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$775,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 2 Partial Baths
  • 4,344 Sq. Ft.
  • 3 Car Garage
  • Updated 3 days ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Sunday 5/3 1:00 PM - 3:00 PM

216 E Main Street,Middletown, MD 21769

216 E Main StreetMiddletownMD21769

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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.

Full Property Details for 216 E Main St

General

  • Price: $775,000
  • Taxes: $10,486 (2025)
  • Status: Coming Soon
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDFR2080572
  • Updated: 4/23/2026
  • Added to Site: 7 day(s) ago
  • Expected Market Date: 4/29/2026

Interior

  • 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
  • Number of Fireplaces: 1
  • Appliances: Refrigerator, Stove, Icemaker, Dishwasher

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 4
  • Half Bathrooms: 2
  • Upper 2 - Full Baths: 1
  • Upper Floor Baths: 4
  • Upper - Full Baths: 4
  • Main Floor Baths: 1
  • Main - 1/2 Baths: 1
  • Lower Floor Baths: 1
  • Lower - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms Upper: 5
  • Bedrooms-Up2: 2

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In Ground

Exterior

  • Porch/Patio/Deck: Porch(es)

Parking

  • Garage: Yes
  • Garage Spaces: 3
  • Total Spaces: 3
  • Parking Type: Driveway, Detached Garage
  • Garage Description: Garage - Rear Entry

Location

  • Municipality: Middletown
  • County: FREDERICK
  • Subdivision: MIDDLETOWN
  • Driving Directions: 🚗 From Central Maryland (Elkridge / Columbia / Baltimore area) Estimated drive time: 50–65 minutes (traffic dependent) Step-by-step: Take I-95 North or local roads to connect to I-70 West toward Frederick Stay on I-70 West past Frederick Take Exit 49 for US-40 Alternate / Braddock Heights / Middletown Merge onto US-40 Alternate East (Old National Pike) Continue straight—this road becomes Main Street in Middletown Follow Main Street through town 216 E Main St will be on your right-hand side in the historic downtown area
  • City Limits: Yes

School Information

  • School District: Frederick County Public Schools

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Radiator
  • Heating Fuel: Oil
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Victorian
  • Structure Type: Detached
  • Construction: Frame
  • Basement: Yes
  • Basement Desc.: Partially Finished
  • Foundation: Other
  • Stories Description: Lower 1, Main, Upper 1, Upper 2
  • Square Feet: 4,344
  • Sq. Ft. Source: Assessor
  • Living Area: 3,296 Sq. Ft.
  • Finished Above Grnd: 2,896 Sq. Ft.
  • Finished Below Grnd: 400 Sq. Ft.
  • Year Built: 1900
  • Year Built Source: Assessor

Unit Information

Unit 1

  • Bathrooms-Lower: 1

Lot Features

  • Lot Size (Acres): 0.54
  • Lot Size (Sq. Ft.): 23,490
  • Lot Size Source: Assessor
  • Zoning: RESIDENTIAL

Financial Considerations

  • Price Per Sq. Ft.: $267.61
  • Assessment Year: 2026
  • City/TownTax: $1,684
  • City/TownTax Freq: Annually
  • County Tax: $8,801
  • County Tax Freq: Annually
  • Tax w/Assessment: $776,000
  • Tax Amount: $10,486
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 3296

Disclosures and Reports

  • Ownership: Fee Simple

Listed by Redfin Corp, Denise M Briggs

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Listing agent

— 216 E Main St —

  • Denise M Briggs

    Redfin Corp

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 216 E Main St

School District:Frederick County Public Schools, Fort Detrick, MD
NameGradesDistance
Middletown Elementary School, Middletown, MD
201 East Green Street, Middletown, MD 21769
3-50.2 mi
Middletown Primary School
403 Franklin Street, Middletown, MD 21769
K-20.3 mi
Middletown Middle School
100 Martha Mason Street, Middletown, MD 21769
6-80.2 mi
Middletown High School
200 Schoolhouse Drive, Middletown, MD 21769
9-120.4 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 216 E Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/20/2026
Listed
$775,000
40.91%
MLS
8/26/2020
Sold
$550,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 216 E Main St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,171
14%
$726,167
7%
2023
$8,884
—
$676,333
8%
2023
$8,884
1%
$626,500
1%
2022
$8,769
3%
$618,333
1%
2020
$8,540
1%
$610,167
1%
2021
$8,448
3%
$602,000
3%
2020
$8,223
2%
$585,767
3%
2019
$8,084
4%
$569,533
3%
2018
$7,772
12%
$553,300
12%
2017
$6,946
12%
$493,833
14%
2016
$6,187
16%
$434,367
16%
2015
$5,352
—
$374,900
—
2014
$5,367
—
$374,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Redfin Corp, Denise M Briggs

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216 E Main Street, Middletown, MD 21769 (MLS# MDFR2080572) is a Single Family property with 5 bedrooms, 4 full bathrooms and 2 partial bathrooms. 216 E Main Street is currently listed for $775,000 and was received on April 20, 2026. Want to learn more about 216 E Main Street? Do you have questions about finding other Single Family real estate for sale in Middletown? You can browse all Middletown real estate or contact a Coldwell Banker agent to request more information.

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