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1716 TERRY CIR NE, Winter Haven
$270,000
3 Beds ⋅ 2 Baths ⋅ 11831509 MLS
Welcome to 1716 Terry Circle NE, Winter Haven, FL 33881, a beautifully maintained and fully furnished home offering the perfect blend of comfort, convenience, and investment potential. This move-in-ready property features ceramic tile flooring throughout, updated bathrooms, and a bright, open floor plan with spacious living and dining areas that flow seamlessly into a large kitchen with breakfast bar seating and all stainless steel appliances included. The thoughtfully designed layout provides privacy for the primary bedroom, separating it from the additional bedrooms to create a peaceful retreat. Tasteful furnishings and décor are included, making this a truly turnkey opportunity for homeowners, seasonal residents, or investors alike. The neutral color palette, abundant natural light, and functional layout create a warm and inviting atmosphere ideal for everyday living or entertaining guests. Adding to the home's value and peace of mind is a roof that is only five years old. One of the property's most attractive features is the absence of HOA fees and restrictions, offering greater flexibility and freedom for the new owner. Conveniently located in the heart of Winter Haven, the property is just minutes from LEGOLAND Florida Resort and Peppa Pig Theme Park Florida, making it an excellent choice for vacation home buyers and visitors. Residents will also enjoy easy access to the Winter Haven Chain of Lakes, offering endless opportunities for boating, fishing, and outdoor recreation. Nearby shopping, dining, schools, medical facilities, and the vibrant downtown district provide everything needed for comfortable Florida living. With convenient access to major highways connecting Orlando and Tampa, this fully furnished home presents a rare opportunity to own a turnkey property in one of Central Florida's fastest-growing and most desirable locations. Showings will begin next week, so don't miss your chance to explore all that this exceptional home has to offer and schedule your private tour today.

1716 TERRY CIR NE, Winter Haven

Listing courtesy of Carlos R. De Jesus with EXIT REALTY 4CORNERS

105 Laurel Cove Way Unit 105, Winter Haven
$189,000
2 Beds ⋅ 2 Baths ⋅ L4962492 MLS ⋅ 105 Laurel Cove Way BLDG.
Beautiful lake-view condo in Winterset! This ground-floor 2-bedroom, 2-bath residence offers amazing views of Lake Winterset, part of the renowned Winter Haven Chain of Lakes. The spacious great room features tile flooring, sliding glass doors to the screened porch, and stunning lakefront vistas. Just off the kitchen is a comfortable dining area, creating an inviting space for everyday living and entertaining. The kitchen is beautifully appointed with custom Kraft Maid wood cabinetry, granite countertops, a breakfast bar, and a complete appliance package. The primary bedroom enjoys peaceful lake views and includes plush carpeting with a gel pad, a large 11' X 7' walk-in closet, a ceiling fan, sliding doors to the patio, and an en-suite bath featuring dual sinks, quartz countertops, and an oversized walk-in shower with a seamless glass door. The guest bedroom is generously sized at 13' x 10', offering ample closet space and convenient access to the guest bathroom, which features quartz countertops and tile flooring. The screened porch is the perfect place to relax and enjoy breathtaking lakefront views and spectacular sunsets. Residents enjoy true resort-style living with access to a community clubhouse, pool, spa, shuffleboard courts, tennis & Pickleball courts. The highly desirable location offers close proximity to shopping, dining, schools, medical facilities, and LEGOLAND Florida Resort. Additional features include a private storage room off the patio, inside laundry, a tile roof, air conditioning, 24-hour security, meticulously maintained grounds, assigned parking, and ample guest parking. This is Florida lakefront living at its finest.

105 Laurel Cove Way Unit 105, Winter Haven

Listing courtesy of CROSBY & ASSOCIATES, INC.. 863-293-5600

854 Sand Trap Circle, Winter Haven
$48,900
2 Beds ⋅ 2 Baths ⋅ 11819056 MLS
MOVE-IN READY, FULLY RENOVATED, AND GOLF CART INCLUDED! Looking for an affordable Florida getaway or the perfect place to enjoy your next chapter? This beautifully renovated 2-bedroom, 2-bath home in Hidden Golf, a popular gated 55+ community just outside Winter Haven, is ready for you! Offering 924 square feet of refreshed living space, this home has been updated inside and out, with beautiful landscaping and an inviting new epoxy-coated double driveway. Step inside and discover fresh interior paint, new vinyl plank flooring throughout, an updated kitchen featuring laminate countertops and new appliances, beautifully updated bathrooms, and new plumbing fixtures. Need a little extra space? You'll love the separate updated office, ideal for working remotely, hobbies, reading, or creating your own personal retreat. The desirable split-bedroom floor plan places the two spacious bedrooms at opposite ends of the home, offering privacy for both owners and guests. The primary suite features a full ensuite bathroom with a convenient walk-in shower. Enjoy even more living space in the fully enclosed Florida room, perfect for entertaining, relaxing, or simply enjoying Florida's beautiful weather. Major improvements include a NEW SHINGLE ROOF (2023) and NEW HVAC SYSTEM (2024). A new stackable washer and dryer are conveniently located in the shed. Parking is a breeze with the double driveway and golf cart corral. And here's an extra bonus that makes this property even more appealing: A GOLF CART IS INCLUDED WITH THE SALE! The home is being sold as photographed, making it easy to picture yourself settling into your new Florida home. The current monthly lot rent is just $585, which the new owner will inherit for the remainder of 2026, subject to verification with park management. Hidden Golf offers an affordable, resort-style lifestyle in a desirable gated 55+ community. Enjoy TWO SWIMMING POOLS, TWO CLUBHOUSES, an 18-hole executive golf course, an onsite pub and restaurant, lake access, an off-leash dog park, tennis and pickleball courts, shuffleboard, bocce ball, an exercise room, billiards room, and outdoor storage. The friendly and active community offers plenty of opportunities to socialize and have fun, including dances, potlucks, card games, bowling and golf leagues, golf cart parades, church services, live entertainment, and holiday celebrations. Conveniently located just outside Winter Haven in the heart of Central Florida, you'll enjoy easy access to shopping, dining, fishing, sporting events, entertainment, and the area's popular theme parks. Both Florida coasts are also within reach for day trips and weekend getaways. Park approval is required for all prospective residents and includes a background check. Although this is a 55+ community, applicants age 40 and older may apply, subject to community approval. Financing may be available through third-party lenders. If you've been searching for a renovated, move-in-ready Florida home with extra living space, wonderful amenities, and a golf cart included, this is an opportunity you won't want to miss! Call one of the listing agents today for more information or to schedule an onsite or virtual tour. Come enjoy the Florida lifestyle you've been dreaming about!

