Cypresswood Homes

• 

  

  /2

  $255,000 Sold Apr 18, 2025

  • 1,336 Sq Ft
  • $191/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2015

  4740 Summerfield Cir, Winter Haven, FL 33881

  New Roof coming in April! Nestled in the charming community of Country Club Estates in Winter Haven, Florida, this beautifully maintained 3-bedroom, 2-bath home is a perfect blend of comfort and style. The thoughtfully designed split-bedroom floor plan offers privacy and functionality, ideal for families or those who love hosting guests.The kitchen features solid countertops, adding a

  Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

  4740 Summerfield Cir, Winter Haven, FL 33881
• 

  

  

  /29

  Est $377,578 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft

  915 Cattleman St, Winter Haven, FL 33881

  915 Cattleman St, Winter Haven, FL 33881
• 

  

  

  /46

  $269,999

  • 2 Beds
  • 2 Baths
  • 1,725 Sq Ft

  375 Troon Ct, Winter Haven, FL 33884

  Located in the desirable Cypresswood Golf & Country Club in Winter Haven, with a LOW HOA FEE of $128.00 MONTHLY, this spacious 2 bedroom, 2 bathroom home offers 1,725 Sq. Ft. of living space with a split-bedroom floor plan and oversized rooms. Enjoy serene golf course views from the sunroom overlooking the 11th green. Features include a screened front entry, screened back patio, and an oversized

  Joan Diaz REMAX EXPERTS

  375 Troon Ct, Winter Haven, FL 33884
• 

  

  /2

  $554,900 Sold Apr 15, 2025

  • 2,175 Sq Ft
  • $255/SF
  • 36 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1969

  2400 Crump Rd, Winter Haven, FL 33881

  Enjoy the Florida Lakefront Lifestyle in this meticulously maintained 3 or 4 bedroom pool home nestled on an over-sized lot with NO HOA fees.The open concept living area affords ample space for meal prep in the kitchen, complete with granite counters and an island, as well as formal dining and living room spaces. The spacious and tastefully decorated bedrooms feature ceiling fans and laminate

  Steven Smith, PA LOCKHART & ASSOCIATES INC

  2400 Crump Rd, Winter Haven, FL 33881
• 

  

  

  /11

  Est $352,933 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,109 Sq Ft

  716 Grove St, Winter Haven, FL 33881

  716 Grove St, Winter Haven, FL 33881
• 

  

  /33

  $159,900

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  1602 Eagle Pond Dr Unit 1602, Winter Haven, FL 33884

  Don't miss this rare opportunity to own this lovely GROUND FLOOR Eagle Pond condominium in the highly sought-after gated community of Cypresswood Golf and Country Club that is PRICED TO SELL! Be greeted by 10-foot high ceilings, complimenting the open concept living area complete with expansive living and dining areas and kitchen breakfast bar. Walk-in closets in both bedrooms offer an abundance

  Kayly Malinas JOHN WOOD REALTY, INC.

  1602 Eagle Pond Dr Unit 1602, Winter Haven, FL 33884
• 

  /2

  $234,900 Sold Apr 11, 2025

  • 1,148 Sq Ft
  • $205/SF
  • 21 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2006

  2327 Whispering Trails Place, Winter Haven, FL 33884

  Charming, turn-key single-family home nestled in the serene Whispering Trails community in Winter Haven, Florida. Built in 2006, this well-maintained residence offers 1,148 square feet of comfortable living space, featuring 3 bedrooms and 2 bathrooms. The open floor plan seamlessly connects the living, dining, and kitchen areas, creating an inviting atmosphere for both relaxation and

  Jeff Inman FL HOME GROUP LLC

  2327 Whispering Trails Place, Winter Haven, FL 33884
• 

  

  /11

  Est $311,269 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,555 Sq Ft

  723 Grove St, Winter Haven, FL 33881

  723 Grove St, Winter Haven, FL 33881
• 

  

  /22

  $169,500

  • 2 Beds
  • 2 Baths
  • 1,017 Sq Ft

  1503 Eagle Pond Dr Unit 1503, Winter Haven, FL 33884

  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 designed for both comfort and convenience. With beautiful wood laminate flooring, ceramic tile, and cozy carpet in the bedrooms, the open layout enhances the spacious feel, while both bedrooms offer generous walk-in closets. Enjoy your own private patio and

