Osceola County Homes with Short Sale

Osceola County Homes with Short Sale

Welcome to Osceola County, located in the sunny state of Florida! Known for its beautiful landscapes, vibrant communities, and endless recreational opportunities, Osceola County is a fantastic place to call home.

If you're in the market for a home with a short sale option, Osceola County offers a variety of properties to choose from. Short sales can be a great opportunity for both buyers and sellers, as they allow for the purchase of a property at a price below the current market value.

Whether you're looking for a cozy condo in Kissimmee, a spacious single-family home in St. Cloud, or a luxurious estate in Celebration, Osceola County has it all. With top-rated schools, convenient access to major highways, and an abundance of shopping and dining options, this county truly has something for everyone.

Don't miss out on the chance to own a piece of paradise in Osceola County. Contact a local real estate agent today to explore the Homes with Short Sale option and find your dream home in this charming Florida county.

Newest Osceola County Homes with Short Sale

1275 Wispy Cypress Drive, Kissimmee
$299,000
4 Beds ⋅ 3 Baths ⋅ Cypress Hammock Ph 1 SubDv. ⋅ 34746 Zip Code
Short Sale. **This property is being offered as a short sale and it is subject to lender approval**. This spacious townhome features an inviting open living and dining area, a well-appointed kitchen with rich wood cabinetry, stainless steel appliances, and a breakfast bar. Enjoy a private garage with additional storage and a functional layout suited for everyday living. Located in the Cypress Hammock community, residents can enjoy community amenities including a pool and playground. Conveniently situated near shopping, restaurants, grocery stores, and major roadways, with easy access to The Loop shopping and entertainment center and Central Florida attractions.

1275 Wispy Cypress Drive, Kissimmee
381 Grand Pine Lane, St Cloud
$274,900
3 Beds ⋅ 3 Baths ⋅ Ashford Place SubDv. ⋅ 34771 Zip Code
Short Sale. Enjoy modern comfort and peaceful pond views in this beautifully maintained townhome in Ashford Place! Built in 2024, this Cosmos floor plan offers 3 bedrooms/2 bathrooms and a half-bathroom, and approximately 1424 square feet of thoughtfully designed living space. The open first floor connects the kitchen, dining, and living areas, creating an inviting setting for everyday living and entertaining. Enjoy a beautiful POND VIEW from the living room area and out of your front door. The kitchen features granite countertops, stainless steel appliances, and ample cabinet space. Upstairs, all three bedrooms include a spacious primary suite and two secondary bedrooms, with flexibility for guests or a home office. With no rear neighbors and a picturesque pond view, the home offers a relaxing backdrop to your day. A one-car garage and extended driveway provide convenient parking, while low HOA fees and no CDD fees add to the appeal. Ashford Place amenities include a dog park with a dedicated dog run, a tot lot, and a multi-sport field with a pergola and conservation walking trails. Conveniently located near Narcoossee Road and major highways, the community provides access to Lake Nona Medical City within 10 miles, Orlando International Airport, NeoCity, shopping, dining, and entertainment. Whether you’re seeking a primary residence or an investment opportunity, this move-in-ready townhome brings together comfort, convenience, and modern design at an affordable price.

381 Grand Pine Lane, St Cloud
7142 Five Oaks Drive, Harmony
$310,000
3 Beds ⋅ 3 Baths ⋅ Ashley Park At Harmony SubDv. ⋅ 34773 Zip Code
Short Sale. This is a short sale not approved price. Discover the Lifestyle You’ve Been Looking For in St. Cloud, Florida! Welcome to 7142 Five Oaks Dr, St. Cloud, FL 34773! Discover the opportunity to make St. Cloud your home and enjoy the best of Central Florida living. Whether you're a first-time homebuyer, a young couple ready to start your next chapter, or a growing family looking for a place to create lasting memories, this location offers a wonderful opportunity to enjoy a lifestyle that blends everyday comfort with outdoor adventure. Enjoy the charm of St. Cloud, where you can spend weekends exploring local parks, enjoying waterfront views, discovering local restaurants, or taking a relaxing stroll through historic downtown. With opportunities for outdoor recreation, family-friendly activities, and convenient access to the greater Central Florida area, there's always something new to experience. Imagine spending your weekends enjoying a picnic by the lake, taking a scenic bike ride, exploring local shops, or planning a fun family outing. In St. Cloud, home is more than just a place to live, it's an opportunity to build your future, connect with your community, and enjoy the moments that matter most. Make your next move in St. Cloud and start creating the lifestyle you've been dreaming of!

