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3838 Bedford Avenue, Winter Haven
$429,900
3 Beds ⋅ 3 Baths ⋅ L4966446 MLS ⋅ Lennar BLDG.
Welcome to Traditions at Lake Ruby, Winter Haven’s desirable gated 55+ community, where resort-style amenities, beautiful surroundings, & an active lifestyle come together! This beautifully maintained 3-bedroom, 3-bathroom residence offers an exceptional floor plan featuring TWO BEDROOMS FEATURE PRIVATE EN SUITE BATHROOMS, a THREE-CAR GARAGE, AN OFFICE/FLEX SPACE and picturesque views of a tranquil pond and fountain. From the moment you arrive, you’ll appreciate the home’s inviting curb appeal, freshly painted exterior, and attractive paver driveway. Inside, a spacious, thoughtfully designed floor plan welcomes you with freshly painted interiors, recently replaced flooring, and an abundance of natural light. The ROOF was REPLACED IN 2024 and the HVAC SYSTEM was REPLACED IN 2021, offering added peace of mind. One of the home’s most appealing features is its thoughtfully designed split-bedroom floor plan, with all three bedrooms positioned in separate areas of the home for exceptional privacy. The spacious primary suite offers a peaceful retreat with beautiful pond and fountain views, along with sliding glass doors providing direct access to the screened patio. Imagine stepping outside each morning to enjoy your coffee while overlooking the water! The second bedroom features its own private en suite bathroom, making it ideal for overnight guests, while the third bedroom is conveniently located near a full guest bathroom just outside its door. An additional flex room with double-entry doors provides the perfect space for a home office, hobby room, or private sitting area. Designed with both comfortable everyday living and entertaining in mind, the home features a formal living room, formal dining room, and spacious great room. The beautifully appointed kitchen offers granite countertops, a breakfast bar, stainless steel appliances, and an abundance of attractive cabinetry providing generous storage. An adjoining dinette offers a charming setting for casual dining while enjoying the beautiful water views. Perhaps one of the most captivating features of this home is the picturesque pond and fountain that serve as a stunning backdrop from nearly every main living area. Enjoy these peaceful views from the primary suite, formal living room, formal dining room, kitchen, dinette, and screened patio. Sliding glass doors from the great room and primary suite provide convenient access to the screened outdoor living space, creating a seamless connection between indoor comfort and Florida’s beautiful outdoors. The home’s northeast-facing front exposure allows for lovely natural light throughout the day. Beyond the home itself, Traditions at Lake Ruby offers an exceptional resort-style lifestyle! Residents enjoy a beautiful lakefront clubhouse overlooking Lake Ruby, a heated swimming pool and spa, fitness center, aerobics studio, ballroom, billiards room, library, arts and crafts room, and inviting spaces for community gatherings. Outdoor amenities include tennis, pickleball, bocce ball, and shuffleboard courts, scenic walking paths, a dog park, & access to Lake Ruby. An active social calendar filled with clubs, activities, and community events provides wonderful opportunities to enjoy the lifestyle this neighborhood is known for. Conveniently situated near shopping, restaurants, medical facilities, and everything Winter Haven has to offer, this community provides the perfect balance of peaceful surroundings & everyday convenience.

3838 Bedford Avenue, Winter Haven

Listing courtesy of THE STONES REAL ESTATE FIRM. 863-412-2080

1693 Teagan Lane, Winter Haven
$255,000
3 Beds ⋅ 1 Baths ⋅ TB8566999 MLS
BUILT IN 2024 – MOVE-IN READY! Welcome to the Haven model in Peace Creek Reserve, offering a thoughtfully designed single-story floor plan with 3 bedrooms, 2 bathrooms, and a one-car garage. The open-concept living area seamlessly connects the dining space and kitchen, creating a comfortable and functional layout for everyday living and entertaining. The modern kitchen features a peninsula-style countertop, providing additional workspace and seating options. All three bedrooms are conveniently located along the hallway, including the primary suite with a private en-suite bathroom. Located in Peace Creek Reserve, a master-planned community featuring scenic natural surroundings and a creek, this property offers convenient access to shopping, dining, recreational opportunities, and major roadways. Discover the charm of Winter Haven, known as the "Chain of Lakes City," with its numerous lakes, outdoor activities, and nearby cycling trails.