  David Small KELLER WILLIAMS REALTY SMART 1

  1503 Eagle Pond Dr Unit 1503, Winter Haven, FL 33884
• 

  /2

  $284,000 Sold Apr 07, 2025

  • 1,682 Sq Ft
  • $169/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  37 Enclave Dr, Winter Haven, FL 33884

  Premier location!!Enjoy easterly pasture views from the screened lanai at this well maintained end unit Villa located in the desirable Enclave neighborhood at Cypresswood Golf and County Club.This 3 bedroom unit boasts high ceilings, ceramic and laminate flooring, granite counters, tile back splash and upgraded stainless appliances.The eat in kitchen features additional storage

  Steven Smith, PA LOCKHART & ASSOCIATES INC

  37 Enclave Dr, Winter Haven, FL 33884
• 

  

  /30

  Est $385,541 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft

  827 Turner Ln, Winter Haven, FL 33881

  827 Turner Ln, Winter Haven, FL 33881
• 

  

  /33

  $260,000

  • 2 Beds
  • 2 Baths
  • 1,682 Sq Ft

  2809 Wingfoot Ct, Winter Haven, FL 33884

  GOLF COURSE HOME! WELCOME TO THIS AWESOME GOLF VILLA WITH A FAIRWAY VIEW OF THE 8TH HOLE. WELL MAINTAINED HOME. ALL APPLIANCES REMAIN. TANKLESS WATER HEATER. FRESH PAINT. GENEROUS SIZED ROOMS, BEAUTIFUL SUNROOM/FAMILY ROOM WITH OUTDOOR PATIO OVERLOOKS GOLF. FRONT COURTYARD IS PRIVATE AND INVITING. YOUR OWN COVERED PARKING, CARPORT KEEPS CAR PROTECTED. PRIVATE ENTRANCE. GUARD GATED COMMUNITY, LOW

  Patricia France HAPPY DAYS REALTY LLC

  2809 Wingfoot Ct, Winter Haven, FL 33884
• 

  /2

  $391,000 Sold Mar 31, 2025

  • 2,275 Sq Ft
  • $172/SF
  • 75 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  2943 Plantation Rd, Winter Haven, FL 33884

  Discover this well-maintained 3-bedroom, 2.5-bath home, perfectly situated on a spacious lot with a serene pond view in the Exclusive Cypresswood Golf and Country Club community.As you arrive, the inviting circle drive welcomes you to the property, along with a separate driveway leading to an oversized 2-car garage that offers ample space for storage. Step into the large foyer, which leads

  Denise Spears CENTURY 21 MYERS REALTY

  2943 Plantation Rd, Winter Haven, FL 33884
• 

  

  /14

  Est $366,796 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,215 Sq Ft

  711 Grove St, Winter Haven, FL 33884

  711 Grove St, Winter Haven, FL 33884
• 

  

  /16

  $139,900

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  397 Siberian Cypress Cir Unit 368, Winter Haven, FL 33881

  Cypress Creek Village - Winter Haven - 3 Bedroom / 2 Bathroom / 1,344 SF. / $149,900 *** OWNER OFFERING (6) MONTHS FREE LOT RENT! *** Cypress Creek Village Lot #368 is a "like new" 2020 model home with bright open floor plan! Enjoy the 9 foot ceiling with tray insert which highlights the high-end finishes throughout. Custom backsplash enhances the large kitchen with lots of

  Jennifer Meyers CRF Communities

  397 Siberian Cypress Cir Unit 368, Winter Haven, FL 33881
• 

  /2

  $329,000 Sold Mar 28, 2025

  • 2,006 Sq Ft
  • $164/SF
  • 79 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  723 Canberra Rd, Winter Haven, FL 33884

  Located in the beautiful, well known, and gated community of Cypresswood is this three bedroom two bathroom home pool home. Cypresswood is in a fantastic location- positioned on Dundee road near US 27. It allows easy accessibility into Winter Haven, Lake Wales, Haines City, and Davenport. As a Country Club neighborhood, this neighborhood encompasses a beautiful well maintained golf

