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 the Central Florida MLS. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "Request More Information" button on any property detail page. We'd love to answer any questions you have, and can provide the past sales history, tax information, and comparable sales for any listing. Let our team of professionals work for you!

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Displaying results 541-550 of 833
44 Photos 1561 Vienna Square Drive Winter Haven, FL 33884

1561 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Ph 2a
Residential

MLS# P4932767 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1231 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Vienna Square Ph 2a

R E D U C E D ... YOU'LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. T... 

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$229,000
Provided courtesy of FLORIDA HOME CHOICE REALTY
34 Photos 512 McKenna Drive Winter Haven, FL 33881

512 McKenna Drive
Winter Haven, FL 33881
Lucerne Park Reserve
Residential

MLS# S5131446 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1506 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lucerne Park Reserve

Nestled in a peaceful and growing neighborhood in Winter Haven, this beautifully maintained home offers a thoughtful split floor plan that separate... 

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$260,000
Provided courtesy of KELLER WILLIAMS ADVANTAGE III
37 Photos 108 Lake Region Boulevard Winter Haven, FL 33881

108 Lake Region Boulevard
Winter Haven, FL 33881
Gates Lake Region
Residential

MLS# L4948706 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2495 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Gates Lake Region

PRICE REDUCTION of 10k!!! OWNER MOTIVATED!!! Wow, get ready to fall in love with this beautiful custom built home near Winter Haven Country Club! T... 

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$457,400
Reduced -$2,500
Provided courtesy of EXP REALTY LLC
47 Photos 22 Cactus Circle Winter Haven, FL 33880

22 Cactus Circle
Winter Haven, FL 33880
Thornhill Estates
Residential

MLS# TB8401924 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2002 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Thornhill Estates

Escape the HOAYour Peaceful Retreat Awaits in Winter Haven! 1.22 Acres | 3 Beds + Den | 2 Baths | No Backyard NeighborsWelcome to your private rura... 

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$309,999
Provided courtesy of KELLER WILLIAMS TAMPA CENTRAL
9 Photos 142 SE Ave B Winter Haven, FL 33880

142 SE Ave B
Winter Haven, FL 33880
Haven Terrace Pb 13 Pg 26 Blk 1 Lots 5 E1/2 & 6 W1
Residential

MLS# B4901984 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 1080 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Haven Terrace Pb 13 Pg 26 Blk 1 Lots 5 E1/2 & 6 W1

Handyman's dream. This house has so much potential. With a bit of love it would make a great home or office. It is mixed level zoned. Commercial of... 

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$149,500
Provided courtesy of KLINE REAL ESTATE SERVICES
14 Photos 5135 Kinsley Drive Winter Haven, FL 33884

5135 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5127745 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1919 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

Under Construction. The ranch-style Ruby floor plan was designed for entertaining, offering a generous great room, an open dining room and a comfor... 

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$329,950
Provided courtesy of THE REALTY EXPERIENCE POWERED BY LRR
31 Photos 296 Inman Boulevard Winter Haven, FL 33881

296 Inman Boulevard
Winter Haven, FL 33881
Inman Groves
Residential

MLS# O6312824 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1725 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inman Groves

One or more photo(s) has been virtually staged. Built in 2023 and move-in ready for you and your family to begin enjoying your new home! Welcome to... 

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$334,500
Reduced -$500
Provided courtesy of COLDWELL BANKER RESIDENTIAL RE
24 Photos 2282 Firestone Place Winter Haven, FL 33884

2282 Firestone Place
Winter Haven, FL 33884
Cypresswood Golf Villas
Residential

MLS# P4935397 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1164 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Golf Villas

Welcome to Cypresswood Golf & Country Club Living!Discover this charming 2-bed, 2-bath, single-story Golf Villa at 2282 Firestone Pl in the exclusi... 

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$205,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
9 Photos 3308 Fox Ridge Drive Winter Haven, FL 33884

3308 Fox Ridge Drive
Winter Haven, FL 33884
Fox Ridge Ph 01
Residential

MLS# P4935635 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1130 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Fox Ridge Ph 01

Convenient location in Southeast Winter Haven. With some TLC, this 2BD/2BA has a ton of potential. This home has an open floor plan with vaulted ce... 

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$155,000
Provided courtesy of LOCKHART & ASSOCIATES INC
23 Photos 1548 Covey Rise Terrace Winter Haven, FL 33884

1548 Covey Rise Terrace
Winter Haven, FL 33884
Ashton Covey
Residential

MLS# W7875302 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1815 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ashton Covey

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfect... 

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$541,990
Increase +$14,705
Provided courtesy of MALTBIE REALTY GROUP

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 07-27-2025 9:45 AM EST.

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The Winter Haven Florida Real Estate listings included above are brought to you by David Shippey. 863-521-4517

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