Southeast Winterhaven Homes for Sale

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  /50

  $200,000

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

  4488 Turnberry Ln, Lake Wales, FL 33859

  Welcome Home! Step into comfort in this cozy 2-bedroom, 2-bathroom retreat nestled in the heart of Lake Ashton’s 55+ community. The kitchen gleams with crown molding, Samsung stainless-steel appliances, and a sleek design that blends style with functionality. A true hidden gem awaits beyond the living room: a three-panel sliding glass door opens wide to a screened lanai, seamlessly merging indoor

  Candra Alston LAKE ASHTON REALTY INC.

  4488 Turnberry Ln, Lake Wales, FL 33859
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  /35

  $273,900

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  3923 Baldwin Ln, Winter Haven, FL 33884

  WELCOME TO 3923 BALDWIN LANE, NEW ROOF 2023, NEW A/C 2025, FRESHLY PAINTED 2024. LOCATED IN THE HIGHLY SOUGHT-AFTER TRADITIONS GATED COMMUNITY IN WINTER HAVEN! THIS BEAUTIFULLY MAINTAINED HOME OFFERS THE PERFECT BLEND OF COMFORT, STYLE, AND LOW-MAINTENANCE LIVING. FEATURING SPACIOUS LIVING AREAS, A WELL-APPOINTED KITCHEN, AND A SERENE SCREENED-IN LANAI, IT'S IDEAL FOR RELAXING OR ENTERTAINING.

  Brian Reeves LPT REALTY, LLC

  3923 Baldwin Ln, Winter Haven, FL 33884
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  /2

  $250,000

  • Land
  • 0.53 Acre
  • $471,698 per Acre

  7376 Bent Grass Dr, Winter Haven, FL 33884

  HALF ACRE TRUE LAKEFRONT BUILDING LOT IN SOUTHEAST WINTER HAVEN!! BUILD YOUR LAKEFRONT DREAM HOME ON THIS GORGEOUS LAKEFRONT BUILDING LOT IN THE GATED COMMUNITY OF MILLER'S LANDING ON LAKE BESS! Views! Views! Views! Hurry before it's long gone!

  Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

  7376 Bent Grass Dr, Winter Haven, FL 33884
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  /29

  $294,990 New Construction

  • 4 Beds
  • 2 Baths
  • 1,828 Sq Ft

  4418 Blackwell Ave, Lake Wales, FL 33859

  The property is located at 4418 Blackwell Avenue LAKE WALES FL 33859 priced at 294990, the square foot and stories are 1828, 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

  4418 Blackwell Ave, Lake Wales, FL 33859
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  /38

  $269,900

  • 3 Beds
  • 2.5 Baths
  • 1,629 Sq Ft

  2302 Brassie Ct, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. BEST PRICED IN THE NEIGHBORHOOD! Newer home currently available in Winter Haven. Built in 2022, this move-in ready 3-bedroom home offers modern finishes, open living space, and unbeatable value compared to waiting for new construction.PRICED TO SELL ! Great INVESTMENT opportunity in the desirable community of Winter Haven. Situated for both

  Elena Garcia TOP AGENCY REALTY INC

  2302 Brassie Ct, Winter Haven, FL 33884
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  /16

  $289,999 New Construction

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

  5520 Taverna Loop, 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

  5520 Taverna Loop, Winter Haven, FL 33884
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  /19

  $23,500

  • 2 Beds
  • 2 Baths
  • 832 Sq Ft

  4735 Breezer Dr, Lake Wales, FL 33859

  Located at 4735 Breezer Dr. in Lake Wales, FL, this well-maintained 2-bedroom, 2-bath manufactured home offers approximately 830 sq ft of comfortable living space in the all-ages community of Pedalers Pond. The home features an open and inviting layout with spacious bedrooms and a bright living area that makes great use of the space. Step outside to enjoy the open lanai/Florida room, perfect for

