1,339

Winter Haven, FL Homes for Sale

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  • /43

    $44,900

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    227 Alpine Dr Unit 227, Winter Haven, FL 33881

    Swiss Village / Lot #227 / 2 Bedroom/2 Bath / 1,500 Sq. Ft. / $44,900.00 PRICE REDUCED 5K!!! Great location for this newly listed home on large perimeter lot. It is mostly furnished and offers: New Siding 2023, Water Heater, Double Insulated 12 X 16 Florida Room, Handicap Commodes, Double Insulated Art/Craft Room, Freshly Painted, Custom, Hand Painted Mural in Master, Large Storage Shed, And so

    Jennifer Torres CRF Communities

    227 Alpine Dr Unit 227, Winter Haven, FL 33881
  • /2

    $120,000

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    100 Lakeside Ranch, Winter Haven, FL 33881

    LAKEFRONT COMMUNITY...Welcome home to Lakeside Ranch, a gated 55+ community with NO LOT RENT! This 2 Bedroom/2 Bath home features a large living room that leads to the lovely Florida room.This open concept home has a tastefully renovated kitchen with lots of counterspace and cabinets, a dining room with built-in cabinetry, a large living room with lighted ceiling fan, luxury vinyl plank flooring

    Chanmarlie Lim HOME WISE REALTY GROUP, INC.

    100 Lakeside Ranch, Winter Haven, FL 33881
  • /17

    $286,000

    • 3 Beds
    • 2 Baths
    • 1,089 Sq Ft

    1516 Avenue D NE, Winter Haven, FL 33881

    Fully renovated 3BR/2BA home with an open space perfect for office or extra space located in Winter Haven NO HOA! New Roof, New AC, New Water Heater, New Flooring, New Kitchen Cabinets, updated bathrooms cabinets, and modern finishes throughout. Turn-key and move-in ready with a spacious yard and great location. Huge fenced backyard with banana trees Plus, NO HOA — enjoy more freedom and lower

    Karina Turcios LPT REALTY, LLC

    1516 Avenue D NE, Winter Haven, FL 33881
  • /39

    $259,000

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

    3161 Royal Tern Dr, Winter Haven, FL 33881

    Short Sale. One of the most sought-after floor plans, this 4-bedroom, 2-bathroom home boasts numerous charming features and is set on an oversized lot with no rear neighbors and a serene water view. As you enter, you'll find three spacious bedrooms and a modern bathroom. To the left, the inviting, contemporary kitchen showcases a large pantry offering ample storage space. The open dining area

    Krichely Gonzalez Rodriguez KELLER WILLIAMS ADVANTAGE III

    3161 Royal Tern Dr, Winter Haven, FL 33881
  • /20

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,259 Sq Ft

    151 1st St S, Winter Haven, FL 33880

    Welcome to your move in ready dream home! Built in 2023 and still sparkling like new, this 3 bedroom , 2 bath beauty comes with an attached 1 car garage, sits at the at the end of of a peaceful dead end street in the highly sought after unincorporated Winter Haven-offering the perfect blend of privacy and convenience.Step inside to an open, light filled floor plan where every detail shines.

    Juan Garcia LIVE FLORIDA REALTY

    151 1st St S, Winter Haven, FL 33880
  • /17

    $24,900

    • 1 Bed
    • 1 Bath
    • 560 Sq Ft

    81 Woodside Ln, Winter Haven, FL 33881

    PRICE REDUCTION ...This hidden treasure is centrally located in beautiful Winter Haven Florida, and close to all medical, shopping, and major roadways. In addition, this location has easy access to major attractions such as Disney, Legoland, and Universal in Orlando or beautiful beaches on the Atlantic coast. Travel west, and you can enjoy all that Tampa has to offer with its Gulf side

    Linda Wilson Sunset Home Sales

    81 Woodside Ln, Winter Haven, FL 33881
  • /2

    $49,000

    • Land
    • 1.1 Acres
    • $44,545 per Acre

    0 U S 17, Winter Haven, FL 33881

    This 1.10-acre vacant lot on US-17 in Winter Haven, Florida, "Zoning: XX" offers a spacious setting to build your dream spot. Enjoy the convenience of nearby shops, dining, and major road access while still having plenty of room for outdoor living and privacy. A great opportunity to create your ideal Florida lifestyle in a growing area!Pin Location: Latitude 28.10322536, Longitude -81.68755218.

