Cypresswood Houses for Sale

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  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  10 Webb Rd, Winter Haven, FL 33881

  Live On-Site Auction | Secluded 4-BD Ranch on 5 AC with Pool, Barns & Country Charm10 Webb Rd. Winter Haven, FL 33881Bidding Ends: September 13th at 11 AMPrivate 4BR/2.5BA ranch on 5 acres in East Winter Haven! Enjoy 2,000 sq ft, pool, screened porch, fireplace, and 2 barns. Former citrus grove with no HOA or flood zone. Peaceful setting at roads end, yet close to Hwy 27, I-4, and

  Marty Higgenbotham

  10 Webb Rd, Winter Haven, FL 33881
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  Explore Cypresswood

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  $425,000

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  35 Vagabond Ln, Winter Haven, FL 33881

  Charming & Unique Florida Cracker-Style Home on Nearly an Acre!Welcome to this one-of-a-kind 3-bedroom, 2-bath Florida “cracker” home, nestled on a beautifully landscaped .96-acre lot in a quiet, private cul-de-sac. Brimming with character, this home offers timeless style, comfort, and the peaceful charm of Old Florida living.Step inside to discover gorgeous wood floors

  Kristi Donay HOMETRUST REAL ESTATE & PTY MGT

  35 Vagabond Ln, Winter Haven, FL 33881
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  $339,000

  • 3 Beds
  • 2 Baths
  • 2,136 Sq Ft

  740 Canberra Rd, Winter Haven, FL 33884

  Well maintained 3 bedroom, 2 bath, 2,136 SF heated space, 2 car garage home in the Cypresswood Golf Community in Winter Haven for sale. Move In Ready! Wow, the floor plan is awesome - nice spacious rooms - lots of storage closets in this home. Split floor plan, pocket doors between dining rm & family rm, sliding doors to the back porch. Updates in Kitchen & Bathrooms, Windows, Flooring, AC and

  Cheryl Skinner-Marble XCELLENCE REALTY, INC

  740 Canberra Rd, Winter Haven, FL 33884
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  $379,999

  • 3 Beds
  • 2 Baths
  • 2,159 Sq Ft

  718 Canberra Rd, Winter Haven, FL 33884

  Elevated Living on the Fairway – Fully Renovated & ReadyWelcome to 718 Canberra Road—where luxury living meets peace of mind. This completely renovated 3-bedroom, 2-bathroom home spans 2,159 sq ft and overlooks the 17th fairway of the prestigious Cypresswood Golf Course, offering stunning views from your sun-drenched enclosed Florida room.No detail was overlooked in this 2021-to-2025

  Veronica Bard LA ROSA REALTY PRESTIGE

  718 Canberra Rd, Winter Haven, FL 33884
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  $334,900

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft

  3132 Country Club Cir, Winter Haven, FL 33881

  This home is located in the awesome Lake Region of Winter Haven. In a very desired area of right off Dundee road onto Country Club. Central to everything! Minutes away from Legoland & 45 min to Tampa or all of the Orlando attractions and close to downtown Winter Haven area, shopping, several lakes and travel.! This meticulously 4 Bedroom,2 bath, over 1828 sf., split floor plan have ceramic tiled

  Irma Cruz FLORIDA REALTY MARKETPLACE

  3132 Country Club Cir, Winter Haven, FL 33881
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  $395,000

  • 5 Beds
  • 3 Baths
  • 2,696 Sq Ft

  623 Grove St, Winter Haven, FL 33881

  Welcome to Inman Grove a prime location just minutes from Legoland, Hwy 27, top-rated schools, shopping, medical facilities, and popular dining options! This spacious 5-bedroom, 3-bathroom Hayden model offers both comfort and functionality, including a first-floor bedroom and full bath perfect for guests or multigenerational living. The home features a formal dining room, large family room, and

  Victoria Escobar KELLER WILLIAMS SUBURBAN TAMPA

  623 Grove St, Winter Haven, FL 33881
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  $350,000

  • 4 Beds
  • 3.5 Baths
  • 3,050 Sq Ft

  1905 Emily Blvd, Winter Haven, FL 33884

  Welcome to your new dream home! This spacious 4-bedroom, 3.1-bathroom gem spans over 3,000 square feet, offering ample room for comfort and creativity. Nestled in a vibrant, family-friendly community, this two-story haven boasts a BRAND-NEW ROOF, ensuring worry-free living for years to come. ADDITIONAL UPDATES: TOILETS WERE UPGRADED, KITCHEN CABINETS PAINTED, SECOND FLOOR FLOORING, GARAGE

