Winter Haven, FL Homes for Sale

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  /33

  $329,000

  • 4 Beds
  • 2.5 Baths
  • 2,836 Sq Ft

  5328 Michael Dr, Winter Haven, FL 33884

  Located at 5328 Michael Dr, this two-story residence offers approximately 2,836 square feet of living space with 4 bedrooms and 2.5 bathrooms. The floor plan includes multiple living areas designed for both everyday living and entertaining. The primary suite features walk-in closets and an en suite bathroom. The kitchen is equipped with granite countertops, stainless steel appliances, ample

  Lei Cheng SERVICE NEAR REALTY

  5328 Michael Dr, Winter Haven, FL 33884
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  /32

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  3843 Eloise Estates Ct, Winter Haven, FL 33881

  HUGE PRICE REDUCTION! POND-VIEW MOVE-IN READY HOME! Enjoy a serene setting and modern updates including tile flooring & kitchen backsplash (2022) and a NEW ROOF (2023). Kitchen features granite countertops and stainless steel refrigerator. Spacious master suite with pond view, walk-in closet, and large bathroom. Split bedroom layout offers privacy and comfort. Located near Lake Smart with Chain

  Lamanda Jones CENTURY 21 WATSON & MYERS REALTY

  3843 Eloise Estates Ct, Winter Haven, FL 33881
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  /40

  $725,000

  • 2 Beds
  • 2 Baths
  • 1,208 Sq Ft

  802 Avenue L SW, Winter Haven, FL 33880

  This property NOW INCLUDES 20 STORAGE UNITS and nearly 3 acres of land, creating a truly rare lakefront development opportunity within the Winter Haven Downtown CRA District. Enjoy beautiful views of Lake May with direct access to the Winter Haven Chain of Lakes — a prime location for growth and investment.Current DOR use code (0852) permits duplexes, triplexes, and quadplexes — up to 9 units

  Veronica Bard LA ROSA REALTY PRESTIGE

  802 Avenue L SW, Winter Haven, FL 33880
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  /28

  $224,999

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft

  1904 3rd St NE, Winter Haven, FL 33881

  CONCESSIONS AVAILABLE! Welcome home to this beautifully updated 4 bed, 2 bath in the heart of Winter Haven! Inside you’ll find stylish upgrades like vinyl flooring, granite countertops, and stainless steel appliances. A brand new roof offers peace of mind, and the inviting side yard is perfect for gatherings, gardening, or simply relaxing in the Florida sun. With ~1,400 sq ft, this move-in ready

  Henry Linder XPERT REALTY GROUP

  1904 3rd St NE, Winter Haven, FL 33881
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  /46

  $315,000

  • 4 Beds
  • 2 Baths
  • 1,755 Sq Ft

  1471 Eagle Crest Blvd, Winter Haven, FL 33881

  PRICE REDUCED!!!WELCOME to this beautiful 4-bedroom, 2-bath home, built in 2018, offering 1,755 sq. ft. of comfortable living space on a spacious 0.24-acre fenced lot. Located in a desirable area close to shopping, dining, and major roads, this home is perfect for those seeking both convenience and a peaceful neighborhood feel. Step inside and you'll love the bright and airy vaulted great room

  Gabriela Murillo EXP REALTY LLC

  1471 Eagle Crest Blvd, Winter Haven, FL 33881
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  /27

  $295,740 New Construction

  • 4 Beds
  • 2 Baths
  • 1,498 Sq Ft

  2779 Adeline Ave, Winter Haven, FL 33881

  The property is located at 2779 Adeline Ave WINTER HAVEN FL 33881 priced at 295740, the square foot and stories are 1498, 1.The number of bath is 2, halfbath is 0 there are 4 bedrooms and 2 garages. For more details please, call or email.

