$275,000 ESTATE SALE — INVESTOR OPPORTUNITY, HIGHEST & BEST DEADLINE, NO CONTINGENCIES. Historic 1927 fixer-upper on 0.48 acres in the heart of Downtown Leesburg, including an additional buildable lot (1118 W line St former home site — prior impact fees paid may reduce future construction costs). 3,462 sq ft, 6 bedrooms, 3 baths, two full kitchens, large deep pool with expansive back deck. Originally used as a boarding house with separate entrances upstairs and down — incredible flexibility for renovation, multi-generational living, or income potential. Gorgeous original wood floors, soaring ceilings, rare 1927 architecture. Recent partial PVC plumbing update. Being sold by the estate, priced to sell at or above asking. Terms: Listed at $275,000. Seller requires all offers at or above asking price with NO contingencies. Buyers may inspect during the first 7 days from list date; highest and best offer due by Monday August 10, 2026. Closing required within 14 days of contract execution — earnest money due immediately upon acceptance. Sold as-is. 6 Beds ⋅ 3 Baths ⋅ G5115593 MLS ESTATE SALE — INVESTOR OPPORTUNITY, HIGHEST & BEST DEADLINE, NO CONTINGENCIES. Historic 1927 fixer-upper on 0.48 acres in the heart of Downtown Leesburg, including an additional buildable lot (1118 W line St former home site — prior impact fees paid may reduce future construction costs). 3,462 sq ft, 6 bedrooms, 3 baths, two full kitchens, large deep pool with expansive back deck. Originally used as a boarding house with separate entrances upstairs and down — incredible flexibility for renovation, multi-generational living, or income potential. Gorgeous original wood floors, soaring ceilings, rare 1927 architecture. Recent partial PVC plumbing update. Being sold by the estate, priced to sell at or above asking. Terms: Listed at $275,000. Seller requires all offers at or above asking price with NO contingencies. Buyers may inspect during the first 7 days from list date; highest and best offer due by Monday August 10, 2026. Closing required within 14 days of contract execution — earnest money due immediately upon acceptance. Sold as-is. 1116 W Line Street, Leesburg
$275,000 Experience timeless charm in this beautifully designed 4-bedroom, 2-bath residence set on a great homesite. Showcasing original hardwood floors, a striking brick fireplace, custom built-ins, a light-filled interior atrium, and spacious living areas, this home blends classic character with everyday comfort. Step outside to a private paver patio and expansive backyard, perfect for entertaining or relaxing. Ideally located just minutes from Historic Downtown Leesburg, Venetian Gardens, Lake Harris, Premier dining, shopping, UF Health Leesburg Hospital, Lake Griffin State Park, and The Villages, this exceptional property offers the perfect balance of elegance, convenience, and Florida lifestyle. 4 Beds ⋅ 2 Baths ⋅ A12054436 MLS Experience timeless charm in this beautifully designed 4-bedroom, 2-bath residence set on a great homesite. Showcasing original hardwood floors, a striking brick fireplace, custom built-ins, a light-filled interior atrium, and spacious living areas, this home blends classic character with everyday comfort. Step outside to a private paver patio and expansive backyard, perfect for entertaining or relaxing. Ideally located just minutes from Historic Downtown Leesburg, Venetian Gardens, Lake Harris, Premier dining, shopping, UF Health Leesburg Hospital, Lake Griffin State Park, and The Villages, this exceptional property offers the perfect balance of elegance, convenience, and Florida lifestyle. 211 N 12th Street, Leesburg
$520,000 Picture your mornings starting on your own private, second-story balcony, sipping coffee as the sun rises over the quiet woods behind your home. Located in one of Leesburg’s premier communities, this beautiful property welcomes you with a picture-perfect paver driveway, a cozy front porch, and the effortless upkeep of premium Rhino Shield exterior paint. Step inside to a perfectly cooled sanctuary, courtesy of the brand new HVAC, where real hardwood floors flow through an open and airy layout. Feel the comfort of light-filled gourmet kitchen where baking and hosting feel effortless. Crisp double ovens stand ready for holiday meals, while a generous central island and breakfast bar invite friends to pull up a stool and chat while you cook. This beautiful space flows naturally into a formal dining room, making it easy to transition from casual meal prep to elegant candlelit dinners. Downstairs