Kissimmee Homes with Short Sale

Kissimmee Homes with Short Sale

Located in the sunny state of Florida, Kissimmee is a vibrant city nestled in Osceola County. Known for its proximity to world-famous theme parks and natural beauty, Kissimmee is a popular destination for tourists and residents alike. Whether you're looking for a vacation home or a permanent residence, Kissimmee offers a variety of real estate options to suit your needs.

One type of property that you may come across in Kissimmee is homes with short sales. A short sale occurs when a homeowner sells their property for less than what is owed on the mortgage. This can be an opportunity for buyers to find a great deal on a home, as the seller is often motivated to sell quickly.

When considering a home with a short sale in Kissimmee, it's important to work with a knowledgeable real estate agent who can guide you through the process. They can help you navigate the complexities of negotiating with the lender and ensure that you are making an informed decision.

Keep in mind that purchasing a home with a short sale can take longer than a traditional sale, as there may be additional paperwork and negotiations involved. However, for those willing to be patient, a short sale can offer a chance to own a property in Kissimmee at a more affordable price.

Whether you're interested in exploring the theme parks, enjoying the natural beauty of the area, or looking for a great real estate investment, Kissimmee has something to offer everyone. Consider the opportunity of purchasing a home with a short sale and make your dream of living in this vibrant city a reality.

Newest Kissimmee Homes with Short Sale

1785 Petiole Place, Kissimmee
$525,000
4 Beds ⋅ 3 Baths ⋅ Pennyroyal SubDv. ⋅ 34744 Zip Code
Short Sale. Welcome to this BEAUTIFULLY MAINTAINED 4-Bedroom, 3-Bath home in Penny Royal of Kissimmee! Built in 2023 and offering over 2,300 SQUARE FEET, this CORNER-LOT HOME still feels fresh and modern, with a MOVE-IN-READY condition and stylish finishes throughout. A BRICK PAVER DRIVEWAY leads to the TWO-CAR GARAGE, while a matching paver walkway welcomes you to the front porch. Step through the beautiful front door with its DECORATIVE BEVELED, TEXTURED GLASS INSERT and discover a bright, inviting interior featuring LUXURY VINYL PLANK FLOORING throughout.The OPEN-CONCEPT FLOOR PLAN seamlessly connects the Living Room, Dining Room and Kitchen, creating an ideal setting for everyday living and entertaining. NATURAL LIGHT pours in through the windows and sliding glass door, enhancing the home's warm, airy feel. The stunning Kitchen is designed to impress, featuring solid wood cabinetry, QUARTZ COUNTERTOPS, a stylish modern backsplash and a convenient closet pantry. A beautiful BELFAST SINK, built-in oven, sleek cooktop with a CONTEMPORARY RANGE HOOD, and a spacious center island with BREAKFAST BAR SEATING complete this thoughtfully designed space. A FIRST-FLOOR BEDROOM and Full Bath provide excellent flexibility for visiting guests, extended family or multigenerational living. Upstairs, a SPACIOUS LOFT offers additional living space—perfect for a game room, media area or a comfortable place to gather. The nearby Primary Suite provides a relaxing retreat, complete with an en suite Bath featuring DUAL SINKS, a GARDEN TUB, separate STEP-IN SHOWER and PRIVATE WATER CLOSET. The generous walk-in closet is enhanced by a CUSTOM BUILT-IN CLOSET SYSTEM (2025), creating an organized and functional space. Two additional Bedrooms, a Full Bath and an upstairs Laundry Room with a utility sink complete the second floor. Step outside to the COVERED REAR PORCH overlooking the GENEROUS BACKYARD, offering a wonderful space for outdoor dining, weekend gatherings or simply unwinding at the end of the day. Residents also enjoy a LOW-HOA COMMUNITY with a clubhouse, community pool and playground—perfect for enjoying the Florida sunshine close to home. CONVENIENTLY LOCATED in Kissimmee, Penny Royal offers access to everyday shopping, dining and recreation, with THE LOOP providing a popular destination for restaurants, entertainment, and shopping. Explore the waterfront and walking paths at KISSIMMEE LAKEFRONT PARK, enjoy local shops and dining in HISTORIC DOWNTOWN KISSIMMEE, or plan a day of adventure at Central Florida’s WORLD-FAMOUS THEME PARKS. Major roadways, including Florida’s Turnpike and US-192, help connect you to destinations throughout the Orlando area. With so much to love, from the MODERN FINISHES to the SPACIOUS LAYOUT and COMMUNITY AMENITIES, this NEARLY-NEW HOME offers the comfort and convenience of a thoughtfully designed home without the wait of new construction, and an exceptional place to call home. Come see it for yourself!

