48,516

Winter Haven, FL Homes

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  • /21

    $335,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,021 Sq Ft

    1913 Quail Fields Cir, Winter Haven, FL 33884

    Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your

    Agent Photo

    William Maltbie

    MALTBIE REALTY GROUP

    (863) 323-8732

    1913 Quail Fields Cir, Winter Haven, FL 33884
  • /15

    $1,750 per month

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • House for Rent

    506 Eagle Landing Blvd, Winter Haven, FL 33880

    Make this your new home today! This property will not last long! Live in this 3 Bedroom, 2 Bathroom home for rent in Winter Haven! Located in the Eagle Landing Subdivision. Corner Lot one-story Home. Open Floor Plan. Open Kitchen with Breakfast Bar features granite countertops, and al Stainless Steel Kitchen Appliances are included (Refrigerator, Dishwasher, Range, and Microwave. Living & Dining

    Elizabeth Santiago ALLEGIANT MANAGEMENT GROUP INC

    506 Eagle Landing Blvd, Winter Haven, FL 33880
  • /2

    $160,000 Sold Dec 11, 2025

    505 Avenue G SE, Winter Haven, FL 33880

    • 3 Beds
    • 3 Baths
    • 1,786 Sq Ft
    • Built 1955

    Last Sold Summary

    • 18% Below List Price
    • $90/SF
    • 73 Days On Market

    Current Estimated Value $194,857

    Last Listing Agent Reggie Ward PREMIER REALTY OF TAMPA

    505 Avenue G SE, Winter Haven, FL 33880
    • /2

      Est $265,392 Not Listed For Sale

      555 Avenue O SE, Winter Haven, FL 33880

      • 4 Beds
      • 2 Baths
      • 1,554 Sq Ft
      • Built 1955
      555 Avenue O SE, Winter Haven, FL 33880

      Last Sold Summary

      • 2% Below List Price
      • $174/SF
      • 124 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Amy Reynolds LOCKHART & ASSOCIATES INC

  • /15

    $628,510 Pending

    • 5 Beds
    • 3 Baths
    • 2,021 Sq Ft

    1548 Covey Rise Terrace, Winter Haven, FL 33884

    Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration.

    Agent Photo

    William Maltbie

    MALTBIE REALTY GROUP

    (863) 375-8979

    1548 Covey Rise Terrace, Winter Haven, FL 33884
  • /17

    $1,975 per month

    • 4 Beds
    • 2.5 Baths
    • 1,889 Sq Ft
    • House for Rent

    2753 Whispering Trails Dr, Winter Haven, FL 33884

    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,

    2753 Whispering Trails Dr, Winter Haven, FL 33884
  • /2

    $110,000 Sold Oct 13, 2025

    6501 Raintree Ln NE, Winter Haven, FL 33881

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft
    • Built 1985

    Last Sold Summary

    • $109/SF
    • 19 Days On Market

    Last Listing Agent Corinna Weaver CROSBY & ASSOCIATES, INC.

    6501 Raintree Ln NE, Winter Haven, FL 33881
    • /2

      Est $344,359 Not Listed For Sale

      109 Jardin Ln, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,833 Sq Ft
      • Built 2001
      109 Jardin Ln, Winter Haven, FL 33884

      Last Sold Summary

      • $188/SF
      • 115 Days On Market

      Last Sold Price $345,000

      Last Listing Agent Matt Mesimer KELLER WILLIAMS REALTY SMART 1

  • /72

    $399,900 New Construction

    • 5 Beds
    • 3 Baths
    • 2,386 Sq Ft

    1138 Michelangelo Ln, Winter Haven, FL 33884

    *** No CDD fees!!***Welcome to this stunning smart home offering the perfect blend of modern design, space, and functionality. This impressive two-story residence features 5 bedrooms, 3 full bathrooms, and a spacious 3-car garage, making it ideal for growing families or those who love to entertain. Step inside to discover a bright and open floor plan designed for today’s lifestyle. The main

    Agent Photo

    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    (863) 343-0543

    1138 Michelangelo Ln, Winter Haven, FL 33884
  • /18

    $899 per month

    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    2227 9th St SE, Winter Haven, FL 33880

