Recently Sold Cypresswood Homes

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  $170,000 Sold Sep 15, 2025

  • 1,017 Sq Ft
  • $167/SF
  • 6 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  705 Eagle Pond Dr, Winter Haven, FL 33884

  Beautifully remodeled condo in serene golf community! One of the only units offering ceramic tile floors, granite countertops, and a private laundry room. Enjoy views of rocket launches from the dining room—yes, really! The A/C was replaced in 2015, and the original water heater remains in excellent condition. HOA covers exterior maintenance and more. Priced aggressively for the upgrades—don’t

  JP Gutierrez EXP REALTY LLC

  705 Eagle Pond Dr, Winter Haven, FL 33884
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  Explore Cypresswood

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  /2

  $315,000 Sold Sep 12, 2025

  • 2,136 Sq Ft
  • $147/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  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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  /2

  $440,000 Sold Sep 12, 2025

  • 2,667 Sq Ft
  • $165/SF
  • 13 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1976

  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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  /2

  $283,300 Sold Sep 10, 2025

  • 2,242 Sq Ft
  • $126/SF
  • 559 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  1856 Emily Dr, Winter Haven, FL 33884

  The Perfect Home for 2025! Owner motivated. Located in a established neighborhood with great access to Lego Land, "A" schools, shopping and entertainment. This lovely home includes plenty of bonus space for a growing family; 4 bedrooms, 2.5 bathrooms and possible bonus room, this home has it all. The formal dining room at the front leads to the spacious eat-in kitchen, which includes a center

  Barbara Jackson MILLENNIUM REALTY CENTER LLC

  1856 Emily Dr, Winter Haven, FL 33884
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  /2

  $435,000 Sold Sep 04, 2025

  • 2,494 Sq Ft
  • $174/SF
  • 274 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2004

  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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  /2

  $329,000 Sold Sep 03, 2025

  • 2,048 Sq Ft
  • $161/SF
  • 107 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  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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  /2

  $360,000 Sold Aug 31, 2025

  • 3,050 Sq Ft
  • $118/SF
  • 23 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2006

  1800 Emily Dr, Winter Haven, FL 33884

  LUXURY... COMFORT...SPACE! This beautifully well maintained piece of paradise is located on a huge corner lot ( 0.23 acres) in the desirable community of Emily Estates. With 5 bedrooms, 3.5-baths, this expansive home offers 3050 sq ft of living space and is perfectly designed for any family who loves to entertain and enjoy luxurious living. The home has been extensively upgraded with custom tile,

  Twanna Dewdney LA ROSA REALTY PRESTIGE

  1800 Emily Dr, Winter Haven, FL 33884
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  /2

  $127,000 Sold Aug 29, 2025

  • 1,017 Sq Ft
  • $125/SF
  • 135 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  507 Eagle Pond Dr Unit G5, Winter Haven, FL 33884

  FOR SALE - 2 Bedroom/2 Bath Condo in lovely Cypresswood Gulf and Country Club. This condo overlooks a pond and beautiful cypress trees. It is very peaceful and serene. Then, the grounds are gorgeous as they are meticulously maintained for the golf courses. Everywhere one looks is a beautiful sight. The condo itself is very comfortable with generously sized bedrooms and walk-in closets. All

  Linda Andre COLDWELL BANKER REALTY

  507 Eagle Pond Dr Unit G5, Winter Haven, FL 33884
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  /2

  $975,000 Sold Aug 14, 2025

  • 4,021 Sq Ft
  • $242/SF
  • 14 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2018

  1836 Woodpointe Dr, Winter Haven, FL 33884

  Tucked inside one of Winter Haven’s most sought-after gated communities, this custom-built lakefront estate on the sparkling, spring-fed Lake Daisy is the ultimate expression of lakeside luxury. Spanning over half an acre, this 2018 modern masterpiece effortlessly blends clean architectural lines with the warmth of modern pastoral design—crafted for those who crave elegance, privacy, and the

  Kayly Malinas JOHN WOOD REALTY, INC.

