48,064

Winter Haven, FL Homes

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  • /70

    $369,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,334 Sq Ft

    Ponte Vedra Plan at Willowbrook North, Winter Haven, FL 33881

    PONTE VEDRA: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living , Loft and up to 5 Bedrooms! The Ponte Vedra plan is available in Coastal, Farmhouse or Traditional exterior designs. The gracious foyer leads to the cafe area and the well-appointed island kitchen that overlooks the spacious family room. The 2nd level primary suite boasts an en suite bathroom with dual sink vanity,

    DRB Homes Builder
    0 Fl-544 St Unit 36849126, Winter Haven, FL 33881
  • /11

    $1,695 per month

    • 3 Beds
    • 2 Baths
    • 1,329 Sq Ft
    • House for Rent

    335 Lake Daisy Loop, Winter Haven, FL 33884

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1839.90. That covers your base rent, $1695.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    335 Lake Daisy Loop, Winter Haven, FL 33884
  • /2

    $425,000 Sold Oct 29, 2025

    232 Terranova Blvd, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 2,327 Sq Ft
    • Built 2004

    Last Sold Summary

    • $183/SF
    • 2 Days On Market

    Last Listing Agent Deanna Stone THE STONES REAL ESTATE FIRM

    232 Terranova Blvd, Winter Haven, FL 33884
    • /2

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,604 Sq Ft

      6210 Knotty Pine Dr SE, Winter Haven, FL 33884

      6210 Knotty Pine Dr SE, Winter Haven, FL 33884
  • /24

    $324,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft

    3334 Twilight Rd, Winter Haven, FL 33881

    Entering from the front porch, you step into the foyer, where two bedrooms greet you at the front of the home—each featuring a walk-in closet and sharing a full bath. As you continue down the hallway, you'll pass a coat closet, the laundry room, and access to the two-car garage. The layout then opens into the kitchen, family room, and dining area, creating a welcoming space for everyday living. A

    Starlight Homes Builder
    3334 Twilight Rd, Winter Haven, FL 33881
  • /19

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,540 Sq Ft
    • House for Rent

    216 Hayley St, Winter Haven, FL 33884

    Beautiful single-family home in the spectacular Peace Creek Reserve. Featuring 3 bedrooms, 2 bathrooms, and a 2-car garage. The home is equipped with updated appliances, solid-surface countertops throughout, and tile flooring in the main living areas. It also offers a spacious laundry room with a washer and dryer included.Winter Haven is known as the Chain of Lakes City, with more than 26

    Oleksandr Blekherov GRAND STATE REALTY

    216 Hayley St, Winter Haven, FL 33884
  • /2

    $303,000 Sold Feb 14, 2025

    4905 Kaia Ave, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft
    • Built 2024

    Last Sold Summary

    • 4% Below List Price
    • $165/SF
    • 213 Days On Market

    Current Estimated Value $305,025

    Last Listing Agent Tatiana Souza MERITAGE HOMES OF FL REALTY

    4905 Kaia Ave, Winter Haven, FL 33884
    • /17

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,144 Sq Ft

      6453 Hollyberry Ln NE, Winter Haven, FL 33881

      6453 Hollyberry Ln NE, Winter Haven, FL 33881
  • /19

    $342,990 New Construction

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

    3462 Evening Star Dr, 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
    3462 Evening Star Dr, Winter Haven, FL 33881
  • /17

    $1,595 per month

    • 3 Beds
    • 2 Baths
    • 1,397 Sq Ft
    • House for Rent

    966 Sunshine Way SW, Winter Haven, FL 33880

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1739.90. That covers your base rent, $1595.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    966 Sunshine Way SW, Winter Haven, FL 33880
  • /2

