Winter Haven FL 4 Bedroom Real Estate, Homes, Condos for Sale

4 Beds ⋅ 2 Baths ⋅ Lake Smart Estates SubDv. ⋅ 33881 Zip Code

Welcome to this spacious 4-bedroom, 2-bath single-family home in the Lake Smart Estates community of Winter Haven. With an open-concept layout and 1,842 square feet of living space, the home offers plenty of room for everyday living and entertaining. Major updates provide added peace of mind, including a new roof in 2026, new A/C in 2024, and brand-new appliances in 2026. The kitchen offers generous cabinet and counter space and opens directly to the main living and dining areas. The primary suite features a walk-in closet and private bathroom with dual sinks and a spacious shower. An interior laundry room and attached two-car garage add everyday convenience. One of the property's biggest highlights is the oversized lot, one of the largest in the community. The expansive backyard provides exceptional outdoor space with plenty of possibilities for entertaining, play areas, gardening, or creating your own Florida outdoor retreat. Lake Smart Estates offers community amenities including a swimming pool, dock, gazebo, and water access. Golf enthusiasts will appreciate having Willowbrook Golf Course just minutes away, a public 18-hole course offering a driving range, putting green, chipping areas, and practice facilities. Conveniently located near US-17, the home provides easy access to Downtown Winter Haven, shopping, restaurants, schools, Polk State College, and everyday services. With four bedrooms, significant recent upgrades, an oversized yard, community amenities, and golf nearby, this move-in-ready home offers an excellent combination of indoor and outdoor space in a convenient Winter Haven location.

3695 Julius Estates Boulevard, Winter Haven

$355,000

4 Beds ⋅ 3 Baths ⋅ Eagle Lndg Ph Ii SubDv. ⋅ 33880 Zip Code

PRICE IMPROVEMENT! SELLER HIGHLY MOTIVATED! BEST VALUE IN EAGLE LANDING! Welcome to this beautiful 2022-built home in the desirable Eagle Landing community of Winter Haven, conveniently located just minutes from LEGOLAND Florida and ideally positioned between Tampa and Orlando. Offering approximately 2,300 square feet of living space, this move-in-ready home features a spacious open-concept floor plan designed for comfortable everyday living and entertaining. The modern kitchen flows seamlessly into the main living areas, creating a bright and inviting space. Enjoy Florida living from the screened-in porch overlooking the private, fully vinyl-fenced backyard. Additional features include durable block construction, architectural shingle roof, modern stucco exterior, and a LOW HOA. Whether you're looking for a primary residence, vacation home, or investment property, this home offers an excellent combination of location, size, condition, and value. Offered at $355,000 with a highly motivated seller. Easy to show—schedule your private showing today!

662 Eagle Landing Boulevard, Winter Haven

$315,000

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

Welcome home to this spacious 4-bedroom, 3-bathroom home offering over 2,000 square feet of comfortable living space on a large corner lot. Designed with both everyday living and entertaining in mind, this home features two bedrooms with private en-suite bathrooms, providing flexibility and privacy for family members or guests. Step outside to the screened lanai, where you can relax and enjoy views of the expansive backyard and in-ground pool—perfect for Florida living and entertaining year-round. The large fenced backyard provides plenty of room for outdoor activities, pets, gardening, or simply enjoying your own private outdoor retreat. With its generous living space, desirable split-bedroom potential, pool, and oversized corner lot, this home offers plenty of room to make it your own. Don’t miss the opportunity to make this spacious pool home your next address!

506 Clayton Circle, Winter Haven

$299,990

4 Beds ⋅ 2 Baths ⋅ Royal Hills SubDv. ⋅ 33881 Zip Code

Welcome to this well-located single-family home situated in Winter Haven, offering a comfortable layout and enjoyable outdoor space. This home features 4 bedrooms and 2 bathrooms with a practical floor plan that supports everyday living, along with a 2-car garage and a large driveway and backyard. The property also includes a Newer Shingle Roof (2026), Newer A/C (2025) and newer LVP flooring (2026). Inside, the living area offers two living room areas with high ceilings, one at the entrance and another one by the kitchen, creating a welcoming space that makes it easy to stay connected whether you’re relaxing at home or entertaining guests. The bedrooms are nicely sized, and the primary suite provides added comfort with a walk-in closet and a private bathroom that features both a bathtub and a separate shower. The second full bathroom add convenience and functionality for the household. Whether you’re searching for a place to make your own or an investment opportunity, this home is worth a look. Schedule your showing today.

5641 Royal Hills Drive, Winter Haven

$655,000

4 Beds ⋅ 3 Baths ⋅ Eloise Pointe Ests Phase Two SubDv. ⋅ 33884 Zip Code

Welcome to Eloise Pointe Estates, an established gated community near the shores of Lake Eloise and the Winter Haven Chain of Lakes, just minutes from LEGOLAND Florida Resort. Tucked away at the end of a quiet cul-de-sac, this beautifully maintained 4-bedroom, 3-bathroom home offers 3,001 square feet of living space and an exceptional combination of privacy, comfort, and upgrades. Inside, the spacious kitchen features granite countertops, stainless steel appliances, custom solid-wood cabinetry, and beautiful flooring, with generous living and entertaining spaces throughout the home. The family room is equipped with built-in surround sound, and any mounted televisions will convey. The true showpiece is the private backyard retreat, featuring a heated pool surrounded by lush landscaping—perfect for relaxing, entertaining, or enjoying Florida living year-round. Major improvements include a newer roof, A/C system, carpet and padding, and updated pool equipment, providing added peace of mind for the next owner. The home is also equipped with a buried propane tank serving the indoor fireplace, on-demand hot water heater, gas stove, and outdoor grill connection—adding both comfort and efficiency. With its desirable cul-de-sac location, private pool, spacious floor plan, extensive upgrades, and proximity to shopping, dining, recreation, and Central Florida attractions, this Eloise Pointe Estates home is truly a standout. Schedule your private showing today and experience everything this exceptional property has to offer.