  Samantha Rodriguez Sunset Home Sales

  4735 Breezer Dr, Lake Wales, FL 33859
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  /27

  $300,000

  • 4 Beds
  • 2 Baths
  • 1,829 Sq Ft

  3112 Saint Charles Place, Winter Haven, FL 33884

  Short Sale. Perfect starter home or investment property! Welcome to this 4-bedroom, 2-bathroom residence located in the desirable Orleans community. Built in 2023, this charming corner-lot home offers an open floor plan with a spacious living area, kitchen, and dinette—all featuring easy-to-maintain tile flooring. A sliding glass door leads to the covered lanai, perfect for relaxing or

  Veronica Figueroa EXP REALTY LLC

  3112 Saint Charles Place, Winter Haven, FL 33884
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  /27

  $289,990 New Construction

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

  6221 Bottlecella Blvd, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Under Construction. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary

  Ben Goldstein LENNAR REALTY

  6221 Bottlecella Blvd, Winter Haven, FL 33884
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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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  /81

  $535,000

  • 3 Beds
  • 2 Baths
  • 2,477 Sq Ft

  4083 Ashton Club Dr, Lake Wales, FL 33859

  This type of home only becomes available once in a great while in Lake Ashton, an exclusive Florida 55+ community. 4083 Ashton Club Drive Lake Wales, Fl. offers modern-sleek upgrades throughout. This rare property overlooks the community's largest lake, Lake Ashton, and is located on the 4th Fairway of the East golf course. This 3-bedroom, 2-bath home offers over 2,477 square feet under air with

  Lori Raath LAKE ASHTON REALTY INC.

  4083 Ashton Club Dr, Lake Wales, FL 33859
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  /7

  $304,990 New Construction

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

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

  Configure the flex room in the front of the home to an at home office space or hobby space for the kids. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax.

  Meritage Homes Builder

  3745 Giorgio Dr Unit 37076785, Winter Haven, FL 33884
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  /9

  $246,000

  • 3 Beds
  • 2 Baths
  • 1,264 Sq Ft

  871 Reflections Loop E, Winter Haven, FL 33884

  Beautiful opportunity home with 3 bedrooms plus a den easily convertible into another room. The main room with its bathroom. This property is ideal for both investment and housing, located in a very quiet and pleasant area, perfect for those seeking comfort and quality of life. Very close to Legoland The property offers spacious and functional spaces, a large backyard and a comfortable

  Soraya Rios Afanador MY REALTY GROUP, LLC.

  871 Reflections Loop E, Winter Haven, FL 33884
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  /27

  $283,490 New Construction

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

  4160 Giorgio Dr, Winter Haven, FL 33884

  The property is located at 4160 Giorgio Drive WINTER HAVEN FL 33884 priced at 283490, 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

  4160 Giorgio Dr, Winter Haven, FL 33884
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  $267,990 New Construction

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

  ALLEX 2 Plan at VillaMar, Winter Haven, FL 33884

  The Allex II is one of our one-story floorplans featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Allex is sure to turn heads. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,504 square feet of comfortable living. The living area is an open concept, where your kitchen, living, and dining areas blend seamlessly into a space perfect for everyday living and

  D.R. Horton Builder

  3744 Giorgio Dr Unit 36202857, Winter Haven, FL 33884
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  /13

  $318,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,644 Sq Ft

  Ashlyn Plan at VillaMar, Winter Haven, FL 33884

  Welcome home to the Ashlyn by Highland Homes, an airy, open-layout home filled with thoughtful and convenient features! The Ashlyn features: A sunny, open living area with volume ceilings. An open kitchen with a counter-height island, pantry, and adjacent dining cafe. A large owner's suite with a walk-in wardrobe and a private en-suite bath including dual vanities, a tiled shower, and a closeted

