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Looking for homes for sale in 33881? Here they are, newest listings first!

Homes For Sale in 33881

38th Street Nw, Winter Haven
$180,000
Deerwood Or Harriben Investment Co SubDv. ⋅ 33881 Zip Code
BUILDER & INVESTOR OPPORTUNITY – NOW DIVIDED INTO 4 INDIVIDUAL LOTS! Take advantage of this unique residential development opportunity in Winter Haven. This approximately 0.68-acre property has now been successfully divided into FOUR separate residential parcels, each with its own individual parcel identification number. Purchase the entire property and develop all four lots, or inquire about purchasing individual lots separately. This creates an excellent opportunity for builders, investors, developers, or buyers looking to build a new home while securing additional land for future investment. Sale includes all 4 lots: 25-28-24-353604-000010 25-28-24-353604-000020 25-28-24-353604-000030 25-28-24-353604-000040 Conveniently located in Winter Haven with paved road access and electricity available nearby. The property offers easy access to schools, shopping, major roadways, and everything the growing Winter Haven area has to offer. Whether you're looking to build four new homes, purchase multiple lots as an investment, or secure an individual homesite, this property offers flexibility and opportunity that is increasingly difficult to find. Buyer and Buyer's Agent are responsible for independently verifying zoning, building requirements, utilities, impact fees, setbacks, and all information with Polk County and applicable governmental authorities. Please use caution when entering or walking the property. This is vacant wooded land with uneven terrain, vegetation, wildlife, and other natural conditions that may present hazards. Entry is at your own risk. Seller and Broker make no representations regarding the safety of the property and shall not be responsible for injury or damages occurring while accessing the land.

38th Street Nw, Winter Haven

2746 Adeline Avenue, Winter Haven
$286,490
3 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It also provides homeowners versatile design options. The kitchen features shaker-style cabinets, quartz countertops, and stainless steel appliances, which are sure to both turn heads and make meal prep easy. You’ll bever be too far from the action with the living and dining area right there. In every bedroom, besides the primary bedroom, you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom features luxury vinyl plank flooring that will be sure to stand out. It also has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity, and you also get additional privacy with a separate door for the toilet and shower. Contact us today and find your home at Willowbrook South. *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.*

2746 Adeline Avenue, Winter Haven

6685 Briarhill Drive Ne, Winter Haven
$164,900
2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates SubDv. ⋅ 33881 Zip Code
Welcome to Lake 'n Golf Estates, a 55+ lakefront community where YOU OWN THE LAND! No lot rent, no land lease, and an incredibly affordable HOA fee of just $550 annually, approximately $46/month! This beautifully upgraded, spacious double-wide manufactured home offers 1,534 sq ft of living space and 1,930 total sq ft, situated on a desirable corner lot with an oversized driveway, covered carport, enclosed Florida room, and additional bonus room and storage area What truly sets this property apart is the extensive list of improvements and upgrades completed by the current owners, offering tremendous value and peace of mind to the next homeowner. Major improvements include a NEW 2024 ROOF, NEW 2024 AIR CONDITIONING SYSTEM, whole-house DOUBLE-PANE WINDOWS including the sliding glass door, an upgraded 100-amp electrical panel with some new breakers, and significant plumbing improvements throughout the home. The sellers have invested in both the beauty and functionality of this property, a new induction stove, overhead range hood, garbage disposal, odor humidity fans in bathroom, updated bathroom vanities, new bathroom sinks and faucets, shower heads, toilets, interior doors, door hardware, ceiling fans, lighting, smoke detectors, and beautiful new baseboards throughout. Fresh interior paint, updated window coverings, and attractive plank flooring enhance the home's welcoming atmosphere. The spacious kitchen provides abundant cabinetry and counter space, while the open living and dining areas provide an inviting setting for entertaining family and friends. A convenient bar/coffee area with a newly installed sink adds another wonderful feature for gatherings . The large primary suite features a walk-in closet and private bathroom, a california king fits in this room comfortably, while the 2nd bedroom has its own bathroom access. There is an enclosed sunroom, featuring updated flooring, fresh paint, and blackout curtains. Beyond the cosmetic improvements, the owners have also addressed important exterior maintenance and drainage needs, including a French drain system, driveway drains, a new sump pump beneath the home, upgraded exterior plumbing with a convenient water shutoff valve, four new outdoor faucets, rebuilt rain gutters, new access beneath the home, additional ventilation turbines, landscaping, and a new mailbox and exterior lantern. A four-point inspection was completed in February 2025, adding to the property's documented maintenance history. And the lifestyle is just as impressive as the home! Lake 'n Golf Estates offers residents a heated community swimming pool, relaxing hot tub, clubhouse, shuffleboard courts, golf-cart-friendly streets, and community boating amenities with access to beautiful Lake Henry, perfect for fishing and enjoying Florida's waterfront lifestyle. Conveniently located near shopping, restaurants, medical facilities, Highway 27, and major Central Florida attractions, this community offers an appealing combination of recreation, convenience, and affordability. With DEEDED LAND, LOW ANNUAL HOA FEES, extensive upgrades, generous living space, and outstanding community amenities, this home presents an incredible opportunity to enjoy the Florida retirement lifestyle without the burden of expensive monthly lot rent. All appliances inclued and furnishings may be negotiable. Don't miss the opportunity to make this beautifully improved home your own and start enjoying everything Lake 'n Golf Estates has to enjoy!

6685 Briarhill Drive Ne, Winter Haven

1354 Haines Drive, Winter Haven
$295,000
3 Beds ⋅ 2 Baths ⋅ Lakes/Lucerne Park Ph 6 SubDv. ⋅ 33881 Zip Code
Beautifully maintained 3-bedroom, 2-bathroom home, built in 2020, offers modern comfort, valuable upgrades, and outdoor features that make it stand out from the rest. Step inside to discover ceramic tile flooring throughout the entire home, including all bedrooms and closets. The functional layout, spacious living areas, and attached two-car garage make everyday living easy and comfortable. One of this home's standout features is its oversized lot with no rear neighbors, providing added privacy and room to enjoy the outdoors. The fully fenced backyard is perfect for relaxing, entertaining, or enjoying time with family and friends. A spacious 22 × 12-foot enclosure offers additional versatility, while the approximately four-year-old, five-person hot tub creates the perfect spot to unwind after a long day. Enjoy added peace of mind with backup generator capability connected through designated home outlets, providing a convenient way to power essential household items during an outage when paired with a compatible generator. Energy-saving potential with assumable solar panels, offering the next owner an opportunity to take over the existing solar panels, subject to the provider’s terms and approval. Located in the desirable Lakes at Lucerne Park community, this home offers modern construction, practical upgrades, and outdoor privacy, all with a low HOA fee of just $47 month. Conveniently located near shopping, dining, and everyday essentials, this home offers an excellent opportunity for first-time buyers, downsizers, or investors seeking value and comfort in Winter Haven. Don't miss the opportunity to own a home that combines modern living, a private backyard, and thoughtful extras that make a real difference!

