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45 Properties Available In Shady Side

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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

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

1109 CHERRY POINT RD, West River, MD 20778
1/66 66

$799,900

New

Single Family Home

4 Beds 5 Baths 3,352 SqFt

1109 CHERRY POINT RD, West River, MD 20778

First time on the market! This custom-built water view home, set on a picturesque one-acre lot, was thoughtfully designe...

MLS# MDAA2116746

Listed by Schwartz Realty, Inc.

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

1045 BACK BAY BEACH RD, West River, MD 20778
1/35 35

$1,750,000

Active

Single Family Home

3 Beds 3 Baths 2,985 SqFt

1045 BACK BAY BEACH RD, West River, MD 20778

It's not every day that a home like this comes along. Perfectly positioned on a peaceful peninsula where the West River ...

MLS# MDAA2113332

Listed by EXP Realty, LLC

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

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.

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

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

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

5027 CHALK POINT RD, West River, MD 20778
1/3 3

$279,913

Active

Single Family Home

3 Beds 1 Bath 1,794 SqFt

5027 CHALK POINT RD, West River, MD 20778

This porchfront home, located in the water-oriented community of Back Bay Beach, offers 1,794 square feet of living spac...

MLS# MDAA2115196

Listed by Century 21 Downtown

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.

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.

1012 S CREEK VIEW CT, Churchton, MD 20733
1/46 46

$1,395,000

Active

Single Family Home

4 Beds 4 Baths 3,216 SqFt

1012 S CREEK VIEW CT, Churchton, MD 20733

Ideally situated on 1+ acre of land with 126 feet of South Creek waterfrontage, this stunning custom-built home is priva...

MLS# MDAA2113610

Listed by Long & Foster Real Estate, Inc.

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

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

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

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

5235 CHALK POINT RD, West River, MD 20778
1/23 23

$824,900

Price Dropped by $25K

Single Family Home

5 Beds 3 Baths 3,052 SqFt

5235 CHALK POINT RD, West River, MD 20778

Step into timeless elegance with this beautifully updated 5-bedroom, 3-bath Colonial, offering over 3,000 sq ft of thoug...

MLS# MDAA2111870

Listed by RE/MAX One

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

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.

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.

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.

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

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