36

Winter Haven, FL Townhomes for Sale

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  • /73

    $230,000

    $40K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    11 Casarena Ct, Winter Haven, FL 33881

    Discover a rare opportunity to own this architecturally distinctive 2-bedroom, 2.5-bath residence located in the gated community of Casarena on the Lakes. This well-designed home offers an impressive blend of indoor and outdoor living spaces. The main level features a formal living room with a fireplace and wet bar, a dining area, a functional kitchen with breakfast bar, a guest half bath, and

    Tim Weisheyer DREAM BUILDERS REALTY

    11 Casarena Ct, Winter Haven, FL 33881
  • /52

    $212,900

    $12K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,281 Sq Ft

    2348 Isle Royale Ct SE, Winter Haven, FL 33880

    PRICE REDUCTION – $5,000! Recently Fully Renovated Townhouse – Move-In Ready! Seller offering $4,000 credit toward buyer’s closing costs or interest rate buydown. Don’t miss your chance to own this completely remodeled 2-bedroom, 2.5-bathroom townhouse in Park Lake, now available at an unbeatable price! This home has been beautifully updated from top to bottom, offering modern style and

    Fatma Higdon HIGDON HOMES REALTY LLC

    2348 Isle Royale Ct SE, Winter Haven, FL 33880
  • /5

    $249,900

    New Construction $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    353 Wharf Way, Winter Haven, FL 33881

    Brand-new 3-bedroom, open-layout townhome for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, flex space, and a private covered lanai. Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted toilet, and

    Highland Homes Builder
    353 Wharf Way, Winter Haven, FL 33881
  • /5

    $249,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    369 Wharf Way, Winter Haven, FL 33881

    Brand-new 3-bedroom, open-layout townhome for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, flex space, and a private covered lanai. Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted toilet, and

    Highland Homes Builder
    369 Wharf Way, Winter Haven, FL 33881
  • /27

    $247,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,463 Sq Ft

    Pearson Plan at Annabelle Estates - Townhomes, Lake Wales, FL 33859

    Annabelle Estates presents the Pearson, available to build in Winter Haven, Florida. This spacious all block construction townhome features 3 bedrooms and 2.5 bathrooms. When entering you are greeted with a long foyer and powder room or the option to go right upstairs. This home was designed with an open concept living feel. Enjoy the spacious kitchen with bar seating, and dining and living space

    D.R. Horton Builder
    4019 Penelope Ave Unit 37026745, Lake Wales, FL 33859
  • /16

    $239,990

    New Construction $7K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,423 Sq Ft

    3036 Captain Jax Way, Winter Haven, FL 33884

    This new two-story townhome offers ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor.

    Lennar Builder
    3036 Captain Jax Way, Winter Haven, FL 33884
  • /8

    $175,000

    $20K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 2,045 Sq Ft

    28 Casarena Ct, Winter Haven, FL 33881

    Welcome to this charming two-story townhome located in the Casarena gated community in Winter Haven, offering 2 bedrooms and 2.1 bathrooms designed for comfort and flexibility. The inviting main living area features a cozy fireplace, perfect for relaxing or entertaining, while the functional layout flows seamlessly into the dining and kitchen spaces. Upstairs, enjoy your own private second-floor

    Jesse Carriedo REALTYCITY INC

    28 Casarena Ct, Winter Haven, FL 33881
  • /61

    $429,500

    • 4 Beds
    • 3.5 Baths
    • 2,766 Sq Ft

    139 Woden Way, Winter Haven, FL 33884

    DONT MISS THIS RARE LAKEVIEW OPPORTUNITY IN DESIRABLE VALHALLA GATED COMMUNITY. THIS 2 STORY TOWNHOME OFFERS OVER 2700 LIVING AREA WITH STUNNING VIEWS OF LAKE ELOISE. THIS HOME FEATURES4BR/3.5BA WHICH INCLUDES A DOWNSTAIRS PRIMARY SUITE AND A SECONDARY UPSTARS PRIMARY. THIS CUSTOM JOHN TOUCHTON BUILT HOME BOASTS OF STUNNING QUALITIES THROUGHOUT.THE KITCHEN HAS PORCELAIN TILE FLOORING,

    Glenda Pruitt FLORIDA HOME CHOICE REALTY

    139 Woden Way, Winter Haven, FL 33884
  • /28

    $215,000

    $5K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,312 Sq Ft

    2330 SE Royal Isle, Winter Haven, FL 33880

    Beautifully updated 2 bed, 2 1/2 bath townhome in the desirable Park Lake Community. Enjoy a modern kitchen (2023) plus a new A/C, renovated master bathroom with a relaxing soaking tub (2024). Located in a quiet neighborhood just minutes from downtown, shopping, restaurants, hotels and only 10 minutes to Legoland. Right next to the Advent Sports Complex. Great location with recent upgrades, bring

