216 E Main St | Image 1
Open House
Virtual Tour
216 E Main St | Image 2
216 E Main St | Image 3
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$775,000

For Sale

11 days ago

216 E Main St, Middletown, MD

House

MLS® MDFR2080572

5 Bed

6 Bath

3296 sqft

3 Parking

Open House
Sun May 3, 9:00-11:00 PM UTC
  • Key Facts
  • Description
  • Map

Key Facts

Type Single Family Residence
Levels Residential
Size 3296 sqft
Garage Yes
Taxes $10,486
Days Active 10
Lot Size 
Approx. Age 1900
Avg. Price Per Sqft $235
MLS® Number MDFR2080572

Property Address: 216 E Main St, MIDDLETOWN, MD, 21769-7929

Average square foot calculated using Size range provided by listing agent.

Description

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.
MLS® NumberMDFR2080572
Laundry Level
Central VacNo
FireplaceNo
Acreage
Exterior
GarageYes
Approx. Age1900
BasementPartially Finished
DrivewayDriveway, Detached Garage
Garage Spaces
Heat
A/C
Heating Fuel

Extras

Price History

-End Date
Not Sold YetSold Price

For Sale

Apr 20, 2026List Date
$775,000List Price
  • Commute

Commute

Starting Address
Destination Address
216 E Main St, Middletown, MD

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