• 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
  • AS SEEN ON HGTV 'SELLING COASTAL'
  • EQUESTRIAN COLLECTION
  • REVIEWS
  • JOIN THE GAILEYS
  • MEDIA
  • CONTACT
    • Register
    • Sign In
    Filters Reset
    Save Search (1)
    Save your search to get Alerts
    440 Properties

    440 Properties Available

    • Newest Listings
    • Default
    • Price-High To Low
    • Price-Low To High
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    • 11073 BAGLEY ALY, Windermere, FL 34786
      1/32 32
      New

      $ 3,200

      4 Beds3 Baths2,204 SqFt

      11073 BAGLEY ALY, Windermere, FL 34786

      Single Family Home

      Listed by LPT REALTY, LLC

      Stellar MLS
    • 6208 WINTER GARDEN VINELAND RD, Windermere, FL 34786
      1/74 74
      New

      $ 3,900,000

      6 Beds8 Baths5,441 SqFt

      6208 WINTER GARDEN VINELAND RD, Windermere, FL 34786

      Single Family Home

      Listed by WRA BUSINESS & REAL ESTATE

      Stellar MLS
    • 12815 WESTSIDE VILLAGE LOOP, Windermere, FL 34786
      1/29 29
      New

      $ 688,000

      3 Beds3 Baths2,463 SqFt

      12815 WESTSIDE VILLAGE LOOP, Windermere, FL 34786

      Single Family Home

      Listed by NUMBER 1 BROKER, LLC

      Stellar MLS
    • 1433 WHITNEY ISLES DR, Windermere, FL 34786
      1/47 47
      New

      $ 839,990

      4 Beds4 Baths3,402 SqFt

      1433 WHITNEY ISLES DR, Windermere, FL 34786

      Single Family Home

      Listed by PREFERRED RE BROKERS III

      Stellar MLS
    • 7885 BERKSHIRE OAK ALY, Windermere, FL 34786
      1/21 21
      New

      $ 3,150

      4 Beds3 Baths2,235 SqFt

      7885 BERKSHIRE OAK ALY, Windermere, FL 34786

      Single Family Home

      Listed by U S GLORY REALTY

      Stellar MLS
    • 8156 BOAT HOOK LOOP #107, Windermere, FL 34786
      1/27 27
      New

      $ 326,500

      3 Beds2 Baths1,455 SqFt

      8156 BOAT HOOK LOOP #107, Windermere, FL 34786

      Condo

      Listed by BHHS FLORIDA REALTY

      Stellar MLS
    • 6139 ANDREOZZI LN, Windermere, FL 34786
      3D
      New

      $ 675,000

      4 Beds2 Baths2,555 SqFt

      6139 ANDREOZZI LN, Windermere, FL 34786

      Single Family Home

      Listed by THE SIMON SIMAAN GROUP

      Stellar MLS
    • 11880 WATER RUN ALY, Windermere, FL 34786
      1/5 5
      New

      $ 2,600

      3 Beds3 Baths1,569 SqFt

      11880 WATER RUN ALY, Windermere, FL 34786

      Townhouse

      Listed by AGENT TRUST REALTY CORPORATION

      Stellar MLS
    • 8558 POWDER RIDGE TRL, Windermere, FL 34786
      1/34 34
      New

      $ 2,850

      3 Beds3 Baths2,297 SqFt

      8558 POWDER RIDGE TRL, Windermere, FL 34786

      Single Family Home

      Listed by WRA BUSINESS & REAL ESTATE

      Stellar MLS
    • 11804 SILVERLAKE PARK DR, Windermere, FL 34786
      1/31 31
      Active

      $ 2,950

      4 Beds3 Baths2,092 SqFt

      11804 SILVERLAKE PARK DR, Windermere, FL 34786

      Single Family Home

      Listed by RATIO REAL ESTATE, LLC

      Stellar MLS
    • 11021 HAWKSHEAD CT, Windermere, FL 34786
      1/18 18
      Active

      $ 1,425,000

      5 Beds4 Baths3,557 SqFt

      11021 HAWKSHEAD CT, Windermere, FL 34786

      Single Family Home

      Listed by ALL REAL ESTATE & INVESTMENTS

      Stellar MLS
    • 14360 CREST PALM AVE, Windermere, FL 34786
      1/76 76
      Pending