    Check out this waterfront STUDIO apartment. This home boasts tile floors, freshly painted interior. Screen lanai with great views of Lake Lulu. Community includes lawn care. 1 car carport. Great location of chain of lakes. Close to shopping and grocery store. Administration Fee: Upon approval tenants will be subject to a $250 one-time administration fee. This property is proud to offer

    John-Michael Elliott S & D REAL ESTATE SERVICE LLC

    2227 9th St SE, Winter Haven, FL 33880
  • /34

    $310,000 Sold May 14, 2025

    1802 Emily Dr, Winter Haven, FL 33884

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Above List Price
    • $141/SF
    • 137 Days On Market

    Current Estimated Value $307,492

    Last Listing Agent Johany Utrera AVID REALTY LLC

    1802 Emily Dr, Winter Haven, FL 33884
    • /2

      Est $406,132 Not Listed For Sale

      149 Okaloosa Dr, Winter Haven, FL 33884

      • 4 Beds
      • 3 Baths
      • 2,581 Sq Ft
      • Built 1974
      149 Okaloosa Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 2% Above List Price
      • $154/SF
      • 38 Days On Market

      Last Sold Price $398,000

      Last Listing Agent GREGORY BLACKALL VERANDA REALTY GROUP

  • /15

    $383,260 Pending

    • 4 Beds
    • 3 Baths
    • 2,344 Sq Ft

    1603 Covey Rise Terrace, Winter Haven, FL 33884

    Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration.

    Agent Photo

    William Maltbie

    MALTBIE REALTY GROUP

    (863) 862-5548

    1603 Covey Rise Terrace, Winter Haven, FL 33884
  • /18

    $2,045 per month

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

    5882 Windridge Dr, 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 $2189.90. That covers your base rent, $2045.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    5882 Windridge Dr, Winter Haven, FL 33881
  • /2

    $332,990 Sold Apr 23, 2025

    3432 Costello Cir, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • Built 2024

    Last Sold Summary

    • $136/SF
    • 62 Days On Market

    Current Estimated Value $341,158

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

    3432 Costello Cir, Winter Haven, FL 33884
    • /2

      Est $221,147 Not Listed For Sale

      439 San Jose Dr, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,747 Sq Ft
      • Built 1980
      439 San Jose Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 3% Above List Price
      • $122/SF
      • 105 Days On Market

      Last Sold Price $214,000

      Last Listing Agent Bethany Cromwell KELLER WILLIAMS REALTY SMART

  • /22

    $357,835 Pending

    • 3 Beds
    • 2 Baths
    • 2,021 Sq Ft

    1509 Covey Rise Terrace, Winter Haven, FL 33884

    Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration.

    Agent Photo

    William Maltbie

    MALTBIE REALTY GROUP

    (863) 310-1719

    1509 Covey Rise Terrace, Winter Haven, FL 33884
  • /11

    $2,200 per month

    • 4 Beds
    • 2 Baths
    • 2,234 Sq Ft
    • House for Rent

    3511 Costello Cir, Winter Haven, FL 33884

    Like brand new 4-bedroom, 2-bath home located in the desirable Villa Mar community in Winter Haven for rent. This property offers 1,665 sq ft of living space with an open-concept floor plan that connects the kitchen, dining, and living areas, creating a functional layout for everyday living and entertaining. The kitchen features modern finishes, ample cabinet space, and a center island. The

    Patricia Padron PROPERTY PARTNERS REALTY INC

    3511 Costello Cir, Winter Haven, FL 33884
  • /5

    $244,990 Sold Jan 09, 2026

    207 Turtle Bay Ave, Winter Haven, FL 33881

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $153/SF
    • 30 Days On Market

    Current Estimated Value $254,333

    Highland Homes Harbor at Lake Henry - Townhomes

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

      Est $211,339 Not Listed For Sale

      407 San Jose Dr, Winter Haven, FL 33884

      • 2 Beds
      • 2 Baths
      • 1,213 Sq Ft
      • Built 1984
      407 San Jose Dr, Winter Haven, FL 33884

      Last Sold Summary

      • 2% Below List Price
      • $177/SF
      • 6 Days On Market

      Last Sold Price $215,000

      Last Listing Agent Patricia de Graaff RE/MAX

  • /15

    $582,194 Pending

    • 4 Beds
    • 3 Baths
    • 2,551 Sq Ft

    1552 Covey Rise Terrace, Winter Haven, FL 33884

    Under Construction. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration.

