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 that perfectly blends the charm of small-town living with the excitement of nearby attractions. Known for its warm climate and friendly atmosphere, Kissimmee is a haven for families, retirees, and anyone seeking a lively community with a touch of magic. Just minutes away from the world-renowned Walt Disney World Resort, Universal Studios, and an array of outdoor adventures, Kissimmee offers a plethora of activities for residents and visitors alike.

One of the standout features of homes in Kissimmee is the availability of properties with private entrance exterior features. Imagine coming home to your own serene sanctuary, where you can unwind after a day of exploring the theme parks or soaking up the sun by the nearby lakes. These homes offer not only convenience but also a sense of privacy and exclusivity that enhances your living experience. With beautifully landscaped yards and spacious layouts, you can entertain guests or enjoy quiet evenings under the stars with ease.

Kissimmee is also home to a diverse range of dining, shopping, and recreational options, ensuring that you’ll never run out of things to do. From charming local boutiques to bustling shopping centers, the city caters to every taste and preference. With its rich cultural heritage and a strong sense of community, Kissimmee is not just a place to live—it's a place to thrive. Discover your dream home with a private entrance in this enchanting city, and experience everything Kissimmee has to offer!

Newest Kissimmee Homes with Private Entrance Exterior Features

$299,000
3 Beds ⋅ 3 Baths ⋅ Poinciana Village 1 Nbhd 3 West SubDv. ⋅ 34758 Zip Code
Welcome to this spacious one-story pool home offering exceptional flexibility, generous living spaces, and three bedrooms, each with its own ensuite bathroom. From the moment you arrive, you’ll appreciate the extra-wide driveway providing an abundance of parking for family, guests, or recreational vehicles. Step inside to a welcoming main living area featuring a living room, dining room, and kitchen. To the right of the home, the primary suite offers a walk-in closet and private primary bathroom. Toward the back of the home, a second living room provides additional space for entertaining, relaxing, or creating a separate family gathering area. Beyond the second living room is an oversized guest bedroom with its own ensuite bathroom. This exceptionally large room offers the unique possibility of being divided into two separate rooms, depending on your needs. Off the second living room is a large Florida room that offers endless possibilities. Use it as a game room, home office, hobby space, fitness room, entertainment area, or simply an additional place to enjoy the Florida lifestyle. The home also features a large ADA-accessible bedroom and bathroom located to the left upon entering. This versatile space has its own private entrance from the left side of the home, providing added privacy and flexibility for guests or extended family. A ramp leads from the left-side fenced entrance directly to the private entry door, offering convenient accessibility. Step outside to a fully privacy-fenced backyard designed for enjoying the Florida lifestyle. The screened-in lanai features a pool, creating a wonderful space for swimming, relaxing, and entertaining year-round. The pool was resurfaced in 2021 and features a new pool pump installed in 2023. A backyard shed provides additional storage for tools, pool equipment, and outdoor belongings. Major updates provide added peace of mind, including a NEW roof and NEW AC system, both installed in 2024, a new privacy fence installed in 2026, and updated bathrooms throughout the home. With multiple living areas, three ensuite bedrooms, an oversized flexible guest suite, a large Florida room, an ADA-accessible private-entry suite, abundant parking, and a private pool, this home offers an impressive combination of space, versatility, and functionality. Whether you’re looking for room for a large family, multigenerational living, space for guests, or simply a home with plenty of options, this property is ready to accommodate a variety of lifestyles.

664 Madrid Drive, Kissimmee
$474,900
4 Beds ⋅ 3 Baths ⋅ Reunion Village Ph 4 & 5 SubDv. ⋅ 34747 Zip Code
TURNKEY short-term rental business for sale or lovely winter home. YOU CHOOSE!! Sale of the property will come with all future bookings for this property! 1st floor features a deep and open 1st floor floorplan tastefully staged for your imagination. A chef-ready kitchen awaits with a nice sized pantry and defined dining area. 1st floor master suite removes w/ laundry facilities for your visitors/in-laws. Home has been tastefully staged to spark you imagination. 2nd floor features an upstairs bonus loft w/ it's own walk-in closet can customize into a game room, home office or an extra sitting space for guests! All other bdrms are upstairs including another master bedroom. Community has resort style amenities including a waterpark/pools, Tennis Courts, Playground, restaurants, and much MUCH MORE!! Close to all major theme parks, championship golf courses, shopping, downtown Orlando areas, and dining. ????Also eligible for the GOVERNMENT BACKED Rent to own program???? Easy to Show!! Call now to book your appt!

