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Newest Homes for Sale in Winter Haven, FL

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  • /40

    $235,000

    • 2 Beds
    • 2 Baths
    • 1,385 Sq Ft

    3023 Caneel St, Winter Haven, FL 33884

    Welcome to the vibrant lifestyle of Traditions, one of Winter Haven’s most desirable gated 55+ communities! Built in 2020, this impeccably maintained villa offers 2 bedrooms, 2 bathrooms, and 1,385 sq. ft. of beautifully designed living space that perfectly blends comfort, elegance, and low-maintenance Florida living.Step inside to an inviting open-concept floor plan filled with natural

    MARCO SILVA BRAVO GOYAL & DECOSTER REALTY

    3023 Caneel St, Winter Haven, FL 33884
  • /47

    $179,000

    • 3 Beds
    • 3 Baths
    • 1,749 Sq Ft

    332 Siberian Cypress Cir, Winter Haven, FL 33881

    $632 LOT RENT! Welcome home to Cypress Creek Village in Winter Haven, Florida! This beautifully designed 2022 ScotBilt home offers the perfect blend of comfort, space, and resort-style living in one of Winter Haven's sought-after 55+ gated communities. Featuring 3 bedrooms, 3 bathrooms, and 1749 square feet of living space, this home was built for easy living and entertaining. Step inside to an

    Daniel Butler Sun Realty of Florida

    332 Siberian Cypress Cir, Winter Haven, FL 33881
  • /42

    $300,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,823 Sq Ft

    125 Andreas St, Winter Haven, FL 33881

    Welcome to this beautifully maintained 4-bedroom, 2-bath home built in 2021, offering 1,832 sq ft of comfortable living space in the growing area of Winter Haven.This well-kept residence features a functional and open layout with a spacious kitchen that flows seamlessly into the living and dining areas—perfect for both everyday living and entertaining. Oneof the bedrooms offers flexibility and

    Agent Photo

    Patricia Schraiber

    DENIZ REALTY PARTNERS LLC

    125 Andreas St, Winter Haven, FL 33881
  • /6

    $400,000

    • Land
    • 34,412 Sq Ft
    • $506,329 per Acre

    0 Dundee Rd Unit MFRP4938646, Winter Haven, FL 33881

    Positioned along highly traveled Dundee Road, this prime commercial lot presents a rare, turnkey development opportunity in a growing Central Florida corridor. The property has already completed the state permitting process, significantly reducing timelines and uncertainty for a new owner or developer. With an approved driveway in place and site plans already prepared for a hotel, much of the

    Stetson Russell REAL FLORIDA REALTY LLC

    0 Dundee Rd Unit MFRP4938646, Winter Haven, FL 33881
  • /43

    $455,000

    • 6 Beds
    • 2 Baths
    • 1,944 Sq Ft

    1830 2nd St NW Unit A, Winter Haven, FL 33881

    Calling all investors and house-hackers! Welcome to 1830 2nd St NW, a fantastic multi-family investment opportunity located right in the heart of Winter Haven. This well-maintained duplex features two spacious, mirror-image units, each offering a highly desirable 3-bedroom, 1-bathroom layout perfect for maximizing rental income and attracting long-term tenants! Both units boast bright,

    Agent Photo

    John Gomez

    EXP REALTY LLC

    1830 2nd St NW Unit A, Winter Haven, FL 33881
  • /33

    $422,999

    $2K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,533 Sq Ft

    1108 Sawgrass Dr, Winter Haven, FL 33884

    This is a must see charming oasis located behind the secure gates of Lake Ashton, you don’t want to miss this opportunity of becoming an homeowner in this Exclusive 55+ community in Florida, comes with a upgraded custom13’6 x 28’ saltwater pool with propane heater and expanded screened enclosure that measures 44’ x 24’ tankless propane water heater, and gas hookup for an outdoor kitchen in Lake

