Winter Haven, FL Homes for Sale under $400,000

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  /2

  $356,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,298 Sq Ft

  2775 San Marco Way, Winter Haven, FL 33884

  This well-planned single-story home offers 4 bedrooms, 2 bathrooms, and approximately 2,100 square feet of living space with a 2-car garage. The open-concept layout features a spacious great room that flows seamlessly into the dining area and kitchen, creating an inviting space for everyday living and entertaining. The kitchen includes a center island, pantry, and ample counter space, with clear

  Maronda Homes Builder

  2775 San Marco Way, Winter Haven, FL 33884
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  /47

  $382,000 New Construction

  • 5 Beds
  • 2.5 Baths
  • 2,215 Sq Ft

  934 Cattleman St, Winter Haven, FL 33884

  Stunning 5BR/2.5BA single family home on an oversized lot in the sought-after Inman Groves community. Move-in-ready home offers 2,215sq. ft. of thoughtfully designed living space with high ceilings, tile/carpet floors, and an open-concept layout. The kitchen features a spacious island and flows into the expansive family room. Upstairs, the owner’s suite includes a large walk-in closet and private

  Cristina de Oliveira Miami New Realty

  934 Cattleman St, Winter Haven, FL 33884
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  /38

  $325,000

  • 4 Beds
  • 2 Baths
  • 2,052 Sq Ft

  126 Bermuda Ct, Winter Haven, FL 33880

  The property you are inquiring about is located in Winter Haven, FL in the Emerald Acres/Grassy/Lake Estates area of Polk County. This beautiful lakefront, 4+ bedrooms, 2-bath home is situated on over 2 acres on Grassy Lake! Just needs a little TLC and a new owner to enjoy a relaxed lifestyle with a beautiful view! Call, text, and see! *Agents, please read MLS Remarks.*

  Renee Butler BROKERS REALTY OF CENTRAL FLOR

  126 Bermuda Ct, Winter Haven, FL 33880
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  /24

  $350,900 New Construction

  • 4 - 5 Beds
  • 3.5 Baths
  • 2,587 Sq Ft

  Wesley II Plan at VillaMar, Winter Haven, FL 33884

  Welcome home to the Wesley II by Highland Homes, a two-story Florida home that lives large with an open living area on the first story and a flexible second-story layout! Downstairs, enjoy a fully open living area with: A large gathering room. An open kitchen with a counter-height buttery island or optional galley island, a walk-in pantry, and a sunny dining cafe. A convenient powder room. An

  Highland Homes Builder

  521 Vittorio Dr Unit 37316138, Winter Haven, FL 33884
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  /34

  $340,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,522 Sq Ft

  439 Lake Daisy Dr, Winter Haven, FL 33884

  ***NO HOA or CDD***HOME WARRANTY***MULTIPLE DOWN PAYMENT ASSISTANCE PROGRAMS AVAILABLE*** Welcome to this stunning 3-bedroom, 2-bathroom home in the desirable community of Winter Haven! This modern, energy-efficient property was built in 2021 and offers a perfect blend of comfort, style, and functionality. As you step inside, you'll immediately notice the open-concept design with soaring

  Estelle Tobin-laurin WATSON REALTY CORP

  439 Lake Daisy Dr, Winter Haven, FL 33884
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  /13

  $300,000

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

  1985 Sarah St, Winter Haven, FL 33884

  Check out this upgraded Columbus on a corner lot! This expansive two-story Columbus has a well-designed layout, featuring a first floordedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, which has upgraded contertops,dining room and family room, with a patio extending the interior space outdoors, patio has also been upgraded with a 12x8

  Garrett Collins MARK SPAIN REAL ESTATE

  1985 Sarah St, Winter Haven, FL 33884
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  /51

  $335,000 Open Sat 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,140 Sq Ft

  731 Canberra Rd, Winter Haven, FL 33884

  Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly sought-after Cypresswood golf community in Winter Haven. Enjoy resort-style living with an 18-hole golf course, 24-hour gated security, clubhouse, community pool, and more. Inside, the renovated kitchen features granite countertops and custom cabinetry. The spacious primary suite offers a large ensuite bath

