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Southeast Winterhaven Homes for Sale

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  • /10

    $284,150

    New Construction $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,607 Sq Ft

    3928 Giorgio Dr, Winter Haven, FL 33884

    An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower.

    Meritage Homes Builder
    3928 Giorgio Dr, Winter Haven, FL 33884
  • /17

    $305,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,549 Sq Ft

    Adeline Plan at Ashton Covey, Winter Haven, FL 33884

    The Adeline single-family home is the next level of great living. Enter through the inviting front porch or attached 2-car garage into the large foyer. Inside, laughter comes from the spacious great room, the heart of your home. The adjoining gourmet kitchen, with large center island and connected dining space, can flow seamlessly outside to an optional lanai. After you’ve relaxed with loved

    Ryan Homes Builder
    1981 Quail Fields Cir Unit 40481737, Winter Haven, FL 33884
  • /57

    $325,000

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,847 Sq Ft

    4429 Turnberry Ln, Lake Wales, FL 33859

    Great New Price!! Enjoy the lifestyle you deserve! Resort-Style Living in Lake Ashton's 55+ Community Golf, Pools & More! Value added the CDD debt portion is paid in full! This move-in ready 3-bedroom, 2-bath home features a stunning decorative glass entry door with twin sidelights and an arched transom window that welcomes you into the grand foyer filled with natural light. The open floor plan

    Julie Seay COLDWELL BANKER REALTY

    4429 Turnberry Ln, Lake Wales, FL 33859
  • /10

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,426 Sq Ft

    330 Sterling Dr, Winter Haven, FL 33884

    Beautiful and spacious home located in a great neighborhood with excellent schools and a great community atmosphere. Situated on a large 10,019 sq ft lot, this property offers plenty of outdoor space with a very spacious yard and a screened porch, perfect for relaxing or entertaining. The home features an open-concept layout connecting the living room, kitchen, and dining area, creating a bright

    Lucy Elias Legacy Realty Partners, LLC.

    330 Sterling Dr, Winter Haven, FL 33884
  • /21

    $299,000

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

    1104 Tyler Loop, Winter Haven, FL 33884

    Why wait to build when you can own this never-occupied former model home in the highly sought-after community of Peace Creek Reserve? Offering the ease of new construction without the wait, this beautifully designed single-story residence blends comfort, style, and functionality throughout. The spacious open-concept layout seamlessly connects the family room, dining area, and gourmet

    Nick Whitehouse RE/MAX PRIME PROPERTIES

    1104 Tyler Loop, Winter Haven, FL 33884
  • /9

    $242,000

    $47K PRICE DROP
    • 3 Beds
    • 2 Baths

    3829 Giorgio Dr, Winter Haven, FL 33884

    PROPERTY IS ALMOST BRAND NEW, SO NOTHING NEEDS TO BE DONE, NO REPAIRS!TAKE ADVANTAGE OF THIS GREAT PROPERTY, IN EXCELLENT LOCATION.

    3829 Giorgio Dr, Winter Haven, FL 33884
  • /30

    $275,900

    New Construction $1K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,708 Sq Ft

    730 Greenway Blvd, Lake Wales, FL 33859

    The property is located at 730 Greenway Boulevard LAKE WALES FL 33859 priced at 275900, the square foot and stories are 1708, 1.The number of bath is 2, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    730 Greenway Blvd, Lake Wales, FL 33859
  • /23

    $330,990

    New Construction
    • 5 Beds
    • 2.5 Baths
    • 2,326 Sq Ft

    Georgia Plan at Villa Mar, Winter Haven, FL 33884

    This two-story home highlights a modern open layout, seamlessly integrating a first-floor kitchen with a central island, a dining room and a welcoming family room with patio access. On the same level is a private owner's suite with an attached bathroom. Situated upstairs is a versatile loft for additional shared living space and four secondary bedrooms to provide restful retreats to family

    Lennar Builder
    6614 Crescent Loop Unit 38667748, Winter Haven, FL 33884
  • /6

    $343,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,168 Sq Ft

    Yellowstone Plan at VillaMar - Classic Series, Winter Haven, FL 33884

    First-floor primary suite ensures everyone has their own private space. Second floor offers a spacious loft that can be used to best fit your family's needs. Enjoy preparing meals with your family in the open kitchen with spacious work island.

