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Browse All Winter Haven FL Between $300K - $400K Properties for Sale

$399,999
3 Beds 2 Baths Eloise Woods SubDv. 33884 Zip Code
Lake Views | Paid-Off Solar System | Mother-in-Law Suite | NO Flood Zone | Exceptional Upgrades | New Roof | Welcome to your own private retreat in the heart of beautiful Winter Haven, Florida! Perfectly positioned on an elevated home-site overlooking the peaceful waters of Lake Florence, this meticulously maintained 3-bedroom, 2-bathroom residence offers 2,167 square feet of thoughtfully designed living space, complete with an Attached Mother-In-Law Suite—perfect for multi-generational living, visiting guests, a home office, or added flexibility. From the moment you arrive, you’ll appreciate the quality, care, and countless upgrades that make this home truly move-in ready. Built with solid block construction and situated high and dry in NO FLOOD ZONE, this property delivers both comfort and peace of mind. Inside, the warm and inviting floor plan features rich pecan wood cabinetry, modern appliances, and a charming wood-burning fireplace that creates the perfect centerpiece for relaxing evenings or entertaining family and friends. The spacious 2-car garage provides plenty of room for vehicles, storage, and weekend projects. Designed with efficiency and long-term value in mind, this home boasts a remarkable list of improvements, including a 2020 roof, fully paid-off 2020 solar panel system, and 50-year transferable warranties on both the roof and solar system. With energy costs continuing to rise, you’ll enjoy the financial benefits of owning your solar system outright while dramatically reducing your monthly electric bills. Additional premium upgrades include a 2023 4-ton HVAC system, 2023 electrical panel, a 2023 mini-split system dedicated to the mother-in-law suite, Custom installed New South double-pane energy-efficient windows and front entry door backed by a lifetime warranty, and fresh exterior paint completed in 2026. In addition, an on-site utility shed, fully permitted with hurricane clips, power connected for additional storage to meet and exceed all of your storage needs! Wake each morning to breathtaking sunrises over Lake Florence, then unwind in the evening with spectacular Florida sunsets from your elevated vantage point. It’s the perfect setting to enjoy everything that makes Central Florida living so special. Ideally located just minutes from LEGOLAND Florida Resort, Winter Haven’s renowned Chain of Lakes, top-rated schools, shopping, dining, golf, and everyday conveniences, this home offers an exceptional combination of location, lifestyle, and lasting value. Homes with this level of craftsmanship, energy efficiency, flexible living space, and picturesque lake views are a rare find. Don’t miss your opportunity to own this incredible Winter Haven property—schedule your private showing today and experience Florida living at its finest.

128 N Lake Florence Drive, Winter Haven

$309,900
3 Beds 2 Baths Traditions Ph 01 SubDv. 33884 Zip Code
Welcome to 2820 Traditions Blvd S, located in the desirable 55+ gated community of Traditions at Lake Ruby in Winter Haven. This well-maintained Augusta model offers 3 bedrooms, 2 bathrooms, a spacious 2-car garage, and a peaceful pond-front setting. This home is perfect for Florida living! The open and comfortable floor plan provides beautiful pond views from the kitchen, dining area, living room, primary suite, and enclosed patio, allowing you to enjoy the tranquil Florida surroundings throughout the home. The kitchen offers ample cabinetry and workspace, while the spacious living areas create an inviting environment for both everyday living and entertaining. The split bedroom layout provides privacy for owners and guests alike. The enclosed patio is a wonderful space to relax, enjoy your morning coffee, or unwind while taking in the water views. Just outside your door, enjoy all that Traditions at Lake Ruby community provides, including a clubhouse, resort-style amenities, pool, fitness facilities, and recreational opportunities designed for an active adult lifestyle. Conveniently located in Winter Haven with easy access to shopping, dining, medical facilities, golf, and Central Florida attractions. Whether you are looking for a full-time residence or a seasonal retreat, this home offers comfort, convenience, and the opportunity to enjoy the relaxed lifestyle of Traditions at Lake Ruby.