    Janet Lynn LPT REALTY, LLC

    2330 SE Royal Isle, Winter Haven, FL 33880
  • /6

    $230,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,402 Sq Ft

    306 Avenue P NW, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to 306 Ave P NW – a fantastic opportunity for first-time home buyers or savvy investors! Now offered as separate units for added affordability and flexibility, this property is perfect for buyers looking to own instead of rent. This well-maintained home features bright living spaces, functional layouts, and great potential to personalize and

    Ricky Miller, Jr TRUE FLORIDA REALTY LLC

    306 Avenue P NW, Winter Haven, FL 33881
  • /30

    $237,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,464 Sq Ft

    Pearson (t20b) Plan at Annabelle Estates - Townhomes, Lake Wales, FL 33859

    Annabelle Estates presents the Pearson, available to build in Winter Haven, Florida. This spacious all block construction townhome features 3 bedrooms and 2.5 bathrooms. When entering you are greeted with a long foyer and powder room or the option to go right upstairs. This home was designed with an open concept living feel. Enjoy the spacious kitchen with bar seating, and dining and living space

    D.R. Horton Builder
    4019 Penelope Ave Unit 37141600, Lake Wales, FL 33859
  • /31

    $205,000

    $15K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,407 Sq Ft

    321 Orange Blossom Dr, Winter Haven, FL 33880

    Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to

    Jay Scharff THE PROPERTY ADVISERS

    321 Orange Blossom Dr, Winter Haven, FL 33880
  • /47

    $279,900

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

    1502 Buckeye Rd NE Unit 2, Winter Haven, FL 33881

    Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized

    Joe Kuruvila KURUVILA REALTY ASSOCIATES LLC

    1502 Buckeye Rd NE Unit 2, Winter Haven, FL 33881
  • /2

    $259,900

    New Construction $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    137 Nemo Ln, Winter Haven, FL 33881

    Move-in ready 3-bedroom, 2-story townhome with a garage for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a flex space, and a private covered lanai. Upstairs, relax in your private owner's suite with a walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted

    Highland Homes Builder
    137 Nemo Ln, Winter Haven, FL 33881
  • /33

    $234,000

    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft

    10 Enclave Dr, Winter Haven, FL 33884

    WELCOME TO THIS CHARMING TOWNHOUSE located in the sought-after Cypresswood Golf & Country Club community in beautiful Winter Haven! This inviting 2 BD / 2 BA home offers comfortable Florida living with a spacious open-concept living and dining room combination, abundant natural light, and a thoughtfully designed layout perfect for both relaxing and entertaining. The kitchen features beautiful

    Erin Floyd COLDWELL BANKER REALTY

    10 Enclave Dr, Winter Haven, FL 33884
  • /25

    $495,000

    • 2 Beds
    • 2.5 Baths
    • 1,640 Sq Ft

    154 2nd St SW Unit 7, Winter Haven, FL 33880

    Discover your dream residence at RainGarden Condominiums in Downtown Winter Haven! Designed by renowned architect Max Strang, this stunning townhouse embodies a modern design within a tropical landscape that provides an atmosphere of serenity in the heart of a lively downtown. Prepare to be wowed by the blend of contemporary aesthetics and organic elements, transforming this two-bedroom,

    Zack Strang POLK REALTY ADVISORS LLC

    154 2nd St SW Unit 7, Winter Haven, FL 33880
  • /21

    $115,000

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    17 Kendra Ct, Winter Haven, FL 33880

    Just reduced approx. $30,000 below appraised value to allow for remodeling! This 2 Bedroom, 2 Bath home is located in Brandy Chase Village, a well-maintained 55+ community with clubhouse and heated pool. This home is surrounded on each side by green space views and conveniently located directly across from the community center. Open floor plan. Large, screened porch on back with utility room as

    Donna Sealy KLINE REAL ESTATE SERVICES

    17 Kendra Ct, Winter Haven, FL 33880
  • /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 light,

    MARCO SILVA BRAVO DALTON WADE INC

    3023 Caneel St, Winter Haven, FL 33884
  • /2

    $279,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    109 Nemo Ln, Winter Haven, FL 33881

    Move-in ready, 3-bedroom, 2-story townhome with a garage for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a flex space, and a private covered lanai. Upstairs, relax in your private owner's suite with a walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted

    Highland Homes Builder
    109 Nemo Ln, Winter Haven, FL 33881
  • /18

    $269,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,423 Sq Ft

    Summit Plan at Peace Creek Reserve - Serenity, Winter Haven, FL 33884

    This new two-story townhome offers ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor.

