1,412

Winter Haven, FL Homes for Sale

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  • /48

    $414,999

    $10K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,905 Sq Ft

    4162 Roberta Dr, Winter Haven, FL 33881

    Well maintained 5 Bedroom Home For Sale on a Huge Corner Lot with no Rear Neighbors! Long Driveway to park a lot of cars plus an extended oversized garage! Low HOA! Open Concept Living. Vinyl plank and tile flooring. Downstairs primary bedroom plus downstairs den/study area. Huge upstairs loft plus 4 additional bedrooms, 1 bedroom with an en-suite bathroom perfect for a young adult or teenager

    Marlon Persaud REAL BROKER, LLC

    4162 Roberta Dr, 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
  • /28

    $148,900

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

    1221 Cypress Vine Rd, 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, Winter Haven, FL 33884
  • /24

    $359,950

    New Construction $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    3038 Thornhill Rd, Wahneta, FL 33880

    This new construction build sits on almost an acre (.72) and is a comfortable and cozy home with 3 bedrooms, 2 bathrooms and 1,467 square feet of living space. A rare opportunity awaits with the neighboring newly constructed home also available for purchase! Whether you're looking to create a private family compound, live next door to parents, grandparents, or siblings, or simply have your best

    Angie Reynolds PORCHLIGHT HOMES LLC

    3038 Thornhill Rd, Wahneta, FL 33880
  • /3

    $49,000

    $25K PRICE INCREASE
    • 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. Note: buyers I emphasize the

    Samih Sadiq KELLY RIGHT REAL ESTATE

    0 N A Unit MFRO6227442, Winter Haven, FL 33880
  • /34

    $275,000

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

    1042 Corso Dr, Winter Haven, FL 33884

    Welcome to 1042 Corso Drive in Winter Haven! This beautiful 4-bedroom, 2-bath home offers a bright, open floor plan with modern finishes and plenty of space for comfortable living. The kitchen features ample cabinetry, modern appliances, and a walk-in pantry, opening to the spacious living and dining areas. The primary suite includes a private bath with dual vanities, soaking tub, and separate

    Monica Gura ORCHARD BROKERAGE, LLC

    1042 Corso Dr, Winter Haven, FL 33884
  • /22

    $79,500

    $7K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft

    1435 Wild Dunes Ct Unit 73, Winter Haven, FL 33881

    2 Bed | 2 Bath | 1148 Sq.Ft. | $79,500 | Four Lakes Golf Club | Lot 100 Step into comfort, convenience, and peace of mind with this beautifully maintained 2-bedroom, 2-bath manufactured home offering 1,148 sq. ft. of thoughtfully designed living space. Located in a desirable 55+ gated community, this home stands out thanks to major updates that take the worry out of homeownership. Big‑Ticket

    Cheryl Dobbs CRF Communities

    1435 Wild Dunes Ct Unit 73, Winter Haven, FL 33881
  • /2

    $197,500

    • 3 Beds
    • 2 Baths
    • 2,082 Sq Ft

    820 Avenue Z NW, Winter Haven, FL 33881

    Short Sale. Discover a wonderful opportunity in the desirable Winter Haven area. This inviting residence offers comfortable living with a practical and welcoming layout. Bright natural light enhances the interior, creating a warm and airy feel throughout. The living areas flow seamlessly, making everyday living and entertaining effortless. A functional kitchen provides plenty of space for cooking

    Cesar Estrada, PA EXP REALTY LLC

    820 Avenue Z NW, Winter Haven, FL 33881
  • /13

    $256,500

    $13K PRICE DROP Pre-Foreclosure
    • 2 Beds
    • 1 Bath
    • 1,099 Sq Ft

    1601 Roselawn St SW, Winter Haven, FL 33880

    Welcome to this beautifully updated home in Winter Haven! This move-in ready property combines classic charm with modern upgrades, featuring stunning high-gloss marble-style porcelain flooring throughout that creates a bright and elegant living space. Enjoy a spacious layout filled with natural light, a well-maintained kitchen with stainless steel appliances, wood cabinetry, and a stylish

