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 501-510 of 827
1 Photos 1012 Medinah Drive Winter Haven, FL 33884

1012 Medinah Drive
Winter Haven, FL 33884
Cypresswood
Residential

MLS# P4934618 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1139 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood

PRICE REDUCTION!!!! This rare tennis villa is a gem in the highly desired community of Cypresswood Golf & Country club. Impeccably maintained, it o... 

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$219,500
Provided courtesy of BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY
73 Photos 1919 19th Street Winter Haven, FL 33881

1919 19th Street
Winter Haven, FL 33881
Van Duyne Shores
Residential

MLS# P4934625 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1752 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Van Duyne Shores

No HOA. Renovated. Desired neighborhood. Help with closing. $10,000. Boat ramp in neighborhood. This newly renovated beauty is in a much-desired ne... 

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$399,000
Reduced -$11,000
Provided courtesy of LA ROSA REALTY PRESTIGE
44 Photos 6305 Bayberry Boulevard Winter Haven, FL 33881

6305 Bayberry Boulevard
Winter Haven, FL 33881
Brookhaven Village Second Add
Residential

MLS# P4934626 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1728 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village Second Add

Seller is Motivated! Welcome to Brookhaven - where comfort, convenience, and community come together!This hidden gem in a peaceful 55+ neighborhood... 

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$195,900
Provided courtesy of LPT REALTY, LLC
30 Photos 1371 Sheridan Street Winter Haven, FL 33880

1371 Sheridan Street
Winter Haven, FL 33880
Tranquility Park 02 Rep
Residential

MLS# P4934629 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1074 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Tranquility Park 02 Rep

Welcome to your charming new home nestled on two oversized lots, offering the perfect blend of comfort and functionality. This delightful three-bed... 

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$299,500
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
36 Photos 151 Winter Ridge Drive UNIT #151 Winter Haven, FL 33881

151 Winter Ridge Drive UNIT #151
Winter Haven, FL 33881
Winter Ridge Condo
Residential

MLS# P4934631 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1073 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Winter Ridge Condo

Welcome to this charming two-bedroom, two-bath condo in the desirable Winter Ridge community on Lake Smartpart of the renowned Chain of Lakes. This... 

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$149,000
Reduced -$3,000
Provided courtesy of STACEY TOWNS REALTY LLC
3 Photos 229 NE Avenue B Winter Haven, FL 33881

229 NE Avenue B
Winter Haven, FL 33881
Winter Haven Heights
Residential

MLS# P4934647 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1593 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Winter Haven Heights

Charming 1925 Two-Story Home with Income PotentialDiscover the possibilities with this centrally located 1925 two-story home, offering excellent in... 

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$280,000
Provided courtesy of CENTURY 21 WOLF'S CROSSING REALTY
59 Photos 333 Lake Otis Drive Winter Haven, FL 33880

333 Lake Otis Drive
Winter Haven, FL 33880
Mayfair Sub
Residential

MLS# P4934662 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2633 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Mayfair Sub

Welcome to this beautifully renovated pool home offering modern luxury, privacy, and ultimate functionality all with no HOA restrictions! Situated ... 

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$649,900
Provided courtesy of SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC
13 Photos 817 Orchid Springs Drive Winter Haven, FL 33884

817 Orchid Springs Drive
Winter Haven, FL 33884
Rosewood Manor-First Amd
Residential

MLS# P4934666 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 851 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Rosewood Manor-First Amd

Great Investment Property! Clean and move in ready! 2 Bedroom 1 1/2 Bath Condo in the convenient community of Orchid Springs. Laminate Flooring! Sc... 

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$110,000
Provided courtesy of LA ROSA REALTY PRESTIGE
35 Photos 6562 Chinaberry Drive Winter Haven, FL 33881

6562 Chinaberry Drive
Winter Haven, FL 33881
Brookhaven Village First Add
Residential

MLS# P4934676 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1216 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village First Add

Seller is Motivated! Turnkey & Immaculate in Desirable Brookhaven Village - You Own the Land!Step into this beautifully maintained, fully furnished... 

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$164,900
Reduced -$5,000
Provided courtesy of LPT REALTY, LLC
31 Photos 1550 11th Street UNIT E7 Winter Haven, FL 33881

1550 11th Street UNIT E7
Winter Haven, FL 33881
Lake Buckeye Condo
Residential

MLS# P4934678 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1148 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Buckeye Condo

This 2-bedroom, 2-bath condo is a great place to settle down or even as an income-producing property. The upstairs unit features split bedrooms, op... 

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$129,900
Reduced -$5,000
Provided courtesy of BROKERS REALTY OF CENTRAL FLOR

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 08-04-2025 4:13 PM EST.

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


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