Kissimmee Homes with Sidewalks Community Features

5 Beds ⋅ 4 Baths ⋅ Kindred Ph 1e SubDv. ⋅ 34744 Zip Code

Stunning Corner Lot Home with Exceptional Value! Don’t miss this incredible opportunity to own this spacious 5-bedroom, 3.5-bathroom home, priced below appraised value and offering up to $15,000 toward the buyer’s closing costs or rate buy-down. Designed with both comfort and functionality in mind, this beautiful home features a first-floor primary suite, providing privacy and convenience. The main level also includes a versatile flex room/den, perfect for a home office, playroom, study, or guest space. Upstairs, you’ll find a generous loft, ideal as a second living area, media room, game room, or entertainment space giving everyone room to relax and enjoy. Situated on a desirable corner lot, the property boasts a huge, fully fenced backyard with durable vinyl fencing, offering plenty of space for outdoor entertaining, pets, family gatherings, or even a future pool. With its spacious layout, premium corner location, oversized backyard, and outstanding buyer incentives, this home is an exceptional value that you won’t want to miss. Schedule your private showing today!

1876 Cassidy Knoll Drive, Kissimmee

$1,800,000

5 Beds ⋅ 4 Baths ⋅ Celebration South Village Unit 3 SubDv. ⋅ 34747 Zip Code

Perfectly positioned on a beautifully landscaped corner homesite in Celebration's sought-after South Village, this exceptional Issa Dorchester residence offers timeless architecture, luxurious finishes, and an impeccably maintained single-story floor plan designed for both elegant entertaining and everyday comfort. With a private one-bedroom garage apartment, a three-car garage, and a resort-style pool and spa, this home represents the very best of Celebration living. From the moment you enter, you'll appreciate the home's rich architectural details, including luxury plank flooring, extensive decorative trim, elegant cove ceilings, custom window blinds, and an abundance of natural light. The spacious family room serves as the heart of the home, featuring a handsome built-in entertainment center and seamless flow into the gourmet kitchen. Designed for the culinary enthusiast, the chef's kitchen is both stunning and functional, showcasing a professional-grade gas range with pot filler, granite countertops, stainless steel appliances, center island, breakfast bar, custom tile backsplash, recessed and designer pendant lighting, and generous workspace for entertaining. The thoughtfully expanded owner's retreat is one of the largest you'll find in Celebration, enlarged by approximately two feet during construction to create an exceptionally spacious primary suite. The luxurious primary bath offers a soaking tub, separate walk-in shower, and an inviting spa-like atmosphere. A handsome library/home office with custom built-in desk and bookshelves provides the perfect space for working remotely or enjoying a quiet retreat. Step outside to your private backyard oasis where a screened lanai overlooks the sparkling pool and spa, surrounded by mature landscaping. Vinyl fencing provides privacy while creating the perfect setting for relaxing or entertaining year-round. Above the oversized three-car garage, guests or extended family will enjoy a private one-bedroom apartment complete with its own kitchen. Additional features include a spacious laundry room with utility sink and abundant storage, designer lighting, built-in cabinetry, and meticulous pride of ownership throughout. Every detail reflects quality craftsmanship, making this residence feel virtually brand new. Located in the award-winning community of Celebration, residents enjoy an unmatched lifestyle featuring charming tree-lined streets, over 26 miles of scenic walking and biking trails, community parks, playgrounds, multiple resort-style pools, tennis and basketball courts, and a vibrant downtown filled with exceptional dining, boutique shopping, lakeside events, and year-round community celebrations. Ideally situated just minutes from Walt Disney World Resort, with convenient access to Interstate 4, State Roads 417 and 429, Orlando International Airport, and Central Florida's premier shopping, dining, golf, and entertainment destinations, this remarkable home offers luxury living in one of Florida's most iconic communities.

906 Spring Park Loop, Celebration

$176,000

2 Beds ⋅ 2 Baths ⋅ Waterway Village SubDv. ⋅ 34741 Zip Code

Fantastic opportunity for investment or homeownership alternative to renting! This charming 2-bedroom, 2-bathroom townhouse has tile flooring throughout. The functional layout offers a combined living, dining, and kitchen area, along with a convenient indoor laundry closet. Enjoy relaxing or entertaining outdoors on the covered exterior porch, complemented by the added convenience of an outside utility storage closet. Situated in a central Kissimmee community, residents have access to a refreshing community pool and HOA amenities that cover common area lawn and fence care, pool maintenance, street lighting, and CCTV security monitoring. Centrally located close to public bus stops, shopping areas, schools, and all major Central Florida attractions, including Walt Disney World.

