Southeast Winterhaven Homes for Sale

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  $369,000

  • 3 Beds
  • 3 Baths
  • 2,562 Sq Ft

  3667 Plymouth Dr, Winter Haven, FL 33884

  GOLF CART INCLUDED IN THE SALE OF THE HOME! This spacious single-story home offers over 2,500 square feet of living space. This well-maintained home includes 3 bedrooms, 3 full bathrooms, and a den/flex room that can be used as an office, hobby room, or guest space. The primary suite features an ensuite bathroom with TWO large closets, a walk in shower, tub, dual sinks, and a private water

  Amy Berland CORCORAN CONNECT LLC

  3667 Plymouth Dr, Winter Haven, FL 33884
• 

  $307,900 New Construction

  • 4 Beds
  • 2 Baths
  • 1,754 Sq Ft

  3119 Laurel Oak Ln, Winter Haven, FL 33884

  Move-in ready 4-bedroom home for sale in Winter Haven, Florida! The Paisley features a Craftsman-style exterior and a fully open living area that includes a spacious gathering room, an open kitchen with a counter-height bar and walk-in pantry, and a sunny dining cafe, all under an airy volume ceiling. Unwind in your private owner's suite complete with a large walk-in wardrobe with linen shelves

  Highland Homes Builder

  3119 Laurel Oak Ln, Winter Haven, FL 33884
• 

  $323,900 New Construction

  • 4 Beds
  • 2 Baths
  • 2,029 Sq Ft

  4483 Rapallo Ave, Winter Haven, FL 33884

  Move-in ready, open-layout, 4-bedroom home for sale in Winter Haven, Florida! A homeowner favorite, the Shelby features a welcoming, open living area, a covered lanai, and a luxurious owner's suite complete with an elegant tray ceiling, a walk-in wardrobe, and an en-suite bath including a decorative tiled shower with glass enclosure, dual vanities, a linen closet, and a closeted toilet. This home

  Highland Homes Builder

  4483 Rapallo Ave, Winter Haven, FL 33884
• 

  $279,465 New Construction

  • 4 Beds
  • 2 Baths
  • 1,625 Sq Ft

  5002 Abigail Dr, Winter Haven, FL 33859

  The Bradley floor plan is a well-designed one-story home featuring four spacious bedrooms and two bathrooms. This layout emphasizes an open concept, with the dining room flowing seamlessly into the great room, creating a bright and airy central living space perfect for gatherings. The kitchen offers easy access to the dining area, making meal times and entertaining more convenient. The owner’s

  Dream Finders Homes Builder

  5002 Abigail Dr, Winter Haven, FL 33859
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  $379,000

  • 3 Beds
  • 2 Baths
  • 1,833 Sq Ft

  5337 Hogan Ln, Winter Haven, FL 33884

  Welcome to the luxurious 55+ golf course community of Lake Ashton! The home is the Biscayne floor plan, consisting of 3 bedrooms and 2 baths and a 2 car garage. The home and garage are accessible with electronic entry for ease. This home has been a winter retreat and only lived in a few months per year. Beautifully installed ceramic tile throughout and carpet in the bedrooms with 9' ceilings

  Nicholas Costello KEYS TO THE BAY REAL ESTATE

  5337 Hogan Ln, Winter Haven, FL 33884
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  $475,000

  • Land
  • 4.21 Acres
  • $112,827 per Acre

  0 Henry St, Lake Wales, FL 33859

  Super 4.2 acre vacant commercial land site in Lake Wales at State Road 60 and US 27. The property generates $7,000 annually in billboard revenue.Recently reconstructed in a huge Florida Department of Transport project, the State Road 60 and US Highway 27 interchange has been completed, and this area has rejuvenated the area with much smoother and efficient traffic flows. This

  Craig Morby SAUNDERS REAL ESTATE, LLC

  0 Henry St, Lake Wales, FL 33859
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  /34

  $215,000

  • 2 Beds
  • 2 Baths
  • 1,385 Sq Ft

  2853 Attwater Loop, Winter Haven, FL 33884

  Welcome to 2853 Attwater Loop — a warm and inviting home in Traditions at Lake Ruby, one of Winter Haven, FL’s most desirable 55+ active adult communities. This beautifully maintained 2-bedroom, 2-bath residence offers low-maintenance Florida living in a peaceful, gated neighborhood with resort-style amenities and lake access. Built in 2019, the home features a bright and open floor plan that

