Winter Haven Homes with Sidewalks Community Features

Winter Haven Homes with Sidewalks Community Features

Winter Haven: The Perfect City for Your Dream Home

Located in Polk County, Florida, Winter Haven is a charming city that offers a perfect blend of natural beauty and modern amenities. With its picturesque lakes, vibrant community, and Homes with Sidewalks Community Features, Winter Haven is an ideal place to settle down and make your dream home.

Nestled in the heart of the Sunshine State, Winter Haven boasts a subtropical climate, making it a paradise for outdoor enthusiasts. The city is home to over 50 lakes, including the famous Chain of Lakes, offering residents a plethora of recreational activities such as boating, fishing, and water skiing. Imagine waking up to the tranquil views of sparkling waters right from your own backyard.

Apart from its natural wonders, Winter Haven also offers a thriving downtown area filled with shops, restaurants, and entertainment options. Whether you're looking for a cozy café to enjoy a cup of coffee or a trendy boutique for some retail therapy, Winter Haven has it all. The city also hosts various cultural events and festivals throughout the year, showcasing its vibrant arts scene and community spirit.

One of the standout features of Winter Haven is its Homes with Sidewalks Community Features. These communities are designed with pedestrian-friendly infrastructure, allowing residents to enjoy leisurely strolls or bike rides while connecting with their neighbors. Sidewalks not only promote a healthy lifestyle but also create a sense of community and safety for families.

If you're searching for the perfect place to call home, Winter Haven should be at the top of your list. With its natural beauty, vibrant community, and Homes with Sidewalks Community Features, Winter Haven offers the ideal setting for your dream home. Come and experience the charm of this wonderful city for yourself.

Newest Winter Haven Homes with Sidewalks Community Features

$399,990
4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Under Construction. 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
$296,630
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
$319,990
4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Virtually Staged. Under Construction. Under Construction Sample Images: Ready by August 2026. No rear neighbors! 4 Bedrooms and 2 Baths!! The Poinciana is a spacious 2,110 Sq. Ft. floor plan, open concept, with a spacious covered lanai perfect for relaxation and/or entertaining. Sizable great room and two big his and hers walking closets in the master suite. Nice upgrades included like 42" cabinets, stone counters in the kitchen and all bathrooms, tile in wet and common areas, 9'4" ceiling height, and a lot more. One of our most popular floor plan that will fit any family needs.

1052 Luke Avenue, 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
$289,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Virtually Staged. Under Construction. Under construction. Sample Image Ready by August 2026 No rear neighbors! The Bradley looks and feels bigger than 1,625 Sq. Ft. Is an open concept floor plan: spacious master bathroom, dual vanity, and a nice-sized closet. 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.

296 Meredith Boulevard, Winter Haven
$324,490
4 Beds ⋅ 2 Baths ⋅ Villamar Phase 6 And Phase 6d SubDv. ⋅ 33884 Zip Code
Under Construction. Introducing the Cali floorplan at Villamar, 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 quartz 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 provide 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 Villamar, the Cali includes smart home technology, which allows you to control your home anytime with your smart device while near or away. Whether you're seeking a peaceful family retreat or a stylish place to call your own, this home is sure to meet your every need. Contact us today and find your home at Villamar. *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.*

3748 Giorgio Drive, Winter Haven
$288,990
4 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. The Freeport II floor plan at Willowbrook South offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining. As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath with a modern vanity. A convenient linen closet is positioned between the bathroom and bedrooms for easy storage. Further down the hallway, a third bedroom offers flexibility for a home office or guest space, alongside a private laundry area and direct access to the two-car garage. The heart of the home features a well-appointed kitchen with stainless steel appliances, overlooking the dining area, great room, and covered patio perfect for gatherings and family time. Tucked at the rear of the home, the primary bedroom offers a peaceful retreat with a walk-in closet and a spa-inspired bathroom featuring a double vanity sink and a spacious shower. Every home in Willowbrook South comes equipped with the Home Is Connected Smart Home Technology package, allowing you to control locks, thermostat, and more right from your smartphone whether you’re home or away. With its thoughtful design and modern features, the Freeport makes owning a new home in Winter Haven, FL both easy and enjoyable. *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.*