2428 Wildwood Court, Winter Haven

$399,900

4 Beds ⋅ 4 Baths ⋅ Twin Oaks Add SubDv. ⋅ 33880 Zip Code

This exceptional property offers a rare opportunity to live in one residence while renting the other to help supplement your mortgage payment. Conveniently located near hospitals, medical facilities, colleges, universities, shopping, dining, and major transportation routes, the property combines versatile living arrangements with everyday accessibility. Qualified buyers may be eligible for down payment assistance. Program eligibility, terms, and availability may vary; contact the listing agent for details. The primary residence has been completely renovated, offering a refreshed and inviting atmosphere throughout. Its open-concept design seamlessly connects the kitchen and dining areas, creating an ideal space for everyday living, entertaining and gathering with loved ones. The beautifully updated kitchen features sleek stainless steel appliances, elegant granite countertops, wood laminate, porcelain tile flooring and a functional layout that combines style and convenience. A covered front porch provides a shaded outdoor area for relaxing and enjoying the surroundings. The two residences have separate living areas with no interior access between them, offering added privacy and flexibility. The second residence offers stylish and comfortable living with durable porcelain tile flooring throughout. Its well-appointed kitchen features stainless steel appliances and elegant granite countertops, while the spacious layout includes two bedrooms and two bathrooms-providing flexibility and convenience for residents or tenants. The spacious backyard offers room for outdoor entertaining, gardening, recreation or future personalization. With no homeowners association, extensive renovations, newly constructed, and versatile use options, this property is well-suited for multigenerational living, an owner-occupant seeking rental income, or an investor looking for income-producing potential. Its location near hospitals and colleges adds convenience for healthcare professionals, faculty, medical personnel, and other nearby employees. Virtually staged images are for illustrative purposes only.

207 Avenue E Se, Winter Haven

$425,000

4 Beds ⋅ 3 Baths ⋅ Cypresswood SubDv. ⋅ 33884 Zip Code

ON THE GOLF COURSE IN THE BEAUTIFUL & GATED COMMUNITY OF CYPRESSWOOD GOLF & COUNTRY CLUB!!! Recently remodeled, open, spacious & ready to move in! Enjoy the Cypresswood Country Club lifestyle, including an active clubhouse, junior Olympic size pool, pickle ball courts, tennis, golf and a great restaurant with bar! When you're not enjoying all of the amenities, take a walk or ride your bike on the quiet, tree-lined streets throughout the community! This is a one-of-a-kind, two-story classic home on an extra-large lot. No rear neighbors, just Florida nature and golf in your backyard! Great place for socializing, family gathering and just lots of relaxing! You can park a dozen cars in your driveway and park up to 6 cars in your garage! The oversized garages come complete with a "golf cart" garage in the rear of the home. Freshly remodeled by Bill Reed Construction, the updates include a freshly painted & neutral color scheme and luxury vinyl flooring throughout. You'll enjoy the golf-course views in the updated kitchen with granite tops and GE appliances. The open & bright kitchen nook area has sliding glass doors, and the family room is adjacent as well as a spacious dining room with lots of windows to enjoy! There is a separate living room with glass sliding doors to the oversized screened lanai and features a brick wood-burning fireplace creating a cozy area with lots of "flex" space. Room for all with 4 bedrooms and the primary suite boasts a walk-in closet, built-ins, dual sinks and a modern barn door. Three of the bedrooms are on the second floor. Mature landscaping and shade trees make perfect areas for enjoying the outdoor beauty and watching golf. Cypresswood is just minutes to Highway 27, great shopping, medical and the new Publix. Right in the heart of Central Florida with a "Chain of Lakes" for boating, fishing and a great "foodie" scene in the charming downtown district. This property has so much for your family to enjoy!!! Call today to schedule your private tour!

300 Greenfield Road, Winter Haven

$252,990

4 Beds ⋅ 3 Baths ⋅ Villa Mar 40'S SubDv. ⋅ 33884 Zip Code

Under Construction. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene owner's suite. Completing the home is a convenient two-car garage. Villa Mar is a masterplan community of new single-family homes. Near Historic downtown Winter Haven. There are lots of shops, restaurants, bike paths, and easy access to nearby highways. Close to Legoland and Bok Tower Gardens. The much anticipated “Villar Mar” community is what you have been looking for. A safe small town feel with convenience.

5816 Taverna Loop, Winter Haven

$385,000

4 Beds ⋅ 2 Baths ⋅ Hamilton West Ph 02 SubDv. ⋅ 33881 Zip Code

Welcome to **107 Sanderling Drive**, a spacious and inviting **4-bedroom, 2-bathroom single-family home** in the desirable Hamilton West community of Winter Haven. Offering approximately **2,567 square feet of living space**, this one-story home provides plenty of room for comfortable everyday living, entertaining, and creating lasting memories. Step inside to a welcoming floor plan featuring spacious living and dining areas, an eat-in kitchen, vaulted ceilings, crown molding, and a combination of wood and tile flooring. The kitchen offers generous cabinet and counter space and opens toward the breakfast area and family room, creating a great gathering space for family and friends. The split-bedroom layout provides privacy for the primary suite, which features **two walk-in closets, dual sinks, a garden tub, and a separate walk-in shower**. Recent and important property improvements include a **new roof installed in 2024 with architectural shingles**, providing added peace of mind for years to come. The home features an **HVAC system with dual-purpose natural gas heating and cooling**, along with a **natural gas water heater**. A **well irrigation system services the sprinkler system**, helping maintain the landscaping while providing an efficient source for irrigation. Additional features include a **two-car attached garage**, ceiling fans, window treatments, and a spacious **0.26-acre lot** with approximately **11,326 square feet of land**, providing plenty of room to enjoy Florida's outdoor lifestyle. Located in the heart of Winter Haven's famous **Chain of Lakes region**, residents can enjoy boating, fishing, kayaking, water sports, and beautiful waterfront recreation. Nearby **Lake Howard** and the surrounding lakes provide numerous opportunities for outdoor adventures and relaxation. Enjoy the shops, restaurants, entertainment, and community events of **downtown Winter Haven**, or spend the day exploring local parks and nature areas. Family-friendly attractions and activities are also nearby, including **LEGOLAND Florida Resort**, golf courses, walking and biking trails, and numerous recreational facilities throughout the Winter Haven area. Conveniently located with easy access to major roadways, this home provides a great balance of peaceful residential living and proximity to shopping, dining, recreation, medical facilities, and Central Florida attractions. With its spacious floor plan, **2024 architectural shingle roof**, natural gas HVAC and water heater, well irrigation system, and desirable Winter Haven location, **107 Sanderling Drive** is an excellent opportunity to enjoy the Central Florida lifestyle. **Come see all this wonderful home has to offer!**

107 Sanderling Drive, Winter Haven

$369,900

4 Beds ⋅ 3 Baths ⋅ Buckeye Pointe SubDv. ⋅ 33881 Zip Code

Welcome to 3035 Buckeye Point Drive, a beautifully refreshed pool home located in the desirable Buckeye Pointe community of Winter Haven. Offering 4 bedrooms, 3 bathrooms, and approximately 2,070 square feet of living space, this spacious home combines a functional layout, modern updates, and the Florida lifestyle buyers are looking for. The home has been freshly repainted inside and out, featuring a modern light gray exterior with crisp trim and a refreshed interior with light gray walls and bright trim throughout. The fresh finishes create a clean, updated, and move-in-ready feel from the moment you arrive. Inside, you'll find high ceilings and a spacious floor plan with plenty of room for everyday living, entertaining, family, and guests. Step outside to your private screened-in pool and enjoy your own backyard retreat—perfect for relaxing, entertaining, or enjoying Florida weather year-round. Located in Winter Haven, Buckeye Pointe offers convenient access to shopping, dining, schools, medical facilities, recreation, and major roadways connecting you throughout Central Florida. Whether you're looking for a primary residence, vacation home, or investment opportunity, this updated 4-bedroom, 3-bath pool home offers an excellent combination of space, comfort, location, and value. Don't miss the opportunity to make 3035 Buckeye Point Drive your own!

