Cypresswood Homes for Sale 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 - 4 days online
$238,000
3
BED
2
TOTAL BATHS
1,675
SQFT
3324 Oak Hill Place Winter Haven, FL 33884
Single Family Home For Sale
- Active

OAKGROVE SOLAR HEATED POOL HOME!!! Located in the lushly landscaped, 24-hour manned and gated community of Cypresswood Golf & Country Club, this gorgeous 3 bedroom, 2 bath lovingly maintained home with desirable open floor plan, volume ceilings, and

New Listing - 6 days online
$229,900
3
BED
2
TOTAL BATHS
1,483
SQFT
3218 Oak Tree Lane Winter Haven, FL 33884
Single Family Home For Sale
- Active

A beautiful rare find in a Cypresswood a gated golfing community located in Winter Haven.This home is move in ready. You could not find a home with such quality with attention to detail. When you pull into the driveway the first thing you notice is i

New Listing - 2 weeks online
$162,900
2
BED
2
TOTAL BATHS
1,368
SQFT
19 Enclave Drive Winter Haven, FL 33884
Villa For Sale
- Active

Pristine pond view. Relax in the screened Lanai and enjoy balmy breezes as you view a variety of birds, turtles, ducks and an occasional eagle. Enjoy the Florida lifestyle in this well designed villa featuring split bedrooms, eat in kitchen open to t

New Listing - 2 weeks online
$159,900
2
BED
2
TOTAL BATHS
1,269
SQFT
38 Enclave Drive Winter Haven, FL 33884
Villa For Sale
- Active

CYPRESSWOOD VILLA in The Enclaves. Enjoy maintanence free living in beautiful Cypresswood Golf Community. Quiet 2BR/2BA villa with lots of amenities. Hardwood floors in living/dining area, new master shower doors, freshly painted inside, ready for

New Listing - 2 weeks online
$101,500
2
BED
2
TOTAL BATHS
1,017
SQFT
501 Eagle Pond Dr #501 Winter Haven, FL 33884
Condo For Sale
- Pending

Bright and cheery ground floor condo in beautiful Cypresswood. Light, bright and open unit with 2 bedrooms and 2 full baths. Nice flat top stove, and bisque color cabinets throughout. Ceiling fans, and neutral colors. Laundry closet inside unit, and

New Listing - 3 weeks online
$324,900
3
BED
3
TOTAL BATHS
2,416
SQFT
1800 Sand Hill Lane Winter Haven, FL 33884
Single Family Home For Sale
- Pending

CYPRESSWOOD GOLF COURSE SOLAR POOL HOME ON A CORNER LOT!!! Spectacular 3BR/3BA with open floor plan PLUS an office also features DUAL MASTER SUITES with private baths! Attention to detail is evident throughout this custom masterpiece, the home has NE

New Listing - 3 weeks online
$239,900
3
BED
3
TOTAL BATHS
2,462
SQFT
221 Greenfield Rd Winter Haven, FL 33884
Single Family Home For Sale
- Active

This unbelievably charming home is perfectly located in the desirable Cypresswood community. Cypresswood offers a beautiful 18-hole golf course, a community pool and tennis courts, and a 24/7 manned gate!! Right away when pulling up you’ll notice the

New Listing - 3 weeks online
$188,000
3
BED
2
TOTAL BATHS
1,442
SQFT
684 Augusta Road Winter Haven, FL 33884
Single Family Home For Sale
- Pending

SPOTLESS! THIS BEAUTIFUL PATIO HOME HAS BEEN COMPLETELY REMODELED. NEW LAMINATE FLOORING, NEW KITCHEN COUNTER TOPS AND NEW PAINT. NEW STAINLESS STEEL KITCHEN APPLIANCES. LOCATED IN CYPRESSWOOD GATED COMMUNITY THAT OFFERS GOLF, TENNIS AND COMMUNITY

New Listing - 3 weeks online
$199,000
3
BED
2
TOTAL BATHS
1,970
SQFT
510 Pebble Springs Court Winter Haven, FL 33884
Single Family Home For Sale
- Active

Great price reduction on this 3 Bedroom 2 Bath patio home situated in Cypresswood Golf & Country Club, one of Winter Haven's premier gated communities, known for its beautiful setting and amenities! This lovingly maintained home features spacious liv

New Listing - 4 weeks online
$215,000
3
BED
2
TOTAL BATHS
2,178
SQFT
557 Saint Andrews Rd Winter Haven, FL 33884
Single Family Home For Sale
- Pending

BEAUTIFUL WELL ESTABLISHED GOLF COMMUNITY OF CYPRESSWOOD. THIS SPACIOUS 3 BED 2 BATH HOME HAS BEEN WELL TAKEN CARE OF. WITH CUSTOM KITCHEN TO INCLUDE BUILT IN CONVECTION OVEN, GAS COOKTOP AND CORIAN COUNTERS. FAMILY ROOM HAS BUILT-IN CUSTOM CABINETS