    Agent Photo

    William Maltbie

    MALTBIE REALTY GROUP

    (863) 766-1375

    1552 Covey Rise Terrace, Winter Haven, FL 33884
  • /16

    $1,930 per month

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • House for Rent

    92 Lake Daisy Blvd, Winter Haven, FL 33884

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    92 Lake Daisy Blvd, Winter Haven, FL 33884
  • /2

    $272,000 Sold Mar 30, 2026

    5750 Harbor Isle Blvd, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft
    • Built 2002

    Last Sold Summary

    • 10% Above List Price
    • $220/SF
    • 7 Days On Market

    Current Estimated Value $246,569

    Last Listing Agent Ryan Odenweller RE/MAX HERITAGE PROFESSIONALS

    5750 Harbor Isle Blvd, Winter Haven, FL 33884
    • /2

      Est $274,737 Not Listed For Sale

      1518 Avenue C NE, Winter Haven, FL 33881

      • 4 Beds
      • 2 Baths
      • 1,567 Sq Ft
      • Built 1959
      1518 Avenue C NE, Winter Haven, FL 33881

      Last Sold Summary

      • 4% Below List Price
      • $183/SF
      • 13 Days On Market

      Last Sold Price $287,500

      Last Listing Agent Matt Mesimer KELLER WILLIAMS REALTY SMART 1

  • /30

    $334,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,038 Sq Ft

    Turquesa Plan at VillaMar, Winter Haven, FL 33884

    The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and

    Casa Fresca Homes Builder
    6614 Crescent Loop Unit 36787274, Winter Haven, FL 33884
  • /23

    $2,000 per month

    • 4 Beds
    • 2 Baths
    • 1,717 Sq Ft
    • House for Rent

    213 Lake Lucerne Way, Winter Haven, FL 33881

    Welcome to your next home! This well-maintained 4-bedroom, 2-bathroom home offers 1,701 sq. ft. of comfortable living space with an open-concept layout that creates a bright and inviting atmosphere—perfect for relaxing or entertaining family and friends.Located in a friendly and welcoming community, residents enjoy access to the community pool and playground, providing great options for

    Yashira Arroyo UNITED REALTY GROUP INC

    213 Lake Lucerne Way, Winter Haven, FL 33881
  • /5

    $244,990 Sold Sep 17, 2025

    222 Turtle Bay Ave, Winter Haven, FL 33881

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

    Move in Ready Sold Summary

    • $153/SF
    • 30 Days On Market

    Highland Homes Harbor at Lake Henry - Townhomes

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

      Est $276,705 Not Listed For Sale

      497 Mckenna Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,461 Sq Ft
      • Built 2021
      497 Mckenna Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 2% Below List Price
      • $194/SF
      • 116 Days On Market

      Last Sold Price $283,500

      Last Listing Agent Colleen Murphy CENTURY 21 MYERS REALTY

  • /39

    $334,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,986 Sq Ft

    Jupiter Plan at Willowbrook North, Winter Haven, FL 33881

    JUPITER: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and up to 4 Bedrooms! The Jupiter plan is available in Coastal, Farmhouse or Traditional exterior designs. The inviting front porch opens to a gracious foyer with 2 adjacent secondary bedrooms and a full bathroom. The spacious family room is open to the dining area and adjacent kitchen. The primary suite boasts an en suite

    DRB Homes Builder
    0 Fl-544 St Unit 36849129, Winter Haven, FL 33881
  • /16

    $1,700 per month

    • 3 Beds
    • 1 Bath
    • 1,120 Sq Ft
    • House for Rent

    240 16th St NE, Winter Haven, FL 33881

    Beautiful, pet-friendly home coming soon! Apply now, Move-In is available on or after the listed date. Upon approval, $500 reservation deposit to reserve (applied to security deposit and/or refundable). Application fee: $50 per adult. Security Deposit: one month?s rent. Pet fees: $250 + $40/mo per pet. Some homes may include pool ($150/mo), septic ($15/mo), and/or HOA fees; other fees may apply.

