Kissimmee Short Sales - 93 homes

Remarks: Short Sale. SHORTSALE Cypress Cay is a beautiful new townhome community offering spacious residences with modern, open-concept designs. This home features 3 bedrooms, 2.5 bathrooms, and a private back patio. The expansive first floor provides the perfect layout for entertaining. Built with energy efficiency in mind, it also includes integrated Smart Home Technology for added convenience.** The HOA offers fantastic amenities such as a pool and cabana, playground, half-court basketball court, dog park, walking trails, and a fiber-optic network delivering up to 1 Gigabit internet speed. The community is ideally located near major highways, including I-4, 417, Osceola Parkway, and 192, providing easy access to International Drive, Disney, and more. Grocery stores, restaurants, and everyday conveniences are just minutes away.

Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)

Listing Agent: Andrea Munoz (407-989-2021)

Remarks: Short Sale. Looking for a move-in ready step up without stretching the budget? This well-maintained home offers the space, features, and upgrades today’s buyers are looking for—without new-construction costs or delays. The home features four bedrooms and two bathrooms with a spacious open floor plan and high ceilings that create a bright, welcoming flow throughout the living areas. Ceramic tile flooring runs through the main living spaces, complemented by quality finishes that have stood the test of time. Both bathrooms are appointed with granite countertops and upgraded tile extending to the shower walls, while the primary bathroom includes adult-height cabinetry and a relaxing garden tub. The kitchen remains a standout, offering 36" upper cabinets, recessed lighting, granite countertops, and a full suite of stainless steel appliances, all opening seamlessly to the living and dining areas for easy entertaining. Additional highlights include an interior laundry room, double-door entry with an oversized foyer, 5¼" baseboards, and energy-efficient double-pane insulated Low-E windows and sliding glass doors. Step outside to enjoy the generous quarter-acre lot, designed for both relaxation and entertaining. The fully usable backyard features an above-ground pool, a pergola ideal for outdoor gatherings, and a storage shed for added convenience. Conveniently located near schools, shopping, and major access roads, this home delivers lasting value, thoughtful design, and everyday comfort in a well-established neighborhood.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)

Listing Agent: Stacey Vazquez (407-874-5751)

Remarks: Short Sale. AMAZING COTTAGE FOR SALE AT MARGARITAVILLE RESORT ORLANDO. This Cottage has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances, High Capacity Washer and Dryer. Kitchen has Large Counter Space and Windows with Lots of Natural Light. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping with Shell Pathways, Palm Trees and Tropical Foliage. Primary Bedroom Located Upstairs has En Suite Bathroom. One Bathroom has a Shower/Tub Combo. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Short Sale. SPECTACULARLY FURNISHED VILLA AVAILABLE FOR SALE AT MARGARITAVILLE RESORT ORLANDO! This Home Features 4 Bedrooms and 3 Baths with a King Bed in the Primary Bedroom, a Queen Bed in Bedroom 2, a King Bed in Bedroom 3, Two Twin Beds in Bedroom 4 and a Sofa Bed in the Living Room. The Kitchen Offers Quartz Countertops, an Island with Seating, Stainless Steel Appliances, a Washer and Dryer and Abundant Natural Light. Each Bedroom has Ceiling Fans and One Bathroom Includes a Shower/Tub Combo. The Door from the Kitchen Leads to a Beautiful Patio with Lounge Chairs Surrounded by Tropical Landscaping, Palm Trees and Lush Foliage. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Great Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living!

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

Listing Agent: Suzanne Docobo (954-304-4932)

Remarks: Short Sale. Short sale, Bank approved price. Welcome to this charming two-story home in Kissimmee FL. Featuring two master suites one on the main floor and another upstairs each with updated private bathrooms. Two additional bedrooms share a beautifully updated third bathroom. Downstairs, the open-concept layout connects the kitchen, dining, and family room, creating an ideal space for everyday living. Enjoy cozy evenings by the fireplace or cook with ease in the well-appointed kitchen that overlooks the main living areas. Step outside to a spacious, fully fenced backyard, perfect for pets, play, or weekend gatherings. Recent upgrades include a new roof (2022) and A/C system (2019). Community amenities include Lake Marion Community Park, basketball court, and sports field, free cable, fitness center, meeting rooms, & community pool. Close to Disney, shopping, and dining, this home is perfect for you. There is a 15,000-dollar US Federal Bankruptcy Estate Fee to be paid by the buyer at closing.

