Winter Haven FL Historical Real Estate, Homes for Sale

3 Beds ⋅ 2 Baths ⋅ Almeda Park SubDv. ⋅ 33880 Zip Code

NO HOA, A QUARTER-ACRE LOT, AND ALL THE UPSIDE YOU CAN DREAM UP! Tucked toward the end of a quiet cul-de-sac on a well-kept street in established Almeda Park, this solid block 3-Bedroom/2-Bathroom home is ready for a buyer who can see the potential and make it their own as a nice handyman special. Inside, you’ll find a living room, a formal dining room, and TWO kitchens with all appliances included, a rare setup for a separate guest area or a chef’s dream remodel. Ceiling fans throughout keep a nice circulation of airflow with nice natural lighting. Off the back door, a flexible bonus room works as a home office or a second living room. Hardwood floors and ceramic tile run throughout and give you a great base to build on. Step out onto the stair deck overlooking a HUGE, beautiful, fully fenced backyard with room for a pool, garden, or outdoor kitchen. A double carport with an attached workshop shed adds space for projects, hobbies, and storage. Bring your vision and build equity from day one. It’s just off Cypress Gardens Blvd and minutes from Downtown Winter Haven, Lake Howard, the Chain of Lakes, LEGOLAND Florida, shopping, and dining, with easy access to US-17 and SR-60. Sold As-Is.

916 Avenue S Se, Winter Haven

$259,900

3 Beds ⋅ 2 Baths ⋅ Pinecrest Add SubDv. ⋅ 33880 Zip Code

Grab coffee downtown, browse the local shops, or meet friends for dinner just minutes from home. This newly remodeled 1925 Winter Haven home pairs classic character with a brand-new roof, brand-new A/C, and a refreshed interior. Inside, you’ll find 3 bedrooms, 2 bathrooms, and approximately 1,391 square feet of living space. Natural light fills the living and dining areas, and the kitchen features white cabinetry, plenty of counter space, and a stainless steel refrigerator and dishwasher. Out back, there’s room to plant a garden or set up an outdoor seating area, plus a detached outbuilding for extra storage. Schedule a showing at 306 SE Avenue H, then swing by downtown and get a feel for what it’s like to live this close.

306 Avenue H Se, Winter Haven

$225,000

3 Beds ⋅ 2 Baths ⋅ Biltmore Shores SubDv. ⋅ 33881 Zip Code

This 3-bedroom, 2-bathroom home offers a bright and welcoming interior with an abundance of natural light. The living spaces feature vinyl flooring, ceiling fans, and neutral finishes that create a clean, comfortable feel throughout. The kitchen stands out with ample counter space, stainless steel appliances, and a functional layout that flows into the main living area. Outside, enjoy a generously sized backyard with plenty of room for outdoor activities. Don't miss the opportunity to make this home your own!

2380 29th Street Nw, Winter Haven

$449,000

3 Beds ⋅ 2 Baths ⋅ Jan-Phyl Village SubDv. ⋅ 33880 Zip Code

LAKEFRONT LIVING, PRIVATE BOAT ACCESS, PRIZED BASS FISHING & ENERGY SAVINGS! Welcome to 128 Lake Sears in Winter Haven, where you can enjoy the best of Florida lakefront living! This special property offers private lakefront access, excellent bass fishing, and a private boat launch with boat lift, making it ideal for boating enthusiasts, fishing lovers, and anyone who appreciates life on the water. Inside, enjoy the comfort of central heating and cooling, complemented by brand-new mini-split systems in both the primary bedroom and Lanai/Florida room for personalized temperature control. The kitchen features beautiful new granite countertops and a new oven, while new flooring throughout and fresh interior paint give the home a clean, updated feel. Additional improvements include new fencing and a recently rescreened lanai (November), providing a wonderful space to relax and enjoy the outdoors. Energy efficiency is another standout feature! The property includes solar panels to help reduce electricity expenses, with the current owners reporting an average monthly electric bill of approximately $65. A well irrigation system helps maintain a healthy, lush lawn while providing added convenience for landscaping. Enjoy the best of both worlds: peaceful waterfront living with everyday conveniences close by. Publix supermarket is less than a mile away, making grocery shopping quick and easy. Whether you're looking for a year-round residence, a relaxing lake retreat, or a home where boating, fishing, and outdoor enjoyment are part of everyday life, 128 Lake Sears offers a wonderful opportunity to experience the Florida lifestyle. Don't miss your opportunity to make this special Lake Sears property your own!

128 Lake Sears Drive, Winter Haven

1700 6th Street Nw Unit C26, Winter Haven

$114,000

2 Beds ⋅ 1 Baths ⋅ Winter Haven Harbour Apts Condo SubDv. ⋅ 33881 Zip Code

EASY LIVING AT ITS FINEST! *MOVE-IN READY! REMODELED 2-BEDROOM CONDO IN AN ACTIVE 55+ COMMUNITY!** Enjoy comfortable, low-maintenance living in this beautifully remodeled 2-bedroom, 1-bath condo. Updates include brand-new vinyl flooring throughout, a modern kitchen with new appliances and solid-surface countertops, and an updated bathroom. Assigned covered parking is included! Enjoy the amenities of this active 55+ community, including a newly remodeled heated swimming pool, clubhouse, shuffleboard courts, grilling area, and convenient on-site car wash station. Public transportation is available right outside the community, with shopping, dining, medical facilities, and a hospital just minutes away. Centrally located between Tampa and Orlando, you'll appreciate the convenience and accessibility this location offers. **OWNER FINANCING WILL BE CONSIDERED!** Buyer approval required. Community is owner-occupied only; rentals are not permitted.

1700 6th Street Nw Unit C26, Winter Haven

$149,900

2 Beds ⋅ 1 Baths ⋅ Haven Homes SubDv. ⋅ 33880 Zip Code

Great opportunity to make this Winter Haven home your own! Situated on a spacious corner lot with a large fenced backyard, mature trees, and plenty of room for outdoor entertaining, gardening, or future improvements. This single story home offers a functional layout and great potential for buyers looking to renovate and customize to their taste. Located near beautiful Lake Deer and Winter Haven's famous Chain of Lakes, with convenient access to boating, fishing, parks, shopping, dining, Downtown Winter Haven, and LEGOLAND Florida Resort. Enjoy the charm of Central Florida living while creating a home that truly reflects your style. Sold AS IS.

186 E Lake Deer Drive, Winter Haven

$200,000

3 Beds ⋅ 1 Baths ⋅ Tranquility Park 02 Rep SubDv. ⋅ 33880 Zip Code

Welcome to this inviting 3-bedroom, 1-bath block home in Winter Haven! Step inside to a spacious living area with room to relax, entertain, and bring everyone together. The generous kitchen offers space for preparing everyday meals and hosting your favorite gatherings, while wood and ceramic tile flooring add character and practicality. Enjoy your morning coffee on the screened porch or wind down outdoors at the end of the day. The fenced yard provides space for gardening, outdoor activities, or creating your own backyard retreat. With three bedrooms, you have flexibility for guests, a home office, or your personal hobbies. Bring your decorating ideas and personal touches to make the spaces reflect your style. Discover the possibilities and schedule your private showing today!

