Kissimmee Homes with Park Amenities

4 Beds ⋅ 4 Baths ⋅ Legacy Park Ph 1 SubDv. ⋅ 34744 Zip Code

Virtually Staged. Welcome home to this spacious two-story residence nestled in the desirable gated community of Legacy Park in Kissimmee! Featuring 4 bedrooms, an attached garage, and an expansive floor plan, this home offers comfortable living spaces, attractive curb appeal, and the added privacy of no rear neighbors! The inviting covered front porch welcomes you into a versatile layout with plenty of room for everyday living, entertaining guests, or creating your ideal home office. Step outside and enjoy the peaceful backyard setting, perfect for relaxing or spending time outdoors. This property presents a wonderful opportunity to add your personal touches and make it truly your own. Enjoy community amenities, including a swimming pool and playground, along with convenient access to Florida's Turnpike, US-192, shopping, dining, schools, and Central Florida's world-famous attractions. Whether you're looking for a primary residence, vacation getaway, or investment property, this home offers outstanding potential and flexibility! With its convenient location, spacious layout, and desirable community setting, this is an opportunity you won't want to miss. Schedule your private showing today!

1012 Whirlaway Drive, Kissimmee

$361,990

3 Beds ⋅ 3 Baths ⋅ Kindred Townhome SubDv. ⋅ 34744 Zip Code

Virtually Staged. Under Construction. Kindred presents the Stratford. This spacious all concrete block construction end unit townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and quartz countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Stratford includes a 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.*

2220 Rolling Hills Road N, Kissimmee

$347,990

3 Beds ⋅ 3 Baths ⋅ Kindred Townhome SubDv. ⋅ 34744 Zip Code

Virtually Staged. Under Construction. Kindred presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Sterling includes a 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.*

2218 Rolling Hills Road N, Kissimmee

$347,990

3 Beds ⋅ 3 Baths ⋅ Kindred Townhome SubDv. ⋅ 34744 Zip Code

Virtually Staged. Under Construction. Kindred presents the Sterling. This spacious all concrete block construction townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and upgraded countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Sterling includes a 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.*

2216 Rolling Hilld Road N, Kissimmee

$365,990

3 Beds ⋅ 3 Baths ⋅ Kindred Townhome SubDv. ⋅ 34744 Zip Code

Virtually Staged. Under Construction. Kindred presents the Stratford. This spacious all concrete block construction end unit townhome optimizes living space with an elevated design featuring 3 bedrooms, 2.5 baths and a 2 Car Garage. As you enter the foyer, you’ll step into a home that reflects your style with an open concept dining area, living room and a spacious kitchen with bar seating. The kitchen is complete with a pantry, stainless steel appliances, and quartz countertops making cooking and cleaning a breeze. Towards the back of the townhome you will find a half bathroom and private entry from the garage. As you head up to the second floor you are greeted with the 3 bedrooms and 2 bathrooms. The bedroom one-bathroom impresses with double bowl vanity, and modern shower/tub space as well as a spacious walk in closet. The second floor is complete with two guest bedrooms, an additional bathroom, and an enclosed laundry room space. This home features modern details that elevate your personal style. Like all homes in Kindred, the Stratford includes a 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.*

2214 Rolling Hills Road N, Kissimmee

$425,000

4 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr F SubDv. ⋅ 34744 Zip Code

