33 E Main St, Middletown, MD 21769
Property image
Property image
FOR SALE
NEW - 1 DAY AGO
0.31 ACRES

33 E Main St
Middletown, MD 21769

  • 6 Beds
  • 3 Baths
  • 3,034 sqft (on 0.31 acres)

$375,000

Est. Mortgage $2,208/mo*
Get Pre-Qualified

$375,000

Est. Mortgage $2,208/mo*
Get Pre-Qualified
6 Beds
3 Baths
3,034 sqft
(on 0.31 acres)

Local Information

  • Map ViewExplore the area around 33 E Main St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Rare Opportunity: Own 2 Units for the Price of 1 in Historic Middletown! Discover this exceptional multi-unit property in the heart of charming, historic Middletown—perfectly positioned for a lifestyle of convenience, character, and potential. Stroll to your favorite restaurants, boutique shopping on vibrant Main Street, and scenic local parks featuring jogging trails, streams, and lush green spaces. Immerse yourself in the rich history and timeless beauty this community has to offer! The main residence is a classic Historic Victorian boasting 3 bedrooms and 1.5 baths, rich with the architectural elegance and original details you’d expect: ornate moldings, grand proportions, and old-world charm. This diamond in the rough offers incredible potential for the visionary buyer or investor—Investor Alert! The primary residence requires renovation and will not qualify for standard financing options (such as FHA 203(b), Conventional, VA, or USDA) due to the lack of operational heat and other needed repairs. Bring your creativity and contractor to restore this beauty to its former glory. Complementing the main home is a spacious detached 3-bedroom, 1-bath apartment with its own entrance, located at the rear of the property. This unit is in excellent, move-in ready condition and includes a 3-car garage—an incredible bonus for parking, storage, or hobbies. Versatile Living Options: Occupy the apartment while renovating the main Victorian at your own pace or possible rental /Airbnb for strong income potential. Ideal for extended family, guests, or generating passive revenue in a highly desirable historic district. This rare package combines historic appeal, modern practicality, and strong investment upside in one of Middletown’s most walkable locations. Don’t miss your chance to own a piece of history with immediate income or living flexibility! Schedule your private showing today—properties like this don’t last long.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
$124
Listed
2 days ago

Home Details for 33 E Main St

Interior Features

Interior Details
Basement: Interior Entry,Connecting Stairway
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 4Number of Bathrooms (full): 2Number of Bathrooms (half): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 3034 Square Feet
Appliances & Utilities
Appliances: Dryer, Oven/Range - Electric, Refrigerator, Electric Water HeaterDryerRefrigerator
Heating & Cooling
Heating: BaseboardHas CoolingAir Conditioning: Window Unit(s),ElectricHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace
Levels, Entrance, & Accessibility
Stories: 3Levels: ThreeAccessibility: Accessible Entrance
View
No View

Exterior Features

Exterior Home Features
Roof: Architectural ShingleOther Structures: Above GradeFoundation: Block, StoneNo Private Pool
Parking & Garage
Number of Garage Spaces: 3Number of Covered Spaces: 3Open Parking Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 5Parking: Garage Faces Side,Inside Entrance,Asphalt,Shared Driveway,Driveway,Detached
Pool
Pool: None
Frontage
Frontage Type: Road FrontageNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 3034 Square Feet

Days on Market

Days on Market: 2

Property Information

Year Built
Year Built: 1910
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Colonial
Building
Construction Materials: Frame, MixedNot a New Construction
Property Information
Parcel Number: 1103134148

Price & Status

Price
List Price: $375,000Price Per Sqft: $124
Status Change & Dates
Possession Timing: Coin w/Sell Sett

Active Status

MLS Status: ACTIVE

Location

Direction & Address
City: MIDDLETOWNCommunity: Middletown
School Information
Elementary School: MiddletownElementary School District: Frederick County Public SchoolsJr High / Middle School: MiddletownJr High / Middle School District: Frederick County Public SchoolsHigh School: MiddletownHigh School District: Frederick County Public Schools

Agent Information

Listing Agent
Listing ID: MDFR2082944

Building

Building Area
Building Area: 3034 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.31 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, FHA 203(k), Bank Portfolio

Business

Business Information
Ownership: Fee Simple

Miscellaneous

BasementMls Number: MDFR2082944Above Grade Unfinished Area: 3034

Additional Information

Source Internet Entire Listing Display: Y
Last check for updates: about 11 hours ago
Listing courtesy of Patrick Skees, (301) 788-7977
Pearson Smith Realty, LLC, (571) 386-1075
Source: Bright MLS, MLS#MDFR2082944
Also Listed on Bright MLS.

Market trends in Middletown

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
35
5MoM

Price History for 33 E Main St

DatePriceEventSource
07/01/2026$375,000Listed For SaleBright MLS #MDFR2082944
09/14/1994$297,000Sold
N/A

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Property Tax and Assessment

Year2025
Tax$7,525
Assessment$505,433
Home facts updated by county records

Comparable Sales for 33 E Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
107 Broad St, Middletown, MD
0.15
Single-Family Home
$350,000
09/05/25
3
2.5
2,484
7217 Dogwood Ln, Middletown, MD
0.08
Single-Family Home
$675,000
08/15/25
4
3
3,190
206 Prospect St, Middletown, MD
0.19
Single-Family Home
$425,000
10/07/25
4
2
1,954
95 E Green St, Middletown, MD
0.10
Single-Family Home
$669,000
12/12/25
4
3.5
2,748
207 Broad St, Middletown, MD
0.22
Single-Family Home
$500,000
03/13/26
4
2
2,210
114 E Main St, Middletown, MD
0.06
Single-Family Home
$950,000
03/20/26
5
5.5
4,785
200 E Main St, Middletown, MD
0.34
Single-Family Home
$700,000
04/30/26
6
2
3,441
10 Linden Blvd, Middletown, MD
0.26
Single-Family Home
$480,000
04/17/26
3
1.5
2,104
215 Broad St, Middletown, MD
0.28
Single-Family Home
$560,000
04/09/26
4
3
2,580
209 Ingalls Dr, Middletown, MD
0.21
Single-Family Home
$679,900
08/01/25
3
3
2,774

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 33 E Main St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Middletown

At least 39 Trulia users voted on each feature.