1693 Teagan Lane, Winter Haven

Listing courtesy of AVISTA BAY REALTY, LLC. 813-264-5540

916 Avenue S  Se, Winter Haven
$220,000
3 Beds ⋅ 2 Baths ⋅ O6456456 MLS
NO HOA, A QUARTER-ACRE LOT, AND ALL THE UPSIDE YOU CAN DREAM UP! Tucked toward the end of a quiet cul-de-sac on a well-kept street in established Almeda Park, this solid block 3-Bedroom/2-Bathroom home is ready for a buyer who can see the potential and make it their own as a nice handyman special. Inside, you’ll find a living room, a formal dining room, and TWO kitchens with all appliances included, a rare setup for a separate guest area or a chef’s dream remodel. Ceiling fans throughout keep a nice circulation of airflow with nice natural lighting. Off the back door, a flexible bonus room works as a home office or a second living room. Hardwood floors and ceramic tile run throughout and give you a great base to build on. Step out onto the stair deck overlooking a HUGE, beautiful, fully fenced backyard with room for a pool, garden, or outdoor kitchen. A double carport with an attached workshop shed adds space for projects, hobbies, and storage. Bring your vision and build equity from day one. It’s just off Cypress Gardens Blvd and minutes from Downtown Winter Haven, Lake Howard, the Chain of Lakes, LEGOLAND Florida, shopping, and dining, with easy access to US-17 and SR-60. Sold As-Is.

916 Avenue S Se, Winter Haven

Listing courtesy of EXP REALTY LLC. 888-883-8509

306 Avenue H  Se, Winter Haven
$259,900
3 Beds ⋅ 2 Baths ⋅ L4966459 MLS
Grab coffee downtown, browse the local shops, or meet friends for dinner just minutes from home. This newly remodeled 1925 Winter Haven home pairs classic character with a brand-new roof, brand-new A/C, and a refreshed interior. Inside, you’ll find 3 bedrooms, 2 bathrooms, and approximately 1,391 square feet of living space. Natural light fills the living and dining areas, and the kitchen features white cabinetry, plenty of counter space, and a stainless steel refrigerator and dishwasher. Out back, there’s room to plant a garden or set up an outdoor seating area, plus a detached outbuilding for extra storage. Schedule a showing at 306 SE Avenue H, then swing by downtown and get a feel for what it’s like to live this close.

306 Avenue H Se, Winter Haven

Listing courtesy of BHHS FLORIDA PROPERTIES GROUP. 863-701-2350

1550 11th Street Ne Unit H4, Winter Haven
$100,000
2 Beds ⋅ 2 Baths ⋅ S5161146 MLS ⋅ H BLDG.
Virtually Staged. LAKE BUCKEYE CONDO WITH A LAKEFRONT COMMUNITY POOL AND FISHING DOCK. Screened balcony, washer and dryer included, luxury vinyl plank floors and a building roof replaced in 2021. This 2-bedroom, 2-bath end unit offers 1,148 square feet of living space with a split-bedroom floor plan and stainless steel appliances. The open living and dining area has big windows and a ceiling fan, and sliding glass doors lead out to the covered, screened balcony. The galley kitchen has wood cabinets plus a stainless refrigerator, range and dishwasher. A laundry room past the kitchen holds the washer and dryer. The primary suite has a walk-in closet and its own bath with a walk-in shower, while the second bedroom sits on the opposite side of the home next to a full bath with a tub. Outside, the community offers a lakefront pool with a sun deck, a fishing dock, and assigned plus guest parking. The HOA covers exterior maintenance, grounds and the pool, so your weekends stay yours. Polk State College is about a mile away, downtown Winter Haven's restaurants and shops are about 2 miles, and LEGOLAND Florida Resort is less than 7 miles. Picture coffee on the balcony in the morning and evenings at the dock watching the light change over the lake. Buyer to verify all information, including HOA fees and pet and leasing rules.

1550 11th Street Ne Unit H4, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY AT THE LAKES. 407-566-1800

no property photo
$25,000
2 Beds ⋅ 2 Baths ⋅ 12064416 MLS
Looking for a comfortable home in a welcoming 55+ community? This partially furnished 2-bedroom, 2-bath manufactured home in Orange Manor East offers an inviting opportunity to enjoy relaxed Florida living! Major updates provide added peace of mind, with a NEW roof, A/C, and water heater-all just one year old! And here's an added bonus: The seller is offering to pay ONE MONTH OF LOT RENT for the new buyer! Land lease fee includes water, trash pickup, and amenities. Located in a well-established Winter Haven community, Orange Manor East offers a wonderful lifestyle with a clubhouse, swimming pool, shuffleboard, and opportunities to socialize and enjoy community activities. Conveniently located near shopping, restaurants, medical facilities, and Central Florida attractions, you'll appreciate having everyday conveniences close by. Contact us today to schedule your private showing!

