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 401-410 of 748
25 Photos 3214 Avenue Q Winter Haven, FL 33881

3214 Avenue Q
Winter Haven, FL 33881
Inwood
Residential

MLS# O6408954 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 936 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Inwood

One or more photo(s) has been virtually staged. Charming single-story home located in Winter Haven with a functional layout and comfortable living ... 

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$247,000
Provided courtesy of MAINSTAY BROKERAGE LLC
16 Photos 505 Holt Circle Winter Haven, FL 33880

505 Holt Circle
Winter Haven, FL 33880
Jan Phyl Village
Residential

MLS# O6408441 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1304 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Jan Phyl Village

Short Sale. This 4-bedroom, 2-bath home with a versatile bonus room is situated on a desirable corner lot with no HOA restrictions. Featuring a new... 

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$185,000
Provided courtesy of MMV REAL ESTATE GROUP LLC
11 Photos 1213 Michelangelo Lane Winter Haven, FL 33884

1213 Michelangelo Lane
Winter Haven, FL 33884
Estates/lk Florence
Residential

MLS# O6408212 / Active
4 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 2894 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Estates/lk Florence

NO CDD Fees Low HOA *Lower Taxes Luxury Heated Pool Resort-style backyard Move-In Ready Home.Welcome to this beautifully maintained and gently live... 

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$564,900
Reduced -$2,000
Provided courtesy of BEYCOME OF FLORIDA LLC
17 Photos 2953 Whispering Trails Drive Winter Haven, FL 33884

2953 Whispering Trails Drive
Winter Haven, FL 33884
Whispering Trails Ph 02
Residential

MLS# O6407939 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1274 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Whispering Trails Ph 02

Come see 2953 Whispering Trails Dr, a residence showcasing recent fresh interior paint and fresh exterior paint for a clean, cohesive appearance. T... 

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$230,000
Reduced -$10,000
Provided courtesy of OPENDOOR BROKERAGE LLC
18 Photos 1100 Carefree Cove Drive Winter Haven, FL 33881

1100 Carefree Cove Drive
Winter Haven, FL 33881
Carefree Cove
Residential

MLS# O6407265 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1019 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Carefree Cove

Come see 1100 Carefree Cove Dr, recently improved with a new roof, fresh exterior paint, and fresh interior paint, presenting a comprehensively ref... 

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$214,000
Reduced -$3,000
Provided courtesy of OPENDOOR BROKERAGE LLC
43 Photos 341 Avenue L Winter Haven, FL 33881

341 Avenue L
Winter Haven, FL 33881
Lake Silver Terrace
Residential

MLS# O6407035 / Active
3 Beds, 1.00 Total Baths, 1 Full Bath, 1188 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Silver Terrace

Charming & Renovated Single Family Home With NO HOA & Great Investment Potential! Welcome to this cozy 3 Bed, 1 Bath residence that features a seam... 

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$185,000
Reduced -$5,000
Provided courtesy of KN PREMIER REALTY, INC
35 Photos 3642 Queens Cove Boulevard Winter Haven, FL 33880

3642 Queens Cove Boulevard
Winter Haven, FL 33880
Queens Cove Ph 04
Residential

MLS# O6406940 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1396 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Queens Cove Ph 04

Welcome to this spacious 3-bedroom, 2-bathroom home located in the desirable Winter Haven area. This residence offers a great floor plan with plent... 

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$245,000
Provided courtesy of OAK AVENUE REAL ESTATE LLC
44 Photos 1590 Vienna Square Drive Winter Haven, FL 33884

1590 Vienna Square Drive
Winter Haven, FL 33884
Vienna Square Ph 2a
Residential

MLS# O6406908 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1231 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Vienna Square Ph 2a

Welcome to Vienna Square a vibrant, beautifully maintained 55+ gated community where resort-style living meets true low-maintenance comfort. This c... 

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$210,000
Provided courtesy of RE/MAX PRIME PROPERTIES
21 Photos 317 Avenue G Winter Haven, FL 33880

317 Avenue G
Winter Haven, FL 33880
Havencrest Add
Residential

MLS# O6406631 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 1610 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Havencrest Add

Discover a truly unique architectural gem in the heart of Winter Haven. Inspired by the timeless design style of Frank Lloyd Wright, this beautiful... 

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$255,000
Reduced -$10,000
Provided courtesy of MBA REALTY GROUP, INC
37 Photos 812 Andrew Street Winter Haven, FL 33881

812 Andrew Street
Winter Haven, FL 33881
Willowbrook North
Residential

MLS# O6406531 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2371 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Willowbrook North

MOVE-IN READY! Discover lakeside living at Willowbrook North in Winter Haven, where modern single-family homes meet scenic Florida charm. Nestled n... 

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$349,990
Provided courtesy of DRB GROUP REALTY, LLC

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 06-15-2026 1:39 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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