48,351

Winter Haven, FL Homes

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  • /19

    $342,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,909 Sq Ft

    3319 Twilight Rd, Winter Haven, FL 33881

    As you enter the home from the extended front porch, you’re welcomed into the foyer, where two bedrooms sit at the front of the home and share a full bath. Continuing down the hall, you'll find an additional bedroom and a conveniently located laundry room nearby. The heart of the home opens into the kitchen, seamlessly connected to the family room and dining area, creating an inviting space for

    Starlight Homes Builder
    3319 Twilight Rd, Winter Haven, FL 33881
  • /26

    $1,450 per month

    • 2 Beds
    • 2 Baths
    • 1,017 Sq Ft
    • Condo for Rent

    407 Eagle Pond Dr Unit 4F, Winter Haven, FL 33884

    Welcome to this beautiful and spacious 2 bedroom 2 bath second floor condo overlooking the pond in Cyprewood. This rental will include access to community pool, 24-hour security, exterior maintenance, common area taxes, trash service, pest control, and private road upkeep. Residents can also enjoy an 18-hole golf course, on-site restaurant, tennis courts, and a fitness center. Conveniently

    Anya Kovalenko LPT REALTY, LLC

    407 Eagle Pond Dr Unit 4F, Winter Haven, FL 33884
  • /2

    $955,000 Sold Feb 06, 2026

    0 Us Hwy 540 W Unit MFRTB8402112, Winter Haven, FL 33880

    • Land
    • 2.38 Acres
    • $401,261 per Acre

    Last Sold Summary

    • 24% Below List Price
    • 108 Days On Market

    Last Listing Agent Jennea LeDuc REMAX EXPERTS

    0 Us Hwy 540 W Unit MFRTB8402112, Winter Haven, FL 33880
    • /2

      Est $290,184 Not Listed For Sale

      256 Ruby Lake Ln, Winter Haven, FL 33884

      256 Ruby Lake Ln, Winter Haven, FL 33884

      Last Sold Summary

      • 15 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  • /32

    $322,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,308 Sq Ft

    CAMPBELL Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Welcome to the Campbell, a stunning four-bedroom, two and a half bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular single-family home features a

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202789, Winter Haven, FL 33880
  • /7

    $1,150 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    1935 Ave O SW Unit 204, Winter Haven, FL 33880

    Property Id: 2318496Home features: Plank flooring throughout (easy to clean) Wood cabinetry + granite countertops Stainless steel appliances including dishwasher and garbage disposal Ceiling fans in the bedroom and living room In-unit washer & dryer Bedroom and living room are cable-ready Location: Minutes to downtown Winter Haven—close to shopping, restaurants, medical offices,

    1935 Ave O SW Unit 204, Winter Haven, FL 33880
  • /2

    $290,000 Sold Dec 10, 2025

    107 Alachua Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,580 Sq Ft
    • Built 1964

    Last Sold Summary

    • $184/SF
    • 91 Days On Market

    Current Estimated Value $288,271

    Last Listing Agent Danielle Davis ELEVE REAL ESTATE LLC

    107 Alachua Dr, Winter Haven, FL 33884
    • /49

      Est $305,403 Not Listed For Sale

      996 Buccaneer Blvd, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 1,685 Sq Ft
      • Built 2013
      996 Buccaneer Blvd, Winter Haven, FL 33880

      Last Sold Summary

      • 6% Below List Price
      • $192/SF
      • 16 Days On Market

      Last Sold Price $324,000

      Last Listing Agent Sweetpea Sasinek GOOD COMPANY REALTY INC.

  • /17

    $299,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft

    Larissa Plan at Sunset Hills, Winter Haven, FL 33881

    From the front porch, you enter into the foyer and are immediately welcomed into the open family room, dining area, and kitchen. Just off the kitchen is the primary bedroom, which includes a primary bath, walk-in closet, and convenient access to the laundry room. The family room opens to a back patio, perfect for outdoor relaxation. On the opposite side of the kitchen, you’ll find two additional

    Starlight Homes Builder
    3136 Sunset Hills Rd Unit 36459374, Winter Haven, FL 33881
  • /17

    $2,245 per month

    • 5 Beds
    • 2 Baths
    • 2,254 Sq Ft
    • House for Rent

    1220 Tyler Loop, Winter Haven, FL 33884

    Pet-Friendly 5-Bedroom Home in Winter Haven, FL!This new construction 5-bedroom, 2.5-bath home combines style and practicality, ideal for modern living.Highlights include:Gourmet kitchen with granite countertops, stainless steel appliances, and elegant cabinetrySpacious living area, perfect for guests or multi-generational livingPrimary suite featuring dual sinks, a walk-in

