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$136,900
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Virtually Staged. Virtually Staged. Welcome to 6053 Southern Oaks Drive SE in the highly desirable Garden Grove Oaks, a friendly 55+ community where you own your land—no lot rent! This beautifully maintained and fully furnished 2-bedroom, 2-bath home offers 1,104 square feet of comfortable living space, plus an additional 190-square-foot Florida Room featuring all-new windows, creating the perfect spot to relax, entertain, or enjoy your morning coffee. The bright, inviting interior features an inside laundry room and comes complete with new kitchen appliances, making this home truly move-in ready. Major updates provide peace of mind, including energy-efficient windows installed throughout the home in 2020, a new water heater (2022), insulated Florida room roof update (2023), A/C replaced in 2019, and a roof installed in 2016. Whether you're looking for a year-round residence or the perfect Florida retreat, this home offers low-maintenance living in one of Winter Haven's most sought-after active adult communities. Garden Grove Oaks features a clubhouse, heated pool and spa, shuffleboard, and a full calendar of social activities—all with a low HOA and the added benefit of land ownership. Conveniently located near shopping, restaurants, medical facilities, golf courses, and major highways, this home is ready for you to start enjoying the Florida lifestyle.

6053 Southern Oaks Drive Se, Winter Haven

no property photo
$275,000
3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Jan 2027! Open floor plan with a lot of flexibility. Retreat to your primary suite that is conveniently situated in the back of the home for plenty of privacy and offers a huge walk-in closet and bathroom with dual sink vanity and standalone 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.

3941 Giorgio Drive, Winter Haven

no property photo
$257,715
3 Beds ⋅ 2 Baths ⋅ Elbert Acres SubDv. ⋅ 33881 Zip Code
Virtually Staged. Short Sale. Welcome to 1739 Avenue C NE, where modern updates, everyday comfort, and affordability come together in the heart of Winter Haven. This beautifully renovated 3-bedroom, 2-bathroom home features laminate flooring throughout, updated bathrooms, and a beautifully remodeled kitchen. Step inside and discover a refreshed interior featuring modern cabinetry, stylish countertops, and stainless steel appliances, creating a space that is both functional and welcoming. The comfortable living area provides the perfect setting for everyday living and entertaining. Beyond the cosmetic improvements, some of the biggest expenses have already been addressed, including a roof replacement and new air conditioning system in 2024. The home also features an updated carport, an indoor laundry room, and a spacious yard with plenty of room to enjoy the Florida sunshine. Situated in the established Elbert Acres neighborhood, this property offers something increasingly valuable: NO HOA! Enjoy the freedom of homeownership without additional monthly association fees or restrictions. Conveniently located near shopping, dining, schools, and the many lakes and recreational opportunities that make Winter Haven such a desirable place to call home. Whether you're looking for a place to call your own, downsizing into something more manageable, or adding to your real estate portfolio, this home offers an excellent combination of updates, convenience, and value. The work has been done, and the opportunity is yours. Schedule your private showing today and see everything this Winter Haven home has! **Washer and dryer do not convey with the sale. Sale is subject to third-party approval.

1739 C Avenue Ne, Winter Haven

660 C Avenue Sw, Winter Haven
$209,000
2 Beds ⋅ 1 Baths ⋅ Hoffmans Sub & Lake View Add SubDv. ⋅ 33880 Zip Code
Welcome to 660 Avenue C SW, where classic Florida charm, comfortable living, and an exceptional location come together in the heart of Winter Haven. Situated on a generously sized lot surrounded by beautiful mature trees, this charming 2-bedroom, 1-bathroom home offers 1,042 square feet of living space with a combination of character, functionality, and opportunity. Step inside and discover a bright, inviting interior featuring updated wood-look flooring, neutral colors, ceiling fans, and comfortable living spaces ready for your personal touch. The home's traditional layout provides a welcoming atmosphere, while the enclosed front porch offers additional space to relax and enjoy the Florida sunshine. Outside is where this property truly stands out. The expansive yard provides plenty of room for outdoor entertaining, gardening, pets, or creating your own backyard retreat. Beautiful mature oak trees offer natural shade and a setting that's increasingly difficult to find. Additional features include a covered carport, a dedicated laundry area with utility sink, and a detached storage building ideal for tools, equipment, or additional storage. With NO HOA, you'll enjoy the flexibility of homeownership without monthly association fees. Location is another major advantage. Just minutes from downtown Winter Haven and beautiful Lake Howard, you'll have convenient access to local restaurants, shopping, parks, entertainment, and the Chain of Lakes that makes this area so desirable. Whether you're looking for your next home, considering downsizing, or searching for an investment opportunity, this property offers a wonderful combination of location, outdoor space, and possibilities. With its classic character and room to make it your own, 660 Avenue C SW is ready for its next chapter. Schedule your private showing today and come discover the potential this Winter Haven property has to offer!

