Kissimmee Homes with Short Sale

Kissimmee Homes with Short Sale

Welcome to Kissimmee, a vibrant city located in the heart of Florida. Known for its sunny weather, beautiful landscapes, and friendly community, Kissimmee is a fantastic place to call home.

If you're looking to invest in real estate in Kissimmee, you'll find a range of options, including homes with short sales. Short sales can be a great opportunity for buyers looking to snag a deal on a property. These homes are typically sold for less than what is owed on the mortgage, making them an attractive option for savvy investors or first-time homebuyers.

Kissimmee offers a diverse selection of properties with short sales, ranging from cozy condos to spacious single-family homes. Whether you're looking for a starter home, a vacation property, or a lucrative investment opportunity, Kissimmee has something for everyone.

In addition to its real estate opportunities, Kissimmee boasts a thriving local economy, top-rated schools, and a wide range of recreational activities. From exploring the nearby theme parks to enjoying the local dining scene, there's always something exciting to do in Kissimmee.

Don't miss out on the chance to own a piece of this dynamic city. Contact us today to learn more about homes with short sales in Kissimmee and start your real estate journey in this fantastic Florida city.

Newest Kissimmee Homes with Short Sale

3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 6 SubDv. ⋅ 34747 Zip Code

Short Sale. SHORT-SALE OPPORTUNITY IN WINDSOR PALMS! This fully furnished 3-bedroom, 2-bath condo offers approximately 1,268 square feet in a gated resort community just minutes from Walt Disney World. Suitable for personal occupancy, a vacation home, or short- or long-term rental use, subject to applicable association rules, licensing, and governmental requirements. Documented 2023 updates include the A/C system, luxury vinyl flooring, interior paint, granite countertops, bathroom vanities and sinks, kitchen sink, dishwasher, and washer/dryer. Televisions were updated in 2025. Community amenities include gated entry, resort-style pool, clubhouse, sports courts, movie theater, arcade, and bar. Conveniently located near Disney-area attractions, shopping, dining, entertainment, major roadways, and Orlando-area airports. Sale price, terms, and closing timeline require the seller’s lender approval. Buyer must verify measurements, property condition, included furnishings, HOA fees and assessments, rental requirements, licensing, insurance, financing, and association information.

8107 Coconut Palm Way Unit 201, Kissimmee

4 Beds ⋅ 4 Baths ⋅ Cumbrian Lakes Resort Ph 3 SubDv. ⋅ 34746 Zip Code

Virtually Staged. Short Sale. One or more photos have been virtually staged. Welcome to this beautiful home located in the exclusive gated community of Cumbrian Lakes, one of Kissimmee's most sought-after neighborhoods for short-term vacation rentals and investment properties. This spacious home features an open-concept floor plan, making it ideal as a primary residence, vacation home, or income-producing investment property. The heart of the home is the well-appointed kitchen, featuring stainless steel appliances, a large breakfast island, and seamless flow into the living room, dining area, and covered lanai—creating the perfect space for entertaining. Step outside to your private screened pool, where you can relax and enjoy Florida's year-round sunshine. High ceilings fill the home with abundant natural light, while the split-bedroom floor plan provides added privacy. The garage has been professionally converted into a climate-controlled living space with air conditioning and heating, adding approximately 440 square feet of additional living area—ideal for a game room, home office, fitness room, or flexible living space. The spacious primary suite offers direct access to the lanai and pool and features an en-suite bathroom with a garden tub, separate walk-in shower, and walk-in closet. Bedrooms two and three share a Jack-and-Jill bathroom, while the fourth bedroom is conveniently located near another full bathroom. An additional half bathroom and an outdoor poolside shower provide extra convenience for family and guests. The covered lanai includes a ceiling fan and lighting, making it the perfect place to enjoy outdoor living throughout the year. Lawn maintenance is included in the HOA fee, offering added convenience and low-maintenance ownership. Ideally located just minutes from Walt Disney World, Universal Orlando Resort, SeaWorld Orlando, shopping, dining, major highways, and the SunRail station, this property offers exceptional convenience and accessibility. Cumbrian Lakes is a highly desirable gated community that allows short-term rentals, making it an outstanding opportunity for investors seeking strong rental potential or buyers looking for a vacation home in the heart of Central Florida. Don't miss this exceptional opportunity to own a property in one of Kissimmee's premier vacation rental communities!