OVER $50,000 IN UPGRADES! FULLY RENOVATED! GOLF COURSE VIEW! MOVE-IN READY! WHY PAY MORE FOR NEW CONSTRUCTION? Welcome to 221 Westmoreland Circle, Kissimmee, FL 34744, a beautifully remodeled 4-BEDROOM, 2-BATHROOM, 1,767 SQFT single-family home located in the desirable REMINGTON GOLF COMMUNITY! Featuring beautiful GOLF COURSE VIEWS, modern finishes, and over $50,000 IN RECENT UPGRADES, this meticulously updated home offers exceptional value without the higher price tag often associated with new construction! The sellers have invested extensively in improvements, including a BRAND-NEW KITCHEN, BEAUTIFULLY UPDATED BATHROOMS, UPDATED FLOORING, NEW WATER HEATER, FRESH INTERIOR AND EXTERIOR PAINT, and a beautifully finished EPOXY-COATED GARAGE FLOOR! Additional features include RAIN GUTTERS and a spacious 2-CAR GARAGE. Step inside and experience a bright, inviting floor plan with soaring ceilings, beautifully updated living spaces, and contemporary finishes throughout. The completely renovated kitchen serves as the heart of the home, while the updated bathrooms and flooring create a fresh, modern atmosphere. Enjoy the added benefit of SCENIC GOLF COURSE VIEWS, providing a beautiful backdrop for everyday living, relaxing evenings, and entertaining guests. Used primarily as a SEASONAL WINTER RESIDENCE by its owners, this home has been enjoyed during their winter visits to Florida and thoughtfully maintained. Located in the established REMINGTON GOLF COMMUNITY, this property offers convenient access to FLORIDA'S TURNPIKE, US-192, SHOPPING, RESTAURANTS, PUBLIX, WALMART, AND EVERYDAY ESSENTIALS. Enjoy approximately 5–10 MINUTES TO SHOPPING AND GROCERY STORES, 8–10 MINUTES TO FLORIDA'S TURNPIKE, 20–25 MINUTES TO ORLANDO INTERNATIONAL AIRPORT (MCO), 25–30 MINUTES TO LAKE NONA, 35–40 MINUTES TO DOWNTOWN ORLANDO AND WALT DISNEY WORLD, AND 40–45 MINUTES TO UNIVERSAL ORLANDO, depending on traffic and route. Whether you're searching for a PRIMARY RESIDENCE, SECOND HOME, VACATION RETREAT, OR MOVE-IN READY HOME NEAR ORLANDO, this property offers the perfect combination of location, comfort, and modern upgrades! WHY WAIT FOR NEW CONSTRUCTION AND PAY EXTRA FOR UPGRADES WHEN YOU CAN OWN A METICULOUSLY REMODELED HOME WITH GOLF COURSE VIEWS IN AN ESTABLISHED COMMUNITY? With over $50,000 invested in improvements, scenic surroundings, and an excellent Central Florida location, this property is truly a must-see! SCHEDULE YOUR PRIVATE SHOWING TODAY! PLEASE NOTE: Select listing photos have been virtually enhanced with wall art and decorative accents. The furniture shown in the photographs is physically staged inside the property.

221 Westmoreland Circle, Kissimmee

$320,000

3 Beds ⋅ 3 Baths ⋅ Kindred Ph 1a & 1b SubDv. ⋅ 34744 Zip Code

Virtually Staged. BEAUTIFULLY RENOVATED END-UNIT TOWNHOME WITH OPEN GREEN-SPACE VIEWS IN KINDRED! Welcome to this move-in-ready 3-bedroom, 2.5-bath townhome offering 1,870 sq. ft. of living space, a versatile upstairs loft, and a desirable location directly across from an expansive community green space. Step inside to discover a bright, open floor plan featuring a beautifully updated kitchen with NEW white shaker cabinets, sparkling white quartz countertops, subway tile backsplash, stainless steel appliances, and modern fixtures. The spacious living and dining areas feature tile flooring, while NEW luxury vinyl plank flooring extends throughout the stairs and entire second floor, including all bedrooms and the loft—NO CARPET! Upstairs, the primary suite offers a walk-in closet and a private bathroom with a double-sink vanity, complemented by two additional bedrooms, a full bathroom, and a flexible loft ideal for a home office, playroom, or additional living space. Recent improvements include fresh interior paint, updated bathroom vanities and fixtures, new toilets and mirrors, ceiling fans in all bedrooms, modern lighting, and a smart thermostat. The convenient downstairs half bath and rear-entry garage complete the functional layout. Enjoy the added privacy of an END UNIT and an inviting front setting overlooking the community's open green space. Kindred offers an impressive selection of amenities, including community pools, clubhouse, fitness center, playgrounds, sports facilities, and recreational green spaces. Convenient access to the Florida Turnpike and US-192 makes commuting and exploring Central Florida easy. Beautifully updated, thoughtfully designed, and ready to move in!