1384 Sheridan Street Sw, Winter Haven

$209,000

2 Beds ⋅ 1 Baths ⋅ Hoffmans Sub & Lake View Add SubDv. ⋅ 33880 Zip Code

Welcome to 660 Avenue C SW, where classic Florida charm, comfortable living, and an exceptional location come together in the heart of Winter Haven. Situated on a generously sized lot surrounded by beautiful mature trees, this charming 2-bedroom, 1-bathroom home offers 1,042 square feet of living space with a combination of character, functionality, and opportunity. Step inside and discover a bright, inviting interior featuring updated wood-look flooring, neutral colors, ceiling fans, and comfortable living spaces ready for your personal touch. The home's traditional layout provides a welcoming atmosphere, while the enclosed front porch offers additional space to relax and enjoy the Florida sunshine. Outside is where this property truly stands out. The expansive yard provides plenty of room for outdoor entertaining, gardening, pets, or creating your own backyard retreat. Beautiful mature oak trees offer natural shade and a setting that's increasingly difficult to find. Additional features include a covered carport, a dedicated laundry area with utility sink, and a detached storage building ideal for tools, equipment, or additional storage. With NO HOA, you'll enjoy the flexibility of homeownership without monthly association fees. Location is another major advantage. Just minutes from downtown Winter Haven and beautiful Lake Howard, you'll have convenient access to local restaurants, shopping, parks, entertainment, and the Chain of Lakes that makes this area so desirable. Whether you're looking for your next home, considering downsizing, or searching for an investment opportunity, this property offers a wonderful combination of location, outdoor space, and possibilities. With its classic character and room to make it your own, 660 Avenue C SW is ready for its next chapter. Schedule your private showing today and come discover the potential this Winter Haven property has to offer!

660 C Avenue Sw, Winter Haven

$427,000

5 Beds ⋅ 6 Baths ⋅ Elbert Hills SubDv. ⋅ 33884 Zip Code

This spacious two-story home features 5 bedrooms, 5.5 bathrooms, and a private pool, offering plenty of room for family, guests, or multigenerational living. The main-floor primary suite includes a walk-in closet, while the cozy fireplace creates a welcoming gathering space. Additional highlights include spacious bedrooms, ample storage, a dedicated laundry room, and a garage. Priced at a discount, this home is a fantastic opportunity to bring your vision to life! Add your personal touches, make it your own, and transform this property into the dream home you've always wanted. Don't miss out on this opportunity!

1400 Lake Elbert Drive Se, Winter Haven

$495,000

3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code

MAIN HOME PLUS TWO INCOME-PRODUCING STUDIO APARTMENTS – $1,800 IN MONTHLY RENTAL INCOME! Looking for a property that offers more than just a place to call home? This unique property features a main residence plus two studio apartments. Situated on an oversized, fully fenced double corner lot, this property offers incredible flexibility and income potential. With its convenient location near LEGOLAND Florida and Winter Haven’s famous Chain of Lakes, there is also exciting potential for short-term rentals or Airbnb opportunities. Enjoy the Florida sunshine in your private 15’ x 30’ screened-in pool or unwind in the hot tub. Inside the main home, you’ll find a beautifully updated kitchen and bathrooms, luxury vinyl plank flooring throughout, newer windows, and a versatile bonus room that could easily serve as a fourth bedroom. There’s plenty of room for vehicles with a triple-wide concrete driveway and paved parking for approximately 10 cars. Additional features include an RV hookup, fully paid-off solar panels to help reduce electric costs, a large storage shed, portable generator hookup, and the possibility of adding a detached garage. Best of all, NO HOA! Whether you’re looking for additional rental income, multigenerational living, or a property with room to grow, this move-in-ready home offers flexibility, convenience, and plenty of possibilities. Live in one, rent the others, and let your property work for you! Don’t miss this unique Florida lifestyle opportunity!

100 Alachua Drive, Winter Haven

$250,000

3 Beds ⋅ 2 Baths ⋅ Southeast Terrace SubDv. ⋅ 33880 Zip Code

Picture weekends spent exploring Winter Haven’s lakes, discovering a favorite local restaurant, and coming home to a place that feels like your own. At 1816 5th Street SE, this three-bedroom, two-bath masonry home offers an inviting setting for enjoying the Central Florida lifestyle. Set on nearly a quarter acre, the property offers room to imagine backyard cookouts, a garden, or a quiet outdoor retreat. Inside, inviting living spaces offer room to relax and feel at home, while three bedrooms provide flexibility for guests, work, or hobbies. A carport adds everyday convenience, and the roof was replaced in 2024. Enjoy the dining, parks, downtown experiences, and Chain of Lakes recreation that give Winter Haven its character. Whether you’re looking for a full-time residence, a seasonal retreat, or an opportunity to explore as a long-term rental, this home offers a place to bring your plans to life. Come see the possibilities and picture your next chapter.

1816 5th Street Se, Winter Haven

$138,000

2 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code

GREAT POTENTIAL WITH A SPACIOUS, PRIVATE BACKYARD! This 2-bedroom, 1-bath concrete block home offers approximately 572 square feet of living space on a generous 0.23-acre lot. One of the property's standout features is the fully fenced backyard, surrounded by mature trees that provide a nice sense of privacy and separation. Inside, the home features a simple, functional layout with tile flooring and room for personal touches and improvements. Whether you're looking for a smaller home to make your own or an investment opportunity, this property offers several possibilities. Conveniently located near schools, shopping, and everyday amenities in Winter Haven. With a little vision and effort, this property has the potential to become something special. Schedule your showing today and see the possibilities for yourself!

1489 36th Street Nw, Winter Haven

$220,000

4 Beds ⋅ 2 Baths ⋅ Florence Village SubDv. ⋅ 33881 Zip Code

Home sweet home, In the heart of Winter Haven. This updated 4 beds; 2 bath family home can be yours. This home has been upgraded with stainless steel appliances, granite countertops, and new flooding in the bedrooms. Warm and welcoming yard for family gatherings or simply relaxing and rejuvenating from the workday.

1904 3rd Street Ne, Winter Haven

$239,000

2 Beds ⋅ 2 Baths ⋅ Haven Groves Estates SubDv. ⋅ 33881 Zip Code

Discover the possibilities and bring your personal charm. This 2-bedroom, 2-bath home features spacious bedrooms, a separate dining room, and a versatile bonus room that could be converted into a 3rd bedroom, subject to applicable requirements. The bonus room also offers options for a home office, hobby room, or additional living space. An indoor laundry room adds everyday convenience, while the storage shed provides extra space for tools, seasonal items, and outdoor equipment. Conveniently located near the intersection, this home offers plenty of potential to make it your own. Schedule your showing today! Buyer to verify actual square footage.

