49,347

Winter Haven, FL Homes

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  • /86

    $720,000

    • 4 Beds
    • 4 Baths
    • 2,961 Sq Ft

    237 Mclean Point, Winter Haven, FL 33884

    MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision! Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area. Key Features: • Prime Location: Enjoy boat access to Lake

    Agent Photo

    Luis Perez Garcia

    EXP Realty LLC

    237 Mclean Point, Winter Haven, FL 33884
  • /20

    $2,345 Per Month

    • 3 Beds
    • 2 Baths
    • 2,126 Sq Ft
    • House for Rent

    4681 Mandolin 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 $2489.90. That covers your base rent, $2345.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    4681 Mandolin Loop, Winter Haven, FL 33884
  • /2

    $369,900

    Sold Feb 11, 2026

    7044 Summit Cir, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 2,113 Sq Ft
    • Built 2005

    Last Sold Summary

    • $175/SF
    • 6 Days On Market

    Current Estimated Value $366,076

    Last Listing Agent Arturo Matamoros EXP REALTY LLC

    7044 Summit Cir, Winter Haven, FL 33884
    • /2

      Est $149,537

      Not Listed For Sale

      392 Winter Ridge Blvd Unit 105, Winter Haven, FL 33881

      • 2 Beds
      • 2 Baths
      • 1,073 Sq Ft
      • Built 1996
      392 Winter Ridge Blvd Unit 105, Winter Haven, FL 33881

      Last Sold Summary

      • 213 Days On Market

  • /39

    $304,000

    $14K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft

    1799 Carnostie Rd, Winter Haven, FL 33884

    PRICE REDUCED! Move right into this pristine, turnkey oasis. Built in 2022, this beautifully maintained home in the peaceful Villa Mar community features a bright, open floor plan and four spacious bedrooms. The modern kitchen flows effortlessly into the main living areas, which boast durable ceramic tile flooring for a sleek, low-maintenance finish. Relax on your private, custom-screened lanai

    Agent Photo

    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    1799 Carnostie Rd, Winter Haven, FL 33884
  • /15

    $1,950 Per Month

    • 4 Beds
    • 2 Baths
    • 1,938 Sq Ft
    • House for Rent

    192 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 just a place to

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

    $300,000

    Sold Apr 13, 2026

    561 Cody Caleb Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,773 Sq Ft
    • Built 2006

    Last Sold Summary

    • 3% Below List Price
    • $108/SF
    • 61 Days On Market

    Current Estimated Value $301,817

    Last Listing Agent Lesley Guarino CITRAVEST MANAGEMENT LLC

    561 Cody Caleb Dr, Winter Haven, FL 33884
    • /2

      Est $351,575

      Not Listed For Sale

      2222 12th St NW, Winter Haven, FL 33881

      • 4 Beds
      • 4 Baths
      • 1,408 Sq Ft
      • Built 1927
      2222 12th St NW, Winter Haven, FL 33881

      Last Sold Summary

      • 67 Days On Market

  • /31

    $90,000

    $39K PRICE DROP
    • 2 Beds
    • 2 Baths

    355 Putter Cir, Winter Haven, FL 33881

    Welcome home to this beautifully maintained 2 bedroom, 2 bath residence offering approximately 1,300 sq ft of comfortable living space and sold fully furnished with an updated kitchen, a bonus room perfect for an office, craft space, or hobbies, and French doors that open into a roomy, front-facing Florida room, ideal for morning coffee or relaxing evenings. Thoughtful details include raised

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    355 Putter Cir, Winter Haven, FL 33881
  • /15

