Leesburg Homes with Short Sale

Leesburg Homes with Short Sale

Welcome to Leesburg, a charming city located in Lake County, Florida. Known for its picturesque landscapes and friendly community, Leesburg offers a perfect blend of small-town charm and modern amenities.

If you're looking to buy a home in Leesburg, you may come across properties listed as Short Sale. A Short Sale occurs when a homeowner sells their property for less than the amount owed on the mortgage. This can present a unique opportunity for buyers to find a great deal on a home in a desirable location like Leesburg.

Leesburg boasts a variety of housing options, from historic homes with character to modern developments with all the latest features. Whether you're looking for a cozy bungalow or a spacious family home, Leesburg has something to offer for every taste and budget.

In addition to its real estate offerings, Leesburg is also known for its vibrant downtown area, with quaint shops, delicious restaurants, and community events that bring residents together. Outdoor enthusiasts will appreciate the city's proximity to beautiful lakes and parks, perfect for fishing, boating, and enjoying the Florida sunshine.

If you're considering making Leesburg your new home, now is the time to explore the available real estate options, including homes with Short Sale listings. Don't miss out on the opportunity to find your dream home in this charming city in the heart of Florida's Lake County.

Newest Leesburg Homes with Short Sale

34024 Sky Blossom Circle, Leesburg
$331,500
4 Beds ⋅ 2 Baths ⋅ Liberty Preserve SubDv. ⋅ 34788 Zip Code
Short Sale. *Short Sale* This lovely move-in-ready, single-story home with scenic views offers 1,850 square feet of interior space with four bedrooms and two bathrooms. The thoughtful floor plan provides space between the primary and secondary bedrooms, while connecting the kitchen, dining area, and family room, creating a comfortable setting for daily life and lively gatherings. The kitchen is designed to stay connected to the action, featuring a center island, solid surface countertops, stainless steel appliances, and oversized tile flooring for easy cleaning. From casual breakfasts to weekend entertaining, its placement overlooking the dining and family spaces keeps the household connected. A spacious primary suite provides a relaxing retreat with a spa-inspired bathroom, dual sinks, and a roomy walk-in closet. Three additional bedrooms offer options for family, guests, remote work, fitness, or hobbies. Because the home backs up to a large greenspace and nature, there are scenic views from the kitchen/dining area, the living room, and the primary bedroom. Set in Liberty Preserve, the property also offers access to a community suited for enjoying Florida’s outdoor lifestyle. Neighborhood amenities include a generous greenspace with a playground and pavilion. Near Highways 44 and 441, this community makes Leesburg shopping, recreation, health care, and transportation within easy reach. Twin Lakes Park is approximately 1.2 miles away, Health Sciences Collegiate Academy is about 1.9 miles away, and UF Health Leesburg Hospital, Leesburg International Airport, Venetian Gardens, and local shopping are all conveniently accessible. Come experience the space, comfort, and connected Leesburg setting—schedule your private tour today!

34024 Sky Blossom Circle, Leesburg
34205 Radio Road, Leesburg
$250,000
2 Beds ⋅ 3 Baths ⋅ Golfview Sub SubDv. ⋅ 34788 Zip Code
Short Sale. Short Sale - subject to lender approval - Investor special. Motivated Seller. Beautiful lagoon-front living with peaceful sunset views awaits at this mostly remodeled 2022 Leesburg home. The spacious master bedroom features unique his-and-her ensuite bathrooms, offering exceptional comfort and privacy. Enjoy great fishing and tranquil water views right from your backyard or back screened patio. Conveniently located near the mall, schools, churches, dining, and everyday amenities, this property blends waterfront serenity with in-town convenience. Features attached 1 car oversized garage. Minor tile work at foyer and hallway needs to be finished and a couple edges on LVP flooring. (Tile and materials in home). sold as-is. Seller will not make any repairs.

34205 Radio Road, Leesburg
1202 Sumter Street, Leesburg
$199,900
3 Beds ⋅ 2 Baths ⋅ Leesburg School View SubDv. ⋅ 34748 Zip Code
Short Sale. Welcome to a uniquely flexible real estate opportunity, perfectly situated to enjoy the charm and convenience of the Leesburg, Florida area! This residence is not only the ideal single-family home but presents an exceptional dual-income or investment scenario. With excellent access to Highway 44, your commute and access to local amenities and the Harris Chain of Lakes is effortless. Step inside to discover a clever SPLIT-BEDROOM DESIGN for maximum privacy. Throughout the main living areas, you'll find the timeless appeal of ORIGINAL HARDWOOD FLOORING, lending warmth and character to the entire space. The central living room and kitchen feature an OPEN-CONCEPT floor plan, creating a wonderful area for entertaining and everyday life. The true highlight of this property is the PRIVATE master sanctuary. This expansive suite features its own dedicated entrance off the main entry hall, ensuring supreme separation from the rest of the home. It is further enhanced by its own MINI-SPLIT A/C system—a clever feature designed to enhance comfort while significantly helping to reduce utility expenses. With space available to integrate a small kitchenette, this independent area is perfectly configured to serve as a generous in-law apartment, an independent suite for extended family, or a high-demand studio rental for a potential income stream. Simply add the kitchenette and utilize the spacious backyard for dedicated parking, and you have a property that truly pays for itself!

