Kissimmee Homes with Sidewalks Community Features

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

$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

$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

$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

$254,900

3 Beds ⋅ 2 Baths ⋅ Emerald Lake SubDv. ⋅ 34758 Zip Code

Beautiful 3-bedroom, 2-bath townhome located in the desirable Emerald Lake community! Enjoy the convenience of the community pool and playground just steps from your front door. This well-maintained home features a spacious kitchen with ample cabinet storage and a brand-new refrigerator, stove, and microwave, plus a washer and dryer for your convenience. Stay comfortable year-round with a new A/C system.The open living and dining area flows seamlessly to a screened-in porch with a large storage closet, providing the perfect space to relax. The flexible floor plan offers one bedroom and a full bath on the first floor, while the second floor features two generously sized bedrooms connected by a Jack-and-Jill bathroom, each with large walk-in closets.Conveniently located just off Poinciana Boulevard and Lizzie Brown Road, with easy access to Highway 192, shopping, dining, entertainment, and area attractions.

2868 Tanzanite Ter, Kissimmee

$929,000

7 Beds ⋅ 6 Baths ⋅ Sonoma Resort At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code

INVESTMENT & VACATION HOME OPPORTUNITY in the heart of Kissimmee! Welcome to 3841 Sonoma Blvd, an exceptional property offering the ideal combination of location, versatility, and income-producing potential in one of Central Florida’s most popular vacation destinations. Whether you’re looking to expand your investment portfolio, own a vacation rental near the theme parks, or enjoy your own Florida getaway while renting it when not in use, this property is ready to impress. The home features several customized upgrades that enhance its style, comfort, and appeal, creating an inviting retreat for both owners and vacation guests. Designed with the Orlando vacation lifestyle in mind, the property offers plenty of space to relax, entertain, and recharge after a day enjoying Central Florida’s world-famous attractions. LOCATION is a major advantage! Conveniently situated near Walt Disney World, Universal Orlando, shopping, dining, entertainment, golf, and major roadways, the property provides easy access to everything that makes the Orlando/Kissimmee area one of the most visited vacation destinations in the world. For investors, this is an opportunity to own a property in a highly recognized vacation market with strong appeal to both domestic and international travelers. For second-home buyers, enjoy your own Central Florida retreat with the added flexibility and potential of vacation-rental use. Beautifully located, upgraded, and positioned for the vacation-home market, 3841 Sonoma Blvd offers the combination investors and vacation-home buyers are looking for. Don’t miss the opportunity to add this exceptional Kissimmee property to your portfolio. Schedule your private showing today!

3841 Sonoma Boulevard, Kissimmee

$690,000

8 Beds ⋅ 6 Baths ⋅ Bellavida Resort SubDv. ⋅ 34746 Zip Code

Unlock the ultimate Florida vacation lifestyle and high-yield investment potential at 302 Marcello Blvd, a premier turn-key property nestled in the highly sought-after BellaVida Resort! This expansive, fully furnished 8-bedroom, 6-bathroom luxury residence is custom-built for epic group getaways and maximum rental performance. Step into sleek, open-concept living spaces designed to host grand gatherings, complete with a fully equipped kitchen and vast dining quarters. Step out back to your private tropical oasis featuring a pristine screened-in pool and sun-drenched patio, or head inside to the custom garage-turned-game room for non-stop, indoor entertainment. Beyond the home's incredible features, owners and guests enjoy full VIP access to BellaVida’s 24-hour gated, world-class resort amenities. The expansive 6,700-square-foot clubhouse boasts a zero-entry pool, relaxing hot tub, modern fitness center, sand volleyball, basketball courts, and scenic lakeside walking trails. Located just minutes from Walt Disney World, Universal Studios, top-tier golf, dining, and premier shopping along US-192, this income-generating powerhouse delivers unmatched location, luxury, and booking appeal for ambitious vacation home buyers and investors.

302 Marcello Boulevard, Kissimmee

$289,000

1 Beds ⋅ 1 Baths ⋅ Embassy Suites, Sunset Walk Hotel SubDv. ⋅ 34747 Zip Code

An unbeatable opportunity awaits at 3151 Sunset Walk Dr #507, a fully furnished 1-bedroom, 1-bathroom condo featuring a private balcony on the top floor (5th floor) of Tower 1 within Embassy Suites by Hilton Orlando Sunset Walk. Situated just minutes from Walt Disney World, top dining, shopping, and major Central Florida attractions, this resort property offers premium amenities including the Oasis Beach Club, an outdoor pool and cabanas, fitness center, evening receptions, theme park shuttles, and direct proximity to the Promenade at Sunset Walk and Island H2O Water Park. Strategically chosen in the development's initial phase, Tower 1 offers unmatched convenience with seamless, weather-proof access to reception, dining, bars, parking, and transportation services. Sitting on the 5th floor provides peaceful living free from overhead footstep noise, allowing guests to relax and take in elevated views from the private balcony. For investors or vacation home buyers looking for cash flow and lifestyle benefits, this unit is engineered for performance. Market analysis shows that 1-bedroom floor plans experience higher rental frequency than studios or 2-bedroom units, while this specific unit features an adjoining lock-off door to the neighboring suite to accommodate larger families and group travelers on demand. Since inception, this turnkey asset has generated enough rental income to cover all maintenance and fixed costs while producing a strong return on investment. With management implementing targeted strategies to secure steady group and event bookings—further bolstered by the future events and convention center within Sunset Walk—this unit is uniquely positioned for expanding profitability and long-term value.

3151 Sunset Walk Drive Unit 1507, Kissimmee

Kissimmee Homes with Sidewalks Community Features

Newest Kissimmee Homes with Sidewalks Community Features