1785 Petiole Place, Kissimmee
1629 Bitteroot Street, Kissimmee
$310,000
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
Short Sale. Beautiful townhome in the desirable Kindred community! This home features an open floor plan with the kitchen flowing seamlessly into the dining and living areas. The kitchen offers stainless steel appliances, granite countertops, and a large center island. All bedrooms and the laundry room are conveniently located upstairs. The spacious primary suite includes an ensuite bathroom with a walk-in shower and large walk-in closet. Enjoy the Florida weather from the cozy screened-in back porch. Kindred offers resort-style amenities including a pool, fitness center, dog park, beach volleyball, soccer field, tennis courts, and more. Conveniently located near hospitals, shopping, supermarkets, restaurants, and everyday essentials.

1629 Bitteroot Street, Kissimmee
1686 Park Side Avenue, Kissimmee
$339,000
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 2c & 2d SubDv. ⋅ 34744 Zip Code
Short Sale. Exceptional opportunity in the highly sought-after master-planned community of Kindred (Phase 2)! Perfectly positioned for ultimate convenience, this property is just minutes away from major thoroughfares including US-192 and Florida's Turnpike, making your commute a breeze to NeoCity, Lake Nona Medical City, Orlando International Airport, and world-class theme parks. Residents enjoy incredible resort-style amenities, featuring multiple swimming pools, clubhouses, state-of-the-art fitness centers, sports courts, playgrounds, and scenic walking trails. Priced to sell quickly, this home presents a phenomenal chance for savvy buyers or investors looking to break into a thriving neighborhood at an unbeatable value. Opportunities like this do not last long—schedule your private tour today! Middle and Elementary schools are CROSS PRAIRIE K8 Se habla espanol y portugues

1686 Park Side Avenue, Kissimmee
1852 Summer Serenity Drive, Kissimmee
$350,000
3 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 4a SubDv. ⋅ 34744 Zip Code
Short Sale. Welcome home to this 3 bedroom, 2.5 bathroom home located in the desirable Tohoqua community in Kissimmee! Offering a functional two story layout, beautiful pond views, and comfortable living spaces, this home is designed for both everyday living and entertaining. The main level features tile flooring throughout the living areas and an open, welcoming layout. The kitchen is equipped with granite countertops, stainless steel appliances, ample cabinet space, and a large pantry for additional storage. A convenient half bathroom is located downstairs for guests. Sliding glass doors extend the living space outdoors to a covered paver patio overlooking the pond, creating a relaxing spot to unwind and enjoy the peaceful water views. Upstairs, a landing at the top of the stairs provides additional space along with a convenient storage closet. All three bedrooms are located on the second floor, including the spacious primary suite featuring a walk in closet and an en suite bathroom with a dual sink vanity and stand up shower. The two additional bedrooms share the hall bathroom, which features a large vanity and tub/shower combination. An indoor laundry room with a utility sink is also conveniently located upstairs near the bedrooms. Additional features include a two car garage and a Rain Bird irrigation system. Located in the sought after Tohoqua community with convenient access to shopping, dining, schools, major roadways, and all that the Kissimmee area has to offer. Schedule your private showing today!