854 Sand Trap Circle, Winter Haven

Listing courtesy of Patti Alvin with Sunset Home Sales

2610 San Marco Way, Winter Haven
$326,900
4 Beds ⋅ 2 Baths ⋅ L4962574 MLS
2610 San Marco Way is a beautifully maintained Highland Homes Raychel floor plan in the Villamar community of Winter Haven, offering 4 bedrooms, 2 bathrooms, an open layout, and several upgrades that have already been completed for the next owner. One feature that makes this home especially worth a look is the CDD. When the current owner purchased the home, the builder paid off the debt portion of the CDD, resulting in a lower annual CDD assessment than homes where that debt portion is still being collected. That can mean a more comfortable monthly housing payment for the next owner. Inside, the kitchen is centered around a large island overlooking the living and dining areas and now features a beautiful new backsplash that adds a finished touch to the space. An oversized walk-in pantry provides plenty of storage, while the open layout gives you plenty of room for everyday living and entertaining. The spacious owner’s suite features a tray ceiling, walk-in closet, and private ensuite bath. The home also includes several improvements that buyers often have to add after purchasing new construction. The front porch is screened, the rear lanai is screened for additional outdoor living space, and the backyard is fully fenced. Window treatments, ceiling fans, gutters, and a water softener are also already in place. Villamar residents enjoy a resort-style community pool, playground, and walking trails. The neighborhood is conveniently located near LEGOLAND Florida Resort, the new Publix shopping center, restaurants, medical facilities, and major roadways. With the upgrades already completed and the debt portion of the CDD paid off, 2610 San Marco Way offers some meaningful advantages over starting from scratch with new construction. It’s move-in ready, comfortable, and already has many of the extras that make a house feel like home.

2610 San Marco Way, Winter Haven

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

75 BERN DR, Winter Haven
$49,990
2 Beds ⋅ 2 Baths ⋅ 11802486 MLS
**Your Central Florida retreat awaits.** This 2-bedroom, 2-bathroom manufactured home in Swiss Village - a 55+ active adult community - delivers comfort, convenience, and a lifestyle most only dream about. Inside, you'll find a freshly painted interior that feels bright and inviting from the moment you walk through the door. A powerful 3-ton A/C unit installed in 2023 keeps every room cool during those warm Florida afternoons, while both toilets have been recently replaced for added peace of mind. The home arrives partially furnished, letting you settle in without the hassle of starting from scratch. Two sunrooms expand your living space beautifully, offering sun-drenched spots to unwind with a book or gather with friends. Swiss Village knows how to elevate everyday living. Sharpen your short game on the mini-golf course, take a refreshing dip in one of two heated swimming pools, or cast a line lakeside. Shuffleboard courts and a lively clubhouse keep the social calendar full, and the gated entrance adds a layer of security and privacy. Pets under 40 pounds are welcome to call this home, too. Everyday errands couldn't be easier - Publix is under three miles away, and Winter Haven Hospital sits just 7.5 miles down the road. Craving adventure? Disney is only 30 miles out, LEGOLAND just 12, and Bok Tower Gardens a scenic 15-mile drive. Monthly lot lease is an affordable $624, which includes park amenities, pass-through tax, and trash. Don't let this one slip away. VISIT THE LISTING AGENT'S WEBSITE TO EXPLORE THE VIRTUAL TOUR, THEN ARRANGE A PRIVATE SHOWING IN PERSON. OUT OF TOWN? NO WORRIES! We offer virtual showings and can complete paperwork remotely. Feel free to call, text, or email for more information. I look forward to being your Ray of Sunshine and 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 guarantee or warrant the accuracy of this information or the condition of the property. Measurements are approximate. The buyer assumes full responsibility for verifying current lot rent, fees, pass-on costs, community rules, regulations, and pet policies directly with community management. Financing is available through third-party lenders. Sales price does not include taxes, dealer fees, or administrative fees. Please contact the sales agent for additional information.