4179 Spitfire Avenue, Kissimmee

$415,279

3 Beds ⋅ 2 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code

Under Construction. What's Special: Larger Lot | Covered Patio | Lake View | Spacious Kitchen. New Construction – October Completion! Built by America's Most Trusted Home Builder. Welcome to the Saint Thomas at 5772 Meads Bay Pond Road in Westview! A welcoming porch leads into an inviting foyer, where a private study offers the perfect space for working from home or pursuing hobbies. Beyond the foyer and rotunda, the heart of the home unfolds with a spacious great room, casual dining area, kitchen, and formal dining room thoughtfully connected for both everyday living and entertaining. Enjoy seamless indoor-outdoor living with a covered lanai overlooking the backyard. Tucked away for added privacy, the primary bedroom serves as a relaxing retreat and features two walk-in closets, an oval soaking tub, dual sink vanity, and walk-in shower. Two secondary bedrooms are situated off the rotunda and share a full bathroom, creating a comfortable space for family and guests. Welcome to Westview! Here, you can wake up to fresh morning air and the natural sounds of the outdoors in a thoughtfully planned community. You are surrounded by protected wetlands, forested uplands, ponds, open space, and miles of trails that invite you to explore right outside your door. Westview is ideally located near Poinciana Parkway in Kissimmee, Florida, placing you close to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. This is a neighborhood where nature, convenience, and everyday adventure come together. Additional Highlights Include: a soaking tub with a separate shower in the primary bathroom, and a door into the primary bathroom. Photos are for representative purposes only. MLS#O6431007

5772 Meads Bay Pond Road, Kissimmee

$481,849

4 Beds ⋅ 4 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code

Under Construction. What's Special: No Rear Neighbors | Water View | Loft. New Construction - October Completion! Welcome to the Bermuda at 5766 Meads Bay Pond Road in Westview! This inviting two-story home blends comfort and functionality with a bright open-concept design. The spacious great room flows into the casual dining area and well-appointed kitchen featuring a large island and walk-in pantry. The first-floor primary suite offers a relaxing retreat with a spacious bathroom and walk-in closet, while a flex room near the foyer is perfect for a home office or hobby room. Upstairs, a versatile loft is accompanied by three secondary bedrooms and two full bathrooms. Enjoy outdoor living on the covered lanai, ideal for relaxing or entertaining. Welcome to Westview, a thoughtfully planned community surrounded by wetlands, ponds, open space, and miles of trails. Conveniently located near Poinciana Parkway, residents enjoy easy access to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. Additional Highlights include: GE refrigerator, gourmet kitchen, and flush mount lighting package at great room. Photos are for representative purposes only. MLS#O6430976

5766 Meads Bay Pond Road, Kissimmee

$298,000

3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code

Virtually Staged. Welcome to this beautifully updated 3-bed 3-bath 1595 sq ft townhome located in the desirable gated community of Paradise Cay in Kissimmee—where modern upgrades, prime location, and investment potential come together. Property Highlights: End Unit with more lights. The largest floor plan in the community Fully renovated interior with stylish laminate flooring throughout New counter top for kitchen and bathroom Fresh interior paint for a bright, clean look in neutral color Recent upgrades (2025): New AC, top load washer, and 5 burner electric range (2024): new microwave; LG dryer Large parking space for handicap parking Community Features: Secure gated access Resort-style amenities including pool, playground, and scenic walking trails HOA covers exterior maintenance, trash service—offering truly low-maintenance ownership Unbeatable Location: Less than 3 miles to Walt Disney World Minutes to US-192, with easy access to I-4 and Orlando premium outlet and orange convention center Close to world-class golf, shopping, dining, and entertainment Investment Opportunity: Zoned for short-term and long-term rentals—perfect as a primary residence, vacation home, or income-producing property Live, vacation, or invest in one of Central Florida’s most sought-after areas. Schedule your private showing today and start enjoying the Florida lifestyle!

5266 Paradise Cay Circle, Kissimmee

$314,900

3 Beds ⋅ 2 Baths ⋅ Remington Prcl K Ph 3 SubDv. ⋅ 34744 Zip Code

Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the desirable gated community of Remington in Kissimmee. Offering approximately 1,560 square feet of comfortable living space, this move-in-ready residence features a bright, open floor plan with a spacious living and dining area, a well-appointed kitchen with ample cabinet and counter space, and a split-bedroom layout that provides added privacy. The primary suite includes a walk-in closet and an en-suite bathroom. Two additional bedrooms and a full guest bath provide plenty of space for family, guests, or a home office. Enjoy Florida living year-round from the rear patio overlooking the backyard—perfect for relaxing or entertaining. Remington residents enjoy access to outstanding community amenities, including a championship golf course, clubhouse, swimming pool, tennis courts, basketball courts, playgrounds, walking trails, and beautifully maintained common areas. Conveniently located near major highways, Lake Nona Medical City, Orlando International Airport, shopping, dining, schools, and world-famous attractions, this home offers the perfect combination of comfort, convenience, and lifestyle. Sold AS-IS. Seller is a corporation and has never occupied the home. Seller does not disclose. It is Buyer and Buyers brokers responsibility to verify all information, HOA fees, restrictions and approval process. Seller chooses Mainstay National Title. 5 day inspection period max. Closing date on or before 45 days from effective date. All appliances stay in home but not warranted by seller.