188 Valencia Drive, Winter Haven

Listing courtesy of Patty Nee with Town and Country Mobile Homes Sales

828 Bunker Circle, #828 Unit #828, Winter Haven
$54,800
2 Beds ⋅ 2 Baths ⋅ 12064413 MLS
2 Bed | 1 Bath | 924 square foot | $54,800 (Hidden Golf Club- Lot 828) Enjoy the best of the Florida lifestyle in this beautifully renovated home located in a highly sought-after 55+ community! This spacious open, split floor plan home is furnished and move-in-ready! Home Highlights: New AC Ductwork, AC (2023), Newer Vapor Barrier (2024), Newer Roof, Bathrooms renovated in 2021, kitchen features large walk in closet, and much more! Primary bedroom has a walk in closet. Home has 2 sheds for all of your storage needs, plus seller is leaving a lawn mower and some tools. Outside you have 2 additional concrete pads perfect for parking your golf cart, grilling or just relaxing outside- so many different uses. Plus, golf cart is also included! Don't miss your opportunity to enjoy comfortable, carefree Florida living in a desirable community! Enjoy Community Amenities such as a private golf course with one-year FREE golf membership, clubhouse with organized activities and social events, 2 Heated swimming pools & spa- one overlooking the lake! Tennis and pickleball courts, fitness center and walking trail. As well as on-site restaurant and pub directly on beautiful Lake Henry! Gated entry and pet friendly. This welcoming community offers a perfect blend of relaxation, recreation, and social connection. Don't miss out on this gem in a peaceful, active adult neighborhood. Call and schedule a showing today!

828 Bunker Circle, #828 Unit #828, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities

528 Ituna Circle, Winter Haven
$339,900
4 Beds ⋅ 3 Baths ⋅ L4966443 MLS
New construction home with 2029 square feet one-story including 4 bedrooms, 2.5 baths, and an open living area. Enjoy an open kitchen with, Quartz countertops, Samsung stainless steel appliances, pantry, and a spacious counter height island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Jack-and-Jill Hall bath with an enclosed tub and toilet, accessed from bedrooms 3 and 4. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey.

528 Ituna Circle, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999

548 Ituna Circle, Winter Haven
$329,900
3 Beds ⋅ 2 Baths ⋅ L4966442 MLS
New construction home with 2005 square feet on one-story including 3 bedrooms, 2 baths, den, and an open living area. Enjoy an open kitchen with Quartz countertops, Samsung stainless steel appliances, a walk-in pantry, and a spacious island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. ***Please note - Virtual Tour/Photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey!

548 Ituna Circle, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999

381 Wharf Way, Winter Haven
$239,900
3 Beds ⋅ 3 Baths ⋅ L4966441 MLS ⋅ 1 BLDG.
Under Construction. Brand-new 3-bedroom, 2.5-bath two-story townhome with garage. The open-concept main level features a spacious living area, flex space, powder room, and private covered lanai. The professionally designed kitchen includes a breakfast bar, 36-inch soft-close birch cabinets, premium laminate countertops, walk-in pantry, and Samsung stainless steel appliances. Upstairs, the owner’s suite offers a walk-in closet and en-suite bath with dual vanities and a tiled shower, while two additional bedrooms share a dual-vanity hall bath. Features include luxury vinyl plank flooring in main areas and baths, stain-resistant carpet in bedrooms, LED lighting, built-in pest control, and energy-efficient construction with Low-E windows, R-30 insulation, and a programmable thermostat. Move-in ready and easy to maintain.