660 C Avenue Sw, Winter Haven

150 El Dorado Unit 305, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ The Hawaiian A Condominium Cond Bk 4 Pgs 29/32 Lyi SubDv. ⋅ 33884 Zip Code
Discover the perfect blend of comfort, convenience, and relaxed Florida living in this inviting 55+ community! Tucked away in a secluded setting, this beautifully updated third-floor corner condo offers privacy, welcoming spaces, and charming courtyard views. Ideally located near the elevators, this spacious 2-bedroom, 2-bathroom residence features an open-concept dining and living area, oversized bedrooms with walk-in closets, and a Florida room seamlessly opened to the family room—creating the perfect space to relax or entertain while enjoying the tranquil views below. The primary bedroom offers the convenience of an ensuite bathroom, while the second bathroom features a tub/shower combination. The updated interior boasts stainless steel appliances, including a gas range, and recessed lighting, adding a fresh, modern touch. Enjoy the convenience of assigned parking, including one covered space. Community laundry facilities are located on the second floor, with the option to install a washer and dryer in the primary bedroom closet, subject to HOA approval. Even better, the condo fees include water, sewer, trash, gas, internet, and cable, making budgeting that much easier! Offered furnished, this condo is move-in ready and makes an ideal vacation getaway or second home! Simply bring your suitcase and start enjoying the Florida lifestyle. Come discover the comfort, value, and convenience that make this condo a wonderful place to call home!

150 El Dorado Unit 305, Winter Haven

1007 Mockingbird Circle, Winter Haven
$300,000
3 Beds ⋅ 2 Baths ⋅ Garden Grove South Ph 01 & 02 SubDv. ⋅ 33884 Zip Code
Virtually Staged. Opportunity meets potential in this Winter Haven pool home! Featuring 3 spacious bedrooms, 2 bathrooms, and 1,685 square feet, this property offers TWO living rooms with flexible space for gathering, entertaining, or creating a separate retreat. An appealing option for investors or buyers ready to bring their own vision, this property offers a solid starting point with a newer A/C, attached Generac generator, fireplace, and one renovated bathroom. Enjoy Florida outdoor living with a pool, spacious deck, screened outdoor area, and a large backyard with additional space for recreation, gardening, or entertaining. A great added value: Everything currently in the property conveys with the sale, including furniture, appliances, the washer and dryer, and the attached Generac generator—everything must go! Offering buyers the convenience of purchasing the property with its existing furnishings and equipment. The existing features offer everyday comfort while leaving room to personalize and refresh to your taste. Whether you’re considering your next investment or a home to make your own, this property deserves a look. Sold strictly AS IS; seller will make no repairs.

1007 Mockingbird Circle, Winter Haven

3946 Bedford Avenue, Winter Haven
$367,500
3 Beds ⋅ 2 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to 3946 Bedford Avenue, located in Traditions at Lake Ruby, one of Winter Haven's premier gated 55+ communities! Built in 2018, this beautifully maintained home offers 3 bedrooms, 2 bathrooms, a spacious den/flex room, and an impressive three-car garage. Designed with both comfort and entertaining in mind, the home features an inviting open-concept floor plan with a generous great room that flows seamlessly onto an oversized screened patio overlooking the beautifully landscaped backyard. This expansive outdoor living space is perfect for relaxing, entertaining guests, or simply enjoying Florida living. The well-appointed kitchen features 42-inch white shaker cabinetry, quartz countertops, stainless steel appliances, and a large center island with seating. Whether hosting a dinner party or enjoying a casual meal, you'll appreciate the flexibility of the formal dining room, breakfast nook, and island seating. The spacious primary suite offers a large walk-in closet and an ensuite bathroom complete with dual vanities, an oversized walk-in shower, and a private water closet. Two additional bedrooms and a generously sized den provide plenty of room for guests, hobbies, or a home office. The dedicated laundry room features additional cabinetry for convenient storage. Additional highlights include beautiful plantation shutters throughout the home, a whole-house water softener, tile flooring throughout the main living areas, carpeting in the bedrooms, and an interior that was freshly painted just one year ago. The oversized three-car garage features an attractive epoxy floor finish, and plenty of room for vehicles, storage, or a workshop. The garage also has a retractable screen door. One of the greatest advantages of living in Traditions at Lake Ruby is the low-maintenance lifestyle! The HOA takes care of lawn maintenance and exterior house painting while also providing cable TV and Wi-Fi. Residents enjoy access to an extensive collection of community amenities, making it easy to stay active, socialize, or simply relax and enjoy the Florida lifestyle.

