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 121-130 of 777
27 Photos 218 Dennis Avenue Winter Haven, FL 33880

218 Dennis Avenue
Winter Haven, FL 33880
Jan Phyl Village Unit 03 A
Residential

MLS# L4961409 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 1174 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Jan Phyl Village Unit 03 A

Move-in ready, this charming 3-bedroom, 1-bath block home sits on a spacious lot with no rear neighbors, offering added privacy and peaceful surrou... 

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$246,900
Provided courtesy of LIVE FLORIDA REALTY
23 Photos 316 Lake Smart Circle Winter Haven, FL 33881

316 Lake Smart Circle
Winter Haven, FL 33881
Lake Smart Pointe
Residential

MLS# L4961472 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1500 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Smart Pointe

This property is eligible under the 30 Day Freddie Mac First Look Initiative through 05/28/2026. OWNER OCCUPIED BUYERS and NSP offers will only be ... 

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$274,900
Reduced -$15,000
Provided courtesy of REMAX EXPERTS
65 Photos 23 Oakwood Rd Winter Haven, FL 33880

23 Oakwood Rd
Winter Haven, FL 33880
N/a
Residential

MLS# L4961490 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2125 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: N/a

Private Gated 2.38-Acre Estate with No HOA in Winter Haven - Room for RVs, Boats & More! Escape the ordinary and enjoy the privacy, space, and fre... 

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$574,900
Provided courtesy of CROSBY & ASSOCIATES, INC.
30 Photos 3307 Costello Circle Winter Haven, FL 33884

3307 Costello Circle
Winter Haven, FL 33884
Villamar Ph Four
Residential

MLS# L4961494 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1553 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph Four

This home just received a new price and is ready for its next owner. Don`t miss this move-in ready Central Florida gem featuring an open-concept de... 

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$289,000
Reduced -$5,900
Provided courtesy of BHHS FLORIDA PROPERTIES GROUP
43 Photos 333 Lake Howard Drive UNIT 203C Winter Haven, FL 33880

333 Lake Howard Drive UNIT 203C
Winter Haven, FL 33880
Imperial Harboursphases 01 & 02
Residential

MLS# L4961519 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1030 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Imperial Harboursphases 01 & 02

Enjoy a relaxed, maintenance-free lifestyle in this well-loved 55+ condo overlooking the beautifully maintained grounds of Imperial Harbours and th... 

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$109,900
Reduced -$8,100
Provided courtesy of COLDWELL BANKER REALTY
70 Photos 1095 W Lake Hamilton Drive Winter Haven, FL 33881

1095 W Lake Hamilton Drive
Winter Haven, FL 33881
Hamilton Ridge
Residential

MLS# L4961524 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2363 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Hamilton Ridge

Welcome to this exceptional 4-bedroom, 3-bath home set on over half an acre, offering a rare combination of space, privacy, and versatility, comple... 

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$744,900
Reduced -$5,000
Provided courtesy of PROPERTY SHOPPE OF CENTRAL FL
13 Photos 5121 Sylas Jax Avenue Winter Haven, FL 33884

5121 Sylas Jax Avenue
Winter Haven, FL 33884
Villamar
Residential

MLS# L4961604 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1568 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Under Construction. New construction home with 1568 square feet on two-story including 3 bedrooms with loft, 2.5 baths, and an open living area. En... 

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$295,900
Reduced -$12,270
Provided courtesy of CAMBRIDGE REALTY OF CENTRAL FL
4 Photos 3151 Laurel Oak Lane Winter Haven, FL 33884

3151 Laurel Oak Lane
Winter Haven, FL 33884
Villamar
Residential

MLS# L4961605 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2029 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Under Construction. New construction home with 2029 square feet one-story including 4 bedrooms, 2.5 baths, and an open living area. Enjoy an open k... 

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$333,900
Reduced -$12,655
Provided courtesy of CAMBRIDGE REALTY OF CENTRAL FL
26 Photos 2826 Avenue Q Winter Haven, FL 33881

2826 Avenue Q
Winter Haven, FL 33881
Inwood - No 3 Pb 9 Pgs 7a - 7c
Residential

MLS# L4961628 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 840 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood - No 3 Pb 9 Pgs 7a - 7c

LEASE to OWN option available!!! Welcome to 2826 Ave Q NW in Winter Haven — a beautifully remodeled 3-bedroom, 1-bath home designed for comfort, f... 

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$207,990
Reduced -$2,000
Provided courtesy of OPULENT REALTY INTERNATIONAL
29 Photos 207 Avenue E Winter Haven, FL 33880

207 Avenue E
Winter Haven, FL 33880
Twin Oaks Add Pb 12 Pg 16
Residential

MLS# L4961631 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 2093 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Twin Oaks Add Pb 12 Pg 16

This is the ONE! Great location centrally located in Winter Haven. Needing an attached Mother N Law suite with a separate entrance or want an Air B... 

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$420,000
Reduced -$5,000
Provided courtesy of ADVANTAGE REALTY 1

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 07-11-2026 5:52 PM 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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