381 Wharf Way, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999

393 Wharf Way, Winter Haven
$239,900
3 Beds ⋅ 3 Baths ⋅ L4966440 MLS ⋅ 1 BLDG.
Under Construction. Brand-new 3-bedroom, 2.5-bath two-story townhome with garage. The open-concept main level features a spacious living area, flex space, powder room, and private covered lanai. The professionally designed kitchen includes a breakfast bar, 36-inch soft-close birch cabinets, premium laminate countertops, walk-in pantry, and Samsung stainless steel appliances. Upstairs, the owner’s suite offers a walk-in closet and en-suite bath with dual vanities and a tiled shower, while two additional bedrooms share a dual-vanity hall bath. Features include luxury vinyl plank flooring in main areas and baths, stain-resistant carpet in bedrooms, LED lighting, built-in pest control, and energy-efficient construction with Low-E windows, R-30 insulation, and a programmable thermostat. Move-in ready and easy to maintain.

393 Wharf Way, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999

5988 Foxhollow Drive, Winter Haven
$299,900
3 Beds ⋅ 2 Baths ⋅ L4966434 MLS
Fall in love with the space, updates, and outdoor lifestyle this beautifully refreshed Winter Haven property has to offer! Featuring 3 bedrooms, 2 bathrooms, and approximately 1,440 square feet, this home has been thoughtfully updated with NEW FLOORING and beautifully UPDATED BATHROOMS, giving it a fresh, modern feel. Situated on an impressive 0.41-acre oversized corner lot, this property offers the space and freedom you’ve been searching for! Step outside and discover your own private backyard retreat featuring an INGROUND POOL with SCREENED ENCLOSURE, perfect for enjoying sunny Florida afternoons, weekend gatherings, and relaxing poolside evenings. Inside, enjoy a spacious living area, vaulted ceilings, a split-bedroom floor plan, and a generously sized kitchen with abundant cabinetry, and ample counter space. A bonus room offers additional flexibility for a home office, hobby room, or extra living space. The outdoor possibilities continue with a fenced backyard, workshop, multiple storage sheds, storm shelter, and plenty of driveway parking. NO HOA! Enjoy the freedom of owning a property with room to spread out while remaining conveniently located near shopping, dining, and LEGOLAND Florida. Whether you’re searching for your next home, a place to entertain, or simply room to enjoy the Florida lifestyle, this property delivers an exciting opportunity! Updated, spacious, and packed with possibilities — this is one you won’t want to miss! Schedule your private showing today!

5988 Foxhollow Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY SMART 1. 863-508-3000

128 Lake Sears Drive, Winter Haven
$449,000
3 Beds ⋅ 2 Baths ⋅ TB8566586 MLS
LAKEFRONT LIVING, PRIVATE BOAT ACCESS, PRIZED BASS FISHING & ENERGY SAVINGS! Welcome to 128 Lake Sears in Winter Haven, where you can enjoy the best of Florida lakefront living! This special property offers private lakefront access, excellent bass fishing, and a private boat launch with boat lift, making it ideal for boating enthusiasts, fishing lovers, and anyone who appreciates life on the water. Inside, enjoy the comfort of central heating and cooling, complemented by brand-new mini-split systems in both the primary bedroom and Lanai/Florida room for personalized temperature control. The kitchen features beautiful new granite countertops and a new oven, while new flooring throughout and fresh interior paint give the home a clean, updated feel. Additional improvements include new fencing and a recently rescreened lanai (November), providing a wonderful space to relax and enjoy the outdoors. Energy efficiency is another standout feature! The property includes solar panels to help reduce electricity expenses, with the current owners reporting an average monthly electric bill of approximately $65. A well irrigation system helps maintain a healthy, lush lawn while providing added convenience for landscaping. Enjoy the best of both worlds: peaceful waterfront living with everyday conveniences close by. Publix supermarket is less than a mile away, making grocery shopping quick and easy. Whether you're looking for a year-round residence, a relaxing lake retreat, or a home where boating, fishing, and outdoor enjoyment are part of everyday life, 128 Lake Sears offers a wonderful opportunity to experience the Florida lifestyle. Don't miss your opportunity to make this special Lake Sears property your own!

128 Lake Sears Drive, Winter Haven

Listing courtesy of LPT REALTY, LLC. 877-366-2213

365 Wharf Way, Winter Haven
$229,900
3 Beds ⋅ 3 Baths ⋅ L4966418 MLS ⋅ 03 BLDG.
2-story new construction townhome with 1,604 square feet, 3 bedrooms, and a covered lanai, located in the brand-new Harbor of Lake Henry community. Downstairs, enjoy an open layout and a gourmet kitchen with, shaker-style wood cabinets, Samsung stainless steel appliances, including a pantry. The spacious gathering room opens to your covered lanai. The entire lower level and upstairs baths are finished with luxury vinyl plank flooring, with stain-resistant carpet in the bedrooms. Upstairs, you'll find three spacious bedrooms including your owner's suite complete with a walk-in wardrobe, linen closet, and a private en-suite bath with dual vanities and a tiled shower. Additional features for your convenience include a half bath downstairs, upstairs hall bath for the secondary bedrooms, energy-efficient insulation and windows, and a full builder warranty.