  1836 Woodpointe Dr, Winter Haven, FL 33884
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  /2

  $245,000 Sold Aug 11, 2025

  • 1,262 Sq Ft
  • $194/SF
  • 87 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2017

  2792 Whispering Trails Dr, Winter Haven, FL 33884

  This 3-bedroom, 2-bathroom home is located in the gated Whispering Trails community and offers a distinctive design with unique floor tiles throughout. The open layout provides a spacious feel, while the well-sized bedrooms ensure comfort and functionality.The kitchen is equipped with modern appliances, making meal preparation easy and efficient. The home’s thoughtful design allows for

  Gladys Burgos FCG REALTY

  2792 Whispering Trails Dr, Winter Haven, FL 33884
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  /2

  $290,000 Sold Aug 04, 2025

  • 2,836 Sq Ft
  • $102/SF
  • 17 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  1844 Emily Dr, Winter Haven, FL 33884

  With ALL the space you need, this 2,836 sq ft home is a blank canvas waiting for your personal vision! Bring your ideas and transform this house into your dream home – being sold AS-IS, but brimming with potential! Downstairs you’ll find a formal dining room, formal living room, and a family room just off the kitchen, providing plenty of room for family living and entertaining. A convenient half

  CarLee Marchetti STAR REALTY OF WINTER HAVEN

  1844 Emily Dr, Winter Haven, FL 33884
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  /2

  $310,000 Sold Jul 31, 2025

  • 1,872 Sq Ft
  • $166/SF
  • 90 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  571 Saint Andrews Rd, Winter Haven, FL 33884

  Seller Motivated!! Welcome to 571 St Andrews Rd in Winter Haven, a beautifully updated 3-bedroom, 2-bathroom home in the highly sought-after Cypresswood Golf & Country Club, a gated community with 24/7 security. This 1,872 sq. ft. residence features an open-concept, split-bedroom floor plan designed for comfort and functionality. The stunning 2022 kitchen boasts solid wood, soft-close cabinets,

  Corinna Weaver CROSBY & ASSOCIATES, INC.

  571 Saint Andrews Rd, Winter Haven, FL 33884
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  /2

  $340,000 Sold Jul 28, 2025

  • 1,749 Sq Ft
  • $194/SF
  • 6 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1987

  741 Canberra Rd, Winter Haven, FL 33884

  "A Step Above the Rest" describes this spacious 3BR/2BA beauty w/ upgrades galore located in the desirable, gated, golfing community of Cypresswood! From the moment you enter, you'll be delighted with the quality of amenities & the pride of ownership that is displayed throughout this immaculate home. It has a fabulous open floor plan w/ soaring ceilings in the great rm that boasts triple

  Julie Matthews JULIE MATTHEWS GROUP LLC

  741 Canberra Rd, Winter Haven, FL 33884
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  /2

  $243,000 Sold Jul 28, 2025

  • 1,682 Sq Ft
  • $144/SF
  • 16 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1990

  2835 Wingfoot Ct, Winter Haven, FL 33884

  Welcome to this beautiful 2 bedroom/2 bath home. Enjoy cooking in this spacious kitchen with leather granite countertops, shaker cabinets, and stainless steel appliances. In the evenings enjoy the gorgeous sunsets while relaxing in the sunroom overlooking the golf course views from the 8th hole tee off. Open floor plan with cathedral ceilings, luxury vinyl floors and 5 inch baseboards. This home

  Denise Jones CENTURY 21 MYERS REALTY

  2835 Wingfoot Ct, Winter Haven, FL 33884
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  /2

  $292,500 Sold Jul 25, 2025

  • 1,875 Sq Ft
  • $156/SF
  • 47 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  432 Sandestin Dr, Winter Haven, FL 33884

  Price Just Reduced!!!! Welcome to 432 Sandestin Drive in Cypresswood Golf & Country Club!This beautifully updated 3-bedroom, 2-bathroom home offers 2,048 sq ft in one of Winter Haven’s most sought-after gated communities. Recent updates include a brand-new roof and an updated Electrical Panel to allow you to connect a standby generator... Your insurance agent will thank you!Step

  Steve Donahue LIVE FLORIDA REALTY

  432 Sandestin Dr, Winter Haven, FL 33884
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  /2

  $425,000 Sold Jul 25, 2025

  • 2,328 Sq Ft
  • $183/SF
  • 107 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1977

  141 Greenfield Rd, Winter Haven, FL 33884

  Highly motivated! Price reduction! Plus offering $5,000 in seller concessions! Let's make a deal! Welcome to your dream home! Nestled on a picturesque golf course, this beautiful 4-bedroom, 3-bathroom home offers the perfect combination of space, comfort, and tranquility. Step inside to discover a spacious open floor plan featuring lots of natural light and breathtaking views of the lush greens

