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4734 Monterey Drive, Winter Haven
$418,000
4 Beds ⋅ 3 Baths ⋅ L4964145 MLS
This 4-bedroom, 3-bathroom, two-story home is tucked away on a cul-de-sac beneath beautiful mature oaks with NEW ROOF to be installed prior to closing. Situated on .44 acres with no HOA, the property provides plenty of room and flexibility to make it your own.Step inside to soaring ceilings, exposed wood beams, warm flooring, and a dramatic stone fireplace that gives the home its inviting character. The kitchen features granite countertops, stainless-steel appliances, rich cabinetry, and a breakfast bar that keeps everyone connected.One bedroom and a full bathroom are located downstairs, while three additional bedrooms are upstairs. The primary suite opens to an oversized screened balcony overlooking the tree-shaded backyard—the perfect place to enjoy a quiet morning or relax at the end of the day. Outside, the expansive backyard is ready for gatherings, gardening, recreation, or the outdoor retreat you’ve been imagining. Multiple screened areas create inviting places to enjoy the outdoors, while the attached two-car garage adds everyday convenience. The home also features several valuable recent improvements, including windows and exterior doors replaced in 2022, A/C replaced in 2020, and insulated siding installed in 2024. For even greater peace of mind, the seller will have a NEW ROOF installed prior to closing. With its spacious lot, no HOA, distinctive character, and substantial recent upgrades, this home offers a combination that’s increasingly hard to find. Come experience the space, charm, and possibilities for yourself.

4734 Monterey Drive, Winter Haven

Listing courtesy of PROPERTY SHOPPE OF CENTRAL FL. 863-638-6638

166 Oak Tree Blvd., Winter Haven
$178,000
3 Beds ⋅ 2 Baths ⋅ 11926598 MLS
Beautiful, Fully Furnished, 3BR/2BA Home in a Spectacular Gated Community for folks age 55+. Low Lot Rent. The home is only 4 years old, offering comfortable living in an amenity-rich park with plenty of space, convenience, and recreation right outside your door. The home features a connected storage building, washer and dryer included, and a wonderful screened-in lanai with patio furniture-the perfect place to relax, entertain, and enjoy the beautiful Florida weather. A convenient carport provides covered parking. The park has everything you could want, including two swimming pools, a clubhouse, library, billiards room, tennis courts, and fitness gym. The community is gated and pet-friendly, with oversized lots offering plenty of space. The location is another major bonus! Enjoy convenient access to shopping and restaurants, while being approximately 45 minutes from Orlando's major theme parks. You're also a short drive to either of Florida's beautiful coasts and beaches, making weekend getaways and beach days easy and enjoyable. Best of all, enjoy this wonderful community and its many amenities with a LOW LOT RENT of only $595 per month! Come see everything this home and park have to offer-you may have just found your perfect Florida home!

166 Oak Tree Blvd., Winter Haven

Listing courtesy of Glenn Fogg with FOGG MOBILE HOME SALES LLC

689 Lake Howard Drive Nw Unit 213, Winter Haven
$145,000
2 Beds ⋅ 2 Baths ⋅ L4963853 MLS ⋅ N/A BLDG.
Virtually Staged. 55 PLUS CONDO FULLY REMODELED: Completely remodeled with high-end finishes, a spotless, move-in-ready interior, and a desirable lakeside setting on the world-famous Winter Haven Chain of Lakes. Welcome to 689 Lake Howard Drive, Unit 213, where thoughtful updates, generous living spaces, and an exceptional waterfront community come together at an attractive price point. Located in The Wellington on the shores of Lake Howard, this impressive 2 bedroom, 2 bath condo feels fresh, modern, and remarkably spacious. The expansive living and dining area features beautiful flooring, crown molding, updated lighting and ceiling fans, and plenty of room for comfortable everyday living and entertaining. Sliding glass doors open to a large enclosed Florida room overlooking the beautifully maintained community grounds, providing even more space to relax and enjoy the Florida lifestyle. The remodeled kitchen is a standout, featuring quartz countertops, abundant white soft-close cabinetry, a farmhouse-style sink, herringbone tile backsplash, under-cabinet lighting, and a complete stainless steel LG appliance package including refrigerator, range, microwave, and dishwasher. Both bathrooms have been beautifully remodeled with quartz-topped vanities and impressive custom tile work. Walk-in showers feature frameless glass enclosures, decorative tile accents, niches, and contemporary finishes. An exceptionally large walk-in closet provides outstanding storage, while an interior laundry closet with included washer and dryer and a large private exterior storage room add everyday convenience. The Wellington offers beautifully landscaped grounds, two pool areas including a heated pool for winter use, clubhouse, shuffleboard, community activities, and a private dock on Lake Howard with access to the Winter Haven Chain of Lakes—perfect for fishing and enjoying life on the water. The condo fee includes basic cable and internet, water, garbage pickup, exterior building maintenance, and grounds maintenance. A private covered parking space is also included. Conveniently located near medical facilities, shopping, restaurants, churches, grocery stores, and charming Downtown Winter Haven. Beautifully remodeled, incredibly spacious, and located in a Chain of Lakes waterfront community—this is 55+ living with the updates already done for you!

