Kissimmee Homes with Private Entrance Exterior Features

Kissimmee Homes with Private Entrance Exterior Features

Welcome to Kissimmee, Florida – a vibrant city nestled in the heart of Osceola County, where sunshine and excitement blend effortlessly. Known for its proximity to world-renowned attractions like Walt Disney World, Universal Studios, and the stunning natural beauty of the Everglades, Kissimmee offers an unparalleled lifestyle for residents and visitors alike. With a rich blend of cultural diversity, outdoor adventures, and a warm community spirit, it’s no wonder that Kissimmee is a sought-after destination for families, retirees, and everyone in between.

Imagine coming home to a residence that not only provides comfort but also privacy and security. Our stunning homes in Kissimmee feature private entrance exterior designs, allowing you to enjoy your personal space without compromise. These thoughtfully designed properties boast separate entrances that enhance your living experience, ensuring that you can retreat into your sanctuary after a day of adventure. Whether you’re hosting friends for a barbecue or enjoying a quiet evening under the stars, these homes offer the perfect blend of convenience and luxury.

Beyond the walls of your private haven, Kissimmee is brimming with recreational opportunities. From picturesque parks and serene lakes to vibrant shopping districts and delectable dining options, there’s always something to explore. With a mild climate year-round, outdoor enthusiasts can indulge in activities like fishing, hiking, and golfing at some of Florida's top courses.

Discover the charm of Kissimmee, where your dream home with a private entrance awaits, offering not just a place to live, but a lifestyle to cherish. Come and experience the magic of this enchanting city!

Newest Kissimmee Homes with Private Entrance Exterior Features

1894 Cassidy Knoll Drive, Kissimmee
$540,000
5 Beds ⋅ 4 Baths ⋅ S5159114 MLS
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
2963 Sera Bella Way, Kissimmee
$500,000
3 Beds ⋅ 3 Baths ⋅ S5158839 MLS
A 3-bed single family residence in Sera Bella with water views, a private entrance in-law suite, and potential 4th bedroom flexibility is hard to find in Kissimmee. This 2-story home offers 2,416 heated square feet, 2.5 baths, a 2-car garage, pond views with fountains and lights, and access to Sera Bella community amenities. This beautifully maintained home in Kissimmee’s 34744 area delivers the space, layout, and location buyers want. The inviting exterior features a brick paver driveway, covered entry, landscaped curb appeal, sidewalks, and an attached 2-car garage. Inside, the bright floor plan offers ceramic tile flooring, formal dining, a spacious living room, and a comfortable family room that flows naturally into the kitchen. The kitchen features granite counters, stainless steel appliances, a center island, closet pantry, stone counters, and generous workspace for everyday meals or entertaining. One of the home’s most valuable features is the attached in-law suite with a kitchenette, studio layout, and private entrance, creating added flexibility for guests, extended stay needs, a work-from-home setup, or a private retreat. Upstairs, the primary suite offers tray ceilings, a walk-in closet, dual sinks, granite counters, a garden bath, and a separate shower. Two additional bedrooms, an upstairs laundry room, and a spacious loft complete the second floor. The loft has excellent potential to become a 4th bedroom, with an existing built-in area intended for a closet. The covered, enclosed, screened rear porch overlooks the pond, where fountains and evening lights create a peaceful backdrop for relaxing or entertaining. Convenient to Lake Nona, Medical City, shopping, dining, major roads, Orlando International Airport, and Central Florida attractions.

2963 Sera Bella Way, Kissimmee
132 Gardenia Road, Kissimmee
$279,000
2 Beds ⋅ 2 Baths ⋅ G5118016 MLS
***PROPERTY HIGHLIGHTS*** • 2 BEDROOMS • 2 FULL BATHROOMS • APPROX. 1,000 SQ. FT. • FAIRLY NEW APPLIANCES • SPACIOUS YARD • CONVENIENT KISSIMMEE LOCATION • EASY ACCESS TO FLORIDA TURNPIKE • CLOSE TO SHOPPING & DINING WELCOME TO 132 GARDENIA RD! THIS CHARMING 2-BEDROOM, 2-BATH HOME OFFERS A COMFORTABLE AND FUNCTIONAL LAYOUT IN A CONVENIENT KISSIMMEE LOCATION. THE HOME FEATURES FAIRLY NEW APPLIANCES, A BRIGHT LIVING SPACE, AND A GREAT-SIZED YARD WITH PLENTY OF ROOM TO ENJOY THE FLORIDA LIFESTYLE. CONVENIENTLY LOCATED NEAR SHOPPING, DINING, SCHOOLS, AND EVERYDAY ESSENTIALS, WITH EASY ACCESS TO MAJOR ROADWAYS AND THE FLORIDA TURNPIKE FOR AN EASY COMMUTE THROUGH CENTRAL FLORIDA. WHETHER YOU’RE LOOKING FOR YOUR FIRST HOME, DOWNSIZING, OR SEARCHING FOR AN INVESTMENT PROPERTY, THIS HOME OFFERS A GREAT OPPORTUNITY IN AN ESTABLISHED KISSIMMEE COMMUNITY. SCHEDULE YOUR SHOWING TODAY!

