• HOME
  • SEARCH
    1. SEARCH HOMES IN OCALA, FL
    2. SEARCH HOMES IN JACKSONVILLE, FL
    3. SEARCH HOMES IN TAMPA, FL
    4. SEARCH HOMES IN SARASOTA, FL
    5. SEARCH HOMES IN FLORIDA KEYS
    6. SEARCH HOMES ACROSS ATLANTA, GA
    7. SEARCH OCEANFRONT HOMES IN FL
    8. OCALA LUXURY HOMES
    9. AFFORDABILITY CALCULATOR
  • ABOUT US
  • BUY
    1. FEATURED LISTINGS
    2. BUYERS
    3. ALL LISTINGS
    4. FINANCING
  • SELL
    1. SELLERS
    2. SELL MY HOME
    3. HOME VALUATION
    4. SOLD LISTINGS
  • EQUESTRIAN COLLECTION
  • REVIEWS
  • JOIN THE GAILEYS
  • MEDIA
  • CONTACT
    • Register
    • Sign In
    Filters Reset
    Save Search (2)
    Save your search to get Alerts
    891 Properties

    891 Properties Available In Winter Garden

    • Newest Listings
    • Default
    • Price-High To Low
    • Price-Low To High
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    FL >Winter Garden >
    Market Insights
    • 13857 JOMATT LOOP, Winter Garden, FL 34787
      1/52 52
      New

      $ 820,000

      4 Beds4 Baths2,790 SqFt

      13857 JOMATT LOOP, Winter Garden, FL 34787

      Single Family Home

      Listed by CENTURY 21 CARIOTI

      Stellar MLS
    • 14345 UNITED COLONIES DR, Winter Garden, FL 34787
      1/71 71
      Open Sun 1PM-4PM

      $ 1,295,000

      6 Beds6 Baths4,182 SqFt

      14345 UNITED COLONIES DR, Winter Garden, FL 34787

      Single Family Home

      Listed by PREMIER SOTHEBYS INT'L REALTY

      Stellar MLS
    • 14650 BLACK QUILL DR, Winter Garden, FL 34787
      1/89 89
      Open Sat 11AM-2PM

      $ 910,000

      4 Beds4 Baths4,006 SqFt

      14650 BLACK QUILL DR, Winter Garden, FL 34787

      Single Family Home

      Listed by EXP REALTY LLC

      Stellar MLS
    • 15165 HERON HIDEAWAY CIR, Winter Garden, FL 34787
      1/49 49
      New

      $ 799,900

      5 Beds4 Baths4,258 SqFt

      15165 HERON HIDEAWAY CIR, Winter Garden, FL 34787

      Single Family Home

      Listed by ACME REAL ESTATE FLORIDA LLC

      Stellar MLS
    • 15249 PURPLE MARTIN ST, Winter Garden, FL 34787
      1/37 37
      New

      $ 599,000

      3 Beds3 Baths2,186 SqFt

      15249 PURPLE MARTIN ST, Winter Garden, FL 34787

      Single Family Home

      Listed by MS LAND & BUILDING LLC

      Stellar MLS
    • 16419 OLIVE HILL DR, Winter Garden, FL 34787
      1/18 18
      New

      $ 2,750

      3 Beds2 Baths1,676 SqFt

      16419 OLIVE HILL DR, Winter Garden, FL 34787

      Single Family Home

      Listed by WRA BUSINESS & REAL ESTATE

      Stellar MLS
    • 226 TIMBERCREEK PINES CIR, Winter Garden, FL 34787
      1/14 14
      New

      $ 2,950

      4 Beds3 Baths2,816 SqFt

      226 TIMBERCREEK PINES CIR, Winter Garden, FL 34787

      Single Family Home

      Listed by HOLLOMAN GORDON REALTY, INC.

      Stellar MLS
    • 5979 CYPRESS HILL RD, Winter Garden, FL 34787
      1/31 31
      New

      $ 499,800

      3 Beds2 Baths1,840 SqFt

      5979 CYPRESS HILL RD, Winter Garden, FL 34787

      Single Family Home

      Listed by RE/MAX SELECT GROUP

      Stellar MLS
    • 12035 HOLYSTONE ST, Winter Garden, FL 34787
      1/45 45
      New

      $ 2,800

      3 Beds3 Baths1,451 SqFt

      12035 HOLYSTONE ST, Winter Garden, FL 34787

      Townhouse

      Listed by TOP HOUSING LLC

      Stellar MLS
    • 14757 GLADE HILL PARK WAY, Winter Garden, FL 34787
      1/45 45
      New

      $ 775,000

      4 Beds4 Baths2,935 SqFt

      14757 GLADE HILL PARK WAY, Winter Garden, FL 34787

      Single Family Home

      Listed by CLOCK TOWER REALTY

      Stellar MLS
    • 15097 SUMMER HARVEST ST, Winter Garden, FL 34787
      1/45 45
      Open Sat 12PM-2PM

      $ 595,000

      3 Beds4 Baths2,332 SqFt

      15097 SUMMER HARVEST ST, Winter Garden, FL 34787

      Single Family Home

      Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY

      Stellar MLS
    • 15376 BURGTHEATER DR, Winter Garden, FL 34787
      1/9 9
      New

