Winter Haven Homes with Sidewalk Exterior Features

Winter Haven Homes with Sidewalk Exterior Features

Welcome to Winter Haven, Florida – a charming city nestled in the heart of Polk County, renowned for its picturesque lakes and vibrant community spirit. With its strategic location between Tampa and Orlando, Winter Haven offers residents the perfect blend of serene suburban living and easy access to bustling urban amenities. This delightful city is famous for its beautiful Chain of Lakes, which provides endless opportunities for boating, fishing, and enjoying the great outdoors.

One of the standout features of homes in Winter Haven is their inviting sidewalk exterior. These thoughtfully designed properties not only enhance the aesthetic appeal of the neighborhood but also promote a friendly, walkable environment. Imagine leisurely strolls along tree-lined streets, where neighbors greet each other with warm smiles and children play freely. The sidewalks create a sense of community, encouraging families to engage with one another and fostering lasting friendships.

Winter Haven’s real estate market boasts a diverse array of homes, from charming single-family residences to modern townhouses, all equipped with sidewalks that seamlessly connect you to local parks, shops, and dining options. Whether you’re a first-time homebuyer or looking to settle down in a peaceful environment, Winter Haven offers an array of choices that cater to various lifestyles.

Experience the warmth and charm of Winter Haven, where community and comfort come together. Discover your dream home with inviting sidewalk features that not only enhance your lifestyle but also connect you to the heart of this wonderful city. Come and explore the enchanting possibilities that await you in Winter Haven!

Newest Winter Haven Homes with Sidewalk Exterior Features

$149,000
2 Beds ⋅ 2 Baths ⋅ Wellington Pt 01 Bldgs 01 02 & Wellington Pt 02 B SubDv. ⋅ 33880 Zip Code
This is 55+ living at its best! Fully renovated 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
$325,000
4 Beds ⋅ 3 Baths ⋅ Villamar Ph 3 SubDv. ⋅ 33884 Zip Code
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
$326,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
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
$303,990
4 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise Phase 4 SubDv. ⋅ 33884 Zip Code
Introducing the Harper floorplan at Harmony at Lake Eloise, where every square foot is put to use with sophistication and comfort. Inside this 4 bedroom, 2 bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite 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 chef's kitchen is a true highlight, boasting granite countertops, sleek stainless steel appliances, 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 provide flexibility for various lifestyles. The primary suite 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. Like all homes in Harmony at Lake Eloise, the Harper 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.*

3117 Firebrush Lane, Winter Haven
$265,000
3 Beds ⋅ 2 Baths ⋅ Eagle Lndg Ph Ib SubDv. ⋅ 33880 Zip Code
Virtually Staged. Why wait to build when this 2022 home is ready now? Welcome to 877 Eagle Rock Terrace, offering 3 bedrooms, 2 baths and an open-concept layout designed for easy Florida living. The kitchen features granite countertops, a center island with breakfast bar and pantry, all flowing seamlessly into the dining and living areas. Step outside to the covered lanai and backyard—perfect for relaxing or entertaining. The private primary suite includes a walk-in closet and en-suite bath, with two additional bedrooms offering plenty of flexibility for guests or a home office. An interior laundry room and 2-car garage complete the home. Located in Eagle Landing with LOW HOA and NO CDD, close to shopping, dining, recreation and LEGOLAND. Move-in ready, newer construction and waiting for you!

877 Eagle Rock Terrace, Winter Haven
$305,000
4 Beds ⋅ 3 Baths ⋅ Peace Crk Reserve SubDv. ⋅ 33884 Zip Code
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
$225,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 & Ph 6d SubDv. ⋅ 33884 Zip Code
Virtually Staged. Short Sale. Welcome to Villamar, a growing community in Winter Haven where convenience, modern living and peaceful pond views come together. This single-story 3-bedroom, 2-bath home offers an inviting open floor plan with spacious living areas designed for comfortable everyday living and easy entertaining. The kitchen features an oversized island, granite countertops, stainless steel appliances and a pantry, opening directly to the dining and living areas for a seamless flow throughout the main living space. The primary suite provides a comfortable private retreat with an ensuite bathroom, while two additional bedrooms allow flexibility for family, guests, a home office or hobbies. With everything conveniently located on one level, this home offers an easy and functional layout. Sliding doors lead to the backyard where you can relax and enjoy tranquil pond views and Florida's year-round sunshine. The outdoor space offers a peaceful backdrop for morning coffee, evening sunsets or simply enjoying the view. The community offers amenities including a pool, clubhouse and playground while the low HOA adds to the appeal. Conveniently located near US-27 and I-4, Villamar puts shopping, dining, schools and everyday conveniences within easy reach. Enjoy nearby attractions including LEGOLAND Florida Resort, the Winter Haven Chain of Lakes and Downtown Winter Haven. Built in 2024, this home offers the opportunity to make a newer property your own with some cosmetic refreshing. Whether you're looking for a primary residence or an investment opportunity, this home is worth a closer look. Schedule your showing today and discover the possibilities. Short sale. Virtually staged.

