Winter Haven FL Real Estate, Homes, Condos for Sale

4 Beds ⋅ 3 Baths ⋅ Gates Of Lake Region SubDv. ⋅ 33881 Zip Code

Impressive custom home in the quaint gated community of The Gates of Lake Region in Winter Haven FL. This beautifully maintained neighborhood is known for its picturesque brick-walled entrance, lush mature landscaping, tranquil ponds with fountains, and pride of ownership throughout. Unlike larger developments, The Gates of Lake Region offers a warm, neighborly atmosphere where residents enjoy quiet streets, manicured lawns, quality-built homes, and a true sense of community. This spacious 2,500-square-foot residence was originally constructed as a builder's model home and showcases numerous upgrades and architectural details throughout. Built with high-efficiency Ytong concrete block construction, the home offers superior sound reduction, enhanced structural performance, and meaningful energy savings. The elegant floor plan features 4 spacious bedrooms (one currently utilized as an office), 2 full bathrooms, and 1 half bath. Refined interior finishes include crown molding, oversized custom doors, handcrafted double entry doors, custom cabinetry, ceiling fans, a jetted tub in the primary suite, and a generously sized laundry room. Mature landscaping and a covered front entry create an inviting first impression. Inside, the foyer opens to formal living and dining areas accented by soaring ceilings and detailed trim work, providing an elegant setting for both everyday living and entertaining. The well-appointed kitchen offers abundant cabinetry, solid-surface countertops, a closet pantry, and a bright breakfast nook overlooking the screened lanai and private brick-walled backyard. The comfortable family room is centered around a granite-faced gas fireplace that adds warmth and character. A desirable split-bedroom layout provides privacy for the primary suite, which features a spacious walk-in closet, soaking tub, and tiled walk-in shower. The guest wing includes two additional bedrooms with generous closet space and convenient access to the guest bath. Outdoor living is equally inviting with a large screened lanai, mature tropical landscaping, and a private brick-walled backyard designed for relaxation and enjoyment. Additional features include an oversized two-car garage, natural gas water heater, irrigation system, and an efficient interior laundry room with additional storage. Residents of The Gates of Lake Region enjoy a peaceful setting surrounded by scenic ponds, decorative fountains, and beautifully maintained common areas, all while being just minutes from the Winter Haven Chain of Lakes, several golf courses, the Country Club of Winter Haven, medical facilities, shopping, dining, and Downtown Winter Haven. A new Publix is also planned nearby for added convenience. Orlando, Tampa, international airports, and both Florida coasts are all within easy driving distance. If you're searching for a community that combines timeless charm, quality homes, beautiful surroundings, and a genuine neighborhood feel, The Gates of Lake Region is a place you'll be proud to call home.

108 Lake Region Boulevard N, Winter Haven

$270,000

3 Beds ⋅ 2 Baths ⋅ Lake Elbert Heights SubDv. ⋅ 33881 Zip Code

Fully renovated 3BR/2BA home with an open space perfect for office or extra space located in Winter Haven NO HOA! New Roof, New AC, New Water Heater, New Flooring, New Kitchen Cabinets, updated bathrooms cabinets, and modern finishes throughout. Turn-key and move-in ready with a spacious yard and great location. Huge fenced backyard with banana trees Plus, NO HOA — enjoy more freedom and lower monthly costs Don’t miss it!

1516 Avenue D Ne, Winter Haven

$239,990

3 Beds ⋅ 2 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code

BACK ON THE MARKET DUE TO BUYER'S FINANCING FALLING THROUGH. This property appraised at $263,000, well above asking price! You'll definitely want to check out this beautiful, like-new property! The zero entry resort style community pool and playground overlooks one of the many beautiful lakes in Winter Haven. Villamar is a wonderful community close to a top rated Elementary School. Enjoy the privacy of this lot, as it does not have rear neighbors, but instead overlooks a quaint pond and conservatory area! Make sure to schedule your showing today!

3349 Costello Circle, Winter Haven

$375,000

Orchid Spgs SubDv. ⋅ 33884 Zip Code

PRICE REDUCED!!! This is an incredible opportunity to own 5 acres of pristine, buildable land in one of Winter Haven’s most exclusive gated residential communities. Currently comprised of five separate parcels that will be combined and conveyed as one expansive 5-acre homesite, this property offers the privacy, space, and beauty rarely found in today’s market. Surrounded by majestic grandfather oaks and gorgeous dappled sunlight, the land is flat, cleared, and ready for construction. Build your custom dream estate and enjoy the tranquility of this picturesque setting. Community requirements include the construction of one single-family residence with a minimum of 2,700 sq ft, ensuring a neighborhood of quality homes. Opportunities like this are truly a unicorn—spacious, private, and located in a stunning setting just minutes from all that Winter Haven entails. This will not last long—call today to schedule your private showing!

Island Way, Winter Haven

$335,990

4 Beds ⋅ 2 Baths ⋅ Sunset Hills SubDv. ⋅ 33881 Zip Code

Under Construction. Discover the Luna, a spacious single-story home designed with comfort and style in mind. This 4-bedroom layout welcomes you with an open floor plan that connects the kitchen, dining, and family room—ideal for entertaining and everyday living. The modern kitchen features granite countertops, stainless steel appliances, and upgraded cabinets. Three bedrooms are located at the front of the home, while the private primary suite offers a walk-in closet and well-appointed bath. Enjoy outdoor living on the covered patio just off the family room. With an energy-efficient design and 2-car garage, this home blends practicality and charm.

3331 Twilight Road, Winter Haven

$279,900

4 Beds ⋅ 3 Baths ⋅ Crystals Landing SubDv. ⋅ 33884 Zip Code

4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome to 511 Marcia Loop, a spacious 4-bedroom, 2.5-bath home offering over 2,150 sq. ft. of living space, plus a 14' x 18' Florida room and a cabana-enclosed hot tub—perfect for entertaining in style. With a newer roof (2020), A/C system (2020), and leased solar panels (2024) keeping the average electric bill around $35/month, this home combines comfort, fun, and efficiency. From the moment you step inside, you’ll notice the expansive feel created by soaring ceilings, abundant natural light, and two updated skylights that brighten the main living areas. The flexible layout features two spacious living spaces — ideal for both everyday living and hosting. One area can easily function as a formal dining room, while the other serves as a welcoming family room for relaxing and gathering. The kitchen is designed with both function and entertaining in mind, showcasing stainless steel appliances, two closet pantries, and dual breakfast bars — including one with a secondary prep sink, perfect for cooking, serving, or casual meals. The generously sized primary suite offers a peaceful retreat with rich wood flooring, a walk-in closet, and an en-suite bath featuring an updated handicap-accessible walk-in shower. Three additional bedrooms provide comfortable accommodations and are conveniently located near the second full bath with tub. A separate half bath offers added convenience for guests. The enclosed Florida room at the rear of the home truly expands your living space. With a wall of windows, durable tile flooring, and built-in cabinetry with counter space, it offers excellent potential for a summer kitchen or serving station for gatherings. Step outside to your private backyard oasis, thoughtfully designed with low-maintenance landscaping including pavers, decorative rock, and mature plantings. Enjoy outdoor dining on the paver patio, then relax in the enclosed cabana featuring a hot tub with waterfall and built-in lounging seat — a standout entertaining space that feels like a private retreat. A powered storage shed provides space for tools, lawn equipment, hobbies, or could easily function as a workshop or creative studio. Additional features include a one-car garage with laundry area, screened front porch, irrigation system with timer, rain gutters, new window screens, multiple interior storage and linen closets, and a mature fruit-bearing mango tree. Conveniently located within five minutes of Publix, Walmart, restaurants, Legoland Florida, and the new AdventHealth ER, this home offers everyday convenience along with proximity to Central Florida’s major attractions. Positioned between Tampa and Orlando, commuting to theme parks, business centers, or international airports is simple and convenient. Whether you’re seeking a spacious family home, a low-maintenance retirement option, or a property designed for entertaining, 511 Marcia Loop delivers space, efficiency, and an exceptional backyard lifestyle. Schedule your private showing today!

