Cypress Gardens Homes for Sale

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  $139,000

  $46K PRICE DROP Pre-Foreclosure

  • 2 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  5850 Cypress Gardens Blvd Unit 304, Winter Haven, FL 33884

  Welcome to your new home located directly across the street From Legoland. Home features community pool and tennis court and is ready for a new owner. Located in the central Hub of Winter Haven and close to anything any everything you need. Shopping, restaurants, schools.

  Matthew Davis FLORIDA HOMES REALTY & MORTGAGE

  5850 Cypress Gardens Blvd Unit 304, Winter Haven, FL 33884
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  $765,000

  • 3 Beds
  • 2 Baths
  • 2,678 Sq Ft

  3831 Gaines Dr, Winter Haven, FL 33884

  Virtually Staged. Welcome to 3831 Gaines Dr, where beautifully updated interiors, exceptional outdoor living, and the best of the Winter Haven lifestyle come together. Situated on an impressive half-acre-plus homesite in the established Gaines Cove area, this immaculate 3-bedroom plus dedicated office home offers the space, privacy, and character that can be difficult to find.The location

  Jared Lippelgoos COLDWELL BANKER REALTY

  3831 Gaines Dr, Winter Haven, FL 33884
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  $112,000

  $17K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,272 Sq Ft

  108 Lake Hazel Dr, Winter Haven, FL 33884

  LAKEFRONT home in a gated resort style community where you own the land/share (valued at approx. 30,000-35,000) with NO MONTHLY LOT RENT. This 2 bedroom 2 bath home is located on Lake Hazel, a 1 acre lake with deeded lake access for home owners only residing in Orange Manor West. A low monthly HOA fee of $ 286 which includes trash, internet and cable and all community amenities. Location of this

  Maggie Schreck BRANTLEY PROPERTIES INC.

  108 Lake Hazel Dr, Winter Haven, FL 33884
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  $289,900

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  3971 Cypress Landing W, Winter Haven, FL 33884

  Welcome to your slice of true Florida lake life—where every day feels like a getaway. This 3-bedroom, 2-bath home is tucked inside a waterfront community designed for living, not just residing. Start your mornings with a quick launch from the private boat ramp, spend your afternoons cruising Lake Dexter, or enjoy a friendly match on the tennis courts. There’s even private boat parking, so your

  Kevin Tison LPT REALTY, LLC

  3971 Cypress Landing W, Winter Haven, FL 33884
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  $225,000

  $12K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,231 Sq Ft

  1561 Vienna Square Dr, Winter Haven, FL 33884

  R E D U C E D ! YOU'LL LOVE THIS MAINTENANCE FREE LIFESTYLE IN DESIREABLE VIENNA SQUARE , LOCATED IN WINTER HAVEN. THIS VILLA IS MOVE IN READY. THIS 2BR-2BA VILLA OFFERS AN OPEN GREAT ROOM DESIGN WITH SPLIT BEDROOMS. THE MASTER ENSUITE HAS WALK IN CLOSET WITH STEP IN SHOWER FOR CONVENIENCE. THE 2ND BEDROOM OFF FRONT ENTRANCE OF HOME HAS AN ADJOINING BATH WITH TUB AND SHOWER. DON'T WAIT, THIS

  Glenda Pruitt FLORIDA HOME CHOICE REALTY

  1561 Vienna Square Dr, Winter Haven, FL 33884
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  $359,900

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  1015 Robin Ln, Winter Haven, FL 33884

  HUGE PRICE DROP! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in the desirable Audubon Place community of Southeast Winter Haven. Offering exceptional curb appeal with fresh interior and exterior paint, this move-in-ready residence showcases quality craftsmanship and extensive updates, including a NEW ROOF (2023), a BRAND-NEW HVAC system with

  David Small KELLER WILLIAMS REALTY SMART 1

  1015 Robin Ln, Winter Haven, FL 33884
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  /35

  $325,000

  $75K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,579 Sq Ft

  129 Lake Otis Rd, Winter Haven, FL 33884

  Short Sale. This charming home is a diamond in the rough, waiting for the right owner to unlock its full potential. Located in a sought-after neighborhood of picturesque red brick homes, this property offers a unique opportunity for those with vision and ambition. This home is being sold as a short sale, making it an ideal project for those looking to invest in a renovation loan and transform it

  Kelley Vogel Blackburn COLDWELL BANKER REALTY

  129 Lake Otis Rd, Winter Haven, FL 33884
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  /2

  $276,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft

  3328 White Ibis Ln, Winter Haven, FL 33884

  D.R. Horton Builder

  3328 White Ibis Ln, Winter Haven, FL 33884
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  $390,000

  • 4 Beds
  • 2 Baths
  • 1,687 Sq Ft

  437 Broward Terrace, Winter Haven, FL 33884

  Welcome home to this CLEAN and PRISTINE 4-bedroom, 2-bathroom BLOCK pool home on a large lot with NO HOA! Inside, a great layout, light and bright walls and floors, and updated bathrooms, kitchen and flooring create a welcoming, modern feel. Sleek hurricane-impact windows and sliding doors add style, natural light, and peace of mind, while the roof and HVAC are both under 4 years old. Step