    Samuel Williams LA ROSA REALTY CENTRAL FLORIDA LLC

    1108 Sawgrass Dr, Winter Haven, FL 33884
  • /61

    $559,000

    • 4 Beds
    • 2.5 Baths
    • 3,114 Sq Ft

    725 Heritage Dr NE, Winter Haven, FL 33881

    Virtually Staged. Located in the desirable Hamilton Pointe community, this beautifully maintained 4-bedroom, 2.5-bath pool home offers 3,114 square feet of living space and sits on a half-acre lot with no rear neighbors, providing peaceful views of a protected conservation area and exceptional backyard privacy. Built in 1992, this home features a spacious kitchen with an eat-in area and French

    Laura Slocumb REMAX EXPERTS

    725 Heritage Dr NE, Winter Haven, FL 33881
  • /34

    $314,900

    New Construction $24K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,863 Sq Ft

    1782 White Elephant Loop, Winter Haven, FL 33884

    Discover affordable luxury and modern Florida living in this beautifully designed brand-new 2025 home located in the growing Peach Crossings community of Winter Haven. Perfectly positioned for first-time homebuyers, growing families, remote professionals, and buyers seeking more space without sacrificing style, this move-in ready 4-bedroom, 2-bath residence offers the ideal combination of

    Renee Anthony WATSON REALTY CORP.

    1782 White Elephant Loop, Winter Haven, FL 33884
  • 5512 Taverna Loop Unit 40423297, Winter Haven, FL 33884

    $389,990

    New Construction
    • 5 Beds
    • 3 Baths
    • 3,011 Sq Ft

    Valenica Plan at Villa Mar, Winter Haven, FL 33884

    Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step...

    Casa Fresca Homes Builder
    5512 Taverna Loop Unit 40423297, Winter Haven, FL 33884
  • /30

    $100,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,568 Sq Ft

    1246 Las Brisas Ln Unit 370, Winter Haven, FL 33881

    2 Bedrooms + Den | 2 Bathrooms | 1,568 Sq. Ft. |Reduced to $100,000 for a quick sale. Four Lakes Golf Club Lot 370 Welcome to a bright, open, and airy home that perfectly blends comfort and style! This beautifully maintained 2-bedroom plus den residence offers a spacious layout with thoughtful upgrades throughout. At the heart of the home is a gorgeous remodeled kitchen featuring granite

    Cheryl Dobbs CRF Communities

    1246 Las Brisas Ln Unit 370, Winter Haven, FL 33881
  • /52

    $39,995

    • 2 Beds
    • 2 Baths

    106 Winterdale Dr, Lake Alfred, FL 33850

    Updated from the inside out, this 2-bedroom, 2-bathroom manufactured home is ready to welcome its next owner. The improvements speak for themselves: a whole-house re-pipe, roof, and fresh flooring stretching throughout. Two fresh exterior doors with deadbolt locks add security, while acrylic windows brighten the screen room and a pair of skylights wash the living room in natural light. The

    Agent Photo

    Chrissy Walter

    Sunset Home Sales

    106 Winterdale Dr, Lake Alfred, FL 33850
  • /71

    $284,500

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,887 Sq Ft

    142 Morning Glory Cir, Winter Haven, FL 33884

    You will be impressed the moment you walk through the door! It’s so clean, polished and move-in ready! This home is a beautifully maintained 3-bedroom, 2-bath home located in the desirable Morningside neighborhood within the gated Winterset community. This thoughtfully designed split-bedroom floor plan offers both comfort and functionality, featuring a formal living room, formal dining room, and

    Karen Myers CENTURY 21 MYERS REALTY

    142 Morning Glory Cir, Winter Haven, FL 33884
  • /34

    $195,000

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,172 Sq Ft

    3006 Elm St, Winter Haven, FL 33881

    BACK ON THE MARKET! No fault of the seller! Welcome to 3006 Elm Street in beautiful Winter Haven — a charming home full of potential and perfectly positioned for convenience! This 3-bedroom, 1.5-bath home also features a flexible office space that could easily serve as a 4th bedroom, playroom, hobby room, or home gym. Step inside to find new tile flooring, a remodeled bathroom, a newer roof, and

