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, known for its stunning lakes, vibrant community, and rich history. With over 50 lakes within its borders, Winter Haven is a water lover's paradise, offering endless opportunities for boating, fishing, and enjoying breathtaking sunsets. The city's warm climate and picturesque landscapes make it an ideal place for families, retirees, and everyone in between.

One of the many appealing features of homes in Winter Haven is their inviting sidewalk exterior. These charming sidewalks not only enhance the aesthetic of the neighborhood but also encourage a sense of community. Imagine leisurely strolls in the evening, with neighbors chatting and children playing nearby. The sidewalks create a safe and friendly environment, perfect for family outings or morning jogs, giving you the chance to soak in the natural beauty that surrounds you.

Winter Haven is also home to various parks, recreational facilities, and cultural attractions, including the famous LEGOLAND Florida Resort. The city boasts a range of real estate options, from cozy single-family homes to spacious estates, all with the added benefit of well-maintained sidewalks that promote an active and connected lifestyle.

Whether you’re searching for your dream home or looking to invest in a vibrant community, Winter Haven offers a unique blend of small-town charm and modern conveniences. Discover the perfect property with sidewalk features that invite you to explore and enjoy everything this beautiful city has to offer!

Newest Winter Haven Homes with Sidewalk Exterior Features

205 Arbuthnot Street, Winter Haven
$262,000
3 Beds ⋅ 2 Baths ⋅ Sanctuary By The Lake Ph 1 SubDv. ⋅ 33881 Zip Code
Short Sale. **This property is on the process of a Short Sale**Welcome to this amaizing move in-ready, beautifully upgraded 3-bedroom, 2-bath home blends modern design with relaxed lakeside living. A spacious foyer welcomes you inside and opens to a bright, open concept living and dining area filled with natural light. Sliding glass doors lead to a generous, fully fenced backyard with plenty of room to add a pool ideal for family enjoyment and future investment potential. The impressive kitchen features stainless steel appliances, a mosaic tile backsplash, white shaker cabinets, a large center island with sink, and a full pantry. Thoughtful designer details including bold accent walls, custom pendant lighting, and wood look tile flooring give the home a distinctive, upscale feel. The primary suite is a relaxing retreat with a walk-in closet and a spa-inspired en-suite bath featuring a soaking tub, a walk-in glass shower, a dual-sink vanity, and elegant tile finishes. Two additional bedrooms offer flexible space for family, guests, or a home office. A stylishly updated second bathroom completes the interior. Outside, enjoy a covered patio and a lush backyard your own private piece of Florida paradise. The 2-car garage provides convenient parking and extra storage. Community amenities include access to Lake Rochelle for kayaking and water sports, scenic walking trails, private docks, and a playground all with low HOA fees and no CDD. Ideally located near US-27, major shopping and dining, medical centers, and Central Florida destinations including LEGOLAND®, Walt Disney World®, and Universal Studios®, this home puts everyday conveniences and popular attractions within easy reach.

205 Arbuthnot Street, Winter Haven
4407 Mandolin Boulevard, Winter Haven
$459,900
5 Beds ⋅ 3 Baths ⋅ Mandolin SubDv. ⋅ 33884 Zip Code
Welcome to 4407 Mandolin Boulevard in Winter Haven! This well-maintained 5 bedroom, 3 bath home in a gated community offers generous living spaces and a versatile layout. The flooring flows throughout with a ceramic tiled first floor and luxury vinyl second. The spacious kitchen with stainless steel appliances opens to the family room. A seperate front room provides space for a formal living-room or home office, complimented by a seperate formal dining area. A first floor bedroom and full bath add flexibility for guests or live in family members. Upstairs there is an open loft providing additional gathering space alongside three secondary bedrooms and another full bath. The primary suite features a sitting area, dual walk-in closets, and an ensuite bathroom with a garden tub. Enjoy relaxing on the screened rear lanai overlooking the large, fenced, backyard. The roof was replaced just two years ago adding to this home's appeal. Schedule your private showing today!

4407 Mandolin Boulevard, Winter Haven
824 Andrew Street, Winter Haven
$333,140
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! The inviting front porch opens to a gracious foyer with 2 adjacent secondary bedrooms and a full bathroom. The spacious family room is open to the dining area and adjacent kitchen. 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 and 2 secondary bedrooms each with walk-in closets and a full bathroom.

