Recently Sold Cypresswood Homes

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  $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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  $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
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  /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
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  /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
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  /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
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  /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
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  /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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  /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
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  /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
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  /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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  $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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  $177,000 Sold May 14, 2025

  • 1,422 Sq Ft
  • $124/SF
  • 175 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1986

  2256 Firestone Place, Winter Haven, FL 33884

  SELLER MOTIVATED—Bring your Offer!! The unit requires TLC. It's a Great Flip, Income-Generating, or Primary Residence! Located in the desirable Cypresswood Golf & Country Club, this 2-bedroom, 2-bath end-unit villa is along the 8th fairway of the golf course, offering peaceful views, clubhouse amenities, and an attractive rental investment opportunity.The home itself features vaulted ceilings, a

  Kristen Costa LIVE FLORIDA REALTY

  2256 Firestone Place, Winter Haven, FL 33884
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  /2

  $256,000 Sold May 09, 2025

  • 1,758 Sq Ft
  • $146/SF
  • 19 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1977

  398 Troon Ct, Winter Haven, FL 33884

  Discover the perfect blend of comfort and convenience in this beautifully maintained 2-bedroom, 2-bath patio home nestled in the sought-after golf community of Cypresswood.. Boasting an inviting open floor plan, this home features a spacious living area with abundant natural light, well appointed kitchen and a cozy dining space. The primary suite offers a private retreat with an en-suite bath

  Sherry Hollingsworth RE/MAX HERITAGE PROFESSIONALS

  398 Troon Ct, Winter Haven, FL 33884
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  /2

  $265,000 Sold May 08, 2025

  • 1,560 Sq Ft
  • $170/SF
  • 22 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2003

  208 Lake Region Blvd S, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to 208 Lake Region Blvd! Tucked away in the gated community of The Gates of Lake Region, this beautiful home offers the perfect blend of comfort, convenience and affordability (low HOA dues). From the moment you arrive, its charming brick accents and manicured landscaping create a warm and inviting first impression, hinting at the thoughtful

  Michael Stone THE STONES REAL ESTATE FIRM

  208 Lake Region Blvd S, Winter Haven, FL 33881
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  $255,000 Sold May 07, 2025

  • Land
  • 0.79 Acre
  • $322,785 per Acre

  • 100 Days On Market

  0 Dundee Rd Unit MFRP4929882, Winter Haven, FL 33881

  Don't miss out on the opportunity to grab this vacant, commercial lot in a rapidly expanding area.!This lot is centrally located on Dundee Rd in Winter Haven with sever large new developments within 2 miles. The annual average daily traffic for this part of Dundee Rd is over 16,000 cars per day! making this a perfect location for most businesses. The owner already has drafted plans for a 5,000 sq

  Stetson Russell REAL FLORIDA REALTY LLC

  0 Dundee Rd Unit MFRP4929882, Winter Haven, FL 33881
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  /2

  $290,000 Sold May 05, 2025

  • 2,140 Sq Ft
  • $136/SF
  • 149 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1993

  645 Augusta Rd, Winter Haven, FL 33884

  New price reduction BELOW APPRAISED VALUE. The seller is willing to negotiate an interest rate buy-down. Discover this exceptionally charming 3-bedroom, 2-bathroom home nestled on the 10th fairway of Cypresswood Golf Course! From the paved driveway and walkway, enter through the foyer into a welcoming living room with dramatic vaulted ceilings, flowing into a spacious dining area. The large den

  Barbara Downs CENTURY 21 WATSON & MYERS REALTY

  645 Augusta Rd, Winter Haven, FL 33884
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  /2

  $499,900 Sold May 01, 2025

  • 2,335 Sq Ft
  • $214/SF
  • 19 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1991

  3001 Plantation Rd, Winter Haven, FL 33884

  Discover the perfect blend of comfort and luxury in this beautifully maintained 3 bedroom 2 bathroom pool home nestled within the sought after Cypresswood Golf and Country Club community with a 24-hour guarded entrance gate, 18-hole championship golf course, Jr. Olympic sized swimming pool, tennis/pickle-ball, and clubhouse with a Pro-shop and restaurant. Designed for both relaxation and

  Kimberly Dinkel RE/MAX HERITAGE PROFESSIONALS

  3001 Plantation Rd, Winter Haven, FL 33884
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  /2

  $370,000 Sold Apr 28, 2025

  • 2,002 Sq Ft
  • $185/SF
  • 36 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1990

