1508 Calloway Dr, Shady Side, MD 20764
OFF MARKET

1508 Calloway Dr
Shady Side, MD 20764

  • 2 Beds
  • 1 Bath
  • 868 sqft

$294,700

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $1,793/mo*
Refinance Your Home

$294,700

Trulia Estimate
as of Aug 25, 2026
Est. Refi. Payment $1,793/mo*
Refinance Your Home
2 Beds
1 Bath
868 sqft

Home Value

Trulia Estimate
$295K
Since last month
Decreased$13K (-4.3%)
Since last year
Decreased$15K (-4.9%)
Since last sale
Increased$54K (+22.6%)
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 +59% in the last 10 years
MonthEstimated value
2026
August 2026$294K
July 2026$308K
June 2026$308K
May 2026$311K
April 2026$295K
March 2026$297K
February 2026$297K
January 2026$295K
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
1731 Columbia Beach Rd, Shady Side, MD
0.05
Single-Family Home
$325,000
12/19/25
2
1
900
1502 Garst Rd, Shady Side, MD
0.10
Single-Family Home
$143,850
07/31/26
2
1
736
1509 Callaway Dr, Shady Side, MD
0.03
Single-Family Home
$375,000
05/18/26
2
1
1,111
1509 Calloway Dr, Shady Side, MD
0.04
Single-Family Home
$375,000
05/22/26
2
1
1,111
1503 Callaway Dr, Shady Side, MD
0.04
Single-Family Home
$276,000
12/22/25
3
2
1,356
5211 Al Jones Dr, Shady Side, MD
0.36
Single-Family Home
$535,000
08/12/26
2
1.5
1,244
1213 Oak Ave, Shady Side, MD
0.99
Single-Family Home
$292,000
01/30/26
2
1
704
1512 Lincoln Rd, Shady Side, MD
0.39
Single-Family Home
$309,000
02/16/26
3
2.5
1,512
1605 Depriest Dr, Shady Side, MD
0.38
Single-Family Home
$565,000
09/04/25
3
1.5
1,152
1510 Callaway Dr, Shady Side, MD
0.02
Single-Family Home
$500,000
05/28/26
4
2
2,074

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
1509 Callaway Dr, Shady Side, MD 20764
0.03
$375,000
2
1
1,111
Recently Sold
1510 Callaway Dr, Shady Side, MD 20764
0.02
$500,000
4
2
2,074
Recently Sold
1500 Calloway Dr, Shady Side, MD 20764
0.03
$353,300
2
2
1,240
Off Market
1503 Callaway Dr, Shady Side, MD 20764
0.04
$276,000
3
2
1,356
Recently Sold
1503 Ellington Dr, Shady Side, MD 20764
0.02
$368,500
2
1.5
637
Off Market
1727 Columbia Beach Rd, Shady Side, MD 20764
0.05
$427,800
3
1.5
1,388
Off Market
1731 Columbia Beach Rd, Shady Side, MD 20764
0.05
$325,000
2
1
900
Recently Sold
5326 Al Jones Dr, Shady Side, MD 20764
0.04
$307,900
2
1
576
Off Market
1501 Garst Rd, Shady Side, MD 20764
0.05
$327,200
2
1
680
Off Market
1721 Columbia Beach Rd, Shady Side, MD 20764
0.06
$736,400
3
3.5
2,850
Off Market
5314 Al Jones Dr, Shady Side, MD 20764
0.07
$664,990
4
2.5
2,710
For Sale
5341 Al Jones Dr, Shady Side, MD 20764
0.08
$725,000
3
2
1,962
For Sale

Local Information

  • Map ViewExplore the area around 1508 Calloway Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1957
Living Area
868 sqft
Price/Sqft
$340

About this House

This single-family home is located at 1508 Calloway Dr, Shady Side, MD. 1508 Calloway Dr is in Shady Side, MD and in ZIP code 20764. This property has 2 bedrooms, 1 bathroom and approximately 868 sqft of floor space. This property has a lot size of 4791 sqft and was built in 1957.
1508 Calloway Dr, Shady Side, MD 20764 is a 2 bedroom, 1 bathroom, 868 sqft single-family home built in 1957. It last sold for $240,000 on Jul 6, 2009. More recently, it was listed as a rental in November 2019 with an asking price of $1,350 per month. That rental listing was removed on February 29, 2020. It is currently off market. The Trulia Estimate is $294,700, with a rent estimate of $2,371/month.

