Cypresswood Homes for Sale in Winter Haven FL

Today’s newly listed homes for sale in Cypresswood in Winter Haven FL. Cypresswood Golf and Country Club is a premier Winter Haven golf community offering properties such as golf condos, golf villas, golf front homes and more. Cypresswood Winter Haven is a 24 hour gated and guarded community with some of the most well-maintained and lush surroundings in our area.
New Listing - a week online
$189,900
2
BED
2
TOTAL BATHS
1,884
SQFT
423 Gleneagles Court Winter Haven, FL 33884
Single Family Home For Sale
- Pending

CHARMING & COMFORTABLE PATIO HOME IN CYPRESSWOOD! Situated on a quiet cul-de-sac street, this 2 bedroom 2 bath FULLY FURNISHED home overlooking the 11th FAIRWAY has over 1800 sq. ft. of living area, and features a welcoming entry, an eat-in kitchen,

New Listing - 2 weeks online
$229,900
3
BED
2
TOTAL BATHS
1,816
SQFT
3326 Oak Hill Place Winter Haven, FL 33884
Single Family Home For Sale
- Active

CYPRESSWOOD GOLF & COUNTRY CLUB'S OAKGROVE HOME!!! THIS EXCEPTIONAL ONE-OWNER FULLY FURNISHED 3 BEDROOM, 2 BATH HOME OFFERS AN OPEN CONCEPT GREAT ROOM PLAN, SPLIT BEDROOMS, VOLUME AND TRAY CEILINGS WITH CROWN MOLDING, CEILING FANS AND CERAMIC TILE

$314,800
4
BED
3
TOTAL BATHS
2,494
SQFT
2990 Plantation Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

Come and enjoy the peace and tranquility of living in this beautiful pool home that backs on to the golf course in the gated community of Cypresswood. The home is in a no through road area in the development which means its extremely quiet allowing f

$524,900
4
BED
3
TOTAL BATHS
3,941
SQFT
2976 Plantation Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

A STUNNING CUSTOM-BUILT-ONE OWNER HOME IN A GATED/GUARDED S.E. WINTER HAVEN GOLF COURSE COMMUNITY. THIS IMMACULATE HOME IS SITUATED ON ONE OF THE MOST PICTURESQUE LOTS IN PLANTATIONS! You'll have a WOW factor when you enter the foyer of this home t

Price Change - 3 weeks ago
$239,900
3
BED
2
TOTAL BATHS
2,016
SQFT
3227 Oak Tree Lane Winter Haven, FL 33884
Single Family Home For Sale
- Pending

JUST REDUCED!!! CYPRESSWOOD 24-HOUR MANNED & GATED GOLF COMMUNITY, GORGEOUS 3 BEDROOM 2 BATH HOME FEATURES GREAT AMENITIES INSIDE AND OUT. LOCATED IN THE OAKGROVE NEIGHBORHOOD, YOU HAVE ACCESS TO THE COMMUNITY POOL, TENNIS COURTS AND CLUBHOUSE. INSID

$279,900
4
BED
2
TOTAL BATHS
2,183
SQFT
2948 Plantation Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

WHAT A VIEW! Located in the Plantations neighborhood of Cypresswood Golf and Country Club, this 4BD/2BA home features a screened in back porch complete with pool and hot tub. The covered seating area offers an ideal place to enjoy the pond and amazin

Price Change - 4 weeks ago
$225,900
2
BED
2
TOTAL BATHS
1,461
SQFT
389 Troon Court Winter Haven, FL 33884
Single Family Home For Sale
- Active

Immaculate patio home located on the golf course of Cypresswood Golf and Country Club! This home has been updated from floor to ceiling and is sold fully furnished if desired. The open floor plan provides a wonderful flow from the kitchen to the livi

$192,500
3
BED
2
TOTAL BATHS
1,755
SQFT
573 Saint Andrews Road Winter Haven, FL 33884
Single Family Home For Sale
- Pending

One or more photo(s) has been virtually staged. NO Winter Haven CITY TAXES! VIEWS of the 11th fairway from your screened back lanai! 24 hr. guard gated Cypresswood Golf & Country Club Fairway Patio Home with upgrades galore! Newly painted interior si

$199,900
3
BED
2
TOTAL BATHS
1,958
SQFT
689 Augusta Road Winter Haven, FL 33884
Single Family Home For Sale
- Pending

**Back on the Market due to buyer's financing** IMMACULATE 3 BEDROOM, 2 BATH LOCATED IN S.E. WINTER HAVEN, FL. This central Florida home is in the beautiful & well cared for community of "Cypresswood" Golf Club and backs up to the golf course so no

$127,000
2
BED
2
TOTAL BATHS
1,123
SQFT
1011 Medinah Drive Winter Haven, FL 33884
Villa For Sale
- Active

Villa in the gated community of Cypresswood Golf and Country Club. Open floor plan with large living/dining room combo, 2 bedrooms 2 baths, enclosed Florida room and inside laundry. Community pool, tennis courts, restaurant.