2656 Trinity Circle Nw, Winter Haven

$124,000

3 Beds ⋅ 2 Baths ⋅ Annie O Maddox Subdivision SubDv. ⋅ 33881 Zip Code

A little retro, a lot of room to make it yours! This single story Winter Haven home pairs vintage details with a flexible layout, featuring 3 bedrooms, 1 full bath, and 1 half bath. A wall of windows brightens the wood paneled front room, where sliding glass doors lead into the living and dining area. The separate front room provides space for a home office, reading nook, or hobby room. A decorative arch opens from the dining area into the kitchen, where upper and lower cabinets, a tiled backsplash, and a double basin sink give you a starting point for a refresh. The full bath features a tub and shower combination with a distinctive vintage tile surround. Outside, a mature shade tree frames the driveway, and the covered carport leads to a screened porch with room for a pair of chairs. Brick accents add character to the exterior, and a separate shed provides storage for tools and outdoor gear. Whether you’re drawn to the original look or already picturing fresh flooring and a new color palette, there’s plenty of room to put your own stamp on this home.

1803 4th Street Nw, Winter Haven

$399,900

3 Beds ⋅ 3 Baths ⋅ Anna Mar SubDv. ⋅ 33881 Zip Code

Lakefront Paradise on Lake Elbert! Enjoy beautiful water views right from your front door! Spanning over 1,900 square feet of living space on a generous 0.52-acre lot, this home features a thoughtful layout to include a welcoming living room, a separate cozy family room, and a formal dining room overlooking the lake. The spacious kitchen boasts solid wood cabinets, beautiful countertops, and stainless steel appliances. The primary bedroom showcases stunning lake views along with its own ensuite bathroom complete with a walk-in shower and double vanity. The expansive fenced backyard offers plenty of room for outdoor entertaining. Don’t miss your chance to own this lakeside retreat—schedule your private tour today!

427 W Lake Elbert Dr Ne, Winter Haven

$375,000

3 Beds ⋅ 2 Baths ⋅ Interlaken Add SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. A rare 1945-lakefront home on Lake Howard along Winter Haven's highly sought-after Chain of Lakes. This central Florida waterfront property offers a 2BR/1BA main home plus a separate 1BR/1BA guesthouse currently used as a rental. The breezeway, (laundry rm), has a doorway from the main house leading into the guesthouse that has been sealed off, but could easily be opened again if a buyer wanted to merge the guesthouse into becoming part of the main home. The historic charm here is truly one of a kind w/ original hardwood floors running through much of the home, arched doorways between the rooms, & even the original front door w/ its antique turn-key doorbell. The living rm is anchored by a wood-burning fireplace w/ deep built-in shelving on each side, while large sweeping windows frame views of Lk Howard. The Florida rm/sun rm features wall-to-wall wrap-around windows, tile floor & a built-in window seat w/ storage, offering panoramic lake views & beautiful sunsets. An ornate stained glass divider leads from the sun rm into the dining rm, which showcases a stunning hand-painted mural of Old Florida lakefront scenery w/ the same blue herons, coots & anhingas you'll see right outside. The bathroom features an arched, tiled walk-in shower w/ a frameless glass enclosure. The spacious kitchen offers tile floors, tile countertops, a gas range, white cabinetry, a pantry & a breakfast-nook area w/ French doors that lead to the separate laundry rm, which features vintage mosaic tile floors & direct access to the brick walkway & the generously sized wrap-around wooden sun deck. The large .35-acre lot offers room for a garden, pool, or a private outdoor retreat. Just behind the main home, the guesthouse has its own charm, w/ a checkerboard woven wood ceiling & painted vintage mosaic tile floors. Its living area has sliders leading to its private covered patio. The guesthouse kitchen includes wood cabinetry, & tile floors while the tiled bathroom offers a step-in shower. The same tenant has called it home for approx. 4 years & rents month-to-month for $800/mo, making it a reliable income-producing property, a private space for guests, or a future extension of the main home. There are 3 carports plus 2 storage rooms. Across the street, your private lakefront features a boat dock w/ electric, newer decking & a boatlift that just needs a motor. This fixer-upper needs some TLC, but w/ this much character & potential on the Chain of Lakes, it is a rare chance to restore a true piece of Winter Haven history. All measurements are approx. & all info should be confirmed by buyer.

1501 N Lake Howard Drive, Winter Haven

$65,000

2 Beds ⋅ 1 Baths ⋅ Rosewood Manor SubDv. ⋅ 33881 Zip Code

Complete rehab is needed on this fixer upper. The garage ceiling has caved in & the whole home needs a new roof, the central heat/air conditioner is missing, Electrical wiring has been stripped & plumbing info is unknown. There appears to be evidence of mold in the home from ceiling leaks, so enter at your own discretion. Condition of septic system and all other components of the home are unknown. All measurements are approximate and all info should be confirmed by buyer.

1042 30th Street Nw, Winter Haven

$319,999

5 Beds ⋅ 2 Baths ⋅ Bonnie Shores SubDv. ⋅ 33881 Zip Code

GREAT INVESTMENT OPPORTUNITY IN WINTER HAVEN! Whether you're looking to purchase your first investment property or expand your existing portfolio, this beautifully remodeled duplex is a must-see! Featuring two separate units, one offering 2 bedrooms and 1 bathroom and the other offering 3 bedrooms and 1 bathroom, this property provides excellent flexibility for investors or owner-occupants looking to live in one unit while renting out the other. Both units have been tastefully updated with tile flooring throughout, stainless steel appliances, and beautiful quartz countertops in the kitchens and bathrooms. Conveniently located within walking distance of Lake Jessie and just minutes from shopping, dining, and everyday amenities. Easy access to the Polk Parkway makes commuting toward Tampa or Orlando a breeze. Whether you're looking to generate rental income, offset your mortgage, or add another property to your investment portfolio, this duplex offers a fantastic opportunity. Schedule your private showing today!

