,199,000

    4 bd · 4 ba · 3,022 sqft

    15594 Shorebird Ln, Winter Garden, FL

    Linda O'Grady · PREMIER SOTHEBYS INT'L REALTY

  15. 17336 Lake Star Rd — photo52Active

    $1,075,000

    4 bd · 4 ba · 3,101 sqft

    17336 Lake Star Rd, Winter Garden, FL

    Flavia Bazzon · PREMIER SOTHEBYS INT'L REALTY

  16. 7031 Billie Ct — photo41Active

    $1,550,000

    4 bd · 4 ba · 3,487 sqft

    7031 Billie Ct, Winter Garden, FL

    Marcia Castro Socas · CASTRO REALTY GROUP

  17. 1032 Galston Aly — photo47Active

    $1,650,000

    6 bd · 5 ba · 3,506 sqft

    1032 Galston Aly, Winter Garden, FL

    Tracey McFadden · OAK AVENUE REAL ESTATE LLC

  18. 15210 E Oakland Ave — photo48Active

    $1,924,999

    4 bd · 3 ba · 3,789 sqft

    15210 E Oakland Ave, Winter Garden, FL

    Drew Kousaie · EXP REALTY LLC

  19. 5074 Breezy Acres St — photo63Active

    $1,159,900

    7 bd · 5 ba · 4,720 sqft

    5074 Breezy Acres St, Winter Garden, FL

    David Johnston · CREEGAN GROUP

  20. 907 Celadon St — photo56Active

    $2,495,000

    6 bd · 6 ba · 5,036 sqft

    907 Celadon St, Winter Garden, FL

    Kathryn King · THE AGENCY FL

  21. 72 N Park Ave #8 — photoPrice Reduced47Active

    $1,099,000

    3 bd · 4 ba · 2,040 sqft

    72 N Park Ave #8, Winter Garden, FL

    Michelle Silva · KELLER WILLIAMS CLASSIC

  22. 15675 Panther Lake Dr — photo60Active

    $2,399,000

    5 bd · 5 ba · 4,213 sqft

    15675 Panther Lake Dr, Winter Garden, FL

    Laura Teixeira, PA · NOBSKA REAL ESTATE LLC

  23. 1720 Lake Roberts Landing Dr — photo90Active

    $1,399,999

    5 bd · 5 ba · 4,919 sqft

    1720 Lake Roberts Landing Dr, Winter Garden, FL

    Daniel Maia Lins de Albuquerque Maia · ACCORD REAL ESTATE SERVICES

  24. 16730 Rusty Anchor Rd — photoPrice Reduced57Active

    $1,298,000

    6 bd · 5 ba · 4,451 sqft

    16730 Rusty Anchor Rd, Winter Garden, FL

    Ashley Wilt · TITAN REALTY GROUP LLC

12…4

About Luxury Homes in Winter Garden, FL

Luxury Homes in Winter Garden, FL: 81 active listings as of October 18, 2026, 19:48 UTC.

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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: 2026-10-07 20:50:29 UTC
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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.
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    Your Winter Garden agent

    VF

    Veronica Figueroa

    The Figueroa Team LLC. eXp Realty, LLC

    The Figueroa Team LLC. eXp Realty, LLCCall 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

    Winter Garden 12-month median sale price trend

    Selling at 98.3% of asking price

    Buyers here are paying below asking. MLS · 215 sales · as of Sep 30, 2026

    Homes that sold · County records, as of Sep 30, 2026

    Median sale price
    $635,000$488,300–$925,000 typical range
    Price per sq. ft.
    $256
    Sales
    265
    Paid in cash
    36.2%

    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
    11.8%

    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.