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Cypresswood Homes for Sale

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  • /24

    $306,999

    • 3 Beds
    • 2 Baths
    • 1,690 Sq Ft

    3017 Country Club Cir, Winter Haven, FL 33881

    Welcome to this beautifully maintained, newer 3-bedroom, 2-bathroom home featuring a desirable open-concept layout and a split floor plan for added privacy. Enjoy a modern kitchen equipped with granite countertops, stainless steel appliances, and a spacious island perfect for entertaining. The main living areas boast tile flooring, combining style with easy maintenance.Step outside to a

    Laura Armstrong KELLER WILLIAMS REALTY SMART

    3017 Country Club Cir, 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /55

    $499,900

    • 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
  • /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
  • /15

    $350,000

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

    811 Turner Ln, Winter Haven, FL 33881

    This home features a spacious open floor plan, ideal for cooking in the kitchen while entertaining family and friends. The large master bedroom boasts a generous walk-in closet. Located just minutes from world-renowned theme parks and attractions, Inman Groves offers the perfect blend of convenience and Florida’s vibrant lifestyle. Enjoy stunning local lakes right in your backyard, and take

    Yanira Suarez LPT REALTY, LLC

    811 Turner Ln, Winter Haven, FL 33881
  • /24

    $179,900

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    344 Siberian Cypress Cir Unit 320, Winter Haven, FL 33881

    Cypress Creek Village-Winter Haven / 2022 / 3BED/2BA/1350 Sq. Ft./$179,900.00 This "like new" Maria model is one of our best selling homes! It is located in the newest phase of Cypress Creek Village along the perimeter, and boasts a ton of kitchen cabinets and 9' ceilings with tray. There are cornices on all of the windows, ceiling fans in all of the rooms, and beautiful crown molding

    Jennifer Meyers CRF Communities

    344 Siberian Cypress Cir Unit 320, Winter Haven, FL 33881
  • /44

    $224,900

    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft

    1039 Medinah Dr, Winter Haven, FL 33884

    1 OWNER HOME!! Don't miss out on this 2 bed 2 bath tennis villa in the highly desired neighborhood of Cypresswood. The HOA takes care of the roof, lawn, paint, and exterior maintenance. Enjoy the security of living in a community with a 24 hour guard at the gate. There is plenty to do all within the community. There is a golf course, restaurant, community pool and tennis courts. The home has all

    Robert webb JOHN WEBB INC

    1039 Medinah Dr, Winter Haven, FL 33884
  • /28

    $69,900

    • 2 Beds
    • 2 Baths
    • 864 Sq Ft

    511 Leyland Cypress Way Unit 58, Winter Haven, FL 33881

    Retire in Style and Relax in Comfort in this Charming Home! If you're looking for fun in the sun, this charming 2-bedroom, 2-bath double-wide manufactured home offers 864 sq. ft. of spacious, open-concept living with a convenient split-bedroom floor plan. Homes in Cypress Creek Village, a 55+ pet-friendly community in Winter Haven, Florida, are on lot leased land. Owning the home, but not

    Tammy Barnhart Renee's Resales

    511 Leyland Cypress Way Unit 58, Winter Haven, FL 33881
  • /30

    $164,900

    • 3 Beds
    • 3 Baths
    • 1,988 Sq Ft

    164 Monterey Cypress Blvd Unit 121, Winter Haven, FL 33881

    Cypress Creek Village-Winter Haven/ Lot #121/ 3 Bed/3 BA /1,988 Sq. Ft./$164,900.00 Prized 2010 Erica Model in sought after Cypress Creek Village! This spacious home is located on a waterfront lot with breathtaking views! It offers a double carport with a decorative drive and a removable aluminum ramp. This gorgeous home offers *NEW ROOF *NEW LG APPLIANCES *NEW LPV FLOORING *NEW CARPET IN

    Jennifer Meyers CRF Communities

    164 Monterey Cypress Blvd Unit 121, Winter Haven, FL 33881
  • /26

    $249,900

    • 3 Beds
    • 3 Baths
    • 2,070 Sq Ft

    35 Enclave Dr, Winter Haven, FL 33884

    REDUCED PRICE!!! SPACIOUS 3 BEDROOM ENCLAVE UNIT IN CYPRESSWOOD!!! VILLA WITH OVER 2,000 PLUS SQ. FT. LIVING 3 BEDROOM 3 BATH PLAN! YOU WILL ENJOY A TRUE FLORIDA LIFESTYLE WITH THE AMENITIES AT CYPRESSWOOD GOLF & COUNTRY CLUB!! This maintenance-free villa is pristine, the largest villa floor plan in the Cypresswood Enclave with over 2,000 sq. ft. of living area designed with an open floor plan,

    Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

    35 Enclave Dr, Winter Haven, FL 33884
  • /9

    $150,000

    • Land
    • 0.45 Acre
    • $333,333 per Acre

    450 Palma Ceia Rd, Winter Haven, FL 33884

    One of the LAST remaining vacant lots ready for a custom-built home in the prestigious Cypresswood Golf and Country Club's community of Winter Haven! Build your dream home on this huge .45-acre lot situated directly on the golf course. The Cypresswood community features an 18-hole championship golf course designed by Ron Garl, junior Olympic-sized community pool, lighted tennis courts, clubhouse,

    Kayly Malinas JOHN WOOD REALTY, INC.

