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6485 Peppertree Path Ne, Winter Haven
$159,000
2 Beds ⋅ 2 Baths ⋅ Brookhaven Village First Add SubDv. ⋅ 33881 Zip Code
Enjoy affordable retirement living in this welcoming 55+ community where YOU OWN THE LAND! This spacious 2-bedroom, 2-bath home offers 1,566 square feet of living space with a desirable split-bedroom floor plan. The primary suite features a private bathroom with dual vanities and a walk-in shower. Additional highlights include an inside laundry room, enclosed 12’ x 14’ Florida room, carport with a workshop, Brick Skirting, and a NEW ROOF in 2023! Offered Partially FURNISHED. Carpets Freshly Cleaned. With an incredibly low HOA fee of just $34 per month, residents enjoy access to the community clubhouse, swimming pool, and shuffleboard courts. The community also offers a fenced storage area for RVs, boats, and trailers. Conveniently located near Highway 27, shopping, restaurants, and medical facilities, with Disney attractions approximately an hour away and Florida's beautiful East and West Coast beaches within approximately 1.5–2 hours. Whether you're looking for a seasonal retreat or a full-time Florida residence, this home offers comfort, convenience, and an affordable lifestyle!

6485 Peppertree Path Ne, Winter Haven

718 Eagle Landing Boulevard, Winter Haven
$339,998
4 Beds ⋅ 3 Baths ⋅ Eagle Landing Phase Ii SubDv. ⋅ 33880 Zip Code
Welcome to 718 Eagle Landing Boulevard, a stunning, nearly new 4-bedroom, 2.5-bathroom home that perfectly blends modern style, comfort, and peaceful surroundings! Built just three years ago and barely lived in, this beautiful home has recently undergone fantastic upgrades, including brand-new luxury vinyl flooring throughout all bedrooms and the staircase, with absolutely NO CARPET anywhere in the home! Situated on one of the most desirable lots in the community, this home enjoys a beautiful, wide-open wooded backdrop with NO REAR NEIGHBORS, offering a rare sense of privacy and tranquility. Tucked away toward the quiet rear of the neighborhood, its peaceful setting makes it feel like your own private retreat. Step inside and immediately appreciate the sleek, modern interior, inviting living spaces, and abundance of natural light that fills the home. The thoughtfully designed layout offers four generously sized bedrooms, 2.5 bathrooms, and a spacious garage, providing plenty of room for comfortable everyday living. The oversized primary suite is a true highlight, featuring an exceptionally spacious bedroom, a generous walk-in closet, and an additional storage or closet area for even more convenience. Located in beautiful Winter Haven, famously known as the Chain of Lakes City, this home places you in one of Central Florida's most charming destinations, celebrated for its picturesque lakes, outdoor recreation, and relaxed Florida lifestyle. Enjoy convenient access to Chain of Lakes Park, a recreational destination near Lake Lulu offering sports facilities, open green spaces, and opportunities to enjoy the outdoors. Just a short drive away, discover the excitement of LEGOLAND Florida Resort and the new SEA LIFE Florida Aquarium, along with a wonderful variety of shopping, dining, and entertainment options. Whether you're drawn to lakeside adventures, outdoor activities, or local attractions, Winter Haven offers something for everyone! With its fresh upgrades, contemporary finishes, exceptional lot, and barely lived-in condition, this home offers the look and feel of new construction without the wait! Whether you're enjoying the bright, welcoming interior or the peaceful wooded views out back, every detail makes this property a wonderful place to call home. Homes with this combination of privacy, location, condition, and modern upgrades are hard to find! Don't miss your opportunity to make this exceptional home yours. Schedule your private showing today!

718 Eagle Landing Boulevard, Winter Haven

1380 S Lake Roy Drive, Winter Haven
$359,000
4 Beds ⋅ 3 Baths ⋅ South Roy Shores Pb 38 Pg 45 SubDv. ⋅ 33884 Zip Code
Virtually Staged. UPDATED POOL HOME WITH NEW BATHROOMS, NEW POOL DECK & BRAND-NEW WATER HEATER! Welcome to this spacious 4-bedroom, 3-bathroom, 2,955-square-foot pool home on a desirable corner lot in Winter Haven, ideally located across from beautiful lakefront homes and close to Winter Haven's renowned Chain of Lakes. Major recent improvements include a BRAND-NEW HOT WATER HEATER installed in October 2026, TWO NEWLY REMODELED BATHROOMS completed in 2025, and a RESURFACED POOL WITH NEW POOL DECK completed in 2022. The roof was also replaced in 2023, providing additional peace of mind for the next owner. Inside, the triple-split bedroom floor plan offers privacy and flexibility, making this home ideal for families, guests, or those who need dedicated spaces for work and hobbies. The oversized family room is designed for entertaining, featuring two sets of sliding glass doors that open directly to the screened and netted pool enclosure and covered patio. The seamless indoor-outdoor flow creates the perfect setting for gatherings, relaxing poolside, or enjoying Florida's year-round lifestyle. A spacious flex room with direct pool and patio access offers endless possibilities as a game room, home office, media room, hobby space, or additional entertainment area. The kitchen features custom-made cabinetry, granite countertops, a custom tile backsplash, and stainless-steel appliances, creating a functional and inviting space for everyday living and entertaining. The primary suite offers a private retreat with a bathroom featuring a garden tub, dual sinks, and a walk-in shower. The two recently remodeled bathrooms add fresh, updated appeal throughout the home. Additional highlights include a LARGE LAUNDRY ROOM with utility sink, drop-down ironing board, and extra shelving, as well as tile and wood flooring throughout the main living areas. Step outside to your own private backyard retreat. The resurfaced pool and NEW POOL DECK, completed in 2022, are surrounded by a screened and netted enclosure with a covered patio, creating an inviting space for swimming, dining, entertaining, and soaking up the Florida sunshine. A welcoming front screened porch, ample covered parking, and two detached storage sheds provide additional convenience and storage. The yard is irrigated by a well with a newer irrigation timer. The HVAC system is approximately 9 years old. While there are still opportunities for cosmetic updates in select areas, the home's generous size, desirable floor plan, significant recent improvements, and fantastic outdoor living spaces provide an excellent foundation for making it your own. Location adds even more appeal. The property is just a short walk to Freedom Boat Club, making it easy to access and explore Winter Haven's famous Chain of Lakes. LEGOLAND Florida is approximately one mile away, offering exceptional convenience for both residents and guests. With its four bedrooms, three bathrooms, private pool, newly remodeled bathrooms, resurfaced pool and new pool deck, new water heater, 2023 roof, flexible living spaces, and prime location near lakes and attractions, this is an exciting opportunity to own a spacious Winter Haven home and enjoy the best of the Florida lifestyle.