824 Andrew Street, Winter Haven
3393 Avenue J Nw, Winter Haven
$110,000
2 Beds ⋅ 1 Baths ⋅ Deer Lake Terrace Sub SubDv. ⋅ 33881 Zip Code
Short Sale. INVESTOR SPECIAL! Discover the potential of this cute home in beautiful Winter Haven! Located at 3393 Avenue J NW, this property offers an opportunity for buyers with vision to add their personal touch and bring out its charm. Known as the “Chain of Lakes City,” Winter Haven offers scenic lakes, boating, fishing, and outdoor recreation. Enjoy the area’s local restaurants, shops, parks, and vibrant downtown, along with popular attractions such as LEGOLAND Florida Resort. Explore the possibilities and make this your next project! This is a short sale and is subject to lender approval.

3393 Avenue J Nw, Winter Haven
3952 Giorgio Drive, Winter Haven
$285,000
3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Nov 2026! Configure the flex room in the front of the home to an at home office space or hobby space for the kids. Past the foyer, the open kitchen flows to the dining space, great room and outside patio. Private primary suite offers a spacious area to relax. 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.

3952 Giorgio Drive, Winter Haven
1910 40th St Nw, Winter Haven
$215,000
4 Beds ⋅ 2 Baths ⋅ Inwood SubDv. ⋅ 33881 Zip Code
Nice remodeled double-wide mobile home. It's a 4BR/2BA on your own lot. Cheaper then rent. Big lot is .33 acres. Close to a nice lakefront park, shopping and restaurants and This mobile home is very spacious with both a living room and family room. The master bedroom has a walk-in closet. 12x8.5 dining room and too many extra features to mention. Buyers must verify all information.

1910 40th St Nw, Winter Haven
353 Meredith Boulevard, Winter Haven
$344,990
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! 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 ensuite 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.

353 Meredith Boulevard, Winter Haven
888 Twin Oaks Lane, Winter Haven
$2,000,000
5 Beds ⋅ 5 Baths ⋅ Twelve Oaks Estates SubDv. ⋅ 33880 Zip Code
Welcome to 888 Twin Oaks Lane, where striking custom architecture, luxury features, four acres of privacy, and resort-style outdoor living come together in prestigious, gated Twelve Oaks Estates. Built by respected custom builder Alan Ulch on a quiet cul-de-sac, this distinctive residence offers 4,565 square feet of heated living space with five bedrooms, four full bathrooms, one half bathroom, and a versatile bonus room. A dramatic two-story foyer and living room showcase soaring 22-foot ceilings, an architectural catwalk, and custom shiplap detailing. Abundant windows fill the home with natural light and frame peaceful property views, complemented by engineered wood flooring, oversized doorways, plantation shutters, and custom window treatments with motorized shades. The chef-inspired kitchen pairs premium Bosch and Thermador appliances with Misterio quartz countertops, floor-to-ceiling cabinetry, a custom range hood, and floating shelves. A built-in coffee maker, Ice-O-Matic nugget ice machine, and separate wine and beverage refrigeration elevate everyday living and entertaining. Two oversized sinks, concealed small-appliance closets, deep island drawers, and an expansive walk-in pantry provide exceptional storage and functionality. The main-level primary suite offers direct pool access and a spa-like bathroom with an oversized soaking tub, floor-to-ceiling tiled shower, dual vanities, dedicated makeup area, and two expansive walk-in closets with custom shelving. A separate main-level mother-in-law suite welcomes extended family or guests. Oversized secondary bedrooms with walk-in closets, an office nook, and a spacious bonus room offer flexibility for work and recreation. The oversized laundry and mudroom feature abundant counter space, a utility sink, laundry chute, barn door, and dedicated pet-washing station. Expansive covered porches with elegant pavers and wood-planked ceilings invite you to enjoy the peaceful setting. Relax on the twin-size bed swing and enjoy the nature. Expansive sliding glass doors connect the interior to an oversized custom heated saltwater pool with a sun shelf, integrated spa, wraparound seating bench, and beautiful lighting. An outdoor shower and plumbing provisions for a future outdoor kitchen enhance this private retreat. Beautiful acreage framed by horse fencing provides room to gather, play, and explore. Quality construction and modern conveniences include Hardie board siding, metal roofing over the porches, whole-home spray foam insulation, a Generac whole-house generator, Culligan water treatment system, three tankless water heaters, two central air-conditioning systems plus a mini-split, and an integrated residential fire sprinkler system. An oversized driveway provides ample parking. With controlled gated access and paved community roads, Twelve Oaks Estates offers a peaceful home base convenient to Winter Haven, Lakeland, Auburndale, and Bartow, with shopping, dining, downtown entertainment, parks, lakes, and boating nearby. Polk Parkway connections to I-4 put Tampa, Orlando, both international airports, and attractions including LEGOLAND Florida, Walt Disney World, Universal Orlando, and Busch Gardens Tampa Bay within reach. Grand spaces for gathering. Quiet places to retreat. Four private acres to call your own. 888 Twin Oaks Lane brings together custom craftsmanship, luxury finishes, resort-style outdoor living, and everyday comfort for an exceptional expression of private estate living.

