2,783

Cypresswood Homes

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  • /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
    • /33

      Est $383,821 Not Listed For Sale

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

      727 Grove St, Winter Haven, FL 33881

      727 Grove St, 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
  • /2

    $220,000 Sold Dec 27, 2024

    • 1,439 Sq Ft
    • $153/SF
    • 72 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1983

    2258 Firestone Place, Winter Haven, FL 33884

    END UNIT GOLF VILLA! Enjoy the Florida Lifestyle in this villa overlooking the 8th fairway at Cypresswood Golf and Country Club in Southeast Winter Haven. Features include ample living and dining spaces, an updated kitchen with wood cabinets, 2 bedrooms, 2 bathrooms and an oversized screened lanai. NEW ROOF IN 2018. The screened lanai is an ideal place to relax in the balmy breezes as the sun

    Steven Smith, PA LOCKHART & ASSOCIATES INC

    2258 Firestone Place, Winter Haven, FL 33884
    • /15

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,878 Sq Ft

      1380 Melrose St, Winter Haven, FL 33881

      1380 Melrose St, 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
  • /2

    $315,000 Sold Dec 26, 2024

    • 2,176 Sq Ft
    • $145/SF
    • 200 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2004

    326 Niblick Cir, Winter Haven, FL 33881

    ***Price Reduction*** Welcome to the exclusive and beautiful Lakes of Gate Region Gated Community, where luxury living meets serene countryside charm. This rare 3 Bed 2 Bath 2176 square foot property offers one of the best pasture views in the entire county, providing all the visual benefits of owning 100 acres without any of the maintenance burdens.Step inside this stunning home to

    Chad Lindsey KELLER WILLIAMS REALTY SMART 1

    326 Niblick Cir, Winter Haven, FL 33881
    • /34

      Est $276,872 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,728 Sq Ft

      2929 Whispering Trails Dr, Winter Haven, FL 33884

      2929 Whispering Trails Dr, Winter Haven, FL 33884
  • /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
  • /2

    $520,000 Sold Dec 20, 2024

    • 2,382 Sq Ft
    • $218/SF
    • 8 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2005

    1865 Woodpointe Dr, Winter Haven, FL 33884

    Welcome to 1865 Woodpointe Drive in the highly sought-after, gated community of Woodpointe! This stunning 3-bedroom, 3-bathroom pool home offers a spacious and beautifully maintained living environment with thoughtful upgrades. Enjoy the ideal split floor plan with designated formal dining and living rooms, a bonus room, breakfast nook, and a convenient laundry room complete with a washer and

    Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    1865 Woodpointe Dr, Winter Haven, FL 33884
    • /30

      Est $308,304 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,792 Sq Ft

      3750 Fieldstone Cir, Winter Haven, FL 33881

      3750 Fieldstone Cir, Winter Haven, FL 33881
  • /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
  • /2

    $750,000 Sold Dec 16, 2024

    • 3,110 Sq Ft
    • $241/SF
    • 3 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2017

    1871 Woodpointe Dr, Winter Haven, FL 33884

    Welcome to 1871 Woodpointe Drive, a truly exquisite 3-bedroom, 3-bathroom home thoughtfully designed by two of the top builders in the area. Located within the highly desirable and secure Woodpointe gated community, this residence embodies the perfect blend of timeless elegance and modern functionality, catering to those who seek both luxury and convenience.The current owners have

    Laura Medina Ruiz RE/MAX HERITAGE PROFESSIONALS

    1871 Woodpointe Dr, Winter Haven, FL 33884
    • /26

      Est $332,836 Not Listed For Sale

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

      728 Grove St, Winter Haven, FL 33881

      728 Grove St, 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
  • /2

    $275,000 Sold Dec 13, 2024

    • 1,500 Sq Ft
    • $183/SF
    • 45 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2017

    2804 Whispering Trails Dr, Winter Haven, FL 33884

    Fresh and Modern 2017 Home awaits your personal touch! Step inside this IMMACULATLY MAINTAINED Open Floor plan home that's Airy and Inviting! NO CARPET, 3 Bedrooms, 2 Baths. Primary Suite offers a tranquil escape with ensuite bathroom. Split Floor plan gives guests privacy with Guest Bathroom and Plenty of Storage. Kitchen boasts Stainless Steel Appliances, Gas Stove to whip up your culinary

    Andrea Friedmann KELLER WILLIAMS REALTY SMART 1

    2804 Whispering Trails Dr, Winter Haven, FL 33884
    • /10

      Est $336,395 Not Listed For Sale

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

      684 Grove St, Winter Haven, FL 33884

      684 Grove St, Winter Haven, FL 33884
  • /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
  • /2

    $255,000 Sold Dec 11, 2024

    • 1,390 Sq Ft
    • $183/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2016

    4720 Summerfield Cir, Winter Haven, FL 33881

    Welcome to Country Club Estates in Winter Haven! This charming 3-bedroom, 2-bathroom home with an open floor plan, built in 2016, is a fantastic opportunity to own a beautiful home for well under $300,000. Enjoy the benefits of Paid Off Solar Panels for energy efficiency and a tankless hot water heater. Relax in your backyard, which is fully fenced and features a new utility shed for extra

    Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

    4720 Summerfield Cir, Winter Haven, FL 33881
    • /12

      Est $315,003 Not Listed For Sale

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

      720 Grove St, Winter Haven, FL 33884

      720 Grove St, 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
  • /2

    $245,000 Sold Dec 10, 2024

    • 1,553 Sq Ft
    • $158/SF
    • 152 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2015

    2812 Whispering Trails Dr, Winter Haven, FL 33884

    NEW INTERIOR PAINT!! NO CDD!! CHARMING HOME IN GATED COMMUNITY with Low HOA! The new owners will delight in this home’s open concept, split bedrooms and high ceilings. A sweet covered front entry welcomes you into a spacious living room that directly connects to the dining room and kitchen. This 3BD/ 2BA home boasts a contemporary flair with its polished and sleek aesthetics of concrete flooring.

