Osceola Homes with Sidewalks Community Features

Osceola Homes with Sidewalks Community Features

Welcome to Osceola County, located in the beautiful state of Florida! Osceola County is a vibrant and diverse community known for its rich history, stunning natural landscapes, and thriving real estate market.

If you are looking for a neighborhood that prioritizes walkability and community, Homes with Sidewalks is the perfect choice for you. True to its name, this community features sidewalks that wind through the neighborhood, creating a safe and inviting environment for residents to stroll, jog, or bike.

Living in a neighborhood with sidewalks offers numerous benefits, including promoting a healthy lifestyle, fostering a sense of community, and providing a safe space for children to play and neighbors to connect. Whether you enjoy a morning walk to start your day or an evening stroll to unwind, Homes with Sidewalks offers the perfect setting to enjoy the outdoors and stay active.

Osceola County is not only a fantastic place to live but also a great place to call home. With its welcoming atmosphere, convenient amenities, and beautiful homes with sidewalks community features, Osceola County truly has something for everyone. Come and discover all that this wonderful county has to offer!

Newest Osceola Homes with Sidewalks Community Features

$525,000
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 4 SubDv. ⋅ 34747 Zip Code
**Exceptional 5-Bedroom Resort-Style Home in Prime Kissimmee Location!!!!This beautifully upgraded home at 2908 Banana Palm Dr puts you minutes from world-famous theme parks, shopping, restaurants, major roads, and the airport. Welcome to the perfect blend of comfort and convenience in one of Florida's most sought-after vacation destinations. Step inside this spacious 2-story home featuring over 3,000 square feet of thoughtfully designed living space. The grand entry showcases custom tile work and elegant shadow box molding that flows through the living room and dining area. Soaring vaulted ceilings and high ceilings throughout create an open, airy feel you'll love. The completely renovated kitchen is a chef's dream with brand new cabinets and porcelain countertops installed May 2025. Premium Forno appliances include a double wall oven, 36-inch French door electric range with convection, oversized 40-inch refrigerator, and a convenient microwave drawer built into the cabinetry. All five bedrooms offer comfortable retreats, with the primary bath featuring a modern bidet toilet. New LVP flooring runs throughout the entire home, while bedrooms feature cozy carpet. Recent upgrades include a new HVAC system (July 2025), hot water heater (April 2025), pool filter (November 2025), and washer/dryer (April 2025). Relax in your private screened pool and spa with privacy screens, backing up to a peaceful nature preserve. The resort-style community amenities are incredible: clubhouse, fitness center, Tiki bar, pool, two hot tubs, splash park, waterslide, movie theater, sauna, and sports courts. With over $100,000 in upgrades, this move-in ready home is approved for short-term rentals, making it perfect for personal use or investment income. Don't miss this incredible opportunity!

2908 Banana Palm Drive, Kissimmee
$695,000
5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

7564 Marker Avenue, Kissimmee
$1,375,000
6 Beds ⋅ 5 Baths ⋅ Waterside Vista SubDv. ⋅ 34771 Zip Code
Virtually Staged. Mediterranean Elegance Meets Waterfront Luxury in the Exclusive Gated Community of Waterside Vista. Experience an extraordinary blend of luxury, privacy, and convenience in this stunning Mediterranean-inspired estate, nestled within this exclusive private boating community of only 24 custom residences. Enjoy the benefit of lower St. Cloud taxes while being adjacent to Lake Nona, just minutes from world-class dining, shopping, and only 20 minutes from Orlando International Airport. Situated on a .64-acre waterfront homesite, this 5,193-square-foot estate offers 6 bedrooms, 5 bathrooms, and two versatile flex rooms ideal for a home office, gym, playroom, or additional guest space. Enjoy breathtaking canal views with direct access to Fells Cove, East Lake Tohopekaliga, and the Chain of Lakes. The deep-water canal offers the opportunity to build your own private dock and enjoy the ultimate Florida boating lifestyle. From the moment you arrive, the home's striking Mediterranean architecture commands attention. A dramatic two-story turreted entrance, reminiscent of a castle, welcomes you into a spectacular 24-foot foyer highlighted by an elegant Juliet balcony. The home's impressive curb appeal is further enhanced by an extended driveway that accommodates up to 11 vehicles and is complemented by a rare five-car split garage, perfect for car enthusiasts, boat owners, or multigenerational living. The garage also features both a Tesla charger and an EVBox charging station. The open-concept floor plan is designed for entertaining and everyday living, featuring a chef's kitchen with an oversized granite island, upgraded countertops, stainless steel appliances, gas cooktop, and separate butler's pantry. An oversized laundry room offers abundant cabinetry, while thoughtful accessibility features including a residential elevator and front entry ramp provide comfort and convenience. The first-floor owner's suite is a private retreat featuring a custom walk-in closet with built-in organizers. A second first-floor bedroom and full bath are ideal for guests or multigenerational living. Upstairs offers a spacious bonus room with wet bar, a dedicated theater room, and four oversized bedrooms, including one with its own Juliet balcony. Step onto the second-floor balcony and take in beautiful canal views. Outdoor living shines with a heated saltwater pool, recently replaced pool motor, and a brand-new screened enclosure. More than 84 solar panels help minimize electric costs, while a whole-home water treatment system enhances everyday comfort and efficiency. This exceptional home combines luxury waterfront living, private boating access, energy-efficient upgrades, accessibility features, abundant parking, and an unbeatable location next to Lake Nona. Contact the listing agent today to schedule your private tour or RSVP for the upcoming Open House.

