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 591-600 of 758
39 Photos 3440 Grenville Drive Winter Haven, FL 33884

3440 Grenville Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential

MLS# O6401312 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1275 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 01

Wake up to peaceful water views in this beautifully maintained villa in Winter Haven. This move in ready home features a bright open floor plan wit... 

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$239,900
Reduced -$9,000
Provided courtesy of LOVELAND PROPERTIES
40 Photos 6304 Red Herring Drive Winter Haven, FL 33881

6304 Red Herring Drive
Winter Haven, FL 33881
Lakeside Landings Ph 01
Residential

MLS# S5149412 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1592 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lakeside Landings Ph 01

Welcome to this move-in-ready home 3 Bedroms, 2 Bathrooms. This beautifully maintained residence offers a spacious and functional floor plan, featu... 

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$235,000
Reduced -$10,000
Provided courtesy of MY REALTY GROUP, LLC.
34 Photos 1015 Carefree Cove Drive Winter Haven, FL 33881

1015 Carefree Cove Drive
Winter Haven, FL 33881
Carefree Cove
Residential

MLS# L4960484 / Active
4 Beds, 2.00 Total Baths, 1 Full Bath, 1 Half Bath, 1104 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Carefree Cove

Short Sale. Bank approved price! Welcome to this beautifully updated 4-bedroom, 1.5-bath single-family home located in Winter Haven with NO HOA! Th... 

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$220,000
Increase +$30,100
Provided courtesy of KELLER WILLIAMS REALTY SMART
11 Photos 6433 Jacaranda Avenue Winter Haven, FL 33881

6433 Jacaranda Avenue
Winter Haven, FL 33881
Brookhaven Village
Residential

MLS# S5144807 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 912 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Brookhaven Village

Significant price improvement and a highly motivated seller make this an exceptional opportunity in the sought-after 55+ Brookhaven Village communi... 

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$145,000
Increase +$5,100
Provided courtesy of LA ROSA REALTY ORLANDO LLC
37 Photos Winter Haven, FL 33884


Winter Haven, FL 33884
Elbert Hills
Residential

MLS# S5150298 / Active
5 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 3778 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Elbert Hills

Lakefront Opportunity on Lake Elbert! This spacious 5-bedroom, 5.5-bath home sits on a large corner lot with a pool and offers endless potential fo... 

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$499,000
Provided courtesy of LPT REALTY, LLC
20 Photos 3048 Captain Jax Way Winter Haven, FL 33884

3048 Captain Jax Way
Winter Haven, FL 33884
Serenity At Peace Creek Th
Residential

MLS# O6401056 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1386 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Serenity At Peace Creek Th

Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first lev... 

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$219,990
Provided courtesy of LENNAR REALTY
56 Photos 3337 Costello Cir Winter Haven, FL 33884

3337 Costello Cir
Winter Haven, FL 33884
Villamar Phase 5
Residential

MLS# L4959241 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2522 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Phase 5

Why buy new when this is BETTER than NEW? This immaculate and spacious home features 5 bedrooms, 3 baths, 2 car garage, a fenced backyard and a wat... 

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$345,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
37 Photos 345 24th Street UNIT #25 Winter Haven, FL 33880

345 24th Street UNIT #25
Winter Haven, FL 33880
Imperial Villas
Residential

MLS# P4937740 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1008 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Imperial Villas

Welcome to maintenance-free living in the heart of Winter Haven! This darling 2-bedroom, 2-bath villa is perfectly located in the desirable Imperia... 

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$145,000
Reduced -$13,000
Provided courtesy of DALTON WADE INC
16 Photos 525 Avenue A Winter Haven, FL 33881

525 Avenue A
Winter Haven, FL 33881
Revised Map of Fernwood Add
Residential

MLS# S5146036 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1870 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Revised Map of Fernwood Add

Welcome to your private retreat in the heart of Winter Haven - a beautifully updated 4-bedroom home with a new 2025 roof, solar panels, and a spark... 

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$349,999
Provided courtesy of NORKIS & CO REALTY
36 Photos 1334 Stately Oaks Drive Winter Haven, FL 33881

1334 Stately Oaks Drive
Winter Haven, FL 33881
Stately Oaks
Residential

MLS# S5147546 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1334 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Stately Oaks

One or more photo(s) has been virtually staged. Welcome to this charming 3-bedroom, 2-bath home in Winter Haven offering 1,334 sqft of comfortable ... 

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$236,900
Reduced -$10,000
Provided courtesy of REALTYCITY INC

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 06-16-2026 2:00 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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