  Melissa Witter KELLER WILLIAMS REALTY SMART 1

  731 Canberra Rd, Winter Haven, FL 33884
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  /49

  $330,000

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

  2005 Carnostie Rd, Winter Haven, FL 33884

  Short Sale. Welcome home to this inviting 5-bedroom, 3-bath family home offering 2,601 sq. ft. of comfortable living on an oversized lot in the sought-after VillaMar community! ? This move-in ready home is priced to sell fast, and the seller is motivated; don’t wait on this one! Step inside and enjoy the spacious, open-concept layout designed with families in mind. The main floor features a

  Sharonda Lawrence ASCENSION REALTY INTERNATIONAL

  2005 Carnostie Rd, Winter Haven, FL 33884
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  /3

  $389,990 New Construction

  • 4 - 5 Beds
  • 3 Baths
  • 2,500 Sq Ft

  Winston Plan at Willowbrook North, Winter Haven, FL 33881

  The Winston floorplan offers a spacious two-story layout with four bedrooms and three full bathrooms. This well-designed home includes a two-car garage and features a functional flex room on the main level, ideal for a home office or extra living space. The first floor includes a cozy great room adjacent to the cafe and covered patio, creating an inviting space for relaxation and entertaining.

  Dream Finders Homes Builder

  0 Fl-544 St Unit 37521594, Winter Haven, FL 33881
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  $360,000

  • 4 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  1429 Feather Ln, Winter Haven, FL 33880

  Motivated Sellers! Solar panels will be paid off at closing! Check out this beautifully maintained home Ryan Home (Willow Floorplan) This single-family home has what you want! From the foyer or 2-car garage, enter to a wide-open floor plan. Versatile flex space in the front is perfect for a home office or homework station. It flows seamlessly into the great room where you can relax with loved

  Artesha Spencer LA ROSA REALTY PRESTIGE

  1429 Feather Ln, Winter Haven, FL 33880
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  /34

  $350,990 New Construction

  • 5 Beds
  • 3 Baths
  • 2,601 Sq Ft

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

  Find all the space you need in our popular two-story Hayden floorplan in Harmony at Lake Eloise, one of our communities in Winter Haven, Florida. Inside this 5-bedroom, 3-bathroom home, you’ll find 2,601 square feet of flexible living space and a two-car garage. Step thru the front foyer and you're greeted with a flex room designed for work or play. Make your way to the kitchen on the first

  D.R. Horton Builder

  1651 Hummingbird Rd Unit 36202783, Winter Haven, FL 33880
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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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  /49

  $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

  $305,740 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 305740, 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
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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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  /14

  $324,990 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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  /18

  $300,990 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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  /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 II

  1340 Daisy Field Dr, Winter Haven, FL 33884
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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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  $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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  /34

  $307,366 New Construction

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

  1541 Leamington Ln, Winter Haven, FL 33884

  Under Construction. This 4 bedrooms and 3 bath Home begins with a 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 dimensional shingles Cementitious masonry finish walls &

  Claudia Gutierrez ADAMS HOMES REALTY

  1541 Leamington Ln, Winter Haven, FL 33884
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  /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
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  /39

  $355,990 New Construction

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

  Poinciana Plan at Willowbrook North, Winter Haven, FL 33881

  The Poinciana floorplan offers a well-designed, one-story layout that includes 4 bedrooms and 2 bathrooms, complete with a spacious two-car garage. This home is centered around a sizable great room, which seamlessly connects to the open kitchen and cozy cafe area, making it ideal for family gatherings and entertaining. The owner's suite, located at the back for added privacy, includes a walk-in

  Dream Finders Homes Builder

  0 Fl-544 St Unit 37521595, Winter Haven, FL 33881
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  $365,000

  • 3 Beds
  • 2 Baths
  • 2,253 Sq Ft

  728 Canberra Rd, Winter Haven, FL 33884

  Welcome home to luxury, comfort, and breathtaking golf course living in the prestigious, 24/7 guard-gated Cypresswood Golf & Country Club. Perfectly positioned on the 17th hole, this stunning 3-bedroom, 2-bathroom home offers 2,253 square feet of beautifully updated living space and exceptional curb appeal, highlighted by an extended pavered driveway and lush landscaping. Step inside and feel the