  Aaron Clark COVENANT REALTY

  141 Greenfield Rd, Winter Haven, FL 33884
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  /2

  $253,000 Sold Jul 24, 2025

  • 2,370 Sq Ft
  • $107/SF
  • 133 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1999

  42 Enclave Dr, Winter Haven, FL 33884

  Luxury, Leisure & Little Maintenance—Welcome to Cypresswood Living!2 primary suites! Excellent floorplan! Primary suite on bottom level and then a separate suite upstairs as a bonus! Private screened porch/patio! Low maintenance home!Nestled in the highly coveted Cypresswood Golf and Country Club community, this charming 3-bedroom, 3-bathroom home is where elegance meets ease. Step inside

  Andrea Anderson S & D REAL ESTATE SERVICE LLC

  42 Enclave Dr, Winter Haven, FL 33884
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  /2

  $337,000 Sold Jul 22, 2025

  • 1,888 Sq Ft
  • $178/SF
  • 101 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1986

  768 Canberra Rd, Winter Haven, FL 33884

  ***SELLER IS OFFERING $2,000 TOWARDS AN INTEREST RATE BUYDOWN or TOWARDS BUYER'S CLOSING COSTS and a 1-YEAR HOME WARRANTY (with an acceptable offer)!*** Welcome to 768 Canberra Rd, located in the highly sought-after, gated/guarded community of Cypresswood, where country club living meets comfort and convenience. This beautifully updated 3-bedroom, 2-bathroom home sits on a generous 1/3-acre lot,

  Deanna Stone THE STONES REAL ESTATE FIRM

  768 Canberra Rd, Winter Haven, FL 33884
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  /2

  $447,000 Sold Jul 16, 2025

  • 2,188 Sq Ft
  • $204/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2003

  128 Lake Region Cir, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to your impeccably upgraded retreat within the sought-after, gated community of Gates of Lake Region in Winter Haven. This home offers a seamless blend of modern luxury and tranquil living, where everydetail has been thoughtfully enhanced for your comfort and enjoyment. Imagine stepping outside to your private pool, inviting you to

  Lauren Deem RE/MAX TITANIUM GROUP

  128 Lake Region Cir, Winter Haven, FL 33881
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  /2

  $165,000 Sold Jul 03, 2025

  • 1,139 Sq Ft
  • $145/SF
  • 47 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  697 Broadmoor Cir Unit O71, Winter Haven, FL 33884

  SELLER NOW OFFERING $5,000 TOWARDS BUYER CLOSING COSTS! Welcome to 697 Broadmoor Circle—an immaculately kept 2-bedroom, 2-bathroom villa offering maintenance-free living right on the 10th tee of Cypresswood’s beautiful golf course. This home blends comfort, style, and leisure in one of Winter Haven’s most desirable gated golf communities. Step inside to a bright, inviting interior where the

  Andrew Fearn BHHS FLORIDA PROPERTIES GROUP

  697 Broadmoor Cir Unit O71, Winter Haven, FL 33884
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  /2

  $310,000 Sold Jul 02, 2025

  • 1,940 Sq Ft
  • $160/SF
  • 81 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2001

  204 Lake Region Blvd S, Winter Haven, FL 33881

  25K Price Drop!!! Welcome to this beautifully updated 3-bedroom, 2-bathroom home with a bonus room in the sought-after Lakes of Gate Region gated community. Nestled among mature landscaping, this home boasts stunning curb appeal, a low HOA, and modern finishes throughout. Step inside to discover a spacious open floor plan filled with natural light and luxury vinyl plank flooring. The gourmet

  Tyler Labod COLDWELL BANKER REALTY

  204 Lake Region Blvd S, Winter Haven, FL 33881
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  /2

  $1,325,000 Sold Jun 30, 2025

  • 3,309 Sq Ft
  • $400/SF
  • 71 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1987

  3640 Crump Rd, Winter Haven, FL 33881

  LAKEFRONT PARADISE WITH RESORT-STYLE AMENITIES! Nestled on Lake Hamilton with NO HOA, this 4-bed, 3-bath home on 1.23 acres offers the ultimate lakeside lifestyle. Bring your boat and jet skis and enjoy the convenience of a dock with an electric, covered BOAT LIFT, and built-in bench—perfect for fishing!Step through the French doors to the sparkling SALTWATER PebbleTec pool, featuring