132 Gardenia Road, Kissimmee
1508 Jenni Lee Court, Kissimmee
$444,900
3 Beds ⋅ 3 Baths ⋅ S5158025 MLS
A HOME DESIGNED FOR LIFE'S NEXT CHAPTER Imagine coming home to a place where there’s room for everyone—and room to make memories. Nestled on approximately 1/3 acre, this charming 3-bedroom, 3-bath single-family home offers the space, flexibility, and privacy that today’s buyers are looking for. One of the most unique features is the home’s two primary-bedroom options, providing incredible flexibility for families, guests, or creating your own private retreat. Need space for extended family? The separate in-law suite, located under the same roof with its own private entrance, offers a wonderful opportunity for multigenerational living while allowing everyone to maintain their own sense of independence and privacy. Step outside and discover a fully fenced yard where you can picture weekend barbecues, pets running freely, gardening, or simply enjoying a quiet evening at home. A workshop and shed add even more functionality, giving you space for hobbies, projects, tools, and all the things that make a house truly feel like home. And the location? Convenience meets Central Florida living. With a low HOA and a location just minutes from Florida’s Turnpike, the Orlando VA Medical Center, and Orlando’s area attractions, you can enjoy easy access to work, healthcare, entertainment, and dining. This isn't just a house—it’s a place with room to grow, space to gather, and flexibility for whatever your next chapter brings. Come discover the possibilities and imagine yourself calling this one home.

1508 Jenni Lee Court, Kissimmee
3113 Via Otero Drive, Kissimmee
$299,900
3 Beds ⋅ 3 Baths ⋅ O6441843 MLS ⋅ 3113 BLDG.
Virtually Staged. Price Improvement! The price has just been reduced. Don't miss this opportunity to make this property yours. One of the newer townhomes in Villa Sol, this 2018-built 3-bedroom, 2.5-bath home offers 1,584 sq. ft. of comfortable living space, a 2-car garage, and a functional open-concept layout with resort-style amenities. Beautifully maintained and thoughtfully cared for, this home shows true pride of ownership. The main level features beautiful luxury vinyl wood flooring that seamlessly connects the kitchen, dining, and living areas, creating an inviting space for everyday living and entertaining. The kitchen offers granite countertops and includes a 2024 Bespoke refrigerator, Bespoke dishwasher, range, and microwave (2018). Additional features include a water softener and kitchen water filtration system with reverse osmosis. French doors open to your private open-air courtyard with a brick paver patio, providing an ideal outdoor space for relaxing, dining, or entertaining family and friends. The courtyard also offers convenient access to the garage. Upstairs, all three bedrooms provide comfortable private retreats, while the upstairs laundry adds everyday convenience. Villa Sol is a gated community conveniently located near shopping, dining, and everything Kissimmee has to offer, while also being just minutes from Lake Nona Medical City, Orlando International Airport, Disney theme parks, and Universal Studios. Residents enjoy an array of resort-style amenities, including a community clubhouse, fitness center, resort-style pool and hot tub, hiking trails, basketball court, tennis court, playground, and access to East Lake Tohopekaliga, part of the Kissimmee Chain of Lakes, and lake access through Boggy Creek. The HOA fee includes cable, internet, and landscaping, adding convenience and value for residents. Villa Sol is also a short-term rental-approved community in Osceola County, offering flexibility for owners interested in vacation or short-term rental use, subject to HOA rules and Osceola County requirements. Home may be sold furnished, with the exception of one bedroom, subject to acceptable terms. With newer construction, a 2-car garage, private courtyard, desirable upgrades, and a selection of community amenities, this townhome offers a wonderful opportunity to own in Villa Sol.

