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$310,000
4 Beds ⋅ 2 Baths ⋅ Lake Smart Estates SubDv. ⋅ 33881 Zip Code
3D tour available! 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
$1,250,000
5 Beds ⋅ 4 Baths ⋅ Interlaken Add SubDv. ⋅ 33881 Zip Code
Welcome to this extraordinary custom-built lakefront residence offering an unparalleled lifestyle on the renowned Winter Haven Chain of Lakes. Built-By-Waters in 2024, this award-winning property earned the Polk County Parade of Homes coveted “Home of the Year” award while sweeping all five subcategories for Best Exterior, Best Floor Plan, Best Kitchen, Best Master Bath, and Best Overall Quality. Elevated above the shoreline with sweeping southern views across Lake Howard, the home was thoughtfully designed to embrace its waterfront setting while delivering refined luxury and effortless everyday living. Stately iron doors welcome you inside to soaring ceilings, sophisticated lighting, open-concept living, and expansive windows and glass doors that blur the boundaries between indoors and out. The main living area features a custom beam ceiling and a mesmerizing 6-foot-wide Napoleon fireplace, creating the perfect balance of comfort and refinement. The spectacular kitchen combines striking design with exceptional functionality, anchored by an oversized quartz island and complemented by an Italian-designed Bertazzoni gas range, stainless appliances, sleek flat-front cabinetry, wine cooler, and concealed walk-in pantry—all flowing seamlessly into the dining area. The primary suite features two custom-organized walk-in closets and a spa-inspired bath with quartz countertops, large walk-in shower, and luxurious soaking tub positioned beside the window to enjoy lake and sunset views. Four additional bedrooms provide plenty of space and versatility, complemented by beautifully finished baths all with custom tile work, seamless glass enclosures, and quartz countertops. One larger bedroom currently serves as a second living area and could easily become a secondary primary suite, golf simulator room, wellness studio, or sophisticated whiskey lounge. Outdoor living is equally impressive with a full summer kitchen featuring granite counters, gas grill, power burner, refrigerator, and sink. The fully fenced and beautifully landscaped backyard offers privacy and the perfect canvas for a custom pool and outdoor retreat. Continue toward the lake, where an impressive two-story private dock features two covered boat slips, a storage room, electric and water, and an upper observation deck offering sweeping views across Lake Howard and a front-row seat to some of Central Florida’s most spectacular sunsets. The Winter Haven Chain of Lakes is not your average lakefront lifestyle. Spend your days exploring 20 canal-connected lakes, boating, skiing, fishing, or cruising through enchanting tree-canopied canals and cypress-lined shorelines. Boat to waterfront restaurants for dinner, live music, or a cold drink, gather friends for an afternoon on the water, watch painted sunsets from the lake, or experience spectacular fireworks from your boat. Just minutes from downtown Winter Haven, the property offers convenient access to dining, shopping, entertainment, and medical facilities. Additional features include a 26kW generator, tankless Rinnai water heaters, two A/C systems (2024/2025), landscape and soffit lighting, double-pane windows, irrigation well, and so much more. Meticulously crafted to capture every advantage of its remarkable setting, 1307 N Lake Howard Dr is more than a luxury home—it is a statement of refined lakefront living. (SEE VIRTUAL TOUR LINK)

1307 N Lake Howard Drive, 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
$139,900
2 Beds ⋅ 2 Baths ⋅ Winter Ridge Condo SubDv. ⋅ 33881 Zip Code
MUST SEE! Discover the perfect blend of comfort, convenience, and Florida lifestyle in this beautifully maintained 2-bedroom, 2-bathroom unit in the desirable Winter Ridge Condominium Community. Featuring new laminate flooring throughout the living areas and bedrooms, fresh paint, updated baseboards, and A/C, this move-in-ready home offers a clean, modern feel with no carpet. The open-concept layout is thoughtfully designed to maximize every square foot, creating a spacious and inviting atmosphere for everyday living or entertaining. The property also includes two dedicated parking spaces, providing added convenience for residents and guests. Enjoy resort-style community amenities including a heated pool, clubhouse, chain-of-lakes access, boat dock, and boat slips, making it easy to embrace the best of Central Florida living. The HOA includes exterior and grounds maintenance as well as trash service, helping simplify ownership and enhance the property's appeal for both homeowners and investors. Conveniently located just minutes from downtown amenities, Legoland, shopping, dining, and entertainment, this property offers an excellent opportunity for a primary residence, second home, or income-producing investment. Seller or private financing available with an easy and fast approval process and just 20% down! Don't miss this exceptional opportunity schedule your showing today before it's gone!