1354 Haines Drive, Winter Haven

1358 Buckeye Trace Boulevard, Winter Haven
$270,000
3 Beds ⋅ 2 Baths ⋅ Buckeye Trace SubDv. ⋅ 33881 Zip Code
Short Sale. SHORT SALE!! Looking for a home that offers more space without stretching your budget? This beautifully maintained 4-bedroom, 2-bath home in the gated Buckeye Trace community deserves a spot on your must-see list! With 1,820 square feet of living space, an open floor plan, updated flooring, and a two-car garage, this home offers the kind of practical, comfortable layout that makes everyday living easy. Whether you're hosting friends, enjoying a quiet evening at home, or turning that fourth bedroom into the office or hobby space you've been wanting, there's room to make it your own. And the location? That's another reason to love it! Winter Haven has so much to offer, from afternoons on the Chain of Lakes and waterfront dining to the locally owned restaurants, shops, and events in Downtown Winter Haven. LEGOLAND Florida Resort is nearby, and you'll have convenient access to shopping, schools, and everything you need for day-to-day living. Priced at $270,000, this home offers a competitive opportunity in Buckeye Trace, especially for buyers looking for four bedrooms in a gated neighborhood. It's well cared for, move-in ready, and waiting for its next chapter. This property is offered as a short sale, subject to mortgage lender approval. Don't let the short sale designation keep you from taking a look — schedule your showing and see what this home has to offer!

1358 Buckeye Trace Boulevard, Winter Haven

6733 Kensington Drive Ne, Winter Haven
$165,500
2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates SubDv. ⋅ 33881 Zip Code
Charming 2-Bedroom, 2-Bath Home on a Corner Lot Near Lake Henry! Welcome to this beautifully maintained 2-bedroom, 2-bathroom home, where pride of ownership shines from the moment you arrive! From the unique guitar-themed driveway artwork to the immaculate interior, this inviting home is ready for you to move in and enjoy. A new HVAC system installed in 2026 adds to the home's appeal. Situated on a desirable corner lot, the home is located on a street leading directly to the community boat dock overlooking scenic Lake Henry. Whether you enjoy spending time on the water, participating in community activities, or simply relaxing and socializing with neighbors, this location offers plenty of opportunities to enjoy the Florida lifestyle. Inside, the thoughtfully designed floor plan features a bright kitchen with white cabinetry, white appliances, and a convenient center island with seating—perfect for casual meals or morning coffee. Just off the kitchen, the indoor laundry area offers upper cabinets for added storage and organization. The formal dining room features a built-in china cabinet, providing a lovely setting for entertaining family and friends. Adjacent to the dining area, the family room flows seamlessly into the home's entertaining spaces, with sliding glass doors leading to an oversized lanai that spans nearly the entire width of the home. This generous outdoor living area offers plenty of room to relax, entertain, and enjoy Florida's beautiful weather. Both bedrooms offer convenient access to their own bathrooms, providing added privacy and comfort for residents and overnight guests alike. Residents enjoy an active community lifestyle with a variety of amenities and social events offered throughout the month. Conveniently located near shopping, medical facilities, restaurants, and live entertainment, this home also provides easy access to the recreational opportunities and social activities available within the community. Come discover the charm, comfort, and lifestyle this inviting home has to offer!

6733 Kensington Drive Ne, Winter Haven

1127 Seedorf Drive, Winter Haven
$319,990
4 Beds ⋅ 2 Baths ⋅ Lake Lucerne Ph 6 SubDv. ⋅ 33881 Zip Code
Welcome to 1127 Seedorf Drive, a beautifully maintained 4-bedroom, 2-bath home built in 2022, offering 2,004 sq. ft. of spacious single-story living in the Lake Lucerne community of Winter Haven. Step inside to a bright, open-concept floor plan with modern finishes throughout. The impressive kitchen features a large quartz island, abundant cabinetry, stainless-steel appliances, stylish backsplash and generous counter space, seamlessly connecting to the dining and living areas—ideal for everyday living and entertaining. The spacious primary suite provides a comfortable private retreat, while three additional bedrooms, flexibility for guests, a home office or additional living space. One of the home's standout features is the upgraded outdoor living area. Step through the sliding doors to the screened lanai and expansive paver patio with pergola, creating a wonderful setting for outdoor dining, grilling, entertaining or simply enjoying the Florida lifestyle. The landscaped backyard, irrigation system and partial privacy fencing the outdoor space. Additional features include a 2-car garage, dedicated laundry room, central A/C, ceiling fans and window treatments. Conveniently located near US-27 and SR-544 with easy access to shopping, dining, medical facilities and Central Florida attractions. Move-in ready, with an HOA of only $93 per month, low property taxes and NO CDD—this home offers an exceptional combination of modern living, outdoor upgrades and affordable ownership. Schedule your private showing today!

1127 Seedorf Drive, Winter Haven

2767 Adeline Avenue, Winter Haven
$298,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. Introducing the Fletcher floorplan at Willowbrook South, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,574 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing Quartz Counter Tops and Revwood Flooring in the Living, Dining and all the Wet Areas. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting Quartz countertops, sleek stainless-steel appliances, and an oversized island. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms provide flexibility for various lifestyles. The primary suite is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Like all homes in Willowbrook South, the Fletcher includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. *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.*

2767 Adeline Avenue, Winter Haven

2771 Adeline Avenue, Winter Haven
$296,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. Introducing the Fletcher floorplan at Willowbrook South, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,574 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing Quartz Counter Tops and Revwood Flooring in the Living, Dining and all the Wet Areas. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The chef's kitchen is a true highlight, boasting Quartz countertops, sleek stainless-steel appliances, and an oversized island. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms provide flexibility for various lifestyles. The primary suite is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. *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.*

