Osceola Homes with Sidewalks Community Features

Osceola Homes with Sidewalks Community Features

Welcome to Osceola County, Florida, a vibrant and thriving region that perfectly blends natural beauty with modern convenience. Nestled in the heart of Central Florida, Osceola County is renowned for its picturesque landscapes, diverse wildlife, and an array of recreational opportunities. From the enchanting waters of Lake Tohopekaliga to the lush expanses of the Kissimmee Prairie Preserve, residents enjoy a harmonious connection to nature while being just a stone's throw away from the excitement of Orlando's world-famous attractions.

Osceola County is not only a haven for outdoor enthusiasts but also a community that values family-friendly living. One of the standout features of the neighborhoods here is the abundance of homes with sidewalks. These thoughtfully designed communities encourage residents to embrace an active lifestyle, promoting walking, jogging, and biking as part of daily routines. Imagine leisurely strolls along tree-lined streets, where children can safely play and neighbors can connect. The sidewalks create a welcoming atmosphere, fostering a sense of belonging and community spirit.

Whether you’re looking for a charming single-family home, a modern townhouse, or a spacious estate, Osceola County offers a diverse range of housing options to suit every taste and budget. With top-rated schools, shopping centers, and dining options just around the corner, the convenience of this region is unmatched. Experience the allure of Osceola County, where community, nature, and modern living come together seamlessly. Discover your dream home today and be part of this enchanting Florida paradise!

Newest Osceola Homes with Sidewalks Community Features

$469,900
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 6 SubDv. ⋅ 34747 Zip Code
GORGEOUS 'ONCE UPON A LIME' 3 Bed 3 Bath COTTAGE with Additional Bonus Room at Margaritaville Resort Orlando! This AMAZING Two-Floor Home features an Open Concept Living and Dining Room with Ceiling Fan, a Kitchen with QUARTZ Countertops, Stainless Steel Appliances, Side By-Side Washer and Dryer and Abundant Natural Light. Each of the Three Bedrooms and Living Room has Ceiling Fans, One Bathroom has a Shower/Tub Combo. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Gorgeous Landscaping, Palm Trees and Tropical Foliage. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares Package with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

8061 Lost Shaker Lane, Kissimmee
$529,900
3 Beds ⋅ 3 Baths ⋅ Twin Lakes Ph 2a-2b SubDv. ⋅ 34772 Zip Code
NEW 4-TON A/C | WHOLE-HOUSE GENERAC GENERATOR | WATER SOFTENER SYSTEM | FRESH EXTERIOR PAINT | PREMIUM 70-FOOT LOT Why wait to build when this exceptional Marco model is already loaded with tens of thousands of dollars in upgrades? Situated on a premium 70-foot lot in the highly sought-after Twin Lakes by Del Webb, this move-in-ready home offers 3 bedrooms, including 2 private primary suites, 3 full bathrooms, and a dedicated office/flex room. Designed for both comfort and entertaining, the open-concept floor plan features soaring ceilings, 8-foot doors, abundant natural light, designer lighting, and upgraded quartz countertops throughout. The gourmet Bistro kitchen boasts white cabinetry with crown molding, a gas cooktop, upgraded stainless steel appliances, newer refrigerator, oversized island with seating for six, and a spacious pantry. The primary suite offers a relaxing retreat with a sitting area, large walk-in closet, and an updated bath featuring a new frameless glass shower enclosure. Additional upgrades include a new high-efficiency 4-ton A/C system, whole-house Generac generator, water softener system, fresh interior and exterior paint, ultra-quiet garage door opener, plantation shutters throughout, widened paver driveway, expansive screened lanai with extended paver patio, tankless gas water heater, professional landscaping with fresh mulch, and a spacious laundry room with cabinetry and utility sink. The low HOA includes lawn care, shrub maintenance, mulch, sod, and irrigation. Residents enjoy resort-style amenities including a beach-entry pool, lap pool, hot tub, 20,000-square-foot clubhouse, 24-hour fitness center with sauna, coffee bar, craft room, chef's kitchen, tennis, pickleball, putting green, walking trails, fishing, and resident-use pontoon and Jon boats. Exciting community enhancements are underway, including additional pickleball courts (expanding to seven total), a pool bar and plaza, event lawn and stage, food truck area, bocce ball, and cornhole. Conveniently located near Lake Nona Medical City, Orlando International Airport, world-famous attractions, beaches, and the Space Coast, this beautifully upgraded home is one of the best values currently available in Twin Lakes. Schedule your private showing today.

