Are yards well-kept in Shady Side, MD?

As of early 2026, 97% of users say yards are well-kept

Is a car needed in Shady Side, MD?

As of early 2026, 96% of users say car is needed

Is Shady Side, MD dog-friendly?

As of early 2026, 91% of users say it's dog friendly

Do kids play outside in Shady Side, MD?

As of early 2026, 89% of users say kids play outside

Would people walk alone at night in Shady Side, MD?

As of early 2026, 81% of users say people would walk alone at night

Is Shady Side, MD quiet?

As of early 2026, 76% of users say it's quiet

Is parking easy in Shady Side, MD?

As of early 2026, 76% of users say parking is easy

Are neighbors friendly in Shady Side, MD?

As of early 2026, 73% of users say neighbors are friendly

Is there wildlife in Shady Side, MD?

As of early 2026, 73% of users say there's wildlife

Does Shady Side, MD show holiday spirit?

As of early 2026, 71% of users say there's holiday spirit

Do residents of Shady Side, MD plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Are there community events in Shady Side, MD?

As of early 2026, 43% of users say there are community events

Is Shady Side, MD walkable to restaurants?

As of early 2026, 32% of users say it's walkable to restaurants

Are the streets well-lit in Shady Side, MD?

As of early 2026, 29% of users say streets are well-lit

Is Shady Side, MD walkable to grocery stores?

As of early 2026, 13% of users say it's walkable to grocery stores

OFF MARKET

4744 Frederick Ave
Shady Side, MD 20764

2 Beds
2 Baths
1,485 sqft (on 0.36 acres)

$863,100

Trulia Estimate

as of Jun 3, 2026

Est. Refi. Payment $4,969/mo*

Refinance Your Home

$863,100

Trulia Estimate

as of Jun 3, 2026

Est. Refi. Payment $4,969/mo*

Refinance Your Home

2 Beds

2 Baths

1,485 sqft

(on 0.36 acres)

Local Information

-- mins to

Commute Destination

Description

Charming waterfront cottage offering wide western views of Parish Creek where the West River meets the Bay, and across to the natural shoreline of Rhode River & Cumberstone. Enjoy captivating sunsets from the lawn, deck and lovely three-season room! This costal cottage has 2 large bedrooms, 1 1/2 baths, vaulted ceilings, stone fireplace and large open kitchen. Property also features a mud room/laundry room & oversized one-car garage with lots of workshop or storage space. A fantastic location for boating, easy distance to waterfront restaurants and out to Thomas Point Lighthouse, Annapolis, Kent Island or St Michaels! Watch the Wednesday Night Sailboat Races from the comfort of your home! Paddle board or kayak over to Shady Cove Natural Area, which offers tranquil views, a beach & an abundance of wildlife! Community of Idlewilde offers fishing pier, kayak launch and beach with views of the Chesapeake Bay & bay bridge!

This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking

Garage

Outdoor

Porch, Patio, Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 4744 Frederick Ave

Interior Features
Heating & Cooling Heating: Baseboard, Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility Stories: 1Floors: Tile, Carpet, Laminate
Interior Details AtticTypes of Rooms: Breakfast Nook, Laundry Room, Master Bath, Mud Room, Pantry, Sun RoomCeiling Fan
Appliances & Utilities Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Security Security System

Exterior Features
Exterior Home Features Roof: AsphaltDeckExterior: VinylFoundation Type: PiersGardenLawnPatioPorch
Parking & Garage GarageParking Spaces: 4Parking: Garage Attached

Property Information
Year Built Year Built: 1968Year Updated: 2021
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 0.36 acres