511 Marcia Loop, Winter Haven

$325,000

3 Beds ⋅ 2 Baths ⋅ Cypresswood Patio Homes SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Just REDUCED!! Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly sought-after Cypresswood golf community in Winter Haven. Enjoy resort-style living with an 18-hole golf course, 24-hour gated security, clubhouse, community pool, and more. Inside, the renovated kitchen features granite countertops and custom cabinetry. The spacious primary suite offers a large ensuite bath complete with a double vanity and a generous walk-in closet. Additional updates include a roof replaced in July 2022, windows in May 2023, appliances in November 2016, an updated water heater and A/C, a garage screen added in September 2019, and a motorized awning installed in July 2022. This is an exceptional opportunity to own in one of Winter Haven’s premier neighborhoods. The home does come with appliances and washer and dryer. Some photos have been virtually staged.

731 Canberra Road, Winter Haven

$350,000

3 Beds ⋅ 2 Baths ⋅ Robinson Sub SubDv. ⋅ 33881 Zip Code

Welcome to this beautifully built home in a super convenient Winter Haven location. Its central position makes it easy to get anywhere you need to go. You are close to Legoland, an easy drive to Disney attractions, and have quick access to Florida's beaches, shopping, restaurants, and everyday essentials. Inside, the home features an impressive open concept design with soaring 12 foot ceilings, 10 foot doors, and tile flooring throughout. The spacious living room flows naturally into the kitchen and dining area, creating a bright and comfortable central living space. A triple sliding glass door in the living room opens to the large screened back porch, adding even more room for relaxing or entertaining. The split bedroom layout provides excellent privacy. All bedrooms include walk in closets, and both bathrooms are generously sized. The primary bedroom is very spacious and also includes direct access to the screened porch. The guest bathroom features a convenient door to the porch as well, perfect for outdoor gatherings or future pool access. Walking into the home, you are greeted by a welcoming foyer. To one side sits a flexible front room that can serve as a formal living room, office, playroom, or den. Straight ahead, the main living room opens beautifully to the kitchen, which offers plenty of room for a dining table. There is also a separate formal dining room, giving you multiple options for hosting and everyday meals. A two car attached garage provides added storage and convenience. This home was built with thoughtful design, solid construction, and a layout that truly works for everyday living. With its central location and wonderful interior space, it is an excellent opportunity for anyone looking for a well built home in Winter Haven.

1218 37th Street Nw, Winter Haven

$399,999

5 Beds ⋅ 4 Baths ⋅ Ridge Acres Ph 02 SubDv. ⋅ 33880 Zip Code

Honey, stop the car! This home truly has it all. Featuring 5 bedrooms, 4 full baths, a spacious loft, and a 3-car garage, this property offers room for everyone. Your 68,132 sq. ft. homesite (1.56 acres) is a little piece of heaven—flat, open space with no rear neighbor, perfect for privacy and endless possibilities. Inside, you’ll find an entertainer’s paradise: a double oven, a kitchen sink plus an additional prep sink in the island, two corner pantries, and over 3,000 sq. ft. of living space to spread out and enjoy. Outside, there’s ample parking for guests and a charming front porch where you can relax and watch the clouds go by.

205 Tifton Street, Winter Haven

$185,000

2 Beds ⋅ 2 Baths ⋅ Cypresswood Golf Villas Gi-4 SubDv. ⋅ 33884 Zip Code

Welcome to this spacious end-unit villa in Cypresswood Golf & Country Club, a gated golf community in Winter Haven known for its mature landscaping, active amenities, and welcoming atmosphere. Recent updates include new flooring throughout the living room, dining room, kitchen, and hallway, giving the main living areas a fresh, updated look. The spacious floor plan offers a comfortable living area, generously sized bedrooms, a functional kitchen with ample cabinet space, and an enclosed Florida room with a beautiful view of the golf course. The covered carport is conveniently located just outside the villa, and the home is just a short distance from the community clubhouse, restaurant, tennis courts, and golf course amenities. The bedrooms retain their original carpeting, giving the next owner the opportunity to update them if desired, while the major living areas have already been refreshed with attractive new flooring. If you're looking for an easy-to-maintain home in an established gated community with great golf course views and convenient access to shopping, dining, and medical facilities, this villa is well worth a look.

2270 Firestone Place, Winter Haven

$308,999

3 Beds ⋅ 2 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code

This Azure floor plan offers a welcoming formal entry and hallway. A spacious great room with kitchen is open to dining and family entertainment area that leads to a covered patio. Also included is a great sized primary bedroom with a primary bath and walk-in closet. Included features: 9"4' ceilings and 8' doors, 42' cabinets and white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home. All bedrooms, family room, and covered lanai are prewired for ceiling fans. Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information! Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5351 Mickey Avenue, Winter Haven

$582,194

4 Beds ⋅ 3 Baths ⋅ Ashton Covey SubDv. ⋅ 33884 Zip Code

Welcome to Ashton Covey in Winter Haven! Discover the ultimate Florida lifestyle in this stunning community. Perfectly situated just off US Highway 27, your new home offers seamless access to work, outdoor recreation, shopping, dining, and more. Imagine being less than 15 minutes from Downtown Winter Haven, where charming local shops and restaurants await your exploration. Plus, you're just 5 miles from public lake access at Lake Daisy, ideal for a day of boating, paddle boarding, and enjoying the water. The Sandalwood single-family home sets the standard for main level luxury. A convenient family entry welcomes you inside to unmatched space and style. A full bath sits between 2 bedrooms, while a guest suite with full bath is found off the 3-car garage. Use the versatile flex space as a home office. The gourmet kitchen includes a large island overlooking dining space and the family room, ideal for gathering with family and friends. Your luxurious owner’s suite features a double vanity bath and massive walk-in closet, plus private access to the rear lanai. You’ll be stunned by The Sandalwood. All Ryan Homes now include WIFI-enabled garage opener and Ecobee thermostat. **Closing cost assistance is available with use of Builder’s affiliated lender**. DISCLAIMER: Prices, financing, promotion, and offers subject to change without notice. Offer valid on new sales only. See Community Sales and Marketing Representative for details. Promotions cannot be combined with any other offer. All uploaded photos are stock photos of this floor plan. Actual home may differ from photos.

