1,339

Winter Haven, FL Homes for Sale

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  • /15

    $250,000

    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft

    920 Cambridge Dr, Winter Haven, FL 33881

    SHORT SALE OPPORTUNITY PRICED TO SELL! Welcome to this 2021 built 4-bed 2 bath home located in the growing Windridge community of Winter Haven. This newer construction single story home offers a desirable open-concept floor plan designed for comfortable everyday living and easy entertaining. The spacious kitchen overlooks the main living and dining areas, creating a bright and inviting central

    Briana Willis Global Advantage Realty LLC

    920 Cambridge Dr, Winter Haven, FL 33881
  • /20

    $367,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,631 Sq Ft

    Primrose Plan at VillaMar - Signature Series, Winter Haven, FL 33884

    Entertain guests with ease with an open kitchen which overlooks the dining and great room. First floor flex space can be best used to fit your family's needs. Upstairs primary suite features an oversized walk-in closet.

    Meritage Homes Builder
    3745 Giorgio Dr Unit 37076789, Winter Haven, FL 33884
  • /12

    $259,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft

    3888 Giorgio Dr, Winter Haven, FL 33884

    Retreat to your primary suite located in the back of the home for plenty of privacy and offers a huge walk-in closet.

    Meritage Homes Builder
    3888 Giorgio Dr, Winter Haven, FL 33884
  • /43

    $225,000

    • 2 Beds
    • 2 Baths
    • 1,118 Sq Ft

    3343 Livingston Way, Winter Haven, FL 33884

    Located in the highly desirable 55+ maintenance-free gated community of Traditions on Lake Ruby, this wonderful 2-bedroom, 2-bathroom home offers charm, functionality, and an exceptional lifestyle. Upon arrival, you’re greeted by a welcoming Screened-in front porch decked out with tile flooring. Inside, the open-concept floor plan features a spacious living room with vaulted ceilings, Laminate

    Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

    3343 Livingston Way, Winter Haven, FL 33884
  • 3111 Laurel Oak Ln, Winter Haven, FL 33884

    $312,900 New Construction

    • 4 Beds
    • 2 Baths
    • 1,857 Sq Ft

    3111 Laurel Oak Ln, Winter Haven, FL 33884

    Move-in ready 4-bedroom home for sale in Winter Haven, Florida! This home features a spacious, open living area, a luxuriously appointed kitchen, and outdoor living space with a covered lanai and craftsman-style front porch! Enjoy privacy and relaxation in your spacious owner's suite complete with a large walk-in wardrobe and en-suite bath including a large tiled shower, dual vanities, a closeted

    Highland Homes Builder
    3111 Laurel Oak Ln, Winter Haven, FL 33884
  • /35

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft

    3307 Costello Cir, Winter Haven, FL 33884

    The original owner upgraded this property with a fenced in yard. In addition, all carpeting has been replaced in the bedrooms to vinyl flooring. A water softener/filtration system was installed to service the entire house. Luxury wood vinyl plank flooring is in living area, laundry room and baths. Despite this property being new construction two years ago, all rooms were painted to add to the

    Shirley Fitzsimmons UNITED REAL ESTATE PREFERRED

    3307 Costello Cir, Winter Haven, FL 33884
  • /4

    $135,000

    • 2 Beds
    • 1 Bath
    • 708 Sq Ft

    3265 Conine Dr W, Winter Haven, FL 33881

    Cute 2 bed 1 bath home, in a quite area, oversized fenced lot, laminate floors, some renovations done.

    Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

    3265 Conine Dr W, Winter Haven, FL 33881
  • /17

    $65,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    910 La Quinta Blvd Unit 26, Winter Haven, FL 33881

    2 Bedrooms | 2 Bathrooms | 1,120 Sq. Ft. | $65,000 Four Lakes Golf Club Lot 26 Price reduced from $69,900 to $65,000 Comfort, Views and Value All in One Step into a home that offers more than just comfort - it delivers a lifestyle. This sweet, well-cared-for residence is ideally located near the entrance of this stunning golf community. The true gem of this home awaits in the back. The screened

    Cheryl Dobbs CRF Communities

    910 La Quinta Blvd Unit 26, Winter Haven, FL 33881
  • /2

    $356,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,298 Sq Ft

    2775 San Marco Way, Winter Haven, FL 33884

    This well-planned single-story home offers 4 bedrooms, 2 bathrooms, and approximately 2,100 square feet of living space with a 2-car garage. The open-concept layout features a spacious great room that flows seamlessly into the dining area and kitchen, creating an inviting space for everyday living and entertaining. The kitchen includes a center island, pantry, and ample counter space, with clear