  Jenelle Grabowicz KELLER WILLIAMS REALTY SMART 1

  2853 Attwater Loop, Winter Haven, FL 33884
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  /27

  $297,000

  • 4 Beds
  • 2 Baths
  • 1,730 Sq Ft

  616 Vittorio Dr, Winter Haven, FL 33884

  Welcome to your future home in the heart of VillaMar, Winter Haven - where modern comfort meets resort style living! Built in 2021, this impeccably maintained single-family residence offers approximately 1,730 square feet of heated living space across 4 spacious bedrooms and 2 well appointed bathrooms. Step inside to discover an open concept layout where the kitchen, featuring an oversized island

  Adriana Oyarce ANCHOR REAL ESTATE

  616 Vittorio Dr, Winter Haven, FL 33884
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  /92

  $399,900

  • 3 Beds
  • 2 Baths
  • 1,847 Sq Ft

  4568 Turnberry Ln, Lake Wales, FL 33859

  Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this beautifully updated and immaculately maintained 3-bedroom, 2-bath home awaits. From the moment you step inside, you’ll feel the home’s fresh, crisp, and welcoming atmosphere—a reflection of thoughtful care and more than $76,000 in upgrades since February 2024, when

  Brad Kirwan GLOBAL LIFESTYLE LLC

  4568 Turnberry Ln, Lake Wales, FL 33859
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  /25

  $299,999

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

  307 Ruby Lake Loop, Winter Haven, FL 33884

  Discover this charming 4-bedroom, 2-bath home with 1,840 sqft of comfortable living space in the highly desirable Ruby Lake neighborhood in Southeast Winter Haven. Located near LEGOLAND®, this home offers both convenience and a great sense of community. Enjoy the generous bedrooms, including a comfortable primary suite, plus a backyard ready for play or entertaining! With a fantastic location

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  (863) 445-9098

  307 Ruby Lake Loop, Winter Haven, FL 33884
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  /73

  $509,000

  • 2 Beds
  • 2 Baths
  • 1,763 Sq Ft

  3829 Litchfield Loop, Lake Wales, FL 33859

  BEAUTIFUL HOME !!!!! LOOKING FOR A HOME WITH A RV GARAGE? Whether you own a motorhome, camper, an oversized truck, or even a boat this is the home for you! This CORONADO RV home BUILT IN 2017 offers everything you would want in a home. Excellent curb appeal and attractive interior design and upgrades; you will fall in love with this open and spacious floor plan. This stylish kitchen with upgraded

  Lori Raath LAKE ASHTON REALTY INC.

  3829 Litchfield Loop, Lake Wales, FL 33859
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  /38

  $284,900

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

  44 Saint Kitts Cir, Winter Haven, FL 33884

  Welcome to Planter’s Walk, one of Southeast Winter Haven’s most desirable established communities! This beautifully updated 3-bedroom, 2-bath home offers comfort, style, and convenience just minutes from dining, shopping, and entertainment, 5 minutes from LEGOLAND Florida, and 25 minutes from Bok Tower Gardens. Featuring an open split-bedroom floor plan with vaulted ceilings and abundant natural

  Manny Quiros RE/MAX HERITAGE PROFESSIONALS

  44 Saint Kitts Cir, Winter Haven, FL 33884
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  $79,900

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  268 Hummingbird Ln, Winter Haven, FL 33884

  NEW PRICE! 2-Bedroom 2-Bath home has new luxury vinyl plank and ceramic tile flooring, Updated kitchen boasts island with seating, stainless steel appliances, and white cabinets. Bonus room off kitchen is currently being used as a dining room. Both bathrooms have been updated. Large main bedroom has walk-in shower and dual sinks. Enclosed Florida room with ceramic tile flooring adds to the living

  Leslie Yokshas Flamingo Mobile Home Sales

  268 Hummingbird Ln, Winter Haven, FL 33884
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  /17

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,734 Sq Ft

  1363 Benevento Dr, Winter Haven, FL 33884

  Well maintained Smart Home. Open floor plan. Stainless steel appliances. Moen plumbing fixtures. Garage door opener MyQ Mobile App. Insulated garage door. Pavers in the driveway. Sidewalks. Quiet community, community pool, community park. Perfect for a family to call home.