Price History for 4744 Frederick Ave

Date	Price	Event	Source
02/09/2021	$682,000	Sold	N/A
Recording Date 02/09/2021 Contract Date 12/16/2020 County Transfer Tax $68 Total Transfer Tax $102
12/16/2020	$682,000	Sold	Long & Foster Broker Feed #MDAA451086_100
Recording Date 12/16/2020 County Transfer Tax N/A Total Transfer Tax N/A
09/23/2010	$510,000	Sold	N/A
Recording Date 09/23/2010 Contract Date 09/23/2010 County Transfer Tax N/A Total Transfer Tax N/A
04/17/2010	$549,000	PriceChange	Agent Provided
Price Change $270,000 (-33%)
02/28/2010	$819,000	PriceChange	Agent Provided
Price Change $270,000 (49%)
11/25/2009	$549,000	PriceChange	Agent Provided
Price Change $270,000 (-33%)
11/18/2009	$819,000	PriceChange	Agent Provided
Price Change $270,000 (49%)
11/07/2009	$549,000	PriceChange	Agent Provided
Price Change $80,000 (-13%)
09/27/2009	$629,000	PriceChange	Agent Provided
Price Change $270,000 (-30%)
09/15/2009	$899,000	PriceChange	Agent Provided
Price Change $270,000 (43%)
09/06/2009	$629,000	PriceChange	Agent Provided
Price Change $270,000 (-30%)
09/02/2009	$899,000	PriceChange	Agent Provided
Price Change $270,000 (43%)
08/26/2009	$629,000	PriceChange	Agent Provided
Price Change $270,000 (-30%)
08/16/2009	$899,000	PriceChange	Agent Provided
Price Change $270,000 (43%)
08/05/2009	$629,000	PriceChange	Agent Provided
Price Change $20,000 (-3%)
08/02/2009	$649,000	PriceChange	Agent Provided
Price Change $250,000 (-28%)
07/30/2009	$899,000	PriceChange	Agent Provided
Price Change $250,000 (39%)
07/21/2009	$649,000	PriceChange	Agent Provided
Price Change $250,000 (-28%)
07/19/2009	$899,000	PriceChange	Agent Provided
Price Change $250,000 (39%)
07/18/2009	$649,000	PriceChange	Agent Provided
Price Change $250,000 (-28%)
07/12/2009	$899,000	PriceChange	Agent Provided
Price Change $250,000 (39%)
07/04/2009	$649,000	PriceChange	Agent Provided
Price Change $250,000 (-28%)
06/22/2009	$899,000	PriceChange	Agent Provided
Price Change $250,000 (39%)
06/20/2009	$649,000	PriceChange	Agent Provided
Price Change $250,000 (-28%)
06/07/2009	$899,000	PriceChange	Agent Provided
Price Change $250,000 (39%)
05/25/2009	$649,000	PriceChange	Agent Provided
Price Change $250,000 (-28%)
05/24/2009	$899,000	Listed For Sale	Agent Provided

10/04/2005	$730,000	Sold	N/A
Recording Date 10/04/2005 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$7,518
Assessment	$614,100

Home facts updated by county records

Comparable Sales for 4744 Frederick Ave

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
4728 Frederick Ave, Shady Side, MD	0.12	Single-Family Home	$615,000	04/23/26	3	2	1,308
4801 Avery Rd, Shady Side, MD	0.44	Single-Family Home	$615,000	10/28/25	2	1.5	1,540
4721 Girton Ave, Shady Side, MD	0.20	Single-Family Home	$405,000	04/17/26	3	2	1,456
4722 Oak Rd, Shady Side, MD	0.32	Single-Family Home	$465,000	07/30/25	3	2	1,838
4738 Idlewilde Rd, Shady Side, MD	0.20	Single-Family Home	$447,000	01/08/26	4	2	1,300
4742 Chestnut Rd, Shady Side, MD	0.30	Single-Family Home	$404,000	01/02/26	3	2.5	1,630
4723 Washington Ave, Shady Side, MD	0.19	Single-Family Home	$402,500	08/11/25	4	3	1,364
4727 Oak Rd, Shady Side, MD	0.34	Single-Family Home	$525,000	09/30/25	3	2	1,806
4738 Washington Ave, Shady Side, MD	0.12	Single-Family Home	$327,500	04/20/26	3	1	1,000
1700 Bayview Rd, Shady Side, MD	0.21	Single-Family Home	$325,000	10/27/25	2	1.5	852

