Kissimmee Short Sales - 97 homes

Remarks: Under contract-accepting backup offers. Short Sale. *SHORT SALE* Perfect starter home in quiet Poinciana neighborhood! Welcome to this charming 2-bedroom, 2-bathroom home nestled in a peaceful and well-established neighborhood — a fantastic find for first-time homebuyers or savvy investors! Step inside to discover a spacious living and dining area, perfect for relaxing or entertaining guests. The galley-style kitchen offers efficiency and function, with room to make it your own. This home’s layout is both cozy and practical, offering just the right amount of space without sacrificing comfort. Enjoy peace of mind with major updates already done — a NEW roof in 2018, NEW AC unit in 2019, new water heater and hurricane impact resistant windows mean you can move in with confidence. Located in the fast-growing community of Poinciana, you’ll love the convenience of being minutes from major roads, hospitals, schools, shopping centers, and even a bus stop. Plus, you’re just a short drive from popular local attractions and points of interest — making this a truly ideal location. Whether you're looking for a place to call home or your next smart investment, this property checks all the boxes. Don’t wait — schedule your showing today before it’s gone!

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Chris Creegan (407-622-1111)

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: 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. Please dont send lower offers investor/mortgagor wont accept them. Unfurnished, Townhome 3 bedroom 2.5 bathroom, Year built 2005. Fiesta Key. Unit features first floor, with guest half bath and open concept kitchen and family room. Second floor includes master bedroom and two bedrooms in the back hall. Full amenities including: walk distance to clubhouse, resort style pool, fitness center, playgrounds, picnic areas, tennis court, walking trails, land 24 hour gated community. Location is key as this resort style community is located approximately 10 Minutes from thoroughfares, shopping, and dining golf course! Disney parks are approximately 10 miles away from this townhome, restaurants, and retail stores are less than 2 miles away. Property is currently Vacant. Available for showing, lockbox combination.

Listing is courtesy of: BRIGHT TRUST REALTY LLC (407-914-0227)

Listing Agent: Nelson Zavarella (407-460-0877)

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: Under contract-accepting backup offers. 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: Under contract-accepting backup offers. Short Sale. 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. Property does need some TLC Sold As-Is!!!!!

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

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

Remarks: Under contract-accepting backup offers. Short Sale. Located in a well-established Kissimmee community, this 3-bedroom, 2-bath residence offers approximately 1,252 square feet of functional living space with a practical layout and manageable footprint. The home appears to require minimal cosmetic updates, presenting an opportunity for buyers seeking value with limited renovation needs. With a modest HOA fee, this property provides neighborhood structure while maintaining affordability. Conveniently positioned near shopping, dining, major roadways, and area attractions, the location supports both primary residence and investment potential. The property may require repairs and/or updates, and buyers are encouraged to complete their own inspections to determine condition. Agents: Please review all private remarks prior to scheduling a showing.

Listing is courtesy of: KELLER WILLIAMS ELITE REALTY (239-949-8338)

Listing Agent: Jonathon, Pa Mcleod (239-357-8938)

Remarks: Short Sale. Looking for the perfect pool home this summer to beat the Florida heat? Look no further! This spacious 6-bedroom, 3 full-bath home offers over 2,568 square feet of comfortable living space designed for relaxation and entertaining. Step outside to your own private backyard oasis featuring an in-ground pool with a spa/hot tub — perfect for weekend gatherings, family fun, or simply unwinding after a long day. Inside, you’ll find generous living areas, ample bedroom space, and a layout ideal for large families or multi-generational living. Whether you're hosting guests or enjoying quiet evenings at home, this property offers the space and lifestyle you've been searching for. Don’t miss your chance to own this incredible pool home — schedule your private showing today!

Listing is courtesy of: ERIZIA REALTY INVESTMENTS (407-775-6003)

Listing Agent: Realestatejo Louis (407-967-3532)

Remarks: Short Sale. Short Sale. Third Party approval is needed. Take advantage of this incredible opportunity to own a 3-bedroom home offering immediate energy savings for the new owner. Located directly across from the community amenities, you’ll enjoy easy access to the resort-style pool, splash pad, playground, and beautiful water views just steps away. This home features great curb appeal with a two-car garage and paver patio. Inside, you’ll find a bright, open layout with tile flooring, neutral tones, and plenty of natural light. The kitchen offers shaker cabinets, stainless steel appliances, decorative backsplash, recessed lighting, a pantry closet, and a center island with bar seating, all overlooking the spacious living and dining areas. Sliding glass doors lead to a large backyard with a fire pit and convenient access to the community pool. The primary suite includes dual vanities, a walk-in closet, private water closet, and a glass-enclosed shower with floor-to-ceiling tile and rainfall shower head. The guest bathroom also features dual sinks and a private tub/shower combo. A dedicated laundry room with shelving and a GE washer and dryer adds convenience.Conveniently located off South Poinciana Blvd near Valencia College, Publix, Walmart, dining, and entertainment. With an improved price, paid-off solar, and a prime location, this home is ready for its next owner. Schedule your showing today.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Florentino Beltran (407-729-5577)

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. 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. 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)