75 BERN DR, Winter Haven

Listing courtesy of Chrissy Walter with Sunset Home Sales

2748 San Marco Way, Winter Haven
$305,750
3 Beds ⋅ 2 Baths ⋅ O6413542 MLS
Spacious 3-Bedroom Home with Investment Potential Welcome to this beautifully maintained home featuring three generously sized bedrooms, including a primary suite with a walk-in closet, offering ample storage and comfort. The two additional bedrooms each feature built-in closets, perfect for family, guests, or tenants. Enjoy the convenience of two full bathrooms, a bright and open floor plan, and expansive living and dining areas that create the perfect space for entertaining or relaxing. The modern kitchen is both stylish and functional, ready for daily cooking or hosting gatherings. Additional highlights include a 2-car attached garage for secure parking and storage, and ceiling fans in all bedrooms and the living room, ensuring comfort and energy efficiency year-round. The home is also equipped with seamless gutters around the entire house, offering long-term durability and low maintenance. Whether you're looking for a primary residence or a smart investment property, this home checks all the boxes. With its spacious layout, attractive features, and low-maintenance upgrades, it’s a fantastic opportunity for investors seeking long-term value and strong rental appeal. Don't miss out—schedule your showing today and discover the potential this property offers!

2748 San Marco Way, Winter Haven

Listing courtesy of WRA BUSINESS & REAL ESTATE. 407-512-1008

599 Century Drive, #599 Unit #599, Winter Haven
$55,000
2 Beds ⋅ 2 Baths ⋅ 11819053 MLS
2 Bed | 2 Bath | 784 square foot | $55,000 (Hidden Golf Club- Lot 599) Enjoy the Florida lifestyle in this highly sought after 55+ community. This beautifully maintained home with lovely curb appeal has too many updates to list! Home Highlights - Indoor laundry, Roof (2023), New Windows (2023) with brand new blackout shades, New cabinet and newer appliances, newer laminate flooring (2023) and new hot water heater. Outside you will find a water softener system that uses no electricity, new downspouts and hurricane tie downs, and a sprinkler system. And you will absolutely love the huge lanai for relaxing and entertaining! Plus, extra pad for parking your golf cart. Home did pass a 4-pt inspection last year. Furnishings are negotiable. 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 trails. 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!

599 Century Drive, #599 Unit #599, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities

1549 Drexel Ave Ne, Winter Haven
$400,000
2 Beds ⋅ 2 Baths ⋅ S5151595 MLS
This architecturally significant residence offers a rare blend of iconic mid-century design and historical provenance. One of only a few remaining original 1957 Craney Spec homes, the home was designed by celebrated architect Gene Leedy. Regarded as a legend and an icon, Leedy’s importance in history is prominent as a pioneering architect of the Sarasota School of Architecture movement, famous for integrating mid-century modernism with Florida’s climate. This historic residence showcases Leedy’s signature aesthetic, seamlessly merging natural surroundings with interior and exterior living spaces. Meticulously maintained landscaping and fig vines accent the perimeter walls, adding to the property's quintessential style. Clean lines and a seamless connection between interior and exterior spaces define the home’s architectural character. Floor-to-ceiling sliding glass walls, Ocala block creating the illusion of mixing an interior and exterior boarder, highlighted with exposed structural beams. This definitely details his talent for displaying the beauty of raw materials rather than covering them up. Drexel Avenue remains a celebrated example of Leedy's Florida climate-responsive Mid-Century Modern homes. In 1989, the home was remodeled by Leedy himself. The redesign improved functionality by extending the primary bedroom and primary bathroom walls, adding depth while creating additional storage and a more versatile living space. Other interior highlights include rich tongue-and-groove wood ceilings, a floating gas fireplace, and wide unobstructed views of the peaceful landscape. The kitchen and both bathrooms have been gutted, providing a blank canvas for a personalized restoration, allowing you to blend historic character with modern convenience. The dining area overlooks the courtyard, creating a stronger connection to the outdoors. The guest bedroom can also serve as an office, with a sliding glass wall that opens to the backyard. Other features include interior and exterior post-and-beam construction, an enclosed garage, original wrought-iron front gate, outdoor shower, tankless water heater, ample storage, track lighting throughout, central air conditioning, lush gardens, a relaxing courtyard for enjoying Florida's cooler days and evenings, and an eight-foot perimeter wall with ambient downlighting throughout. Gene Leedy chose to bring his modernist vision to Winter Haven, a city uniquely shaped by his work. Winter Haven is situated between Orlando and Tampa and surrounded by lakes and year-round pleasant weather. The Lake Elbert Trail is just two blocks away, and downtown is an easy bike ride or enjoyable walk. Polk State College and other everyday conveniences are only minutes from Drexel Avenue. One or more photos have been virtually staged to recreating the landscape of what was lost during the severe winter freeze. The home’s remodel (after interior cosmetic demolition) is complete, with the goal of preserving the home’s key historic mid-century elements. Key areas of improvement are: New electric wiring throughout the home; all new CPVC plumbing replaced original galvanized plumbing; non-tempered sliding glass door glass is replaced with modern tempered safety glass and new sliding glass door track glides--so the walls of glass slide easily. The original frames from the sliding glass doors are preserved, thus maintaining the home’s historic integrity. Come and be part of the few who enjoy living in a Gene Leedy Home!

1549 Drexel Ave Ne, Winter Haven

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

3357 Timberline Road W, Winter Haven
$255,000
4 Beds ⋅ 2 Baths ⋅ O6416140 MLS
Welcome to 3357 Timberline Rd W, located in the charming city of Winter Haven, FL. This exquisite house, a wonderful opportunity to experience comfortable living in a desirable location. Currently renting as an Airbnb. The home boasts a timeless design, showcasing a welcoming exterior that hints at the warmth found within. As you step inside, you'll be greeted by well-appointed spaces that cater to both relaxation and entertainment. The layout of this property is thoughtfully designed to provide functionality and style. Experience the convenience of living in a home that meets your needs, whether you're relaxing in your favorite space or hosting gatherings with loved ones. The exterior of the property complements the interior, offering a harmonious balance of indoor and outdoor living. Enjoy all that this beautiful home has to accord in the heart of Winter Haven.