7745 Somersworth Drive, Kissimmee
$695,000
6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code
TURNKEY VACATION RENTAL INVESTMENT MINUTES FROM DISNEY WORLD! This beautifully decorated and totally renovated 6-bedroom, 3.5-bath single-family home is located in the highly desirable Windsor Hills Resort—one of the closest vacation home communities to Walt Disney World. Designed to stand out in the competitive vacation rental market, this home is being offered turnkey and is ready for its next owner and guests. The updated interior features stylish décor, granite countertops in the kitchen and bathrooms, and fun Star Wars-themed bedrooms that are sure to be a hit with younger guests. Outside, enjoy a south-facing private pool with no rear neighbors, providing excellent sun exposure and added privacy. One of the home's standout features is the poolside theater, allowing guests to watch movies, sports and TV while relaxing in or around the pool. The converted garage has been transformed into a fun, air-conditioned game room, adding another guest-favorite amenity and entertainment space. Location within the resort is another major advantage. The home is just a short 3-block walk to the Windsor Hills clubhouse, resort pool and water park. With its combination of location, renovations, privacy, themed bedrooms and guest-focused amenities, this property offers an outstanding opportunity for buyers seeking a turnkey Disney-area vacation home and short-term rental investment.

2630 Dinville Street, Kissimmee
$332,000
4 Beds ⋅ 2 Baths ⋅ Poinc Vlg 1 Nbd 1 S SubDv. ⋅ 34758 Zip Code
Virtually Staged. Welcome to this beautifully maintained 2023-built D.R. Horton Cali model featuring 4 bedrooms, 2 bathrooms, and 1,872 sq. ft. of thoughtfully designed living space. The open-concept layout offers a spacious kitchen with a large island overlooking the living and dining areas, perfect for everyday living and entertaining. The private primary suite features a walk-in closet and en-suite bath with dual vanities. Enjoy the covered lanai, a 2-car garage, and smart home features. Conveniently located just 20 minutes from ChampionsGate and 30 minutes from Walt Disney World, with easy access to shopping, dining, schools, and major highways. Schedule your private showing today!

658 Cotulla Drive, Kissimmee
$264,900
2 Beds ⋅ 3 Baths ⋅ Concorde Estates Ph 2b SubDv. ⋅ 34746 Zip Code
Welcome to 2431 Grasmere View Parkway N, a spacious 2-bedroom, 2.5-bath townhome with approximately 1,820 square feet of comfortable living space in the Parkview at Lakeshore community. Recent improvements include updated vanities in all bathrooms, updated ceiling fans in both bedrooms, a new ceiling fan downstairs, and updated appliances. The home also features generous living areas, walk-in closet space, and an attached one-car garage. Residents can enjoy community amenities including a swimming pool, park, playground, fishing, and water access. Conveniently located near shopping, dining, and everything Kissimmee has to enjoy. Buyers and buyers’ agents are responsible for independently verifying all room measurements and property information. Schedule your private showing today!

2431 Grasmere View Parkway N, Kissimmee
$855,000
4 Beds ⋅ 4 Baths ⋅ Celebration South Village Unit 3 SubDv. ⋅ 34747 Zip Code
Welcome to 1010 Periwinkle Court — nearly 1,980 sq ft, 4 bed/3.5 bath in one of South Village's most inviting streets in Celebration. Complete interior refresh: new flooring, updated kitchen cabinetry, fresh paint, new fixtures throughout. Move-in ready! Bright, open floor plan connects living and kitchen areas — ideal for entertaining or everyday life. Welcoming front porch, mature landscaping, classic Celebration charm. Minutes from Downtown Celebration's shops, dining, and lakeside views, plus miles of walking/biking trails. 2 Car Garage/parking. A lifestyle, not just a home. Schedule your showing today.