244 Winter Ridge Boulevard Unit 244, Winter Haven
$99,900
2 Beds ⋅ 2 Baths ⋅ Kenilworth Park SubDv. ⋅ 33881 Zip Code
CASH ONLY, INVESTORS SPECIAL! This adorable home has so much potential and a wonderful location near Lake Mirror and Lake Cannon in Winter Haven. Built in 1926, features such as wood flooring and a brick fireplace add to the historic charm of this bungalow. Repairs are needed, but this home is priced to sell - allowing for a great investment into a flip, rental or place to call home!

1825 16th Street Nw, Winter Haven
$244,900
3 Beds ⋅ 2 Baths ⋅ Queens Cove Ph 03b SubDv. ⋅ 33880 Zip Code
Welcome to this inviting 3-bedroom, 2-bathroom home located in the Queens Cove neighborhood. This home features a functional floorplan that creates a seamless flow for relaxing and entertaining. The kitchen is functional and stylish, boasting durable countertops and sleek appliances. For added privacy, the primary bedroom is complete with its own attached primary bathroom. Ideally located just minutes from the Polk Parkway, shopping, and grocery stores, and only 20 minutes from the attractions at LEGOLAND, this home offers everything you need for easy, everyday living. Schedule your private showing today!

3735 Imperial Drive, Winter Haven
$279,000
3 Beds ⋅ 2 Baths ⋅ 33880 Zip Code
Virtually Staged. "One or more photo(s) was virtually staged." This 3-bedroom, 2-bathroom home offers 1,124 square feet of living space with the added bonus of .94 acres of land and No HOA! Built in 2015, this home features a split-bedroom floor plan, laminate flooring throughout, and an inside utility closet for added convenience. Enjoy the privacy and freedom of nearly an acre where there is plenty of room to spread out, entertain, garden, park your toys, or create the outdoor space you've always wanted. The property also features a carport, screened front porch, private well, and septic system. Vacant and ready for its new owners, this property is a great opportunity for anyone looking for a comfortable home with plenty of land and no HOA restrictions. Don't miss out on this wonderful opportunity to enjoy country living with nearly an acre of land and all the convenience of being close to everything!

214 King Road, Winter Haven
$430,000
3 Beds ⋅ 2 Baths ⋅ Overlook Estates SubDv. ⋅ 33884 Zip Code
Welcome to the beautiful neighborhood of Overlook Estates. This 3 bedroom 2 bath + bonus room is waiting for its new owner/s to make it their own. This home is completely vacant which makes it that much easier to envision your own life here. When you first arrive you will notice the beautiful curb appeal this home offers. Upon entering you will be greeted by the stunning entrance. This home is bright and spacious with high ceilings and beautiful wood beams giving it character right off the bat. The kitchen was completely remodeled in 2022. It has floor to ceiling cabinets giving you plenty of space for storage. Use the large island with a built in cook top or move it over to a more formal dining room. Either way this home is the perfect place for entertaining. You can access the lanai/salt water pool from the primary bedroom, kitchen, living room, and even the full guest bath. The open floor plan allows for friends and family to gather while still having plenty of space to spread out. The primary bedroom with ensuite bath and walk in closet as well as that access to the lanai. The primary bathroom has a walk in shower, garden tub, dual vanity and also includes a walk in closet as well as a linen closet. The two additional bedrooms as well as a full bath are located on the opposite side of the house. A fourth room allows for the perfect office space or even a room to host your guests. This home has been wonderfully updated while still holding onto its charm and character. Schedule your showing today!