3357 Timberline Road W, Winter Haven

Listing courtesy of BEYCOME OF FLORIDA LLC. 844-239-2663

124 Center Street, Winter Haven
$155,000
3 Beds ⋅ 2 Baths ⋅ L4962572 MLS
Virtually Staged. Short Sale. Investor Special! (short sale requiring 3rd party approval) Don't miss this opportunity to transform this 3-bedroom, 2-bath block home into something truly special. Featuring a newer roof and AC system, some of the major improvements have already been completed, providing a solid foundation for your renovation plans. Whether you're an investor searching for your next flip, looking to add to your rental portfolio, or a buyer ready to create your dream home, this property offers incredible potential. Situated in a convenient Central Florida location, you'll be close to shopping, dining, major highways, world-famous theme parks, and both the Gulf and Atlantic Coast beaches. Bring your tools, creativity, and vision. This handyman special is ready for its next chapter! Seller is working cooperatively with the lender to facilitate a smooth transaction. Experienced short sale negotiator involved.

124 Center Street, Winter Haven

Listing courtesy of LIVE FLORIDA REALTY. 863-868-8905

3184 Royal Tern Drive, Winter Haven
$286,900
3 Beds ⋅ 2 Baths ⋅ L4962612 MLS
Imagine yourself starting each morning with a cup of coffee on your covered lanai, enjoying the peaceful Florida weather before the day begins. Step inside this beautifully upgraded 3-bedroom, 2-bath split-plan home and you’ll immediately notice the care that’s been put into every detail. From the updated flooring throughout the bedrooms, living room, and dining room to the stunning epoxy countertops in the kitchen and bathrooms, this home blends comfort and style effortlessly. The kitchen has been refreshed with a modern backsplash, while new ceiling fans in the living room and primary bedroom add the perfect finishing touch. Outside, you’ll enjoy the privacy of a fully fenced backyard, a whole-home water filtration system, and the peace of mind that comes with a new roof installed in 2023. Conveniently located just minutes from I-4, shopping, dining, and entertainment, you’ll have everything you need close to home. Plus, enjoy access to two community pools and a community playing field. This isn’t just a house—it’s where movie nights become traditions, morning coffee becomes a ritual, and ordinary moments become memories. Ready to make it yours? Let’s schedule your private showing today.

3184 Royal Tern Drive, Winter Haven

Listing courtesy of OPULENT REALTY INTERNATIONAL. 863-323-7778

4158 Rolling Oaks Drive, Winter Haven
$119,900
2 Beds ⋅ 2 Baths ⋅ P4938916 MLS
Walk right in to this fully furnished home located in Oakwood Estates, a 55+ community. The kitchen is laid out perfect for entertaining and contains a large pantry for storage. The living area is open and spacious with cathedral ceilings to make it feel even more open. The area currently used for a dining area could also be used as a family room or second living area. The primary bedroom can easily accommodate a king sized bed. The walk in closet offers plenty of space for all your clothes. The air conditioner is approximately 4 years old and the roof over offers extra insulation value to the home. Oakwood Estates offers many activities and amenities to keep you as busy as you would like, or just sit back and enjoy the peaceful community.

4158 Rolling Oaks Drive, Winter Haven

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

4840 Old Lucerne Park Rd, Winter Haven
$400,000
3 Beds ⋅ 2 Baths ⋅ P4938821 MLS
Relax and Enjoy Lakefront Living on Beautiful Lake Lucerne! Situated on 0.84 acres, this updated 3-bedroom, 2-bath home offers stunning views of Lake Lucerne from the second-floor balcony, wraparound deck, screened porch, and spacious backyard. Even better, all three bedrooms feature sliding glass doors overlooking the lake, bringing the beauty of the waterfront indoors. The inviting living room showcases a stone fireplace with cedar wood walls to accent, creating warmth and rustic charm. Numerous updates include fully remodeled bathrooms, refreshed kitchen, new flooring throughout, new interior doors, roof (2019), A/C (2017), tankless hot water heater (2024), and water softener. Whether you're relaxing on the porch, entertaining on the deck, or simply enjoying the peaceful lake views, this property offers the perfect blend of comfort, character, and waterfront living. This home is in a successful vacation rental program and is being offered turnkey and ready to go for the next home owner or an investor interested in continuing the rental opportunity. Don't forget to view the attached 3-D Interactive Tour for a virtual walkthrough of the home.

4840 Old Lucerne Park Rd, Winter Haven

Listing courtesy of POLK REAL ESTATE LLC. 863-679-1710

151 1st Street, Winter Haven
$249,000
3 Beds ⋅ 2 Baths ⋅ O6413676 MLS
Virtually Staged. NO HOA !!!!! BUILT IN 2023 - Welcome to this beautifully maintained 3-bedroom, 2-bath home built in 2023. Situated at the end of a quiet dead-end street, this property offers a functional layout with an open-concept living area designed for comfortable everyday living and entertaining. The kitchen features granite countertops, a large breakfast bar, ample cabinet space, and a spacious pantry. The primary bedroom features en-suite and living areas are filled with natural light, creating a bright and inviting atmosphere throughout the home. Outside, enjoy a generously sized backyard with banana and mature trees providing shade and privacy, along with a storage shed for additional convenience. The attached one-car garage adds extra storage and parking flexibility. Conveniently located near shopping, dining, schools, major roadways, and the many amenities Winter Haven has to offer, this move-in-ready property presents an excellent opportunity for homeowners and investors alike.