    $98,000 Sold Jul 30, 2025

    4201 Cedarwood Dr, Winter Haven, FL 33880

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1979

    Last Sold Summary

    • 25% Below List Price
    • $85/SF
    • 243 Days On Market

    Last Listing Agent Kathy Devor COLDWELL BANKER REALTY

    4201 Cedarwood Dr, Winter Haven, FL 33880
    • /8

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,056 Sq Ft

      311 Donald Ln, Winter Haven, FL 33880

      311 Donald Ln, Winter Haven, FL 33880
  • /14

    $436,175 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,182 Sq Ft

    5358 San Pietro Dr, Winter Haven, FL 33884

    Under Construction. BELOW MARKET INTEREST RATES with use of Sellers Preferred Lender. Prepare to be impressed by the Gabriela, a stunning two-story 5-bedroom, 3.5-bathroom home with a 3-car tandem garage. The inviting exterior and professionally designed landscaping exudes curb appeal. Once you're inside, you'll find a den space and half bathroom off the foyer, offering a private office or flex

    Dale Human CASA FRESCA REALTY

    5358 San Pietro Dr, Winter Haven, FL 33884
  • /15

    $1,500 per month

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

    680 Grove St, Winter Haven, FL 33881

    Welcome to 680 Grove St in Winter Haven! This charming 1-bedroom apartment offers a comfortable living room upon entry, a practical kitchenette, a convenient laundry closet, and a spacious bedroom with a full bathroom. Rent includes water, electricity, and internet, providing amazing value and stress-free living. Perfect for one person or a couple, this cozy home is centrally located near

    Vicky Torres Rodriguez RE/MAX HERITAGE PROFESSIONALS

    680 Grove St, Winter Haven, FL 33881
  • /2

    $150,000 Sold Jun 06, 2025

    23 Kendra Ct, Winter Haven, FL 33880

    • 2 Beds
    • 2 Baths
    • 1,044 Sq Ft
    • Built 1984

    Last Sold Summary

    • 14% Below List Price
    • $144/SF
    • 35 Days On Market

    Current Estimated Value $149,731

    Last Listing Agent Tiffany Ellis COLDWELL BANKER REALTY

    23 Kendra Ct, Winter Haven, FL 33880
    • /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft

      6773 Brentwood Dr NE, Winter Haven, FL 33881

      6773 Brentwood Dr NE, Winter Haven, FL 33881
  • /30

    $247,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,464 Sq Ft

    4615 Linda Dr, Lake Wales, FL 33859

    The property is located at 4615 Linda Drive LAKE WALES FL 33859 priced at 247990, the square foot and stories are 1464, 2.The number of bath is 2, halfbath is 1 there are 3 bedrooms and 1 garages. For more details please, call or email.

    D.R. Horton Builder
    4615 Linda Dr, Lake Wales, FL 33859
  • /15

    $1,865 per month

    • 3 Beds
    • 2 Baths
    • 2,285 Sq Ft
    • House for Rent

    815 Lake Elbert Ct, Winter Haven, FL 33881

    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

    815 Lake Elbert Ct, Winter Haven, FL 33881
  • /2

    $278,000 Sold Feb 13, 2025

    3966 Cypress Landing W, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft
    • Built 1997

    Last Sold Summary

    • $195/SF

    Current Estimated Value $280,952

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    3966 Cypress Landing W, Winter Haven, FL 33884
    • /16

      Est $128,982 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 845 Sq Ft

      2600 Lucerne Park Rd Unit 505, Winter Haven, FL 33881

      2600 Lucerne Park Rd Unit 505, Winter Haven, FL 33881
  • /37

    $120,000 Pending

    • 2 Beds
    • 2 Baths
    • 989 Sq Ft

    6462 Hollyberry Ln NE, Winter Haven, FL 33881

    Back on the market due to buyer financing falling through! Welcome to this charming 2-bedroom, 2-bathroom home located in the peaceful 55+ community of Brookhaven Village in Winter Haven, where you'll enjoy $0 lot fees! Whether you're a first-time homebuyer, investor, or seasonal resident, this home checks all the boxes. As you arrive, you’ll appreciate the covered carport for added convenience