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 U S 17, Winter Haven, FL 33881
  • /23

    $97,500

    • 3 Beds
    • 2 Baths
    • 1,508 Sq Ft

    5418 Laurel Oak Dr Unit 315, Winter Haven, FL 33880

    3bd/2bath/1,508sf/$97,500/Winter Haven Oaks/#315 This beautiful three-bedroom, two bath Home offers the perfect blend of comfort and style. Everything is new including the roof, washer and dryer and AC, providing peace of mind and modern efficiency. Situated on a quiet lot with a perfect view of the clubhouse, the home offers a relaxing and scenic setting. Select furniture pieces are also

    Donna Lattin CRF Communities

    5418 Laurel Oak Dr Unit 315, Winter Haven, FL 33880
  • /27

    $54,900

    • 2 Beds
    • 1 Bath
    • 616 Sq Ft

    101 Woodside Ln, Winter Haven, FL 33881

    Stylishly Renovated Home with Modern Flair! This home is in Hidden Cove, an adult gated community with a variety of amenities including waterfront living, private boat docks and a fishing pier as well as two clubhouses with a variety of activities. Homes in this community are on lot leased land in Winter Haven, Florida. Owning the home, but not the land, you pay a monthly lot rent of $487 which

    Michelle Gentile Renee's Resales

    101 Woodside Ln, Winter Haven, FL 33881
  • /21

    $288,600

    • 3 Beds
    • 2 Baths
    • 1,702 Sq Ft

    1150 High Seas St, Winter Haven, FL 33880

    Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the center of the home. The kitchen boasts a 4-piece appliance package, ample storage, hard surface countertops, and an eat-in dining room. This split floorplan offers the primary bedroom on one side of the home and two secondary on the other. Come

    Blake Keathley EVERYSTATE INC.

    1150 High Seas St, Winter Haven, FL 33880
  • /10

    $90,000

    • 4 Beds
    • 3 Baths
    • 2,064 Sq Ft

    405 W Lake Elbert Dr NE, Winter Haven, FL 33881

    FIXER UPPER with a lake view! Needs full rehab except for roof!

    Claudia Devieux THE KLR GROUP LLC

    405 W Lake Elbert Dr NE, Winter Haven, FL 33881
  • /11

    $499,000

    • 6 Beds
    • 5 Baths
    • 3,020 Sq Ft

    1339 7th St SW, Winter Haven, FL 33880

    Income-producing 5-unit property just minutes from downtown Winter Haven in a high-demand rental location. Exceptional opportunity for investors seeking cash flow, value-add potential, and long-term appreciation in one of Central Florida’s growing markets. This multi-family asset features a diversified unit mix and strong upside potential. Ideal for expanding your investment portfolio, increasing

    Michael Hochadel BHHS FLORIDA PROPERTIES GROUP

    1339 7th St SW, Winter Haven, FL 33880
  • /30

    $285,900

    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft

    1518 Fuji Ct, Winter Haven, FL 33881

    Discover resort-style living in this charming 3-bedroom, 2-bath home built in 2023, nestled in the amenity-rich Villages at BridgeWater community. Boasting 1,537 sq ft of modern comfort on a 5,998 sq ft lot, enjoy an open floor plan with vaulted ceilings, a modern kitchen with large island, and a private primary suite. Community perks include a pool, fitness center, tennis courts, and a

    John Crusinberry MARK SPAIN REAL ESTATE

    1518 Fuji Ct, Winter Haven, FL 33881
  • /32

    $98,800

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    502 Leyland Cypress Way Unit 61, Winter Haven, FL 33881

    CYPRESS CREEK VILLAGE #61 / 2 BED / 2 BATH / 1,344 SF / $98,800 POND VIEW HOME with Double Driveway! This Large WELL MAINTAINED updated home is partially furnished and move-in-ready for you! This 2006 Nobility Home features an open floor plan and large two-level lanai overlooking a pond! Lanai includes tile floors, vinyl windows, roman shades, and a covered patio that is perfect for grilling out!

