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Browse All Kissimmee FL Short Sale Properties for Sale

$280,000
3 Beds 2 Baths Silver Lake Estates SubDv. 34744 Zip Code
Short Sale. SHORT SALE OPPORTUNITY - MOVE-IN READY, BEAUTIFULLY RENOVATED MANUFACTURED HOME WITH NO HOA - Welcome to this spacious 3-bedroom, 2-bath home situated on a generous 0.31-acre fee-simple lot in Silver Lake Estates. This inviting property features granite countertops, updated kitchen and bathroom cabinetry, stainless-steel appliances, stylish backsplash, laminate flooring, ceiling fans, modern light fixtures, and beautifully upgraded bathrooms. Fresh interior and exterior paint give the home a clean, contemporary feel. Enjoy Florida living from the spacious front and rear porches, perfect for relaxing or entertaining. The fenced yard offers plenty of outdoor space for gatherings, gardening, pets, recreational vehicles, boats, or additional parking. Additional improvements include updated roofing and a move-in-ready interior. **LOCATION, LOCATION, LOCATION!** Conveniently positioned near SR-417, Narcoossee Road, Orlando International Airport, shopping, dining, hospitals, schools, and major employment centers. The property also benefits from its location near the growing Boggy Creek corridor, supported by Osceola County’s major roadway expansion project and the future vision for Advanced Air Mobility at MCO, including planned vertiport development in the airport’s East Airfield area. This is an excellent opportunity to own a beautifully updated home with land, no HOA restrictions, and convenient access to one of Central Florida’s most important growth corridors. Schedule your private showing today!

3707 Silver Lake Drive, Kissimmee

$318,900
2 Beds 3 Baths Rolling Oaks Ph 7 SubDv. 34747 Zip Code
Short Sale. SHORT SALE – Welcome to this beautifully maintained 2-bedroom, 2.5-bath home located in the highly sought-after Margaritaville Resort Orlando community. Offered fully furnished, this property is ideal as a primary residence, second home, short-term vacation rental, or long-term investment property. This charming two-story home features inviting coastal-inspired architecture, bright and airy living spaces, and a functional floor plan designed for comfortable living and exceptional rental performance. The private rear patio provides the perfect space for outdoor dining, relaxation, and enjoying Florida’s year-round sunshine. One of Margaritaville Resort Orlando’s most desirable floor plans, this immaculately maintained home has a strong rental history and is located just minutes from Central Florida’s world-famous attractions. Residents and guests enjoy access to outstanding resort-style amenities, including multiple swimming pools, a fitness center, full-service spa, water park access, on-site restaurants and bars, and scenic walking trails throughout the community. The home is also within walking distance of Sunset Walk, a vibrant entertainment district featuring live music, boutique shopping, family-friendly attractions, and an impressive selection of restaurants and nightlife. Low-maintenance resort living includes exterior home maintenance, landscaping, lawn care, and 24/7 gated security with both staffed and roaming patrols. Ideally located just minutes from Walt Disney World Resort, including Magic Kingdom, EPCOT, Hollywood Studios, and Animal Kingdom, with easy access to Universal Orlando Resort, SeaWorld Orlando, and ICON Park. This is a rare opportunity to own a turnkey home in one of Orlando’s premier resort communities.

3145 Caribbean Soul Drive, Kissimmee

$299,000
2 Beds 3 Baths Rolling Oaks Ph 7 SubDv. 34747 Zip Code
Under contract-accepting backup offers. Short Sale. TURNKEY and ready for move in or rent out ! Welcome to 2968 Caribbean Soul Drive in Margaritaville Resort Orlando, one of Central Florida's most sought-after vacation home and short-term rental communities. This fully furnished, turnkey 2-bedroom, 2.5-bath townhome with a versatile loft offers an exceptional opportunity for investors, vacation home buyers, and those seeking a low-maintenance Florida lifestyle. Zoned for short-term rentals and located just minutes from Walt Disney World, this property is perfectly positioned to capitalize on the thriving Orlando vacation rental market. Step inside to discover an open-concept floor plan featuring ceramic tile flooring, soaring ceilings, solid surface countertops, designer finishes, and a modern kitchen that flows seamlessly into the living and dining areas. Upstairs, the spacious primary suite offers a walk-in closet and private bath, while the additional bedroom and loft provide flexible accommodations for guests and families. What truly sets this property apart is its incredible income-producing potential. guests are drawn to Margaritaville's world-famous resort atmosphere and unbeatable location near Orlando's top attractions. The home is offered fully furnished, allowing for immediate occupancy or rental activation. Residents and guests enjoy access to resort-style amenities including multiple lagoon-style pools, fitness center, restaurants, bars, shopping, walking trails, entertainment venues, trolley service, and 24-hour gated security. HOA services include exterior maintenance, cable, internet, and community amenities, creating a truly hassle-free ownership experience. Located in the heart of Kissimmee's tourism corridor, this home places visitors within minutes of: Walt Disney World Resort Disney's Animal Kingdom EPCOT Disney Springs Universal Orlando Resort SeaWorld Orlando Margaritaville Promenade at Sunset Walk Island H2O Water Park ESPN Wide World of Sports Championship golf courses Shopping, dining, and entertainment throughout Central Florida Whether you are searching for a high-performing vacation rental, a Disney-area investment property, a second home, or a full-time residence, this exceptional Margaritaville Resort Orlando townhome offers location, lifestyle, and investment potential all in one.