  D.R. Horton Builder

  2779 Adeline Ave, Winter Haven, FL 33881
• 

  Price To Be Determined New Construction

  • 3 Beds
  • 2 Baths
  • 1,970 Sq Ft

  Plan 1970 at VillaMar - Villamar, Winter Haven, FL 33884

  Adams Homes Builder

  836 Vienna Dr Unit 36449687, Winter Haven, FL 33884
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  /31

  $239,900

  • 2 Beds
  • 2 Baths
  • 1,368 Sq Ft

  14 Enclave Dr, Winter Haven, FL 33884

  Fresh on the market is this meticulously maintained and professionally updated 2 bedroom 2 bath villa located in the sought after "Enclave" neighborhood in Cypresswood, a gated golf community in SE Winter Haven.The open floor plan features an expansive kitchen with breakfast nook, spacious living/dining room combo, split bedrooms with ample closets, inside laundry area equipped with a washer

  Steven Smith, PA LOCKHART & ASSOCIATES INC

  14 Enclave Dr, Winter Haven, FL 33884
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  /28

  $380,000

  • 4 Beds
  • 2 Baths
  • 1,619 Sq Ft

  1731 Avenue C NE, Winter Haven, FL 33881

  Exclusive property in Winter Haven featuring a 4-bedroom main home, private pool, independent studio, and parking for up to 6 cars. Located in a peaceful and welcoming city known for its beautiful lakes and excellent quality of life, this property offers comfort, space, and great potential. The main house includes 4 spacious bedrooms, 2 beautifully updated bathrooms, a fully renovated kitchen

  Paola Millan LA ROSA REALTY LLC

  1731 Avenue C NE, Winter Haven, FL 33881
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  /49

  $199,000

  • 3 Beds
  • 2 Baths
  • 1,278 Sq Ft

  1039 Medinah Dr, Winter Haven, FL 33884

  1 OWNER HOME!! Don't miss out on this 2 bed 2 bath tennis villa in the highly desired neighborhood of Cypresswood. The HOA takes care of the roof, lawn, paint, and exterior maintenance. Enjoy the security of living in a community with a 24 hour guard at the gate. There is plenty to do all within the community. There is a golf course, restaurant, community pool and tennis courts. The home has all

  Robert webb JOHN WEBB INC

  1039 Medinah Dr, Winter Haven, FL 33884
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  /27

  $294,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,498 Sq Ft

  2786 Adeline Ave, Winter Haven, FL 33881

  Under Construction. Located in the heart of Winter Haven, Willowbrook South puts you close to the area's Chain of Lakes, beautiful parks, and an array of dining and shopping. With top attractions and everyday conveniences just minutes away, your new home here keeps you connected to everything you love. Your new home at Willowbrook South places you right where you want to be. Now let me Introduce

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  2786 Adeline Ave, Winter Haven, FL 33881
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  /25

  $279,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,479 Sq Ft

  Amaryllis Plan at Harbor at Lake Henry - Single-Family Homes, Winter Haven, FL 33881

  Adore life in the Amaryllis by Highland Homes, an affordable, open-layout home designed for modern living! The Amaryllis features: A flowing, open living area including a gathering room, dining room, and kitchen with a pantry and counter-height breakfast bar, all under an airy volume ceiling. An owner's suite with a walk-in wardrobe and private en-suite bath including seated vanity space (or

  Highland Homes Builder

  612 Ituna Cir Unit 37319227, Winter Haven, FL 33881
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  /69

  $98,500

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  948 Heartwood Cypress Dr, Winter Haven, FL 33881

  This well-maintained 2014 Nobility Lindsay, owned and occupied part-time by its original owner, is perfectly priced and move-in ready. Located in beautiful Cypress Creek Village, a premier 55+ community, this 3-bedroom, 2-bath home offers an affordable and comfortable Florida lifestyle - and it comes fully furnished. The spacious living room (16'6" x 18'2") features an open layout with

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

  948 Heartwood Cypress Dr, Winter Haven, FL 33881
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  /15

  $215,000

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft

  196 Durrell Cir, Winter Haven, FL 33884

  This 3-bedroom, 2-bathroom home located in the Florida Highland Co neighborhood. This residence offers a classic and straightforward layout that provides a comfortable living environment for a variety of lifestyles. The heart of the home features a kitchen equipped with a mix of black and white appliances, complemented by durable laminate countertops that offer plenty of workspace for daily meal