    Maronda Homes Builder
    2775 San Marco Way, Winter Haven, FL 33884
  • /25

    $219,900

    • 3 Beds
    • 2.5 Baths
    • 1,407 Sq Ft

    301 Orange Blossom Dr, Winter Haven, FL 33880

    NEW PRICE POINT, REDUCED!!! WATERFRONT! ON THE CANAL TO THE CHAIN OF LAKES!! Renovated, updated & remodeled. This townhouse is low-maintenance and offers a tranquil setting right in the middle of town, great location! Features include a neutral color scheme, renovated kitchen with plenty of cabinet space and a convenient pass-through bar leading to an open living room and dining area, primary

    Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

    301 Orange Blossom Dr, Winter Haven, FL 33880
  • /74

    $19,995

    • 2 Beds
    • 2 Baths
    • 896 Sq Ft

    62 Dale Dr, Winter Haven, FL 33880

    Whether you're looking to downsize, retire, or simply embrace the best of Florida's lifestyle, this 2 bedroom|2 bathroom in Winter Haven is the perfect place to make your dreams a reality. Winter Haven MHC is a 55+ pet-friendly community for active seniors. There is plenty of additional living space to entertain family/friends and/or enjoy the Florida weather in the large air conditioned lanai,

    Patti Alvin Sunset Home Sales

    62 Dale Dr, Winter Haven, FL 33880
  • /27

    $284,990 New Construction

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

    4952 Kaia Ave, Winter Haven, FL 33884

    The property is located at 4952 Kaia Avenue WINTER HAVEN FL 33884 priced at 284990, 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
    4952 Kaia Ave, Winter Haven, FL 33884
  • /47

    $382,000 New Construction

    • 5 Beds
    • 2.5 Baths
    • 2,215 Sq Ft

    934 Cattleman St, Winter Haven, FL 33884

    Stunning 5BR/2.5BA single family home on an oversized lot in the sought-after Inman Groves community. Move-in-ready home offers 2,215sq. ft. of thoughtfully designed living space with high ceilings, tile/carpet floors, and an open-concept layout. The kitchen features a spacious island and flows into the expansive family room. Upstairs, the owner’s suite includes a large walk-in closet and private

    Cristina de Oliveira Miami New Realty

    934 Cattleman St, Winter Haven, FL 33884
  • /33

    $439,000

    • 4 Beds
    • 3 Baths
    • 2,748 Sq Ft

    3221 La Salle St, Winter Haven, FL 33884

    $81,000 Total Price Reduction | 4 Bedroom Home in Orleans – Winter Haven Chain of Lakes Area Located at 3221 La Salle St in the highly sought-after Orleans subdivision of Winter Haven, this 4-bedroom, 3-bathroom home offers nearly 2,800 square feet of well-designed living space in one of the most desirable areas near the Winter Haven Chain of Lakes. Positioned between Lake Winterset and Lake

    Don Jerue KELLER WILLIAMS REALTY SMART 1

    3221 La Salle St, Winter Haven, FL 33884
  • /2

    $49,000

    • Land
    • 1.01 Acres
    • $48,515 per Acre

    0 Gerber Dairy Rd Unit MFRO6269496, Winter Haven, FL 33880

    This 1.01-acre vacant lot on Gerber Dairy Road in Winter Haven, Florida, "Zoning: RC" offers a great opportunity to build your dream spot with space and privacy. Enjoy a peaceful setting while remaining conveniently close to local amenities, schools, and major roads. A perfect property to create your ideal Florida lifestyle.Pin Location: Latitude 27.94820195, Longitude -81.75169206. Note: buyers

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 Gerber Dairy Rd Unit MFRO6269496, Winter Haven, FL 33880
  • /38

    $325,000

    • 4 Beds
    • 2 Baths
    • 2,052 Sq Ft

    126 Bermuda Ct, Winter Haven, FL 33880

    The property you are inquiring about is located in Winter Haven, FL in the Emerald Acres/Grassy/Lake Estates area of Polk County. This beautiful lakefront, 4+ bedrooms, 2-bath home is situated on over 2 acres on Grassy Lake! Just needs a little TLC and a new owner to enjoy a relaxed lifestyle with a beautiful view! Call, text, and see! *Agents, please read MLS Remarks.*