New Listing - 4 weeks online
$379,000
3
BED
3
TOTAL BATHS
2,160
SQFT
4026 Palma Ceia Circle Winter Haven, FL 33884
Single Family Home For Sale
- Active

Custom built pool home located in a gated golf community. Offers; 3 bedrooms and 3 bathrooms plus a media/family room (2160sf). Unique front courtyard entrance features enclosed pool with waterfall, brick paved lanai and a private guest suite/3rd bed

New Listing - 4 weeks online
$138,000
2
BED
2
TOTAL BATHS
1,422
SQFT
2256 Firestone Place Winter Haven, FL 33884
Villa For Sale
- Active

PRICE REDUCED, MOTIVATED SELLER! CYPRESSWOOD GOLF VILLA ON THE 8TH FAIRWAY!!! Check out this 2BR/2BA END UNIT in a desirable golf course community! Spacious unit with converted patio overlooking the golf course! Lanai has been converted to a family

$264,900
4
BED
2
TOTAL BATHS
2,219
SQFT
1813 Sand Hill Lane Winter Haven, FL 33884
Single Family Home For Sale
- Active

Nestled on a meticulously maintained corner lot, this well maintained estate home boasts a brand new roof and recent exterior paint. The grand foyer affords easy access to a formal living room complete with plantation shutters and crown molding, acc

$239,000
2
BED
2
TOTAL BATHS
2,316
SQFT
643 Augusta Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

Fabulous Pool home in well established community of Cypresswood. Many upgrades in this spacious, open floor plan that are complimented with plenty of natural light. Spacious custom kitchen to include granite counters, stainless appliances, updated li

Price Change - 3 days ago
$236,900
3
BED
2
TOTAL BATHS
2,117
SQFT
2915 Plantation Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

FREE LAWN CARE ONE YEAR!! Beautiful move in ready home with spacious newly remodeled kitchen, stainless steel appliances with breakfast bar and nook. Master bathroom features a walk-in closet, garden tub, and multi-head massage shower. Beautiful m

Price Change - 2 weeks ago
$335,000
4
BED
3
TOTAL BATHS
2,592
SQFT
4025 Palma Ceia Circle Winter Haven, FL 33884
Single Family Home For Sale
- Pending

PRICE JUST REDUCED! CYPRESSWOOD GOLF AND COUNTRY CLUB! This stunning 4 bedroom 3 bath POOL home is located in the beautiful Palma Ceia neighborhood within Cypresswood. Truly exquisite, this home boasts superb finishes, recessed ceilings with custom

$219,900
3
BED
2
TOTAL BATHS
1,722
SQFT
3231 Oak Tree Lane Winter Haven, FL 33884
Single Family Home For Sale
- Active

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

Foreclosure
$215,000
4
BED
2
TOTAL BATHS
2,445
SQFT
14 Meadowlake Court Winter Haven, FL 33884
Single Family Home For Sale
- Active

4 BEDROOM 2 BATH LOCATED IN CYPRESSWOOD SUBDIVISION, AUCTION PROPERTY

$189,900
2
BED
2
TOTAL BATHS
1,870
SQFT
396 Troon Court Winter Haven, FL 33884
Single Family Home For Sale
- Pending

Absolutely beautiful 2/2 patio home in gated country club of Cypresswood. Many upgrades including remodeled kitchen and Florida room, all new tile floors in living areas, and new carpet in bedrooms. Great natural light with skylights. Exterior enha

$149,900
2
BED
2
TOTAL BATHS
1,484
SQFT
436 Gleneagles Court Winter Haven, FL 33884
Single Family Home For Sale
- Pending

Enjoy an affordable Florida country club lifestyle in this well maintained 2 bedroom 2 bath home. Both bedrooms are oversized and offer ample closet space. The master bedroom features private sliding door access to an exterior courtyard where one co

$147,500
2
BED
2
TOTAL BATHS
1,467
SQFT
721 Canberra Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

OWNER SAYS NEW ROOF IN 2018!! OWNER SAYS NEW WHOLE HOUSE GENERATOR!! Opportunity knocks! Don't miss out on a chance to freshen this home up and make it your own. Enjoy a split bedroom plan, formal living and dining areas, large glassed in lanai w

Price Change - 4 weeks ago
$219,900
2
BED
2
TOTAL BATHS
1,616
SQFT
651 Augusta Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

Stunning professional over the top renovation completed within the past year. Located on the 10th Fairway in the gated Cypresswood Golf and Country Club. Popular split bedroom plan with soaring vaulted ceilings and a wide open Great Room, Dining and