5229 Waterside Vista Lane, St Cloud
$380,000
4 Beds ⋅ 2 Baths ⋅ Saratoga Park SubDv. ⋅ 34743 Zip Code
Virtually Staged. Move in ready 4 bedroom, 2 bathroom home in the desirable Saratoga Park community! Featuring a **2021 ROOF**, **2018 HVAC**, and **2019 water heater**, this well maintained home offers peace of mind from day one. Inside, you'll find an open concept floor plan with vaulted ceilings, ceramic tile throughout, and a spacious kitchen that opens to the living and dining areas, creating an ideal space for everyday living and entertaining. The split bedroom layout provides a private primary suite with a walk in closet and en suite bathroom. Relax year round on the screened covered lanai overlooking the backyard.Situated on a water view lot with a 2 car garage and low HOA, this home is conveniently located near Florida's Turnpike, Orlando International Airport, Lake Nona, shopping, dining, and Orlando's world famous attractions.

2608 Deck Avenue, Kissimmee
$389,900
3 Beds ⋅ 2 Baths ⋅ East Lake Preserve Ph 3 SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully designed 3-bedroom, 2-bath home plus a versatile bonus room featuring a walk-in closet; ideal as a home office, playroom, guest room, or 4th bedroom. Enjoy indoor and outdoor living with a welcoming front porch and a covered screened lanai overlooking the fenced backyard. The open concept layout offers a spacious living area, ideal for everyday living and entertaining. The kitchen features granite countertops, a large island, espresso 42-inch cabinetry with crown molding, stainless steel appliances, undermount sink, and ample storage. The private owner's suite includes a walk-in closet and an en-suite bath with dual granite vanities and glass enclosed shower. Two additional bedrooms, a second full bathroom, and a generously sized utility room complete the home. Additional highlights include in-wall pest control, dual-pane windows, and barrier roof sheathing for energy efficiency. Community amenities include a pool, playground, dog park, and internet service included in the HOA dues. Ideally located with easy access to SR-417, this home is just 5 miles from Boxi Park and Lake Nona Medical City, 7 miles from Orlando International Airport, and short distance to shopping, dining, and top-rated schools. Experience the perfect combination of modern comfort, community amenities, and great location.

2732 E Lake Pointe Drive, Kissimmee
$325,000
3 Beds ⋅ 3 Baths ⋅ Storey Lake Tr K SubDv. ⋅ 34746 Zip Code
Virtually Staged. Welcome Home to 2935 Theme St! Move-in ready, this 3-bedroom, 2.5-bath townhome offers 1,859 sq ft of open-concept living in the heart of Central Florida. From the moment you arrive, the home's charming coastal-craftsman exterior — with paver driveway and manicured landscaping — sets the tone for what's inside... Step through the front door into a spacious great room that flows seamlessly into the kitchen and dining area, all finished with tile flooring throughout the main level. The kitchen features espresso cabinetry, stainless steel appliances, a subway tile backsplash, and a center island with pendant lighting. Upstairs, the primary suite offers a peaceful retreat with a tray ceiling, walk-in closet, and en-suite bath, while two additional bedrooms provide flexible space for family, guests, or a home office. A convenient half bath downstairs and in-unit laundry add everyday functionality. Outside, enjoy a private patio and an insulated 2-car garage that stays cool year-round. HOA includes access to a community pool, dog park, cable, and WiFi. Located just minutes from Orlando's world-famous attractions, shopping, dining, and major highways, this townhome combines comfort, style, and unbeatable convenience. Don't miss this one and schedule your private showing today!