    Erin Floyd COLDWELL BANKER REALTY

    2812 Whispering Trails Dr, Winter Haven, FL 33884
    • /9

      Est $322,441 Not Listed For Sale

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

      284 Inman Blvd, Winter Haven, FL 33881

      284 Inman Blvd, Winter Haven, FL 33881
  • /41

    $295,000

    • 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
  • /2

    $322,815 Sold Dec 06, 2024

    • 1,960 Sq Ft
    • $165/SF
    • 53 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1944

    212 Cleveland Ave, Winter Haven, FL 33881

    Welcome to 212 Cleveland Ave! Beautiful and spacious remodeled home! Boasting 1960 sq ft, 4 generous bedrooms, and 3 full baths! Nestled in the heart of Winter Haven’s Eastwood neighborhood, you will love the peace and quietness of this area and are only a few minutes' drive to all convenience stores and shopping centers. Please go check it out before it is gone!

    Yida Mk Opp Web Urtiaga HOME PRIME REALTY LLC

    212 Cleveland Ave, Winter Haven, FL 33881
    • /27

      Est $333,508 Not Listed For Sale

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

      732 Grove St, Winter Haven, FL 33881

      732 Grove St, Winter Haven, FL 33881
  • /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
  • /2

    $345,000 Sold Dec 04, 2024

    • 1,902 Sq Ft
    • $181/SF
    • 48 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2005

    340 Niblick Cir, Winter Haven, FL 33881

    Discover your new home in the beautiful gated community of Gates of Lake Region equipped with a full generator. This charming property seamlessly blends comfort, style, and convenience, making it an ideal choice for a diverse range of buyers. The home boasts a private backyard overlooking a pasture with a screened-in lanai and French doors, creating an inviting space for relaxation. Inside,

    Elizabeth Willers SERHANT

    340 Niblick Cir, Winter Haven, FL 33881
    • /31

      Est $381,323 Not Listed For Sale

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

      276 Inman Blvd, Winter Haven, FL 33881

      276 Inman Blvd, Winter Haven, FL 33881
  • /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
  • /2

    $313,000 Sold Dec 02, 2024

    • 2,242 Sq Ft
    • $140/SF
    • 134 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2005

    1916 Emily Blvd, Winter Haven, FL 33884

    Welcome to this charming home with a natural color palette throughout, creating a warm and inviting atmosphere. The center island in the kitchen provides ample workspace for cooking and entertaining, while the nice backsplash adds a touch of style. The primary bathroom offers good under sink storage, perfect for keeping things organized. Step outside to the fenced backyard with a sitting area,

    ALLISON JOHNSTON MAINSTAY BROKERAGE LLC

    1916 Emily Blvd, Winter Haven, FL 33884
    • /7

      Est $340,924 Not Listed For Sale

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

      656 Grove St, Winter Haven, FL 33884

      656 Grove St, Winter Haven, FL 33884
  • /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

    $246,000 Sold Nov 25, 2024

    • 1,444 Sq Ft
    • $170/SF
    • 1 Day On Market
    • 2 Beds
    • 2 Baths
    • Built 2001

    55 Enclave Dr, Winter Haven, FL 33884

    It is a wonderful opportunity for YOU to be a part of the Charming little neighborhood of the Enclave, nestled quietly behind beautiful landscaping in the Gated Golf Community of Cypresswood. This lovely 2 bedroom, 2 bath home has so much: The entrance cove is the perfect place to use your green thumb and grow your favorite potted plants. Upon entering you are welcomed with gorgeous luxury vinyl

    Christopher Warschauer KELLER WILLIAMS REALTY SMART 1

    55 Enclave Dr, Winter Haven, FL 33884
    • /27

      Not Listed For Sale

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

      1164 Heartwood Cypress Dr, Winter Haven, FL 33881

      1164 Heartwood Cypress Dr, 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
  • /2

    $239,000 Sold Nov 20, 2024

    • 1,444 Sq Ft
    • $166/SF
    • 6 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2000

    58 Enclave Dr, Winter Haven, FL 33884

    Welcome to maintenance-free Florida living in the highly sought after Cypresswood Golf and Country Club community of Winter Haven! Enter this home through your very own 2-car garage or by way of your private sidewalk leading to the fully-screened portico shelter at the front door. This beautifully appointed 2-bedroom, 2-bathroom residence offers an inviting open floor plan that maximizes space

    Kayly Malinas JOHN WOOD REALTY, INC.

    58 Enclave Dr, Winter Haven, FL 33884
    • /27

      Est $332,184 Not Listed For Sale

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

      280 Inman Blvd, Winter Haven, FL 33881

      280 Inman Blvd, Winter Haven, FL 33881
  • /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
  • /2

    $255,000 Sold Nov 15, 2024

    • 1,312 Sq Ft
    • $194/SF
    • 84 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2007

    4795 Summerfield Cir, Winter Haven, FL 33881

    New Roof August 27 2024!! Another price reduction; Wonderful property to call home. Your family room is open and accommodates large furnishings under a vaulted ceiling. Kitchen features a dinette/morning area, a long counter for workable prep space, a pass-through archway to the dining. All Kitchen appliances stay. SPLIT BEDROOM PLAN!! Master bedroom easily fits king size furnishings, has a

    Michael Brenner CENTURY 21 MYERS REALTY

    4795 Summerfield Cir, Winter Haven, FL 33881

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