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, known for its enchanting blend of natural beauty, rich history, and endless entertainment options. Just a stone's throw away from the magical world of Walt Disney World, Kissimmee offers a unique lifestyle that combines the thrill of theme parks with the tranquility of serene lakes and lush landscapes. With its warm climate and friendly community, it’s no wonder that Kissimmee is a beloved destination for families, retirees, and anyone seeking a slice of Florida paradise.

One of the standout features of homes in this charming city is the availability of properties with private entrance exterior features. Imagine stepping into your own personal oasis, where privacy meets comfort. These homes are designed to provide an exclusive retreat from the outside world, allowing you to unwind in your own space. With private entrances, you can enjoy the convenience of coming and going as you please, while still relishing the serenity of your surroundings.

Whether you’re hosting friends for a barbecue or simply enjoying a quiet evening under the stars, homes with private entrances offer the perfect backdrop for a relaxed lifestyle. Explore the diverse neighborhoods of Kissimmee, each with its own unique charm and character, and discover the perfect home that suits your needs. Embrace the allure of Florida living in Kissimmee, where your dream home awaits, complete with the privacy and comfort you deserve. Experience the magic of this city and make it your own today!

Newest Kissimmee Homes with Private Entrance Exterior Features

2669 Roadster Lane, Kissimmee
$259,999
2 Beds ⋅ 3 Baths ⋅ Regal Oaks At Old Town SubDv. ⋅ 34746 Zip Code
The ultimate turnkey income generator near Disney! This immaculate 2-bedroom, 2.5-bathroom (1,350 sq ft) in the gated Regal Oaks community represents the sweet spot for vacation rental bookings. The welcoming, open-concept design flows flawlessly from the kitchen into the main living spaces, showing incredibly clean and bright. Step onto your private, screened back patio to find the ultimate guest favorite: a private Jacuzzi spa. Guests and owners are just a short stroll from top-tier resort amenities, including a massive clubhouse, ZAC's Sports Bar & Grill, two heated pools with thrilling dual waterslides, a fitness center, tennis courts and a game arcade. UNBEATABLE location only a short walk to Old Town's shopping and multiple dining options, and a lightning-fast drive to Orlando's premier theme parks. Don't wait—Fully furnished and turnkey-secure this high-performing asset today!

2669 Roadster Lane, Kissimmee
1894 Cassidy Knoll Drive, Kissimmee
$545,000
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
4811 Brier Rose Lane, Kissimmee
$469,900
5 Beds ⋅ 4 Baths ⋅ Storey Lake Ph 1b-2a SubDv. ⋅ 34746 Zip Code
Welcome to Storey Lake Resort! This fully furnished 5-bedroom, 4-bath townhome offers over 2,100 sq. ft. in a sought-after gated resort community just minutes from Disney, Universal, shopping, dining, and major roadways. The spacious floor plan features an open kitchen with granite countertops and stainless steel appliances, two bedrooms and two full baths downstairs, and three bedrooms upstairs, including two en-suite bedrooms. Enjoy a private screened pool, covered lanai, and privacy wall. Storey Lake offers an impressive array of resort amenities including resort pools, lazy river, water slides, fitness center, tiki bar, mini golf, sports courts, and kayak rentals. Short-term rentals are permitted. Fully furnished and offered at an exceptional value in one of Central Florida's most desirable vacation communities.

4811 Brier Rose Lane, Kissimmee
1106 Spring Meadow Drive, Kissimmee
$189,900
2 Beds ⋅ 2 Baths ⋅ Spring Meadow Ph 1 SubDv. ⋅ 34741 Zip Code
A fresh start begins here! This beautifully updated 2-bedroom, 1.5-bath townhome in Kissimmee combines a NEW KITCHEN, NEW HVAC, and a ONE-CAR GARAGE with the added appeal of LOW HOA FEES and a COMMUNITY POOL. The new kitchen takes center stage, offering a refreshed space to prepare meals and enjoy everyday living, while the new HVAC system provides year-round comfort. A private garage adds convenient parking and storage, and the community pool offers a refreshing escape on sunny Florida days. With desirable updates already in place, 1106 Spring Meadow Drive deserves a spot on your must-see list. Bring your offer and make it yours—schedule your private showing today!

