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6619 Westchester Drive Ne, Winter Haven
$155,990
2 Beds ⋅ 2 Baths ⋅ S5158998 MLS
Welcome to Lake 'n Golf Estates, a desirable 55+ lakefront, no-pet community offering a wonderful location and relaxed Florida lifestyle! This VERY WELL-MAINTAINED 2-bedroom, 2-bathroom home offers over 1,600 sq. ft. of living space, including a BEAUTIFUL and spacious Florida room under central air and heat, providing valuable additional living space. The bright, open floor plan feels spacious and inviting, while the private setting with no rear neighbors is an added bonus. The kitchen features a breakfast bar, built-in desk, plenty of cabinet and counter space, newer luxury vinyl flooring, and a replaced refrigerator and stove. The generously sized primary bedroom includes a private ensuite bathroom, while a comfortable guest bedroom and second full bathroom provide plenty of room for visitors. This home has been thoughtfully maintained and updated, including the MAIN SHINGLE ROOF APPROXIMATELY 3 YEARS OLD, A/C APPROXIMATELY 4.5 YEARS OLD, replumbing, fresh interior paint, updated blinds, recently replaced washer and dryer, and UPDATED LANDSCAPING that enhances the home's curb appeal. An additional crawlspace access panel has also been installed for easier maintenance. Additional features include an inside laundry room with built-in desk, attached carport and workshop offering plenty of space for hobbies and storage. Best of all, the home is being sold FULLY FURNISHED AND TURNKEY, just bring your suitcase and start enjoying Florida living! Lake 'n Golf Estates offers fantastic amenities including a clubhouse, pool, spa, shuffleboard and community boat slip access (upon availability), perfect for enjoying the beautiful lakefront setting. With OWNED LAND, an established and well-maintained community, and numerous updates already completed, this home offers an excellent opportunity for easy Florida living. Schedule your private showing today!

6619 Westchester Drive Ne, Winter Haven

1075 8th Street Nw, Winter Haven
$480,000
4 Beds ⋅ 3 Baths ⋅ TB8555884 MLS
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

1056 Luke Avenue, Winter Haven
$309,990
4 Beds ⋅ 2 Baths ⋅ G5118814 MLS
Virtually Staged. Under Construction. The Mulberry floor plan epitomizes the charm of single-story living with its spacious and versatile layout, perfectly crafted for the modern single-family lifestyle. Spread across 1,938 square feet, this home offers ample room for comfort and functionality. Featuring four bedrooms and two bathrooms, including a luxurious master suite, residents enjoy privacy and relaxation in every corner. The open-concept design seamlessly integrates the living, dining, and kitchen areas, creating a welcoming space for gatherings and daily activities. With two garage spaces, homeowners benefit from secure parking and additional storage, enhancing the convenience of this delightful residence. From its thoughtfully designed layout to its contemporary amenities, the Mulberry floor plan combines practicality with style, catering to the diverse needs of today's families. Whether it's enjoying quality time with loved ones in the expansive living areas, preparing meals in the well-appointed kitchen, or retreating to the tranquility of the private bedrooms, this home offers a sanctuary for creating cherished memories and embracing the comforts of home. With its timeless appeal and functional design, the Mulberry floor plan sets the stage for a fulfilling lifestyle characterized by comfort, convenience, and warmth.