    450 Palma Ceia Rd, Winter Haven, FL 33884
  • /41

    $295,000 Open Sun 11AM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,932 Sq Ft

    680 Augusta Rd, Winter Haven, FL 33884

    NEW $25,000 PRICE REDUCTION. Come see this beautiful home in Cypresswood gated community. Twenty four hour manned gate. Home has newly installed ADT system. This is a golf community with club house, restaurant, bar, pool and tennis/pickle ball courts. Upgrades include remodeled kitchen and appliances, remodeled bathroom, remote blinds and plantation shutters, ceramic tile roof, Generac

    Darlene Bice BHHS FLORIDA PROPERTIES GROUP

    680 Augusta Rd, Winter Haven, FL 33884
  • /30

    $349,900

    • 3 Beds
    • 2 Baths
    • 1,744 Sq Ft

    416 Sandestin Dr, Winter Haven, FL 33884

    UPSCALE HOME IN CYPRESSWOOD GOLF COMMUNITY. REDUCED! Beautifully remodeled and ready for the discerning buyer. Large 3 BR/2BA patio home located in beautiful Cypresswood Golf Community. This home features updated gourmet kitchen, remodeled baths, newer roof, whole house Generac generator with new 10 year warranty, natural gas instant hot water heater, new refrigerator 2022, new gas range, new

    Sharon Watson CENTURY 21 WATSON & MYERS REALTY

    416 Sandestin Dr, Winter Haven, FL 33884
  • /39

    $134,900

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

    284 Siberian Cypress Cir Unit 335, Winter Haven, FL 33881

    3 Bedroom | 2 Bathroom | 1344 sq ft | $134,900.00 This popular 2022 Maria Model is a perfect floor plan! Open concept living , dining and kitchen flowing out to a raised screen room and an additional covered patio for grilling. The kitchen has a full sized closet pantry, an eat in bar that could hold 4 bar stools, and cabinets galore. The large main bedroom easily fits a king sized bed between

    Jennifer Meyers CRF Communities

    284 Siberian Cypress Cir Unit 335, Winter Haven, FL 33881
  • /15

    $250,000

    • Land
    • 0.79 Acre
    • $316,456 per Acre

    0 Dundee Rd Unit P4924283, Winter Haven, FL 33881

    Just Reduced! Stop by and check on this vacant lot in an area that is growing with new expanded roads. More than 3/4-acre zone C3 lot on Dundee Rd Hwy 542 with approx. 143 feet of road frontage. Ideally positioned in front of the 16th St intersection. The Department of Transportation finished up the Dundee Rd expansion improvements further to the East. This project has given this lot multiple

    Michael Brenner CENTURY 21 MYERS REALTY

    0 Dundee Rd Unit P4924283, Winter Haven, FL 33881
  • /2

    $150,000

    • Land
    • 0.32 Acre
    • $468,750 per Acre

    1776 Lake Hill Dr, Winter Haven, FL 33884

    Large residential lot that will accommodate a variety of floor plans. Builder and building plans must be approved by Owner.

    John Wood, JR JOHN WOOD REALTY, INC.

    1776 Lake Hill Dr, Winter Haven, FL 33884
  • /47

    $385,000 New Construction

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

    934 Cattleman St, Winter Haven, FL 33884

    Stunning 5BR/2.5BA single family home on an oversized lot in the sought-after Inman Groves community. Move-in-ready home offers 2,215sq. ft. of thoughtfully designed living space with high ceilings, tile/carpet floors, and an open-concept layout. The kitchen features a spacious island and flows into the expansive family room. Upstairs, the owner’s suite includes a large walk-in closet and

    Cristina de Oliveira Miami New Realty

    934 Cattleman St, Winter Haven, FL 33884
  • /16

    $374,900 New Construction

    • 5 Beds
    • 2.5 Baths
    • 2,254 Sq Ft

    930 Cattleman St, Winter Haven, FL 33884

    Welcome to 930 Cattleman St, located in the charming community of Inman Groves in Winter Haven, FL. The property is VACANT, This spacious Boston model by Lennar offers an ideal blend of comfort, functionality, and modern living.Boasting 5 generously sized bedrooms and 2.5 baths, this two-story home is perfect for families seeking space to grow or investors looking for strong rental

    Carlos Lopez Cadena EXP REALTY LLC

    930 Cattleman St, Winter Haven, FL 33884
  • /42

    $789,900 New Construction

    • 3 Beds
    • 3 Baths
    • 2,541 Sq Ft

    1781 Lake Hill Dr, Winter Haven, FL 33884

    New custom home in established Woodpointe gated community. Quality construction and finishes. Seller will consider purchasing Buyer's existing home. Seller will provide 5% of the purchase price concession for Buyer's expenses.

    John Wood, JR JOHN WOOD REALTY, INC.

    1781 Lake Hill Dr, Winter Haven, FL 33884
  • /41

    $829,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,818 Sq Ft

    1787 Lake Hill Dr, Winter Haven, FL 33884

    New custom home in established Woodpointe gated community. Quality construction and finishes. Seller will consider purchasing Buyer's existing home. Seller will provide 5% of the purchase price concession for Buyer's expenses.

    John Wood, JR JOHN WOOD REALTY, INC.

    1787 Lake Hill Dr, Winter Haven, FL 33884

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