Orange County Homes with Sidewalk Exterior Features

Orange County Homes with Sidewalk Exterior Features

Welcome to Orange County, Florida, a vibrant and picturesque region that perfectly blends suburban charm with the allure of urban conveniences. Nestled in the heart of Central Florida, Orange County is renowned for its stunning landscapes, lush parks, and a thriving community atmosphere. Whether you’re drawn in by the enchanting theme parks, such as Walt Disney World and Universal Studios, or the serene beauty of its lakes and nature trails, Orange County offers a lifestyle that is both exhilarating and relaxing.

For those seeking a home in this idyllic county, properties featuring sidewalk exterior features are a standout choice. These charming homes not only enhance the aesthetic appeal of neighborhoods but also promote a sense of community and connectivity. Imagine evening strolls along tree-lined sidewalks, where friendly neighbors greet you, and children play safely in the yards. Sidewalks encourage an active lifestyle, making it easier to enjoy morning jogs or leisurely bike rides while soaking in the warm Florida sunshine.

In addition to their practical benefits, homes with sidewalk features often boast spacious layouts, modern amenities, and beautifully landscaped yards, perfect for entertaining or unwinding after a long day. Whether you’re a first-time homebuyer or looking to upgrade, finding a property in Orange County with these delightful exterior features will ensure you enjoy the best of both community spirit and the beautiful Florida outdoors.

Explore the possibilities that await you in Orange County, where your dream home with picturesque sidewalks is just around the corner!

Newest Orange County Homes with Sidewalk Exterior Features

2139 Tillman Avenue, Winter Garden
$825,000
4 Beds ⋅ 4 Baths ⋅ Bronsons Landing SubDv. ⋅ 34787 Zip Code
STOP YOUR SCROLL!!! It's not everyday a GORGEOUS home inside the beautiful gated community of Bronson's Landing is available but this Pool Home offers SO MUCH! This 4 bedroom PLUS OFFICE and POSSIBLE 5th BEDROOM home has 4 FULL bathrooms with multiple living spaces, multiple dining areas as well as an extra large 3 car garage. At the heart of the home is the spacious kitchen with an island, perfectly positioned between the main living areas and designed for both everyday life and entertaining. You’ll find granite counter tops, a large center island, double ovens, plenty of cabinetry, and a pantry. One of the best features is that the primary suite and three additional bedrooms are all located on the main floor. The primary bedroom feels like its own private retreat on it's own side of the house with two walk-in closets, dual vanities, a soaking tub, and separate shower. Being a split floor plan, 2 bedrooms share a Jack-and-Jill bathroom that makes this home super functional. This home can easily handle generational living. Upstairs, the over-sized bonus room with its own full bathroom gives you even more possibilities. Use it as a game room, movie room, guest suite, home gym, second office, or even a possible 5th bedroom. There is plenty of flexibility to make the space work for your lifestyle. The backyard is where the Florida lifestyle really shines! Step outside to your own private oasis with a screened saltwater pool, covered lanai, paver deck, and convenient pool bath. The home backs to a beautiful tree-lined green space, giving you extra privacy and a peaceful setting with no home directly behind you. Imagine starting the morning with coffee by the pool, spending the afternoon soaking up the Florida sunshine, and ending the evening relaxing under the lanai. And YES! Location matters! Bronson’s Landing is a sought-after gated community in one of Winter Garden’s most desirable areas, with access to highly regarded schools and an amazing Central Florida location. You’re close to Winter Garden Village, shopping, dining, 429, and all the charm of Historic Downtown Winter Garden. ALSO! Walt Disney World is just a short drive away, making spontaneous trips to the parks, dinner at Disney Springs, or a night watching fireworks that much easier! This home gives you the space of a true family home, the privacy of a beautiful gated community, your own Florida pool, and easy access to everything that makes Winter Garden and the Disney area such a MAGICAL place to live. If you’ve been waiting for a home that offers space, flexibility, privacy with a pool, and a fantastic location, THIS IS THE ONE!