  Robert Salmons ENTERA REALTY LLC

  196 Durrell Cir, Winter Haven, FL 33884
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  /20

  $26,900

  • Land
  • 0.1 Acre
  • $269,000 per Acre

  0 Chinaberry Dr, Winter Haven, FL 33881

  Welcome to Brookhaven Village 55+ Community. This community amenities include a pool, clubhouse, shuffleboard courts and a variety of activities. Low HOA monthly fee of $34.00. Residents on the outside perimeter may have up to 2 dogs weighing 30 lbs or less, inside lots are designated pet free lots. Enjoy walking, biking and golf cart riding throughout the community. This is the last vacant lot

  Derek Werner TRUE FLORIDA REALTY LLC

  0 Chinaberry Dr, Winter Haven, FL 33881
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  /14

  $326,999 New Construction

  • 3 Beds
  • 2 Baths
  • 1,815 Sq Ft

  Baymont Plan at Ashton Covey, Winter Haven, FL 33884

  The Baymont 2-car garage single-family home has it all, all on one level. A welcoming foyer invites you inside and leads you past 2 spacious bedrooms to a unique flex space, which can be used as a study or an additional bedroom. From there, a large great room is where you’ll make memories with family and friends, and it flows directly into the gourmet kitchen. Set up games or enjoy homemade meals

  Ryan Homes Builder

  1981 Quail Fields Cir Unit 36142181, Winter Haven, FL 33884
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  /25

  $69,900

  • 2 Beds
  • 2 Baths

  235 Hummingbird Ln, Winter Haven, FL 33884

  ON THE CHAIN OF LAKES!! Completely Updated 2-Bedroom/2-Bath Oasis awaits your arrival! Welcome to your DREAM HOME located in the esteemed 55+ Winterset Shores Community in Central Florida! This peaceful LAKESIDE community is the perfect home for water enthusiasts, situated between Lake Winterset and Lake Ruby and within reach of all Chain of Lakes in the heart of Central Florida! It is the BEST

  Teresa Gago Sunset Home Sales

  235 Hummingbird Ln, Winter Haven, FL 33884
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  /39

  $180,000

  • 2 Beds
  • 2 Baths
  • 1,240 Sq Ft

  6092 Southern Oaks Dr, Winter Haven, FL 33884

  Price decrease! Welcome to Garden Grove Oaks, a desirable 55+ community in Winter Haven! This charming move in ready 2-bedroom, 2-bath home offers comfort, convenience, and low-maintenance living in a beautifully maintained setting.The property features a full-yard irrigation system and beautifully landscaped grounds, along with the convenience of an inside laundry room. The sub-floor has

  Carla Meeks MEEKS REAL ESTATE LLC

  6092 Southern Oaks Dr, Winter Haven, FL 33884
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  /31

  $409,900 New Construction

  • 5 Beds
  • 3 Baths
  • 2,244 Sq Ft

  1774 White Elephant Loop, Winter Haven, FL 33884

  Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home perfectly positioned on a corner lot with no side neighbors and no front neighbors. Located right next to the community playground, this home offers both privacy and convenience for families. As you step inside, a long and welcoming foyer sets the stage for the open and thoughtfully designed

  Gayle Van Wagenen LGI REALTY- FLORIDA, LLC

  1774 White Elephant Loop, Winter Haven, FL 33884
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  /12

  $70,000

  • 3 Beds
  • 2 Baths
  • 1,330 Sq Ft

  333 Lake Howard Dr NW Unit 204C, Winter Haven, FL 33880

  Short Sale. Step into one of the largest units at the vibrant 55+ community of Imperial Harbor in Winter Haven! This spacious 3-bedroom, 2-bath condo also features a bonus room. With three comfortable bedrooms, there’s ample space for guests, a home office, or crafting area. Enjoy an active lifestyle with shuffleboard courts, a well-equipped gym, and a billiard room. The heated pool ensures

