216 E Main St Middletown, MD 21769
Estimated payment $4,987/month
Highlights
- Popular Property
- In Ground Pool
- Wood Flooring
- Middletown Middle School Rated A-
- 0.54 Acre Lot
- Victorian Architecture
About This Home
***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.
Listing Agent
Denise Briggs
(301) 658-6186 denise.briggs@redfin.com Redfin Corp Brokerage Phone: 3016586186 Listed on: 04/29/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $10,486
Year Built
- Built in 1900
Lot Details
- 23,490 Sq Ft Lot
Parking
- 3 Car Detached Garage
- Rear-Facing Garage
- Driveway
Home Design
- Victorian Architecture
- Frame Construction
Interior Spaces
- Property has 4 Levels
- Ceiling Fan
- Recessed Lighting
- 1 Fireplace
- Formal Dining Room
- Wood Flooring
- Partially Finished Basement
Kitchen
- Butlers Pantry
- Stove
- Ice Maker
- Dishwasher
- Upgraded Countertops
Bedrooms and Bathrooms
- 5 Bedrooms
- En-Suite Bathroom
- Soaking Tub
Outdoor Features
- In Ground Pool
- Porch
Utilities
- Central Air
- Radiator
- Heating System Uses Oil
- Electric Water Heater
Community Details
- No Home Owners Association
- Middletown Subdivision
Listing and Financial Details
- Assessor Parcel Number 1103139530
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $9,570 | $726,167 | -- | -- |
| 2024 | $9,570 | $676,333 | $0 | $0 |
| 2023 | $8,789 | $626,500 | $98,300 | $528,200 |
| 2022 | $8,675 | $618,333 | $0 | $0 |
| 2021 | $8,505 | $610,167 | $0 | $0 |
| 2020 | $8,448 | $602,000 | $78,600 | $523,400 |
| 2019 | $8,223 | $585,767 | $0 | $0 |
| 2018 | $7,996 | $569,533 | $0 | $0 |
| 2017 | $6,946 | $553,300 | $0 | $0 |
| 2016 | $5,178 | $493,833 | $0 | $0 |
| 2015 | $5,178 | $434,367 | $0 | $0 |
| 2014 | $5,178 | $374,900 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 04/29/2026 04/29/26 | For Sale | $775,000 | +40.9% | $235 / Sq Ft | |
| 08/28/2020 08/28/20 | Sold | $550,000 | 0.0% | $135 / Sq Ft | View Prior Sale |
| 08/04/2020 08/04/20 | Pending | -- | -- | -- | |
| 08/02/2020 08/02/20 | Price Changed | $550,000 | -4.3% | $135 / Sq Ft | |
| 07/10/2020 07/10/20 | For Sale | $575,000 | 0.0% | $141 / Sq Ft | |
| 07/05/2020 07/05/20 | Pending | -- | -- | -- | |
| 06/18/2020 06/18/20 | For Sale | $575,000 | 0.0% | $141 / Sq Ft | |
| 06/06/2020 06/06/20 | Pending | -- | -- | -- | |
| 05/21/2020 05/21/20 | Price Changed | $575,000 | -4.0% | $141 / Sq Ft | |
| 02/10/2020 02/10/20 | Price Changed | $599,000 | -2.9% | $147 / Sq Ft | |
| 11/18/2019 11/18/19 | Price Changed | $617,000 | -3.1% | $151 / Sq Ft | |
| 10/04/2019 10/04/19 | For Sale | $637,000 | +4.1% | $156 / Sq Ft | |
| 02/21/2014 02/21/14 | Sold | $612,000 | -4.2% | $150 / Sq Ft | View Prior Sale |
| 12/16/2013 12/16/13 | Pending | -- | -- | -- | |
| 09/05/2013 09/05/13 | For Sale | $639,000 | -- | $156 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $550,000 | Title One Setmnt Group Llc | |
| Deed | $612,000 | Atlantic Title & Escrow Comp | |
| Deed | $265,000 | -- | |
| Deed | $182,500 | -- | |
| Deed | $148,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $495,000 | New Conventional | |
| Previous Owner | $489,600 | New Conventional | |
| Previous Owner | $187,450 | No Value Available | |
| Previous Owner | $136,875 | No Value Available | |
| Previous Owner | $133,200 | No Value Available |
Source: Bright MLS
MLS Number: MDFR2080572
APN: 03-139530
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