    Steven Pugh EXP REALTY LLC

    6462 Hollyberry Ln NE, Winter Haven, FL 33881
  • /23

    $1,990 per month

    • 4 Beds
    • 2.5 Baths
    • 1,933 Sq Ft
    • House for Rent

    669 Reggie Rd, Winter Haven, FL 33884

    Welcome to the stunning **Atlanta Plan**, a spacious two-story home featuring **4 bedrooms, 2.5 bathrooms**, and a **2-car garage**. Designed with comfort and style in mind, this open-concept layout offers a bright **great room**, **dining area**, and a **modern kitchen** with a large island, ample counter space, and a walk-in pantry. Sliding glass doors lead to a **covered lanai**, perfect for

    Andre Chiappetta Dos Santos Cam EPIC REALTY

    669 Reggie Rd, Winter Haven, FL 33884
  • /2

    $317,900 Sold Apr 11, 2025

    452 Ituna Cir, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $193/SF
    • 95 Days On Market

    Current Estimated Value $286,000

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

    452 Ituna Cir, Winter Haven, FL 33881
    • /47

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,560 Sq Ft

      421 Village Cir SW, Winter Haven, FL 33880

      421 Village Cir SW, Winter Haven, FL 33880
  • /8

    $320,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft

    Hawking Plan at Sunset Hills, Winter Haven, FL 33881

    Entering from the front porch, you step into the foyer, where two bedrooms greet you at the front of the home—each featuring a walk-in closet and sharing a full bath. As you continue down the hallway, you'll pass a coat closet, the laundry room, and access to the two-car garage. The layout then opens into the kitchen, family room, and dining area, creating a welcoming space for everyday living. A

    Starlight Homes Builder
    3136 Sunset Hills Rd Unit 36488327, Winter Haven, FL 33881
  • /20

    $1,495 per month

    • 4 Beds
    • 2 Baths
    • 980 Sq Ft
    • House for Rent

    927 28th St NW, Winter Haven, FL 33881

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $1639.90. That covers your base rent, $1495.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    927 28th St NW, Winter Haven, FL 33881
  • /2

    $270,490 Sold Jun 30, 2025

    3456 Costello Cir, Winter Haven, FL 33884

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

    Last Sold Summary

    • 9% Below List Price
    • $162/SF
    • 76 Days On Market

    Current Estimated Value $270,118

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

    3456 Costello Cir, Winter Haven, FL 33884
    • /2

      Est $326,164 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,086 Sq Ft

      4058 Island Lakes Dr, Winter Haven, FL 33881

      4058 Island Lakes Dr, Winter Haven, FL 33881
  • /22

    $339,329 New Construction

    • 4 Beds
    • 2 Baths
    • 1,850 Sq Ft

    5421 San Pietro Dr, Winter Haven, FL 33844

    Discover a world of effortless elegance and comfort with the Valeria, a single-story home featuring 4 bedrooms, 2 bathrooms and a 2-car garage. The foyer leads to three bedrooms, a full bathroom, and a convenient laundry room with washer and dryer included. The vaulted-ceilings and open concept living, dining, and kitchen areas are perfect for entertaining or cozy family nights, all enhanced by

    Casa Fresca Homes Builder
    5421 San Pietro Dr, Winter Haven, FL 33844
  • /15

    $1,750 per month

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft
    • House for Rent

    664 Lake Dexter Cir, Winter Haven, FL 33884

    Available NOW! $0 application fee for pre-approved applicants. Enjoy peaceful lakefront living in this two-story home located in the Lake Dexter Woods community. This spacious residence offers three bedrooms, two and a half bathrooms, and a comfortable layout with bright living areas and an enclosed sunroom perfect for relaxing year-round. With Lake Dexter right out front, you can take in serene