    240 16th St NE, Winter Haven, FL 33881
  • /2

    $334,990 Sold Mar 26, 2026

    4069 Giorgio Dr, Winter Haven, FL 33884

    • 5 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • Built 2026

    Last Sold Summary

    • $137/SF
    • 11 Days On Market

    Current Estimated Value $334,478

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

    4069 Giorgio Dr, Winter Haven, FL 33884
    • /2

      Est $316,663 Not Listed For Sale

      5880 Marsh Landing Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,821 Sq Ft
      • Built 2019
      5880 Marsh Landing Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Below List Price
      • $176/SF
      • 67 Days On Market

      Last Sold Price $320,000

      Last Listing Agent Mike Hamic KELLER WILLIAMS REALTY SMART

  • /29

    $339,999 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,039 Sq Ft

    5385 San Pietro Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every

    Dale Human CASA FRESCA REALTY

    5385 San Pietro Dr, Winter Haven, FL 33884
  • /37

    $2,150 per month

    • 4 Beds
    • 2.5 Baths
    • 1,879 Sq Ft
    • House for Rent

    312 Kayden Cove, Winter Haven, FL 33884

    Welcome to this beautiful and spacious rental home located in the heart of Winter Haven, just minutes away from LEGOLAND Florida and top-rated shopping centers. This residence features a bright, open-concept floor plan with modern finishes, perfect for comfortable family living and entertaining. The property boasts a large, private backyard and is situated in a quiet, well-maintained community.

    Ashley Porto GLASSTONE GROUP INC

    312 Kayden Cove, Winter Haven, FL 33884
  • /21

    $294,990 Sold Mar 04, 2026

    6464 Domizio Dr, Winter Haven, FL 33884

    • 5 Beds
    • 2 Baths
    • 2,326 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 2% Above List Price
    • $127/SF
    • 31 Days On Market

    Current Estimated Value $305,469

    Lennar VillaMar

    6464 Domizio Dr, Winter Haven, FL 33884
    • /2

      Est $258,622 Not Listed For Sale

      1170 Yumuri St, Winter Haven, FL 33884

      • 3 Beds
      • 2 Baths
      • 1,491 Sq Ft
      • Built 2021
      1170 Yumuri St, Winter Haven, FL 33884

      Last Sold Summary

      • 1% Above List Price
      • $172/SF
      • 154 Days On Market

      Last Sold Price $257,000

      Last Listing Agent Jeena Sanchez Frias THE PARKS REALTY GROUP

  • /17

    $300,990 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
  • /15

    $1,715 per month

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

    104 Southern Breeze Lp, Winter Haven, FL 33880

    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 happy to help you find a different home or refund your Hold Fee. This home

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

    $185,000 Sold Oct 23, 2025

    6509 Oak Hammock Ct, Winter Haven, FL 33884

    • 3 Beds
    • 2 Baths
    • 1,575 Sq Ft
    • Built 1998

    Last Sold Summary

    • 3% Below List Price
    • $117/SF
    • 78 Days On Market

    Last Listing Agent John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

    6509 Oak Hammock Ct, Winter Haven, FL 33884
    • /2

      Est $266,967 Not Listed For Sale

      3184 Royal Tern Dr, Winter Haven, FL 33881

      • 3 Beds
      • 2 Baths
      • 1,725 Sq Ft
      • Built 2020
      3184 Royal Tern Dr, Winter Haven, FL 33881

      Last Sold Summary

      • 1% Above List Price
      • $153/SF
      • 166 Days On Market

      Last Sold Price $263,500

      Last Listing Agent Luceyda Rodriguez Otero AGENT TRUST REALTY CORPORATION

Showing Results 401 - 440, Page 11 of 18

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