Leesburg Homes with Historic Architectural style

Welcome to Leesburg, Florida—a charming gem nestled in the heart of Lake County. Known for its rich history and vibrant community, Leesburg offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home. With its picturesque lakes, lush landscapes, and friendly atmosphere, this city is perfect for those seeking a serene lifestyle without sacrificing access to urban amenities.

One of the most captivating aspects of Leesburg is its historic architectural style. The city boasts a variety of homes that reflect its storied past, showcasing beautiful designs that harken back to earlier eras. From stately Victorian structures to charming Craftsman bungalows, these historic homes not only offer character and charm but also a glimpse into the city’s heritage. Many of these properties have been lovingly maintained or restored, allowing residents to enjoy the elegance of the past while benefiting from modern comforts.

In addition to its architectural allure, Leesburg is home to a vibrant arts scene, bustling local markets, and an array of recreational opportunities. Residents can enjoy boating, fishing, and hiking in the nearby parks and lakes, making it a haven for outdoor enthusiasts. The city also hosts various festivals and events throughout the year, fostering a strong sense of community and connection among its residents.

Whether you’re looking for a historic home filled with character or a vibrant community to join, Leesburg, FL, is the perfect place to find your dream home. Come explore the charm of Leesburg and discover the beauty of living in a city that seamlessly blends history with modern living.

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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