Winter Haven, FL Homes for Sale

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  /39

  $269,990

  • 3 Beds
  • 3 Baths
  • 1,408 Sq Ft

  811 22nd St NW, Winter Haven, FL 33881

  "Welcome to this charming 3-bedroom, 3-full-bath home nestled in the heart of Winter Haven! One of the bedrooms features a private entrance, making it perfect as an IN-LAW SUITE, home office/studio, or an income-producing rental opportunity. The spacious Florida room with screen enclosure is ideal for relaxing and entertaining, while the front screened porch adds extra curb appeal and a cozy

  Romina Peragine FLORIDA REALTY INVESTMENTS

  811 22nd St NW, Winter Haven, FL 33881
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  $272,990

  New Construction

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

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

  The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It

  D.R. Horton Builder

  2815 Adeline Ave Unit 38507581, Winter Haven, FL 33881
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  /31

  $65,000

  $13K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft

  77 Bern Dr, Winter Haven, FL 33881

  Swiss Village / Lot #77/ 2 Bed/ 2 Bath / 1,584 Sq. Ft./ REDUCED TO $65,000.00 !! Reasonable offers will be considered by the Seller. This gorgeous home has been updated with: Sprinkler System Leaf Filter on Gutters Painted inside and out Laundry in the shed with sink Luxury Vinyl Plank Flooring Roof And so much more! It offers a formal dining room, new appliances, and large bedrooms! It has a

  Jennifer Torres CRF Communities

  77 Bern Dr, Winter Haven, FL 33881
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  /22

  $326,900

  New Construction

  • 3 - 4 Beds
  • 2 Baths
  • 2,005 Sq Ft

  Serendipity Plan at Harbor at Lake Henry - Single-Family Homes, Winter Haven, FL 33881

  Welcome home to the Serendipity by Highland Homes! This sunny, spacious, open-layout home features large bedrooms, flexible plan options, and desirable outdoor living space! The Serendipity features: A bright and open kitchen with a large counter-height island, walk-in pantry, and adjacent dining cafe. A flex-use den or optional 4th bedroom. A spacious owner's suite with an elegant tray ceiling,

  Highland Homes Builder

  612 Ituna Cir Unit 37319402, Winter Haven, FL 33881
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  /50

  $199,000

  • Land
  • 2.51 Acres
  • $79,283 per Acre

  0 Cutrone Rd Unit MFRTB8505361, Winter Haven, FL 33880

  RARE OPPORTUNITY! Situated on a sprawling 2.5-acre parcel, 232 Cutrone Rd presents a rare opportunity with exceptional potential. Offered as-is, the true value lies in the land, making it ideal for investors, builders, or buyers seeking space and flexibility. The property opens the door to a variety of possibilities, including potential subdivision, redevelopment, or the creation of a private

  Carrissa Henshaw RE/MAX COLLECTIVE

  0 Cutrone Rd Unit MFRTB8505361, Winter Haven, FL 33880
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  /38

  $94,999

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft

  6443 Hollyberry Ln NE, Winter Haven, FL 33881

  Best Deal in Polk County!!!! Highly desirable 55+ Brookehaven Village community! This charming 2-bedroom, 2-bathroom manufactured home offers comfortable Florida living with a spacious Florida room, a versatile cabana room, and a convenient laundry/utility room. The home includes some furnishings, making your move even easier. With just a little dusting and cleaning, this property is ready to

  Steve Donahue LIVE FLORIDA REALTY

  6443 Hollyberry Ln NE, Winter Haven, FL 33881
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  /80

  $589,000

  • 4 Beds
  • 2 Baths
  • 2,676 Sq Ft

  5457 Hogan Ln, Winter Haven, FL 33884

  Welcome to 5457 Hogan Lane, Winter Haven, FL, a stunning home with lake views and a SPOOL (8x16) in Lake Ashton, an Exclusive 55 Plus community with Resort Style Amenities & Planned Activities! The CDD Debt has been PAID IN FULL on this home. This Ashton Floor plan home with an oversize garage(30x23) features a double car entry & separate single car entry. It has amazing curb appeal with flower

  Lori Raath LAKE ASHTON REALTY INC.