888 Twin Oaks Lane, Winter Haven
1859 Galloway Terrace, Winter Haven
$350,000
4 Beds ⋅ 2 Baths ⋅ Buckeye Trace SubDv. ⋅ 33881 Zip Code
Welcome to this spacious 4-bedroom, 2-bathroom home nestled in a desirable gated community. Situated on a large lot, this home offers over 2,000 square feet of comfortable living space, providing plenty of room for both everyday living and entertaining. The private owner’s suite offers a relaxing retreat, complete with an ensuite bathroom featuring a separate tub and shower and walk in closets. The open-concept kitchen flows seamlessly into the great room, creating a welcoming space where the cook can stay connected with family and guests. The other bedrooms are spacious and one room can be used as office/den. This home also has a separate formal dining room not seen in newer model homes. This home does have owner owned solar panels ( free and clear ownership) offering instant savings on electricity bills. With generous living areas, a spacious lot, and a thoughtfully designed floor plan, this home offers comfort, privacy, and functionality in a beautiful community setting. This community is located in the USDA zoned area for down payment assists.

1859 Galloway Terrace, Winter Haven
2746 Adeline Avenue, Winter Haven
$286,490
3 Beds ⋅ 2 Baths ⋅ Willowbrook South SubDv. ⋅ 33881 Zip Code
Under Construction. The Archer II is one of our one-story floorplans features in our Willowbrook South community in Winter Haven, Florida. Take your pick between two sleek exterior options when choosing this floorplan. Inside this 3 bedroom, 2 bathroom home you’ll find 1,328 square feet of comfortable living. The open concept layout allows for seamless movement between spaces making entertaining guests a breeze. It also provides homeowners versatile design options. The kitchen features shaker-style cabinets, quartz countertops, and stainless steel appliances, which are sure to both turn heads and make meal prep easy. You’ll bever be too far from the action with the living and dining area right there. In every bedroom, besides the primary bedroom, you’ll have carpeted floors and a closet in each room. Whether these rooms become bedrooms, office spaces, or other bonus rooms, there is sure to be comfort. The primary bedroom features luxury vinyl plank flooring that will be sure to stand out. It also has its own attached bathroom that features a walk-in closet and all the space you need to get ready in the morning. Sharing a sink isn’t a worry with the double vanity, and you also get additional privacy with a separate door for the toilet and shower. Contact us today and find your home at Willowbrook South. *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.*

2746 Adeline Avenue, Winter Haven
3996 Giorgio Drive, Winter Haven
$280,000
3 Beds ⋅ 2 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Dec 2026! Enjoy open-concept living with a chef-inspired kitchen overlooking the great room and dining area. The spacious primary suite offers a peaceful retreat and includes a large 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.

3996 Giorgio Drive, Winter Haven
3980 Giorgio Drive, Winter Haven
$340,000
4 Beds ⋅ 3 Baths ⋅ Villamar SubDv. ⋅ 33884 Zip Code
Under Construction. Brand new, energy-efficient home available by Dec 2026! Open floor plan creates a unified living space with a large great room that overlooks the kitchen and dining area. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower. 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.

3980 Giorgio Drive, Winter Haven
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