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, just minutes from the magical attractions of Orlando. Known for its sunny disposition and rich cultural tapestry, Kissimmee offers a unique blend of natural beauty and urban convenience. With its picturesque lakes, lush parks, and friendly neighborhoods, it’s no wonder that Kissimmee has become a sought-after destination for families and investors alike.

When it comes to finding your dream home in this enchanting region, consider properties that feature private entrance exterior options. Homes with private entrances not only provide a sense of exclusivity and security but also enhance your living experience by offering a seamless transition from the outdoors to your personal sanctuary. Imagine coming home after a day of exploring the nearby theme parks or enjoying the vibrant local dining scene, and stepping into a space that is uniquely yours, away from the hustle and bustle.

Kissimmee’s real estate market is diverse, with homes that cater to various lifestyles and budgets. Whether you’re seeking a cozy single-family home or a spacious property with room for entertaining, you’ll find a multitude of options, many of which come with the added benefit of private entrances. This feature is perfect for guests, in-laws, or even as an investment opportunity for rental income.

Explore the charm of Kissimmee and experience the comfort and privacy that homes with private entrances can offer. Discover your perfect haven in this delightful city, where every day feels like a vacation!

Newest Kissimmee Homes with Private Entrance Exterior Features

2600 E Irlo Bronson Memorial Highway, Kissimmee
$1,400,000
3 Beds ⋅ 2 Baths ⋅ Moss Oaks SubDv. ⋅ 34744 Zip Code
Virtually Staged. ONE OF A KIND-A MUST SEE -Exceptional Neo City corridor lakefront retreat at 2600 East Irlo Bronson Memorial Highway near Neo City and approximately 1 mile from Turnpike , featuring a 3 bedroom 2 bath main residence with gas cooktop, gourmet kitchen, and a spectacular 12 by 6.8 exotic granite island, screened lanai, and a Florida room with a gas fireplace plus a kitchen and bar with seating area; enjoy resort-style outdoor living with an outdoor fire pit, spa/cabana with gas fire pit, another summer kitchen, and a wooden deck delivering fantastic sunset views, along with garden-like walkways and a marble bench made for watching birds and enjoying the totally zen ambiance as otters and wildlife roam through the backyard and head to the lake; this is also a rare multi-generation and income opportunity with a GUEST HOUSE with screened-in porch , flexible family living, or passive income rental while additional development potential exists as the property (approximately 2.2 acres with about 185 ft lake frontage and lake view) was previously zoned commercial before added resort-style features and may allow (upon application/approval) up to 6–8 dwellings/acre; luxury townhome possibilities and investor development opportunities are highlighted by the exceptional lakefront setting, gorgeous sunsets, and proximity to the Neo City development along the same commercial corridor, making this one of a kind “hidden gem” truly a must-see and perfect for both luxury retreat living and future high-potential development.

2600 E Irlo Bronson Memorial Highway, 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
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
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
1508 Jenni Lee Court, Kissimmee
$444,900
3 Beds ⋅ 3 Baths ⋅ Woods At Kings Crest The Ph 1 SubDv. ⋅ 34744 Zip Code
TWO HOMES UNDER ONE ROOF! 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 as it includes electricity and water, giving you space for hobbies, projects, tools, and all the things that make a house truly feel like home. Value seeking Buyers will appreciate the low HOA of $275 per year, plumbing re-piped 2017, new roof in 2022, New AC in 2021 and new double paned insulated windows installed in 2025. And the location? Convenience meets Central Florida living 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 ⋅ Villa Sol Twnhms Village 6 SubDv. ⋅ 34744 Zip Code
Virtually Staged. NOW UNDER $300K in gated Villa Sol! Built in 2018, this spacious 3-bedroom, 2.5-bath townhome offers 1,584 sq. ft., a 2-car garage, private courtyard, and short-term rental flexibility all in a resort-style community near Lake Nona, Orlando International Airport, and Central Florida attractions. Step inside to an open-concept main level with luxury vinyl wood flooring connecting the kitchen, dining, and living areas. The kitchen features granite countertops, a 2024 Bespoke refrigerator and dishwasher, range, microwave, water softener, and reverse-osmosis filtration system. French doors open to a private brick-paver courtyard, creating a great space for outdoor dining, relaxing, or entertaining. The courtyard also provides direct access to the garage. All three bedrooms are located upstairs, along with the laundry area for added convenience. Villa Sol offers a long list of amenities, including a clubhouse, fitness center, resort-style pool and hot tub, hiking trails, basketball and tennis courts, playground, and access to East Lake Tohopekaliga and the Kissimmee Chain of Lakes through Boggy Creek. The HOA also includes cable, internet, and landscaping. The community is conveniently located near shopping, dining, major roadways, Lake Nona Medical City, Orlando International Airport, Disney, and Universal. Villa Sol is short-term rental approved in Osceola County, providing flexibility for buyers seeking a primary residence, second home, or investment property, subject to HOA rules and county requirements. The home may also be sold furnished, with the exception of one bedroom, subject to acceptable terms. If you have been waiting for a newer Villa Sol townhome with a 2-car garage, private courtyard, resort amenities, and a price under $300K, this one deserves a closer look. Schedule your private showing today.

3113 Via Otero Drive, Kissimmee
1412 Lakeview Avenue, Kissimmee
$399,900
3 Beds ⋅ 3 Baths ⋅ Idora Park SubDv. ⋅ 34744 Zip Code
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 ⋅ Parsons Pond Ph 3 SubDv. ⋅ 34743 Zip Code
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
1008 Universal Rest Place, Kissimmee
$250,000
3 Beds ⋅ 2 Baths ⋅ Eric Estates SubDv. ⋅ 34744 Zip Code
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 ⋅ Remington Prcl M1 SubDv. ⋅ 34744 Zip Code
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 ⋅ Eric Estates SubDv. ⋅ 34744 Zip Code
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
2519 Peace Of Mind Avenue, Kissimmee
$495,000
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 7 SubDv. ⋅ 34744 Zip Code
Beautiful 2025-built home, model Eastham by Lennar, located at 2519 Peace of Mind Ave, offering modern comfort, functional spaces, and an inviting layout. This property features 4 spacious bedrooms and 3 bathrooms, providing plenty of room for family, guests, a home office, or additional living needs. Enjoy the extended screened-in patio, perfect for relaxing, entertaining, and enjoying the Florida lifestyle year-round. The home also offers a large fully fenced backyard, providing privacy and versatility, plus an 8x6 shed for extra storage. A wonderful opportunity to own a newer home with generous indoor and outdoor living space.

2519 Peace Of Mind Avenue, Kissimmee
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