1056 Luke Avenue, Winter Haven

1331 Haines Drive, Winter Haven
$249,000
3 Beds ⋅ 2 Baths ⋅ L4965468 MLS
Welcome to this beautiful 3-bedroom, 2-bath home in Lakes at Lucerne Park, built in 2020 and offering modern comfort, thoughtful upgrades, and beautiful lake views. This move-in-ready home features a desirable split-bedroom floor plan, vaulted ceilings, an open-concept living area, and abundant natural light. With a low HOA and NO CDD FEES, it offers both comfort and value. The upgraded kitchen is designed for everyday living and entertaining, featuring granite countertops, upgraded cabinetry, stainless steel appliances, a center island with breakfast-bar seating, a corner pantry, a convenient coffee bar, and a separate eating area. Tile flooring extends throughout the main living spaces, while the bedrooms are comfortably carpeted. The spacious primary suite includes a large walk-in closet and a private bath with a walk-in shower. The guest bathroom features an extra-deep tub. Sliding glass doors lead to a screened-in lanai overlooking the beautiful lake, creating a peaceful setting for morning coffee, evening relaxation, or entertaining guests. The stunning lake views can be enjoyed from the lanai and backyard, offering a serene backdrop to everyday living. The lanai TV is included. The fully fenced backyard, combining chain-link and white vinyl fencing, provides privacy while allowing you to take full advantage of the picturesque waterfront setting. Additional highlights include a 2025 AC, exterior paint completed in July 2025, 15-year warranties on both the roof and windows, and a washer and dryer that convey with the home. The garage entry also features a screened door, providing added ventilation and convenience. Located in the heart of Winter Haven's Chain of Lakes, Lakes at Lucerne Park offers convenient access to lakes, conserved natural areas, biking and walking trails, golf courses, shopping, dining, parks, recreation, and nearby attractions including historic Bok Tower Gardens. With newer 2020 construction, beautiful lake views, a fully fenced yard, screened outdoor living, an upgraded kitchen, newer AC, and valuable roof and window warranties, this home offers an exceptional combination of comfort, convenience, and peace of mind. Come see for yourself how beautifully this home blends comfortable living with peaceful lake-view living!

1331 Haines Drive, Winter Haven

1097 Carefree Cove Dr, Winter Haven
$319,900
3 Beds ⋅ 2 Baths ⋅ S5159095 MLS
There is something different about living where the water is part of your everyday routine. This new-construction Winter Haven home sits along a freshwater canal connecting Lake Conine and Lake Hartridge within the Winter Haven Chain of Lakes, giving you a lifestyle that most new homes simply cannot offer. Inside, the home feels bright, clean and thoughtfully designed for the way people actually live. The kitchen, dining area and living room flow together naturally, keeping everyone connected whether you are preparing dinner, entertaining friends or enjoying a quiet evening at home. The kitchen features white shaker-style cabinetry, stone countertops, stainless-steel appliances and a generous center island that works equally well for meal prep, casual dining and conversation. Warm wood-look flooring adds contrast and warmth throughout the main living areas. Sliding glass doors extend the living space to the screened covered lanai, creating a comfortable place to enjoy morning coffee, evening conversations, summer rainstorms or the canal-side setting just beyond the backyard. The primary suite is positioned apart from the secondary bedrooms for added privacy. Its bathroom includes dual sinks, a long vanity and an oversized glass-enclosed shower with large-format tile and a rainfall-style showerhead. Two additional bedrooms and a second full bath provide flexibility for family, guests or a home office. A dedicated laundry room, pantry storage and two-car garage make everyday routines easier, while the open layout keeps the home functional without wasting space. What really sets this property apart is the setting. Instead of backing up to another row of homes, the backyard opens toward a freshwater canal with access to one of Winter Haven’s most defining features: the Chain of Lakes. Whether you enjoy fishing, boating, spending time outdoors or simply being near the water, this home offers a direct connection to the Florida lifestyle. And there is another combination that is increasingly difficult to find in new construction: no HOA and no CDD. You can enjoy a newer home, modern finishes and canal access without the recurring community fees common in many newer developments. Convenient access to Winter Haven shopping, dining, medical services, downtown destinations and Central Florida attractions adds even more appeal. If you have been looking for a home that offers more than just new construction, one with modern design, screened outdoor living, canal access and the freedom of no HOA or CDD—this is one worth experiencing in person.

