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 341-350 of 784
50 Photos 69 Enclave Drive Winter Haven, FL 33884

69 Enclave Drive
Winter Haven, FL 33884
Cypresswood Enclave Ph 02
Residential

MLS# S5148089 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1682 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Enclave Ph 02

Welcome to 69 Enclave Drive, a beautifully updated home nestled inside the sought-after Cypresswood Golf & Country Club, a gated golf community kno... 

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$300,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
34 Photos 3136 Country Club Circle Winter Haven, FL 33881

3136 Country Club Circle
Winter Haven, FL 33881
Country Walk/winter Haven
Residential

MLS# L4961900 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1690 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Country Walk/winter Haven

Welcome to a home that makes everyday living simple and enjoyable. Located in the established Country Club community, this property offers a practi... 

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$300,000
Provided courtesy of LA ROSA REALTY PRESTIGE
21 Photos 2235 Lakeridge Drive Winter Haven, FL 33881

2235 Lakeridge Drive
Winter Haven, FL 33881
Lakeridge Estates
Residential

MLS# P4938412 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1893 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lakeridge Estates

Welcome to 2235 Lakeridge Estates, your opportunity to enjoy the Florida lifestyle in one of Winter Haven's growing and desirable communities near ... 

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$300,000
Reduced -$5,000
Provided courtesy of LA ROSA REALTY CENTRAL FLORIDA LLC
39 Photos 265 Majestic Gardens Lane Winter Haven, FL 33880

265 Majestic Gardens Lane
Winter Haven, FL 33880
Gardens Ph 01
Residential

MLS# L4962565 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1951 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Gardens Ph 01

Located in a desirable gated community on a oversized corner lot, paved driveway and low HOA fee and convenient access to everything Central Florid... 

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$299,999
Reduced -$10,001
Provided courtesy of BHHS FLORIDA PROPERTIES GROUP
17 Photos 5147 Kinsley Drive Winter Haven, FL 33884

5147 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5127810 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1919 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

Discover this stunning Ruby home, ready for quick move-in! Included features: a welcoming covered entry; a smartly planned kitchen boasting white 4... 

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$299,999
Reduced -$23,636
Provided courtesy of AXEN REALTY, LLC
21 Photos 1195 Tyler Loop Winter Haven, FL 33884

1195 Tyler Loop
Winter Haven, FL 33884
Peace Crk Reserve
Residential

MLS# O6371574 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1933 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peace Crk Reserve

The two-story Atlanta Plan has the WOW-Factor with four bedrooms, two and a half baths, loft and a two-car garage. This exquisite home offers an op... 

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$299,997
Reduced -$15,000
Provided courtesy of EXP REALTY LLC
51 Photos 4656 Magnolia Preserve Loop Winter Haven, FL 33880

4656 Magnolia Preserve Loop
Winter Haven, FL 33880
Magnolia Preserve
Residential

MLS# L4960603 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2038 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Magnolia Preserve

Completely renovated and move in-ready Large 4 bedroom, 2 bathroom house awaits your family! On a desirable corner lot, in a quiet neighborhood. Ne... 

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$299,990
Reduced -$9,910
Provided courtesy of AVERY PROPERTIES INC.
35 Photos 2213 Rose Boulevard Winter Haven, FL 33881

2213 Rose Boulevard
Winter Haven, FL 33881
Buckeye Rdg
Residential

MLS# L4961368 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1851 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Buckeye Rdg

Welcome to 2213 Rose Blvd in Winter Havena beautifully maintained and like-new 4 bedroom, 2 bath home offering over 1850 square feet of comfortable... 

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$299,900
Provided courtesy of THE STONES REAL ESTATE FIRM
43 Photos 292 Arbuthnot Street Winter Haven, FL 33881

292 Arbuthnot Street
Winter Haven, FL 33881
Sanctuary By the Lake Ph 2
Residential

MLS# L4961100 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1305 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Sanctuary By the Lake Ph 2

Take a look at this beautifully upgraded 3-bedroom, 2-bathroom home located in the desirable gated community of Sanctuary by the Lake in Winter Hav... 

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$299,900
Provided courtesy of EXP REALTY LLC
42 Photos 430 Hillcrest Drive Winter Haven, FL 33884

430 Hillcrest Drive
Winter Haven, FL 33884
Eloise Woods Lake Roy Unit
Residential

MLS# L4961985 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1594 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods Lake Roy Unit

Welcome to this beautifully maintained 3-bedroom, 2-bath home offering the perfect blend of comfort, functionality, and outdoor living. Step inside... 

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$299,900
Reduced -$9,100
Provided courtesy of COLDWELL BANKER REALTY

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 06-19-2026 8:02 PM EST.

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


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