2139 Tillman Avenue, Winter Garden

1616 E Jefferson Street, Orlando
$584,000
3 Beds ⋅ 2 Baths ⋅ Rosarden Rep SubDv. ⋅ 32803 Zip Code
Enjoy the best of downtown Orlando living in this charming 3-bedroom, 2-bathroom home located in the desirable Lake Lawsona neighborhood! Conveniently situated within walking distance of Lake Eola, downtown Orlando, and Dickson Azalea Park, this home offers easy access to shopping, dining, entertainment, and everything the area has to offer. Nestled on a quiet street, this beautifully maintained home features a spacious floor plan, gorgeous hardwood floors throughout most of the home, and an abundance of natural light. From the inviting curb appeal and attractive landscaping to the energy-efficient replacement windows, this property combines timeless charm with thoughtful updates. Enjoy added peace of mind with a new roof scheduled for installation prior to closing in 2026, a new HVAC system installed in 2025, new water heater in 2026, interior freshly painted in 2026, and the exterior was painted in 2025. The primary bathroom has been remodeled, and the updated kitchen offers a welcoming space for everyday living and entertaining. A convenient wet bar and cozy breakfast nook overlook the private backyard, creating the perfect setting to relax or gather with friends and family. Need extra space? The bonus room is ideal for a home office, craft room, hobby space, or whatever suits your lifestyle. All three bedrooms are generously sized, and there is a spacious living room and dining room just off the kitchen, while the spacious, covered lanai provides the perfect spot to enjoy Florida living year-round along with a private backyard.

1616 E Jefferson Street, Orlando

5263 Baskin Street, Orlando
$789,000
3 Beds ⋅ 3 Baths ⋅ Baldwin Park Un 10 SubDv. ⋅ 32814 Zip Code
Discover the Baldwin Park home you’ve been waiting for! This delightful 2008 Craftsman offers 3 bedrooms, 2.5 bathrooms, and 1,837 square feet of thoughtfully designed living space (2,627 square feet total). Major improvements provide total peace of mind, including a BRAND NEW 2026 ROOF, fresh 2026 exterior paint, brand new carpet installed in October 2026, a 2022 HVAC, and new smoke detectors (2026). This move-in-ready home seamlessly blends classic elegance with extensive modern updates. From the moment you step onto the large, welcoming covered front porch, you are greeted by an open, light-filled floor plan adorned with custom plantation shutters on every window, handsome wood flooring, built-in shelving, and wired speakers for surround sound. The well-appointed kitchen features granite counters, a closet pantry, GE Profile dishwasher and range, a 2023 Whirlpool refrigerator, 2023 Samsung microwave, and 2023 disposal—all opening seamlessly to the dining and living spaces for effortless entertaining. A dedicated laundry space comes complete with a new washer and dryer. The highly desirable FIRST-FLOOR PRIMARY SUITE serves as a private sanctuary, featuring an upgraded ceiling fan, a generous walk-in closet, and an en-suite bath with dual sinks, a soothing garden tub, and a separate shower stall. Upstairs, you'll discover a bright and versatile loft—perfect for a home office, media room, or play area—along with two spacious secondary bedrooms, each boasting dual walk-in closets. Step outside to your private outdoor retreat featuring a fully fenced backyard and a covered rear paver patio—ideal for weekend barbecues or relaxing in the evening breeze. A rear-load 2-car garage with alley access and new garage door openers (2024) ensures you keep great curb appeal. Live the quintessential Florida lifestyle just steps from the Katie Way Trail, neighborhood playground, and community pool. Baldwin Park residents enjoy access to three community pools, fitness centers, parks, dog parks, and the scenic 2.5-mile trail encircling Lake Baldwin. Close proximity to schools, Baldwin Park’s vibrant Village Center shops and dining, Winter Park's famous Park Avenue, Audubon Park Garden District, UCF, Full Sail University, Downtown Orlando, and major expressways. Don't miss the opportunity to make this turnkey Baldwin Park gem your own—schedule your private showing today!