  David Reyes KELLER WILLIAMS REALTY SMART 1

  723 Canberra Rd, Winter Haven, FL 33884
• 

  

  /31

  Est $250,583 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,262 Sq Ft

  2964 Whispering Trails Dr, Winter Haven, FL 33884

  2964 Whispering Trails Dr, Winter Haven, FL 33884
• 

  

  /68

  $175,000

  • 2 Beds
  • 2 Baths
  • 1,040 Sq Ft

  353 Siberian Cypress Cir, Winter Haven, FL 33881

  Move right in and start living the dream! This fully turnkey, two-bedroom home is ready for you, right down to the brand new golf cart! Boasting a desirable split floor plan, the open-concept living area flows seamlessly into the dining and kitchen, each bedroom offering the luxury of a private ensuite. Escape the ordinary and step into paradise! Imagine unpacking your personal belongings and

  Tanya Johnston American Mobile Home Sales of Tampa Bay, Inc.

  353 Siberian Cypress Cir, Winter Haven, FL 33881
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  /62

  $184,900 Sold Mar 25, 2025

  • 1,456 Sq Ft
  • $127/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2020

  409 Siberian Cypress Cir, Winter Haven, FL 33881

  **Discover Your Dream Home in this Stunning 2020 Live Oak!** Step into comfort and elegance with this gorgeous 1,456 sq ft residence, featuring three spacious bedrooms and two modern bathrooms, all adorned with sleek vinyl plank flooring throughout. The inviting foyer (5' 4" x 6' 7") welcomes you into a home where every detail has been thoughtfully designed to make you feel at ease.

  Tanya Johnston American Mobile Home Sales of Tampa Bay, Inc.

  409 Siberian Cypress Cir, Winter Haven, FL 33881
• 

  

  /25

  Est $383,979 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,605 Sq Ft

  735 Grove St, Winter Haven, FL 33881

  735 Grove St, Winter Haven, FL 33881
• 

  

  /70

  $234,000

  • 3 Beds
  • 3 Baths
  • 1,716 Sq Ft

  352 Siberian Cypress Cir, Winter Haven, FL 33881

  STOP and TAKE A LOOK INSIDE! LOW LOT FEE $604/month, 55 Plus Active Lifestyle Community in Cypress Creek Village. 3 bedroom/3 bath home. The beautiful double wide home is not only spacious but comes fully furnished, has a Water Filtration System, is sold with all appliances, MOVE IN READY, Central Air, Storage Shed, Sunroom, Ceiling Fans, Walk In Closet, Ensuite Bathroom, Tray Ceiling, Removable

  Daniel Butler Sun Realty of Florida

  352 Siberian Cypress Cir, Winter Haven, FL 33881
• 

  

  /82

  $124,000 Sold Mar 01, 2025

  • 1,428 Sq Ft
  • $87/SF
  • 240 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2018

  1170 Heartwood Cypress Dr, Winter Haven, FL 33881

  **EXCLUSIVE LISTING** Please do not go to the park office as we are not affiliated with the community.** The home is on LEASED LAND with a monthly lot rent of $680.00 *** This is no wait-move-ready home!!..* Beautiful, immaculate, magnificent, elegant, and amazing...all of the above accurately describe this 2018 Model Home Nobility Maria located in Cypress Creek Village!---------- LIVING

  Tanya Johnston American Mobile Home Sales of Tampa Bay, Inc.

  1170 Heartwood Cypress Dr, Winter Haven, FL 33881
• 

  

  /26

  Est $318,060 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft

  907 Cattleman St, Winter Haven, FL 33881

  907 Cattleman St, Winter Haven, FL 33881
• 

  

  /15

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,164 Sq Ft

  2284 Firestone Place, Winter Haven, FL 33884

  **"Embrace comfort and elegance in this beautiful 2-bedroom, 2-bathroom villa, offering nearly 1,400 sq. ft. of well-designed living space. Enjoy a spacious living and dining combo, a bright Florida room, and a master suite with a walk-in closet that opens to the Florida room—showcasing breathtaking golf course views and a peaceful ambiance. Situated in an exclusive, gated community with manned