365 Wharf Way, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999

580 Ituna Circle, Winter Haven
$329,900
4 Beds ⋅ 2 Baths ⋅ L4966415 MLS
New construction home with 1819 square feet on one-story including 4 bedrooms, 2 baths, and an open living area. Enjoy an open kitchen with, Quartz countertops Samsung stainless steel appliances, a walk-in pantry, and a spacious counter height island, fully open to the dining café and gathering room. The living area, laundry room, and baths include luxury wood vinyl plank flooring, with stain-resistant carpet in the bedrooms. Your owner's suite is complete with a walk-in wardrobe and a private en-suite bath with dual vanities, a tiled shower, and a closeted toilet. Plus, enjoy a covered lanai, 2-car garage, custom-fit window blinds, architectural shingles, energy-efficient insulation and windows, and a full builder warranty. "Please note, virtual tour/photos showcases the home layout; colors and design options in actual home for sale may differ. Furnishings and décor do not convey.

580 Ituna Circle, Winter Haven

Listing courtesy of CAMBRIDGE REALTY OF CENTRAL FL. 863-797-4999

3205 Matthew Place, Winter Haven
$215,390
3 Beds ⋅ 3 Baths ⋅ O6456433 MLS
Under Construction. This upscale new Summit two-story townhome provides ample space to live and grow with a total of three bedrooms. The first level features a spacious and flexible open-concept layout shared between the kitchen 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.

3205 Matthew Place, Winter Haven

Listing courtesy of LENNAR REALTY. 800-229-0611

4084 Carteret Drive, Winter Haven
$259,900
2 Beds ⋅ 2 Baths ⋅ L4966379 MLS
Welcome to easy living in this gated 55+ community! This well-maintained 2 bedroom, 2 bathroom home with a dedicated office offers a comfortable and functional floor plan. Inside, you'll find laminate flooring throughout the living areas and bedrooms, with tile flooring in the kitchen and bathrooms for easy maintenance. Both bathrooms feature convenient walk-in showers. Major updates include a roof replaced in 2018 and an A/C system replaced in 2018, providing added peace of mind. The garage features a dedicated workshop area, perfect for hobbies, projects, or additional storage. Enjoy Florida living year-round with both a covered, screened-in back porch and an additional screened patio, offering plenty of space to relax or entertain. Residents of this gated community can also enjoy fantastic amenities, including a clubhouse, fitness center, and community swimming pool, perfect for staying active, socializing, or simply relaxing. Whether you're looking for a full-time residence or a seasonal retreat, this home offers comfort, convenience, and the opportunity to enjoy the 55+ community lifestyle!