Foreclosure
$209,000
3
BED
3
TOTAL BATHS
2,644
SQFT
3102 Post Oak Court Winter Haven, FL 33884
Single Family Home For Sale
- Active

This home in Winter Haven offers 3 bedrooms, 2.5 baths, open floor plan, spacious great room with stone fireplace, large kitchen open to dining area, large pantry, wood laminate and tile flooring and all situated on a nice lot. Repairs and refreshing

$119,900
2
BED
2
TOTAL BATHS
1,278
SQFT
1071 Medinah Way Winter Haven, FL 33884
Villa For Sale
- Active

ATTENTION INVESTORS! End unit tennis villa located near the clubhouse, pool and tennis courts at Cypresswood Golf and Country Club. Large living and dining area, galley kitchen, spacious bedrooms with ample closet space, bright and airy screened la

Foreclosure
$299,900
3
BED
3
TOTAL BATHS
2,415
SQFT
4029 Palma Ceia Circle Winter Haven, FL 33884
Single Family Home For Sale
- Active

SELLER ACCEPTED OFFER, WAITING FOR SIGNED DOCUMENTS TO CHANGE STATUS TO PENDING! We have a GEM here! Beautiful screen enclosed pool & spa home located in gated Cypresswood Golf Community Winter Haven! Recently improved with new interior paint and lan

$449,900
4
BED
3
TOTAL BATHS
2,887
SQFT
2967 Plantation Road Winter Haven, FL 33884
Single Family Home For Sale
- Pending

FLORIDA LIVING AT IT'S BEST! Fantastic 4BD/3BA home in Cypresswood Plantations with 2,890 sq. ft. of living area. This home offers the most amazing outdoor living space. The outdoor kitchen has a built-in 42" Alfresco Gourmet gas grill, a Thermador

$319,000
4
BED
4
TOTAL BATHS
3,606
SQFT
181 Greenfield Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

The property you are inquiring about is located in Winter Haven, FL in the Cypresswood area of Polk County. Sitting on a 0.48 acre lot size, this large 4 bedroom, 3 and 1/2 bath single family home is located in Cypresswood overlooking the 13th Fairwa

$224,900
3
BED
2
TOTAL BATHS
1,722
SQFT
3231 Oak Tree Lane Winter Haven, FL 33884
Single Family Home For Sale
- Pending

CYPRESSWOOD 24-HOUR MANNED & GATED GOLF COMMUNITY, GORGEOUS 3 BEDROOM 2 BATH HOME FEATURES GREAT AMENITIES INSIDE AND OUT. LOCATED IN THE OAKGROVE NEIGHBORHOOD, YOU HAVE ACCESS TO THE COMMUNITY POOL, TENNIS COURTS AND CLUBHOUSE. INSIDE THIS BEAUTIFUL

$189,500
2
BED
2
TOTAL BATHS
1,754
SQFT
690 Augusta Road Winter Haven, FL 33884
Single Family Home For Sale
- Pending

Price Reduced....Gorgeous patio home located in the gated golf community of Cypresswood. This 2 bedroom, 2 bath home features spacious rooms that are sure to draw your attention with there custom finishing’s. This home offers an eat in kitchen with w

Price Change - 4 days ago
$465,000
4
BED
3
TOTAL BATHS
2,746
SQFT
2950 Plantation Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

Paradise awaits you in this resort style home located in the CypressWood Plantation gated golf & country club community. Enjoy sunsets, water, and a ranch views overlooking the golf course from this custom built salt water pool/spa home. Which has 4

$295,000
3
BED
2
TOTAL BATHS
2,081
SQFT
1810 Sandhill Lane Winter Haven, FL 33884
Single Family Home For Sale
- Active

One or more photo(s) has been virtually staged. Under Construction. UNDER CONSTRUCTION. This 3 bedroom 2 bath home is located in Cypresswood Golf and Country Club. Enjoy your spacious open floor plan that includes a dining room, both a living and gre

$275,000
3
BED
2
TOTAL BATHS
1,833
SQFT
1808 Sandhill Lane Winter Haven, FL 33884
Single Family Home For Sale
- Pending

Under Construction. UNDER CONSTRUCTION. Beautiful 3 bedroom 2 bath home located in Cypresswood Golf and Country Club. This brand new home is under construction and is ready to be modified to your taste! Enjoy a spacious open floor plan that includes

$389,900
5
BED
4
TOTAL BATHS
3,082
SQFT
2960 Plantation Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

JUST REDUCED!!! NEW PRICE ON THIS CUSTOM BUILT 5 BEDROOM 3.5 BATH POOL HOME ON THE GOLF COURSE, BEAUTIFULLY DESIGNED WITH CARE AND QUALITY IN CYPRESSWOOD PLANTATIONS!!! This unique 5 bedroom, 3.5 bath pool home on a fabulous private lot with over 3,0

$444,900
4
BED
3
TOTAL BATHS
3,426
SQFT
2995 Plantation Road Winter Haven, FL 33884
Single Family Home For Sale
- Pending

JUST REDUCED! Great home waiting for a family to enjoy! Custom built 4 Bedroom, Pool home in gated golf community of Cypresswood. Stunning home's beautiful entry opens into formal Living Room featuring volume ceilings, beautiful custom moldings, tow

Price Change - yesterday
$185,000
2
BED
2
TOTAL BATHS
1,484
SQFT
561 Saint Andrews Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

This Lovely 2 Bedroom/ 2 Bath Home is sited in the Desirable Golfing Community of Cypresswood. The Open Concept Floor Plan is Ideal for Entertaining offering a Spacious Living Room Painted in a Neutral Palette with Wood Laminate Flooring. The Kitche

$75,000
0.35
ACRES
POLK, FL
COUNTY
4022 Palma Ceia Circle Winter Haven, FL 33884
Land For Sale
- Active

READY FOR YOUR DREAM HOME! Join an established neighborhood of fine homes. Lot and house packages available from John Wood Homes or use an approved builder to design and build your custom home.

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