1552 Covey Rise Terrace, Winter Haven

$289,900

4 Beds ⋅ 2 Baths ⋅ Emily Estates SubDv. ⋅ 33884 Zip Code

Welcome to your dream home in the highly desirable community of Emily Estates! This stunning, move-in-ready 4-bedroom, 2-bath,stainless steel appliances, and upgraded plumbing fixtures throughout—giving it the crisp, clean feel of a brand-new build. You will love the light and bright open-concept floor plan, which perfectly channels natural sunlight across the spacious main living areas. The kitchen is a chef's delight, boasting ample cabinet and counter space, a convenient breakfast bar, and durable ceramic tile flooring throughout for effortless maintenance. Step outside in the backyard with endless possibilities—perfect for a playground, hosting weekend BBQs, or simply relaxing in the Florida sunshine. Nestled in a fantastic, quiet neighborhood just minutes from premier shopping, dining, and the excitement of Legoland, this turnkey home offers the perfect blend of comfort and convenience. schedule your tour today!

1864 Emily Drive, Winter Haven

$435,000

3 Beds ⋅ 2 Baths ⋅ Lake Ashton West Ph 01 SubDv. ⋅ 33884 Zip Code

Golf Course • 3-Car Garage • Private Office • Move-In Ready • Premier 55+ Resort Lifestyle Imagine waking each morning to sweeping golf course views, enjoying coffee on your screened lanai as the sun rises over the fairway, and spending your days surrounded by resort-style amenities designed for the active lifestyle you've earned. Welcome to Lake Ashton, one of Central Florida's premier gated 55+ communities, where championship golf, pickleball, tennis, fitness centers, lakeside recreation, fine dining, and an endless calendar of social activities create an extraordinary way of life. Perfectly positioned on the golf course, this beautifully maintained move-in ready residence offers 2,354 square feet of thoughtfully designed living space with 3 bedrooms, 2 bathrooms, a dedicated office/den, and an oversized 3-car garage with plenty of room for vehicles, a golf cart, hobbies, or additional storage. Inside, you'll discover an elegant blend of comfort and sophistication. A welcoming foyer opens to spacious living and dining areas accented by crown molding, architectural columns, and abundant natural light. The well-appointed kitchen features granite countertops, quality cabinetry, stainless steel appliances, generous workspace, and a breakfast bar that flows seamlessly into the family room—ideal for entertaining or enjoying quiet evenings at home. The private owner's suite serves as a relaxing retreat with tranquil golf course views, dual walk-in closets, and a spacious ensuite bath complete with dual vanities, a soaking tub, and a separate walk-in shower. Two additional guest bedrooms provide comfortable accommodations for visiting family and friends, while the flexible office offers the perfect space for remote work, reading, crafts, or hobbies. Step outside to the expansive screened lanai where panoramic golf course vistas create the perfect backdrop for morning coffee, afternoon gatherings, or peaceful evenings watching Florida's spectacular sunsets. Beyond your front door, Lake Ashton offers an unmatched lifestyle with two private clubhouses, championship golf courses, indoor and outdoor pools, fitness centers, bowling lanes, movie theater, tennis, pickleball, bocce, lakeside activities, on-site dining, and countless clubs and events that make every day feel like a vacation. If you've been searching for more than just a home—if you're looking for a vibrant community where neighbors become friends and every day offers something new—this exceptional golf course residence delivers the Florida lifestyle you've been dreaming about. Schedule your private showing today and discover why so many are proud to call Lake Ashton home.

4048 Phoenician Way, Winter Haven

$445,000

3 Beds ⋅ 2 Baths ⋅ Island Lakes SubDv. ⋅ 33881 Zip Code

Priced to sell!! Bring them an offer!! Turn Key House on the North Chain of Lakes. 2023 Roof, 2022 POOL! Welcome to this pristine, beautifully maintained home in the quiet and highly desirable Island Lakes community—where there’s no through traffic and peaceful living comes naturally. Gorgeous real hardwood floors, stand up tub for the later years, huge shed and a low HOA fee. Step outside and you’ll fall in love with the vinyl-planked dock that gives you direct access to the Chain of Lakes, making it ideal for boating, fishing, and sunset cruises. Whether you prefer relaxing in the screened-in outdoor area or lounging by the sparkling pool, this home is designed for anyone who loves outdoor living. Inside, the home is in immaculate condition. It offers three bedrooms, including a spacious master suite complete with a walk-in tub for easy washing and added convenience. Every room feels well cared for, move-in ready, and prepared for its next owner to enjoy. This stunning property truly has it all—comfort, water access, serenity, and style. It’s ready and waiting for the next buyer who wants to fully embrace lakeside living.

3971 Island Lakes Drive, Winter Haven

$215,000

3 Beds ⋅ 2 Baths ⋅ Traditions Ph 1 SubDv. ⋅ 33884 Zip Code

Welcome to this charming three-bedroom, two-bath townhome nestled in the desirable Traditions neighborhood. Experience the allure of open-concept living with beautiful laminate flooring throughout, enhancing the spacious feel of the home. A convenient laundry room is thoughtfully located between the kitchen and the garage, adding to the functionality of the layout. The split-bedroom design ensures privacy, with a primary suite featuring an en suite bathroom complete with a large walk-in shower and a generous walk-in closet. Two additional guest bedrooms share a full bath, making this home perfect for families or guests. The kitchen boasts solid surface countertops, stainless steel appliances, and a convenient closet pantry. Enjoy seamless indoor-outdoor living as sliding doors from the living room open onto a screened lanai with picturesque views of Lake Reeves. The backyard is a serene nature preserve, ensuring your peaceful retreat remains undisturbed. Additional highlights include a single-car garage with an opener and low HOA fees that cover cable, internet, lawn care, and access to community amenities such as a pool and fishing pier. Located just one mile from Legoland and close to shopping, with a new Publix and a variety of restaurants and entertainment options nearby, this home offers the perfect blend of comfort and convenience.

2739 Rutledge Court, Winter Haven

$235,000

4 Beds ⋅ 3 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code

PRICE REDUCTION!!! MOTIVATED SELLER!!! Discover this exceptional income-producing property perfectly situated on a spacious 0.48-acre lot in the heart of Winter Haven. This versatile property features two separate living spaces, one currently rented—providing immediate income and excellent long-term investment potential. The main home which is now vacant and ready for it's new owners or tenants offers 3 bedrooms and 2 bathrooms, including a generous master suite with an en-suite bath. The open and functional layout makes it ideal for families or long-term tenants. Attached to the main residence is a 484 sq. ft. in-law suite currently rented, complete with a full kitchen, bedroom, bathroom, and private entrance. This flexible space can serve as an additional rental unit, private guest quarters, or be seamlessly integrated into the main living area for multi-generational living. This home was appraised above the asking price, giving buyers instant equity and outstanding value. Whether you’re an investor seeking steady cash flow or a homeowner looking for flexibility, this property is a rare find. Take advantage of strong rental demand, potential appreciation, and the benefits of owning in one of Florida’s fastest-growing counties, consistently rated among the best places to live. Don’t miss your chance to own this unique multi-unit property—schedule your private showing today! Cash only***

5580 State Road 542 W, Winter Haven

$285,000

3 Beds ⋅ 2 Baths ⋅ Lake Deer SubDv. ⋅ 33880 Zip Code

PRE-FORECLOSURE - 3 Bedroom/2 Bath Home in a gated community. The home needs cosmetic work and some appliances. If you're looking for a project this is the ideal home to work with. This home has an ASSUMABLE MORTGAGE with a fixed interest rate. Come see this home today!

