Kissimmee Short Sales - 97 homes

Remarks: Under contract-accepting backup offers. Short Sale. Welcome to your dream home! A charming property with no HOA. This home features 3 bedroom and 2 full bathrooms. Open floor plan. As you enter the home it opens up to a warming atmosphere, leading to the living room and dining room area. The kitchen window looks out to your pool where you can entertain family and friends, perfect for enjoying the outdoors. This home also has a large private fenced in yard, 2 car garage with a side door leading you outside. The in-ground pool has a screened enclosure with child safe fencing. All of this is located not to far from shopping, dinning and entertainment. Don't miss out on this wonderful opportunity to make this home your new home.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Veronica Bagunas (904-536-9039)

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. 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. 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. Spacious 3-bedroom, 2-bathroom home offering over 1,500 square feet of living space with a desirable split floor plan and vaulted ceilings. The layout features a spacious living room/great room combination along with an additional family room, providing ample space for both everyday living and entertaining. The kitchen includes generous counter space and a breakfast bar that overlooks the dining area, with sliding glass doors leading to the rear patio. The primary suite offers a walk-in closet and private bathroom. Additional features include an interior utility room with washer/dryer hookups, a 2-car garage with attic access, and an oversized driveway for extra parking. The roof was replaced in 2021. Situated on a large lot with a spacious backyard, this property offers excellent potential for a primary residence, retirement home, or investment opportunity.

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

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

Remarks: Under contract-accepting backup offers. Short Sale. Welcome to 686 Cotulla Drive, a beautifully renovated 4-bedroom, 3-bathroom home located in the thriving city of Kissimmee, FL. This stunning property has been fully renovated with modern upgrades and offers the perfect blend of style, comfort, and functionality. Step inside to discover an inviting living space adorned with brand new porcelain tiles flooring throughout, creating a sleek and contemporary ambiance. The kitchen has been upgraded with new appliances, providing the perfect setting for culinary adventures. The spacious master bedroom features an ensuite bathroom, offering a private retreat for relaxation. Three additional bedrooms provide ample space for family and guests, while the remaining bathrooms have been tastefully renovated with modern fixtures and finishes. Outside, you'll find a detached shed, perfect for storing tools, equipment, or outdoor essentials. The highlight of this property is the heated swimming pool, where you can enjoy leisurely swims or host gatherings with friends and family. Relax and unwind in the large screen enclosed lanai, offering a serene outdoor oasis for year-round enjoyment. Conveniently located in Kissimmee, FL, this home offers easy access to shopping, dining, entertainment, and major highways, making it the ideal place to call home. Don't miss your chance to own this exceptional property. Contact us today to schedule a viewing and experience modern living at its finest!

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Rodi Guzman (407-883-0535)

Remarks: Under contract-accepting backup offers. Short Sale. Charming 3-Bedroom Townhome – Ideal for Investment or Primary Residence. No Carpet. This spacious 3-bedroom, 2.5-bathroom townhome presents a fantastic opportunity for homeowners and investors alike. Located in a desirable community, this property offers a functional layout with an open-concept living and dining area, a well-appointed kitchen, and generously sized bedrooms. Perfect for both long-term and short-term rentals. Enjoy the resort-style amenities, including a pool, gym, and playground. Enjoy convenient access to local amenities, shopping, dining, and major highways.

Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)

Listing Agent: Jorge Martinez, Jr (407-513-2366)

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. This beautiful single-family home is now available in Kindred Community, Kissimmee, FL. The home features 4 bedrooms, 2 bathrooms, and garage parking for 2 vehicles. The main bedroom has a walk-in closet and an en-suite bathroom. This property shines with solar panels, saving you money and the environment. Only 30 minutes away from Amtrak and less than 30 minutes from Disney World. With access to Downtown Kissimmee, Florida Turnpike, Airport, VA Hospital, THE LOOP Shopping area, restaurants, shopping centers, supermarkets and Sunrail Train. This community offers, dog park, club house, pools, gym, playground, walking areas and more.

Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)

Listing Agent: Lionel Cruz (941-279-3630)

Remarks: Under contract-accepting backup offers. Short Sale. Discover the ultimate blend of comfort, convenience, and opportunity with this beautifully designed 4-bedroom, 3.5-bath townhouse in Kissimmee. Featuring a private 1 bed, 1 bath in-law suite with its own entrance, this home is perfect for Airbnb, a vacation retreat, or your primary residence. Located in a 24-hour guard-gated community, you’ll enjoy access to top-notch amenities, including a sparkling pool, parks, playgrounds, tennis and basketball courts, and a beach volleyball area—everything you need for a resort-style lifestyle. The spacious interior boasts an open floor plan, ideal for hosting family and friends. The upstairs master suite offers a private balcony where you can unwind with your morning coffee and take in the serene surroundings. Just minutes from Disney, shopping, and dining, this townhouse is a prime location for both leisure and investment. Whether you’re seeking a profitable rental, a vacation getaway, or your next home, this property is a must-see. Own your slice of paradise today!

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

Listing Agent: Marcelo Gaitan Estabridis (863-399-5675)

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. 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 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. Located in the highly desirable Bellalago community, this stunning 2022-built home offers 5 bedrooms and 4 full bathrooms with a spacious, functional layout. The first floor features a formal dining room, a flexible office/den/game room, and an open kitchen, dining, family room combo perfect for entertaining, plus a convenient downstairs bedroom and full bath. The kitchen is equipped with stainless steel appliances, quartz countertops, and 42" cabinets. Upstairs, enjoy an open loft area, laundry room, three additional bedrooms, and a luxurious primary suite with a private balcony, walk-in shower, soaking tub, dual sinks, and an oversized walk-in closet. The fully fenced backyard offers added privacy with no rear neighbors. In addition to this luxurious home, Bellalago is a resort style guard gate community with unparalleled amenities and stunning natural surroundings. You'll have a breathtaking pool, water slide, water park, fitness center, clubhouse, walking and bike trails, dog park, volleyball, tennis and basketball courts, a fishing pear and water access to Lake Tohopekaliga via boat ramps and boat lifts. All this minutes from restaurants and shops.

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

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

Remarks: Under contract-accepting backup offers. 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: Under contract-accepting backup offers. Short Sale. Over $25,000 in completed renovations including roof, glass shower door, landscaping, concrete sealing, touch up paint. Welcome to your dream home - where every day feels like a vacation. This stunning five-bedroom, four-bath pool home is located in the sought-after, resort-style boating community of Bellalago. Recently renovated, the home features luxurious upgrades throughout, including marble tile backsplashes and premium hardware in all four bathrooms. The kitchen is a chef’s delight, fully updated with modern finishes and stainless steel appliances. Step outside through one of three access points to a beautifully extended patio, upgraded with elegant pavers, and enjoy your own private pool and jacuzzi spa—perfect for relaxing or entertaining. Beyond your own backyard oasis, you'll enjoy the unmatched amenities of this 24/7 guarded and gated community. As a resident of Bellalago, you also gain access to the neighboring Isles of Bellalago, expanding your options for leisure and recreation. Amenities include a Jr. Olympic-size pool, a zero-entry pool, splash pad, playgrounds, tennis and basketball courts, two fully equipped fitness centers, and much more. A full-time lifestyle director coordinates year-round events, fitness classes, and community activities, while an on-site restaurant adds to the resort-like living experience. Located just 30 minutes from Disney World and other major attractions, and offering access to Lake Toho via a community boat lift and dock, this home is truly a rare opportunity. Schedule your tour today and start living the vacation lifestyle every day!

Listing is courtesy of: REALTY ONE GROUP INSPIRATION (321-233-2300)

Listing Agent: Blake Blahut (407-748-0484)

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. 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: Under contract-accepting backup offers. 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)

Remarks: Short Sale. Dive into the tranquil Florida life with this charming 3-bedroom, 2-bathroom home located in BRUCES SUNSHINE HOMES, Kissimmee. This is more than just a house; it's a completely renovated oasis! Enjoy the Florida sun in your own backyard! The property features a spacious, private, fenced yard and a 30x15 ft pool with a brand new pump system. Skip the headache of repairs! The home boasts a roof replaced in 2019, a newly installed AC unit (only one year old), and a large, new kitchen awaiting your culinary creations. With separate living and dining rooms, you have ideal areas for both entertaining guests and everyday family life. Freshly painted interiors and new laminate flooring add a modern, bright touch throughout!

Listing is courtesy of: LOKATION (954-545-5583)

Listing Agent: Maria Santana (407-453-6450)