  Anthony Giglio REALTY COOPERATIVE

  333 Lake Howard Dr NW Unit 204C, Winter Haven, FL 33880
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  /60

  $415,000

  • 6 Beds
  • 4.5 Baths
  • 3,920 Sq Ft

  461 Fish Hawk Dr, Winter Haven, FL 33884

  COMPLETE REMODELING * PRIME LOCATION * HOUSE & INVESTMENTComplete remodeling house6/5 near 4,000 square feet of living area. Short distance from parks as Legoland, restaurants, malls. Great location between Tampa and Orlando. Builders don't build this king of big houses anymore. Brand new fence, new floors, walls and update bathrooms inside, owner invested more than $50,000 on new updates.

  Gino Dapello KELLER WILLIAMS REALTY SMART 1

  461 Fish Hawk Dr, Winter Haven, FL 33884
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  /18

  $283,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,874 Sq Ft

  Columbus Plan at VillaMar, Winter Haven, FL 33884

  This expansive two-story home boasts a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient

  Lennar Builder

  6614 Crescent Loop Unit 38667745, Winter Haven, FL 33884
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  /19

  $120,000

  • 2 Beds
  • 2 Baths
  • 1,252 Sq Ft

  404 Country Ln NE Unit 404, Winter Haven, FL 33881

  Short Sale. Welcome to your new home in this peaceful and well-maintained community! This spacious 2-bedroom, 2-bathroom condo offers comfortable, low-maintenance living with all the amenities you need to relax and enjoy life. Step inside to find a bright and open floor plan with generous living space, a well-equipped kitchen, and private bedrooms on opposite sides for added privacy. The primary

  Casandra Vann KELLER WILLIAMS REALTY SMART

  404 Country Ln NE Unit 404, Winter Haven, FL 33881
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  /16

  $3,500,000

  • Land
  • 24.88 Acres
  • $140,675 per Acre

  3000 Lucerne Park Rd, Winter Haven, FL 33881

  This expansive 25-acre parcel on Lucerne Park Rd, in Winter Haven, FL is a prime residential development opportunity. It carries R-2 zoning, allowing for 2 to 5 single-family homes per acre. The property is beautifully situated on Lake Rochelle. It is also just 10 minutes away from many other recreational amenities, including the scenic Willowbrook Golf Course. Its close proximity to Route 27,

  Susan Gale One Sotheby's International Realty

  3000 Lucerne Park Rd, Winter Haven, FL 33881
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  /22

  $310,000

  • 4 Beds
  • 2 Baths
  • 1,882 Sq Ft

  1340 Daisy Field Dr, Winter Haven, FL 33884

  SELLER MOTIVATED!!! Welcome to this stunning corner-lot home located in the desirable community of Harmony on Lake Eloise — just minutes from LEGOLAND and perfectly situated between Tampa and Orlando! This beautifully designed property offers a modern open-concept floor plan ideal for today’s lifestyle. Step inside to find elegant shaker-style cabinets, quartz countertops, and a stainless-steel

  Antonio Chacon PREFERRED REAL ESTATE BROKERS

  1340 Daisy Field Dr, Winter Haven, FL 33884
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  /12

  $269,000

  • 3 Beds
  • 2 Baths
  • 1,507 Sq Ft

  4108 Island Lakes Dr, Winter Haven, FL 33881

  EXCELLENT HOME!!! GREAT INVESTMENT OPPORTUNITY!! MUST SEE THIS HOME!