4806 Cumbrian Lakes Drive, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Concorde Estates Ph 1b SubDv. ⋅ 34746 Zip Code

Short Sale. Ideally located in one of Kissimmee's fastest growing areas, this beautiful home offers the perfect combination of convenience, comfort, and lifestyle. Just minutes from Valencia College, top rated elementary schools, shopping centers, restaurants, grocery stores, hospitals, parks, and Orlando's world famous attractions, this location is ideal for both homeowners and investors. Perfectly positioned directly across from a beautiful pond, the home enjoys peaceful water views that create stunning sunrises and breathtaking sunsets, adding a sense of tranquility to everyday living. This spacious single story residence features 4 bedrooms, 2 full bathrooms, and over 2,000 square feet of living space with an open and functional layout, a generously sized kitchen, a spacious primary suite, and a two car garage. Step outside to a fully fenced backyard that offers privacy and the perfect setting for relaxing or entertaining family and friends. Residents also enjoy access to outstanding community amenities, including a swimming pool and fitness center, all with a low HOA fee, making this home an exceptional opportunity to enjoy the best of Central Florida living.

3108 Westbrook Road, Kissimmee

8 Beds ⋅ 6 Baths ⋅ Windsor/Westside-Ph 2a SubDv. ⋅ 34747 Zip Code

Short Sale. Welcome to your own slice of paradise in the highly sought-after, guard-gated Windsor at Westside Resort! This beautifully updated and fully furnished 8-bedroom, 6-bath home offers over 4,041 square feet of spacious living designed for comfort, entertainment, and unforgettable vacation experiences. The versatile floor plan features a convenient first-floor primary suite, while two upstairs bedrooms include private en-suite baths for added privacy. Enjoy Florida living year-round in your private heated pool and spa, or gather family and guests in the incredible converted game room complete with gaming consoles, a pool table, and driving simulators. Located just minutes from Disney, this exceptional resort home provides access to world-class amenities, including a resort-style pool, lazy river, expansive clubhouse, fitness center, poolside cabana, sand volleyball courts, and tennis courts. Whether you're looking for a vacation retreat, primary residence, or income-producing investment property, this move-in-ready home offers the perfect blend of luxury, location, and resort-style living.

1836 Nice Court, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Ridgewood 1 Rev SubDv. ⋅ 34744 Zip Code

Short Sale. Welcome to this beautiful 3-bedroom and 2 bathroom. Explore this spacious 2,457 sq. ft. home on a generous half-acre lot, offering a unique blend of comfort and potential. Featuring three bedrooms, two bathrooms. Highlighted by two detached garages—one a potential apartment with its own kitchen and bathroom. The home is close to Neo City, Downtown Kissimmee, The Lakefront, and you are not far from shopping, restaurants, major highways, the airport and Mickey.

581 Woodlawn Terrace, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Spectrum At Reunion Condo Ph 6a & 6b SubDv. ⋅ 34747 Zip Code

Short Sale. Short Sale – Bank-Approved Price! Don't miss this incredible opportunity to own a fully furnished, turnkey home in the highly sought-after Reunion Resort at a bank-approved price. Whether you're searching for a primary residence, a luxurious vacation retreat, or an income-producing investment property, this home is ready for you from day one with furnishings included, allowing you to move in or begin renting with minimal preparation. There is something special about coming home to a place where every day feels like a getaway. Located within the world-renowned Reunion Resort, this exceptional property offers the perfect blend of comfort, luxury, and convenience in one of Central Florida's premier resort communities. Imagine starting your mornings with a cup of coffee or tea before teeing off on one of three championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus. Spend your afternoons floating through the multimillion-dollar water park's lazy river, relaxing at one of 12 resort-style pools, or enjoying the community's outstanding recreational amenities. In the evenings, explore nearby shopping and dining or take in the spectacular Walt Disney World fireworks just minutes from your doorstep. With its unbeatable location, resort-style lifestyle, and exceptional value, this bank-approved short sale presents a rare opportunity to own in Reunion Resort at an attractive price. Whether you're looking to create unforgettable family memories or expand your investment portfolio, this home offers the Florida lifestyle you've been waiting for.