3946 Bedford Avenue, Winter Haven

4314 Mandolin Boulevard, Winter Haven
$315,000
4 Beds ⋅ 2 Baths ⋅ Mandolin SubDv. ⋅ 33884 Zip Code
NEW EXTERIOR PAINT (2026), NEW WATER HEATER (2026), NEW ROOF (2025) AND SOLAR PANELS TO BE PAID OFF BY THE SELLERS AT CLOSING! Welcome to this spacious 4 bedroom, 2 bath home in the desirable gated community of Mandolin in SE Winter Haven. Situated on a 0.27 acre lot, this home combines valuable improvements, an open floor plan and energy savings, with seller-reported electric bills averaging approximately $20 per month. Elevated ceilings create an airy, welcoming feel throughout the main living spaces. The spacious great room offers easy access to the screened lanai, extending your living space outdoors for relaxing or entertaining. The kitchen features a breakfast bar, closet pantry, a Samsung Bespoke 4 door French door refrigerator, a 2025 microwave hood, along with an adjoining dining area perfect for everyday meals or intimate gatherings. The split bedroom layout provides privacy for the primary suite, which features a tray ceiling, walk-in closet and an ensuite bathroom with dual sinks, a walk-in shower, soaking tub and private water closet. Three additional bedrooms offer ample space and convenient access to the second bathroom, complete with a tub and shower combination. An inside laundry room, fully equipped with a washer and dryer, and a 2 car garage add everyday convenience, while additional features include a water purification and softening system, foyer coat closet, hall linen closet, rain gutters and more. Mandolin offers community sidewalks for evening strolls and a convenient location just minutes from a brand-new Publix, Walmart, schools, dining and medical facilities. Centrally located between Tampa and Orlando, this home also offers easy access to Central Florida’s world-famous theme parks and Florida’s beautiful beaches. Come discover what Central Florida living is all about!

4314 Mandolin Boulevard, Winter Haven

325 Majestic Gardens Drive, Winter Haven
$345,000
3 Beds ⋅ 3 Baths ⋅ Gardens Ph 01 SubDv. ⋅ 33880 Zip Code
Welcome to 325 Majestic Gardens Drive nestled in the desirable gated Gardens community of SE Winter Haven! This lovely home is situated on a spacious lot with a fully fenced backyard, various fruit trees, and nice curb appeal. The inviting open floor plan features a spacious eat-in kitchen, breakfast bar, an open living area, and a formal dinning room. The home offers dual primary bedrooms with private baths, an additional bedroom with a hallway bath, and a versatile office currently used as an extra bedroom. Enjoy your morning coffee or weekend barbecues in the back screened patio overlooking the generous backyard. Additional features include a two-car garage, indoor laundry room with utility sink, lawn IRRIGATION system, and a NEW ROOF installed in February 2025! Washer, dryer and select furniture are included. Conveniently located near LEGOLAND, local schools, shopping, dining and medical facilities. Don't miss this wonderful opportunity--schedule your private tour today.

325 Majestic Gardens Drive, Winter Haven

4030 Bedford Avenue, Winter Haven
$385,000
4 Beds ⋅ 3 Baths ⋅ Traditions Ph 02 SubDv. ⋅ 33884 Zip Code
Welcome to Resort-Style Living in Traditions! Discover the best of Florida’s active adult lifestyle in this beautiful 4-bedroom, 3-bath home in the highly desirable Traditions community in Winter Haven. This gated, 55+ maintenance-free neighborhood offers true resort-style living on the shores of scenic Lake Ruby. Step inside and enjoy brand-new luxury vinyl plank flooring, creating a fresh, modern feel. Utilize the spacious kitchen with a breakfast nook, a bar, an island, and the option to serve guests in your formal dining room. The home features an oversized enclosed lanai with peaceful nature views - the perfect spot to relax with your morning coffee or entertain friends while watching the Florida wildlife. The primary bedroom has an en-suite bath with a garden tub, dual sinks, and large walk in shower. At the front of the home are a bedroom and bathroom that would make an ideal private retreat for hosting overnight visitors. Then, just off the living area are two additional bedrooms with a jack-and-jill bath. An updated roof gives you added peace of mind for years to come. Beyond your front door, the lifestyle truly shines. Traditions is known for its impressive amenities, including: • A stunning 19,000-square-foot lakefront clubhouse with fitness center, aerobics studio, ballroom, billiards, library, and arts & crafts studio • Resort-style heated pool and spa • Tennis, pickleball, bocce, and shuffleboard courts • Private boat ramp and dock slips on Lake Ruby with access to the Chain of Lakes • Scenic walking paths, dog park, and lakeside gazebo • A full calendar of social events and clubs Best of all, the maintenance-free lifestyle means the HOA takes care of the lawn care and exterior painting, so you can spend your time enjoying the community instead of working on the house. Conveniently located near shopping, dining, medical facilities, Legoland, and easy access to Highway 27, this home puts everything you need within reach while offering a peaceful, active retreat. If you’re looking for low-maintenance living with resort amenities and a welcoming community of active adults, this is the one. Schedule your private tour today and experience the Traditions lifestyle for yourself!

