1509 Callaway Dr
Shady Side, MD 20764
- 2 Beds
- 1 Bath
- 1,111 sqft (on 0.36 acres)
$375,000
Last Sold: May 18, 2026
7% over list $349K
$338/sqft
Est. Refi. Payment $2,261/mo*
$375,000
Last Sold: May 18, 2026
7% over list $349K
$338/sqft
Est. Refi. Payment $2,261/mo*
2 Beds
1 Bath
1,111 sqft
(on 0.36 acres)
Home Value
Trulia Estimate
$378KSince last month
Decreased$400 (-0.1%)Since last year
Increased$70K (+22.7%)Since last sale
Increased$2K (+0.6%)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 +41% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| August 2026 | $377K |
| July 2026 | $378K |
| June 2026 | $376K |
| May 2026 | $375K |
| April 2026 | $350K |
| March 2026 | $263K |
| February 2026 | $256K |
| January 2026 | $271K |
2025 | |
2024 | |
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 |
|---|---|---|---|---|---|---|---|
0.05 | Single-Family Home | $325,000 | 12/19/25 | 2 | 1 | 900 | |
0.02 | Single-Family Home | $276,000 | 12/22/25 | 3 | 2 | 1,356 | |
0.03 | Single-Family Home | $500,000 | 05/28/26 | 4 | 2 | 2,074 | |
0.12 | Single-Family Home | $143,850 | 07/31/26 | 2 | 1 | 736 | |
0.38 | Single-Family Home | $535,000 | 08/12/26 | 2 | 1.5 | 1,244 | |
0.41 | Single-Family Home | $565,000 | 09/04/25 | 3 | 1.5 | 1,152 | |
0.41 | Single-Family Home | $309,000 | 02/16/26 | 3 | 2.5 | 1,512 | |
0.89 | Single-Family Home | $350,000 | 10/29/25 | 3 | 2 | 968 |
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 |
|---|---|---|---|---|---|---|
0.03 | $500,000 | 4 | 2 | 2,074 | Recently Sold | |
0.04 | $354,500 | 2 | 2 | 1,240 | Off Market | |
0.02 | $276,000 | 3 | 2 | 1,356 | Recently Sold | |
0.05 | $373,400 | 2 | 1.5 | 637 | Off Market | |
0.05 | $431,700 | 3 | 1.5 | 1,388 | Off Market | |
0.05 | $325,000 | 2 | 1 | 900 | Recently Sold | |
0.06 | $309,700 | 2 | 1 | 576 | Off Market | |
0.08 | $327,200 | 2 | 1 | 680 | Off Market | |
0.08 | $740,900 | 3 | 3.5 | 2,850 | Off Market | |
0.07 | $745,000 | 3 | 2 | 1,962 | For Sale | |
0.12 | $143,850 | 2 | 1 | 736 | Recently Sold |
Local Information
-- mins to
Home Highlights
Property Type
Single-Family Home
Year Built
1952
Lot Size
0.36 acres
Living Area
1,111 sqft
Price/Sqft
$338/sqft
Parking
1 Car Garage
About this House
Welcome home to this cozy well maintained cottage located in the gated, waterfront community in Columbia Beach. Nestled in this serene neighborhood, this home offers a perfect blend of comfort, style and relaxation. As you step inside the home you are welcomed by this quaint mudroom that was recently updated with shiplap and new flooring. A perfect place to drop your shoes before you open the door to this beautiful home. As you walk in you notice the recently refinished floors that exude warmth and character throughout the home, creating a timeless appeal and seamless flow between rooms. You will love the recently serviced pellet stove on those cooler nights that adds warmth and ambiance. Owners have freshly painted this entire home as well as updated all lighting. The two bedrooms in this home are spacious with ample closet space. The bathroom was recently renovated ( 2023) with new flooring/ vanity and lighting. The galley kitchen has been updated with stainless steel appliances and has granite countertops as well as a NEW dishwasher ( 2023), NEW stove and Microwave ( 2026) As you walk through the French doors to the dining room you begin to see the real show stopper, the four season room and the amazing backyard. The backyard is completely fenced with two freshly painted sheds and plenty of space for privacy, peace and relaxation. The owners just replaced the washer and dryer ( 2023). This home is steps away from the bay. The community offers a fishing pier, kayak drop, a playground and small boat ramp. You will feel like you are always on vacation in this adorable cozy cottage. Home is conveniently located 30 minutes from Annapolis. Welcome home! NEW hot water Heater (2026)
1509 Callaway Dr, Shady Side, MD 20764 is a 2 bedroom, 1 bathroom, 1,111 sqft single-family home built in 1952. It last sold for $375,000 on May 18, 2026 (7% above the $349,000 asking price). It is currently off market. The Trulia Estimate is $377,700, with a rent estimate of $2,418/month.