3429 Sherry Avenue, Winter Haven

$795,000

4 Beds ⋅ 3 Baths ⋅ Lake Eloise Estates SubDv. ⋅ 33884 Zip Code

FULLY REMODELED WATERFRONT HOME,PRIVATE POOL and BOAT DOCK WITH LIFT and NO HOA! Enjoy the best of Florida living in this beautifully remodeled 4-bedroom, 3-bathroom waterfront home in Winter Haven, offering modern finishes, a desirable split floor plan, and exceptional indoor-outdoor living. The inviting interior features stylish tile flooring, recessed lighting, and a stunning living room highlighted by a custom stacked-stone electric fireplace with a rustic wood mantle. The beautifully updated kitchen is a standout, featuring sleek solid-surface countertops, contemporary white shaker cabinetry, stainless steel appliances, and a HUGE STACKED-STONE CENTER ISLAND with breakfast bar, providing abundant workspace, seating, and the perfect gathering spot for family and guests. The split floorplan offers added privacy, while the spacious primary suite features sliding glass door access to the patio and an updated ensuite bathroom with a double-sink vanity and frameless glass walk-in shower. Additional highlights include NEW ROOF INSTALLED IN 2023, REMODELED KITCHEN AND BATHROOMS, french door, and TWO LAUNDRY AREAS—one conveniently located in the interior laundry room and another in the garage for added flexibility. The home also features NEW PLUMBING AND ELECTRICAL IN 2023, city water, and irrigation. Step outside to your private backyard oasis featuring a sparkling in-ground pool with a NEW POOL SURFACE AND NEW SCREEN ENCLOSURE, BOTH UPDATED IN 2023, an expansive paver patio, and a HUGE COVERED LANAI with a pine-paneled ceiling, outdoor TV, and stone accents, creating an ideal space for entertaining, relaxing, and enjoying the Florida sunshine. Waterfront enthusiasts will love the PRIVATE COVERED BOAT DOCK WITH BOAT LIFT on the canal leading to LAKE ELOISE, offering access to Winter Haven's renowned Chain of Lakes for boating, fishing, and watersports. With NO HOA, enjoy greater freedom and flexibility to accommodate your boat, trailer, and recreational equipment. Conveniently located near shopping, dining, parks, and everyday essentials, with access to Winter Haven's attractions and major Central Florida destinations, this move-in-ready property combines extensive updates, versatile living spaces, and an exceptional waterfront lifestyle. Enjoy your own private pool, spacious covered lanai, and boating access to Lake Eloise—all with NO HOA!

1010 Edgewater Drive, Winter Haven

$185,000

2 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Unit 03 A SubDv. ⋅ 33880 Zip Code

Welcome to Jan Phyl Village in Winter Haven! This home offers a great opportunity for buyers looking for comfortable living with plenty of room to make it their own. Inside, you'll find a functional floor plan featuring tile flooring throughout much of the home, a kitchen with ample cabinet space and a breakfast bar, and a spacious primary bedroom complete with a soaking tub. Step outside to enjoy the large screened-in patio, perfect for relaxing or entertaining year-round. The generously sized backyard offers plenty of outdoor space, along with a storage building, additional covered parking, and paved areas for added convenience. Whether you're searching for your next home or an investment opportunity, this property offers plenty of possibilities. Schedule your private showing today!

213 4th Jpv Street, Winter Haven

$1,100,000

4 Beds ⋅ 6 Baths ⋅ Florida Hlnd Companys Sub SubDv. ⋅ 33884 Zip Code

Discover timeless elegance and waterfront living at 100 Island Way, a distinctive custom estate nestled within the gated community of Orchid Springs. Situated on approximately 1.29 acres of beautifully landscaped grounds overlooking Lake Lewis, this remarkable residence offers 4,179 square feet of living space, 4 bedrooms, 4 full bathrooms, 2 half bathrooms, and a detached artist's studio. Originally built in 1969, this one-of-a-kind home showcases exceptional architectural character, featuring natural coral rock sourced from Coral Gables, rich wood accents, custom built-ins, and thoughtfully designed living spaces. A grand circular driveway and expansive porte-cochère create an impressive entrance, welcoming you into a home filled with warmth, charm, and picturesque garden and lake views. At the heart of the residence is a stunning chef's kitchen, beautifully transformed in 2021 with an approximately $200,000 renovation. Featuring custom solid wood cabinetry, premium quartz countertops, a Wolf gas range, oversized Sub-Zero refrigerator, matching wine refrigerator, and a dedicated coffee and wine bar, this exceptional space is designed for both everyday living and entertaining. Two spacious primary suites, a private home office, and a library area provide comfort and versatility, while distinctive architectural details, including exotic redwood floating vanities, natural wood veneer accents, and custom sliding doors, add character throughout. The detached artist's studio offers additional flexible space, ideal for creative pursuits, a private workspace, or a personal retreat. An unexpected second-floor reading or drafting room, accessible by a spiral staircase, adds to the property's unique charm. Step outside into your own private Florida oasis, where lush tropical gardens, brick-lined courtyards, and expansive verandas create inviting spaces for relaxation and entertaining. Enjoy breathtaking waterfront views and a private dock on Lake Lewis, perfect for fishing, canoeing, or simply unwinding while watching the sunset. Notable improvements include the 2021 kitchen renovation, wood-look ceramic tile flooring installed in 2020, several remodeled bathrooms, four A/C units replaced in 2018, plumbing updates, refreshed exterior paint, and updated dock decking. Blending timeless craftsmanship, modern comforts, and serene waterfront surroundings, 100 Island Way presents a rare opportunity to own a truly distinctive Florida estate. Experience the beauty, privacy, and character of this exceptional property. Schedule your private showing today!

100 Island Way, Winter Haven

$182,900

2 Beds ⋅ 1 Baths ⋅ Hundred Lakes Corps Inwood SubDv. ⋅ 33881 Zip Code

Beautifully updated 2-bedroom, 1-bath home featuring a 2-year-old roof, new interior and exterior paint, new flooring throughout, and a remodeled bathroom. The brand new kitchen offers new cabinets and new upgraded stainless steel appliances, creating a clean and functional space. This home includes 728 sq. ft. of living area on an oversized 0.17-acre lot, providing room for outdoor enjoyment. Exterior features include a screened side porch, laundry room, carport, and two backyard sheds for storage or projects. Located near Winter Haven’s Chain of Lakes, shopping, dining, parks, and major roadways. A move-in-ready property with modern updates and convenient access to local amenities. Buyer is responsible for verifying all measurements, square footage, and layout details.

3223 Avenue S Nw, Winter Haven

$190,000

3 Beds ⋅ 2 Baths ⋅ Sun Set Shores SubDv. ⋅ 33881 Zip Code

Calling all real estate investors, flippers, and buy-and-hold landlords! This 3-bedroom, 2-bathroom single-family property offers approximately 1,630 square feet of living space.

2502 Sunset Shores, Winter Haven

$110,000

2 Beds ⋅ 1 Baths ⋅ Deer Lake Terrace Sub SubDv. ⋅ 33881 Zip Code

Short Sale. INVESTOR SPECIAL! Discover the potential of this cute home in beautiful Winter Haven! Located at 3393 Avenue J NW, this property offers an opportunity for buyers with vision to add their personal touch and bring out its charm. Known as the “Chain of Lakes City,” Winter Haven offers scenic lakes, boating, fishing, and outdoor recreation. Enjoy the area’s local restaurants, shops, parks, and vibrant downtown, along with popular attractions such as LEGOLAND Florida Resort. Explore the possibilities and make this your next project! This is a short sale and is subject to lender approval.

