• 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 (2)
    Save your search to get Alerts
    354 Properties

    354 Properties Available

    • Newest Listings
    • Default
    • Price-High To Low
    • Price-Low To High
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    • 35 VAGABOND LN, Winter Haven, FL 33881
      1/62 62
      New

      $ 425,000

      3 Beds2 Baths1,840 SqFt

      35 VAGABOND LN, Winter Haven, FL 33881

      Single Family Home

      Listed by HOMETRUST REAL ESTATE & PTY MGT

      Stellar MLS
    • 467 ITUNA CIR, Winter Haven, FL 33881
      1/15 15
      New

      $ 301,900

      3 Beds2 Baths1,545 SqFt

      467 ITUNA CIR, Winter Haven, FL 33881

      Single Family Home

      Listed by CAMBRIDGE REALTY OF CENTRAL FL

      Stellar MLS
    • 153 REBECCA DR NE, Winter Haven, FL 33881
      1/22 22
      New

      $ 289,999

      3 Beds2 Baths1,432 SqFt

      153 REBECCA DR NE, Winter Haven, FL 33881

      Single Family Home

      Listed by FLATFEE.COM

      Stellar MLS
    • 1997 5TH ST NE, Winter Haven, FL 33881
      1/9 9
      New

      $ 1,375

      3 Beds1 Bath915 SqFt

      1997 5TH ST NE, Winter Haven, FL 33881

      Single Family Home

      Listed by PALM LEAF PROPERTY MANAGEMENT

      Stellar MLS
    • 3305 ROYAL TERN DR, Winter Haven, FL 33881
      1/29 29
      New

      $ 255,000

      3 Beds2 Baths1,725 SqFt

      3305 ROYAL TERN DR, Winter Haven, FL 33881

      Single Family Home

      Listed by RE/MAX PRIME PROPERTIES

      Stellar MLS
    • 399 SUNFISH DR, Winter Haven, FL 33881
      3D
      New

      $ 350,000

      4 Beds2 Baths1,941 SqFt

      399 SUNFISH DR, Winter Haven, FL 33881

      Single Family Home

      Listed by STRAIGHT UP REALTY & PM LLC

      Stellar MLS
    • 912 LAKE JESSIE DR #1, Winter Haven, FL 33881
      1/8 8
      New

      $ 2,500

      2 Beds1 Bath800 SqFt

      912 LAKE JESSIE DR #1, Winter Haven, FL 33881

      Single Family Home

      Listed by RE/MAX HERITAGE

      Stellar MLS
    • 912 LAKE JESSIE DR #2, Winter Haven, FL 33881
      1/6 6
      New

      $ 2,200

      1 Bed1 Bath800 SqFt

      912 LAKE JESSIE DR #2, Winter Haven, FL 33881

      Single Family Home

      Listed by RE/MAX HERITAGE

      Stellar MLS
    • 912 LAKE JESSIE DR #3, Winter Haven, FL 33881
      1/8 8
      New

      $ 2,500

      1 Bed1 Bath800 SqFt

      912 LAKE JESSIE DR #3, Winter Haven, FL 33881

      Single Family Home

      Listed by RE/MAX HERITAGE

      Stellar MLS
    • 1311 5TH ST NE, Winter Haven, FL 33881
      1/11 11
      New

      $ 1,435

      3 Beds1 Bath1,057 SqFt

      1311 5TH ST NE, Winter Haven, FL 33881

      Single Family Home

      Listed by PALM LEAF PROPERTY MANAGEMENT

      Stellar MLS
    • 1530 AVENUE C NE, Winter Haven, FL 33881
      1/47 47
      New

      $ 299,000

      3 Beds2 Baths1,564 SqFt

      1530 AVENUE C NE, Winter Haven, FL 33881

      Single Family Home

      Listed by KELLER WILLIAMS REALTY SMART 1

      Stellar MLS
    • 1756 2ND ST NE, Winter Haven, FL 33881
      1/11 11
      New

      $ 1,600

      2 Beds1 Bath626 SqFt

      1756 2ND ST NE, Winter Haven, FL 33881

      Single Family Home

      Listed by HUT TEAM REALTY

      Stellar MLS
    • 1908 CROSSROADS BLVD, Winter Haven, FL 33881
      1/54 54
      New