3035 Buckeye Pointe Drive, Winter Haven

$315,000

4 Beds ⋅ 3 Baths ⋅ Villamar Ph 2 SubDv. ⋅ 33884 Zip Code

Designed around connected gathering spaces and an easy single-story layout, this 1,988-square-foot home offers a comfortable balance of openness and separation throughout. The kitchen sits at the center of the home, where granite counters, a large island with seating, stainless-steel appliances, and a walk-in pantry create a practical workspace while keeping the kitchen connected to the dining area and great room. Sliding glass doors extend the main living space toward the backyard, bringing in natural light and making it easy to move between indoor and outdoor areas. The four-bedroom, three-bath layout provides flexibility without sacrificing privacy, with the primary suite positioned toward the rear of the home and complemented by a walk-in closet and en suite bath with dual sinks and a glass-enclosed shower. Ceramic tile runs through the main living spaces, while carpet adds a softer finish to the bedrooms. An interior laundry room, attached two-car garage, paver driveway, irrigation system, and backyard add to the home’s everyday functionality. Built in 2021 and maintained with its original finishes, the home offers a functional, well-connected layout with room for the next owner to make it their own. Beyond the home, VillaMar offers a community pool, playground, sidewalks, and recreational common areas, giving residents additional ways to enjoy time outside close to home. Its Winter Haven location also keeps shopping, dining, major roadways, and area attractions within convenient reach.

1166 Yumuri Street, Winter Haven

$359,900

4 Beds ⋅ 2 Baths ⋅ Residences At Winter Haven SubDv. ⋅ 33880 Zip Code

Move-In Ready! Welcome to The Everglades at Residences at Winter Haven, an exclusive 63-lot semi-custom community offering exceptional craftsmanship, modern design, and a prime central Winter Haven location. This beautifully designed new construction home features 4 bedrooms, 2 bathrooms, a 2-car garage, and 1,905 square feet of thoughtfully designed living space. There is a natural ease to this home, from the open-concept layout to the thoughtfully selected finishes, creating the perfect balance of comfort, style, and functionality. At the heart of the home, the designer kitchen features a stunning full waterfall island, 42-inch cabinets with crown molding and additional storage, stainless steel appliances, and a spacious walk-in pantry. The open living and dining areas flow seamlessly to the covered lanai, making it ideal for both everyday living and entertaining. Premium features throughout the home include: Upgraded 8-foot interior doors Luxury vinyl flooring throughout the main living areas Floor-to-ceiling porcelain tile in the shower and tub surrounds Blinds included on all windows Dedicated laundry room Covered outdoor living space For added convenience and peace of mind, this home also includes a Smart Home Package featuring a Smart Lock, Video Doorbell, Smart Thermostat, and Security Alarm System, along with a 2-10 Home Buyers Warranty. Residents of Residences at Winter Haven enjoy low HOA fees of just $225 per quarter, no CDD fees, and the opportunity to personalize future homes by selecting their lot, floor plan, exterior finishes, interior design package, and upgrade options. Conveniently located near Lake Shipp Elementary School, Westwood Middle School, and Lake Region High School, this community also offers easy access to shopping, dining, healthcare, and major roadways. Offered at $349,900, this exceptional home combines quality craftsmanship, premium finishes, and modern living in one of Winter Haven's most desirable new home communities. Schedule your private showing today!

2145 River Hawk Loop, Winter Haven

$299,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully designed home featuring a traditional exterior and inviting covered front porch. Inside you'll find a gracious foyer that leads into an open-concept living space, where the island kitchen flows seamlessly into the café and family room—creating a comfortable setting for everyday living and entertaining. The private garage provides convenient access to the interior hallway, which leads to three secondary bedrooms and a full bathroom with a dual-sink vanity. The spacious primary suite offers a relaxing retreat with a large walk-in closet and an ensuite bathroom featuring a walk-in shower and private water closet. Thoughtfully designed for both comfort and functionality, this home offers a well-balanced layout with inviting shared spaces and private bedroom accommodations.

341 Meredith Boulevard, Winter Haven

$150,000

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

Under contract-accepting backup offers. This 4-bedroom, 2-bathroom home sits between Lake Howard and Lake Deer in one of Winter Haven's most lake-accessible neighborhoods. Located near the Lake Howard public boat dock, you'll enjoy easy access to Winter Haven's sought-after chain of lakes. The property is not in a flood zone and is priced to reflect a full renovation, making it a straightforward opportunity for buyers ready to invest in a location that's already working in their favor. Five minutes from historic downtown Winter Haven, you're within easy reach of local restaurants, shops, and year-round community events. Solar panels to be paid off at close.

2207 Avenue B Nw, Winter Haven

$439,900

4 Beds ⋅ 3 Baths ⋅ 33880 Zip Code

This 4-bedroom, 3-bathroom, two-story home is tucked away on a cul-de-sac beneath beautiful mature oaks. Situated on .44 acres with no HOA, the property provides plenty of room and flexibility to make it your own.Step inside to soaring ceilings, exposed wood beams, warm flooring, and a dramatic stone fireplace that gives the home its inviting character. The kitchen features granite countertops, stainless-steel appliances, rich cabinetry, and a breakfast bar that keeps everyone connected. One bedroom and a full bathroom are located downstairs, while three additional bedrooms are upstairs. The primary suite opens to an oversized screened balcony overlooking the tree-shaded backyard—the perfect place to enjoy a quiet morning or relax at the end of the day. Outside, the expansive backyard is ready for gatherings, gardening, recreation, or the outdoor retreat you’ve been imagining. Multiple screened areas create inviting places to enjoy the outdoors, while the attached two-car garage adds everyday convenience. For added peace of mind, the seller will have a NEW ROOF installed before closing. Come experience the space, charm, and possibilities that make this home truly special.