    Michele Elchin DALTON WADE INC

    3006 Elm St, Winter Haven, FL 33881
  • /62

    $409,000

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,639 Sq Ft

    258 Terranova Blvd, Winter Haven, FL 33884

    Welcome to this beautifully renovated home located in a secure gated community, offering not only privacy and peace of mind but also a low annual HOA fee. This spacious property features 4 bedrooms plus a versatile bonus room and 3 fully remodeled bathrooms, thoughtfully designed to provide comfort for everyday living and privacy for guests. As you enter, you are welcomed by high ceilings and an

    Jorge Orama AVENUE HOMES LLC

    258 Terranova Blvd, Winter Haven, FL 33884
  • /35

    $328,000

    $11K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,173 Sq Ft

    339 Lake Smart Cir, Winter Haven, FL 33881

    Motivated Seller agree to contribute $10,000 towards buyers closing cost and or pre-paid only . Introducing a beautifully maintained home offering an excellent and functional layout. The first floor features a welcoming open concept with a half bathroom, living, dining, and kitchen areas, and a well-appointed kitchen with granite countertops, stylish backsplash, and elegant lighting fixtures. A

    Barbara Prins HOMETRUST REALTY GROUP

    339 Lake Smart Cir, Winter Haven, FL 33881
  • /16

    $375,000

    • 4 Beds
    • 3 Baths
    • 1,964 Sq Ft

    528 Mckenna Dr, Winter Haven, FL 33881

    This thoughtfully designed home, built in 2021 and located on a quiet cul-de-sac in the heart of Winter Haven, offers four bedrooms, three bathrooms, and a modern open-concept layout ideal for everyday living and entertaining. The kitchen features stainless steel appliances, a breakfast bar, custom added storage, and a water filtration system, all overlooking a spacious living area complete with

    Marc Jeune THE ELITE REALTY EXPERIENCE

    528 Mckenna Dr, Winter Haven, FL 33881
  • /33

    $340,000

    • 4 Beds
    • 2 Baths
    • 2,004 Sq Ft

    604 Sarner Pass Way, Winter Haven, FL 33881

    Seller motivated — great opportunity for investors or future homeowners! This beautiful corner lot home features 4 bedrooms and 2 bathrooms, offering comfort, space, and excellent income potential. The spacious kitchen comes fully equipped with all appliances, including a refrigerator, stove, microwave, and dishwasher, making it move-in ready from day one. The open-concept layout seamlessly

    Anderson Siqueira, Sr WRA BUSINESS & REAL ESTATE

    604 Sarner Pass Way, Winter Haven, FL 33881
  • /17

    $25,000

    $9K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    257 Alpine Dr Unit 257, Winter Haven, FL 33881

    Swiss Village / Lot #257 / 2 Bedroom/2 Bath / 1,080 Sq. Ft. /REDUCED TO ONLY $25,000.00!! Located in a beautiful 55+ gated community on Lake Henry, this home offers a great floor plan with a lot of potential! Located across from the lake, this Fleetwood home has been painted inside, and flooring has been updated in the kitchen and dining area to vinyl plank flooring. It has plenty of cabinet

    Jennifer Torres CRF Communities

    257 Alpine Dr Unit 257, Winter Haven, FL 33881
  • /33

    $69,999

    • 2 Beds
    • 2 Baths

    645 Century Ln, Winter Haven, FL 33881

    Welcome to this beautifully updated and spacious 2-bedroom, 2-bath home offering 1,296 sq ft of comfortable living! From the moment you walk in, you'll appreciate the open-concept layout. The kitchen features warm wood cabinetry with plenty of storage, while the home boasts newer flooring installed in 2022 for a fresh, modern feel throughout. The primary suite is a true retreat, highlighted by a

    Agent Photo

    Cindy Minnick

    Sun Resales, Inc.

    645 Century Ln, Winter Haven, FL 33881
  • /30

    $289,000

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft

    3307 Costello Cir, Winter Haven, FL 33884

    NEW PRICE on this move-in-ready Central Florida home! Offering modern upgrades, energy-efficient features, and desirable community amenities, this property delivers exceptional comfort, style, and value.The bright, open-concept floor plan features soaring ceilings, fresh interior paint, luxury vinyl plank flooring throughout the main living areas, and durable vinyl flooring in every

    Michael Hochadel BHHS FLORIDA PROPERTIES GROUP

    3307 Costello Cir, Winter Haven, FL 33884

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