280 Santa Rosa Drive, Winter Haven
$135,000
2 Beds ⋅ 2 Baths ⋅ Winter Ridge Condo SubDv. ⋅ 33881 Zip Code
Welcome to 242 Winter Ridge Drive in Winter Haven! This charming 2-bedroom, 2-bathroom home offers a comfortable and inviting open floor plan designed for easy everyday living and entertaining. The spacious living and dining areas flow seamlessly together, creating a bright, welcoming feel throughout the main living space. Both bedrooms offer plenty of room and privacy, with two full bathrooms adding convenience for homeowners and guests alike. Whether you're searching for a primary residence, seasonal Florida getaway, or low-maintenance home, this property offers plenty of potential. Conveniently located in Winter Haven with easy access to shopping, dining, medical facilities, and all that Central Florida has to offer. Schedule your private showing today and come see what 242 Winter Ridge has to offer!

242 Winter Ridge Boulevard Unit 242, Winter Haven
$150,000
3 Beds ⋅ 3 Baths ⋅ Casa Del Sol Condo Village Ph 02 SubDv. ⋅ 33881 Zip Code
Welcome to this spacious 3-bedroom, 2.5-bath corner condo in the lakefront Casa Del Sol community. This two-story home offers 1,334 square feet, an attached two-car garage, granite countertops, newer appliances, inside laundry, and flexible living and dining areas. Sliding doors open to a private courtyard and screened patio overlooking the pool and putting green. All bedrooms are upstairs, including a primary suite with a walk-in closet and private balcony. Whether you're a first-time buyer, downsizer, or investor, this property delivers an easy, low-maintenance living experience. Community amenities include pools, a clubhouse, a fitness center, and access to Lake Hartridge. Conveniently located near downtown Winter Haven, shopping, dining, and major roadways. Schedule your private showing today!

2500 21st Street Nw Unit 58, 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
$339,900
3 Beds ⋅ 2 Baths ⋅ Lakeside Landings Ph 01 SubDv. ⋅ 33881 Zip Code
Welcome to your new sanctuary in Lakeside Landings, a 55+ resort style, low maintenance existence awaits!! This isn't just a 4-bedroom, 2-bathroom, 2-car garage house. It is an exclusive VIP pass to resort-style living in a gated community with only 44 other neighbors. Before you even step inside, stop and look up. Are those... yes, those are RAIN GUTTERS and a NEW ROOF!! In Central Florida, finding a house with both is like finding a unicorn, but this beauty has them! Step inside and experience the magic of a triple-split floor plan. It is perfect for maximum privacy when you need a break. Even better? The indoor laundry room is centrally located. The open-concept living area features a kitchen with stone countertops and stainless steel appliances. But the real showstopper is the view! Breathtaking conservation backdrop sets the stage while local birds put on a daily, free nature documentary. Screened-in and bug-free, sip coffee without swatting mosquitoes! Fenced, lushly landscaped, and fully optimized for your pet safety, the fenced back yard is well maintained for your pet! The owner's suite is an absolute fortress of comfort. It boasts dual closets and a massive walk-in shower. In fact, this bathroom is so huge you might actually mistake it for a ballroom dance floor. Need to escape your paradise? You are right off Highway 27 and I-4, minutes from Legoland and Central Florida attractions. Championship golf courses and world-class fishing. Shopping, restaurants, and places of worship. This home has everything the Florida lifestyle demands. Grab your sunglasses and give me a call before someone else beats you to it!

5852 Marsh Landing Drive, Winter Haven
$220,000
3 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Welcome to this charming Winter Haven property offering comfortable living spaces and a functional layout with plenty of potential. The home provides a great opportunity for those looking for a primary residence, first home, or investment property in a convenient Central Florida location. Enjoy easy access to shopping, restaurants, schools, parks, and major roadways, making everyday errands and commuting convenient. Located near Winter Haven’s many recreational attractions and lakes. Whether you are looking for a place to call home or an investment opportunity, this property is worth a closer look. Schedule your showing today!