Nearby homes

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

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OFF MARKET
Est. $369,300
2 bd
1 ba
800 sqft
4737 Chesapeake Ave,
Shady Side, MD 20764
Schwartz Realty, Inc.
FOR SALE
1 ACRE
$3,500,000
5 bd
5.5 ba
4,620 sqft
4750 Frederick Ave,
Shady Side, MD 20764
Berkshire Hathaway HomeServices PenFed Realty
OFF MARKET
Est. $541,700
5 bd
3 ba
2,220 sqft
4727 Frederick Ave,
Shady Side, MD 20764
Samson Properties
SOLD
APR 23, 2026
$615,000
3 bd
2 ba
1,308 sqft
4728 Frederick Ave,
Shady Side, MD 20764
Schwartz Realty, Inc.
FOR SALE
0.31 ACRES
$479,000
3 bd
2 ba
912 sqft
4725 Frederick Ave,
Shady Side, MD 20764
Redfin Corp
SOLD
APR 20, 2026
$327,500
3 bd
1 ba
1,000 sqft
4738 Washington Ave,
Shady Side, MD 20764
Samson Properties
OFF MARKET
Est. $410,100
3 bd
2 ba
1,104 sqft
4725 Girton Ave,
Shady Side, MD 20764
Engel & Volkers Annapolis
OFF MARKET
Est. $1,017,900
3 bd
3 ba
2,750 sqft
1603 Hunters Ln,
Shady Side, MD 20764
Keller Williams Flagship
OFF MARKET
Est. $486,400
3 bd
2.5 ba
1,788 sqft
4722 Girton Ave,
Shady Side, MD 20764
Keller Williams Chantilly Ventures, LLC
SOLD
FEB 23, 2026
$274,000
2 bd
1 ba
714 sqft
4717 Frederick Ave,
Shady Side, MD 20764
Next Step Realty
SOLD
AUG 11, 2025
$402,500
4 bd
3 ba
1,364 sqft
4723 Washington Ave,
Shady Side, MD 20764
RE/MAX One
OFF MARKET
Est. $416,600
3 bd
2 ba
1,636 sqft
1609 Winters Ave,
Shady Side, MD 20764
Taylor Properties

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Additional Cost

Assigned Schools

These are the assigned schools for 4744 Frederick Ave.

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 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
Resident
5y ago
"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.
Resident
8y ago
"We have nice parks and water access, and boat slips. Neighbors are friendly and watch out for each other "
0
Flag
Renee B.
11y ago
" 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.
11y ago
"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

Apartments for Rent

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Explore by feature

PET FRIENDLY
$2,795/mo
3 bd
2.5 ba
1,414 sqft
1304 Avalon Blvd,
Shady Side, MD 20764
APPLY INSTANTLY
PET FRIENDLY
$2,500/mo
3 bd
2.5 ba
1,624 sqft
1241 Juniper St,
Shady Side, MD 20764
APPLY INSTANTLY
PET FRIENDLY
$2,900/mo
3 bd
3 ba
1,512 sqft
1512 Lincoln Rd,
Shady Side, MD 20764
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$3,150/mo
3 bd
1 ba
1,008 sqft
4921 Olive St,
Shady Side, MD 20764
PET FRIENDLY
$1,800/mo
Total price
1 bd
1 ba
600 sqft
4740 Frederick Ave,
Shady Side, MD 20764
PET FRIENDLY
$1,900/mo
2 bd
1 ba
666 sqft
4828 Woods Wharf Rd,
Shady Side, MD 20764
PET FRIENDLY
$2,395/mo
2 bd
1 ba
1,049 sqft
4807 Woods Wharf Rd,
Shady Side, MD 20764
7 rentals with air conditioning in Shady Side, MD

Homes for sale near 4744 Frederick Ave

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0.31 ACRES
$479,000
3 bd
2 ba
912 sqft
4725 Frederick Ave,
Shady Side, MD 20764
Redfin Corp
1 ACRE
$3,500,000
5 bd
5.5 ba
4,620 sqft
4750 Frederick Ave,
Shady Side, MD 20764
Berkshire Hathaway HomeServices PenFed Realty
0.57 ACRES
$750,000
4 bd
1.5 ba
2,144 sqft
1462 Snug Harbor Rd,
Shady Side, MD 20764
Schwartz Realty, Inc.
$399,900
3 bd
1.5 ba
1,386 sqft
4912 Mariners Dr,
Shady Side, MD 20764
RE/MAX United Real Estate
3.04 ACRES
$729,900
3 bd
2 ba
1,866 sqft
1650 Cedar Ln,
Shady Side, MD 20764
Schwartz Realty, Inc.
$450,000
3 bd
2 ba
2,006 sqft
1217 Pine Ave,
Shady Side, MD 20764
RE/MAX One
0.49 ACRES
$1,099,000
3 bd
2 ba
1,964 sqft
1268 Hayes Rd,
Shady Side, MD 20764
Maryland Waterfront Properties LLC
NEW - 32 MIN AGO
AUCTION
Price Unknown
3 bd
1.5 ba
1,296 sqft
1189 Holly Ave,
Shady Side, MD 20764
$540,000
4 bd
2.5 ba
2,272 sqft
1191 Poplar Ave,
Shady Side, MD 20764
CENTURY 21 New Millennium
$399,900
4 bd
1.5 ba
1,399 sqft
1199 Oak Ave,
Shady Side, MD 20764
Long & Foster Real Estate, Inc.
See more homes for sale in
Shady Side
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Off Market Homes Near 4744 Frederick Ave

