Southeast Winterhaven Homes for Sale

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  $439,000

  $11K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,045 Sq Ft

  1209 Sawgrass Dr, Winter Haven, FL 33884

  Your Florida Dream Home Awaits in Lake Ashton, an exclusive gated 55+ community. A golf membership (expires Sept. 30, 2026) for a single golfer will convey. Discover this beautiful 3 bedroom, 2 bathroom Sebastian Floor Plan home with an oversized backyard with pond and trees beyond. This PET FREE home is perfectly positioned; one home removed from a cul-de-sac. With over 2,045 sq. ft. living

  Lori Raath LAKE ASHTON REALTY INC.

  1209 Sawgrass Dr, Winter Haven, FL 33884
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  /19

  $221,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft

  3028 Captain Jax Way, Winter Haven, FL 33884

  This new two-story townhome offers ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor.

  Lennar Builder

  3028 Captain Jax Way, Winter Haven, FL 33884
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  $299,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  2747 San Marco Way, Winter Haven, FL 33884

  This thoughtfully designed single-story home offers 3 bedrooms, 2 bathrooms, and 1,680 square feet of comfortable living space with a 2-car garage. The open layout centers around a spacious great room that flows into the dining area and kitchen, creating an ideal space for everyday living and entertaining. The kitchen features a center island, pantry, and dedicated refrigerator space. Sliding

  Maronda Homes Builder

  2747 San Marco Way, Winter Haven, FL 33884
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  /3

  $240,463

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,463 Sq Ft

  426 Sequoia Dr, Lake Wales, FL 33853

  This charming, two-story home showcases an open floor plan with tile flooring and a spacious great room. The kitchen boasts 36-in. upper cabinets, granite countertops, breakfast bar, pantry, a sleek Moen faucet and Whirlpool stainless steel appliances. Upstairs, enjoy the convenience of a dedicated laundry room. The primary suite features a walk-in closet and connecting bath that offers a

  KB Home Builder

  426 Sequoia Dr, Lake Wales, FL 33853
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  /2

  $240,596

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,463 Sq Ft

  395 Sequoia Dr, Lake Wales, FL 33853

  This inviting, two-story home showcases an open floor plan with stylish tile flooring and a spacious great room. The kitchen boasts 36-in. upper cabinets, granite countertops, a breakfast bar, pantry, a sleek Moen faucet and Whirlpool stainless steel appliances. Upstairs, enjoy the convenience of a dedicated laundry room. The primary suite features a walk-in closet and connecting bath that offers

  KB Home Builder

  395 Sequoia Dr, Lake Wales, FL 33853
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  $459,000

  • 3 Beds
  • 2 Baths
  • 2,045 Sq Ft

  6216 Pinehurst Loop, Winter Haven, FL 33884

  Stunning Sebastian Floor Plan Home in an Exclusive, Secure 55+ Florida Community, Lake Ashton. Discover this exceptional single-family home built in 2022, designed with every modern comfort in mind. Perfectly positioned home with a POND VIEW. With a thoughtfully crafted open floor plan, this home with over 2,045 sq.ft. living area, combines style and functionality, perfect for those seeking

  Lori Raath LAKE ASHTON REALTY INC.

  6216 Pinehurst Loop, Winter Haven, FL 33884
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  /17

  $299,999

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,910 Sq Ft

  5147 Kinsley Dr, Lake Wales, FL 33859

  Discover this stunning Ruby home, ready for quick move-in! Included features: a welcoming covered entry; a smartly planned kitchen boasting white 42" cabinets, a center island, a large walk-in pantry, and an open dining area; an immense great room; a secluded primary suite showcasing a generous walk-in closet and a private bath; three secondary bedrooms; a shared hall bath; a central laundry; and