    Lennar Builder
    3024 Captain Jax Way Unit 40307311, Winter Haven, FL 33884
  • /7

    $102,000

    • 2 Beds
    • 2 Baths
    • 1,252 Sq Ft

    2217 Knights Rd, Winter Haven, FL 33880

    Amazing potential. This 2-bedroom, 2-bathroom townhouse features a spacious 1,252 square foot floor plan and is located in the established Stonebridge community.

    Sarah Armstrong KELLER WILLIAMS REALTY SMART 1

    2217 Knights Rd, Winter Haven, FL 33880
  • /6

    $179,900

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,419 Sq Ft

    2642 Rutledge Ct, Winter Haven, FL 33884

    Light and bright 2/2/1 in The Verandah's at Lake Reeves. The Verandahs offers a community pool and fishing dock on Lake Reeves. The low HOA fee includes ground maintenance, basic cable and internet, exterior painting and more. Easy access to shopping, Legoland, chain of lakes. Light and bright, move in ready. Dual master bedroom set up. Den/office off of main living area. Vaulted ceilings, large

    Cliff Glansen FLATFEE.COM

    2642 Rutledge Ct, Winter Haven, FL 33884
  • /5

    $249,900

    New Construction $12K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    349 Wharf Way, Winter Haven, FL 33881

    Brand-new, 3-bedroom, open-layout townhome for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a den and a private covered lanai. Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted toilet, and linen

    Highland Homes Builder
    349 Wharf Way, Winter Haven, FL 33881
  • /2

    $249,900

    New Construction $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    125 Nemo Ln, Winter Haven, FL 33881

    Move-in ready, 3-bedroom, 2-story townhome with a garage for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a flex space, and a private covered lanai. Upstairs, relax in your private owner's suite with a walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted

    Highland Homes Builder
    125 Nemo Ln, Winter Haven, FL 33881
  • /2

    $267,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    133 Nemo Ln, Winter Haven, FL 33881

    Move-in ready, 3-bedroom, 2-story townhome with a garage for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a flex space, and a private covered lanai. Upstairs, relax in your private owner's suite with a walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted

    Highland Homes Builder
    133 Nemo Ln, Winter Haven, FL 33881
  • /23

    $215,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,419 Sq Ft

    2646 Rutledge Ct, Winter Haven, FL 33884

    Welcome to this beautifully maintained two-bedroom, two-bathroom townhome with a versatile flex space, perfectly situated in one of Winter Haven's most desirable communities. As you step inside, you’ll be greeted by soaring 16-foot ceilings, an open floor plan filled with natural light, and tasteful finishes that create an inviting atmosphere. Just off the entry, a spacious guest bedroom with an

    Nancy Lezotte KELLER WILLIAMS CLASSIC

    2646 Rutledge Ct, Winter Haven, FL 33884
  • /19

    $239,900

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

    606 Orange Blossom Dr, Winter Haven, FL 33880

    CHAIN OF LAKES THREE BEDROOM TOWNHOME!!! Beautiful views & wildlife abound at this low-maintenance home on the water that has been updated, remodeled & ready to move in! You'll enjoy the open floor plan with modern, updated kitchen, stainless appliances and Corian countertops, spacious living area & downstairs powder room. French doors open to a tiled & screened lakefront lanai, and the sunsets

    Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

    606 Orange Blossom Dr, Winter Haven, FL 33880
  • /34

    $139,000

    $46K PRICE DROP Pre-Foreclosure
    • 2 Beds
    • 1.5 Baths
    • 1,332 Sq Ft

    5850 Cypress Gardens Blvd Unit 304, Winter Haven, FL 33884

    Welcome to your new home located directly across the street From Legoland. Home features community pool and tennis court and is ready for a new owner. Located in the central Hub of Winter Haven and close to anything any everything you need. Shopping, restaurants, schools.

