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Winter Haven, FL Homes for Sale with Pool

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  • /27

    $358,490 New Construction

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

    4407 Blackwell Ave, Lake Wales, FL 33859

    Under Construction. "Welcome to the Lakeside, one of our one-story floorplans featured in our Annabelle in Lake Wales, Florida. Take your pick between two artfully designed exteriors.Inside this beautiful 5 bedroom, 3 bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    4407 Blackwell Ave, Lake Wales, FL 33859
  • /26

    $353,490 New Construction

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

    4415 Blackwell Ave, Lake Wales, FL 33859

    Under Construction. "Welcome to the Lakeside, one of our one-story floorplans featured in our Annabelle in Lake Wales, Florida. Take your pick between two artfully designed exteriors.Inside this beautiful 5 bedroom, 3 bathroom home, you'll find 2,077 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    4415 Blackwell Ave, Lake Wales, FL 33859
  • /7

    $342,390 New Construction

    • 4 Beds
    • 3 Baths
    • 1,988 Sq Ft

    3873 Giorgio Dr, Winter Haven, FL 33884

    Under Construction. Brand new, energy-efficient home available by Aug 2025! Open floor plan creates a unified living space with a large great room that overlooks the kitchen. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    3873 Giorgio Dr, Winter Haven, FL 33884
  • /6

    $336,805 New Construction

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft

    3861 Giorgio Dr, Winter Haven, FL 33884

    Under Construction. Brand new, energy-efficient home available by Aug 2025! Prepare dinner from this home's open kitchen which overlooks a spacious great room. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    3861 Giorgio Dr, Winter Haven, FL 33884
  • /6

    $335,240 New Construction

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft

    3869 Giorgio Dr, Winter Haven, FL 33884

    Under Construction. Brand new, energy-efficient home available by Aug 2025! Prepare dinner from this home's open kitchen which overlooks a spacious great room. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    3869 Giorgio Dr, Winter Haven, FL 33884
  • /10

    $362,702 New Construction

    • 4 Beds
    • 3 Baths
    • 2,387 Sq Ft

    5033 Kaia Ave, Winter Haven, FL 33884

    Under Construction. Brand new, energy-efficient home available by Aug 2025! Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your needs and tech area is perfect for a home office. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    5033 Kaia Ave, Winter Haven, FL 33884
  • /30

    $297,090 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    2240 Chris Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. This expansive two-story Columbus has 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

    Ben Goldstein LENNAR REALTY

    2240 Chris Dr, Winter Haven, FL 33884
  • /24

    $331,990 New Construction

    • 5 Beds
    • 2.5 Baths
    • 2,326 Sq Ft

    1918 Sarah St, Winter Haven, FL 33884

    This two-story home highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family

    Lennar

    Georgia, Winter Haven, FL 33884
  • /4

    Call for Price New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,507 Sq Ft

    Maui, Winter Haven, FL 33881

    MAUI: Beautiful 2  Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Maui  plan is available in Coastal, Farmhouse or Traditional exterior designs.

    DRB Homes

    Maui, Winter Haven, FL 33881
  • /4

    Call for Price New Construction

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft

    Atlantic, Winter Haven, FL 33881

    ATLANTIC: Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Atlantic plan is available in Coastal, Farmhouse or Traditional exterior designs. The front entry and the private garage entry open to the foyer with an optional drop zone. A well-appointed island kitchen is centered between the cafe and the family room with access to the lanai. The primary suite

    DRB Homes

    Atlantic, Winter Haven, FL 33881
  • /4

    Call for Price New Construction

    • 3 Beds
    • 2 Baths
    • 1,598 Sq Ft

    Atwood, Winter Haven, FL 33881

    ATWOOD: Beautiful Single Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! The Atwood plan is available in Coastal, Farmhouse or Traditional exterior designs. Adjacent the gracious foyer you'll find 2 secondary bedrooms and a full bathroom. The well-appointed, island kitchen overlooks to the cafe and adjacent family room. The primary suite boasts a large walk-in closet and an en

    DRB Homes

    Atwood, Winter Haven, FL 33881
  • /4

    Call for Price New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,986 Sq Ft

    Jupiter, Winter Haven, FL 33881

    JUPITER: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and up to 4 Bedrooms! The Jupiter plan is available in Coastal, Farmhouse or Traditional exterior designs.The inviting front porch opens to a gracious foyer with 2 adjacent secondary bedrooms and a full bathroom. The spacious family room is open to the dining area and adjacent kitchen. The primary suite boasts an en suite