    Gabriel Rivera Gonzalez LA ROSA REALTY PRESTIGE

    1601 Roselawn St SW, Winter Haven, FL 33880
  • /40

    $209,900

    $22K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,048 Sq Ft

    2390 29th St NW, Winter Haven, FL 33881

    Well-maintained 4-bedroom, 2-bath home located in the desirable Winter Haven area. This inviting residence features a bright and open floor plan with abundant natural light throughout, creating a warm and comfortable atmosphere. The spacious living and dining areas flow seamlessly, making it ideal for everyday living and entertaining. The kitchen features ample cabinet space and functionality,

    John Scalia EXP REALTY LLC

    2390 29th St NW, Winter Haven, FL 33881
  • /45

    $299,950

    Open Sun 12PM - 2PM $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,517 Sq Ft

    265 Lake Thomas Dr, Winter Haven, FL 33880

    Welcome to this beautifully renovated lakefront home located on Thomas Lake in Winter Haven, Florida! This charming two-story home combines modern upgrades with warm character, breathtaking water views, and lake access.Step inside to tall vaulted ceilings creating an open, spacious layout filled with natural light and prospective memories. The home features all-new flooring throughout and a

    Angie Reynolds PORCHLIGHT HOMES LLC

    265 Lake Thomas Dr, Winter Haven, FL 33880
  • /31

    $144,900

    $5K PRICE DROP
    • Land
    • 30,492 Sq Ft
    • $207,000 per Acre

    0 Brogden Ct SE Unit MFRP4938999, Winter Haven, FL 33880

    Build your dream home on one of Winter Haven's most exclusive and private streets. Tucked away on prestigious Brogden Court SE, on nearly an acre of land, this exceptional vacant homesite offers a rare opportunity to create a custom residence in a secluded setting while remaining remarkably close to everything Central Florida has to offer. Enjoy the perfect balance of privacy and convenience with

    Kayly Malinas JOHN WOOD REALTY, INC.

    0 Brogden Ct SE Unit MFRP4938999, Winter Haven, FL 33880
  • 2815 Adeline Ave Unit 38507577, Winter Haven, FL 33881

    $289,990

    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
  • /43

    $350,000

    • 3 Beds
    • 2 Baths
    • 2,431 Sq Ft

    1218 37th St NW, Winter Haven, FL 33881

    Welcome to this beautifully built home in a super convenient Winter Haven location. Its central position makes it easy to get anywhere you need to go. You are close to Legoland, an easy drive to Disney attractions, and have quick access to Florida's beaches, shopping, restaurants, and everyday essentials. Inside, the home features an impressive open concept design with soaring 12 foot ceilings,

    Prudy Cole CENTURY 21 BE3

    1218 37th St NW, Winter Haven, FL 33881
  • /86

    $462,000

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,550 Sq Ft

    1814 Sandhill Ln, Winter Haven, FL 33884

    Here is your opportunity to own an immaculate home in the sought after community of Cypresswood Golf and Country Club. Consistently voted the Number 1 Golf Course in the area. This vibrant community has it all. Aside from the fantastic course right out your door, enjoy everything else it has to offer. A wonderful restaurant and Club House where they host live music 3 nights a week and top notch

    Stacy Tuttle REMAX EXPERTS

    1814 Sandhill Ln, Winter Haven, FL 33884
  • /29

    $430,000

    $80K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 3,015 Sq Ft

    724 W Central Ave, Winter Haven, FL 33880

    Great investment opportunity! Tenant-occupied property in a central location with strong rental demand. Short sale subject to lender approval. Sold as-is, no repairs. Do not disturb tenants. No seller/creative financing.

    Miraya Lane REAL BROKER, LLC

    724 W Central Ave, Winter Haven, FL 33880
  • /15

    $254,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,437 Sq Ft

    204 Kingshill Ct SE, Winter Haven, FL 33884

    This move-in-ready 3-bedroom, 2-bathroom home is located in the desirable Planters Walk neighborhood.The interior features a functional open-concept layout where the kitchen overlooks the main living areas, creating an inviting flow for daily living and entertaining. The updated kitchen is equipped with sleek granite countertops and stainless steel appliances. The primary suite serves as a

    Robert Salmons ENTERA REALTY LLC

    204 Kingshill Ct SE, Winter Haven, FL 33884
  • /33

    $47,900

    • 2 Beds
    • 2 Baths
    • 1,066 Sq Ft

    59 Kent Dr SW, Winter Haven, FL 33880

    FISHERMAN'S PARADISE • BOATING! Charming 2-bedroom, 2-bathroom home in the highly sought-after 55+ Garden Mobile Village community in Winter Haven, Florida, where lake living, boating, fishing, and relaxed days are part of everyday life. This lovely home sits directly on a canal with private access to Lake Shipp and the Southern Chain of Lakes. The open floor plan is perfect for entertaining or

    Gary DeMarigny USA Mobile & Manufactured Home Sales, LLC.