2606 Meadowedge Loop, St Cloud
$420,000
4 Beds ⋅ 2 Baths ⋅ Deer Run Estates Ph 2 SubDv. ⋅ 34772 Zip Code
Why wait for new construction when this home is available NOW and priced competitively, with the upgrades already completed? Welcome to this move-in ready home in the highly desirable Deer Run Estates community, offering the popular 1989 floor plan by KB Homes a thoughtfully designed one-story floorplan known for its functionality, comfort, and modern appeal. This 4-bedroom 2-bathroom home with a 2 car garage features 1989 square feet of living space and all-concrete block construction, providing durability and peace of mind. The open-concept layout is ideal for both everyday living and entertaining, with a spacious upgraded kitchen overlooking the living and dining areas and extending seamlessly to a covered lanai and a fully fenced in yard, perfect for indoor-outdoor living. The kitchen is well-appointed with upgraded stainless steel appliances, a large center island, a full water filtration system with reverse osmosis drinking water, and a pantry offering ample storage. Luxury Vinyl Plank flooring runs throughout the main living areas and wet spaces, while all guest bedrooms feature comfortable carpeting and closets, allowing flexibility for bedrooms, office space, or additional uses. The primary suite is privately located at the rear of the home and includes an en-suite bathroom with double vanity, walk-in closet, and generous space for daily routines. Three additional bedrooms share a secondary bathroom, and the home is complete with a dedicated laundry room with privacy doors and a spacious two-car garage. The existing solar system helps reduce monthly utility costs, providing energy efficiency and potential long-term savings. Conveniently located approximately 30 minutes from Lake Nona and the popular Boxi Park entertainment district, you'll have easy access to dining, shopping and medical facilities. Cocoa Beach and the Kennedy Space Center are only about an hour away, making beach days and Space Coast adventures easily accessible. Schedule your private showing today and take advantage of move-in ready new construction without the wait!

3832 Pronghorn Dr, St Cloud
$654,900
7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 4 SubDv. ⋅ 34747 Zip Code
Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

8557 La Isla Drive, Kissimmee
$4,495,000
4 Beds ⋅ 4 Baths ⋅ Celebration Village Unit 2 SubDv. ⋅ 34747 Zip Code
Welcome to Crescentwood, a truly rare offering in the Main Village of Celebration, a fully reimagined estate set across two homesites, creating a scale and presence seldom found within the community. Thoughtfully renovated with high-end materials and custom finishes throughout, the residence blends timeless architecture with modern luxury in a way that is both refined and highly livable. As you enter, the foyer welcomes you with substantial millwork, curated lighting, and a level of craftsmanship that immediately defines the residence. Formal and casual living spaces are elegantly proportioned, featuring beautiful tile flooring, layered ceiling details with integrated lighting, custom built-ins, French doors and oversized windows that fill the interiors with natural light. A beautiful sitting room framed by eight windows creates an inviting space bathed in natural light throughout the day. At the center of the home, the completely redesigned chef’s kitchen showcases custom Poggenpohl cabinetry, premium integrated appliances, dramatic illuminated stone surfaces, extensive preparation space, and a seamless connection to the adjacent living and dining areas, creating an ideal setting for both entertaining and everyday living. The owner’s suite serves as a luxurious private retreat with a spa-inspired bath finished in striking marble, custom fixtures, and refined architectural detailing. The suite is further enhanced by two walk-in closets, offering exceptional organization and boutique-style functionality. Each secondary bedroom are designed as private ensuite retreats complete with walk-in closets and beautifully updated bathrooms featuring elevated finishes and distinctive design details. The third-story movie room offers a true cinematic experience tucked away as a private entertainment space. Adding to the property’s versatility is a fully upgraded one-bedroom apartment featuring a private entrance, luxurious bath with a freestanding tub and separate shower, eat in space, living room and full-size washer and dryer offering ideal flexibility for guests, extended family or private office space. The main residence includes a two-car garage, while automotive enthusiasts and collectors will especially appreciate the separate temperature controlled oversized three-car garage. Designed with high ceiling height to accommodate vehicle lifts, the space has the potential to house up to six vehicles—an extraordinarily rare amenity within Celebration. The outdoor living experience is equally impressive, featuring a swimming pool and spa surrounded by elegant limestone pavers, summer kitchen, covered entertaining areas, and lush landscaping. A substantial stucco masonry wall encloses the grounds, creating an ultra-private backyard and pool setting rarely found within Celebration’s Main Village. Extensive landscape lighting beautifully illuminates the property and architectural details in the evening, enhancing the estate’s ambiance and presence after sunset. Multiple outdoor gathering spaces further elevate the estate-like atmosphere, creating the feel of a private luxury resort. Crescentwood represents a one-of-one opportunity within Celebration, offering the rarity of a double homesite, a fully renovated luxury residence and a level of finish and scale that is nearly impossible to replicate within the Main Village.