3462 Avenue T Nw, 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
$331,000
5 Beds ⋅ 3 Baths ⋅ Lucerne Park Reserves SubDv. ⋅ 33881 Zip Code
***Seller has a 2.6 interest rate and is open to creative financing options ***SPACE, VERSATILITY & A FANTASTIC FLOOR PLAN! This spacious 5-bedroom, 3-bath D.R. Horton "Hayden" offering approximately 2,601 square feet of living space in Winter Haven's Lucerne Park Reserve. Step inside and you'll immediately appreciate a floor plan designed for today's lifestyle. Just off the entry is a spacious flex room, currently utilized as a home office, but equally suited for a formal dining room, playroom, study or additional sitting area. Continue into the heart of the home where the open-concept kitchen, dining and family room create one large gathering space perfect for everyday living and entertaining. The kitchen features dark cabinetry, generous counter space, a large center island with breakfast-bar seating, pantry storage and a complete appliance package. Sliding glass doors provide easy access to the backyard and bring natural light into the main living areas. One of the most desirable features of this floor plan is the first-floor secondary bedroom and full bathroom, providing excellent flexibility for overnight guests, extended household needs or an additional private workspace. Upstairs, the home's generous proportions continue with a large loft, creating another flexible living area for a media room, game room, homework area or second family room. The oversized primary suite provides plenty of room for a complete bedroom set plus an additional sitting area. The primary suite is complemented by a private bath and walk-in closet. Built in 2021, the home also features tile in the main traffic areas, carpeted living and bedroom spaces, abundant storage and solar panels for added energy-conscious appeal. Outside, enjoy a backyard with plenty of possibilities for creating your own Florida outdoor living space. Lucerne Park Reserve offers residents a community pool, playground, sidewalks and recreational areas, all while providing convenient access to shopping, dining, entertainment and major Central Florida roadways, including access toward I-4. If you've been looking for a home with five bedrooms, three full bathrooms, a downstairs guest suite, dedicated flex space AND an upstairs loft, this floor plan delivers the versatility that's hard to find. Schedule your private showing and see just how much space this home has to offer!

706 Peyton Brooke Way, Winter Haven
$269,900
3 Beds ⋅ 2 Baths ⋅ Planters Walk SubDv. ⋅ 33884 Zip Code
THIS WELL-KEPT HOME LOCATED ON A CUL-DE-SAC HAS A HUGE (ONE THIRD ACRE) LOT. THIS IS A SPLIT BEDROOM PLAN WITH THREE BEDROOMS AND TWO BATHS. KITCHEN AND BOTH BATHS HAVE BEEN UPDATED. THE PRIMARY BEDROOM HAS AN UPDATED EN SUITE WITH WALK-IN CLOSET. THE GREAT ROOM IS LARGE AND HAS A VAULTED CEILING. THERE IS AN EAT-IN AREA IN THE KITCHEN AS WELL AS A DINING ROOM LOCATED OFF THE GREAT ROOM. TWO NICELY-SIZED BEDROOMS AND SECOND BATH ARE LOCATED ON OTHER SIDE OF THE GREAT ROOM. DOUBLE PANE WINDOWS HELP WITH UTILITY COSTS. THE REAR SCREENED PORCH OVERLOOKS THE REAR YARD WHERE YOU WILL FIND A HUGE ABOVE-GROUND POOL FOR ENJOYING YEAR ROUND AS THERE IS A SEPARATE SOLAR PANEL FOR HEATING THE POOL. THIS PROPERTY IS CENTRALLY LOCATED AND CLOSE TO SHOPPING, LEGOLAND, TAMPA AND ORLANDO AND EQUAL DISTANCE TO BOTH EAST AND WEST COAST BEACHES.

106 Saint Kitts Circle, Winter Haven
$219,990
3 Beds ⋅ 3 Baths ⋅ Serenity At Peace Creek Th SubDv. ⋅ 33884 Zip Code
Under Construction. Open flow sets the tone for this elegant new Crestone II two-story townhome. There are a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen, dining room and family room, maximizing the interior living space. Two secondary bedrooms and a lavish owner’s suite featuring a full bathroom comprise the second floor. Serenity at Peace Creek Reserve is a masterplan community of new townhomes with a beautiful natural creek. Winter Haven is the chain of lakes city, with over 26 linked together by a canal. There are lots of shops, restaurants, and bike paths. Peace Creek Reserve is what you have been looking for. A safe small town feel with convenience, the perfect place to raise a family.