689 Lake Howard Drive Nw Unit 213, Winter Haven

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

300 Monterey Cypress Blvd, Winter Haven
$140,000
3 Beds ⋅ 2 Baths ⋅ 11925079 MLS
Welcome to Cypress Creek Village, where Florida living meets comfort, style, and convenience! This beautiful 2013 Maria 3-bedroom, 2-bath home is truly move-in ready and available upon park approval. With a spacious floor plan, numerous updates, wonderful furnishings, and NO REAR NEIGHBORS, this home offers privacy and plenty of room to enjoy the Florida lifestyle.- Step inside to a bright and open living area with laminate wood flooring, lighted ceiling fan, and an easy flow into the impressive eat-in kitchen. The kitchen features an island, abundant cabinetry and counter space, a large sink with sprayer, and appliances including a Bosch dishwasher, Frigidaire smooth-top range, built-in microwave, and NEW 2026 refrigerator. A glass dining table with four chairs is included.- The spacious king-sized primary retreat features laminate flooring, a ceiling fan, a large walk-in closet, and a private bath with a NEW dual vanity, vanity lighting, mirrored medicine cabinet, step-in shower, comfort-height commode, and large linen closet.- Two generously sized guest bedrooms provide plenty of space for family, friends, an office, or hobbies. One bedroom features a built-in desk, while the second has its own private entrance into the guest bath. Both offer laminate flooring, ceiling fans, and excellent closet space.- The 12' x 12' raised Florida room is your own private oasis! Located just off the kitchen, it features tinted windows, sliding glass door access, and an additional rear entrance. It is the perfect place to relax, entertain, or enjoy your morning coffee. Blinds, two rockers, and two chairs are included.- Additional features include a convenient laundry room with an LG washer and KitchenAid dryer, overhead cabinets and extra storage, plus an 8' x 10' shed for all your outdoor extras (tools not included). Enjoy the bonus of a whole-house TV antenna with 106 channels! The front landscaping was newly updated in 2026 for great curb appeal. FURNISHINGS INCLUDED!- All furnishings are included throughout the home, making this an even easier move. Just bring your personal belongings and start enjoying your new Florida home! PROPERTY HIGHLIGHTS- • 2013 Maria- • 3 Bedrooms / 2 Baths- • Beautifully maintained & move-in ready- • ONLY $140,000!- • NO REAR NEIGHBORS- • Raised 12' x 12' Florida room with tinted windows- • NEW refrigerator - 2026- • NEW front landscaping - 2026- • NEW dual vanity in primary bath- • Whole-house TV antenna - 106 channels- • ALL furnishings included- • Plenty of storage throughout- This is a wonderful opportunity to own a spacious, beautifully maintained 3-bedroom home in Cypress Creek Village for only $140,000! With the updates, furnishings, private Florida room, and peaceful setting, this one is ready for you to call home!-

300 Monterey Cypress Blvd, Winter Haven

Listing courtesy of Tanya Johnston with American Mobile Home Sales of Tampa Bay, Inc.

1836 Carnostie Road, Winter Haven
$299,000
4 Beds ⋅ 3 Baths ⋅ O6431627 MLS
Sellers are Motivated!! Welcome to this beautifully maintained 4-bedroom, 2.5-bath residence in the highly sought-after VillaMar community of Winter Haven. Built with energy-efficient construction and featuring fully paid-off solar panels, this home offers the perfect blend of comfort, style, and long-term savings. Step inside to an inviting open-concept floor plan designed for today’s lifestyle. The spacious living and dining areas flow seamlessly into the gourmet kitchen, featuring ample cabinetry, generous counter space, and an ideal layout for both everyday living and entertaining. The primary suite is conveniently located on the first floor, offering privacy and comfort with an en-suite bathroom and spacious walk-in closet. Upstairs, you’ll find three additional bedrooms, a full bathroom, and a versatile loft that provides the perfect space for a second living area, media room, playroom, or home office. Conveniently located just minutes from US Highway 27, Highway 60, and SR-17, this home offers easy access to Orlando, Lakeland, Tampa, and Central Florida’s major employment centers. Shopping, dining, grocery stores, medical facilities, and everyday conveniences are all nearby. Whether you’re a first-time homebuyer, growing family, seasonal resident, or investor, this move-in-ready home presents an exceptional opportunity in one of Winter Haven’s fastest-growing communities. Schedule your private showing today!

1836 Carnostie Road, Winter Haven

Listing courtesy of ALORA REALTY GROUP INC. 407-790-9605

2911  Shoal Creek, Unit #797, Winter Haven
$99,000
2 Beds ⋅ 2 Baths ⋅ 11924865 MLS
2 Bed | 2 Bath | 1432 Sq. Ft | $99,000 | Lot 797 This beautifully maintained 2‑bedroom, 2‑bath Jacobsen home offers turnkey living in one of Central Florida's most desirable 55+ golf communities. The home features a newer roof, air conditioner, and windows, ensuring long‑term comfort and efficiency. A spacious separate laundry room includes a brand‑new washer and dryer. Enjoy Florida living at its finest in the expansive glass‑window lanai, perfect for year‑round relaxation. A rear patio provides additional outdoor space for grilling or quiet evenings. The rare attached two car garage offers excellent storage and convenience. Fully furnished and move‑in ready, this home is ideal for seasonal or full‑time residents seeking comfort, upgrades, and resort‑style amenities. Don't miss this opportunity to own a beautifully updated home in Four Lakes Golf Club. Purchase of this home comes with 1 year free golf.