2820 Traditions Boulevard S, Winter Haven

$328,500
3 Beds 2 Baths Acreage SubDv. 33880 Zip Code
Huge Price Improvement! Motivated Sellers!!! Bring All Offers!! If you've been waiting for a home on Crystal Beach Road, you already know they don't come available very often. It's one of those roads where neighbors wave, the pace slows down just enough, and people tend to stay for a long time. Now, here's your opportunity. With all the square feet in the home and the oversized garage the price per square feet is $189/sqft on a 1.5 acre lot. Thats pretty good Nestled on 1.5 beautiful acres with NO HOA, this property gives you the freedom to spread out, enjoy your space, and finally have room for all those hobbies you've been telling yourself you'll start someday. (Good news... the greenhouse is already here.) Major updates include a new roof (2020), freshly painted siding (2021), storage sheds with tie-downs (2021), a complete water system (2023), garage door opener and motor (2024), and a brand-new A/C (2025). Septic system Cleaned and inspected (2024), giving you confidence that the big-ticket items have already been addressed. Seller is offering a $1,000 credit in appliance upgrades to any buyer. Inside, you'll find luxury vinyl plank flooring throughout, large closets, convenient attic storage, and an oversized garage with plenty of room for vehicles, tools, toys, or that workshop you've always wanted. And the extras? They're the kind buyers love because they're already here. The washer and dryer stay, the ride-on mower stays (your back says thank you), the greenhouse stays, and the property is equipped with a whole-home propane generator, so when everyone else is hoping the lights come back on, you'll simply keep living life. Florida weather? You're ready. Hurricane shutters for every window offer added protection and peace of mind when storm season rolls around. This isn't just another house with acreage—it's a home that's been cared for, thoughtfully updated, and prepared for its next chapter. Whether you're sipping coffee as the sun rises over your property, working in the greenhouse, tinkering in the oversized garage, or simply enjoying the quiet that comes with country living, this is the kind of place that feels like home the moment you pull into the driveway. Homes on Crystal Beach Road are rare for a reason. Come see why... and don't be surprised if you find yourself wanting to stay. All information provided is deemed reliable. All information should be verified by all parties.

4604 Crystal Beach Road, Winter Haven

$399,900
4 Beds 3 Baths Traditions Ph 02 SubDv. 33884 Zip Code
Welcome to this beautifully maintained, energy-efficient 4-bedroom, 3-bath home in the highly desirable Traditions at Ruby Lake, a premier 55+ gated community offering the very best of Florida resort-style living. Situated on an oversized lot, this exceptional home features a desirable split floor plan Jack and Jill bathroom w/ walk-in tub and soaring high ceilings that create a bright, open, and spacious feel throughout. Thoughtfully upgraded for both comfort and efficiency, the home offers a spacious, expanded screened lanai with brick pavers—the perfect outdoor retreat for entertaining or enjoying a quiet evening—enhanced by customizable LED lighting to create the ideal ambiance. Energy-saving features include foam-core insulation in the concrete block walls, new Andersen windows, and a freshly painted exterior. Inside, you'll find hardwood flooring in the primary bedroom and front bedroom, which also makes an ideal home office. The kitchen is beautifully appointed with custom cabinetry, granite countertops, slate stainless steel appliances, and abundant storage. Custom maple shelving in the pantry, laundry room, and both linen closets adds both elegance and functionality. The primary bath also features granite countertops, completing the home's high-quality finishes. Designed for comfortable everyday living and effortless entertaining, this home offers generous living spaces that provide both privacy and flexibility for family and guests. HOA dues provide exceptional value and include weekly lawn and landscape maintenance, Spectrum TV service, and exterior house painting every seven years. Residents also enjoy full access to the community's impressive lakefront clubhouse, featuring a resort-style pool and spa, sauna, showers, a fully equipped fitness center, staffed front desk, library, business center, billiards room, craft room, and a spacious ballroom that hosts meetings, dances, entertainment, guest speakers, clubs, and social events. Outdoor amenities are equally impressive and include tennis, basketball, bocce ball, shuffleboard, pickleball, three community boat docks, a picturesque lakeside gazebo, and a paved walking path along the lake—perfect for morning strolls or evening exercise. If you're looking for a move-in-ready home with exceptional upgrades, low-maintenance living, and an active, resort-style lifestyle, this is the one you won't want to miss!