Listing is courtesy of: CENTURY 21 CARIOTI (407-770-0322)

Listing Agent: Kavita Uttamchandani (239-691-2289)

Remarks: Short Sale. Soleil at Westside pulls off something most Florida neighborhoods can't. You get the location every vacationer wants, but the community bans short-term rentals, so the people next door are actual neighbors, not a rotating cast of strangers wheeling suitcases past your door. Built in 2024, this end unit still lives like new. Walk into an open concept living where the living room flows straight into an inviting kitchen with a large breakfast bar, stone counters, and stainless steel appliances. Head upstairs and everything you want close stays close: the laundry, and all three bedrooms. Your primary suite hands you two walk-in closets and a private ensuite. Down the hall, two more bedrooms share a second bath. Outside your door: a pool, a playground, a fitness circuit. The HOA covers the landscaping and the roof, so your Saturdays belong to you. You're in the location everyone drives in for, and the quiet they have to drive home from. All of the access, none of the noise.

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

Listing Agent: Chad Vaughan (561-635-7174)

Remarks: 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.

Listing is courtesy of: KEYSTONE PROPERTY CONSULTING FIRM (813-596-5577)

Listing Agent: Alexander Bartnesky (813-334-3852)

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. 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. SHORT SALE. Bank Approved SHORT SALE. Welcome to YOUR beautifully updated 3-bedroom, 2-bathroom home nestled in a quiet and friendly Kissimmee neighborhood. Featuring a spacious layout and stylish tile flooring throughout, this home is move-in ready and perfect for comfortable Florida living. The renovated kitchen is a standout in the neighborhood with sleek granite countertops, modern finishes, and plenty of cabinet space ideal for cooking and entertaining. Enjoy the outdoors with a large backyard offering endless possibilities for gatherings, gardening, or even a future pool. A motivated seller, this is a rare opportunity you won’t want to miss!

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

Listing Agent: Justen Abudaif (407-459-2904)

Remarks: Short Sale. Welcome to this beautifully constructed 2023 home offering 1,765 sq ft of heated living space! This spacious 4-bedroom, 2-bathroom residence features an open, bright, and airy floor plan designed for modern living. The home is tiled throughout and showcases a stylish kitchen with granite countertops, wood cabinetry, and a full stainless steel appliance package—perfect for both everyday use and entertaining. Both bathrooms also feature elegant granite finishes. The primary suite is a true retreat, complete with a double walk-in closet and a luxurious en-suite bathroom featuring a standalone soaking tub and a separate shower with ceramic tile extending to the ceiling. Additional highlights include a high-efficiency air conditioning unit and partial fencing along the right and rear sides for added privacy. Located in a desirable community, residents enjoy access to fantastic amenities including a fitness center, aquatic center, tennis courts, playgrounds, and parks. Even better—no CDD and a low annual HOA fee! Don’t miss your opportunity—schedule your private showing today!

Listing is courtesy of: PREMIUM PROPERTIES R.E SERVICE (407-380-2800)

Listing Agent: Dionne Harding, Pa (407-283-2189)

Remarks: Short Sale. Welcome home to this 3-bedroom, 2-bathroom residence tucked away in a quiet Poinciana area. This property offers the perfect blend of privacy and comfort, featuring a fully chain-link fenced backyard with no rear neighbors. Step inside to an airy, open floor plan highlighted by vaulted ceilings and durable all-tile flooring throughout—no carpet here! The spacious kitchen serves as the heart of the home, overlooking the family and dining areas. Notable updates include a new roof installed in 2018 and a newer water heater. The primary suite offers a private retreat, while the guest rooms are generously sized. Outside, you can enjoy the Florida sunshine on the large open porch or utilize the 2-car garage, which comes equipped with a built-in workshop and cabinetry. Location is everything! You are minutes away from the Poinciana Hospital, Valencia College, shopping, and dining, with easy access to Disney and major highways. With a low HOA and prime location, this home is perfect for first-time buyers or investors alike. Schedule your showing today!

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Delaindse Leon (407-791-7595)

Remarks: Short Sale. SHORT SALE. LENDER APPROVED SHORT SALE. 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. Price Adjustment! Can you say Home Sweet Home! This Stunning 4-bedroom, 3-bath residence offers 1,941 sq ft of beautifully designed living space, built in 2022 with modern comfort in mind just having one of the bedrooms and a full bathroom located on the main floor for convenience. As you Step into your backyard you will see an extended patio and fully fenced in Oasis—perfect for entertaining, relaxing evenings, or giving pets and family room to play. Inside, you’ll find a spacious open layout ideal for both everyday living and hosting guests. The well-appointed kitchen flows seamlessly into the living room space with its superb accent wall and dining area, creating a bright and inviting atmosphere. With four generously sized bedrooms and three full bathrooms, there’s plenty of space for everyone. Located in a growing Kissimmee community, this home combines privacy, style, and convenience—all at an incredible value. Hoa adds value as it includes basic Cable and Internet in the fee! The community also has two community pools, a clubhouse, a seniors center and so much more!! Don’t miss your chance to own a move-in-ready property with outdoor space that truly sets it apart!