1097 Carefree Cove Dr, Winter Haven

2426 6th St Ne, Winter Haven
$240,000
3 Beds ⋅ 2 Baths ⋅ S5159083 MLS
There’s something special about being the first person to call a house home. At 2426 6th Street NE in Winter Haven, this 2026 new-construction home offers a fresh start without the projects, deferred maintenance, or dated finishes that often come with resale properties. It also includes a 2-10 builder warranty for added peace of mind. Inside, the home feels bright, clean, and easy to live in. Wood-look flooring, neutral finishes, and recessed lighting create a modern backdrop that is easy to personalize. The kitchen stands out with white shaker cabinetry, granite countertops, stainless-steel appliances, and plenty of workspace for everyday cooking and entertaining. The layout makes excellent use of its 1,447 square feet of living area, with three bedrooms and two bathrooms designed around everyday functionality. The primary suite includes its own private bath and closet space, while the secondary bedrooms can easily serve as guest rooms, office space, or additional bedrooms. Outside, the fully fenced backyard is one of the home’s best features. There is room for pets, cookouts, gardening, outdoor games, or simply enjoying your own private piece of Florida. The covered rear patio adds a shaded place to relax, enjoy morning coffee, or unwind at the end of the day. With approximately 1,662 total square feet under roof, this home offers a practical combination of new construction, modern finishes, outdoor space, and warranty protection. For buyers looking for a new construction home in Winter Haven, this one delivers something increasingly valuable: a clean slate, a functional layout, and the opportunity to make it your own from day one.

2426 6th St Ne, Winter Haven

828 30th Street Nw, Winter Haven
$215,000
3 Beds ⋅ 2 Baths ⋅ TB8555416 MLS
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

988 Cambridge Drive, Winter Haven
$299,900
4 Beds ⋅ 2 Baths ⋅ A4708281 MLS
SAY GOODBYE TO YOUR ELECTRIC BILL! This 2021-built Winter Haven home with LOW HOA's comes with a fully paid-off, owned solar system from Sunlight Solar worth $40,000. There's no lease, no loan, and no monthly payment to take over, so you keep thousands of dollars in electricity savings every year! Want more? The home also comes with a fully owned whole-house water filtration system, and the A/C is on a maintenance plan. Inside is the builder's most popular floor plan, "The Cali": 4 bedrooms, 2 baths, and 1,867 sq ft, all on one level. The split layout gives the primary suite some privacy, and it has dual sinks and a large walk-in closet. The kitchen island and open layout make it easy to have people over, and wood-look laminate flooring runs through the kitchen, dining area, and living room. Enjoy your morning coffee on the screened-in lanai overlooking the private backyard and trees, with plenty of room for pets, play and Sunday BBQ's! The Lucerne Park Reserve community has a resort-style pool, a playground, and walking areas. It's right between Tampa and Orlando, about 30 minutes from Disney, and close to shopping, dining, schools, and major roads. Homes with fully paid-off, owned solar don't come around often. Schedule your showing today!

988 Cambridge Drive, Winter Haven

10 W Lake Hamilton Circle, Winter Haven
$485,000
4 Beds ⋅ 2 Baths ⋅ TB8554887 MLS
Welcome to 10 West Lake Hamilton Circle, a beautifully maintained four-bedroom, two-bathroom waterfront home situated on a spacious half-acre property in Winter Haven. This inviting residence combines comfortable living spaces, thoughtful updates, mature landscaping, and an exceptional canalfront lifestyle with direct access to Lake Hamilton. Inside, the home features carpet and tile flooring throughout, updated HVAC, and new kitchen appliances. The spacious floor plan offers plenty of room for both everyday living and entertaining, including a dining room directly off the kitchen, a dedicated TV/activity room, and a centralized fireplace that creates a warm and welcoming focal point. The private primary suite offers a relaxing retreat with its own en-suite bathroom, while three additional bedrooms provide flexibility for guests, an office, or hobbies. Step outside and the property truly comes to life. The well-landscaped half-acre lot is surrounded by beautiful mature oak trees, creating shade, privacy, and a classic Florida setting. The large, deep swimming pool is complemented by a spacious lanai, making it an ideal place to relax, entertain, or enjoy sunny Florida afternoons. Beyond the pool, you'll find an incredible waterfront setup with a private dock, canal frontage, and a dedicated fireplace sitting area overlooking the water. And for boating enthusiasts, the location is especially appealing. Moor your boat right at your private back dock and enjoy direct boating access to Lake Hamilton. From there, it's approximately a three-minute boat ride to Port 27 and Floridinos, where patrons can tie their boats up at the restaurants' docks and arrive by water for dinner, drinks, or an evening out. With its combination of lake access, private dock, pool, mature landscaping, spacious lot, updated systems and appliances, and versatile interior living spaces, 10 West Lake Hamilton Circle offers the best of relaxed Florida living with the convenience of being able to enjoy Lake Hamilton right from your backyard.