  Sherifa Campbell MERVIN MORGAN REALTY & PROPERTY MANAGEMENT LLC

  2284 Firestone Place, Winter Haven, FL 33884
• 

  /2

  $260,000 Sold Feb 24, 2025

  • 1,526 Sq Ft
  • $170/SF
  • 111 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  12 Enclave Dr, Winter Haven, FL 33884

  Welcome to this FULLY FURNISHED, END UNIT meticulously maintained and barley used 3-bedroom, 2-bath villa/townhome nestled in the peaceful cul-de-sac in the Enclave neighborhood in the highly sought-after Cypresswood Golf & Country Club community. This end-unit provides an ideal escape for seasonal residents or a fun year round lifestyle with a perfect blend of privacy and low-maintenance

  April Spaulding LPT REALTY, LLC

  12 Enclave Dr, Winter Haven, FL 33884
• 

  

  /26

  Est $317,290 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft

  903 Cattleman St, Winter Haven, FL 33881

  903 Cattleman St, Winter Haven, FL 33881
• 

  

  /29

  $229,000

  • 2 Beds
  • 2 Baths
  • 1,139 Sq Ft

  683 Broadmoor Cir, Winter Haven, FL 33884

  NEW, NEW, NEW...this villa has recently been renovated. New HVAC system, new kitchen cabinets, new appliances, new flooring, and even new drywall. This beautiful home is located directly on golf course frontage and has newer metal roof. You will be living in a community with a manned guard gate and your villa is only a short walk to the clubhouse, restaurant, and pool. Don't miss out on

  Darlene Bice BHHS FLORIDA PROPERTIES GROUP

  683 Broadmoor Cir, Winter Haven, FL 33884
• 

  /2

  $320,000 Sold Jan 29, 2025

  • 2,137 Sq Ft
  • $150/SF
  • 152 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1979

  601 Turnberry Ct, Winter Haven, FL 33884

  $20,000 price improvement. Don't miss this opportunity!'**Charming 3-Bedroom Home in Gated Cypresswood Community** Welcome to this beautifully maintained 3-bedroom, 2-bath home, nestled on a nearly ¼ acre corner lot in the exclusive gated golf community of Cypresswood. This move-in ready gem features a spacious, open floorplan perfect for entertaining, with new flooring throughout

  Steven Smith, PA LOCKHART & ASSOCIATES INC

  601 Turnberry Ct, Winter Haven, FL 33884
• 

  

  /26

  Est $333,453 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 1,828 Sq Ft

  288 Inman Blvd, Winter Haven, FL 33881

  288 Inman Blvd, Winter Haven, FL 33881
• 

  

  /13

  $239,000

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  201 Cleveland Ave, Winter Haven, FL 33881

  Here's a chance to purchase a home with 7 lots + 15' of another lot to the north of the 7 lots. Home has had some birthdays & needs renovation/repairs in several areas. All lots are included and part of the land is partially chain-link fenced. Property is located near Dundee Road which provides access to Winter Haven to the west or US 27 to the east. While some may call this home a

  Tim Irby TOWN & COUNTRY REAL ESTATE

  201 Cleveland Ave, Winter Haven, FL 33881
• 

  /2

  $268,500 Sold Jan 22, 2025

  • 2,237 Sq Ft
  • $120/SF
  • 131 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  2336 Whispering Trails Place, Winter Haven, FL 33884

  Nestled amongst mature landscaping, charm and curb appeal abound this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, which is at the center of the main floor. The kitchen boasts stainless steel appliances, hard surface countertops, and ample storage. On the second floor you'll find the primary suite along with three secondary bedrooms. Enjoy the

  Blake Keathley EVERYSTATE INC.