151 1st Street, Winter Haven

Listing courtesy of MILLI REAL ESTATE SERVICES LLC. 407-274-6202

3250 Dundee Road, Winter Haven
$1,550,000
L4962388 MLS
Income producing property located on 1 acre. This well-maintained commercial property on Dundee Road in Winter Haven offers an exceptional opportunity for investors and future owner-users alike. The main building encompasses approximately 7,341 square feet of office and production space and is currently leased to a printing company, providing immediate income potential. Featuring strong visibility with an estimated traffic count of 19,000 vehicles per day, the property is equipped with six central air conditioning units, serving the entire main building. The interior includes three private offices, a conference room, server room, break room, and separate men's and women's restrooms, with the remaining space dedicated to printing operations. The building is serviced by three-phase power electric service through TECO, city water and sewer, telephone & internet, making it suitable for a wide range of commercial uses. There is a John Deere powered diesel generator for back up power needs. Constructed of durable cinder block and brick, the property features ceiling heights of 10 and 12 feet, an 8-foot-wide by 7-foot-tall drive-up door, and a 10-foot-wide by 12- foot-tall dock-high loading door. Additional improvements include an 800- square-foot block storage building and a 400-square-foot storage shed. The site provides 20 designated parking spaces, with additional parking available in the rear. The roof was replaced approximately four years ago, adding to the property's value and appeal. Investors can continue to benefit from the existing tenant, while future owner-users may have the opportunity to occupy the property upon lease expiration. Please contact the listing agent for current lease terms and additional details.

3250 Dundee Road, Winter Haven

Listing courtesy of CROSBY & ASSOCIATES, INC.. 863-293-5600

265 Majestic Gardens Lane, Winter Haven
$294,999
3 Beds ⋅ 2 Baths ⋅ L4962565 MLS
Located in a desirable gated community on a oversized corner lot, paved driveway and low HOA fee and convenient access to everything Central Florida has to offer. 3 BEDROOM WITH OFFICE! This spacious and well-maintained home offers flexibility, comfort, and thoughtful upgrades throughout. Step inside to discover a bright and airy floor plan featuring a spacious living room with soaring vaulted ceilings and an open-concept design perfect for both everyday living and entertaining. The kitchen overlooks the main living area, creating a seamless flow, and features solid wood cabinetry, ample counter space, and plenty of storage. The versatile office can easily be converted into a fourth bedroom, providing additional space for family, guests, or a home office. The spacious primary suite is a true retreat, complete with elegant tray ceilings and a luxurious en-suite bathroom featuring dual vanities, a relaxing garden tub, walk-in shower, and a large walk-in closet. Additional highlights include a roof replaced in 2022, two AC units for enhanced comfort and efficiency, a large rear lanai perfect for outdoor relaxation, and a storage shed offering extra space for tools and equipment. Ideally situated in Winter Haven, you'll enjoy easy access to excellent shopping, dining, and entertainment options. Popular destinations include the vibrant downtown Winter Haven district, numerous waterfront restaurants along the Chain of Lakes, and shopping at nearby centers featuring national retailers and local boutiques. Outdoor enthusiasts will appreciate the area's beautiful lakes, parks, boating opportunities, and recreational amenities. Families and visitors alike will enjoy being just a short drive from LEGOLAND Florida Resort, one of Central Florida's premier attractions. Whether you're looking for a growing family home, extra space for remote work, or simply a peaceful gated community lifestyle, this exceptional property offers the perfect combination of location, value, and functionality. SELLER OFFERING A FLOORING CREDIT!

265 Majestic Gardens Lane, Winter Haven

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

Lake Blue Drive Nw, Winter Haven
$109,000
TB8516744 MLS
Build your dream home on this beautiful 0.25-acre Lakefront lot located on Lake Blue Dr NW in the established Inwood community of Winter Haven, Polk County. Offering Direct Frontage on scenic Lake Blue, this waterfront parcel presents a rare opportunity to enjoy lakefront living in the heart of Central Florida. Zoned RL-3 Residential, the property is suitable for a single-family residence or modular home. The lot features approximately 10,720 square feet, paved road frontage, electricity available at the street, nearby city water, and private septic service. With direct lake access and beautiful water views, this property is ideal for a custom home, seasonal retreat, or long-term investment. Enjoy the Florida waterfront lifestyle with opportunities for boating, fishing, kayaking, paddleboarding, and relaxing lake views right from your backyard. Located within a designated Opportunity Zone, the property offers additional long-term investment appeal while remaining conveniently situated near major transportation corridors, including Havendale Boulevard (SR 544), US Highway 92, US Highway 17, and Interstate 4, providing excellent connectivity throughout Central Florida. Conveniently located approximately 10 minutes from Downtown Winter Haven, 15 minutes from Auburndale, 20 minutes from Lakeland, 35 minutes from Walt Disney World, 50 minutes from Orlando International Airport (MCO), and approximately 1 hour from Tampa International Airport (TPA). Nearby amenities include Publix, Walgreens, Wawa, Planet Fitness, restaurants, medical facilities, shopping, entertainment, and everyday conveniences. No HOA. Direct lake frontage. Opportunity Zone location. Paved road access. City water nearby. Electricity available. Financing available with as little as 20% down for qualified buyers.

