Leesburg Homes with Historic Architectural style

Welcome to Leesburg, Florida—a charming city nestled in the heart of Lake County, where the past meets present in a delightful blend of history and modern living. Known for its picturesque landscapes and vibrant community spirit, Leesburg is a haven for those who appreciate the beauty of historic architecture and the warmth of small-town life.

As you stroll through the tree-lined streets of Leesburg, you'll be captivated by the stunning homes that showcase a variety of historic architectural styles. From elegant Victorian mansions to quaint Craftsman bungalows, each residence tells a story of the rich heritage that has shaped this city. Many of these homes have been lovingly preserved, allowing residents to enjoy the character and charm of yesteryear while benefiting from contemporary amenities.

Leesburg is not just about beautiful homes; it’s also a city brimming with life. With a thriving downtown area, residents can enjoy eclectic shops, delightful dining options, and an array of community events throughout the year. The nearby Harris Chain of Lakes offers endless opportunities for outdoor enthusiasts, whether it’s boating, fishing, or simply soaking in the stunning Florida sunshine.

Living in Leesburg means embracing a lifestyle steeped in history while enjoying the conveniences of modern living. If you’re searching for a home that combines historic charm with a vibrant community, Leesburg is the perfect place to call home. Discover the unique properties that await you in this enchanting city, and experience the magic of Leesburg for yourself!

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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