    DRB Homes

    Jupiter, Winter Haven, FL 33881
  • /4

    Call for Price New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,227 Sq Ft

    Naples, Winter Haven, FL 33881

    NAPLES: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living, Loft and up to 5 Bedrooms! The Naples plan is available in Coastal, Farmhouse or Traditional exterior designs.The inviting front porch opens to a gracious foyer with adjacent powder room. The well-appointed, island kitchen is open to the adjoining cafe and spacious family room. . The primary suite boasts an en suite

    DRB Homes

    Naples, Winter Haven, FL 33881
  • /4

    Call for Price New Construction

    • 4 Beds
    • 3 Baths
    • 2,334 Sq Ft

    Ponte Verda, Winter Haven, FL 33881

    POINTE VERDE: Beautiful 2 Level, 2 Car Garage Home with Open Concept Living , Loft and up to 5 Bedrooms! The Pointe Verde plan is available in Coastal, Farmhouse or Traditional exterior designs. The gracious foyer leads to the cafe area and the well-appointed island kitchen that overlooks the spacious family room. The 2nd level primary suite boasts an en suite bathroom with dual sink vanity,

    DRB Homes

    Ponte Verda, Winter Haven, FL 33881
  • /25

    $364,990 New Construction

    • 5 Beds
    • 3 Baths
    • 2,691 Sq Ft

    2779 San Marco Way, Winter Haven, FL 33884

    READY NOW! Discover the perfect blend of modern convenience and timeless design in The Springfield, a beautifully crafted residence located in the sought-after Villamar community—part of our Heritage Collection. This two-story home offers 2,691 square feet of thoughtfully planned living space, blending classic charm with contemporary comfort.Step into a welcoming foyer that sets the tone

    Charles Pennant NEW HOME STAR FLORIDA LLC

    2779 San Marco Way, Winter Haven, FL 33884
  • /5

    $338,967 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,405 Sq Ft

    2331 Brassie Ct, Winter Haven, FL 33884

    Under Construction. This two-story home features 4 bedrooms and 2 and a half baths. This Home begins with a two-story foyer opening up to the spacious first floor living spaces. The kitchen shines with abundant counter space and an island perfect for entertaining, Upstairs, you will find all four bedrooms. CUSTOM EXTERIOR includes 30-year mildew resistant dimensional shingles Cementitious masonry

    Delana Bender ADAMS HOMES REALTY

    2331 Brassie Ct, Winter Haven, FL 33884
  • /5

    $325,529 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,202 Sq Ft

    2335 Brassie Ct, Winter Haven, FL 33884

    Under Construction. This two-story home features 4 bedrooms and 2 and a half baths. This Home begins with a two-story foyer opening up to the spacious first floor living spaces. The kitchen shines with abundant counter space and an island perfect for entertaining, Upstairs, you will find all four bedrooms and the designated laundry room. CUSTOM EXTERIOR includes 30-year mildew resistant

    Delana Bender ADAMS HOMES REALTY

    2335 Brassie Ct, Winter Haven, FL 33884
  • /5

    $329,366 New Construction

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    1533 Leamington Ln, Winter Haven, FL 33884

    Under Construction. Step into a home that instantly wraps you in warmth and possibility. Bathed in natural light from an impressive double window, this radiant space is more than just a room — it's a blank canvas ready for your next chapter.Imagine a serene home office, a play zone, an inspiring craft studio, or a cozy library nook — this flexible space effortlessly adapts to your lifestyle.

    Delana Bender ADAMS HOMES REALTY

    1533 Leamington Ln, Winter Haven, FL 33884
  • /18

    $366,589 New Construction

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

    5131 Kinsley Dr, Winter Haven, FL 33859

    Under Construction. This spacious Slate floorplan will catch your eye when you enter its 8' exterior doorway. The kitchen features preeminent quartz countertops, upgraded 42" cabinets, and stainless GE dishwasher, microwave and stovetop. Contemporary 7"x22" wood grain tile adorns the entry way, great room, kithchen and bathrooms! You'll enjoy Florida living at it finest with double sliding doors

    Stephanie Morales THE REALTY EXPERIENCE POWERED BY LRR

    5131 Kinsley Dr, Winter Haven, FL 33859
  • /25

    $340,190 New Construction

    • 4 Beds
    • 2 Baths
    • 1,824 Sq Ft

    1507 Jessica Blvd, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. BEAUTIFUL CORNER LOT!! This new single-story Celeste is a modern take on a classic design. Down the foyer is a spacious and open-plan family room which has direct access to the cozy dining room, well-equipped kitchen and attached patio, perfect for everyday living. In a private corner is the owner’s suite with a convenient

