Cypress Gardens Homes for Sale

• 

  

  

  /31

  $263,990

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,673 Sq Ft

  2765 Gladiola Rd, Winter Haven, FL 33884

  Under Construction. The Glen is one of our two-story townhome floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Welcome to this stylish and modern townhome nestled in a serene community. Boasting three spacious bedrooms, two and a half luxurious baths, and a convenient two-car garage, this residence offers the perfect blend of comfort and functionality. This

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  2765 Gladiola Rd, Winter Haven, FL 33884
• 

  

  

  /49

  $379,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,218 Sq Ft

  104 Woden Way, Winter Haven, FL 33884

  Valhalla - A GATED subdivision with pool, club house and more! 3-bedroom, 2-bath villa home with a connecting property but considered a single family home. This special villa has a functional layout with updated features throughout. A screened entry with leaded glass doors opens to vaulted ceilings and custom architectural touches. The open concept kitchen includes granite countertops, custom

  Karen Myers CENTURY 21 MYERS REALTY

  104 Woden Way, Winter Haven, FL 33884
• 

  

  

  /6

  $123,000

  • 2 Beds
  • 1 Bath
  • 625 Sq Ft

  107 Lake Elizabeth Dr, Winter Haven, FL 33884

  Opportunity awaits with this affordable 2-bedroom, 1-bath home in the desirable Lake Mariam area of Winter Haven! Offering approximately 625 square feet, this property is full of potential and is ideal for investors, first-time homebuyers, or anyone looking to downsize and add their own personal touches. With a functional floor plan and a great location close to shopping, dining, medical

  Susanna Welch UNITED COUNTRY DICKS REALTY

  107 Lake Elizabeth Dr, Winter Haven, FL 33884
• 

  

  

  /30

  $274,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

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

  The Allex is one of our one-story floorplans featured in our Harmony at Lake Eloise in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for

  D.R. Horton Builder

  1651 Hummingbird Rd Unit 36202784, Winter Haven, FL 33880
• 

  

  

  /34

  $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
• 

  

  /35

  $115,500

  $14K 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
• 

  

  /48

  $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
• 

  

  /44

  $229,500

  $8K PRICE DROP

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

  1561 Vienna Square Dr, Winter Haven, FL 33884

  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 GREAT GATED

  Glenda Pruitt FLORIDA HOME CHOICE REALTY

  1561 Vienna Square Dr, Winter Haven, FL 33884
• 

  

  /43

  $369,900

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

  1015 Robin Ln, Winter Haven, FL 33884

  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 ALL NEW DUCTWORK

  David Small KELLER WILLIAMS REALTY SMART 1

  1015 Robin Ln, Winter Haven, FL 33884
• 

  

  /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
• 

  

  /24

  $265,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,040 Sq Ft

  352 Vail Dr, Winter Haven, FL 33884

  Move-in ready and priced to sell! Located in a quiet, neighborhood with a low HOA of just $200 annually, this beautifully updated 3-bedroom, 2-bath home offers exceptional value, major system updates, and endless potential on a spacious quarter-acre lot. Step inside to discover an inviting open-concept layout where the living room, dining area, and kitchen flow seamlessly together, creating the

  Emily Ward EXP REALTY LLC

  352 Vail Dr, Winter Haven, FL 33884
• 

  

  /19

  $279,900

  New Construction $70K PRICE DROP

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

  1787 White Elephant Loop, Winter Haven, FL 33884

  NO CDD fees! Welcome to Peach Crossings, Winter Haven’s newest community! This brand-new three-bedroom, two-bathroom home is designed for both comfort and style. The kitchen is the heart of the home, offering ample counter space—perfect for meal prep and entertaining. It comes fully equipped with Whirlpool stainless steel appliances, including a refrigerator, stove, dishwasher, and microwave—all

  Gayle Van Wagenen LGI REALTY- FLORIDA, LLC

  1787 White Elephant Loop, Winter Haven, FL 33884
• 

  

  /13

  $553,900

  New Construction $16K 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 • Luxury Heated Pool • Resort-style backyard • Oversized homesite • Two primary suites and large kitchen island. Beautifully maintained and gently lived-in upscale home situated on an oversized 70’ wide homesite in a desirable community offering low HOA fees and *lower property taxes. Designed for both comfort and entertaining, this expansive

  Steven Koleno BEYCOME OF FLORIDA LLC

  1213 Michelangelo Ln, Winter Haven, FL 33884
• 

  

  /23

  $279,000

  $21K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,449 Sq Ft

  250 Volusia Dr, Winter Haven, FL 33884

  HUGE PRICE DROP! Welcome to this charming 3-bedroom, 2-bathroom home in Winter Haven, offering an open and functional layout perfect for everyday living and entertaining. This solid single-family residence features approximately 1,449 sq. ft. of comfortable living space, including a cozy living/dining combination and a well-appointed kitchen. The property boasts significant recent upgrades,

  David Small KELLER WILLIAMS REALTY SMART 1

  250 Volusia Dr, Winter Haven, FL 33884
• 

  