2771 Adeline Avenue, Winter Haven

1075 8th Street Nw, 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

1097 Carefree Cove Dr, Winter Haven
$319,900
3 Beds ⋅ 2 Baths ⋅ Carefree Cove SubDv. ⋅ 33881 Zip Code
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

10 W Lake Hamilton Circle, Winter Haven
$485,000
4 Beds ⋅ 2 Baths ⋅ Pollard Shores SubDv. ⋅ 33881 Zip Code
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

13 Bogey Drive, Winter Haven
$1,750,000
4 Beds ⋅ 4 Baths ⋅ Country Club Acres SubDv. ⋅ 33881 Zip Code
11 ACRE POOL HOME WITH GUEST HOUSE AND BARN!!! Just minutes from downtown Winter Haven, on a quiet cul-de-sac, behind a gated private tree-lined drive sits the modern farmhouse of your dreams. From the 3500Sqft 4BR/4BA main house to the 1300Sqft 2BR/2BA guest house, the updates and upgrades are breathtaking. The main house has been fully renovated and NEVER LIVED IN!!! Be the first to enjoy the gorgeous open kitchen, the exquisite custom baths, the beautiful floors, the remarkable finishes, and the unparalleled views from the new windows looking out over the pastures, private pond, and pines! Multiple porches, patios, and sitting areas adorn the main house and guest house alike. The newly resurfaced pool features a waterfall and bubblers and sits under a NEW enclosure with NEW pavers and NEW pool equipment. Just a short walk from the main house is the guest house with endless potential uses: guest quarters, office, business, income production, in-law suite and the list goes on. It features a full kitchen, laundry/utility space, and more. The pole barn is a useful addition to your 900SqFt garage/barn with 900SqFt of fully floored storage up top. All this sits on 10.98 stunning acres of magical Florida beauty with access to shopping, dining, Legoland, medical, and more. Mere moments from the Country Club of Winter Haven, everything is at your fingertips but you feel like you are miles away. A true blend of land, luxury and location that can’t be denied. Schedule your showing now to tour this exquisite Florida masterpiece and turn this dream into your reality…

13 Bogey Drive, Winter Haven

2758 Adeline Avenue, Winter Haven
$295,490
5 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
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

815 Lake Jessie 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

124 Edgewater Drive, Winter Haven
$229,900
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

2 Casarena Court, Winter Haven
$309,900
3 Beds ⋅ 3 Baths ⋅ Casarena On Lakes SubDv. ⋅ 33881 Zip Code
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

900 Lake Martha Drive Ne, Winter Haven
$440,000
4 Beds ⋅ 4 Baths ⋅ Hutchinson Add SubDv. ⋅ 33881 Zip Code
Welcome to 900 Lake Martha Drive NE, a truly unique lakefront property offering exceptional space, flexibility, and endless possibilities! The property extends across the street to Lake Martha, providing direct lake frontage and wonderful opportunities to enjoy the waterfront. Information provided by the City, the lakefront portion may be divided from the main homesite, creating even more possibilities for the property. The main portion of the home features three bedrooms and two bathrooms, spacious living and dining areas, and a large bonus room currently used as a pool and game room. This flexible space could also serve as a family room, home office, gym, or additional entertainment area. Located on the opposite side of the home, the private in-law suite offers separation from the main living area, its own entrance, and a full bathroom. Above the two-car garage is an expansive room with a full bathroom and space for a kitchenette. This versatile area could become a movie room, game room, additional primary suite, guest quarters, or a second in-law suite. The garage also includes an additional shower—perfect for rinsing off after boating, fishing, yardwork, or a day by the lake. Enjoy Florida living from the screened front and rear porches. The fenced side yard is already improved with crushed gravel, providing convenient parking for a boat, RV, trailer, or other recreational vehicles. With direct lake frontage, multiple living areas, flexible bonus spaces, and the potential to separate the waterfront portion, this property offers outstanding possibilities for multigenerational living, extended-family accommodations, guest quarters, or potential short- or long-term rental use. Bring your ideas and discover everything this one-of-a-kind Lake Martha property has to offer!

900 Lake Martha Drive Ne, Winter Haven

119 Sunfish Drive, Winter Haven
$419,000
3 Beds ⋅ 3 Baths ⋅ Lake Lucerne Ph 1 SubDv. ⋅ 33881 Zip Code
Discover your own private Florida retreat in this stunning 3-bedroom, 2.5-bathroom pool home, built in 2018 and offering over 2,600 square feet of living space on a spacious, nearly quarter-acre lot in Winter Haven, Florida! Designed for comfort, entertaining, and everyday living, this beautiful two-story residence features an expansive floor plan with a generously sized primary suite, an oversized walk-in closet, and a huge upstairs loft offering endless possibilities for a home office, media room, game room, or additional living area. The heart of the home is the spacious kitchen, featuring elegant quartz countertops, a large center island, abundant cabinetry, and plenty of room for preparing meals and gathering with guests. Step outside into your very own backyard paradise! Enjoy a gorgeous screened-in private swimming pool surrounded by an elegant travertine pool deck, all within a fully fenced backyard offering privacy and plenty of outdoor space. Whether you're hosting weekend gatherings, relaxing poolside, or enjoying Florida's year-round sunshine, this outdoor retreat is designed to impress. Additional highlights include a two-car garage, an extended driveway providing ample parking, and access to a community swimming pool. Located in the desirable Lake Lucerne community, this home offers convenient access to US Highway 27, Interstate 4, shopping, dining, and everyday essentials. Enjoy the attractions of Central Florida, including LEGOLAND Florida Resort, Winter Haven's famous Chain of Lakes, nearby parks, and the restaurants and entertainment of Downtown Winter Haven. The location also provides convenient connections to Haines City, Davenport, and the greater Orlando area. Why settle for an ordinary home when you can enjoy your own private pool, an oversized primary suite, generous living space, and an exceptional Central Florida location? Schedule your private showing today and experience everything this Winter Haven pool home has to offer!

