MLS Listings for Sale in Shady Side, MD

27 homes

Sort:

Recommended

SHORT SALE

ABOUT THIS HOME
MLS Listings for Sale in Shady Side, MD
Rare opportunity in Shady Side on 1.58 acres, just minutes from the Chesapeake Bay. 1451 Shady Rest Rd features a partially built home. . The groundwork is in place, and the next owner can bring their own vision to life. The property includes a permitted 3-bedroom septic system and a working well, giving you a strong starting point for a new build. This desirable South County area is seeing many buyers turn older or unfinished homes into custom retreats. The lot is ideal for anyone looking to build, finish a project, or own land close to the Bay lifestyle. This is a short sale being handled by a professional short sale team. Property is sold strictly as-is. All showings must be scheduled in

$159,000

— beds— baths1,032 sq ft

1451 Shady Rest Rd, Shady Side, MD 20764

Buildable property • Operational well • 1.58 acres

(888) 860-7369

ABOUT THIS HOME
MLS Listings for Sale in Shady Side, MD
Westelee Welcome's You Home! This 2.5 year old "Pottery Barn" Colonial home is set perfectly on a corner lot with views of the West River. This home has 4 bedrooms and 2.5 baths. Patio was just put in and a 6 foot privacy fence around the backyard in 2024. GREAT FOR HAVING A CRAB FEAST IN THE SUMMER OR BONFIRES IN THE FALL. THIS YARD IS GREAT FOR ENTERTAINING BRING YOUR FAMILY AND FRIENDS. There is NO HOA . The Westelee Community was named in 2018 as the up and coming places to live in South County. The home is located on a dead end street. THE COMMUNITIES PRIVATE BEACH, BOAT RAMP, PLAYGROUND (NEW 2020), PIER W/ ELECTRIC, 10+BOAT SLIPS, GAZEBO (2020) , SWIMMING AND WATER SPORTS J

$697,015

4 beds2.5 baths2,200 sq ft

4938 Rullman Rd, Shady Side, MD 20764

Privacy fence • Corner lot • Boat ramp

(410) 224-3200

ABOUT THIS HOME
MLS Listings for Sale in Shady Side, MD
COMING SOON!! Expected to be Active 11/15/25 or sooner. 2 levels, 3 bedrooms, sun room, back yard, shed, and within walking distance to the Chesapeake Bay! Come back for professional interior pictures soon!