3113 Via Otero Drive, Kissimmee
1412 Lakeview Avenue, Kissimmee
$399,900
3 Beds ⋅ 3 Baths ⋅ S5157568 MLS
Prepare to come and enjoy touring this spacious, custom designed home on an oversized 0.40 acre corner lot in the 34744 zip code of Kissimmee. No HOA or CDD in this established community! This 3 bedroom, 2 & ONE HALF bathroom, 2 car garage home with over 1880 sqft boasts thoughtful and extensive renovations, spacious rooms, natural light, split bedrooms, and an open floor plan. The current owner has invested extensively in updating and upgrading this home including: windows, interior doors, paint in and out, roof, A/C, electrical, plumbing, water heater, septic drain field, kitchen, primary bathroom, lighting, landscape and much more. All the major renovations have transformed the interior into an open and flexible floor plan designed for the way people live and entertain today. At the heart of the home is the spacious modern kitchen with granite counters, stainless steel appliances and a large center island with enough seating for the whole crew AND space for a large dining table. The family room located off of the generous kitchen features a built-in electric fireplace in a classic red brick surround. The additional Florida room is the perfect place to watch the birds and squirrels while still enjoying the a/c! The primary suite offers original hard wood floors, a large footprint to accommodate plenty of furniture and a king size bed, great natural light, walk in closet, and the spacious and beautifully appointed ensuite bathroom with double sink vanity, linen cabinet tower, and large shower with glass doors. The second bedroom is set at the other end of the house for privacy and is also ensuite with full bathroom. The third bedroom also has original hardwood floors and great views of the yard. Additional perks of this home include the inside laundry room with full size washer and dryer and the large two car garage with storage shelves and electric opener with remotes. The outside is just as special, with its park like setting, large screened and covered back porch, raised oversized front porch, detached workshop and mature, park like landscape. There is a well that supplies the irrigation in addition to the municipal water service for inside the home. There is plenty of room in the yard for a possible future pool, summer kitchen or maybe even a home addition. Enjoy the outdoor living, or just having the benefit of the extra elbow room between neighbors! The established neighborhood is nestled between NeoCity and the popular and picturesque Kissimmee Lakefront Park along the famous Lake Toho. Homes rarely become available for purchase in this area. Take this opportunity to live close to everything while still having room to stretch out at home. Easy access to turnpike, MCO Orlando Airport, major shopping, medical and theme parks.

1412 Lakeview Avenue, Kissimmee
2448 Parsons Pond Circle, Kissimmee
$359,990
3 Beds ⋅ 3 Baths ⋅ O6438640 MLS
Welcome to this beautifully maintained 3-bedroom, 2.5-bath home offering comfort, convenience, and plenty of space to enjoy! The home features an updated kitchen and bathrooms, creating a fresh and modern feel throughout. Step outside to the spacious patio, perfect for entertaining, hosting family and friends, or simply relaxing and enjoying the Florida lifestyle. Located in a quiet and welcoming community with a super low HOA, this home is conveniently close to shopping, dining, major highways, and everyday necessities. Whether you're a first-time homebuyer or looking for a place to settle into for years to come, this home offers a wonderful combination of location, updates, and value. Schedule your showing today

2448 Parsons Pond Circle, Kissimmee
1631 Bitteroot Street, Kissimmee
$327,000
3 Beds ⋅ 3 Baths ⋅ O6432166 MLS ⋅ N/A BLDG.
Built in 2024 and barely broken in, this end-unit townhome offers a newer Kindred address without waiting on a construction timeline. The end position means a private entrance and only one shared wall. Downstairs, an open plan centers on a kitchen with granite counters, stainless appliances, a breakfast bar and a roomy pantry, then continues out to a covered patio. Upstairs, a loft adds a second living area alongside three bedrooms, including a primary suite with its own bath and walk-in closet. Laundry is inside, smart-home technology is in place, and the attached garage keeps your car out of the Florida sun. 1,814 square feet. Block construction. Low HOA dues cover the resort-style pool, fitness center, playgrounds and walking trails. Cross Prairie K-8 sits within the community, and US-192 and Florida's Turnpike put shopping, dining and the attractions within easy reach. Priced at appraised value. Seller is motivated and will review all offers.