2911 Shoal Creek, Unit #797, Winter Haven

Listing courtesy of Cheryl Dobbs with CRF Communities

1700 6th Street Nw Unit C31, Winter Haven
$99,900
2 Beds ⋅ 2 Baths ⋅ O6431756 MLS ⋅ N/A BLDG.
Welcome to **1700 6th Street NW, Unit C31, Winter Haven, FL 33881**, a beautifully maintained condominium offering comfort, convenience, and low-maintenance Florida living in the heart of Winter Haven. Whether you're looking for a full-time residence, seasonal retreat, or investment opportunity, this inviting home provides the perfect combination of affordability and location. Step inside to discover a bright and welcoming floor plan filled with natural light. Impact windows throughout for added comfort. The spacious living and dining areas create an inviting atmosphere for relaxing or entertaining, while the well-appointed kitchen offers ample cabinet and counter space for everyday living. The comfortable bedrooms and well-designed bathrooms provide a peaceful retreat, and the functional layout maximizes every square foot of living space. Another added benefit is the in unit washer/dryer combo included. Enjoy the convenience of condominium living with beautifully maintained grounds and community amenities, allowing you more time to enjoy everything the Winter Haven area has to offer. Ideally located in the heart of Florida's Chain of Lakes region, this home is just minutes from Lake Howard and the renowned Chain of Lakes, where you can enjoy boating, fishing, kayaking, paddleboarding, and waterfront parks. Spend the day exploring the shops, restaurants, breweries, and entertainment in downtown Winter Haven, or take a short drive to LEGOLAND Florida Resort for family fun. Golf enthusiasts will appreciate the nearby championship golf courses, while nature lovers can enjoy walking and biking trails, gardens, and scenic parks throughout the area. The property also offers convenient access to shopping centers, medical facilities, Polk State College, major highways, and both Tampa and Orlando attractions, making commuting and weekend adventures easy. Whether you're searching for a low-maintenance primary residence, a winter getaway, or an investment property, **1700 6th Street NW, Unit C31** offers an outstanding opportunity to enjoy the relaxed Central Florida lifestyle in a prime Winter Haven location. Don't miss your chance to make this charming condominium your new home!

1700 6th Street Nw Unit C31, Winter Haven

Listing courtesy of TRUDEALS REALTY CORP. 833-878-3325

200 Fairway Circle, #200 Unit #200, Winter Haven
$59,900
2 Beds ⋅ 2 Baths ⋅ 11924712 MLS
2 Bed | 2 Bath | 1120 square foot | $59,900 (Swiss Golf and Tennis- Lot 200) This beautiful, fully furnished and well maintained home is located in a highly desirable 55+ community. Highlights include: Roof and AC both 2-3 years old - Indoor Laundry - Gorgeous Florida room with AC - Large extended driveway allowing plenty of parking - Spacious workshop/shed with lots of storage space and tools included - Workshop also has 2 doors and double doors in the back. Beautiful Golf Course view with open patio and no rear neighbors! This home has so much to offer-definitely a must-see! This home gives you access to a relaxed, resort-style lifestyle. Enjoy the beautifully maintained 18-hole golf course. One-year FREE golf membership with your purchase! Unwind at the heated pool and spa overlooking beautiful Lake Henry. The community also features an on-site restaurant and pub. Residents also enjoy a variety of recreational activities including tennis, pickleball, and shuffleboard. Call today to schedule a tour!

200 Fairway Circle, #200 Unit #200, Winter Haven

Listing courtesy of Brandi Sappington with CRF Communities

628 Lakeside Ranch Lane, Winter Haven
$164,800
2 Beds ⋅ 2 Baths ⋅ P4939529 MLS
Meticulously Maintained, beautiful 2/2, move-in ready home in a quiet lake-front community. Pride of Ownership shows throughout! List of Updates attached and include finished walls, Plumbing, downspouts, Heat Pump with UV Light, Newer Appliance, Washer and Dryer (inside laundry), flooring, kitchen cabinets with soft-close, built-in pantry/storage in the Dining Room to name a few. Thoughtfully maintained, offering peace of mind and comfort from day one! BONUS=2024 Evolution C4PRO golf cart is included! The sales price includes the $11,000 share of ownership in this Co-op Community. The low $145/mo HOA fee includes water, sewer, and lawn mowing. Individual mailbox, community laundry and clothesline available. No pets. No motorcycles. Trucks ok. Located near shopping, entertainment, and health care!