1010 Periwinkle Court, Celebration
$599,900
4 Beds ⋅ 4 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to this exceptional Reunion residence offering the perfect blend of comfort, privacy, and resort-style living. This beautifully designed 4-bedroom, 3.5-bath home features a spacious open layout, elegant finishes, a private pool. The first-floor primary suite provides convenience and privacy, while the upstairs bedrooms and bonus space offer flexibility for family, guests, or entertaining. Located in the sought-after Reunion West community, residents can enjoy access to world-class amenities, including multiple championship golf courses, resort-style pools, dining, and recreational opportunities. Whether used as a primary residence, vacation retreat, or investment property, this home offers an incredible opportunity to experience the best of Central Florida living.

877 Desert Mountain Court, Kissimmee
$399,900
4 Beds ⋅ 3 Baths ⋅ Storey Creek SubDv. ⋅ 34746 Zip Code
**Welcome home to this beautifully maintained 4 bedroom, 2.5 bath Lennar Dawson floor plan, built in 2020 and cared for by its original owners. Offering 2,357 square feet of designed living space, this home features an open concept layout that's perfect for both everyday living and entertaining. Step inside to a welcoming foyer that opens to a spacious living area filled with natural light from large windows and sliding glass doors. The kitchen is the heart of the home, featuring a large center island with space for bar seating, stainless steel appliances, abundant cabinet and counter space, and an open view of the living room. Just off the kitchen, the dedicated dining area overlooks the fully fenced backyard, creating the perfect setting for family meals and gatherings. Enjoy Florida living year-round from the screened-in patio, offering a peaceful space to relax while overlooking the private backyard. A convenient half bath and under stair storage complete the first floor. Upstairs, you'll find all four bedrooms, along with a versatile loft that makes an ideal home office, study area, or second living space. The spacious primary suite offers plenty of room to unwind and features a large walk-in closet, dual vanity, and private en-suite bath. The upstairs laundry room includes the washer and dryer for added convenience. Located in a desirable Kissimmee community close to shopping, dining, major roadways, and Central Florida attractions, this move-in-ready home combines modern design, functional living spaces, and pride of ownership throughout. Don't miss your opportunity to make it yours!

4330 Sunny Creek Place, Kissimmee
$1,425,000
5 Beds ⋅ 5 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 3 SubDv. ⋅ 34747 Zip Code
Luxury, Legacy and Lifestyle are on display at one of Reunion’s most unique floorplans and it’s yours to enjoy at 7491 Gathering Drive. Nestled in the historic Homestead Community at Reunion Resort you will find this 4,664 square foot home that offers 2 oversized suites, a large open floor plan, along with a home office, loft and media spaces and an extremely private SCREENED in pool and spa area. The home is surrounded by mature trees and really feels like the best of Golf Course Community Living. You enter the home and are greeted by tall ceilings, a large staircase and tons of natural light. Once inside you will see that the first floor of the home wraps itself around the pool area and this sets the tone for relaxation. The home office is a new addition to the property and is the perfect way to be able to enjoy working from home but be careful, you could get caught daydreaming about jumping in the pool. Exploring deeper into the home you will see great use of space with an oversized open concept kitchen and living area. New countertops, reimagined island space and white cabinets only add to the clean lines of the home. Along with bar stool seating there is a separate dining area that is well thought out and very accommodating. Glass doors outline the back wall of the property and create an Oasis like feeling while also giving you pristine golf course views. You are located on the Watson Course, hole number 2. Once outside on the first-floor patio of the home you are then again reminded of the quietness of the property and the green space that surrounds you. There are two bedrooms on the first floor of the home that have been re-imagined spaces. At the rear of the home is where you will find one of two master suites at the property. It is accented by a large walk-in closet space and large picture windows that are framed by exterior foliage. A laundry room and a spacious 2 CAR GARAGE round out the first floor. Upstairs you are greeted by new designs that include new flooring, an additional bathroom, re-designed shower spaces and re-thought media and loft areas that help the home continue to excite. The media room has a newly installed oversized projection screen and projector. The additional three bedrooms are located on the second floor led by the second master suite that overlooks the golf course. The second master also has received special attention during the re-imagination and now boasts a spa like feel with a new shower and seating area. The large game room loft is connected to the second story balcony and does not disappoint. You can watch golf on the big screen and on the balcony at the same time! This home has it all. 7491 Gathering Drive, does have an active Reunion Resort Transferable Membership, along with tankless water heaters and 1 new AC and newer roof. If you are looking for the best of quiet Golf Course living in Reunion, you have found it. Reunion Resort has everything you want in a community including 3 signature golf courses, world class dining, waterparks, lazy river, water slides, firework viewing areas, tree lined streets, dog park, playground, golf simulator, member events, in-resort shuttle service, and event space and close to all the major attractions. Welcome Home!