10 W Lake Hamilton Circle, Winter Haven

4766 Osprey Way, Winter Haven
$289,900
4 Beds ⋅ 2 Baths ⋅ O6446908 MLS
New photos coming soon. Seller offering up to $12,320 toward buyer closing costs, prepaid expenses, and/or an interest rate buydown. Conditions apply. Move-in ready 4-bedroom, 2-bath home in Winter Haven's established St James Crossing community. The kitchen features granite countertops, an island with bar seating, and stainless steel appliances including a range, dishwasher and microwave. The single-story split floor plan offers 1,999 SqFt with wood-look laminate flooring throughout and no carpet anywhere, a living room open to the dining area and kitchen, a primary suite with a walk-in closet and a private bath with a walk-in shower, three additional bedrooms (two with walk-in closets), a second full bath, an inside laundry room, and an attached 2-car garage. Out back, sliding glass doors open to a covered patio on a 0.17-acre lot that backs to a tree line. $210 annual HOA and no CDD. Flood Zone X, so no flood insurance is required. Conveniently located near shopping, dining and schools. Buyer credit available with use of Seller's preferred lender. Schedule your showing today.

4766 Osprey Way, Winter Haven

276 Arbuthnot Street, Winter Haven
$285,000
3 Beds ⋅ 2 Baths ⋅ P4940063 MLS
Welcome to 276 Arbuthnot St, a beautifully maintained 3-bedroom, 2-bath home in the desirable Sanctuary by the Lake community of Winter Haven. Built in 2021, this move-in-ready home offers approximately 1,420 square feet of thoughtfully designed living space with an open-concept floor plan, vaulted ceilings, and a bright, inviting atmosphere. The kitchen is a standout, featuring quartz countertops, stainless-steel appliances, 42-inch shaker-style cabinetry, and a spacious L-shaped breakfast bar perfect for everyday meals or entertaining. The primary suite offers a walk-in closet and comfortable retreat, while additional features include an interior laundry area, whole-home water softener, and a 2-car garage. Conveniently located near shopping, dining, schools, recreation, and everything Winter Haven has to offer. Don’t miss the opportunity to make this beautiful home yours—schedule your private showing today!

276 Arbuthnot Street, Winter Haven

2758 Adeline Avenue, Winter Haven
$302,990
5 Beds ⋅ 2 Baths ⋅ O6439400 MLS
Under Construction. 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 seamlessly together perfect for both everyday living and entertaining guests. The gourmet kitchen is the heart of the home, featuring sleek stainless-steel appliances, quartz countertops, and contemporary cabinetry that combine style with functionality. Overlooking the dining and living room, the kitchen ensures you’re always connected to the action. Luxury finishes are found throughout, with luxury vinyl plank flooring in the main living areas, primary suite, bathrooms, laundry room, and foyer. Bedrooms 2–5 include soft carpet and roomy closets, offering comfort and flexibility to use as bedrooms, office space, or creative bonus rooms. The private primary suite is designed for relaxation, with a walk-in closet and an en-suite bathroom that includes a toilet and shower for added privacy. This move-in ready home in Willowbrook South, Florida offers the perfect balance of style, comfort, and convenience. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