628 Lakeside Ranch Lane, Winter Haven

Listing courtesy of GOOD COMPANY REALTY INC.. 863-585-9610

2759 Adeline Avenue, Winter Haven
$319,220
4 Beds ⋅ 2 Baths ⋅ O6431559 MLS
Under Construction. Introducing the Cali floorplan at Willowbrook South, in Winter Haven, Florida, where every square foot is put to use with sophistication and comfort. Inside this 4-bedroom, 2-bathroom home, you’ll find 1,828 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing quartz counters and tile floors throughout. As you step inside, you are greeted by an inviting foyer that leads you into the heart of the home. The open-concept layout seamlessly connects the living room, dining area, and kitchen, creating a perfect space for entertaining family and friends. The spacious living room features abundant natural light, thanks to large windows that provide picturesque views of the surrounding landscape. With ample room for seating, it's an ideal spot for relaxation and gatherings. The kitchen is a true highlight, including granite countertops, sleek stainless-steel appliances, a walk-in pantry and an oversized island with a breakfast bar. Whether you're preparing a casual meal or hosting a formal dinner, this kitchen is well-equipped to meet your culinary needs. The four generously sized bedrooms offer flexibility for various lifestyles. The primary suite located in the rear of the home is a tranquil retreat, featuring a private ensuite bathroom with dual sinks, a separate shower, and a walk-in closet. The remaining three bedrooms share one well-appointed bathroom, making morning routines a breeze. Laundry won't be a chore with its dedicated space convenient to all bedrooms. Like all homes in Willowbrook South, the Cali includes smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

2759 Adeline Avenue, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299

116 Harbor Drive, Winter Haven
$289,900
4 Beds ⋅ 2 Baths ⋅ O6418010 MLS
Stunning! Fresh Farm Style, Located on a quiet 'No Outlet' street within walking distance of the Happy Valley Trail with gorgeous water views of Lake Conine. Split floor plan, 4bed/2 bath; Front facade is stucco'd with beautiful stone entry; Inside are new solid wood wht shaker cabinets with 'Luna Pearl' granite in kitchen & baths w/ under mount sinks; All NEW Samsung gourmet stainless steel appliances; Large breakfast bar with TONS of cabinetry 36" uppers (with crown); All new vinyl plank flooring thru-out entire home (no carpet); Inside laundry; 4th bedroom is large in-law style, Brand NEW architectural roof; Updated AC, windows; All new faucets, fixtures, fans & LED lighting; Bathrooms have custom tile and tub surrounds with rain head shower and stone deco inlay mosaics; New 3 tone paint inside and out; Secluded backyard fully fenced in for pets; Relax in oasis pool that has full privacy with no 2 story surrounding houses. No HOA... this home has it all!

116 Harbor Drive, Winter Haven

Listing courtesy of XCELLENCE. 866-595-6025

981 Harold Pass, Winter Haven
$305,000
4 Beds ⋅ 3 Baths ⋅ O6429236 MLS
Welcome to 981 Harold Pass, a beautifully designed 4-bedroom, 2.5-bath home offering the perfect blend of style, space, and comfort. The open-concept floor plan features a spacious kitchen with a large center island, abundant cabinetry, a generous pantry, and seamless flow into the dining and living areas. Sliding glass doors lead to a covered lanai, perfect for enjoying Florida living. Upstairs, the private owner's suite features a walk-in closet, dual vanities, and a walk-in shower, along with three additional bedrooms, a versatile loft, and a conveniently located laundry room. Currently tenant-occupied, this property presents an excellent opportunity for investors looking to generate immediate rental income. Conveniently located in Peace Creek Reserve with easy access to shopping, dining, schools, and everything Winter Haven has to give Schedule your private showing today and discover the potential this exceptional property has to bring!

981 Harold Pass, Winter Haven

Listing courtesy of GLASSTONE GROUP INC. 321-988-4663

1041 Brooks Way, Winter Haven
$336,500
3 Beds ⋅ 2 Baths ⋅ O6430273 MLS
Welcome to 1041 Brooks Way. Step inside to an open, thoughtfully designed floor plan that’s ideal for both relaxing and entertaining. The split-bedroom layout provides added privacy, while the spacious living areas flow seamlessly into the kitchen and dining space, creating the heart of the home. The primary suite offers a peaceful retreat with an en-suite bath and generous closet space. Outside, you’ll enjoy a large backyard with plenty of room to create your own outdoor oasis, whether you envision a patio, garden, play area, or future pool. Conveniently located near shopping, dining, schools, and everything Winter Haven has to offer. beautifully designed single-story home built in 2023, offering the perfect blend of modern comfort and everyday functionality. Featuring 3 bedrooms, 2 bathrooms, and 1,863 square feet of living space, this home sits on a spacious 0.24-acre lot in The Grove at Crystal Beach community. Don’t miss your opportunity to make this beautiful home yours. Schedule your private showing today!

