Kissimmee Homes with Other Exterior Features

Kissimmee Homes with Other Exterior Features

Welcome to Kissimmee, Florida – a vibrant city nestled in the heart of Osceola County, just a stone's throw from the magical wonders of Orlando. Known for its warm climate, picturesque landscapes, and rich cultural heritage, Kissimmee offers a unique blend of suburban charm and urban convenience. With its proximity to world-renowned theme parks, shopping, and dining, it's no wonder that Kissimmee is a sought-after destination for families, retirees, and investors alike.

Kissimmee boasts a diverse array of homes, many of which showcase stunning exterior features that enhance both aesthetics and functionality. From charming single-family residences adorned with lush landscaping to modern townhouses featuring sleek designs, the housing market here caters to a variety of tastes and preferences. You’ll find properties with inviting front porches, spacious backyards perfect for entertaining, and even homes with pools that allow you to soak up the Florida sun in style.

The community spirit in Kissimmee is palpable, with numerous parks, recreational facilities, and events that bring residents together. Enjoy leisurely strolls along Lake Tohopekaliga, where you can take in breathtaking sunsets, or explore the bustling Old Town, which combines shopping, dining, and entertainment in a delightful setting.

Whether you're looking for a cozy retreat or a vibrant family home, Kissimmee offers a wealth of options with captivating exterior features that reflect the beauty of Florida living. Discover your dream home in this enchanting city, where every day feels like a vacation!

Newest Kissimmee Homes with Other Exterior Features

1520 Shady Oak Drive, Kissimmee
$485,000
3 Beds ⋅ 2 Baths ⋅ Regal Oak Shores Unit 6 SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully maintained 3-bedroom, 2-bath pool home in the highly desirable Shady Oaks community. Offering a rare combination of major system upgrades, thoughtful improvements, and a sparkling screened-in pool, this property delivers true peace of mind and long-term value for any buyer. Step inside to a bright, comfortable layout with an inviting living area, spacious kitchen, and well-sized bedrooms. The home has been meticulously cared for, with all major components updated within the last several years, making it truly move-in ready. ? Major Upgrades & Improvements • New shingle roof – 2023 • New AC system (inside & out) – 2022 • New septic drain field – 2019 • Septic tank clean-out – 2026 • New 61-gallon Rheem hot water heater – 2019 • Pentair whole-house reverse carbon water filtration system – 2020 • New upgraded Pentair variable-speed pool pump – 2026 • New garbage disposal – 2025 • Whole exterior repainted – 2024 ?? Outdoor Living Enjoy Florida living at its best with a private screened-in pool, perfect for relaxing or entertaining. The upgraded variable-speed Pentair pump ensures energy efficiency and quiet operation. The spacious yard offers room to play, garden, or simply unwind. ?? Utilities This home features public water and a well-maintained septic system with a new drain field (2019) and 2026 clean-out, providing reliable performance and lower monthly utility costs. ?? Location Conveniently located near Neptune Road, Partin SettlementRd, Lake Nona, shopping, dining, schools, and major highways, this home offers both comfort and accessibility. With thousands invested in recent upgrades, this home stands out as one of the best-maintained properties in the area. A perfect choice for buyers seeking a solid, updated, and worry-free home with a beautiful pool and a welcoming neighborhood.

1520 Shady Oak Drive, Kissimmee
3145 Twisted Oak Loop, Kissimmee
$640,000
5 Beds ⋅ 4 Baths ⋅ Fells Cove Units 3-4 Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to your ideal Florida home located in the vibrant and rapidly growing Kissimmee - Lake Nona corridor! This spacious 2-story property features 5 bedrooms, 3 full bathrooms, and a 2-car garage. Offered fully furnished with negotiable furniture options, this turnkey residence is ready for immediate enjoyment. Enjoy unmatched convenience with rapid access to Orlando International Airport, premier shopping centers, top universities, and world-renowned theme parks. Plus, take advantage of the perfect Central Florida location with short drives to both East and West Coast beaches. Everything you need is right at your fingertips. Don't miss out on this incredible opportunity—schedule your showing today!