  Tyler Wampler KELLER WILLIAMS REALTY SMART

  728 Canberra Rd, Winter Haven, FL 33884
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  /17

  $325,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  1122 Brimstone Cir, Winter Haven, FL 33884

  Welcome to 1122 Brimstone Cir, a stunning nearly new home built in 2023 located in the highly desirable Harmony at Lake Eloise community in Winter Haven!This modern residence offers 3 bedrooms, 2 bathrooms, and a spacious open floor plan filled with natural light, elegant finishes, and energy-efficient features. The kitchen is the heart of the home, featuring stone countertops, stainless

  Carolina Cruz Acedo LPT REALTY, LLC

  1122 Brimstone Cir, Winter Haven, FL 33884
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  /31

  $395,000

  • Land
  • 2 Acres
  • $197,500 per Acre

  0 Island Way, Winter Haven, FL 33884

  PRICE REDUCED!!! This is an incredible opportunity to own 5 acres of pristine, buildable land in one of Winter Haven’s most exclusive gated residential communities. Currently comprised of five separate parcels that will be combined and conveyed as one expansive 5-acre homesite, this property offers the privacy, space, and beauty rarely found in today’s market. Surrounded by majestic grandfather

  Debbie Grogan COLDWELL BANKER REALTY

  0 Island Way, Winter Haven, FL 33884
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  /37

  $349,000

  • 3 Beds
  • 2 Baths
  • 2,070 Sq Ft

  720 Santa Maria Dr, Winter Haven, FL 33884

  IMPRESSIVE HOME IN GREAT LOCATION! Move-In-Ready— This home has a wonderful design of open concept living, formal dining room, split bedroom plan and screen lanai overlooking a wooded area giving a peaceful setting without rear neighbors. A welcoming foyer leads to the formal dining room and a step down into the lovely living room featuring a cathedral ceiling, fireplace, built-in entertainment

  Erin Floyd COLDWELL BANKER REALTY

  720 Santa Maria Dr, Winter Haven, FL 33884
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  /12

  $353,499 New Construction

  • 5 Beds
  • 3 Baths
  • 2,471 Sq Ft

  6018 Navona Way, Winter Haven, FL 33884

  Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat

  Casa Fresca Homes Builder

  6018 Navona Way, Winter Haven, FL 33884
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  /20

  $350,000 Open Sat 12:30PM - 5PM

  • 4 Beds
  • 3 Baths
  • 1,743 Sq Ft

  904 15th St NE, Winter Haven, FL 33881

  WELCOME TO YOUR NEXT GEN TURN KEY HOME. This MULTI FAMILY USE home sits in the beautiful town of Winter Haven. Just a few minutes from Lake Elbert, restaurants, stores, Downtown Winter Haven & 4 minutes from Polk College. This home will draw you in from the moment you enter it with its beautiful open space and high ceiling. It's modern kitchen with marble countertop and new appliances will

  Liz Polo LPT REALTY, LLC

  904 15th St NE, Winter Haven, FL 33881
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  /36

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,751 Sq Ft

  919 Avenue S SE, Winter Haven, FL 33880

  Welcome to 991 S SE in Winter Haven. This beautifully upgraded, turnkey home is being offered fully furnished and sits quietly at the end of a peaceful street with no HOA. It perfectly blends mid-century modern charm with stylish, modern updates throughout.Inside, you’ll find three bedrooms and two full bathrooms, along with two spacious living areas that can easily serve as a home office,

  Emily Ward EXP REALTY LLC

  919 Avenue S SE, Winter Haven, FL 33880
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  /10

  $330,000

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

  2748 San Marco Way, Winter Haven, FL 33884

  Spacious 3-Bedroom Home with Investment Potential Welcome to this beautifully maintained home featuring three generously sized bedrooms, including a primary suite with a walk-in closet, offering ample storage and comfort. The two additional bedrooms each feature built-in closets, perfect for family, guests, or tenants. Enjoy the convenience of two full bathrooms, a bright and open floor plan, and