2968 Caribbean Soul Drive, Kissimmee

$370,000
4 Beds 3 Baths Magic Landings Ph 02 SubDv. 34744 Zip Code
Under contract-accepting backup offers. Short Sale. BACK ON THE MARKET with READY TO MOVE ASKING PRICE. Welcome to a beautiful and private 4-bedroom, 3-bathroom pool home offering exceptional comfort, flexibility, and buyer opportunity in the gated Magic Landings community. Perfectly positioned on a desirable corner cul-de-sac lot with no rear neighbors, this turnkey home features a privacy-fenced yard, wooded rear exposure, and a spacious pool patio that extends across the full rear of the home—ideal for relaxing, entertaining, or enjoying the Florida lifestyle. With NO CDD and convenient access just off the Turnpike, the property is close to Central Florida’s major attractions while still offering a peaceful residential setting. A cooperative HOA allows for use as a primary residence, vacation home, or investment property, creating excellent possibilities for a wide range of buyers. Inside, the open-concept kitchen, dining, and living areas provide the modern flow today’s buyers want. The private rear master suite opens directly to the pool deck and includes an en-suite bathroom, while the second bedroom also offers pool access and its own en-suite bath. Two additional front bedrooms provide comfortable separation for family, guests, or rental flexibility. The oversized finished garage offers parking for two vehicles and may also be converted into a game room or additional entertainment space. Best of all, qualified buyers may have the opportunity to assume a low-interest mortgage, making this property an even more attractive option in today’s market.

339 Magical Way, Kissimmee

$295,000
3 Beds 3 Baths Lake Wilson Reserve SubDv. 34747 Zip Code
Short Sale. Discover the perfect balance of comfort, style, and location in this beautiful townhome located in the exclusive Lake Wilson Reserve community. Built in 2023, this property offers 3 bedrooms, 2.5 bathrooms, and approximately 1,793 square feet of living space thoughtfully designed to meet the needs of modern living. Upon entering, you'll find a bright and inviting atmosphere with an open-concept design that maximizes functionality and spaciousness. The kitchen flows seamlessly into the dining and living areas, creating an ideal environment for everyday living and for sharing special moments with family and friends. Abundant natural light enhances every space, contributing to a pleasant sense of spaciousness and comfort. The spacious primary suite offers privacy and comfort, complemented by an ensuite bathroom and ample storage. The secondary bedrooms provide flexibility to accommodate family members, guests, or even a home office. Additional features include a one-car garage and a private outdoor area, perfect for relaxing and enjoying the Florida lifestyle. Strategically located in Kissimmee, this property boasts quick access to US-192 and I-4, providing convenient connections to Walt Disney World, shopping centers, restaurants, entertainment venues, and other major Central Florida attractions. Whether you're seeking a primary residence, a second home, or an investment opportunity, this property is an excellent choice in one of the region's fastest-growing and most developed areas. Its prime location, modern design, and attractive features also make it an appealing option for those looking for a property with long-term investment potential.