119 Sunfish Drive, Winter Haven

5809 Windridge Drive, Winter Haven
$369,900
4 Beds ⋅ 3 Baths ⋅ Windridge SubDv. ⋅ 33881 Zip Code
Space, a Screened Pool and a location that keeps you connected! This 4-bedroom, 2.5-bath pool home on the north side of Winter Haven offers 2,836 sqft, a first-floor office/den, an upstairs bonus room and a 2-car garage. The HOA is only $350 a year, there's NO CDD, and it's in Flood Zone X. Out back, the screen enclosure covers both the 24x14 in-ground pool and the 38x11 covered lanai with ceiling fans, giving you a shaded spot to dine, relax or entertain any time of year. Past the pool, the backyard has room for pets, gardening or play. Inside, high ceilings and ceiling fans keep things bright and open. The kitchen opens to the family room and has granite counters, a cooking island, dual sinks and two pantries, with a separate dining room nearby. The 13x13 den works well as a home office, playroom or guest space. Upstairs, the bonus room sits at the center of the bedroom hallways and makes a great media room, hangout or second office. The 19x16 primary suite has two walk-in closets and an en suite bath with granite counters, a vanity area, a garden tub, a separate shower, a private toilet room and a linen closet. Three more bedrooms, including a roomy 16x13, share a second full bath with dual sinks. The washer, dryer, refrigerator, range, dishwasher and microwave all stay, and there's an inside laundry room. Furnishings are negotiable. Quick access to SR 27 puts Haines City, Davenport and I-4 within easy reach for commuting toward Orlando or Tampa.

5809 Windridge Drive, Winter Haven

4856 Summerfield Circle, Winter Haven
$290,000
4 Beds ⋅ 2 Baths ⋅ Country Club Estates SubDv. ⋅ 33881 Zip Code
Virtually Staged. Welcome to this inviting 4-bedroom, 2-bath home in Country Club Estates, offering a comfortable open layout, beautiful pond views, and a convenient Winter Haven location. With a brand-new roof, this home is ready for its next owner to move in and make it their own. Step inside to a bright, open living and dining area with high ceilings and plenty of natural light. The kitchen overlooks the main living space and features granite countertops, abundant cabinetry, a breakfast bar, and a functional layout that makes everyday living and entertaining easy. The spacious primary suite offers a private retreat with a large walk-in closet and an ensuite bath featuring a granite-topped vanity and tiled walk-in shower. Three additional bedrooms provide plenty of flexibility for family, guests, a home office, or hobby space. One of the home's best features is out back. The screened lanai overlooks the backyard and pond, creating a relaxing place to enjoy your morning coffee, unwind in the evening, or simply take in the peaceful water views. Step outside and enjoy the open backyard with **direct pond frontage and the opportunity to fish right from your own backyard. The location adds even more appeal. A brand-new Publix shopping complex is conveniently located just before the entrance to Country Club Estates, putting groceries and everyday necessities just minutes from home. You're also close to Downtown Winter Haven's restaurants, shopping, entertainment, and the area's Chain of Lakes, while LEGOLAND Florida Resort is just a short drive away. For those looking to enjoy everything Central Florida has to offer, Winter Haven provides convenient access toward Orlando and its world-famous theme parks, while also keeping Tampa, Clearwater Beach, St. Petersburg, and Florida's Gulf Coast within reach for day trips and weekend getaways. With four bedrooms, a brand-new roof, screened lanai, pond frontage, fishing opportunities, a two-car garage, and a highly convenient location, this Country Club Estates home brings together the features buyers are looking for in the Florida lifestyle.

4856 Summerfield Circle, Winter Haven

950 14th Street Ne, Winter Haven
$235,000
2 Beds ⋅ 3 Baths ⋅ Lake Elbert Estates SubDv. ⋅ 33881 Zip Code
Virtually Staged. Price Improvement! Motivated Seller! NO HOA and a great Winter Haven location! Just two blocks from Lake Elbert and its paved walking trail, approximately one mile from Polk State College, and only two miles from Downtown Winter Haven, this quaint 1950s home offers 2 bedrooms, 2.5 baths, and 1,380 square feet of comfortable living space. The recently remodeled kitchen features a subway tile backsplash, stainless steel appliances, and good lighting that opens to spacious living areas, creating an easy, open flow throughout the home. Crown molding throughout adds character, while the retro bathrooms retain their original mid-century tile, with a full bathroom in each bedroom. The enclosed porch creates a light-filled sunroom, offering a wonderful additional space to relax or enjoy your morning coffee. An abundance of windows fills the home with natural light, while the generously sized bedrooms provide comfortable retreats. Outside, you'll find a two-car carport, an enclosed laundry room with a half bath, and a separate storage room. The fenced backyard features a patio area with plenty of possibilities for outdoor enjoyment. The roof, water heater, and A/C were replaced in 2021, and a new drain field was installed and septic pumped in 2019. The home also offers a proven rental history. Great Opportunity for a FHA 203K Loan. Vintage character, thoughtful updates, NO HOA, and a convenient location close to some of Winter Haven's favorite destinations!

950 14th Street Ne, Winter Haven

6183 Grey Heron Drive, Winter Haven
$339,999
5 Beds ⋅ 4 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code
More than a home, this property offers the flexible space, storage, and energy-saving features today’s buyers are searching for! A standout bonus area provides incredible versatility with its own living space, closet, bathroom, and private rear entrance, making it ideal for multigenerational living, guests, a home office, or additional bonus rooms. Another bedroom features its own en suite bathroom for added comfort and privacy. Inside, enjoy granite countertops, upgraded lighting, ceiling fans throughout, and an abundance of closets and storage space. The dedicated laundry room includes cabinet storage, while a staircase in the garage provides convenient access to the attic for even more storage. Solar panels help keep monthly energy costs extremely low, even during Florida’s hottest months. Outside, the extended paver driveway offers additional parking and attractive curb appeal. The community features two swimming pools, a playground, and a walking trail. Enjoy a convenient Winter Haven location just minutes from Port 27 and the Chain of Lakes for easy lake access, as well as Downtown Winter Haven’s shopping, dining, and entertainment. The home is also approximately five minutes from Highway 27, providing easy travel to Orlando and surrounding areas, and is conveniently located near LEGOLAND Florida. This spacious and versatile home is ready for its next owner! This home is also available for rent! For rental details and lease information, please see MLS #L4965531.

