216 E Main St

Middletown, MD 21769

$775,000
Price
5
Beds
3,296 Sq. Ft.
$235 / Sq. Ft.
3,296
Sq. Ft.
$235
per Sq. Ft.
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Description

Highest & Best offers due Saturday, May 16 8PM 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...Highest & Best offers due Saturday, May 16 8PM 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.
  1. Listed by Denise M Briggs • Redfin Corp
    P: (240)-304-0366 denise.briggs@redfin.com

Property Details for 216 East Main Street

Tax ID Number
1103139530
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Victorian
Levels/Stories
4
Waterfront
No
LISTING UPDATED: 05/15/2026 08:51 AM

Property Details for 216 East Main Street

StatusActive
MLS #MDFR2080572
Days on Market19
Taxes$10,486 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1900
Lot Size0.54 AC / 23,490 SF
CountyFrederick County, MD
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Location

Listing Courtesy of Redfin Corp
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Building Information for 216 East Main Street

Stories4Year Built1900Building Size-Lot Size0.54 AC / 23,490 SF

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$4,776 per month

30 year fixed, 6.46% Interest

Principal and Interest

$3,903

Property Taxes

$874

HOA Dues

$0

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Property Information for 216 East Main Street

Location
Location
  • In City Limits: Yes
  • School District Name: FREDERICK COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139693024
  • SchoolDistrictSource: Listing Agent
  • County: FREDERICK
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $776,000
  • Year Assessed: 2026
  • County Tax: $8,801
  • Improvement Assessed Value: $657,000
  • City Town Tax: $1,684
  • Land Assessed Value: $119,000
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: RESIDENTIAL
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 0
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 0
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 5
  • # Bathrooms Count All Upper Levels: 4
  • # Bathrooms Full All Upper Levels: 4
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 3
  • # Bathrooms Full Upper Level: 3
Upper Level 2
  • # Bedrooms Count Upper Level: 2
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
All Lower Levels
  • # Bathrooms All Lower Levels: 1
  • # Bathrooms Half All Lower Levels: 1
Lower Level 1
  • # Bathrooms Lower Level: 1
  • # Bathrooms Half Lower Level: 1
Rooms
  • Stories: Lower 1, Main, Upper 1, Upper 2
Building Info
Building Info
  • Total Finished SQFT: 3,296.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 3,296.00
  • Total SQFT: 4,344.00
  • Total SQFT Source: Assessor
  • Construction Materials: Frame
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8048/4141/9524/804841419524_512_384_WM_lo3D0GRIzQpJ0eVu.jpg
  • Basement Type: Partially Finished
  • Foundation Details: Other
  • Room and Floor: Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2, Bathrooms Full-Upper Level 1-3, Bathrooms Half-Lower Level 1-1, Bedrooms-Upper Level 2-1, Bedrooms-Upper Level 2-2, Bathrooms Full-Upper Level 2-1
  • # Bathrooms Full: 4
  • # Bathrooms Half: 2
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Parcel ID: 11503387
Parking
Parking
  • Type Of Parking: Driveway, Detached Garage
  • Num of Detached Garage Spaces: 3
  • Total Garage Spaces: 3
  • Garage Features: Garage - Rear Entry
Interior Features
Interior Features
  • Interior Features: Wood Floors, Ceiling Fan(s), Upgraded Countertops, Recessed Lighting, Butlers Pantry, Formal/Separate Dining Room, Primary Bath(s), Bathroom - Soaking Tub
  • Fireplace: Yes
Exterior Features
Exterior Features
  • Outdoor Living Structures: Porch(es)
  • Pool: Yes - Personal
  • Personal Pool Features: In Ground
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Radiator
  • Heating Fuel: Oil
  • Hot Water: Electric
  • Water Source: Public
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Frederick County Association of REALTORS

Property History for 216 East Main Street

DateEvent & SourcePriceAppreciation
Apr 29, 2026

Listed (Active)

BRIGHT #MDFR2080572

$775,000—
Aug 28, 2020

Closed

BRIGHT #MDFR253466

$550,000—
Aug 26, 2020

Closed (Public Record)

Public Record #682415058

$550,000

-1.6% / yr

DateEvent & SourcePrice
04/29/2026

Listed (Active)

BRIGHT #MDFR2080572

$775,000
08/28/2020

Closed

BRIGHT #MDFR253466

$550,000
08/26/2020

Closed (Public Record)

Public Record #682415058

$550,000

-1.6% / yr

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 216 East Main Street

Taxable ValueLand-Additions-Total-
Tax Record2025$10,171 ($848 / month)
Home Facts
Beds0Baths5Total Finished SqFt3,296 SqFtAbove Grade Finished SqFt2,896 SqFtFinished Basement SqFt400 SqFtStories2Lot Size23,490 SqFtStyleSingle Family ResidenceYear Built1900CountyFREDERICKAPN03-139530Fireplace TypeHas Fireplace

Schools near 216 East Main Street

This home is within Frederick County Public Schools.
Rating
School
Type
Grades
Distance
Middletown Elementary School
Public - 3 to 5
Middletown Middle School
Public - 6 to 8
Middletown High School
Public - 9 to 12
Middletown Primary School
Public - PK to 2
Rating
School
Distance
Middletown Elementary School
Public3 to 5

Middletown Middle School
Public6 to 8

Middletown High School
Public9 to 12

Middletown Primary School
PublicPK to 2

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 216 East Main Street, Middletown, MD 21769

216 East Main Street is a single family home for sale in Middletown, MD 21769. This property was listed for sale on April 29, 2026 by Redfin Corp, it's currently listed at $775,000. It has been on the market for a total of 19 days and was last sold on August 28, 2020. This listing's school district is Frederick County Public Schools. Nearby schools include Middletown Elementary School, Middletown Middle School and Middletown High School. 216 East Main Street is a 5-bed, 6-bath, 3,296 sqft single family home built in 1900.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Redfin Corp

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 05/15/2026 08:51 AM