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SOLD
JUN 2, 2026
$824,990
4 bd
2.5 ba
2,158 sqft
1210 Chesapeake Dr,
Churchton, MD 20733
RE/MAX One
SOLD
MAY 28, 2026
$500,000
4 bd
2 ba
2,074 sqft
1510 Callaway Dr,
Shady Side, MD 20764
Long & Foster Real Estate, Inc.
SOLD
MAY 26, 2026
$470,000
3 bd
1 ba
1,454 sqft
114 River Rd,
Edgewater, MD 21037
RE/MAX Leading Edge
SOLD
MAY 26, 2026
$859,990
5 bd
4.5 ba
3,617 sqft
3704 Devonann Ln,
Edgewater, MD 21037
D.R. Horton Realty of Virginia, LLC
SOLD
MAY 21, 2026
$1,190,000
3 bd
2 ba
1,400 sqft
3738 Bay Dr,
Edgewater, MD 21037
Engel & Volkers Annapolis
SOLD
MAY 21, 2026
$760,000
4 bd
2.5 ba
3,679 sqft
617 Plantation Blvd,
West River, MD 20778
RE/MAX One
SOLD
MAY 15, 2026
$575,000
2 bd
2 ba
1,902 sqft
1535 Ridgely Dr,
Edgewater, MD 21037
CENTURY 21 New Millennium
SOLD
MAY 15, 2026
$875,000
4 bd
3 ba
2,496 sqft
819 Elm Dr,
West River, MD 20778
TTR Sotheby's International Realty
SOLD
MAY 15, 2026
$475,000
3 bd
2.5 ba
1,664 sqft
1237A Juniper St,
Shady Side, MD 20764
Anne Arundel Properties, Inc.
SOLD
MAY 14, 2026
$699,000
5 bd
3 ba
3,052 sqft
5235 Chalk Point Rd,
West River, MD 20778
Peninsula Properties, LLC.
See more homes for sale in
Shady Side
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Homes for rent near 4744 Frederick Ave

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APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$2,250/mo
Total price
2 bd
1 ba
1,200 sqft
1407 Central Ave E,
Edgewater, MD 21037
PET FRIENDLY
$2,795/mo
3 bd
2.5 ba
1,414 sqft
1304 Avalon Blvd,
Shady Side, MD 20764
APPLY INSTANTLY
PET FRIENDLY
$2,500/mo
3 bd
2.5 ba
1,624 sqft
1241 Juniper St,
Shady Side, MD 20764
APPLY INSTANTLY
PET FRIENDLY
$2,900/mo
3 bd
3 ba
1,512 sqft
1512 Lincoln Rd,
Shady Side, MD 20764
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$3,150/mo
3 bd
1 ba
1,008 sqft
4921 Olive St,
Shady Side, MD 20764
PET FRIENDLY
$1,800/mo
Total price
1 bd
1 ba
600 sqft
4740 Frederick Ave,
Shady Side, MD 20764
$5,000/mo
2,285 sqft
402 Linden Ave,
Edgewater, MD 21037
PET FRIENDLY
$1,900/mo
2 bd
1 ba
666 sqft
4828 Woods Wharf Rd,
Shady Side, MD 20764
PET FRIENDLY
$2,395/mo
2 bd
1 ba
1,049 sqft
4807 Woods Wharf Rd,
Shady Side, MD 20764
See more homes for rent in
Shady Side
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4744 Frederick Ave, Shady Side, MD 20764 is a 2 bedroom, 2 bathroom, 1,485 sqft single-family home built in 1968. This property is not currently available for sale. 4744 Frederick Ave was last sold on Feb 9, 2021 for $682,000. The current Trulia Estimate for 4744 Frederick Ave is $863,100.

4744 Frederick Ave
Shady Side, MD 20764

$863,100

$863,100

Local Information