49,347

Winter Haven, FL Homes

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  • /60

    $40,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths

    269 Hummingbird Ln, Winter Haven, FL 33884

    Enjoy the best of Florida living in this spacious and beautifully maintained 2-bedroom, 2-bath home located in a private community with exclusive lake access. This inviting property offers comfort, convenience, and an unbeatable location perfect for full-time residents, vacationers, or seasonal living. Ideally situated near shopping, restaurants, entertainment, and everyday conveniences, you'll

    Agent Photo

    Glenn Fogg

    FOGG MOBILE HOME SALES LLC

    269 Hummingbird Ln, Winter Haven, FL 33884
  • /16

    $1,870 Per Month

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • House for Rent

    110 7th Jpv St, Winter Haven, FL 33880

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    110 7th Jpv St, Winter Haven, FL 33880
  • /46

    $30,000

    Sold May 21, 2026

    802 Bunker Cir, Winter Haven, FL 33881

    • 2 Beds
    • 1.5 Baths
    • 686 Sq Ft
    • Built 1988

    Last Sold Summary

    • 23% Below List Price
    • $44/SF
    • 32 Days On Market

    Last Listing Agent Patti Alvin Sunset Home Sales

    802 Bunker Cir, Winter Haven, FL 33881
    • /38

      Not Listed For Sale

      304 Temple Ct, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,456 Sq Ft
      • Built 1986
      304 Temple Ct, Winter Haven, FL 33880

      Last Sold Summary

      • 9 Days On Market

  • /51

    $49,990

    Pending
    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    145 Zermatt Dr, Winter Haven, FL 33881

    Tucked away on Zermatt Drive, this 2-bedroom, 2-bathroom manufactured home offers 1,248 square feet of living in the heart of Swiss Village. Mostly furnished and ready for its next chapter, it pairs thoughtful updates with everyday ease-simply ask the listing agent which pieces stay and which the seller will take. Major systems have been carefully tended to. The roof dates to 2023, the HVAC to

    Agent Photo

    Chrissy Walter

    Sunset Home Sales

    145 Zermatt Dr, Winter Haven, FL 33881
  • /15

    $1,949 Per Month

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • House for Rent

    2065 Whispering Trails Blvd, Winter Haven, FL 33884

    Welcome to your future home in beautiful Winter Haven, Florida! This charming property is conveniently located near an array of delightful restaurants and department stores, making it an ideal spot for both leisure and shopping.Key property features include a spacious layout thoughtfully designed for comfort. Enjoy the benefits of central heating and cooling, alongside air conditioning

    2065 Whispering Trails Blvd, Winter Haven, FL 33884
  • /2

    $130,000

    Sold Aug 27, 2025

    3651 Rifle Range Rd, Winter Haven, FL 33880

    • 2 Beds
    • 1 Bath
    • 912 Sq Ft
    • Built 1955

    Last Sold Summary

    • 7% Below List Price
    • $143/SF
    • 44 Days On Market

    Current Estimated Value $129,465

    Last Listing Agent David Fleming BHHS FLORIDA PROPERTIES GROUP

    3651 Rifle Range Rd, Winter Haven, FL 33880
    • /23

      Est $311,342

      Not Listed For Sale

      213 Majestic Gardens Ln, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,840 Sq Ft
      • Built 2017
      213 Majestic Gardens Ln, Winter Haven, FL 33880

      Last Sold Summary

      • 55 Days On Market

  • /100

    $599,900

    • 3 Beds
    • 2 Baths
    • 2,591 Sq Ft

    5365 Hogan Ln, Winter Haven, FL 33884

    Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 71⁄2' x 36' bromine pool awaiting your enjoyment. From the striking stone

    Agent Photo

    Brad Kirwan

    GLOBAL LIFESTYLE LLC

    5365 Hogan Ln, Winter Haven, FL 33884
  • /17

    $2,466

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,636 Sq Ft
    • Condo for Rent

    1630 17th St NW Unit SI ID1545923P, Winter Haven, FL 33881

    The advertised rate of $2,466/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    1630 17th St NW Unit SI ID1545923P, Winter Haven, FL 33881
  • /2

