Winter Haven, FL Homes for Sale with Parking

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  $442,500

  • 5 Beds
  • 3 Baths
  • 2,536 Sq Ft

  1096 Sandpiper Loop, Winter Haven, FL 33881

  Fall in love with this expansive 5-bedroom, 3-bath, 3-car garage home situated on a quarter-acre of land, where luxury, functionality, and energy efficiency come together. Explore every corner of this stunning property right now through a 3D interactive walkthrough or a full video tour. Designed with an open layout and split bedrooms for privacy, the home feels massive yet efficient. The heart of

  Mary Sorrell MAZELG REALTY

  1096 Sandpiper Loop, Winter Haven, FL 33881
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  $585,000

  • 3 Beds
  • 2 Baths
  • 2,512 Sq Ft

  6261 Pinehurst Loop, Winter Haven, FL 33884

  Live the lifestyle you’ve been dreaming about in Lake Ashton, Winter Haven’s premier 55+ gated community. This beautifully cared-for Ashton floor plan offers 3 bedrooms, 2 baths, a den, and 2,512 sq ft of thoughtfully designed space — but it’s the feeling of this home that truly stands out. From the manicured landscaping to the elegant leaded-glass French front doors, every detail reflects pride

  Anita Lowe LOCKHART & ASSOCIATES INC

  6261 Pinehurst Loop, Winter Haven, FL 33884
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  $290,000

  • 4 Beds
  • 2 Baths
  • 1,872 Sq Ft

  525 Squires Grove Dr, Winter Haven, FL 33880

  Welcome home to 525 Squires Grove Dr! This well-maintained property offers a great blend of comfort, space, and convenience. Enjoy an open layout with natural light, spacious living areas, and a functional floor plan ideal for everyday living and entertaining. The kitchen features ample cabinet and counter space with a layout that flows into the main living area. The primary suite is generously

  Erica Burgos ALIGN RIGHT REALTY LLC

  525 Squires Grove Dr, Winter Haven, FL 33880
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  $364,999 New Construction

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

  5457 San Pietro Dr, 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

  5457 San Pietro Dr, Winter Haven, FL 33884
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  $339,999 New Construction

  • 4 Beds
  • 2 Baths
  • 2,038 Sq Ft

  5385 San Pietro Dr, Winter Haven, FL 33884

  The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and

  Casa Fresca Homes Builder

  5385 San Pietro Dr, Winter Haven, FL 33884
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  $359,999 New Construction

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

  5452 San Pietro Dr, 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

  5452 San Pietro Dr, Winter Haven, FL 33884
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  $304,999 New Construction

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft

  6006 Navona Way, Winter Haven, FL 33884

  Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and

  Casa Fresca Homes Builder

  6006 Navona Way, Winter Haven, FL 33884
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  /21

  $299,999 New Construction

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft

  5397 San Pietro Dr, Winter Haven, FL 33884

  Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and

  Casa Fresca Homes Builder

  5397 San Pietro Dr, Winter Haven, FL 33884
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  $299,999 New Construction

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft

  6010 Navona Way, Winter Haven, FL 33884

  Feel at home with the Magenta, a single-story home with 3 bedrooms, 2 bathrooms, and a 2-car garage. This layout is a true gem, seamlessly blending modern comfort with Florida charm. Open concept living dazzles with luxury vinyl plank flooring throughout the main living areas. The kitchen, featuring quartz countertops, new stainless-steel appliances and ample storage overlooks the dining and

  Casa Fresca Homes Builder

  6010 Navona Way, Winter Haven, FL 33884
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  $334,999 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,226 Sq Ft

  5444 San Pietro Dr, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Under Construction. BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a

  Dale Human CASA FRESCA REALTY

  5444 San Pietro Dr, Winter Haven, FL 33884
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  $299,990 New Construction

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

  244 Meredith Blvd, Winter Haven, FL 33881

  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 and a half bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every

  Dream Finders Homes Builder

  244 Meredith Blvd, Winter Haven, FL 33881
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  /21

  $299,990 New Construction

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

  337 Meredith Blvd, Winter Haven, FL 33881

  Single Level Home with 3 Bedrooms! Under Construction, scheduled to be completed in March! Welcome to your dream home in the sought-after Willowbrook North community! This stunning Ranch-style, one-story residence offers effortless living with 3 spacious bedrooms, 2 full bathrooms, and a versatile flex space—perfect for a home office, playroom, or additional living area. You'll fall in love with

  DRB Homes Builder

  337 Meredith Blvd, Winter Haven, FL 33881
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  $296,897 New Construction

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

  5036 Abigail Dr, 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

  5036 Abigail Dr, Winter Haven, FL 33859
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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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  $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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  $424,990 New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,182 Sq Ft

