Leesburg Homes with Historic Architectural style

Welcome to Leesburg, Florida, a charming city nestled in the heart of Lake County. Known for its picturesque landscapes and friendly community, Leesburg offers a unique blend of historic charm and modern convenience. With its vibrant downtown area, lush parks, and beautiful lakes, this city is a hidden gem in Central Florida, perfect for families, retirees, and everyone in between.

One of the standout features of Leesburg is its collection of homes boasting historic architectural styles. Here, you can find beautifully preserved residences that tell the story of the area’s rich heritage. From classic Craftsman bungalows to elegant Mediterranean Revival homes, the architectural diversity in Leesburg is truly captivating. These historic homes not only offer character but also a sense of nostalgia, making them a perfect choice for those who appreciate the craftsmanship of yesteryear.

Living in Leesburg means enjoying a lifestyle that balances tranquility with activity. Residents can stroll through the charming streets lined with oak trees, explore local boutiques, or savor a meal at one of the delightful restaurants. The city's proximity to stunning lakes provides ample opportunities for outdoor enthusiasts, whether you enjoy fishing, boating, or simply basking in the sun.

With its historic homes and welcoming atmosphere, Leesburg is more than just a place to live; it’s a community where you can create lasting memories. If you’re looking for a home that reflects both history and charm, Leesburg is the ideal destination to call your own. Come discover the beauty of Leesburg and find your dream home 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

Start Your Search