2824 San Marco Way, Winter Haven
$325,000
3 Beds ⋅ 2 Baths ⋅ Villamar Ph 6 SubDv. ⋅ 33884 Zip Code
Stunning VillaMar residence in Winter Haven, built in 2024, showcasing modern construction with a clean, contemporary design throughout. The interior features an inviting layout highlighted by a chef-style kitchen that opens seamlessly to a spacious great room, creating an ideal space for both everyday living and entertaining. This home includes a whole-house water filtration system, a screened front porch for comfortable outdoor relaxation, a fully fenced backyard for privacy, and enhanced landscaping with decorative stone accents and fresh plantings that elevate the exterior appeal. Conveniently located approximately 10 minutes from Legoland Florida and about one hour from Disney World, this property offers both comfort and an exceptional lifestyle location. Thoughtfully designed and move-in ready, it delivers style, quality, and lasting value. Schedule your private tour today! Errors, omissions, changes, withdrawal may occur. *Buyers are advised to independently verify square footage, permits, and property details.

4913 Kaia Avenue, Winter Haven
$309,990
3 Beds ⋅ 2 Baths ⋅ Harmony On Lake Eloise Phase 4 SubDv. ⋅ 33884 Zip Code
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
$366,330
4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Aug 2026! First-floor primary suite ensures everyone has their own private space. Upstairs loft that can be used fit your needs. Visit Villamar and explore new single-family homes for sale in Winter Haven, FL. Residents will have access to two resort-style amenity centers featuring a clubhouse, pool, and playground. Winter Haven is known for its beautiful chain of lakes with lakeside restaurants and its award-winning community theater. Nearby attractions include Legoland Florida and Peppa Pig Theme Park. A brand-new model and new phase are coming soon. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

3972 Giorgio Drive, Winter Haven
$194,900
3 Beds ⋅ 2 Baths ⋅ Orchid Springs Village SubDv. ⋅ 33884 Zip Code
A MUST SEE! Beautifully renovated first-floor unit located in the well-kept 55+ Granada Building in Orchid Springs! PARK right in front of the door! The designated parking spot is right in front of #104! This spacious condo spans over 1,500 square feet of living space, featuring an open floor plan with 3 bedrooms and 2 bathrooms. Updates include a new modernized kitchen and bathrooms, stunning granite countertops, new stainless steel appliances, gorgeous luxury vinyl flooring throughout, and a freshly painted tan interior radiating classic warmth and timeless style. The laundry closet offers maximum convenience, complete with a washer and dryer. The monthly HOA fee includes the use of the clubhouse and community pool, gas, water, trash, cable, internet, pest control, and exterior & grounds maintenance. Designed for ultimate relaxation, the Florida room boasts lovely views of the lagoon. Don't miss your chance to transition into effortless comfort with low-maintenance living in a peaceful setting. Call us today!

100 El Camino Dr Unit 104, Winter Haven
$399,990
4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Under Construction. Ready in October 2026! CASTAWAY MULTI-GEN: Beautiful 1 Level, 2 Car Garage Home with Open Concept Living and 3 Bedrooms! Featuring a Private Retreat: these thoughtfully designed homes provide flexibility without added monthly costs. Designed for flexibility, the Castaway Retreat offers the ideal solution without added monthly costs. This thoughtfully designed multi-gen layout includes a private retreat with its own kitchenette, living area, bedroom, and full bath, plus both interior access to the main home and a private exterior entrance. An optional washer/dryer hookup adds even more convenience.

819 Andrew Street, Winter Haven
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