200 Black Skimmer Lane, Winter Haven

$331,995

5 Beds ⋅ 3 Baths ⋅ Lucerne Park Reserve SubDv. ⋅ 33881 Zip Code

Virtually Staged. Welcome to this stunning two-story home located in the heart of Winter Haven! Built in 2021, this spacious 4-bedroom, 2.5-bath residence offers 2,696 sq. ft. of living space designed for modern comfort and style. The open floor plan features a bright and inviting living area, perfect for gatherings and entertaining. The kitchen boasts ample cabinetry and counter space, ideal for the home chef. Upstairs, the generously sized bedrooms provide plenty of room for everyone. The property also features a recently repaired roof for peace of mind. Conveniently located near schools, shopping, dining, and major highways, this home combines contemporary living with an unbeatable location. Don’t miss the opportunity to make this beautiful home yours!

326 Meadowbrook Boulevard, Winter Haven

$394,000

3 Beds ⋅ 3 Baths ⋅ Lake Bess Country Club SubDv. ⋅ 33884 Zip Code

PRICE IMPROVEMENT OF $5K MOTIVATED SELLER BEAUTIFUL GATED GOLF COURSE COMMUNITY An exceptional opportunity to own a beautiful 3brm/2.5 bath home nestled on the 4th hole of the highly sought-after Lake Bess Country Club and Golf Course in Winter Haven. As you step inside, you are welcomed by a charming foyer featuring 10-ft ceilings that create an open and airy ambiance throughout the home. The living room, enhanced by a cozy gas fireplace, provides a perfect setting for those cool winter evenings in Florida. This space effortlessly connects to a spacious breakfast nook, both of which open onto a large lanai that offers tranquil views of the golf course, framed by majestic oak trees draped in moss-ideal for an evening glass of wine. Through French doors off the living room, you will find a stunning study\office equipped with built -in wood shelving with additional storage, perfect for work or leisure. The layout thoughtfully includes two generous sized bedrooms and a full bath on this side of the home. At the heart of the house, the well-appointed kitchen is a dream for any cook. It boasts ample space, views of the golf course, and a breakfast nook for casual dining. A bar area allows friends and family to gather and socialize while meals are being prepared. For more formal occasions, the designated dining room offers an elegant setting. The primary suite is an impressive retreat, featuring a tray ceiling, his and hers walk-in closets, and a spacious bathroom equipped with a large shower and vanity. A private water closet and a hidden washer and dryer behind closet doors add to the convenience of this remarkable space. The home also includes an oversized 2-car garage, perfect for tools and a work table. As part of this vibrant community, you'll enjoy access to the clubhouse, community pool and golf course. This hidden gem offers easy access to Legoland, Highway 27, and I-4, making it a prime location for both relaxation and adventure. The purchase price also includes 1 of 49 shares to the golf club which includes 2 free memberships and unlimited Golfing, enhancing the value of this exceptional property. I invite you to discover this property and envision the lifestyle that awaits you at Lake Bess Country Club. Please let me know if you would like to schedule a viewing or if you have any questions.

239 Golf Aire Boulevard, Winter Haven

$354,800

5 Beds ⋅ 3 Baths ⋅ Country Walk/Winter Haven Ph 2 SubDv. ⋅ 33881 Zip Code

Virtually Staged. Welcome to 3228 Country Walk Club Cir in Winter Haven! This spacious two-story home features 5 bedrooms and 3 bathrooms, offering plenty of room for family and entertaining. The home has been updated with fresh interior paint, brand-new carpet and vinyl flooring throughout, and modern lighting fixtures. The kitchen comes equipped with new stainless steel appliances and opens to the dining and living area for a comfortable, functional layout. One bedroom is conveniently located on the first floor, with four additional bedrooms upstairs. The master suite features two walk-in closets and an updated bathroom with dual vanities and a newly tiled walk-in shower. The second upstairs bathroom also includes dual vanities for added convenience. A bonus area upstairs provides flexible space perfect for a playroom, home office, or media room, along with an upstairs laundry room for easy access. Outside, enjoy a large backyard and an attached two-car garage. Schedule your showing today! Some photos in this listing have been virtually staged to help illustrate the property’s potential. No physical changes have been made to the property.

3228 Country Walk Club Circle, Winter Haven

$59,900

1 Beds ⋅ 1 Baths ⋅ Orchid Spgs Vill 400 San Miguel SubDv. ⋅ 33884 Zip Code

Welcome Home to Orchid Springs Village! Step into comfort with this inviting 1-bedroom, 1.5-bath condo located on the second floor of the peaceful Orchid Springs 55+ community. Surrounded by mature landscaping, this residence offers a quiet and comfortable setting, ideal for those looking to enjoy a relaxed Florida lifestyle. You’ll appreciate being conveniently close to shopping, dining, medical facilities, Winter Haven Hospital, US Hwy 27, and I-4. The monthly HOA fee covers water, sewer, trash, natural gas, lawn maintenance, grounds upkeep, and use of the community room, allowing for easy, maintenance-free living. An assigned parking space is included, and one pet is welcome with HOA approval (size and breed restrictions apply). Buyer approval is also required by the HOA. Whether you’re searching for a year-round home or a seasonal retreat, this well-maintained condo at Orchid Springs Village offers comfort, convenience, and a welcoming community atmosphere.

400 El Camino Drive Unit 223, Winter Haven

$285,000

2 Beds ⋅ 3 Baths ⋅ Casarena On Lakes SubDv. ⋅ 33881 Zip Code

Move in ready and located on the Winter Haven Chain of Lakes! Welcome to the gated community of Casarena on the Lakes. This well-designed and meticulously maintained home is set up just right for indoor and outdoor living. The first floor is an open design with the fireplace separating the living and dining area. Enjoy granite countertops and updated appliances in the spacious kitchen that provides the perfect setting to create all of your favorite culinary delights. The living area is a versatile space with a cove for a hosting or exercise area. The main floor is also equipped with a half bath. Head upstairs to the loft that overlooks the living area and separates the two bedrooms. The primary bedroom leads to an open balcony on one side and an updated bathroom on the other. Both bedrooms are oversized with plenty of closet space. The new metal roof was installed in October 2023, The HVAC system has been well maintained, there is a new water heater and the home is also equipped with a whole home generator that is tested regularly. Enjoy the community pool, tennis or pickleball court and access to Lake Cannon, which is on the Winter Haven Chain of Lakes. Downtown Winter Haven is only 10 minutes away and you have quick access to Hwy 92 and 27. Call today for your private showing.

21 Casarena Court, Winter Haven

$354,999

4 Beds ⋅ 3 Baths ⋅ Seasons At Annabelle Estates SubDv. ⋅ 33884 Zip Code

Discover this must-see Tourmaline home. Included features: an inviting covered entry; an expansive great room; a well-appointed kitchen offering 42" cabinets, quartz countertops, a roomy pantry, a center island and an adjacent dining area; a beautiful primary suite showcasing an immense walk-in closet and a private bath; a convenient laundry; an airy loft; a storage area and a covered patio. This home also offers ceiling fan prewiring in select rooms. Special financing rates and closing cost assistance may be available. Options may vary by community and offers are available on select homes only. Contact builder for more information!