  Ken Pozek KELLER WILLIAMS ELITE PARTNERS III REALTY

  3640 Crump Rd, Winter Haven, FL 33881
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  /2

  $242,500 Sold Jun 27, 2025

  • 1,176 Sq Ft
  • $206/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2013

  713 Overlook Grove Dr, Winter Haven, FL 33884

  Motivated Seller – Priced to Sell! Bring All Offers!Welcome to 713 Overlook Grove Dr in Winter Haven – a beautifully maintained open-concept home that offers both comfort and value. The seller is extremely motivated, and this home is priced to move quickly, so don’t wait—schedule today!This spacious residence features a brand-new roof and comes with paid-off solar panels at

  Austin Waters KELLER WILLIAMS REALTY SMART 1

  713 Overlook Grove Dr, Winter Haven, FL 33884
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  /2

  $254,500 Sold Jun 27, 2025

  • 1,432 Sq Ft
  • $178/SF
  • 78 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2006

  2076 Whispering Trails Blvd, Winter Haven, FL 33884

  BRING YOUR OFFERS! You will love: BRAND NEW FLOORING THROUGHOUT! ~ Freshly painted ~ New roof (2022) ~ HVAC (2023) ~ Solar attic fan for energy efficiency ~ Transferable warranty covering all appliances, including the water heater ~ Just 10 minutes from Legoland! ~ No rear neighbors! ~ No long-term rental restrictions! ~ NO CDD! ~ Not in a flood zone! ~ GATED COMMUNITY with LOW HOA! ~ Motivated

  Yaima Noa Oliva MARK SPAIN REAL ESTATE

  2076 Whispering Trails Blvd, Winter Haven, FL 33884
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  /2

  $699,000 Sold Jun 26, 2025

  • 2,764 Sq Ft
  • $253/SF
  • 57 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1970

  2350 Crump Rd, Winter Haven, FL 33881

  EXTRAORDINARY RESIDENCE ON LAKE HAMILTON is inviting and spacious with classy finishes throughout its 2,764 sq ft living area. This pool home provides 4BD/ 3BA, great entertaining space and is situated on .83 acres waterfront property. A gracious foyer leads into the home's fabulous layout of grand openness linking the formal living room and formal dining room to the centered kitchen. The living

  Erin Floyd COLDWELL BANKER REALTY

  2350 Crump Rd, Winter Haven, FL 33881
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  /2

  $182,500 Sold Jun 25, 2025

  • 1,017 Sq Ft
  • $179/SF
  • 51 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2000

  703 Eagle Pond Dr Unit 7C, Winter Haven, FL 33884

  Immaculate GROUND Floor Eagle Pond Condo in Cypresswood Golf & Country Club. SELLER TO PROVIDE CREDIT TOWARD BUYER'S CLOSING COSTS - ASK FOR DETAILS!Don’t miss your chance to own this charming 2-bedroom, 2-bathroom ground-floor condo in the highly sought-after, gated Cypresswood Golf & Country Club community. Perfectly maintained, this move-in-ready home features an open-concept living

  Claudette Biaggi CENTURY 21 MYERS REALTY

  703 Eagle Pond Dr Unit 7C, Winter Haven, FL 33884
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  $38,000 Sold Jun 20, 2025

  • 960 Sq Ft
  • $40/SF
  • 235 Days On Market

  • 2 Beds
  • 2 Baths

  340 Siberian Cypress Cir, Winter Haven, FL 33881

  MOTIVATED SELLERS! All reasonable offers considered. LOT RENT PAID THROUGH AUGUST! Perfect sized double wide manufactured home in the 55+ community of Cypress Creek Village. Built in 2019, the home is in great shape and offers a low LOT RENT of $600 and comes with the golf cart! The area is beautifully developed and with the multitude of things to do such as enjoying the Heated Pool,

  Hope Isaacs The SWANS Mobile Home ReSale Specialists LLC

  340 Siberian Cypress Cir, Winter Haven, FL 33881
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  /2

  $470,000 Sold Jun 20, 2025

  • 2,552 Sq Ft
  • $184/SF
  • 23 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1994