4734 Monterey Drive, Winter Haven

$329,900

4 Beds ⋅ 2 Baths ⋅ Hamilton West Ph 01 SubDv. ⋅ 33881 Zip Code

Welcome to 312 Towhee Road, where space, value, and peace of mind come together! This beautifully maintained 4-bedroom, 2-bath home with a 2-car garage sits on an impressive nearly half-acre lot in Winter Haven. At $329,900, this is a fantastic opportunity for buyers looking for a move-in-ready home with plenty of room to enjoy. Inside, you’ll find new luxury vinyl plank flooring throughout, creating a clean, modern look that is both attractive and easy to maintain. The open floor plan provides plenty of room for everyday living and entertaining. The fourth bedroom features French doors, making it equally useful as a home office, den, study, playroom, or guest room. The spacious lot gives you room to spread out, whether you envision a pool, outdoor entertaining area, garden, play space, or simply want the privacy and elbow room that is hard to find on today’s typical residential lots. Additional peace of mind comes with a new roof and newer A/C (2025). Conveniently located near shopping, dining, major roadways, and everything Winter Haven has to offer. The listing agent is also the owner, providing buyers with a direct line to the property owner throughout the transaction. Nearly 1/2 acre. 4 bedrooms. 2 baths. 2-car garage. New flooring. New roof. New A/C. Move-in ready. $329,900. Don’t miss this opportunity—schedule your private showing today!

312 Towhee Road, Winter Haven

$325,000

4 Beds ⋅ 3 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code

Sellers are Motivated!! Welcome to this beautifully maintained 4-bedroom, 2.5-bath residence in the highly sought-after VillaMar community of Winter Haven. Built with energy-efficient construction and featuring fully paid-off solar panels, this home offers the perfect blend of comfort, style, and long-term savings. Step inside to an inviting open-concept floor plan designed for today’s lifestyle. The spacious living and dining areas flow seamlessly into the gourmet kitchen, featuring ample cabinetry, generous counter space, and an ideal layout for both everyday living and entertaining. The primary suite is conveniently located on the first floor, offering privacy and comfort with an en-suite bathroom and spacious walk-in closet. Upstairs, you’ll find three additional bedrooms, a full bathroom, and a versatile loft that provides the perfect space for a second living area, media room, playroom, or home office. Conveniently located just minutes from US Highway 27, Highway 60, and SR-17, this home offers easy access to Orlando, Lakeland, Tampa, and Central Florida’s major employment centers. Shopping, dining, grocery stores, medical facilities, and everyday conveniences are all nearby. Whether you’re a first-time homebuyer, growing family, seasonal resident, or investor, this move-in-ready home presents an exceptional opportunity in one of Winter Haven’s fastest-growing communities. Schedule your private showing today!

1836 Carnostie Road, Winter Haven

$338,305

4 Beds ⋅ 3 Baths ⋅ Harbor At Lake Henry SubDv. ⋅ 33881 Zip Code

Pre-Construction. To be built. New construction home with 2029 square feet one-story including 4 bedrooms, 2.5 baths, and an open living area. Enjoy an open kitchen with, Quartz countertops, Samsung stainless steel appliances, pantry, and a spacious counter height island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Jack-and-Jill Hall bath with an enclosed tub and toilet, accessed from bedrooms 3 and 4. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey.

745 Bayside Boulevard, Winter Haven

$495,000

4 Beds ⋅ 3 Baths ⋅ Hart Lake Hills Ph 01 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 3-bath pool home located in the highly sought-after gated community of Hart Lake Hills. Offering the perfect blend of comfort, efficiency, and Florida living, this home is designed for both everyday enjoyment and effortless entertaining.Step inside to an open and inviting floor plan featuring a spacious kitchen with stainless steel appliances, a gas range, abundant cabinetry, and plenty of counter space overlooking the main living areas. The generous primary suite provides a relaxing retreat with a well-appointed ensuite bath, while the split-bedroom layout offers added privacy for family and guests. Outside, enjoy the screen-enclosed saltwater pool and expansive lanai overlooking the large, fully fenced backyard. The outdoor space has also been thoughtfully updated with pavers installed on the back deck in 2019, the pool remarcited in 2019, and a new pool pump and salt cells added in 2024. Additional updates and features include a roof installed in 2017, A/C installed in 2019, fresh interior paint in 2020, a whole-home Generac generator, gas hot water heater, and solar panels for added energy efficiency and peace of mind. Perfectly situated near schools, shopping, dining, LEGOLAND Florida Resort, and Highway 27, this home offers convenient access to everything Central Florida has to give while tucked away in one of the area's desirable gated communities. Schedule your private showing today! Solar panel loan must be assumed by buyer.

651 Hart Lake Drive, Winter Haven

$326,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code

Under Construction. Introducing the Cali floorplan at Willowbrook South, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. 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 kitchen is a true highlight, including granite countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. 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 offer flexibility for various lifestyles. The primary suite located in the rear of the home 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. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Willowbrook South, the Cali includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *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.*

2759 Adeline Avenue, Winter Haven

$303,990

4 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise Phase 4 SubDv. ⋅ 33884 Zip Code

Introducing the Harper floorplan at Harmony at Lake Eloise, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. 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 granite countertops, sleek stainless steel appliances, and an oversized island with a breakfast bar. 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 Harmony at Lake Eloise, the Harper 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. *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.*

3117 Firebrush Lane, Winter Haven

$469,900

4 Beds ⋅ 4 Baths ⋅ Graydon Hills SubDv. ⋅ 33881 Zip Code

Virtually Staged. 800 W Lake Elbert Dr NE is an extraordinary piece of Central Florida history, a stately 4-bedroom, 4-bath single-family estate built in 1935 and architecturally designed and built by Cypress Gardens founder Dick Pope. Set on an oversized, beautifully landscaped corner lot of more than half an acre in the sought-after Graydon Hills area of Winter Haven, this timeless residence blends original 1930s craftsmanship with thoughtful comforts, all announced by an imported Italian fountain at the front entrance and lovely views of Lake Elbert just beyond. Inside, over 3,200 square feet of living space showcases rich hardwood floors, handcrafted wood doors, intricate crown molding, custom built-ins, pocket doors, and preserved vintage tile that honor the home's architectural roots, while oversized windows bathe the interior in natural light and frame picturesque lake views. The formal living room welcomes you with a crafted fireplace, while the spacious formal dining room features classic built-ins and flows to a den through elegant french doors. At the heart of the home, a beautifully appointed kitchen pairs historic charm with modern function, featuring custom wood cabinetry, stone countertops, stainless steel appliances, a copper farmhouse sink, and a natural gas range. An adjoining butler's pantry adds a second staircase, storage, and everyday convenience. A main-level flex room with a full bath and original vintage tile provides space for guests, a home office, or a private retreat. Upstairs, the generous primary suite is a true sanctuary, complete with a wood-burning fireplace, a private sitting room, a walk-in closet, a spa-inspired ensuite bath, and tranquil views of Lake Elbert. Two additional bedrooms, one with its own ensuite, share a beautifully tiled full bath, and a dedicated indoor laundry room makes daily living simple. Additional highlights include a detached oversized 2-car garage, a screened porch overlooking the grounds, mature landscaping, natural gas, city water, and NO HOA. The home is ready for a cosmetic refresh, with fresh flooring and paint the primary opportunities to bring your own vision to this architectural treasure, which also carries the potential to be officially registered as a historic landmark. For qualified buyers, this property also carries an existing assumable mortgage at a low interest rate, a valuable advantage in today's market. Ideally located near the Winter Haven Chain of Lakes and moments from Lake Elbert, this singular estate is just minutes from historic downtown Winter Haven, LEGOLAND Florida, shopping, dining, and major roadways. Homes of this pedigree, scale, and craftsmanship seldom come to market. Come experience the timeless character and enduring quality of 800 W Lake Elbert Dr NE, and make a true piece of Winter Haven history your own.