5331 Mickey Avenue, Winter Haven

$699,000

4 Beds ⋅ 4 Baths ⋅ Renaissance SubDv. ⋅ 33884 Zip Code

MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision! Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area. Key Features: • Prime Location: Enjoy boat access to Lake Winterset in the chain of lakes and proximity to metro Orlando and Tampa, as well as attractions like Disney and Legoland. • Resort-Style Amenities: Full pickleball and basketball courts for active living and recreation. • Elegant Design: • Wide crown molding and baseboards throughout • 12-foot ceilings and 8-foot doors for an open and airy feel • Three sets of French doors leading to outdoor spaces • His and her walk-in closets for ample storage • Dedicated office space and formal dining room for entertaining Kitchen & Appliances: • Gourmet Kitchen: All stainless-steel kitchen appliances, including a 2022 French door refrigerator. • Smart Home Technology: Equipped with a Schlage keyless entry front door for added security and convenience. Security & Maintenance: • Advanced Security System: NASA security system with 5 cameras and motion sensors for peace of mind. • Irrigation System: 6-zone irrigation system with a separate well, updated in April 2025. Outdoor Oasis: • Salt Water Pool: Installed in 2021, with a new pool surface skimmer in 2025. • New HVAC System: Two 9-ton units refurbished in 2024, ensuring comfort year-round. • Natural Gas Tankless Hot Water Heater: Installed in 2020 for energy efficiency. • New Tile Roof: Installed in 2016, providing durability and style. • Flooring: New carpet, tile, and hardwood flooring installed in 2020. • Plantation Shutters: Added in 2020 for elegance and privacy. Waffle and Tray Ceilings: Transom windows enhance the natural light and aesthetic appeal. All windows were replaced in 2018 for energy efficiency. Additional Features: • Garage Storage: Gladiator metal garage storage system for organization. • Furniture Negotiable: Some furniture items may be negotiable for interested buyers. • Professional Landscaping: Newly updated landscaping in 2025 enhances curb appeal. This luxurious custom-built home is a true paradise waiting for you to call it your own. Don’t miss out on this incredible opportunity! Contact us today to schedule a viewing!

237 Mclean Point, Winter Haven

$260,000

3 Beds ⋅ 2 Baths ⋅ Peace Creek Reserve SubDv. ⋅ 33884 Zip Code

***SELLER INCENTIVE! Seller offering $3,000 credit to buyer that can be used toward closing costs or interest rate buy-down.*** Welcome home to this beautifully maintained 3-bedroom, 2-bath residence in the desirable Peace Creek Reserve community of Winter Haven! This inviting home features an open, split-bedroom floor plan with plenty of natural light and modern finishes throughout. The kitchen offers ample counter space, stainless steel appliances, and a breakfast bar that overlooks the spacious living and dining areas perfect for entertaining. The owner’s suite provides a peaceful retreat with a private bath and generous closet space. Step outside to enjoy your fully fenced backyard ideal for pets, play, and outdoor gatherings. Additional highlights include a two-car garage, covered entry, and a convenient location near shopping, dining, and top-rated schools. Don’t miss the chance to make this move-in ready gem your new home!

2307 Scarlet Avenue, Winter Haven

$256,500

2 Beds ⋅ 1 Baths ⋅ Tranquility Park 02 Rep SubDv. ⋅ 33880 Zip Code

Welcome to this beautifully updated home in Winter Haven! This move-in ready property combines classic charm with modern upgrades, featuring stunning high-gloss marble-style porcelain flooring throughout that creates a bright and elegant living space. Enjoy a spacious layout filled with natural light, a well-maintained kitchen with stainless steel appliances, wood cabinetry, and a stylish backsplash — perfect for everyday living. The home also offers a renovated bathroom with modern finishes and a convenient interior laundry area. Step outside to a large, fully fenced backyard, ideal for entertaining, pets, or simply enjoying your own private outdoor space. The covered carport and extended driveway provide ample parking. Located in a quiet, well-established neighborhood, this home is perfect for first-time buyers or investors. Property is being sold AS-IS, presenting a great opportunity for buyers looking for value and flexibility. Schedule your private showing today!

1601 Roselawn Street Sw, Winter Haven

$249,900

4 Beds ⋅ 2 Baths ⋅ Dugger Rep SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Short Sale. ***THIS IS AN UNAPPROVED SHORT SALE TRANSACTION*** Spacious 4/2 with a duplex layout. an impressive 12,000sqft+ lot that includes a covered back patio, nice sized pool, and detached garaged. Property needs new roof, pool work, and a variety of other repairs throughout the property. Tenant occupied. 24hr notice needed

116 Hampden Road, Winter Haven

$385,000

5 Beds ⋅ 3 Baths ⋅ Jace Lndg SubDv. ⋅ 33881 Zip Code

Welcome to this stunning 5-bedroom, 3-bath home located in the Jace Landing community of Winter Haven. Built in 2021, this modern two-story residence provides nearly 2,700 square feet of living space designed for comfort, flexibility, and contemporary living. The open-concept layout features a bright and spacious great room, modern finishes, and a large kitchen with stainless steel appliances, ample cabinetry, and an oversized island perfect for family gatherings and entertaining. The first floor also includes a versatile flex room or optional sixth bedroom and a full bathroom, making it ideal for guests, a home office, or multi-generational living. Upstairs, the primary suite provides a private retreat with a large walk-in closet and an ensuite bath featuring dual vanities and a walk-in shower. Four additional bedrooms and a convenient upstairs laundry room create plenty of space for the whole family. This home is built with durable block construction on both levels and includes smart-home technology with Alexa integration and energy-efficient systems throughout. Outside, enjoy the covered patio and spacious backyard — perfect for relaxing or hosting outdoor get-togethers. Conveniently located just minutes from downtown Winter Haven, Legoland, shopping, dining, and with easy access to I-4, this home combines modern comfort with everyday convenience. Don’t miss your chance to own this move-in-ready home in one of Winter Haven’s most desirable communities.

344 Alexzander Way, Winter Haven

$247,500

Millers Lndg 3 SubDv. ⋅ 33884 Zip Code

NEW PRICE POINT!!! HALF ACRE TRUE LAKEFRONT BUILDING LOT IN SOUTHEAST WINTER HAVEN!! BUILD YOUR LAKEFRONT DREAM HOME ON THIS GORGEOUS LAKEFRONT BUILDING LOT IN THE GATED COMMUNITY OF MILLER'S LANDING ON LAKE BESS! Views! Views! Views! Hurry before it's long gone!

7376 Bent Grass Drive, Winter Haven

$247,500

Millers Lndg 3 SubDv. ⋅ 33884 Zip Code

JUST REDUCED!!! SOUTHEAST WINTER HAVEN! BUILD YOUR LAKEFRONT DREAM HOME ON THIS GORGEOUS LAKEFRONT BUILDING LOT IN THE GATED COMMUNITY OF MILLER'S LANDING WITH 100 FT. ON LAKE BESS! Views! Views! Views! Hurry before it's long gone!