4132 Martindale Loop, Winter Haven

$320,000
4 Beds 2 Baths Mandolin SubDv. 33884 Zip Code
Under contract-accepting backup offers. POOL HOME + PAID-OFF SOLAR in the gated Mandolin community! This four-bedroom, two-bath Winter Haven home combines a private pool and raised spa with exceptionally low energy costs—the seller reports recent electric bills of approximately $40 per month. Inside, the single-story layout features vaulted ceilings, abundant natural light and durable hard-surface flooring throughout the main living areas. The kitchen offers granite countertops, rich wood cabinetry, stainless-steel appliances and a breakfast bar overlooking the adjoining dining and living spaces. The primary suite features a generously sized bedroom, walk-in closet and private bath with dual sinks, soaking tub, separate shower and private water closet. Three additional bedrooms provide flexibility for family, guests, a home office or hobby space, and the indoor laundry room adds everyday convenience. Step outside to your own Florida backyard retreat. An expansive paver deck surrounds the in-ground pool and raised spa, while the covered patio provides a shaded area for outdoor dining, relaxing and entertaining. The fenced yard and pool safety fence add additional convenience. PAID-OFF SOLAR PANELS offer another major benefit, with the seller reporting recent electric bills of approximately $40 per month. The home also includes an attached two-car garage and sits on approximately a quarter-acre lot. Conveniently located near LEGOLAND Florida, shopping, dining, medical facilities and major roadways, this home offers a hard-to-find combination of four bedrooms, a private pool and spa, gated community living and significant energy savings. Schedule your private showing today!

233 Mandolin Drive, Winter Haven

$359,900
3 Beds 2 Baths Audubon Place Sub SubDv. 33884 Zip Code
HUGE PRICE DROP! Welcome to this beautifully maintained 3-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in the desirable Audubon Place community of Southeast Winter Haven. Offering exceptional curb appeal with fresh interior and exterior paint, this move-in-ready residence showcases quality craftsmanship and extensive updates, including a NEW ROOF (2023), a BRAND-NEW HVAC system with ALL NEW DUCTWORK (2025), and a REME HALO whole-home air purification system (2025) for enhanced indoor air quality and year-round comfort. Inside, you'll be welcomed by soaring 12-foot ceilings, elegant rounded corner walls, extensive crown molding, detailed architectural arches, and an open-concept floor plan designed to maximize space and natural light. Tray ceilings enhance every bedroom, adding an extra touch of sophistication throughout the home. The chef-inspired kitchen is beautifully appointed with granite countertops, stainless steel appliances, crisp white cabinetry, under-cabinet lighting, and a large walk-in pantry offering abundant storage. The adjoining living area features rich flooring, a tray ceiling, a built-in media alcove, and expansive windows that create a warm and inviting atmosphere. The private primary suite serves as a relaxing retreat with a tray ceiling, spacious walk-in closet, and a luxurious ensuite bathroom featuring granite countertops, a dual-sink vanity, a dedicated makeup station, a soaking tub, and a separate walk-in shower. The additional bedrooms are generously sized, while the oversized laundry room offers exceptional functionality with built-in cabinetry, a utility sink, and included Maytag commercial washer and dryer. Step outside to your own private backyard oasis featuring a beautiful paver lanai, matching paver walkway and 2 car garage with paver driveway and an expansive screened outdoor living space complete with ceiling fans and an included hot tub. The fully fenced backyard is surrounded by mature landscaping, providing the perfect setting for entertaining, relaxing, or enjoying Florida's year-round sunshine. For added value, the drapes and area rugs throughout the home will remain, making your move even easier. Located in a well-maintained community with a low HOA of just $38 per month, residents enjoy peaceful streets, attractive deed restrictions, and a prime location just minutes from shopping, restaurants, the Audubon Sanctuary with scenic walking trails, Garden Grove Elementary School, the Audubon Nature Trail, LEGOLAND Florida Resort, Peppa Pig Theme Park, Downtown Winter Haven, Winter Haven Hospital, and the area's renowned Chain of Lakes. With convenient access to Highway 27 and the Polk Parkway, commuting to both Orlando and Tampa is simple. Beautifully updated, thoughtfully maintained, and truly move-in ready, this exceptional home offers timeless style, modern comfort, and quality upgrades throughout.