    Morgan Evans RESZI MANAGEMENT I, LLC

    1220 Tyler Loop, Winter Haven, FL 33884
  • /33

    $372,490 Sold Sep 12, 2025

    4807 Khloe Ct, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,601 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $143/SF
    • 15 Days On Market

    Current Estimated Value $373,170

    D.R. Horton VillaMar

    4807 Khloe Ct, Winter Haven, FL 33884
    • /20

      Est $251,139 Not Listed For Sale

      1915 Brown St NE, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,544 Sq Ft
      • Built 2020
      1915 Brown St NE, Winter Haven, FL 33881

      Last Sold Summary

      • 6% Below List Price
      • $173/SF
      • 95 Days On Market

      Last Sold Price $267,000

      Last Listing Agent Kevin Perez Rivera HOMESMART

  • /27

    $280,000 New Construction

    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft

    2228 Chris Dr, Winter Haven, FL 33884

    BEAUTIFUL home built in 2024 with 1,824 square feet on one story, featuring 3 bedrooms, 2 baths, and an open living area.The kitchen boasts an open and airy design, with a spacious center island perfect for entertaining, complemented by new stainless-steel appliances,and a walk-in pantry.The dining room is perfectly placed near the kitchen, providing the ideal setting for meals and

    Marian Capriles Garcia LPT REALTY, LLC

    2228 Chris Dr, Winter Haven, FL 33884
  • /15

    $1,685 per month

    • 3 Beds
    • 2 Baths
    • 1,347 Sq Ft
    • House for Rent

    1020 Robin Ln, Winter Haven, FL 33884

    We are currently making final preparations for this home to be available. We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be

    1020 Robin Ln, Winter Haven, FL 33884
  • /2

    $376,990 Sold Aug 29, 2025

    2526 Sage Valley Way, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 2,372 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $159/SF
    • 275 Days On Market

    Current Estimated Value $384,702

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

    2526 Sage Valley Way, Winter Haven, FL 33884
    • /32

      Est $131,373 Not Listed For Sale

      2600 Lucerne Park Rd Unit 508, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 845 Sq Ft
      • Built 1987
      2600 Lucerne Park Rd Unit 508, Winter Haven, FL 33881

      Last Sold Summary

      • 3% Below List Price
      • $160/SF
      • 159 Days On Market

      Last Sold Price $135,000

      Last Listing Agent Eduardo Mualim IRG CORPORATION

  • /31

    $309,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft

    Atlantic Plan at Willowbrook North, Winter Haven, FL 33881

    ATLANTIC: Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Atlantic plan is available in Coastal, Farmhouse or Traditional exterior designs. The front entry and the private garage entry open to the foyer with an optional drop zone. A well-appointed island kitchen is centered between the cafe and the family room with access to the lanai. The primary suite

    DRB Homes Builder
    0 Fl-544 St Unit 36849119, Winter Haven, FL 33881
  • /6

    $1,400 per month

    • 1 Bed
    • 1 Bath
    • Apartment for Rent

    fl 5th St Unit 115, Winter Haven, FL 33881

    Remodeled apartment with a set up utility of electricity monthly only for $100 monthly. Access to laundry, parking and pm available for your needs. Winter haven is a quite location very nice for people to relax and enjoy calm days.

    Paola ramirez Lifestyle International Realty

    fl 5th St Unit 115, Winter Haven, FL 33881
  • /2

    $287,500 Sold Apr 01, 2025

    1518 Avenue C NE, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,567 Sq Ft
    • Built 1959

    Last Sold Summary

    • 3% Below List Price
    • $183/SF
    • 13 Days On Market

    Current Estimated Value $277,610

    Last Listing Agent Matt Mesimer KELLER WILLIAMS REALTY SMART 1

    1518 Avenue C NE, Winter Haven, FL 33881
    • /46

      Est $237,216 Not Listed For Sale

      3389 Raleigh Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,295 Sq Ft
      • Built 2017
      3389 Raleigh Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 10% Below List Price
      • $205/SF
      • 40 Days On Market

      Last Sold Price $265,000

      Last Listing Agent Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  • 2815 Adeline Ave Unit 38507574, Winter Haven, FL 33881

    $301,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,498 Sq Ft

    FREEPORT II Plan at Willowbrook South, Winter Haven, FL 33881

    The Freeport II floor plan at Willowbrook South offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with