    Meritage Homes Builder
    3745 Giorgio Dr Unit 37076782, Winter Haven, FL 33884
  • /3

    $285,990

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

    Bradley Plan at Annabelle Estates, Lake Wales, FL 33859

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

    Dream Finders Homes Builder
    5043 Abigail St Unit 36459365, Lake Wales, FL 33859
  • /26

    $349,000

    • 6 Beds
    • 4.5 Baths
    • 3,920 Sq Ft

    177 Fish Hawk Dr, Winter Haven, FL 33884

    Virtually Staged. Photos show the clean, open canvas of the empty home, but come experience the space fully brought to life! The is currently professional stage to help to visualize layout, scale and furniture placement during your private showing

    Mike Coicou LA ROSA REALTY PRESTIGE

    177 Fish Hawk Dr, Winter Haven, FL 33884
  • /78

    $900,000

    New Construction
    • 3 Beds
    • 3.5 Baths
    • 2,820 Sq Ft

    4050 Palma Ceia Cir, Winter Haven, FL 33884

    Virtually Staged. *Special financing incentives may be available through the seller's preferred lender* Brand New 2026 Custom Farmhouse Blends Modern Luxury with Exceptional Craftsmanship. Welcome to 4050 Palma Ceia Circle, a stunning new construction one story farmhouse estate located within the gated Cypresswood Golf & Country Club in Winter Haven, Florida. Perfectly positioned on an almost

    Jessica Estrada KELLER WILLIAMS ADVANTAGE III

    4050 Palma Ceia Cir, Winter Haven, FL 33884
  • /19

    $250,000

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

    622 Crystals Blvd, Winter Haven, FL 33884

    Beautiful 3/2 in Winter Haven area minutes from US-27 and just 3 minutes from LEGOLAND. Roof 2022, Water Heater 2023, A/C 2023, Bathrooms renovated and Low HOA. Enjoy the Florida lifestyle on a spacious lot, complete with a screened-in porch perfect for relaxing mornings or evening gatherings. Affordable, upgraded, and ideally located this home won't last long! Near hospital, shopping and

    Harrison Perez Collazo CAISSA REALTY INVESTMENT INC

    622 Crystals Blvd, Winter Haven, FL 33884
  • /38

    $320,000

    • 4 Beds
    • 2.5 Baths
    • 1,931 Sq Ft

    637 Bell Prairie Cir, Lake Wales, FL 33859

    Welcome to this beautifully maintained home located in the desirable Leoma's Landing community in Lake Wales. Proudly owned by its original owner, this property has been exceptionally cared for and offers a perfect combination of comfort, functionality, and value. The home features a spacious and inviting floor plan designed for modern living, with bright living areas, well-appointed bedrooms,

    Iluska Kruse ORLANDO BROTHERS REAL ESTATE LLC

    637 Bell Prairie Cir, Lake Wales, FL 33859
  • /27

    $405,900

    $14K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,282 Sq Ft

    4020 Carteret Dr, Winter Haven, FL 33884

    Seller is willing to offer funds towards Buyer's Closing Costs. Welcome to 4020 Carteret Dr in Winter Haven, a beautifully updated 4-bedroom, 3-bath home located in a desirable 55+ lakefront community with a 3-car garage offering comfort, convenience, and low-maintenance living in the heart of Central Florida. This thoughtfully designed home features stunning lake views, hardwood flooring, an

    Sofia Lovinsky KELLER WILLIAMS ADVANTAGE III

    4020 Carteret Dr, Winter Haven, FL 33884
  • /2

    $399,999

    New Construction
    • 5 Beds
    • 4 Baths
    • 3,030 Sq Ft

    5110 Kinsley Dr, Winter Haven, FL 33884

    The quick move-in Ammolite offers a well-designed layout with functional living space throughout! Once inside, you are greeted with a private suite including a bedroom, full bath, and separate living space. As you continue down the foyer past the powder room, the home’s open floor plan is put on display featuring an expansive great room that seamlessly flows into the dining nook and upgraded

