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

$245,000
3 Beds ⋅ 3 Baths ⋅ Windsor Oaks SubDv. ⋅ 34744 Zip Code
Welcome to this beautifully maintained townhome in the heart of Kissimmee, located in the quiet, gated community of Windsor Oaks. This spacious 3-bedroom, 2.5-bath home features a flexible layout with two master suites upstairs and a third bedroom on the main level that can also serve as a home office, den, or gym. In gated community. It is convenient to educational facilities and Valencia College. There are two master suites on the second floor offering large bedroom areas, one with walking closet and garden tub with shower, the other one with shower. Entire unit freshly painted with new toilets. Close to shopping plazas and public transportation. It is truly a great place to call home!

1661 Windsor Oak Court, Kissimmee
$365,000
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
$220,000
3 Beds ⋅ 2 Baths ⋅ Raintree Park Ph 2 SubDv. ⋅ 34743 Zip Code
Virtually Staged. Short Sale. Opportunity knocks at 3108 Landsend Court! This nicely updated SHORT SALE presents a rare opportunity to purchase a spacious townhome in an incredibly convenient location at an attractive value. Step inside to a bright and airy floor plan highlighted by an impressive living room that opens to the second floor, creating soaring ceilings and an abundance of natural light. One of the home's most desirable features is the large first floor primary bedroom, providing added privacy and the convenience of avoiding stairs for everyday living. The home has already received several valuable updates, including a 2020 HVAC system, newer flooring, an updated kitchen, and updated bathrooms, giving buyers a great head start while still offering an opportunity to make the property their own. Outdoor space includes a charming private courtyard at the front of the home as well as a rear patio overlooking a shared yard, providing multiple places to relax and enjoy the Florida weather. The community offers a fantastic pool and playground, adding even more value without the maintenance responsibilities of owning a private pool. Location is another major advantage. The property is just a short drive from Florida's Turnpike and conveniently located near shopping, dining, public transportation, and everyday necessities. Improved and widened area roadways also provide convenient access toward Orlando International Airport, making this an excellent location for commuters and anyone wanting easy access throughout Central Florida. Whether you're searching for a primary residence or an opportunity to purchase a nicely updated property at a potentially exceptional value, 3108 Landsend Court deserves your attention. SHORT SALE approval is required, creating a unique opportunity for a patient buyer looking to capitalize on value in today's market.

3108 Landsend Court, Kissimmee
$320,000
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
Short Sale. Welcome to 1631 Bitteroot Street, a beautifully maintained 2024-built end-unit townhome in the desirable Kindred community of Kissimmee! This spacious 3-bedroom, 2.5-bath home offers approximately 1,814 square feet of thoughtfully designed living space with an open-concept layout ideal for both everyday living and entertaining. The kitchen features granite countertops, attractive cabinetry, stainless steel appliances, a spacious pantry, and a convenient breakfast bar overlooking the dining and living areas. A half bath and welcoming foyer complete the first floor, along with a covered patio providing additional outdoor living space. Upstairs, you'll find a versatile loft area, spacious bedrooms, a convenient laundry room, and a private primary suite featuring an ensuite bath and walk-in closet. The home also offers a one-car attached garage and smart-home technology for added convenience. Residents of Kindred enjoy an impressive selection of amenities, including a resort-style community pool and cabana, fitness center, playgrounds, parks, walking and nature trails, sidewalks, and recreational areas throughout the community. Cross Prairie K-8 School is conveniently located within the community, adding to the appeal for families. Ideally located near US-192, the Florida Turnpike, major roadways, shopping, dining, entertainment, and Central Florida's world-famous attractions. Whether you're looking for a primary residence or an investment opportunity, this move-in-ready townhome offers modern comfort, community amenities, and a convenient Kissimmee location. Schedule your private showing today!

1631 Bitteroot Street, Kissimmee
$304,000
3 Beds ⋅ 3 Baths ⋅ Kissimmee Condos A Condo SubDv. ⋅ 34743 Zip Code
Seller offering $8,000 to assist buyer with closing costs or rate buy down. Exceptional value meets modern style in this contemporary end-unit townhome in Kissimmee's SoHo at Lakeside, offering extra privacy, abundant natural light, and peaceful greenbelt views. Designed with both style and functionality in mind, this home features 9-foot ceilings and an open-concept layout with wood-look flooring, creating a bright and inviting space for everyday living. The open kitchen is a standout, showcasing quartz countertops, a spacious center island, sleek European-style cabinetry, designer lighting, and stainless steel appliances—perfect for entertaining or casual meals at home. Upstairs, retreat to the spacious primary suite featuring a walk-in closet, a beautifully appointed en-suite bath, and a private balcony overlooking the trees and walking path—your own peaceful outdoor escape. Additional highlights include modern bathrooms, an in-unit washer and dryer, and a two-car garage. Enjoy exceptional value with no CDD fees and an HOA that includes a community pool, exterior maintenance (including the roof), cable TV, high-speed internet/Wi-Fi, lawn care, and trash service. Whether you're looking for a primary residence or a turnkey investment property, this home offers outstanding versatility in a sought-after location. Ideally situated just minutes from Orlando International Airport, Lake Nona's Medical City, shopping, dining, and major roadways, it delivers the perfect blend of modern design, low-maintenance living, and convenience.

1841 Houston Street, Kissimmee
$430,000
4 Beds ⋅ 2 Baths ⋅ Strafford Park Ph 4 SubDv. ⋅ 34743 Zip Code
Now offered at $430,000, this beautifully maintained Florida style pool home delivers exceptional value with major upgrades already completed. The seller will pay off all solar related obligations at closing, allowing the new owner to enjoy the benefits of an owned solar energy system without assuming any solar-related balances. Additional recent improvements include a new roof (2025), providing added peace of mind for years to come. Designed for the Florida lifestyle, this move in ready residence features 4 bedrooms, 2 bathrooms, an open and inviting floor plan, an updated kitchen with granite countertops and stainless steel appliances, beautifully renovated bathrooms, and elegant tile flooring throughout the main living areas. Step outside to your private screened pool and spacious backyard, perfect for relaxing, entertaining, and enjoying Florida's year round sunshine. Being sold unfurnished, this home offers an excellent opportunity for the next owner to personalize each space. Located in the desirable Stratford Park community, residents enjoy annual HOA dues of only $100 while remaining just minutes from Orlando International Airport, world-famous theme parks, shopping, dining, schools, and major highways. Don't miss the opportunity to own a beautifully updated home that combines comfort, energy efficiency, low HOA dues, and an outstanding Central Florida location. Schedule your private showing today!

3264 Fairfield Drive, Kissimmee
$288,000
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
$419,000
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
$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
$430,000
3 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 2 SubDv. ⋅ 34744 Zip Code
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
$506,000
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 3 SubDv. ⋅ 34744 Zip Code
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1578 Contentment Loop, 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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