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

Listing Agent: Carlos German (888-883-8509)

Remarks: Short Sale. Welcome to 511 Kilimanjaro Drive, a 3-bedroom, 2-bath home located in the heart of Poinciana, Florida. This charming single-family residence features an open-concept living area perfect for both entertaining and everyday comfort. The kitchen boasts modern appliances and sleek cabinetry, while the spacious great room offers seamless views of the private, in-ground pool. The home sits on an 8,625 sq. ft. lot with a fenced yard, ideal for outdoor gatherings. Built in 1991, this well-maintained property features a brand-new roof, ensuring peace of mind for future homeowners. Located within 20 miles of Orlando, residents enjoy easy access to world-famous theme parks, shopping centers, and dining options. The area is home to quality schools, parks, golf courses, and recreational facilities, catering to a variety of interests. This move-in-ready home offers the perfect blend of style, comfort, and convenience for Florida living.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Jacinto Romero (321-939-3748)

Remarks: Under contract-accepting backup offers. Short Sale. Third-Party Authorization Required. As you enter, you are greeted by high ceilings and an open layout that allows the living, dining, and kitchen areas to flow together seamlessly. The front of the home features a formal living room that can serve as a sitting area or flexible space, while the dining area connects easily to the kitchen, making it convenient for everyday meals and entertaining. Toward the back of the home, a spacious family room overlooks the backyard and provides direct access to the patio, giving you the perfect place to relax or host gatherings. The split-bedroom floor plan ensures privacy for the primary suite, which includes a walk-in closet and a private bathroom. Two additional bedrooms and a second full bathroom are located on the opposite side of the home, offering plenty of room for family, guests, or a home office. Ceiling fans throughout add comfort, while natural light brightens the interior. Recent updates provide peace of mind, including a newer roof, air conditioning system, water heater, washer, dryer, and microwave, all replaced within the last four years. The home is built with durable block and stucco construction and includes a two-car garage for parking and storage. The exterior of the property features a spacious lot of over 0.30 acres, with ample yard space for gardening, outdoor activities, or future enhancements. A patio area provides a great spot for enjoying Florida’s sunshine. Conveniently situated near shopping, dining, schools, and major Central Florida attractions, this home combines everyday comfort with a peaceful residential setting. 706 N Rennes Court offers the perfect blend of functionality, updates, and value. Whether you are looking for a primary residence or an investment property, this home is move-in ready and waiting for its next owner.

Listing is courtesy of: ENGEL & VOLKERS NEW SMYRNA (386-213-6899)

Listing Agent: Max Engel-Epstein (860-830-4412)

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 Reunion Village living at its finest. This beautifully designed two-story home offers the perfect blend of comfort, style, and location. Featuring 4 spacious bedrooms, 2.5 bathrooms, and an open-concept floor plan, this property is ideal for both everyday living and entertaining. The modern kitchen is equipped with sleek finishes, quality appliances, abundant cabinetry, and overlooks the spacious dining and living areas filled with natural light. Upstairs, enjoy a versatile loft space perfect for a home office, media room, or play area, along with a generously sized primary suite featuring a walk-in closet and dual vanity bathroom. Additional highlights include engineered hardwood and vinyl flooring, covered patio, irrigation system, tankless water heater, and a 2-car garage. Located in the highly sought-after Reunion Village community near ChampionsGate, major highways, shopping, dining, golf courses, and Central Florida’s world-famous attractions. Excellent opportunity as a primary residence, vacation home, or investment property. Schedule your private showing today.

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

Listing Agent: Naiverh Castelao (404-788-7899)

Remarks: 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

Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)

Listing Agent: Maria Aldana, Llc (786-239-0262)

Remarks: Short Sale. This spacious 3-bedroom, 2-bathroom residence offers modern design, ample living area, and the perfect blend of comfort and style. The open-concept floor plan features a bright and airy living area, ideal for family gatherings and entertaining guests. The kitchen is equipped with stainless steel appliances, granite countertops, and plenty of cabinet space. Step outside to the spacious backyard, offering plenty of room for outdoor activities, gardening, or simply relaxing in the Florida sunshine. Whether you're hosting a BBQ or enjoying a quiet evening, this expansive yard is perfect for it all. Close to shops and easy access to Highways, hospital, restaurants.

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Franklin Mateo (407-476-3660)