Shady Side, MD Homes

/33
$399,900
- 4 Beds
- 1.5 Baths
- 1,399 Sq Ft
1199 Oak Ave, Shady Side, MD 20764

Coastal Comfort, Steps to the Beach - Tucked in the water privileged community of Cedarhurst on the Bay and just a short stroll to the beach and neighborhood amenities, this charming cottage offers relaxed coastal living with a layout full of character. The home features three bedrooms, two with beautiful coffered ceilings that add height and architectural interest. The full bath includes a tub

Bill Franklin

Long & Foster Real Estate, Inc.

(410) 835-7611

1199 Oak Ave, Shady Side, MD 20764
Explore Shady Side
/28
$2,250 Per Month
- 3 Beds
- 1.5 Baths
- 1,296 Sq Ft
- House for Rent
1193 Maple Ave, Shady Side, MD 20764

Check out this beautifully updated home just steps from the Chesapeake Bay and close to the community pier, beach, marina, playground, and more. The interior features fresh paint throughout, brand-new carpet, and laminate flooring on the main level. The spacious primary bedroom includes a private ensuite bathroom for added comfort. Enjoy relaxing on the welcoming front porch with views of the

George Heine Schwartz Realty, Inc.

1193 Maple Ave, Shady Side, MD 20764
/100
$940,000 Sold Aug 29, 2025

1015 S Creek View Ct, Churchton, MD 20733
- 5 Beds
- 3.5 Baths
- 5,694 Sq Ft
- Built 1996
Last Sold Summary
- $165/SF
- 39 Days On Market
Current Estimated Value $958,033

Last Listing Agent Phil Gerdes Real Broker, LLC - Annapolis

1015 S Creek View Ct, Churchton, MD 20733

/32
Est $313,369 Not Listed For Sale

5215 Park Ave, Shady Side, MD 20764
- 3 Beds
- 1 Bath
- 950 Sq Ft
- Built 1940
5215 Park Ave, Shady Side, MD 20764

Last Sold Summary
- 4% Above List Price
- $316/SF
- 15 Days On Market
- Last Sold Price $300,000
- May 02, 2025
Last Listing Agent Lois Alberti Alberti Realty, LLC

/20
$439,900 Under Contract
- 3 Beds
- 1.5 Baths
- 1,320 Sq Ft
1160 Oak Ave, Shady Side, MD 20764

Experience the epitome of luxury living in this stunning Colonial home, beautifully renovated in 2026. Nestled in the exclusive Cedar Hurst on the Bay community, this residence offers a harmonious blend of elegance and comfort. With three spacious bedrooms and 1.5 baths, the layout is perfect for both relaxation and entertaining. Step outside to discover enchanting water features that create a

Andy Schweigman

Douglas Realty, LLC

(410) 862-0515

1160 Oak Ave, Shady Side, MD 20764
/16
$2,795 Per Month
- 3 Beds
- 2 Baths
- 1,414 Sq Ft
- House for Rent
1304 Avalon Blvd, Shady Side, MD 20764

AVAILABLE MAY 30- UPDSTED # BR - 2,5 Bath - VERY CLEAN HOME. This community offers wonderful amenities including boat ramp, fishing pier, beach, playgrounds and picnic areas! The home offers newer vinyl plank flooring, owner's suite with full bath & double sinks, open floor plan, wrap-around porch, fully-fenced yard and back deck! MIN CREDIT SCORE OF 640 AND GROSS HOUSEHOLD INCOME OF $100,000.

(443) 775-2445

1304 Avalon Blvd, Shady Side, MD 20764
/65
$710,000 Sold Aug 28, 2025

1109 Cherry Point Rd, West River, MD 20778
- 4 Beds
- 4.5 Baths
- 3,352 Sq Ft
- Built 2011
Last Sold Summary
- $212/SF
- 64 Days On Market
Current Estimated Value $769,037

Last Listing Agent Ray Mudd Schwartz Realty, Inc.

1109 Cherry Point Rd, West River, MD 20778

/47
Est $900,020 Not Listed For Sale

5070 Lerch Dr, Shady Side, MD 20764
- 5 Beds
- 3 Baths
- 2,598 Sq Ft
- Built 1956
5070 Lerch Dr, Shady Side, MD 20764

Last Sold Summary
- 3% Above List Price
- $337/SF
- 78 Days On Market
- Last Sold Price $875,000
- May 02, 2025
Last Listing Agent Doc Keane Washington Fine Properties, LLC

/32
$579,990 New Construction
- 4 Beds
- 2.5 Baths
- 2,091 Sq Ft
1225 Juniper St, Shady Side, MD 20764

THIS IS A TO BE BUILT HOME

Jamie Richardson

RE/MAX United Real Estate

(410) 724-1190

1225 Juniper St, Shady Side, MD 20764
/9
$1,150 Per Month
- 1 Bed
- 1 Bath
- 576 Sq Ft
- House for Rent
1154 Steamboat Rd, Shady Side, MD 20764

Cozy over the garage apartment with its own deck and private entrance. It has its own separate electric meter. Freshly painted and has a storage shed available for extra storage. Room for 2 parking spaces only. Available immediately. Credit and background checks are required $55 per applicant. Community has a Beach area, boat dock and ramp available if you want to join the Association. No pets

Paul Lee Long & Foster Real Estate, Inc.

