Kissimmee Short Sales - 109 homes

Remarks: Short Sale. 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.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Alex Vastardis (407-947-6264)

Remarks: 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.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)

Listing Agent: Gilberto Figueroa (407-860-5627)

Remarks: Short Sale. Fantastic Opportunity to Own a 3-Bedroom, 3-Bathroom Townhouse! Located in the desirable gated community of Crestwynd Bay, this stunning townhouse has an open-concept downstairs which includes the living room, kitchen, one bedroom and a full bath on the first floor. The primary bedroom on the second floor has a full ensuite bathroom. The second floor offers a third bedroom and a third full bathroom. Enjoy the peace and privacy of a gated community with a pool and playground. The HOA fee includes internet and cable. Additionally, it’s conveniently situated near a variety of shopping, dining, and entertainment options including Walt Disney World, Universal Studios, SeaWorld ensuring that guests or future tenants have everything they need. Whether you’re looking for a tranquil home, a vacation home, a long-term rental investment, or a short-term rental investment, this property has all the possibilities.

Listing is courtesy of: TURNKEY HOMES REAL ESTATE CORP (347-223-2883)

Listing Agent: Tabatha Ramos (347-223-2883)

Remarks: Short Sale. Welcome to Windsor at Westside — Guard-Gated Resort Living at its Finest! This fully furnished, turn-key 7-bedroom, 5.5-bathroom home offers 3,314 sq ft of beautifully appointed living space, perfect for short-term rental income or a luxury vacation retreat. Enjoy an open-concept kitchen with stainless steel appliances and large island, a first-floor primary suite, and a spacious upstairs loft. Step outside to your private south-facing pool with brick pavers, covered patio, and screened lanai. Premium lot with easy access to resort amenities including waterslide pool, lazy river, Tiki bar, fitness center, arcade, and more — all just minutes from Walt Disney World. Fully furnished | Turn-key | STR-friendly | Don't miss this one!

Listing is courtesy of: EXP REALTY LLC (407-674-7777)

Listing Agent: Walter Parraga (407-764-0245)

Remarks: Short Sale. SHORT SALE.WORKING WITH LENDER TO GET SHORT SALE SHORT SALE APPROVAL. Your search stops right here and right now. This meticulously maintained residence is sure to sell quickly! No need to wait for a new-build, this residence is move-in-ready! From manicured landscaping to a spectacular gutter, this home is sure to be your very own oasis. When entering, you will be greeted with natural light that brightens up each living space in the home. When entering, you will be greeted with natural light that brightens up each living space in the home. High ceilings upgraded Tile Flooring, and gorgeous windows treatment almost steal the scene from large family room and gourmet Kitchen and Cabinets. The Kitchen features New Stainless-Steel Appliances to include a with convection for the baker in you! The recent large closets in every room, boast plenty of space for all of your folks. Welcome to your gourmet kitchen which offers plenty of 42' oak cabinets with crown molding, a huge center island, high bar, good size pantry, all stainless-steel appliances and much more! Wow! Be ready to be blown away. Welcome to your Owner's suite. This master suite is so big, you won't believe your eyes. It offers tray celling and much more plenty closets, separate vanities, his and her closets, garden tub & separate shower and large windows allowing natural lights to show case your bathroom and save energy Centrally located in proximity to everything including the Valencia college, Downton Orlando, all major team parks, shopping malls, I-drive and the Orlando International Airport; all major Highways including 429, FL's Turnpike, Central Florida's Green way (417) and I-4. HOME IS SOLD AS IS. Information entered in the MLS are intended to be accurate but not guaranteed and must be independently verified by buyers, or their agent. Sold As/IS.PRICED TO SELL. WILL NOT LAST FOR THIS PRICE

Listing is courtesy of: THE PEOPLE'S REALTY OF CENTRAL FLORIDA, LLC (407-668-9744)

Listing Agent: Jean Lubin (407-668-9744)

Remarks: 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.

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Norma Lagonell (954-544-1676)

Remarks: Short Sale. Come and see this four-bedroom, two-bathroom home the desirable Poinciana neighborhood! Inside, the home features a traditional floor plan that provides distinct and functional living spaces. The kitchen is equipped with durable countertops and classic appliances, offering a practical space for cooking and hosting. The primary bedroom features a large walk-in closet, providing ample storage space. Conveniently located near shopping, dining, schools, and major roadways, this home is an excellent opportunity for both homeowners and investors alike. Schedule your private showing today!