    Jennifer Meyers CRF Communities

    502 Leyland Cypress Way Unit 61, Winter Haven, FL 33881
  • /43

    $98,900

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    1511 Aberdeen Ln Unit 198, Winter Haven, FL 33881

    This Immaculate 1260 sq ft home features two bedrooms and two full baths, with a lanai under central AC, a screened-in sunroom overlooking the 9th tee of an outstanding 18-hole Championship Golf Course in Four Lakes Golf Club 55+ Community in Central Florida. The master suite features a large walk-in closet and an en suite bath with a walk-in shower. The second bedroom is across from a full bath

    Deb Bartholomew Sunset Home Sales

    1511 Aberdeen Ln Unit 198, Winter Haven, FL 33881
  • /54

    $230,000

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

    2813 Wingfoot Ct, Winter Haven, FL 33884

    Welcome to 2813 Wingfoot Court in the sought-after Cypresswood Golf Villas! Perfectly positioned along the 8th fairway of Cypresswood Golf & Country Club, this guard-gated community offers peaceful golf course views and a relaxed Florida lifestyle.This beautifully maintained 2-bedroom, 2-bathroom villa is being sold fully furnished and truly turn-key — just bring your suitcase. The professionally

    Corinna Weaver CROSBY & ASSOCIATES, INC.

    2813 Wingfoot Ct, Winter Haven, FL 33884
  • 1651 Hummingbird Rd Unit 39009648, Winter Haven, FL 33880

    $464,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,787 Sq Ft

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

    Harmony at Lake Eloise presents The Camden, available to build in Winter Haven, FL. This all-concrete block constructed, one-story multi-gen layout offers two homes under one roof. As you enter the foyer you are greeted with two guest bedrooms that share an en suite bathroom with a double vanity. Making your way down the hall you will find a large dining room perfect for the whole family. The

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 39009648, Winter Haven, FL 33880
  • /59

    $589,900

    • 4 Beds
    • 3 Baths
    • 2,633 Sq Ft

    333 Lake Otis Dr SE, Winter Haven, FL 33880

    Welcome to this beautifully renovated pool home offering modern luxury, privacy, and ultimate functionality all with no HOA restrictions! Situated on a spacious corner lot, this 3-bedroom, 3-bath residence includes a dedicated office perfect for working from home or a 4th guest room. Inside, you'll find a brand-new designer kitchen with premium cabinetry, solid countertops, and stainless-steel

    Colin Wells SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC

    333 Lake Otis Dr SE, Winter Haven, FL 33880
  • /23

    $149,500

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft

    413 Winter Ridge Blvd Unit 90, Winter Haven, FL 33881

    Welcome to Winter Ridge Condominiums — Lakeside Living on the Winter Haven Chain of Lakes. Discover the charm of Winter Ridge, a desirable waterfront condominium community offering direct access to Lake Smart, part of the renowned Winter Haven Chain of Lakes. This inviting 2-bedroom, 2-bath home features an open floor plan with ceramic tile throughout, a galley-style kitchen equipped with a