    59 Kent Dr SW, Winter Haven, FL 33880
  • /19

    $84,900

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    4165 Rolling Oaks Dr, Winter Haven, FL 33880

    Priced to sell, Home has a new metal roof, CHA is approximately five years old, and you will feel right at home from the moment you walk in. Come enjoy the beautiful Florida sunsets in this 55+ gated, five-star park.

    Rita Stead SOUTHERN BELLE REALTY

    4165 Rolling Oaks Dr, Winter Haven, FL 33880
  • /24

    $150,000

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

    622 Ridge Terrace, Winter Haven, FL 33881

    Newly Remodeled Kitchen and Bathrooms! Welcome to Florida living at its best in this beautifully updated 2-bedroom, 2-bath home offering comfort, style, and an easygoing waterfront lifestyle.Step inside to a bright, open floor plan featuring modern finishes, wood-look flooring, and inviting living spaces perfect for relaxing or entertaining. The remodeled kitchen and bathrooms add a

    Diana Acosta TFP FLORIDA REALTY LLC

    622 Ridge Terrace, Winter Haven, FL 33881
  • /89

    $89,000

    $6K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,550 Sq Ft

    325 Lakeview Ln SE, Winter Haven, FL 33884

    ** Exclusive Listing! Age 55+ Land Lease Community with monthly lot rent. Contact listing agent below for ALL showings and offers.** You'll soon have your very own slice of Florida paradise as the new owner of this super spacious and exceptionally well maintained 1985 Fuqua. Priced right at $89,000, and measuring 25x52, plus the 10x25 Florida room, this home will provide approximately 1550 total

    Shawna Kemp Mobile Home Spot Inc.

    325 Lakeview Ln SE, Winter Haven, FL 33884
  • /40

    $56,900

    • 2 Beds
    • 2 Baths
    • 784 Sq Ft

    715 Century Ln Unit 715, Winter Haven, FL 33881

    2 Bed | 2 Bath | 784 square foot | $56,900 (Hidden Golf Club- Lot 715) Located in highly sought after 55+ community! This well-maintained furnished home offers a bright, open layout. Highlights include- No rear neighbors! All new windows, AC (5 years), Inside laundry, spacious lanai. Home also has large carport with golf cart parking in rear. Enjoy the beautifully maintained 18-hole golf course.

    Brandi Sappington CRF Communities

    715 Century Ln Unit 715, Winter Haven, FL 33881
  • /56

    $215,000

    • 3 Beds
    • 2.5 Baths
    • 1,549 Sq Ft

    2216 Starboard, Winter Haven, FL 33881

    Check out this wonderful opportunity to own a spacious 3-bedroom, 2.5-bath home in the desirable 55+ community of Hartridge Landings! This well-maintained community offers a low HOA fee that includes access to the community pool and a private boat ramp on Lake Hartridge, providing access to Winter Haven's renowned Chain of Lakes. Step inside to an open and versatile floor plan featuring two

    Bree Allison KELLER WILLIAMS TAMPA CENTRAL

    2216 Starboard, Winter Haven, FL 33881
  • /22

    $139,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,077 Sq Ft

    689 Lake Howard Dr NW Unit 2D, Winter Haven, FL 33880

    Price Improvement!! Welcome to this Charming 2-bedroom 2 bath move-in-ready condo in the well-established 55+ Wellington Community. This community has a beautiful lake front with a private dock and access to Lake Howard that connects to the Chain of Lakes. This spacious home provides plenty of living space, with large bedrooms, and sliding doors that lead to a screened in lanai with a side rear

    Rick Hemenway CROSBY & ASSOCIATES, INC.