1015 Robin Lane, Winter Haven

$359,000
3 Beds 2 Baths Hills/Lk Elbert SubDv. 33881 Zip Code
Welcome to this spacious and beautifully maintained 3-bedroom, 2-bath home offering over 2,280 square feet of living space on a desirable corner lot in an established Northeast Winter Haven neighborhood near Lake Elbert. With tasteful updates, multiple living spaces, and the rare opportunity to purchase the home completely furnished, this property is move-in ready. The remodeled kitchen serves as the heart of the home, featuring granite countertops, lots of cabinets, a built-in wall oven, cooktop, and microwave—creating the perfect space for preparing meals and entertaining family and friends. The adjoining great room offers an inviting place to gather, highlighted by a charming decorative fireplace that adds warmth and character. One of the home's standout features is the spacious downstairs bonus room with direct exterior access, providing incredible flexibility. Whether you need a media room, game room, home office, fitness area, guest quarters, or potential in-law suite, this versatile space can easily adapt to your lifestyle. Upstairs, the oversized primary suite offers a generous walk-in closet, while two additional bedrooms provide comfortable accommodations for family or guests. Both bathrooms have been tastefully remodeled. Throughout the home you'll find durable wood, ceramic tile, and laminate flooring—there's no carpet to maintain. Additional features include an enclosed sunroom, inside laundry room, abundant storage, a detached workshop/storage building, a fenced backyard, and two convenient parking areas with both a circular driveway and a traditional driveway. Major updates provide added peace of mind, including replacement windows installed in 2021 and a roof replaced in 2018. Being offered completely furnished, this home presents an outstanding opportunity for buyers looking for a primary residence, seasonal Florida retreat, or a property that can be enjoyed immediately. Its flexible floor plan and convenient location also make it an attractive option for those considering long-term rental opportunities. Conveniently located just minutes from Lake Elbert, Polk State College, Winter Haven Hospital, downtown Winter Haven, shopping, restaurants, medical facilities, and the area's beautiful Chain of Lakes, this home combines generous living space, thoughtful updates, and exceptional versatility in one desirable package.

1500 Avenue G Ne, Winter Haven

$314,900
4 Beds 2 Baths Peach Crossings SubDv. 33884 Zip Code
Inside you'll find premium upgrades throughout, from high end finishes and designer details to an open concept layout built for both everyday living and entertaining. Why wait to build when you can move right in? This quick move in home gives you the best of both worlds brand new construction without the wait plus incentive that make it an opportunity you don't want to miss. Welcome to the Summit model in Peach Crossings a beautifully designed, brand-new home offering four bedrooms, two bathrooms, and a bright open-concept layout. High ceilings create an airy feel throughout, while the spacious living area flows seamlessly into a stylish kitchen featuring ample counter space and brand new Whirlpool appliances, including a refrigerator, stove, dishwasher, and microwave. A large hall closet adds valuable storage for everyday convenience. The owner’s suite provides a relaxing retreat with a generously sized bedroom and a private en-suite bathroom complete with dual sinks and a sleek step-in shower. The family room is perfect for entertaining or unwinding, with plenty of space for a sectional and media setup ideal for movie nights or casual gatherings. Step outside to your private lanai, perfect for enjoying Florida evenings, while the professionally landscaped front yard adds great curb appeal. Located in Polk County, Peach Crossings offers a peaceful setting with convenient access to shopping, dining, and local attractions. Residents also enjoy community amenities like a playground and picnic area, along with access to highly rated Polk County schools. With all upgrades included, this home is truly move-in ready. Schedule your private tour today! Not sure if you’re ready to own? This brand new construction home is available to lease for just $2,515 per month as well!

