North Winter Haven Homes for Sale

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  /35

  $157,900

  • 2 Beds
  • 2 Baths
  • 1,216 Sq Ft

  6562 Chinaberry Dr, Winter Haven, FL 33881

  Bring all offers! Turnkey & Immaculate in Desirable Brookhaven Village – You Own the Land!Step into this beautifully maintained, fully furnished 2 bedroom 2 bath home located in the sought-after 55+ community of Brookhaven Village. This gem offers easy, low-maintenance living with all appliances included—just bring your suitcase!The spacious master suite features a huge walk-in closet and

  Anya Kovalenko LPT REALTY, LLC

  6562 Chinaberry Dr, Winter Haven, FL 33881
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  /36

  $149,000

  • 2 Beds
  • 2 Baths
  • 1,073 Sq Ft

  151 Winter Ridge Dr, Winter Haven, FL 33881

  Welcome to this charming two-bedroom, two-bath condo in the desirable Winter Ridge community on Lake Smart—part of the renowned Chain of Lakes. This beautifully updated home features an open floor plan with new luxury vinyl flooring and fresh interior paint. The kitchen offers ample cabinetry, a convenient in-kitchen laundry area, and a spacious walk-in pantry. Enjoy relaxing or entertaining on

  Stacey Towns STACEY TOWNS REALTY LLC

  151 Winter Ridge Dr, Winter Haven, FL 33881
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  /50

  $440,000

  • 4 Beds
  • 2 Baths
  • 1,982 Sq Ft

  260 Lake Smart Cir, Winter Haven, FL 33881

  Experience the perfect blend of style, comfort, and sustainability in this beautifully maintained 4-bedroom, 2-bathroom home, built in 2021. Nestled in a serene neighborhood, this home offers not only modern features but also breathtaking views of Lake Smart which it's part of Polk County Chain of Lakes. Highlights Include: Stunning lake view to enjoy daily sunrises, sunsets, and peaceful vibes.

  Veddy Diaz Rosario CHARLES RUTENBERG REALTY ORLANDO

  260 Lake Smart Cir, Winter Haven, FL 33881
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  /9

  $249,900

  • Land
  • 1.45 Acres
  • $172,345 per Acre

  0 Country Club Rd N Unit MFRP4933790, Winter Haven, FL 33881

  1.45 +/- country estate on winding country road. Near Publix and the Country Club of Winter Haven. Neighbors are other estate homes, cows and horses. Large, mature trees, private entrance. Perfect for physician as it is cl9ose to Winter Haven Hospital, Advent Health in Haines City and Lake Wales.

  Todd Dantzler CENTURY 21 WATSON & MYERS REALTY

  0 Country Club Rd N Unit MFRP4933790, Winter Haven, FL 33881
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  /35

  $399,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,603 Sq Ft

  4099 Island Lakes Dr, Winter Haven, FL 33881

  **$40K PRICE REDUCTION!!** Lakefront Living on the Chain of Lakes! Welcome to 4099 Island Lakes Dr, a stunning 3 bed, 2 bath block home offering breathtaking waterfront views and direct access to the Chain of Lakes. Nestled in a peaceful setting, this home is perfect for those who love boating, fishing, or simply enjoying serene lakefront sunsets. Step inside to a spacious and inviting layout

  Don Jerue KELLER WILLIAMS REALTY SMART 1

  4099 Island Lakes Dr, Winter Haven, FL 33881
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  /27

  $179,000

  • 3 Beds
  • 2.5 Baths
  • 1,334 Sq Ft

  2500 21st St NW Unit 71, Winter Haven, FL 33881

  This desirable and low-maintenance condo is a spacious 1,334 sq ft unit, featuring 3 bedrooms, 2 1/2 bathrooms, an attached 2-car garage, a gated front lanai, a private screened-in balcony off the master bedroom, and a 25-foot screened back porch with insulated roof. Located in Casa del Sol, one of Winter Haven's premier and original condominium communities, is ideally located with easy access to

  Jonathan Minerick HOMECOIN.COM

  2500 21st St NW Unit 71, Winter Haven, FL 33881
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  /33

  $750,000

  • 5 Beds
  • 3 Baths
  • 3,161 Sq Ft

  329 Hamilton Shores Dr NE, Winter Haven, FL 33881

  This beautiful home overlooks Lake Hamilton being the largest lake on a chain of three, Lake Hamilton, Middle Lake Hamilton, and Little Lake Hamilton in Winter Haven Florida making Hamilton Pointe a sought out community. The 2 story home presents with a circular drive way leading to the double front door entrance. Upon entering 3161 Square feet of living area, high ceilings with crown molding, 5

