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 321-330 of 815
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
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
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
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
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
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

It's a beauty. No HOA. Renovated. Desired neighborhood. Help with closing $10,000. Boat ramp in neighborhood. This newly renovated beauty is in a m... 

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$389,000
Reduced -$10,000
Provided courtesy of LA ROSA REALTY PRESTIGE
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
25 Photos 135 Eloise Oaks Drive Winter Haven, FL 33884

135 Eloise Oaks Drive
Winter Haven, FL 33884
Eloise Oaks
Residential

MLS# P4934594 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1866 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Oaks

ACCEPTING OFFERS NOW! PRICED TO SELL - NOW ONLY $369,900. ANNUAL HOA FEES PAID THROUGH DECEMBER 31, 2025.Discover your DREAM HOME at 135 Eloise Oak... 

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$369,900
Reduced -$5,100
Provided courtesy of EXP REALTY LLC
42 Photos 1781 Lakehill Drive Winter Haven, FL 33884

1781 Lakehill Drive
Winter Haven, FL 33884
Woodpointe Phase Three
Residential

MLS# P4934591 / Active
3 Beds, 3.00 Total Baths, 3 Full Bath, 2541 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Woodpointe Phase Three

New custom home in established Woodpointe gated community. Quality construction and finishes. Seller will consider purchasing Buyer's existing home... 

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$789,900
Reduced -$20,000
Provided courtesy of JOHN WOOD REALTY, INC.
41 Photos 1787 Lakehill Drive Winter Haven, FL 33884

1787 Lakehill Drive
Winter Haven, FL 33884
Woodpointe Phase Three
Residential

MLS# P4934590 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2818 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Woodpointe Phase Three

New custom home in established Woodpointe gated community. Quality construction and finishes. Seller will consider purchasing Buyer's existing home... 

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$829,900
Reduced -$20,000
Provided courtesy of JOHN WOOD REALTY, INC.

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 11:33 AM EST.

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


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