  Roque Acevedo ONE TEAM REALTY

  4108 Island Lakes Dr, Winter Haven, FL 33881
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  /57

  $429,900

  • 4 Beds
  • 3 Baths
  • 2,362 Sq Ft

  225 Franklin Ct, Winter Haven, FL 33881

  ***PRICE REDUCTION*** Refined luxury meets modern efficiency in this stunning 4-bedroom, 3-bath home located in the private gated community of Hampton Cove, tucked away on a peaceful cul-de-sac, accented by elegant brick exterior detailing. Designed for both sophistication and comfort, this meticulously upgraded home offers timeless finishes, flexible living spaces, and exceptional energy

  Jessica Hancock-Batson THE STONES REAL ESTATE FIRM

  225 Franklin Ct, Winter Haven, FL 33881
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  /2

  $279,490 New Construction

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

  3081 Firebrush Ln, Winter Haven, FL 33884

  Under Construction. Welcome to Harmony at Lake Eloise, a new home community in Winter Haven. This community is currently offering 14 floorplans that range from single-story to two-story with 3 to 5 bedrooms, up to 3 bathrooms, and 2-3 car garages. Step inside and be greeted by an open floorplan meant for modern living. In the kitchen, you'll find shaker-style cabinets for that elegant touch,

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  3081 Firebrush Ln, Winter Haven, FL 33884
• 

  

  /18

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,616 Sq Ft

  357 Squires Grove Dr, Winter Haven, FL 33880

  Stunning 3-Bedroom, 2-Bath Home – Move-In Ready! Welcome to this move-in ready home in a prime location! Boasting a spacious and open floor plan, this 3-bedroom, 2-bathroom gem offers the perfect blend of comfort and style. Enjoy An extra-large back patio for these summer evening BBQ's! The well-appointed kitchen features stainless steel appliances, a convenient breakfast bar, a closet pantry,

  Lesley Guarino CITRAVEST MANAGEMENT LLC

  357 Squires Grove Dr, Winter Haven, FL 33880
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  /6

  $323,950 New Construction

  • 4 Beds
  • 3 Baths
  • 2,051 Sq Ft

  Tarragon Plan at Annabelle Estates, Lake Wales, FL 33859

  Richmond American Homes Builder

  4130 Old Bartow Lake Wales Rd Unit 37316200, Lake Wales, FL 33859
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  /15

  $356,950 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,679 Sq Ft

  Tourmaline Plan at Annabelle Estates, Lake Wales, FL 33859

  The two-story Tourmaline plan greets guests with a charming covered entry. On the main floor, you'll find a private study and convenient powder room that can be optioned as an additional bedroom and bathroom. A spacious great room, a dining nook and a well-appointed kitchen featuring an island and center-meet doors leading onto a relaxing patio are also included. Upstairs, discover a laundry, a

  Richmond American Homes Builder

  4130 Old Bartow Lake Wales Rd Unit 36431505, Lake Wales, FL 33859
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  /47

  $330,000

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft

  188 Black Skimmer Ln, Winter Haven, FL 33880

  Welcome to your beautiful home in the peaceful Lake Deer community of Winter Haven! Built in 2020, this energy-efficient 3-bedroom, 2-bath home with a 2-car garage sits on a spacious corner lot and offers the perfect blend of modern upgrades and country tranquility. Step inside and you’ll immediately notice the open-concept layout and attention to detail throughout. The kitchen is a chef’s dream

  Jill Aubin RE/MAX REALTY UNLIMITED

  188 Black Skimmer Ln, Winter Haven, FL 33880
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  /4

  $90,000

  • Land
  • 0.14 Acre
  • $642,857 per Acre

  831 4th St, Winter Haven, FL 33881

  Build your vision on this vacant lot located on 4th Lake Ida Street in Winter Haven. This property offers a great opportunity to create the home or investment project you’ve been planning. Situated in an established area, the lot provides convenient access to nearby shopping, dining, schools, and major roadways while still maintaining the quiet feel of a residential neighborhood. Whether you're

  Wendy Delgado ALL COUNTY POLK PROPERTY MANAG

  831 4th St, Winter Haven, FL 33881
• 

  