706 Golfpark Drive, Celebration
$409,000
3 Beds ⋅ 2 Baths ⋅ Overoaks Rep 1 SubDv. ⋅ 34746 Zip Code
Discover the essence of luxury living in this stunning 3-bed room 2 baths home, boasting a versatile. An open-plan living space framed by expansive windows that capture the lush greenery of the renowned golf course and the magnificent pool, on the golf course. The gourmet brand-new kitchen has top-of-the-line appliances and elegant quartz countertops. The master suite features 2 generous walk-in closets, a tray ceiling, an enormous bath with double sinks, a separate shower, a large garden bathtub, and a separate water closet. The Oaks is in a perfect location for attractions, restaurants, and shopping.

1718 Golfview Drive, Kissimmee
$650,000
5 Beds ⋅ 4 Baths ⋅ Amelia Groves Ph 2 SubDv. ⋅ 34771 Zip Code
Perfectly positioned in the desirable Amelia Groves community, this stunning 5-bedroom, 4-bathroom Pulte Ashby Grand offers over 3,300 square feet of thoughtfully designed living space with modern finishes, peaceful wooded views, and no rear neighbors. Built in 2025, this move-in ready home combines contemporary style with exceptional functionality. The open-concept floor plan is filled with natural light and features expansive sliding glass doors that seamlessly connect the living area to the oversized covered lanai, creating the perfect indoor-outdoor living experience while showcasing the private backyard and tranquil wooded backdrop. At the heart of the home, the chef-inspired kitchen is designed to impress with quartz countertops, a large center island with seating, stainless steel appliances, built-in wall oven and microwave, subway tile backsplash, abundant cabinetry, a walk-in pantry, and stylish pendant lighting. The spacious living and dining areas provide an ideal setting for both everyday living and entertaining. The thoughtfully designed split floor plan offers privacy for the luxurious primary suite, complete with tray ceilings, generous space for a sitting area, oversized walk-in closet, and a spa-like ensuite featuring dual vanities, quartz countertops, an oversized walk-in shower with upgraded tile, and a private water closet. Three additional bedrooms are conveniently located on the first floor, including one with its own ensuite bathroom, making it perfect for guests or multigenerational living. Upstairs, you'll find an expansive loft, additional bedroom, and full bathroom, offering endless possibilities for a media room, game room, home office, fitness space, playroom, or private guest retreat. Step outside to enjoy the oversized covered lanai overlooking the private backyard and peaceful wooded views with no rear neighbors, creating the perfect setting to relax, entertain, or enjoy Florida's beautiful weather year-round. Additional highlights include wood-look tile flooring throughout the main living areas, plush carpeting upstairs, recessed lighting, modern fixtures, a spacious laundry room, and a 3-car garage offering plenty of room for vehicles, storage, or hobbies. Residents of Amelia Groves enjoy outstanding community amenities, including a sparkling pool with cabana, playground, scenic walking trails, and open green spaces, providing plenty of opportunities for recreation, relaxation, and outdoor enjoyment. Located in the sought-after Amelia Groves community, residents also enjoy convenient access to top-rated schools, shopping, dining, Lake Nona Medical City, Orlando International Airport, major highways, and Central Florida attractions. This beautifully maintained home offers the perfect combination of luxury, comfort, privacy, and convenience.