  Maddie Martinez GALATIANS REALTY LLC

  1363 Benevento Dr, Winter Haven, FL 33884
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  /25

  $294,580 New Construction

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft

  4024 Giorgio Dr, Winter Haven, FL 33884

  The property is located at 4024 Giorgio Drive WINTER HAVEN FL 33884 priced at 292080, the square foot and stories are 1665, 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

  4024 Giorgio Dr, Winter Haven, FL 33884
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  $273,990 New Construction

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

  4148 Giorgio Dr, Winter Haven, FL 33884

  The property is located at 4148 Giorgio Drive WINTER HAVEN FL 33884 priced at 271490, the square foot and stories are 1504, 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

  4148 Giorgio Dr, Winter Haven, FL 33884
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  $290,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,665 Sq Ft

  4948 Kaia Ave, Winter Haven, FL 33884

  The property is located at 4948 Kaia Avenue WINTER HAVEN FL 33884 priced at 288490, the square foot and stories are 1665, 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

  4948 Kaia Ave, Winter Haven, FL 33884
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  $282,990 New Construction

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

  4149 Giorgio Dr, Winter Haven, FL 33884

  The property is located at 4149 Giorgio Drive WINTER HAVEN FL 33884 priced at 282990, the square foot and stories are 1504, 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

  4149 Giorgio Dr, Winter Haven, FL 33884
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  /18

  $303,000

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft

  757 Reggie Rd, Winter Haven, FL 33884

  Beautiful modern single-family home located in a quiet and highly desirable area of Winter Haven. Currently rented at $1,900 a month, this property offers an excellent income opportunity for investors or future homeowners.Featuring spacious living areas, a modern kitchen, and a cozy backyard perfect for family gatherings, this home is filled with bright natural light that creates a warm and

  Maria Cendon LPT REALTY, LLC

  757 Reggie Rd, Winter Haven, FL 33884
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  /47

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft

  2220 Garden Lake Dr, Winter Haven, FL 33884

  Nestled behind the gates of Winterset, one of Winter Haven’s most sought-after lakefront communities, this meticulously maintained 3-bedroom, 2-bath home offers stunning water views and a serene natural setting surrounded by ponds and towering cypress trees. With water wrapping around the east and south sides, every day brings a new display of Florida wildlife, from graceful herons to playful

  Deanna Stone THE STONES REAL ESTATE FIRM

  2220 Garden Lake Dr, Winter Haven, FL 33884
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  /27

  $425,000

  • 4 Beds
  • 2 Baths
  • 2,013 Sq Ft

  807 Hart Lake St, Winter Haven, FL 33884

  Nestled in the exclusive gated community of Hart Lake Hills, this stunning four-bedroom, two-bath home offers a perfect blend of style, comfort, and functionality, all with the added bonus of water access to Hart Lake! As you approach, you’ll be greeted by a quaint covered front porch, an inviting space that whispers “welcome home.” Step inside to discover an open-concept floor plan that

  David Small KELLER WILLIAMS REALTY SMART 1

  807 Hart Lake St, Winter Haven, FL 33884
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  $64,990

  • 4 Beds
  • 2 Baths

  4718 Roadmaster Dr, Lake Wales, FL 33859

  Discover this 4-bedroom, 2-bathroom home nestled in the Pedaler's Pond community at 4718 Roadmaster Dr, Lake Wales. This rare find offers spacious living in an all-age neighborhood, perfect for families seeking comfort and convenience. Step inside to find freshly painted interiors. The home features a luxurious large garden tub for relaxation, while recent improvements include new ductwork, a new

  Chrissy Walter Sunset Home Sales

  4718 Roadmaster Dr, Lake Wales, FL 33859
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  /36

  $750,000

  • 4 Beds
  • 2 Baths
  • 2,217 Sq Ft

  264 Ruby Lake Ln, Winter Haven, FL 33884

  Lakefront Gem in Southeast Winter Haven! This Clean and ready to Move In 4 Bedroom, 2 bathroom home with Office sits on the Private-Access Lake Bess with Slalom Ski Course. Connected to Lake Ruby, you’ll have access to Two Pristine Lakes with White Sand Bottom, Calm Waters and minimal boat traffic, perfect for Water Sports and Peaceful Living. As guests step through the front door, they're

  Andrea Friedmann KELLER WILLIAMS REALTY SMART 1

  264 Ruby Lake Ln, Winter Haven, FL 33884
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  /94

  $579,900

  • 4 Beds
  • 3 Baths
  • 2,937 Sq Ft

  4004 Sable Loop Dr, Lake Wales, FL 33859

  One or more photos have been virtually staged. Welcome to your private haven and next exciting chapter in Lake Ashton, Central Florida’s premier 55+ active-adult community, where elegance, comfort, and Florida charm blend seamlessly. This luxurious residence (with CDD Debt PAID IN FULL) offers over 2,900 square feet of custom living space, beginning with stunning double leaded-glass entry doors