  3158 Beauchamp Ct, Winter Haven, FL 33884

  NEW PRICE POINT!!! IMPECCABLY MAINTAINED COUNTRY CLUB RESIDENCE IN THE PLANTATIONS OF CYPRESSWOOD!! A beautiful home that is situated on a quiet cul-de-sac with lush landscaping and extensive curb appeal, with 4 bedrooms and 3 baths that offers an open concept with split bedrooms, volume ceilings, crown molding, and hickory scraped wood look tile throughout! The large eat-in kitchen features

  Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  3158 Beauchamp Ct, Winter Haven, FL 33884
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  /2

  $242,500 Sold Jun 16, 2025

  • 1,500 Sq Ft
  • $162/SF
  • 53 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2018

  2956 Whispering Trails Dr, Winter Haven, FL 33884

  Located in the desirable Whispering Trails community, this 3-bedroom, 2-bathroom single-family home offers 1,500 sq. ft. of living space on a 0.11-acre lot. Built in 2018, the home features a hip shingle roof, stucco exterior, and a slab foundation. The interior includes an open floor plan with carpet and tile flooring, and the property also boasts an unfinished attached garage (418 sq. ft.) and

  Charles Watson MARK SPAIN REAL ESTATE

  2956 Whispering Trails Dr, Winter Haven, FL 33884
• 

  /2

  $325,000 Sold Jun 16, 2025

  • 2,086 Sq Ft
  • $156/SF
  • 150 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2006

  3226 Oak Tree Ln, Winter Haven, FL 33884

  Price improvement!! Motivated sellers!! Welcome to this beautiful and very well maintained, one owner home with a genuine pride of ownership! Which is located in the Oak Grove area in Cypreswood! This is a very well established, gated, golf community with A 24 hour security guard at the front gate. This home was custom built by John Wood. It is the Breezewood model. 3bedrooms 2 full baths and a

  Ann Heaton CHARLES RUTENBERG REALTY ORLANDO

  3226 Oak Tree Ln, Winter Haven, FL 33884
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  /2

  $450,000 Sold Jun 13, 2025

  • 2,710 Sq Ft
  • $166/SF
  • 1 Day On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1988

  2987 Plantation Rd, Winter Haven, FL 33884

  If you've been searching for the perfect home to raise a family, where every room feels just right and the neighborhood is full of charm, you have found it. This spacious, lovely 4-BEDROOM, 2.5 BATH home is located in the sought-after Cypresswood Golf & Country Club, a guard gated community known for its peaceful streets, friendly neighbors, and family-friendly lifestyle. As you pull up you are

  Tisha Talbot CENTURY 21 MYERS REALTY

  2987 Plantation Rd, Winter Haven, FL 33884
• 

  /2

  $278,000 Sold Jun 13, 2025

  • 1,367 Sq Ft
  • $203/SF
  • 23 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  628 Wexford Ct, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. LIVE THE FLORIDA LIFESTYLE IN CYPRESSWOOD - Make every moment count in this beautifully updated two-bedroom, two-bath home in the resort-style community of Cypresswood Golf and Country Club. Step into the bright and spacious interior, featuring a contemporary open-concept layout, designed for effortless entertaining, and truly the heart of this

  Joy Desmond REMAX EXPERTS

  628 Wexford Ct, Winter Haven, FL 33884
• 

  /2

  $270,000 Sold Jun 11, 2025

  • 2,237 Sq Ft
  • $121/SF
  • 90 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  2320 Whispering Trails Place, Winter Haven, FL 33884

  $$PRICE REDUCTION! New Roof in 2023. Stunningly Refreshed & Move-In Ready! Welcome to your dream home in the exclusive gated community of Whispering Trails! This ABSOLUTELY BEAUTIFUL residence is brimming with upgrades, including a brand new A/C for year-round comfort. As you step inside, you’ll be greeted by gleaming laminate floors that flow seamlessly throughout the first floor, setting the

  Donald Toldson OLYMPUS EXECUTIVE REALTY INC

  2320 Whispering Trails Place, Winter Haven, FL 33884
• 

  /2

  $205,000 Sold Jun 11, 2025

  • 1,563 Sq Ft
  • $131/SF
  • 221 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  1086 Pelham Ct, Winter Haven, FL 33884

  Welcome to this stunning 2-bedroom, 2-bathroom villa located in the highly sought-after community of Cypresswood. The Villas on the Green are an ALL-AGES WELCOME and PET-FRIENDLY community. This home offers a perfect blend of modern updates and low-maintenance living. Step inside to discover gorgeous laminate flooring installed throughout the entire condo in 2020, giving the home a fresh,