Lake Blue Drive Nw, Winter Haven

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

301 Terranova Boulevard, Winter Haven
$379,900
4 Beds ⋅ 2 Baths ⋅ 11802707 MLS
Discover this spacious 4-bedroom, 2-bath, 1,960 SqFt home in the gated Terranova community of Winter Haven, offering the comfort, privacy, and location today's buyers are looking for-all just minutes from LEGOLAND Florida Resort. Step inside to an inviting and functional layout with generous living spaces designed for everyday comfort and entertaining. Outside, enjoy your own private retreat with a fully fenced backyard and relaxing spa/jacuzzi-perfect for unwinding after a long day or enjoying Florida living year-round. Terranova offers the added benefits of gated access, NO CDD, and a low HOA, providing an attractive combination of community living and affordability. The home is conveniently located near shopping, dining, medical facilities, schools, entertainment, and major Central Florida destinations. The property is equipped with leased solar panels. The solar will be transferred to the buyer subject to the solar provider's requirements and approval. Additional information regarding the solar is available upon request. Ask about available financing and down payment assistance options that may help make homeownership more accessible. Schedule your private showing today and discover everything 301 Terranova Blvd

301 Terranova Boulevard, Winter Haven

Listing courtesy of Rosa Nieves with Maktub Realty

301 Terranova Boulevard, Winter Haven
$379,900
4 Beds ⋅ 2 Baths ⋅ S5151390 MLS
Discover this spacious 4-bedroom, 2-bath, 1,960 SqFt home in the gated Terranova community of Winter Haven, offering the comfort, privacy, and location today’s buyers are looking for—all just minutes from LEGOLAND Florida Resort. Step inside to an inviting and functional layout with generous living spaces designed for everyday comfort and entertaining. Outside, enjoy your own private retreat with a fully fenced backyard and relaxing spa/jacuzzi—perfect for unwinding after a long day or enjoying Florida living year-round. Terranova offers the added benefits of gated access, NO CDD, and a low HOA, providing an attractive combination of community living and affordability. The home is conveniently located near shopping, dining, medical facilities, schools, entertainment, and major Central Florida destinations. The property is equipped with leased solar panels. The solar will be transferred to the buyer subject to the solar provider’s requirements and approval. Additional information regarding the solar is available upon request. Ask about available financing and down payment assistance options that may help make homeownership more accessible. Schedule your private showing today and discover everything 301 Terranova Blvd

301 Terranova Boulevard, Winter Haven

Listing courtesy of MAKTUB REALTY. 407-930-3530

203 Avenue C  Ne, Winter Haven
$75,000
O6414107 MLS
Prime mixed-use redevelopment opportunity in one of Winter Haven’s most strategic growth corridors. Located directly across from Winter Haven Hospital, this vacant parcel offers exceptional potential for investors, builders, and developers seeking a highly visible location with strong future redevelopment potential. The property is situated within a Mixed-Use (MU) district that allows up to four residential dwelling units per lot and building heights of up to four stories, providing flexibility for residential, mixed-use, or income-producing projects. Its proximity to major employment centers, healthcare facilities, retail, dining, and downtown Winter Haven further enhances its long-term investment appeal. An exceptional opportunity exists to expand the development footprint through the acquisition of the adjacent parcel at 204 Ave C NE (see separate MLS#O6413665), as well as 209 Ave C NE (coming soon), creating the potential for a larger multi-parcel redevelopment project in a rapidly evolving area. Opportunities to assemble contiguous properties in such a strategic location are increasingly limited. Whether acquired individually or as part of a larger assemblage, this vacant parcel presents a compelling opportunity for developers and investors seeking density, flexibility, and a premier location directly across from one of the region’s largest healthcare campuses.

203 Avenue C Ne, Winter Haven

Listing courtesy of MBA REALTY GROUP, INC. 407-291-4665

4132 Sprucewood Street, Winter Haven
$124,000
2 Beds ⋅ 2 Baths ⋅ P4938951 MLS
Location! Location! Location! This beautiful fully furnished home in Oakwood Estates is located next to the pool, tennis courts, and smaller clubhouse. Walk into the lanai as you enter the home. Once inside the home you will find a cozy family room and an open and and appealing kitchen just perfect for entertaining. The living room beyond the kitchen is open and spacious. The refrigerator was new in 2025. The guest bedroom opens onto the guest bath giving your overnight guest their own bathroom. The primary bedroom is large enough for a king sized bed, plus lots of closet storage space. The laundry with new washer and dryer is located inside the home. The roof was done in 2019 and the air conditioner in 2024. And if that isn't enough, there is new carpet throughout the home. Oakwood Estates is a 55+ community offering many activities and amenities. You can stay as busy as you would like, or just sit back and watch the world go by.