1154 Steamboat Rd, Shady Side, MD 20764
/57
$319,900 Sold Jan 12, 2026

4950 W End Ave, Shady Side, MD 20764
- 2 Beds
- 1.5 Baths
- 984 Sq Ft
- Built 1950
Last Sold Summary
- $325/SF
- 6 Days On Market
Current Estimated Value $321,880

Last Listing Agent Pattee McInerney Scott McInerney RE/MAX One

4950 W End Ave, Shady Side, MD 20764

/30
Est $469,851 Not Listed For Sale

1421 Snug Harbor Rd, Shady Side, MD 20764
- 3 Beds
- 2 Baths
- 1,786 Sq Ft
- Built 1950
1421 Snug Harbor Rd, Shady Side, MD 20764

Last Sold Summary
- 15% Above List Price
- $230/SF
- 10 Days On Market
- Last Sold Price $410,000
- Dec 12, 2023
Last Listing Agent Pattee McInerney Scott McInerney RE/MAX

/52
$649,990 New Construction
- 4 Beds
- 2.5 Baths
- 2,710 Sq Ft
1235 Spruce Ave, Shady Side, MD 20764

THIS IS A TO BE BUILT HOME. Act soon while you are able to still personalize this home with interior selections!Enjoy water views of the community harbor with 60 boat slips and direct access to the Chesapeake Bay—a dream setting for boating and coastal living. This beautifully crafted home features classic board-and-batten siding and a welcoming front porch that creates timeless curb appeal.

Jamie Richardson

RE/MAX United Real Estate

(443) 363-1364

1235 Spruce Ave, Shady Side, MD 20764
/12
$2,395 Per Month
- 2 Beds
- 1 Bath
- 1,049 Sq Ft
- House for Rent
4807 Woods Wharf Rd, Shady Side, MD 20764

BEAUTIFUL CHESAPEAKE BAY VIEW FROM YOUR KITCHEN & LIVINGROOM PRIVATE MARINA SETTING WATERFRONT HOME Enjoy use of canoe, kayaks, paddle board & windsurfing at your Waterfront Home 2 bedrooms 1 full bathroom with two sinks & shower/tub Open kitchen with plenty of cabinet space. Bright, open floor plan, Built-in wet bar, Central air & heat 3 ceiling fans Full-size washer & dryer & HIGH SPEED FIBER

Lawrence Lessin Save 6, Incorporated

4807 Woods Wharf Rd, Shady Side, MD 20764
/29
$667,000 Sold Jun 24, 2025

4938 Rullman Rd, Shady Side, MD 20764
- 4 Beds
- 2.5 Baths
- 2,200 Sq Ft
- Built 2022
Last Sold Summary
- $303/SF
- 6 Days On Market
Current Estimated Value $687,187

Last Listing Agent Carey Laycock RE/MAX Leading Edge

4938 Rullman Rd, Shady Side, MD 20764

/35
Est $519,123 Not Listed For Sale

5031 Lerch Dr, Shady Side, MD 20764
- 4 Beds
- 2.5 Baths
- 1,960 Sq Ft
- Built 2013
5031 Lerch Dr, Shady Side, MD 20764

Last Sold Summary
- 10% Above List Price
- $240/SF
- 36 Days On Market
- Last Sold Price $470,000
- Sep 27, 2024
Last Listing Agent Arian Lucas Lofgren-Sargent Real Estate

/37
$565,000
- 4 Beds
- 3 Baths
- 1,905 Sq Ft
1411 Haile Pkwy, Shady Side, MD 20764

Price reduction! This thoughtfully designed and 2022-built home blends modern finishes with a tranquil setting set against a backdrop of mature woods, creating a bright, open, and inviting space for both everyday living and entertaining. An open two-story foyer welcomes you inside to the main living area with vaulted ceilings, while 9' ceilings throughout the rest of the home enhance the airy,

Mary Gatton Redfin Corp

1411 Haile Pkwy, Shady Side, MD 20764
/66
$515,000 Sold Jul 08, 2025

4726 Poplar Rd, Shady Side, MD 20764
- 5 Beds
- 3.5 Baths
- 2,179 Sq Ft
- Built 1976
Last Sold Summary
- $236/SF
- 34 Days On Market
Current Estimated Value $533,762

