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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

3941 Giorgio Drive, Winter Haven
$275,000
3 Beds ⋅ 2 Baths ⋅ TB8564432 MLS ⋅ Meritage Homes BLDG.
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

Listing courtesy of MERITAGE HOMES OF FL REALTY. 813-703-8860

1739 C Avenue Ne, Winter Haven
$257,715
3 Beds ⋅ 2 Baths ⋅ S5160994 MLS
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

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

660 C Avenue Sw, Winter Haven
$209,000
2 Beds ⋅ 1 Baths ⋅ S5160995 MLS
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

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

309 Lakeview Lane, Winter Haven
$49,900
3 Beds ⋅ 2 Baths ⋅ 12061292 MLS
** Exclusive Listing! Age 55+ Land Lease Community with monthly lot rent. Contact listing agent below for ALL showings and offers.** You could soon have your very own personal piece of Florida paradise as the new owner of this super spacious 1986 Jacobsen! Priced right at $49,900, and measuring 24x60, plus the 12x13 screen room, this home will provide approximately 1590 square feet of enjoyable living space, with THREE bedrooms and two bathrooms. The third bedroom could be the ideal home office, crafts room, or whatever you wish! It is in good condition, immediately available, and will be sold furnished, so you will have a definite head start on moving day! Your new home is located close to the community entrance, amenities, and mailboxes in Lake Fox Village of Winter Haven, a very active, friendly, and well managed 55+ adult community in the heart of Central Florida. The monthly lot rent of $592 includes use of park amenities. The annual pass-on tax is $532.44. This tremendous (rare three bedroom) home has all it takes to be your dream home; call today and let us help you make it yours! TWO RECENT UPDATES include the central A/C unit and the beautiful walk-in shower in the hall bathroom! This is a manufactured home on leased land. The land/lot is not included with the sale.

309 Lakeview Lane, Winter Haven

Listing courtesy of Shawna Kemp with Mobile Home Spot Inc.

150 El Dorado Unit 305, Winter Haven
$129,900
2 Beds ⋅ 2 Baths ⋅ G5120015 MLS ⋅ Hawaiian Building BLDG.
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

Listing courtesy of FLORIDA REALTY MARKETPLACE. 863-877-1915

241 ALPINE DRIVE, Winter Haven
$78,900
2 Beds ⋅ 2 Baths ⋅ 12051836 MLS
Waterfront living on Lake Henry gives 241 Alpine Drive a standout setting in Winter Haven's Swiss Village. This new listing is a 1986-built manufactured home with two bedrooms and two bathrooms, offered mostly turnkey aside from several personal belongings and select furniture pieces. Recent work includes a 2023 roof and a 2024 carport. The primary bedroom flooring has been updated, while a screened area was added along the driveway. An exterior dock extension creates more room by the water, and the area between the screened Florida room and shed has been enclosed. The shed and laundry area is finished with sheetrock. Swiss Village is an active, pet-friendly 55+ retirement community shaded by mature trees and accented by individual street lamps. Amenities include a large clubhouse with planned activities, two swimming pools, two Jacuzzi spas, private boat docks, championship shuffleboard courts, miniature golf, horseshoes, and a billiard room. Residents also enjoy the community's Lake Henry setting and convenient access to Central Florida attractions, shopping, restaurants, sporting venues, and hospitals. Monthly resident lot rent is $915 and includes trash service, pass-through charges, and park amenities. Prospective residents should verify community approval requirements, current fees, rules, pet policies, and amenity availability. Taste of Florida at Lang's is about 1.5 miles away, Publix is about 2.6 miles, Walgreens is about 3.1 miles, and Walmart Supercenter is about 3.5 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.

