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39 Properties

39 Properties Available In Shady Side

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MD >Shady Side >
Market Insights
1605 DEPRIEST DR, Shady Side, MD 20764
1/27 27

$603,000

New

Single Family Home

3 Beds 2 Baths 1,152 SqFt

1605 DEPRIEST DR, Shady Side, MD 20764

HONEY STOP THE CAR!!! It's better at the Beach! Incredible peninsula location with 180 degree views of the Chesapeake ...

MLS# MDAA2116996

Listed by Fairfax Realty Premier

Bright MLS (BMLS)
1617 WINTERS AVE, Shady Side, MD 20764
1/18 18

$390,000

New

Single Family Home

2 Beds 2 Baths 1,000 SqFt

1617 WINTERS AVE, Shady Side, MD 20764

Welcome to 1617 Winters Ave – Coastal Charm with Modern Updates in Idlewild on the Bay<br><br>Beautifully updated and mo...

MLS# MDAA2116678

Listed by Taylor Properties

Bright MLS (BMLS)
1216 HAWTHORNE ST, Shady Side, MD 20764
1/21 21

$389,990

New

Single Family Home

3 Beds 3 Baths 1,100 SqFt

1216 HAWTHORNE ST, Shady Side, MD 20764

Welcome to this charming 3-bedroom, 2.5-bathroom home in the heart of Shady Side, Maryland—just moments from the water! ...

MLS# MDAA2113186

Listed by Cummings & Co. Realtors

Bright MLS (BMLS)
1100 STEAMBOAT RD, Shady Side, MD 20764
1/84 84

$2,450,000

Active

Single Family Home

4 Beds 3 Baths 3,745 SqFt

1100 STEAMBOAT RD, Shady Side, MD 20764

Imagine: welcoming friends and guests as they approach your home by powerboat, sailboat, or stand-up paddleboard; greeti...

MLS# MDAA2114800

Listed by Compass

Bright MLS (BMLS)
5235 AL JONES DR, Shady Side, MD 20764
1/21 21

$999,870

Active

Single Family Home

5 Beds 4 Baths 3,126 SqFt

5235 AL JONES DR, Shady Side, MD 20764

Unique Waterfront Dream Home Opportunity at Columbia Beach – Build Your Dream Home on the Chesapeake Bay. Don't miss thi...

MLS# MDAA2115576

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
4717 FREDERICK AVE, Shady Side, MD 20764
1/27 27

$275,000

Price Dropped by $40K

Single Family Home

2 Beds 1 Bath 714 SqFt

4717 FREDERICK AVE, Shady Side, MD 20764

Charming coastal cottage just two blocks from the water! Welcome to 4717 Frederick Avenue, a beautifully maintained 2-be...

MLS# MDAA2115556

Listed by Next Step Realty

Bright MLS (BMLS)
1215 PINE AVE, Shady Side, MD 20764
1/41 41

$399,000

Active

Single Family Home

2 Beds 2 Baths 1,027 SqFt

1215 PINE AVE, Shady Side, MD 20764

Location, location, location! Just blocks from the sparkling Chesapeake Bay, this Shady Side gem is cute as can be and f...

MLS# MDAA2114274

Listed by Samson Properties

Bright MLS (BMLS)
4819 AVERY RD, Shady Side, MD 20764
1/69 69

$2,395,000

Active

Single Family Home

5 Beds 5 Baths 5,151 SqFt

4819 AVERY RD, Shady Side, MD 20764

Discover unparalleled luxury in this stunning Five bedroom, four and half bath waterfront home, offering two hundred and...

MLS# MDAA2110798

Listed by Monument Sotheby's International Realty

Bright MLS (BMLS)
1601 SNUG HARBOR RD, Shady Side, MD 20764
1/20 20

$599,999

Active

Single Family Home

4 Beds 3 Baths 2,392 SqFt

1601 SNUG HARBOR RD, Shady Side, MD 20764

Charming and spacious colonial, situated on nearly 2 picturesque acres in Shady Side. Boasting 4 bedrooms and 2.5 bathr...

MLS# MDAA2114752

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
1711 COLUMBIA BEACH RD, Shady Side, MD 20764
1/27 27

$499,900

Price Dropped by $15K

Single Family Home

4 Beds 3 Baths 2,176 SqFt

1711 COLUMBIA BEACH RD, Shady Side, MD 20764

Nestled between serene waters, this home offers stunning, unobstructed views of Flag Pond from the rear and views of the...

MLS# MDAA2114456

Listed by Schwartz Realty, Inc.

Bright MLS (BMLS)
4726 POPLAR RD, Shady Side, MD 20764
1/66 66

$515,000

Price Dropped by $34K

Single Family Home

5 Beds 4 Baths 2,179 SqFt

4726 POPLAR RD, Shady Side, MD 20764

Great Price Improvement! Beautiful, well maintained, and updated home in the small Private community of Felicity Cove. T...