1106 Spring Meadow Drive, Kissimmee
2963 Sera Bella Way, Kissimmee
$500,000
3 Beds ⋅ 3 Baths ⋅ Sera Bella SubDv. ⋅ 34744 Zip Code
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
762 Celebration Avenue Unit 2201, Celebration
$649,900
2 Beds ⋅ 2 Baths ⋅ Carlyle Residences South At Celebration Condo SubDv. ⋅ 34747 Zip Code
This NEWLY RENOVATED Carlyle Residences condo sits in the HEART OF CELEBRATION with restaurants, shopping and entertainment right outside of your door! Enter to find new VINYL PLANK FLOORING (2026), CEILING FANS (2026), LIGHT FIXTURES (2026) and FRESH PAINT (2026) throughout the home along with TALL CEILINGS and CROWN MOLDING. There are new QUARTZ COUNTERTOPS, sink and faucet (2026) in the eat-in kitchen which also has a spacious breakfast bar at the island, a closet pantry and a dinette. The OPEN FLOORPLAN is filled with natural light from the large windows and 2 sets of FRENCH DOORS that lead to the PRIVATE BALCONY overlooking Celebration Avenue! The FLEX SPACE will make a great 3rd bedroom, office, or home gym and has new French doors (2026) for privacy. The primary bedroom has a large WALK-IN CLOSET, spacious en-suite bathroom with double sinks, separate shower and garden tub. The 2nd bedroom is spacious with a walk-in closet. There is a laundry closet with a storage rack and appliances that convey. This condo includes a private 1-car GARAGE located conveniently at the stairs that lead to the condo. The garage was also recently painted and has an EPOXY FLOOR (2026). The building has an ELEVATOR for easy access. Celebration is a golf cart community, and the amenities include pools, playground, tennis courts, a dog park and so much more!

762 Celebration Avenue Unit 2201, Celebration
319 Celebration Boulevard, Celebration
$759,000
3 Beds ⋅ 4 Baths ⋅ Charleston Place SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to Charleston Place in Celebration’s desirable North Village, where classic neighborhood charm meets beautifully updated interiors and an exceptional amount of living space. Offering more than 2,500 square feet across three levels, this impressive townhome features three generously sized bedrooms, each with its own private ensuite bath and walk-in closet, plus a convenient first-floor half bath. The home has undergone an extensive series of recent updates, creating a fresh, polished and beautifully cohesive interior. Walls, ceilings and doors have been completely repainted, with new blinds, ceiling fans and light fixtures throughout. Additional updates include new door handles, hinges and hardware, along with updated light switches and outlets. The open-concept main level offers spacious living and dining areas flowing naturally into the kitchen, where quartz countertops provide a clean, sophisticated finish. Beautiful porcelain wood-look plank flooring extends throughout the first floor, combining the warmth of wood with the durability of porcelain tile. A true highlight is the collection of recently remodeled bathrooms, beautifully finished with a luxurious contemporary aesthetic. Updates include designer vanities with quartz and marble tops, new showers and tubs, toilets, faucets, shower controls, mirrors and lighting, along with premium large-format porcelain tile on the walls and floors. The result is a series of stylish, spa-inspired spaces that feel fresh, refined and move-in ready. The second floor features two oversized bedrooms, each with a private ensuite bath and large walk-in closet. A conveniently located laundry closet is just steps away. The entire third floor is dedicated to an expansive, apartment-sized bedroom suite with its own full bath and walk-in closet. New luxury vinyl plank flooring enhances this private level, making it ideal for guests, extended family, a home office or anyone who appreciates additional privacy. Outside, a secluded garden courtyard surrounded by mature landscaping provides a peaceful setting for morning coffee, evening cocktails or simply enjoying Florida’s year-round outdoor lifestyle. A detached two-car garage offers excellent parking and storage. Additional improvements include an A/C replaced in 2021 and water heater replaced in 2024. And then there’s the Celebration lifestyle! North Village offers the inviting neighborhood atmosphere that makes Celebration such a distinctive place to call home. Residents enjoy community pools, parks, playgrounds and recreational amenities, along with picturesque paths, lakes and tree-lined streets perfect for walking and biking. Celebration Town Center is nearby, offering restaurants, cafés, boutiques and year-round community events. Walt Disney World and Central Florida’s world-famous attractions are just minutes away, while convenient access to I-4 connects you with Orlando, Tampa and surrounding communities. Orlando International Airport is approximately 30 minutes away, with Florida’s Atlantic and Gulf Coast beaches within easy reach. With more than 2,500 square feet, three private bedroom suites, extensive recent renovations, a two-car garage and a sought-after North Village location, this home delivers the space, style and lifestyle that make Celebration living so special.