800 W Lake Elbert Drive Ne, Winter Haven

$289,900

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

Stunning! Fresh Farm Style, Located on a quite 'No Outlet' street within walking distance of the Happy Valley Trail with gorgeous water views of Lake Conine. Split floor plan, 4bed/2 bath. Front facade is stucco'd with beautiful stone entry. Inside are new solid wood wht shaker cabinets with 'Luna Pearl' granite in kitchen & baths w/ under mount sinks; . All NEW Samsung gourmet stainless steel appliances; Large breakfast bar with TONS of cabinetry 36" uppers (with crown); All new vinyl plank flooring thru-out entire home (no carpet); Inside laundry; 4th bedroom is large inlaw style, Brand NEW architectural roof; updated AC, windows. All new faucets, fixtures, fans & LED lighting; Bathrooms have custom tile and tub surrounds with rain head shower and stone deco inlay mosaics. New 3 tone paint inside and out; Secluded backyard fully fenced in for pets. Relax in oasis pool that has full privacy with no 2 story surrounding houses.. No HOA... this home has it all!

116 Harbor Drive, Winter Haven

$305,000

4 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code

Welcome to 981 Harold Pass, a beautifully designed 4-bedroom, 2.5-bath home offering the perfect blend of style, space, and comfort. The open-concept floor plan features a spacious kitchen with a large center island, abundant cabinetry, a generous pantry, and seamless flow into the dining and living areas. Sliding glass doors lead to a covered lanai, perfect for enjoying Florida living. Upstairs, the private owner's suite features a walk-in closet, dual vanities, and a walk-in shower, along with three additional bedrooms, a versatile loft, and a conveniently located laundry room. Currently tenant-occupied, this property presents an excellent opportunity for investors looking to generate immediate rental income. Conveniently located in Peace Creek Reserve with easy access to shopping, dining, schools, and everything Winter Haven has to give Schedule your private showing today and discover the potential this exceptional property has to bring!

981 Harold Pass, Winter Haven

$285,000

4 Beds ⋅ 2 Baths ⋅ Jace Lndg SubDv. ⋅ 33881 Zip Code

Welcome Home to Modern Living in Jace Landings! Experience the perfect blend of style, comfort, and convenience at 251 Caleb Way, Winter Haven, Florida. Built in 2021, this beautifully maintained 4 Bedroom, 2 Bathroom home offers 1,852 square feet of thoughtfully designed living space featuring an open-concept floor plan that is ideal for entertaining, everyday living, and working from home. Step inside to discover elegant finishes throughout including luxury vinyl flooring, tile flooring, beautiful decorative lighting, and spacious living and dining areas filled with natural light. The heart of the home is the stunning kitchen featuring gorgeous cabinetry, Corian countertops, a custom stone-accent kitchen island, stainless steel appliances, abundant storage, and ample prep space for cooking and entertaining. The spacious primary suite offers comfort and privacy, while three additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a fully fenced backyard with premium vinyl fencing, perfect for children, pets, gatherings, or relaxing evenings. The home also includes a two-car garage, driveway parking, and major systems—including the roof, HVAC, and water heater—that are only five years old. Located within the desirable Jace Landings community, residents enjoy wide sidewalks, underground utilities, modern streetscapes, and convenient access to US-17, US-92, SR-544, and Interstate 4, making commuting to Orlando, Lakeland, and Tampa simple. Nearby attractions include LEGOLAND Florida Resort, the renowned Winter Haven Chain of Lakes, downtown Winter Haven's restaurants and boutiques, Grove Roots Brewing Co., waterfront dining, AdventHealth, and one of Florida's fastest-growing employment corridors. Families will appreciate zoning for Fred G. Garner Elementary, Westwood Middle, and Winter Haven Senior High School. Whether you're searching for your forever home, relocating to Central Florida, or looking for an excellent long-term investment, this move-in ready home delivers outstanding value in one of Winter Haven's fastest-growing communities

251 Caleb Way, Winter Haven

$364,900

4 Beds ⋅ 4 Baths ⋅ Lathers Grove Sub SubDv. ⋅ 33880 Zip Code

Welcome to this beautifully remodeled 4-bedroom, 3-bathroom home that perfectly blends modern upgrades with exceptional versatility. Situated on a spacious 1/3-acre fenced lot just 1/4 mile from Lake Howard, this move-in-ready property offers an incredible combination of style, space, and functionality. The main home has been completely renovated with new flooring, fresh interior and exterior paint, new windows, and a new A/C system and newer roof. The gorgeous kitchen features quartz countertops, stainless steel appliances, and updated cabinetry, while the remodeled bathrooms provide a clean, modern finish. A dedicated home office offers the perfect space for working remotely, studying, or pursuing your favorite hobbies. One of the property’s most unique features is a 6’ x 6’ cellar, providing additional storage or flexible space rarely found in homes in the area. Outside, you’ll find an attached two-car carport along with a detached two-car garage, giving you plenty of room for vehicles, a workshop, storage, or recreational equipment. Adding even more value is the detached mother-in-law suite/apartment, complete with its own living room, kitchenette with a sink and mini refrigerator, private bedroom, full bathroom, and an additional half bath connected to the bedroom. Whether used for extended family, guests, or a private retreat, this flexible space offers endless possibilities. The expansive fully fenced backyard provides plenty of room for entertaining, pets, gardening, or future outdoor amenities. Conveniently located just minutes from Lake Howard, shopping, dining, parks, and everything Winter Haven has, this beautifully updated property truly has it all. Don’t miss your opportunity to own this one-of-a-kind, turnkey home with modern upgrades, flexible living space, and exceptional amenities. Schedule your private showing today!