    $305,046

    Sold Mar 20, 2026

    2319 Brassie Ct, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft
    • Built 2025

    Last Sold Summary

    • 10% Below List Price
    • $139/SF
    • 124 Days On Market

    Current Estimated Value $308,418

    Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

    2319 Brassie Ct, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      3008 Thornhill Rd, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1984
      3008 Thornhill Rd, Winter Haven, FL 33880

      Last Sold Summary

      • 19 Days On Market

  • /38

    $80,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,330 Sq Ft

    333 Lake Howard Dr NW Unit 304B, Winter Haven, FL 33880

    Under contract-accepting backup offers. Top-floor condo with INCREDIBLE lake views in the desirable 55+ community of Imperial Harbours on Lake Howard! This three-bedroom, two-bath condo offers tons of potential and is ready for your personal touches and a little TLC. The kitchen features a convenient pass-through window overlooking the dining and living areas, creating an open and functional

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    333 Lake Howard Dr NW Unit 304B, Winter Haven, FL 33880
  • /12

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,366 Sq Ft
    • Condo for Rent

    400 El Camino Dr Unit 203, Winter Haven, FL 33884

    Property Id: 2712857 ***55+ Senior Community*** Amazing 2 bedroom, 2 bathroom apartment in Winter Haven. Amenities included: balcony, central air, central heat, and dishwasher. No Utilities included. Is pet friendly. Date Available: Jun 27th 2026. $1,500/month rent. $1,500 security deposit required. Please submit the form on this page or contact Oscar at to learn more. This property is

    400 El Camino Dr Unit 203, Winter Haven, FL 33884
  • /42

    $305,112

    Sold Apr 22, 2026

    5032 Abigail Dr, Winter Haven, FL 33859

    • 4 Beds
    • 2 Baths
    • 2,110 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $145/SF
    • 137 Days On Market

    Current Estimated Value $305,280

    Dream Finders Homes Annabelle Estates

    5032 Abigail Dr, Winter Haven, FL 33859
    • /2

      Est $275,958

      Not Listed For Sale

      1429 Wallace Manor Pass, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,750 Sq Ft
      • Built 2013
      1429 Wallace Manor Pass, Winter Haven, FL 33880

      Last Sold Summary

      • 55 Days On Market

  • /23

    $259,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,750 Sq Ft

    3977 Warbler Dr, Winter Haven, FL 33880

    Under contract-accepting backup offers. Virtually Staged. Welcome to this updated 4-bedroom, 2-bath home offering 1,750 square feet of bright, open living space in the desirable Queens Cove community of Winter Haven. Step inside to discover vaulted ceilings, abundant natural light, and an open-concept floor plan designed for comfortable everyday living and effortless entertaining. Luxury vinyl

    Agent Photo

    Cindy Greco

    EXP REALTY LLC

    3977 Warbler Dr, Winter Haven, FL 33880
  • /20

    $3,048

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,722 Sq Ft
    • Condo for Rent

    919 Ave S SE Unit SI FL1-ID1325030P, Winter Haven, FL 33880

    The advertised rate of $3,048/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 1, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    919 Ave S SE Unit SI FL1-ID1325030P, Winter Haven, FL 33880
  • /2

    $495,000

    Sold Jan 09, 2026

    413 Horseshoe Ln NE, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 2,336 Sq Ft
    • Built 1991

    Last Sold Summary

    • 24% Below List Price
    • $212/SF
    • 132 Days On Market

    Current Estimated Value $486,430

    Last Listing Agent John Kelson KELLER WILLIAMS ADVANTAGE 2 REALTY

    413 Horseshoe Ln NE, Winter Haven, FL 33881
    • /23

      Est $323,220

      Not Listed For Sale

      2972 Whispering Trails Dr, Winter Haven, FL 33884

      • 4 Beds
      • 2.5 Baths
      • 2,770 Sq Ft
      • Built 2013
      2972 Whispering Trails Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 159 Days On Market