1041 Brooks Way, Winter Haven

Listing courtesy of REAL BROKER, LLC. 855-450-0442

615 Avenue A  Ne, Winter Haven
$259,999
3 Beds ⋅ 2 Baths ⋅ L4963989 MLS
Charming Historic Winter Haven Bungalow on a Great sized lot near Downtown Winter Haven - Welcome to 615 Avenue A NE, a beautifully maintained 1940 block home tucked in one of Winter Haven's sought-after Historic Districts — just steps from Rotary Park and the shimmering waters of Lake Elbert. This 3-bedroom, 2-bath home offers 1,848 square feet of thoughtfully updated living space on a generous 0.24-acre lot (75x140), blending old-Florida character with modern comfort. Inside, warm laminate flooring flows through a spacious living room anchored by a cozy electric fireplace and custom built-in shelving with entertainment center. The adjoining family room offers even more room to gather, while the fully equipped kitchen features stainless appliances and ample cabinetry, opening to a bright dinette and formal dining room — perfect for everyday living or entertaining. The primary suite includes a walk-in closet and en-suite bath with a walk-in shower, and two additional bedrooms provide flexibility for family, guests, or a home office. A dedicated laundry room adds everyday convenience. Outside, the fully fenced backyard is an entertainer's dream, complete with a paver patio seating area, mature shade trees, a storage shed, and plenty of open lawn for pets, play, or gardening. The attached one-car garage includes a built-in workshop, ideal for hobbyists or extra storage, and an irrigation system keeps the landscaping lush year-round. Located minutes from downtown Winter Haven's shops, dining, and lakefront parks, and with easy access to LEGOLAND Florida Resort and central Florida's major highways, this home offers the rare combination of historic charm, everyday functionality, and an unbeatable location near the water. Don't miss your chance to own a piece of Winter Haven history!

615 Avenue A Ne, Winter Haven

Listing courtesy of LOKATION. 954-545-5583

1024 31st Street Nw, Winter Haven
$245,000
4 Beds ⋅ 2 Baths ⋅ O6430862 MLS
Welcome to this beautifully updated 4-bedroom, 2-bath home where modern finishes, everyday comfort, and thoughtful design come together to create a space you'll love coming home to. Nestled in Winter Haven's established West Cannon Heights neighborhood, this move-in-ready residence offers the perfect blend of style, functionality, and value. Step inside to find bright living spaces filled with natural light, complemented by durable luxury vinyl flooring throughout. The well-appointed kitchen features stainless steel appliances, stone countertops, generous cabinetry, and plenty of workspace, making it ideal for everything from busy weekday mornings to entertaining family and friends. The home's versatile layout includes four comfortable bedrooms, providing plenty of options for a growing household, overnight guests, or a dedicated home office. A spacious family room with a charming decorative brick accent creates an inviting gathering space and opens to the backyard patio, extending your living space outdoors. The private primary suite offers a relaxing retreat with a built-in closet, ceiling fan, and its own en-suite bathroom. Enjoy Florida living from the welcoming covered front porch or unwind in the fully fenced backyard, where there's plenty of room for pets, gardening, play, or weekend barbecues. An indoor laundry room with washer and dryer adds everyday convenience, while the absence of HOA fees provides greater freedom and fewer monthly expenses. Conveniently located near shopping, dining, schools, parks, medical facilities, and Winter Haven's renowned Chain of Lakes, this home offers easy access to everything you need while maintaining the charm of an established neighborhood. Whether you're purchasing your first home, looking for extra space, or searching for a smart investment opportunity, this beautifully maintained property is ready for its next chapter. Schedule your private showing today!

1024 31st Street Nw, Winter Haven

Listing courtesy of GOYAL & DECOSTER REALTY. 407-693-7403

4234 Rolling Oaks Drive, Winter Haven
$139,900
2 Beds ⋅ 2 Baths ⋅ P4939511 MLS
Walk right into this beautiful home located in Oakwood Estates, a 55+ community. You will find the home nicely furnished which all conveys with the sale of the home. The open living area at the front of the home has a beautiful lake view. The kitchen is open to another living space or dining area. The primary bedroom at the rear of the home is nice sized and will accommodate a king sized bed. The guest bedroom is attached to the guest bathroom offering privacy and convenience to your guests. The Lanai which is also air conditioned (vent behind the couch) offers a wonderful area to sit and enjoy your morning coffee where you can watch the world go by. Oakwood Estates offers many activities and amenities including two pools, two clubhouses, tennis courts, shuffle board, miniature golf and much more. You can stay as busy as you like or just sit back and enjoy the peaceful community. The golf cart is included in the sale of the home. The Sellers have a home warranty in place and with a reasonable offer will pay for three month to continue the plan. Make your appointment today to see this beautiful home.

4234 Rolling Oaks Drive, Winter Haven

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

348 Terranova Boulevard, Winter Haven
$149,900
O6430310 MLS
Build your dream home on this beautiful approximately ½-acre waterfront homesite at 348 Terranova Boulevard. Nestled along the peaceful shores of Crystal Lake, this spacious lot offers the perfect blend of privacy, natural beauty, and room to create the custom home you've always envisioned. Wake up to tranquil water views, enjoy breathtaking sunsets from your future backyard, and take advantage of the generous lot size with plenty of space for a pool, outdoor entertaining, and lush landscaping. Whether you're looking to build a luxurious estate or a private retreat, this property provides the ideal canvas. Opportunities to own a waterfront lot of this size are becoming increasingly rare. Bring your own builder and design a home tailored to your lifestyle while enjoying the serenity and beauty that Crystal Lake has to offer. Don't miss this chance to turn your dream home into reality on one of the area's most desirable waterfront homesites.