2758 Adeline Avenue, Winter Haven

3101 Royal Tern Drive, Winter Haven
$279,990
4 Beds ⋅ 2 Baths ⋅ O6446739 MLS
Another Great Listing! Welcome to this 4-bedroom, 2-bathroom home, built in 2019, offering 1,851 square feet of thoughtfully designed living space. The open-concept floor plan creates a bright, inviting atmosphere, with the living, dining, and kitchen areas seamlessly connected—perfect for everyday living and entertaining. The spacious primary suite features a walk-in closet, while the primary bathroom offers dual sinks and a walk-in shower for added comfort and convenience. With a functional layout, modern design, and plenty of potential, this home is ready for you to transform it into your ideal living space. Conveniently located approximately 30 minutes from Disney, this property offers both comfort and accessibility. The home is vacant and easy to show with a lockbox. Property is being sold as-is. All buyers must view the property. Don’t miss this opportunity to make this home your own!

3101 Royal Tern Drive, Winter Haven

2900 Crump Road, Winter Haven
$425,000
4 Beds ⋅ 3 Baths ⋅ S5158645 MLS
RARE LAKEFRONT OPPORTUNITY on beautiful Lake Hamilton, part of the northern CHAIN OF LAKES! Situated on an expansive .73-ACRE LOT with approximately 100 FEET OF DIRECT LAKE FRONTAGE, this well-built 4-bedroom, 2.5-bath POOL HOME offers an incredible waterfront setting, NO HOA, plenty of space and endless potential to create your own Florida retreat. A LARGE DRIVEWAY and OVERSIZED PARKING AREA provide plenty of room for multiple vehicles, guests, a boat or other recreational toys, while the DETACHED GARAGE offers even more parking, storage or workshop possibilities. Inside, the spacious living room features VAULTED CEILINGS accented by charming WOOD BEAMS, adding warmth and character to the home. The kitchen offers CORIAN COUNTERTOPS, plenty of cabinetry and stainless-steel appliances, including the STOVE, MICROWAVE and DISHWASHER. Throughout the home, you'll appreciate the abundance of STORAGE and ADDITIONAL CLOSET SPACE. The primary bathroom features an UPDATED, FULLY TILED, EASY-ACCESS SHOWER, and the WASHER AND DRYER located inside the laundry room will also remain with the home. Step outside and discover what makes this property truly special. Enjoy peaceful lake views, mature surroundings, a PRIVATE POOL and generous outdoor living space, all with plenty of room to create your own private waterfront oasis. With approximately 100 feet of direct frontage on Lake Hamilton, there is incredible potential to take full advantage of the Florida lakefront lifestyle. The home is in need of repairs and updating, presenting an excellent opportunity for buyers with vision to renovate, customize and add value while taking advantage of a hard-to-find affordable waterfront property. Important updates include a ROOF (2018), A/C (09/2024) and WATER HEATER (2025). Lake Hamilton is part of the Northern Chain of Lakes, offering access to interconnected waterways for BOATING, FISHING, WATERSPORTS and scenic cruising. Enjoy the tranquility of lakefront living while remaining conveniently located near Hwy 27 and located very close to Winter Haven, LEGOLAND Florida Resort and Port 27. Whether you're searching for a full-time residence, vacation home or renovation project, this property offers a RARE COMBINATION of ACREAGE, DIRECT LAKE FRONTAGE, A PRIVATE POOL, DETACHED GARAGE, OVERSIZED PARKING, NO HOA and tremendous potential in a beautiful Central Florida waterfront setting. MULTIPLE OFFERS, HIGHEST AND BEST TO BE SUBMITTED LATEST BY: THU 10/8 5PM

