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28 Properties Available In Shady Side
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)

$800,000
Condo
4922 LERCH DR, Shady Side, MD 20764
This home will make you feel like you are living on a permanent vacation! This home features main-level living with a la...
MLS# MDAA2104698
Listed by Redfin Corp


$1,300,000
Single Family Home
1538 ROBINSON RD, Shady Side, MD 20764
OPEN Bay-front at this newly listed, Custom Coastal with private pier! Located in coveted Columbia Beach, this airy WATE...
MLS# MDAA2105330
Listed by Chaney Homes, LLC


$2,200,000
Single Family Home
4701 GIRTON AVE, Shady Side, MD 20764
This waterfront property at 4701 Girton Ave truly is a luxurious retreat, offering the perfect balance of space, privacy...
MLS# MDAA2103248
Listed by Coldwell Banker Realty


$1,150,000
Single Family Home
4927 HINE DR, Shady Side, MD 20764
A beautiful waterfront lot with southern exposure and wonderful view! House is a post & beam architect design with passi...
MLS# MDAA2101480
Listed by Long & Foster Real Estate, Inc.


$2,875,000
Single Family Home
1346 E WEST SHADY SIDE RD, Shady Side, MD 20764
Located on a private 2.5-acre lot with over 300 ft of West River waterfront, 1346 E West Shady Side Road offers immediat...
MLS# MDAA2105742
Listed by Long & Foster Real Estate, Inc.


$515,000
Single Family Home
4906 LEE BLVD, Shady Side, MD 20764
**Move-in ready home in the private, water-privileged Westelee community of Avalon Shores<br>**Access to beach, boat ram...
MLS# MDAA2104722
Listed by RE/MAX Leading Edge


$289,900
Single Family Home
5215 PARK AVE, Shady Side, MD 20764
Welcome Home to 5215 Park Avenue!! This Beautifully updated Rancher has the space you need to create a life you desire!...
MLS# MDAA2105814
Listed by Alberti Realty, LLC


$2,200,000
Single Family Home
1133-A STEAMBOAT RD, Shady Side, MD 20764
Welcome to this incredible home to-be-built on 1.6 waterfront acres just south of Annapolis. This waterfront lot offers...
MLS# MDAA2105408
Listed by Next Step Realty, LLC.


$679,900
Single Family Home
4920 THOMAS DR, Shady Side, MD 20764
Beautifully maintained 4-bedroom, 2.5-bath home in the coveted Westelee neighborhood. This residence has everything you ...
MLS# MDAA2104342
Listed by Curtis Real Estate Company


$499,900
Single Family Home
5228 CHESAPEAKE AVE, Shady Side, MD 20764
Charming Chesapeake Bay cottage with breathtaking water views from nearly every room! Start your mornings with a stunnin...
MLS# MDAA2103748
Listed by Schwartz Realty, Inc.


$339,000
Single Family Home
1508 CEDARHURST RD, Shady Side, MD 20764
Welcome to 1508 Cedarhurst Road in the water-privileged community of Cedarhurst on the Bay. The home consists of 3 bedro...
MLS# MDAA2102856
Listed by Douglas Realty LLC


$795,000
Single Family Home
4801 AVERY RD, Shady Side, MD 20764
An adorable cottage with almost 200' of waterfront facing Hopkins Cove with views of the Chesapeake Bay Bridge. This cou...
MLS# MDAA2101544
Listed by EXP Realty, LLC


$275,000
Single Family Home
1419 SHADY REST RD, Shady Side, MD 20764
Welcome to 1419 Shady Rest Rd, it located on a quiet street not far from the water in one of Maryland's Chesapeake Bay b...
MLS# MDAA2101548
Listed by Premiere Realty


$598,337
Single Family Home
4958 FILBERT ST, Shady Side, MD 20764
New Construction (To-Be-Built). Meet the Monroe: this stunning home design comes with three distinct elevations to ch...
MLS# MDAA2099528
Listed by Coldwell Banker Realty


$700,000
Single Family Home
1337 W RIVER RD, Shady Side, MD 20764
Your Own Private Retreat, get away from the Rat Race and make this a great place for you and your family.<br><br>1337 We...
MLS# MDAA2092570
Listed by Long & Foster Real Estate, Inc.


$795,000
Single Family Home
1462 SNUG HARBOR RD, Shady Side, MD 20764
4 beds/ 1 full bath and 1/2 bath with shower.2144 SQ FT. Home and income opportunity goes with this four bedroom home o...
MLS# MDAA2011224
Listed by Schwartz Realty, Inc.


$185,000
Vacant Land
5250 AL JONES DR, Shady Side, MD 20764
LAND LAND in a gated private community! The lot is 3 small lots in total all adjacent to each other. The county has a...
MLS# MDAA2106410
Listed by Long & Foster Real Estate, Inc.


$200,000
Vacant Land
1344 E WEST SHADY SIDE RD, Shady Side, MD 20764
Great price for this beautiful 2.86 acre wooded lot with deeded access to the West River! Public sewer access nearby. Sh...
MLS# MDAA2105776
Listed by Beam Realty Group, Inc.


$4,000
Single Family Home
1305 MAPLE ST, Shady Side, MD 20764
Showings will be after 3/3/2025 ---<br>Welcome to 1305 Maple St, a beautifully renovated residence available for rent in...
MLS# MDAA2105204
Listed by Keller Williams Capital Properties


$259,999
Vacant Land
4846 WOODS WHARF RD, Shady Side, MD 20764
Vacant Lot Ideal for Expansion or New Venture. Perfect for Boat Storage or New Building. Leverage its proximity to hig...
MLS# MDAA2104390
Listed by RE/MAX One


$2,500
Single Family Home
4904 DOGWOOD ST, Shady Side, MD 20764
This beautifully remodeled beach house offers coastal living at its best! With new flooring throughout and plenty of sty...
MLS# MDAA2104092
Listed by Coldwell Banker Realty


$2,275
Single Family Home
6175 SHADY SIDE RD, Shady Side, MD 20764
Awesome home being freshly painted! This was completely remodeled back in 2013 and is in great condition! 2 large bedroo...
MLS# MDAA2103704
Listed by Long & Foster Real Estate, Inc.


$48,900
Vacant Land
1639 COLUMBIA BEACH RD, Shady Side, MD 20764
Nice, level lot ready for your dream home! Located right by Flag Pond, this property has a sewer hookup available, and t...
MLS# MDAA2103514
Listed by EXP Realty, LLC


$2,200
Single Family Home
4718 FREDERICK AVE, Shady Side, MD 20764
Welcome to Idlewilde -- one of the Best-Kept Secrets of SOCO Maryland !<br><br>Tucked away on the serene tip of the peni...
MLS# MDAA2100370
Listed by Samson Properties