  Steve Pospichal COLDWELL BANKER REALTY

  329 Hamilton Shores Dr NE, Winter Haven, FL 33881
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  /39

  $259,000

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft

  3161 Royal Tern Dr, Winter Haven, FL 33881

  Short Sale. One of the most sought-after floor plans, this 4-bedroom, 2-bathroom home boasts numerous charming features and is set on an oversized lot with no rear neighbors and a serene water view. As you enter, you'll find three spacious bedrooms and a modern bathroom. To the left, the inviting, contemporary kitchen showcases a large pantry offering ample storage space. The open dining area

  Krichely Gonzalez Rodriguez KELLER WILLIAMS ADVANTAGE III

  3161 Royal Tern Dr, Winter Haven, FL 33881
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  /13

  $183,900

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

  6450 Hollyberry Ln NE, Winter Haven, FL 33881

  Seller is Motivated! Discover a rare opportunity to Own You Own Land in this highly sought-after 55+ community of Brookhaven Village! Enjoy a serene lifestyle with everything you need just minutes away. This beautiful 2-bedroom, 2-bath has been tastefully remodeled and designed for comfort and modern living. This home has so many upgrades: Brand New Roof! New Windows! New A/C, New Flooring,

  Anya Kovalenko LPT REALTY, LLC

  6450 Hollyberry Ln NE, Winter Haven, FL 33881
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  /37

  $133,900

  • 2 Beds
  • 2 Baths
  • 989 Sq Ft

  6475 Peppertree Path NE, Winter Haven, FL 33881

  Welcome to 6475 Peppertree Path NE in Winter Haven, a beautifully maintained 2-bedroom, 2-bathroom furnished home located in a well-established 55+ community that combines comfort with convenience. This inviting property has received major updates, including all new siding in 2025, a new roof and carport in February 2024, and all windows replaced except for those in the Florida room. Inside, the

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  6475 Peppertree Path NE, Winter Haven, FL 33881
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  /18

  $485,000

  • Land
  • 11.52 Acres
  • $42,101 per Acre

  0 Lucerne Park Rd Unit MFRO6281805, Winter Haven, FL 33881

  Prime Investment Opportunity! This 11+ acre vacant lot is zoned R-3 multi-family and residential, providing exceptional potential for development. Featuring approximately 1,047 feet of frontage along State Road 544, the property is situated in a rapidly growing area—ideal for investors and developers. Nearby utilities include electric, water, and sewer for convenient access. All dimensions are

  Cardichon Christloudjy EXP REALTY LLC

  0 Lucerne Park Rd Unit MFRO6281805, Winter Haven, FL 33881
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  /51

  $292,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  Unlisted Address

  Short Sale. Price must be approved by the bank. Short Sale-Welcome to this beautiful 3-bedroom, 2-bathroom single-family home featuring a spacious two-car garage and a relaxing screened-in patio. Nestled in a desirable community with a private fishing pier, this home is perfect for outdoor enthusiasts. Plus, a public boat ramp is conveniently located just across the street, providing easy access

  Brandy Duncan COLDWELL BANKER REALTY

  Unlisted Address
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  /50

  $305,000

  • 4 Beds
  • 3 Baths
  • 2,205 Sq Ft

  4932 St James St, Winter Haven, FL 33881

  Check out this move in ready 4 bedroom 3 bath with a great water view! Enjoy this great home that was built in 2018. This home boasts an open floor plan, freshly painted inside. Open kitchen with center island, granite counter tops and stainless steel appliances as well as a walk in pantry. Large primary bedroom with walk in closet and ensuite bath that offers dual sink vanity and step in shower

  John-Michael Elliott S & D REAL ESTATE SERVICE LLC

  4932 St James St, Winter Haven, FL 33881
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  /24

  $258,000

  • 2 Beds
  • 1 Bath
  • 1,253 Sq Ft

  4105 Oak Dr, Winter Haven, FL 33881

  New Lower price!!! Looking for a charming home, with land? Come check out this cute home on a corner lot! Property has .54 acres with fenced in lot. 2 Bedroom 1 Bath, that has been updated with Newer Kitchen & Granite countertops. State of the art Stainless Steel appliances. Range has a glass top. Also has counter space for Coffee Bar. Wood Vinyl Flooring throughout. Modern bathroom with

  Terry Johnson C BUDDY JOHNSON REALTY, LLC

  4105 Oak Dr, Winter Haven, FL 33881
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  /4

  $135,000

  • Land
  • 0.53 Acre
  • $254,717 per Acre

  100 Brigham Rd NW, Winter Haven, FL 33881

  Lot Is clear ready to built. This neighborhood is very nice and a lot of new construction.