    Renee Butler BROKERS REALTY OF CENTRAL FLOR

    126 Bermuda Ct, Winter Haven, FL 33880
  • /24

    $350,900 New Construction

    • 4 - 5 Beds
    • 3.5 Baths
    • 2,587 Sq Ft

    Wesley II Plan at VillaMar, Winter Haven, FL 33884

    Welcome home to the Wesley II by Highland Homes, a two-story Florida home that lives large with an open living area on the first story and a flexible second-story layout! Downstairs, enjoy a fully open living area with: A large gathering room. An open kitchen with a counter-height buttery island or optional galley island, a walk-in pantry, and a sunny dining cafe. A convenient powder room. An

    Highland Homes Builder
    521 Vittorio Dr Unit 37316138, Winter Haven, FL 33884
  • /34

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,522 Sq Ft

    439 Lake Daisy Dr, Winter Haven, FL 33884

    ***NO HOA or CDD***HOME WARRANTY***MULTIPLE DOWN PAYMENT ASSISTANCE PROGRAMS AVAILABLE*** Welcome to this stunning 3-bedroom, 2-bathroom home in the desirable community of Winter Haven! This modern, energy-efficient property was built in 2021 and offers a perfect blend of comfort, style, and functionality. As you step inside, you'll immediately notice the open-concept design with soaring

    Estelle Tobin-laurin WATSON REALTY CORP

    439 Lake Daisy Dr, Winter Haven, FL 33884
  • /41

    $19,990

    • 2 Beds
    • 1 Bath
    • 624 Sq Ft

    83 Stebbins Dr Unit 60, Winter Haven, FL 33884

    Welcome to your new slice of living in the heart of Central Florida! This two-bedroom, one-bathroom manufactured home has been thoughtfully remodeled and is ready for its next chapter. Nestled within 55+ community Grove Shores community, this home offers the perfect blend of comfort and convenience. The lot lease at 749.00 covers water, sewer, trash removal, and lawn care, meaning you can spend

    Chrissy Walter Sunset Home Sales

    83 Stebbins Dr Unit 60, Winter Haven, FL 33884
  • /13

    $300,000

    • 4 Beds
    • 2.5 Baths
    • 1,874 Sq Ft

    1985 Sarah St, Winter Haven, FL 33884

    Check out this upgraded Columbus on a corner lot! This expansive two-story Columbus has a well-designed layout, featuring a first floordedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, which has upgraded contertops,dining room and family room, with a patio extending the interior space outdoors, patio has also been upgraded with a 12x8

    Garrett Collins MARK SPAIN REAL ESTATE

    1985 Sarah St, Winter Haven, FL 33884
  • /51

    $335,000

    • 3 Beds
    • 2 Baths
    • 2,140 Sq Ft

    731 Canberra Rd, Winter Haven, FL 33884

    Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly sought-after Cypresswood golf community in Winter Haven. Enjoy resort-style living with an 18-hole golf course, 24-hour gated security, clubhouse, community pool, and more. Inside, the renovated kitchen features granite countertops and custom cabinetry. The spacious primary suite offers a large ensuite bath

    Melissa Witter KELLER WILLIAMS REALTY SMART 1

    731 Canberra Rd, Winter Haven, FL 33884
  • /51

    $39,900

    • 2 Beds
    • 1.5 Baths
    • 672 Sq Ft

    866 Century Dr, Winter Haven, FL 33881

    You don't want to miss this lovely 2-bedroom/1.5-bath home in Hidden Golf Club, a 55+ community conveniently located on Lake Henry in Central Florida! This home comes partially furnished and has many of the extra features Florida living offers, not to mention, it is located in one of the few parks that still have fair monthly lot rent rates. The current lot rent for this home is $588. The home

    Patti Alvin Sunset Home Sales

    866 Century Dr, Winter Haven, FL 33881
  • /39

    $270,000

    • 3 Beds
    • 2 Baths
    • 1,666 Sq Ft

    2817 Wingfoot Ct, Winter Haven, FL 33884

    Welcome to 2817 Wingfoot Ct, located in the desirable Cypresswood Golf Villas. This beautifully maintained villa sits along the 8th fairway of the prestigious Cypresswood Golf & Country Club, a guard-gated community offering both privacy and tranquility. Inside, you'll find three spacious bedrooms and two full bathrooms. The living and dining areas feature vaulted ceilings that enhance the open

    Dee Norris NEXTHOME NORRIS & COMPANY REAL

    2817 Wingfoot Ct, Winter Haven, FL 33884
  • /21

    $299,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft

    3306 Twilight Rd, 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
    3306 Twilight Rd, Winter Haven, FL 33881
  • /20