1802 White Elephant Loop, Winter Haven

$400,000
4 Beds 3 Baths Southeast Terrace SubDv. 33880 Zip Code
Under contract-accepting backup offers. Move-in ready, No HOA, 4-bedroom, 3-bath pool home with extensive updates and an incredible screened outdoor living space! This spacious, well-maintained home offers the perfect blend of functionality and comfort with both formal and informal living areas, a formal dining room, and a thoughtfully designed loor plan. The updated kitchen features a center island, double sink, abundant cabinet storage, generous counter space, and plenty of room for gathering with family and friends. Beautifully renovated bathrooms and fresh interior paint give the home a modern, welcoming feel. The true showstopper is the expansive screened lanai and pool area. Designed for year-round Florida living, this amazing outdoor retreat features a sparkling pool, multiple seating and entertaining spaces, ceiling fans for added comfort, and plenty of room to host everything from family cookouts to relaxing evenings by the pool. Major improvements provide peace of mind, including a 5-year-old metal roof, new windows throughout with a transferable lifetime warranty, two HVAC systems (one new and one replaced in 2019), a 2-year-old water heater, and 2-year-old vinyl fencing. Conveniently located just off one of Winter Haven's main corridors, you'll enjoy easy access to shopping, dining, medical facilities, schools, and major roadways while coming home to your own private backyard oasis. If you've been searching for space, updates, and an outdoor entertaining area that truly stands out, this home is a must-see!

1826 6th Street Se, Winter Haven

$312,999
4 Beds 3 Baths Villa Mar SubDv. 33884 Zip Code
Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5394 San Pietro Drive, Winter Haven

$319,999
4 Beds 3 Baths Villa Mar SubDv. 33884 Zip Code
Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5449 San Pietro Drive, Winter Haven

$324,999
4 Beds 3 Baths Villa Mar SubDv. 33884 Zip Code
Virtually Staged. Under Construction. Turquesa BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. The Turquesa is the ultimate family haven, a two-story home featuring 4 bedrooms, 2.5 bathrooms and a private 2-car garage. This home offers an open concept living space designed for both relaxation and entertainment. The half bathroom off the foyer ensures every guest feels at home while the extended foyer opens to the main living and dining area. Featuring luxury vinyl plank flooring and convenient indoor-outdoor living with a lanai through sliding glass doors, it’s a haven of comfort and style perfect for gatherings. The kitchen includes stunning quartz countertops and sleek stainless-steel appliances. Enjoy the spacious upstairs recreation room and the convenience of a laundry room just steps away from the bedrooms. The owner's suite is a secluded retreat with oversized his-and-her walk-in closets, dual vanity and a walk-in shower. Completing this expansive home is the smart thermostat with voice control and professionally designed landscaping, this is truly the epitome of family-friendly luxury! Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5445 San Pietro Drive, Winter Haven

$364,499
5 Beds 3 Baths Villa Mar SubDv. 33884 Zip Code
Under Construction. Indigo BELOW MARKET INTEREST RATES with use of Seller's Preferred Lender. Check out the Indigo, a spacious two-story, 5-bedroom, 3-bathroom, 2-car garage home perfect for growing families or hosting guests. Enter the impressive foyer with soaring ceilings that creates an immediate sense of openness. From the foyer, the home effortlessly flows into the main living areas and kitchen. With quartz countertops throughout, stainless-steel appliances and a smart thermostat for energy efficient climate control, the Indigo brings all the things that matter together. The downstairs guest suite and bathroom are tucked away for added seclusion, while the open concept living space is perfect for entertaining. Upstairs, you'll find a generously sized recreation space, ideal for family time or unwinding. The owner's suite is a true sanctuary, featuring a walk-in shower, double vanities, and a spacious walk-in closet. A laundry room with a new washer and dryer is just off the owner’s suite, conveniently located near the 3 additional bedrooms and full bathroom. The Indigo is as functional as it is stylish, providing the perfect balance of comfort and modern living. Close to it all, Villa Mar places you near the natural beauty of the Winter Haven Chain of Lakes, the charm of downtown Winter Haven, and family fun at LEGOLAND® Florida Resort. Back at home, residents enjoy community amenities including a pool, dog park, playground, and walking trails.  Images shown are for illustrative purposes only and may differ from actual home. Completion date subject to change. Contact or make an appointment for more details on interest rates.