3021 Captain Jax Way, Winter Haven
$320,000
3 Beds ⋅ 2 Baths ⋅ Thornhill Oaks SubDv. ⋅ 33880 Zip Code
NEARLY NEW WITHOUT THE WAIT—AND NO HOA! Built in 2024 by premiere builder WCM Construction, and only briefly lived in, this 3-bedroom, 2-bath home offers the benefits of newer construction without having to wait for a home to be built. Situated on an oversized approximately .28-acre lot, the property also features a large fenced backyard, giving you plenty of room for pets, play, entertaining, gardening or simply enjoying your own outdoor space. Inside, the home offers a clean, modern feel with wood-grain tile flooring throughout—no carpet—Level 3 granite countertops in the kitchen and bathrooms, quality cabinetry and upgraded appliances. The open layout makes excellent use of the space while the attached garage provides additional convenience and storage. One of the biggest advantages is what you won't find here—NO HOA, giving you greater flexibility without monthly association dues or community restrictions. Located in southwest Winter Haven, this home offers convenient access to major roadways and makes commuting throughout Polk County easy. Winter Haven, Bartow, Lakeland and surrounding areas are all within easy reach, while shopping, dining, schools and everyday conveniences are just a short drive away. If you've been considering new construction but don't want the added expense, construction timeline or HOA commonly associated with newer homes, 6631 Thornhill Road offers an excellent alternative—a nearly new home, generous fenced yard and no HOA. Schedule your private showing and see why this one deserves a closer look!

6631 Thornhill Road, 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
$325,000
3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village Un #16 SubDv. ⋅ 33880 Zip Code
Enjoy Florida living with your own private pool and plenty of space to spread out in this recently remodeled 3-bedroom, 2-bathroom Winter Haven home. Inside, the spacious floor plan offers an open main living area where the family room, dining space, and kitchen flow together, creating a comfortable setting for both everyday living and entertaining. Recent updates throughout give the home a fresh, updated feel, including new flooring throughout. The updated kitchen features brand-new cabinets and countertops, stainless steel appliances, and a large island that provides generous prep space and additional seating. One of the home's standout features is the additional flex room, giving you even more room to make the home work for your lifestyle. Use it as a second living area, game room, home office, playroom, or entertainment space. Sliding glass doors fill the room with natural light and open directly to the covered patio, extending the living space outdoors. The primary bedroom features its own private bathroom and closet, while two additional bedrooms and a second full bathroom provide flexibility for family, guests, or a home office. The neutral interior and open layout make the home feel bright and inviting while offering plenty of possibilities for personalizing each space. Step outside to your own private backyard retreat featuring a remodeled pool with new tile and a freshly painted pool deck, perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. The covered patio extends the living space outdoors and provides a great spot for dining or unwinding by the pool. With plenty of surrounding backyard space, there's room to enjoy sunny afternoons by the water or relax beneath the covered patio. With a recently remodeled interior, updated kitchen, new flooring, remodeled pool, multiple living spaces, a flexible floor plan, and indoor-outdoor living, this Winter Haven home brings together the space and features that make everyday Florida living easy to enjoy.

205 Fern Road, Winter Haven
$1,100,000
2 Beds ⋅ 3 Baths ⋅ Lake Eloise Sub SubDv. ⋅ 33884 Zip Code
Welcome to an exceptional and truly distinctive lakefront estate with a private pool, defined by architectural artistry, refined character, and timeless Spanish-Mediterranean elegance. This 2-bedroom, 3-bath residence offers more than 3,700 square feet under roof, providing expansive, thoughtfully designed interiors ideal for both entertaining and serene everyday living. From the moment you enter, you are welcomed by an atmosphere of bespoke craftsmanship and enduring design. Exquisite brick archways, rich warm wood detailing, and three elegant wood-burning fireplaces establish a setting that is both inviting and unmistakably unique. The kitchen continues this elevated architectural story, showcasing custom extensive cabinetry, stone countertops, premium stainless steel appliances, and a dramatic brick-arched passage that serves as a striking focal point. Thoughtfully designed to capture the essence of the Florida lifestyle, the home opens to a private resort-style swimming pool set against a peaceful lakefront backdrop, creating an extraordinary environment for relaxation, refined entertaining, and sweeping waterfront views. Seamless indoor-outdoor transitions enhance the sense of openness throughout, making the residence equally suited as a distinguished full-time home or an exclusive private lakefront retreat. With its authentic Spanish-Mediterranean influence, handcrafted brick detailing, multiple fireplaces, resort-style pool, and premier waterfront location, a rare opportunity to own a residence of true individuality and lasting appeal—one that cannot be replicated. Schedule your private showing and experience the elegance and exclusivity of this remarkable lakefront offering.

