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Downtown Winter Haven Townhomes for Sale

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  • /27

    $215,000

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

    2352 Isle Royale Ct SE, Winter Haven, FL 33880

    Welcome Home to this charming 2 bedroom, 2.5 bathroom townhouse in Park Lake, one of Winter Haven's desirable communities located close to shopping, restaurants, schools, lakes, Legoland and the beautiful downtown Winter Haven area. This move in ready home offers a bright and spacious living area located on the first floor with new luxury vinyl flooring, fresh paint and a convenient half bath

    Wendy Watson KELLER WILLIAMS REALTY SMART 1

    2352 Isle Royale Ct SE, Winter Haven, FL 33880
  • /32

    $169,900

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

    2215 Knights Rd, Winter Haven, FL 33880

    THIS SPACIOUS CONDO HAS A BONUS LOFT AREA FEATURING A SPIRAL STAIRCASE, WHICH IS A BEAUTIFUL DESIGN FEATURE, IN THE LIVING ROOM. THE LIVING ROOM IS LARGE WITH LOTS OF LIGHT. THE PRIMARY BEDROOM HAS A WALK-IN CLOSET AND SHOWER AREA. STEP OUTBACK LEADS TO THE POOL AND CABANA AREA, GREAT FOR BBQS AND REFRESHING SWIM.

    Tina Marie TINA MARIE LLC

    2215 Knights Rd, Winter Haven, FL 33880
  • /36

    $240,000

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

    301 Orange Blossom Dr, Winter Haven, FL 33880

    ~Beautiful 3/2.5 Waters Edge Townhome Offered for Sale~Nestled within the Water’s Edge Community, located between Lake Lulu and Lake Roy in Winter Haven Florida, this townhome offers endless recreational opportunities from an exquisitely designed home. Features include a neutral color scheme, renovated kitchen with plenty of cabinet space and a convenient pass-through/bar area leading to an

    Michael Jimenez HOUSE OF GLASS REAL ESTATE PM

    301 Orange Blossom Dr, Winter Haven, FL 33880
  • /10

    $130,000

    • 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
  • /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
  • /42

    $209,000

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

    2348 Isle Royale Ct SE, Winter Haven, FL 33880

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

    Fatma Higdon HIGDON HOMES REALTY LLC

    2348 Isle Royale Ct SE, Winter Haven, FL 33880
  • /25

    $355,000 New Construction

    • 4 Beds
    • 4 Baths
    • 1,790 Sq Ft

    303 Avenue Q NW, Winter Haven, FL 33881

    Looking to invest in a rental property? This newly built 2025 duplex offers an ideal income opportunity. Each unit boasts modern finishes, including granite countertops, stainless steel appliances, and durable vinyl flooring throughout. Located on a spacious 0.26-acre lot, both sides feature 2 bedrooms, 2 bathrooms, and an inside laundry room.Don’t miss out—contact me today to schedule

    John Wiertel AGENT GROUP REALTY

    303 Avenue Q NW, Winter Haven, FL 33881

Why Live in Downtown Winter Haven

Downtown Winter Haven is a vibrant neighborhood known for its eclectic dining, cultural attractions, and lakefront recreation. The area boasts a burgeoning dining scene with notable restaurants like Nutwood, Arabellas, Adler’s, and The Smokin’ Ox, alongside new additions such as Bowen Yard and established eateries like Lucille’s American Café. For nightlife, residents can enjoy Social Cocktail Lounge, Grove Roots Brewing Co., and The Union Taproom. The neighborhood is also a cultural hub, featuring Theatre Winter Haven, the Historic Ritz Theatre, and Gram Parsons Derry Down. Annual events, including Taste of Winter Haven and Craft Beer Crawl, along with the weekly Winter Haven Farmers Market, add to the community's lively atmosphere. The neighborhood is surrounded by several lakes, including Lake Howard, May, Shipp, and Cannon, offering ample opportunities for boating, fishing, and water skiing. Parks like South Lake Howard Nature Park and Martin Luther King Park provide green spaces with walking trails and recreational facilities. Housing options range from traditional ranch-style and midcentury homes to contemporary custom homes in gated communities, with lakefront properties being the most expensive. The area is served by top-rated schools such as Chain of Lakes Collegiate High and Frank E. Brigham Academy. Downtown Winter Haven is safer than the national average and is well-connected via U.S. Highway 17, U.S. Highway 27, and Interstate 4, with Tampa and Orlando approximately 50 miles away. Local amenities include Walmart, Publix, Aldi, and Lowe’s, ensuring convenient access to essentials.

Home Trends in Downtown Winter Haven, FL

Housing Trends

Median Sale Price
$508,900
Median Single Family Sale Price
$489,900
Median Townhouse Sale Price
$508,900
Median 2 Bedroom Sale Price
$360,000
Median 1 Bedroom Sale Price
$259,900
Average Price Per Sq Ft
$269
Number of Homes for Sale
21
Last 12 months Home Sales
132
Months of Supply
1.90
Median List Price
$519,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
34%
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