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 91-100 of 827
24 Photos 2282 Firestone Place Winter Haven, FL 33884

2282 Firestone Place
Winter Haven, FL 33884
Cypresswood Golf Villas
Residential

MLS# P4935397 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1164 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Golf Villas

Welcome to Cypresswood Golf & Country Club Living!Discover this charming 2-bed, 2-bath, single-story Golf Villa at 2282 Firestone Pl in the exclusi... 

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$205,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
33 Photos 2809 Wingfoot Court Winter Haven, FL 33884

2809 Wingfoot Court
Winter Haven, FL 33884
Cypresswood Golf Villas
Residential

MLS# S5123194 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1682 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Golf Villas

GOLF COURSE HOME! WELCOME TO THIS AWESOME GOLF VILLA WITH A FAIRWAY VIEW OF THE 8TH HOLE. WELL MAINTAINED HOME. ALL APPLIANCES REMAIN. TANKLESS WAT... 

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$260,000
Provided courtesy of HAPPY DAYS REALTY LLC
53 Photos 2214 SE Sawgrass Court Winter Haven, FL 33884

2214 SE Sawgrass Court
Winter Haven, FL 33884
Cypresswood Golf Villas
Residential

MLS# O6277789 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1590 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Golf Villas

***USDA Loan Eligibile and Special Finance Incentives Available*** Welcome to 2214 Sawgrass Ct, a meticulously maintained 2-bedroom, 2-bathroom gol... 

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$212,500
Reduced -$2,500
Provided courtesy of LPT REALTY, LLC
15 Photos 2284 Firestone Place Winter Haven, FL 33884

2284 Firestone Place
Winter Haven, FL 33884
Cypresswood Golf Villas Un 3 B
Residential

MLS# O6282413 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1164 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Golf Villas Un 3 B

**""Embrace comfort and elegance in this beautiful 2-bedroom, 2-bathroom villa, offering nearly 1,400 sq. ft. of well-designed living space. Enjoy ... 

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$230,000
Provided courtesy of MERVIN MORGAN REALTY & PROPERTY MANAGEMENT LLC
13 Photos 423 Greenfield Road Winter Haven, FL 33884

423 Greenfield Road
Winter Haven, FL 33884
Cypresswood Mdws
Residential

MLS# P4934428 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1432 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Mdws

Nice Patio home in gated Cypresswood neighborhood. Home has newer ac, tankless hot water heater, large room on back that could be converted to a th... 

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$230,000
Reduced -$15,000
Provided courtesy of TOWN & COUNTRY REAL ESTATE
38 Photos 409 Greenfield Road Winter Haven, FL 33884

409 Greenfield Road
Winter Haven, FL 33884
Cypresswood Mdws
Residential

MLS# P4934348 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2048 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Mdws

Stop scrollingthis is the one. Welcome to 409 Greenfield Rd, a beautifully updated move-in-ready home tucked inside the sought-after gated communit... 

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$319,900
Reduced -$5,000
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
30 Photos 416 Sandestin Drive Winter Haven, FL 33884

416 Sandestin Drive
Winter Haven, FL 33884
Cypresswood Meadows
Residential

MLS# P4929557 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1744 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Meadows

UPSCALE HOME IN CYPRESSWOOD GOLF COMMUNITY. Beautifully remodeled and ready for the discerning buyer. Large 3 BR/2BA patio home located in beautifu... 

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$349,900
Reduced -$5,000
Provided courtesy of CENTURY 21 WATSON & MYERS REALTY
26 Photos 426 Gleneagles Court Winter Haven, FL 33884

426 Gleneagles Court
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential

MLS# P4934744 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1731 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

Located on a cul-de-sac, this 2 bedroom home overlooks a greenspace and the golf course beyond and in the front yard, it sits directly across from ... 

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$255,000
Provided courtesy of LOCKHART & ASSOCIATES INC
43 Photos
Open House: Sun Jul 27th, 11:00am - 1:30pm
680 Augusta Road Winter Haven, FL 33884

680 Augusta Road
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential

MLS# P4930299 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1932 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

NEW PRICE REDUCTION. Beautiful home in Cypresswood gated community. Twenty four hour manned gate. Home has newly installed ADT system. This is a go... 

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$320,000
Reduced -$5,000
Provided courtesy of BHHS FLORIDA PROPERTIES GROUP
46 Photos 375 Troon Court Winter Haven, FL 33884

375 Troon Court
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential

MLS# L4952323 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1725 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

Attention Investors & Home Buyers! Located in the desirable Cypresswood Golf & Country Club in Winter Haven, with a LOW HOA FEE of $128.00 MONTHLY,... 

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$269,999
Increase +$14,999
Provided courtesy of REMAX EXPERTS

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 07-23-2025 3:25 PM EST.

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


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