  /46

  $258,500

  • 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
• 

  $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
• 

  /2

  $269,900

  New Construction $8K PRICE DROP

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

  3111 Firebrush Ln, Winter Haven, FL 33884

  Under Construction. Find everything you need in Harmony on Lake Eloise! Located just minutes from world class theme parks and attractions, Harmony on Lake Eloise is the perfect community to call home with its beautiful Florida lifestyle and amenities. This community boasts stunning home sites. You'll enjoy the sparkling local lakes practically in your backyard and the best local restaurants and

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  3111 Firebrush Ln, Winter Haven, FL 33884
• 

  

  /57

  $849,000

  $50K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,799 Sq Ft

  83 Jenni Ashley Ct, Winter Haven, FL 33884

  Winter Haven, FL is known as the Chain of Lakes City, and this home is located in a beautiful gated subdivision (Skidmore) that sits on Lake Eloise. This subdivision has 1/2 acre lots, with lake views on your neighborhood walk as well as mature and expansive trees and friendly neighbors. Across the lake you can see Lego Land fireworks on special occasions. This 4 bedroom home features 3 indoor

  Sinan Zakaria LISTED SIMPLY

  83 Jenni Ashley Ct, Winter Haven, FL 33884
• 

  

  /41

  $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
• 

  

  /36

  $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
• 

  

  /17

  $308,900

  New Construction $13K PRICE DROP

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

  3807 Pomelo Dr, Winter Haven, FL 33880

  Under Construction. The Aria is one of our one-story floorplans featured in Harmony at Lake Eloise in Winter Haven, Florida. With multiple exteriors to choose from, the Aria is a popular home. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,672 square feet of comfortable living. This all-concrete block constructed, one-story layout optimizes living space with an open concept kitchen

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  3807 Pomelo Dr, Winter Haven, FL 33880
• 

  

  /3

  $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
• 

  

  /38

  $255,000

  $5K PRICE INCREASE

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

  3865 Osprey Pointe Cir, Winter Haven, FL 33884

  "OWNER WILL CREDIT UP TO $15,000 FOR THE COST OF ROOF REPLACEMENT AT CLOSING" FOR SALE: Attractive 3-Bedroom, 2-Bathroom Single-Family Home in Winter Haven! Discover your dream home in Osprey Pointe, where comfort meets style. This home is designed for modern living and entertaining.An open floor plan connects the eat-in kitchen and breakfast bar seamlessly to the living and dining areas,

  Debbie Browning FLORIDA REALTY RESULTS LLC

  3865 Osprey Pointe Cir, Winter Haven, FL 33884
• 

  

  /8

  $500

  • 2 Beds
  • 2 Baths

  309 Jupiter Ave Unit 71, Winter Haven, FL 33884

  Discover an incredible opportunity at 309 Jupiter Ave, located in the peaceful Cypress Harbor 55+ community. This 2-bedroom, 2-bathroom home offers fantastic bones and several valuable upgrades already in place. The layout features a large master bedroom and a nice guest bedroom, along with an updated bathroom. You will stay comfortable year-round thanks to individual split-unit AC systems

  Danna Fields Bedrock MH Sales LLC

  309 Jupiter Ave Unit 71, Winter Haven, FL 33884
• 

  

  /59

  $775,000

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

  3831 Gaines Dr, Winter Haven, FL 33884

  Welcome to this immaculate dream home at 3831 Gaines Dr! This beautifully updated 3-bedroom + office home features an open floor plan with stunning upgrades throughout, including an updated kitchen, modern bathrooms, and spacious living areas designed for both comfort and entertaining. The gorgeous kitchen is complete with brand-new appliances and flows seamlessly into the main living space,

  Vikki Thielen THE MARKET REALTY COMPANY

  3831 Gaines Dr, Winter Haven, FL 33884
• 

  

  /41

  $359,900

  $39K 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
• 

  

  /40

  $237,500

  • 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 & family room, providing plenty of space for both everyday living &

  Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

  381 San Jose Dr, Winter Haven, FL 33884
• 

  

  /55

  $398,000

  $12K PRICE DROP

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

  136 Lake Mariam Rd, Winter Haven, FL 33884

  *Improved PRICE on this 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 access, making it ideal for a bedroom,

  Jill Baird KELLER WILLIAMS ADVANTAGE III

  136 Lake Mariam Rd, Winter Haven, FL 33884
• 

  

  /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
• 

  

  /9

  $300,000

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

  212 Overlook Dr, Winter Haven, FL 33884

  Short Sale. Welcome home to a place where everyday living feels a little more relaxed. Nestled in an established Winter Haven neighborhood, this inviting home offers a wonderful blend of comfort, convenience, and the Florida lifestyle. Step inside to a spacious family room that serves as the heart of the home, offering plenty of space for gathering with friends, enjoying family time, or simply

  Stacey Vazquez KELLER WILLIAMS REALTY AT THE LAKES

  212 Overlook Dr, Winter Haven, FL 33884

Showing Results 121 - 150, Page 4 of 4