4030 Bedford Avenue, Winter Haven

100 Alachua Drive, Winter Haven
$495,000
3 Beds ⋅ 2 Baths ⋅ Eloise Woods Lake Mariam Unit SubDv. ⋅ 33884 Zip Code
MAIN HOME PLUS TWO INCOME-PRODUCING STUDIO APARTMENTS – $1,800 IN MONTHLY RENTAL INCOME! Looking for a property that offers more than just a place to call home? This unique property features a main residence plus two studio apartments. Situated on an oversized, fully fenced double corner lot, this property offers incredible flexibility and income potential. With its convenient location near LEGOLAND Florida and Winter Haven’s famous Chain of Lakes, there is also exciting potential for short-term rentals or Airbnb opportunities. Enjoy the Florida sunshine in your private 15’ x 30’ screened-in pool or unwind in the hot tub. Inside the main home, you’ll find a beautifully updated kitchen and bathrooms, luxury vinyl plank flooring throughout, newer windows, and a versatile bonus room that could easily serve as a fourth bedroom. There’s plenty of room for vehicles with a triple-wide concrete driveway and paved parking for approximately 10 cars. Additional features include an RV hookup, fully paid-off solar panels to help reduce electric costs, a large storage shed, portable generator hookup, and the possibility of adding a detached garage. Best of all, NO HOA! Whether you’re looking for additional rental income, multigenerational living, or a property with room to grow, this move-in-ready home offers flexibility, convenience, and plenty of possibilities. Live in one, rent the others, and let your property work for you! Don’t miss this unique Florida lifestyle opportunity!

100 Alachua Drive, Winter Haven

807 Eagle Pond Drive Unit 807, Winter Haven
$159,000
2 Beds ⋅ 2 Baths ⋅ Eagle Pond Condo SubDv. ⋅ 33884 Zip Code
Enjoy peaceful pond views from this beautifully situated second story condo in Winter Haven! This inviting unit features wood-look tile flooring, granite kitchen countertops, indoor laundry, and a 2017 HVAC system. Step outside and take in relaxing water views, or enjoy the community amenities that include: A swimming pool, 24-hour guarded security, fitness center, and tennis courts. Centrally located in the heart of Florida, between Tampa and Orlando, this condo offers convenient access to shopping, dining, entertainment, and major attractions. Whether you're looking for a full-time residence, seasonal getaway, or investment opportunity, this condo offers comfortable living and convenient community amenities in a desirable Winter Haven location!

807 Eagle Pond Drive Unit 807, Winter Haven

3123 Laurel Oak Ln, Winter Haven
$315,000
4 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 & Ph 6d SubDv. ⋅ 33884 Zip Code
Short Sale. A Must-See! Beautifully designed 4-bedroom, 2-bathroom home with a 2-car garage, presenting 1,983 square feet of living space with a bright and airy open floor plan and high ceilings. Perfect for families or anyone who loves to entertain, this home seamlessly blends style, comfort, and functionality. The kitchen boasts ample counter space, a breakfast bar, stainless steel appliances, solid wood cabinets, and even a pantry. Strategically located just off the kitchen, the laundry room offers additional storage space. Enjoy gorgeous, durable vinyl flooring throughout the main living areas and cozy carpet in the bedrooms for ultimate comfort. The expansive primary bedroom highlights a walk-in closet and en suite bathroom complete with a double vanity and large step-in shower. The welcoming, screened-in front porch and lovely landscaping provide great curb appeal. Step out back through sliding glass doors to a second screened porch overlooking the fenced-in backyard, great for relaxing, weekend gatherings, or enjoying your morning coffee. Located in Villamar! Low annual HOA fee; the amenities include a community pool at the main entrance of the neighborhood on Cunningham Dr., along with a playground. This pristine home is ready to welcome its next owners. Don't miss the opportunity to make this beautiful home yours!