    Richmond American Homes Builder
    5110 Kinsley Dr, Winter Haven, FL 33884
  • /24

    $269,500

    • 3 Beds
    • 2 Baths
    • 1,288 Sq Ft

    3856 Giorgio Dr, Winter Haven, FL 33884

    MOVE-IN READY and BETTER THAN NEW! Welcome to this beautifully maintained, gently lived-in 2024 home offering 3 bedrooms, 2 bathrooms, and a desirable split-bedroom, open-concept floor plan. The stylish kitchen features STONE COUNTERTOPS, STAINLESS STEEL APPLIANCES, and overlooks the spacious living and dining areas, perfect for everyday living and entertaining. The SPACIOUS PRIMARY SUITE

    Madalay Fleming LA ROSA REALTY KISSIMMEE

    3856 Giorgio Dr, Winter Haven, FL 33884
  • 3744 Giorgio St Unit 39012537, Winter Haven, FL 33884

    $311,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,305 Sq Ft

    ELSTON II Plan at VillaMar, Winter Haven, FL 33884

    Find all the space you need in our two-story Elston II floorplan in Villamar, one of our communities in Winter Haven, Florida. Inside this 4 bedroom, 2 and half bathroom home, you’ll find 2,260 square feet of comfortable living. The living area is an open concept, where your kitchen blends seamlessly into a spacious great room perfect for everyday living and entertaining. The kitchen features a

    D.R. Horton Builder
    3744 Giorgio St Unit 39012537, Winter Haven, FL 33884
  • /10

    $325,750

    • 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

    Osvaldo Junior WRA BUSINESS & REAL ESTATE

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

    $4,500,000

    $41M PRICE DROP
    • Land
    • 6.82 Acres
    • $659,824 per Acre

    0 Thompson Nursery Rd, Cypress Gardens, FL 33884

    6.82+/- Acre Self Storage Development Opportunity. Commercial zoning allows for Self Storage. The property is cleared and graded. This development project includes Lots S10, S11, and S12 shown on the attached map. The utilities are at the site. Once the buyer provides their conceptual plans for a self-storage project, the Seller's engineer can have full plans ready to submit within 4-6 weeks and

    Mark Allen COMMERCIAL REAL ESTATE PROF IN

    0 Thompson Nursery Rd, Cypress Gardens, FL 33884
  • /6

    $287,000

    $3K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,919 Sq Ft

    123 Ruby Lake Dr, Winter Haven, FL 33884

    APPROVED SHORT SALE. THIS BEAUTIFUL HOME IS A 3 BEDROOM TWO BATH HOME WITH AN OFFICE. CAN BE USED AS A 4TH BEDROOM. LARGE OVERSIZED LOT IN A GATED COMMUNITY.

    Lisa Gonzalez Signature Realty Group

    123 Ruby Lake Dr, Winter Haven, FL 33884
  • /69

    $367,000

    $8K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    1015 Corso Dr, Winter Haven, FL 33884

    Like new 5-bedroom, 3.5-bath home with a functional open layout and abundant natural light. The kitchen overlooks the main living area, making it perfect for entertaining. Upstairs, a versatile loft adds valuable extra living space. With generously sized secondary bedrooms, modern finishes, and a 2-car garage, this home is ready for its next owner. Easy to show!

    William Figueroa SOVEREIGN REAL ESTATE GROUP

    1015 Corso Dr, Winter Haven, FL 33884
  • /82

    $247,900

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

    2865 Attwater Loop, Winter Haven, FL 33884

    Traditions at Lake Ruby is a resort-style 55+community with a lovely clubhouse, lake access, gated, and loads of activitiesThis stunning , freshly painted inside-unit villa has everything that you have been waiting for! The St Lucia is a popular open floorplan featuring 2 bedrooms, 2 bathrooms and a den/office Highly upgraded wood plank porcelain tile floors can be found throughout the living

    Madri Spoelstra DREAM REALTY GROUP

    2865 Attwater Loop, Winter Haven, FL 33884
  • /54

    $262,500

    $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,719 Sq Ft

    4019 Carteret Dr, Winter Haven, FL 33884

    Welcome to this beautifully maintained residence located in the lakefront community of Traditions, one of Winter Haven’s premier 55+ gated communities known for its vibrant lifestyle and exceptional amenities. Fully upgraded with a brand-new HVAC system & water heater installed (both in March 2026), an updated roof (November 2023), updated kitchen appliances (2024), refreshed landscaping (2026),

    Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    4019 Carteret Dr, Winter Haven, FL 33884
  • /30

    $534,995

    • 3 Beds
    • 2.5 Baths
    • 2,554 Sq Ft

    1128 Shoreline Ln, Winter Haven, FL 33884

    This Lakeview Patio Home is in the gated lakefront community of Winterset, LEGOLAND across the lake, State Of The Art Gated Security, The Community enjoys a Clubhouse with Heated Pool, Spa, Tennis Courts, Sand Volleyball area, Shuffleboard court. Fishing Pier, Winterset Lake is part of the Famous Chain Of Lakes of Winter Haven, which has 16 lakes in Southern end and 10 in the Northern end. Two

    Steven Koleno BEYCOME OF FLORIDA LLC

    1128 Shoreline Ln, Winter Haven, FL 33884
  • /6

    $388,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,387 Sq Ft

    Zion Plan at VillaMar - Classic Series, Winter Haven, FL 33884

    Open first floor creates a unified living space with a large great room that overlooks the kitchen and dining area. Upstairs loft can be used to best fit your family's needs and tech area is perfect for a home office.

    Meritage Homes Builder
    3745 Giorgio Dr Unit 37076783, Winter Haven, FL 33884
  • /21

    $349,999

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,670 Sq Ft

    5331 Mickey Ave, Lake Wales, FL 33859

    Discover this must-see Tourmaline home. Included features: an inviting covered entry; an expansive great room; a well-appointed kitchen offering 42 cabinets, quartz countertops, a roomy pantry, a center island and an adjacent dining area; a beautiful primary suite showcasing an immense walk-in closet and a private bath; a convenient laundry; an airy loft; a storage area and a covered patio. This

    Richmond American Homes Builder
    5331 Mickey Ave, Lake Wales, FL 33859
  • /2

    $247,500

    $3K PRICE DROP
    • Land
    • 20,037 Sq Ft
    • $538,043 per Acre

    7374 Bent Grass Dr, Winter Haven, FL 33884

    JUST REDUCED!!! SOUTHEAST WINTER HAVEN! BUILD YOUR LAKEFRONT DREAM HOME ON THIS GORGEOUS LAKEFRONT BUILDING LOT IN THE GATED COMMUNITY OF MILLER'S LANDING WITH 100 FT. ON LAKE BESS! Views! Views! Views! Hurry before it's long gone!

    Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

    7374 Bent Grass Dr, Winter Haven, FL 33884
  • /23

    $415,000

    • 4 Beds
    • 2 Baths
    • 1,960 Sq Ft

    301 Terranova Blvd, Winter Haven, FL 33884

    Welcome to this beautifully maintained 4-bedroom, 2-bathroom home located in the desirable gated community of Terranova in Winter Haven. Offering approximately 1,960 square feet of living space, this residence features an open and functional floor plan designed for comfortable everyday living and entertaining. The spacious kitchen flows seamlessly into the main living areas, creating the perfect

    Rosa Nieves LA ROSA REALTY KISSIMMEE

    301 Terranova Blvd, Winter Haven, FL 33884
  • /2

    $394,999

    New Construction $14K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,011 Sq Ft

    5393 San Pietro Dr, Winter Haven, FL 33884

    Prepare to be impressed by the Valencia, a two-story home featuring 5 bedrooms, 3 bathrooms, and a 2-car garage. This floorplan is designed for modern living and effortless entertainment. Step through the elegant foyer into a vibrant main living area, complete with a private guest suite for ultimate comfort. The kitchen shines with sleek quartz countertops, stainless steel appliances, and

    Casa Fresca Homes Builder
    5393 San Pietro Dr, Winter Haven, FL 33884
  • 0 Coming Early 2025 St Unit 37331382, Lake Wales, FL 33859

    $231,990

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

    GREENBRIAR Plan at Leoma's Landing, Lake Wales, FL 33859

    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 feet of smart

    D.R. Horton Builder
    0 Coming Early 2025 St Unit 37331382, Lake Wales, FL 33859
  • /30

