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Winter Haven, FL Townhomes for Sale

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  • /45

    $285,000

    • 2 Beds
    • 3 Baths
    • 2,045 Sq Ft

    15 Casarena Ct, Winter Haven, FL 33881

    CHAIN OF LAKES COMMUNITY--Townhome 2 bedroom 3 bath move in ready nestled in the quaint gated community of Casarena On The Lakes located on Lake Cannon. The community has a gated entry, dock on the lake, tennis courts and community pool. Both bedrooms located upstairs are primary suites with private full baths. Second bedroom offers additional space from an enclosed open air balcony that

    Lisa Simpson KELLER WILLIAMS REALTY SMART 1

    15 Casarena Ct, Winter Haven, FL 33881
  • /13

    $279,000

    • 2 Beds
    • 2 Baths
    • 1,536 Sq Ft

    2673 Rutledge Ct, Winter Haven, FL 33884

    The property is 1,536 sq. ft., with 2 bedrooms/2 full bathrooms, and an office/den that can be used as a 3rd bedroom. It is a corner unit with no direct neighbors on one side and is the closest home to the community pool, lake, and fishing dock with views right outside the screened-in lanai. The roof was replaced in 2018 and is maintained by the HOA. Additionally, the home features a new central

    Chace Vaughn TOWN & COUNTRY REAL ESTATE

    2673 Rutledge Ct, Winter Haven, FL 33884
  • /27

    $249,000

    • 2 Beds
    • 2 Baths
    • 1,419 Sq Ft

    2739 Rutledge Ct, Winter Haven, FL 33884

    THE VERANDAHS IN TRADITIONS!!! Spacious & well maintained 2BR 2Bath one-story townhome is ready for new owners! Newer wood laminate flooring, tons of closet space, private lanai that overlooks a conservation area and has a view of Lake Reeves with NO rear neighbors! The home has a huge master bedroom with an en-suite bathroom featuring dual vanities and a beautifully tiled walk-in shower as well

    Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

    2739 Rutledge Ct, Winter Haven, FL 33884
  • /31

    $264,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,174 Sq Ft

    304 Avenue P NW, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Discover modern living in this brand-new 3-bedroom, 2-bathroom duplex, completed in March 2025! Located in the heart of Winter Haven, this stylish home features gorgeous granite countertops, real wood cabinets, and durable vinyl flooring throughout. The spacious open floor plan is perfect for entertaining, while the huge backyard offers endless

    Ricky Miller, Jr LA ROSA REALTY PRESTIGE

    304 Avenue P NW, Winter Haven, FL 33881
  • /32

    $264,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,174 Sq Ft

    302 Avenue P NW, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Discover modern living in this brand-new 3-bedroom, 2-bathroom, completed in March 2025! Located in the heart of Winter Haven, this stylish home features gorgeous granite countertops, Real wood cabinets, and durable vinyl flooring throughout. The spacious open floor plan is perfect for entertaining, while the huge backyard offers endless

    Ricky Miller, Jr LA ROSA REALTY PRESTIGE

    302 Avenue P NW, Winter Haven, FL 33881
  • /10

    $261,750 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    317 Wharf Way, Winter Haven, FL 33881

    Under Construction. 2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with quartz countertops, shaker-style wood cabinets, Samsung stainless steel appliances, including a washer and dryer and a pantry. The spacious gathering room opens to your

    George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

    317 Wharf Way, Winter Haven, FL 33881
  • /12

    $271,750 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    234 Turtle Bay Ave, Winter Haven, FL 33881

    Under Construction. 2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout(optional first floor layout with den)and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your

    George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

    234 Turtle Bay Ave, Winter Haven, FL 33881
  • /9

    $259,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    313 Wharf Way, Winter Haven, FL 33881

    Under Construction. 2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your private screened lanai. The entire lower

    George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

    313 Wharf Way, Winter Haven, FL 33881
  • /11

    $269,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,604 Sq Ft

    305 Wharf Way, Winter Haven, FL 33881

    Under Construction. 2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your private screened lanai. The entire lower

    George Lindsey, III CAMBRIDGE REALTY OF CENTRAL FL

    305 Wharf Way, Winter Haven, FL 33881
  • /33

    $199,995

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

    2185 Knights Rd, Winter Haven, FL 33880

    Newly renovated condo

    angie chacko PEOPLE'S CHOICE REALTY SVC LLC

    2185 Knights Rd, Winter Haven, FL 33880
  • /10

    $138,000

    • 2 Beds
    • 1.5 Baths
    • 1,050 Sq Ft

    689 Lake Howard Dr NW Unit 1E, Winter Haven, FL 33880

    Beautiful property located in a remarkable location! Do not miss out on the opportunity of making this property yours. Discover the perfect blend of comfort and convenience in this beautiful Winter Haven property. Nestled in a peaceful neighborhood, this property offers spacious living areas and a welcoming atmosphere. Enjoy bright living, a well-appointed kitchen, and generously sized bedrooms.