  Roselin Diaz ELITE REALTY, LLC

  1905 Emily Blvd, Winter Haven, FL 33884
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  $370,000

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

  271 Inman Blvd, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Welcome Home to 271 Inman Blvd, a brand new home built in 2024 that still retains that fresh, new house smell. Located in the vibrant new micro-community of Inman Groves, this home offers the convenience of living in a brand new home without the hassle of waiting for construction to be completed. Step inside and be greeted by a

  Randy Crews BHHS FLORIDA PROPERTIES GROUP

  271 Inman Blvd, Winter Haven, FL 33881
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  $325,000

  • 3 Beds
  • 2 Baths
  • 1,603 Sq Ft

  380 Niblick Cir, Winter Haven, FL 33881

  New Price Alert! We've just adjusted the price on this beautiful home—making it an even better value. Plus, take advantage of an Assumable VA Loan for qualified buyers at an incredible 5.375% interest rate—offering significant savings. Welcome to The Gates of Lake Region, a beautifully manicured and highly desirable community offering tranquil living in a prime location. This thoughtfully

  Corinna Weaver CROSBY & ASSOCIATES, INC.

  380 Niblick Cir, Winter Haven, FL 33881
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  $334,500

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

  296 Inman Blvd, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Built in 2023 and move-in ready for you and your family to begin enjoying your new home! Welcome to this beautiful 3 bedroom, 2 bathroom, 2-car garage home. Step inside and enjoy the luxury of having a split floorplan with the two bedrooms and additional bathroom in the front of the home and the primary bedroom with ensuite bathroom on the opposite

  Kevin Asenjo COLDWELL BANKER RESIDENTIAL RE

  296 Inman Blvd, Winter Haven, FL 33881
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  /31

  $327,000

  • 2 Beds
  • 2 Baths
  • 1,922 Sq Ft

  560 Saint Andrews Rd, Winter Haven, FL 33884

  Immaculate POOL HOME in CYPRESSWOOD – Fully Renovated & Located in a gated golf community!!! Welcome to your dream home in the highly desirable Cypresswood community! This beautifully updated residence features a new roof, stylish wood-look tile flooring throughout, and a completely remodeled kitchen equipped with Wi-Fi-enabled Samsung appliances—perfect for modern living and effortless

  Brooklyn Paul BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

  560 Saint Andrews Rd, Winter Haven, FL 33884
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  $360,000

  • 4 Beds
  • 3 Baths
  • 2,093 Sq Ft

  808 Overlook Grove Dr, Winter Haven, FL 33884

  Sparkling 4 bedroom, 3 bath home located on a quiet cul-de-sac with no rear neighbors. This spacious split-bedroom plan offers over a quarter-acre premium lot and is in excellent move-in condition. Features include granite countertops, a large open kitchen with stainless steel appliances, breakfast bar, closet pantry, and an 18-inch solar tube for natural light. The kitchen opens to a huge family

  Becky Norman AT HOME REALTY

  808 Overlook Grove Dr, Winter Haven, FL 33884
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  /24

  $329,990

  • 4 Beds
  • 2 Baths
  • 1,851 Sq Ft

  3308 Country Walk Club Cir, Winter Haven, FL 33881

  In a vibrant neighborhood, a stunning home built in 2020 awaits. With four spacious bedrooms and two beautifully designed bathrooms, this residence offers comfort and elegance, perfect for families. As you enter, the expansive open floor plan welcomes you. The kitchen features rich espresso-colored cabinets and gleaming granite countertops, complemented by top-of-the-line stainless-steel

  Humberto Cuevas LA ROSA REALTY LLC

  3308 Country Walk Club Cir, Winter Haven, FL 33881
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  $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
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  $425,000

  • 3 Beds
  • 2.5 Baths
  • 2,494 Sq Ft

  1935 Austin Terrace, Winter Haven, FL 33884

  NEW ROOF PRIOR TO CLOSING! Nestled in the heart of Winter Haven, this exquisite residence beckons those with a penchant for refined living. This architectural gem, a custom-built haven, stands proudly in a gated community, offering an unparalleled blend of luxury and tranquility.As you approach the property, you'll be captivated by the mature landscaping that frames this