1485 Rylee Rock Way, Kissimmee

$535,000

3 Beds ⋅ 3 Baths ⋅ Kissimmee Bay SubDv. ⋅ 34744 Zip Code

Virtually Staged. GOLF COURSE VIEWS, WATERFRONT SERENITY & YOUR OWN PRIVATE POOL! Experience resort-style Florida living in the desirable gated community of Kissimmee Bay Country Club! This stunning 3-bedroom, 3-bath POOL home offers 2,155 sq. ft. of living space and a 2-car garage. Featuring a desirable split-bedroom floor plan, formal living and dining rooms, and an inviting family room with fireplace. The kitchen boasts granite countertops, stainless steel appliances, custom cabinetry, and a charming breakfast area. The spacious primary suite features dual closets, a luxurious bath with dual vanities, soaking tub, separate shower, and direct pool access. STEP OUTSIDE TO YOUR OWN PRIVATE PARADISE! Enjoy breathtaking pond and golf course views from the expansive screened pool enclosure, complete with a brick-paver deck and covered lanai—perfect for entertaining or relaxing year-round! Kissimmee Bay offers an exceptional lifestyle with an 18-hole golf course, clubhouse restaurant, tennis courts, community dock, boat and RV storage, and playground. HOA benefits include basic cable, internet, nighttime security, and irrigation water. Certain amenities may require additional fees or memberships. Don't miss this incredible opportunity to own your own slice of Florida paradise! Schedule your private showing today!

1805 Lee Janzen Drive, Kissimmee

$760,000

5 Beds ⋅ 5 Baths ⋅ North Shore Village SubDv. ⋅ 34744 Zip Code

Virtually Staged. YOUR PRIVATE FLORIDA RETREAT AWAITS! OVER 4,300 SQ. FT. OF RENOVATED MEDITERRANEAN ELEGANCE, SPECTACULAR SUNSETS, WATER VIEWS & RESORT-STYLE LIVING—JUST MINUTES FROM LAKE NONA! Discover one of Central Florida’s best-kept secrets in The Landings at North Shore, a beautiful gated community near the shores of East Lake Tohopekaliga. This impressive 5-bedroom, 5-bathroom executive residence, built by Centerline Homes, offers an extraordinary combination of space, elegance, modern upgrades, and location. Recently transformed with extensive improvements, this home welcomes you with soaring ceilings, a majestic staircase, and an inviting floor plan designed for both everyday comfort and unforgettable entertaining. Freshly painted inside and out, the residence features new water-resistant flooring and baseboards throughout the second floor and portions of the first floor, FIVE beautifully renovated bathrooms with modern cabinetry, quartz countertops, illuminated mirrors, and new toilets. The refreshed gourmet kitchen showcases updated cabinetry, stunning quartz countertops, and BRAND-NEW appliances. Both A/C systems have received significant component upgrades, and the pool features newly replaced valves and professional weekly maintenance. The thoughtfully designed first floor offers a private office with French doors opening to the front patio, elegant formal living and dining rooms, and a spacious family room filled with natural light. French doors invite you outside to the covered lanai, screened pool, and spa, where your very own Florida paradise begins. IMAGINE ENDING EVERY DAY WITH A SUNSET! Perfectly positioned on the WEST SIDE of the residence, the poolside retreat enjoys beautiful afternoon sunshine and breathtaking sunset skies overlooking the peaceful pond. Whether sipping your morning coffee, hosting weekend gatherings, or unwinding beneath the colors of a Florida sunset, this outdoor oasis makes every day feel like a vacation. The spacious primary suite offers tranquil water views, a generous walk-in closet, and an inviting bathroom with a jetted soaking tub, separate glass-enclosed shower, and dual vanities. Upstairs, an expansive bonus room with kitchenette, adjoining bedroom, and private bathroom creates an exceptional opportunity for multigenerational living, visiting guests, or a private entertainment retreat. Additional generously sized bedrooms, bathrooms, and a pond-view sitting area provide flexibility for today’s evolving lifestyles. LOCATION, LIFESTYLE & CONVENIENCE! Enjoy the benefits of living near Lake Nona’s thriving Medical City without sacrificing space or the charm of an established gated community. Conveniently located near the Orlando VA Medical Center, UCF’s medical campus, USTA National Campus, Orlando International Airport, and Austin-Tindall Sports Complex, with easy access to SR 417 and SR 528 connecting you to downtown Orlando, theme parks, shopping, dining, and Florida’s beaches. Offering approximately 4,323 square feet of living space, a THREE-CAR GARAGE, five bedrooms, five bathrooms, extensive recent upgrades, and a private pool and spa with picturesque water views, this residence is more than a home—IT’S THE FLORIDA LIFESTYLE YOU’VE BEEN DREAMING OF! Discover the space, experience the transformation, and fall in love with the sunsets. Schedule your private showing today!