5437 San Pietro Drive, Winter Haven

$319,600
3 Beds 2 Baths Haven Homes Sub SubDv. 33880 Zip Code
NO HOA. NO CDD. IN GROUND POOL. NEW HVAC. NEW ROOF. Welcome to 2230 W Central Ave, where timeless character meets modern updates on an oversized double lot in the heart of Winter Haven. This well-maintained 3-bedroom, 2-bath home offers comfortable living with inviting spaces designed for everyday life and entertaining. Step inside to a welcoming parlor that flows into the dining room, creating a warm and functional layout. The kitchen features a picturesque window overlooking the backyard and includes Samsung stainless steel appliances. Just off the kitchen, the spacious family room provides a cozy retreat with direct access to the LARGE screened porch. The backyard is the true centerpiece of this property. Enjoy Florida living year-round with a large screened enclosure surrounding the sparkling in-ground pool, offering plenty of space for outdoor dining, relaxing, and entertaining family and friends. Recent improvements provide added value and peace of mind, including a NEW ROOF installed in November 2024, a NEW HVAC Carrier system installed in 2022, and an A.O. Smith water heater. Outdoor enthusiasts will appreciate the public boat ramp to Lake Howard just two blocks away, along with ample driveway parking for your boat, trailer, or additional vehicles. With its spacious lot, major updates, fantastic outdoor living space, and convenient location close to shopping, dining, parks, and the Chain of Lakes, this move-in-ready home is a wonderful opportunity. Come see this gem today!

2230 W Central Avenue, Winter Haven

$324,900
4 Beds 2 Baths Haven Terrace SubDv. 33880 Zip Code
INVESTOR OPPORTUNITY, HOUSE HACK DREAM, OR MULTI-GENERATIONAL LIVING! Welcome to 113 Avenue C SE, Winter Haven, FL, a beautifully maintained and FULLY FURNISHED income-producing property offering exceptional flexibility and value! Situated on a single parcel, this unique property features a charming 3 BEDROOM, 1 BATH main home currently operating as a successful AIRBNB, along with a DETACHED 1 BEDROOM, 1 BATH IN-LAW SUITE with its own private entrance, separate address (258 1st St S, Winter Haven, FL 33880), and alley access, currently rented for $1,095 /MONTH. Both units have been UPDATED, with ROOFS AND A/C SYSTEMS REPLACED WITHIN THE LAST 3-5 YEARS, allowing peace of mind for years to come. The front home showcases beautiful ORIGINAL HARDWOOD FLOORS, while the rear apartment features attractive WOOD-LOOK TILE flooring. Built in 1950, this property has been exceptionally cared for and is in GREAT CONDITION while maintaining its timeless character. Whether you're looking to HOUSE HACK, generate immediate RENTAL INCOME, accommodate extended family, or expand your investment portfolio, this property checks every box. Located just a SHORT WALK TO DOWNTOWN WINTER HAVEN, you'll enjoy local restaurants, breweries, coffee shops, farmers markets, and year-round community events. Winter Haven continues to experience tremendous growth with ongoing DOWNTOWN REDEVELOPMENT, major investments in public amenities and infrastructure, expanding logistics and employment opportunities through the Central Florida Integrated Logistics Park, and continued economic development expected over the coming years. Conveniently located approximately 10 minutes from LEGOLAND Florida Resort, 45-60 minutes to Walt Disney World, 50-60 minutes to Orlando International Airport, and about 1 hour to Tampa International Airport, this location offers easy access to Central Florida's world-famous attractions while benefiting from Winter Haven's rapidly expanding job market, vibrant downtown, and outstanding quality of life. Whether you're an investor seeking multiple income streams or a homeowner looking for a property that helps pay for itself, this is a RARE opportunity you won't want to miss!

