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 141-150 of 756
43 Photos 6114 Grand Oaks Drive Winter Haven, FL 33884

6114 Grand Oaks Drive
Winter Haven, FL 33884
Garden Grove Oaks
Residential

MLS# L4961323 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1288 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Garden Grove Oaks

Waterfront view home on a large lot in amenity-rich community with clubhouse, pool, shuffleboard and fishing pond. This 2 bedroom 2 bathroom home f... 

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$175,000
Provided courtesy of CROSBY & ASSOCIATES, INC.
46 Photos 3027 Richmond Drive Winter Haven, FL 33884

3027 Richmond Drive
Winter Haven, FL 33884
Richmond Square Ph 02
Residential

MLS# L4961338 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1994 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Richmond Square Ph 02

One or more photo(s) has been virtually staged. Behind the gates of Winterset, one of Winter Havens most sought-after lakefront communities, this 3... 

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$295,000
Provided courtesy of REMAX EXPERTS
32 Photos 202 Saint Lucie Road Winter Haven, FL 33884

202 Saint Lucie Road
Winter Haven, FL 33884
Eloise Woods East Lake Mariam Unit
Residential

MLS# L4961340 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1764 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eloise Woods East Lake Mariam Unit

**Location, Location, Location! Seller offering $10,000 toward buyer closing costs, prepaid items, or interest rate buy-down with acceptable offer!... 

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$328,999
Provided courtesy of CENTURY 21 WATSON & MYERS REALTY
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
29 Photos 1213 8th Street Winter Haven, FL 33881

1213 8th Street
Winter Haven, FL 33881
North Gate Village
Residential

MLS# L4961397 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 972 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: North Gate Village

One or more photo(s) has been virtually staged. Beautiful, well-cared-for 2BR/2BA villa in a maintenance-free 55+ community ready for a new owner. ... 

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$199,900
Provided courtesy of KELLER WILLIAMS REALTY SMART
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
19 Photos 524 Haines Trail Winter Haven, FL 33881

524 Haines Trail
Winter Haven, FL 33881
Lakes/lucerne Park Ph 4
Residential

MLS# L4961454 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1980 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lakes/lucerne Park Ph 4

Beautifully maintained, highly upgraded home in a quiet, conveniently located community. From the moment you arrive, youll notice the strong curb a... 

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$315,000
Reduced -$14,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
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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$289,900
Provided courtesy of REMAX EXPERTS
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

New Price! Move-in ready Central Florida home featuring an open-concept floor plan, high ceilings, and fresh interior paint. Recent upgrades includ... 

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$294,900
Reduced -$5,000
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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$118,000
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 06-12-2026 1:53 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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