6183 Grey Heron Drive, Winter Haven

1776 6th Street Nw Unit 304, Winter Haven
$92,900
2 Beds ⋅ 2 Baths ⋅ Lakeridge Condo SubDv. ⋅ 33881 Zip Code
**THIS CONDO IS PRICE TO SELL !!**CENTRAL FLORIDA 55+ Age GATED CONDOMINIUM COMPLEX WITH LAKE AND CITY VIEW. All new insulated windows throughout. This condominium provides 1,347 sq. ft. of living area & is located in the beautiful "Chain Of Lakes" City of Winter Haven, Fl. Very friendly complex w/ social activities offered if you wish to participate. Monthly association fee includes water, sewer, trash, fiber optic cable & internet, condo reserves, manager and use of recreational facilities. Lakeridge Condominiums offers a maintenance-free lifestyle w/ heated pool, tennis, shuffleboard, community room, gated entrances & covered assigned parking space. The large bright kitchen has plenty of cabinets & great counter space, appliances (dishwasher does not work) & pantry closet. The kitchen overlooks the 26'x14' great room that also adjoins the additional bonus space & storage closet. The 16X14 foot Primary bedroom suite has a walk in closet & bathroom w/ walk-in shower. Beautiful views of Spring Lake can be enjoyed from Primary bedroom & living areas. The 2nd bedroom & bath can be a private guest area or for your personal use for office, hobbies etc. The washer & dryer are included in the sale. Central heat and air conditioning. Convenient proximity to shopping, places of worship, groceries & restaurants. Extra assigned storage bin on same floor. Make this your full time home, winter home or investment property to update. Lakeridge Condominiums is an age-restricted, well-maintained & well-managed community. Sharepoint car charger provided for those with electric cars. Non-smoking property. 1 pet, 20 pounds or under may be approved.

1776 6th Street Nw Unit 304, Winter Haven

350 Winter Ridge Boulevard Unit 350, Winter Haven
$145,000
2 Beds ⋅ 2 Baths ⋅ Winter Ridge Condo SubDv. ⋅ 33881 Zip Code
SERENE WATERFRONT LIVING ON THE CHAIN OF LAKES 2 Bedrooms | 2 Full Bathrooms | 1,073 SQFT | Single-Story Villa-Style Condo. Water Views & Chain-of-Lakes Lifestyle! Welcome home to low-maintenance living with a view! Situated in the desirable waterfront community of Winter Ridge, this turn-key 2-bedroom, 2-bath end unit pairs interior updates with living on Lake Smart. Unlike multi-story apartment complexes, this single-story villa design offers easy entry and maximum privacy. Step onto your private 8x17 screened-in covered lanai to enjoy the outdoors pest-free. Fresh & Fully Modernized Interior. Inside, the refreshed open-concept living space awaits. Stylish, water-resistant Luxury Vinyl Plank (LVP) flooring runs seamlessly throughout the home—no carpet! Enhanced by a fresh, clean, neutral paint palette. Gourmet Galley Kitchen: Features a full suite of modern appliances, a closet pantry, ample cabinet storage, and an integrated indoor laundry area. Primary Suite Sanctuary: A spacious retreat showcasing a large walk-in closet and an updated en-suite bathroom. Capital improvements include a brand-new roof (2025) and an updated water heater, offering buyers significant savings on home insurance and maintenance. Living at Winter Ridge feels like a year-round vacation on the Winter Haven Chain of Lakes: Boater’s Dream: Take advantage of direct access to Lake Smart via the private community boat launch ramp and fishing dock. Active Recreation: Unwind in the geothermal heated community pool, social clubhouse, or on the shuffleboard courts. Prime Parking: Includes two dedicated parking spaces, including a covered carport directly near your front entrance. All-Ages Community: Unlike many surrounding lakefront complexes that enforce age restrictions, Winter Ridge is an all-ages community, making it ideal for primary homeowners, snowbirds, or long-term investors. Location & Convenience: Nestled in Central Florida’s lake country with quick access to US-17, US-27, and I-4. Enjoy a short 10-minute drive to charming Downtown Winter Haven dining, shopping, medical centers, Polk State College, and LEGOLAND Florida. Low-maintenance waterfront living, major structural updates, and direct chain-of-lakes access—schedule your private tour today!

350 Winter Ridge Boulevard Unit 350, Winter Haven

6627 Westchester Drive Ne, Winter Haven
$198,000
2 Beds ⋅ 2 Baths ⋅ Lake N Golf Estates Add SubDv. ⋅ 33881 Zip Code
Welcome to this UPDATED & WELL-MAINTAINED home located in Lake N Golf Estates, a desirable LAKEFRONT, LAND-OWNED, no pet 55+ community in Winter Haven. This SPACIOUS home features an OPEN FLOOR PLAN with vaulted ceilings & offers 2 bedrooms and 2 bathrooms, plus a living room, family room, dining room, dinette, bonus room, office, walk in storage closet, enclosed Florida room, and a workshop, providing over 2600 total SF. This home also comes partially furnished. The spacious island kitchen features GRANITE countertops, a breakfast bar, coffee bar, glass cooktop, Stainless appliances & a walk-in pantry. The family room has a built-in entertainment center with cabinets, TV included. Dinette has wainscoting. The dining room has a bay window. Both bedrooms have walk in closets. The home office has a mini-split air conditioner and comes equipped with a large desk/workstation and bookshelves. Numerous major updates were completed in 2024, including a NEW ROOF, A/C, CARPORT, SIDING, ELECTRICAL BREAKER BOX and REFRIGERATOR, upgraded insulation in roof over carport and enclosed Florida room. Additional improvements include updated Window World windows, updated flooring and a water purifier, making this home truly move-in ready. A GOLF CART IS ALSO INCLUDED! Oversized lot (126x51). Lake N Golf Estates offers an affordable Florida lifestyle with LOW HOA FEES of just $550 per year. Residents enjoy access to community amenities including a swimming pool, spa, clubhouse, shuffleboard, community boat ramp and dock, with boat slips available subject to availability. Conveniently located near Hwy 27 with easy access to shopping, dining, medical facilities and everything Winter Haven has to offer. Don't miss the opportunity to enjoy comfortable Florida living in this established lakefront community!

