Winter Haven Homes with Sidewalks Community Features

Winter Haven Homes with Sidewalks Community Features

Welcome to Winter Haven, Florida, a charming city nestled in the heart of Polk County, known for its picturesque lakes and vibrant community spirit. With its ideal location between Orlando and Tampa, Winter Haven offers the perfect blend of small-town charm and convenient access to urban amenities. The city is renowned for its stunning chain of lakes, making it a haven for water enthusiasts and outdoor lovers alike. Whether you enjoy fishing, boating, or simply strolling along the scenic waterfront, Winter Haven has something for everyone.

One of the standout features of Winter Haven is its welcoming Homes with Sidewalks community. These neighborhoods are designed with an emphasis on connectivity and accessibility, making it easy for residents to enjoy leisurely walks, bike rides, or casual strolls with family and friends. Sidewalks weave through the community, encouraging an active lifestyle and fostering a sense of camaraderie among neighbors.

In addition to the charming residential areas, Winter Haven boasts excellent schools, diverse dining options, and a variety of parks and recreational facilities. The city hosts several annual events and festivals, bringing residents together to celebrate the vibrant culture and community spirit that Winter Haven is known for.

If you’re looking to settle down in a friendly, picturesque city with a strong sense of community, Winter Haven is the perfect place to call home. Explore the delightful Homes with Sidewalks and discover the charm and warmth that this wonderful city has to offer!

Newest Winter Haven Homes with Sidewalks Community Features

$315,000
4 Beds ⋅ 3 Baths ⋅ Villamar Ph 2 SubDv. ⋅ 33884 Zip Code
Designed around connected gathering spaces and an easy single-story layout, this 1,988-square-foot home offers a comfortable balance of openness and separation throughout. The kitchen sits at the center of the home, where granite counters, a large island with seating, stainless-steel appliances, and a walk-in pantry create a practical workspace while keeping the kitchen connected to the dining area and great room. Sliding glass doors extend the main living space toward the backyard, bringing in natural light and making it easy to move between indoor and outdoor areas. The four-bedroom, three-bath layout provides flexibility without sacrificing privacy, with the primary suite positioned toward the rear of the home and complemented by a walk-in closet and en suite bath with dual sinks and a glass-enclosed shower. Ceramic tile runs through the main living spaces, while carpet adds a softer finish to the bedrooms. An interior laundry room, attached two-car garage, paver driveway, irrigation system, and backyard add to the home’s everyday functionality. Built in 2021 and maintained with its original finishes, the home offers a functional, well-connected layout with room for the next owner to make it their own. Beyond the home, VillaMar offers a community pool, playground, sidewalks, and recreational common areas, giving residents additional ways to enjoy time outside close to home. Its Winter Haven location also keeps shopping, dining, major roadways, and area attractions within convenient reach.

1166 Yumuri Street, Winter Haven
$299,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Welcome to this beautifully designed home featuring a traditional exterior and inviting covered front porch. Inside you'll find a gracious foyer that leads into an open-concept living space, where the island kitchen flows seamlessly into the café and family room—creating a comfortable setting for everyday living and entertaining. The private garage provides convenient access to the interior hallway, which leads to three secondary bedrooms and a full bathroom with a dual-sink vanity. The spacious primary suite offers a relaxing retreat with a large walk-in closet and an ensuite bathroom featuring a walk-in shower and private water closet. Thoughtfully designed for both comfort and functionality, this home offers a well-balanced layout with inviting shared spaces and private bedroom accommodations.

341 Meredith Boulevard, 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
$285,000
4 Beds ⋅ 2 Baths ⋅ Jace Lndg SubDv. ⋅ 33881 Zip Code
Welcome Home to Modern Living in Jace Landings! Experience the perfect blend of style, comfort, and convenience at 251 Caleb Way, Winter Haven, Florida. Built in 2021, this beautifully maintained 4 Bedroom, 2 Bathroom home offers 1,852 square feet of thoughtfully designed living space featuring an open-concept floor plan that is ideal for entertaining, everyday living, and working from home. Step inside to discover elegant finishes throughout including luxury vinyl flooring, tile flooring, beautiful decorative lighting, and spacious living and dining areas filled with natural light. The heart of the home is the stunning kitchen featuring gorgeous cabinetry, Corian countertops, a custom stone-accent kitchen island, stainless steel appliances, abundant storage, and ample prep space for cooking and entertaining. The spacious primary suite offers comfort and privacy, while three additional bedrooms provide flexibility for family, guests, or a home office. Outside, enjoy a fully fenced backyard with premium vinyl fencing, perfect for children, pets, gatherings, or relaxing evenings. The home also includes a two-car garage, driveway parking, and major systems—including the roof, HVAC, and water heater—that are only five years old. Located within the desirable Jace Landings community, residents enjoy wide sidewalks, underground utilities, modern streetscapes, and convenient access to US-17, US-92, SR-544, and Interstate 4, making commuting to Orlando, Lakeland, and Tampa simple. Nearby attractions include LEGOLAND Florida Resort, the renowned Winter Haven Chain of Lakes, downtown Winter Haven's restaurants and boutiques, Grove Roots Brewing Co., waterfront dining, AdventHealth, and one of Florida's fastest-growing employment corridors. Families will appreciate zoning for Fred G. Garner Elementary, Westwood Middle, and Winter Haven Senior High School. Whether you're searching for your forever home, relocating to Central Florida, or looking for an excellent long-term investment, this move-in ready home delivers outstanding value in one of Winter Haven's fastest-growing communities

251 Caleb Way, 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
$316,000
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
$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
$325,990
5 Beds ⋅ 3 Baths ⋅ Villamar Phase 7 SubDv. ⋅ 33884 Zip Code
The Robie is a two-story floorplan featured in Villamar in Winter Haven, Florida. With 2 exteriors to choose from, the Robie is sure to turn heads. Inside this inviting 5-bedroom, 3-bathroom home, you’ll find 2,447 square feet of comfortable living. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor which includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find the singular downstairs bedroom and full bathroom. As you move upstairs you are greeted with a spacious living and foyer space to utilize for work or play. The primary bedroom one is located just off the loft space and features a spacious walk-in closet as well as ensuite bathroom with double vanity and all the space you need to get ready in the morning. Three additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Villamar, the Robie 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.*

5568 Taverna Loop, Winter Haven
$270,000
3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Aug 2026! Prepare dinner while catching up on the days events from this homes chef-inspired kitchen which overlooks a great room and dining area. Well appointed primary suite provides a restful retreat at the end of the day and has a spacious walk-in closet. 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.

3968 Giorgio Drive, Winter Haven
$274,990
3 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Virtually Staged. Under Construction. Under construction. Sample Images Ready by August 2026 No rear neighbors! The Auburndale is just the perfect home that feels bigger than 1,407 Sq. Ft. Is an open concept floor plan. Nice-sized kitchen and a spacious master bedroom. Nice upgrades include stone counters in the kitchen and in all bathroom counters, tile in wet and common areas, 9'4" ceiling height, and a lot more.

1040 Luke Avenue, Winter Haven
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