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 11-20 of 754
19 Photos 4165 Rolling Oaks Drive Winter Haven, FL 33880

4165 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# B4902127 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1152 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Priced to sell, Home has a new metal roof, CHA is approximately five years old, and you will feel right at home from the moment you walk in. Come e... 

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$90,000
Reduced -$9,900
Provided courtesy of SOUTHERN BELLE REALTY
53 Photos 455 Majestic Gardens Boulevard Winter Haven, FL 33880

455 Majestic Gardens Boulevard
Winter Haven, FL 33880
Gardens Ph 01
Residential

MLS# B4902136 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1625 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Gardens Ph 01

PRICE ADJUSTMENT....Located within a desirable gated community, this beautifully maintained home at 455 Majestic Gardens Blvd offers both comfort a... 

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$349,900
Reduced -$5,100
Provided courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
18 Photos 220 King Road Winter Haven, FL 33880

220 King Road
Winter Haven, FL 33880
Not In Subdivision
Residential

MLS# B4902220 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 672 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Not In Subdivision

***Investor Special*** Welcome to this 2 bedroom 1 bath home. It is in need of some work but not out of range for the right do it your self investo... 

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$119,000
Reduced -$1,071,000
Provided courtesy of CRAIG BURKE REAL ESTATE GROUP, LLC
63 Photos 100 Alachua Drive Winter Haven, FL 33884

100 Alachua Drive
Winter Haven, FL 33884
Eloise Woods Lake Mariam Unit
Residential

MLS# B4902232 / Active
3 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 2002 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods Lake Mariam Unit

One or more photo(s) has been virtually staged. Wonderful opportunity to live in a Florida lifestyle property with two (2) ($1800 total) income-pro... 

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$564,900
Reduced -$10,100
Provided courtesy of KLINE REAL ESTATE SERVICES
16 Photos 4038 Rolling Oaks Drive Winter Haven, FL 33880

4038 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential

MLS# B4902243 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1056 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Oakwood Estates

Welcome to paradise, in this 2/2 with a enclosed front porch, to watch the beautiful Florida sunsets. The gated 55 plus community offers many ameni... 

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$94,900
Provided courtesy of SOUTHERN BELLE REALTY
40 Photos 700 Mirror Terrace UNIT #507 Winter Haven, FL 33881

700 Mirror Terrace UNIT #507
Winter Haven, FL 33881
Spring Lake Towers
Residential

MLS# B4902266 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1351 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Spring Lake Towers

Winter Haven's premier condominium located directly overlooking the picturesque Lake Spring that is part of the famous 17-lake Winter Haven Chain o... 

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$164,900
Provided courtesy of KLINE REAL ESTATE SERVICES
59 Photos 255 Haines Boulevard Winter Haven, FL 33881

255 Haines Boulevard
Winter Haven, FL 33881
Lakes At Lucerne Park Ph 02
Residential

MLS# B4902269 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1793 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lakes At Lucerne Park Ph 02

Welcome to 255 Haines Boulevard, Winter Haven, Florida! This beautifully maintained home offers the perfect blend of comfort, convenience, and Flor... 

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$299,999
Provided courtesy of LAND SOUTH REALTY, LLC
53 Photos 145 La Serena Winter Haven, FL 33884

145 La Serena
Winter Haven, FL 33884
Florida Highland Co
Residential

MLS# B4902278 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1141 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Florida Highland Co

Welcome home to this beautifully updated 2-bedroom, 2-bath patio home nestled in the desirable Orchid Springs community of Winter Haven. Offering 1... 

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$215,000
Provided courtesy of FAITH AND FAMILY REALTY LLC
69 Photos 1015 Corso Drive Winter Haven, FL 33884

1015 Corso Drive
Winter Haven, FL 33884
Villamar Ph 2a
Residential

MLS# C7522449 / Active
5 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3200 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 2a

Like new 5-bedroom, 3.5-bath home with a functional open layout and abundant natural light. The kitchen overlooks the main living area, making it p... 

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$374,900
Provided courtesy of SOVEREIGN REAL ESTATE GROUP
8 Photos 5850 Cypress Gardens Boulevard UNIT #405 Winter Haven, FL 33884

5850 Cypress Gardens Boulevard UNIT #405
Winter Haven, FL 33884
Royal Crescent Condo
Residential

MLS# G5104966 / Active
2 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 1332 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Royal Crescent Condo

This two bedroom one and a half bath condo offers comfortable living. The kitchen features stainless steel appliances and an eat-in space. Bedrooms... 

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$136,900
Reduced -$2,000
Provided courtesy of ORLANDO HOMES & INVESTMENTS

Broker Reciprocity The information being provided by © 2026 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 is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, 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 06-10-2026 8:43 AM EST.

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


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