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 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 581-590 of 827
16 Photos 5139 Kinsley Drive Winter Haven, FL 33884

5139 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5127739 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1700 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Seasons At Annabelle Estates

Under Construction. Covered Patio, 2nd sink in Master Bath, Microwave vented to outside, Interior door at Master Bath, Additional windows at Great ... 

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$308,875
Provided courtesy of THE REALTY EXPERIENCE POWERED BY LRR
18 Photos 5143 Kinsley Drive Winter Haven, FL 33884

5143 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5130840 / 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 spacious Slate floorplan will catch your eye when you enter its 8' exterior doorway. The kitchen features preeminent quart... 

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$349,999
Reduced -$4,951
Provided courtesy of THE REALTY EXPERIENCE POWERED BY LRR
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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$358,108
Reduced -$5,000
Provided courtesy of THE REALTY EXPERIENCE POWERED BY LRR
18 Photos 5131 Kinsley Drive Winter Haven, FL 33884

5131 Kinsley Drive
Winter Haven, FL 33884
Seasons At Annabelle Estates
Residential

MLS# S5130836 / 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 spacious Slate floorplan will catch your eye when you enter its 8' exterior doorway. The kitchen features preeminent quart... 

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$364,846
Increase +$3,257
Provided courtesy of THE REALTY EXPERIENCE POWERED BY LRR
49 Photos 4225 Shadow Wood Court Winter Haven, FL 33880

4225 Shadow Wood Court
Winter Haven, FL 33880
Shadow Wood
Residential

MLS# L4950216 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 3680 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Shadow Wood

No HOA or CDD fees! This expansive 3,600 sq. ft. residence is perfectly designed for a multi generational family with a mother in-law suite! With 5... 

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$639,000
Reduced -$21,000
Provided courtesy of S & D REAL ESTATE SERVICE LLC
44 Photos 4201 Shadow Wood Drive Winter Haven, FL 33880

4201 Shadow Wood Drive
Winter Haven, FL 33880
Shadow Wood
Residential

MLS# B4901791 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1860 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Shadow Wood

Short Sale. This POOL home is ready for new owners! This house features beautiful quartz countertops and new cabinets throughout the kitchen and bo... 

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$349,900
Reduced -$35,100
Provided courtesy of FREEDOM REALTY
40 Photos 1129 Bowline Street Winter Haven, FL 33880

1129 Bowline Street
Winter Haven, FL 33880
Shores At Lake Sears
Residential

MLS# L4953684 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1499 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Shores At Lake Sears

***$10k PRICE REDUCTION***Welcome to 1129 Bowline Street - a beautifully maintained home nestled in a quiet and desirable GATED neighborhood in Win... 

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$299,900
Reduced -$10,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
33 Photos 803 Orchid Springs Drive Winter Haven, FL 33884

803 Orchid Springs Drive
Winter Haven, FL 33884
Silverbell A Condo
Residential

MLS# L4953310 / Active
1 Beds, 1.00 Total Baths, 1 Full Bath, 621 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Silverbell A Condo

NEWLY LISTED! Welcome home to this 1-bedroom, 1-bathroom condo located in the desirable Silverbell Condominiums in Winter Haven. Measuring 621 squa... 

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$125,000
Provided courtesy of KELLER WILLIAMS REALTY SMART
21 Photos 1328 3rd Street Winter Haven, FL 33881

1328 3rd Street
Winter Haven, FL 33881
Silvercrest Add
Residential

MLS# P4933957 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1196 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Silvercrest Add

This beautifully renovated home is move-in ready and just minutes from Downtown Winter Haven! Inside, you'll find brand-new flooring, a new water h... 

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$220,000
Reduced -$10,000
Provided courtesy of XPERT REALTY GROUP
61 Photos 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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$355,000
Reduced -$10,000
Provided courtesy of KIVELIER REALTY GROUP LLC

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 08-04-2025 9:48 AM EST.

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


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