      $ 434,990

      3 Beds3 Baths1,695 SqFt

      15376 BURGTHEATER DR, Winter Garden, FL 34787

      Townhouse

      Listed by KELLER WILLIAMS ADVANTAGE REALTY

      Stellar MLS
    • 16295 SILVER GROVE BLVD, Winter Garden, FL 34787
      1/32 32
      New

      $ 3,650

      4 Beds3 Baths2,093 SqFt

      16295 SILVER GROVE BLVD, Winter Garden, FL 34787

      Single Family Home

      Listed by PREMIER SOTHEBYS INT'L REALTY

      Stellar MLS
    • 390 DOUGLAS WAY #71, Winter Garden, FL 34787
      1/14 14
      New

      $ 1,550

      2 Beds2 Baths930 SqFt

      390 DOUGLAS WAY #71, Winter Garden, FL 34787

      Single Family Home

      Listed by CFRP REALTY LLC

      Stellar MLS
    • 5625 NEW INDEPENDENCE Pkwy, Winter Garden, FL 34787
      1/34 34
      New

      $ 2,680

      3 Beds3 Baths1,766 SqFt

      5625 NEW INDEPENDENCE Pkwy, Winter Garden, FL 34787

      Townhouse

      Listed by CENTURY 21 CARIOTI

      Stellar MLS
    • 7930 SUMMERLAKE POINTE BLVD, Winter Garden, FL 34787
      1/65 65
      Open Sat 1PM-3PM

      $ 899,000

      5 Beds5 Baths4,182 SqFt

      7930 SUMMERLAKE POINTE BLVD, Winter Garden, FL 34787

      Single Family Home

      Listed by CORCORAN PREMIER REALTY

      Stellar MLS
    • 7935 AVA JADE ALY, Winter Garden, FL 34787
      1/11 11
      New

      $ 2,750

      3 Beds3 Baths1,688 SqFt

      7935 AVA JADE ALY, Winter Garden, FL 34787

      Townhouse

      Listed by AGENT TRUST REALTY CORPORATION

      Stellar MLS
    • 8711 EDEN COVE DR, Winter Garden, FL 34787
      1/43 43
      Open Sat 12AM-3PM

      $ 495,000

      4 Beds3 Baths2,291 SqFt

      8711 EDEN COVE DR, Winter Garden, FL 34787

      Single Family Home

      Listed by LPT REALTY, LLC

      Stellar MLS
    • 9416 BOLSHOI ALY, Winter Garden, FL 34787
      1/8 8
      New

      $ 429,990

      3 Beds3 Baths1,693 SqFt

      9416 BOLSHOI ALY, Winter Garden, FL 34787

      Townhouse

      Listed by KELLER WILLIAMS ADVANTAGE REALTY

      Stellar MLS
    • 9428 BOLSHOI ALY, Winter Garden, FL 34787
      1/8 8
      New

      $ 459,990

      3 Beds3 Baths1,835 SqFt

      9428 BOLSHOI ALY, Winter Garden, FL 34787

      Townhouse

      Listed by KELLER WILLIAMS ADVANTAGE REALTY

      Stellar MLS
    • 11822 SHINE VIEW LN, Winter Garden, FL 34787
      1/7 7
      New

      $ 579,190

      3 Beds3 Baths2,216 SqFt

      11822 SHINE VIEW LN, Winter Garden, FL 34787

      Single Family Home

      Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC

      Stellar MLS
    • 12073 BRACCO ST, Winter Garden, FL 34787
      1/28 28
      New

      $ 2,950

      4 Beds3 Baths2,003 SqFt

      12073 BRACCO ST, Winter Garden, FL 34787

      Single Family Home

      Listed by FLORIDA CONNEXION PROPERTIES

      Stellar MLS
    • 12572 WESTHAVEN OAKS DR, Winter Garden, FL 34787
      1/14 14
      New

      $ 3,300

      4 Beds3 Baths2,148 SqFt

      12572 WESTHAVEN OAKS DR, Winter Garden, FL 34787

      Single Family Home

      Listed by I BROKER REALTY GROUP

      Stellar MLS
    • 1315 EASTERN PECAN PL #107, Winter Garden, FL 34787
      1/3 3
      New

      $ 1,650

      1 Bed1 Bath838 SqFt

      1315 EASTERN PECAN PL #107, Winter Garden, FL 34787

      Condo

      Listed by ALTIS REALTY

      Stellar MLS
    • 1
    • 2
    • 3
    • 4
    • 5
    • ...
    • 38

    explore listings in Winter Garden

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour
    Gailey Enterprises_Logo
    Gailey Enterprises Real Estate
    Rhonda Gailey
    1414 SW Martin Luther King JR Ave, Ocala, Florida, 34471, USA

    +1(352) 897-2018

    rhonda@gaileyenterprises.com

    Get My App

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

    Gailey Enterprises_Logo
    Gailey Enterprises Real Estate
    Rhonda Gailey
    1414 SW Martin Luther King JR Ave, Ocala, Florida, 34471, USA

    +1(352) 897-2018

    rhonda@gaileyenterprises.com

    Get My App

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.