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 321-330 of 837
26 Photos 3487 Costello Circle Winter Haven, FL 33884

3487 Costello Circle
Winter Haven, FL 33884
Villamar
Residential

MLS# O6298303 / Active
5 Beds, 3.00 Total Baths, 3 Full Bath, 2447 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar

Under Construction. ""The Robie is a two-story floorplan featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Robie ... 

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$325,990
Reduced -$5,000
Provided courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC
22 Photos 1503 Eagle Pond Drive UNIT #1503 Winter Haven, FL 33884

1503 Eagle Pond Drive UNIT #1503
Winter Haven, FL 33884
Eagle Pond Condo
Residential

MLS# P4934402 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1017 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Eagle Pond Condo

Introducing a must-see condo in the esteemed gated community of Cypress Wood, this charming two-bedroom, two-bath home on the first floor is design... 

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$169,500
Reduced -$5,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
63 Photos 2769 Attwater Loop Winter Haven, FL 33884

2769 Attwater Loop
Winter Haven, FL 33884
Traditions Ph 2a
Residential

MLS# S5124391 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1385 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Traditions Ph 2a

Welcome to 2769 Attwater Loop in Winter Haven **move-in ready**, beautifully maintained villa with a flex room and covered, screened lanai offering... 

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$234,000
Provided courtesy of JASON MITCHELL REAL ESTATE FLO
100 Photos 3826 Gaines Court Winter Haven, FL 33884

3826 Gaines Court
Winter Haven, FL 33884
Gaines Cove
Residential

MLS# P4934458 / Active
6 Beds, 6.00 Total Baths, 5 Full Bath, 1 Half Bath, 5400 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Gaines Cove

***PRICE REDUCTION*** Amazing Winter Haven Executive Home on 1.86 Acres with Lake Eloise Frontage! Welcome to this elegant two-story home nestled o... 

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$1,999,990
Reduced -$400,009
Provided courtesy of NEW HOME ADVANTAGE LLC
29 Photos 148 Sweet Circle Winter Haven, FL 33884

148 Sweet Circle
Winter Haven, FL 33884
Orange Manor West Coop Inc
Residential

MLS# P4934464 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1248 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orange Manor West Coop Inc

Fully furnished 2 bedroom/2 bath home in Orange Manor West. Enjoy your mornings/evenings on your spacious, enclosed lanai. Located in Southeast Win... 

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$89,900
Provided courtesy of BHHS FLORIDA PROPERTIES GROUP
45 Photos 259 Mariposa Winter Haven, FL 33884

259 Mariposa
Winter Haven, FL 33884
Orchid Springs Florida Highland Co
Residential

MLS# P4934419 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1443 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Orchid Springs Florida Highland Co

One or more photo(s) has been virtually staged. Welcome to 259 Mariposa - Updated Comfort in a Charming Mediterranean-Inspired Community with NO Ag... 

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$239,900
Reduced -$3,000
Provided courtesy of THE STONES REAL ESTATE FIRM
58 Photos 5813 Windridge Drive Winter Haven, FL 33881

5813 Windridge Drive
Winter Haven, FL 33881
Windridge
Residential

MLS# S5124717 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2320 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Windridge

Updated 3-Bedroom Home with Modern Touches & Energy Efficiency in Winter Haven, FLThis beautifully maintained home, built in 2005, combines modern ... 

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$345,000
Provided courtesy of EXP REALTY LLC
45 Photos 2674 San Marco Way Winter Haven, FL 33884

2674 San Marco Way
Winter Haven, FL 33884
Villamar Ph 5
Residential

MLS# TB8371547 / Active
4 Beds, 3.00 Total Baths, 2 Full Bath, 1 Half Bath, 2364 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Villamar Ph 5

PRICE REDUCED and SELLERS MOTIVATED! Discover this stunning 2023 upgraded, move-in ready home that effortlessly blends style, space, and smart func... 

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$399,900
Reduced -$10,100
Provided courtesy of CENTURY 21 CIRCLE
4 Photos 3265 Conine Winter Haven, FL 33881

3265 Conine
Winter Haven, FL 33881
Conine Shore
Residential

MLS# P4934486 / Active
2 Beds, 1.00 Total Baths, 1 Full Bath, 708 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Conine Shore

Cute 2 bed 1 bath home, in a quite area, oversized fenced lot, laminate floors, some renovations done. 

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$150,000
Provided courtesy of CENTURY 21 WOLF'S CROSSING REALTY
42 Photos 152 Lakeside Ranch Drive Winter Haven, FL 33881

152 Lakeside Ranch Drive
Winter Haven, FL 33881
Lakeside Ranch For Mobile Homes
Residential

MLS# P4934466 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 960 Sqft
Area: 33881 - Winter Haven / Florence Villa, Subdivision: Lakeside Ranch For Mobile Homes

Step into the vibrant lifestyle of Lakeside Ranch, a serene gated 55+ community where comfort meets community spirit. This charming 2-bedroom, 2-ba... 

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$89,990
Reduced -$4,510
Provided courtesy of KELLER WILLIAMS REALTY SMART 1

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 08-10-2025 2:01 AM EST.

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


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