View 4929 Chestnut Street Shady Side, MD MLS# MDAA2079850
$329,900
3

Beds

2.1

Baths

1,248

Sq.Ft.

4929 Chestnut Street

Shady Side, MD

Bright
Courtesy of SAMSON PROPERTIES
View 4924 Kellam Road Shady Side, MD MLS# MDAA2081022
  • Virtual Tour
1 of 32
$339,900
2

Beds

1.0

Baths

808

Sq.Ft.

4924 Kellam Road

Shady Side, MD

Bright
Courtesy of RE/MAX ONE
View 6121 Shady Side Road Shady Side, MD MLS# MDAA2058526
$350,000
Studio

Beds

0.0

Baths

6121 Shady Side Road

Shady Side, MD

Bright
Courtesy of RE/MAX PROFESSIONALS
The time to sell is now! THE TIME TO SELL IS NOW!
View 6121 Shady Side Road Shady Side, MD MLS# MDAA2058528
$350,000
Studio

Beds

0.0

Baths

6121 Shady Side Road

Shady Side, MD

Bright
Courtesy of RE/MAX PROFESSIONALS
View 1170 Maple Avenue Shady Side, MD MLS# MDAA2082170
$365,000
3

Beds

2.0

Baths

1,120

Sq.Ft.

1170 Maple Avenue

Shady Side, MD

Bright
Courtesy of KELLER WILLIAMS FLAGSHIP OF MARYLAND
View 1174 Holly Avenue Shady Side, MD MLS# MDAA2084290
$399,990
3

Beds

2.0

Baths

1,296

Sq.Ft.

1174 Holly Avenue

Shady Side, MD

Bright
Courtesy of KELLER WILLIAMS CAPITAL PROPERTIES
View 1418 Shady Rest Road Shady Side, MD MLS# MDAA2082734
  • Recently Listed with Virtual Tour
1 of 39
$435,000
3

Beds

2.0

Baths

2,139

Sq.Ft.

1418 Shady Rest Road

Shady Side, MD

Bright
Courtesy of COLDWELL BANKER REALTY
View 4907 Magnolia Street Shady Side, MD MLS# MDAA2082462
$479,900
4

Beds

2.1

Baths

2,160

Sq.Ft.

4907 Magnolia Street

Shady Side, MD

Bright
Courtesy of SCHWARTZ REALTY, INC.
View 1195 Grove Avenue Shady Side, MD MLS# MDAA2073716
  • New Construction
1 of 45
$499,900
4

Beds

2.1

Baths

2,091

Sq.Ft.

1195 Grove Avenue

Shady Side, MD

Bright
Courtesy of SCHWARTZ REALTY, INC.
View 1197 Grove Avenue Shady Side, MD MLS# MDAA2080890
  • New Construction
1 of 44
$499,900
4

Beds

2.1

Baths

2,005

Sq.Ft.

1197 Grove Avenue

Shady Side, MD

Bright
Courtesy of SCHWARTZ REALTY, INC.
View 6548 Shady Side Road W Shady Side, MD MLS# MDAA2083886
$524,900
3

Beds

1.1

Baths

1,522

Sq.Ft.

6548 Shady Side Road W

Shady Side, MD

Bright
Courtesy of CENTURY 21 NEW MILLENNIUM
View 1426 Haile Parkway Shady Side, MD MLS# MDAA2045576
  • New Construction
1 of 15
$649,000
4

Beds

2.1

Baths

2,575

Sq.Ft.

1426 Haile Parkway

Shady Side, MD

Bright
Courtesy of NEXT STEP REALTY, LLC.
View 4933 Aspen Street Shady Side, MD MLS# MDAA2080768
$665,000
4

Beds

3.1

Baths

3,613

Sq.Ft.

4933 Aspen Street

Shady Side, MD

Bright
Courtesy of SAMSON PROPERTIES
View 1337 W River Road Shady Side, MD MLS# MDAA2074976
$700,000
2

Beds

1.0

Baths

862

Sq.Ft.