3393 Avenue J Nw, Winter Haven

$149,900

2 Beds ⋅ 2 Baths ⋅ Lake Lulu Terrace SubDv. ⋅ 33880 Zip Code

INVESTOR’S DREAM IN SE WINTER HAVEN — This 2 bedroom, 2 bath block home offers a convenient location within walking distance of Publix, Walmart, restaurants and retail shopping. Features include a new roof in 2019, new HVAC in 2018, two remodeled bathrooms and a new water heater in 2025. These valuable improvements are already in place, while still in need of a few additional updates, this home offers an opportunity to make it your own. The open floor plan features a great room, dining room, an eat-in kitchen and a Florida room. The kitchen offers original wood cabinetry, an original built-in oven and a dinette space for casual dining. The dining area allows for a larger gathering for holidays and special occasions. The FL room provides additional flexible space and includes a newly constructed full bathroom with a tiled handicap accessible walk-in shower, along with a laundry space equipped with a stackable washer and dryer and a mini split A/C unit. The FL room can easily be converted into a third en-suite bedroom. There are two bedrooms of ample size and a secondary beautifully remodeled bathroom with a walk-in shower. Situated on a spacious 0.24-acre fenced lot, the property also offers central heart and air, a one-car carport, 2 storage sheds and rain gutters. Bring your vision and explore the potential of this conveniently located home!

1810 4th Court Se, Winter Haven

$269,900

3 Beds ⋅ 2 Baths ⋅ Lake Shipp Heights SubDv. ⋅ 33880 Zip Code

New - New - New! This 3 bedroom 2 bath features a beautiful lake view and has been completely remodeled. Updates include a new HVAC system, new metal roof, new kitchen with granite counters, new bathrooms, new flooring, and new septic system. No HOA means you can store your boat. This property is being sold furnished, and includes AirBNB bookings.

1568 S Lake Shipp Drive, Winter Haven

$100,000

3 Beds ⋅ 1 Baths ⋅ Smart Sub SubDv. ⋅ 33881 Zip Code

NVESTOR OPPORTUNITY! Bring your vision and transform this property into its full potential. This home is ready for a complete renovation and offers an opportunity for an investor, rehabber, or buyer looking for a project. Property is being sold AS-IS. No appliances are included. Buyer and buyer’s agent are responsible for verifying all property information, measurements, condition, utilities, and intended use. Cash only. Schedule your showing and explore the possibilities! Property must be physically seen before submitting offers.

2434 Edwin Street Ne, Winter Haven

$199,000

4 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code

**PRICED TO SELL! 4 BEDROOMS, 2 BATHROOMS, NO HOA, AND MAJOR UPDATES ALREADY COMPLETED! ** Don't miss this fantastic opportunity to own an affordable home in Winter Haven! This spacious 4-bedroom, 2-bathroom home offers plenty of potential with several major improvements already taken care of, including a **NEW ROOF IN 2022, COMPLETE REPIPE IN 2023, AND NEW WINDOWS IN 2023!** While the home could benefit from some cosmetic updating and personal touches, the big-ticket improvements have already been completed, giving the next owner a great head start. Enjoy the freedom of **NO HOA** and a convenient location near shopping, dining, schools, and major roadways. Whether you're a first-time homebuyer looking to build equity, a buyer wanting to make a home their own, or an investor searching for their next opportunity, this property checks all the boxes! **PRICED EXTREMELY COMPETITIVELY TO REFLECT THE COSMETIC UPDATES NEEDED AND SELL QUICKLY!** Opportunities like this don't come around often at this price point. Schedule your showing today and see the potential for yourself!

1096 Carefree Cove Drive, Winter Haven

$254,000

3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code

Be the First to Enjoy This Beautifully Renovated Home! Featuring brand-new paint, flooring, kitchen, bathrooms, windows, doors and AC. This home offers modern finishes and a bright, open layout with granite countertops, new cabinetry, and stainless-steel appliances. Situated on an oversized lot in a quiet, established neighborhood with NO HOA, enjoy a spacious yard, ample parking, and plenty of room to entertain. Conveniently located near shopping, dining, and major roadways, this move-in-ready home is a must-see!

503 William Avenue, Winter Haven

$375,000

3 Beds ⋅ 2 Baths ⋅ Lawing Sub SubDv. ⋅ 33880 Zip Code

MORE SPACE, MORE FLEXIBILITY, MORE POSSIBILITIES. Discover the charm and potential of this inviting property located in Winter Haven! Featuring 3 bedrooms and 2 bathrooms, this home offers a comfortable and functional layout with no carpet throughout, making everyday living and maintenance a breeze. A standout feature is the additional flexible space with its own full bathroom, ideal for accommodating guests, creating a private home office, or enjoying extra room for your personal needs. Step outside and discover an expansive, fully fenced backyard, offering a wonderful setting for outdoor entertaining, gardening, weekend gatherings, or simply relaxing under the Florida sunshine. A convenient covered carport adds everyday practicality. Whether you're looking for comfortable indoor living, versatile extra space, or a generous outdoor area to enjoy, this property brings it all together. **A unique opportunity with space to make it your own! Schedule your private showing today and experience everything this property.

417 Avenue G Se, Winter Haven

$225,000

3 Beds ⋅ 2 Baths ⋅ Fla Highlands Co Sub SubDv. ⋅ 33884 Zip Code

Virtually Staged. NO HOA! 3BR/2BA Gem in Established quiet Winter Haven Neighborhood! Welcome home to this solid, beautifully built 3-bedroom, 2-bathroom residence featuring a 2-car garage and a spacious, comfortable layout designed for easy living! This property offers complete freedom and flexibility. Big-ticket updates provide complete peace of mind, including a roof replaced in 2020 and an HVAC system installed in 2019. Inside, enjoy an inviting floor plan with ample living space, ideal for relaxing or entertaining. Step outside to your private backyard—perfect for outdoor gatherings, pets, or creating your own backyard oasis. Conveniently located just minutes from top-rated schools, local shopping centers, medical facilities, dining, and popular area attractions. Whether you are searching for your ideal primary residence, a relaxing Florida vacation getaway, or a high-performing addition to your rental investment portfolio, this versatile home is an absolute must-see!

125 Whittier Lane, Winter Haven

$244,900

3 Beds ⋅ 2 Baths ⋅ Brysons R H Sub SubDv. ⋅ 33880 Zip Code

Completely remodeled, full of charm, and NO HOA! Welcome to this beautifully updated 3-bedroom, 2-bath home in Winter Haven, where modern finishes and comfortable living come together. Step inside to a bright, open floor plan featuring beautiful new-look flooring, fresh neutral tones, and an inviting living space that flows seamlessly into the kitchen and dining area. The beautifully remodeled kitchen offers shaker-style cabinetry, gorgeous countertops, stainless steel appliances, modern fixtures, and a spacious breakfast bar perfect for gathering with family and friends. Both bathrooms have been tastefully updated with stylish vanities, modern finishes, and beautiful tilework. A metal roof adds another appealing feature to this already impressive home. Outside, you'll find a spacious backyard with mature trees and plenty of room for entertaining, gardening, pets, or simply enjoying your own outdoor space. With NO HOA, you have the freedom to make this property your own! Conveniently located near shopping, dining, downtown Winter Haven, parks, and the area's beautiful lakes, with access to major roadways connecting you to Lakeland, I-4, Tampa, and Orlando. Beautifully updated, thoughtfully designed, and ready for you to move right in. Come see everything this Winter Haven home has to offer!