    Christina Heath Century 21 Myers Realty

    413 Winter Ridge Blvd Unit 90, Winter Haven, FL 33881
  • /56

    $198,000

    • 2 Beds
    • 2 Baths
    • 1,620 Sq Ft

    492 Lakeside Ranch Cir, Winter Haven, FL 33881

    LAKEFRONT LIVING FOR UNDER $200K, MOTITVATED SELLER!!! Why pay lot rent when you can enjoy the charm and tranquility in this beautifully renovated, Fully Furnished 2 Bedroom/2 Bath 2006 home in Winter Haven! Nestled in the serene, gated 55+ Lakeside Ranch community on Lake Henry. This home is move-in ready and offers a host of modern updates, including New HVAC (2025) and New Roof and All New

    Cheryl Brewer COLDWELL BANKER REALTY

    492 Lakeside Ranch Cir, Winter Haven, FL 33881
  • /42

    $209,800

    • 3 Beds
    • 3 Baths
    • 1,992 Sq Ft

    429 Siberian Cypress Cir Unit 360, Winter Haven, FL 33881

    Lot #360 / 3 B / 3 BA / 1,992 Sq. Ft. / $209,800.00 Beautiful Like New 2023 Home! Builder's Model Showpiece - 2023 Erica Model in popular Cypress Creek Village! This large, one-owner home is located on a pond lot! It has a glass window enclosed screen room overlooking a patio and pond beyond. Enter into the large open concept home and look across the large Living Room, Dining Room, and Kitchen.

    Jennifer Meyers CRF Communities

    429 Siberian Cypress Cir Unit 360, Winter Haven, FL 33881
  • /13

    $1,100,000

    • Land
    • 1.4 Acres
    • $785,714 per Acre

    0 Cypress Gardens Rd Unit MFRL4957987, Winter Haven, FL 33884

    Prime 1.4+-acre Commercial site adjacent to CVS Hard Corner with separate shared entrance to service the surrounding properties. 100+ Newly Constructed Apartment Facility wraps around northerly & westerly sides of the subject 1.4+-acres. Ideal for another prime medical facility benefiting from the nearby Emergency Centers, Eye Center, Cancer Treatment Facility,etc..

    Gregory Karlson ADVANTAGE REALTY 1

    0 Cypress Gardens Rd Unit MFRL4957987, Winter Haven, FL 33884
  • /82

    $59,990

    • 2 Beds
    • 2 Baths

    31 Alpine Dr, Winter Haven, FL 33881

    Discover a retirement retreat in the heart of sunny Central Florida! This 2-bedroom, 2-bathroom manufactured home is nestled within Swiss Village, a 55+ active community on Lake Henry. Step inside to find laminate flooring throughout and a spacious main bedroom. Major updates have already been handled - there is a rubber roof and is approximately 10 years old, the HVAC system is just 3 years

    Chrissy Walter Sunset Home Sales

    31 Alpine Dr, Winter Haven, FL 33881
  • /28

    $148,900

    • 2 Beds
    • 2 Baths
    • 1,568 Sq Ft

    1221 Cypress Vine Rd Unit 256, Winter Haven, FL 33884

    Lot #256 - 2 Bed /2 Bath + Den /1,568 Sq. Ft./$148,900.00 Spectacular Pond Views from this 2016 Ashley Model in beautiful Cypress Creek Village! This spacious home is located on a waterfront lot with breathtaking views! It offers a double carport with an additional golf cart path! This gorgeous home offers: *Vaulted Ceilings *Kitchen with coffee station and pantry *French doors into large den

    Jennifer Meyers CRF Communities

    1221 Cypress Vine Rd Unit 256, Winter Haven, FL 33884
  • /45

    $45,000

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    564 Chickasaw Loop Unit 34, Winter Haven, FL 33881

    Hidden Cove East / Lot #34 / 2 Bedroom/2 Bath / 840 Sq. Ft. / $45,000.00 PRICE REDUCED ALMOST 3K!!! This home is located in the beautiful Hidden Cove East community, and is unusually hard to find a home as gorgeous as this one! Once residents purchase, they stay, so homes do not come on the market very often. Jump on this gorgeous home that has: New A/C Compressor Roof (2 years old) Sprinkler