  762 Canberra Rd, Winter Haven, FL 33884

  THIS OUTSTANDING AND WELL MAINTAINED 2,002 SF 3 BR/2.5 BA POOL HOME IS LOCATED ON A CUL-DE-SAC OVERLOOKING THE GOLF COURSE IN THE WELL ESTABLISHED GATED COMMUNITY OF CYPRESSWOOD IN WINTER HAVEN, FLORIDA. As you step inside you will note views of the golf course ...from the living room, dining room, kitchen, primary bedroom, Florida/bonus room and the screened-in pool. The home was designed with a

  Carol Sheil JUDY B CLEAVES PROPERTIES INC

  762 Canberra Rd, Winter Haven, FL 33884
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  /2

  $270,000 Sold Apr 25, 2025

  • 1,533 Sq Ft
  • $176/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2016

  3272 Whispering Trails Ave, Winter Haven, FL 33884

  Fresh and Modern 2018 Home is awaiting its’ new owner. Step inside this IMMACULATLY MAINTAINED Open Floor plan home that'sAiry and Inviting with Hight Celling and crown molding throughout, NO CARPET, 3 Bedrooms, 2 Baths. Master Suite offers a tranquilescape with ensuite bathroom. Split Floor plan gives guests and other's privacy with Guest Bathroom and Plenty of Storage. Kitchenhas upgraded

  Troy Udit ENGEL & VOLKERS ORLANDO DR PHILLIPS

  3272 Whispering Trails Ave, Winter Haven, FL 33884
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  /2

  $255,000 Sold Apr 18, 2025

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

  • 3 Beds
  • 2 Baths
  • Built 2015

  4740 Summerfield Cir, Winter Haven, FL 33881

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

  Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

  4740 Summerfield Cir, Winter Haven, FL 33881
• 

  /2

  $554,900 Sold Apr 15, 2025

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

  • 3 Beds
  • 2.5 Baths
  • Built 1969

  2400 Crump Rd, Winter Haven, FL 33881

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

  Steven Smith, PA LOCKHART & ASSOCIATES INC

  2400 Crump Rd, Winter Haven, FL 33881
• 

  /2

  $234,900 Sold Apr 11, 2025

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

  • 3 Beds
  • 2 Baths
  • Built 2006

  2327 Whispering Trails Place, Winter Haven, FL 33884

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

  Jeff Inman FHG REALTY, LLC

  2327 Whispering Trails Place, Winter Haven, FL 33884
• 

  /2

  $284,000 Sold Apr 07, 2025

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

  • 3 Beds
  • 2 Baths
  • Built 1997

  37 Enclave Dr, Winter Haven, FL 33884

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

  Steven Smith, PA LOCKHART & ASSOCIATES INC

  37 Enclave Dr, Winter Haven, FL 33884
• 

  /2

  $391,000 Sold Mar 31, 2025

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

  • 3 Beds
  • 2.5 Baths
  • Built 1985

  2943 Plantation Rd, Winter Haven, FL 33884

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

  Denise Spears CENTURY 21 MYERS REALTY

  2943 Plantation Rd, Winter Haven, FL 33884
• 

  /2

  $329,000 Sold Mar 28, 2025

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

  • 3 Beds
  • 2 Baths
  • Built 1986

  723 Canberra Rd, Winter Haven, FL 33884

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

  David Reyes KELLER WILLIAMS REALTY SMART 1

  723 Canberra Rd, Winter Haven, FL 33884
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  /62

  $184,900 Sold Mar 25, 2025

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

  • 3 Beds
  • 2 Baths
  • Built 2020

  409 Siberian Cypress Cir, Winter Haven, FL 33881

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

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

  409 Siberian Cypress Cir, Winter Haven, FL 33881
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  /82

  $124,000 Sold Mar 01, 2025

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

  • 3 Beds
  • 2 Baths
  • Built 2018

  1170 Heartwood Cypress Dr, Winter Haven, FL 33881

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

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

  1170 Heartwood Cypress Dr, Winter Haven, FL 33881
• 

  /2

  $260,000 Sold Feb 24, 2025

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

  • 3 Beds
  • 2 Baths
  • Built 1997

  12 Enclave Dr, Winter Haven, FL 33884

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

  April Spaulding LPT REALTY, LLC

  12 Enclave Dr, Winter Haven, FL 33884
• 

  /2

  $320,000 Sold Jan 29, 2025

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

  • 3 Beds
  • 2 Baths
  • Built 1979

  601 Turnberry Ct, Winter Haven, FL 33884

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

  Steven Smith, PA LOCKHART & ASSOCIATES INC

  601 Turnberry Ct, Winter Haven, FL 33884
• 

  /2

  $268,500 Sold Jan 22, 2025

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

  • 4 Beds
  • 2.5 Baths
  • Built 2006

  2336 Whispering Trails Place, Winter Haven, FL 33884

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

  Blake Keathley EVERYSTATE INC.

  2336 Whispering Trails Place, Winter Haven, FL 33884

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