3123 Laurel Oak Ln, Winter Haven

188 Morning Dew Court, Winter Haven
$295,000
3 Beds ⋅ 2 Baths ⋅ Morningside Ph 02 SubDv. ⋅ 33884 Zip Code
Virtually Staged. Welcome to 188 Morning Dew Court, where comfort, style, and the Florida lifestyle come together in the gated Winterset community! Nestled on a quiet cul-de-sac, this Mediterranean-style home offers 3 spacious bedrooms, 2 bathrooms, a 2-car garage, and 1,730 square feet of thoughtfully designed living space. Step inside to discover an inviting open-concept floor plan featuring soaring vaulted ceilings, beautiful oak wood flooring, and abundant natural light. The spacious living area flows seamlessly into the kitchen, complete with granite countertops, ample cabinetry, and a charming breakfast nook. A separate dining area provides additional space for entertaining. The desirable split-bedroom layout offers added privacy, with a generous primary suite featuring a walk-in closet, dual vanities, a relaxing jacuzzi garden tub, and a separate walk-in shower. Two additional bedrooms provide flexibility for guests, a home office, or hobbies. Enjoy Florida's beautiful weather from your enclosed rear lanai. But the lifestyle doesn't stop at your front door! Morningside at Winterset offers outstanding community amenities, including a clubhouse with lounge, swimming pool, hot tub, tennis courts, pickleball courts, and shuffleboard. Love the water? Residents enjoy a private community boat ramp and fishing pier on Lake Winterset, providing access to Winter Haven's renowned Chain of Lakes. Whether boating, fishing, relaxing poolside, or enjoying a friendly game of pickleball, there's something for everyone! Conveniently located near shopping, dining, entertainment, and LEGOLAND Florida Resort, this home offers a wonderful combination of tranquility and convenience. Why settle for just a home when you can enjoy an entire resort lifestyle? Schedule your private showing today!

188 Morning Dew Court, Winter Haven

135 Eloise Oaks Drive, Winter Haven
$365,000
3 Beds ⋅ 2 Baths ⋅ Eloise Oaks SubDv. ⋅ 33884 Zip Code
Remarkable 3-bedroom, 2-bathroom single-story home offering 1,866 square feet of comfortable living space on a spacious 1/4 acre lot in Winter Haven, FL. This meticulously maintained residence is packed with features designed for both comfort and style. The large kitchen is well designed for organization with granite countertops, built-in sliding drawers, and sleek stainless steel appliances. Throughout the home, you'll find elegant tray ceilings that add a touch of sophistication to the living spaces. For your peace of mind, the property is equipped with an ADT security system and a state-of-the-art Ultraviolet AC Air Purification Scrubber system, ensuring the cleanest indoor air quality for you and your family. The living area opens up to a COZY SCREENED LANAI complete with sliding windows, making it the perfect spot for year-round relaxation. Step outside to discover an entertainer's dream outdoor space featuring an EXTENDED PAVER PATIO with an elevated grilling station. The FULLY FENCED YARD provides privacy. Located in the quiet Eloise Oaks neighborhood, this home is just up the street from LAKE ELOISE, one of many lakes in the renowned Winter Haven Chain of Lakes. You'll be just minutes from LEGOLAND Florida Resort and perfectly positioned between Florida's beautiful east and west coasts as well as the Orlando attractions. This exceptional home combines comfort, style, and an unbeatable location. Schedule your showing today!

135 Eloise Oaks Drive, Winter Haven

463 Daisy Lane, Winter Haven
$259,900
2 Beds ⋅ 2 Baths ⋅ Lake Daisy Estates SubDv. ⋅ 33884 Zip Code
SELLER IS OFFERING $2,500 IN CONCESSIONS!!! This well maintained Lake Daisy Estates home located in southeast Winter Haven. This 2 bedroom & 2 bathroom home is ready for its new owners. Recent Upgrades: Roof and Solar (2023), SELLER WILL PAY OFF SOLAR PANELS AT CLOSING!!! Windows and Sliding Glass Door are Renewal By Andersen (2024), retractable garage door screen (motor replaced 2026). Enjoy your 2-car garage with the door open and the mosquitoes kept out! Only ten homes on the street provides a great space for playing outside, walking, bike riding and more! Very low traffic as other roads lead to community entrances/exits! NO HOA FEES! NO CDD FEES! Electric bill for October usage was less than $17!!! The paid off solar system provides the potential to SAVE HUNDREDS OF DOLLARS EACH MONTH FOR THE LIFE OF THE SYSTEM!!! This property is ready for the new owners to make it their own. Lake Daisy Estates is approximately 1/2 mile from A rated Garden Grove Elementary School, 1 mile from the Street Audubon Nature Center, 1 1/2 miles from Wal-Mart, 2 miles from Advent Emergency, 3 miles from Publix, 4 miles from Home Depot and 5 miles to Lowe's. This home is centrally located in Florida and is approximately 50 miles from Orlando International Airport and 60 miles from the Tampa International Airport. Don’t miss out, schedule your private showing today!