    $1,745 Per Month

    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft
    • House for Rent

    3211 Timberline Rd, Jan Phyl Village, 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,

    3211 Timberline Rd, Jan Phyl Village, FL 33880
  • /2

    $290,000

    Sold Nov 26, 2025

    1480 Leamington Ln, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft
    • Built 2024

    Last Sold Summary

    • 17% Below List Price
    • $132/SF
    • 402 Days On Market

    Current Estimated Value $293,777

    Last Listing Agent Claudia Gutierrez ADAMS HOMES REALTY

    1480 Leamington Ln, Winter Haven, FL 33884
    • /2

      Est $219,466

      Not Listed For Sale

      1714 2nd St NE, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,176 Sq Ft
      • Built 1964
      1714 2nd St NE, Winter Haven, FL 33881

      Last Sold Summary

      • 104 Days On Market

  • /22

    $365,000

    • 5 Beds
    • 3 Baths
    • 2,523 Sq Ft

    1404 Axel Cir, Winter Haven, FL 33880

    Virtually Staged. Beautifully designed and newly constructed, this stunning home offers over 2,500 square feet of contemporary Florida living in the peaceful Pinnacle Point community of Winter Haven. Featuring 5 bedrooms and 3 full bathrooms, the thoughtfully designed floor plan combines modern style with everyday comfort and functionality. Upon entering, you'll find a private first-floor guest

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    1404 Axel Cir, Winter Haven, FL 33880
  • /15

    $2,110 Per Month

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

    308 S Haven Ct, 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. Welcome to South Haven, Winter Haven's newest build-to-rent community where luxury and convenience come together

    308 S Haven Ct, Winter Haven, FL 33880
  • /16

    $289,490

    Sold Jul 14, 2026

    6212 Botticella Blvd, Winter Haven, FL 33884

    • 5 Beds
    • 2 Baths
    • 2,112 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $137/SF
    • 74 Days On Market

    Current Estimated Value $286,966

    Lennar Villa Mar

    6212 Botticella Blvd, Winter Haven, FL 33884
    • /2

      Est $97,876

      Not Listed For Sale

      150 El Dorado Unit 109, Winter Haven, FL 33884

      • 1 Bed
      • 1 Bath
      • 1,078 Sq Ft
      • Built 1980
      150 El Dorado Unit 109, Winter Haven, FL 33884

      Last Sold Summary

      • 3 Days On Market

  • /58

    $275,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,292 Sq Ft

    542 Eagle Landing Blvd, Winter Haven, FL 33880

    Welcome to the Eagle Landing community in Winter Haven, FL. This well-maintained single-family home is move-in ready and waiting for its new owner(s). The open-floor concept creates a comfortable flow throughout the main living areas, while the split floor plan provides added privacy for the primary bedroom and bath with spacious walk-in closet. The kitchen features stainless steel appliances and

    Agent Photo

    Carla Miro

    CENTURY 21 WATSON & MYERS REALTY

    542 Eagle Landing Blvd, Winter Haven, FL 33880
  • /15

    $1,855 Per Month

    • 4 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • House for Rent

    220 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 just a place to

    220 Southern Breeze Lp, Winter Haven, FL 33880
  • /16

    $269,990

    Sold Apr 02, 2026

    6448 Domizio Dr, Winter Haven, FL 33884

    • 4 Beds
    • 2 Baths
    • 1,874 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 13% Below List Price
    • $144/SF
    • 60 Days On Market

    Lennar Villa Mar

    6448 Domizio Dr, Winter Haven, FL 33884
    • /2

      Est $423,332

      Not Listed For Sale

      141 Greenfield Rd, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 2,328 Sq Ft
      • Built 1977
      141 Greenfield Rd, Winter Haven, FL 33884

      Last Sold Summary

      • 107 Days On Market

  • /21

    $270,000

    • 3 Beds
    • 2 Baths
    • 1,065 Sq Ft

    1716 Terry Cir NE, Winter Haven, FL 33881

    Welcome to 1716 Terry Circle NE, Winter Haven, FL 33881, a beautifully maintained and fully furnished home offering the perfect blend of comfort, convenience, and investment potential. This move-in-ready property features ceramic tile flooring throughout, updated bathrooms, and a bright, open floor plan with spacious living and dining areas that flow seamlessly into a large kitchen with breakfast