6627 Westchester Drive Ne, Winter Haven

1550 11th Street Ne Unit G6, Winter Haven
$129,000
2 Beds ⋅ 2 Baths ⋅ Lake Buckeye Condo SubDv. ⋅ 33881 Zip Code
Beautifully Updated Condo with Water View in the Desirable Lake Buckeye Community! Enjoy the best of Florida living in this move-in-ready condo with a scenic water view in the sought-after Lake Buckeye Condominium community in Winter Haven. Perfect as a full-time residence, seasonal retreat, or investment property, this home offers comfort, convenience, and a relaxed lakefront lifestyle. Recent updates include new flooring in both bedrooms, new blinds throughout, updated light fixtures, a new refrigerator, range, and vent hood, convenient in-unit washer and dryer hookups, and a newly refurbished screened porch—the perfect place to relax and enjoy the peaceful surroundings. The unit also includes a designated parking space. Residents enjoy access to beautiful Lake Buckeye, along with a community pool, clubhouse, private boat ramp, fishing dock, and beautifully maintained grounds. The HOA has made significant community improvements, including new roofs in 2021, an upgraded irrigation system, well maintained building exteriors, resurfaced parking areas, and a renovated community pool. Conveniently located just minutes from downtown Winter Haven, the Chain of Lakes, Polk State College, shopping, dining, golf, medical facilities, and LEGOLAND® Florida Resort, this exceptional condo offers the perfect blend of waterfront living and everyday convenience. Don't miss this opportunity to own an updated condo with a water view in one of Winter Haven's most desirable lakefront communities!

1550 11th Street Ne Unit G6, Winter Haven

1069 Sandpiper Loop, Winter Haven
$364,900
4 Beds ⋅ 3 Baths ⋅ Chestnut Crk SubDv. ⋅ 33881 Zip Code
PRICE REDUCED – MOVE-IN READY! Discover refined Florida living in the STUNNING SHENANDOAH II MODEL, an impressive SINGLE-STORY RESIDENCE offering 2,034 square feet of thoughtfully designed living space. Featuring 4 SPACIOUS BEDROOMS and 3 FULL BATHROOMS, this BEAUTIFULLY APPOINTED HOME blends ELEGANCE, COMFORT, and FUNCTIONALITY in a versatile layout designed for both everyday living and entertaining. From the moment you arrive, the CHARMING COLUMNED FRONT PORCH creates an inviting first impression. Step inside to a BRIGHT, OPEN-CONCEPT LIVING AREA where the seamless flow between the kitchen, dining, and living spaces creates an ideal setting for entertaining guests or enjoying relaxed evenings at home. The GORGEOUS KITCHEN is designed to impress, featuring PRISTINE SHAKER-STYLE CABINETRY, SAMSUNG STAINLESS STEEL APPLIANCES, a GENEROUS PANTRY, and a CHIC BREAKFAST BAR. The adjoining VERSATILE DINING AREA provides a welcoming space for everything from casual breakfasts to special gatherings. Throughout the main living areas and bathrooms, UPDATED 25-YEAR-LIFE-PROOF WOOD-VINYL FLOORING offers a SLEEK LOOK, while the bedrooms feature PLUSH STAIN-RESISTANT CARPETING for added comfort. These thoughtfully selected finishes combine BEAUTY, DURABILITY, and EVERYDAY PRACTICALITY. The SPACIOUS OWNER’S SUITE provides a peaceful retreat with a STYLISH TRAY CEILING, LARGE WALK-IN WARDROBE, and LUXURIOUS ENSUITE BATHROOM featuring DUAL SINKS and a BEAUTIFULLY TILED SHOWER accented by a GLASS ENCLOSURE. Step outside and embrace OUTDOOR LIVING on the EXPANSIVE COVERED LANAI, an inviting space for morning coffee, evening relaxation, or entertaining. Direct access to the THIRD FULL BATHROOM adds exceptional convenience for guests and outdoor activities. The LARGE BACKYARD provides a generous canvas for creating your own private outdoor retreat, with ample space to envision a future pool or customized outdoor living area, subject to applicable approvals and restrictions. Additional highlights include a 2-CAR GARAGE, ENERGY-EFFICIENT INSULATION, and ARCHITECTURAL SHINGLES, bringing together STYLE, EFFICIENCY, and PRACTICALITY. This EXCEPTIONAL HOME offers an appealing combination of BEAUTIFUL FINISHES, FUNCTIONAL DESIGN, SPACIOUS LIVING, and INDOOR-OUTDOOR COMFORT. If you’ve been waiting for a MOVE-IN READY RESIDENCE with room to personalize and make your own, this SHENANDOAH II MODEL deserves a closer look. WELCOME HOME!

1069 Sandpiper Loop, Winter Haven

1776 6th Street Nw Unit 308, Winter Haven
$144,900
2 Beds ⋅ 2 Baths ⋅ Lakeridge Condo SubDv. ⋅ 33881 Zip Code
**LARGE 2 BEDROOM - 2 BATH CONDO - NEW LISTING IN CENTRAL FLORIDA**- AGE 55+, GATED COMMUNITY (however, a slightly younger age may be approved). This up-to-date condo provides 1,347 sq. ft. of living area & is located in the beautiful "Chain Of Lakes" City of Winter Haven, Florida. NEW ENERGY-EFFICIENT WINDOWS THROUGHOUT. The monthly fee INCLUDES: water, sewer, trash, fiber optic cable package with Choice HD, digital video recorder & fiber optic internet w/ 1 gig speed, & use of recreational facilities. Lakeridge Condominiums offers a maintenance-free lifestyle w/ heated pool, tennis, shuffleboard, community room, gated secured entrances, covered assigned parking space, social events & activities. This well-appointed, move-in-ready condo has a large, bright kitchen w/ lots of cabinets, a tile backsplash, flush-mount LED ceiling lighting, plenty of counter space, all appliances & a pantry closet. The kitchen overlooks the 26'x14' great room that also adjoins the additional FL/bonus area & storage closet. The 16' x 14 ' primary bedroom easily accommodates a king-size bed & has a walk-in closet with a decorative barn door. The beautiful remodeled primary bathroom has an extra-wide door for easy direct access & includes a walk-in shower with a large format designer wall tile, & a comfort-height vanity with a vessel sink. The 2nd bedroom is convenient to the hall bath, which has a tub/shower combination & comfort-height vanity. The WASHER & DRYER are included in the sale. The Flooring throughout is either wood-look luxury vinyl or tile, NO CARPETING. Custom window shades are in place and are included in the sale. An extra assigned storage bin is located on the same floor. Enjoy beautiful views of Spring Lake and the evening sunsets from most rooms. Shopping, medical, hospital, places of worship, groceries, restaurants & bus line are very close by. COVERED ASSIGNED PARKING SPACE. SharePoint electric car charger on site for owners! Measurements are approximate. Information is believed to be accurate but not guaranteed. NON-SMOKING COMPLEX THAT IS WELL MAINTAINED & MANAGED. FURNITURE IS NEGOTIABLE. Make this your full-time or winter home!