  Richmond American Homes Builder

  5147 Kinsley Dr, Lake Wales, FL 33859
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  $295,000

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

  1042 Corso Dr, Winter Haven, FL 33884

  This modern and beautifully maintained 4-bedroom, 2-bath home is located in the peaceful community of Villa Mar, offering the perfect blend of comfort, style, and convenience. Built in 2021, the home features a spacious 1,730 sq. ft. layout designed for today’s lifestyle. Luxury vinyl flooring flows throughout the home, enhancing both durability and contemporary appeal. The open-concept design

  Eric Chastain THE STONES REAL ESTATE FIRM

  1042 Corso Dr, Winter Haven, FL 33884
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  $265,000

  $60K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,520 Sq Ft

  4188 Muirfield Loop, Lake Wales, FL 33859

  MUST SELL, MOTIVATED SELLER!! Welcome to this beautifully updated 2-bedroom, 2-bathroom home located in the well-loved 55+ Lake Ashton Golf community! Situated at 4188 Muirfield Loop in Lake Wales, this home offers peaceful water views and thoughtful upgrades throughout. The open floor plan features tile flooring in the lanai, dining, kitchen, and living areas. The kitchen is a standout with

  Lori Edwards COLDWELL BANKER REALTY

  4188 Muirfield Loop, Lake Wales, FL 33859
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  $258,990

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  Archer II Plan at Annabelle Estates, Lake Wales, FL 33859

  The Archer II is one of our one-story floorplans features in our Annabelle Estates community in Lake Wales, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It

  D.R. Horton Builder

  4019 Penelope Ave Unit 37619581, Lake Wales, FL 33859
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  Price To Be Determined

  New Construction

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

  Plan 2405 at Villamar, Winter Haven, FL 33884

  Adams Homes Builder

  836 Vienna Dr Unit 36463515, Winter Haven, FL 33884
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  $60,000

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  4700 Schwinn Dr Unit 2, Lake Wales, FL 33859

  Beautiful tranquil family community park that is near supermarkets, shopping and restaurants close to many surrounding towns. This park offers many amenities including 2 swimming pools. Close to Lego land and Bok Tower.

  Alice Maragh Four Star Homes, Inc.

  4700 Schwinn Dr Unit 2, Lake Wales, FL 33859
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  /27

  Price To Be Determined

  New Construction

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

  Lakeside Plan at Annabelle Estates, Lake Wales, FL 33859

  Welcome to the Lakeside, one of our one-story floorplans featured in our Annabelle Estates community in Winter Haven, 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 space

  D.R. Horton Builder

  4019 Penelope Ave Unit 36202724, Lake Wales, FL 33859
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  $314,500

  $11K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,010 Sq Ft

  5445 Chandler Dr, Winter Haven, FL 33884

  Welcome to 5445 Chandler in Winter Haven—a great opportunity for buyers looking to add their own personal touch! This home offers generous square footage and plenty of living space, giving you room to spread out, entertain, or reimagine the layout to fit your needs. The property has already seen some key updates, including a brand-new roof and fresh interior paint, providing a solid foundation

  Jacob Hara TRANSCEND REALTY

  5445 Chandler Dr, Winter Haven, FL 33884
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  /13

  $328,480

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,708 Sq Ft

  3865 Giorgio Dr, Winter Haven, FL 33884

  Open kitchen flows to the dining space, great room and outside patio.

  Meritage Homes Builder

  3865 Giorgio Dr, Winter Haven, FL 33884
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  $384,900

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  1347 Oakmont Dr, Winter Haven, FL 33884

  Are you looking for a move-in ready home? Well, you found it! This home is like a new build, only better. It is clean as a whistle, has tasteful lighting and fans, luxury plank vinyl, granite countertops, screened lanai, retractable screens on the garage, epoxy garage floor, pad for a grill outback, only naming a few. This is an open floor plan that is great for either entertaining or hanging out