241 ALPINE DRIVE, Winter Haven

Listing courtesy of Chrissy Walter with Sunset Home Sales

138 JAY DRIVE, Winter Haven
$34,990
3 Beds ⋅ 2 Baths ⋅ 12054091 MLS
Discover modern comfort in this meticulously updated 3-bedroom, 2-bathroom home located at 138 Jay Dr., Winter Haven, FL. Spanning a generous 1248 sq ft, this residence boasts a comprehensive uplift to enhance both its aesthetics and functionality. Step inside to find double-pane windows, updated siding, gutters, and exterior insulation that improve energy efficiency. The floors have been revitalized, and the kitchen showcases all-wood cabinets with soft-close drawers, contributing to the modern feel of the home. The addition of a climate-controlled area adds extra comfort, while the exterior benefits from updated vinyl skirting and a new vapor barrier underneath. Security and convenience are prioritized with keyless entry and motion-activated lighting in selected areas. Nestled within the Winter Haven MHC 55+ community, residents enjoy amenities such as a pool, shuffleboard courts, and a clubhouse hosting various community activities. The pet-friendly policy welcomes even large dogs. The location further enhances your lifestyle with close proximity to essential services: Publix Super Market is just a short drive away, alongside easy access to transport options, including Winter Haven Station and local bus stops, and enjoy nature at the nearby Boat Launch park. The monthly land lease of $895.00 covers trash service and property taxes, making this an exceptional opportunity in Winter Weather. Embrace a life of comfort and convenience in this beautifully upgraded home. OUT OF TOWN!?!? NO WORRIES, WE CAN DO VIRTUAL SHOWINGS, AND WE CAN DO PAPERWORK REMOTELY. 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. The buyer assumes full responsibility for obtaining all current rates of lot rent, fees, and pass-on costs. Additionally, the buyer is responsible for obtaining all rules, regulations, pet policies, etc., associated with the community, park, or home from the community/park manager. Our company is not responsible for quoting said fees or policies. Pricing excludes administrative fees, tags, state and county taxes, and title fees. Financing is available through 3rd party lenders. Please contact the sales agent for additional information.

138 JAY DRIVE, Winter Haven

Listing courtesy of Chrissy Walter with Sunset Home Sales

1007 Mockingbird Circle, Winter Haven
$300,000
3 Beds ⋅ 2 Baths ⋅ O6454289 MLS
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

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

3946 Bedford Avenue, Winter Haven
$367,500
3 Beds ⋅ 2 Baths ⋅ L4966268 MLS
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

Listing courtesy of CLARK REALTY LLC. 863-345-2155

1400 Lake Elbert Drive Se, Winter Haven
$427,000
5 Beds ⋅ 6 Baths ⋅ O6455660 MLS
Welcome to this spacious 2-story home in Winter Haven, offering 5 bedrooms, 5.5 bathrooms, and a private pool. With room for everyone and a layout that works for multigenerational living, this property is ready for its next owner. Inside, the main-floor primary suite offers convenience and privacy, with a walk-in closet to match. A fireplace anchors the living area, adding warmth and a natural gathering spot. Upstairs, the additional bedrooms give family and guests plenty of space, and walk-in closets and extra storage throughout keep everything organized. A dedicated laundry room makes everyday chores easy. Outside, the private pool is ready for year-round Florida enjoyment, and the garage provides parking and additional storage. Don’t miss your chance to own this spacious Winter Haven home.

1400 Lake Elbert Drive Se, Winter Haven

Listing courtesy of SAFETYNET REALTY. 317-603-8743

4314 Mandolin Boulevard, Winter Haven
$315,000
4 Beds ⋅ 2 Baths ⋅ L4966262 MLS
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

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

325 Majestic Gardens Drive, Winter Haven
$345,000
3 Beds ⋅ 3 Baths ⋅ P4940324 MLS
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

Listing courtesy of CENTURY 21 MYERS REALTY. 863-875-5656

3391 Livingston Way, Winter Haven
$215,000
2 Beds ⋅ 2 Baths ⋅ P4940388 MLS
Welcome to your Florida retreat! This beautifully maintained 2-bedroom, 2-bathroom FURNISHED home offers low-maintenance living in a gated Winter Haven community filled with resort-style amenities! Whether you're searching for a full-time residence or seasonal getaway, this home is ready for you to move right in! Enjoy peace of mind with numerous updates, including a roof approximately 5 years old, NEW A/C February 2026, NEW range 2026, refrigerator approximately 2 years old, microwave 1 year old, and carpeting approximately 5 years old. Spend less time maintaining and more time enjoying Florida! The HOA takes care of exterior painting and front landscaping. Additional included services feature cable TV, internet, grounds maintenance, private roads, community pool, recreational facilities, management, and common area taxes. LOVE THE WATER? Enjoy lake access, community boat ramp, boat slips, dock, fishing, and beautiful waterfront areas! Cruise the neighborhood in your golf cart or enjoy the walking paths and sidewalks. Community amenities include a clubhouse, fitness center, swimming pool, tennis courts, dog park, parks, and gated entry! Conveniently located near shopping, dining, medical facilities, and Central Florida attractions. EXCITING PROPERTY TAX NEWS! With Florida's newly approved Amendment 3, establishing Florida residency by December 31, 2026, may qualify eligible homeowners for expanded homestead tax benefits without the new-resident waiting period! Residency and exemption requirements apply. Why spend another winter wishing you were in Florida? This furnished home offers comfort, convenience, and the Florida lifestyle you've been dreaming of! Schedule your private showing TODAY! Buyer approval and community restrictions apply. Verify HOA benefits, amenity availability, and tax eligibility.