1776 6th Street Nw Unit 308, Winter Haven

318 Hamilton Shores Drive Ne, Winter Haven
$524,000
4 Beds ⋅ 2 Baths ⋅ Hamilton Pointe SubDv. ⋅ 33881 Zip Code
Price Reduced!!! Welcome to Winter Haven living, where comfort, thoughtful updates, and an exceptional outdoor setting come together in a home designed to be enjoyed inside and out. Step inside to an impressive oversized great room filled with natural light and finished in a fresh, neutral color palette. Updated tile and soft newer carpeting complement the formal living and dining spaces, creating a warm and inviting interior with plenty of room to gather, entertain, or simply relax. The kitchen features brand-new stainless steel appliances, along with a newer dishwasher, garbage disposal, and kitchen sink. Additional improvements throughout the home include a newer roof and updated tile in both the primary and guest bathrooms, adding to the home's move-in-ready appeal. Outside is where this property truly shines. Situated on a spacious oversized lot, the home offers a fully fenced, private backyard surrounded by mature landscaping, creating your own peaceful Florida retreat. The heated swimming pool is ready for sunny afternoons, evening swims, and weekends spent entertaining family and friends. A newer energy-efficient pool pump adds another valuable update, while the generous patio and pool area extend the home's living space outdoors. Set within a quiet, established neighborhood, the property also enjoys beautiful lake views and peaceful streets ideal for morning walks, bike rides, jogging, or an evening stroll with the dog. Publix, shopping, dining, medical offices, and everyday conveniences are just minutes away. And when you're ready for a day of Central Florida adventure, Walt Disney World is approximately 26 miles away, offering easy access to world-famous attractions while still allowing you to come home to the relaxed pace of Winter Haven. With its private heated pool, oversized lot, fenced backyard, mature landscaping, lake views, brand-new stainless steel appliances, and numerous recent updates, this home delivers the Florida lifestyle you've been looking for. Updated irrigation system connected to wi-fi with a 5-year warranty just installed in October 2026. Schedule your private showing and come see it for yourself.

318 Hamilton Shores Drive Ne, Winter Haven

1776 6th Street Nw Unit 504, Winter Haven
$147,500
2 Beds ⋅ 2 Baths ⋅ Lakeridge Condo SubDv. ⋅ 33881 Zip Code
Welcome to Lakeridge — Easy Florida Living with Beautiful Spring Lake Views! Take a look at this fantastic move-in-ready 2-bedroom, 2-bathroom condo in Lakeridge, a gated 55+ community in Winter Haven with great lake views. With 1,347 square feet of living space, this home offers plenty of room to relax, along with thoughtful updates and beautiful views of Spring Lake. As you step inside, you'll find an updated kitchen with plenty of updates including, soft close cabinets and drawers, granite counter tops, a pantry closet, and stainless-steel appliances. The kitchen opens into the spacious great room, making it easy to cook, visit, and entertain at the same time. The 26' x 14' great room flows into the Florida/bonus room, a comfortable spot to unwind while enjoying the lake view. Furnishings are negotiable! There's also a large storage closet for added convenience in the Florida room. The primary bedroom is approximately 16' x 14', with plenty of space for a king-size bed. It includes a walk-in closet and a private bathroom with a walk-in shower and double vanity. Spring Lake views can be enjoyed from both the primary bedroom and the main living areas. Recent updates include new energy-efficient, double pained windows, carpet and tile. The washer and dryer are included, along with all of the stainless-steel kitchen appliances, so you can move in and settle right away. The entertainment system-65" Smart TV, 5-speaker Surround System w/Subwoofer, Blue Ray, Stereo with AM/FM Radio, Speakers, and Antenna is also included and complements the built-in electric fireplace, creating a cozy space for relaxing or spending time in your space. Lakeridge makes everyday living easy and low maintenance. The monthly condominium fee includes water, sewer, cable, fiber-optic internet, trash removal, reserves, and use of the recreational facilities. Residents can enjoy a heated pool, tennis courts, shuffleboard, a community room, gated entrances, and a covered assigned parking space. An additional assigned storage bin is conveniently located on the same floor. The community also offers social activities for residents who enjoy meeting neighbors and staying involved. When you need to run errands, Lakeridge is close to shopping, grocery stores, restaurants, medical offices, and the hospital. Lakeridge is an age-restricted 55+ community. One small pet may be approved. The property is non-smoking, and an electric vehicle charger is available on-site for owners. If you're looking for a spacious condo with lake views, comfortable living areas, included amenities, and a maintenance-free lifestyle, this home is worth seeing. It could be the comfortable Florida retreat you've been waiting for. Information is believed to be accurate but is not guaranteed. Measurements are approximate.

1776 6th Street Nw Unit 504, Winter Haven

1919 19th Street Nw, Winter Haven
$339,000
4 Beds ⋅ 2 Baths ⋅ Van Duyne Shores SubDv. ⋅ 33881 Zip Code
It's a completely renovated 4-bedroom beauty. No HOA. Park your trailers or vehicles in back yard or side yard with gate. New Roof, new windows, new doors, new hot water heater, new insulation, new electric and new air conditioner 2024. The kitchen has gold handles, refrigerator/ coffee maker combo, and a farmhouse sink. Wood floors are refinished 2025. Kitchen and bathrooms are totally renovated 2024. If you like drawers, this kitchen has a few. HUGE master bedroom runs from the back of the house to the front of the house, plenty of relaxing space, and a fireplace. This is a split plan house with 4 bedrooms, and all bathrooms have double sinks. Tropical pineapple garden is in front of the front porch and trees have been trimmed. The back shed has a metal roof and can be used as a workshop; she shed or transformed for mother-in-law or rental. Large back porch has new concrete steps, a renovated laundry room and lake view. ZAP CAP from TECO, surge voltage protection. Parks, trails, splash pads, grocery, movies, pharmacy, public boat ramps are available. Winter Haven is a diverse city which offers lots of things to do such as, dinner cruises, walking parks, farm markets, LEGOLAND park and water parks, Circle B nature park, walking trails, skateboard park, water skiing and free water-skiing shows. All information is deemed reliable but not guaranteed. Buyer must verify all information and measurements. No seller financing.