2900 Crump Road, Winter Haven

1215 Fairlane Court Nw, Winter Haven
$335,000
3 Beds ⋅ 2 Baths ⋅ TB8553587 MLS
Come take a look at this beautifully maintained 3-bedroom, 2-bath home near the heart of Winter Haven, ready for its new owners! This property offers an optional HOA with no deed restrictions, giving you added flexibility. Step inside to a spacious, open dining and kitchen area featuring updated appliances and plenty of room for entertaining. Toward the rear of the home, you'll find a HUGE living space that offers plenty of room for the whole family to relax and gather. Situated on a DOUBLE LOT totaling nearly half an acre, this property provides an abundance of outdoor space, with plenty of room to add a pool in the future. The fully fenced yard offers privacy and a safe space for pets, while the large storage shed provides plenty of room for tools, equipment, and all your extras. The home is situated on a dead end road for added privacy and no through traffic. Major updates include a roof replaced in 2018 and a completely replaced AC system in 2023. Located in a quiet neighborhood, this home offers a peaceful setting while still being conveniently close to shopping, medical facilities, dining, and entertainment. Come see all this lovely home has to provide and make it yours today!

1215 Fairlane Court Nw, Winter Haven

4230 Roberta Drive, Winter Haven
$360,000
5 Beds ⋅ 3 Baths ⋅ O6445712 MLS
Welcome to 4230 Roberta Drive in Winter Haven! This spacious single-family home offers 5 bedrooms, 3 bathrooms, and approximately 2,616 sq ft of heated living area, providing plenty of space for comfortable everyday living. The home features a functional layout with the primary bedroom located upstairs, central A/C and heating, and a 2-car attached garage. With generous living spaces and a practical floor plan, this home offers plenty of possibilities to make it your own. Seller is offering up to $10,000 toward buyer’s closing costs, subject to agreed-upon terms. Enjoy the benefit of a remarkably low association fee of only $275 per year. Conveniently located in Winter Haven with access to shopping, dining, services, and everyday conveniences. A great opportunity to make this property your next home. All information is deemed reliable but should be independently verified by buyer and buyer’s agent.

4230 Roberta Drive, Winter Haven

815 Lake Jessie Drive, Winter Haven
$595,000
4 Beds ⋅ 4 Baths ⋅ S5158452 MLS
Virtually Staged. 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

124 Edgewater Drive, Winter Haven
$239,999
3 Beds ⋅ 1 Baths ⋅ TB8549791 MLS
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

930 Cattleman Street, Winter Haven
$345,000
5 Beds ⋅ 3 Baths ⋅ O6445356 MLS
Discover the perfect family lifestyle at 930 Cattleman St, located in the Inman Groves community of Winter Haven, Florida. This Lennar Boston model features a modern and spacious layout with 5 bedrooms and 2.5 bathrooms, ideal for those looking for comfort and plenty of room to grow. The first floor features an open-concept kitchen that seamlessly connects to the living area, creating the perfect setting for family gatherings and entertaining. It also includes a versatile flex space that can be used as a formal dining room, home office, or playroom. Upstairs, you’ll find all five bedrooms, including a spacious primary suite with a private bathroom and walk-in closet. The home also offers the added convenience of a two-car garage. With a generous backyard and convenient access to shopping, schools, and major roadways, this home offers an excellent combination of peaceful living and connectivity. Don’t miss the opportunity to live or invest in one of Winter Haven’s growing areas!