    Agent Photo

    Carlos DeJesus

    EXIT REALTY 4CORNERS

    1716 Terry Cir NE, Winter Haven, FL 33881
  • /15

    $2,330 Per Month

    • 5 Beds
    • 3 Baths
    • 2,566 Sq Ft
    • House for Rent

    957 Gotthard Pass Dr, Winter Haven, FL 33881

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 5-bedroom, 3-bathroom rental home in Winter Haven, FL, may be the right place for you. Find hours of peace

    957 Gotthard Pass Dr, Winter Haven, FL 33881
  • /2

    $325,000

    Sold May 27, 2026

    569 Reggie Rd, Winter Haven, FL 33884

    • 4 Beds
    • 2.5 Baths
    • 1,933 Sq Ft
    • Built 2024

    Last Sold Summary

    • 2% Above List Price
    • $168/SF
    • 9 Days On Market

    Current Estimated Value $312,440

    Last Listing Agent John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

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

      Est $287,227

      Not Listed For Sale

      432 Sandestin Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,875 Sq Ft
      • Built 1989
      432 Sandestin Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 47 Days On Market

  • /62

    $369,000

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,914 Sq Ft

    131 Ruby Lake Dr, Winter Haven, FL 33884

    Virtually Staged. Fully refreshed and move-in ready, this Ruby Lake home delivers space, thoughtful upgrades, and a layout that stands out from the rest.Offering high ceilings and a well-designed flow from the L-shaped formal living room that transitions into the formal dining area, creating a defined yet open feel. The kitchen sits at the center with a dinette overlooking the family room. A

    Agent Photo

    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    131 Ruby Lake Dr, Winter Haven, FL 33884
  • /16

    $2,115 Per Month

    • 3 Beds
    • 2 Baths
    • 1,942 Sq Ft
    • House for Rent

    536 Haines Trail, Winter Haven, FL 33881

    EXCITING NEWS: WE ARE CURRENTLY RENOVATING THIS HOME! NOTE THAT THE PHOTOS SHOWN REPRESENT THE HOME BEFORE RENOVATION AND DO NOT REFLECT ANY UPDATES. PLANNED IMPROVEMENTS INCLUDE: NEW LVP FLOORING IN COMMON LIVING AREAS OF THE HOME. Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's

    536 Haines Trail, Winter Haven, FL 33881
  • /2

    $299,800

    Sold Aug 15, 2025

    2159 Greenway Dr, Winter Haven, FL 33881

    • 4 Beds
    • 3 Baths
    • 2,030 Sq Ft
    • Built 1971

    Last Sold Summary

    • 8% Below List Price
    • $148/SF
    • 15 Days On Market

    Current Estimated Value $294,665

    Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

    2159 Greenway Dr, Winter Haven, FL 33881
    • /2

      Est $183,195

      Not Listed For Sale

      2480 Avenue E SW, Winter Haven, FL 33880

      • 3 Beds
      • 2 Baths
      • 816 Sq Ft
      • Built 1962
      2480 Avenue E SW, Winter Haven, FL 33880

      Last Sold Summary

      • 15 Days On Market

  • /22

    $33,500

    • 2 Beds
    • 2 Baths

    687 Century Ln, Winter Haven, FL 33881

    Charming 2 bed, 2 bath home offering 784 sq ft with a desirable split floor plan for added privacy. Major updates include a shingle/metal roof, gutters, and downspouts (2023) and a recently updated A/C motor (2026), providing peace of mind for years to come. Enjoy Florida living from the screened lanai-perfect for relaxing or entertaining. The home features a large double driveway with a separate

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    687 Century Ln, Winter Haven, FL 33881
  • /2