4132 Sprucewood Street, Winter Haven

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

1302 Lake Elbert Dr Se, Winter Haven
$589,500
5 Beds ⋅ 5 Baths ⋅ L4962421 MLS
Come and See this Amazing Lake Front Home Located in the Water Skiing Capital of the World, on Lake Elbert in Winter Haven, FL. As you enter the front door of this beautiful Home the hardwood floors will delight your eyes as you look down the long foyer to the right that leads pass the kid's 2 Bedrooms area for them to enjoy, to a large Family room with Lake Views that will be one of your favorite places to relax. Going back down the foyer you will end up seeing the 1st floor Master King Ensuite with Lake views and a private bathroom on the left, and the Stunning Gourmet Kitchen on the right flowing into a light-filled Dining Sunroom with Lake Views, perfect for entertaining. This Home is the ideal home to Live in full time, or Enjoy it here during your favorite time of the year, or use it for a short term rental or longer term while you're at your other home. This Home easily sleeps 10 with it's 5 Bedroom, 4.5 Bathrooms, a kid's area that will sleep 4, while the Adults can appreciate 3 King Master Ensuites with their own Bathrooms. The kid's 2 bedrooms area with a bathroom circles back with a door into the Kitchen, the HUB of the home. You can go out the rear door to the nice patio and the 2 car Garage / Game Room that also has the Laundry Room and a Full Bathroom with a walk in Shower. Back inside, going up to the 2nd floor you have a door going out to the balcony in the front of the home over the 1st floor patio that allows for the peaceful Lake views. The other 2 Master King Ensuites with Walk in Closets and Private Full Bathrooms. Sitting on almost 1/2 acre on a hill up from the Lake, this AMAZING HOME with so much to love and could be Yours's to ENJOY all year or create a Great Cash Flow for your Retirement. It is only about a 10 minutes drive to LEGOLAND, and aproxamently 30 minutes or so to DISNEY WORLD, UNIVERSAL STUDIOS, SEA WORLD, and OTHER PARKS, and only about 1.5 hours to the BEAUTIFUL FLORIDA BEACHES OR EITHER SIDE OF THE STATE. Come and See this Amazing Home the is Priced to SELL.

1302 Lake Elbert Dr Se, Winter Haven

Listing courtesy of ELEVATE REAL ESTATE BROKERS. 954-772-3870

445 Talamone Drive, Winter Haven
$519,990
5 Beds ⋅ 3 Baths ⋅ P4938949 MLS
Unfurnished and move in ready! Nestled within the exclusive gated community of Tuscany, a charming neighborhood of just 19 homes in Southeast Winter Haven, this 5 bedroom, 3 bath pool home offers over 3,300 square feet under roof on a private 0.33 acre lot. Designed for both comfortable living and entertaining, the home features a dedicated office, formal dining room, living room, and an impressive 25' x 17' poolside bedroom / bonus room complete with a custom wall-to-wall hardwood entertainment center, surround sound, upgraded lighting, tile flooring, and ceiling fan. The spacious kitchen showcases abundant Kraft Maid cabinetry, granite countertops, generous workspace, and a sunny breakfast nook overlooking the pool. A thoughtfully designed triple-split bedroom floor plan provides privacy for family and guests, while multiple access points lead to the screened pool and outdoor living areas. The spacious primary suite features a double-sink vanity, garden tub, separate shower, private water closet, and oversized walk-in closet. It also as access to the pool area. Additional highlights include hand-scraped real wood flooring throughout most of the home, including the primary suite, an outdoor summer kitchen with built-in gas grill, sink, and refrigerator, indoor laundry room, oversized two-car garage, expanded driveway with parking for up to eight vehicles, a separate entrance to the bonus room, and mature landscaping with an irrigation system on a dedicated meter. The large private backyard offers plenty of space beyond the screened pool area, creating a peaceful retreat while remaining conveniently located less than a mile from schools and Publix supermarket. Experience this exceptional property like never before with a 3D Interactive Virtual Tour or Virtual Reality featuring a 2D Floor Plan and immersive 3D Dollhouse Model, plus a 360-degree Interactive Aerial Virtual Tour showcasing the entire Tuscany community and panoramic views as far as the eye can see. The home features a stunning collection of modern gold crystal chandeliers throughout, including a 23.6" dimmable LED crystal chandelier with adjustable color temperatures in the hallways and kitchen, an elegant gold crystal flush-mount chandelier in the master bedroom, a large modern crystal LED chandelier that serves as a beautiful focal point in the living room, and a luxurious 40" gold rectangular crystal chandelier with 16 lights above the dining area, creating a cohesive, contemporary design with lighting and timeless elegance throughout the home. Meticulously maintained, this one-of-a-kind pool home is a rare opportunity to own a beautiful property in one of Southeast Winter Haven's most desirable gated communities.

445 Talamone Drive, Winter Haven

Listing courtesy of 3D TEAM REALTY LLC. 407-504-9325

2049 San Marcos Drive Se Unit 127, Winter Haven
$149,900
1 Beds ⋅ 1 Baths ⋅ P4938940 MLS ⋅ Na BLDG.
MUST SEE! Discover this beautifully remodeled first-floor condo with NO STAIRS to climb, offering the convenience and comfort of true single-level living. Perfect for year-round residents, seasonal owners, or anyone seeking easy accessibility, this move-in-ready home combines modern updates with an exceptional lifestyle in one of Winter Haven's most desirable lakefront communities. Located just steps from the community clubhouse, pool, fitness room, mailboxes, and parking, you'll enjoy maintenance-free living with outstanding amenities right outside your door. Park Lake residents also enjoy access to a private dock, gazebo, and beautiful waterfront views of Lake Lulu, part of the world-famous Winter Haven Chain of Lakes, providing opportunities for boating, fishing, and enjoying Florida's natural beauty. The nearby Chain of Lakes Complex and baseball fields add to the recreational appeal. Inside, soaring vaulted ceilings in the living room, dining area, and primary bedroom create a bright and spacious atmosphere. The screened lanai offers dual entry points and the perfect place to enjoy your morning coffee or evening breeze. Major renovations completed in December 2022 include stylish kitchen cabinetry, granite countertops, under-counter refrigerator, induction cooktop, and ceramic tile flooring throughout. Additional upgrades include impact-resistant windows, a new A/C system with UV light, Nest security system, and a new washer and dryer. The location is hard to beat, with restaurants, shopping, banking, medical facilities, downtown Winter Haven, and LEGOLAND Florida all just minutes away, making this home ideal for both full-time living and seasonal enjoyment. Whether you're looking for a primary residence, winter retreat, or investment opportunity, this beautifully updated condo offers affordability, convenience, lakefront amenities, and a truly carefree Florida lifestyle. Seller financing and Private Financing Available! Do not wait, it will not last long!

