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 821
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
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
41 Photos 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
19 Photos 620 Wexford Court Winter Haven, FL 33884

620 Wexford Court
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential

MLS# O6281987 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1426 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

Welcome to your dream home-Step inside to discover this spacious and stunning MOVE-IN READY 2 bed/ 2 bath with an oversize 2 car garage located in ... 

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$275,000
Provided courtesy of LPT REALTY, LLC
43 Photos 708 Canberra Road Winter Haven, FL 33884

708 Canberra Road
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential

MLS# P4932247 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2004 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

Welcome to your dream retreat! This stunning 3-bedroom, 2-bathroom home is perfectly nestled in a tranquil cul-de-sac within a highly sought-after ... 

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$332,500
Reduced -$16,500
Provided courtesy of KELLER WILLIAMS REALTY SMART 1
36 Photos 718 Canberra Road Winter Haven, FL 33884

718 Canberra Road
Winter Haven, FL 33884
Cypresswood Patio Homes
Residential

MLS# L4954473 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 2159 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

Elevated Living on the Fairway - Fully Renovated & ReadyWelcome to 718 Canberra Roadwhere luxury living meets peace of mind. This completely renova... 

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$379,999
Provided courtesy of LA ROSA REALTY PRESTIGE
63 Photos 692 Augusta Road Winter Haven, FL 33884

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

MLS# L4951361 / Active
3 Beds, 2.00 Total Baths, 2 Full Bath, 1785 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

Modern, open concept, move in ready home! SELLER IS OFFERING ONE YEAR HOME WARRANTY. This home has NEW TILE ROOF (2023), NEW AC (2022), NEW WATER H... 

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$309,995
Reduced -$10,000
Provided courtesy of S & D REAL ESTATE SERVICE LLC
13 Photos 381 Troon Court Winter Haven, FL 33884

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

MLS# P4935066 / Active
2 Beds, 2.00 Total Baths, 2 Full Bath, 1440 Sqft
Area: 33884 - Winter Haven / Cypress Gardens, Subdivision: Cypresswood Patio Homes

Updated and beautifully maintained 2bd/2bath plus Bonus Room. Definitely one of the loveliest houses in Cypresswood. Golf and Country Club located ... 

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$269,000
Reduced -$10,900
Provided courtesy of CENTURY 21 WATSON & MYERS REALTY
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 08-05-2025 7:25 PM EST.

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


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