3145 Twisted Oak Loop, Kissimmee
1805 Lee Janzen Drive, Kissimmee
$550,000
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
2802 Quiet Water Trail, 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
111 Cattail Court, Kissimmee
$405,000
4 Beds ⋅ 3 Baths ⋅ Coralwood SubDv. ⋅ 34743 Zip Code
$5,000 TOWARD BUYER’S CLOSING COSTS, A PRIVATE POOL, AND EXTRA SPACE THAT MAKES THE DIFFERENCE! Located on a cul-de-sac in Coralwood, this 4-bedroom, 2.5-bath pool home offers approximately 1,938 square feet and an additional upstairs living area with potential for conversion into a fifth bedroom. The first-floor primary bedroom offers added convenience, and all four bedrooms have closets. An attached two-car garage provides additional practicality. This versatile upstairs space could also serve as a home office, media room, or second gathering area. A double-height entry creates a welcoming first impression. The kitchen, remodeled in 2024, along with the updated primary bathroom and half bath, adds appeal and comfort. Outside, enjoy your private screened-in pool, remodeled in 2022—an inviting place to relax and entertain. Additional improvements include a water heater installed in 2024 and roof repairs completed in 2025. Located approximately 3 minutes by car from Florida’s Turnpike access at Osceola Parkway, with connections to SR 417 and access to Disney Springs and shopping and dining at The Loop. Plus, the seller offers $5,000 toward the buyer’s closing costs. Schedule your showing and explore the possibilities!

111 Cattail Court, Kissimmee
1894 Cassidy Knoll Drive, 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
302 Cervantes Drive, Kissimmee
$237,000
2 Beds ⋅ 3 Baths ⋅ Rio Hills Twnhs SubDv. ⋅ 34743 Zip Code
Welcome to 302 Cervantes Drive! This well-located 2-bedroom, 2.5-bath townhome offers approximately 1,120 square feet of comfortable living space in the Rio Hills Townhouses community. The functional two-story floor plan features the main living areas downstairs, a convenient half bath for guests, and both bedrooms upstairs for added privacy. The spacious kitchen offers plenty of storage, including a large pantry, and the home also features central A/C and an interior laundry with washer and dryer. Enjoy the convenience of community amenities, including a pool, while being ideally situated near shopping, dining, schools, major roadways, Orlando International Airport, and Central Florida attractions. A new roof was completed in 2026, adding even more value and peace of mind. Whether you’re looking for a primary residence or an investment opportunity, this Kissimmee townhome is ready for its next owner. Schedule your private showing today!

302 Cervantes Drive, Kissimmee
3625 Late Morning Circle, Kissimmee
$340,000
4 Beds ⋅ 2 Baths ⋅ Morningside Village Unit 5 SubDv. ⋅ 34744 Zip Code
Welcome to 3625 Late Morning Circle, a spacious 4-bedroom, 2-bathroom home situated on a generous approximately quarter-acre lot in Kissimmee. Offering approximately 1,560 square feet of living space, this well-designed home provides a comfortable layout with plenty of room for everyday living, entertaining, and relaxing. Step inside to an inviting open-concept living area that creates a seamless flow between the living room, dining space, and kitchen. The open floor plan provides an excellent gathering space while allowing natural separation between the main living areas and bedrooms. The kitchen offers practical functionality with ample cabinetry and counter space and includes a range, refrigerator, microwave, dishwasher, and disposal. The split-bedroom floor plan provides additional privacy, with the primary suite positioned separately from the additional bedrooms. The primary bedroom offers a comfortable retreat and features a walk-in closet, while the additional bedrooms provide flexibility for family, guests, a home office, or other personal needs. Additional features include two full bathrooms, ceiling fans, central heating and air conditioning, convenient indoor laundry, and durable laminate flooring in portions of the home. The property is positioned on an approximately 0.25-acre lot, providing valuable outdoor space and room to enjoy Florida living. Located in Kissimmee, this property offers convenient access to major roadways, shopping, dining, entertainment, schools, and the many attractions and amenities throughout Central Florida. The combination of a spacious four-bedroom layout, two full bathrooms, open living areas, split-bedroom design, and a generously sized lot makes this property a great opportunity for a buyer looking for space and convenience in the Kissimmee area. Schedule your private showing today.