113 Avenue C Se, Winter Haven

$316,900
4 Beds 2 Baths Harmony On Lake Eloise SubDv. 33884 Zip Code
Under Construction. Welcome to the Baldwin, a stunning four-bedroom, two-bathroom home located in the heart of Winter Haven, Florida at our Harmony at Lake Eloise community. As you enter the foyer to this beautiful designed home, you are greeted by with an open concept living space featuring luxury vinyl flooring throughout. The kitchen overlooks the dining and living room, while having a view to the oversized outdoor living space. The well-appointed kitchen features an island with bar seating, plentiful cabinet with beautiful quartz countertops and stainless-steel appliances, making entertaining a breeze. Bedroom one, located off the living space, has an en suite bathroom with double vanity and spacious walk-in closet providing ample space for storage. Three additional bedrooms and one full bath are located at the front of the home along with a closet and laundry room. The Baldwin seamlessly integrates smart home technology, offering convenience and enhanced living experiences. With its spacious layout and contemporary finishes, the Baldwin in Harmony at Lake Eloise provides the perfect blend of style and functionality for today's discerning homeowner. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1738 Hummingbird Road, Winter Haven

$300,000
4 Beds 3 Baths Crescent View SubDv. 33884 Zip Code
Under contract-accepting backup offers. **WELCOME TO CRESCENT VIEW – SPACIOUS LIVING IN A PRIME WINTER HAVEN LOCATION!** Perfectly positioned in the desirable Crescent View community, this beautifully maintained 4-bedroom, 3-bath home with a 2-car garage offers the ideal combination of comfort, space, and convenience. Built in 2008 and featuring soaring ceilings, an open-concept layout, and abundant natural light, this home is designed for both everyday living and effortless entertaining. The spacious kitchen overlooks the expansive living and dining areas and offers abundant cabinetry, granite countertops, a breakfast bar, pantry, and plenty of prep space for family gatherings. The split-bedroom floor plan provides privacy for the generously sized primary suite, complete with a large walk-in closet, dual vanity, garden tub, and separate walk-in shower. Three additional bedrooms and two full guest baths provide flexible space for family, guests, or a home office. One of the home's standout features is the oversized all-weather enclosed porch, added in 2014, creating an incredible year-round living space perfect for relaxing, entertaining, or enjoying Florida's beautiful weather regardless of the season. Step outside to the fully fenced backyard with plenty of room for pets, play, or future outdoor amenities. Families will appreciate the unbeatable location—**just a short walk to highly regarded Chain of Lakes Elementary School**—while enjoying the benefits of a friendly neighborhood with a **low HOA**. Conveniently located near shopping, dining, medical facilities, parks, and Winter Haven's renowned Chain of Lakes, this home offers easy access to everything Central Florida has to offer. **Notable Features & Updates:** * 4 Bedrooms | 3 Full Bathrooms * 2-Car Garage * Built in 2008 * Open-concept floor plan with soaring ceilings * Spacious kitchen with granite countertops, breakfast bar, pantry, and abundant cabinetry * Private primary suite with walk-in closet, garden tub, dual vanities, and separate shower * Split-bedroom layout * Oversized all-weather enclosed porch (added 2014) * Fully fenced backyard * **New roof (2018)** * Low HOA fees * Walking distance to Chain of Lakes Elementary School * Convenient access to shopping, restaurants, parks, and Winter Haven's famous Chain of Lakes Don't miss this exceptional opportunity to own a spacious move-in-ready home in one of Winter Haven's most convenient neighborhoods!