Listing is courtesy of: ENTERA REALTY LLC (888-216-6364)

Listing Agent: Robert Salmons (888-216-6364)

Remarks: Short Sale. SHORT SALE!!!!!! Welcome to your Florida PARADISE RETREAT in the community of Blackstone Landing. This beautiful 4-bedroom, 2-bath home offers 1,874 sq ft of comfortable living space in a peaceful community setting. Surrounded by TROPICAL LANDSCAPING and mature palm trees, the property features a fully 6-foot vinyl fence, creating added privacy. Inside, you'll find an OPEN LAYOUT with VAULTED ceilings, formal living and dining areas, and a spacious family room designed for everyday living and entertaining. The kitchen has GRANITE countertops, a breakfast bar and an eat-in NOOK area. The SPLIT-BEDROOM floor plan provides added privacy, with a spacious primary suite featuring a walk-in closet, a garden tub, and separate shower. VINYL flooring installed in 2023. NEW ROOF replaced in 2023, providing peace of mind for years to come. Step outside to enjoy the screened and ENCLOSED rear porch, perfect for year-round relaxation and entertaining. The backyard also features a rear CONCRETE COURT ideal for BASKETBALL and outdoor recreation, along with mature landscaping and peaceful surroundings. Conveniently located near shopping, dining, schools, major highways, and Central Florida attractions, including Disney parks just a short drive away. A rare opportunity combining space, versatility, and INCOME POTENTIAL. CALL TODAY and schedule your tour today!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Marta Montes Llc (321-805-1212)

Remarks: Short Sale. MOVE-IN READY! This impeccably maintained, solid-block 3-bedroom, 2-bathroom, 2-car garage home in Poinciana features a highly desirable split floor plan and a grand double-door entrance leading into bright spaces with soaring high ceilings. The interior boasts easy-care tile flooring throughout all common areas and the master suite, a spacious living/dining room combo, and an upgraded kitchen equipped with elegant granite countertops, a breakfast bar, and a cozy dinette. The private master retreat offers dual sinks, a large walk-in closet, a linen closet, and an en-suite bath with updated cabinets and a sliding glass shower door. Major high-ticket updates provide ultimate peace of mind, including newer energy-efficient double-pane windows and a newer A/C system replaced on December 5, 2022. Water heater was replaced March, 2023 & The garage door motor was replace on April, 2026. Topped with its original tile roof, this home is situated in a fantastic Poinciana community just minutes from shopping centers, restaurants, medical offices, hospitals, banks, and parks. This incredible property truly must be seen to be fully appreciated; schedule your showing today! HOA includes: Cable and Internet! Listing price and sale are subject to third-party bank approval.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Anass Rahali (407-569-6983)

Remarks: Short Sale. This home is offered as a SHORT SALE and is SUBJECT TO LENDER APPROVAL. This property is competitively priced below recent comparable sales, offering strong value for buyers prepared to move forward with the short sale process. Well-maintained 3-bedroom, 2-bathroom home in Kissimmee! Offering approximately 1,481 square feet of living space, this property features a functional floor plan with spacious living areas, a comfortable primary suite, and plenty of room for family and guests. Enjoy a bright and inviting interior, a generous backyard perfect for entertaining or relaxing, and a location that provides convenient access to shopping, dining, schools, major highways, and area attractions. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment opportunity, this home offers great value and comfort. Don't miss your chance to own a home in one of Central Florida's growing communities. Schedule your private showing today!

Listing is courtesy of: KELLER WILLIAMS SOUTH SHORE (813-641-8300)

Listing Agent: Rodney Washington (813-466-8015)

Remarks: 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!

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Gavin Hatch (407-431-2304)

Remarks: Short Sale. This well-maintained 2-bedroom, 2-bathroom waterfront home is located in the highly desirable 55+ community of Solivita. The property offers an open and inviting layout with hardwood flooring throughout the main living areas, creating both durability and style. The living room and dining area provide excellent natural light and direct views of the water, making the home feel bright and spacious. The kitchen is conveniently positioned with plenty of counter and cabinet space, perfect for everyday cooking and entertaining. Both bedrooms are generously sized, with the primary suite featuring an en-suite bathroom and a walk-in closet. The home also includes a 290-square-foot enclosed back porch overlooking the water, ideal for relaxing, entertaining, or enjoying the peaceful setting year-round. The roof was replaced in 2025, giving new owners added peace of mind, and the overall condition of the home reflects consistent care and upkeep. Solivita is a master-planned, gated community designed specifically for active adults. The neighborhood is well known for its resort-style amenities, including multiple clubhouses, fitness centers, indoor and outdoor swimming pools, and two 18-hole championship golf courses. Residents can also take advantage of over 200 organized clubs, a variety of dining options, and miles of scenic walking and biking trails surrounded by natural preserves. With its combination of social activities, recreational facilities, and beautiful surroundings, Solivita continues to be one of the premier 55+ communities in Central Florida.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Jonathan Cole (407-928-9516)

