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 631-640 of 836
48 Photos 209 Santa Rosa Drive Winter Haven, FL 33884

209 Santa Rosa Drive
Winter Haven, FL 33884
Overlook Estates
Residential

MLS# P4932531 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2338 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Overlook Estates

seller motivated !!Welcome to your dream Pool Home! Awesome Gated community. This 3/2.1 Pool home, is located in beautiful city of Winter Haven, Fl... 

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$360,000
Reduced -$20,000
Provided courtesy of LA ROSA REALTY PRESTIGE
10 Photos 5033 Kaia Avenue Winter Haven, FL 33884

5033 Kaia Avenue
Winter Haven, FL 33884
Villamar
Residential

MLS# O6327563 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2387 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Under Construction. Brand new, energy-efficient home available by Aug 2025! Open first floor creates a unified living space with a large great room... 

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$362,702
Provided courtesy of MERITAGE HOMES OF FL REALTY
19 Photos 1523 Jessica Boulevard Winter Haven, FL 33884

1523 Jessica Boulevard
Winter Haven, FL 33884
Peace Creek Reserve 50's
Residential

MLS# O6311304 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2174 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peace Creek Reserve 50's

One or more photo(s) has been virtually staged. Under Construction. This single-story home shares an open layout between the kitchen, dining area a... 

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$362,990
Provided courtesy of LENNAR REALTY
3 Photos 2803 San Marco Way Winter Haven, FL 33884

2803 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# O6296316 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2298 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

Pre-Construction. To be built. Welcome to The Lancaster in the highly desirable Villamar communitywhere timeless elegance meets modern comfort.This... 

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$362,990
Provided courtesy of NEW HOME STAR FLORIDA LLC
18 Photos 5163 Kinsley Drive Winter Haven, FL 33884

5163 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5130838 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2077 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

Under Construction. This impressive Slate floorplan will draw you in with an upgraded ""B"" elevation and 8' exterior doorway. The kitchen features... 

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$363,108
Provided courtesy of THE REALTY EXPERIENCE POWERED BY LRR
3 Photos 2783 San Marco Way Winter Haven, FL 33884

2783 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# O6296379 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2298 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

Pre-Construction. To be built. Introducing The Lancaster, located in the highly sought-after Villamar communitywhere timeless charm meets contempor... 

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$364,990
Provided courtesy of NEW HOME STAR FLORIDA LLC
41 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# L4951717 / 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

Corner Lot Charmer in SE Winter Haven Price Improvement! NO HOA, Major Upgrades & Closing Cost Assistance!Now offered at $364,999, this beautifully... 

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$364,999
Reduced -$9,991
Provided courtesy of CENTURY 21 WATSON & MYERS REALTY
61 Photos
Open House: Tomorrow 11:00am - 2:00pm
415 Avenue K Winter Haven, FL 33881

415 Avenue K
Winter Haven, FL 33881
Silvercrest Add
Residential

MLS# TB8337231 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1824 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Silvercrest Add

PRICE IMPROVEMENT! No HOA, no Flodd Zone, no CDD. NEW ROOF was installed in 2022. AC and HEATING are both ENERGY EFFICIENT and were installed on 20... 

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$365,000
Reduced -$14,000
Provided courtesy of KIVELIER REALTY GROUP LLC
52 Photos 620 Jaxson Boulevard Winter Haven, FL 33880

620 Jaxson Boulevard
Winter Haven, FL 33880
Village/crystal Beach
Residential

MLS# P4934716 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1792 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Village/crystal Beach

This well-maintained residence offers a functional split floor plan, ideal for both everyday living and entertaining. The open-concept kitchen and ... 

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$365,000
Provided courtesy of COLDWELL BANKER REALTY
70 Photos 1118 Cypress Point Winter Haven, FL 33884

1118 Cypress Point
Winter Haven, FL 33884
Cypress Point
Residential

MLS# L4953465 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2444 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypress Point

SELLER OFFERING $10K towards buyer closing costs and/or rate buy down with a full price offer! Greeted by a pleasant, cheery entrance, you enter in... 

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$365,000
Reduced -$30,000
Provided courtesy of FLORIDA REAL ESTATE COMPANY

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 07-25-2025 9:55 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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