  2336 Whispering Trails Place, Winter Haven, FL 33884
• 

  

  /15

  Est $347,468 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,215 Sq Ft

  676 Grove St, Winter Haven, FL 33884

  676 Grove St, Winter Haven, FL 33884
• 

  

  /19

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,426 Sq Ft

  620 Wexford Ct, Winter Haven, FL 33884

  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 the desirable 24hr Gated Cypress Club Neighborhood. Which offers the perfect blend of comfort and convenience with an array of neighborhood amenities including an amazing golf community, a park, pool, tennis courts, fitness center, dine-in-club house

  Pamela Brady LPT REALTY, LLC

  620 Wexford Ct, Winter Haven, FL 33884
• 

  /2

  $360,000 Sold Dec 30, 2024

  • 2,064 Sq Ft
  • $174/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1985

  2910 Plantation Rd, Winter Haven, FL 33884

  JUST REDUCED!!! MAKE AN APPOINTMENT TO SEE TODAY! BEAUTIFUL CYPRESSWOOD PLANTATIONS, WINTER HAVEN'S MOST DESIRABLE GOLF COURSE COMMUNITY!!! This beautifully maintained home boasts a 3bedroom 2 bath split floor plan and is situated on the 8th hole! The home features gracious formal areas, an open kitchen/family room area with fireplace that creates a comfortable living space for your family! The

  Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  2910 Plantation Rd, Winter Haven, FL 33884
• 

  

  /10

  Est $334,065 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,853 Sq Ft

  847 Turner Ln, Winter Haven, FL 33884

  847 Turner Ln, Winter Haven, FL 33884
• 

  

  /55

  $485,000

  • 4 Beds
  • 3 Baths
  • 3,257 Sq Ft

  19 Meadowlake Ct, Winter Haven, FL 33884

  New Price Reduction - Priced to Sell! Step into luxury with this stunning ranch-style home in the gated Cypresswood golf community! Nestled on a peaceful cul-de-sac, this spacious 4-bedroom home blends modern elegance with timeless charm, making it the perfect retreat.Inside, wood-look tile flooring flows throughout the main living areas, offering both durability and style. The gourmet

  Rebecca Redman Hamaoui REAL BROKER, LLC

  19 Meadowlake Ct, Winter Haven, FL 33884
• 

  /2

  $330,000 Sold Dec 30, 2024

  • 2,216 Sq Ft
  • $149/SF
  • 101 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  1911 Emily Blvd, Winter Haven, FL 33884

  This wonderful 2 story home is located in the peaceful community of Emily Estates. With over 2,200 sq ft of living space this home move in ready home boost an impressive floorplan. Upon entering you are greeted with stairs leading to the second floor with all bedrooms. To the left of the stairs, you will find the formal dining room area. Just off the dining room you will find the spacious

  Steven Looper CHARLES RUTENBERG REALTY ORLANDO

  1911 Emily Blvd, Winter Haven, FL 33884
• 

  

  /8

  Est $331,611 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,672 Sq Ft

  296 Inman Blvd, Winter Haven, FL 33881

  296 Inman Blvd, Winter Haven, FL 33881
• 

  

  /20

  $159,900

  • 3 Beds
  • 2 Baths
  • 1,493 Sq Ft

  252 Siberian Cypress Cir Unit 343, Winter Haven, FL 33881

  3 Bedroom / 2 Bathroom / 1493 sq. ft. / $159,900 Cypress Creek Village lot 343 has a beautiful open floor plan on a nature filled private lot. This 2019 Champion with the much desired Live Oak floor plan features many upgrades. Enter through the light filled foyer. The large open kitchen has a chef's island, stainless appliances, and Chicago brick backsplash. Adjacent is the

  Jennifer Meyers CRF Communities

  252 Siberian Cypress Cir Unit 343, Winter Haven, FL 33881
• 

  /2

  $336,000 Sold Dec 27, 2024

  • 1,872 Sq Ft
  • $179/SF
  • 2 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  379 Niblick Cir, Winter Haven, FL 33881

  Experience the pinnacle of luxury living in the coveted Gates of Lake Region. This 3-bedroom, 2-bathroom corner-lot home, once a builder's model, boasts a grand formal living room, elevated by architectural tray ceilings and separate formal dining room. The gourmet kitchen, a chef's dream, is equipped with stainless steel appliances, all-wood cabinets adorned with crown molding, and solid surface

  Twanna Dewdney LA ROSA REALTY PRESTIGE

  379 Niblick Cir, Winter Haven, FL 33881

Showing Results 161 - 200, Page 5 of 18