  Yevette Eden LA ROSA REALTY PRESTIGE

  1935 Austin Terrace, Winter Haven, FL 33884
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  $332,500

  • 3 Beds
  • 2 Baths
  • 2,004 Sq Ft

  708 Canberra Rd, Winter Haven, FL 33884

  Welcome to your dream retreat! This stunning 3-bedroom, 2-bathroom home is perfectly nestled in a tranquil cul-de-sac within a highly sought-after gated golfing neighborhood, just minutes from the excitement of Legoland. This property offers an ideal blend of an active lifestyle and serene living, making it perfect for families and those seeking relaxation.As you step inside, you'll be

  David Small KELLER WILLIAMS REALTY SMART 1

  708 Canberra Rd, Winter Haven, FL 33884
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  $349,900

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

  416 Sandestin Dr, Winter Haven, FL 33884

  UPSCALE HOME IN CYPRESSWOOD GOLF COMMUNITY. 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, natural gas instant hot water heater, new refrigerator 2022, new gas range, Bosch dishwasher, real wood/bamboo

  Sharon Watson CENTURY 21 WATSON & MYERS REALTY

  416 Sandestin Dr, Winter Haven, FL 33884
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  $474,900

  • 4 Beds
  • 3 Baths
  • 2,781 Sq Ft

  1908 Crossroads Blvd, Winter Haven, FL 33881

  Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake Region Welcome to this beautifully maintained residence located in the highly desirable gated community of Crossroads at Lake Region. This spacious four-bedroom, three-bathroom home with a dedicated office offers the perfect blend of comfort and functionality. As you arrive, you’re welcomed by a

  Jill Lingenfelter CENTURY 21 MYERS REALTY

  1908 Crossroads Blvd, Winter Haven, FL 33881
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  $460,000

  • 4 Beds
  • 3 Baths
  • 2,667 Sq Ft

  351 Greenfield Rd, Winter Haven, FL 33884

  SPACE FOR EVERYONE! COUNTRY CLUB LIFESTYLE!! Huge four bedroom, three full bath POOL home on .52 acres! Lot overlooks the 13th tee in the private, guard-gated 24/7 golf community of Cypresswood Golf & Country Club. Beautiful brick wood-burning fireplace in family room plus a large bonus room that was being used as a game and theater room - a great spot!! The kitchen features quartz countertops

  Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  351 Greenfield Rd, Winter Haven, FL 33884
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  $770,000

  • 4 Beds
  • 2.5 Baths
  • 2,001 Sq Ft

  10 Webb Rd, Winter Haven, FL 33881

  Secluded 4-Bedroom Ranch on 5 Acres with Pool, Barns & Country Charm! Discover the perfect blend of privacy, convenience, and space with this 4 bedroom, 2.5 bath ranch-style home nestled on 5 acres in East Winter Haven. Tucked away at the end of a quiet road, this former citrus grove offers a peaceful, no-HOA lifestyle with plenty of room for your family, animals, and hobbies. Built in 1979, the

  Martin E Higgenbotham HIGGENBOTHAM AUCTIONEERS INTERNATIONAL LTD INC

  10 Webb Rd, Winter Haven, FL 33881
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  /23

  $264,000

  • 3 Beds
  • 2 Baths
  • 1,460 Sq Ft

  4792 Summerfield Cir, Winter Haven, FL 33881

  3 Bedroom, 2 Bath Split bedroom plan in Country Club Estates. Luxury Plank Vinyl throughout. Concrete block stucco construction. Primary bedroom has a tray ceiling & Walk in closet. Large great room, Kitchen with an island. Interior laundry with washer & dryer included. Attached 2 car garage. Close to schools, shopping and restaurants.

  Ronald Gentile ORLANDO REO PROF I INC

  4792 Summerfield Cir, Winter Haven, FL 33881
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  $272,000

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft

  3173 Whispering Trails Ave, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. WELCOME to this charming 3-bedroom, 3-bathroom home located in the beautiful gated community of Whispering Trails in Winter Haven, Florida. With 1,508 square feet of comfortable living space, this home features an open layout that seamlessly connects the kitchen, dining area, and living room, making it perfect for everyday living and

  Ashley Lopez KELLER WILLIAMS REALTY SMART 1

  3173 Whispering Trails Ave, Winter Haven, FL 33884
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  $269,000

  • 2 Beds
  • 2 Baths
  • 1,440 Sq Ft

  381 Troon Ct, Winter Haven, FL 33884

  Updated and beautifully maintained 2bd/2bath plus Bonus Room. Definitely one of the loveliest houses in Cypresswood. Golf and Country Club located on the 11th tee. The home offers exceptional views of the Fairway. Mature Landscaping and circular paved driveway. Welcome your buyer to this beautiful, maintained home. Large Living Room and adjacent dining room offers ample room for furnishings. The