3625 Late Morning Circle, Kissimmee
221 Citrus Drive, Kissimmee
$315,000
2 Beds ⋅ 2 Baths ⋅ Bvl Unit 2 SubDv. ⋅ 34743 Zip Code
SOLID BLOCK HOME * GREAT STARTER HOME *OR* GOOD SOLID RENTAL FOR YOUR PORTFOLIO * NEW ROOF IN 2025 * NEW KITCHEN CABINTES AND COUNTERS * NEW BATHROOM INCLUDES NEW VANITY, TOILET, BATHTUB AND SHOWER * ALL TILE FLOORS THROUGHOUT * MANGO AND AVACADO TREES INCLUDED!

221 Citrus Drive, Kissimmee
2425 Ashecroft Drive, Kissimmee
$395,000
4 Beds ⋅ 3 Baths ⋅ Remington Prcl K Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully renovated 4-bedroom, 2.5-bath home offering over 1,800 sq. ft. of comfortable living space in the desirable Remington community. This move-in-ready home has been thoughtfully updated with a brand-new kitchen featuring Corian countertops, beautifully renovated bathrooms, new flooring, and fresh interior and exterior paint. The spacious floor plan offers plenty of room for everyday living and entertaining, including an inviting kitchen and family room combination. Upstairs, you’ll find generously sized bedrooms, with two offering walk-in closets. The location is another great feature! Enjoy convenient access to an expanding selection of restaurants, supermarkets, pharmacies, shopping, major roadways, US-192, and the Florida Turnpike. Best of all, beautiful Lake Tohopekaliga and the nearby marina and scenic walking trails provide wonderful opportunities to enjoy the Florida outdoors. Remington also offers a variety of community amenities, including a swimming pool, recreation center, tennis and basketball courts, baseball field, and playground. Beautifully renovated, conveniently located, and ready for its new owners—schedule your private showing today!

2425 Ashecroft Drive, Kissimmee
3184 Queen Alexandria Drive, Kissimmee
$389,990
3 Beds ⋅ 2 Baths ⋅ Raintree At Springlake Village Ph 2 SubDv. ⋅ 34744 Zip Code
Step inside and feel how easily this home lives. Located in the gated Springlake Village community, this beautifully maintained 3-bedroom, 2-bathroom residence offers 1,770 square feet of comfortable living space designed for everyday enjoyment and memorable gatherings. Built in 2011, the home features a spacious, flowing layout with generous living and dining areas, a well-appointed kitchen with abundant wood cabinetry, a breakfast space, and plenty of room to entertain. The primary suite provides a peaceful retreat with a large walk-in closet and private bathroom, while two additional bedrooms offer flexibility for guests, family, or a home office. The enclosed lanai provides additional space to relax and enjoy the Florida lifestyle. A new roof and AC system, both installed in 2022, provide added confidence and help minimize concerns about two of the most significant homeownership expenses. Springlake Village offers gated entry and an impressive selection of amenities, including pools, a clubhouse, fitness center, tennis courts, playgrounds, and scenic outdoor spaces. The home is about 15 minutes from Orlando International Airport and minutes from Lake Nona and Medical City, including the Orlando VA Medical Center and Nemours Children’s Hospital. Shopping, dining, and everyday conveniences are also within approximately 10 minutes. Comfort, convenience, and valuable improvements are already in place. Schedule your private tour today and discover everything this home and location have to offer.

3184 Queen Alexandria Drive, Kissimmee
422 Janice Kay Place, Kissimmee
$505,000
4 Beds ⋅ 3 Baths ⋅ Eagles Landing SubDv. ⋅ 34744 Zip Code
Space, views, and a golf-community lifestyle, all in one! This 4-bedroom, 2.5-bath two-story home in Remington offers over 3,400 sq ft of living space, featuring an open-concept kitchen and dining area, a spacious living room, and a large upstairs loft ready to become your media room, home office, or game room. Easy-care tile flooring runs through the main living areas. Step outside to a private backyard with no rear neighbors and an open view. The 2-car garage has room for vehicles and storage. Remington residents enjoy a clubhouse, community pool, sports fields, playground, walking trails, and golf, all with a low monthly HOA. Just off Partin Settlement Rd, you're minutes from shopping and dining with quick access to US-192 and Florida's Turnpike. Schedule your private showing today!

422 Janice Kay Place, Kissimmee
Start Your Search