Price Change - 3 weeks ago
$319,000
4
BED
3
TOTAL BATHS
3,257
SQFT
19 Meadowlake Court Winter Haven, FL 33884
Single Family Home For Sale
- Active

Come check out this beautiful fully updated pool home in the Cypresswood Golf Community! This four bedroom 2.5 bath home is located at the end of a cul-de-sac and backs up to the golf course providing tranquil living. Tile flooring throughout has bee

Price Change - 4 weeks ago
$137,900
2
BED
2
TOTAL BATHS
1,666
SQFT
2815 Wingfoot Court Winter Haven, FL 33884
Villa For Sale
- Active

Welcome home to this pristine villa in the desirable golf neighborhood of Cypresswood! Come in and see a large living room that is open to the dining and bonus rooms. From the bonus room you can sit back and relax on the lanai overlooking the 8th h

$159,900
2
BED
2
TOTAL BATHS
1,444
SQFT
62 Enclave Drive Winter Haven, FL 33884
Villa For Sale
- Active

Enjoy the maintenance free lifestyle in this well maintained 2 bedroom 2 bath villa in the Enclave neighborhood at Cypresswood Golf and Country Club. Featuring a large eat in kitchen, split bedrooms and an expansive living/ding area, this unit is bo

$319,900
3
BED
3
TOTAL BATHS
2,718
SQFT
240 Greenfield Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

Beautiful home with a most tranquil setting. Enjoy peaceful views from master suite, living room, family room and lanai. Overlooking spacious screened pool, you will enjoy a view of trees, pond and golf course! Large rooms will accommodate most an

$127,500
2
BED
2
TOTAL BATHS
1,563
SQFT
653 Broadmoor Circle Winter Haven, FL 33884
Villa For Sale
- Active

THE OWNER WILL BE REDUCING THE PRICE BY $1000 EACH WEEK UNTIL THIS PROPERTY SELLS. DON'T MISS OUT ON THIS GREAT OPPORTUNITY! Remodeled and updated end unit villa is ready for immediate occupancy. Close to clubhouse and pool, an ideal location and p

$169,900
2
BED
2
TOTAL BATHS
1,355
SQFT
464 Muirfield Court Winter Haven, FL 33884
Single Family Home For Sale
- Pending

Enjoy a picturesque corner lot with this 2 bedroom patio home in close proximity to the clubhouse and pool. Home features a large eat in kitchen, formal living and dining areas, split bedrooms, glassed in lanai and an attached 2 car garage.

$379,900
4
BED
4
TOTAL BATHS
2,926
SQFT
3004 Plantation Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

This is an amazing 4 bed, 4 Bath pool home situated in this wonderful gated/guarded established community. Almost 3000 sq. ft. of living area, great room with fireplace, gas appliance, gourmet kitchen, metered irrigation system, brick construction, c

$249,900
3
BED
3
TOTAL BATHS
2,148
SQFT
2901 Plantation Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

Spacious pool home situated on a corner lot in Cypresswood Plantations. Provides; 3 Bedrooms and 2.5 bathrooms plus great room, family room, dining room and utility room, 2148sf. Great room has vaulted ceilings with gas fireplace. Ceramic tile floori

$329,000
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 Cypreswood area of Polk County. Sitting on a 0.48 acre lot size, this large 4 bedroom, 3 and 1/2 bathroom single family home is located in Cypreswood overlooking the 13th Fair

Price Change - a week ago
$289,900
4
BED
3
TOTAL BATHS
3,301
SQFT
2914 Plantation Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

PRICE REDUCED!!! GOLF COURSE EXECUTIVE POOL HOME. Cypresswood 4/BR 3/BA home with 3300 sq ft of living space. Kitchen remodeled, master bath remodeled, new roof 7/17, formal spaces w/ family room and 34 ft sun room. Screened pool area with additi

$249,500
3
BED
4
TOTAL BATHS
2,319
SQFT
390 Greenfield Road Winter Haven, FL 33884
Single Family Home For Sale
- Pending

REDUCED AGAIN...Cypresswood Gated Golfing Community...New Architectural Roof adorns this gorgeous remodeled home featuring 3 bedrooms and 3 1/2 baths, living room, dining room, 2 master bedrooms, with sitting areas,all with beautiful window treatment

$80,000
0.22
ACRES
POLK, FL
COUNTY
1810 Sandhill Lane Winter Haven, FL 33884
Land For Sale
-

$349,000
4
BED
4
TOTAL BATHS
3,248
SQFT
2930 Plantation Road Winter Haven, FL 33884
Single Family Home For Sale
- Active

Incredible home in Cypresswood with a view! Completely re done!! Closets and storage everywhere. Stunning living room with soaring ceilings, gorgeous fireplace, a built-in entertainment center and plenty of room for entertaining! Formal dining room,

$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.