240 Westwood Avenue, Winter Haven

$277,500

4 Beds ⋅ 2 Baths ⋅ Carls Sub SubDv. ⋅ 33880 Zip Code

Looking for a 4-bedroom home in Winter Haven with extra-living space and convenient access to shopping, dining, and local attractions? Located at 703 Avenue L SE, this single-family home offers 4 bedrooms, 2 full bathrooms, approximately 1,830 square feet of heated living space, and a separate flex room ideal for a home office, playroom, hobby room, or additional sitting area. The layout offers flexibility for everyday living, with a kitchen featuring granite countertops, stainless steel appliances, and cabinet storage. The primary suite includes an en-suite bathroom with a walk-in shower. Other features include porcelain tile flooring, double-pane windows, a one-car covered carport with storage space, and a fenced backyard with room for outdoor activities or gardening. Important updates documented in a February 2025 four-point inspection include a complete re-pipe with PEX plumbing in 2016 and a full architectural-shingle roof replacement in 2016. At the time of that inspection, the roof was rated satisfactory with an estimated 16 years of remaining useful life; this is an inspector’s estimate, not a warranty or guarantee.Enjoy convenient access to everyday essentials, including Publix at Southeast Plaza Shopping Center and Walmart Supercenter on Cypress Gardens Boulevard, along with nearby restaurants, shops, and services. Citrus Connection Route 30 serves the area, including a stop at 6th Street SE and Avenue K SE. Downtown Winter Haven adds local restaurants, coffee shops, boutiques, parks, and community events. For recreation, explore Winter Haven’s Chain of Lakes, nearby parks and trails, or LEGOLAND Florida Resort within driving distance. With four bedrooms, a versatile flex room, documented system updates, covered parking, and access to the shops and activities of Winter Haven, this home offers practical space in a convenient Central Florida location. Schedule a showing to see the layout and possibilities in person.

703 Avenue L Se, Winter Haven

$279,900

3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Roy Unit SubDv. ⋅ 33884 Zip Code

*** WELL CARED FOR WITH MANY RECENT UPDATES IN THIS 3 BED 2 BATH 2 CAR GARAGE *** FRESH PAINT INSIDE & OUT, ALL NEW FLOORING & BASEBOARDS, NEW KITCHEN WITH QUARTZ COUNTER TOPS & APPLIANCES. MASTER RETREAT IS SPACIOUS WITH PRIVATE FULL BATH *** COME CHECK THIS OUT TODAY ***

420 Hillcrest Drive Se, Winter Haven

$337,500

3 Beds ⋅ 2 Baths ⋅ Lake Elbert Heights SubDv. ⋅ 33881 Zip Code

3 BR - 2BATH LAKEVIEW HOME WITH OVER 2000 SF OF LIVING AREA AND 2 CAR GARAGE, THIS PROPERTY ALSO INCLUDES A 40 FT WATERFRONT LOT WITH REBUILT DOCK W/COVERED BOAT DOCK ON LAKE ELBERT. THIS HOME IS CLEAN AND MOVE IN READY. FORMAL LIVING ROOM, FORMAL DINING ROOM, KITCHEN IS OPEN TO THE FAMILY ROOM WITH BRICK FIREPLACE. THE DINETTE OFF THE KITCHEN HAS ACCESS TO THE SCREEN ENCLOSED REAR PORCH WHICH ALSO HAS ACCESS FROM THE FORMAL DINING ROOM. THE FENCED BACK YARD HAS A NICE SHED AND BEAUTIFUL OAKS. THIS HOME HAS HAD SOME MODIFICATION SUCH AS THE MASTER SUITE HAS A LARGE OPEN LAUNDRY ROOM WITH WASHER & DRYER AND THE GUEST BATHROOM HAS A ROLL IN SHOWER ACCESS. HOME ALSO HAS A GENERATOR. YOU HAVE A VIEW OF LAKE ELBERT FROM YOUR FRONT YARD AND ALSO CAN WALK DOWN TO YOUR PRIVATE DOCK AND ENJOY THE BEAUTIFUL FLORIDA SUNSETS OR ENJOY A WALK AROUND LAKE ELBERT ON THE WALKING PATH. POLK STATE COLLEGE JUST ACROSS THE LAKE. THIS PROPERTY IS CONVENIENTLY LOCATED ONLY MINUTES TO DOWNTOWN WINTER HAVEN WITH RESTAURANT, SHOPPING, LIBRARY, PARK AND LOCAL EVENTS. DON'T FORGET THE FREE CYPRESS GARDENS SKI SHOW ON LAKE SILVER.

1400 Avenue D Ne, Winter Haven

$179,900

2 Beds ⋅ 2 Baths ⋅ Jarvis Heights SubDv. ⋅ 33881 Zip Code

Lots of potential in this charming 2-bedroom, 2-bath home featuring a large kitchen with plenty of space for cooking and entertaining. The home has new flooring throughout giving the interior a fresh feel. This home has no HOA. Enjoy the outdoors in the large, fully fenched-in yard, perfect for pets, gardening, entertaining or relaxing with family and friends. Additional highlights include a metal roof installed in 2024 providing durability and peace of mind. This home is a great opportunity for homeowners or investors looking for a great space, convenience and potential.

650 9th Street Ne, Winter Haven

$325,000

3 Beds ⋅ 3 Baths ⋅ Villa Park Or Stone & Manns SubDv. ⋅ 33881 Zip Code

GREAT OPPORTUNITY to own this unique property. If you have a strong vision for remodeling and a passion for a project, this is the perfect property for you to restore to it's full potential! The main house and the duplex in the back of the property combine a total of over 3700 sq ft of living. The main house could be your residence while the duplex offers flexibility- ideal as an in-law suite, a rental income, or both. It could even be a place to live while you renovate the main house. The possibilities are endless with this fixer upper. The Location is OUSTANDING: walk to downtown, grocery stores, bus terminal, medical facilities, Hospital, restaurants, and shopping. With the RIGHT vision, this property can be used in a variety of ways and may even generate income to help cover the mortgage while using the main house as your primary residence. Please schedule your showing and contact your lender for information about a reno loan today so you don't miss the chance to own this property!

640 Avenue I Nw, Winter Haven

1020 W Lake Hamilton Drive, Winter Haven

$689,000

4 Beds ⋅ 3 Baths ⋅ Pollard Shores SubDv. ⋅ 33881 Zip Code

Central Florida Lakefront living in Winter Haven, Florida on an acre of land with no HOA. This home is for a buyer who loves lake views, great fishing, skiing and water sports. With over 3,400 square feet, this 4 bedroom 3 bathroom home is located just minutes from downtown, Lego Land and about an hour from Orlando attractions. Move-in ready for your family or start retirement at the lakefront retreat. Spend time in the 18 x 11 workshop or enjoy lounging in the recently added screened room while enjoying the lake views, wildlife and beautiful oaks.