2778 Adeline Avenue, Winter Haven
$124,800
1 Beds ⋅ 1 Baths ⋅ Lamplighter Village SubDv. ⋅ 33884 Zip Code
FOR SALE - 1 Bedroom Mediterranean Style Condominium on Lake Roy...part of Winter Haven's beautiful Chain of Lakes. Professionally decorated this condo comes with a newly renovated bathroom in 2026, granite countertops, window treatments, and double paned windows. It includes newer appliances such as refrigerator (2026), gas stove (2026), gas water heater (2023), and a stackable washer and dryer (2026). It also includes a dishwasher and a microwave. The condo is on the bottom floor and features a Bonus Room suitable for a home office. It has a low electric bill and low HOA fees. The outside has a lovely, shaded picnic area. Residents enjoy dock privileges. This area is quiet and comfortable. Shopping, Restaurants, and Pharmacies are all less than 5 minutes away.

1103 Cypress Gardens Boulevard Unit 13, Winter Haven
$339,640
4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living and 4 Bedrooms! This Jupiter plan is Traditional elevation. The inviting front porch opens to a gracious foyer with the Primary suite on the first floor; it boasts an en suite bathroom with dual sink vanity, shower, private water closet, and large walk-in closet. The spacious family room is open to the dining area and adjacent kitchen. The 2nd level offers a spacious loft and 3 secondary bedrooms each with walk-in closets and a full bathroom.

349 Meredith Boulevard, Winter Haven
$356,315
4 Beds ⋅ 3 Baths ⋅ Willowbrook North SubDv. ⋅ 33881 Zip Code
Under Construction. Beautiful 2 Level, 2 Car Garage Home with Open Concept Living, Loft and 4 Bedrooms! This Naples is in Coastal Elevation. The inviting front porch opens to a gracious foyer with adjacent powder room. The well-appointed, island kitchen is open to the adjoining cafe and spacious family room. The primary suite boasts an en suite bathroom with dual sink vanity, shower, private water closet, and large walk-in closet. The 2nd level offers a spacious loft, 3 secondary bedrooms, each with walk-in closets, a full bathroom and a convenient laundry room.

816 Andrew Street, Winter Haven
$129,500
2 Beds ⋅ 1 Baths ⋅ Orchid Spgs Vill 300 Barcelona SubDv. ⋅ 33884 Zip Code
Virtually Staged. Nestled within the peaceful and highly desirable Orchid Springs Village, this beautifully renovated ground-floor condominium offers the perfect blend of modern style, low-maintenance living, and an unbeatable Winter Haven location. Designed with comfort and functionality in mind, the bright open floor plan seamlessly connects the living and dining areas, creating an inviting space filled with abundant natural light. Beautiful luxury vinyl plank flooring flows throughout the home, while the updated kitchen showcases crisp white cabinetry, stunning stone countertops, stainless steel appliances, and a desirable gas range—combining timeless style with everyday functionality. The spacious bedroom offers a relaxing retreat with generous closet space, while the beautifully remodeled bathroom features an updated vanity and a sleek glass-enclosed tiled shower with tub. Just beyond the main living area, a versatile FLEX ROOM provides the perfect space for a home office, reading nook, hobby room, fitness area, or additional sitting room to suit your lifestyle. Beyond the flex space, the ENCLOSED SUNROOM is surrounded by expansive windows that overlook the lush, manicured grounds, creating a peaceful setting to enjoy your morning coffee, unwind with a good book, or simply relax while taking in the tranquil views, with direct access to the outdoor green space. Residents of Orchid Springs Village enjoy a carefree lifestyle with exceptional community amenities, including a sparkling swimming pool, clubhouse, scenic walking paths, convenient laundry facilities, assigned covered carport parking, and beautifully maintained landscaping. The monthly condominium fee provides outstanding value by covering water, sewer, trash, natural gas, exterior maintenance, and recreational facilities, allowing for truly stress-free ownership. Perfectly positioned in the heart of Winter Haven, this move-in-ready condo is just minutes from Winter Haven Hospital, shopping centers, local restaurants, golf courses, and the vibrant downtown district. Outdoor enthusiasts will appreciate the proximity to Lake Shipp Park and Lake Hartridge Nature Park, while the world-famous LEGOLAND® Florida Resort and Winter Haven's renowned Chain of Lakes are just a short drive away. With easy access to US-27 and the Polk Parkway, commuting to Orlando, Tampa, and surrounding Central Florida destinations is effortless. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this beautifully updated condo offers the ideal combination of comfort, convenience, and resort-style living.

1100 Martinique Drive Unit 106, Winter Haven
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