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 beautifully intertwine. Known for its picturesque landscapes and vibrant community, Leesburg boasts a rich tapestry of culture, making it an ideal destination for those seeking a serene yet engaging lifestyle.

One of the most captivating features of Leesburg is its collection of historic homes, which showcase a range of architectural styles that tell the story of the city’s past. From the elegant Victorian designs to the charming Craftsman bungalows, each residence is a testament to the craftsmanship and artistry of bygone eras. These homes not only offer unique aesthetics but also a sense of character and warmth that is hard to find in newer constructions.

Living in a historic home in Leesburg means more than just enjoying stunning architecture; it offers a chance to be part of a community that values its heritage. The city is home to numerous parks, lakes, and recreational areas, providing ample opportunities for outdoor activities. Additionally, the downtown area is bursting with local shops, delightful eateries, and cultural events that cater to a variety of interests.

Whether you’re strolling through the tree-lined streets, exploring the local art scene, or enjoying a sunny afternoon by the lake, Leesburg invites you to experience a lifestyle that is both rich in history and vibrant in community spirit. Discover the charm of historic homes in Leesburg, where every corner tells a story and every home is a piece of history waiting to be cherished.

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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