463 Daisy Lane, Winter Haven

1816 5th Street Se, Winter Haven
$250,000
3 Beds ⋅ 2 Baths ⋅ Southeast Terrace SubDv. ⋅ 33880 Zip Code
Picture weekends spent exploring Winter Haven’s lakes, discovering a favorite local restaurant, and coming home to a place that feels like your own. At 1816 5th Street SE, this three-bedroom, two-bath masonry home offers an inviting setting for enjoying the Central Florida lifestyle. Set on nearly a quarter acre, the property offers room to imagine backyard cookouts, a garden, or a quiet outdoor retreat. Inside, inviting living spaces offer room to relax and feel at home, while three bedrooms provide flexibility for guests, work, or hobbies. A carport adds everyday convenience, and the roof was replaced in 2020. Enjoy the dining, parks, downtown experiences, and Chain of Lakes recreation that give Winter Haven its character. Whether you’re looking for a full-time residence, a seasonal retreat, or an opportunity to explore as a long-term rental, this home offers a place to bring your plans to life. Come see the possibilities and picture your next chapter.

1816 5th Street Se, Winter Haven

1489 36th Street Nw, Winter Haven
$138,000
2 Beds ⋅ 1 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
GREAT POTENTIAL WITH A SPACIOUS, PRIVATE BACKYARD! This 2-bedroom, 1-bath concrete block home offers approximately 572 square feet of living space on a generous 0.23-acre lot. One of the property's standout features is the fully fenced backyard, surrounded by mature trees that provide a nice sense of privacy and separation. Inside, the home features a simple, functional layout with tile flooring and room for personal touches and improvements. Whether you're looking for a smaller home to make your own or an investment opportunity, this property offers several possibilities. Conveniently located near schools, shopping, and everyday amenities in Winter Haven. With a little vision and effort, this property has the potential to become something special. Schedule your showing today and see the possibilities for yourself!

1489 36th Street Nw, Winter Haven

3349 Timberline Road W, Winter Haven
$180,000
2 Beds ⋅ 2 Baths ⋅ Timber Wood SubDv. ⋅ 33880 Zip Code
GREAT OPPORTUNITY TO BUILD SWEAT EQUITY IN WINTER HAVEN! Looking for a fixer-upper with potential, an investment property, or a home you can make your own? This 2-bedroom, 1.5-bath concrete block home offers approximately 904 square feet of living space, a one-car garage, and plenty of possibilities for the right buyer. Two significant improvements include a roof installed in 2019 and an HVAC system replaced in 2024. While the home does need repairs and renovations, it presents an opportunity for buyers willing to put in the work and bring their own vision to life. Conveniently situated near schools, shopping, dining, and major roadways, with easy access to surrounding Central Florida communities. Whether you're a first-time buyer looking to build sweat equity, an investor searching for your next project, or someone who enjoys transforming a property, this home offers a great starting point. Bring your creativity and discover the possibilities!

3349 Timberline Road W, Winter Haven

1907 Eloise Cove Drive, Winter Haven
$449,900
4 Beds ⋅ 3 Baths ⋅ Eloise Cove SubDv. ⋅ 33884 Zip Code
Imagine coming home to a place where elegance, comfort, and a wonderful lifestyle come together beautifully. Welcome to this exceptional 4-bedroom, 3-bath residence in Eloise Cove, an exclusive gated community conveniently located just off Helena Road. From the moment you arrive, you'll appreciate the outstanding curb appeal, attractive architectural design, beautifully landscaped grounds, and expansive corner lot enhanced by stately mature trees. It's the kind of home that makes a lasting first impression and invites you to discover what awaits inside. Step through the front door and experience the warmth and sophistication of gorgeous custom hardwood floors flowing throughout the living areas, complemented by impressive 12-foot ceilings that create a wonderful sense of openness and space. Plantation shutters throughout the home add timeless charm and a touch of refinement while allowing you to enjoy natural light and privacy. The beautifully renovated kitchen, featuring new granite countertops and updated stainless appliances, provides an inviting gathering place for preparing meals, sharing conversations, and creating memories with family and friends. With four bedrooms and three bathrooms, there is plenty of room to welcome visiting family, accommodate guests, or create the perfect home office or hobby space. The spacious three-car garage, featuring two garage doors, offers exceptional convenience and flexibility for vehicles, storage, and more. You'll also appreciate the added peace of mind that comes with a roof and air conditioning system approximately five years old. Combining an attractive setting, gracious living spaces, beautiful finishes, and the privacy of an exclusive gated community, this Eloise Cove home offers more than simply a place to live—it offers an opportunity to embrace the lifestyle you've been looking forward to. Come see the possibilities and imagine making this beautiful residence the setting for your next exciting chapter!