    $254,900

    New Construction $3K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    750 Greenway Blvd, Lake Wales, FL 33859

    The property is located at 750 Greenway Boulevard LAKE WALES FL 33859 priced at 254900, the square foot and stories are 1328, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    750 Greenway Blvd, Lake Wales, FL 33859
  • /56

    $195,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    4925 Cypress Gardens Rd Unit 100, Winter Haven, FL 33884

    Welcome to your new home, located in Dove's Rest, a 55+ community. This home features an open living area with a new refrigerator and stove. The Air Conditioner was installed in 2024 and the roof is 2021. The windows are a double pane window for added insulation value. The washer and dryer are located inside the home for convenience. This home will be sold mostly unfurnished with the bed in the

    Kathy Devor COLDWELL BANKER REALTY

    4925 Cypress Gardens Rd Unit 100, Winter Haven, FL 33884
  • /27

    $276,490

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,498 Sq Ft

    4265 Lester Dr, Lake Wales, FL 33859

    The property is located at 4265 Lester Drive LAKE WALES FL 33859 priced at 276490, 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
    4265 Lester Dr, Lake Wales, FL 33859
  • /25

    $265,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,265 Sq Ft

    326 Dinner Lake Way, Lake Wales, FL 33859

    Move-in ready 3BR/2BA home on over a quarter acre in the gated community of Dinner Lake Shores. Enjoy peaceful lake views, low HOA, and a playground just steps away. Bright, open layout with spacious kitchen, granite countertops in both bathrooms, walk-in closet in the primary suite, and a 2-car garage. Major upgrades include built-in pest control and A/C with blue UV light technology. All

    Anthony Medina KELLER WILLIAMS REALTY SMART 1

    326 Dinner Lake Way, Lake Wales, FL 33859
  • /20

    $250,000

    $21K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,713 Sq Ft

    3732 Giorgio Dr, Winter Haven, FL 33884

    Short Sale. Welcome to this beautiful Winter Haven home! VillamarThis property offers a spacious layout, abundant natural light, and comfortable living areas ideal for everyday living and entertaining. The backyard provides great outdoor potential. Conveniently located near shopping, dining, schools, and major highways.Short Sale opportunity — perfect for buyers looking for value and

    Yoja Mirabal MY REALTY GROUP, LLC.

    3732 Giorgio Dr, Winter Haven, FL 33884
  • /22

    $249,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,386 Sq Ft

    Crestone II Plan at Peace Creek Reserve - Serenity, 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
    3024 Captain Jax Way Unit 40307291, Winter Haven, FL 33884
  • /39

    $310,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,429 Sq Ft

    464 Lake Suzanne Dr, Lake Wales, FL 33859

    Welcome to Chalet Estates, the premier 55+ gated community where comfort, style, and convenience converge. This exceptional 3-bedroom, 2-bath home is nestled on a premium lakefront lot, offering picturesque views and a peaceful lifestyle. A charming covered entrance invites you into an open-concept floor plan thoughtfully designed for effortless living. The spacious living room features vaulted

    Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

    464 Lake Suzanne Dr, Lake Wales, FL 33859
  • /4

    $249,990

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

    ARCHER II Plan at Leoma's Landing, Lake Wales, FL 33859

    The Archer II is one of our one-story floorplans features in our Leoma's Landing community in Lake Wales, Florida. Take your pick between three 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
    0 Coming Early 2025 St Unit 37331374, Lake Wales, FL 33859
  • /63

    $479,000

    $16K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,589 Sq Ft

    4129 Limerick Dr, Lake Wales, FL 33859

    IDEAL LOCATION! AMAZING VIEW!!!! 4129 Limerick Drive Lake Wales, Florida is located on the 1st hole of Lake Ashton's East Golf Course. Bring your toothbrush-- fully furnished RV home. The location of this DeSoto RV home is desirable and offers a spectacular view of the morning sunrise over Lake Ashton. You'll enjoy the unobstructed golf and water views from one of the best lots in Lake Ashton.

    Lori Raath LAKE ASHTON REALTY INC.

    4129 Limerick Dr, Lake Wales, FL 33859

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