216 E MAIN ST, Middletown, MD 21769

• 5 beds |
• 6 baths |
• 3,296 sqft

Property Description

Featured in WASHINGTONIAN, this iconic Victorian “Painted Lady” in the heart of Middletown’s historic district, offering timeless architecture paired with modern comfort. This one-of-a-kind residence showcases striking curb appeal with its signature twin turrets, intricate woodwork, and charming front porch that sets the tone for what awaits inside. Boasting 5 bedrooms, 4 full baths, and 2 half baths, this home offers exceptional space and flexibility for everyday living and entertaining. Interior features include soaring ceilings, original hardwood floors with detailed inlay, pocket doors, and elegant millwork that highlight the home’s historic craftsmanship. Multiple living and dining areas are anchored by beautiful fireplaces, creating warm, inviting spaces throughout. A bright sunroom adds additional living space, perfect for relaxing year-round. The home has been thoughtfully updated to meet today’s lifestyle while preserving its character, including a modernized kitchen, a butler’s pantry with a wine fridge, and key system improvements. Large windows fill the home with natural light, enhancing its bright and airy feel. Step outside to a private backyard oasis featuring a pool, a 6-person hot tub, and outdoor living space, perfect for relaxing or hosting gatherings. A fenced garden space on the south side of the property offers excellent sunlight—ideal for gardening enthusiasts or those seeking a peaceful outdoor retreat. A rare 3-car garage provides ample parking and storage—an exceptional find for a property of this era. Situated on a generous lot just moments from downtown Middletown, enjoy convenient access to local shops, dining, parks, and commuter routes. A true statement property combining historic charm, functional space, and lifestyle amenities—opportunities like this are rare. Located just across the street from Middletown’s 3rd–12th grade school campus and town park—offering exceptional convenience for school drop-offs, sports, events, and activities.

Listing Status:

Active

Date Added:

April 29, 2026

Data Last Updated:

May 2, 2026 at 6:18PM

Listing Office:

Redfin Corp : 3016586186

Listing Agent:

Denise M Briggs : 2403040366

MLS ID:

MDFR2080572

Interior

• General: Wood FloorsCeiling Fan(s)Upgraded CountertopsRecessed LightingButlers PantryFormal/Separate Dining RoomPrimary Bath(s)Bathroom - Soaking Tub
• Appliances: RefrigeratorStoveIcemakerDishwasher
• Basement: Partially finished
• A/C: Central A/C
• Heating: RadiatorOil
• Fireplace: FireplaceFireplaces: 1
• Disability Feature: None

Exterior

• General: Above GradeBelow Grade
• Style: Victorian
• Other Structures: Porch
• Pool: In ground

Construction

• General: Frame4Other

Location

• Originating MLS: BRIGHT_MAIN
• School District: FREDERICK COUNTY PUBLIC SCHOOLS
• County: FREDERICK-MD

Lot

• Zoning: RESIDENTIAL1103139530

Utilities

• Water: Public
• Sewer: Public Sewer

Financial

• Source: BRIGHT_MAIN