      $ 1,258,517

      6 Beds5 Baths4,443 SqFt

      14360 CREST PALM AVE, Windermere, FL 34786

      Single Family Home

      Listed by OLYMPUS EXECUTIVE REALTY INC

      Stellar MLS
    • 6315 CLEARMEADOW CT, Windermere, FL 34786
      1/36 36
      Open Sun 12PM-4PM

      $ 718,888

      3 Beds2 Baths2,077 SqFt

      6315 CLEARMEADOW CT, Windermere, FL 34786

      Single Family Home

      Listed by CORE REAL ESTATE GROUP

      Stellar MLS
    • 5232 TILDENS GROVE BLVD, Windermere, FL 34786
      1/39 39
      Price Dropped by $30K

      $ 1,119,000

      4 Beds3 Baths3,079 SqFt

      5232 TILDENS GROVE BLVD, Windermere, FL 34786

      Single Family Home

      Listed by CORCORAN PREMIER REALTY

      Stellar MLS
    • 11445 VICOLO LOOP, Windermere, FL 34786
      1/28 28
      Active

      $ 5,300

      4 Beds4 Baths3,144 SqFt

      11445 VICOLO LOOP, Windermere, FL 34786

      Single Family Home

      Listed by BLUE MAGNOLIA REALTY LLC

      Stellar MLS
    • 1220 GLENHEATHER DR, Windermere, FL 34786
      1/38 38
      Pending

      $ 725,000

      4 Beds3 Baths2,695 SqFt

      1220 GLENHEATHER DR, Windermere, FL 34786

      Single Family Home

      Listed by RE/MAX TOWN & COUNTRY REALTY

      Stellar MLS
    • 3629 LAKE BUYNAK RD, Windermere, FL 34786
      3D
      Pending

      $ 1,200,000

      4 Beds4 Baths2,618 SqFt

      3629 LAKE BUYNAK RD, Windermere, FL 34786

      Single Family Home

      Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY

      Stellar MLS
    • 4819 ALEXANDRA GARDEN CT, Windermere, FL 34786
      1/44 44
      Active

      $ 3,200,000

      4 Beds5 Baths3,745 SqFt

      4819 ALEXANDRA GARDEN CT, Windermere, FL 34786

      Single Family Home

      Listed by ISLEWORTH REALTY LLC

      Stellar MLS
    • 5137 TILDENS GROVE BLVD, Windermere, FL 34786
      1/70 70
      Pending

      $ 1,750,000

      6 Beds5 Baths5,284 SqFt

      5137 TILDENS GROVE BLVD, Windermere, FL 34786

      Single Family Home

      Listed by ENGEL & VOLKERS ORLANDO DR PHILLIPS

      Stellar MLS
    • 6266 GOLDEN DEWDROP TRL, Windermere, FL 34786
      1/49 49
      Active

      $ 570,000

      3 Beds3 Baths1,984 SqFt

      6266 GOLDEN DEWDROP TRL, Windermere, FL 34786

      Single Family Home

      Listed by WRA BUSINESS & REAL ESTATE

      Stellar MLS
    • 7752 MOSER AVE, Windermere, FL 34786
      1/60 60
      Active

      $ 409,900

      3 Beds3 Baths1,644 SqFt

      7752 MOSER AVE, Windermere, FL 34786

      Townhouse

      Listed by JAY WELLS REAL ESTATE INC

      Stellar MLS
    • 8259 MARITIME FLAG ST #4, Windermere, FL 34786
      1/34 34
      Active

      $ 345,000

      3 Beds3 Baths1,460 SqFt

      8259 MARITIME FLAG ST #4, Windermere, FL 34786

      Townhouse

      Listed by REAL BROKER, LLC

      Stellar MLS
    • 9439 WESTOVER CLUB CIR, Windermere, FL 34786
      1/52 52
      Pending

      $ 1,099,995

      6 Beds5 Baths4,445 SqFt

      9439 WESTOVER CLUB CIR, Windermere, FL 34786

      Single Family Home

      Listed by BUYER REBATES REALTY

      Stellar MLS
    • 9473 PALM TREE DR, Windermere, FL 34786
      3D
      Pending

      $ 689,900

      3 Beds2 Baths2,084 SqFt

      9473 PALM TREE DR, Windermere, FL 34786

      Single Family Home

      Listed by COLDWELL BANKER RESIDENTIAL RE

      Stellar MLS
    • 1
    • 2
    • 3
    • 4
    • 5
    • ...
    • 19

    explore listings

    • 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.