  5457 Hogan Ln, Winter Haven, FL 33884
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  /90

  $744,900

  • 5 Beds
  • 4.5 Baths
  • 4,190 Sq Ft

  2954 Plantation Rd, Winter Haven, FL 33884

  PRICED BELOW RECENT APPRAISED VALUE OF $795,000 — APPRAISAL AVAILABLE FOR REVIEW! (Real Matterport Tour & Videos in Virtual Tour Links) Rare opportunity to own one of the most desirable waterfront golf course homes in Cypresswood Golf & Country Club. Positioned on a private corner lot overlooking the pond, 4th green, and 5th tee, this extensively updated 5-bedroom, 4.5-bath estate offers nearly

  Justino Zoppe KELLER WILLIAMS REALTY SMART 1

  2954 Plantation Rd, Winter Haven, FL 33884
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  /81

  $535,000

  • 4 Beds
  • 3 Baths
  • 2,550 Sq Ft

  1 Lake Eloise Ln, Winter Haven, FL 33884

  Don't miss out on this amazing 4/3 single-family home with a pool near Lake Eloise in winter Haven! the seller has recently spent 15k upgrading the St Augustine grass, pavers in front and around the pool, gutters as well as new duct work and dryer duct clean out, tree service and more! This remarkable home features a newer roof, HVAC, Water heater, Pool screen enclosure, pool pump, Flooring,

  John Carter KELLER WILLIAMS REALTY SMART

  1 Lake Eloise Ln, Winter Haven, FL 33884
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  /25

  $315,000

  • 4 Beds
  • 2 Baths
  • 1,938 Sq Ft

  231 Haines Blvd, Winter Haven, FL 33881

  Step into comfort and versatility with this beautifully maintained two-story home featuring 4 spacious bedrooms and 3 full bathrooms, perfect for growing families or those who love extra space. Enjoy peace of mind with a brand-new air conditioning system installed in 2025, ensuring year-round comfort. The home offers a well-designed layout with a spacious walk-in pantry, ideal for keeping your

  Johanna Carmona GIPSTAR REALTY LLC

  231 Haines Blvd, Winter Haven, FL 33881
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  /22

  $99,900

  $10K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 840 Sq Ft

  1700 6th St NW Unit C31, Winter Haven, FL 33881

  HUGE PRICE DROP! Welcome to this 2-bedroom, 1.5-bath condo in the desirable 55+ community of Winter Haven Harbour Apartments! This beautifully updated unit is modern, stylish, and completely move-in ready. Inside, the condo has been freshly painted and features luxury vinyl plank flooring in living areas and tile in kitchen and baths. Both bathrooms have been fully redone with modern finishes.

  David Small KELLER WILLIAMS REALTY SMART 1

  1700 6th St NW Unit C31, Winter Haven, FL 33881
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  /31

  $116,000

  $4K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  1700 6th St NW Unit C26, Winter Haven, FL 33881

  This fully remodeled condo offers comfortable and stylish living with two bedrooms and one bathroom. Enjoy brand-new vinyl flooring throughout, making maintenance a breeze. The kitchen features new appliances and solid surface countertops, while the updated bathroom adds a modern touch. Assigned covered parking is included with the unit. The active 55+ community boasts a newly remodeled, heated

  Ave Bar CENTURY 21 WATSON & MYERS REALTY

  1700 6th St NW Unit C26, Winter Haven, FL 33881
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  /28

  $90,000

  • 2 Beds
  • 2 Baths
  • 1,352 Sq Ft

  134 Lake Hazel Dr, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. 2-Bedroom, 2-Bathroom Mobile Home in a 55+ Community of ORANGE MANOR WEST-NO LOT RENT!-This spacious 1,352 sq. ft. double wide mobile home located in a 55+ community that offers a wealth of amenities for an active lifestyle. BRAND NEW A/C! The living room features sliding glass doors that open to a front enclosed Florida room, perfect for enjoying