  Brad Kirwan GLOBAL LIFESTYLE LLC

  4004 Sable Loop Dr, Lake Wales, FL 33859
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  /4

  $325,046 New Construction

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

  2319 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

  2319 Brassie Ct, Winter Haven, FL 33884
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  /27

  $290,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,540 Sq Ft

  350 Rustic Rail Dr, Lake Wales, FL 33859

  Welcome to your dream home in Leomas Landing! Built in 2023, this 3-bedroom, 2-bath home offers 1,555 sq ft of modern living space on a fully fenced corner lot. The open-concept layout is perfect for everyday living and entertaining, with a spacious living room, dining area, and a stylish kitchen featuring quartz countertops, stainless steel appliances, and a large island.Enjoy a private

  Celina Gomez MARK SPAIN REAL ESTATE

  350 Rustic Rail Dr, Lake Wales, FL 33859
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  /4

  $338,967 New Construction

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

  2323 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 large loft area. CUSTOM EXTERIOR includes 30-year mildew resistant dimensional

  Delana Bender ADAMS HOMES REALTY

  2323 Brassie Ct, Winter Haven, FL 33884
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  /4

  $325,529 New Construction

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

  2327 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

  2327 Brassie Ct, Winter Haven, FL 33884
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  /2

  $234,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,223 Sq Ft

  1119 Amber Waves Ct, Lake Wales, FL 33859

  Under Construction. Discover the Greenbriar, a one-story home offered in the sought-after Leoma's Landing community in Lake Wales, Florida. This thoughtfully designed floorplan blends style, comfort, and functionality. Choose from three contemporary exterior elevations, each with a convenient one-car garage for everyday ease. Inside, the Greenbriar offers 3 bedrooms, 2 bathrooms, and 1,223 square

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  1119 Amber Waves Ct, Lake Wales, FL 33859
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  $315,000

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

  3227 Costello Cir, Winter Haven, FL 33884

  WHY WAIT FOR NEW CONSTRUCTION? Solar Powered and fully Fenced back yard gives instant upgrades!! Welcome to this beautifully maintained 2022 built Highland Homes residence in the desirable community of VillaMar. Offering 4 bedrooms, 2 full baths, and a 2-car garage, this home combines modern convenience with timeless comfort. The open floor plan features stylish vinyl flooring throughout the main

  Lisa Reinstetle KELLER WILLIAMS REALTY SMART

  3227 Costello Cir, Winter Haven, FL 33884
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  /20

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,521 Sq Ft

  6265 Pinehurst Loop, Winter Haven, FL 33884

  Seller may consider buyer concessions if made in an offer ** Welcome to Lake Ashton, Winter Haven’s premier 55+ GUARD GATED COMMUNITY offering RESORT STYLE LIVING at its finest! BUILT IN 2021, this spacious single-story home combines modern design, efficiency, and comfort – all perfectly positioned on a beautiful GOLF COURSE LOT with sweeping views. Inside, you will be pleased to find an OPEN

  Jennifer Wemert WEMERT GROUP REALTY LLC

  6265 Pinehurst Loop, Winter Haven, FL 33884
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  /85

  $599,900

  • 2 Beds
  • 2 Baths
  • 1,792 Sq Ft

  3834 Litchfield Loop, Lake Wales, FL 33859

  Welcome to your personal haven and next chapter in beautiful Lake Ashton—Central Florida’s premier 55+ active-adult community and home of the LA Travelers, the largest Family Motor Coach Association chapter in the southeastern United States. Designed as both a serene retreat and an ideal travel base, this immaculate home radiates timeless elegance, thoughtful design, and Florida charm. At the

  Brad Kirwan GLOBAL LIFESTYLE LLC

  3834 Litchfield Loop, Lake Wales, FL 33859
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  /17

  $300,388 New Construction

  • 4 Beds
  • 2 Baths
  • 1,938 Sq Ft

  4114 Penelope Ave, Winter Haven, FL 33859

  The Mulberry floor plan epitomizes the charm of single-story living with its spacious and versatile layout, perfectly crafted for the modern single-family lifestyle. Spread across 1,938 square feet, this home offers ample room for comfort and functionality. Featuring four bedrooms and two bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every corner. The