  Gabriela Plan at VillaMar, Winter Haven, FL 33884

  Prepare to be impressed by the Gabriela, a stunning two-story 5-bedroom, 3.5-bathroom home with a 3-car tandem garage. The inviting exterior and professionally designed landscaping exudes curb appeal. Once you're inside, you'll find a den space and half bathroom off the foyer, offering a private office or flex space. A secluded guest suite with a walk-in closet is also conveniently located on the

  Casa Fresca Homes Builder

  6614 Crescent Loop Unit 37807417, Winter Haven, FL 33884
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  $369,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,292 Sq Ft

  Esperanza Plan at VillaMar, Winter Haven, FL 33884

  Meet the Esperanza, a single-story, multi-generational home designed for modern living with flexibility and comfort. This 4-bedroom, 3-bathroom, 2-car garage home features a separate multi-gen suite with its own bathroom and kitchenette, ideal for extended family or guests. The spacious layout offers distinct areas for gathering and relaxing, including an open-concept living and dining space

  Casa Fresca Homes Builder

  6614 Crescent Loop Unit 37807416, Winter Haven, FL 33884
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  /21

  $198,000

  • 2 Beds
  • 2.5 Baths
  • 1,184 Sq Ft

  2500 21st St NW Unit 15, Winter Haven, FL 33881

  Completely remodeled and move-in ready, this stunning 2-bedroom, 2.5-bathroom condo in Casa Del Sol Village offers modern updates and a comfortable layout in the heart of Winter Haven. Every corner has been renovated, featuring new flooring, paint, lighting, kitchen appliances, doors, and beautifully updated bathrooms. The spacious living room and downstairs guest half-bath make entertaining a

  Adriana Sanchez WF REALTY CORP.

  2500 21st St NW Unit 15, Winter Haven, FL 33881
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  /28

  $330,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,941 Sq Ft

  228 Spirit Landings Cir, Winter Haven, FL 33880

  One or more photo(s) has been virtually staged. Welcome to 228 Spirit Landings Circle, a beautifully maintained 3-bedroom, 2-bath home built in 2023 in the heart of Winter Haven. This move-in-ready home offers modern design, low-maintenance living, and a highly sought-after bonus flex room—perfect as a home office, gym, media room, or even a potential 4th bedroom to fit your lifestyle.The

  Darein Washington KELLER WILLIAMS ADVANTAGE REALTY

  228 Spirit Landings Cir, Winter Haven, FL 33880
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  /27

  $284,995

  • 4 Beds
  • 2 Baths
  • 1,707 Sq Ft

  336 Saint Georges Cir, Eagle Lake, FL 33839

  Welcome to this one-story residence features 4 spacious bedrooms, 2 full baths, and a convenient 2-car garage in Normandy Heights. Built in 2019 NO CCD and low HOA. The kitchen features solid wood cabinetry, stainless steel appliances, and a layout designed for everyday convenience and functionality. Located just minutes from both Winter Haven and Lakeland. Minutes from Legoland, hospitals,

  Harrison Perez Collazo CAISSA REALTY INVESTMENT INC

  336 Saint Georges Cir, Eagle Lake, FL 33839
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  $260,000

  • 3 Beds
  • 2 Baths
  • 1,491 Sq Ft

  233 Kensington View Blvd, Winter Haven, FL 33880

  Discover modern living in this stunning newly built 3-bedroom, 2-bath home, where style meets comfort. Bright, spacious bedrooms provides the perfect retreat, while sleek, thoughtfully designed bathrooms add a touch of luxury. The open-concept layout flows effortlessly from the kitchen to the living and dining areas, ideal for entertaining or relaxing. A generous walk-in closet keeps everything

  Christopher Gallon, Pa EXP REALTY LLC

  233 Kensington View Blvd, Winter Haven, FL 33880
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  $359,997

  • 4 Beds
  • 2 Baths
  • 1,777 Sq Ft

  22 Lake Link Dr SE, Winter Haven, FL 33884

  Welcome to 22 Lake Link in Winter Haven, where space, lifestyle, and location come together in one exceptional opportunity. Situated on a large corner lot, this 4-bedroom, 2-bathroom home with a 2-car garage offers the perfect combination of comfort, functionality, and Florida living.Step inside to a bright and open floor plan designed for modern living and entertaining. The spacious layout

  Omar Andreasen EXP REALTY LLC

  22 Lake Link Dr SE, Winter Haven, FL 33884
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  $250,000

  • 3 Beds
  • 2 Baths
  • 2,109 Sq Ft

  3832 Traditions Blvd N, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Freshly painted in Oct 2025, this well-maintained home in Traditions offers a split floor plan, water views, and a spacious primary suite with dual closets and a private bath. Enjoy a screened lanai, open living areas, and a well-equipped kitchen. Community amenities include a clubhouse, pool, fitness center, and lake access. Conveniently located