Winter Haven
$140,000
2 Beds ⋅ 2 Baths ⋅ Imperial Villas SubDv. ⋅ 33880 Zip Code
Welcome to easy Florida living in desirable Imperial Villas! This well maintained 2 bedroom, 2 bath villa offers a bright, open layout with a comfortable flow. Roof Replaced 2020. The spacious primary suite includes a walkin closet and private bath, and the screened lanai is perfect for morning coffee or relaxing in the evening. Enjoy the heated community pool and a low maintenance lifestyle, with the HOA covering water, sewer, trash, and exterior maintenance. Conveniently located near Lake Howard, shopping, dining, and downtown Winter Haven, this home blends comfort and convenience. Schedule your private showing today.

345 24th Street Nw Unit 1, Winter Haven
$369,900
3 Beds ⋅ 2 Baths ⋅ Hartridge Hills SubDv. ⋅ 33881 Zip Code
Move-In Ready Custom Home in a Gated Community Near the Airport Ideally located for aviation professionals seeking convenient access to the airport or for families looking for a safe, gated community, this beautifully updated custom home offers the perfect blend of comfort, style, and convenience. Built in 1988, this spacious home features an open floor plan with soaring ceilings, stunning exposed wood beams, solid wood doors, and matching wood baseboards that create warmth and character throughout. The split-bedroom layout provides privacy, while the attached two-car garage adds everyday convenience. The recently remodeled interior showcases numerous upgrades, including luxury vinyl plank flooring, fresh interior paint, and updated lighting throughout. The beautifully renovated kitchen features custom wood cabinetry, granite countertops, and a full suite of matching Whirlpool appliances. Both bathrooms have been tastefully updated with new wood vanities, Delta fixtures, Kohler toilets, and stylish tile finishes. The primary bedroom offers the comfort of new carpeting, and the home features smooth ceilings throughout—no popcorn ceilings. Additional highlights include generous laundry room storage, fresh exterior paint, and numerous major improvements for peace of mind. A new roof was installed in March 2026, along with new double-insulated windows, new irrigation, and professional landscaping. Every major update has been completed—simply move in and enjoy. The HOA fee is just $150 per month and includes lawn mowing and fertilization, making it easy to maintain a beautiful yard year-round.

218 Lake Hartridge Drive Nw, Winter Haven
$259,000
3 Beds ⋅ 2 Baths ⋅ Forest Ridge SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath home in Forest Ridge, offering a great floor plan that feels bright and spacious! The split-bedroom layout provides privacy and flexibility, while the inviting kitchen features an eat-in area and breakfast bar, making it perfect for everyday living and entertaining. A separate laundry room adds convenience, and the home also features ceiling fans throughout. Step outside to the screened lanai overlooking a large, private, fully fenced backyard—an ideal space for relaxing, entertaining, or enjoying the outdoors. The home also features a new roof installed in 2025 and custom-fitted hurricane shutters for each window, designed for easy installation when needed for storm protection. Enjoy the best of both worlds in Forest Ridge—a quiet neighborhood setting with convenient access to Highway 27 and I-4. Shopping, dining, schools, and the many attractions of Central Florida are all within easy reach. Add in the spacious layout and large private backyard, and you have a home that offers both comfort and convenience. This home is move in ready and waiting for the new owner.

5621 Forest Ridge Drive, Winter Haven
$198,900
2 Beds ⋅ 2 Baths ⋅ Vienna Square SubDv. ⋅ 33884 Zip Code
Short Sale. CLOSE IN 60 DAYS OR LESS! QUICK and easy HECM Short Sale on this 2 bedroom 2 bath Vienna Square Villa with pond and wooded view. Located next door to the clubhouse! The charming kitchen has upgraded ivory cabinets, and quartz counter tops. The oak floors flow from the kitchen, and great room giving a warm quality finish. The roof was replaced in 2022. Sold strictly AS-IS. No renting for the 1st 2 years of ownership in this charming 55+ community. This home is conveniently located within 10 minutes of restaurants, banks, shopping and Legoland. Vienna Square offers a low-maintenance lifestyle with reasonable fees, in a welcoming setting. Vienna Square is a beautifully maintained, amenity-rich community designed for easy living. Monthly fees include exterior paint, roof replacement, irrigation water, basic yard maintenance, and a Spectrum Internet/TV package. Residents enjoy access to a community pool, fitness center, billiards, movie nights, tennis and pickleball courts, and an active social calendar. Step inside, fall in love. Make it yours!