348 Terranova Boulevard, Winter Haven

Listing courtesy of ZIRO REALTY. 407-669-9476

228 W Lake Ina Drive, Winter Haven
$389,000
3 Beds ⋅ 4 Baths ⋅ L4963984 MLS
Virtually Staged. Welcome to lakefront living on beautiful Lake Ina in Winter Haven! This 3 bedroom, 4 bathroom pool home with NO HOA offers generously sized bedrooms, wood flooring throughout the living areas and bedrooms, and tile in the kitchen and bathrooms. The kitchen features granite countertops, wood cabinetry, a tile backsplash and a convenient breakfast bar. Two of the bathrooms showcase charming retro styling, adding unique character to the home. Two large picture windows frame peaceful lake views and fill the interior with natural light. Step outside and experience the Florida waterfront lifestyle, with opportunities to spend your days boating, fishing, water skiing or simply relaxing by the water and enjoying the views. Designed for outdoor living and entertaining, the property includes a covered deck, covered patio, outdoor kitchen, outdoor shower and a large swimming pool surrounded by an impressive 57 by 63 foot paver patio, along with a pool bath. Whether hosting poolside gatherings, launching out for a day on the lake or unwinding by the water at sunset, this home offers a true lakefront retreat!

228 W Lake Ina Drive, Winter Haven

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

24 Flamingo Boulevard, Winter Haven
$229,900
3 Beds ⋅ 2 Baths ⋅ S5154988 MLS
Discover Your Cozy Winter Haven Retreat! Welcome to a home where comfort, style, and convenience come together in one inviting package. This beautifully updated 3-bedroom, 2-bathroom home offers 1,344 square feet of thoughtfully designed living space—perfect for first-time buyers, growing families, downsizers, or investors. Enjoy the rare advantage of owning both the home and the land with NO lot rent, NO HOA, and NO CDD fees, giving you the freedom to truly make this property your own. Inside, you'll find numerous modern upgrades that provide both style and peace of mind, including a 2022 HVAC system, updated cabinetry and countertops, luxury vinyl flooring throughout, beautifully renovated bathrooms, and fresh interior paint that creates a bright, welcoming atmosphere. The exterior is equally impressive. Durable aluminum siding and an aluminum metal roof offer long-lasting, low-maintenance living, while the fenced corner lot provides added privacy and plenty of outdoor space for family, pets, or entertaining. A screened and covered front porch invites you to relax with your morning coffee or unwind after a long day. Adding even more value, a 2020 RV located on the property is also available for purchase separately. The RV is currently leased and generates rental income, presenting an excellent opportunity for additional cash flow or future guest accommodations. Conveniently located just minutes from shopping, dining, schools, and everyday essentials, this home is also approximately:12 minutes to Winter Haven Hospital, 20 minutes to LEGOLAND® Florida Resort, 30 minutes to the world-famous Bok Tower Garden, just a short drive from Winter Haven's renowned Chain of Lakes, offering boating, fishing, waterfront dining, and endless outdoor recreation. Whether you're searching for your next home or a smart investment opportunity, this move-in-ready property offers exceptional value, modern updates, and an unbeatable location. Schedule your private showing today!

24 Flamingo Boulevard, Winter Haven

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

1746 Hummingbird Road, Winter Haven
$326,150
3 Beds ⋅ 2 Baths ⋅ O6430644 MLS
Under Construction. The Astor is one of our one-story floorplans featured in Harmony at Lake Eloise in Winter Haven, Florida. With 3 exteriors to choose from, the Astor is sure to turn heads. Inside this 3 bedroom, 2 bathroom home, you’ll find 1,565 square feet of comfortable living. This home offers a two-car garage and covered porch in the rear of the home. As you enter, you're greeted with a spacious living area, coat and linen storage closets and dedicated laundry room. The kitchen located in the center of the home features quartz countertops, an island, stainless steel appliances and a pantry. You’ll never be too far from the action with the living and dining area to the immediate left and right. The primary bedroom has an attached bathroom that features a walk-in closet, double sink vanity and all the space you need to get ready in the morning. Every bedroom features carpeted floors and a closet. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. Like all homes in Harmony at Lake Eloise, the Astor includes all concrete block and also smart home technology, which allows you to control your home anytime with your smart device while near or away. *Photos are of similar model but not that of the exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability, and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