1202 Sumter Street, Leesburg
2207 Karl Street Unit B, Leesburg
$155,000
2 Beds ⋅ 2 Baths ⋅ Linwood Square Twnhms SubDv. ⋅ 34748 Zip Code
Short Sale. Welcome to 2207 Karl Street Unit B, Leesburg, FL 34748. This well-maintained 1-story unit features a huge fully fenced backyard, offering rare outdoor space perfect for pets, entertaining, or relaxing. The property also includes a large storage shed providing plenty of room for tools, lawn equipment, or additional storage. Inside, the home offers granite countertops, white cabinetry, and a functional kitchen layout that opens into the main living area. A cozy fireplace adds character and warmth to the space. The home includes two bathrooms and practical living areas designed for comfort and everyday use. Additional highlights include a Brand New AC and roof replaced in 2022 and shared cement privacy walls on both sides, helping provide added separation and durability. Conveniently located in Leesburg with easy access to shopping, dining, and major roadways, this property offers a great opportunity for homeowners or investors looking for space, privacy, and value.

2207 Karl Street Unit B, Leesburg
29994 Anahid Drive, Leesburg
$262,000
3 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Short Sale. BANK APPROVED $262K SHORT SALE Welcome First-Time Home Buyers! This 3-bedroom, 2-bathroom home offers no rear neighbors and access to a community pool, playground, dog park, yoga lawn, sidewalks The comfortable split-bedroom floor plan features an open kitchen and living area, stone countertops, spacious closets and an attached two-car garage. The home’s location is one of its most appealing features. Situated at the quiet end of the road, it offers a peaceful setting with minimal passing traffic. Step outside to the covered rear lanai and enjoy unobstructed views across the dry retention pond, with no rear neighbors to interrupt the open and relaxing atmosphere. It is an ideal space for enjoying your morning coffee, entertaining guests or unwinding while taking in the evening sunsets. Conveniently located next to Highway 27, with easy access to downtown Leesburg, shopping, dining, outdoor recreation and the Florida Turnpike, this home combines modern comfort, privacy and everyday convenience. Schedule your private showing today!

29994 Anahid Drive, Leesburg
35724 Dawn Drive, Leesburg
$268,000
3 Beds ⋅ 2 Baths ⋅ Haines Creek Heights SubDv. ⋅ 34788 Zip Code
Virtually Staged. Short Sale. THE PERFECT START OR A SAVVY ADDITION WITH OUTDOOR FREEDOM! This move-in-ready 3BR/2BA home offers the ultimate blend of interior peace of mind and incredible outdoor potential. Tucked away at the very end of a quiet dead-end street, the property sits on a spacious lot that provides exceptional privacy and plenty of room to build your dream backyard oasis, park your toys, or entertain. Major recent interior and structural updates—including a newer roof and a newer AC system—mean you won't have to spend a dime on immediate capital expenses, saving you thousands and ensuring easier insurance options. Enjoy a low-maintenance lifestyle with durable tile and laminate flooring throughout—absolutely NO carpet to worry about after a day spending time outside! Best of all, with NO HOA restrictions, you have the absolute freedom to truly make this expansive outdoor space your own—bring your boat, your RV, or your utility trailers while keeping your monthly carrying costs at a zero-dollar minimum. Whether you’re looking for your first "Home Sweet Home" with room to grow or a lucrative, high-demand rental with great curb appeal, this solid 1986 build is ready for its next chapter. Easy to show and priced to sell—schedule your tour today!

35724 Dawn Drive, Leesburg
29991 Anahid Drive, Leesburg
$299,000
4 Beds ⋅ 3 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Short Sale. BANK APPROVED! AS OF TODAY, READY TO CLOSE SHORT SALE IS DONE. This is a home that you cannot pass up. Energy efficient home which will help you save thousands of dollars on utility bills. Built in 2022! This home has plenty of space and it is located in a desirable community that is minutes from the Florida Turnpike, which provides easy access to major centers. In less than a year the owners have customized the closet in the master bedroom, added a water filter, water softener as well as solar panels. This home has Wh cabinets with Moon Wh Granite counter-tops, Vicinity Brown large wood-like tile flooring with gray beige tweed carpet.