    $149,900

    • 3 Beds
    • 2 Baths
    • 1,493 Sq Ft

    252 Siberian Cypress Cir Unit 343, Winter Haven, FL 33881

    3 Bedroom / 2 Bathroom / 1493 sq. ft. / $149,900 Spring Savings! $10,000 price drop for March 2026 buyers! Cypress Creek Village lot 343 has a beautiful open floor plan on a nature filled private lot. This 2019 Champion with the much desired Live Oak floor plan features many upgrades. Enter through the light filled foyer. The large open kitchen has a chef's island, stainless appliances, and

    Jennifer Meyers CRF Communities

    252 Siberian Cypress Cir Unit 343, Winter Haven, FL 33881
  • /18

    $175,000

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

    523 Winter Terrace Unit 523, Winter Haven, FL 33881

    Welcome to this cozy 3-bedroom, 2-bath corner unit condo located in the lakefront community Winter Ridge on Lake Smart. Enjoy added privacy and convenience with two assigned parking spaces and a generously sized enclosed Florida Room—complete with a window unit for extra living space year-round.Inside, you’ll find tile flooring and carpet, and a split floorplan. Outside, take advantage of

    Pat Hancock THOMAS LYNNE REALTY GROUP LLC

    523 Winter Terrace Unit 523, Winter Haven, FL 33881
  • /32

    $109,000

    • 2 Beds
    • 2 Baths
    • 1,179 Sq Ft

    1264 Las Brisas Ln Unit 361, Winter Haven, FL 33881

    2 Bedrooms | 2 Bathrooms | 1,179 Sq. Ft. | $109,000 Four Lakes Golf Club Lot 361 Spring Savings! Price reduced $10k Now $109,000 (was $119,000) when you close in March 2026! Immaculate Home with Incredible Pond & Golf Course Views Welcome to this beautifully maintained, fully furnished Florida retreat located in the desirable Four Lakes community. Immaculate inside and out, this move-in-ready

    Cheryl Dobbs CRF Communities

    1264 Las Brisas Ln Unit 361, Winter Haven, FL 33881
  • /77

    $39,900

    • 2 Beds
    • 2 Baths
    • 1,304 Sq Ft

    28 Parkwood Rd, Winter Haven, FL 33881

    ** Exclusive Listing! Age 55+ Land Lease Community. Contact listing agent below for ALL showings and offers.** You could soon have your slice of Sunshine State paradise as the new proud owner of this especially well maintained and updated 1972 Double Wide home. Priced right at $39,900, and measuring 23x48, plus the 10x20 Florida room, this home will provide an approximate total of 1300 square

    Shawna Kemp Mobile Home Spot Inc.

    28 Parkwood Rd, Winter Haven, FL 33881
  • /4

    $307,900 New Construction

    • 4 Beds
    • 2 Baths
    • 1,754 Sq Ft

    3119 Laurel Oak Ln, Winter Haven, FL 33884

    Move-in ready 4-bedroom home for sale in Winter Haven, Florida! The Paisley features a Craftsman-style exterior and a fully open living area that includes a spacious gathering room, an open kitchen with a counter-height bar and walk-in pantry, and a sunny dining cafe, all under an airy volume ceiling. Unwind in your private owner's suite complete with a large walk-in wardrobe with linen shelves

    Highland Homes Builder
    3119 Laurel Oak Ln, Winter Haven, FL 33884
  • /69

    $165,000

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

    6315 Grove Pointe Drive South E, Winter Haven, FL 33884

    This beautiful home is back on the market due to buyer financing falling through right before closing – no fault of the seller.The good news? The seller has already completed lender-required repairs, so the home is ready for a smooth closing!Welcome to 6315 Grove Pointe Drive SE, a beautifully maintained manufactured home in the highly sought after 55+ community of Garden Grove Oaks where

    Anita Lowe LOCKHART & ASSOCIATES INC

    6315 Grove Pointe Drive South E, Winter Haven, FL 33884
  • /42

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,571 Sq Ft

    730 Canberra Rd, Winter Haven, FL 33884

    Buyer defaulted, yall come back to this under appraisal, ready to move into home. The property you are inquiring about is located in Winter Haven, FL, in the Cyresswood area of Polk County. Walk in with $25,000 equity as this home is vacant and ready to close in 10! This is located in Cypresswood, the gated, golfing community that has a clubhouse and many activities. The home features 2 bedrooms,

    Renee Butler BROKERS REALTY OF CENTRAL FLOR

    730 Canberra Rd, Winter Haven, FL 33884
  • /21

    $115,000

    • 2 Beds
    • 2 Baths
    • 1,347 Sq Ft

    1776 6th St NW Unit 303, Winter Haven, FL 33881

    Improved Price!! All new window in the building...Price improvement...Seller ready to sell! Beautifully maintained 55+ condominium located in Lake Ridge Winter Haven. This is a gated community offering a tranquil living space. Conveniently located near hospitals, restaurants, shopping, entertainment and so much more. This home offers everything you need to live a true Floridian lifestyle.