  Highland Homes Builder

  521 Vittorio Dr Unit 37315856, Winter Haven, FL 33884
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  /19

  $386,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,797 Sq Ft

  Lynn Haven Plan at Ashton Covey, Winter Haven, FL 33884

  The Lynn Haven single-family home lives up to expectations. Relax on the long front porch. Inside, flex space makes an ideal den, or add doors for a quiet study. The foyer leads to the open family room and gourmet kitchen with island, where favorite meals and memories will be made. Enjoy outdoor living on the extended lanai, and store seasonal items in the 3-car garage. There’s even more to love

  Ryan Homes Builder

  1981 Quail Fields Cir Unit 36142184, Winter Haven, FL 33884
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  /36

  $345,500

  • 2 Beds
  • 2 Baths
  • 1,682 Sq Ft

  5384 Hogan Ln, Winter Haven, FL 33884

  PRICE ADJUSTMENT – Motivated Seller! This well-kept Devon floor plan pool home blends comfort, accessibility, and resort-style living in the Lake Ashton community. It boasts a brand-new roof (June 2025), a versatile den, and an extended kitchen with all appliances included. The primary suite offers dual vanities, a walk-in shower with grab bars, and pocket doors for ease of use. Outside, enjoy

  Candra Alston LAKE ASHTON REALTY INC.

  5384 Hogan Ln, Winter Haven, FL 33884
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  $253,534 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,557 Sq Ft

  382 Sequoia Dr, Lake Wales, FL 33853

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

  KB Home Builder

  382 Sequoia Dr, Lake Wales, FL 33853
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  /45

  $449,000

  • 3 Beds
  • 2.5 Baths
  • 2,614 Sq Ft

  4504 Riviera Dr, Winter Haven, FL 33884

  Welcome to 4504 Riviera Drive. This is a unique custom home, built by renowned builder, Bob Coons. This is one of only two homes ever constructed with this exclusive floor plan and was proudly featured in the 1985 Parade of Homes. This beautiful updated home offers a remodeled kitchen and bathrooms, hardwood floors throughout, and a spacious upstairs bonus room that could make the perfect home

  Renard Ellis ALLSTATE REALTY SERVICES

  4504 Riviera Dr, Winter Haven, FL 33884
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  /22

  $320,000

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

  622 Bell Prairie Cir, Lake Wales, FL 33859

  This open-concept layout featuring a modern kitchen with a center island and views into the dining/family room. The owner's suite boasts a large bedroom connected to a bathroom with his-and-her sinks and a spacious walk-in closet. There are two additional bedrooms, perfect for accommodating a large family. The A4 2-car garage provides convenience and additional storage if needed. This home comes

  Gilson Rodrigues KARDOSH REALTY

  622 Bell Prairie Cir, Lake Wales, FL 33859
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  /21

  $115,000

  • 1 Bed
  • 1.5 Baths
  • 559 Sq Ft

  7808 Waterview Way, Winter Haven, FL 33884

  1 Bedroom plus Loft which could be 2nd bedroom or office space,1 and half baths, upstairs unit, open balcony, parquet flooring in living room and dining room and washer dryer included. Nice open kitchen with highs ceilings. The community has a wonderful club house, swimming pool and indoor recreation. Virtual security and much more. Call for showing appointment.

  Ulises Vargas Stambaugh Inc. Real Estate Firm

  7808 Waterview Way, Winter Haven, FL 33884
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  Price To Be Determined New Construction

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

  Plan 2200 at VillaMar - Villamar, Winter Haven, FL 33884

  Adams Homes Builder

  836 Vienna Dr Unit 36462969, Winter Haven, FL 33884
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  /29

  $305,000

  • 3 Beds
  • 2 Baths
  • 1,887 Sq Ft

  142 Morning Glory Cir, Winter Haven, FL 33884

  One or more photo(s) has been virtually staged. Experience refined living at 142 Morning Glory Circle, an elegant residence nestled within the prestigious gated community of Winterset. From its freshly painted stucco exterior to its manicured landscaping and stately palms, this home offers an immediate sense of sophistication and care. Step through the covered front porch and brick-accented