3391 Livingston Way, Winter Haven

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

4030 Bedford Avenue, Winter Haven
$385,000
4 Beds ⋅ 3 Baths ⋅ O6455218 MLS
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

Listing courtesy of FATHOM REALTY FL LLC. bnunez@fathomrealty.com

1783 White Elephant Loop, Winter Haven
$364,900
5 Beds ⋅ 3 Baths ⋅ O6453743 MLS
Virtually Staged. ONLY $1,000 DOWN AT SIGNING! BUILDER PAYS THE REMAINING CLOSING COSTS! PLUS, A PROMOTIONAL 4.99% INTEREST RATE FIXED FOR THE FIRST 5 YEARS WITH A 5/1 ARM FOR QUALIFIED BUYERS! BRAND NEW, MOVE IN READY SINGLE FAMILY HOME WITH 5 BEDROOMS AND 3 FULL BATHROOMS! Why wait months to build when you can move right into a beautifully designed new construction home with incredible builder incentives? Welcome to 1783 White Elephant Loop, featuring the spacious Spring floor plan by LGI Homes in the desirable Peach Crossings community. This impressive home offers five generously sized bedrooms, three full bathrooms, and a thoughtfully designed layout that combines modern comfort, functionality, and plenty of room to grow. Step inside to discover bright, inviting living spaces perfect for everyday living and entertaining. With five spacious bedrooms, you'll have endless possibilities for a home office, guest accommodations, playroom, fitness room, or hobby space. The exceptional owner's suite provides a relaxing private retreat with plenty of room for a king sized bed, additional furnishings, and a cozy reading area. The adjoining bathroom features a beautiful dual sink vanity, convenient linen closet, and an impressive walk in closet offering abundant storage and organization. Three full bathrooms provide added convenience for busy households and visiting guests. Enjoy the benefits of brand new construction, modern finishes, and the peace of mind that comes with owning a newly built home. Peach Crossings offers a welcoming community atmosphere with a children's playground and picnic area, along with convenient access to nearby schools, shopping, dining, and everyday essentials. Whether you're looking for additional bedrooms, flexible living spaces, or a beautiful new home without the construction wait, this property checks all the boxes! With builder paid closing costs, incredible promotional financing, five spacious bedrooms, and immediate move in availability, this is an outstanding opportunity to own brand new construction at an exceptional value. Schedule your private showing today! Promotional financing and closing cost incentives are subject to buyer qualification, participating lender requirements, and program availability. The advertised 4.99% interest rate applies to the initial five year fixed rate period of a 5/1 adjustable rate mortgage, after which the rate may adjust.

1783 White Elephant Loop, Winter Haven

Listing courtesy of PREFERRED REAL ESTATE BROKERS. 407-440-4900

100 Alachua Drive, Winter Haven
$495,000
3 Beds ⋅ 2 Baths ⋅ L4966310 MLS
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

Listing courtesy of LA ROSA REALTY PRESTIGE. 863-940-4850

807 Eagle Pond Drive Unit 807, Winter Haven
$159,000
2 Beds ⋅ 2 Baths ⋅ L4965808 MLS ⋅ Building 8 BLDG.
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

Listing courtesy of COLDWELL BANKER REALTY. 863-294-7541

3123 Laurel Oak Ln, Winter Haven
$315,000
4 Beds ⋅ 2 Baths ⋅ P4940376 MLS
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

Listing courtesy of ASSOCIATE REALTY. 863-618-4000

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