1380 S Lake Roy Drive, Winter Haven

6114 Grand Oaks Drive Se, Winter Haven
$159,900
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
Virtually Staged. YOU OWN THE LAND – NO LOT RENT! Welcome to 6114 Grand Oaks Dr SE, a well-maintained 2-bedroom, 2-bath home with 1,288 sq. ft. of living space in the Garden Grove Oaks 55+ active community of Winter Haven. With a pond view, oversized lot, low $65/month HOA, no CDD, and no land lease, this home offers an appealing combination of affordability, comfort, and Florida lifestyle. Step inside to an open, comfortable floor plan with plenty of natural light and a spacious living area. The updated kitchen features granite countertops, luxury vinyl flooring, generous cabinet and counter space, and a pantry designed for practical storage—the deep side of the pantry includes pull-out shelves, making it much easier to reach and organize items stored toward the back. The kitchen opens to the main living area, creating an easy flow for everyday living and entertaining. The primary bedroom is conveniently located on the main level and includes an en-suite bath with walk-in shower and walk-in closet. A second bedroom and full guest bath provide comfortable space for visitors, a home office, hobbies, or additional living needs. The guest bathroom includes space for the inside laundry. The home features ceiling fans, skylights, window treatments, and a combination of luxury vinyl and carpet flooring. Appliances are included, along with the washer and dryer, and the home is being offered partially furnished. Outside, enjoy the water and garden views, covered parking with room for two vehicles plus golf cart parking, and additional storage in the exterior shed. The paved driveway provides extra parking flexibility, while the outdoor living area gives you a place to relax and enjoy Florida's year-round climate. Garden Grove Oaks is an established 55+ community with a clubhouse, community pool and fishing opportunities, with ground and pool maintenance included among the association benefits. And unlike communities where homeowners pay hundreds of dollars each month in lot rent, you own the land here, helping keep ongoing expenses manageable. Conveniently located in Winter Haven, this home combines an updated interior, water view, covered parking, storage, community amenities and land ownership with a low monthly HOA—all at an attractive price point.

6114 Grand Oaks Drive Se, Winter Haven

4056 Rolling Oaks Drive, Winter Haven
$114,900
2 Beds ⋅ 2 Baths ⋅ Oakwood Estates SubDv. ⋅ 33880 Zip Code
Pack your bags and move right into this fully furnished home. This home has many updates!! Although the bedrooms have updated carpets there is nice wood laminate flooring throughout the main living areas with plywood subfloor. The baths and front porch area have updated tile flooring. The kitchen has newer appliances, a beautiful mosaic backsplash and updated counter tops. All the windows are updated with double pane, thermal, tilt in windows. The updated entry door has blinds between the half glass that you can open for the light or close for privacy. Both bathrooms have updated vanities. Enjoy the updated and modern light fixtures. The HVAC was installed in July 2023. The roof is a roof over adding extra insulation value to the home. Oakwood Estates is an active 55+ communities offering many amenities as well as activities. You can be as busy as you would like or just sit back and enjoy the peacefulness of the community.

4056 Rolling Oaks Drive, Winter Haven

6315 Grove Pointe Drive Se, Winter Haven
$158,000
2 Beds ⋅ 2 Baths ⋅ Garden Grove Oaks SubDv. ⋅ 33884 Zip Code
READY FOR ITS NEXT OWNER! Welcome to 6315 Grove Pointe Drive SE, located in Garden Grove Oaks, a desirable 55+ community where YOU OWN YOUR LAND and enjoy LOW HOA fees. This well-maintained 2-bedroom, 2-bath home offers a spacious and comfortable floor plan filled with natural light. The open living and dining areas provide plenty of room for everyday living and entertaining, while the kitchen features updated appliances, generous cabinet and counter space, and a reverse osmosis water purification system. The spacious primary suite includes a walk-in closet and private bath with a garden tub and separate shower. Vinyl plank flooring throughout provides easy-care living, and electric drapes add an extra touch of convenience. Several important improvements have already been taken care of, including a membrane roof installed in 2021 and inspected in October 2025. The seller has also completed lender-requested repairs from a previous transaction, making this home ready for its next buyer. Enjoy the relaxed Florida lifestyle in Garden Grove Oaks, a friendly, well-maintained community conveniently located near shopping, restaurants, medical facilities and Winter Haven's beautiful Chain of Lakes. With land ownership, low HOA fees, a spacious floor plan and important improvements already completed, this home offers plenty to appreciate. Schedule your private showing.

6315 Grove Pointe Drive Se, Winter Haven

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