7491 Gathering Drive, Kissimmee
$434,000
3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 2 SubDv. ⋅ 34747 Zip Code
Turnkey Vacation Rental Investment in Windsor Hills Resort – Minutes from Disney World Exceptional opportunity to own a fully furnished, turnkey vacation rental in Windsor Hills Resort, one of the closest and most sought-after resort communities to Walt Disney World. This beautifully decorated, totally renovated townhome is ready for immediate rentals or personal enjoyment, with all furnishings included. Designed to maximize guest appeal, the home features luxury vinyl plank flooring throughout, a beautifully updated kitchen with granite countertops, stainless steel appliances, and a stylish tiled backsplash. The open, inviting floor plan creates the perfect gathering space for families vacationing together. A standout feature is the home's private heated pool. As an end unit backing to a large dry retention pond, there are no rear neighbors, providing a level of privacy that guests appreciate and that is difficult to find in Windsor Hills. The spacious primary suite offers a king bed and a beautifully updated en-suite bath with granite countertops, double sinks, and a walk-in shower. A first-floor queen bedroom provides convenient accommodations for multi-generational families, while the upstairs bedroom is designed to delight younger guests with bunk beds, a trundle bed, and two arcade games—Pac-Man and Golden Tee 3-D Golf. The two additional bathrooms also feature granite countertops. Guests will love the easy walk to Windsor Hills' award-winning amenities, including the resort clubhouse, lagoon-style pool, water park, fitness center, sports courts, playgrounds, movie theater, and more. With its unbeatable location near Disney, exceptional renovations, premium privacy, and family-friendly entertainment, this home is ideally positioned to attract vacation renters year after year. Whether you're adding to your investment portfolio or purchasing your first vacation rental, this move-in-ready home offers everything today's guests are looking for in one of Central Florida's premier resort communities.

2500 Renshaw Street, Kissimmee
$369,900
5 Beds ⋅ 3 Baths ⋅ Poinciana Nbrhd 05 North Village 03 SubDv. ⋅ 34759 Zip Code
**Beautiful Home with Pool in Poinciana ** 5 Bedrooms 3 Bath , ! Year Old ROOF , Fresh exterior Paint , located very close to shopping centers and banks in the area ___Available immediately ____ Easy to view

632 Bittern Court, Kissimmee
$389,900
3 Beds ⋅ 4 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Turnkey Investment Opportunity in Solara Resort – Fully Furnished! Welcome to this beautifully maintained 3-bedroom, 3.5-bath townhome located in the highly desirable Solara Resort, one of Central Florida's premier resort-style communities. This versatile property offers multiple ownership opportunities. Whether you're looking for a primary residence, vacation home, long-term rental investment, or a short-term vacation rental, this home provides the flexibility to fit your lifestyle and investment goals. Being sold fully furnished, this turnkey property includes all furniture, décor, TVs, linens, towels, bedding, kitchen essentials, and household items currently in the home, making it move-in or rental-ready from day one. The open-concept floor plan features a spacious living area, a fully equipped kitchen, dining area, and a private screened patio with a private pool. Enjoy world-class resort amenities including a grand resort pool, FlowRider® surf simulator, fitness center, clubhouse, restaurant and bar, splash pad, playground, basketball court, sand volleyball court, soccer field, business center, teen lounge, and 24-hour gated security. Conveniently located just minutes from Walt Disney World, shopping, dining, golf courses, and Central Florida's top attractions. Property is currently operating as a successful short-term vacation rental. Showings are by appointment only and must be scheduled around existing guest reservations. Pool heater is currently not operational and will convey in its current condition. Seller will not repair or replace the pool heater.

1515 Carey Palm Circle, Kissimmee
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