  Osvaldo Junior WRA BUSINESS & REAL ESTATE

  2748 San Marco Way, Winter Haven, FL 33884
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  /2

  $340,704 New Construction

  • 4 Beds
  • 2 Baths
  • 1,946 Sq Ft

  955 Lunar Ln, Winter Haven, FL 33884

  Crescent Pointe is a brand new community located in Winter Haven, FL, conveniently situated off State Rd 653 and boasting easy access to a range of nearby attractions. For residents who enjoy outdoor activities, the Winter Haven Chain of Lakes is nearby. It offers opportunities for boating, fishing, and other recreational activities. The community is also close to the bustling downtown area,

  Keith Greene VANTAGE PROPERTY MANAGEMENT LLC

  955 Lunar Ln, Winter Haven, FL 33884
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  /23

  $301,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

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

  Welcome home to the Parsyn by Highland Homes, thoughtfully designed with an open living area, private owner's suite, and desirable outdoor living space! The Parsyn features: A sunny, open living area and kitchen with a counter-height island, walk-in pantry, and adjacent dining cafe, all under an airy volume ceiling. A private owner's suite complete with a large walk-in wardrobe and a large

  Highland Homes Builder

  612 Ituna Cir Unit 37319263, Winter Haven, FL 33881
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  /17

  $329,000

  • 4 Beds
  • 3 Baths
  • 2,675 Sq Ft

  696 Avenue C SE, Winter Haven, FL 33880

  Great investment opportunity just minutes from downtown Winter Haven. This well-maintained, fully leased duplex offers immediate cash flow with strong rental demand in a prime location near shopping, dining, and major roadways—a turnkey property ideal for investors seeking stable income and long-term appreciation. Seller is willing to provide the buyer with credit toward a roof replacement if

  Josh Taylor VILLAGE REALTY OF WINTER HAVEN

  696 Avenue C SE, Winter Haven, FL 33880
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  /55

  $399,000

  • 4 Beds
  • 2.5 Baths
  • 2,654 Sq Ft

  920 Gotthard Pass Dr, Winter Haven, FL 33881

  Spacious single-family home featuring 4 bedrooms and 2.5 bathrooms with approximately 3,160 sq ft of living space, offering a functional and flexible floor plan. The main level includes a private office with French doors, ideal for use as a home office or optional fifth bedroom. Generous interior spaces provide comfortable living and well-sized bedrooms throughout. Conveniently located in Winter

  Maria Chavez LA ROSA REALTY LLC

  920 Gotthard Pass Dr, Winter Haven, FL 33881
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  /31

  $300,990 New Construction

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

  3322 White Indigo Rd, Winter Haven, FL 33884

  Under Construction. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please

  Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

  3322 White Indigo Rd, Winter Haven, FL 33884
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  /36

  $395,000

  • 3 Beds
  • 2 Baths
  • 2,035 Sq Ft

  353 Mandolin Ln, Winter Haven, FL 33884

  This beautiful 3-bedroom, 2-bath home with a den is located in the highly desirable gated community of Mandolin. From the moment you arrive, the charming front porch welcomes you—a perfect spot to sit and relax. Inside, the split bedroom floor plan ensures privacy for the entire family, while the spacious great room, filled with natural light, features a striking reclaimed wood accent wall that

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  353 Mandolin Ln, Winter Haven, FL 33884
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  /15

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,452 Sq Ft

  906 Cattleman St, Winter Haven, FL 33884

  Magnificent home located in the Winter Haven community, offering plenty of privacy and tranquility, close to excellent restaurants and amenities. It has three bedrooms and two bathrooms. The property is practically new and the community has a small lake. Geographically close to Lake Hamilton, this is an excellent community for living or renting. It's just a few miles from US27, a major route to

  Guillermo Silva PFS Realty LLC

  906 Cattleman St, Winter Haven, FL 33884
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  /30

  $331,430 New Construction

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

  Foxglove Plan at VillaMar - Signature Series, Winter Haven, FL 33884

  Prepare dinner while catching up on the days events from this home's open kitchen which overlooks a spacious great room and dining area. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy.

  Meritage Homes Builder

  3745 Giorgio Dr Unit 37076786, Winter Haven, FL 33884

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