  Bridget Franklin MARK SPAIN REAL ESTATE

  3832 Traditions Blvd N, Winter Haven, FL 33884
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  $269,999

  • 3 Beds
  • 2 Baths
  • 1,561 Sq Ft

  2708 Attwater Loop, Winter Haven, FL 33884

  Impeccably maintained home in the sought-after Traditions 55+ community in Winter Haven! This spacious 2-bedroom, 2-bath home with a dedicated office/den offers over 1,500 square feet of open-concept living space, designed for both comfort and functionality. The home features new flooring throughout, upgraded countertops, 36-inch kitchen cabinets, and modern lighting fixtures, creating a bright

  Nathan Mercado CREEGAN GROUP

  2708 Attwater Loop, Winter Haven, FL 33884
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  $145,000

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  6773 Brentwood Dr NE, Winter Haven, FL 33881

  Your new Florida home is waiting for you. This home has many updates and improvements. The shingled roof was installed in December 2024 and the HVAC is 6 years old. A new vapor barrier has been installed. There are new plywood subfloors and luxury vinyl plank in the living room, dining room, hall, and both bathrooms. There is no carpet in this home. The kitchen is perfect for preparing all those

  Kathy Devor COLDWELL BANKER REALTY

  6773 Brentwood Dr NE, Winter Haven, FL 33881
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  $369,900

  • 2 Beds
  • 2 Baths
  • 2,354 Sq Ft

  5352 Nicklaus Dr, Winter Haven, FL 33884

  STUNNING ENTERTAINER’S RETREAT IN PREMIER LAKE ASHTON! Experience the pinnacle of Florida resort living in this meticulously maintained residence, where soaring high ceilings create an expansive, airy atmosphere from the moment you step inside. Designed for those who love to host, the heart of this home is a professionally expanded and fully enclosed Florida Room, seamlessly integrated into the

  David Fleming BHHS FLORIDA PROPERTIES GROUP

  5352 Nicklaus Dr, Winter Haven, FL 33884
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  $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
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  $315,000

  • 4 Beds
  • 2 Baths
  • 1,811 Sq Ft

  1456 Wallace Manor Loop, Winter Haven, FL 33880

  Welcome to this beautifully maintained 4-bedroom, 2-bath home located in the desirable community of Winter Haven! Built by the reputable local builder Southern Homes, this residence showcases quality craftsmanship and thoughtful design throughout. This spacious split floor plan offers both privacy and functionality, ideal for everyday living and entertaining. Step inside to find soaring ceilings

  Ashli Smith KELLER WILLIAMS REALTY SMART

  1456 Wallace Manor Loop, Winter Haven, FL 33880
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  $395,000 Open Sat 11AM - 1PM

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

  123 Eloise Oaks Dr, Winter Haven, FL 33884

  Welcome to this beautifully maintained 4-bedroom, 2.5-bath home built in 2018, offering the perfect blend of modern comfort and Florida lifestyle living. From the moment you step inside, you’ll appreciate the open-concept layout, ideal for both everyday living and entertaining. The spacious kitchen flows seamlessly into the living and dining areas, featuring contemporary finishes, ample

  Ty Dennis CLARK REALTY LLC

  123 Eloise Oaks Dr, Winter Haven, FL 33884
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  $400,000

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft

  1522 Eckart Dr, Winter Haven, FL 33881

  This updated 3-bedroom, 2-bath home offers comfort, functionality, and plenty of outdoor space to enjoy Florida living. Inside, you’ll love the spacious open floor plan featuring a Great Room, dining area, and family room combination with cathedral ceilings, wood burning fireplace, laminate wood flooring, and abundant recessed lighting. French doors from the dining room lead to an open patio and

  Russ Rhoads EXP REALTY LLC

  1522 Eckart Dr, Winter Haven, FL 33881
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  $320,000

  • 4 Beds
  • 2.5 Baths
  • 1,933 Sq Ft

  569 Reggie Rd, Winter Haven, FL 33884

  Welcome to this beautifully designed two-story, 4 bedroom, 2.5 bathroom home, built in 2024 and located in the desirable Peace Creek Reserve community. This modern residence offers a functional layout, stylish finishes, and a peaceful setting with no rear neighbors. As you enter, you’re greeted by an inviting open floor plan that seamlessly connects the living room, dining area, and

  John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

  569 Reggie Rd, Winter Haven, FL 33884
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  $284,995

  • 4 Beds
  • 3 Baths
  • 2,101 Sq Ft

  3952 Warbler Dr, Winter Haven, FL 33880

  Welcome Home to Queens Cove! This stunning 4 bedroom, 2 bathroom home is located in the highly desirable community of Queens Cove in Winter Haven. NO CDD and low HOA. Minutes from Legoland, hospitals, shopping centers and mayor highways. Don't miss your opportunity to own an affordable home in the heart of Winter Haven. Schedule your showing today!