  Ann Heaton CHARLES RUTENBERG REALTY ORLANDO

  1347 Oakmont Dr, Winter Haven, FL 33884
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  $229,900

  • 2 Beds
  • 2 Baths
  • 1,083 Sq Ft

  4436 Turnberry Ln, Lake Wales, FL 33859

  Welcome to this beautifully updated 2-bedroom, 2-bath home located in a premier 55+ community! One of the biggest advantages of this property is the CDD bond is paid in full, helping reduce ongoing costs and adding exceptional value. Offering 1,083 square feet of living space and 1,696 total square feet, this well-maintained home combines comfort, style, and peace of mind with major updates

  Laurie Nock LPT REALTY, LLC

  4436 Turnberry Ln, Lake Wales, FL 33859
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  /26

  $420,104

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,030 Sq Ft

  5110 Kinsley Dr, Lake Wales, FL 33859

  Under Construction. The main floor of the inviting Ammolite plan offers a private study and versatile flex space, which can be optioned as an additional bedroom and bathroom or a guest suite, complete with living room. You’ll also appreciate a convenient powder room; a nook; a great room and a well-appointed kitchen with a center island, a large pantry and optional additional cabinets. Upstairs,

  Stephanie Morales AXEN REALTY, LLC

  5110 Kinsley Dr, Lake Wales, FL 33859
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  /18

  $308,915

  New Construction $6K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft

  5139 Kinsley Dr, Lake Wales, FL 33859

  Discover this exciting Azure home. Included features: an inviting covered entry; a thoughtfully designed kitchen offering quartz countertops, 42 white cabinets, stainless-steel appliances, a walk-in pantry and a center island; an elegant dining room; a large great room; a beautiful primary suite showcasing a spacious walk-in closet and a private bath; a convenient laundry; a mudroom and a covered

  Richmond American Homes Builder

  5139 Kinsley Dr, Lake Wales, FL 33859
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  /16

  $105,000

  • Land
  • 19,602 Sq Ft
  • $233,333 per Acre

  4410 Emerald Palms Ln, Winter Haven, FL 33884

  Discover the perfect canvas for your dream home at 4410 Emerald Palms Lane, nestled in the prestigious Emerald Palms subdivision of Winter Haven, Florida. This expansive lot offers a rare opportunity to build a custom residence in a serene, gated community known for its elegant homes and tranquil surroundings. With ample space to accommodate a variety of architectural styles, this lot is ideal

  Matt Mesimer KELLER WILLIAMS REALTY SMART 1

  4410 Emerald Palms Ln, Winter Haven, FL 33884
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  $394,000

  $31K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,263 Sq Ft

  239 Golf Aire Blvd, Winter Haven, FL 33884

  PRICE IMPROVEMENT OF $5K MOTIVATED SELLERBEAUTIFUL GATED GOLF COURSE COMMUNITYAn exceptional opportunity to own a beautiful 3brm/2.5 bath home nestled on the 4th hole of the highly sought-after Lake Bess Country Club and Golf Course in Winter Haven. As you step inside, you are welcomed by a charming foyer featuring 10-ft ceilings that create an open and airy ambiance throughout the home.

  Christina Ashley DALTON WADE INC

  239 Golf Aire Blvd, Winter Haven, FL 33884
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  /15

  $335,990

  New Construction

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

  Panama Plan at Ashton Covey, Winter Haven, FL 33884

  The Panama single-family home is what you always pictured for yourself. Step in from the 2-car garage or front porch and pass the first of 3 spacious bedrooms and a full bath with double vanity. A versatile flex space can be used as an office, a study, or a 4th bedroom. In the dining area, prepare to be wowed. This space is highlighted by a gourmet kitchen with a large island overlooking a lanai

  Ryan Homes Builder

  1981 Quail Fields Cir Unit 36142182, Winter Haven, FL 33884
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  $379,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,312 Sq Ft

  4497 Strathmore Dr, Lake Wales, FL 33859

  One or more photo(s) has been virtually staged. WELCOME HOME!!!!! CDD DEBT PAID IN FULL! This St. John Floor Plan has 3-Bedrooms, 2 Baths PLUS a DEN and Separate golf cart garage entrance. It combines everyday comfort and modern living with over 2,300 sq.ft. living area. Nestled in a prime, well-established Florida Retirement community, this home with CDD DEBT PAID IN FULL is located behind the

  Lori Raath LAKE ASHTON REALTY INC.