1631 Bitteroot Street, Kissimmee
1008 Universal Rest Place, Kissimmee
$250,000
3 Beds ⋅ 2 Baths ⋅ O6422010 MLS ⋅ Eric Estates BLDG.
Experience elevated living at 1008 Universal Rest Place, a stunning home remodeled to the highest standards with modern, luxury finishes throughout. Every detail has been thoughtfully upgraded to create a space that feels fresh, elegant, and move-in ready. Step inside to discover a bright, open layout enhanced by premium materials, contemporary design, and impeccable craftsmanship. The kitchen shines with sleek finishes and modern fixtures. Each room reflects quality and style, making this home stand out in today’s market. Located in a desirable Kissimmee community close to major highways, shopping, dining, schools, and Central Florida’s world-famous attractions, this property offers both convenience and sophistication. IF YOU CLOSE ON OR BEFORE AUGUST 31/2026 THE COST OF THE INSPECTION WILL BE REIMBURSED ON THE CLOSIG TABLE The roof was installed in 2022 , A/C is brand new , new doble door Refrigerator ,the whole house will be yours to be the first to live in. This beautifully upgraded home is priced for a fast sale—a rare opportunity for buyers seeking luxury at an exceptional value. Schedule your private showing today and experience the modern elegance waiting for you at Universal Rest Place.

1008 Universal Rest Place, Kissimmee
604 Chadbury Way, Kissimmee
$400,900
4 Beds ⋅ 3 Baths ⋅ O6420445 MLS
Welcome to this beautiful LAKEVIEW POOL HOME with 4 bed/3 bath FURNISHED located in Remington golf community. Ideal HOLIDAY HOME, SHORT TERM RENTAL for investors or live the RESORT LIFESTYLE that Florida has to offer. HOA dues include lawn care and CDD is included in the annual property tax bill. NEW ROOF(2026), NEW WINDOWS (2026), NEW REFRIGERATOR (2026), APPLIANCES (2023), HVAC (2023), NEW GARAGE DOOR MOTOR (2026), EXTENDED 2 CAR GARAGE. Conveniently located approx. fifteen minutes to Theme parks, Approx. twenty minutes to Orlando international Airport. Approx. five minutes drive to shopping Mall with Publix supermarket, Approx. 5 minutes from Florida Turnpike, Approx. ten minutes to Remington center for shops and restaurants. Fully fitted stainless steel kitchen with appliances and utensils, linen, cutlery. Large flat screen TV. Sparkling pool and covered lanai. This home is located in the sought after golfing community of Remington which boasts a host of amenities including a huge lap pool, kiddie pool, playground, fitness center, and tennis, basketball and volleyball courts! Minutes to schools, theme parks, shopping, dining and East Lake Toho which boasts a 143 boat-slip marina, boat ramp, fishing pier, playground, volleyball court, and picnic tables. Schedule a viewing today! Zoned for short term rentals. A short commute to Lake Nona’s Medical City. Near lakes for wildlife watching ,boating and fishing. One hour drive to Cocoa Beach and approx. 20 minutes to Inlet State Park for snorkeling, Diving, Surfing, Bird watching. Excellent home or investment opportunity! Schedule your private showing today!

604 Chadbury Way, Kissimmee
1055 Universal Rest Place, Kissimmee
$170,000
3 Beds ⋅ 2 Baths ⋅ S5152039 MLS ⋅ 1055 BLDG.
Short Sale. Short sale. Seller is reviewing all presented offers and highest offer will be presented to bank for review. All offers must be submitted by 9/3/2026. Great starter home with amazing potential! TLC needed to transform into your dream haven. A gated community provides an extra level of peace and tranquility.

1055 Universal Rest Place, Kissimmee
1660 Cross Prairie Parkway, Kissimmee
$430,000
3 Beds ⋅ 3 Baths ⋅ R4911380 MLS
Beautifully designed two-story home located in the highly desirable Tohoqua community. This spacious residence features 3 bedrooms, 2.5 bathrooms, and a detached 2-car garage. The open-concept floor plan offers a seamless flow between the elegant dining area, expansive family room, and a modern kitchen complete with quartz countertops, a large center island, and ample cabinet space. A convenient half bath is located on the first floor. Upstairs, you’ll find all three bedrooms, including a spacious primary suite featuring a large walk-in closet and a spa-inspired bathroom with dual vanities. Step outside and enjoy the screened-in patio, providing added privacy and the perfect setting for outdoor entertaining, relaxing, or enjoying Florida’s beautiful weather year-round. Conveniently located with easy access to major highways, shopping, dining, and top attractions. Residents of Tohoqua enjoy resort-style amenities including a sparkling community pool, clubhouse with state-of-the-art fitness center, tennis and pickleball courts, playgrounds, and scenic walking trails. All appliances are included. Don't miss this exceptional opportunity—schedule your private showing today!

1660 Cross Prairie Parkway, Kissimmee
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