    D.R. Horton Builder
    2815 Adeline Ave Unit 38507574, Winter Haven, FL 33881
  • /16

    $2,180 per month

    • 4 Beds
    • 3 Baths
    • 2,426 Sq Ft
    • House for Rent

    1961 9th St SE, Winter Haven, FL 33880

    Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently

    1961 9th St SE, Winter Haven, FL 33880
  • /2

    $334,970 Sold Jul 10, 2025

    3158 Laurel Oak Ln, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 2,005 Sq Ft
    • Built 2025

    Last Sold Summary

    • 2% Below List Price
    • $167/SF
    • 1 Day On Market

    Current Estimated Value $337,441

    Last Listing Agent George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

    3158 Laurel Oak Ln, Winter Haven, FL 33884
    • /2

      Est $285,740 Not Listed For Sale

      1512 Grey Eagle Ln, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,820 Sq Ft
      • Built 2018
      1512 Grey Eagle Ln, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Below List Price
      • $159/SF
      • 45 Days On Market

      Last Sold Price $288,597

      Last Listing Agent Vivian Ortiz OAK AVENUE REAL ESTATE LLC

  • /4

    $334,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    Atwood Plan at Willowbrook North, Winter Haven, FL 33881

    ATWOOD: Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Atwood plan is available in Coastal, Farmhouse or Traditional exterior designs. Adjacent the gracious foyer you'll find 2 secondary bedrooms and a full bathroom. The well-appointed, island kitchen overlooks to the cafe and adjacent family room. The primary suite boasts a large walk-in closet and an en

    DRB Homes Builder
    0 Fl-544 St Unit 36849132, Winter Haven, FL 33881
  • /15

    $1,950 per month

    • 3 Beds
    • 1 Bath
    • 1,160 Sq Ft
    • House for Rent

    922 Martin Luther King Blvd NE, Winter Haven, FL 33881

    Wake up to peaceful lakefront views in this inviting Winter Haven home. Designed for comfort and everyday living, this residence offers a warm, functional layout filled with natural light. Step outside to enjoy evenings by the fire pit overlooking the water, creating the perfect setting for relaxing or entertaining. Situated on a generous lot with no HOA, just minutes from downtown Winter Haven,

    Ivet Ortega LAYER 7 GROUP

    922 Martin Luther King Blvd NE, Winter Haven, FL 33881
  • /2

    $290,000 Sold Feb 18, 2026

    4525 Ashford Dr, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 2,434 Sq Ft
    • Built 1998

    Last Sold Summary

    • 9% Below List Price
    • $119/SF
    • 24 Days On Market

    Current Estimated Value $322,129

    Last Listing Agent Clarisa Moody MARZUCCO REAL ESTATE

    4525 Ashford Dr, Winter Haven, FL 33880
    • /29

      Est $260,405 Not Listed For Sale

      2168 Bretton Ridge Loop, Winter Haven, FL 33884

      • 4 Beds
      • 2 Baths
      • 1,560 Sq Ft
      • Built 2017
      2168 Bretton Ridge Loop, Winter Haven, FL 33884

      Last Sold Summary

      • 7% Below List Price
      • $180/SF
      • 51 Days On Market

      Last Sold Price $281,400

      Last Listing Agent Kristen Comstock LPT REALTY, LLC

  • /5

    $925,000

    • Land
    • 4.16 Acres
    • $222,356 per Acre

    5637 Recker Hwy, Winter Haven, FL 33880

    Presenting a rare opportunity to acquire up to 4.16 acres of strategically positioned, BPC-2 zoned land along Recker Highway in the heart of Winter Havens rapidly growing industrial and logistics corridor. Offered as a full assemblage or as individual parcels, each lot provides flexible development potential for business park, flex-industrial, or light manufacturing uses under Polk Countys

    Saunders Estate Saunders Land

    5637 Recker Hwy, Winter Haven, FL 33880
  • /10

    $1,100 per month

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft
    • Condo for Rent

    1702 Recker Hwy Unit A, Winter Haven, FL 33880

    Property Id: 2310540Home features - New vinyl planked flooring install and newly painted throughoutPlank flooring & ceramic tile (easy to clean)Wood cabinetry Location:Minutes to downtown Winter Haven close to shopping, restaurants, medical offices, Sertoma Park and LEGOLAND .Utilities & feesResident pays utilities (owner pays water)How to