7142 Five Oaks Drive, Harmony
4620 Cypress Landing Lane, St Cloud
$449,000
4 Beds ⋅ 3 Baths ⋅ Cypress Preserve SubDv. ⋅ 34772 Zip Code
Short Sale. This beautiful 4 bed, 3 bath, 3 car garage home in the desirable Cypress Preserve subdivision is a must see. The home's features include: * open floor plan, * PVC plank flooring throughout, * large island in the open spacious kitchen, * walk-in pantry in the kitchen, * Tray ceiling in primary bedroom, * sliding glass doors in the primary bedroom leading to the screened in lanai, * Walk-in Shower and Garden tub in the primary bath, * 2 separate vanities in the primary bath, * Walk-in closet in primary and bedroom 4, * Dual Sink vanity in bath 2, * laundry room is in the living area & is pre-plumbed for a sink, * Fully fenced in backyard (vinyl fencing). Within a 30 minute drive to Walt Disney and Lake Nona/Medical City. All offers are subject to 3rd party mortgage company approval and subject to the Seller(s) acceptance of those approval terms.” Property is being sold as-is with no warranties expressed or implied. Home inspections are for informational purposes only. Buyer may be responsible for any of their own lender required repairs.

4620 Cypress Landing Lane, St Cloud
3330 Kelsey Lane, St Cloud
$345,000
4 Beds ⋅ 2 Baths ⋅ Cross Creek Estates SubDv. ⋅ 34772 Zip Code
Virtually Staged. Short Sale. Welcome to this inviting home in St. Cloud, featuring 4 bedrooms, 2 full bathrooms, and 1,687 square feet of living space. Designed for comfort and functionality, this property offers a spacious kitchen with a center island, perfect for meal preparation, and a dedicated dining area ideal for everyday living and entertaining. Interior Photos Virtually Staged. Step outside to enjoy the fenced-in backyard, offering privacy and space for outdoor activities or relaxation. Major updates include a roof replaced in 2017 and an A/C system installed in 2021. Conveniently located near major roadways, shopping centers, and entertainment, this home provides easy access to everyday conveniences and local attractions. Don't miss this wonderful opportunity to own a home in a convenient St. Cloud location! Buyer is responsible for verifying all property measurements, HOA information, and any other details deemed important.

3330 Kelsey Lane, St Cloud
1806 Ironwood Way, Kissimmee
$365,000
3 Beds ⋅ 2 Baths ⋅ Oaks Ph 1 B2 SubDv. ⋅ 34746 Zip Code
Virtually Staged. Short Sale. Charming and Move-In Ready Single Story POOL Home. This 3-bedroom plus flex space, 2-bathroom home is nestled in a desirable Golf Course community with LOW HOA and NO REAR NEIGHBORS! It greets you with mature landscaping and a warm, welcoming entrance. Ceramic tile flows throughout the main living areas, with cozy carpet in the bedrooms for added comfort. The open floor plan fills with bright, natural light, creating an inviting atmosphere in every room. The beautiful kitchen offers a peninsula with extra eating space and comes fully equipped with stainless steel appliances, perfect for everyday meals and entertaining. Retreat to the spacious primary suite, featuring a walk-in closet and a private bath with dual sinks, a walk-in shower, and a soaking tub to relax and unwind. Enjoy peace of mind with major updates including a Roof (2018), A/C (2022), and Plumbing (2018). Step outside to your private backyard oasis, complete with a sparkling pool and a screened-in, covered, pavered patio, the perfect spot to relax and entertain. This community offers breathtaking water views, peaceful surroundings, and amenities including a park, tennis courts, and more. Located just minutes from major highways, shopping centers, and restaurants, and a short drive to world-famous Disney, Universal, Fun Spot, and other attractions, this home offers both convenience and lifestyle. Schedule your showing today! Some photos virtually staged.