  Kelley Vogel Blackburn COLDWELL BANKER REALTY

  134 Lake Hazel Dr, Winter Haven, FL 33884
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  /29

  $300,000

  Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  3268 Country Walk Club Cir, Winter Haven, FL 33881

  Experience elevated living in this beautifully maintained 3 bedroom, 2 bathroom residence located in the highly desirable Country Walk community in Winter Haven. Designed with style and comfort in mind, this home showcases custom luxury finishes throughout the living room and bedrooms, creating an elegant and inviting atmosphere. The open concept layout offers the perfect blend of functionality

  Maria Santacruz KELLER WILLIAMS LEGACY REALTY

  3268 Country Walk Club Cir, Winter Haven, FL 33881
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  /43

  $292,900

  $6K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft

  1864 Emily Dr, Winter Haven, FL 33884

  Welcome to your dream home in the highly desirable community of Emily Estates! This stunning, move-in-ready 4-bedroom, 2-bathroom residence has been beautifully refreshed with brand-new interior and exterior paint, sparkling new stainless steel appliances, and upgraded plumbing fixtures throughout—giving it the crisp, clean feel of a brand-new build.You will love the light and bright

  octavia Cheveresan RE/MAX ACTION FIRST OF FLORIDA

  1864 Emily Dr, Winter Haven, FL 33884
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  /24

  $384,900

  New Construction Open Sat 10PM - 5PM

  • 4 Beds
  • 2 Baths
  • 2,032 Sq Ft

  2108 River Hawk Loop, Winter Haven, FL 33880

  Move-in ready! Welcome to the Residences at Winter Haven, a premier new single-family community designed for those who value both quality and connection. Set within this inviting neighborhood, the Everglades floor plan brings a natural ease to everyday living, from its open layout to the thoughtful finishes. At the heart of the home is a stunning kitchen featuring a large waterfall island and 42”

  Rodrigo Gomes De Almeida KELLER WILLIAMS REALTY AT THE LAKES

  2108 River Hawk Loop, Winter Haven, FL 33880
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  /27

  $281,900

  New Construction $2K PRICE DROP

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

  4663 Ostero St, Winter Haven, FL 33884

  The property is located at 4663 Ostero Street WINTER HAVEN FL 33884 priced at 281900, the square foot and stories are 1665, 1.The number of bath is 2, halfbath is 0 there are 4 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  4663 Ostero St, Winter Haven, FL 33884
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  /35

  $321,990

  New Construction

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

  ROBIE Plan at VillaMar, Winter Haven, FL 33884

  The Robie is a two-story floorplan featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Robie is sure to turn heads. Inside this inviting 5-bedroom, 3-bathroom home, you’ll find 2,447 square feet of comfortable living. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor

  D.R. Horton Builder

  3744 Giorgio Dr Unit 36202855, Winter Haven, FL 33884
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  /52

  $185,000

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  6086 Southern Oaks Dr, Winter Haven, FL 33884

  Welcome to 6086 Southern Oaks Drive SE, a beautifully updated and well- maintained, move in ready manufactured home located in the highly sought after 55+ community of Garden Grove Oaks where you OWN your Land and enjoy low HOA fees in a peaceful, well-maintained neighborhood. This home features two generously sized bedrooms and two full bathrooms. The primary suite boasts a private en-suite

  Anita Lowe LOCKHART & ASSOCIATES INC

  6086 Southern Oaks Dr, Winter Haven, FL 33884
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  /38

  $44,900

  $20K PRICE DROP

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

  229 Fairway Cir, Winter Haven, FL 33881

  Don't miss this immaculate 2BR/2BA, 1248 sq. ft. home in the highly sought-after 55+ gated community, Swiss Golf & Tennis, in sunny Central Florida. Whether you're looking for a permanent home or a seasonal getaway, this home is for you. Swiss Golf is one of the few lot lease parks with reasonable monthly lot rent. Buyers are able to inherit the seller's current lot rent for 2026 of $501 for the

  Cynthia Cole Sunset Home Sales

  229 Fairway Cir, Winter Haven, FL 33881

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