  Minoo Brown LA ROSA REALTY PRESTIGE

  1086 Pelham Ct, Winter Haven, FL 33884
• 

  /2

  $260,000 Sold May 29, 2025

  • 1,755 Sq Ft
  • $148/SF
  • 58 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  602 Turnberry Ct, Winter Haven, FL 33884

  Welcome to 602 Turnberry Court, a beautifully updated home in the sought-after Cypresswood Golf & Country Club community! This 2-bedroom, 2-bathroom home has been thoughtfully upgraded with all-new flooring, a brand-new roof, a new hot water heater, and all-new appliances. The freshly painted kitchen cabinets give the space a modern and inviting feel, while the freshly painted interior adds a

  Chris Loschiavo RE/MAX HERITAGE PROFESSIONALS

  602 Turnberry Ct, Winter Haven, FL 33884
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  /62

  $30,000 Sold May 27, 2025

  • 1,008 Sq Ft
  • $30/SF
  • 1 Day On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  718 Red Cypress Ln, Winter Haven, FL 33881

  **Unleash Your Vision!** This 2-bedroom, 2-bathroom, 2006 Nobility manufactured home offers a fantastic opportunity to create your dream space. Featuring a desirable split floor plan, perfect for guest privacy, this home boasts 13' x 16' living room with carpeted flooring, a ceiling fan, and an entertainment center. The galley-style kitchen offers ample cabinet space, a pantry, and appliances

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

  718 Red Cypress Ln, Winter Haven, FL 33881
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  /2

  $240,000 Sold May 23, 2025

  • 1,660 Sq Ft
  • $145/SF
  • 43 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1980

  460 Pinehurst Ct, Winter Haven, FL 33884

  CYPRESSWOOD GOLF CLUB PATIO HOME! Come enjoy the beautiful weather of Central Florida in an affordable golf community home. Large 2BR/2BA home on quiet street. Walt to the pool, tennis courts, and pickleball. Stroll to the clubhouse pub for lunch or dinner and enjoy the sunset over the golf course. Large (1660 SF MOL) home with real wood kitchen cabinets, built in bookshelves in the living

  Sharon Watson CENTURY 21 WATSON & MYERS REALTY

  460 Pinehurst Ct, Winter Haven, FL 33884
• 

  /2

  $150,000 Sold May 21, 2025

  • 3,361 Sq Ft
  • $45/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  3201 Cypresswood Blvd, Winter Haven, FL 33884

  Take advantage of this unique real estate offering in the heart of Winter Haven! This listing includes two parcels of land for a total of 2.94 acres, combining a 2.48-acre lot and an additional adjoining 0.46-acre parcel. The main lot features a previously existing home that was unfortunately damaged by fire, but the land itself is full of potential. Whether you're looking to build your dream

  Robert Johnson REAL BROKER, LLC

  3201 Cypresswood Blvd, Winter Haven, FL 33884
• 

  /2

  $360,000 Sold May 20, 2025

  • 2,136 Sq Ft
  • $169/SF
  • 75 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  734 Canberra Rd, Winter Haven, FL 33884

  Welcome to 734 Canberra Rd, Winter Haven, a beautifully remodeled 3-bedroom, 2-bathroom home in the highly desirable Cypresswood Golf & Country Club, a gated community with 24/7 security. This 2,136 sq. ft. residence offers an open-concept design with a split-bedroom floor plan, featuring an amazing chef's kitchen which has been fully remodeled and spacious primary suite with an ensuite recently

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  734 Canberra Rd, Winter Haven, FL 33884
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  /34

  $310,000 Sold May 14, 2025

  • 2,200 Sq Ft
  • $141/SF
  • 137 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2005

  1802 Emily Dr, Winter Haven, FL 33884

  Discover your home in Winter Haven with this spacious 4-bedroom, 3-bathroom two-story. As you enter, you're welcomed by a charming formal dining room with convenient access to a well-equipped kitchen, complete with an island, two pantries, and a cozy nook area. The kitchen layout allows you to enjoy serene backyard views while at the sink. The main level also features a great family room, a full

  Johany Utrera AVID REALTY LLC

  1802 Emily Dr, Winter Haven, FL 33884

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