    Jennifer Torres CRF Communities

    564 Chickasaw Loop Unit 34, Winter Haven, FL 33881
  • /33

    $345,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,421 Sq Ft

    1640 Pearce Rd, Winter Haven, FL 33881

    Discover the perfect blend of modern living and convenience in this brand new 3-bedroom, 2-bathroom home located in the heart of Winter Haven, just minutes from the serene shores of Lake Hartridge. Best of all, there’s NO HOA to worry about! As you step inside, you’ll be greeted by a bright and airy open floor plan that flows seamlessly throughout the home. The luxury vinyl plank flooring adds

    John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

    1640 Pearce Rd, Winter Haven, FL 33881
  • /3

    $49,000

    • Land
    • 1.01 Acres
    • $48,515 per Acre

    0 N A Unit MFRO6227442, Winter Haven, FL 33880

    Vacant land for sale in Winter Haven, Florida (33880)! This 1.01-acre lot offers a great opportunity to build a custom spot or invest in a desirable Central Florida location. Enjoy the space, flexibility, and convenience of being close to local amenities while still having room to create your ideal retreat. Pin Location: Latitude 27.94512674, Longitude -81.74712260

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 N A Unit MFRO6227442, Winter Haven, FL 33880
  • /65

    $95,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    4607 Balsawood Dr, Winter Haven, FL 33880

    Walk right into this well maintained home. The furnishings you see will remain with the home. The kitchen is large and very functional with lots of cabinets and counter space. Enjoy the open and inviting living area, perfect for entertaining. Sit on the screened front porch enjoying your morning coffee with a nice view of the lake. There is no carpet in this home with laminate flooring in all the

    Kathy Devor COLDWELL BANKER REALTY

    4607 Balsawood Dr, Winter Haven, FL 33880
  • /33

    $119,900

    • 2 Beds
    • 2 Baths
    • 1,439 Sq Ft

    1315 Las Brisas Ln Unit 611, Winter Haven, FL 33881

    2 Bedroom + Den | 2 Bath | 1,439 Sq Ft | $119,900 Four Lakes Golf Club Lot 611 Bright Open Layout Meets 2-Level Lanai for Ultimate Entertaining Welcome home to this beautifully maintained, entertainment-ready retreat located in the highly sought-after Four Lakes Golf Club community! With over 1,400 sq ft of thoughtfully designed living space, this 2-bedroom + den home offers comfort, style, and

    Cheryl Dobbs CRF Communities

    1315 Las Brisas Ln Unit 611, Winter Haven, FL 33881
  • /28

    $159,999

    • 2 Beds
    • 2 Baths
    • 930 Sq Ft

    7904 Waterview Way Unit 7904, Winter Haven, FL 33884

    Welcome to resort-style living in the highly sought-after gated waterfront community of Winterset, where convenience meets comfort in this charming 2-bedroom, 2-bathroom downstairs condo. Step inside to discover a spacious living and dining room combo that creates an inviting atmosphere for relaxation and entertaining. The well appointed kitchen features stainless steel appliances and a

    David Small KELLER WILLIAMS REALTY SMART 1

    7904 Waterview Way Unit 7904, Winter Haven, FL 33884
  • /37

    $179,000

    • 3 Beds
    • 3 Baths
    • 1,749 Sq Ft

    332 Siberian Cypress Cir, Winter Haven, FL 33881

    **CHARMING 3B/3B HOME IN A 55+ PET FRIENDLY GATED COMMUNITY! ** Welcome to your new sanctuary in a vibrant 55+ gated community in beautiful Winter Haven Florida! This stunning like new 2022 Scot Built Manufactured Home offers a generous 1,749 sq. ft. of thoughtfully designed living space, perfect for enjoying your golden years. This home features a spacious master suite where you can indulge in

    Mary Sergent USA Mobile & Manufactured Home Sales, LLC.