2935 Theme Street, Kissimmee
$270,000
2 Beds ⋅ 2 Baths ⋅ Brodan Square SubDv. ⋅ 34769 Zip Code
Welcome to the only community that provides maintenance free living in downtown Saint Cloud. It's the best of both worlds. Lawn care and exterior maintenance provided with small town living and lots of activities at Lakefront park and downtown St Cloud. New roof in 2022. This beautiful villa has been updated with granite countertops, stainless steel appliances, white cabinets, and laminate floors. The main living areas have high vaulted ceilings and plenty of natural light with a skylight. The enclosed Florida room has plantation shutters with lots of windows. Each unit has private covered parking and an outdoor storage shed in this well maintained community. Come visit this home today.

909 Illinois Avenue, St Cloud
$355,990
4 Beds ⋅ 3 Baths ⋅ Sky Lakes Ph 2 & 3 SubDv. ⋅ 34769 Zip Code
Discover the perfect blend of style, comfort, and convenience in this stunning end-unit Piper Townhome with serene pond view! Featuring 4 spacious bedrooms, 2.5 baths, and a 2-car garage, this home is thoughtfully designed with an open-concept layout that seamlessly connects the expansive Great Room to a covered Lanai—ideal for effortless indoor-outdoor living. Elegant tile flooring enhances the first floor main living areas, while the modern kitchen impresses with 42" upper cabinets, quartz countertops, a large center island, stainless steel appliances, and a convenient pantry closet, making it perfect for both entertaining and everyday living. The Primary suite features a luxurious ensuite bathroom, complete with a walk-in closet, dual sinks in adult-height vanity, linen storage, and a sleek walk-in shower. Sky Lakes is conveniently located near dining and shopping, and Walt Disney World® Resort and Universal Studios Orlando are just a short drive away.

1572 Cloudy Court, St Cloud
$889,999
7 Beds ⋅ 6 Baths ⋅ Split Oak Estates Ph 2 SubDv. ⋅ 34771 Zip Code
Wow!! 5,486 square feet under air! This is a true 7 bedroom 5/1/2 bathroom home with a full size loft and game room! This home is still under the builder warranty and is fully equipped with all the appliances, water filtration system and tons of storage space. There are 2 master suites. All the bedrooms have a private walk-in closet and 3 bedrooms have an onsuite bathroom. There are too many upgrades to list with a kitchen equipped for entertaining with a waterfall island, quartz countertops and stainless steel appliances. The showpiece of this beautiful home is the large backyard paver patio with a full size outdoor kitchen. The extended paver patio is 50x25! All this in the growing Sunbridge area but without expensive HOA fees and no CDD fee.

2764 Matera Drive, St Cloud
$439,900
4 Beds ⋅ 2 Baths ⋅ Wyndham Palms Ph 3 SubDv. ⋅ 34747 Zip Code
Do you visit Orlando so much that it simply makes more sense to own a vacation home there?  Do you often stay at hotels and Airbnbs and wish you had more of a "home" feel to enjoy your stay?  If you answered yes to any of these.....then 2220 Wyndham Palms Way in Kissimmee could be your next home away from home!  Securely located in a 24-hour guard-gated community, this fully furnished home has just undergone a very successful renovation and is now ready for its new owners.  Once across the threshold you can instantly appreciate the sellers have done for you; starting with a 100% updated kitchen that includes new quartz countertops, new cabinetry, new hardware, floating shelves and updated appliances, making this an entertainer's dream.  New laminate flooring leads you from the entryway and throughout the entire home, leaving not one stitch of carpet to walk on or worry about cleaning.  A two-way split floor plan creates additional privacy, with the primary bedroom located on the right side of the home, tastefully updated with custom woodwork and sconces that flank the brand new bedroom set.  Your hotel-like en-suite bathroom does not fall short in any way; and has matching quartz and cabinetry as the kitchen and secondary bathroom.  Three other generously sized bedrooms are on the opposite side of the home, each with its own brand new bedroom set and serviced by its own, very well-updated bathroom.  A thoroughly outfitted game room includes a billiards table, games for your guests, as well as its own private TV.  If you're ready to enjoy the Florida sun, this stunning back patio and pool area will not disappoint!  Tea lights set the backdrop for movie night by the pool, where you can create endless memories with your friends and family, and have guests leaving 5 stars after their stay.  > BRAND NEW FURNITURE | 100% UPDATED KITCHEN & BATHROOMS | LAMINATE FLOORING THROUGHOUT | 2018 ROOF | 2021 HVAC | 2024 POOL PUMP | 2020 POOL HEATER | 2022 WATER HEATER | < UP TO 70% OCCUPANCY & POTENTIAL NOI OF $35,000+.  Don't you deserve to own a piece of the Florida sunshine in 2026?