2049 San Marcos Drive Se Unit 127, Winter Haven

Listing courtesy of HUT REALTY, LLC. 407-559-2929

217 4th Jpv Street, Winter Haven
$214,000
3 Beds ⋅ 1 Baths ⋅ L4962456 MLS
Welcome to this beautifully updated 3-bedroom, 1-bath home in Winter Haven! Move-in ready and filled with recent improvements, this property offers comfort, style, and peace of mind. The kitchen was completely updated in May 2025 with new cabinets, granite countertops, and sink, creating a fresh and modern space for everyday living. Major system upgrades include a new roof with warranty (April 2025), new electrical panel with warranty (May 2025), new hot water heater (September 2024), and updated A/C coils and air handler box (January 2024). New flooring installed in October 2025 adds to the home's updated appeal. The living area features a built-in entertainment center with fireplace, added in March 2025, creating a cozy focal point for relaxing or entertaining. Step outside to enjoy the screened back patio, where you'll also find the laundry area for added convenience. Conveniently located near shopping, dining, schools, and major roadways, this well-maintained home is ready for its next owner. Schedule your private showing today!

217 4th Jpv Street, Winter Haven

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

3038 Thornhill Road, Winter Haven
$350,000
3 Beds ⋅ 2 Baths ⋅ L4962366 MLS
SELLER INCENTIVE – 2/1 MORTGAGE RATE BUYDOWN AVAILABLE! Buy this home and enjoy lower mortgage payments for the first two years! The seller is offering help toward a temporary mortgage rate buydown that may lower your monthly payments. This offer is subject to buyer qualification, lender approval, loan guidelines, and agreed-upon terms. This new construction build sits on almost an acre (.72) and is a comfortable and cozy home with 3 bedrooms, 2 bathrooms and 1,467 square feet of living space. The foyer opens to the spacious dining and great rooms, with raised ceilings throughout the home, and there's convenient access to the outdoor patio from the living space. The kitchen features a large island. The primary bathroom boasts a separate shower and tub, and this home comes equipped with ample storage space including two oversized primary walk-in closets, a pantry in the kitchen, a linen closet and a coat closet. The 2-car garage provides additional storage and laundry space. This home is located in a quiet neighborhood off Winter Lake Rd, close to all of the amenities Lakeland or Winter Haven have to offer! With no HOA, there's room for your boat, RV, or other outdoor vehicles. USDA FINANCING AVAILABLE FOR ELIGIBLE BUYERS, WITH NO MONEY DOWN. CALL TODAY FOR MORE DETAILS.

3038 Thornhill Road, Winter Haven

Listing courtesy of PORCHLIGHT HOMES LLC. 863-686-7888

996 Summer Glen Drive, Winter Haven
$289,900
4 Beds ⋅ 2 Baths ⋅ O6412843 MLS
Come and see this move-in ready four-bedroom, two-bathroom home in the lovely Coventry Cove neighborhood. This home features a spacious open floor plan that seamlessly connects the living spaces for a highly functional and airy feel. The updated kitchen boasts beautiful granite countertops and stainless steel appliances, keeping the chef of the family engaged with the rest of the home. A well-appointed bathroom includes the convenience of a double vanity. Step outside to enjoy a private, fully fenced-in backyard that serves as a perfect space for outdoor entertaining or relaxing. Ideally located in Winter Haven, this home offers easy access to excellent shopping, dining, and vibrant local attractions. One or more photos in this listing have been virtually staged. Schedule your private showing today!

996 Summer Glen Drive, Winter Haven

Listing courtesy of ENTERA REALTY LLC. 713-248-9869

1716 Terry Circle Ne, Winter Haven
$270,000
3 Beds ⋅ 2 Baths ⋅ S5150876 MLS
Beautifully maintained, fully furnished home in Winter Haven offering a move-in-ready opportunity for a primary residence, seasonal home, or investment property. The home features ceramic tile flooring throughout, updated bathrooms, and an open floor plan with spacious living and dining areas. The kitchen offers breakfast bar seating and stainless steel appliances. The split-bedroom layout provides added privacy for the primary bedroom. Furnishings and décor are included, creating a convenient turnkey opportunity. The roof is approximately five years old. No HOA fees or restrictions. Conveniently located near LEGOLAND Florida Resort, Peppa Pig Theme Park Florida, the Winter Haven Chain of Lakes, shopping, dining, schools, medical facilities, and downtown Winter Haven. Easy access to major highways connecting to Orlando and Tampa. Make your move just in time for the holidays and enjoy all that Central Florida has to offer. Showings begin next week. Schedule your private tour today!

1716 Terry Circle Ne, Winter Haven

Listing courtesy of EXIT REALTY 4CORNERS. 863-344-3948

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