  Dee Norris NEXTHOME NORRIS & COMPANY REAL

  142 Morning Glory Cir, Winter Haven, FL 33884
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  /14

  $380,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,551 Sq Ft

  Sandalwood Plan at Ashton Covey, Winter Haven, FL 33884

  The Sandalwood single-family home sets the standard for main level luxury. A convenient family entry welcomes you inside to unmatched space and style. A full bath sits between 2 bedrooms, while a guest suite with full bath is found off the 3-car garage. Use the versatile flex space as a home office. The gourmet kitchen includes a large island overlooking dining space and the family room, ideal

  Ryan Homes Builder

  1981 Quail Fields Cir Unit 36142183, 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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  /35

  $304,900

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft

  4747 Mandolin Loop, Winter Haven, FL 33884

  Better than new! Completely Remodeled! This 3 bedroom 2 bath home has been completely remodeled, to include a new a/c, new water heater, a beautiful new kitchen, new flooring, new lights & fixtures, and new paint, and the roof was replaced in 2023.

  Dwight Head ALLSTATE REALTY SERVICES

  4747 Mandolin Loop, Winter Haven, FL 33884
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  /34

  $379,000

  • 3 Beds
  • 2 Baths
  • 2,199 Sq Ft

  239 Dinner Lake Place, Lake Wales, FL 33859

  This impressive 3-bedroom, 2-bath pool home is nestled behind the gates of the desirable Dinner Lake Shores community. Designed for both privacy and open-concept living, this split-bedroom floor plan offers the perfect balance of functionality and style. Upon arrival, you’re greeted by a stacked stone façade and a gracious covered entryway featuring double front doors and a transom window. The

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  239 Dinner Lake Place, Lake Wales, FL 33859
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  /42

  $298,000

  • 4 Beds
  • 2 Baths
  • 1,978 Sq Ft

  3773 Giorgio Dr, Winter Haven, FL 33884

  Welcome to this stunning 4-bedroom, 2-bathroom home located in the desirable community of WinterHaven. Situated on a quiet street in a well-maintained neighborhood, this modern residence offers aperfect blend of comfort, style, and functionality. The open-concept floor plan features a spaciousliving area with high ceilings, abundant natural light, and elegant finishes

  Trevor Skeens RE/MAX REALTY UNLIMITED

  3773 Giorgio Dr, Winter Haven, FL 33884
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  /62

  $280,000

  • 2 Beds
  • 2 Baths
  • 1,523 Sq Ft

  4480 Strathmore Dr, Lake Wales, FL 33859

  PRICE ADJUSTMENT!! This beautifully ESSEX is waiting for you. With 2 bedrooms, 2 baths, plus a den. Tucked into a peaceful corner of the community, yet just minutes from all the resort-style amenities this 55+ neighborhood is known for with the CDD BOND PAID IN FULL! From the moment you arrive, you’ll notice the pride of ownership: lush landscaping, stately palms, paver walk and drive. Step

  Candra Alston LAKE ASHTON REALTY INC.

  4480 Strathmore Dr, Lake Wales, FL 33859
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  /8

  $265,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft

  5125 Sylas Jax Ave, Winter Haven, FL 33884

  Move-in ready 3-bedroom home for sale in Winter Haven, Florida! The Aurora features an inviting and open living area under an airy volume ceiling. Relax in your owner's suite with a private en-suite bath and dual closets. Plus, enjoy outdoor living on your covered lanai! This home includes features and finishes hand-selected by our professional designers to provide you with enduring style,

  Highland Homes Builder

  5125 Sylas Jax Ave, Winter Haven, FL 33884
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  /5

  $305,529 New Construction

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

  2335 Brassie Ct, Winter Haven, FL 33884

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

  Claudia Gutierrez ADAMS HOMES REALTY

  2335 Brassie Ct, Winter Haven, FL 33884
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  /19

  $230,000 Open House 4/18

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  1661 Teagan Ln, Winter Haven, FL 33884