7770 Sandy Ridge Drive Unit 227, Reunion

4 Beds ⋅ 2 Baths ⋅ Poinciana Village SubDv. ⋅ 34758 Zip Code

Short Sale. Great opportunity to own this spacious 4-bedroom, 2-bath home situated on a desirable corner lot in the established Poinciana Villages community. The split-bedroom floor plan offers added privacy, while multiple living areas provide flexibility for everyday living and entertaining. The oversized primary suite features a walk-in closet, and the open patio overlooks a generously sized backyard with plenty of room to relax or entertain. Conveniently located near shopping, dining, schools, parks, and major roadways. Sale is subject to lender approval of the short sale. Property is being sold AS-IS. Buyer should verify all room sizes, HOA information, and lease restrictions. Don't miss this opportunity to add your personal touches and build equity.

807 Del Prado Drive, Kissimmee

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

5 Beds ⋅ 5 Baths ⋅ Spectrum At Reunion Condo Ph 7a & 7b SubDv. ⋅ 34747 Zip Code

Short Sale. Welcome to the 228, a BRAND NEW Fully Furnished unit with everything included that combines the contemporary luxury living and resort style with this stunning and modern condo nestled within the highly coveted Spectrum+ at Reunion Resort. Situated in the heart of a premier golf destination, Reunion Resort spans 2300 acres of stunning landscapes and offers not one, but 3 PGA SIGNATURE GOLF COURSES; Tradition by Jack Nicholas, Legacy by Arnold Palmer and Independence by Tom Watson. With the membership of the Reunion Resort, you will have access to the 3 signature golf courses among with plethora of community pools, mini golf, tennis and Pickle ball courts and the 5 acres Reunion Resort Water Park featuring a Lazy river's and slide down water slides. Additional amenities include two golf Pro-shops, conference facilities, and a myriad of dining options, from a great steakhouse to a charming sushi bar. This gorgeous and well distributed 2 story Condo is located minutes away from the enchantment of Walt Disney World. Features double height ceilings above living room, 5 bedrooms for plenty of guests and 4 full bathrooms seamlessly blend to create an atmosphere of refined comfort. Game Open Area on second floor, family room and immediate access to the amazing Rooftop deck perfect for relaxing and/or enjoy with the family and guests. No rental restrictions, ready to be your primary residence, second home or investment property with the advantage of an on-site property management company ready to do the work for you. This is your opportunity to embrace the Florida lifestyle in this gorgeous apartment, where luxury, entertainment and leisure converge in perfect harmony. Your oasis awaits at Spectrum+, a Reunion Resort.

7740 Sandy Ridge Drive Unit 228, Kissimmee

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

2 Beds ⋅ 2 Baths ⋅ Four Seasons At Orlando Pb 3b & 4a SubDv. ⋅ 34747 Zip Code

Short Sale. Welcome to this meticulously maintained, upgraded Villa with its own private heated salt water pool in the highly sought after Four Seasons at Orlando. It sits on a peaceful cul-de-sac. The open plan home has so much including upgraded vinyl flooring, exquisite kitchen, quartz countertops, office/den/formal dining room, indoor laundry room, walk in closets, pond view and much more. This 55+ community provides a resort style living. It has a 14,000 sq. ft. clubhouse with a state-of-the-art fitness center, resort-style heated pools, jetted spa, tennis, pickleball, bocce ball, a full-time activities director, on-site dining, and more. All this minutes from Disney, Margaritaville, dining, shopping and entertainment.

1647 Key Bay Trail, Kissimmee

2 Beds ⋅ 3 Baths ⋅ Westview Pod A Ph 1b & 2 SubDv. ⋅ 34758 Zip Code

Short Sale. Don't miss this incredible short sale opportunity! Whether you're a first-time homebuyer looking for an affordable home or an investor searching for your next great investment, this property offers outstanding potential. With a little vision this home can become a fantastic primary residence, rental property, or resale opportunity. Take advantage of today's market and secure a property with excellent upside before it's gone. Act fast short sale opportunities like this don't last! All offers are subject to bank approval.

3188 Skyline Loop, Kissimmee

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