1746 Hummingbird Road, Winter Haven

Listing courtesy of DR HORTON REALTY OF CENTRAL FLORIDA LLC. 407-250-7299

750 Ave C  Sw, Winter Haven
$3,100,000
28 Beds ⋅ 28 Baths ⋅ TB8535686 MLS
Sunset West Apartments, is a newer construction, 15-unit garden-style multifamily community built in 2021, located at 750 Avenue C SW in Winter Haven, FL (Polk County). The property consists of two two-story buildings totaling 16,012 SF on a 0.73-acre lot zoned R-4. As newer 2021 construction, the asset offers modern build quality and a low-maintenance profile rarely found in the local multifamily inventory. The buildings feature slab foundations, wood-frame exterior walls, and pitched shingle roofs, with central AC in every unit. Electricity is separately metered and paid directly by tenants, and the property is served by city water and sewer. The unit mix offers strong variety across renter profiles: six one-bedroom/one-bath units (670–864 SF), five two-bedroom/two-bath units (1,179 SF), and four spacious three-bedroom/three-bath units (1,523 SF). Interiors feature modern finishes throughout, including wood-look plank flooring, white shaker-style cabinetry, stainless steel appliances, and contemporary bathrooms. Every unit is equipped with a dishwasher and an in-unit washer and dryer — a full-amenity offering that supports premium rents and tenant retention in a submarket where in-unit laundry remains scarce. Located in the heart of Winter Haven within Central Florida's growing I-4 corridor region, Sunset West is a rare opportunity to acquire recently built, professionally designed multifamily product in a market dominated by older-vintage stock.

750 Ave C Sw, Winter Haven

Listing courtesy of FLORIDA REALTY INVESTMENTS. 407-207-2220

232 Kings Pond Avenue, Winter Haven
$288,999
3 Beds ⋅ 2 Baths ⋅ P4939355 MLS
YOUR WINTER HAVEN OASIS AWAITS — MASSIVE 0.28-ACRE LOT & LOW HOA! -Price Improvement ! Looking for space, privacy, and room to grow? Welcome home to this move-in-ready 3-bedroom, 2-bathroom residence nestled on a rare, oversized 0.28-acre lot in the desirable Kings Pond community. Say goodbye to cramped zero-lot lines and hello to true outdoor living! WHAT YOU’LL LOVE ABOUT THIS HOME: Spacious Outdoor Retreat: Step out into your massive, fully fenced backyard—the ultimate setup for weekend BBQs, pets, gardening, or adding your dream pool. Includes a dedicated workshop shed perfect for hobbies, tools, or extra storage! Light & Airy Layout: Features bright, open-concept living with high vaulted ceilings, natural light, and a functional split-bedroom floor plan for maximum privacy. Primary Suite: Unwind in your private master suite complete with a large walk-in closet, dual sinks, and an easy-access walk-in shower. Low HOA & Unbeatable Location: Enjoy quiet neighborhood living with an ultra-low HOA ($205/year) just minutes from local dining, shopping, medical facilities, and the famous Chain of Lakes for fishing and boating. Plus, LEGOLAND® Florida, downtown craft breweries, and major highways are right nearby!

232 Kings Pond Avenue, Winter Haven

Listing courtesy of TRUE FLORIDA REALTY LLC. 863-337-9667

503 Sweet Bay Circle, Winter Haven
$224,500
2 Beds ⋅ 2 Baths ⋅ L4963852 MLS ⋅ N/A BLDG.
Virtually Staged. REMODELED WINTER HAVEN CHAIN OF LAKES CONDO: Stunning remodeled condo with sunset views on the Winter Haven Chain of Lakes! Enjoy the best of Florida living in this beautifully remodeled ground-floor condo overlooking Lake Winterset, part of Winter Haven’s Chain of Lakes. With no stairs, a spacious 2-bedroom, 2-bath layout, private screened porch and gorgeous water views, this move-in-ready residence offers an affordable lakefront lifestyle. Fresh, bright and exceptionally spacious, the interior has been updated from top to bottom with new flooring, stone counters, contemporary lighting and ceiling fans, modern fixtures and a crisp neutral palette. The open living and dining areas offer plenty of room for entertaining, while large windows bring in natural light and showcase views across the expansive lawn to Lake Winterset. The expanded kitchen is a standout, featuring granite countertops, soft-close cabinetry with crown molding, black appliances including a gas range and dishwasher, generous breakfast bar and abundant cabinet and counter space. Its open design connects seamlessly with the dining and living areas. Wake up to water views from the spacious primary suite, complete with a huge walk-in closet and beautifully renovated bath featuring dual undermount sinks, granite countertop, chrome fixtures and a frameless glass walk-in shower with custom tile. Positioned separately for privacy, the second bedroom offers two closets and convenient access to an equally impressive guest bath with granite-topped vanity and custom-tiled tub and shower. Interior laundry and additional storage add everyday convenience. Step onto the private screened porch and enjoy peaceful lake views and spectacular Florida sunsets. It’s the perfect setting for morning coffee, evening cocktails or simply relaxing by the water. Located within gated Winterset, residents enjoy a heated lakefront pool and spa, clubhouse, tennis and pickleball courts, shuffleboard and a private boat ramp providing direct access to the Winter Haven Chain of Lakes. Spend your days boating, fishing, skiing or cruising the Chain to waterfront restaurants. Shopping, dining, medical facilities, LEGOLAND Florida Resort and downtown Winter Haven are just minutes away, with convenient access toward Tampa and Orlando. Whether you're searching for a full-time residence, seasonal Florida getaway or investment opportunity, this beautifully renovated ground-floor condo delivers the combination buyers want: MOVE-IN-READY CONDITION, LAKE VIEWS, NO STAIRS, RESORT-STYLE AMENITIES AND DIRECT CHAIN OF LAKES ACCESS.