  • /41

    $235,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,727 Sq Ft

    1040 Cambridge Dr, Winter Haven, FL 33881

    Under contract-accepting backup offers. Short Sale. A beautifully maintained 3 bedroom, 2 bath home built in 2021, with 1,727 square feet of thoughtfully designed living space. Located in the desirable Lucerne Park Reserve community, this home combines modern finishes, an open layout, and everyday convenience. Step inside to discover a bright, open-concept floor plan featuring tile and luxury

    Agent Photo

    Kate Wilson

    EXP REALTY LLC

    1040 Cambridge Dr, Winter Haven, FL 33881
  • /15

    $2,030 Per Month

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft
    • House for Rent

    112 Southern Breeze Lp, Winter Haven, FL 33880

    From Hwy 17 S - Turn right onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. From Hwy 17 N - Turn left onto Spirit Lake Rd and continue for 1.6 miles. Turn left onto Grady Polk Rd and destination will be on the right. Apply now or schedule your self-tour today and take the first step toward getting more than

    112 Southern Breeze Lp, Winter Haven, FL 33880
  • /2

    $272,000

    Sold Dec 15, 2025

    676 Augusta Rd, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Built 1985

    Last Sold Summary

    • 9% Below List Price
    • $160/SF
    • 108 Days On Market

    Current Estimated Value $270,435

    Last Listing Agent Dee Norris NEXTHOME NORRIS & COMPANY REAL

    676 Augusta Rd, Winter Haven, FL 33884
    • /2

      Est $280,817

      Not Listed For Sale

      1109 Normandy Heights Cir, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,582 Sq Ft
      • Built 2013
      1109 Normandy Heights Cir, Winter Haven, FL 33880

      Last Sold Summary

      • 27 Days On Market

  • /46

    $280,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft

    1646 Tressel Ct, Winter Haven, FL 33881

    PRICE DROP!! Nestled within a secure, gated community with impressively low HOA fees, this beautiful 4-bedroom, 2-bathroom home offers true peace of mind. The highly versatile layout easily adapts to your lifestyle, whether you need extra space for a growing family, a dedicated home office, or a welcoming guest suite. Beyond the front door, you're just minutes from top-rated schools, medical

    Agent Photo

    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    1646 Tressel Ct, Winter Haven, FL 33881
  • /15

    $1,575 Per Month

    • 2 Beds
    • 2 Baths
    • 898 Sq Ft
    • Condo for Rent

    311 Ave Y NE Unit 311 Avenue Y NE Unit B, Winter Haven, FL 33881

    Property Id: 1444878 For Rent: Cozy 2-Bedroom Rent: $1,575/month Deposit: $1,575 Lawn Service is included. Lease Term: 1 year minimum Utilities: Tenant responsible for all utilities. Small Pets Only - Pet Fee $50 a Month, per pet. 2 Pet Max No Smoking Background & Credit Check Every individual aged 18 or older residing at the property and/or any

    311 Ave Y NE Unit 311 Avenue Y NE Unit B, Winter Haven, FL 33881
  • /2

    $285,090

    Sold Jun 22, 2026

    4036 Giorgio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Above List Price
    • $171/SF
    • 241 Days On Market

    Current Estimated Value $286,000

    Last Listing Agent Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    4036 Giorgio Dr, Winter Haven, FL 33884
    • /40

      Est $306,701

      Not Listed For Sale

      5816 Marsh Landing Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,722 Sq Ft
      • Built 2017
      5816 Marsh Landing Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 4 Days On Market

  • /2

    $37,990

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    194 Oak Tree Blvd, Winter Haven, FL 33880

    Ready for a quick close, this is a 1990 double-wide on Oak Tree Boulevard in Winter Haven Oaks. With two bedrooms, two baths, and a layout that simply flows, this manufactured home welcomes you to settle in without delay. The real charm lies in a bright 12x16 Florida room, thoughtfully converted from the original front porch back in 2018. Fitted with windows, fresh screens, and its own A/C vent,