7733 Stone Creek Trail, Kissimmee

$375,000
4 Beds 2 Baths Kindred SubDv. 34744 Zip Code
Short Sale. Welcome to 1959 Cacutta Way, a beautifully maintained 4-bedroom, 2-bathroom home located in the desirable Kindred community of Kissimmee. Built in 2023, this modern residence offers approximately 1,846 square feet of thoughtfully designed living space with an open-concept layout, abundant natural light, and stylish finishes throughout. The spacious kitchen features granite countertops, stainless steel appliances, ample cabinet space, and a large center island that seamlessly connects to the living and dining areas, creating an ideal setting for everyday living and entertaining. The private primary suite includes a walk-in closet, dual vanities, and a walk-in shower. Three additional bedrooms provide flexibility for a variety of lifestyle needs, while smart home features add convenience and modern functionality. Step outside to enjoy the fully fenced backyard, offering privacy and plenty of space for outdoor activities, gatherings, gardening, or simply relaxing. Residents of Kindred enjoy access to an impressive selection of community amenities, including resort-style pools, fitness facilities, tennis and pickleball courts, soccer fields, playgrounds, walking and biking trails, a dog park, and a clubhouse. Conveniently situated with easy access to US-192 and the Florida Turnpike, this home is located near major employment centers, shopping, dining, recreation, and transportation hubs. Nearby points of interest include NeoCity, Lake Nona, Kissimmee Lakefront Park, and Orlando International Airport. AdventHealth Kissimmee, offering comprehensive medical services and emergency care, is also located nearby. Whether you're looking for a primary residence or an investment opportunity, this move-in-ready home combines modern comfort, outdoor enjoyment, and a convenient Central Florida location. Schedule a showing today

1959 Cacutta Way, Kissimmee

$330,000
4 Beds 3 Baths Poinciana Nbrhd 06 Village 07 SubDv. 34759 Zip Code
Short Sale. Short Sale. DOES NOT have bank approval yet. Welcome to 1425 Nelon Brook Way — a spacious and move-in ready 4-bedroom, 2.5-bath two-story home tucked away on a quiet cul-de-sac in Kissimmee! Situated on an oversized lot of more than a quarter acre, this property offers the perfect combination of indoor comfort and outdoor freedom with low HOA fees and endless possibilities. Inside, you’ll find over 2,200 square feet of living space with a fantastic floor plan designed for both everyday living and entertaining. The updated kitchen features beautiful quartz countertops and opens to multiple living spaces including a formal living room and a separate family room, giving everyone room to spread out and enjoy. All four bedrooms are conveniently located upstairs, creating a functional layout with privacy and flexibility. Step outside to enjoy the fully fenced backyard with no rear neighbors, offering both privacy and security. The huge yard includes a utility shed and still leaves plenty of room for a pool, trampoline, boat storage, playground, or whatever your heart desires. Major updates include a 2022 roof, making this home truly move-in ready. Conveniently located less than an hour from Walt Disney World Resort and Orlando’s world-famous attractions, shopping, dining, and entertainment, this home delivers space, value, and location all in one. Don’t miss your opportunity to make this incredible property yours — schedule your private showing today before it’s gone!

1425 Nelson Brook Way, Kissimmee

$379,990
3 Beds 3 Baths Tohoqua Ph 7 SubDv. 34744 Zip Code
Short Sale. ```text Short Sale – Subject to Lender Approval. Exceptional opportunity in the highly desirable Tohoqua community. This like-new 3-bedroom, 2.5-bath home with a 2-car garage offers the perfect combination of modern living, prime location, and outstanding value. Built less than 2 years ago, this home delivers the benefits of newer construction without the wait or rising builder prices. Step inside to an open-concept layout designed for today’s lifestyle, featuring bright living spaces, seamless flow, and a spacious kitchen ideal for entertaining, family gatherings, or everyday comfort. Upstairs, enjoy generously sized bedrooms including a private primary suite designed for relaxation. Move-in ready and exceptionally well maintained, this home is ideal for buyers seeking comfort, style, and long-term upside. Located just minutes from Lake Nona, Medical City, Orlando International Airport, major highways, shopping, dining, and top employment centers, this area continues to experience strong growth and increasing demand. Low HOA adds even more value, making ownership more efficient than many competing communities. Whether you are a primary homebuyer or investor, this property represents a smart purchase in one of Central Florida’s fastest-growing locations. Short sale opportunities with this condition, location, and value do not last. Serious buyers are encouraged to act quickly and submit strongest offers. ```

1844 Bright Sky Drive, Kissimmee

$289,000
3 Beds 2 Baths Poinciana Village 5 Nbhd 1 SubDv. 34759 Zip Code
Short Sale. APPROVED SHORT SALE – Don’t miss this opportunity to own a beautifully maintained 3-bedroom, 2-bathroom home built in 2022, offering 1,684 sq. ft. of stylish and energy-efficient living space. The home boasts a spacious open floor plan with soaring 9'4" ceilings and a 9-foot-long kitchen island—perfect for entertaining and gathering with family and friends. The kitchen also features granite countertops, a dining area, 36-inch white shaker cabinets with crown molding, a large walk-in pantry, and a like-new stainless steel Samsung appliance package. This thoughtfully designed split floor plan offers privacy, with upgraded bathrooms that include windows to allow for natural light. Throughout the home, you’ll find elegant ceramic tile flooring, modern LED lighting, and double-pane Low-E windows that improve energy efficiency. The attic is insulated, and the walls are built with energy-saving materials, making this home as practical as it is beautiful. Step outside to a spacious backyard and enjoy Florida living under the covered and screened-in patio—ideal for relaxing or entertaining. Located in the fast-growing community of Poinciana, you’ll be minutes from the new Poinciana Lake Plaza Mall, Poinciana Medical Center, restaurants, retail shops, and the popular community park Vance Harmon Park. The low HOA fee of just $85/month includes WiFi, internet, and cable. Schedule your private showing today and take the first step toward owning this stunning home!

