David Shippey
863.521.4517

Winter Haven FL Homes for Sale


Winter Haven FL Real Estate listings are included below. These homes for sale in Winter Haven Florida are updated every day from our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL homes for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

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Displaying results 331-340 of 818
21 Photos 1404 Axel Circle Winter Haven, FL 33880

1404 Axel Circle
Winter Haven, FL 33880
Pinnacle Point
Residential

MLS# S5127655 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2523 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Pinnacle Point

One or more photo(s) has been virtually staged. Beautifully crafted, newly built home offering over 2,500 square feet of modern Florida living in t... 

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$370,000
Provided courtesy of EXIT REALTY 4CORNERS
31 Photos 1511 Avenue F Winter Haven, FL 33881

1511 Avenue F
Winter Haven, FL 33881
Hills Lake Elbert
Residential

MLS# TB8389844 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1204 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hills Lake Elbert

PRICE IMPROVEMENT!!! ATTENTION this is not a flip! Welcome to this beautifully updated 3-bedroom, 1-bath home in the heart of Winter Haven, offerin... 

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$255,000
Reduced -$14,999
Provided courtesy of LIVE FLORIDA REALTY
50 Photos 1101 28th Street Winter Haven, FL 33881

1101 28th Street
Winter Haven, FL 33881
Inwood
Residential

MLS# S5127631 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 968 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood

Welcome to 1101 28th St NW, Winter Haven, FL 33881 - a fully remodeled and income-generating property perfect for first-time buyers, investors, or ... 

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$204,999
Reduced -$5,001
Provided courtesy of DEAL MAKERS REALTY TEAM CORP
29 Photos 3193 Whispering Trails Avenue Winter Haven, FL 33884

3193 Whispering Trails Avenue
Winter Haven, FL 33884
Whispering Trails Ph 02
Residential

MLS# S5127586 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1415 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Whispering Trails Ph 02

Discover your ideal Florida retreat in this beautifully maintained, gated Winter Haven neighborhood! Perfectly situated close to shopping centers f... 

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$268,000
Provided courtesy of LPT REALTY, LLC
48 Photos 832 Vienna Drive Winter Haven, FL 33884

832 Vienna Drive
Winter Haven, FL 33884
Villamar Phase I
Residential

MLS# P4934939 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2041 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Phase I

**PRICE IMPROVEMENT** Welcome to 832 Vienna Drive in sunny Winter Haven - where Southern hospitality meets modern living in the heart of the Villam... 

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$345,000
Reduced -$4,900
Provided courtesy of CENTURY 21 MYERS REALTY
44 Photos 3007 Caneel St Winter Haven, FL 33884

3007 Caneel St
Winter Haven, FL 33884
Traditions Ph 2a
Residential

MLS# O6310659 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1385 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 2a

Located in a 55+ community, this home offers a functional layout with plenty of room to personalize. Both bedrooms are generously sized, providing ... 

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$223,000
Reduced -$2,000
Provided courtesy of KELLER WILLIAMS REALTY AT THE PARKS
18 Photos 299 Winter Ridge Boulevard UNIT #299 Winter Haven, FL 33881

299 Winter Ridge Boulevard UNIT #299
Winter Haven, FL 33881
Winter Ridge Condo
Residential

MLS# P4934958 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1073 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Winter Ridge Condo

This charming 3 bedroom 2 bath condo is perfectly positioned between two beautiful chain-of-lakes, offering scenic surroundings and a serene atmosp... 

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$162,000
Reduced -$8,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
48 Photos 1081 Sandpiper Loop Winter Haven, FL 33881

1081 Sandpiper Loop
Winter Haven, FL 33881
Chestnut Crk
Residential

MLS# P4934955 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2369 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Chestnut Crk

Welcome to 1081 Sandpiper Loop, a stunning home in a quiet, exclusive community of fewer than 90 homes. Nestled just off Country Club Road in Winte... 

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$459,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
43 Photos 961 Piedmont Drive Winter Haven, FL 33880

961 Piedmont Drive
Winter Haven, FL 33880
Cooper Estates
Residential

MLS# P4934947 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1832 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Cooper Estates

BRAND NEW ROOF, architectural character, and unbeatable location. Mid-Century Ranch in an Established Neighborhood - A True Vintage Gem! Step into ... 

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$252,000
Increase +$5,000
Provided courtesy of VILLAGE REALTY OF WINTER HAVEN
54 Photos 386 San Jose Drive UNIT NA Winter Haven, FL 33884

386 San Jose Drive UNIT NA
Winter Haven, FL 33884
Orchid Springs Patio Homes
Residential

MLS# S5126682 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1250 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Springs Patio Homes

A Patio Home in Orchid Spring a well-maintained Community. Located in Winter Haven within 3 miles of Lego Land. Its a 2 Bedroom 2 bath home with a ... 

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$215,000
Provided courtesy of CHARLES RUTENBERG REALTY ORLANDO

Broker Reciprocity The information being provided by © 2025 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE REALTY, INC is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE REALTY, INC, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 08-07-2025 8:01 AM EST.

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The Winter Haven homes above are brought to you by David Shippey REALTOR®.


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