also features a cozy fireplace in the living room and a bright, dedicated office that could easily become a fourth bedroom or a creative studio. The layout offers a rare and luxurious setup with two separate primary suites. The main-floor suite is perfect for guests, while the upstairs serves as your ultimate personal sanctuary, complete with a charming reading loft. When it's time to unwind, step out into the massive, screened-in lanai. With a dramatic two-story screen and a backyard that backs right up to the trees with no rear neighbors, it feels like your own private, peaceful oasis. Welcome home. 3 Beds ⋅ 3 Baths ⋅ O6418897 MLS Picture your mornings starting on your own private, second-story balcony, sipping coffee as the sun rises over the quiet woods behind your home. Located in one of Leesburg’s premier communities, this beautiful property welcomes you with a picture-perfect paver driveway, a cozy front porch, and the effortless upkeep of premium Rhino Shield exterior paint. Step inside to a perfectly cooled sanctuary, courtesy of the brand new HVAC, where real hardwood floors flow through an open and airy layout. Feel the comfort of light-filled gourmet kitchen where baking and hosting feel effortless. Crisp double ovens stand ready for holiday meals, while a generous central island and breakfast bar invite friends to pull up a stool and chat while you cook. This beautiful space flows naturally into a formal dining room, making it easy to transition from casual meal prep to elegant candlelit dinners. Downstairs also features a cozy fireplace in the living room and a bright, dedicated office that could easily become a fourth bedroom or a creative studio. The layout offers a rare and luxurious setup with two separate primary suites. The main-floor suite is perfect for guests, while the upstairs serves as your ultimate personal sanctuary, complete with a charming reading loft. When it's time to unwind, step out into the massive, screened-in lanai. With a dramatic two-story screen and a backyard that backs right up to the trees with no rear neighbors, it feels like your own private, peaceful oasis. Welcome home. 5384 Aurora Drive, Leesburg
$750,000 Ready to launch or expand your business? This the opportunity you've been waiting for! Check out this highly visible 2 unit retail building with a billboard on site located on Highway 27. This 3956 sq ft building has been divided into two units, making it ideal for a wide range of businesses (C-3 Zoning). O6381816 MLS Ready to launch or expand your business? This the opportunity you've been waiting for! Check out this highly visible 2 unit retail building with a billboard on site located on Highway 27. This 3956 sq ft building has been divided into two units, making it ideal for a wide range of businesses (C-3 Zoning). 107 S 14th Street, Leesburg
$395,900 Located in the heart of downtown Leesburg near the historic district. This well maintained 2-story property hosts two units. Each unit have separate front and rear entrance. 1st floor has a beautiful gathering room that features an electric fireplace, large closet and gives access to 2 private rooms. It also hosts a well-maintained kitchen that is recently upgraded and a full bath that is also upgraded. Close to the rear exit is the wash and dryer.2nd floor features a large living room, 3 bedrooms, eat-in kitchen, laundry closet and a full bathroom. Both units are fully remodeled with laminate floors, new appliances and freshly painted. Metal Roof 2024, 2nd floor AC 2025, 1st floor AC 2018 Great upside investment opportunity. Owner is a Real Estate Broker. 2nd Floor Photos taken prior to tenant occupancy 6 months ago. G5102457 MLS Located in the heart of downtown Leesburg near the historic district. This well maintained 2-story property hosts two units. Each unit have separate front and rear entrance. 1st floor has a beautiful gathering room that features an electric fireplace, large closet and gives access to 2 private rooms. It also hosts a well-maintained kitchen that is recently upgraded and a full bath that is also upgraded. Close to the rear exit is the wash and dryer.2nd floor features a large living room, 3 bedrooms, eat-in kitchen, laundry closet and a full bathroom. Both units are fully remodeled with laminate floors, new appliances and freshly painted. Metal Roof 2024, 2nd floor AC 2025, 1st floor AC 2018 Great upside investment opportunity. Owner is a Real Estate Broker. 2nd Floor Photos taken prior to tenant occupancy 6 months ago. 1317 Main Street, Leesburg