4084 Carteret Drive, Winter Haven

Listing courtesy of KELLER WILLIAMS REALTY. 863-577-1234

377 BERN DR, Winter Haven
$48,900
2 Beds ⋅ 2 Baths ⋅ 12061928 MLS
From its corner lot, 377 Bern Drive offers an easygoing lake-community lifestyle with a partial view of Lake Henry from the split-level, screened-in Florida room. This turnkey Winter Haven listing was built in 1980 and features 1,144 square feet, two bedrooms, and two bathrooms. The pool and clubhouse are also within walking distance of the home. The owners replaced flooring with plywood and added carpet in both bedrooms. They also redid the bathrooms. The roof and HVAC system are reported to be approximately five years old, while the water heater is less than two years old. No polybutylene piping, also known as gray piping, remains. Most contents convey, although the seller will retain several items; request the exclusion list from the listing agent. Buyers should independently verify improvements, ages, and system performance. Swiss Village is a pet-friendly 55+ community set along Lake Henry beneath mature trees. Individual streetlamps complement the neighborhood setting, while a large clubhouse hosts varied planned activities. Recreation includes private boat docks, two swimming pools, two Jacuzzi spas, championship shuffleboard courts, miniature golf, horseshoes, and billiards. The current owner's 2027 monthly lot rent is $720. It includes pass thru tax, park amenities, and trash. Publix Super Market at Haines City Mall is about 2.5 miles away. OUT OF TOWN!?!? NO WORRIES!! VISIT THE LISTING AGENT'S WEBSITE TO EXPLORE THE VIRTUAL TOUR OR A ONE ON ONE VIRTUAL MEETING , THEN ARRANGE A PRIVATE SHOWING IN PERSON. FEEL FREE TO CALL, TEXT, OR EMAIL ME. I LOOK FORWARD TO BEING YOUR RAY OF SUNSHINE AND HELPING YOU CALL YOUR NEW HOUSE A HOME! Virtual showings are available, and paperwork with our company can be completed remotely. Lenders and communities may require in-person appointments or signatures. Feel free to call, text, or email me. I look forward to helping you call your new house a home! All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Our company does not and cannot guarantee or warrant the accuracy of this information or the condition of this property. Measurements are approximate. Some photographs may have been digitally enhanced for brightness, clarity, or presentation. These enhancements do not alter the home's physical features, layout, or condition. The buyer assumes full responsibility for obtaining current lot rent, fees, and pass-through costs, as well as all rules, regulations, and pet policies associated with the community, park, or home, directly from the community or park manager. Our company is not responsible for quoting these fees or policies. Pricing excludes administrative fees, tags, state and county taxes, and title fees. Financing is available through third-party lenders. Please contact the sales agent for additional information. Some listing photos have been virtually staged or manipulated by AI.

377 BERN DR, Winter Haven

Listing courtesy of Chrissy Walter with Sunset Home Sales

1700 6th Street Nw Unit C26, Winter Haven
$114,000
2 Beds ⋅ 1 Baths ⋅ P4940412 MLS ⋅ C BLDG.
EASY LIVING AT ITS FINEST! *MOVE-IN READY! REMODELED 2-BEDROOM CONDO IN AN ACTIVE 55+ COMMUNITY!** Enjoy comfortable, low-maintenance living in this beautifully remodeled 2-bedroom, 1-bath condo. Updates include brand-new vinyl flooring throughout, a modern kitchen with new appliances and solid-surface countertops, and an updated bathroom. Assigned covered parking is included! Enjoy the amenities of this active 55+ community, including a newly remodeled heated swimming pool, clubhouse, shuffleboard courts, grilling area, and convenient on-site car wash station. Public transportation is available right outside the community, with shopping, dining, medical facilities, and a hospital just minutes away. Centrally located between Tampa and Orlando, you'll appreciate the convenience and accessibility this location offers. **OWNER FINANCING WILL BE CONSIDERED!** Buyer approval required. Community is owner-occupied only; rentals are not permitted.

1700 6th Street Nw Unit C26, Winter Haven

Listing courtesy of CENTURY 21 WATSON & MYERS REALTY. 863-324-1000

6485 Peppertree Path Ne, Winter Haven
$159,000
2 Beds ⋅ 2 Baths ⋅ L4966219 MLS
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

Listing courtesy of RE/MAX EXPERTS. adockery@remax.net

235 Golf Aire Boulevard, Winter Haven
$300,000
3 Beds ⋅ 3 Baths ⋅ TB8563778 MLS
Move-In Perfect Golf Course Home on Nearly 1/3 Acre: Fourth Hole Views, Florida Room & Free Golf! Tee up the Florida lifestyle in this immaculate 3-bedroom, 2-bath home that truly needs nothing! Set on nearly a third of an acre along the 4th hole of Lake Bess Country Club & Golf Course, it enjoys sweeping fairway views while sitting perfectly positioned to stay clear of stray golf balls. Inside, a split-bedroom open plan, high ceilings, and solid surface countertops create a bright, easy flow. The primary suite offers an ensuite bath and two large walk-in closets, and an interior laundry room adds everyday convenience. The Florida room overlooks the course, making it the perfect spot for morning coffee or sunset views. Outside, mature landscaping with a majestic oak and magnolia trees frames the property. The large garage includes a side golf cart door, ready for your daily rounds. *Peace of mind is built in!* The tile roof was professionally inspected and resealed in 2023. Both the indoor air handler and outdoor A/C unit were replaced in 2023, and the hot water heater was replaced in August 2026. Additional updates include new front windows, a new refrigerator, and updated electrical breakers. Tucked past the clubhouse on a quiet dead-end street, it is a peaceful corner of the community. POA dues cover free golf, driving range, putting, pool and clubhouse access, grass cutting, and tree and bush trimming. No rentals allowed. Minutes from Legoland, Hwy 27, and I-4. More time for you to enjoy Florida living!