    332 Siberian Cypress Cir, Winter Haven, FL 33881
  • /44

    $675,000

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

    2566 Partridge Dr, Winter Haven, FL 33884

    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 3.5 bathroom home one finds many updates,

    Scott Kline KLINE REAL ESTATE SERVICES

    2566 Partridge Dr, Winter Haven, FL 33884
  • /39

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,595 Sq Ft

    122 22nd St NW, Winter Haven, FL 33880

    Welcome to your dream oasis—a stunning craftsman-style 3-bedroom, 2-bath saltwater pool home nestled on just over a quarter acre. This charming property features a large front porch, perfect for relaxing with your morning coffee or enjoying beautiful sunsets. Step inside to find a warm and inviting interior with classic crown molding throughout. The formal dining room offers an elegant space for

    Tiffany Russell KELLER WILLIAMS REALTY SMART 1

    122 22nd St NW, Winter Haven, FL 33880
  • /32

    $269,900

    • 3 Beds
    • 2 Baths
    • 1,526 Sq Ft

    29 Enclave Dr, Winter Haven, FL 33884

    New to the market is this "one owner" villa located in the sought-after Enclave neighborhood located in Cypresswood Golf and Country Club in SE Winter Haven. This 3 bedroom 2 bathroom end unit has just undergone a professional interior paint job. Enjoy Easterly pasture and sunrise views from the lanai. The country club amenities include access to the clubhouse with bar and grill, jr. olympic

    Steven Smith, PA LOCKHART & ASSOCIATES INC

    29 Enclave Dr, Winter Haven, FL 33884
  • /30

    $349,950

    • 2 Beds
    • 2 Baths
    • 1,517 Sq Ft

    265 Lake Thomas Dr, Winter Haven, FL 33880

    Welcome to this beautifully renovated lakefront retreat on Thomas Lake in Winter Haven! This stunning two-story home combines modern upgrades with warm character and breathtaking water views.Step inside to tall vaulted ceilings creating an open, airy layout filled with natural light. The home features all-new flooring throughout and a completely updated kitchen showcasing stainless steel

    Angie Reynolds PORCHLIGHT HOMES LLC

    265 Lake Thomas Dr, Winter Haven, FL 33880
  • /66

    $369,900

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

    5352 Nicklaus Dr, Winter Haven, FL 33884

    Discover the ultimate "Entertainer’s Dream" in the heart of Lake Ashton, Central Florida’s premier 55+ gated community. This residence is meticulously designed for those who love to host, featuring soaring high ceilings that create an immediate sense of grandeur and an open, airy flow throughout the main living areas. These impressive heights extend into the closets, offering massive vertical

    David Fleming BHHS FLORIDA PROPERTIES GROUP

    5352 Nicklaus Dr, Winter Haven, FL 33884
  • /28

    $99,900

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    134 Lake Hazel Dr, Winter Haven, FL 33884

    2-Bedroom, 2-Bathroom Mobile Home in a 55+ Community of ORANGE MANOR WEST-NO LOT RENT!-This spacious 1,352 sq. ft. double wide mobile home located in a 55+ community that offers a wealth of amenities for an active lifestyle. BRAND NEW A/C! The living room features sliding glass doors that open to a front enclosed Florida room, perfect for enjoying the view of your front yard. The kitchen comes

    Kelley Vogel Blackburn COLDWELL BANKER REALTY

    134 Lake Hazel Dr, Winter Haven, FL 33884
  • 2815 Adeline Ave Unit 38507577, Winter Haven, FL 33881

    $293,990 New Construction

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

    DUNDEE Plan at Willowbrook South, Winter Haven, FL 33881

    Welcome to the Dundee, one of our one-story floorplans available in the beautiful community of Willowbrook South in Winter Haven, Florida. Choose between three thoughtfully designed exterior styles. This spacious 5-bedroom, 2-bathroom home offers 1,708 square feet of modern, comfortable living. Step inside to an inviting open-concept layout where the kitchen, living, and dining areas flow

    D.R. Horton Builder
    2815 Adeline Ave Unit 38507577, Winter Haven, FL 33881

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