MLS# MDAA2112508

Listed by Taylor Properties

Bright MLS (BMLS)
6070 SHADY SIDE RD, Shady Side, MD 20764
1/11 11

$320,000

Active

Single Family Home

4 Beds 2 Baths 1,344 SqFt

6070 SHADY SIDE RD, Shady Side, MD 20764

Don't miss this wonderful opportunity to own this porch front home seated in an expansive private lot approximately 3.3...

MLS# MDAA2113934

Listed by Century 21 Downtown

Bright MLS (BMLS)
4801 AVERY RD, Shady Side, MD 20764
1/26 26

$729,000

Active

Single Family Home

2 Beds 2 Baths 1,540 SqFt

4801 AVERY RD, Shady Side, MD 20764

Water! Water everywhere! This adorable mid-century cottage faces Hopkins Cove , borders Parish Creek and looks out to th...

MLS# MDAA2113330

Listed by EXP Realty, LLC

Bright MLS (BMLS)
5211 AL JONES DR, Shady Side, MD 20764
1/30 30

$578,102

Active

Single Family Home

2 Beds 2 Baths 1,244 SqFt

5211 AL JONES DR, Shady Side, MD 20764

Newly priced and ready for summer, here is your chance to own and enjoy a coastal contemporary “cottage” with panoramic ...

MLS# MDAA2109400

Listed by Coldwell Banker Realty

Bright MLS (BMLS)
6561 SHADY SIDE RD, Shady Side, MD 20764
1/88 88

$1,080,000

Price Dropped by $100K

Single Family Home

5 Beds 6 Baths 9,040 SqFt

6561 SHADY SIDE RD, Shady Side, MD 20764

Merchant Unmatched water views. Over 8,000 sq ft of curated living. A property that doesn't just stand out—it stands alo...

MLS# MDAA2111342

Listed by Real Broker, LLC - Annapolis

Bright MLS (BMLS)
1216 GROVE AVE, Shady Side, MD 20764
1/42 42

$515,620

Price Dropped by $15K

Single Family Home

5 Beds 3 Baths 2,051 SqFt

1216 GROVE AVE, Shady Side, MD 20764

Chesapeake Bay views and close to the community dock and harbor! Feels like you are on vacation all year round! This hom...

MLS# MDAA2105584

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
4927 HINE DR, Shady Side, MD 20764
1/33 33

$999,900

Price Dropped by $150K

Single Family Home

4 Beds 3 Baths 3,445 SqFt

4927 HINE DR, Shady Side, MD 20764

Post & beam architect design home with passive solar elements and lots of glass facing the water. A beautiful waterfront...

MLS# MDAA2101480

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
1346 E WEST SHADY SIDE RD, Shady Side, MD 20764
1/41 41

$2,475,000

Price Dropped by $400K

Single Family Home

8 Beds 9 Baths 8,412 SqFt

1346 E WEST SHADY SIDE RD, Shady Side, MD 20764

MAJOR PRICE ADJUSTMENT on this incredible property! You could not build this home in this location for this amount! Loca...

MLS# MDAA2105742

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
4906 LEE BLVD, Shady Side, MD 20764
1/68 68

$515,000

Active

Single Family Home

4 Beds 3 Baths 1,756 SqFt

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

Bright MLS (BMLS)
1538 ROBINSON RD, Shady Side, MD 20764
1/61 61

$1,250,000

Price Dropped by $50K

Single Family Home

3 Beds 3 Baths 2,060 SqFt

1538 ROBINSON RD, Shady Side, MD 20764

OPEN Bay-front at this STUNNING Custom Coastal with private pier, Located in coveted Columbia Beach, this airy WATERFRON...

MLS# MDAA2105330

Listed by Chaney Homes, LLC

Bright MLS (BMLS)
1337 W RIVER RD, Shady Side, MD 20764
1/10 10

$600,000

Price Dropped by $100K

Single Family Home

2 Beds 1 Bath 862 SqFt

1337 W RIVER RD, Shady Side, MD 20764

Price Reduction!!<br><br>Your Own Private Retreat, get away from the Rat Race and make this a great place for you and yo...

MLS# MDAA2092570

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
1462 SNUG HARBOR RD, Shady Side, MD 20764
1/45 45

$765,000

Price Dropped by $30K

Single Family Home

4 Beds 2 Baths 2,144 SqFt

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.

Bright MLS (BMLS)
5235 AL JONES DR, Shady Side, MD 20764
1/17 17

$349,870

New

Vacant Land

0.15 Acres

5235 AL JONES DR, Shady Side, MD 20764

Unique Waterfront Lot Opportunity at Columbia Beach – Build Your Dream Home on the Chesapeake Bay. Don't miss this rare ...

MLS# MDAA2116310

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
1154 STEAMBOAT RD, Shady Side, MD 20764
1/13 13

$2,500

Active

Single Family Home

4 Beds 3 Baths 2,200 SqFt

1154 STEAMBOAT RD, Shady Side, MD 20764

Spacious home w/ hardwood floors, 4 bedrooms , 2.5 baths, screened porch and patio, rec room with pool table, on an acre...

MLS# MDAA2113290

Listed by Long & Foster Real Estate, Inc.

Bright MLS (BMLS)
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