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 361-370 of 834
18 Photos 299 Winter Ridge Boulevard UNIT #299 Winter Haven, FL 33881

299 Winter Ridge Boulevard UNIT #299
Winter Haven, FL 33881
Winter Ridge Condo
Residential

MLS# P4934958 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1073 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Winter Ridge Condo

This charming 3 bedroom 2 bath condo is perfectly positioned between two beautiful chain-of-lakes, offering scenic surroundings and a serene atmosp... 

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$162,000
Reduced -$8,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
48 Photos 1081 Sandpiper Loop Winter Haven, FL 33881

1081 Sandpiper Loop
Winter Haven, FL 33881
Chestnut Crk
Residential

MLS# P4934955 / Active
4 Beds, 2.00 Total Baths, 2 Full Bath, 2369 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Chestnut Crk

Welcome to 1081 Sandpiper Loop, a stunning home in a quiet, exclusive community of fewer than 90 homes. Nestled just off Country Club Road in Winte... 

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$459,000
Provided courtesy of RE/MAX HERITAGE PROFESSIONALS
43 Photos 961 Piedmont Drive Winter Haven, FL 33880

961 Piedmont Drive
Winter Haven, FL 33880
Cooper Estates
Residential

MLS# P4934947 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1832 Sqft
Area: 33880 - Winter Haven/eloise/jpv/wahnetta, Subdivision: Cooper Estates

BRAND NEW ROOF, architectural character, and unbeatable location. Mid-Century Ranch in an Established Neighborhood - A True Vintage Gem! Step into ... 

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$252,000
Increase +$5,000
Provided courtesy of VILLAGE REALTY OF WINTER HAVEN
54 Photos 386 San Jose Drive UNIT NA Winter Haven, FL 33884

386 San Jose Drive UNIT NA
Winter Haven, FL 33884
Orchid Springs Patio Homes
Residential

MLS# S5126682 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1250 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Springs Patio Homes

A Patio Home in Orchid Spring a well-maintained Community. Located in Winter Haven within 3 miles of Lego Land. Its a 2 Bedroom 2 bath home with a ... 

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$215,000
Provided courtesy of CHARLES RUTENBERG REALTY ORLANDO
19 Photos 4977 Kaia Avenue Winter Haven, FL 33884

4977 Kaia Avenue
Winter Haven, FL 33884
Villamar
Residential

MLS# O6308408 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2340 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Under Construction. Brand new, energy-efficient home available by Jun 2025! Entertain with ease in your spacious, new kitchen with adjoining dining... 

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$350,000
Reduced -$13,445
Provided courtesy of MERITAGE HOMES OF FL REALTY
36 Photos 228 Kilmer Lane Winter Haven, FL 33884

228 Kilmer Lane
Winter Haven, FL 33884
Fla Highlands Co Sub
Residential

MLS# O6311415 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1933 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Fla Highlands Co Sub

This 4 bed, 2.5 bath SE Winter Haven home has been carefully maintained and updated. Bring your belongings and move right in! A new roof, new exter... 

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$319,000
Reduced -$10,000
Provided courtesy of FATHOM REALTY FL LLC
84 Photos 800 W Lake Elbert Drive Winter Haven, FL 33881

800 W Lake Elbert Drive
Winter Haven, FL 33881
Graydon Hills
Residential

MLS# TB8382290 / Active
4 Beds, 4.00 Total Baths, 4 Full Bath, 3221 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Graydon Hills

Historic Elegance with Modern Luxury - Built by Cypress Gardens Founder Dick Pope! Step into a piece of Winter Haven history with this stunning 4-b... 

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$535,000
Reduced -$10,000
Provided courtesy of FLORIDA LUXURY REALTY INC
8 Photos 226 Turtle Bay Avenue Winter Haven, FL 33881

226 Turtle Bay Avenue
Winter Haven, FL 33881
Harbor At Lake Henry
Residential

MLS# L4953138 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1604 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Harbor At Lake Henry

2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community.... 

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$249,900
Reduced -$10,000
Provided courtesy of CAMBRIDGE REALTY OF CENTRAL FL
8 Photos 218 Turtle Bay Avenue Winter Haven, FL 33881

218 Turtle Bay Avenue
Winter Haven, FL 33881
Harbor At Lake Henry
Residential

MLS# L4953135 / Active
3 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 1604 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Harbor At Lake Henry

2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community.... 

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$249,900
Reduced -$10,000
Provided courtesy of CAMBRIDGE REALTY OF CENTRAL FL
14 Photos 4486 Rapallo Avenue Winter Haven, FL 33884

4486 Rapallo Avenue
Winter Haven, FL 33884
Villamar
Residential

MLS# L4953131 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1358 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

New construction home with 1358 square feet on one-story including 3 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with Quartz ... 

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$265,900
Provided courtesy of CAMBRIDGE REALTY OF CENTRAL FL

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 08-11-2025 2:02 AM EST.

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


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