930 Cattleman Street, Winter Haven

751 Grove Street, Winter Haven
$329,999
4 Beds ⋅ 2 Baths ⋅ TB8551355 MLS
Welcome to this beautiful 2023-built home in Winter Haven, offering 4 bedrooms, 2 bathrooms, approximately 1,867 square feet of living space, a two-car garage, and a fenced yard. Designed for comfortable modern living, this home features tile flooring throughout the main living areas and carpet in the bedrooms. The open-concept kitchen is perfect for everyday living and entertaining, featuring a large kitchen island, pantry, dining area, and all appliances included. Additional features include a whole-home water filtration system and solar panels that may be transferred to the buyer, subject to applicable terms and buyer qualification. Conveniently located near shopping, dining, medical facilities, and everyday essentials, with easy access to Cypress Creek Plaza, Polk State College, Winter Haven Hospital, and the Winter Haven station. Enjoy being close to LEGOLAND® Florida Resort and PEPPA PIG Theme Park, while Walt Disney World® Resort and the greater Orlando area are approximately 45 minutes away, depending on traffic and destination. This home is ready for its next owner. Schedule your private showing today!

751 Grove Street, Winter Haven

2 Casarena Court, Winter Haven
$309,900
3 Beds ⋅ 3 Baths ⋅ B4902381 MLS ⋅ 2 BLDG.
Welcome to 2 Casarena Ct, a truly unique opportunity in a private gated Winter Haven community. One of only three 3-bedroom with 3 full bathroom residences in the community, this spacious home is ideally positioned to capture beautiful views of Lake Cannon, part of Winter Haven’s renowned Chain of Lakes. Step inside to an inviting open-concept floor plan featuring an expansive living and dining area highlighted by a striking fireplace, creating a warm focal point for both everyday living and entertaining. The thoughtfully designed layout includes two generous primary suites, providing exceptional privacy and flexibility for owners, guests, extended family, or seasonal visitors. Each primary offers spacious living accommodations, with the balcony primary offering double vanity and a sauna in the shower, the while the additional ensuite bedroom and bath provide even more versatility. The updated kitchen features granite countertops, stainless steel appliances, ample cabinetry, and convenient access to the main living and dining spaces. Enjoy Florida living from multiple outdoor areas, including a private balcony overlooking the community pool with views toward Lake Cannon, as well as a private Florida room at the rear of the home—perfect for morning coffee, reading, relaxing, or enjoying the Florida sunshine year-round. Additional features include two HVAC systems, with one replaced approximately six months ago, tankless water heater, natural gas connection, a whole-home generator for added peace of mind, and a two-car garage. A unique private paver parking space provides additional dedicated parking beyond the garage—an exceptional feature for condo living. Residents enjoy the benefits of a private gated community along with lawn care, access to the community pool, and lake access to Lake Cannon and the Chain of Lakes with boat slips that are first come first serve. The combination of water views, spacious living areas, multiple private suites, outdoor living spaces, garage parking, and community amenities makes this property an excellent option for buyers seeking the convenience of low-maintenance living without sacrificing space, privacy, or comfort. Whether you're looking for a full-time residence, seasonal Florida retreat, or spacious lock-and-leave lifestyle, 2 Casarena Ct offers a rare combination of privacy, lakefront community living, and exceptional interior space in the heart of Winter Haven.

2 Casarena Court, Winter Haven

255 Haines Boulevard, Winter Haven
$280,000
4 Beds ⋅ 2 Baths ⋅ G5118159 MLS
Perfect for a family purchasing their first home! This four-bedroom, two-bath home offers comfortable Florida living with a functional layout and great outdoor space. One of the standout features is the private, fully fenced backyard, along with a screened-in back patio and covered lanai that create the perfect setting for relaxing, entertaining, or enjoying your morning coffee. Luxury vinyl plank (LVP) flooring runs throughout all bedrooms and main living areas, creating a clean, updated, and easy-to-maintain look, while the bathrooms feature tile flooring. All appliances convey with the home, including the washer, dryer, refrigerator, stove, and garbage disposal, making this home even more move-in ready. The combination of the screened patio, covered lanai, and fenced yard provides an excellent extension of the home’s living space and added privacy. Conveniently located in Winter Haven with access to shopping, dining, entertainment, and major roadways, this home offers a great combination of indoor comfort, outdoor living, and everyday convenience. Schedule your private showing today and see everything this home has to offer!

255 Haines Boulevard, Winter Haven