  • 96 % Say yards are well-kept

  • 93 % Say car is needed

  • 89 % Say people would walk alone at night

  • 85 % Say it's dog friendly

  • 83 % Say parking is easy

  • 82 % Say it's quiet

  • 82 % Say there's holiday spirit

  • 73 % Say kids play outside

  • 71 % Say streets are well-lit

  • 70 % Say neighbors are friendly

  • 64 % Say it's walkable to restaurants

  • 58 % Say there are sidewalks

  • 51 % Say they plan to stay for at least 5 years

  • 51 % Say there are community events

  • 47 % Say there's wildlife

  • 44 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Chloe Bishop
    "It’s a nice small-town feel with friendly neighborhoods. Great schools. People are friendly. Close to major highways with minimal traffic compared to Frederick. "
    0
    Flag
  • Trulia User
    "Very quiet, nice neighbors, many of whom grew up in the neighborhood. Siuth Mountain Creamery is a great destination for families, and even delivers. Schools are terrific--the main reason families move and stay here."
    1
    Flag
  • Trulia User
    "Owners are responsible for making sure their dogs are leashed up and under control. Also they pick up after their pets. "
    0
    Flag
  • Trulia User
    "we've lived here for 17 years. neighbors are pleasant and respectful of each otbers privacy. many of them are related, grew up in this neighborhood,(Bolivar). No complaints, except for the cars that speed on the road during rush hour. "
    1
    Flag
  • Trulia User
    "Movie night, Fourth of July celebration, golf course, ice cream parlor, mostly single-family homes, pretty rural,farmers market, good roads, great schools "
    0
    Flag
  • Haileyrockwell
    "Quiet, well kept. everyone is neighborly, small town vibe. Local farmers, schools are close together. "
    0
    Flag
  • Ctauscher10@gmail.com
    "Yes you see dog owners walking their dogs all the time. People are friendly and enjoy being in a rural area. There is also a lot of wildlife here you see deer skunks possums and foxes and I saw a bear once Ion Braddock Heights. You have quick access to interstate 70 east and west."
    0
    Flag
  • Michele M.
    "I often see plenty of dog owners walking their dogs throughout the neighborhood. Many times, you will even find families taking a walk with their pooch. It's a nice little scene. The only problem I think a dog owner might have is if his/her dog has socialization issues. Because they will run into other dogs constantly."
    0
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  • Graysonramsburg
    "20 minute drive to Frederick... about 12 miles distance. Traffic usually moving but can be heavy during school year."
    0
    Flag
  • Michele M.
    "well kept yards, safe to walk day and night, kid's community sports, award winning schools, quiet community"
    0
    Flag
  • Regis g.
    "amazing schools, great place to raise kids. great family free events all the time, such as movies at the park"
    0
    Flag
  • Gogenevago
    "I just moved here and the neighbors look out for one another. super nice area and I'm glad I own a home in this area. "
    0
    Flag
  • Robynrmason
    "Great school system and safe area. Beautiful views and great community. Very convenient to interstate and to stores. Have lived here 10 years and love it. "
    1
    Flag
  • Dotty D.
    "House is located in Brookridge neighborhood, surrounded by beautiful Wiles Branch Park. Middletown is a wonderful small town community with best schools in the area. "
    1
    Flag
  • mcbee
    "My friends live there on Tobias Run and it's a great street with a hidden open/park like area the size of 2 football fields with a spotless play area, sitting benches, and walking paths all with in 1-2 blocks of the Hollow Creek golf course, club house and Valley Grill restaurant & Sports Bar. There are beautiful views of the golf course and surrounding mountains. Plus, it is serviced by FCPS school buses that bring children to all of Middletown's schools (elementary, middle, high school) ... all of this for a fantastic home and a mere $50 HOA fee!"
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  • Guillermo A. J.
    "WHY IS ANYWHERE IN MIDDLETOWN MD A POOR NEIGHBORHOOD IS BECAUSE THERE NOT ENOUGH PLACES TO WORK @ IN MIDDLETOWN MD BECAUSE YOU DON'T SEE THAT MUCH BUILDING'S IN MIDDLETOWN MD TO WORK @ AS A JOB AND BECAUSE NOBODY IN MIDDLETOWN MD MAKE'S TOO MUCH MONEY AND THERE'S NOT ENOUGH PLACE'S TO EAT @ AND WHOEVER YOU ARE NEVER EVER EVER EVER MOVE TO MIDDLETOWN MD"
    0
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LGBTQ Local Legal Protections

Patrick Skees, Pearson Smith Realty, LLC, (571) 386-1075
Agent Phone: (301) 788-7977
The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information
33 E Main St, Middletown, MD 21769 is a 6 bedroom, 4 bathroom, 3,034 sqft single-family home built in 1910. This property is currently available for sale and was listed by Bright MLS on Jul 1, 2026. The MLS # for this home is MLS# MDFR2082944.