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 our local MLS. If you would like to schedule a showing or have any questions about any of these Winter Haven FL homes for sale, please call 863-521-4517 or just click the "Schedule a Showing" or "Request More Info" button on any property detail pages.

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Displaying results 91-100 of 779
62 Photos 258 Terranova Boulevard Winter Haven, FL 33880

258 Terranova Boulevard
Winter Haven, FL 33880
Terranova Phase IV
Residential

MLS# TB8499276 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2639 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Terranova Phase IV

Welcome to this beautifully renovated home located in a secure gated community, offering not only privacy and peace of mind but also a low annual H... 

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$419,000
Provided courtesy of AVENUE HOMES LLC
54 Photos 1908 Crossroads Boulevard Winter Haven, FL 33881

1908 Crossroads Boulevard
Winter Haven, FL 33881
Crossroads At Lake Region
Residential

MLS# P4935563 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2781 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Crossroads At Lake Region

Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake Region Welcome to this beautifully maintained residence located... 

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$419,000
Reduced -$900
Provided courtesy of CENTURY 21 MYERS REALTY
26 Photos 5118 Kinsley Drive Winter Haven, FL 33884

5118 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5150451 / Active
5 Beds, 4.00 Total Baths, 3 Full Bath, 1 Half Bath, 3030 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

Under Construction. The main floor of the inviting Ammolite plan offers a private study and versatile flex space, which can be optioned as an addit... 

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$418,950
Provided courtesy of AXEN REALTY, LLC
32 Photos 357 Ruby Lake Loop Winter Haven, FL 33884

357 Ruby Lake Loop
Winter Haven, FL 33884
Ruby Lake Ph 01
Residential

MLS# L4960449 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2107 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Ruby Lake Ph 01

Welcome to your dream home in the gated community of Ruby Lake! This beautifully designed 3-bedroom, 2-bath Cassidy Ox floor plan perfectly balance... 

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$415,000
Provided courtesy of LOCKHART & ASSOCIATES INC
44 Photos 75 Sunset View Drive UNIT #75 Winter Haven, FL 33884

75 Sunset View Drive UNIT #75
Winter Haven, FL 33884
Winterset 04 A Condo Ph 01
Residential

MLS# P4938635 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 2249 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Winterset 04 A Condo Ph 01

Beautiful lakefront living awaits in the gated community of Winterset! This beautifully maintained 2-bedroom, 2-bathroom condo with an attached one... 

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$415,000
Provided courtesy of CENTURY 21 MYERS REALTY
70 Photos 592 Lake Smart Boulevard Winter Haven, FL 33881

592 Lake Smart Boulevard
Winter Haven, FL 33881
Lake Smart Pointe
Residential

MLS# S5148989 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2944 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lake Smart Pointe

Welcome to a home that offers more than just space it delivers lifestyle, efficiency, and long-term value.Situated on a premium oversized corner lo... 

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$415,000
Provided courtesy of MY REALTY GROUP, LLC.
23 Photos 301 Terranova Boulevard Winter Haven, FL 33884

301 Terranova Boulevard
Winter Haven, FL 33884
Terranova Ph 04
Residential

MLS# S5151390 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 1960 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Terranova Ph 04

Welcome to this beautifully maintained 4-bedroom, 2-bathroom home located in the desirable gated community of Terranova in Winter Haven. Offering a... 

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$415,000
Provided courtesy of LA ROSA REALTY KISSIMMEE
29 Photos 2118 Edgewater Circle Winter Haven, FL 33880

2118 Edgewater Circle
Winter Haven, FL 33880
Edgewater Manor
Residential

MLS# TB8480830 / Active
4 Beds, 3.00 Total Baths, 3 Full Bath, 2763 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Edgewater Manor

BACK ON MARKET!! Welcome to the lakefront community of Edgewater Manor! Come see this awesome custom built 2017 4 bed 3 bath corner lot (1/3 ac.) h... 

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$411,000
Increase +$12,000
Provided courtesy of STORMS REALTY
31 Photos 1783 White Elephant Loop Winter Haven, FL 33884

1783 White Elephant Loop
Winter Haven, FL 33884
Peach Crossings
Residential

MLS# TB8498625 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2244 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peach Crossings

Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home situated on a desirable corner lot with no ... 

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$409,900
Provided courtesy of LGI REALTY- FLORIDA, LLC
25 Photos
Open House: Sat Jun 20th, 12:00pm - 3:00pm
1774 White Elephant Loop Winter Haven, FL 33884

1774 White Elephant Loop
Winter Haven, FL 33884
Peach Crossings
Residential

MLS# S5150525 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2336 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Peach Crossings

Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home perfectly positioned on a premium corner lo... 

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$409,900
Provided courtesy of LA ROSA REALTY CW PROPERTIES L

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 06-17-2026 6:11 PM EST.

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The Winter Haven homes above are brought to you by David Shippey REALTOR®.


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