  Barbara Downs CENTURY 21 WATSON & MYERS REALTY

  381 Troon Ct, Winter Haven, FL 33884
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  $268,000

  • 3 Beds
  • 2 Baths
  • 1,415 Sq Ft

  3193 Whispering Trails Ave, Winter Haven, FL 33884

  Discover your ideal Florida retreat in this beautifully maintained, gated Winter Haven neighborhood! Perfectly situated close to shopping centers for effortless errands, just 15 minutes from the exciting attractions of Legoland, and less than an hour from the magical world of Walt Disney World. Tampa is also within a convenient 1-hour drive, offering additional entertainment and

  Alexis Crespo LPT REALTY, LLC

  3193 Whispering Trails Ave, Winter Haven, FL 33884
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  $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
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  $255,000

  • 2 Beds
  • 2 Baths
  • 1,731 Sq Ft

  426 Gleneagles Ct, Winter Haven, FL 33884

  Located on a cul-de-sac, this 2 bedroom home overlooks a greenspace and the golf course beyond and in the front yard, it sits directly across from an undeveloped island so it affords the feeling of a much larger yard without all of the extra lawn maintenance to worry about.Many quality upgrades performed over the past few years including windows.The hot tub in the screened courtyard works

  Steven Smith, PA LOCKHART & ASSOCIATES INC

  426 Gleneagles Ct, Winter Haven, FL 33884
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  $319,900

  • 3 Beds
  • 2 Baths
  • 2,048 Sq Ft

  409 Greenfield Rd, Winter Haven, FL 33884

  Stop scrolling—this is the one. Welcome to 409 Greenfield Rd, a beautifully updated move-in-ready home tucked inside the sought-after gated community of Cypresswood. This home is 100% vacant and ready for you to tour today.Step inside and immediately feel the difference—brand new luxury vinyl plank flooring, fresh interior paint, and a bright, open layout that feels like home from the

  Chad Lindsey KELLER WILLIAMS REALTY SMART 1

  409 Greenfield Rd, Winter Haven, FL 33884
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  /46

  $269,999

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

  375 Troon Ct, Winter Haven, FL 33884

  Attention Investors & Home Buyers! 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,

  Joan Diaz REMAX EXPERTS

  375 Troon Ct, Winter Haven, FL 33884
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  /13

  $230,000

  • 2 Beds
  • 2 Baths
  • 1,432 Sq Ft

  423 Greenfield Rd, Winter Haven, FL 33884

  Nice Patio home in gated Cypresswood neighborhood. Home has newer ac, tankless hot water heater, large room on back that could be converted to a third bedroom or used as an office. Golf Course neighborhood, you can hop on your golf cart and be at the course within 3 minutes! Great place to retire in the Florida sun. Come take a look and see for yourself.

  Chace Vaughn TOWN & COUNTRY REAL ESTATE

  423 Greenfield Rd, Winter Haven, FL 33884
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  $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
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  /46

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  312 Inman Blvd, Winter Haven, FL 33881

  Welcome to the home you've been waiting for! This charming, energy-efficient gem is barely two years old and has been meticulously maintained, making it move-in ready. Inside, you’ll be greeted by beautiful tile flooring that flows seamlessly through the main living areas, with carpet in the bedrooms creating a warm, cozy atmosphere. The open-concept kitchen is truly the heart of the home, with

  Kaitlin Sidders HOGAN REALTY GROUP INC

  312 Inman Blvd, Winter Haven, FL 33881
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  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,900 Sq Ft

  121 Greenfield Rd, Winter Haven, FL 33884

  Truly one of a kind home in the sought after neighborhood of Cypresswood Golf and Country Club. This is the only home with a fenced in yard that is on the award winning golf course! Enjoy your morning coffee out by the pristine pool that overlooks the course. This beautifully maintained home has something for everyone. The spacious kitchen with multiple upgrades and new appliances in the last

  Stacy Tuttle REMAX EXPERTS

  121 Greenfield Rd, Winter Haven, FL 33884
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  /15

  $319,000

  • 3 Beds
  • 2 Baths

  906 Cattleman St, Winter Haven, FL 33884

  Magnificent home located in the Winter Haven community, offering plenty of privacy and tranquility, close to excellent restaurants and amenities. It has three bedrooms and two bathrooms. The property is practically new and the community has a small lake. Geographically close to Lake Hamilton, this is an excellent community for living or renting. It's just a few miles from US27, a major route to