  Laura Schmidt BHHS FLORIDA PROPERTIES GROUP

  437 Broward Terrace, Winter Haven, FL 33884
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  $200,000

  Open Wed 12AM - 12PM

  • 2 Beds
  • 2 Baths
  • 1,246 Sq Ft

  2338 Salzburg Loop, Winter Haven, FL 33884

  Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this 2 bedroom 2 bath Vienna Square home. This one can be a real charmer with your personal touches. Bright, light, and open floor plan. Sold strictly AS-IS. No renting for the 1st 2 years of ownership in this charming 55+ community.This home is conveniently located within 10 minutes of restaurants, banks, shopping

  Marti Sutton CENTURY 21 WATSON & MYERS REALTY

  2338 Salzburg Loop, Winter Haven, FL 33884
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  $335,000

  • 3 Beds
  • 2 Baths
  • 1,980 Sq Ft

  121 Lowell Rd, Winter Haven, FL 33884

  Welcome to this beautifully maintained 3-bedroom, 2-bathroom pool home offering comfort, functionality, and peace of mind with numerous recent improvements. From the moment you arrive, you’ll appreciate the inviting curb appeal, long driveway, and convenient side-entry garage.Step inside to a freshly painted interior and a warm, welcoming atmosphere featuring a wood-burning fireplace,

  Melissa Minck LPT REALTY, LLC

  121 Lowell Rd, Winter Haven, FL 33884
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  /13

  $549,900

  New Construction $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,894 Sq Ft

  1213 Michelangelo Ln, Winter Haven, FL 33884

  *** No CDD Fees *** • Low HOA • *Lower Taxes • Newly added saltwater luxury Heated Pool and Spa • Mobile App-controlled pool automation system • Resort-style backyard • Oversized 70’ wide homesite • Two Primary Suites, including a spacious first-floor primary suite • Two spacious gathering areas: a main-floor living room and an upstairs family room • Convenient first-floor large laundry room •

  Steven Koleno BEYCOME OF FLORIDA LLC

  1213 Michelangelo Ln, Winter Haven, FL 33884
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  $286,900

  New Construction $2K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,593 Sq Ft

  1660 Hummingbird Rd, Winter Haven, FL 33884

  The property is located at 1660 Hummingbird Road WINTER HAVEN FL 33884 priced at 286900, the square foot and stories are 1593, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  1660 Hummingbird Rd, Winter Haven, FL 33884
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  $245,000

  $14K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,158 Sq Ft

  1678 Linz Ct, Winter Haven, FL 33884

  BETTER THAN NEW!!! Why wait to build when you can move into this HIGHLY UPGRADED, MAINTENANCE FREE villa in the 55+ GATED COMMUNITY of Vienna Square, centrally located in Winter Haven, FL. Before entering this beautiful residence, you will notice the BRICK PAVERED driveway/walkway leading through the MATURE LANDSCAPE and CUSTOM LIGHTING to the front SCREENED LANAI. Walk right into this very OPEN

  Bryan Dicks COLDWELL BANKER REALTY

  1678 Linz Ct, Winter Haven, FL 33884
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  $269,000

  • 3 Beds
  • 2 Baths
  • 1,144 Sq Ft

  153 Browning Cir, Winter Haven, FL 33884

  Welcome home to this 3-bedroom, 2-bath pool home in Winter Haven! Featuring a spacious and comfortable layout with plenty of room for everyday living and entertaining. Step outside to your private backyard pool, perfect for enjoying Florida’s year-round sunshine, relaxing after a long day, or simply unwinding in your own outdoor space. The backyard provides plenty of room to create your own

  Kimberly Dinkel RE/MAX HERITAGE PROFESSIONALS

  153 Browning Cir, Winter Haven, FL 33884
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  $435,990

  New Construction

  • 5 Beds
  • 3 Baths
  • 2,490 Sq Ft

  Covington Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

  Find all the space you need in our popular one-story Covington floorplan in Harmony at Lake Eloise, one of our communities in Winter Haven, Florida. This unique 5 bedroom, 3 bathroom and 3 car garage floorplan is available in 3 different modern exteriors. As you enter the foyer you are greeted with bedrooms 2 and 3 that are separated by a full bathroom complete with quartz countertops. As you

