216 E Main St, Middletown, MD 21769
Local realty services provided by:ERA Liberty Realty
216 E Main St,Middletown, MD 21769
$775,000
- 5 Beds
- 6 Baths
- 3,296 sq. ft.
- Single family
- Active
Upcoming open houses
- Sun, May 0301:00 pm - 03:00 pm
Listed by: denise m briggs
Office: redfin corp
MLS#:MDFR2080572
Source:BRIGHTMLS
Price summary
- Price:$775,000
- Price per sq. ft.:$235.13
About this home
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....
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Home facts
- Year built:1900
- Listing ID #:MDFR2080572
- Added:9 day(s) ago
- Updated:April 29, 2026 at 05:47 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:6
- Full bathrooms:4
- Half bathrooms:2
- Dining Description:Formal/Separate Dining Room
- Bathrooms Description:Primary Bath(s)
- Kitchen Description:Butlers Pantry, Dishwasher, Icemaker, Recessed Lighting, Refrigerator, Stove, Upgraded Countertops
- Basement:Yes
- Basement Description:Partially Finished
- Living area:3,296 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Oil, Radiator
Structure and exterior
- Year built:1900
- Building area:3,296 sq. ft.
- Lot area:0.54 Acres
- Architectural Style:Victorian
- Construction Materials:Frame
- Exterior Features:Porch(es)
- Levels:4 Story
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$775,000
- Price per sq. ft.:$235.13
- Tax amount:$10,486 (2025)
Features and amenities
- Amenities:Ceiling Fan(s), Recessed Lighting
- Pool features:In Ground
Parking
- Parking description:Detached Garage, Garage - Rear Entry
- Garage:Yes
- Garage spaces:3
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