    Valentina Naumenko MILA REALTY

    664 Lake Dexter Cir, Winter Haven, FL 33884
  • /2

    $325,046 Sold Dec 11, 2025

    2339 Brassie Ct, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,405 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $135/SF
    • 97 Days On Market

    Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

    2339 Brassie Ct, Winter Haven, FL 33884
    • /34

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft

      6023 Grand Oaks Dr SE, Winter Haven, FL 33884

      6023 Grand Oaks Dr SE, Winter Haven, FL 33884
  • /26

    $344,981 New Construction

    • 4 Beds
    • 2 Baths
    • 1,850 Sq Ft

    5425 San Pietro Dr, Winter Haven, FL 33884

    Discover a world of effortless elegance and comfort with the Valeria, a single-story home featuring 4 bedrooms, 2 bathrooms and a 2-car garage. The foyer leads to three bedrooms, a full bathroom, and a convenient laundry room with washer and dryer included. The vaulted-ceilings and open concept living, dining, and kitchen areas are perfect for entertaining or cozy family nights, all enhanced by

    Casa Fresca Homes Builder
    5425 San Pietro Dr, Winter Haven, FL 33884
  • /14

    $1,615 per month

    • 3 Beds
    • 2 Baths
    • 1,323 Sq Ft
    • House for Rent

    1552 Foxridge Run SW, Winter Haven, FL 33880

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    1552 Foxridge Run SW, Winter Haven, FL 33880
  • /2

    $333,285 Sold Jul 22, 2025

    2840 San Marco Way, Winter Haven, FL 33884

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

    Last Sold Summary

    • $166/SF

    Current Estimated Value $333,090

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    2840 San Marco Way, Winter Haven, FL 33884
    • /24

      Est $281,313 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,576 Sq Ft

      4726 Osprey Way, Winter Haven, FL 33881

      4726 Osprey Way, Winter Haven, FL 33881
  • /5

    $329,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,802 Sq Ft

    Luna Plan at Sunset Hills, Winter Haven, FL 33881

    You enter the home through the foyer, where three bedrooms are located at the front of the home, along with a centrally positioned laundry room that also provides access to the two-car garage. Continuing down the hall, the home opens up to a spacious kitchen, family room, and dining area—perfect for everyday living and entertaining. A covered patio is located just off the family room for outdoor

    Starlight Homes Builder
    3136 Sunset Hills Rd Unit 36474308, Winter Haven, FL 33881
  • /35

    $1,395 per month

    • 2 Beds
    • 1.5 Baths
    • 845 Sq Ft
    • Condo for Rent

    2600 Lucerne Park Rd Unit 514, Winter Haven, FL 33881

    CHECK OUT THE GORGEOUS VIEW IN THIS 55 PLUS COMMUNITY! This well maintained lakefront complex, is just a few steps to Lake Smart and the community pool. Complete with a Florida Sunroom with outdoor pavers, this is the perfect place to kick back, relax and enjoy the Florida lifestyle. The kitchen is complete with a range, microwave, dishwasher, refrigerator and stacked washer/dryer. Your primary

    Christy Smith PREMIER HOMES AND REAL ESTATE

    2600 Lucerne Park Rd Unit 514, Winter Haven, FL 33881
  • /2

    $495,000 Sold Oct 02, 2025

    934 Lake Elbert Dr SE, Winter Haven, FL 33880

    • 4 Beds
    • 2 Baths
    • 3,198 Sq Ft
    • Built 1926

    Last Sold Summary

    • 3% Below List Price
    • $155/SF
    • 140 Days On Market

    Last Listing Agent Chris Renfro KELLER WILLIAMS REALTY SMART

    934 Lake Elbert Dr SE, Winter Haven, FL 33880
    • /24

      Est $312,633 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,986 Sq Ft

      4750 Osprey Way, Winter Haven, FL 33881

      4750 Osprey Way, Winter Haven, FL 33881

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