503 Sweet Bay Circle, Winter Haven

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

541 Lake Henry Drive, #541 Unit #541, Winter Haven
$48,900
2 Beds ⋅ 1.5 Baths ⋅ 11915959 MLS
Hidden Cove West / Lot #541 / 2 Bedroom/1.5 Bath / 728 Sq. Ft. / $48,900.00 This adorable home has been updated and decorated with an English countryside cottage feel. It is located in an active 55+ gated community that has a resort-feel to it, so move right into this home that boasts: New Kitchen Cabinets New Countertops Custom Backsplash New Lighting Updated Bathrooms with New Vanities & Backsplashes New Luxury Vinyl Plank Flooring Newer Washer/Dryer Large Florida Room Fully Furnished Delayed Closing Until October 31st This home is one that you can secure now, and wait to close until the end of October! That is a rare find, and with this unbelievable price, it will not be on the market long. Set up your appointment to tour today!

541 Lake Henry Drive, #541 Unit #541, Winter Haven

Listing courtesy of Donna Kendall with CRF Communities

1951 Lake Daisy Road , #263 Unit #263, Winter Haven
$45,000
1 Beds ⋅ 1 Baths ⋅ 11915933 MLS
ALL-AGE COMMUNITY! LOW LOT RENT - ONLY $360/MONTH! Snowbirds take note! Seasonal residents may qualify for a 6 months on / 6 months off option, offering even greater savings on lot rent. Monthly lot rent includes water, sewer, and trash. Pride of ownership shines throughout this 2010, one-owner home, which has been lovingly maintained and used as a seasonal snowbird retreat for the past 16 years. The home is in exceptional, move-in-ready condition and is ready for its next owner. Relax in the spacious screened-in lanai, enjoy the convenience of a covered carport with parking for up to two vehicles, and take advantage of the storage shed for all your tools and outdoor gear. The spacious primary bedroom easily accommodates a California King-sized bed, providing plenty of room to unwind after a day of enjoying the Florida lifestyle. Don't miss this opportunity to own a beautifully maintained home with one of the lowest lot rents around! Schedule your private showing today.

1951 Lake Daisy Road , #263 Unit #263, Winter Haven

Listing courtesy of Lillian Lunsford with TEAM SHERROD MOBILE HOME SALES, LLC.

1124 Sawgrass Drive, Winter Haven
$355,000
3 Beds ⋅ 2 Baths ⋅ P4939422 MLS
1124 Sawgrass Drive Winter Haven, Fl. 33884 is located in Lake Ashton, an Exclusive Florida Retirement Community offering tailored activities and amenities to those seeking an Active 55 Plus lifestyle. Built in 2022 with 1,917 sq. ft. living area, this ST. MARKS floor plan home is MOVE IN READY and is located on the 10th Fairway of the West Golf Course in Lake Ashton. When you enter this home you have a direct view of the golf course thru the Triple Sliders that separate the LR from the Lanai. This Split Floor Plan offers: Formal and Casual Dining areas, a Living Room, Laundry Room, Primary Suite, 2 Bedrooms and a Flex Room with Built In Shelves. The living room is at the center of the this home with the Kitchen, Formal Dining, Primary Suite and Dinette areas flowing into the LR area. The Kitchen is spacious and offers a Breakfast Bar, SS Appliances, Recessed Lighting, Pull Out Drawers, Ample 42" Cabinetry and Granite Countertops. The Dinette area is easily accessible to the kitchen and Flex Room and Double Sliders provide direct access to the Covered and Screened Lanai. The Open and Spacious Floor Plan makes entertaining a BREEZE! The comfortable and spacious Primary Suite offers His/Her Walk in Closets, an attractive Primary Bath area with His/Her separate vanities, large soaking tub, walk in shower, separate water closet and linen closet. Glass Block accents the Primary Bath and provides an abundance of natural light into the room. Bedroom 2 and Bedroom 3 are separated by the Guest Bathroom with shower/tub combo and comfort height vanity. Each Bedroom has a built in Closet. The laundry room (washer/dryer included in the sale of the home) is sizable and is the passage from the garage to the kitchen. The garage has a separate golf cart entry and the golf cart is included with the sale of the home. Grab a great book and a cup of coffee and relax on the screened and covered lanai. Lake Ashton is a gated and guarded Florida Active Community with resort style amenities (2 Clubhouses with Movie Theater, Restaurant, Outdoor/Indoor Pools, Fitness Centers and More! Residents enjoy activities like Karaoke, Trivia, Dances, Entertainment Series, Holiday Events and so much more. You can stay busy living the Florida Retirement Dream every single day. For those that love the game of golf, there are (2) 18-Hole Golf Courses, a Pro Shop, Driving Range, Putting Green and the Eagles Nest (Hole 19). Don't wait to tour this home; tour it today!

1124 Sawgrass Drive, Winter Haven

Listing courtesy of LAKE ASHTON REALTY INC.. 863-409-6899

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