1020 W Lake Hamilton Drive, Winter Haven

$480,000

4 Beds ⋅ 3 Baths ⋅ Haven Shores SubDv. ⋅ 33881 Zip Code

RENOVATED, SPACIOUS, AND JUST MINUTES FROM LAKE HOWARD! Discover this beautifully renovated 4-bedroom, 3-bathroom home in the heart of Winter Haven, offering a combination of modern upgrades, flexible living arrangements, and a fantastic location near the scenic Chain of Lakes! With 1,985 square feet of living space and 2,455 total square feet, including the garage and porch, this home is designed for comfortable and flexible living! Major improvements completed in 2021 include a NEW ROOF, IMPACT-RESISTANT WINDOWS AND DOORS, along with updates to the electrical, plumbing, and HVAC system. What truly sets this property apart is its VERSATILITY! The home features an IN-LAW SUITE, providing additional space for extended family, guests, or multigenerational living. Looking for even more flexibility? The primary bedroom offers potential for conversion into a private studio-style unit, creating the possibility of a SECOND IN-LAW SUITE! These possibilities make the property especially appealing to buyers seeking adaptable living arrangements. Step outside and enjoy your own backyard retreat featuring an ABOVE-GROUND POOL, perfect for Florida’s sunny days! An additional backyard structure also presents potential for a future accessory dwelling unit (ADU). LOCATION, LOCATION, LOCATION! Just minutes from beautiful Lake Howard, part of Winter Haven’s Chain of Lakes, and conveniently located near downtown Winter Haven, shopping, restaurants, and medical facilities. LEGOLAND Florida Resort is approximately 20 minutes away! With extensive renovations, multiple possibilities for flexible living space, and a convenient location, this is a property you won’t want to miss. Schedule your private showing today! Must have proof of funds for showings.

1075 8th Street Nw, Winter Haven

$255,000

3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Rep SubDv. ⋅ 33880 Zip Code

This 3-bedroom, 2-bath pool home with ease of access to the Polk Parkway is perfect for all needs. It features luxury vinyl planks flooring throughout, split bedrooms, granite countertops, stainless steel appliances, primary bedroom with wood burning fireplace, and inside laundry area. Outdoor step into a good-sized backyard that is fenced and features a swimming pool with a brand new pool pump. Other features include a pavered driveway, HVAC unit is 3 years old, and roof is approximately 6 years old. Call today, this one won't last long.

218 6th Jpv Street, Winter Haven

$319,900

5 Beds ⋅ 2 Baths ⋅ Highland Estates SubDv. ⋅ 33880 Zip Code

Welcome to 714 Avenue O SE! Situated in a prime SE Winter Haven neighborhood (Polk County), this fully modernized, single-story Mid-Century Ranch features 5 bedrooms, 2 bathrooms, and 2,104 sq ft of open living space. Constructed in 1964 on a 0.32-acre lot, shaded by mature Florida oak trees, the interior includes tile flooring, central air conditioning, a wood-burning fireplace, and an updated kitchen with stainless steel appliances and solid wood cabinetry. Highlights feature an attached car garage, tankless gas water heater, impact/double-pane windows, and an indoor laundry room. Step outside to your private oasis featuring a fully renovated in-ground pool, screened lanai, open patio, and brand-new privacy-fenced backyard. Conveniently zoned for Chain of Lakes Elementary and Winter Haven Senior High!

714 Avenue O Se, Winter Haven

$215,000

3 Beds ⋅ 2 Baths ⋅ Westwood Sub SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. MOVE-IN-READY 3-BEDROOM, 2-BATH HOME ON A 0.31-ACRE DOUBLE LOT WITH A 2026 ROOF, NEW SEPTIC SYSTEM, AND NO HOA IN WINTER HAVEN! Cosmetic updates include new flooring, fresh paint, refreshed bedrooms and bathrooms, and an updated kitchen with new cabinets, countertops, and appliances. Additional improvements include a water heater replaced within the last few years. The double lot offers plenty of outdoor space for gardening, entertaining, or enjoying the Florida sunshine. Located near Lake Howard, Lake Cannon, and Downtown Winter Haven’s dining, shopping, and entertainment, with access to the Chain of Lakes for boating, fishing, and waterfront recreation. Convenient access to US-17 and US-92 connects you to Auburndale, Lakeland, and surrounding Central Florida destinations. FHA, VA, conventional, USDA financing, and cash offers welcome. Square footage is owner provided. Buyer to verify square footage and all measurements. Schedule your showing today!

828 30th Street Nw, Winter Haven

$197,000

2 Beds ⋅ 2 Baths ⋅ Elbert Hills SubDv. ⋅ 33880 Zip Code

A great opportunity for a handyman or investor! This 2-bedroom, 2-bath home offers 1,776 square feet of living space, plus a versatile bonus room with a bathroom. Enjoy a spacious 15-by-24 foot screened back porch, and an above-ground pool, and a view of Lake Elbert from the front driveway. With a little TLC, this property is ready to make your own or unlock its investment potential in desirable area of Winter Haven.

104 13th Street Se, Winter Haven

$228,000

3 Beds ⋅ 2 Baths ⋅ Lake Shipp Or Porters Add SubDv. ⋅ 33880 Zip Code

$8,000 SELLER CREDIT to buy down rate or cash needed to close!! Welcome to this beautifully remodeled Winter Haven home with a desirable Lake Shipp view! Thoughtfully updated from top to bottom, this property offers the peace of mind of a new roof, new HVAC system, updated plumbing, and updated electrical—giving you the feel of a brand-new home without the new-construction wait. Inside, enjoy a fresh, modern living space with quality updates and an inviting layout designed for comfortable everyday living and entertaining. The Lake Shipp views add a special touch, creating a relaxing backdrop to your Florida lifestyle. With major systems already updated, this home is an excellent opportunity for buyers looking for a move-in-ready property with substantial improvements already completed. Conveniently located in Winter Haven with easy access to area shopping, dining, recreation, and Central Florida attractions.

827 Avenue O Sw, Winter Haven

$265,800

5 Beds ⋅ 3 Baths ⋅ Sunset Park SubDv. ⋅ 33880 Zip Code

$5,000 SELLER'S CONTRIBUTION! BEAUTIFULLY RENOVATED 5-BEDROOM, 3-BATH HOME WITH A 2024 ROOF, NO HOA. Welcome to 702 Avenue C SW in Winter Haven! Discover a refreshed home offering approximately 1,700 square feet of living space, an inviting open living area, updated flooring, fresh interior paint, modern lighting, and a beautifully renovated kitchen featuring shaker cabinetry, granite countertops, and stainless-steel appliances. Enjoy four bedrooms, three updated bathrooms, a 2024 roof, and a 2021 3-ton Nortek HVAC air handler. An additional separate flex space with its own private exterior entrance provides versatile possibilities for an office, studio, or hobby area. Conveniently located near Downtown Winter Haven, shopping, dining, and local amenities. Schedule your showing today and ask about the available $5,000 seller contribution! Buyer to verify square footage.