  4497 Strathmore Dr, Lake Wales, FL 33859
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  $157,500

  $18K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 781 Sq Ft

  7705 Waterview Way Unit 7705, Winter Haven, FL 33884

  Beautiful condo located in the Garden Villas section of the Winterset community. This property is perfect for the person looking for a maintenance free lifestyle and resort style of living. Winterset offers a full time secured gated entryway, community pool, clubhouse, tennis courts, and more. The community overlooks beautiful Lake Winterset. You will enjoy not having to worry about lawn

  Alexander Matos THE SOMERDAY GROUP PL

  7705 Waterview Way Unit 7705, Winter Haven, FL 33884
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  $350,000

  • 4 Beds
  • 2 Baths
  • 1,935 Sq Ft

  389 Singing Sands Cir, Lake Wales, FL 33859

  VA ASSUMABLE LOAN AVAILABLE- Take advantage of a rare opportunity to assume the sellers low VA interest rate for qualified Buyers. Better Than New & Upgraded to Perfection! Why wait for construction when you can move into this meticulously maintained 2023-built residence? This home stands out from the rest, situated on an expansive .41-acre corner lot—one of the largest in the community—offering

  Daris Fuentes LA ROSA REALTY LLC

  389 Singing Sands Cir, Lake Wales, FL 33859
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  /24

  $238,490

  New Construction $3K PRICE DROP

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

  1111 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

  1111 Amber Waves Ct, Lake Wales, FL 33859
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  /20

  $249,990

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  3349 Costello Cir, Winter Haven, FL 33884

  BACK ON THE MARKET DUE TO BUYER'S FINANCING FALLING THROUGH. This property appraised at $263,000, well above asking price! You'll definitely want to check out this beautiful, like-new property! The zero entry resort style community pool and playground overlooks one of the many beautiful lakes in Winter Haven. Villamar is a wonderful community close to a top rated Elementary School. Enjoy the

  Marian Benson VALOR REALTY SERVICES LLC

  3349 Costello Cir, Winter Haven, FL 33884
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  /46

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,994 Sq Ft

  3027 Richmond Dr, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Behind the gates of Winterset, one of Winter Haven’s most sought-after lakefront communities, this 3-bedroom, 2-bath home built in 2006 offers 1,994 SF of comfortable living space. A covered, screened front porch welcomes you into a spacious great room that opens to a 550 SF screened rear porch with beautiful porcelain tile, ideal for indoor-outdoor

  Laura Slocumb REMAX EXPERTS

  3027 Richmond Dr, Winter Haven, FL 33884
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  /21

  $299,997

  $30K PRICE DROP

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

  1195 Tyler Loop, Winter Haven, FL 33884

  The two-story Atlanta Plan has the “WOW-Factor” with four bedrooms, two and a half baths, loft and a two-car garage. This exquisite home offers an open floor plan with great room, dining room, and kitchen with large island. The kitchen features ample counter space, and generous pantry. The casual dining area allows outdoor access to a covered lanai via sliding glass doors. The second floor

  Omar Andreasen EXP REALTY LLC

  1195 Tyler Loop, Winter Haven, FL 33884
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  /14

  $210,000

  • 3 Beds
  • 1 Bath
  • 1,060 Sq Ft

  1665 Teagan Ln, Winter Haven, FL 33884

  Welcome to your next chapter in beautiful Winter Haven! This charming home offers the perfect blend of comfort, convenience, and value—an ideal opportunity whether you're a first-time buyer, downsizing, or looking to invest. Step inside to discover a bright and inviting layout designed for everyday living. The home features well-proportioned living spaces filled with natural light, creating a

  Belkis Garcia EXP REALTY LLC

  1665 Teagan Ln, Winter Haven, FL 33884

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