    Agent Photo

    Chrissy Walter

    Sunset Home Sales

    194 Oak Tree Blvd, Winter Haven, FL 33880
  • /15

    $1,990 Per Month

    • 3 Beds
    • 2 Baths
    • 1,645 Sq Ft
    • House for Rent

    505 Reddicks Cir, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    505 Reddicks Cir, Winter Haven, FL 33884
  • /27

    $279,990

    Sold Aug 12, 2025

    4948 Kaia Ave, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $168/SF
    • 6 Days On Market

    Current Estimated Value $279,667

    D.R. Horton VillaMar

    4948 Kaia Ave, Winter Haven, FL 33884
    • /22

      Not Listed For Sale

      6776 Brentwood Dr NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,040 Sq Ft
      • Built 1984
      6776 Brentwood Dr NE, Winter Haven, FL 33881

      Last Sold Summary

      • 33 Days On Market

  • /56

    $29,000

    • 2 Beds
    • 2 Baths

    423 Pelican Dr, Winter Haven, FL 33881

    Welcome home to this beautifully maintained, fully furnished 2-bedroom, 2-bath home located in a desirable community with low lot rent. This move-in-ready home features a spacious floor plan, a convenient carport, and a screened-in lanai that's perfect for enjoying your morning coffee or relaxing in the Florida breeze. You'll appreciate the major updates, including complete re-plumbing, a newer

    Agent Photo

    Glenn Fogg

    FOGG MOBILE HOME SALES LLC

    423 Pelican Dr, Winter Haven, FL 33881
  • /20

    $2,115

    Total Monthly Price

    • 4 Beds
    • 2 Baths
    • 1,981 Sq Ft
    • House for Rent

    4766 Osprey Way, Winter Haven, FL 33881

    Now offering 20-month leases. Sign today and lock in today’s low rate for the next 20 months! Offer valid for new applicants who sign a 20-month lease by July 31st, 2026. Base rent will remain at the 12-month lease rate for the duration of the 20-month term. Offer is contingent on application approval and execution of a lease agreement. Other terms and conditions may apply. This home, constructed

    4766 Osprey Way, Winter Haven, FL 33881
  • /35

    $265,990

    Sold Apr 03, 2026

    4517 Faith Dr, Lake Wales, FL 33859

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 5% Below List Price
    • $200/SF
    • 44 Days On Market

    Current Estimated Value $264,980

    D.R. Horton Annabelle Estates

    4517 Faith Dr, Lake Wales, FL 33859
    • /2

      Est $302,758

      Not Listed For Sale

      257 Oleander St, Winter Haven, FL 33881

      • 4 Beds
      • 2.5 Baths
      • 2,195 Sq Ft
      • Built 2018
      257 Oleander St, Winter Haven, FL 33881

      Last Sold Summary

      • 78 Days On Market

  • /75

    $54,990

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    369 Bern Dr, Winter Haven, FL 33881

    **Please note: the current resident is in the process of packing and preparing for their move. The photos shown were taken when the home was purchased, and the property has remained largely unchanged since then.*** Discover your retirement retreat in the heart of sunny Central Florida! This 2-bedroom, 2-bathroom manufactured home is nestled within Swiss Village, a 55+ active adult community where

    Agent Photo

    Chrissy Walter

    Sunset Home Sales

    369 Bern Dr, Winter Haven, FL 33881
  • /16

    $2,100 Per Month

    • 4 Beds
    • 2 Baths
    • 2,088 Sq Ft
    • House for Rent

    436 Fish Hawk Dr, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.Coming soon! This home is currently being enjoyed by another resident but will be available soon. Please respect their privacy and do not disturb. You can complete the application process and reserve

    436 Fish Hawk Dr, Winter Haven, FL 33884
  • /29

    $325,990

    Sold Aug 13, 2025

    4944 Kaia Ave, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $133/SF
    • 8 Days On Market

    Current Estimated Value $331,464

    D.R. Horton VillaMar

    4944 Kaia Ave, Winter Haven, FL 33884
    • /16

      Not Listed For Sale

      6482 Peppertree Path NE, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 1986
      6482 Peppertree Path NE, Winter Haven, FL 33881

      Last Sold Summary

      • 52 Days On Market

Showing Results 321 - 360, Page 9 of 18

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