6035 Blue View Way, St Cloud
$515,000
2 Beds ⋅ 2 Baths ⋅ Mirasol At Celebration Condo SubDv. ⋅ 34747 Zip Code
The best homes don't just offer a place to live—they offer a lifestyle. Welcome to this beautifully maintained third-floor condominium in the highly sought-after Mirasol at Celebration, where elegant living meets the timeless charm of one of Central Florida's most iconic communities. With 2 bedrooms, 2 bathrooms, and the convenience of elevator access, this residence offers the perfect blend of comfort, sophistication, and low-maintenance living. Step inside to an inviting open-concept floor plan where rich wood flooring flows throughout the main living areas, creating a warm and refined atmosphere. At the heart of the home, the beautifully appointed kitchen features gleaming quartz countertops, stainless steel appliances, a spacious eat-in dining area, and a built-in desk—perfect for working from home, meal planning, or keeping everyday life organized. The thoughtfully designed split-bedroom floor plan provides privacy for owners and guests alike, while plush carpeting adds warmth and comfort to each bedroom. The spacious primary suite serves as a peaceful retreat, complete with an oversized walk-in closet and a spa-inspired ensuite bath featuring a double sink vanity, relaxing garden tub, and separate walk-in shower. Beyond your front door, Mirasol offers an impressive collection of resort-style amenities designed to complement your lifestyle. Residents enjoy a heated swimming pool and spa, a 24-hour fitness center, an on-site day spa and salon, a resident clubroom with billiards, a library, business center with conference room, cyber café, concierge service, and beautifully maintained grounds—all just moments from Celebration's charming downtown. From morning walks along Celebration's scenic trails to evenings spent dining at award-winning restaurants, browsing boutique shops, or attending one of the community's many events, every day feels like a getaway. Conveniently located just minutes from Walt Disney World, Orlando International Airport, and major highways, this exceptional residence offers the perfect balance of tranquility, accessibility, and luxury. Whether you're searching for a full-time residence, a seasonal retreat, or a place to simply enjoy life at a slower pace, this exceptional condominium delivers the Celebration lifestyle you've been waiting for. Welcome home to Mirasol at Celebration—where luxury, convenience, and community come together beautifully.

501 Mirasol Circle Unit 313, Celebration
$455,000
3 Beds ⋅ 2 Baths ⋅ Del Webb Sunbridge Ph 2a SubDv. ⋅ 34771 Zip Code
Why wait to build when this like-new waterfront Hallmark home in Del Webb Sunbridge already offers panoramic pond views, completed upgrades and an exceptional move-in-ready Florida lifestyle? Located in St. Cloud’s premier gated 55+ active-adult community, this beautifully maintained, single-story home features the highly desirable HALLMARK FLOOR PLAN—NO LONGER OFFERED FOR NEW CONSTRUCTION in Del Webb Sunbridge. Built in 2023, it offers approximately 1,650 square feet with three bedrooms, two full bathrooms and a two-car garage—giving buyers the benefits of newer construction without the wait or added expense of completing major improvements after closing. The light-filled, open-concept floor plan seamlessly connects the kitchen, dining and gathering areas for comfortable everyday living and entertaining. The kitchen features quartz countertops, stainless-steel appliances, a natural-gas cooktop, built in oven and microwaves, pull-out cabinetry and a custom pantry with built-in shelving. Tile flooring flows throughout the entire home with no carpet, while a custom credenza and tinted-glass front door add style and functionality. Privately positioned at the rear of the home, the primary suite enjoys peaceful water views, a custom-designed walk-in closet and an upgraded walk-in shower with a built-in bench. Two secondary bedrooms are thoughtfully located away from the primary suite near the second full bathroom, creating excellent privacy and flexibility for overnight guests, hobbies or a home office. The true showpiece is the OVERSIZED SCREENED LANAI with an extended paver patio and PANORAMIC WATER VIEWS. Already PRE-PLUMBED FOR A FUTURE SUMMER KITCHEN, this exceptional outdoor living space is ready for sunset cocktails, relaxed mornings and year-round entertaining. Additional upgrades include a spacious laundry room with added cabinetry, generous storage and a utility sink; a salt-free water-softening system; natural gas servicing the tankless water heater and dryer; an epoxy-coated garage floor; and an insulated garage door. DEL WEBB SUNBRIDGE IS A GATED 55+ ACTIVE-ADULT COMMUNITY centered around the 27,000-square-foot Hammock Club, offering resort-style pools, a heated spa, fitness center, pickleball and tennis courts, walking trails, dog park, Tavern & Grille, resident clubs and a full social calendar. All outdoor yard maintenance and internet service are included for a convenient, low-maintenance lifestyle. Ideally located near Lake Nona, Orlando International Airport, Brightline and routes to Port Canaveral, this is the perfect lock-and-leave home base for enjoying Florida, traveling and staying close to family.