2218 Avenue B Sw, Winter Haven

$255,000

4 Beds ⋅ 2 Baths ⋅ West Cannon Heights SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully updated 4-bedroom, 2-bath home where modern finishes, everyday comfort, and thoughtful design come together to create a space you'll love coming home to. Nestled in Winter Haven's established West Cannon Heights neighborhood, this move-in-ready residence offers the perfect blend of style, functionality, and value. Step inside to find bright living spaces filled with natural light, complemented by durable luxury vinyl flooring throughout. The well-appointed kitchen features stainless steel appliances, stone countertops, generous cabinetry, and plenty of workspace, making it ideal for everything from busy weekday mornings to entertaining family and friends. The home's versatile layout includes four comfortable bedrooms, providing plenty of options for a growing household, overnight guests, or a dedicated home office. A spacious family room with a charming decorative brick accent creates an inviting gathering space and opens to the backyard patio, extending your living space outdoors. The private primary suite offers a relaxing retreat with a built-in closet, ceiling fan, and its own en-suite bathroom. Enjoy Florida living from the welcoming covered front porch or unwind in the fully fenced backyard, where there's plenty of room for pets, gardening, play, or weekend barbecues. An indoor laundry room with washer and dryer adds everyday convenience, while the absence of HOA fees provides greater freedom and fewer monthly expenses. Conveniently located near shopping, dining, schools, parks, medical facilities, and Winter Haven's renowned Chain of Lakes, this home offers easy access to everything you need while maintaining the charm of an established neighborhood. Whether you're purchasing your first home, looking for extra space, or searching for a smart investment opportunity, this beautifully maintained property is ready for its next chapter. Schedule your private showing today!

1024 31st Street Nw, Winter Haven

$285,000

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

Under contract-accepting backup offers. Move-in ready 4-bedroom, 2-bath home with a dedicated office/bonus room in the heart of Winter Haven! This beautifully updated home features a brand-new roof (2026), newer A/C (2024), updated flooring, fresh interior paint, renovated bathrooms, new kitchen cabinets (2026), granite countertops (2026), and stainless steel appliances (2025). Additional improvements include a new permitted drain field (2024) and a new permitted garage door (2024), offering added peace of mind. The open floor plan is filled with natural light and provides plenty of space for everyday living and entertaining. Enjoy the covered, screened-in patio with pavers overlooking the fully fenced backyard. Conveniently located near shopping, dining, schools, and everything Winter Haven has to give. Don't miss your opportunity to own this beautifully updated, move-in-ready home!

105 Byron Place, Winter Haven

$316,000

4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Aug 2026! First-floor primary suite ensures everyone has their own private space. Upstairs loft that can be used fit your needs. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3972 Giorgio Drive, Winter Haven

$375,000

4 Beds ⋅ 3 Baths ⋅ Country Club Estates SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. UNDER CONTRACT — ACTIVELY ACCEPTING BACKUP OFFERS - Welcome home! Nestled on a spacious 0.22-acre lot, one of the largest in the community, this meticulously maintained property offers serene, unobstructed views of a private horse rescue farm. Step outside into your ultimate backyard oasis, where a south-facing private in-ground pool awaits to treat you to gorgeous Florida sunsets. The pool features a modern salt system, a 2-foot waterfall, an in-pool cleaner, a safety no-bottom drain, and an automatic remote-controlled screen that provides direct sun protection, keeping your living space cooler and more energy-efficient. The fully fenced yard (featuring PVC fencing and 3 gates) is a gardener's delight, complete with a mature avocado tree and a variety of other fruit trees. Inside and out, this home has been extensively upgraded for modern comfort and peace of mind. Key updates include a brand-new asphalt roof (10/24), an updated kitchen featuring quartz countertops, a new garbage disposal (10/24), and a GE refrigerator (4/1/24). Natural light pours through newer Reese windows in the living and dining rooms (10/24), complemented by a stylish Reese front entry door with convenient push-button access (10/24). Energy efficiency and low overhead are major highlights, anchored by 29 Sunrun solar panels, an A/C system with a UV light addition, and recent servicing (6/26) ensuring exceptionally low utility bills. Impeccably clean and in fantastic condition, this turnkey gem is ready for its next owner! Schedule your tour today!

4735 Summerfield Circle, Winter Haven

$329,499

4 Beds ⋅ 3 Baths ⋅ Villa Mar SubDv. ⋅ 33884 Zip Code

Under Construction. Azure BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Welcome to The Azure, where modern design meets practical living in a home that has it all. With 4 bedrooms, 2.5 bathrooms, and a 2-car garage, this home is crafted for comfort and style. The extraordinary elevation and professionally designed landscaping create a captivating first impression. Step through the front door to discover luxurious vinyl plank flooring that extends throughout the open-concept layout. The kitchen shines with quartz countertops and all-new stainless-steel appliances, overlooking the dining area and patio. A convenient half bath is located downstairs for guests with a spacious laundry room upstairs. Upstairs, you’ll find all four bedrooms, including the expansive owner's suite with a walk-in shower, double vanities, and a spacious walk-in closet. A flexible recreation space upstairs provides an ideal spot for family gatherings. With a smart thermostat ensuring energy efficiency and comfort, the Azure seamlessly blends functionality and modern luxury. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails. Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5386 San Pietro Drive, Winter Haven

$399,990

4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Under Construction. Ready in October 2026! CASTAWAY MULTI-GEN: Beautiful 1 Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! Featuring a Private Retreat: these thoughtfully designed homes provide flexibility without added monthly costs. Designed for flexibility, the Castaway Retreat offers the ideal solution without added monthly costs. This thoughtfully designed multi-gen layout includes a private retreat with its own kitchenette, living area, bedroom, and full bath, plus both interior access to the main home and a private exterior entrance. An optional washer/dryer hookup adds even more convenience.

819 Andrew Street, Winter Haven

$234,900

4 Beds ⋅ 3 Baths ⋅ Queens Cove Ph 04 SubDv. ⋅ 33880 Zip Code

CASH ONLY SALE. Investor and renovation opportunity in Winter Haven! This two-story 4-bedroom, 3-bath home offers 1,936 square feet with block and stucco construction, a 2-car garage, and a functional floor plan ready to be transformed. Major improvements have already been made with a new roof installed in 2022, allowing the next owner to focus on maximizing the home's potential through cosmetic renovations. The main level features a spacious living room, an oversized kitchen with abundant cabinet and counter space, a private primary suite with a walk-in closet and en suite bath, and a convenient inside laundry room. Upstairs offers three additional bedrooms and a full bath, providing a versatile layout for a variety of buyers. The home is in need of cosmetic updates, including the kitchen, bathrooms, flooring, paint, and other interior finishes, making it an ideal project for investors or experienced renovators looking to build equity. Sold As-Is. Cash offers only. Located in an established Winter Haven neighborhood with a low HOA, the home is just minutes from US-17, the Polk Parkway, downtown Winter Haven, LEGOLAND Florida Resort, shopping, dining, parks, and medical facilities. With the major roof expense already completed, this property presents an excellent opportunity to renovate and unlock its full potential.