  D.R. Horton Builder

  1651 Hummingbird Rd Unit 36202782, Winter Haven, FL 33880
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  $42,500

  • 2 Beds
  • 2 Baths

  71 Joppa Dr, Winter Haven, FL 33884

  Welcome to 71 Joppa Drive, a 2-bedroom, 2-full bath manufactured home in Orange Manor West Cooperative, a 55+ community offering a relaxed and active Florida lifestyle. This home features a detached garage, driveway, shed, and community water/septic. Enjoy community amenities including a pool, clubhouse, shuffleboard, mini golf, fishing, boating, and social activities. Conveniently located near

  Patty Nee Town and Country Mobile Homes Sales

  71 Joppa Dr, Winter Haven, FL 33884
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  $275,000

  $24K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,843 Sq Ft

  441 San Jose Dr, Winter Haven, FL 33884

  NEW ROOF 6/2026. Welcome to this exceptional 2-bedroom, 2-bathroom patio home nestled within the highly sought after Orchid Springs community. Positioned on an expansive double lot, this residence offers a serene & secluded wooded vista visible from the open kitchen and the generously proportioned screened patio. Noteworthy exterior features; Paved drive and walkways, attractive canopies and

  Dee Norris NEXTHOME NORRIS & COMPANY REAL

  441 San Jose Dr, Winter Haven, FL 33884
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  $379,998

  • 4 Beds
  • 3 Baths
  • 1,680 Sq Ft

  215 Kilmer Ln, Winter Haven, FL 33884

  Fully Occupied Income Property | 3 Units | $4,300/mo Gross Rent | No Vacancy | Winter HavenRare turnkey income property generating $4,300/month in gross rent — fully occupied with zero vacancy. This versatile multi-income single-family property features two interior apartments plus a separate rear cabin, each independently rented with established tenants in place.Landlord expenses are

  Elizabeth Rodriguez CAISSA REALTY INVESTMENT INC

  215 Kilmer Ln, Winter Haven, FL 33884
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  /44

  $430,000

  Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,251 Sq Ft

  280 Santa Rosa Dr, Winter Haven, FL 33884

  This property went under contract fast and it's back on the market, no fault of the owner. If you missed it the first time, here's your second chance! Welcome to the beautiful neighborhood of Overlook Estates. This 3 bedroom 2 bath + bonus room is waiting for its new owner/s to make it their own. This home is completely vacant which makes it that much easier to envision your own life here. When

  Ashley James KELLER WILLIAMS REALTY SMART 1

  280 Santa Rosa Dr, Winter Haven, FL 33884
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  /15

  $5,000

  $4K PRICE DROP

  • 2 Beds
  • 1 Bath

  314 Jupiter Ave Unit 76, Winter Haven, FL 33884

  Embrace peaceful and affordable 55+ living in this charming, fully updated two-bedroom, one-bathroom home located in Winter Haven's Bedrock Cypress Harbor. Freshly renovated with brand-new laminate flooring throughout, the interior features a modern kitchen equipped with updated appliances, ample cabinetry, and a pantry area, alongside a completely refreshed bathroom featuring a contemporary

  Danna Fields Bedrock MH Sales LLC

  314 Jupiter Ave Unit 76, Winter Haven, FL 33884
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  /2

  $279,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  1787 White Elephant Loop, Winter Haven, FL 33884

  The Eloise features three spacious bedrooms, offering plenty of room for family and guests. The heart of the house is the kitchen, which boasts an abundance of counter space, making it perfect for preparing meals and entertaining. With modern appliances and a well-designed layout, it's everyone’s dream kitchen. Just outside the back door is a covered patio that creates a cozy retreat for outdoor

  LGI Homes Builder

  1787 White Elephant Loop, Winter Haven, FL 33884
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  $138,000

  $2K PRICE DROP

  • Land
  • 20,037 Sq Ft
  • $300,000 per Acre

  0 Cypress Gardens Rd Unit MFRP4936614, Winter Haven, FL 33884

  Vacant Lot Zoned Commercial.. Close to Garden Grove Elementary..

  Jose Ramirez HARPER REALTY FL, LLC

  0 Cypress Gardens Rd Unit MFRP4936614, Winter Haven, FL 33884
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  $329,990

  New Construction

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

  1765 Hummingbird Rd, Winter Haven, FL 33884

  Under Construction. Introducing the Cali floorplan at Harmony at Lake Eloise, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and luxury

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  1765 Hummingbird Rd, Winter Haven, FL 33884
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  $25,000

  • 2 Beds
  • 2 Baths

  15 Temple Cir, Winter Haven, FL 33884

  Welcome to this charming 2-bedroom, 2-bath home in Orange Manor East, a 55+ pet-friendly community in Winter Haven. This home comes fully furnished and features a large porch, ramp access, spacious driveway, open kitchen, central A/C, washer, and all major appliances. Enjoy beautiful sunset views, community activities, and a convenient location close to shopping, dining, and everyday essentials.

