Multiple Cities, Zip Codes, Addresses, Streets, Neighborhoods, MLS IDs
(separate each with the word OR)
Ex.Miami OR Coral Springs OR Boca Raton33319 OR 33321 OR 33467
Find Kissimmee Short Sale Homes by clicking on the relevant neighborhood.
View all Kissimmee Short Sales
POINCIANA NBRHD 03 SOUTH VILLAGE 07 - S5146971 - 442 CARAWAY DR, KISSIMMEE, FL 34759 Just Added on 04/01/2026 5:21PM SHORT SALE
$250,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar
Short Sale. This 3-bedroom, 2-bath home with the seller owing more than the property’s current value. Located in a peaceful, gated neighborhood with HOA, this home offers solid bones with roof, AC, electrical, and plumbing are approximately 6 years old. While some basic cosmetic updates are needed, the property is ready for its next owner. The seller is highly motivated and open to offers, but please note: the sale price is subject to bank approval, and significant price reductions below market value will not be approved. Whether you're an investor or a first-time buyer, this is your chance to secure a home in a tranquil community. Call your agent today. NO SITE UNSEEN OFFERS.
Listing is courtesy of: LA REALTY SERVICES LLC
ROLLING OAKS PH 5 - O6394128 - 3058 PIRATE WAY, KISSIMMEE, FL 34747 Just Added on 04/01/2026 11:22AM SHORT SALE
$375,000 | Single Family Home | 2 beds | 2.5 baths
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.
Listing is courtesy of: CREEGAN GROUP