2220 Wyndham Palms Way, Kissimmee
$649,000
5 Beds ⋅ 4 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code
Virtually Staged. Stunning LAKEFRONT estate on an oversized .44-acre premium lot in the resort-style, guard-gated community of Bellalago. Nestled directly along the shores of Lake Tohopekaliga on the scenic Kissimmee Chain of Lakes. This home has "WOW" factor and offers exceptional waterfront living and access to one of Central Florida’s most iconic lake systems. This beautifully maintained home offers a multi-generational floor plan featuring 5-bedrooms, 4-bathrooms as well as a dedicated office and offers high end upgrades throughout. The first-floor features 4 bedrooms, 3 bathrooms, and an office, while the spacious upstairs bonus room serves as a 5th bedroom with an en-suite full bath. Gorgeous wood flooring, a fully fenced backyard, and an expansive screened patio with a summer kitchen and jacuzzi. This home is perfect for entertaining. The sellers have replaced all bedroom carpeting, installed engineered wood on the stairs, and refreshed the handrails with new spindles for a refined look. The kitchen impresses with newly upgraded granite countertops, a stylish backsplash, and added cabinetry including a 9'6"×24" white shaker cabinet. Lighting has been modernized with new pendants and a chandelier, complemented by a new sink and spray faucet. Additional updates include fresh interior paint, a charming barn door in the laundry room, premium wood pantry shelving, and custom closet organizers, including a redesigned primary closet with wood shelving and rods for enhanced storage. Bellalago offers a true resort-style experience along the scenic shores of Lake Toho, known for its world-class bass fishing. Community amenities include multiple pools, fitness center, lakeside clubhouses, on-site dining, tennis and basketball courts, walking trails, and a private boat ramp with direct lake access. Families enjoy the water park and zero-entry pool, while residents appreciate 24-hour security. CABLE AND INTERNET ARE INCLUDED! This home is a must see!

1511 Gateway Lane, Kissimmee
$559,999
4 Beds ⋅ 3 Baths ⋅ Split Oak Estates SubDv. ⋅ 34771 Zip Code
Virtually Staged. This is the kind of home that makes an immediate impression; nearly 2,900 square feet of beautifully connected, single-story living with the space, style, and flexibility to truly settle in. Located in Split Oak Estates, this 4-bedroom, 2.5-bath home opens into an expansive great room where tray ceilings, recessed lighting, and wide-open sightlines create a bright, airy setting for both quiet evenings and memorable gatherings. At the center of it all is a showpiece kitchen designed to bring everyone together, featuring an oversized quartz island with generous seating, crisp white cabinetry, stainless steel appliances, double wall ovens, a statement vent hood, tile backsplash, and a walk-in pantry with exceptional storage. Two sets of oversized sliding glass doors blur the line between indoors and out, leading to a nearly 35-foot-long screened lanai. This impressive outdoor retreat offers plenty of room for dining and lounging, plus a built-in serving counter with a sink, storage cabinetry, an included undercounter wine refrigerator, and a dedicated adjacent space for a future grill. Beyond the screen enclosure, the fully fenced backyard is ready for play, pets, gardening, or simply enjoying the Florida sunshine. The oversized primary suite feels like a private escape with its tray ceiling, spacious bath, dual-sink granite vanity, walk-in shower, and an exceptionally large walk-in closet. Three additional bedrooms are thoughtfully separated for privacy, including a front bedroom with a closet that is perfectly positioned to serve as a quiet home office, study, or guest room. Tile flooring extends through the main living spaces and primary suite, while the secondary bedrooms offer soft carpeting. An interior laundry room with an included washer and dryer, attached garage, paver driveway, and polished low-maintenance landscaping add everyday convenience and curb appeal. Split Oak Estates rounds out the lifestyle with a community pool, playground, walking paths, and scenic ponds, all from a convenient St. Cloud location near the Lake Nona corridor, shopping, dining, and major roadways. Spacious without feeling overwhelming, polished without sacrificing comfort, and designed for the way people truly live—2754 Matera Drive is ready to feel like home.

2754 Matera Drive, St Cloud
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