Home Details for 1509 Callaway Dr
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Interior Details Number of Rooms: 1Types of Rooms: Basement |
Beds & Baths Number of Bedrooms: 2Main Level Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1Number of Bathrooms (main level): 1 |
Dimensions and Layout Living Area: 1111 Square Feet |
Appliances & Utilities Appliances: Microwave, Dryer, Ice Maker, Stainless Steel Appliance(s), Washer, Water Treat System, Electric Water HeaterDryerLaundry: Main LevelMicrowaveWasher |
Heating & Cooling Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,ElectricHas HeatingHeating Fuel: Heat Pump |
Fireplace & Spa Number of Fireplaces: 1Fireplace: Insert, Pellet StoveHas a Fireplace |
Windows, Doors, Floors & Walls Flooring: Hardwood, Wood |
Levels, Entrance, & Accessibility Stories: 1Levels: OneAccessibility: No StairsFloors: Hardwood, Wood |
View Has a ViewView: Garden, Trees/Woods |
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Exterior Home Features Roof: Architectural ShinglePatio / Porch: DeckFencing: FullOther Structures: Above Grade, Below GradeExterior: Rain Gutters, OtherFoundation: Crawl SpaceNo Private Pool |
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: Garage Faces Front,Crushed Stone,Attached,Driveway |
Pool Pool: None |
Frontage Waterfront: Canoe/Kayak, Fishing Allowed, BayRoad Surface Type: Black TopNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 1111 Square Feet |
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Year Built Year Built: 1952 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Cottage |
Building Construction Materials: Vinyl SidingNot a New Construction |
Property Information Condition: ExcellentIncluded in Sale: Pellet StoveParcel Number: 020715604329504 |
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Price List Price: $349,000Price Per Sqft: $338/sqft |
Status Change & Dates Off Market Date: Mon May 18 2026Possession Timing: Close Of Escrow |
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MLS Status: CLOSED |
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Direction & Address City: SHADY SIDECommunity: Columbia Beach |
School Information Elementary School District: Anne Arundel County Public SchoolsJr High / Middle School District: Anne Arundel County Public SchoolsHigh School: SouthernHigh School District: Anne Arundel County Public Schools |
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Building Area Building Area: 1111 Square Feet |
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Not Senior Community |
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No HOA |
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Lot Area: 0.36 acres |
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Special Conditions: Standard |
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Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, VA Loan |
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Business Information Ownership: Fee Simple |
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Mls Number: MDAA2140586Above Grade Unfinished Area: 1111 |
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Source Internet Entire Listing Display: Y |
Last check for updates: about 10 hours ago
Listed by Cheryl Byrd, (410) 991-7148
Compass
Bought with: Lydia Newman, (301) 542-2826, Fairfax Realty Premier
Source: Bright MLS, MLS#MDAA2140586

Price and Tax history
| Date | Event | Price |
|---|---|---|
May 18, 2026 Source: Bright MLS #MDAA2140586 | Sold | $375,000 |
Apr 18, 2026 Source: Bright MLS #MDAA2140586 | Contingent | $349,000 |
Apr 16, 2026 Source: Bright MLS #MDAA2140586 | Listed For Sale | $349,000 |
Jul 5, 2024 Source: Bright MLS #MDAA2087336 | ListingRemoved | |
Jun 23, 2024 Source: Bright MLS #MDAA2087336 | Contingent | $339,999 |
Jun 19, 2024 Source: Bright MLS #MDAA2087336 | Listed For Sale | $339,999 |
Dec 20, 2021 Source: Bright MLS #MDAA2014670 | Sold | $305,000 |
Nov 20, 2021 Source: Bright MLS #MDAA2014670 | Pending | $299,900 |
Nov 19, 2021 Source: Bright MLS #MDAA2014670 | Listed For Sale | $299,900 |
Market trends in Shady Side
Last updated July 2026
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.
LGBTQ Local Legal Protections
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Off Market Homes Near 1509 Callaway Dr
Frequently asked questions about 1509 Callaway Dr
- What is 1509 Callaway Dr estimated to be worth?Trulia's estimated value for 1509 Callaway Dr in Shady Side, MD is $377,700.
- What is the price history for 1509 Callaway Dr?1509 Callaway Dr in Shady Side, MD last sold for $375,000 in May 2026.
- 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 1509 Callaway Dr have air conditioning?Yes, 1509 Callaway Dr in Shady Side, MD has air conditioning.
- Does 1509 Callaway Dr have laundry facilities?Yes, 1509 Callaway Dr in Shady Side, MD has in-unit laundry.

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