    Maria Rivera RIVERA & ASSOCIATES REALTY

    689 Lake Howard Dr NW Unit 1E, Winter Haven, FL 33880
  • /21

    $150,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    17 Kendra Ct, Winter Haven, FL 33880

    2 Bedroom, 2 Bath home 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 well as screened porch at entry. Includes assigned covered parking in front. New roof in

    Donna Sealy KLINE REAL ESTATE SERVICES

    17 Kendra Ct, Winter Haven, FL 33880
  • /51

    $429,000

    • 3 Beds
    • 2.5 Baths
    • 2,025 Sq Ft

    1 Casarena Ct, Winter Haven, FL 33881

    !! $30k Price reduction !! Discover the perfect blend of luxury and convenience in this fully remodeled, maintenance-free townhouse. Nestled in a gated community, this stunning end-unit home sits on a quiet dead-end road and includes an additional parcel, providing a rare private side yard with lush turf. The spacious, open-concept design is enhanced by beautiful tile flooring throughout,

    Keith St. Onge LA ROSA REALTY PRESTIGE

    1 Casarena Ct, Winter Haven, FL 33881
  • /42

    $219,990

    • 2 Beds
    • 2.5 Baths
    • 1,281 Sq Ft

    2348 Isle Royale Ct SE, Winter Haven, FL 33880

    Priced to Sell! Motivated buyers —this townhouse is now available at an unbeatable price!Don’t miss this amazing opportunity to own this beautiful 2-bedroom, 2.5-bathroom townhouse in Park Lake at a new, lower price! Welcome to this lovely townhouse, ready for its new owner! Featuring a spacious living and dining area with ceramic tile flooring and large glass sliding doors, this home is filled

    Fatma Higdon HIGDON HOMES REALTY LLC

    2348 Isle Royale Ct SE, Winter Haven, FL 33880
  • /34

    $184,947

    • 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 & MTG

    5850 Cypress Gardens Blvd Unit 304, Winter Haven, FL 33884
  • /15

    $198,000

    • 2 Beds
    • 2 Baths
    • 1,419 Sq Ft

    2642 Rutledge Ct, Winter Haven, FL 33884

    Spacious Townhouse located within the Traditions neighborhood of Winter Haven. This home features a primary bedroom with bath and a second bedroom with access to a full bath as well. The home features a formal dining room that can also be converted into a home office. The open concept kitchen has view of the large living room that is great for gatherings with family and friends. The primary

    Jesse Carriedo REALTYCITY INC

    2642 Rutledge Ct, Winter Haven, FL 33884
  • /4

    $519,900 New Construction

    • 5 Beds
    • 3 Baths
    • 2,093 Sq Ft

    227 Avenue A NE, Winter Haven, FL 33881

    Under Construction. This spacious townhome duplex offers an incredible opportunity for multi-generational living or investment potential. Each side features 5 bedrooms and 3 bathrooms, providing ample space for families of all sizes. On the first floor, you'll find an open-concept kitchen, dining area, and great room, creating a perfect space for entertaining. The kitchen boasts Samsung stainless

    Stephanie Morales THE REALTY EXPERIENCE POWERED BY LRR

    227 Avenue A NE, Winter Haven, FL 33881

About Winter Haven

Winter Haven is the midpoint between Tampa and Orlando in rapidly growing Polk County. Known for having dozens of lakes, this outdoor paradise has experienced significant growth in recent years, reaching 60,000 in 2024. For years the city was a popular destination for snowbirds seeking a second home and empty-nesters relocating from up north, but a younger demographic is driving the current growth. Fitting for a city that offers year-round outdoor adventures, is home to Legoland theme park and has a buzzy downtown with a burgeoning contemporary ...

Home Trends in Winter Haven, FL

Home Trends

Median Price (12 Mo)
$289,990
Median Single Family Price
$296,987
Median Townhouse Price
$271,750
Median 2 Bedroom Price
$158,000
Median 1 Bedroom Price
$105,000
Average Price Per Sq Ft
$174
Number of Homes for Sale
893
Last 12 months Home Sales
1,914
Months of Supply
5.60
Median List Price
$305,000
Median Discount From 1st List Price
4%
Median Home Sale Price YoY Change
-3%
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