7374 Bent Grass Drive, Winter Haven

$390,000

4 Beds ⋅ 3 Baths ⋅ Ridge Acres Ph Ii SubDv. ⋅ 33880 Zip Code

Short Sale. Over a half-acre fenced in lot with a 4 bedroom 2 1/2 bath home with an office or den. Large family room with a separate formal dining room. Eat in kitchen with 2 pantry's. New roof in 2017-2018 and a new air conditioner in 2019. Great location minutes from State Road 60 and close to all the dining and theme parks and spring baseball field in Winter Haven.

Winter Haven

$319,999

4 Beds ⋅ 2 Baths ⋅ Orange Shores SubDv. ⋅ 33881 Zip Code

This beautifully updated 4-bedroom, 2-bath home offers the perfect blend of modern comfort and classic Florida living. Located directly across from the Lake Hartridge boat ramp and Lake Hartridge Nature Park, you’ll enjoy instant access to the Winter Haven Chain of Lakes—one of Central Florida’s most desirable waterways for boating, fishing, and recreation. Inside, every detail has been refreshed, featuring new finishes, an updated kitchen and baths, modern flooring, and stylish fixtures throughout. All windows and doors have been replaced, offering enhanced energy efficiency, comfort, and peace of mind. The open-concept layout creates a warm, welcoming flow, ideal for entertaining or relaxing after a day on the water. Outside, the spacious yard provides plenty of room to park your boats or outdoor toys, and the property includes its own private well for irrigation, keeping your lawn lush and green year-round. With its unbeatable location and move-in ready condition, this home is perfect for anyone looking to embrace the lake lifestyle without sacrificing comfort or convenience.

2221 20th Street Nw, Winter Haven

$280,000

5 Beds ⋅ 3 Baths ⋅ Villamar Ph 5 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Virtually Staged. Short Sale. Welcome home to Villa Mar, a vibrant and growing community in beautiful Winter Haven! Built in 2023 and occupied for just one year, this 5-bedroom, 3-bathroom home offers that “like-new” feel with thoughtful upgrades throughout. As you step inside, you’re greeted by an inviting open-concept layout designed for both comfort and connection. The kitchen shines with stainless steel appliances, an oversized pantry, and cabinets with updated fixtures, all opening to the main living area with NEW laminate flooring—creating a seamless space for gathering and entertaining. A bedroom and full bathroom on the main floor offer ideal flexibility for guests or multi-generational living. Upstairs, you’ll find four additional bedrooms, a loft that’s perfect for a home office or a cozy nook to unwind and recharge, and a conveniently located laundry room. The oversized primary suite features a large walk-in closet and an ensuite bathroom complete with a stand-alone shower, upgraded shower head, and linen closet for added convenience. Step outside to a fully fenced backyard, offering privacy and plenty of space to create your own outdoor retreat—whether that means adding a future pool, garden, or simply enjoying a quiet evening of relaxation. The oversized under-the-stairs storage and two-car garage add even more practicality, while the LOW HOA helps keep ownership easy and affordable. Perfectly situated just off US-27, residents enjoy proximity to dining, shopping, and grocery options, as well as easy access to I-17. Outdoor enthusiasts will love being near the Winter Haven Chain of Lakes, ideal for boating, kayaking, fishing, or simply soaking up the sunshine. Plus, the charming Downtown Winter Haven Historic District is nearby—home to local restaurants, boutiques, and community events like First Fridays, the Wine, Chocolate & Cheese Festival, and so many more! For a weekend of fun with the family and friends, LEGOLAND is only 3.5 miles away! This home beautifully blends modern comfort, functional space, and a convenient location—making it a must-see in the heart of Winter Haven. This is the one you've been waiting on. Schedule a showing today and make it yours!

4223 San Rocco Way, Winter Haven

$330,000

3 Beds ⋅ 2 Baths ⋅ Almeda Park SubDv. ⋅ 33880 Zip Code

Welcome to 991 S SE in Winter Haven. This beautifully upgraded, turnkey home is being offered fully furnished and sits quietly at the end of a peaceful street with no HOA. It perfectly blends mid-century modern charm with stylish, modern updates throughout. Inside, you’ll find three bedrooms and two full bathrooms, along with two spacious living areas that can easily serve as a home office, playroom, or additional lounge space. The open floor plan feels bright and inviting, with plenty of natural light, walk-in closets, and a centrally located guest bath. The owner has already completed all the major updates for you, including a newer roof, newer water heater, and a brand-new septic system, ready for you to just move in and enjoy. Outside, the home features a sparkling courtyard pool, a storage shed, and a convenient circular driveway that provides plenty of parking. This property is perfect as a primary residence, seasonal getaway, or fully furnished short-term rental with excellent Airbnb potential. Located near shopping, dining, and Central Florida attractions, this home offers a wonderful combination of comfort, privacy, and convenience.

919 Avenue S Se, Winter Haven

$325,000

3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise Phase 1 SubDv. ⋅ 33884 Zip Code

Welcome to 1122 Brimstone Cir, a stunning nearly new home built in 2023 located in the highly desirable Harmony at Lake Eloise community in Winter Haven! This modern residence offers 3 bedrooms, 2 bathrooms, and a spacious open floor plan filled with natural light, elegant finishes, and energy-efficient features. The kitchen is the heart of the home, featuring stone countertops, stainless steel appliances, and a large island perfect for gatherings. The owner’s suite includes a walk-in closet and a private ensuite bathroom. Enjoy relaxing afternoons on the covered lanai overlooking a peaceful backyard. ? Bonus Feature: This property is equipped with leased solar panels, helping reduce monthly utility costs. The solar lease must be assumed by the buyer as part of the purchase. Built with quality block construction and a two-car garage, this home offers durability and style. Located close to shopping, dining, schools, and major highways, it’s the perfect balance of comfort and convenience. Don’t miss this opportunity to own a move-in-ready home in one of Winter Haven’s most sought-after areas — schedule your private tour today!

1122 Brimstone Cir, Winter Haven

$303,000

3 Beds ⋅ 2 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code

Beautiful modern single-family home located in one of Winter Haven’s most desirable and peaceful communities. This charming residence features spacious living areas, a modern kitchen, and a cozy backyard perfect for relaxing or entertaining family and friends. Filled with abundant natural light, the home offers a warm, inviting atmosphere and a functional layout designed for comfortable everyday living. Conveniently located near Winter Haven’s renowned Chain of Lakes, residents can enjoy boating, fishing, and a variety of outdoor activities year-round. Just minutes from LEGOLAND Florida Resort, shopping centers, restaurants, schools, and local attractions, this property combines the charm of a welcoming community with the convenience of having everything you need nearby. Whether you're looking for your next home or a smart investment opportunity, this property is a must-see. Schedule your private showing today!

