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Winter Haven, FL Homes for Sale with In-Law Suite

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  • /42

    $295,900

    • 3 Beds
    • 3 Baths
    • 1,792 Sq Ft

    104 11th St SE, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 3-bath home located in one of Winter Haven’s most established and sought-after neighborhoods. Situated on a spacious 0.26-acre lot, this property offers timeless character, mature surroundings, and a location rich in local history. A standout feature of the home is the private suite with its own entrance and full

    Agent Photo

    Dave Westphal

    REAL BROKER, LLC

    (863) 340-7511

    104 11th St SE, Winter Haven, FL 33880
  • /15

    $395,000

    • 5 Beds
    • 2 Baths
    • 4,053 Sq Ft

    1450 W Lake Cannon Dr NW, Winter Haven, FL 33881

    CALLING ALL INVESTORS!! Amazing opportunity with a blank canvas to be creative! This property boasts 2 separate dwellings, both with living spaces, kitchens, dining areas, 2 bedrooms and 1 bathroom WITH an in ground pool in between! Property also has a THREE car garage AND a huge open space in the attic with stair access from a bedroom! Direct view and access to Lake Cannon, WOW!! Make your

    Veronica Davis EXP REALTY LLC

    1450 W Lake Cannon Dr NW, Winter Haven, FL 33881
  • /56

    $326,900

    • 4 Beds
    • 3 Baths
    • 2,109 Sq Ft

    1172 Tyler Loop, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. This thoughtfully designed one-story Next Gen® home offers the ideal balance of connection and privacy. Featuring four bedrooms, three bathrooms, an office, two-car garage, and this home includes a private Next Gen suite with its own separate entrance, living area, kitchenette, bedroom, and full bath—perfect for multigenerational living or extended

    Lisa Mahjoub THE REAL ESTATE COLLECTION LLC

    1172 Tyler Loop, Winter Haven, FL 33884
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    $285,000

    • 3 Beds
    • 2 Baths
    • 1,710 Sq Ft

    939 26th St NW, Winter Haven, FL 33881

    Welcome to this charming and versatile property located in the heart of Winter Haven! This 2-bedroom, 1-bath home offers comfort, character, and added flexibility with a private in-law suite — perfect for extended family, guests, or potential rental income. The main home features a bright and inviting living space, a functional kitchen, and well-sized bedrooms filled with natural light. Roof and

    Amand Johnson BOARDWALK REALTY ASSOCIATES, LLC

    939 26th St NW, Winter Haven, FL 33881
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    $314,900 Open Sat 2AM - 4PM

    • 3 Beds
    • 3 Baths
    • 1,724 Sq Ft

    2349 Salzburg Loop, Winter Haven, FL 33884

    HERONS, CRANES, EGRETS, AND DUCKS! You'll have a birds eye view of Florida's most beautiful waterfowl from this custom 3 bedroom 3 bath home located in charming Vienna Square. This excellent floor plan offers a private 3rd bedroom with en suite bath perfect for the momma, in-laws, or extra guests. Enjoy the private interior courtyard with an in-ground spa, and space for fun get togethers. Check

    Marti Sutton CENTURY 21 WATSON & MYERS REALTY

    2349 Salzburg Loop, Winter Haven, FL 33884
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    $480,000

    • 4 Beds
    • 3 Baths
    • 1,985 Sq Ft

    1075 8th St NW, Winter Haven, FL 33881

    Income-Generating Property with Two In-Law Suites, sitting on a huge lot with a pool!! Maximize your rental income potential with this 4-bedroom, 3-bathroom property, featuring a 2-bedroom, 1-bathroom main house and two separate in-law suites, each with private entrances—perfect for long-term tenants, short-term rentals, or multi-generational living. The main house offers two spacious bedrooms, a

    Karen Corea Cuadra LPT REALTY, LLC

    1075 8th St NW, Winter Haven, FL 33881
  • /38

    $358,500

    • 4 Beds
    • 3 Baths
    • 2,257 Sq Ft

    896 Vienna Dr, Winter Haven, FL 33884

    PRICE ADJUSTMENT LOWERED BY $11,500...YOU DON'T WANT TO MISS THIS OPPORTUNIY!!!LOOK AT THIS AMAZING MOVE IN READY HOME. Owner is ready to sell! This beautiful high-end Adams built home is located in SE Winter Haven. It is a stunning one story 4/3 move in ready home that was built in April 2022, less than a year old! When you enter the home, you will feel the magnitude of the open floor plan with

    Sherry Sapp COLDWELL BANKER REALTY

    896 Vienna Dr, Winter Haven, FL 33884
  • /26

    $312,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft

    2519 Avenue East SW, Winter Haven, FL 33880

    NO HOA | NO CDD | Move-in ready! Hi there! - I’m 2519 Avenue E SW, but you can call me home. I’m a new construction block home with 3 bedrooms, 2 bathrooms, and 2,063 sq ft of thoughtfully designed living space — plus a 2-car garage and NO HOA or CDD, giving you more freedom and affordability.I was built with comfort and style in mind. My high ceilings and large windows fill every room with

    Fanta Traore SIVEN PREMIER REAL ESTATE

    2519 Avenue East SW, Winter Haven, FL 33880
  • /9

    $403,900 New Construction

    • 5 Beds
    • 3 Baths
    • 2,244 Sq Ft

    Spring Plan at Peach Crossings, Winter Haven, FL 33884

    The Spring plan by LGI Homes is a beautiful five-bedroom, two-story home. The first floor of this home features a spacious family room and chef-ready kitchen, along with a guest bedroom and full bath. The master retreat and three secondary bedrooms are found upstairs. You will love having a large laundry room with exceptional storage space!

    LGI Homes Builder
    1609 Nantucket Way Unit 36502866, Winter Haven, FL 33884
  • /14

    $380,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,551 Sq Ft

    Sandalwood Plan at Ashton Covey, Winter Haven, FL 33884

    The Sandalwood single-family home sets the standard for main level luxury. A convenient family entry welcomes you inside to unmatched space and style. A full bath sits between 2 bedrooms, while a guest suite with full bath is found off the 3-car garage. Use the versatile flex space as a home office. The gourmet kitchen includes a large island overlooking dining space and the family room, ideal

    Ryan Homes Builder
    1981 Quail Fields Cir Unit 36142183, Winter Haven, FL 33884

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$291,990
Median Single Family Sale Price
$299,990
Median Townhouse Sale Price
$252,445
Median 2 Bedroom Sale Price
$136,000
Median 1 Bedroom Sale Price
$96,000
Average Price Per Sq Ft
$169
Number of Homes for Sale
849
Last 12 months Home Sales
2,041
Months of Supply
5.00
Median List Price
$305,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
1%
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