  Mike Coicou BHHS FLORIDA PROPERTIES GROUP

  100 Brigham Rd NW, Winter Haven, FL 33881
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  /43

  $163,900

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

  6308 Bayberry Blvd NE, Winter Haven, FL 33881

  Fully Furnished* Gorgeous updating, Very Clean & Move-In ready! Brookhaven Village in the heart of Central Florida is a well-established and maintained age 55+ community. You Own your Lot! Perfect for winter months or year around living. Very affordable $34.00 monthly HOA which includes Clubhouse activities, Heated Pool, Shuffleboard, Common grounds maintenance and a boat or trailer storage

  Don Cleveland COLDWELL BANKER REALTY

  6308 Bayberry Blvd NE, Winter Haven, FL 33881
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  /20

  $168,500

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  6461 Hollyberry Ln NE, Winter Haven, FL 33881

  Welcome to 6461 Hollyberry Lane, a beautifully updated 2-bedroom, 2-bathroom home in the highly desirable 55+ community of Brookhaven Village in Winter Haven, FL. This inviting, move-in-ready residence comes fully furnished, allowing you to settle in and enjoy from day one. Recent updates give peace of mind and include new plumbing in 2023, a brand-new water heater added in 2023, and a brand-new

  Craig Murrell REMAX EXPERTS

  6461 Hollyberry Ln NE, Winter Haven, FL 33881
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  /15

  $245,000

  • 4 Beds
  • 3 Baths
  • 2,020 Sq Ft

  3077 Brenton Manor Loop, Winter Haven, FL 33881

  Short Sale. SHORT SALE. SHORT SALE, Calling Investors ,FIXER UPPER, 4 bedrooms, 3 bath home in Central Florida! Enjoy privacy with only one side neighbor and no back neighbor, come and see this Beautiful Home with an open-concept layout and spacious bedrooms & high vaulted ceilings Don't miss the chance to make this property your new home. SELLER WILL NOT MAKE ANY REPAIRS, PROPERTY IS AS IS.

  Amanda Linsey VYLLA HOME

  3077 Brenton Manor Loop, Winter Haven, FL 33881
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  /34

  $296,000

  • 3 Beds
  • 2 Baths
  • 2,023 Sq Ft

  2030 Leisure Dr, Winter Haven, FL 33881

  Short Sale. Short Sale Opportunity – Remodeled & Priced Below Market Value!Discover unbeatable value at 2030 Leisure Drive in Winter Haven! This beautifully remodeled 3-bedroom, 2-bath home with multiple flexible bonus rooms offers incredible space and modern upgrades at a fraction of the market price.Step inside to find Luxury Vinyl Plank flooring, fresh interior and exterior

  

  Yvette Toledo-Baste

  COMPASS FLORIDA LLC

  (863) 343-3369

  2030 Leisure Dr, Winter Haven, FL 33881
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  /57

  $950,000

  • 3 Beds
  • 2 Baths
  • 1,957 Sq Ft

  1955 W Lake Hamilton Dr, Winter Haven, FL 33881

  This stunning, custom-built 4-bedroom, 2-bathroom home spans 2000 sq ft on 9.75 well-maintained and cleared acres! Situated just off Lake Hamilton Drive, the property includes a spacious kitchen with an oversized breakfast bar that opens to a screened lanai—ideal for entertaining and casual dining. The master suite features his-and-her closets, elegant granite countertops, and a luxurious walk-in

  Harold Baker KELLER WILLIAMS REALTY SMART 1

  1955 W Lake Hamilton Dr, Winter Haven, FL 33881
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  /5

  $980,000

  • Land
  • 9.8 Acres
  • $100,000 per Acre

  0 Brigham Rd NW, Winter Haven, FL 33881

  9.8 ACRES (8.5 acres of R-3 + 1.3 acres of Conservation zoning) in the City of Winter Haven. Prime location and already zoned for multifamily development (R-3). Additional unit count with potential zoning change of 1.3 acre portion to R-3. WATER, SEWER & POWER readily available! Property fronts onto Brigham Road and backs up to a Conservation Area. All measurements including acreage count are

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  (863) 270-8616

  0 Brigham Rd NW, Winter Haven, FL 33881

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