Osceola Homes with Short Sale

Osceola Homes with Short Sale

Welcome to Osceola County, Florida—a vibrant and diverse region that perfectly balances the allure of nature with the excitement of urban living. Nestled in the heart of Central Florida, Osceola County is renowned for its picturesque landscapes, welcoming communities, and a wealth of recreational opportunities. From the enchanting shores of Lake Tohopekaliga to the thrilling attractions of nearby Kissimmee, residents enjoy a lifestyle that is both relaxed and exhilarating.

For those considering a home in this beautiful county, you’ll be pleased to know that Osceola offers a variety of real estate options, including homes available through short sales. A short sale can be a fantastic opportunity for homebuyers looking to invest in a property at a competitive price. These homes are typically sold for less than the amount owed on the mortgage, making them an attractive option for savvy buyers who are willing to navigate the process.

Osceola County’s real estate market is thriving, with charming neighborhoods that cater to families, retirees, and everyone in between. Whether you’re drawn to the bustling atmosphere of Kissimmee or the serene surroundings of St. Cloud, there’s a perfect home waiting for you. With a growing economy, excellent schools, and a strong sense of community, Osceola County is not just a place to live; it’s a place to thrive.

Explore the possibilities of homeownership in Osceola County today, and discover the potential that awaits you in this dynamic Florida gem!

Newest Osceola Homes with Short Sale

4 Beds ⋅ 2 Baths ⋅ Peppertree At Cyp Wds U1 SubDv.

Short Sale. This exceptional 4-bedroom, 2-bathroom single-story home is in pristine, move-in ready condition, offering effortless, stairs-free living paired with the convenience of an attached 2-car garage. The interior is dramatically highlighted by striking cathedral and vaulted ceilings that enhance the natural light and create an open, expansive atmosphere throughout the living spaces. At the heart of the home, the impressive kitchen comes fully outfitted with elegant granite countertops and a sleek suite of stainless steel appliances, offering a stylish, high-performing hub for all your daily culinary and entertaining needs. Spotlessly prepared and meticulously maintained from top to bottom, this turnkey residence is completely ready for a stress-free transition into a comfortable lifestyle.

414 Spice Court, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Soleil At Westside SubDv.

Short Sale. Welcome to Soleil at Westside! This beautiful two-story home features a spacious open-concept floor plan, ideal for modern living and entertaining. The property offers 4 bedrooms, 2.5 bathrooms, a well-appointed kitchen with solid surface countertops, and a bright living area. Located in a resort-style gated community with top-tier amenities including a community pool, clubhouse, fitness center, playground, and park. Conveniently situated near major highways, dining, shopping, and Orlando's world-famous attractions. POTENTIAL SHORT SALE: Sale of this property is subject to third-party approval by the seller's mortgage lender(s).

1090 Boardwalk Place, Kissimmee

5 Beds ⋅ 3 Baths ⋅ Summerly SubDv.

Short Sale. Welcome to 416 Talisi Loop, a spacious 5-bedroom, 3-bathroom home offering 2,601 square feet of thoughtfully designed living space in St. Cloud’s Summerly community. Built in 2023, the home features a 2023 roof, HVAC system, and water heater, providing newer major systems and fewer immediate maintenance concerns compared with many older homes. The open-concept main level features a modern kitchen with solid-surface countertops, stainless steel appliances, a large island with seating, and an easy flow into the living and dining areas—ideal for everyday living and entertaining. A first-floor bedroom and full bathroom provide flexibility for guests, multigenerational living, or a private home office. Upstairs, the oversized primary suite includes a walk-in closet and private bathroom, while the additional bedrooms and versatile loft offer plenty of room for work, play, or relaxation. Additional highlights include an upstairs laundry room, attached two-car garage, irrigation system, and a spacious backyard ready for outdoor enjoyment. Summerly residents enjoy access to a community pool, playground, sidewalks, walking paths, and inviting outdoor gathering areas. Conveniently located near Lake Nona, shopping, dining, Orlando International Airport, and major roadways. This property is a short sale. The purchase price, terms, lender approval, and closing timeline are subject to the seller’s lender; buyers should allow additional time for the short-sale process. Schedule your private showing today!

416 Talisi Loop, St Cloud (Magnolia Square)

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

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.

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

3 Beds ⋅ 3 Baths ⋅ The Townhomes At Anthem Park SubDv.

Short Sale. Short Sale Opportunity! Beautifully upgraded and move-in ready, this stunning two-story townhome features 3 bedrooms, 2.5 bathrooms, and a one-car garage. The home showcases thoughtful designer upgrades throughout, including a custom wood-slat kitchen island, a striking feature wall with a floating entertainment center, elegant matte plumbing fixtures, quartz countertops, stainless steel appliances, and a custom mural that adds charm to the secondary bedroom. The open-concept floor plan is perfect for both everyday living and entertaining. Conveniently located near shopping, dining, major highways, and Central Florida attractions. Potential short sale. Sale is subject to lender approval.

4870 Spangle Drive, St Cloud (City of St Cloud)

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

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.

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

2 Beds ⋅ 1 Baths ⋅ St Cloud 2nd Town Of SubDv.

Short Sale. Fully Remodeled and Move-In Ready! This beautifully updated 2-bedroom, 1-bath home offers 816 square feet of thoughtfully designed living space and is the perfect starter home, investment property, or low-maintenance Florida retreat. Situated on a desirable corner lot in the heart of St. Cloud, you'll enjoy convenient access to Downtown St. Cloud, East Lake Tohopekaliga, shopping, dining, schools, and major roadways. Step inside to discover a bright, modern interior featuring luxury vinyl plank flooring throughout, recessed lighting, and a stunning new kitchen complete with quartz countertops, sleek cabinetry, and stainless-steel appliances. The spacious primary bedroom, energy-efficient ductless mini-split HVAC system in rooms, fully renovated kitchen and bath showcases stylish finishes and all-new plumbing. No HOA! Major system upgrades provide added peace of mind, including a new roof, updated electrical, and a new tankless water heater for improved energy efficiency. The generous corner lot offers plenty of outdoor space with room to relax, entertain, or personalize to suit your lifestyle. The home includes a car port and has white vinyl fencing (with a little under 10' in the back that is not fenced in- large lot 150x50'). With quality updates throughout and a fantastic location, this turnkey home is ready for its next owner. Don't miss your opportunity to make it yours—schedule your private showing today!

624 Illinois Avenue, St Cloud (City of St Cloud)

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

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, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Poinciana Village SubDv.

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.

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

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