1907 Eloise Cove Drive, Winter Haven

4157 Rolling Oaks Drive, Winter Haven
$118,000
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable community of Oakwood Estates in Winter Haven. This home offers a peaceful, well-kept neighborhood. The roof is approximately 5 years old, offering added value and peace of mind. No lot rent—ownership includes the land, with only a low monthly HOA fee. Oakwood Estates is a gated 55+ community offering resort-style amenities including clubhouses, heated pools, fitness center, shuffleboard, tennis courts, and a full calendar of activities. Conveniently located near shopping, dining, medical facilities, and major roadways. Schedule your private showing today and experience easy living in this vibrant community.

4157 Rolling Oaks Drive, Winter Haven

1803 4th Street Nw, Winter Haven
$125,000
3 Beds ⋅ 2 Baths ⋅ Annie O Maddox Subdivision SubDv. ⋅ 33881 Zip Code
A little retro, a lot of room to make it yours! This single story Winter Haven home pairs vintage details with a flexible layout, featuring 3 bedrooms, 1 full bath, and 1 half bath. A wall of windows brightens the wood paneled front room, where sliding glass doors lead into the living and dining area. The separate front room provides space for a home office, reading nook, or hobby room. A decorative arch opens from the dining area into the kitchen, where upper and lower cabinets, a tiled backsplash, and a double basin sink give you a starting point for a refresh. The full bath features a tub and shower combination with a distinctive vintage tile surround. Outside, a mature shade tree frames the driveway, and the covered carport leads to a screened porch with room for a pair of chairs. Brick accents add character to the exterior, and a separate shed provides storage for tools and outdoor gear. Whether you’re drawn to the original look or already picturing fresh flooring and a new color palette, there’s plenty of room to put your own stamp on this home.

1803 4th Street Nw, Winter Haven

2019 Kapree Court, Winter Haven
$330,000
3 Beds ⋅ 2 Baths ⋅ Winterset North SubDv. ⋅ 33884 Zip Code
Your Florida poolside retreat awaits! Welcome to this inviting 3-BEDROOM, 2-BATH POOL HOME with approximately 1,718 square feet, located on the north side of Lake Winterset in Winter Haven. Thoughtful updates, generous storage, and comfortable indoor and outdoor spaces make this home a standout—including RE-PLUMBING and a NEW GENERATOR that will convey with the sale! Step inside to a spacious living room where VOLUME CEILINGS and a NATURAL STONE WOOD-BURNING FIREPLACE create a welcoming setting for relaxing or gathering with guests. The UPDATED KITCHEN features MAPLE CABINETRY, newer appliances, an island with BREAKFAST BAR seating, and a large WALK-IN PANTRY. The adjoining dining area opens to the pool and patio, making entertaining flow easily outdoors. Enjoy your own backyard getaway with a SWIMMING POOL and a large COVERED, SCREENED PATIO with convenient bathroom access. The FULLY FENCED BACKYARD provides room to enjoy the landscaped setting, while a STORAGE BUILDING keeps outdoor essentials organized. Interlocking STONE PAVERS along the driveway and walkway add curb appeal, complemented by landscape lighting. The primary bathroom features CUSTOM CABINETRY, a solid-surface countertop, and a shower. An approximately 9-BY-13-FOOT INDOOR LAUNDRY ROOM offers a utility sink, built-in cabinets, and ample storage. The TWO-CAR GARAGE adds even more functionality with a workbench, tool storage, and a side exterior door. Additional highlights include DUAL-PANE INSULATED WINDOWS AND DOORS, HURRICANE SHUTTERS, and RADIANT BARRIER INSULATION. Conveniently located near shopping, restaurants, schools, and LEGOLAND, this home brings together practical upgrades and the outdoor lifestyle you love. Schedule your private showing today!