1852 Summer Serenity Drive, Kissimmee
2239 Santa Lucia Street, Kissimmee
$338,497
3 Beds ⋅ 2 Baths ⋅ Marisol Ph 2 SubDv. ⋅ 34743 Zip Code
Short Sale. Short Sale. SHORT SALE APPROVED! Welcome to 2239 Santa Lucia St in Kissimmee, Florida—a move-in-ready 3-bedroom, 2-bathroom home offering an excellent combination of comfort, convenience, and Central Florida lifestyle. Located in the desirable Marisol community, this single-story home features an open floor plan designed for easy everyday living, entertaining, and low-maintenance ownership. Inside, the spacious primary suite offers a walk-in closet and private bath, while two additional bedrooms provide flexibility for guests, a home office, or additional living space. The fenced backyard creates a private outdoor space for relaxing, entertaining, pets, gardening, or enjoying Florida's year-round sunshine. A 1-car garage and oversized driveway provide convenient parking and additional storage. Location is one of the property's biggest advantages. From here, you're conveniently positioned near Downtown Kissimmee, Lakefront Park, Kissimmee Lakefront, local shopping, restaurants, coffee shops, major highways, and everyday conveniences. Outdoor enthusiasts can enjoy nearby parks, walking paths, playgrounds, and recreational activities, while Central Florida's world-famous attractions—including Walt Disney World Resort, Universal Orlando Resort, and SeaWorld Orlando—are all within an easy drive. You'll also have convenient access to Orlando International Airport, The Loop shopping and dining district, Old Town Kissimmee, Fun Spot America, Kissimmee's Lakefront Park, and the Osceola County Fairgrounds & Events Center, making this an excellent location for enjoying everything Central Florida has to give. Whether you're a first-time homebuyer, relocating to the Orlando/Kissimmee area, looking for a low-maintenance primary residence, or searching for an opportunity in one of Central Florida's most convenient locations, 2239 Santa Lucia St offers tremendous potential.

2239 Santa Lucia Street, Kissimmee
183 Club Villas Lane, Kissimmee
$274,900
2 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr A SubDv. ⋅ 34744 Zip Code
Virtually Staged. Short Sale. Completely Renovated Golf Course Villa in the Gated Club Villas at Remington! Welcome to this stunning, move-in-ready villa nestled within the highly sought-after gated Club Villas at Remington Golf Club. Perfectly positioned along the golf course, this beautifully renovated home offers breathtaking fairway views, modern finishes, and maintenance-free living in one of Kissimmee's premier golf communities. Step inside and discover a home that has been completely transformed. Everything inside is brand new, including the kitchen, stainless steel appliances, cabinetry, quartz countertops, bathrooms, luxury tile flooring throughout, fresh interior paint, modern lighting, ceiling fans, doors, trim, and fixtures. The open-concept floor plan is filled with natural light and designed for both comfortable everyday living and effortless entertaining. Offering 2 spacious bedrooms plus a versatile office/den, this home provides the flexibility for a home office, hobby room, or guest space. The beautifully redesigned kitchen overlooks the expansive living and dining areas, creating the perfect gathering place for family and friends. Unwind in the screened lanai while enjoying peaceful panoramic views of the golf course, or sip your morning coffee on the charming screened front porch. The attached garage adds everyday convenience, while the HOA maintains the roof and exterior, allowing you to enjoy truly low-maintenance living. Residents of Remington enjoy exceptional amenities including a championship golf course, resort-style community pool, tennis courts, basketball courts, clubhouse, playground, walking trails, and beautifully maintained grounds. Ideally located just minutes from major highways, Orlando International Airport, Lake Nona Medical City, shopping, dining, schools, and Central Florida's world-famous attractions, this home offers the perfect combination of luxury, convenience, and an unbeatable lifestyle. If you've been searching for a completely turnkey golf course villa where every detail has already been updated, this is the one you've been waiting for.

183 Club Villas Lane, Kissimmee
202 Eden Lane Unit B, Kissimmee
$214,900
2 Beds ⋅ 3 Baths ⋅ Bvl Gold Coast Twnhms Unrec SubDv. ⋅ 34743 Zip Code
Short Sale. SHORT SALE! SHORT SALE! Beautifully maintained 2-bedroom, 2.5-bath townhome located in the desirable Buena Ventura Lakes area of Kissimmee. Offering approximately 1,088 square feet of living space, this two-story residence features a functional floor plan with an open living and dining area, abundant natural light, and a spacious kitchen with ample cabinet and countertop space. The first floor includes a convenient half bathroom, while both upstairs bedrooms feature their own private en-suite bathrooms, providing added comfort and privacy. One of the bedrooms also offers access to a private balcony. Recent improvements include updated interior finishes, making this home move-in ready. Enjoy a private covered rear patio, inside laundry area, central air conditioning, and low-maintenance living. Conveniently located just minutes from Florida's Turnpike, Osceola Parkway, Orlando International Airport, Lake Nona Medical City, shopping, restaurants, schools, and major attractions. This property offers an excellent opportunity for first-time buyers, primary residents, or investors seeking a centrally located home. Don't miss the opportunity to own this well-maintained property in one of Kissimmee's most convenient locations. Schedule your private showing today