  Harrison Perez Collazo CAISSA REALTY INVESTMENT INC

  3952 Warbler Dr, Winter Haven, FL 33880
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  $675,000

  • 4 Beds
  • 3.5 Baths
  • 3,005 Sq Ft

  2566 Partridge Dr, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Welcome to your gorgeous new home! This executive style home is located in the highly sought after gated community, Eloise Pointe Estates, and is conveniently located 1/4 mile behind Legoland. Community was originally developed by then Boston Red Sox owner, Buddy Larue when they spring trained in Winter Haven. Upon entering this desirable 4 bedroom

  Scott Kline KLINE REAL ESTATE SERVICES

  2566 Partridge Dr, Winter Haven, FL 33884
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  $599,900

  • 3 Beds
  • 2 Baths
  • 2,591 Sq Ft

  5365 Hogan Ln, Winter Haven, FL 33884

  Welcome to the next exciting chapter of your life in Lake Ashton, Central Florida’s premier 55+ active-adult community, where this immaculately maintained three-bedroom, two-bath home with a den offers exceptional comfort and elegance, including a beautiful primary suite with its own relaxing sitting room and a sparkling 71⁄2' x 36' bromine pool awaiting your enjoyment. From the striking stone

  Brad Kirwan GLOBAL LIFESTYLE LLC

  5365 Hogan Ln, Winter Haven, FL 33884
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  $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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  $220,000

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

  321 Orange Blossom Dr, Winter Haven, FL 33880

  Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to

  Jay Scharff THE PROPERTY ADVISERS

  321 Orange Blossom Dr, Winter Haven, FL 33880
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  /27

  $259,000

  • 3 Beds
  • 2 Baths
  • 1,667 Sq Ft

  118 2nd Jpv St, Winter Haven, FL 33880

  Nestled in the heart of Winter Haven! Welcome to this well-maintained 3-bedroom 2- bath home with a bonus room, perfect for an office room, playroom or guest bedroom. Offering a comfortable layout split floorplan. A spacious kitchen with lots of cabinets and stainless appliances. Master bedroom with double closet, master bath with walk-in shower and two sink vanity. Step outside to a fully fenced

  Ruth Benavides Rivera GLOBALWIDE REALTY LLC

  118 2nd Jpv St, Winter Haven, FL 33880
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  /50

  $319,900

  • 3 Beds
  • 2 Baths
  • 2,021 Sq Ft

  103 Morning Glory Cir, Winter Haven, FL 33884

  Welcome to 103 Morning Glory Circle in the highly desirable Morningside at Winterset community in Winter Haven. As you step inside, you’ll be greeted by soaring vaulted ceilings, abundant natural light, neutral paint tones and immense charm. The spacious living room is the heart of the home, featuring a cozy fireplace and custom built-in shelving, creating the perfect space to relax or entertain.

  Eric Gross EXP REALTY LLC

  103 Morning Glory Cir, Winter Haven, FL 33884
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  /6

  $199,900

  • 2 Beds
  • 2 Baths
  • 1,419 Sq Ft

  2642 Rutledge Ct, Winter Haven, FL 33884

  Light and bright 2/2/1 in The Verandah's at Lake Reeves. The Verandahs offers a community pool and fishing dock on Lake Reeves. The low HOA fee includes ground maintenance, basic cable and internet, exterior painting and more. Easy access to shopping, Legoland, chain of lakes. Light and bright, move in ready. Dual master bedroom set up. Den/office off of main living area. Vaulted ceilings, large

  Cliff Glansen FLATFEE.COM

  2642 Rutledge Ct, Winter Haven, FL 33884
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  /30

  $359,900

  • 4 Beds
  • 2 Baths
  • 1,936 Sq Ft

  551 Lake Smart Blvd, Winter Haven, FL 33881

  Welcome to 551 Lake Smart Blvd, located in the heart of Winter Haven! This fabulous home features 4 bedrooms, 2 bathrooms, and offers a spacious 1,936 square feet of thoughtfully designed living space with a modern open floor concept—perfect for both everyday living and entertaining. Built in 2020, this home combines contemporary style with peace of mind, including a brand-new roof installed in

  Kenneth Gonzalez LA ROSA REALTY CW PROPERTIES L

  551 Lake Smart Blvd, Winter Haven, FL 33881

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