2019 Kapree Court, Winter Haven

2747 San Marco Way, Winter Haven
$289,990
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code
The Vista is a thoughtfully designed single-story home in the sought-after Villamar community, featuring three bedrooms, two full bathrooms, and an inviting open-concept layout that blends modern style with everyday functionality. From the moment you step inside, the well-planned interior and carefully selected finishes create a welcoming feel throughout. At the heart of the home, the spacious kitchen showcases quartz countertops, a full line of stainless steel appliances, including an eSTAR® side-by-side refrigerator, and an oversized island that provides additional seating and workspace. The kitchen flows seamlessly into the dining area and expansive Great Room, creating an open, connected living space. Just off the Great Room, a covered lanai extends the living area outdoors, providing a comfortable setting to enjoy the surrounding views. The private owner's suite is tucked away at the rear of the home and features a generous walk-in closet and an en-suite bathroom with dual vanities and a beautifully tiled shower with glass enclosure. Two additional bedrooms are positioned at the front of the home, along with a full bathroom and convenient linen closet. A dedicated laundry room, complete with an already installed washer and dryer, adds another thoughtful touch. Ceramic tile flows throughout the main living areas, while carpeting adds comfort in all three bedrooms. Smart home technology includes a Ring Video Doorbell, Smart Thermostat, Keyless Entry Smart Door Lock, and DEAKO Smart Switches. Additional features include lush landscaping, a front irrigation system, architectural shingles, insulated windows, and a two-car garage, all backed by a full builder warranty. Villamar is one of the area's premier communities, featuring an impressive collection of amenities, including a resort-style swimming pool with a dedicated lap lane, expansive pool deck with shaded seating, stylish clubhouse, playground and park area, dog park, walking paths, and beautifully maintained green spaces. Tranquil ponds, wetlands, and waterfront and conservation homesites further enhance the community's natural surroundings. Move-in ready and thoughtfully appointed throughout, The Vista brings together an appealing open layout, stylish finishes, smart home technology, and desirable community amenities. Schedule your private showing today! We can’t wait to welcome you home!

2747 San Marco Way, Winter Haven

218 Hartridge Hills Drive, Winter Haven
$369,000
3 Beds ⋅ 2 Baths ⋅ Hartridge Hills SubDv. ⋅ 33881 Zip Code
Virtually Staged. Some homes are built to follow trends. Others are built to stand the test of time. Welcome to 218 NW Lake Hartridge Drive, where timeless craftsmanship meets beautiful renovations in one of Winter Haven's established gated communities, complete with private access to the Chain of Lakes. Built in 1988, this custom home offers something becoming increasingly difficult to find: character, quality construction, and architectural details that make a home truly special. From the moment you step inside, soaring ceilings, exposed wood beams, solid wood doors, and matching wood baseboards create a sense of warmth and character that simply cannot be replicated in today's cookie cutter construction. Thoughtfully renovated from top to bottom, this home beautifully balances its original charm with the comforts of modern living. Luxury vinyl plank flooring, fresh interior paint, updated lighting, and smooth ceilings provide a fresh, inviting atmosphere throughout. The beautifully remodeled kitchen features custom wood cabinetry, granite countertops, and matching Whirlpool appliances, while both bathrooms have been tastefully updated with beautiful tile finishes, wood vanities, Delta fixtures, and Kohler toilets. The spacious split bedroom floor plan offers privacy and flexibility, while the primary suite features new carpeting. Imagine the holidays here. A Christmas tree beneath those beautiful ceilings, Thanksgiving dinner surrounded by family, and the laughter of friends filling the living spaces. This is the kind of home that invites you to slow down, gather together, and create memories that last for generations. A home that feels curated rather than decorated, where the character is already there and the next chapter is yours to write. And while the character may be timeless, the improvements are anything but dated! A NEW ROOF installed in March 2026, new double insulated windows, new water heater, fresh exterior paint, updated irrigation, and professional landscaping provide peace of mind for years to come. The home has also passed a recent four point inspection. An attached two car garage and generous laundry room storage add everyday practicality. Beyond the front door, you'll discover an established gated neighborhood with mature surroundings and a wonderful sense of pride of ownership. Residents enjoy a private community dock and boat ramp with access to Winter Haven's beautiful Chain of Lakes, offering endless opportunities to enjoy life on the water. Even better, the HOA is just $150 per month and includes lawn mowing and fertilization, allowing you to spend more time enjoying your home and less time maintaining the lawn. If you've been searching for a home with substance, character, and quality, without sacrificing the updates and conveniences of today, this may be exactly what you've been waiting for. Because some homes aren't meant to look like every other home on the street. And that's precisely what makes them special. Welcome home to 218 NW Lake Hartridge Drive.

218 Hartridge Hills Drive, Winter Haven

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