138 N KENTUCKY AVENUE

DELAND, FL 32724

Nestled just steps from the heart of historic downtown DeLand, this stunning 1935 residence blends timeless character and charm with thoughtful modern upgrades, offering a rare opportunity to own one of the area’s truly special homes. With 5 bedrooms and 4.5 bathrooms, this spacious property provides incredible flexibility for large families, guests, or multiple work-from-home spaces. Beautiful pine wood flooring runs throughout the home, highlighting the classic craftsmanship and historic charm that make properties like this so sought after. The primary suite on the main floor features a walk-in closet and private ensuite bath, while upstairs you’ll find another bedroom with its own full ensuite: creating the flexibility of dual primary suites. Multiple living and dining rooms provide room to gather, entertain, or spread out, and a bright upstairs office filled with natural light offers the perfect workspace or creative studio. A convenient half bath downstairs sits just off the main living and dining areas. Step outside and enjoy the lifestyle that makes downtown DeLand so beloved. Relax and rock on the welcoming front porch, or retreat to the private rear porch overlooking the quiet backyard. The outdoor space is truly an entertainer’s dream, complete with a sparkling pool surrounded by pavers, a full pool bath just off the back porch, and a fully fenced backyard with vinyl privacy fencing that creates a peaceful setting for family pool parties, barbecues, and gatherings. A detached garage adds additional storage and convenience. While the home proudly showcases its historic charm, major systems have been thoughtfully updated for peace of mind, including double-pane windows (2011), Hardie board exterior siding, metal roof (2021), updated wiring with all knob-and-tube inactive (2021), newer plumbing, main sewer line replaced in 2024, upstairs A/C (2021), downstairs A/C (2023), and two tankless water heaters. With its generous layout, historic character, and unbeatable walkable location to award-winning downtown DeLand’s restaurants, shops, events, and Stetson University, this home offers the rare combination of space, charm, and lifestyle that doesn’t come around often. If you’ve been searching for a gorgeous, spacious historic home within a few blocks to downtown DeLand, this is the one. Schedule your private showing today and experience the charm and space of this remarkable property for yourself.

Listing courtesy of KGV REALTY GROUP (407) 474-3697



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-03-05 04:58 PM EST