319 Celebration Boulevard, Celebration
7 S Lavon Avenue, Kissimmee
$324,995
4 Beds ⋅ 2 Baths ⋅ Fairlawn SubDv. ⋅ 34741 Zip Code
INVESTOR AND HOUSE-HACKER OPPORTUNITY! Live in one side and rent the other, or lease both. This concrete block Kissimmee home offers main residence plus a separate-entrance apartment with its own living area and kitchenette, giving you two private living spaces on one lot. The major capital expenses are already handled: a brand-new dual-unit HVAC system (2025), a metal roof (2013), an upgraded electrical panel (2017), a water heater Approximately 5 years old, and new weather-resistant windows with a lifetime warranty. The main home features tile flooring, a spacious kitchen with abundant wood cabinetry, a dining area, a primary bedroom with a private bath, a remodeled second bath. The extra-long paved driveway provides ample parking for multiple occupants, plus a rear pad for RV and boat parking, a large yard, and two storage sheds. The location keeps it in demand, minutes from downtown Kissimmee, Lake Tohopekaliga, US-192, and Central Florida's major attractions and employers. Whether you're looking to offset your mortgage or add a cash-flowing asset to your portfolio, this one checks the boxes. No HOA. Schedule your showing today!

7 S Lavon Avenue, Kissimmee
132 Gardenia Road, Kissimmee
$279,000
2 Beds ⋅ 2 Baths ⋅ Bvl Unit 2 SubDv. ⋅ 34743 Zip Code
***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
2602 Lodi Circle Unit 105, Kissimmee
$205,000
3 Beds ⋅ 2 Baths ⋅ Villas At Seven Dwarfs Lane Condo SubDv. ⋅ 34746 Zip Code
LOCATION LOCATION LOCATION!! Top Orlando attractions! Stay close to Disney, Universal Parks, Outlets, I-Drive. Welcome to this high demand SEVEN DWARFS CONDO 24-7 GUARD GATED COMMUNITY offers RESORT STYLE amenities, included: tennis and basketball courts, beach-tennis, large community pool and spa, playground, club house, game room, fitness center, Tiki-Bar, picnic areas, paddle-boats, scenic walking areas, car wash, and lots of spaces to relaxing. This beautiful and well maintained townhouse included a living and dining combo area, fully equipped modern kitchen, washer and dryer combo, 3 spacious bedrooms (PRIMARY BEDROOM DOWNSTAIRS) and 2 full bath. Community is zoned for SHORT-TERM vacation rentals, LONG-TERM rentals, or even as your PRIMARY residence. STRESS FREE: HOA FEE COVERS master building insurance, exterior painting and maintenance, cable, internet, pest control, roof, and common areas. Schedule your visit today! Can provide closing cost credits with full offer.

2602 Lodi Circle Unit 105, Kissimmee
482 Prestwick Place, Kissimmee
$99,900
1 Beds ⋅ 2 Baths ⋅ Golf Villas 02 At Poinciana SubDv. ⋅ 34759 Zip Code
Virtually Staged. One or more photos have been virtually staged. 1 BEDROOM 1.5 BATH TOWNHOUSE IN GATED GOLF VILLAS II AT POINCIANA - SELLER OFFERING CREDIT FOR BRAND NEW AC OR WILL INSTALL BEFORE CLOSING! This charming 2-story loft-style townhouse is the perfect entry point into homeownership or a smart addition to any investment portfolio. Step inside and be welcomed by the open floor plan with soaring cathedral and vaulted ceilings that make this 750 sq ft home feel bright, airy, and much larger than it looks. The main level features an entry hall, inside utility, a convenient half bath, a well-equipped kitchen, and a combined living and dining area that flows right out through the sliding glass doors to your screened porch overlooking the lush common area and community pool. Head upstairs to the private master loft featuring high ceilings, a full bath with tub and shower, and a generous walk-in closet. The carport includes a storage closet for extra convenience. The gated community of Golf Villas II at Poinciana offers a community pool and a peaceful setting. Located near the APV Community Activity Center with gym, aquatic center, fitness trail, and pool, plus close to medical facilities, shopping, Cypress Parkway, and all the conveniences Poinciana has to offer. All financing welcome including FHA, VA, and conventional. At this price point with a seller credit toward a brand new AC this is an opportunity you do not want to miss. Schedule your showing today!

482 Prestwick Place, Kissimmee
1508 Jenni Lee Court, Kissimmee
$444,900
3 Beds ⋅ 3 Baths ⋅ Woods At Kings Crest The Ph 1 SubDv. ⋅ 34744 Zip Code
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, 2-bath single-family home offers the space, flexibility, and privacy that today’s buyers are looking for. One of the most special 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
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