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

$885,900

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

29 E Main St, Middletown, MD 21769

Est. Refi. Payment $5,652/mo*
Refinance Your Home
Currently Off Market - Sold Sep 6, 2013 for $455,000

Home Value

Trulia Estimate
$886K
Since last month
Decreased$5K (-0.5%)
Since last year
Decreased$19K (-2.1%)
Since last sale
Increased$433K (+95.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +62% in the last 10 years
MonthEstimated value
2026
October 2026$888K
September 2026$886K
August 2026$893K
July 2026$888K
June 2026$912K
May 2026$921K
April 2026$912K
March 2026$906K
February 2026$886K
January 2026$875K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
33 E Main St, Middletown, MD
0.04
Single-Family Home
$360,000
09/15/26
6
3
3,034
114 E Main St, Middletown, MD
0.11
Single-Family Home
$950,000
03/20/26
5
5.5
4,785
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
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
706 E Main St, Middletown, MD
0.68
Single-Family Home
$685,000
04/13/26
5
3.5
2,202
305 E Main St, Middletown, MD
0.32
Single-Family Home
$695,000
09/25/26
3
2.5
3,000
307 Washington St, Middletown, MD
0.45
Single-Family Home
$631,000
07/20/26
5
3.5
3,288
7331 Holter Rd, Middletown, MD
0.63
Single-Family Home
$961,000
07/31/26
4
4
5,661

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
27 E Main St, Middletown, MD 21769
0.02
$529,300
3
1.5
2,448
Off Market
31 E Main St, Middletown, MD 21769
0.03
$731,700
Studio
1
4,188
Off Market
25 E Main St, Middletown, MD 21769
0.03
$517,500
Studio
2
2,598
Off Market
25 E Main St, Middletown, MD 21769
0.03
-
-
-
-
Off Market
30 E Green St, Middletown, MD 21769
0.04
$941,600
Studio
-
4,192
Off Market
33 E Main St, Middletown, MD 21769
0.04
$360,000
6
3
3,034
Recently Sold
28 E Green St, Middletown, MD 21769
0.05
$447,500
Studio
1
1,945
Off Market
34 E Green St, Middletown, MD 21769
0.05
$518,500
4
3
1,989
Off Market
30 E Main St, Middletown, MD 21769
0.05
$551,400
5
2
2,614
Off Market
32 E Main St #4, Middletown, MD 21769
0.05
-
2
1
925
Off Market
32 E Main St #6, Middletown, MD 21769
0.05
-
2
1
925
Off Market
28 E Main St, Middletown, MD 21769
0.05
$317,700
Studio
2
1,812
Off Market
26 E Main St, Middletown, MD 21769
0.05
$434,800
3
1.5
2,056
Off Market
23 E Main St, Middletown, MD 21769
0.05
$678,700
5
3
3,330
Off Market
35 E Main St, Middletown, MD 21769
0.05
$811,800
4
3
3,523
Off Market
35A E Main St, Middletown, MD 21769
0.05
-
2
1
1,063
Off Market
36 E Main St, Middletown, MD 21769
0.06
$743,300
4
2.5
2,850
Off Market
24 E Green St, Middletown, MD 21769
0.06
$518,900
3
2
2,088
Off Market
100 E Main St #102, Middletown, MD 21769
0.07
$517,400
4
3
2,756
Off Market
100 E Main St, Middletown, MD 21769
0.07
$522,800
4
2.5
2,756
Off Market

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

Single-Family Home
Built in 1903
1.51 acre lot
5,334 sqft
$166/sqft
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. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $885,900, with a rent estimate of $6,485/month.

Home Details for 29 E Main St

Interior Features

Interior Details
BasementTypes of Rooms: Dining Room, Family Room
Heating & Cooling
Heating: Forced AirHeating 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 and Tax history

DateEventPrice
Sep 6, 2013
Source: N/A
Sold
$455,000
Apr 24, 2013
Source: Agent Provided
Listed For Sale
$475,000
Nov 29, 2012
Source: Agent Provided
ListingRemoved
$499,900
Oct 25, 2012
Source: Agent Provided
PriceChange
$499,900
Price decreased by 5%
Aug 14, 2012
Source: Agent Provided
PriceChange
$525,000
Price decreased by 4%

Market trends in Middletown

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
26
1MoM

Around this home

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
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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
    Flag

LGBTQ Local Legal Protections

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 $885,900.
  • 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 laundry facilities?
    Yes, 29 E Main St in Middletown, MD has in-unit laundry.
  • How big is the lot at 29 E Main St?
    The lot at 29 E Main St in Middletown, MD is about 1.5 acres.

Explore by feature - Pet Friendly

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