    Matthew Davis FLORIDA HOMES REALTY & MORTGAGE

    5850 Cypress Gardens Blvd Unit 304, Winter Haven, FL 33884
  • /7

    $230,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,402 Sq Ft

    308 Avenue P NW, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to 306 Ave P NW – a fantastic opportunity for first-time home buyers or savvy investors! Now offered as separate units for added affordability and flexibility, this property is perfect for buyers looking to own instead of rent. This well-maintained home features bright living spaces, functional layouts, and great potential to personalize and

    Ricky Miller, Jr TRUE FLORIDA REALTY LLC

    308 Avenue P NW, Winter Haven, FL 33881
  • /21

    $249,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,386 Sq Ft

    Crestone II Plan at Peace Creek Reserve - Serenity, Winter Haven, FL 33884

    This new two-story townhome offers ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor.

    Lennar Builder
    3024 Captain Jax Way Unit 40307291, Winter Haven, FL 33884
  • /25

    $255,990

    New Construction $6K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 1,673 Sq Ft

    2729 Gladiola Rd, Winter Haven, FL 33884

    Under Construction. The Glen is one of our two-story townhome floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Welcome to this stylish and modern townhome nestled in a serene community. Boasting three spacious bedrooms, two and a half luxurious baths, and a convenient two-car garage, this residence offers the perfect blend of comfort and functionality. This

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    2729 Gladiola Rd, Winter Haven, FL 33884
  • /24

    $224,800

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,419 Sq Ft

    2739 Rutledge Ct, Winter Haven, FL 33884

    Welcome to this charming three-bedroom, two-bath townhome nestled in the desirable Traditions neighborhood. Experience the allure of open-concept living with beautiful laminate flooring throughout, enhancing the spacious feel of the home. A convenient laundry room is thoughtfully located between the kitchen and the garage, adding to the functionality of the layout. The split-bedroom design

    David Small KELLER WILLIAMS REALTY SMART 1

    2739 Rutledge Ct, Winter Haven, FL 33884
  • /19

    $222,490

    New Construction $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,386 Sq Ft

    3052 Captain Jax Way, Winter Haven, FL 33884

    This new two-story townhome offers ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor.

    Lennar Builder
    3052 Captain Jax Way, Winter Haven, FL 33884
  • /2

    $267,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,544 Sq Ft

    113 Nemo Ln, Winter Haven, FL 33881

    Move-in ready, 3-bedroom, 2-story townhome with a garage for sale in Winter Haven, FL! Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, a flex space, and a private covered lanai. Upstairs, relax in your private owner's suite with a walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower, closeted

    Highland Homes Builder
    113 Nemo Ln, Winter Haven, FL 33881
  • /19

    $221,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    3028 Captain Jax Way, Winter Haven, FL 33884

    This new two-story townhome offers ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor.

    Lennar Builder
    3028 Captain Jax Way, Winter Haven, FL 33884
  • /14

    $325,000

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft

    2097 Avenue H NW, Winter Haven, FL 33881

    Located on a spacious corner lot in the heart of Winter Haven, this income-producing duplex offers an unbeatable combination of location, and long-term potential. One unit is currently rented for $1,300 on a month to month lease. The other unit is currently vacant. Featuring a brand-new roof and easy access to Winter Haven’s famous Chain of Lakes, including Lake Howard and Lake Cannon. Residents

    Corey Ayala KELLER WILLIAMS REALTY SMART

    2097 Avenue H NW, Winter Haven, FL 33881

Why Live in Winter Haven

Winter Haven, FL, nestled between Tampa and Orlando in Polk County, is a thriving community known for its abundant lakes and outdoor recreation opportunities. With a population of 60,000 as of 2024, the city has seen significant growth, attracting a younger demographic and families. Housing options are diverse, ranging from manufactured homes to waterfront mansions, with traditional ranch-style homes and contemporary custom builds in subdivisions and gated communities. The city's numerous lakes, including the expansive Lake Eloise, offer ample recreational activities, while 13 miles of multi-use trails and parks cater to various athletic pursuits. Winter Haven's dining scene is eclectic, featuring downtown highlights like Nutwood and Arabella’s, alongside dockside seafood restaurants. Legoland Florida, with its Peppa Pig theme park and water park, is a major attraction, complemented by cultural venues such as Theatre Winter Haven and the Historic Ritz Theatre. Chain of Lakes Collegiate High, an A-rated charter school, serves high-performing juniors and seniors. The city benefits from proximity to major roadways, including Interstate 4, providing easy access to Tampa and Orlando, while local transportation options include Citrus Connection buses and Amtrak service.

Townhouse Prices in Winter Haven, FL

Townhouse Price Trends

Median Townhouse Price
$244,990
Median 2-Bedroom Townhouse Price
$216,175
Median 3-Bedroom Townhouse Price
$244,990
Median 4-Bedroom Townhouse Price
$325,000
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