    Ben Goldstein LENNAR REALTY

    1507 Jessica Blvd, Winter Haven, FL 33884
  • /7

    $310,705 New Construction

    • 4 Beds
    • 2 Baths
    • 1,607 Sq Ft

    5009 Kaia Ave, Winter Haven, FL 33884

    Under Construction. Brand new, energy-efficient home available by Aug 2025! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven,

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    5009 Kaia Ave, Winter Haven, FL 33884
  • /19

    $315,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    3896 Giorgio Dr, Winter Haven, FL 33884

    Brand new, energy-efficient home available NOW! Entertain with ease in your spacious kitchen with adjoining dining and great room. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    3896 Giorgio Dr, Winter Haven, FL 33884
  • /19

    $318,350 New Construction

    • 4 Beds
    • 3 Baths
    • 1,988 Sq Ft

    3908 Giorgio Dr, Winter Haven, FL 33884

    Under Construction. Brand new, energy-efficient home available by Jul 2025! Open floor plan creates a unified living space with a large great room that overlooks the kitchen and dining area. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven,

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    3908 Giorgio Dr, Winter Haven, FL 33884
  • /16

    $285,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,695 Sq Ft

    5001 Kaia Ave, Winter Haven, FL 33884

    Under Construction. Brand new, energy-efficient home available by Jul 2025! Configure the flex room in the front of the home to an at home office space or hobby space. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL.

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    5001 Kaia Ave, Winter Haven, FL 33884
  • /36

    $330,990 New Construction

    • 6 Beds
    • 3 Baths
    • 2,463 Sq Ft

    2220 Chris Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. BEAUTIFUL CORNER LOT!! This new two-story home boasts a modern layout with an open-concept floorplan consisting of a stylish kitchen, dining room and family room on the first floor. A convenient bedroom is located toward the back of the home, perfect as a guest suite or home office. Five additional bedrooms can be found upstairs,

    Ben Goldstein LENNAR REALTY

    2220 Chris Dr, Winter Haven, FL 33884
  • /38

    $325,990 New Construction

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

    4403 Blackwell Ave, Lake Wales, FL 33859

    Under Construction. "The Aria is one of our one-story floorplans featured in Annabelle 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 overlooking

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    4403 Blackwell Ave, Lake Wales, FL 33859
  • /20

    $324,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,068 Sq Ft

    2739 San Marco Way, Winter Haven, FL 33884

    READY NOW! Your Dream Home Awaits in the Gorgeous Villa Mar Community! This move-in-ready residence offers the perfect blend of modern elegance and everyday functionality, thoughtfully crafted with high-end upgrades throughout. Located in the scenic Villa Mar community—celebrated for its picturesque lakes, sidewalk-lined streets, and resort-style amenities including a community pool—you’ll enjoy

    Charles Pennant NEW HOME STAR FLORIDA LLC

    2739 San Marco Way, Winter Haven, FL 33884
  • /21

    $375,686 New Construction

    • 5 Beds
    • 3 Baths
    • 2,670 Sq Ft

    5159 Kinsley Dr, Lake Wales, FL 33859

    Under Construction. Welcome to this notable Tourmaline home, ready for quick move-in! Included features: a covered entry; a smartly planned kitchen offering white 42" cabinets, stainless-steel appliances, a sizable island, and an adjacent dining area; an impressive great room; a main-floor bedroom and full bath; a spacious loft; a lavish primary suite showcasing an immense walk-in closet and a

    Stephanie Morales THE REALTY EXPERIENCE POWERED BY LRR

    5159 Kinsley Dr, Lake Wales, FL 33859
  • /19

    $275,890 New Construction

    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft

    4957 Kaia Ave, Winter Haven, FL 33884

    Brand new, energy-efficient home available NOW located in the community of Villamar! Home has an open floor plan with a lot of flexibility. Primary suite is conveniently situated in the back of the home for plenty of privacy and offers a huge walk-in closet and bathroom with dual sink vanity and standalone shower. This everglades model is built with innovative, energy-efficient features

    William Perry PREFERRED REAL ESTATE BROKERS

    4957 Kaia Ave, Winter Haven, FL 33884
  • /20

    $281,225 New Construction

    • 3 Beds
    • 2 Baths
    • 1,483 Sq Ft

    4973 Kaia Ave, Winter Haven, FL 33884

    Brand new, energy-efficient home available NOW located in the community of Villamar! Home has an open floor plan with a lot of flexibility. Primary suite is conveniently situated in the back of the home for plenty of privacy and offers a huge walk-in closet and bathroom with dual sink vanity and standalone shower. This everglades model is built with innovative, energy-efficient features