  Patty Nee Town and Country Mobile Homes Sales

  15 Temple Cir, Winter Haven, FL 33884
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  /13

  $103,000

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  86 Parson Dr, Winter Haven, FL 33884

  UPDATED 2 BEDROOM 2 BATH HOME WITH INSIDE LAUNDRY AND POND VIEW.Welcome to the beautifully updated home in active 55+ community of Orange Manor West. This home offers peaceful views of neighborhood pond. Modern upgrades throughout this home offers comfortable Florida living. The thoughtful updated interior provides a fresh, modern feel, while the scenic pond view adds a tranquil backdrop.

  Darlene Bice TOWN & COUNTRY REAL ESTATE

  86 Parson Dr, Winter Haven, FL 33884
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  $480,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,463 Sq Ft

  405 Valley Ct, Winter Haven, FL 33884

  You must see this stunning 4 bedroom, 2 bathroom, pool home located in the gated community of Lake Miriam Hills. This east Winter Haven home boasts a split floor plan, nearly 2,500 sqft of living space, french doors , a formal dining space, a family room and living room, a wood burning fireplace, an open kitchen with granite counter tops and stainless appliances, high ceilings, wood laminate

  Cannon Kirby ROOST REALTY GROUP LLC

  405 Valley Ct, Winter Haven, FL 33884
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  $349,900

  $49K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,264 Sq Ft

  315 Lake Mariam Blvd, Winter Haven, FL 33884

  Luxury Living in Gated Lake Mariam Hills - Corner Lot, Custom Features & Lake Access! Welcome to 315 Lake Mariam Blvd, A custom-built 3-bedroom, 2-bathroom home that offers 2,264 sq ft of comfortable living space, perfect for both relaxation and entertaining. Built in 1998, this property features a split floor plan with spacious rooms. Perfectly situated on a lush corner lot, this residence

  Mark Borosch Xcellence Realty Independent, Inc.

  315 Lake Mariam Blvd, Winter Haven, FL 33884
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  /40

  $229,900

  $8K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,651 Sq Ft

  381 San Jose Dr, Winter Haven, FL 33884

  Welcome to this wonderful 3 bedroom, 2 bathroom home located on a spacious corner lot with NO rear neighbors in the desirable Orchid Springs community in SE Winter Haven. NEW METAL ROOF PUT ON IN 2021 AND AC REPLACED IN 2023! Offering a versatile split-bedroom floor plan, this home features a living room, dining room & a family room, providing plenty of space for both everyday living and

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  381 San Jose Dr, Winter Haven, FL 33884
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  $350,990

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,308 Sq Ft

  1734 Hummingbird Rd, Winter Haven, FL 33884

  Under Construction. Welcome to the Campbell, a stunning four-bedroom, two and a half bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. A beautiful patio welcomes you to a home that optimizes living space with an open concept kitchen overlooking the living area, dining room, and outdoor lanai. Entertaining is a breeze, as this popular

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  1734 Hummingbird Rd, Winter Haven, FL 33884
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  $385,000

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,356 Sq Ft

  136 Lake Mariam Rd, Winter Haven, FL 33884

  *NEW-PRICE REDUCTION in a classic Winter Haven Community-Beautiful Home!**NEW ROOF 2026 * NEW INSULATION 2026 * NEW HOT WATER HEATER 2026* NEWER AIR CONDITIONER 2020*Welcome to the classic neighborhood of Lakewood, located in Southeast Winter Haven. This spacious 4 bedroom, 3 bath home, & with the additional 4th bedroom it offers versatility, including a closet, private sliding door

  Jill Baird KELLER WILLIAMS ADVANTAGE III

  136 Lake Mariam Rd, Winter Haven, FL 33884
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  /37

  $380,000

  $45K PRICE DROP

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

  1328 Daisy Field Dr, Winter Haven, FL 33884

  HUGE $45,000 PRICE DROP! Welcome to one of the largest homes in the desirable Harmony Lake Eloise community! This spacious 5-bedroom, 3-bathroom residence offers a versatile and thoughtfully designed layout perfect for modern living. A generously sized flex room—currently used as a dining area—can easily be converted into a 6th bedroom, home office, or bonus space to suit your needs. The spacious

  David Small KELLER WILLIAMS REALTY SMART 1

  1328 Daisy Field Dr, Winter Haven, FL 33884
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  /2

  $314,900

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,863 Sq Ft

  1782 White Elephant Loop, Winter Haven, FL 33884

  The Summit plan offers four spacious bedrooms and two bathrooms, providing ample space for your family! The master retreat is a true sanctuary, featuring a spacious bedroom that connects to a luxurious master bathroom. The bathroom includes a dual sink vanity for added convenience and a step-in shower. With thoughtful design throughout, this home creates a peaceful and inviting atmosphere for

  Beth Stoothoff WATSON REALTY CORP

  1782 White Elephant Loop, Winter Haven, FL 33884

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