235 Golf Aire Boulevard, Winter Haven

Listing courtesy of ORCHARD BROKERAGE, LLC. 844-515-9880

363 ALPINE DR, Winter Haven
$43,990
2 Beds ⋅ 2 Baths ⋅ 12061909 MLS
This 1981-built manufactured home offers two bedrooms and two bathrooms and will convey partially furnished; request the inclusion list from the listing agent. A complete new roof-not a reshingle-was installed in 2024, including plywood replacement, add-on sealant, and a transferable 25-year GAF-certified warranty. Roofing over the carport, glass-enclosed sunroom, and laundry room/shed was also completely replaced following hurricane and hail damage, together with new gutters and downspouts. Exterior paint, shutters, window sealant, a modern front door, and outdoor lighting date to 2024, when mold, moisture, and wood-destroying insect inspections were completed. Inside, new plywood supports the living room, hallway, and small bathroom. The living room has laminate wood flooring, while the bathroom features quarter-inch Smokey Italian tile, a new vanity, medicine cabinet, and toilet. Two ceiling fans were added in 2025. Air-conditioning system received a complete ventilation cleaning in 2026. A Whirlpool refrigerator and stove arrived in 2026, as did a new lawn; the sprinkler system is already in place. Swiss Village is a pet-friendly 55+ community on Lake Henry with a clubhouse, planned activities, private boat docks, two pools, two Jacuzzi spas, miniature golf, shuffleboard, horseshoes, and billiards. The 2027 for current monthly lot rent is $675, including pass-through tax, trash service, and park amenities. OUT OF TOWN!?!? NO WORRIES!! VISIT THE LISTING AGENT'S WEBSITE TO EXPLORE THE VIRTUAL TOUR OR A ONE ON ONE VIRTUAL MEETING , THEN ARRANGE A PRIVATE SHOWING IN PERSON. FEEL FREE TO CALL, TEXT, OR EMAIL ME. I LOOK FORWARD TO BEING YOUR RAY OF SUNSHINE AND HELPING YOU CALL YOUR NEW HOUSE A HOME! Virtual showings are available, and paperwork with our company can be completed remotely. Lenders and communities may require in-person appointments or signatures. Feel free to call, text, or email me. I look forward to helping you call your new house a home! All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Our company does not and cannot guarantee or warrant the accuracy of this information or the condition of this property. Measurements are approximate. Some photographs may have been digitally enhanced for brightness, clarity, or presentation. These enhancements do not alter the home's physical features, layout, or condition. The buyer assumes full responsibility for obtaining current lot rent, fees, and pass-through costs, as well as all rules, regulations, and pet policies associated with the community, park, or home, directly from the community or park manager. Our company is not responsible for quoting these fees or policies. Pricing excludes administrative fees, tags, state and county taxes, and title fees. Financing is available through third-party lenders. Please contact the sales agent for additional information. Some listing photos have been virtually staged or manipulated by AI.

363 ALPINE DR, Winter Haven

Listing courtesy of Chrissy Walter with Sunset Home Sales

1384 Sheridan Street Sw, Winter Haven
$200,000
3 Beds ⋅ 1 Baths ⋅ O6456179 MLS
Welcome to this inviting 3-bedroom, 1-bath block home in Winter Haven! Step inside to a spacious living area with room to relax, entertain, and bring everyone together. The generous kitchen offers space for preparing everyday meals and hosting your favorite gatherings, while wood and ceramic tile flooring add character and practicality. Enjoy your morning coffee on the screened porch or wind down outdoors at the end of the day. The fenced yard provides space for gardening, outdoor activities, or creating your own backyard retreat. With three bedrooms, you have flexibility for guests, a home office, or your personal hobbies. Bring your decorating ideas and personal touches to make the spaces reflect your style. Discover the possibilities and schedule your private showing today!

1384 Sheridan Street Sw, Winter Haven

Listing courtesy of NEW HEIGHTS REALTY GROUP. 407-934-0305

6053 Southern Oaks Drive Se, Winter Haven
$136,900
2 Beds ⋅ 2 Baths ⋅ L4966370 MLS
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

Listing courtesy of LOCKHART & ASSOCIATES INC. 863-293-1234

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