    $1,800 Per Month

    • 2 Beds
    • 1 Bath
    • 1,209 Sq Ft
    • House for Rent

    624 Lake Elizabeth 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

    624 Lake Elizabeth Dr, Winter Haven, FL 33884
  • /2

    $280,000

    Sold May 15, 2026

    207 24th Ct SW, Winter Haven, FL 33880

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1976

    Last Sold Summary

    • 3% Below List Price
    • $216/SF
    • 81 Days On Market

    Current Estimated Value $282,826

    Last Listing Agent Melissa Mottern KELLER WILLIAMS REALTY

    207 24th Ct SW, Winter Haven, FL 33880
    • /2

      Est $233,488

      Not Listed For Sale

      2835 Wingfoot Ct, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,682 Sq Ft
      • Built 1990
      2835 Wingfoot Ct, Winter Haven, FL 33884

      Last Sold Summary

      • 16 Days On Market

  • /40

    $235,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    3363 Livingston Way, Winter Haven, FL 33884

    Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throughout, with the exception of the second bedroom. The spacious two-car garage includes a laundry area that can easily be enclosed for additional privacy or functionality. The appliances are approximately four years old and have been gentlyused.

    Agent Photo

    Beena Kokeram

    AGILE GROUP REALTY

    3363 Livingston Way, Winter Haven, FL 33884
  • /15

    $1,845 Per Month

    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft
    • House for Rent

    584 Lake Smart Blvd, Winter Haven, FL 33881

    This home is move-in ready. Schedule your tour now or start your application today.Welcome to 584 Lake Smart Blvd in Winter Haven, FL, offering 3 bedrooms, 2 bathrooms, and 1,593 square feet. The single-level floor plan opens from the entry into a spacious living room and dining area, with the kitchen placed nearby for easy day-to-day flow. The primary suite is set apart from the

    584 Lake Smart Blvd, Winter Haven, FL 33881
  • /16

    $284,990

    Sold Jun 29, 2026

    6233 Botticella Blvd, Winter Haven, FL 33884

    • 5 Beds
    • 2 Baths
    • 2,112 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $135/SF
    • 6 Days On Market

    Lennar Villa Mar

    6233 Botticella Blvd, Winter Haven, FL 33884
    • /2

      Est $240,831

      Not Listed For Sale

      373 Saint Georges Cir, Eagle Lake, FL 33839

      • 3 Beds
      • 2 Baths
      • 1,480 Sq Ft
      • Built 2019
      373 Saint Georges Cir, Eagle Lake, FL 33839

      Last Sold Summary

      • 13 Days On Market

  • /67

    $795,000

    $180K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,555 Sq Ft

    200 Island Way, Winter Haven, FL 33884

    Welcome to your own slice of paradise on the private shores of Lake Lewis located in the highly sought-after gated community of Orchid Springs Estates! This stunning Mediterranean-style estate offers the perfect blend of luxury, comfort, and timeless elegance. Boasting 4 spacious bedrooms and 4 full baths, this custom-designed home features a beautifully appointed kitchen ideal for entertaining,

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    200 Island Way, Winter Haven, FL 33884
  • /16

    $1,830 Per Month

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft
    • House for Rent

    144 Shelley 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.This home is priced to rent and won't be around for long. Apply now, while we make this home ready for you, or call to arrange a meeting with your local Progress Residential leasing specialist

    144 Shelley Dr, Winter Haven, FL 33884
  • /6

    $244,990

    Sold Dec 30, 2025

    235 Turtle Bay Ave, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $153/SF
    • 20 Days On Market

    Current Estimated Value $241,132

    Highland Homes Harbor at Lake Henry - Townhomes

    235 Turtle Bay Ave, Winter Haven, FL 33881
    • /2

      Est $274,379

      Not Listed For Sale

      2312 Rose Blvd, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,788 Sq Ft
      • Built 2019
      2312 Rose Blvd, Winter Haven, FL 33881

      Last Sold Summary

      • 54 Days On Market

Showing Results 201 - 240, Page 6 of 18

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