29 E Main St, Middletown, MD 21769
Property image
Property image
OFF MARKET

29 E Main St
Middletown, MD 21769

  • 5 Beds
  • 4 Baths
  • 5,334 sqft (on 1.51 acres)

$884,400

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $5,259/mo*
Refinance Your Home

$884,400

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $5,259/mo*
Refinance Your Home
5 Beds
4 Baths
5,334 sqft
(on 1.51 acres)

Local Information

  • Map ViewExplore the area around 29 E Main St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1903
Lot Size
1.51 acres
Living Area
5,334 sqft
Price/Sqft
$166
Parking
Garage

About this House

Fabulous home with 5 bedrooms and 3 full baths and 2 half baths, 3 working fireplaces, lots of character, New roof 2 1/2 yr. old, new furnace and duct work ready of A/C, Completely renovated cottage, Must see to appreciate.
29 E Main St, Middletown, MD 21769 is a 5 bedroom, 4 bathroom, 5,334 sqft single-family home built in 1903. It last sold for $455,000 on Sep 6, 2013. It is currently off market. The Trulia Estimate is $884,400, with a rent estimate of $4,820/month.

Home Details for 29 E Main St

Interior Features

Interior Details
BasementTypes of Rooms: Dining Room, Family Room
Heating & Cooling
Heating: Forced Air, OtherCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Brick
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1903
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 1.51 acres

Price History for 29 E Main St

DatePriceEventSource
09/06/2013$455,000Sold
N/A
04/24/2013$475,000Listed For SaleAgent Provided
11/29/2012$499,900ListingRemovedAgent Provided
10/25/2012$499,900PriceChange
Agent Provided
08/14/2012$525,000PriceChange
Agent Provided
07/27/2012$548,500PriceChange
Agent Provided
05/01/2012$585,000Listed For SaleAgent Provided
08/06/2009$350,000Sold
N/A

Market trends in Middletown

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
28
7MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$10,817
Assessment$737,867
Home facts updated by county records

Comparable Sales for 29 E Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
7217 Dogwood Ln, Middletown, MD
0.11
Single-Family Home
$675,000
08/15/25
4
3
3,190
114 E Main St, Middletown, MD
0.11
Single-Family Home
$950,000
03/20/26
5
5.5
4,785
326 Ingalls Dr, Middletown, MD
0.22
Single-Family Home
$725,000
08/11/25
6
5
3,747
215 Broad St, Middletown, MD
0.29
Single-Family Home
$560,000
04/09/26
4
3
2,580
6 Gaver Way, Middletown, MD
0.12
Single-Family Home
$815,000
06/01/26
5
5.5
5,510
7 Dean Ln, Middletown, MD
0.17
Single-Family Home
$810,000
08/25/25
5
4.5
4,630
216 E Main St, Middletown, MD
0.24
Single-Family Home
$810,000
06/29/26
5
5
3,296
95 E Green St, Middletown, MD
0.12
Single-Family Home
$669,000
12/12/25
4
3.5
2,748
3 Woodmere Cir, Middletown, MD
0.45
Single-Family Home
$905,000
09/15/25
5
4.5
6,144
706 E Main St, Middletown, MD
0.68
Single-Family Home
$685,000
04/13/26
5
3.5
2,202

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 29 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
    Flag
  • 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!"
    0
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

8 pet-friendly rentals in Middletown, MD

Explore by feature - Air Conditioning

7 rentals with air conditioning in Middletown, MD

Homes for sale near 29 E Main St

Skip to last item
Skip to first item

Off Market Homes Near 29 E Main St

Skip to last item
Skip to first item

Frequently asked questions about 29 E Main St

  • What is 29 E Main St estimated to be worth?
    Trulia's estimated value for 29 E Main St in Middletown, MD is $884,400.
  • What is the price history for 29 E Main St?
    29 E Main St in Middletown, MD last sold for $455,000 in September 2013.
  • Is Middletown a buyer's or seller's market?
    Middletown is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Middletown?
    Residents describe Middletown, MD as well-kept, dog-friendly, and easy to park in. Most residents say you need a car. See recently sold homes in Middletown, MD.
  • Does 29 E Main St have air conditioning?
    Yes, 29 E Main St in Middletown, MD has air conditioning.
  • Does 29 E Main St have laundry facilities?
    Yes, 29 E Main St in Middletown, MD has in-unit laundry.