2499 Cliff Way, St Cloud
$349,000
3 Beds ⋅ 2 Baths ⋅ Monterey Village Ph 1 Unit 1 SubDv. ⋅ 34743 Zip Code
At the end of a quiet cul-de-sac, you'll find something that's getting harder to come by... privacy. With no rear neighbors now or ever, the backyard feels like your own little escape. No backdoor neighbors. No one peeking over the fence. Just mature trees, peace and quiet. The screened pool and covered lanai make it easy to enjoy Florida year-round, whether it's coffee before work, jumping in the pool after a long day, or firing up the grill on the weekend. Inside, this beautifully updated 3-bedroom, 2-bath home feels fresh from the moment you walk in. Luxury vinyl plank flooring runs throughout, the kitchen has been completely updated with quartz countertops, stainless steel appliances, and modern finishes, and both bathrooms have been beautifully renovated. The split-bedroom floor plan gives the primary suite a little separation from the secondary bedrooms, while the open living and dining spaces feel bright, comfortable, and easy to live in. The super low HOA is just one more thing to appreciate, giving you the benefits of the neighborhood without the high monthly dues that have become so common. The location checks all the right boxes. You're about 15 minutes from The Loop, putting shopping, restaurants, and everyday errands close by, with easy access to Florida's Turnpike and Osceola Parkway for an easy commute. Walt Disney World, Universal Orlando, Lake Nona, Orlando International Airport, and countless other Central Florida destinations are all within easy reach. Close to everything. Far from the noise.

2346 Cordova Court, Kissimmee
$120,000
1 Beds ⋅ 1 Baths ⋅ Parkway Palms Resort Maingate Condo SubDv. ⋅ 34747 Zip Code
GREAT OPPORTUNITY FOR INVESTORS! PRIME TOURIST LOCATION! Located 1.5 miles away from Disney World and across from the Celebration Town Center (shopping and dining opportunities), this remodeled 1 bed/1 unit it can be a RENTAL INCOME if you ready to start your business in the short term rental industry or to be used to relax while visiting Orlando. Great for AIRBNB or BOOKING. The HOA fee includes all utilities. Free community shuttle service to Disney World. Sleeps up to 6 people with separate living areas and kitchen. Guests will enjoy the pool, jacuzzi, gazebo with grills, fitness center, basketball, tot lot, sun deck and laundry facilities.

3100 Parkway Boulevard Unit 726, Kissimmee
$399,000
4 Beds ⋅ 3 Baths ⋅ Oak Hammock Preserve Unit 1 SubDv. ⋅ 34746 Zip Code
A Beautiful 4/3 home, welcoming you to a very peaceful and quiet neighborhood in an established community “Oak Hammock Preserve” in Kissimmee. This very well-maintained home offers Formal Living; Large Family Room; Formal Dining; Split Floor Plan; Upgraded Kitchen with Granite Countertop with a Stainless-Steel Stove, Refrigerator, Microwave, & Breakfast Bar, Island, Pantry; The large Master Bath with Dual Sink Vanities, Relaxing Garden Tub, Huge Walk-in-Closet, and a Separate Shower Stall. The additional features - Tiles Flooring throughout the wet area; Laminate Flooring in both Living Rooms and in 3 Bedrooms; 4th Bedroom with Carpet Flooring in upstairs with its own full bathroom; Front Balcony in where you can sit and relax; Long Driveway where you can park 4 cars; A Covered back porch overlooking “Natural Conservation” that is perfect for sitting and relaxing with friends & family; vaulted ceiling; Brand new AC (Installed 2021), Newer Roof (Replaced 2017), and Walking distance to a Breathtaking Walking Trail with pond. The Community offers Club House, Pool, Picnic Area, and playground. Easy access to Shopping, Banking, Super Markets, Hospital, Business Centers, Sun rails, Golfing, and Schools. Great opportunity at this great location, schedule a showing today! All the information relating to this MLS Listing is intended to be accurate but cannot be guaranteed and must be verified by the buyer and buyer's agent. Motivated seller. NOT A SHORT SALE** NOT A BANK OWNED** OR NOT A FORECLOSURE** Picky Buyers Are Welcome!! Don't miss this “Great Opportunity” to buy the home of your dreams!! Opportunity knocks - ACT FAST!!!

2193 Granger Avenue, Kissimmee
Start Your Search