757 Reggie Road, Winter Haven

$579,900

4 Beds ⋅ 4 Baths ⋅ Cypresswood Plantations SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Welcome to this refined sanctuary where timeless elegance meets Florida’s tranquil landscape. On a premium golf-adjacent lot within the guarded, gated community, 2964 Plantation Road blends gracious scale, luminous living and multi-generational flexibility in one seamless layout. Upon arrival, you are greeted by mature landscaping, a circular drive and side-entry access to a three-car garage, with stunning views of golf course fairways and water views. Enter inside to discover over 3,600 square feet of thoughtfully designed space. Formal living and dining rooms flow with grace and purpose, while a custom wet bar offers effortless entertaining. The split floor plan is crafted for privacy and connection. The primary suite is complete with dual vanities, walk-in closets, a garden tub, separate shower and private pool access. On opposite wing rests an en-suite bedroom, complete with full bath and independent access. Ideal for multigenerational living, guest privacy or an upscale in-law suite. Two additional bedrooms share a dual bath, while a half bath serves daily living or poolside use. Gourmet gathering begins in the kitchen, including a center island with gas range, generous counter space and views out toward the lanai. The breakfast nook offers a comfortable space for everyday dining, complemented by a nearby utility room and a flexible bonus room. Going outside, this home’s soul lives in its outdoor realm. A pool and spa, and a summer kitchen complete with built-in grill, sink and prep station, invite all-day alfresco living. A covered lanai frames those golf and pond vistas beautifully, offering shade and breeze for lounging or entertaining. Cypresswood is a full-amenity, guard-gated community with an 18-hole golf course, clubhouse with restaurant and lounge, tennis and pickleball, fitness/wellness center, and social programming. A $10,000 seller concession and one-year home warranty.

2964 Plantation Road, Winter Haven

$400,000

4 Beds ⋅ 2 Baths ⋅ Gates Of Lake Region SubDv. ⋅ 33881 Zip Code

ALMOST PARADISE! Enjoy the peaceful surroundings and relaxing environment from this 2142 SF executive style home located in The Gates of Lake Region, a well maintained and GATED community close to the Winter Haven Country Club! NEED SPACE? This customized 4BR/2BA home was designed with an open floor plan with split bedrooms, formal dining room and living room ( which could be easily used as a study, library and/or den), family room and interior laundry room. Note the Curb Appeal of the landscaping, TILE ROOF and BRICK paver driveway and walkway! The inviting and covered front porch provides respite from inclement weather. As you enter the entry foyer, the living room will be to the immediate left and the dining room to the right. Straight ahead is the family room with a set of sliding glass doors that opens onto the screened in lanai. Settle back, listen to the birds singing and observe the cows on the adjacent ranch property! To the left of the family room are bedrooms #2 and #3 and to the right is the kitchen, dining nook, primary bedroom suite, bedroom #4 and the laundry room! The well planned kitchen has a breakfast bar, white cabinetry with neutral colored solid countertop and stainless steel appliances. The kitchen appliances have been updated from 2018-2025. The spacious primary suite has sliding glass doors leading to the lanai, two walk-in closets and an ensuite bathroom with dual vanities, jetted tub, separate shower and a water closet! Bedroom #4 is currently used as a home office. The floor plan allows creativity of use. Most recent updates include: Water Heater replaced Feb. 2026; AC/Heat system April 2025; garbage disposal and microwave 2025; and lanai screen & door 2025. The PERIMETER 90 X 120 lot is a generous in size. There is room to add a pool, outdoor kitchen, play area and/or garden! The HOA fee provides re-use irrigation water and maintenance of the gate and common areas. Perfect for a year round or winter residence, this home is a blank canvas just waiting for YOUR decorating touches! For those who enjoy golf and/or tennis, the Country Club of Winter Haven is just 2 Blocks away! Publix Supermarket is conveniently located within 0.8 mile with additional stores and a bank currently under construction! Easy access to downtown Winter Haven, HWY 27 and I-4. Legoland, Bok Tower, world-famous theme parks of Disney, Universal Orlando, Sea World, water adventure parks, downtown Orlando and various other nature parks are within a 7 to 60 mile drive. Be sure to make your appointment to view this outstanding property! Measurements are approximate. All information is believed to be accurate but not guaranteed.

126 Lake Region Circle, Winter Haven

$134,000

2 Beds ⋅ 2 Baths ⋅ Cypresswood Golf Villas SubDv. ⋅ 33884 Zip Code

UNDER MARKET VALUE!!! Brand NEW AC Fan motor, AC Amp Fuse and AC capacitor installed May 2026. Brand NEW fire/carbon monoxide detector alarms throughout the home. Welcome home to this beautiful 2-bedroom, 2-bathroom golf villa nestled within the beautiful Cypresswood Golf and Country Club in Winter Haven, Florida. Property is steps away from the golf clubhouse!!! Home features a stunning Florida room, ready for relaxation. Dry bar with sink in living room perfect for entertaining your guests. Step out to your outside patio for even more enjoyment. With access to golf, clubhouse, Restaurant, pool and recreational facilities, this home offers a low-maintenance lifestyle in an active and vibrant community. Legoland attraction is approximately 5 miles. Disney World, Orlando and Tampa attractions are within 30-60 minute driving distance. Opportunities like this don’t last long, Just buy and move in!!! CLEAN TITLE WITH NO LIENS. Property being sold AS-IS.

649 Broadmoor Circle, Winter Haven

$138,000

33880 Zip Code

Vacant Lot Zoned Commercial.. Close to Garden Grove Elementary..

Cypress Gardens Road, Winter Haven

$225,000

3 Beds ⋅ 2 Baths ⋅ Maud Meadows SubDv. ⋅ 33881 Zip Code

Price reduced to $235,000. This newer construction 3-bedroom, 2-bath home offers a compelling opportunity for buyers looking for location, layout flexibility, and upside potential. Built in 2025, the property features an open living area, laminate wood flooring, white cabinetry, stainless steel appliances, and a tankless water heater. The functional floor plan allows for a variety of uses, whether for primary residence, multigenerational living, or investment purposes. Located just minutes from Downtown Winter Haven, the Chain of Lakes, hospitals, shopping, and dining, and with no HOA, this property offers convenience and long-term appeal. Sold as-is.

1740 2nd Street Ne, Winter Haven

$280,000

3 Beds ⋅ 2 Baths ⋅ Lake Smart Estates SubDv. ⋅ 33881 Zip Code

HUGE PRICE REDUCTION! POND-VIEW MOVE-IN READY HOME! Enjoy a serene setting and modern updates including tile flooring & kitchen backsplash (2022) and a NEW ROOF (2023). Kitchen features granite countertops and stainless steel refrigerator. Spacious master suite with pond view, walk-in closet, and large bathroom. Split bedroom layout offers privacy and comfort. Located near Lake Smart with Chain of Lakes access! Community offers a pool and is just a short walk to the lake. This community also offers a community dock so bring your poles. Conveniently located near HWY 27, I-4, and HWY 60. Approx. 6 miles to LEGOLAND, 4 miles to Winter Haven Hospital & Publix, and 6 miles to Winter Haven Regional Airport. Furnishings negotiable (TVs do not convey). Schedule your showing today—don’t miss this opportunity!