    689 Lake Howard Dr NW Unit 2D, Winter Haven, FL 33880
  • /73

    $315,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,011 Sq Ft

    5264 Green Dr, Winter Haven, FL 33884

    PRICED TO SELL!!!! 5264 Green Drive Winter Haven, Florida is a 3 Bedroom/2 Bath Provence floor plan located in Lake Ashton, a gated and guarded Florida 55+ community with resort style amenities and activities. This spacious and split floor plan home offers a Formal Dining Area, Living Room, Primary Suite, Guest Bedroom and Bedroom 3 is a Flex Room that could be an Office or additional

    Lori Raath LAKE ASHTON REALTY INC.

    5264 Green Dr, Winter Haven, FL 33884
  • /41

    $175,000

    • 2 Beds
    • 2 Baths
    • 1,340 Sq Ft

    6107 Grand Oaks Dr SE, Winter Haven, FL 33884

    Virtually Staged. Welcome home to 6107 Grand Oaks Dr SE, nestled in the friendly Garden Grove Oaks 55+ community, where YOU OWN YOUR LAND—NO LOT RENT! Situated on a beautifully landscaped DOUBLE LOT, this charming 2-bedroom, 2-bath home offers plenty of space inside and out. The second lot is a true highlight, featuring beautiful landscaping and a large pergola that creates the perfect spot to

    Anita Lowe LOCKHART & ASSOCIATES INC

    6107 Grand Oaks Dr SE, Winter Haven, FL 33884
  • /37

    $48,000

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,484 Sq Ft

    277 Alpine Dr Unit 277, Winter Haven, FL 33881

    Swiss Village / Lot #277 / 2 Bed/2 Bath / 1,484 Sq. Ft. / LAKE VIEW FOR $48,000.00 PRICE HAS BEEN REDUCED ALMOST 5K!!! 4 POINT INSPECTION HAS ALREADY BEEN DONE!! This spacious home is right across from the water and on a corner lot. It provides: New Gutters & Fascia, Double carport, New Appliances, Refreshed Kitchen (with new countertops, paint, hardware), New Kitchen/bathroom LVP flooring &

    Donna Kendall CRF Communities

    277 Alpine Dr Unit 277, Winter Haven, FL 33881
  • /38

    $90,500

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    188 Sweet Cir, Winter Haven, FL 33884

    Become a share holder in this highly sought after 55+ gated community. If you are looking for the perfect retirement home, this one is for you! Located in Orange Manor West, it is one of the most popular 55+ communities in Winter Haven and surrounding area with many amenities. Pool, shuffle board, putt putt, horse shoes, crochet, bingo, lake access and much more. Legoland is around one mile away

    Chris Cain MOSAIC SERVICES LLC

    188 Sweet Cir, Winter Haven, FL 33884
  • /2

    $279,900

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

    1798 White Elephant Loop, Winter Haven, FL 33884

    The Eloise features three spacious bedrooms, offering plenty of room for family and guests. The heart of the house is the kitchen, which boasts an abundance of counter space, making it perfect for preparing meals and entertaining. With modern appliances and a well-designed layout, it's everyone’s dream kitchen. Just outside the back door is a covered patio that creates a cozy retreat for outdoor

    LGI Homes Builder
    1798 White Elephant Loop, Winter Haven, FL 33884
  • /25

    $314,990

    • 4 Beds
    • 2 Baths
    • 1,851 Sq Ft

    3308 Country Walk Club Cir, Winter Haven, FL 33881

    Welcome to this stunning 4-bedroom, 2-bath home located in a vibrant and growing neighborhood. Built in 2020, this modern residence offers the perfect blend of style, comfort, and functionality—ideal for today’s lifestyle.Step inside to discover a bright and spacious open-concept floor plan, perfect for both everyday living and entertaining. The gourmet kitchen is a true centerpiece,

    Humberto Cuevas LA ROSA REALTY LLC

    3308 Country Walk Club Cir, Winter Haven, FL 33881
  • /38

    $358,500

    $39K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,257 Sq Ft

    896 Vienna Dr, Winter Haven, FL 33884

    PRICE ADJUSTMENT LOWERED BY $11,500...YOU DON'T WANT TO MISS THIS OPPORTUNIY!!!LOOK AT THIS AMAZING MOVE IN READY HOME. Owner is ready to sell! This beautiful high-end Adams built home is located in SE Winter Haven. It is a stunning one story 4/3 move in ready home that was built in April 2022, less than a year old! When you enter the home, you will feel the magnitude of the open floor plan with