2802 Quiet Water Trail, Kissimmee

$540,000

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

Virtually Staged. Welcome to 1894 Cassidy Knoll, an exceptional home in the highly sought-after Kindred community featuring one of the largest and most desirable floor plans ever offered in the neighborhood. No longer available from the builder, this expansive design is known for its generously sized rooms, outstanding functionality, and flexible living spaces. The enormous first-floor primary suite offers exceptional privacy and convenience, complete with a massive walk-in closet and a unique, code-compliant doorway providing direct access to the garage. This thoughtful upgrade allows homeowners to come and go without disturbing the rest of the household. The home also features another spacious bedroom with a private en-suite bathroom, ideal for guests or multigenerational living, along with a versatile flex room that could serve as a formal dining room, home office, or potential sixth bedroom. What truly separates this home from others in Kindred is the extensive investment in aftermarket upgrades. The backyard features a massive 44-by-15-foot professionally installed paver lanai, offering approximately 660 square feet of outdoor entertaining space. A newly fenced backyard and a 7-by-7-foot shed/workshop, which conveys with the property, provide even more functionality. Inside, all carpeted areas have been replaced with premium luxury vinyl plank flooring. Exterior improvements include a widened driveway designed to accommodate larger vehicles and a paver walkway connecting to the driveway. The garage is equally impressive, featuring epoxy flooring, multiple 220-volt outlets suitable for electric vehicle charging equipment, a granite-topped utility sink, and additional washer and dryer hookups. While the main laundry room is upstairs, the garage provides the flexibility for a second laundry area. Two separate garage access points and a newer whole-home water softener and filtration system add even more convenience. Kindred offers an outstanding location just minutes from Florida's Turnpike, allowing residents to bypass much of the congestion along US 192. Shopping, dining, and everyday conveniences are nearby, while Walt Disney World is approximately 25 to 30 minutes away. The community also features its own K-8 school and resort-style amenities, including a swimming pool, clubhouse, fitness center, tennis courts, and basketball courts. A future commercial section is also planned within the community. With its rarely available floor plan, oversized bedrooms, first-floor primary suite, incredible outdoor entertaining space, and extensive upgrades, 1894 Cassidy Knoll offers a combination of size, comfort, and functionality that is increasingly difficult to find in today's new construction.

1894 Cassidy Knoll Drive, Kissimmee

$355,000

3 Beds ⋅ 2 Baths ⋅ Kindred Ph 2c & 2d SubDv. ⋅ 34744 Zip Code

Welcome to 1512 Fernmeadow Street in the desirable Kindred community. This nearly new DR Horton Jemison floorplan features an open layout with a bright great room, stainless steel appliances, an oversized walk-in pantry, and smart home features. The private primary suite offers an ensuite bath with double vanity and walk-in closet, while two additional bedrooms provide space for guests, an office, or flexible living. Kindred offers resort-style amenities including pools, clubhouses, a fitness center, playgrounds, sports fields, a dog park, picnic areas, and walking and biking trails. Conveniently located near US-192 and Florida’s Turnpike, with easy access to NeoCity, Lake Nona, Orlando International Airport, Disney, shopping, dining, and downtown Kissimmee. Enjoy low-maintenance living with great amenities and convenient access to everything Central Florida has to offer.

1512 Fernmeadow Street, Kissimmee

$520,000

4 Beds ⋅ 2 Baths ⋅ Seasons At Big Sky SubDv. ⋅ 34744 Zip Code

LAKE VIEWS & OPEN-CONCEPT LIVING! Welcome to this beautiful 4-bedroom, 2-bathroom home in the desirable St. Cloud at the Seasons at Big Sky community in Kissimmee. This inviting home features a bright, open-concept layout with a spacious kitchen, an oversized island with plenty of seating, abundant cabinetry, modern pendant lighting, and a seamless connection to the dining and living areas. Large sliding glass doors bring in plenty of natural light and showcase the beautiful lake views, creating a relaxing setting for everyday living and entertaining. Enjoy the lifestyle Seasons at Big Sky has with resort-style amenities, including a community pool, playground, sports courts, walking trails, and beautifully maintained open spaces. Conveniently located near US-192, major highways, shopping, dining, and Central Florida's world-famous attractions. Come experience the comfort, views, and convenience this home offers!

2949 Gavin Sky Drive, Kissimmee

Kissimmee Homes with Park Amenities

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