932 Albertville Court, Kissimmee

$349,900
3 Beds 3 Baths Tohoqua Ph 3 SubDv. 34744 Zip Code
One or more photo(s) has been virtually staged. Short Sale. This newer construction home, just over a year old, features a thoughtfully designed layout with modern finishes throughout. Enjoy the convenience of front street parking along with a rear-entry two-car garage and brick-paved driveway, offering both charm and functionality. Step inside to a bright, open living space with stylish light fixtures in the living and dining areas, complemented by LED kitchen lighting and sleek stainless steel appliances. The first floor includes a washer and dryer, along with modern blinds already installed—making this home truly move-in ready. Unwind in your private screened-in back porch, complete with turf flooring and ambient lighting—perfect for relaxing or entertaining. The fully fenced backyard provides added privacy and flexibility for everyday living. Conveniently located just minutes from Walt Disney World, Downtown Kissimmee, and St. Cloud, you’ll enjoy quick access to major highways and toll roads, making commuting to Orlando, the airport, and surrounding areas seamless. Nearby shopping plazas, restaurants, hospitals, and everyday conveniences are all just a short drive away. Residents of Tohoqua enjoy a low HOA and access to resort-style amenities including a pool, fitness center, sports courts, playground, and more. This property is a short sale opportunity, offering buyers a chance to secure an upgraded, well-maintained home at exceptional value. Whether you’re looking for a primary residence or a smart investment, this home checks all the boxes. Schedule your private showing today and take advantage of this opportunity before it’s gone.

1563 Cross Prairie Parkway, Kissimmee

$419,900
4 Beds 3 Baths Seasons At Big Sky Ph 1 SubDv. 34744 Zip Code
Short Sale. Welcome to Seasons at Big Sky, where modern living meets everyday convenience in one of Kissimmee’s fastest-growing corridors. This beautifully maintained residence at 1491 August Gray Dr offers a fresh, open feel with thoughtfully designed spaces that cater to both comfort and functionality. From the moment you arrive, the clean lines, inviting entry, and well-kept surroundings set the tone for what’s inside. Step into a light-filled interior where the layout flows effortlessly, creating the perfect setting for both relaxed living and entertaining. The living areas feel connected yet defined, giving you flexibility for gatherings, work-from-home needs, or simply unwinding at the end of the day. Positioned for convenience, this home places you just minutes from Lake Nona, Medical City, and the Orlando International Airport, with easy access to major roadways including Florida’s Turnpike and US-192. Daily essentials, dining, and shopping are all within reach, while continued development in the surrounding area is bringing exciting new retail, dining, and lifestyle destinations to the community. Outdoor enthusiasts will appreciate nearby parks, green spaces, and recreational options, offering plenty of ways to enjoy the Florida sunshine year-round. As growth continues throughout Kissimmee and the surrounding areas, this location stands out for its accessibility and long-term appeal. Whether you're looking for your next home or a smart investment in a thriving area, this property offers the perfect balance of style, location, and future potential.

1491 August Gray Drive, Kissimmee

$362,500
3 Beds 2 Baths Cypress Hammock Ph 2 SubDv. 34746 Zip Code
Short Sale. YOU CAN PURCHASE THIS HOME WITH NO MONEY DOWN! From the moment you step inside this stunning Cedar model by Pulte Homes, the soaring 9’4” ceilings and 8-foot doors create a sense of scale and openness that you typically only find in much larger estates. The heart of the home is a designer kitchen that truly makes a statement, featuring upgraded navy blue soft-close cabinets accented by chic brass hardware, under-cabinet lighting, and high-end stainless electric range, microwave and dishwasher. This open-concept space flows effortlessly into a naturally lit cafe and a spacious living room, all tied together by beautiful luxury faux-wood plank flooring that handles daily life with ease. Because the home has always been a pet-free environment, the flooring and plush bedroom carpets are in pristine condition, adding to the crisp, like-new feel of the entire space. Natural light is a central theme here, especially in the front bedroom which serves as a perfect, bright home office. The primary suite acts as a true private retreat, offering a massive oversized walk-in closet and a bathroom with double sinks and a walk-in shower. Perhaps the most captivating feature of this 1,662-square-foot home is the view; through the triple sliding glass doors, you are greeted by an absolutely breathtaking panorama of a large tranquil pond and a lush nature preserve. Whether you are enjoying a quiet morning on your paved covered porch or hosting friends in the airy living spaces, the peaceful backdrop of the water and woods makes every day feel like a getaway. Complete with a spacious laundry room and two-car garage, this home perfectly balances high-end designer style with the quiet comfort of nature. The best part is that you can make this dream home yours with NO MONEY DOWN!

