Leesburg Homes with Historic Architectural style

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County, where history and modern living harmoniously intertwine. Known for its picturesque landscapes and vibrant community, Leesburg is a hidden gem that boasts a rich historical heritage, making it a wonderful place to call home.

As you stroll through the streets of Leesburg, you’ll be captivated by the stunning homes that showcase historic architectural styles. From elegant Victorian structures to classic Craftsman bungalows, these residences tell the story of a bygone era while providing the comforts of contemporary living. Each home is a testament to the craftsmanship of the past, featuring intricate details, spacious porches, and lush gardens that invite you to relax and enjoy the serene surroundings.

The city's vibrant downtown area is brimming with quaint shops, delightful cafes, and cultural attractions, ensuring that residents have access to a lively social scene. With beautiful lakes and parks nearby, outdoor enthusiasts can indulge in a variety of recreational activities, from boating to hiking, making Leesburg a haven for nature lovers.

Whether you’re searching for a historic home with character or a modern abode that offers convenience, Leesburg has something for everyone. The community is not only welcoming but also rich in traditions, hosting various events throughout the year that bring neighbors together and celebrate the city’s unique charm.

Discover the beauty of Leesburg, where history meets modernity, and find your perfect home in this enchanting city today!

Newest Leesburg Homes with Historic Architectural style

$275,000

6 Beds ⋅ 3 Baths ⋅ Leesburg SubDv. ⋅ 34748 Zip Code

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

$1,775,000

5 Beds ⋅ 5 Baths ⋅ Leesburg Palmora Park SubDv. ⋅ 34748 Zip Code

A rare opportunity to own one of Leesburg’s iconic lakefront estates, offering 164 feet of direct frontage on Lake Harris and set on a beautifully positioned 1.24-acre corner lot. This exceptional property delivers unmatched curb appeal with its stately presence, circular drive, mature landscaping and timeless architectural charm. The main residence spans nearly 5,000 square feet and has been thoughtfully updated to blend classic elegance with modern comfort. The 2020-renovated kitchen serves as the heart of the home, complemented by updated bathrooms throughout. Offering five bedrooms and 4.5 baths, the layout is ideal for everyday living and hosting guests. A private mother-in-law suite with its own fully equipped kitchen provides flexibility for extended family or long-term guests, while a detached efficiency apartment above the garage creates additional living space or an excellent income-producing opportunity. Designed for relaxation and recreation, the outdoor living experience is resort-style. Enjoy a recently renovated heated pool and spa, expansive patio areas, and sweeping lake views that create a backdrop for entertaining or quiet evenings at home. The private boathouse with dock and lift provides effortless access to the Harris Chain of Lakes, making this a dream setting for boating enthusiasts. Within city limits in a golf cart-friendly area, the home offers a blend of privacy and convenience, just minutes from downtown Leesburg dining, shopping and waterfront parks. With its expansive homesite, impressive 164 feet of shoreline and premier lakefront amenities, this is a one-of-a-kind offering that captures the best of Florida waterfront living.

405 Lakeshore Drive, Leesburg

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