29991 Anahid Drive, Leesburg
8602 Treasure Island Road, Leesburg
$165,000
3 Beds ⋅ 2 Baths ⋅ Howell Park SubDv. ⋅ 34788 Zip Code
Short Sale. Charming and thoughtfully updated 3-bedroom, 2-bath home featuring a functional and inviting layout with modern touches throughout. Step inside to find durable wood-look flooring, abundant natural light, and a spacious living area that flows seamlessly into the kitchen. The updated kitchen offers cabinetry, granite countertops, stainless steel appliances, and a large island, perfect for cooking, gathering, and everyday living. All bedrooms are generously sized, providing comfortable living spaces for family, guests, or a home office setup. Enjoy the cozy front porch and a spacious yard with plenty of room to relax, garden, or entertain. Conveniently located near shopping, dining, and major roadways while still offering a peaceful setting. Ideal for first-time buyers, investors, or anyone looking for a move-in ready home with character.

8602 Treasure Island Road, Leesburg
29320 Armoyan Boulevard, Leesburg
$315,000
4 Beds ⋅ 2 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Short Sale. Vacant--Welcome to this beautifully designed 4-bedroom, 2-bath home located in the desirable Lake Denham community of Leesburg. Built in 2022, this modern residence offers 1,828 square feet of living space with a spacious open-concept floor plan ideal for both everyday living and entertaining. The heart of the home features a large kitchen with center island, stainless steel appliances, ample cabinetry, and a generous corner pantry, seamlessly flowing into the dining and living areas for a bright and inviting space. The thoughtful layout provides comfortable separation between the primary suite and additional bedrooms. The primary suite includes a spacious bedroom, walk-in closet, and a well-appointed ensuite bathroom with dual sinks and a walk-in shower. Step outside to enjoy the covered lanai overlooking the backyard, perfect for relaxing or entertaining while enjoying the peaceful surroundings. The property sits on a 6,098 sq ft lot and offers a great balance of indoor and outdoor living. Located in Lake Denham area of Leesburg, this home provides convenient access to shopping, dining, major roadways, and all that Lake County has to Offer

29320 Armoyan Boulevard, Leesburg
1311 Braebury Drive, Leesburg
$228,000
3 Beds ⋅ 2 Baths ⋅ Leesburg Hampton Court SubDv. ⋅ 34748 Zip Code
Short Sale. Short Sale Approved. Bring your easy chair, sit back, and relax while you enjoy the park-like, gentle water view of Lake Robinhood directly across the street from your front yard or in central air-conditioned comfort through your large living room picture window. This charming 3-bedroom, 2 full bath home with a large privacy fenced back yard has no rear neighbors and plenty of room for your toys and trailers. Some updates started. New Roof, Kitchen and floor renovated in 2022. Five minutes to restaurants, grocery stores, shopping, medical facilities, and parks. Leesburg is home to the Harris Chain of Lakes, with fantastic pleasure boating and fishing. Only one hour to most Orlando attractions and incredible ocean beaches. Don't miss this one!

1311 Braebury Drive, Leesburg
25119 Cranes Roost Circle, Leesburg
$213,900
2 Beds ⋅ 2 Baths ⋅ Plantation At Leesburg Golfview SubDv. ⋅ 34748 Zip Code
Short Sale. Great open and light home located in the Golf Course Community. One of the wonderful view in the back yard, relaxing and entertaining. Enjoy all amenities in a quiet and private gated community, restaurant, pools, tennis court. Just 45 minutes to all Orlando attractions. Waiting for a new buyer, turning this house to a home sweet home. This home comes with all major appliances included for your convenience.

25119 Cranes Roost Circle, Leesburg
29875 Anahid Drive, Leesburg
$313,000
4 Beds ⋅ 3 Baths ⋅ Lake Denham Estates SubDv. ⋅ 34748 Zip Code
Short Sale. Short Sale. Sale is subject to lender approval. Built in 2021, this home in Lake Denham Estates offers an open layout, a first-floor primary suite, and flexible upstairs living space. The kitchen features granite countertops, 42-inch cabinetry, stainless steel appliances, and a large center island overlooking the main living area—an inviting setting for everyday living and entertaining. The primary suite offers privacy and main-level convenience. Upstairs, the secondary bedrooms and spacious loft provide room for a media area, home office, or additional living space. The fully fenced backyard offers space for outdoor dining, gardening, and relaxation. Community amenities include a pool and playground, with convenient access to downtown Leesburg, shopping, dining, and major highways.

29875 Anahid Drive, Leesburg
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