  Guillermo Silva PFS Realty LLC

  906 Cattleman St, Winter Haven, FL 33884
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  $309,995

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  692 Augusta Rd, Winter Haven, FL 33884

  Modern, open concept, move in ready home! SELLER IS OFFERING ONE YEAR HOME WARRANTY. This home has NEW TILE ROOF (2023), NEW AC (2022), NEW WATER HEATER (2024), new kitchen and bathrooms (2022). Beautiful 3 bedroom 2 baths plus office. Located in the sought after gated and guarded Cypresswood Golf and Country Club Subdivision, one of the best communities in Winter Haven, with views of the 18th

  Mary Dorsey S & D REAL ESTATE SERVICE LLC

  692 Augusta Rd, Winter Haven, FL 33884
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  /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
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  /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
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  /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
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  /55

  $549,900

  • 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 kitchen is

  Rebecca Redman Hamaoui REAL BROKER, LLC

  19 Meadowlake Ct, Winter Haven, FL 33884
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  /53

  $212,500

  • 2 Beds
  • 2 Baths
  • 1,590 Sq Ft

  2214 Palma Ceia Rd, Winter Haven, FL 33884

  ***USDA Loan Eligibile and Special Finance Incentives Available*** Welcome to 2214 Sawgrass Ct, a meticulously maintained 2-bedroom, 2-bathroom golf villa nestled within the beautiful Cypresswood Golf and Country Club in Winter Haven, Florida. Built in 1987, this 1,590 square-foot residence offers a harmonious blend of comfort, style, and convenience, making it an ideal choice for those seeking a

  Jared Dunn LPT REALTY, LLC

  2214 Palma Ceia Rd, Winter Haven, FL 33884
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  /37

  $457,400

  • 4 Beds
  • 2.5 Baths
  • 2,495 Sq Ft

  108 Lake Region Blvd N, Winter Haven, FL 33881

  PRICE REDUCTION of 10k!!! OWNER MOTIVATED!!! Wow, get ready to fall in love with this beautiful custom built home near Winter Haven Country Club! This stunning home built by Alan Ulch Construction is the first home built in Winter Haven using Ytong concrete block which increase the energy efficiency of the home. Energy bills are about half of homes built with regular concrete block. This elegant

  Matthew Hazlett EXP REALTY LLC

  108 Lake Region Blvd N, Winter Haven, FL 33881

Showing Results 1 - 40, Page 1 of 2

Why Live in Cypresswood

Cypresswood in Winter Haven is a master-planned community known for its golf courses and country club amenities. With over 1,000 residential units and 14 neighborhood associations, it offers diverse housing options, primarily ranch-style homes from the 1980s to early 2000s, with new custom builds still emerging. The Cypresswood Golf & Country Club, featuring the best golf course in Winter Haven for 2023, is a central attraction. Residents enjoy country club amenities, including pools, gyms, and tennis courts, with plans to add pickleball courts. The neighborhood is close to shopping and dining, with a Winn-Dixie within 2 miles and a Walmart Supercenter under 6 miles away. Local dining includes the Cypresswood Pub, Legacy Craft BBQ, and Dundee Diner. For outdoor activities, the nearby Michael V. Lewis Arboretum and Parrott Trail offer 42 acres of native and exotic plants. Cypresswood is under 5 miles from Legoland and less than 30 minutes from Disney World, with both east and west coast beaches about 2 hours away. The neighborhood is zoned for Polk County Public Schools, one of the top 50 districts in Florida. Public transportation is not available, so residents rely on cars or golf carts, with major routes like US Highway 27 and Florida State Road 60 nearby. Orlando International Airport is about 45 miles away.

Learn more about living in Cypresswood

Home Trends in Cypresswood, FL

On average, homes in Cypresswood, Winter Haven sell after 66 days on the market compared to the national average of 70 days. The median sale price for homes in Cypresswood, Winter Haven over the last 12 months is $314,499, down 23% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$314,499

Median Single Family Sale Price

$350,000

Median Townhouse Sale Price

$175,000

Median 1 Bedroom Sale Price

$195,000

Average Price Per Sq Ft

$307

Number of Homes for Sale

12

Last 12 months Home Sales

70

Months of Supply

2.10

Median List Price

$359,000

Median Change From 1st List Price

4%

Median Home Sale Price YoY Change

-23%