  Welcome to this beautifully built 2024 modern contemporary home located in a quiet and inviting community just minutes from the world-famous Orlando and Kissimmee theme parks. This stylish three-bedroom, two-bath residence features a thoughtfully designed open-concept layout that blends clean lines, functionality, and everyday comfort. The contemporary kitchen showcases sleek quartz countertops,

  Lora Harper Keller Williams Realty of PSL

  1661 Teagan Ln, Winter Haven, FL 33884
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  /32

  $269,989 New Construction

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

  5002 Abigail Dr, Winter Haven, FL 33859

  Welcome home to the Bradley, one of Dream Finders Homes’ most popular floor plans, offering 4 bedrooms, 2 baths, and 1,625 square feet of thoughtful design. Set on a beautiful homesite with no rear neighbors and a serene conservation view, this brand-new home combines privacy with comfort. The open layout showcases a spacious kitchen with quartz countertops, 42-inch cabinets, and energy-efficient

  Dream Finders Homes Builder

  5002 Abigail Dr, Winter Haven, FL 33859
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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
• 

  $251,666 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,557 Sq Ft

  403 Sequoia Dr, Lake Wales, FL 33853

  This charming, two-story home showcases an open floor plan with luxury vinyl plank flooring and a spacious great room. The kitchen boasts granite countertops, a breakfast bar, pantry, a Moen faucet, Whirlpool stainless steel appliances and 36-in. upper cabinets. 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

  403 Sequoia Dr, Lake Wales, FL 33853
• 

  $287,355 New Construction

  • 3 Beds
  • 2 Baths
  • 1,358 Sq Ft

  4490 Rapallo Ave, Winter Haven, FL 33884

  Move-in ready 3-bedroom home for sale in Winter Haven, Florida! The Aurora features an inviting and open living area under an airy volume ceiling. Relax in your owner's suite with a private en-suite bath and dual closets. Plus, enjoy outdoor living on your covered lanai! This home includes features and finishes hand-selected by our professional designers to provide you with enduring style,

  Highland Homes Builder

  4490 Rapallo Ave, Winter Haven, FL 33884
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  /45

  $420,000

  • 3 Beds
  • 2 Baths
  • 1,597 Sq Ft

  4367 Dinner Lake Blvd, Lake Wales, FL 33859

  $10,000 Price Improvement – Now Offered at $420,000! Wake up to stunning water views and experience the best of Florida lakefront living. This beautifully maintained lakefront pool home on Dinner Lake delivers the perfect combination of upgrades, functionality, and lifestyle. Inside, you’ll find rich dark wood cabinetry, granite countertops, stainless steel appliances, tile flooring throughout,

  Shelly Batcher LPT REALTY, LLC

  4367 Dinner Lake Blvd, Lake Wales, FL 33859
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  /43

  $459,900

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

  6308 Pinehurst Loop, Winter Haven, FL 33884

  Welcome to this beautifully upgraded 3-bedroom, 2-bath home offering 2,045 square feet of refined living space in the highly desirable Lake Ashton 55+ golf community—where luxury meets an active, resort-style lifestyle. This thoughtfully designed home features top-notch upgrades throughout, including an additional sliding glass door leading to the back patio, flooding the living space with

  Cliff Glansen FLATFEE.COM

  6308 Pinehurst Loop, Winter Haven, FL 33884
• 

  

  /54

  $299,900

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

  2925 Dayton Dr, Winter Haven, FL 33884

  Discover the charm of this delightful 3-bedroom, 2-bath home located in the maintenance-free, 55+ gated community of Traditions at Lake Ruby. Thoughtfully designed for comfort and functionality, this home offers an inviting retreat for relaxed, worry-free living. Upon arrival, you’re welcomed by a spacious covered entrance enhanced with a leaded glass door and transom window. Inside, the eat-in

  Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

  2925 Dayton Dr, Winter Haven, FL 33884

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