3843 Eloise Estates Court, Winter Haven

$220,000

3 Beds ⋅ 2 Baths ⋅ Jan Phyl Village SubDv. ⋅ 33880 Zip Code

Short Sale. Welcome to this charming three-bedroom, two-bathroom home, perfectly situated for comfortable living. The inviting open concept layout seamlessly integrates the kitchen, living, and dining areas, adorned with luxury vinyl plank flooring that adds both style and durability. The well-appointed kitchen features beautiful granite countertops, complemented by sleek black appliances, crisp white cabinets, and a classic white subway tile backsplash, along with a convenient counter-height breakfast bar for casual dining. With significant updates including a new roof, air conditioner, and water heater all installed in 2022, this home offers peace of mind for future years. Enjoy the ease of laundry access off the carport and relax in the privacy of the fenced backyard. With a one-car carport and a warm, welcoming ambiance, this home is a delightful find for anyone seeking a cozy retreat.

602 Taylor Boulevard, Winter Haven

$175,000

3 Beds ⋅ 2 Baths ⋅ Madera Park Sub SubDv. ⋅ 33880 Zip Code

Under contract-accepting backup offers. Short Sale. BANK APPROVED PRICE! Take a look at this 3 bedroom 2 bathroom home located conveniently in Winter Haven with NO HOA. The home needs some TLC. This is a split bedroom home with a large eat-in kitchen and an inside utility room. Additionally, you’ll find a bonus room with its own French door entrance. This home sits on just over a third of an acre, so there’s plenty of room to spread out and entertain. Schedule your private showing today!

136 Madera Drive, Winter Haven

$240,000

Le Valley Sub Pb 37 Pg 24 SubDv. ⋅ 33881 Zip Code

COME BUILD YOUR DREAM HOME RIGHT ACROSS THE STREET FROM LAKE JESSIE ! LIVE THE BEST LIFE OF WHAT FLORIDA HAS TO OFFER NEAR BEAUTIFUL LAKE JESSIE ! THIS VACANT LAND HAS 3 SEPARATE PARCELS THAT HAVE BEEN DEEDED TOGETHER TO MAKE ONE BUILDABLE LOT THAT IS “JUST SHY” OF ONE ACRE ! THE TOTAL SIZE OF THIS LAND IS .73 OF AN ACRE APPROXIMATELY ! YOU CAN ACCESS LAKE JESSIE WHERE YOU CAN ENJOY THE BEST LAKE ACTIVITIES THAT ARE AVAILABLE SUCH AS : WAKEBOARDING, WATERSKIING, PADDLEBOARDING, KAYAKING, BOATING AND BAREFOOT SKIING ! THIS LOT/LAND IS LOCATED 10 MINUTES FROM DOWNTOWN WINTER HAVEN WHERE YOU CAN FIND RESTAURANTS, THEATERS, HOSPITAL AND CENTRAL PARK EVENTS ! YOU ARE ONLY 30-45 MINUTES FROM THE BEST OF FLORIDA’S RESORT PARKS LIKE DISNEY WORLD, LEGO LAND AND UNIVERSAL STUDIOS ! WITH NO HOA YOU CAN PICK YOUR OWN BUILDER ! WITH THE RIGHT DESIGN AND BUILDING PLANS YOU CAN VIEWS OF THE LAKE EVERYDAY ! PLEASE COME DRIVE BY THIS LOT ANYTIME YOU WOULD LIKE TO SEE IT IN PERSON !

757 Lake Jessie Drive, Winter Haven

$220,000

Deerwood Or Harriben Investment Co SubDv. ⋅ 33881 Zip Code

Seize a prime investment opportunity in the heart of Winter Haven with this vacant corner lot. Ideal for building your dream home or for savvy investors and developers aiming to meet the rising demand for single-family homes. Zoned residential, it supports the construction of 4 single family homes. Essential infrastructure— electricity—is readily accessible. Enjoy unparalleled convenience with nearby schools, public transportation, and major roads. Don’t let this exceptional chance slip by. Documents have been submitted to have the lot split into 4 lots with Polk county! Please use caution when entering and walking this vacant wooded land. Uneven terrain, vegetation, wildlife, and other natural conditions may pose potential hazards. By entering the property, you acknowledge and assume all risks associated with access. The Seller and Broker make no representations regarding safety and shall not be held liable for any injury, accident, or harm that may occur while on the property. Entry is at your own risk.

38th Street Nw, Winter Haven

$224,900

3 Beds ⋅ 2 Baths ⋅ Squires Grove SubDv. ⋅ 33880 Zip Code

Price reduced for a quick sale! Charming 3-Bedroom, 2-Bathroom Home – Move-In Ready! Welcome to this well- maintained, single-family home, located in the desirable Squires Grove subdivision in Eagle Lake. Step inside to find brand new commercial-grade, waterproof, laminate flooring throughout. The spacious living room is perfect for relaxing and entertaining, while the kitchen includes a cozy dinette area. Enjoy Florida living at its best with a screened-in back patio, complete with lighting and tile flooring. The patio opens up to your large back yard. This home also includes a two-car garage. BRAND NEW A/C system installed in March 2025

241 Grove Branch Road, Winter Haven

$289,500

4 Beds ⋅ 2 Baths ⋅ Eagle Lndg Ph Ib SubDv. ⋅ 33880 Zip Code

Welcome to this stylish and energy-conscious 4-bedroom, 2-bath home located in the highly desirable Eagles Landing Community, located in beautiful Winterhaven Florida. Built just three years ago, this home offers a spacious open-concept floor plan that’s perfect for both everyday living and entertaining. The large windows throughout the home allow for an abundance of natural light, creating a warm and inviting atmosphere. The heart of the home features a modern kitchen that flows seamlessly into the dining and living areas, creating a bright and welcoming space. The primary suite includes a generous en-suite bathroom, while three additional bedrooms that offer plenty of room for family, guests, or a home office. One of the standout features of this home is the solar panels. These solar panels not only reduce energy costs but also contribute to a more sustainable lifestyle. You'll have the opportunity to benefit from lower energy bills and a reduced carbon footprint while enjoying the modern amenities of this home. Another feature of this beautiful home is the water filtration system, which provides clean and healthy water for you and your family. This added convenience ensures that you can enjoy fresh purified water right from your tap Outside, you'll find a well-maintained yard, perfect for enjoying the Florida weather. While the home does offer a comfortable and inviting space to call home. Additionally, there’s ample room for installing a luxurious underground pool to enjoy the delightful Florida Climate. Plus, the backyard is partially fenced for added privacy and security. Great for First Time Homebuyers, Vacation Home or Investment Property Don't miss the chance to make this wonderful property in Winterhaven, Florida your new home. Also with easy access to shopping, dining, and local attractions.

913 Eagle Rock Terrace, Winter Haven

$250,000

4 Beds ⋅ 2 Baths ⋅ Fox Ridge Ph 01 SubDv. ⋅ 33884 Zip Code

Under contract-accepting backup offers. Short Sale. Welcome to your 3 bedroom 2 bathroom home located conveniently in Winter Haven with easy access to shopping, dining, and major roadways. The roof and AC were replaced in 2023. This home features luxury vinyl plank flooring throughout. The living room is spacious and features vaulted ceilings. The kitchen has been remodeled and features newer cabinets and granite countertops and a closet pantry. The primary bedroom is spacious with a walk in closet and en-suite bathroom. The remaining bedrooms offer plenty of space and share the main hall bathroom featuring a single sink vanity and tub/shower combo. The home also features a large screened in back porch, the perfect spot for entertaining. This home has so much to offer. Schedule your private showing today!

3307 Fox Ridge Drive, Winter Haven

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