3941 Warbler Drive, Winter Haven

$399,900

4 Beds ⋅ 2 Baths ⋅ Summer Haven Shores SubDv. ⋅ 33884 Zip Code

Virtually Staged. Beautiful 1-story home featuring 4 bedrooms, 2 bathrooms, and a 2-car garage with a spacious layout designed for comfortable living. The welcoming living room is highlighted by a cozy fireplace, while the kitchen and bathrooms have been refreshed with new countertops. Fresh interior paint throughout gives the home a bright, updated feel. Step outside to the screened lanai and private pool, offering the perfect space for relaxing or entertaining year-round. Conveniently located near LEGOLAND Florida Resort, Chain of Lakes, shopping, dining, and major roadways, this home offers both comfort and convenience. This is a fantastic opportunity to add your personal touches and make it your own. One or more photos may have been virtually staged, AI-generated, or digitally enhanced to illustrate the property's potential.

408 Coleman Drive, Winter Haven

$395,470

4 Beds ⋅ 3 Baths ⋅ Ashton Covey SubDv. ⋅ 33884 Zip Code

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! The Lynn Haven single-family home lives up to expectations. Relax on the long front porch. Inside, flex space makes an ideal den, or add doors for a quiet study. The foyer leads to the open family room and gourmet kitchen with island, where favorite meals and memories will be made. Enjoy outdoor living on the lanai, and store seasonal items in the 3-car garage. There’s even more to love upstairs with a loft, 3 bedrooms and a full bath. In your deluxe owner’s suite, enjoy beautiful tray ceilings, double vanities and a walk-in closet. You can have it all in The Lynn Haven. Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

2232 Labrador Loop, Winter Haven

$350,165

4 Beds ⋅ 2 Baths ⋅ Ashton Covey SubDv. ⋅ 33884 Zip Code

Pre-Construction. To be built. Welcome to Ashton Covey in Winter Haven! The Panama single-family home is what you always pictured for yourself. Step in from the 2-car garage or front porch and pass the first of 3 spacious bedrooms and a full bath with double vanity. A versatile flex space can be used as an office, a study, or a 4th bedroom. In the dining area, prepare to be wowed. This space is highlighted by a gourmet kitchen with a large island overlooking a lanai and a great room where friends and family will gather. Your luxurious owner’s suite includes a beautiful tray ceiling, a double vanity owner’s bath and a huge walk-in closet. The Panama is pure bliss. Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

2236 Labrador Loop, Winter Haven

$470,000

4 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code

CHAIN OF LAKES LAKEFRONT LIVING on Lake Rochelle! Welcome to Island Lakes, where everyday life feels like a vacation. Located on the highly desirable Winter Haven Chain of Lakes, this beautifully updated home offers the ultimate waterfront lifestyle—boating, sunset cruising, and lakefront dining right from your own backyard. This 4-bedroom, 2-bath home is designed for both comfort and entertaining, featuring an open floorplan with stunning lake views from the main living areas. The spacious great room is filled with natural light, showcasing soaring ceilings, plant shelves, and an expansive sliding glass door that seamlessly blends indoor and outdoor living. The updated kitchen is both stylish and functional, complete with new cabinetry, solid surface countertops, stainless steel appliances, a full tile backsplash, breakfast bar, and a cozy eat-in nook—all perfectly positioned to take in the water views. The primary suite has been beautifully renovated, featuring a sliding barn door leading to a spa-like bathroom with a walk-in glass and tile shower, dual vanities with stone countertops, and a large walk-in closet with built-ins and hidden storage. Step outside and experience true Florida living with a huge screened outdoor living space complete with a hot tub, perfect for relaxing evenings or entertaining guests year-round. Beyond that, enjoy your private dock with a covered boat lift and freshwater supply, ready for days on the Chain. A public boat ramp is just minutes away. This home also features $92,000 in solar panels, providing exceptional energy efficiency and long-term savings—keeping utility costs low while supporting a more sustainable lifestyle. Additional features include a fully fenced backyard, beautiful lake views, and a prime location near Hwy 27 and I-4 with easy access to Orlando, Disney, Lakeland, and Tampa. This is more than a home—it’s a true Chain of Lakes lifestyle with comfort, efficiency, and unforgettable views.

4123 Island Lakes Drive, Winter Haven

$330,900

4 Beds ⋅ 4 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. New construction home with 2227 square feet on two-story including 4 bedrooms with loft, 3.5 baths, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, and a tiled shower. Bedrooms 2 and 3 share a jack-and-Jill bathroom. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. “Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and decor do not convey."

4498 Rapallo Avenue E, Winter Haven

$350,000

4 Beds ⋅ 2 Baths ⋅ Villa Park Or Stone & Manns SubDv. ⋅ 33881 Zip Code

Under contract-accepting backup offers. Great investment opportunity!! A little over 4100 sq ft total between both buildings. The front 2 story house was initially divided into 5 apartments. Three downs stairs and two upstairs. In a separate building there are 2 apartments. The income property is a fixer upper that could either be restored to 5 apartments or back to one large house with 2 rentals in the back of the property for income or a place to live while being renovated. This property is close to downtown, grocery stores, bus terminal, medical facilities, restaurants and shopping. GREAT central location! Tons of square footage, With the right vision this could be a great chance turn this into income! ** more photos to come

640 Avenue I Nw, Winter Haven

$360,000

4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code

Under Construction. Brand new, energy-efficient home available by Aug 2026! An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3757 Giorgio Drive, Winter Haven

$279,900

4 Beds ⋅ 2 Baths ⋅ Villamar Phase Iv SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Virtually Staged. Welcome to 2638 San Marco Way in Winter Haven, where modern style, functional design, and exceptional value come together in this beautifully appointed - built in 2023 - 4-bedroom, 2-bathroom home. Offering a spacious open-concept floor plan, this home, is designed for both everyday living and effortless entertaining. Step inside to find luxury vinyl plank flooring throughout the main living areas with comfortable carpet in the bedrooms. The heart of the home is the stunning kitchen, featuring solid surface countertops, stainless steel appliances, an oversized island, abundant cabinet space, and a large walk-in pantry—perfect for the home chef and those who love to entertain. Just off the kitchen, you'll appreciate the dedicated indoor laundry room complete with a convenient drop-zone counter to help keep everyday life organized. The spacious primary suite serves as a private retreat with a true en-suite bathroom offering dual vanities, a relaxing garden tub, separate walk-in shower, and an oversized walk-in closet. Upgraded lighting and ceiling fans throughout the home add a modern touch, while the attached two-car garage provides plenty of storage. With a low HOA, thoughtful layout, and move-in-ready finishes, this home offers incredible value in one of Winter Haven's growing communities. Conveniently located near shopping, dining, schools, and area attractions, this is the perfect opportunity to enjoy Florida living at its best.