    Brenda Brooks CENTURY 21 MYERS REALTY

    1776 6th St NW Unit 303, Winter Haven, FL 33881
  • /26

    $69,500

    • 2 Beds
    • 2 Baths

    218 Green Meadow Dr, Winter Haven, FL 33884

    If you are looking for the perfect retirement home that is fully furnished, this is the one for you. Located in gated Orange Manor West, a very popular 55+ community located in Southeast Winter Haven. This home is on leased land with a monthly fee of $513, which includes cable, internet and trash pickup. Park Lane Mobile Home 2 bedroom/2 bath with approximately 1,152 sf , king sized master

    Emily Muscarella

    218 Green Meadow Dr, Winter Haven, FL 33884
  • /35

    $43,900

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    696 Century Ln, Winter Haven, FL 33881

    2 Bed | 2 Bath | 840 square foot | $43,900 (Hidden Golf Club Lot 696) Enjoy the Florida lifestyle in this this beautifully maintained furnished home with spacious open layout and split floor plan. Home located in highly sought after 55+Community.Golf cart is included in sale! Spacious lanai with newer windows for relaxing. Outdoor concrete patio perfect for grilling and gas grill included! Home

    Brandi Sappington CRF Communities

    696 Century Ln, Winter Haven, FL 33881
  • /29

    $299,000

    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft

    920 Summer Glen Dr, Winter Haven, FL 33880

    This home delivers the perfect blend of comfort and style with an open concept design and thoughtfully defined spaces. The heart of the home is the kitchen featuring plenty of cabinetry and counter space that connects seamlessly to the dining and living areas. Large windows fill the home with natural light creating an airy feel throughout. The primary suite offers a spacious layout and ensuite

    Roderick Small LA ROSA REALTY PRESTIGE

    920 Summer Glen Dr, Winter Haven, FL 33880
  • /40

    $140,000

    • 3 Beds
    • 2 Baths
    • 1,830 Sq Ft

    1727 Glen Abby Ln Unit 802, Winter Haven, FL 33881

    3 Bedroom | 2 Bath | 1,830 Sq Ft |Spring Savings! Price reduced $10K! Now $140,000 (was $150,000) when you close in March 2026! Four Lakes Golf Club Lot 802 Exceptional Corner Lot Home with Split-Bedroom Floor Plan Located on a highly desirable corner lot, this impressive 3-bedroom turn key home features an extra-large decorator driveway and outstanding curb appeal. This spacious 3-bedroom,

    Cheryl Dobbs CRF Communities

    1727 Glen Abby Ln Unit 802, Winter Haven, FL 33881
  • /42

    $170,000

    • 2 Beds
    • 2 Baths
    • 1,525 Sq Ft

    6518 Raintree Ln NE, Winter Haven, FL 33881

    Welcome to this beautifully maintained 2-bedroom, 2-bathroom manufactured home with an office in the desirable 55+ community of Brookhaven Village, where you OWN your land! Situated on a large lot with no rear neighbors, this property offers an incredible sense of privacy and tranquility. From the moment you enter, you’ll notice the care and updates that have gone into this home over the years.

    Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    6518 Raintree Ln NE, Winter Haven, FL 33881
  • /8

    $288,500

    • 3 Beds
    • 2 Baths

    3829 Giorgio Dr, Winter Haven, FL 33884

    PROPERTY IS ALMOST BRAND NEW, SO NOTHING NEEDS TO BE DONE, NO REPAIRS!TAKE ADVANTAGE OF THIS GREAT PROPERTY, IN EXCELLENT LOCATION.

    Ivette Loaiza First Pro International Rlty

    3829 Giorgio Dr, Winter Haven, FL 33884
  • /40

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,417 Sq Ft

    232 Kings Pond Ave, Winter Haven, FL 33880

    Welcome to 232 Kings Pond Ave – A Rare Find in the Heart of Winter Haven! This beautifully maintained 3-bedroom, 2-bathroom home sits on an oversized lot in the desirable Kings Pond community, offering the perfect blend of comfort, space, and convenience. With a split floor plan and high vaulted ceilings in the living room, the home feels open, airy, and inviting the moment you walk through the

    AJ Alessi COLDWELL BANKER REALTY

    232 Kings Pond Ave, Winter Haven, FL 33880

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