    Sherry Sapp COLDWELL BANKER REALTY

    896 Vienna Dr, Winter Haven, FL 33884
  • 4019 Penelope Ave Unit 41623442, Lake Wales, FL 33859

    $347,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,215 Sq Ft

    Riviera Plan at Annabelle Estates, Lake Wales, FL 33859

    Introducing the Riviera floorplan, a unique two-story all block construction home available in Annabelle Estates, one of our communities in Winter Haven, Florida.This plan is thoughtfully designed with 4 bedrooms, 3 bathrooms, a spacious loft, and two- car garage, with an optional fifth bedroom configuration.The welcoming entry opens into a foyer with access to a private first-floor

    D.R. Horton Builder
    4019 Penelope Ave Unit 41623442, Lake Wales, FL 33859
  • /41

    $339,000

    $36K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,360 Sq Ft

    1210 Zambrana Ct, Winter Haven, FL 33884

    Welcome to your next home in the heart of Winter Haven! Located on a peaceful cul-de-sac, this charming property at 1210 Zambrana Ct offers the perfect blend of comfort, space, and convenience.Featuring a bright and open layout, this home is designed for both relaxing and entertaining. Enjoy spacious living areas filled with natural light, a functional kitchen with plenty of storage, and

    Ivanna Mendoza RE/MAX REX

    1210 Zambrana Ct, Winter Haven, FL 33884
  • /32

    $179,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,579 Sq Ft

    100 El Camino Dr Unit 104, Winter Haven, FL 33884

    A MUST SEE! Beautifully renovated first-floor unit located in the well-kept 55+ Granada Building in Orchid Springs! PARK right in front of the door! The designated parking spot is right in front of #104! This spacious condo spans over 1,500 square feet of living space, featuring an open floor plan with 3 bedrooms and 2 bathrooms. Updates include a new modernized kitchen and bathrooms, stunning

    Chrissi Jasso ASSOCIATE REALTY

    100 El Camino Dr Unit 104, Winter Haven, FL 33884
  • /11

    $199,999

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,118 Sq Ft

    1328 3rd St NE, Winter Haven, FL 33881

    3 bedrooms 2 bath move in ready home. Perfect for starter home or first-time buyer. Newer roof and updated electrical and plumbing throughout and freshly painted.

    Dewayne Smith CHARLES RUTENBERG REALTY ORLANDO

    1328 3rd St NE, Winter Haven, FL 33881
  • /5

    $244,900

    New Construction $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft

    353 Wharf Way, Winter Haven, FL 33881

    Move-in ready 3-bedroom, open-layout townhome for sale in Winter Haven, FL!Downstairs, enjoy an open living area with a spacious gathering room, plus a convenient powder room, flex space, and a private covered lanai.Upstairs, relax in your private owner's suite with a large walk-in wardrobe and a private en-suite bathroom including dual vanities, a decorative tiled shower,

    Highland Homes Builder
    353 Wharf Way, Winter Haven, FL 33881
  • /25

    $125,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    1700 6th St NW Unit B23, Winter Haven, FL 33881

    This beautifully maintained **DELUXE UNIT** is move-in ready and offers everything you’ve been searching for—located in a desirable **55+ community**, perfect for comfortable and peaceful living! What sets this unit apart is its **private in-unit laundry room**, a rare and valuable upgrade compared to other units in the community—adding both convenience and functionality. Enjoy improved energy

    Jean Julme CENTRIC REALTY SERVICES LLC

    1700 6th St NW Unit B23, Winter Haven, FL 33881
  • /14

    $15,000

    • 2 Beds
    • 1.5 Baths

    433 Flamingo Way, Winter Haven, FL 33881

    Discover comfort and style in this spacious 1981 doublewide mobile home, measuring 24x32 and offering an incredible value with two bedrooms and one and a half bathrooms. Boasting exceptional curb appeal at a desirable end-of-road location, the interior features gorgeous upgrades throughout, including stylish newer laminate flooring, ceiling fans in every room, and large, bright windows that flood

    Yvonne Straub Bedrock MH Sales LLC

    433 Flamingo Way, Winter Haven, FL 33881

Showing Results 241 - 280, Page 7 of 18

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