    1702 Recker Hwy Unit A, Winter Haven, FL 33880
  • /2

    $307,500 Sold Jun 25, 2025

    4924 Saint James St, Winter Haven, FL 33881

    • 4 Beds
    • 2 Baths
    • 1,992 Sq Ft
    • Built 2018

    Last Sold Summary

    • 7% Below List Price
    • $154/SF
    • 88 Days On Market

    Current Estimated Value $314,845

    Last Listing Agent Mathias Jenniges IAD FLORIDA LLC

    4924 Saint James St, Winter Haven, FL 33881
    • /26

      Est $289,043 Not Listed For Sale

      237 Haines Blvd, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,743 Sq Ft
      • Built 2017
      237 Haines Blvd, Winter Haven, FL 33881

      Last Sold Summary

      • 11% Below List Price
      • $186/SF
      • 115 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Jessica Rivera Hweih EXP REALTY LLC

  • /2

    $329,740 New Construction

    • 5 Beds
    • 2 Baths
    • 1,708 Sq Ft

    2795 Adeline Ave, Winter Haven, FL 33881

    Under Construction. Welcome to the Dundee, one of our one-story floorplans available in the beautiful community of Willowbrook South in Winter Haven, Florida. Choose between three thoughtfully designed exterior styles. This spacious 5-bedroom, 2-bathroom home offers 1,708 square feet of modern, comfortable living. Step inside to an inviting open-concept layout where the kitchen, living, and

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    2795 Adeline Ave, Winter Haven, FL 33881
  • /17

    $1,670 per month

    • 3 Beds
    • 2 Baths
    • 1,533 Sq Ft
    • House for Rent

    3235 Timberline Rd, Winter Haven, FL 33880

    This pet-friendly home features modern finishes and a functional layout with ample kitchen storage, spacious living areas, and abundant natural light throughout. The private yard offers space suitable for gardening or outdoor relaxation. Conveniently located near schools, parks, dining, and local amenities. Technology-enabled maintenance services provide added convenience, and self-touring is

    Daniel Reyes MAIN STREET RENEWAL LLC

    3235 Timberline Rd, Winter Haven, FL 33880
  • /29

    $275,490 Sold Jan 28, 2026

    4157 Giorgio Dr, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $183/SF
    • 35 Days On Market

    Current Estimated Value $293,000

    D.R. Horton VillaMar

    4157 Giorgio Dr, Winter Haven, FL 33884
    • /16

      Est $271,846 Not Listed For Sale

      4174 Roberta Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,721 Sq Ft
      • Built 2017
      4174 Roberta Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 5% Below List Price
      • $166/SF
      • 138 Days On Market

      Last Sold Price $286,000

      Last Listing Agent Vivian Ortiz OAK AVENUE REAL ESTATE LLC

  • /47

    $359,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,227 Sq Ft

    Naples Plan at Willowbrook North, Winter Haven, FL 33881

    NAPLES: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living, Loft and up to 5 Bedrooms! The Naples plan is available in Coastal, Farmhouse or Traditional exterior designs. The inviting front porch opens to a gracious foyer with adjacent powder room. The well-appointed, island kitchen is open to the adjoining cafe and spacious family room. . The primary suite boasts an en suite bathroom

    DRB Homes Builder
    0 Fl-544 St Unit 36849116, Winter Haven, FL 33881
  • /9

    $1,700 per month

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Condo for Rent

    2504 Ave O NW Unit B Downstairs, Winter Haven, FL 33881

    Property Id: 2366248Beautiful remodeled and refreshed 3 bedroom 1 Bath Duplex Quiet Property within a block to a city park and boat ramp. Property is close to schools and shopping.

    2504 Ave O NW Unit B Downstairs, Winter Haven, FL 33881
  • /2

    $232,000 Sold Oct 21, 2025

    3118 Walnut St, Winter Haven, FL 33881

    • 3 Beds
    • 1 Bath
    • 1,013 Sq Ft
    • Built 1955

    Last Sold Summary

    • 1% Below List Price
    • $229/SF
    • 99 Days On Market

    Current Estimated Value $224,881

    Last Listing Agent Kathi Zerilli REDFIN CORPORATION

    3118 Walnut St, Winter Haven, FL 33881
    • /3

      Est $223,333 Not Listed For Sale

      2404 Lucerne Park Rd, Winter Haven, FL 33881

      2404 Lucerne Park Rd, Winter Haven, FL 33881

      Last Sold Summary

      • 488% Above List Price
      • 86 Days On Market

      Last Sold Price $38,000

      Last Listing Agent Edson Nunes DALTON WADE INC

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