      $ 474,900

      4 Beds3 Baths2,781 SqFt

      1908 CROSSROADS BLVD, Winter Haven, FL 33881

      Single Family Home

      Listed by CENTURY 21 MYERS REALTY

      Stellar MLS
    • 1910 NW 26TH STREET, Winter Haven, FL 33881
      1/38 38
      New

      $ 260,000

      3 Beds2 Baths1,780 SqFt

      1910 NW 26TH STREET, Winter Haven, FL 33881

      Single Family Home

      Listed by KELLER WILLIAMS REALTY SMART 1

      Stellar MLS
    • 2527 PINE PL, Winter Haven, FL 33881
      1/32 32
      New

      $ 1,995

      3 Beds3 Baths1,625 SqFt

      2527 PINE PL, Winter Haven, FL 33881

      Single Family Home

      Listed by TRANSCEND REALTY

      Stellar MLS
    • 2533 PINE PL, Winter Haven, FL 33881
      1/32 32
      New

      $ 1,995

      3 Beds3 Baths1,625 SqFt

      2533 PINE PL, Winter Haven, FL 33881

      Single Family Home

      Listed by TRANSCEND REALTY

      Stellar MLS
    • 2562 PINE PL, Winter Haven, FL 33881
      1/32 32
      New

      $ 1,950

      3 Beds3 Baths1,625 SqFt

      2562 PINE PL, Winter Haven, FL 33881

      Single Family Home

      Listed by TRANSCEND REALTY

      Stellar MLS
    • 2607 TANOAK TER, Winter Haven, FL 33881
      1/32 32
      New

      $ 1,895

      3 Beds3 Baths1,625 SqFt

      2607 TANOAK TER, Winter Haven, FL 33881

      Single Family Home

      Listed by TRANSCEND REALTY

      Stellar MLS
    • 505 16TH ST NE, Winter Haven, FL 33881
      1/48 48
      Open Sat 12PM-2PM

      $ 289,000

      4 Beds2 Baths1,804 SqFt

      505 16TH ST NE, Winter Haven, FL 33881

      Single Family Home

      Listed by KELLER WILLIAMS REALTY SMART

      Stellar MLS
    • 3393 AVENUE J NW, Winter Haven, FL 33881
      1/23 23
      New

      $ 219,000

      3 Beds1 Bath960 SqFt

      3393 AVENUE J NW, Winter Haven, FL 33881

      Single Family Home

      Listed by WEICHERT REALTORS HALLMARK PRO

      Stellar MLS
    • 514 AVENUE C NE #1, Winter Haven, FL 33881
      1/12 12
      New

      $ 1,100

      1 Bed1 Bath520 SqFt

      514 AVENUE C NE #1, Winter Haven, FL 33881

      Condo

      Listed by CAPITAL REALTY GROUP FLORIDA

      Stellar MLS
    • 514 AVENUE C NE #4, Winter Haven, FL 33881
      1/11 11
      New

      $ 1,150

      2 Beds1 Bath468 SqFt

      514 AVENUE C NE #4, Winter Haven, FL 33881

      Condo

      Listed by CAPITAL REALTY GROUP FLORIDA

      Stellar MLS
    • 6782 BRENTWOOD DR NE, Winter Haven, FL 33881
      1/47 47
      New

      $ 149,900

      2 Beds2 Baths1,113 SqFt

      6782 BRENTWOOD DR NE, Winter Haven, FL 33881

      Manufactured Home

      Listed by RE/MAX HERITAGE PROFESSIONALS

      Stellar MLS
    • 305 ARBUTHNOT ST, Winter Haven, FL 33881
      1/47 47
      New

      $ 325,000

      3 Beds2 Baths1,730 SqFt

      305 ARBUTHNOT ST, Winter Haven, FL 33881

      Single Family Home

      Listed by OLYMPUS EXECUTIVE REALTY INC

      Stellar MLS
    • 1
    • 2
    • 3
    • 4
    • 5
    • ...
    • 15

    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.