Remarks: Short Sale. Centrally located and move-in ready, this 3 bedroom, 2 bath home features an open floor plan perfect for modern living. You’re just minutes from the beach, Downtown Kissimmee, the Rodeo, shops, and restaurants. Inside, the spacious primary suite includes a walk-in closet; outside, enjoy a fenced backyard with plenty of room for entertaining and relaxation. Additional highlights include a 1-car garage and an oversized driveway for extra parking. Thoughtfully laid out for easy maintenance, cleaning, and organization, this property is a smart fit for first-time homebuyers or anyone seeking low-maintenance living in a convenient location.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Omar Andreasen (407-883-2989)

Remarks: Short Sale. Welcome to Beautiful Solivita, Central Florida’s premier 55+ gated community offering a resort-style lifestyle! Built in 2023, this move-in ready 2-bedroom, 2-bath home features 1,365 sq. ft. of open-concept living space. The kitchen is equipped with Corian countertops and stainless steel appliances, opening to spacious living and dining areas—great for entertaining. Just minutes from the Village Center with year-round dining, events, and entertainment. Enjoy access to 2 PGA golf courses, 14 indoor/outdoor pools, top-tier fitness centers, tennis, pickleball, bocce, shuffleboard, over 250 clubs, art studios, a spa, restaurants, and more. HOA includes 24/7 security and landscaping. Conveniently located near Publix, Aldi, Walmart, Sprouts, and more. Live the Solivita lifestyle today! Please note this a Short Sale and Lender approval is required.

Listing is courtesy of: RE/MAX SELECT GROUP (321-939-3004)

Listing Agent: Bridget Daku-Pasquarello (321-947-5039)

Remarks: Virtually Staged. Short Sale. SHORT SALE SHORT SALE ALL OFFERS ARE SUBJECT TO (THIRD PARTY) LENDER FOR APPROVAL Move-in ready 3-bedroom, 2-bath home with a versatile bonus room in Kissimmee! Built in 2018, this well-maintained property offers over 1,600 sq ft of open living space with split bedrooms for privacy. The modern kitchen features updated appliances, ample cabinet storage, and a large pantry. The spacious primary suite includes a walk-in closet and dual vanity bath, while two additional bedrooms and a bonus room with French doors provide flexibility for family, guests, or a home office. Enjoy Florida living in your fully fenced backyard with no rear neighbors. A 10x30 covered screened porch is perfect for outdoor relaxation, and the powered shed with windows offers endless possibilities—ideal for a she shed, man cave, or private office. Less than a mile away, Poinciana Community Park provides a wide range of recreational facilities, including a 0.75-mile paved walking path, playground, baseball fields, cricket pitch, and basketball courts. The park also features multipurpose fields, a rentable pavilion for events, and a dog park with separate areas for large and small dogs, agility equipment, water fountains, and shaded areas for owners. Additional highlights include a 2-car garage, stone front accents, sprinkler system, and a large 9,696 sq ft lot. Conveniently located near shopping, dining, schools, and major highways, this home combines comfort, convenience, and a variety of nearby amenities. Features: 3 Bedrooms | 2 Baths | Bonus Room | 2-Car Garage | Powered Shed | Screened Porch | Large Fenced Yard | Resort-Style Amenities Nearby

Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)

Listing Agent: Claudia Villarroel (407-952-4779)

Remarks: Short Sale. 4-bedroom home offering a spacious layout and plenty of privacy. Open floor plan with high ceilings and multiple living areas, providing flexibility for everyday living or entertaining. The kitchen offers ample cabinet and counter space and opens to the main living area. The primary suite includes a walk-in closet and private bath. Enjoy outdoor living from the screened rear porch overlooking a private backyard setting. A solid opportunity with plenty of space both inside and out.

Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)

Listing Agent: Troy Funk (941-241-3850)

Remarks: Under contract-accepting backup offers. Short Sale. Wowww!!!! Mesmerizing curb appeal, freshly painted inside and out, new upgraded appliances, upgraded Bathrooms an open-concept design, vaulted ceilings, and no rear neighbors, this home truly has it all! Step inside this inviting 4-bedroom, 2-bath residence offering over 1,800 square feet of thoughtfully designed living space. The tiled entry welcomes you into a bright and airy open floor plan, perfect for both everyday living and entertaining. The spacious kitchen features an eat-in dining area, abundant granite counter top and cabinet space, and a breakfast bar that overlooks the formal living and dining areas, ideal for hosting family and friends. No carpet at all, tile throughout the home. The primary suite is a true retreat, offering ample space, a walk-in closet, and a private en-suite bathroom complete with dual vanities, a soaking tub, and a separate shower. Sliding glass doors from the living room lead to a covered lanai, where you can relax and enjoy the expansive backyard, enhanced by mature landscaping and the privacy of no rear neighbors, your own peaceful outdoor oasis. This home perfectly blends comfort, style, and privacy, a must-see!

Listing is courtesy of: ATRIUM REALTY, LLC (833-919-1190)

Listing Agent: Ernani Sena (774-258-0635)

Remarks: Short Sale. Short Sale. Short Sale. Short Sale. "SHORT SALE"-All Due Diligence to be done prior to signing/zero day inspection-Buyer to close with Seller's Title Company-Sale third party approval-Short Sale is being professionally processed by Quick Homes, LLC. Buyer Responsible for Short Sale Processing Fee of $5,000. Property sold as-is do not send low ball offers, no assignable as will not be review. Buyer will be responsible for the total HOA amount negotiated at closing as to have solar panel transfer ownership.

Listing is courtesy of: SWEET HOMES REALTY LLC (407-219-5131)

Listing Agent: Ivy Gonzalez (407-556-5846)

Remarks: Virtually Staged. Short Sale. Welcome to 423 Vernon Court – a modern 3-bedroom, 2-bath home tucked away on a quiet, secluded street in Poinciana. Sitting on an expansive 10,000 sq. ft. lot, this property offers both privacy and space to enjoy Florida living. Step inside to a bright, open-concept floor plan with high ceilings, sleek tile flooring, and abundant natural light. The contemporary kitchen boasts stainless steel appliances, granite countertops, a spacious island, and plenty of cabinet storage—perfect for cooking and entertaining. The primary suite includes a walk-in closet and a private en-suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. A full guest bath and dedicated laundry area add convenience. Outside, the large backyard is ideal for outdoor gatherings, gardening, or simply relaxing in your own retreat. With modern finishes throughout, a spacious layout, and a peaceful location, this home is ready for its new owners.

Listing is courtesy of: AROD PARTNERS REALTY (407-627-7621)

Listing Agent: Carolina Mejia (407-572-1340)

Remarks: Virtually Staged. Short Sale. BACK ON MARKET DUE TO BUYER FINANCING FELL THROUGH! FULLY FURNISHED | RESORT LIVING Located inside the highly desirable Emerald Island Resort, this beautifully maintained Cape San Blas model delivers the perfect blend of comfort, functionality, and proven rental appeal. Surrounded by lush conservation areas and just minutes from Central Florida’s world-class attractions, this home checks every box—whether you’re searching for a primary residence, second home, or income-producing vacation property. Offered fully furnished and truly move-in ready, the home features over 1,950 square feet of air-conditioned living space, thoughtfully designed to maximize both privacy and usability. With five spacious bedrooms and three full bathrooms—including the optional third bath with cultured marble vanities—the layout comfortably accommodates families and guests alike. A brand-new architectural shingle roof installed February 2025 adds immediate value, peace of mind, and long-term durability. Step outside to your private outdoor retreat and enjoy Florida living year-round. The expansive pool deck offers a heated swimming pool, in-ground hot tub, and full-width safety fence, creating the ideal setting for relaxing, entertaining, or hosting vacation guests. Emerald Island Resort is more than a neighborhood—it’s a destination. Residents and guests enjoy a grand clubhouse with a resort-style pool and spa, sauna, fitness center, cyber café, and arcade. Outdoor amenities include a Tiki bar, playgrounds, sand volleyball court, tennis facilities, and a scenic nature trail—all within a 24-hour gated community. With strong condition, recent major upgrades, and a prime location near dining, shopping, and Orlando’s top attractions, this home represents a rare opportunity to own a turnkey property in one of the area’s most established resort communities. Schedule your private showing and experience what makes Emerald Island a favorite for homeowners and investors alike.

Listing is courtesy of: LPT REALTY, LLC. (877-366-2213)

Listing Agent: Steven Mason (813-863-3152)