  /18

  $322,900 New Construction

  • 4 Beds
  • 2 Baths
  • 1,857 Sq Ft

  Remy Plan at VillaMar, Winter Haven, FL 33884

  Welcome home to the Remy by Highland Homes, featuring beautifully designed spaces including a spacious, open living area and spacious owner's suite! The Remy features: A spacious gathering room and kitchen with a large counter-height island, walk-in pantry, and adjacent dining cafe, all under an airy volume ceiling. A spacious owner's suite with a walk-in wardrobe and dual-vanity en-suite bath

  Highland Homes Builder

  521 Vittorio Dr Unit 37315964, Winter Haven, FL 33884
• 

  

  /18

  $349,521 New Construction

  • 4 Beds
  • 3 Baths
  • 2,077 Sq Ft

  5347 Mickey Ave, Winter Haven, FL 33884

  This home offers, 9"4' ceilings and 8' doors, 42' cabinets, white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home, all bedrooms, family room, and covered lanai are prewired for ceiling fans, secondary bedroom with its own bathroom.

  Stephanie Morales AXEN REALTY, LLC

  5347 Mickey Ave, Winter Haven, FL 33884
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  /32

  $284,900

  • 3 Beds
  • 2.5 Baths
  • 1,685 Sq Ft

  110 Morning Glory Cir, Winter Haven, FL 33884

  **Seller offering $5,000 Flooring Allowance*** This home has been thoughtfully cared for with MAJOR UPDATES ALREADY COMPLETED, including a new A/C in 2025, hot water heater in 2021, new garage door opener 2023, and a tile roof that passed inspection in 2023. Outside, you’ll love the lush, beautifully landscaped backyard garden, providing a serene and private retreat with a bright and spacious

  Krystal Maddox DALTON WADE INC

  110 Morning Glory Cir, Winter Haven, FL 33884
• 

  

  /16

  $259,000

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  450 Avenue B NE, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. This Fully Renovated Gem is ready to go! New Roof at Closing! This beautifully renovated 3-bedroom, 2 bathroom home in Winter Haven, Florida, offers modern living in a serene neighborhood near shopping and seasonal markets. The open-concept layout features a spacious living area, a new kitchen with brand-new stainless steel appliances, and stylish

  Austin Williams ALIGN RIGHT REALTY LLC

  450 Avenue B NE, Winter Haven, FL 33881
• 

  $319,120 New Construction

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  443 Ituna Cir, Winter Haven, FL 33881

  Brand-new 3-bedroom home for sale in Winter Haven, Florida! The Ashlyn features an inviting and open living area under an airy volume ceiling. Relax in your private owner's suite featuring a large en-suite bath with a decorative tiled shower with glass enclosure, dual vanities, a closeted toilet, and walk-in wardrobe. Two secondary bedrooms share a hall bath. Plus, enjoy outdoor living on your

  Highland Homes Builder

  443 Ituna Cir, Winter Haven, FL 33881
• 

  

  /28

  $189,500

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

  6450 Hollyberry Ln NE, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. Welcome to 6450 Hollyberry Lane in Brookhaven Village—a highly sought-after 55+ community where you own your land, making this a rare opportunity! This beautifully updated, move-in ready home features new luxury vinyl flooring (2025) and a bright, open layout perfect for everyday living and entertaining. The upgraded kitchen offers butcher block

  David Small KELLER WILLIAMS REALTY SMART 1

  6450 Hollyberry Ln NE, Winter Haven, FL 33881
• 

  

  /25

  $169,900

  • 2 Beds
  • 2 Baths
  • 1,544 Sq Ft

  1709 Woodmount Ln Unit 526, Winter Haven, FL 33881

  2 Bedrooms 2 Bathrooms 1544 sq ft $179,900 Four Lakes Golf Club Lot 526 Fabulous home on interior lot. This 1999 Home of Merit home has 2 bedrooms and 2 bathrooms and an office space with built-in desk and shelving. As you walk in the home you are greeted with a large bar with 4 stools for entertaining. The living space is quite large with lots of windows and natural light. On one end of the home

  Cheryl Dobbs CRF Communities

  1709 Woodmount Ln Unit 526, Winter Haven, FL 33881

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