    William Perry PREFERRED REAL ESTATE BROKERS

    4973 Kaia Ave, Winter Haven, FL 33884
  • /19

    $293,240 New Construction

    • 3 Beds
    • 2 Baths
    • 1,429 Sq Ft

    2224 Chris Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. This Beautiful Belmont is laid out on a single level for low maintenance living. Two secondary bedrooms share a bathroom in the hall at the front of the home, while the owner’s suite is tucked into the back corner with an attached bathroom and walk-in closet. Down the foyer is the open-concept living area, which includes a fully

    Ben Goldstein LENNAR REALTY

    2224 Chris Dr, Winter Haven, FL 33884
  • /3

    $370,686 New Construction

    • 5 Beds
    • 3 Baths
    • 2,670 Sq Ft

    Tourmaline, Winter Haven, FL 33838

    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

    Tourmaline, Winter Haven, FL 33838
  • /6

    $303,950 New Construction

    • 2 Beds
    • 2 Baths
    • 1,718 Sq Ft

    Azure, Winter Haven, FL 33838

    Formal entry and hallway as you enter the home with study located at front of home. Spacious great room with kitchen open to dining and family entertainment area that then open to a covered patio. Great size owner's bedroom with dual sink owner's bath and walk in closet. Convenient mud room and laundry room at entry from garage. Optional 3rd bedroom at study available.

    Richmond American Homes

    Azure, Winter Haven, FL 33838
  • /9

    $379,999 New Construction

    • 5 Beds
    • 3 Baths
    • 2,850 Sq Ft

    Moonstone, Winter Haven, FL 33838

    Spacious and accommodating, the two-story Moonstone features an open-concept main floor and four charming bedrooms upstairs. Just off the entryway, you'll find a secluded study with a nearby powder room. Toward the back of the home, a great room flows into an inviting kitchen with a center island and adjacent dining room. Upstairs, a loft offers a versatile common area, and a sprawling owner's

    Richmond American Homes

    Moonstone, Winter Haven, FL 33838
  • /19

    $350,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    4977 Kaia Ave, Winter Haven, FL 33884

    Under Construction. Brand new, energy-efficient home available by Jun 2025! Entertain with ease in your spacious, new kitchen with adjoining dining and great room. Escape to the private primary suite to relax and unwind after a long day. Upstairs loft can be used to best fit your family's needs. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have

    Tatiana Souza MERITAGE HOMES OF FL REALTY

    4977 Kaia Ave, Winter Haven, FL 33884
  • /19

    $362,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,174 Sq Ft

    1523 Jessica Blvd, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. This single-story home shares an open layout between the kitchen, dining area and family room for easy entertaining, along with access to an outdoor space for year-round outdoor lounging. A luxe owner's suite is in the rear of the home and comes complete with an en-suite bathroom and walk-in closet. There are three secondary

    Ben Goldstein LENNAR REALTY

    1523 Jessica Blvd, Winter Haven, FL 33884
  • /3

    $321,950 New Construction

    • 4 Beds
    • 2 Baths
    • 1,919 Sq Ft

    Ruby, Winter Haven, FL 33838

    The single-story Ruby plan was designed for entertaining, offering a generous great room, an open dining area and a relaxing covered patio. You'll also appreciate an impressive kitchen with a center island and a walk-in pantry, as well as a lavish primary suite with a private bath and an immense walk-in closet. This home will be built with either two secondary bedrooms and a study or three

    Richmond American Homes

    Ruby, Winter Haven, FL 33838
  • /3

    $353,950 New Construction

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

    Slate, Winter Haven, FL 33838

    The thoughtfully designed Slate floor plan opens with two bedrooms flanking a full hall bath. Beyond the entry, you'll find an open layout with a dining nook, a great room with access to an inviting covered patio, and a kitchen with a center island, walk-in pantry and abundant cabinetry. The owner's suite is nearby, offering a generous walk-in closet and a private bath with optional dual sinks, a

    Richmond American Homes

    Slate, Winter Haven, FL 33838
  • /23

    $284,990 New Construction

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

    377 Kayden Cove, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. This expansive two-story Columbus has 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

    Ben Goldstein LENNAR REALTY

    377 Kayden Cove, Winter Haven, FL 33884
  • /24

    $301,890 New Construction

    • 5 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    2223 Chris Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. The first floor of the stunning Edison two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in

    Ben Goldstein LENNAR REALTY

    2223 Chris Dr, Winter Haven, FL 33884

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