  Dream Finders Homes Builder

  4114 Penelope Ave, Winter Haven, FL 33859
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  $274,886 New Construction

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  4102 Penelope Ave, Winter Haven, FL 33859

  Welcome to the Auburndale model, a stylish 3-bedroom, 2-bath home featuring a modern blend of gray tones for a clean, contemporary look. The kitchen offers sleek quartz countertops, while the bathrooms are finished with rich granite surfaces. Light gray tile flows through the main living areas, with cozy carpet in the bedrooms for added comfort. The open-concept design creates an easy flow

  Dream Finders Homes Builder

  4102 Penelope Ave, Winter Haven, FL 33859
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  $286,831 New Construction

  • 4 Beds
  • 2 Baths
  • 1,625 Sq Ft

  4110 Penelope Ave, Winter Haven, FL 33859

  The Bradley floor plan is a well-designed one-story home featuring four spacious bedrooms and two bathrooms. This layout emphasizes an open concept, with the dining room flowing seamlessly into the great room, creating a bright and airy central living space perfect for gatherings. The kitchen offers easy access to the dining area, making meal times and entertaining more convenient. The owner’s

  Dream Finders Homes Builder

  4110 Penelope Ave, Winter Haven, FL 33859
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  $288,428 New Construction

  • 4 Beds
  • 2 Baths
  • 1,758 Sq Ft

  4998 Abigail Dr, Winter Haven, FL 33859

  Imaging stepping into modern living with the Hillcrest model, a 4-bedroom, 2-bath home showcasing sleek design and thoughtful layout. The open-concept floor plan features elegant gray tile flooring, crisp white cabinetry, and quartz countertops that create a clean, contemporary look throughout. Spacious and filled with natural light, the living areas flow effortlessly for both everyday comfort

  Dream Finders Homes Builder

  4998 Abigail Dr, Winter Haven, FL 33859
• 

  $288,567 New Construction

  • 4 Beds
  • 2 Baths
  • 1,758 Sq Ft

  4106 Penelope Ave, Winter Haven, FL 33859

  The Hillcrest floorplan is a spacious and thoughtfully designed one-story home that includes 4 bedrooms and 2 bathrooms, complemented by a two-car garage. This layout features a large great room at the heart of the home, seamlessly flowing into the dining area and kitchen for easy entertaining and family gatherings. The owner's suite is privately positioned and includes a walk-in closet and an

  Dream Finders Homes Builder

  4106 Penelope Ave, Winter Haven, FL 33859
• 

  $285,585 New Construction

  • 4 Beds
  • 2 Baths
  • 1,625 Sq Ft

  4098 Penelope Ave, Winter Haven, FL 33859

  The Bradley floor plan is a well-designed one-story home featuring four spacious bedrooms and two bathrooms. This layout emphasizes an open concept, with the dining room flowing seamlessly into the great room, creating a bright and airy central living space perfect for gatherings. The kitchen offers easy access to the dining area, making meal times and entertaining more convenient. The owner’s

  Dream Finders Homes Builder

  4098 Penelope Ave, Winter Haven, FL 33859
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  /51

  $229,900

  • 2 Beds
  • 2 Baths
  • 1,321 Sq Ft

  260 Lake Suzanne Dr, Lake Wales, FL 33859

  Great 55+ community with great amenities conveniently located in the heart of Florida. This clean move-in ready home is awaiting your arrival. The clubhouse offers a spacious gathering room with dining inside and out by lake/pool. Oversized heated pool for year-round enjoyment and exercise, a nice workout space and dock to enjoy the lake views. Located near shopping, medical, restaurants and

  Vicky Holloway LEGACY REAL ESTATE CENTER INC

  260 Lake Suzanne Dr, Lake Wales, FL 33859
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  /10

  $305,113 Open Sun 1PM - 5PM

  • 4 Beds
  • 2 Baths
  • 2,110 Sq Ft

  5032 Abigail Dr, Winter Haven, FL 33859

  One or more photo(s) has been virtually staged. Sample Image* The Poinciana floorplan offers a well-designed, one-story layout that includes 4bedrooms and 2 bathrooms, complete with a spacious two-car garage. This home is centered around a sizable great room, which seamlesslyconnects to the open kitchen and cozy café area, making it ideal for family gatherings and entertaining. The

  Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

  5032 Abigail Dr, Winter Haven, FL 33859

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