1806 Ironwood Way, Kissimmee
1123 Boardwalk Place, Kissimmee
$340,000
3 Beds ⋅ 3 Baths ⋅ Soleil At Westside SubDv. ⋅ 34747 Zip Code
Short Sale. Welcome to Soleil of Westside Community where convenience meets more than comfort. This isn’t just a townhome—it’s a home that offers the perfect blend of upscale style and generous space designed for the life you want to live. Step inside this convenient floorplan and immediately feel the difference. The open-concept main floor serves as the heart of the home, with a spacious great room flowing seamlessly into the kitchen/livinroom and separate dining area. Beautiful tile flooring spans the entire downstairs, enhanced by abundant natural light. The kitchen features sleek stainless-steel appliances with a very nice Refrigerator and pendant light hook-ups over the breakfast bar, creating an inviting space for hosting or unwinding at the end of the day. This highly desirable corner lot offers something truly rare in the community with a green spaces in the back yard. Enjoy your morning coffee outdoors or give your pet a great space, all without the maintenance demands of a single-family home. The essential two-car garage adds everyday convenience. The beautiful Staircase take you to Upstairs, you’ll find plush with fans in every room. The primary suite is a serene retreat with Dual spacious walk-in closets and a dual-sink bathroom. Bedrooms 2 and 3 provide comfortable private spaces for family, guests, or a home office—Bedroom 2 even includes its own walk-in closet. The washer and dryer are included for a seamless move-in experience on second floor. The location is unbeatable. You’re ideally situated near world-famous theme parks, premier shopping, dining, and top-tier entertainment—everything you need just minutes away. Important Notice: This property is an unapproved Short Sale and requires third-party approval. All terms, conditions, and timelines are subject to lender review and acceptance.

1123 Boardwalk Place, Kissimmee
6677 Horseshoe Lane Way, St Cloud
$299,990
4 Beds ⋅ 3 Baths ⋅ Cyrene At Harmony SubDv. ⋅ 34773 Zip Code
Short Sale. SHORT SALE OPPORTUNITY – SPACIOUS 4-BEDROOM TOWNHOME IN CYRENE AT HARMONY! Welcome to 6677 Horseshoe Lane, located in the Harmony area of St. Cloud, Florida! This two-story townhome offers 4 bedrooms, 3 full bathrooms, and a thoughtfully designed floor plan that combines comfort, flexibility, and functionality. One of the standout features is the first-floor bedroom with access to a separate full bathroom, ideal for guests, extended family, or a private home office. Upstairs, you’ll find the primary suite with its own private bathroom, along with two additional bedrooms and another full bathroom, providing comfortable living arrangements for everyone. Parking is another exceptional advantage, featuring a 2-car garage plus driveway space for 2 additional vehicles, accommodating up to 4 cars. Conveniently situated in the growing St. Cloud area, this property presents an exciting opportunity for buyers seeking space, versatility, and long-term potential. SHORT SALE – All offers, purchase price, and terms are subject to the seller’s lender approval. Additional processing time may be required. Don’t miss the opportunity to make this versatile townhome your next home. Schedule your private showing today!

6677 Horseshoe Lane Way, St Cloud
4747 Ormond Beach Way, Kissimmee
$299,000
4 Beds ⋅ 3 Baths ⋅ Terra Verde Villas Ph 1 SubDv. ⋅ 34746 Zip Code
Short Sale. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to this fully furnished 4-bedroom, 3-bathroom two-story townhouse in Kissimmee, offering a spacious and inviting setting designed for comfortable everyday living and entertaining. The home features an open floor plan with an easy flow between the living, dining, and kitchen areas, creating a welcoming central space for gathering with family and friends. The four-bedroom layout provides plenty of flexibility for residents, guests, a home office, or additional living needs, while three full bathrooms add convenience. Step outside to enjoy your own private screened-in pool and deck, creating an inviting outdoor retreat for relaxing, dining, or entertaining while enjoying the Florida lifestyle. The screened enclosure provides a comfortable extension of the home's living space and a great setting for enjoying sunny days or unwinding after a day out. Residents also have access to a variety of community amenities, including a clubhouse, swimming pool, playground, fitness center, sidewalks, and additional recreational facilities, offering convenient options for leisure, exercise, and outdoor enjoyment. Ideally located in Kissimmee's 34746 area, the home is close to a variety of shopping, dining, entertainment, and everyday conveniences. With easy access to major Central Florida roadways and the greater Orlando area, residents can conveniently reach nearby attractions, employment centers, and destinations throughout the region. With its spacious layout, fully furnished interior, private screened-in pool, and convenient location, this townhouse offers a comfortable and convenient Florida lifestyle.

4747 Ormond Beach Way, 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
28 Chip Court, Kissimmee
$265,000
4 Beds ⋅ 3 Baths ⋅ Poinciana Village 1 Nbhd 3 South SubDv. ⋅ 34759 Zip Code
Short Sale. A must see! This 4/3 property has lots of potential! Live in the home and rent the studio. The home has solar panels that will either need to be paid off or negotiated with a lower payment and balance. Third party approval required.

28 Chip Court, Kissimmee
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