202 Eden Lane Unit B, Kissimmee
2000 Rankin Street, Kissimmee
$333,000
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 3a SubDv. ⋅ 34744 Zip Code
Short Sale. Hud approved short sale at $333,000. Welcome to this beautiful 3-bedroom, 2.5-bath home with a 1-car garage, located in the highly sought-after Kindred community of Kissimmee. Built in 2024, this move-in ready residence offers 1,814 square feet of thoughtfully designed living space featuring an open-concept floor plan perfect for everyday living and entertaining. The modern kitchen flows seamlessly into the dining and living areas, creating a bright and inviting atmosphere. Upstairs, you’ll find a spacious primary suite with a walk-in closet and private bath, along with two additional bedrooms and a convenient laundry area. Residents enjoy resort-style amenities including a community pool, fitness center, playgrounds, walking trails, dog park, and green spaces. Conveniently located near Lake Nona, Orlando International Airport, Medical City, shopping, dining, and major highway Short Sale – Subject to lender approval. An exceptional opportunity to own a nearly new home in one of Central Florida’s fastest-growing communities. Priced at $289,000. Schedule your private showing today!

2000 Rankin Street, Kissimmee
1055 Universal Rest Place, Kissimmee
$170,000
3 Beds ⋅ 2 Baths ⋅ Eric Estates SubDv. ⋅ 34744 Zip Code
Short Sale. Short sale. Seller is reviewing all presented offers and highest offer will be presented to bank for review. All offers must be submitted by 9/3/2026. Great starter home with amazing potential! TLC needed to transform into your dream haven. A gated community provides an extra level of peace and tranquility.

1055 Universal Rest Place, Kissimmee
1959 Cacutta Way, Kissimmee
$352,000
4 Beds ⋅ 2 Baths ⋅ Kindred SubDv. ⋅ 34744 Zip Code
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

1959 Cacutta Way, Kissimmee
17 Trotters Circle, Kissimmee
$284,000
3 Beds ⋅ 2 Baths ⋅ Bvl Unit 11 1st Add SubDv. ⋅ 34743 Zip Code
Short Sale. List price has been approved by the bank. Welcome to a charming home in a well-established neighborhood in Kissimmee, Florida. This inviting property offers a comfortable layout designed for everyday living. Bright natural light fills the interior and creates a warm, welcoming feel throughout. The main living areas provide a flexible space for relaxing or entertaining guests. The kitchen offers plenty of room for preparing meals and gathering with family and friends. The bedrooms are thoughtfully positioned to provide comfort and privacy. The home sits on a generously sized lot with room to enjoy the outdoors. The backyard provides space for weekend barbecues, gardening, or simply unwinding after a long day. Mature surroundings add to the sense of tranquility and charm. Convenient access to shopping, dining, and daily essentials makes errands simple. Commuters will appreciate the proximity to major roadways connecting the area. The location offers an easy drive to the attractions and employment centers of Orlando, Florida. Nearby parks and recreation options provide opportunities to enjoy the Florida lifestyle year-round. Whether you're looking for a primary residence or an investment opportunity, this home is full of potential. Schedule your private showing and discover everything this property has to offer.

17 Trotters Circle, Kissimmee
1844 Bright Sky Drive, Kissimmee
$355,000
3 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 7 SubDv. ⋅ 34744 Zip Code
Short Sale. PRICE IMPROVEMENT – $355,000! SHORT SALE OPPORTUNITY WITH CONDITIONAL LENDER APPROVAL PREVIOUSLY OBTAINED. Exceptional opportunity in the Tohoqua community! This beautiful 3-bedroom, 2.5-bath home with a 2-car garage offers modern living, comfort, and convenience. Built in 2025, this move-in-ready home features a bright open-concept floor plan, spacious living areas, abundant natural light, and a modern kitchen designed for everyday living and entertaining. Upstairs, the generously sized bedrooms include a private primary suite designed as a relaxing retreat. Conveniently located near Lake Nona, Medical City, Orlando International Airport, major roadways, shopping, dining, and employment centers. The Tohoqua community offers attractive amenities and convenient access to Central Florida. Schedule your showing today and contact the listing agent for submission instructions. Property is being sold AS-IS. Final terms are subject to seller acceptance and lender approval.. Property is being sold AS-IS. All offers are subject to seller acceptance and lender approval.

1844 Bright Sky Drive, Kissimmee
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