5263 Baskin Street, Orlando

14656 Pylon Court, Winter Garden
$2,300,000
7 Beds ⋅ 7 Baths ⋅ Isles/Lk Hancock Ph Iii SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful lake-view home in the desirable, gated Isles of Lake Hancock community in Horizon West / Winter Garden! This spacious 7-bedroom, 6.5-bathroom home offers approximately 4,634 square feet of living space on an oversized 0.43-acre lot, with beautiful lake views from both the front and back of the property. The first floor features a spacious primary suite with a sitting area and his-and-hers walk-in closets, three additional bedrooms with bathrooms, and a separate office perfect for working from home, and a formal dining area for family meals and entertaining.The split-bedroom floor plan offers added privacy and flexibility. Upstairs, you'll find three more bedrooms, two bathrooms, and a den, providing plenty of space for family and guests. The home also offers two separate garage spaces, with one currently enclosed and used as a gym that can be converted back into a garage if desired. Enjoy Florida living with a screened-in pool, summer kitchen, solar panels, and beautiful sunset views over the lake. Residents of this gated community enjoy tennis courts, playground and a private boat ramp. Lake Hancock is a nationally recognized water-skiing destination that hosts world-class tournaments. Located in the sought-after Horizon West / Winter Garden area, the community offers convenient access to Walt Disney World, shopping, dining, upscale golf courses, top-rated schools, and SR-429. With plenty of space, beautiful lake views, and a great location, this home has so much to enjoy. Schedule your private showing today!

14656 Pylon Court, Winter Garden

12538 Floridays Resort Drive Unit 603C, Orlando
$167,500
2 Beds ⋅ 2 Baths ⋅ Floridays Orlando Residence SubDv. ⋅ 32821 Zip Code
Top-Floor Luxury & Incredible ROI! Turnkey 2-Bedroom Condo at Award-Winning Floridays Resort! One of International Drive’s premier resort-style destinations! This desirable top floor of Building C, Unit #603C offers the ultimate blend of comfort, style, and smart investment potential due to its proximity to the resort amenities. Enjoy 957 square feet of thoughtfully designed living space, this recently updated and fully furnished 2-bedroom, 2-bathroom condo delivers an inviting, open-concept layout ideal for guests and family members alike. Step inside to discover a bright interior featuring contemporary finishes, comfortable living and dining areas, and a well-appointed kitchen equipped with modern appliances and ample storage. The private balcony serves as a quiet spot to unwind and enjoy the warm Florida breeze after a day of exploring the nearby world-class theme parks. As part of the highly sought-after Floridays community, owners and guests enjoy resort-style amenities including: Two sparkling swimming pools and a thrilling children's water play area/poolside hot tub. A poolside bar and grill, vibrant lobby cafe, and shop. A state-of-the-art fitness center and game room and convenient scheduled shuttle services to major theme parks (Walt Disney World, Universal Studios, and SeaWorld) This property operates as a highly flexible condo-hotel, allowing you to use it as your personal Orlando vacation getaway while earning lucrative rental income through professional on-site management when you are away. Unbeatable location, turnkey convenience, and a proven resort lifestyle—schedule your private tour today and make this Orlando oasis yours! Your Orlando Vacation Home Awaits—Penthouse-Level Living Minutes from the Theme Parks!

12538 Floridays Resort Drive Unit 603C, Orlando

8609 Crossbay Drive, Orlando
$390,000
3 Beds ⋅ 2 Baths ⋅ Chickasaw Oaks Ph 04 SubDv. ⋅ 32829 Zip Code
Welcome to your dream home in the Chickasaw Oaks subdivision, where an exceptional three-bedroom, two-bathroom residence awaits you. This charming residence provides the ideal space for relaxation, unwinding, or entertaining guests. With approximately 1,615 square feet of living space, this home is thoughtfully designed to maximize functionality and comfort. You will find a spacious dining room perfect for the entire family. The well-appointed kitchen overlooks the family room and features granite countertop, 42-inch kitchen cabinets and stainless-steel appliances. The inviting family room is perfect for Sunday football games, and the kitchen is designed for effortless entertaining. The split floor plan ensures privacy for everyone, featuring an expansive master suite with a generous closet and an en-suite bathroom complete with dual shower space and refined finishes. Each additional bedroom offers comfortable and adaptable living space to suit your evolving needs. The home also includes a dedicated relaxation room and an indoor laundry room, enhancing the practical and functional layout. Enjoy Florida’s beautiful climate year-round on the screened patio with a spa, perfect for hosting gatherings or unwinding in a serene setting. Attention to detail is evident throughout this home, combining durability and style with modern amenities that cater to a contemporary lifestyle. This neighborhood is friendly atmosphere, and convenient access to an array of amenities. From local parks and recreational facilities to schools and shopping centers, everything you need is within easy reach. Don't miss this opportunity to own a piece of Chickasaw Oaks paradise. Conveniently located near Vista Lakes, Lake Nona (Medical City), MCO (Orlando International Airport), 528, and 417 Expressway. Just minutes from many major attractions and theme parks.

8609 Crossbay Drive, Orlando

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