Home Details for 1508 Calloway Dr

Interior Features

Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stucco

Property Information

Year Built
Year Built: 1957
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Building

Levels, Entrance, & Accessibility
Disabled Access

Community

Units in Building: 1

Lot Information

Lot Area: 4791 sqft

Price and Tax history

DateEventPrice
Feb 29, 2020
Source: Agent Provided
ListingRemoved
$1,350
Nov 9, 2019
Source: Agent Provided
Listed For Rent
$1,350
Aug 2, 2018
Source: Agent Provided
ListingRemoved
$1,350
Jun 12, 2018
Source: Agent Provided
Listed For Rent
$1,350
Feb 6, 2018
Source: Agent Provided
ListingRemoved
$1,345

Market trends in Shady Side

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
35
7MoM

Around this home

What Locals Say about Shady Side

At least 26 Trulia users voted on each feature.

  • 97 % Say yards are well-kept

  • 96 % Say car is needed

  • 91 % Say it's dog friendly

  • 89 % Say kids play outside

  • 81 % Say people would walk alone at night

  • 76 % Say it's quiet

  • 76 % Say parking is easy

  • 73 % Say neighbors are friendly

  • 73 % Say there's wildlife

  • 71 % Say there's holiday spirit

  • 50 % Say they plan to stay for at least 5 years

  • 43 % Say there are community events

  • 32 % Say it's walkable to restaurants

  • 29 % Say streets are well-lit

  • 13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Krmotto@gmail.com
    "the bay is so close, and the neighborhood is perfect for our small family. bike rides are fun, and good schools we think! "
    1
    Flag
  • Julie F.
    "We have nice parks and water access, and boat slips. Neighbors are friendly and watch out for each other "
    0
    Flag
  • Renee B.
    " If you want to live in a country or water setting this is a great area for just that. It is a relatively easy commute into DC, Annapolis or Baltimore. If you want box stores forget it! it's all about keeping it local down here. Enjoy the diverse community of friendly people who like to kayak, fish, sail, bike ride, power boat, motorcycle, hunt, eat local crabs & oysters, the arts, history at Captain Avery Museum, ride horses and so much more!! I gave the traffic an Excellent rating compared to the congested surrounding areas, every now and then you might get behind a farmers tractor who usually pulls over to let you pass! Public Transportation, there is a Park & Ride 15min away that has an excellent commuter bus into DC. School buses yes. Senior Citizen busses available. Community Involvement - Small 4th of July Parade, Oyster Festival, and just some good old fashioned neighborhood get togethers. "
    1
    Flag
  • Elena H.
    "For a quaint existence on the water where waking up to the tranquility of birds singing and going to sleep following an uninhibited view of the night sky are your drivers, this bucolic neighborhood is perfect! Ideal neighborhood for the boating crowd and a weekend home. "
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1508 Calloway Dr

  • What is 1508 Calloway Dr estimated to be worth?
    Trulia's estimated value for 1508 Calloway Dr in Shady Side, MD is $294,700.
  • What is the price history for 1508 Calloway Dr?
    1508 Calloway Dr in Shady Side, MD last sold for $240,000 in July 2009.
  • Is Shady Side a buyer's or seller's market?
    Shady Side is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Shady Side?
    Residents describe Shady Side, MD as well-kept, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Shady Side, MD.
  • Does 1508 Calloway Dr have laundry facilities?
    Yes, 1508 Calloway Dr in Shady Side, MD has in-unit laundry.
  • How big is the lot at 1508 Calloway Dr?
    The lot at 1508 Calloway Dr in Shady Side, MD is about 0.11 acres (4,791 sq ft).

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