2413 Ruddenstone Way, Kissimmee

$299,000

3 Beds ⋅ 2 Baths ⋅ Terraces At Reunion SubDv. ⋅ 34747 Zip Code

Experience effortless resort living in this beautifully updated, fully furnished 3-bedroom, 2-bathroom condo in the gated Reunion Resort community. Thoughtfully enhanced by the current owner, the residence features luxury vinyl flooring throughout, new appliances, updated fixtures, and a wine refrigerator, creating a stylish, move-in-ready retreat. Located in an elevator building, the condo also offers a private balcony, its own one-car garage, and a private driveway. Whether you're looking for a primary residence, second home, vacation getaway, or short-term rental opportunity, this property offers exceptional flexibility in one of Central Florida's premier resort communities. The Terraces at Reunion features a community pool, barbecue area, and park, while Reunion Resort offers an impressive collection of amenities, including three signature golf courses designed by Jack Nicklaus, Arnold Palmer, and Tom Watson, a multi-level water park, miniature golf, tennis, fitness and spa facilities, multiple community pools, and a variety of restaurants and dining options. Ideally located approximately 30 minutes from Orlando International Airport and just a short drive from Central Florida's world-famous theme parks and attractions, Reunion combines convenience with a true resort-style experience. With 24-hour gated access and a golf-cart-friendly setting, this turnkey, fully furnished residence offers the perfect opportunity to enjoy the Florida resort lifestyle from day one.

7505 Mourning Dove Circle Unit 303, Reunion

$415,000

5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code

Where else can you live in Florida feeling like you are on Vacation everyday?! Resort style pools, Lazy River, Water Playground, Fitness Center, Restaurant & Club House, Pond and Pier and so much more! Those are just the amenities; lets talk about this 5 Bedroom & 5 Bath with a private garage in paradise. You have enough space for the family and some including a theatre area for all to enjoy. Subtle taste of Disney throughout the home and a very nice size kitchen for all to gather. Don't want to stop the fun from the community pool? Well bring it home since you'll have your very own private pool and patio area to enjoy. Its spacious, its clean and comes completely furnished as you see it all you need is the key to make it yours. You can enjoy this home as little or as much as you'd like as short term rental is allowed as well as long term if you'd choose. Want the best of both worlds? Why not leave your vehicle stored in the garage and some personal items in your very own, owners closet's throughout the house. Having too many options is never a bad thing when you either way you are making the right choice. Schedule your next appointment today!

9025 Rhodes Street, Kissimmee

$659,000

8 Beds ⋅ 7 Baths ⋅ Encore At Reunion, Reunion West SubDv. ⋅ 34747 Zip Code

Prepare to be wowed by 341 Pendant Ct, an absolute showstopper and turnkey vacation powerhouse located in the prestigious, gated community of Encore at Reunion! This fully furnished, high-capacity 8-bedroom, 7-bathroom retreat is engineered for non-stop fun and maximum rental returns. Step through the expansive living space out to your private backyard paradise featuring a sparkling pool and spa, upgraded with a brand-new heater installed in December 2025 and a freshly expanded paved lounge area ideal for soaking up the Florida sunshine. Indoors, the excitement continues in the converted garage gaming area—a massive hit for vacationers and family members alike. The adventure extends right into the community, where owners and guests enjoy access to Encore at Reunion’s world-class resort amenities, including a 10-acre waterpark with thrilling high-speed slides, an expansive clubhouse, a state-of-the-art fitness center, arcade, sports courts, and on-site dining. Ideally positioned just minutes from Walt Disney World, Universal Studios, championship golf, premier shopping, and fine dining, this home puts the very best of Orlando right at your doorstep. Whether you are expanding a high-yield short-term rental portfolio or securing an unforgettable multi-family getaway, 341 Pendant Ct is completely move-in ready to start generating income and memories on day one!

341 Pendant Court, Kissimmee

$451,990

4 Beds ⋅ 2 Baths ⋅ Kindred Ph 2a SubDv. ⋅ 34744 Zip Code

Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find bedroom two and a full bathroom. As you move upstairs you are greeted with a nice sized living space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet and an en suite bathroom with a double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of 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.*

1503 Beechmont Drive, Kissimmee

$469,990

5 Beds ⋅ 3 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code

Under Construction. Kindred presents the Robie. This impressive all concrete block construction, two-story plan features a versatile floorplan to fit your needs. A spacious open-concept first floor includes a well-appointed kitchen with sleek stainless-steel appliances overlooking the living and dining area. Just off the living room you will find bedroom two and a full bathroom. As you move upstairs you are greeted with a nice sized living space to utilize for work or play. Bedroom one is located just off the loft space and includes a spacious walk-in closet and an en suite bathroom with a double vanity. Three additional bedrooms share a second upstairs bathroom and linen closet. Your laundry room is located on the second floor as well as extra storage closets. Like all homes in Kindred, the Robie includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of 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.*

1876 Howard Mesa Drive, Kissimmee

Kissimmee Homes with Sidewalks Community Features

Newest Kissimmee Homes with Sidewalks Community Features