1337 W River Road

Shady Side, MD

Bright
Courtesy of IKON REALTY
View 1450 Snug Harbor Road Shady Side, MD MLS# MDAA2074580
  • New Construction
1 of 5
$762,000
4

Beds

2.1

Baths

87,000

Sq.Ft.

1450 Snug Harbor Road

Shady Side, MD

Bright
Courtesy of KELLER WILLIAMS FLAGSHIP OF MARYLAND
View 1462 Snug Harbor Road Shady Side, MD MLS# MDAA2011224
$795,000
4

Beds

1.1

Baths

1,482

Sq.Ft.

1462 Snug Harbor Road

Shady Side, MD

Bright
Courtesy of SCHWARTZ REALTY, INC.
View 1462 Snug Harbor Road Shady Side, MD MLS# MDAA2012164
$795,000
Studio

Beds

0.0

Baths

1,482

Sq.Ft.

1462 Snug Harbor Road

Shady Side, MD

Bright
Courtesy of SCHWARTZ REALTY, INC.
View 4754 Chestnut Road Shady Side, MD MLS# MDAA2080416
  • Recently Listed
1 of 98
$1,750,000
3

Beds

3.0

Baths

3,142

Sq.Ft.

4754 Chestnut Road

Shady Side, MD

Bright
Courtesy of MONUMENT SOTHEBY'S INTERNATIONAL REALTY
View 4701 Girton Avenue Shady Side, MD MLS# MDAA2083782
  • Recently Listed
1 of 42
$3,400,000
9

Beds

6.1

Baths

8,425

Sq.Ft.

4701 Girton Avenue

Shady Side, MD

Bright
Courtesy of TTR SOTHEBY'S INTERNATIONAL REALTY
View 1346 E West Shady Side Road Shady Side, MD MLS# MDAA2081512
$3,995,000
8

Beds

8.1

Baths

8,412

Sq.Ft.

1346 E West Shady Side Road

Shady Side, MD

Bright
Courtesy of LONG & FOSTER REAL ESTATE, INC.

About Shady Side

South of Annapolis is the picturesque small town of Shady Side, where working boats still return with the day’s bounty from the sea.  Nearly every home site enjoys waterfront views and many provide water access.  Ranch-style homes blend with Cape Cods, bungalows, and colonials in charming neighborhoods.  Many residential areas have amenities like a fishing pier, a waterfront playground, and their own swimming beach.  Throughout the area, former fishing villages are transforming into bedroom communities in close proximity to one of the Chesapeake Bay’s largest marinas, Herrington Harbour North.  Local festivities draw South County residents together, from parades to tree-lighting ceremonies.

Listings in Shady Side, MD

40

Estimated median home price

$324,450
Shady Side MD Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Shady Side, Maryland real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Shady Side, MD.

Homes for Sale by Price in Shady Side, MD

Price Count
$0 - 100K 5
$100K - 200K 9
$200K - 300K 5
$300K - 400K 7
$400K - 500K 4
$500K - 600K 1
$600K - 700K 3
$700K - 800K 3
$800K - 900K 0
$900K - 1M 0
$1M - Max 3

Homes for Sale by Type in Shady Side, MD

Property Type Count
Single Family 21
Townhouse 0
Condo 0
Commercial 2
Rental 0
Lots and Land 17
Condo/Town/CoOp 0
CoOp 0
Multi Family 0
Mobile Home 0
Farms 0

(Data as of 5/8/2024)

Information deemed reliable but not guaranteed.

Information Deemed Reliable But Not Guaranteed. The data relating to real estate for sale on this website appears in part through the BrightMLS Broker ReciprocitySM program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Weichert, Realtors® participates, and is provided by BrightMLS through a licensing agreement.

Real estate listings held by brokerage firms other than Weichert, Realtors® are marked with the Broker Reciprocity icon (a little black house) and detailed information about each listing includes the name of the listing broker.

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale.

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