$375,000

3 beds2.5 baths1,512 sq ft

1512 Lincoln Rd, Shady Side, MD 20764

4,000 sq ft lot • Built 1992 • Listed 31 days

(301) 609-9000

$289,000

2 beds1 bath714 sq ft

4717 Frederick Ave, Shady Side, MD 20764

Private driveway • Renovated kitchen • Updated cottage

(443) 901-2200

SHORT SALE

$285,000

3 beds1 bath1,022 sq ft

1419 Shady Rest Rd, Shady Side, MD 20764

9,932 sq ft lot • 3 parking spots • Built 1940

(240) 724-6550

Property at 4912 Beech St, Shady Side, MD 20764, 2 beds, 2 baths

$365,000

2 beds2 baths864 sq ft

4912 Beech St, Shady Side, MD 20764

(443) 975-7555

Property at 1650 Cedar Ln, Shady Side, MD 20764, 3 beds, 2 baths

$729,900

3 beds2 baths1,866 sq ft

1650 Cedar Ln, Shady Side, MD 20764

(301) 261-9700

Property at 4738 Washington Ave, Shady Side, MD 20764, 3 beds, 1 bath

$355,000

3 beds1 bath1,000 sq ft

4738 Washington Ave, Shady Side, MD 20764

(304) 930-5128

Property at 4949 Idlewilde Rd, Shady Side, MD 20764, 3 beds, 2 baths

$534,969

3 beds2 baths2,024 sq ft

4949 Idlewilde Rd, Shady Side, MD 20764

(301) 261-9700

Property at 4900 Thomas Dr, Shady Side, MD 20764, 3 beds, 2 baths

$375,000

3 beds2 baths1,408 sq ft

4900 Thomas Dr, Shady Side, MD 20764

(410) 255-3690

Property at 1711 Columbia Beach Rd, Shady Side, MD 20764, 4 beds, 2.5 baths

$499,900

4 beds2.5 baths2,176 sq ft

1711 Columbia Beach Rd, Shady Side, MD 20764

(301) 261-9700

Property at 4725 Idlewilde Rd, Shady Side, MD 20764, 2 beds, 1 bath

$275,000

2 beds1 bath1,000 sq ft

4725 Idlewilde Rd, Shady Side, MD 20764

(888) 860-7369

Property at Riverside Dr Unit B43, Galesville, MD 20765

$16,000

— beds— baths— sq ft

Riverside Dr Unit B43, Galesville, MD 20765

(410) 260-2800

Property at 5771 Shady Side Rd, Churchton, MD 20733

$40,000

— beds— baths— sq ft

5771 Shady Side Rd, Churchton, MD 20733

(410) 260-2800

Property at 5860 Shady Side Rd, Churchton, MD 20733

$625,000

— beds— baths— sq ft

5860 Shady Side Rd, Churchton, MD 20733

(410) 956-0713

Property at 6118 Shady Side Rd, Shady Side, MD 20764

$239,500

— beds— baths— sq ft

6118 Shady Side Rd, Shady Side, MD 20764

(855) 450-0442

Property at Haile Pkwy, Shady Side, MD 20764

$25,000

— beds— baths— sq ft

Haile Pkwy, Shady Side, MD 20764

(301) 760-2136

Property at 5250 Al Jones Dr, Shady Side, MD 20764

$169,900

— beds— baths— sq ft

5250 Al Jones Dr, Shady Side, MD 20764

(410) 833-5400

Property at 1436 Haile Pkwy, Shady Side, MD 20764

$100,000

— beds— baths— sq ft

1436 Haile Pkwy, Shady Side, MD 20764

(301) 760-2136

Property at Shady Side Rd, Shady Side, MD 20764

$150,000

— beds— baths— sq ft

Shady Side Rd, Shady Side, MD 20764

(410) 729-7700

$54,900

— beds— baths— sq ft

6152 Shady Side Rd, Shady Side, MD 20764

(410) 224-2200

Property at 4907 Quince St, Shady Side, MD 20764

$50,000

— beds— baths— sq ft

4907 Quince St, Shady Side, MD 20764

(301) 261-9700

Property at 1133 Steamboat Rd, Shady Side, MD 20764

$997,000

— beds— baths— sq ft

1133 Steamboat Rd, Shady Side, MD 20764

(301) 299-1000

Property at 1461 Cedarhurst Rd, Shady Side, MD 20764

$54,000

— beds— baths— sq ft

1461 Cedarhurst Rd, Shady Side, MD 20764

(301) 760-2136

Property at 1408 & 1410 Haile Pkwy, Shady Side, MD 20764

$65,000

— beds— baths— sq ft

1408 & 1410 Haile Pkwy, Shady Side, MD 20764

(301) 760-2136

Property at 1445 & 1447 Haile Pkwy, Shady Side, MD 20764

$100,000

— beds— baths— sq ft

1445 & 1447 Haile Pkwy, Shady Side, MD 20764

(301) 760-2136

Property at 4846 Woods Wharf Rd, Shady Side, MD 20764

$259,999

— beds— baths— sq ft

4846 Woods Wharf Rd, Shady Side, MD 20764

(410) 535-6291

Viewing page 1 of 1

MLS Listings for Sale in Shady Side

There are currently 27 mls listings for sale in Shady Side at a median listing price of $420K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Shady Side stay on the market for 93 days and receive 1 offers. Popular neighborhoods include West Shadyside, Harwood, Avalon Shores, Columbia Beach, and Snug Harbor. This map is refreshed with the newest listings in Shady Side every 15 minutes.

In the past month, 7 homes have been sold in Shady Side. Find your dream home in Shady Side using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Shady Side are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Shady Side. Our Shady Side real estate stats and trends will give you more information about home buying and selling trends in Shady Side. If you're looking to sell your home in the Shady Side area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Shady Side with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Shady Side, MD

Nearby Cities

Zip Codes

Neighborhoods

Nearby Cities with MLS Listings

Nearby Neighborhoods with MLS Listings

More to explore in Shady Side, MD

Featured
Bedroom

How to buy a house in Shady Side, MD

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Maryland

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.