5346 Royal Point Avenue, Kissimmee

$265,000
4 Beds 2 Baths Poinciana Nbrhd 06 Village 07 SubDv. 34759 Zip Code
Short Sale. SHORT SALE IS APPROVED AT LIST PRICE! QUICK CLOSING POSSIBLE. Welcome home to this beautifully designed one-story residence offering the perfect blend of comfort and flexibility with 3 bedrooms plus a versatile flex room that can easily be converted into a 4th bedroom. Step inside to an open and inviting floorplan where luxury vinyl plank flooring flows throughout the main living areas, creating a seamless and modern feel. The kitchen serves as the heart of the home, featuring granite countertops, abundant cabinetry, a spacious pantry, and a counter-height island with seating that overlooks the expansive living and dining areas, ideal for both everyday living and entertaining. Thoughtfully designed with a split bedroom layout, the primary suite and flex room are privately positioned away from the secondary bedrooms, offering added privacy and endless possibilities for how the space can be used, whether as a home office, playroom, fitness area, or guest room. The primary suite offers a relaxing retreat with a large en-suite bath complete with a double sink vanity, quartz countertops, and a walk-in shower. Secondary bedrooms are well-sized and thoughtfully positioned, while the additional bathroom also showcases quartz countertops for a cohesive, upgraded look. Enjoy indoor-outdoor living with sliding glass doors leading to a screened lanai and a fully fenced backyard offering added flexibility with gate access on both sides, including a double gate entry. Additional highlights include a spacious laundry room, a two-car garage, and a welcoming covered front entry. Located in the Poinciana area, residents enjoy access to a variety of community amenities including parks, playgrounds, sports courts, fitness centers, and recreational facilities, along with nearby shopping, dining, and everyday conveniences, making this home an ideal blend of comfort and lifestyle.

209 Cimarron Drive, Kissimmee

$375,000
2 Beds 3 Baths Rolling Oaks Ph 5 SubDv. 34747 Zip Code
Short Sale. Welcome to “Bikinis & Martinis,” a unique and beautifully maintained cottage in the highly sought-after Margaritaville Resort Orlando, ideally located just steps from premier resort amenities. This 2-bedroom, 2.5-bathroom, two-story home offers a spacious and functional floor plan, making it perfect as a primary residence, second home, or vacation rental investment. Designed with inviting coastal architecture and filled with natural light, the home features an open-concept living and dining area with modern finishes throughout. The well-appointed kitchen includes quartz countertops, stainless steel appliances, abundant cabinetry, and a breakfast bar with seating—ideal for entertaining or everyday living. A large-capacity washer and dryer, ceiling fans, and thoughtful upgrades further enhance comfort and convenience. Step outside from the kitchen to your private tropical oasis, complete with a patio, lounge chairs, hot tub, lush landscaping, palm trees, and charming shell pathways—perfect for relaxing or hosting guests. Upstairs, both bedrooms offer privacy and feature en-suite bathrooms with glass-enclosed shower stalls. This home includes the Margaritaville Resort Orlando-approved “Sail Away” Ethan Allen furniture and housewares package, valued at over $25,000. Everything conveys with the sale, including blinds, drapes, TVs, artwork, kitchen essentials, dishware, linens, and more—making this property truly turnkey. Located within one of Central Florida’s most desirable resort communities, residents and guests enjoy world-class amenities, including multiple resort-style pools, a fitness center, spa services, and an on-site water park. Just a short walk away is the vibrant Sunset Walk entertainment district, featuring popular restaurants, bars, live music, retail, and family-friendly attractions. Conveniently located just minutes from Walt Disney World Resort, as well as Universal Orlando and SeaWorld, this property offers unmatched access to the best of Central Florida. Shopping, dining, and major travel routes—including Orlando International Airport—are all within easy reach. Whether you’re seeking a full-time residence, vacation getaway, or income-producing property, this exceptional cottage offers the perfect blend of location, lifestyle, and investment potential—where every day feels like a vacation.

3058 Pirate Way, Kissimmee

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