6549 Crescent Loop, Winter Haven

$355,000
3 Beds 2 Baths Lake Ashton West Ph 01 SubDv. 33884 Zip Code
Welcome to 5337 Hogan Lane, Winter Haven, Florida 33884. This home for sale in Lake Ashton is located behind the secure gates of Lake Ashton, a Premier, Florida 55 Plus Community. This Biscayne Floor Plan home offers 1,833 sq. ft. living area, a covered and screened lanai, concrete pad in the back of the home and a paver driveway and paver walkway from the driveway to the side garage door. 5337 Hogan Lane is ideally situated on a premium lot with peaceful water view and no rear neighbors. From the moment you arrive, the home’s curb appeal stands out with well maintained and mature landscape. The poured curbing and stone in the landscaped areas will catch your attention. Inside, the bright open floor plan is spacious and inviting, with triple sliding glass doors in the Living Room and Double Sliding Glass doors in the Dinette Area. The sliders provide access to the screened/covered lanai—perfect for relaxing and enjoying the tranquil water views year-round. The sought-after floor plan features a beautifully designed kitchen with 42” cabinetry with Moulding, Corian countertops, Under-cabinet lighting, Tiled backsplash, Breakfast bar seating, Wine Rack holder, and a window over the sink. There is also a window in the dinette area that allows natural light to fill the space. The primary suite offers serene pond views and includes an En-Suite bath with His and Her Vanities, 2 walk in closets, a soaking tub, and a separate room that includes a walk in shower with glass door enclosure, toilet and linen closet. A pocket door provides privacy between the Vanity and Shower areas. The guest bedroom and bath are located on the front of the home. A pocket door provides privacy for your overnight guests. The Flex Room has double doors that provide separation from the Living Room. The Flex Room is currently being used as a bedroom with twin beds and desk. It could easily be used as a Craft Room, too. Tile flooring runs throughout the main living areas for easy maintenance, while the bedrooms have comfortable carpeting. The laundry room is conveniently located off the kitchen and includes a solar tube and storage cabinetry. The garage offers a wash sink, Epoxy coating on the garage floor, the garage door has glass inserts, and a side door. Updates in this home include: A/C (2022), Water Heater (2019). Lake Ashton offers resort-style living with two 24-hour manned gatehouses, two clubhouses, heated indoor and outdoor pools, an indoor lap pool, fitness center, two championship 18-hole golf courses, pro shop, movie theater, bowling alley, billiards room, card rooms, arts and crafts studio, ballroom, three dog parks, and RV and boat storage. Schedule your private tour today.

5337 Hogan Lane, Winter Haven

$375,000
4 Beds 3 Baths Terranova Ph 04 SubDv. 33884 Zip Code
Set on a spacious .24-acre homesite in the gated Terranova community, this beautifully designed 4-bedroom, 3-bathroom home offers over 2,400 square feet of comfortable living space with a layout that perfectly balances openness and privacy. Mature fruit trees, a low HOA, and no CDD fees make this an exceptional opportunity in one of Winter Haven’s most desirable neighborhoods. Inside, you'll find an inviting open-concept design filled with natural light, enhanced by tile flooring throughout the main living areas and plush carpet in the bedrooms. The split-bedroom floor plan provides added privacy, making it ideal for families, guests, or multi-generational living. Spacious gathering areas flow seamlessly into a separate dining space featuring custom built-in shelving and a convenient sliding glass door leading to the backyard. The heart of the home is the generously sized kitchen, complete with a breakfast bar, abundant cabinet storage, and plenty of workspace for cooking and entertaining. Just beyond, the screened patio offers the perfect place to enjoy Florida’s year-round sunshine while overlooking the expansive backyard. Retreat to the oversized primary suite, where wide windows bring in beautiful natural light. The suite also features a large walk-in closet and a private ensuite bath with a soaking tub, separate shower, and dual functionality designed for everyday comfort. Additional highlights include a 2-car garage, three full bathrooms, ample storage throughout, and a thoughtfully designed single-story floor plan that maximizes both space and convenience. Located just minutes from LEGOLAND Florida Resort, shopping, dining, major roadways, and Winter Haven’s renowned Chain of Lakes, this home combines the tranquility of a gated community with easy access to everything Central Florida has to offer. Call now and schedule your viewing today because space, functionality, and location come together beautifully in this Terranova gem.

306 Terranova Boulevard, Winter Haven

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