1919 19th Street Nw, Winter Haven

230 Broad Street, Winter Haven
$515,000
4 Beds ⋅ 3 Baths ⋅ Hampton Cove SubDv. ⋅ 33881 Zip Code
Welcome Home to Hampton Cove! - (Seller is offering $10,000 in seller concessions to the buyer when using the preferred lender) Welcome to your dream home in Winter Haven! Nestled within the gated community of Hampton Cove, this impressive 4-bedroom, 3-bathroom single-family residence offers 3,024 square feet of spacious living designed with comfort and versatility in mind. Step inside to discover beautiful tile flooring throughout the main living areas, complemented by cozy carpeting in the bedrooms. The thoughtfully designed floor plan includes a separate laundry room for added convenience, along with a versatile bonus/theater room that can easily be transformed into a home theater, game room, office, playroom, or additional living space to fit your family's needs. Step outside and enjoy Florida living at its best on the spacious covered and screened-in patio, perfect for morning coffee, family gatherings, or relaxing after a long day. The fenced-in backyard offers privacy and a great space for family and pets. Located in the heart of Winter Haven, this home provides the peaceful feel of a gated community while keeping you conveniently close to shopping, dining, entertainment, and everyday amenities. With plenty of space, flexibility, and indoor-outdoor living, this Hampton Cove home is ready to welcome its next chapter. Schedule your private showing today and come see why this could be the one you've been waiting for!

230 Broad Street, Winter Haven

1776 6th Street Nw Unit 409, Winter Haven
$114,900
2 Beds ⋅ 2 Baths ⋅ Lakeridge Condo SubDv. ⋅ 33881 Zip Code
Virtually Staged. Virtually staged bedroom. CENTRAL FLORIDA LAKE VIEW CONDO- THIS IS THE ONLY GATED 55+ CONDOMINIUM COMPLEX IN WINTER HAVEN. (Slightly younger buyer could possibly get approved.) NEW ENERGY-EFFICIENT WINDOWS IN THIS IMMACULATE, MOVE-IN READY 2 BEDROOM 2 BATH CONDO. WATER HEATER is 2025 & CENTRAL AIR CONDITIONER is a 2020. The kitchen is larger than most condo kitchens & the unit has a total of 1,347 sq. ft. of living area. MONTHLY FEE INCLUDES-WATER, SEWER, CABLE, FIBER OPTIC INTERNET, TRASH REMOVAL, CONDO RESERVES & use of recreational facilities- HEATED POOL, tennis, shuffleboard, community room, gated entrances & covered assigned parking space. All appliances & washer/dryer are included. The 26'x14' great room adjoins the additional FL/bonus room with large storage closet. The 16X14 foot master bedroom easily accommodates a king-size bed & has a walk-in closet & en-suite bathroom with walk-in shower. The 2nd bedroom includes a space-saving drop-down Murphy bed. The 2nd bathroom has a tub/shower combination. The linen closet is near the washer & dryer for convenience. Lakeridge is close to shopping, places of worship, groceries, restaurants, medical offices & hospital. Extra assigned storage on the same floor. Social activities available, if you wish to participate. Lakeridge is well-maintained, well-managed & passed inspections & studies with flying colors. Electric car charger on site for owners use. YOU ONLY HAVE TO PAY FOR YOUR ELECTRICITY HERE, AS EVERYTHING ELSE IS INCLUDED IN THE MONTHLY FEE. ONE SMALL PET MAY BE APPROVED. NON SMOKING PROPERTY. Quick Closing is available. Information believed to be accurate but not guaranteed. Measurements are approximate.

1776 6th Street Nw Unit 409, Winter Haven

3640 Crump Road, Winter Haven
$1,399,900
4 Beds ⋅ 3 Baths ⋅ Magnolia Shores SubDv. ⋅ 33881 Zip Code
Welcome to your own private lakefront retreat on 1.23 acres along Lake Hamilton with NO HOA! This stunning 4-bedroom, 3-bath home offers an exceptional combination of luxury, entertaining space, and the ultimate Florida waterfront lifestyle. Bring your boat and jet skis and enjoy the convenience of a private dock featuring an electric covered boat lift and built-in fishing bench. The outdoor living space is truly spectacular! Step through the French doors to a sparkling saltwater PebbleTec pool featuring iridescent tile, fiber-optic lighting, a swim-up bar, fountains, and a roof-line waterfall. The propane-heated pool is surrounded by an expansive travertine deck, while the nearby gas fire pit with custom-cushioned seating creates the perfect setting for evening gatherings. Propane-connected tiki torches add a tropical ambiance, and a hidden sump pump provides worry-free drainage after storms. Entertaining is effortless with the outdoor kitchen, complete with a new grill and refrigerated drawers. The fenced backyard extends halfway to the lake, providing plenty of room for pets to play. Professional Florida-native landscaping, enhances the lush, resort-like setting. Inside, the beautifully designed chef's kitchen features quartz countertops, a copper farmhouse sink, paneled refrigerator, trash compactor, and spacious butler's pantry with a full-size refrigerator and abundant storage. The open floor plan includes a dedicated buffet area with dual wine refrigerators adjacent to the dining space—perfect for hosting family and friends. Nine-foot ceilings, crown molding, porcelain tile, shiplap accents, custom lighting, and a central vacuum system add comfort and sophistication throughout. The luxurious primary suite offers direct access to the pool deck, with a convenient open-air shower just outside. The ensuite features dual vanities and a walk-in shower with dual shower heads. The expansive walk-in closet includes a center island, custom shelving, heated towel rack, and an extra-large Liberty Safe. The home underwent a complete rebuild in 2017, so all features are 2017 or newer. Recent improvements include a new roof (2025), new pool pump (2025), a new 12x24 storage shed (2025) and new irrigation system (2025). The irrigation water comes from the lake so it doesn’t affect your water bill. Additional features include a split-bedroom floor plan, with two guest bedrooms sharing a Jack-and-Jill bath; hurricane shutters; a whole-home Generac generator; and TVs in every room, including the back porch. The spacious 3-car garage features tiled flooring, storage, a workshop, and an industrial ice maker. A pavered circular driveway provides ample parking, plus an additional parking pad with room for an RV. From the custom interior and exterior lighting to the custom painting, bamboo chair rail, and travertine exterior accents, every detail has been thoughtfully designed. The home is also pre-wired for ADT security at the front and rear doors and garage service door. Boating, fishing, entertaining, relaxing, and resort-style living—all in one exceptional Lake Hamilton property with no HOA!

3640 Crump Road, Winter Haven

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