2638 San Marco Way, Winter Haven

$294,990

4 Beds ⋅ 2 Baths ⋅ Villamar Phase 6 And Phase 6d SubDv. ⋅ 33884 Zip Code

Pre-Construction. To be built. Introducing the Harper floorplan at Villamar, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. 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 granite countertops, sleek stainless steel appliances, and an oversized island with a breakfast bar. 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 have 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 Villamar, the Harper 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. Contact us today and find your home at Villamar. *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.*

4053 Giorgio Drive, Winter Haven

$229,900

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

Short Sale. ***SHORT SALE *** Easy to show, beautiful completely remodeled home, No Homeowner association -- everything was updated

306 Fern Road, Winter Haven

$321,490

4 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code

Under Construction. From I-4 (Davenport) - US 27 South to Thompson Nursery, make a right. At the 2nd light, make a left turn onto SR 653. Make right onto Cunningham Rd. Take road to roundabout. Follow signs to new model. *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.*

6064 Navona Way, Winter Haven

$319,990

4 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code

Under Construction. Find all the space you need in our two-story Elston II floorplan in Villamar, one of our communities in Winter Haven, Florida. Inside this 4 bedroom, 2 and half bathroom home, you’ll find 2,260 square feet of comfortable living. The living area is an open concept, where your kitchen blends seamlessly into a spacious great room perfect for everyday living and entertaining. The kitchen features a center island with seating, plentiful cabinetry, quartz countertops, stainless steel appliances and a walk-in pantry which are sure to both turn heads and make meal prep easy. As we head upstairs, you are greeted with a loft area. The primary bedroom is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. In every bedroom you’ll have carpeted floors and a closet. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. Like all homes in Villamar, the Elston II 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. *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.*

5588 Taverna Loop, Winter Haven

$319,990

4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Virtually Staged. Under Construction. Under Construction Sample Images: Ready by August 2026. No rear neighbors! 4 Bedrooms and 2 Baths!! The Poinciana is a spacious 2,110 Sq. Ft. floor plan, open concept, with a spacious covered lanai perfect for relaxation and/or entertaining. Sizable great room and two big his and hers walking closets in the master suite. Nice upgrades included like 42" cabinets, stone counters in the kitchen and all bathrooms, tile in wet and common areas, 9'4" ceiling height, and a lot more. One of our most popular floor plan that will fit any family needs.

1052 Luke Avenue, Winter Haven

$289,990

4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code

Virtually Staged. Under Construction. Under construction. Sample Image Ready by August 2026 No rear neighbors! The Bradley looks and feels bigger than 1,625 Sq. Ft. Is an open concept floor plan: spacious master bathroom, dual vanity, and a nice-sized closet. Nice upgrades include stone counters in the kitchen and in all bathroom counters, tile in wet and common areas, 9'4" ceiling height and a lot more.

296 Meredith Boulevard, Winter Haven

$310,000

4 Beds ⋅ 3 Baths ⋅ Peace Creek Reserve 40'S SubDv. ⋅ 33884 Zip Code

Welcome to your dream home in the heart of Winter Haven's sought-after Peace Creek Reserve community! This stunning two-story Atlanta Plan offers 4 bedrooms, 2.5 bathrooms, and 1,933 square feet of thoughtfully designed living space that perfectly balances comfort with style with custom built-in blinds, custom closets in bedrooms & designer touches such as accent wall in living room with floating shelf that will be staying with the home! Step inside to discover an open floor plan that flows seamlessly from the great room to the dining area and into a chef's dream kitchen. The heart of the home features a large island complemented by quartz countertops, stainless steel appliances, and a generous pantry. The casual dining area opens to a lanai through sliding glass doors, creating an effortless indoor-outdoor living experience. Yard is fenced in with built in gazebo and kids playground that are staying with the home! Upstairs, the primary bedroom retreat awaits with a luxurious en-suite bathroom featuring a spacious walk-in shower, dual vanity, and a walk-in closet. Three additional bedrooms, a full bathroom, and a versatile loft provide plenty of space for family, guests, or that home office you've been dreaming about. The convenient second-floor laundry room means no more hauling baskets up and down stairs. Peace Creek Reserve offers the perfect blend of small-town charm and modern convenience, nestled near Winter Haven's famous chain of lakes connected by scenic canals. Publix within 5 minutes, 10 minutes to Legoland Florida, 10 minutes to Cypress Gardens plus easy access to US 27 where you will find tons of shopping, dining and theaters! Locaated an hour from Orlando and an hour from Tampa Bay for easy commute!

1325 Diego Terrace, Winter Haven

$425,000

4 Beds ⋅ 3 Baths ⋅ Sun Rdg Village East SubDv. ⋅ 33880 Zip Code

Welcome to this well-maintained Winter Haven pool home, offering over 2,400 sqft of living space on a corner lot. This 4-bedroom, 2.5-bathroom home includes a 3-car garage, wood floors in the kitchen, foyer, and dining room, and spacious rooms with generous closet space. Upstairs, a cozy loft provides the perfect spot to unwind. Step outside to a screened and in-ground pool and spa, surrounded by a large, fenced backyard—ideal for privacy and outdoor enjoyment. The property also includes a rear parking pad with its own side entry, perfect for storing a boat or trailer. If you're looking for an affordable, move-in ready pool home with room to grow—or a strong investment opportunity—this is one you don’t want to miss. The seller is motivated, so schedule your showing today.

5009 Strada Drive, Winter Haven

$324,490

4 Beds ⋅ 2 Baths ⋅ Villamar Phase 6 And Phase 6d SubDv. ⋅ 33884 Zip Code

Under Construction. Introducing the Cali floorplan at Villamar, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. 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 kitchen is a true highlight, including quartz countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. 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 located in the rear of the home 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. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Villamar, the Cali includes 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. Contact us today and find your home at Villamar. *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.*

3748 Giorgio Drive, Winter Haven

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