702 Avenue C Sw, Winter Haven

$330,000

3 Beds ⋅ 2 Baths ⋅ Carls Sub SubDv. ⋅ 33880 Zip Code

LOOK AT THIS WELL-KEPT 3 BEDROOM, 2 BATH HOME WITH LOTS OF STORAGE, PRIVACY AND NO HOA!!! SOME NOTABLE UPDATES IN NEW ROOF- (2024), NEW AC- (2022), NEW WATER HEATER- (2020). You will absolutely love this spacious kitchen that has an abundance of SOLID WOOD CABINETRY and CORIAN COUNTERTOPS! The STAINLESS APPLIANCES- refrigerator, stove, dishwasher, and microwave were replaced in (2020). The dining and living room area boast LAMINATE FLOORING, RECESSED LIGHTING, VAULTED CEILING and a CUSTOM GRANITE BUFFET. The family room opens out to a large back porch that is perfect for all your "Game Day" entertaining! Don't forget about the CHEF'S DREAM OUTDOOR AREA featuring a Jenn-Air stainless gas grill, smoker, wok, and also an extra gas burner. This home has PLENTY OF STORAGE featuring 2 separate dedicated areas under AC perfect for a workshop/hobbies, or extra equipment storage. This home is conveniently located in Winter Haven, FL, home to LEGOLAND!!! Medical, shopping and restaurants are a very short distance from this very solid block/brick home.

645 Avenue M Se, Winter Haven

$419,000

3 Beds ⋅ 2 Baths ⋅ Linger & Nichols Sub/Winter H SubDv. ⋅ 33880 Zip Code

LAKEFRONT OPPORTUNITY ON LAKE HOWARD! Enjoy the Winter Haven waterfront lifestyle at 215 S Lake Howard Drive. This 3-bedroom (with bonus room off bedroom- possibly and office overlooking the lake), 2-bath home includes lakefront property directly across Lake Howard Drive from the residence, providing access to beautiful Lake Howard along with a private dock and covered boat area. The home has recently been refreshed and is ready for its next chapter, featuring fresh interior paint including painted ceilings, new carpet and padding, professional cleaning, and professionally steam-cleaned tile. The floor plan offers comfortable living spaces, a single-car garage, and a large screened rear patio overlooking the spacious, fenced backyard. Home is directly wired for connection of a generator during power outage. Across the street, your lakefront area provides the opportunity to enjoy boating, fishing, and everything that makes living on Lake Howard so special. Keep your boat conveniently at the dock and head out on the water to enjoy the Central Florida lake lifestyle. The home offers a great foundation for a buyer looking for waterfront access while still having the opportunity to make additional improvements and personalize the property. With some added love and updating, this could become a wonderful full-time residence, seasonal Florida home, or lake retreat. Conveniently located near downtown Winter Haven, shopping, dining, medical facilities, and area attractions, this property combines an established location with one of Winter Haven's most desirable amenities—access to Lake Howard right across the street. Bring your vision, your boat, and your love of the water and discover the possibilities at 215 S Lake Howard Drive!

215 S Lake Howard Drive, Winter Haven

$595,000

4 Beds ⋅ 4 Baths ⋅ East View Pkwy SubDv. ⋅ 33881 Zip Code

Virtually Staged. $20,000 SELLER CREDIT! Take advantage of this amazing opportunity! The sellers are offering a $20,000 CREDIT that buyers can use toward closing costs, to buy down their mortgage interest rate, or a combination of both! Mediterranean-Style Estate with Private Casita, Pool, Covered 2-Car Garage, Spacious Workshop & NO HOA in Winter Haven. Welcome to a truly unique Mediterranean-style estate offering over 4,100 square feet of living space, exceptional versatility, and the freedom of no HOA. This spacious property features a main residence plus a private casita, creating an ideal setup for multi-generational living, extended family, guests, a private home office, or flexible additional living space. Inside, you'll find generous living areas, beautiful architectural details, and plenty of room for both everyday living and entertaining. Recent improvements include a NEW ROOF and NEW AC, offering added peace of mind for the next owner. Enjoy your own private outdoor oasis featuring a beautiful saltwater pool with a new heating and cooling system, complemented by a poolside cabana, perfect for relaxing and entertaining year-round. The property also features a covered 2-car garage and an ample workshop, providing excellent space for vehicles, hobbies, projects, tools, storage, or recreational equipment. Need even more room for your toys? With no HOA and ample parking for boats, RVs, and recreational vehicles, this property offers the space, flexibility, and freedom that can be difficult to find. Conveniently located near Winter Haven's famous Chain of Lakes, you'll be close to boating, fishing, recreation, shopping, dining, and everything the area has to offer. Whether you're searching for a family estate, multi-generational home, private guest accommodations, a home with income potential, or simply a distinctive property with plenty of space and privacy, this home offers endless possibilities. Can't tour in person? Virtual tours are also available! Contact us today to schedule your private showing or virtual tour and experience everything this exceptional Winter Haven property has to offer.

815 Lake Jessie Drive, Winter Haven

$224,900

3 Beds ⋅ 1 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code

MOTIVATED SELLER Welcome to this charming home tucked into the desirable Carefree Cove neighborhood of Winter Haven. This 3 bedroom, 1 bath home is as cute as a button and features a beautiful living space that has been thoughtfully remodeled throughout, offering move-in-ready comfort with none of the guesswork. The front exterior has custom woodwork making a modern statement as soon as you pull up. A long driveway can accommodate multiple vehicles or storage for a boat or RV. Upon stepping inside you'll find brand-new laminate flooring flowing throughout every room, making clean ups and pet care easy peasy as there is NO carpet anywhere in the home. An upfront drop-zone is perfect for slipping on your shoes or storing purses & backpacks. Love to entertain??? Then the large family room will check these boxes! With a beautiful fireplace as a focal point, you'll also have a cafe section perfect for popcorn & snacks with a beverage fridge tucked in the corner. Tons of windows throughout make this a bright and airy home. The kitchen has been upgraded to butcher block countertops that are stunning on the eyes. A large pantry can easily accommodate all the big cases of water, rolls of paper towel & much much more! Just off of the kitchen is a nicely sized dining room. This can hold a large formal table and still have room for a serving buffet or credenza for extra storage. All 3 bedrooms feature new closet sliding doors. Major system upgrades give buyers extra peace of mind, including a brand-new roof and a 4-year-old air conditioning system. The big-ticket items are already taken care of. This home sits on a generous 7,279 sq ft lot with a fully fenced rear yard and a bonus screened patio, perfect for enjoying Florida evenings. Fire up the grill and enjoy BBQing while cozying up to a fire-pit in your rear backyard oasis. Solid block construction and a slab foundation add to the home's durability. Ideally located just off Carefree Cove Drive near the water, this home offers a quiet, established neighborhood feel while remaining close to Winter Haven's shopping, dining, and the area's famous chain of lakes. Whether you're a first-time buyer, downsizer, or investor, this fully updated home is ready for its next chapter. Schedule your showing today!

124 Edgewater Drive, Winter Haven

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