1307 Innsbruck Ct, Winter Haven
$249,000
3 Beds ⋅ 2 Baths ⋅ Florida Highland Co SubDv. ⋅ 33884 Zip Code
Welcome to your Home Sweet Home in Winter Haven, Florida! This 3-bedroom, 2-bath gem sits in the desirable Orchid Springs community, offering 1,571 sq. ft. of living space that's freshly painted inside and ready to move into. You'll notice the difference the moment you walk in. Bright, clean walls throughout give the whole home a crisp, updated feel. The layout flows easily between the living room, dining area, and kitchen, so you're never far from the action whether you're cooking, entertaining, or just hanging out. The kitchen has plenty of cabinet space and all the appliances you need, and the living room offers plenty of room to spread out and relax. The primary suite offers its own private retreat with an attached bath. Here's a bonus: there's an enclosed bonus space in the back of the home that works great as a 4th bedroom, home office, or flex room, giving you extra square footage you can make your own. Out back, you've got a patio surrounded by its own wall and enclosed with a screen, so you get real privacy while you enjoy your morning coffee or unwind after work. No nosy neighbors, no bugs, just your own outdoor space. Add in the 2-car garage for parking and storage, and this home checks a lot of boxes. Living in Orchid Springs also means access to the community pool and clubhouse, and the HOA even covers your lawncare, so you can enjoy a well-kept yard without lifting a finger. You're also close to shopping, dining, medical offices, Cypress Gardens Blvd, and US-27, so everything you need is within easy reach. Ready to call this your home? Reach out today to schedule your private tour!

271 Mariposa, 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
$215,000
2 Beds ⋅ 2 Baths ⋅ Winterset 01 A Condo 02 Amd SubDv. ⋅ 33884 Zip Code
This home can be purchased with NO MONEY DOWN or NO INCOME VERIFICATION! Welcome to Lakefront Living at Its Finest! Experience serene waterside tranquility with breathtaking views of Lake Winterset in this inviting 2-bedroom, 2-bath unit, all at an affordable price. As you step inside, you'll be greeted by soaring ceilings that enhance the open and airy atmosphere. The thoughtfully designed open floor plan seamlessly connects living and dining areas, perfect for both entertaining and relaxation. Both bedrooms offers ample space for comfortable living. The master bedroom also offers a spacious walk-in closet, and sliding glass doors leading to your rear screened porch. Enjoy your morning coffee or unwind in the evenings on the screened porch, where nature's beauty serves as your stunning backdrop. This desirable gated community not only offers a Clubhouse, pool, and spa but also features tennis and pickleball courts, as well as a convenient boat ramp for easy access to the lake. Ideally located near Legoland and in the heart of the Florida Peninsula, with lots of lakes, or just over an hour drive to the Gulf or Atlantic beaches, Tampa & Orlando for airports, shopping, entertainment and more. This home perfectly blends comfort and convenience. Don't miss your chance to embrace the Florida lakefront lifestyle you've always dreamed of!

410 Laurel Cove Way, Winter Haven
$260,000
3 Beds ⋅ 2 Baths ⋅ Lakes/Lucerne Park Ph 4 SubDv. ⋅ 33881 Zip Code
Virtually Staged. Short Sale. Welcome to 573 Lucerne Blvd, a well-maintained single-story home offering 4 bedrooms and 2 bathrooms with a comfortable layout designed for everyday living. Recent improvements provide added peace of mind, including an HVAC system installed in 2018, updated flooring in the main living areas in 2018, interior paint completed in 2019, and exterior paint refreshed in 2024. The single-level floor plan offers flexibility and convenience, making this home a great opportunity for a variety of buyers. This is a short sale and is not lender approved. All terms and conditions of the sale, including the final purchase price, are subject to lender approval. Buyer and buyer’s agent are responsible for conducting their own due diligence.

573 Lucerne Boulevard, 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