Last Listing Agent Suzanne Kerill Taylor Properties

4726 Poplar Rd, Shady Side, MD 20764

/17
Est $382,419 Not Listed For Sale

1196 Bay View Ave, Shady Side, MD 20764
- 3 Beds
- 1.5 Baths
- 1,120 Sq Ft
- Built 1980
1196 Bay View Ave, Shady Side, MD 20764

Last Sold Summary
- 8% Above List Price
- $317/SF
- 3 Days On Market
- Last Sold Price $355,000
- Jul 12, 2024
Last Listing Agent Sarah Reynolds Keller Williams Realty

/41
$569,900 New Construction
- 4 Beds
- 2.5 Baths
- 1,949 Sq Ft
1316 Juniper St, Shady Side, MD 20764

This Stylish New home is move in ready and just in time to enjoy the summer breezes at the community Beach areas and play grounds! It is ready for your personal touch to make it your own! Main level features include Luxury Vinyl Plank flooring, 9' ceilings, Luxury kitchen with granite countertops, stainless steel appliances accented with sleek white cabinets with soft close drawers and a center

Paul Lee Long & Foster Real Estate, Inc.

1316 Juniper St, Shady Side, MD 20764
/3
$33,500 Sold Jun 17, 2025

5347 Offer Ln, Churchton, MD 20733
- Land
- 3.04 Acres
- $11,020 per Acre
Last Sold Summary
- 24 Days On Market
Current Estimated Value $144,667

Last Listing Agent Luis Arrazola A.J. Billig & Company

5347 Offer Ln, Churchton, MD 20733

/3
Est $128,333 Not Listed For Sale

1452 Shady Rest Rd, Shady Side, MD 20764
1452 Shady Rest Rd, Shady Side, MD 20764

Last Sold Summary
- 446% Above List Price
- 16 Days On Market
- Last Sold Price $23,500
- Aug 15, 2023
Last Listing Agent Luis Arrazola A.J. Billig & Company

/69
$699,000 Under Contract
- 5 Beds
- 3 Baths
- 3,052 Sq Ft
5235 Chalk Point Rd, West River, MD 20778

Just over 3,000 sq.ft. 5-bedroom 3 full bath home sits on 1.37 acres on a beautifully tree lined lot. The home has a renovated kitchen with quartz countertops and tile backsplash. LVP flooring throughout the main level, as well as throughout the second story. On the main level you will find a large family room, four seasons sunroom, that walks out onto your two-story deck, dining area and large

Karleen Monday Peninsula Properties, LLC.

5235 Chalk Point Rd, West River, MD 20778
/52
$565,000 Sold Dec 05, 2025

5122 Marx Dr, West River, MD 20778
- 3 Beds
- 2.5 Baths
- 2,550 Sq Ft
- Built 1989
Last Sold Summary
- $222/SF
- 124 Days On Market
Current Estimated Value $571,005

Last Listing Agent Tom Atwood Keller Williams Legacy

5122 Marx Dr, West River, MD 20778

/30
Not Listed For Sale

1222 Hawthorne St, Shady Side, MD 20764
- 3 Beds
- 2.5 Baths
- 1,564 Sq Ft
- Built 2019
1222 Hawthorne St, Shady Side, MD 20764

Last Sold Summary
- $281/SF
- 37 Days On Market
- Last Sold Price $440,000
- Mar 05, 2025
Last Listing Agent Kaleigh Cook Keller Williams Flagship

/43
$599,990 New Construction
- 4 Beds
- 2.5 Baths
- 2,091 Sq Ft
4908 Olive St, Shady Side, MD 20764

5/2/26 Under roof and ready for drywall. EXPECTED SUMMER 2026 DELIVERY. 100% financing available with USDA loan. $10k. closing assistance with use of preferred lender and title company. Must use builder contract - buyer responsible for 100% transfer taxes**. Schaefer Homes brings to you their latest Monroe model located in water privilege community of Westelee offering community beach, pier,

Ray Mudd Schwartz Realty, Inc.

4908 Olive St, Shady Side, MD 20764
/20
$600,000 Sold Sep 12, 2025

1601 Snug Harbor Rd, Shady Side, MD 20764
- 4 Beds
- 2.5 Baths
- 2,392 Sq Ft
- Built 1999
Last Sold Summary
- $251/SF
- 46 Days On Market
Current Estimated Value $614,631

Last Listing Agent Alex Estill Long & Foster Real Estate, Inc.

1601 Snug Harbor Rd, Shady Side, MD 20764

/39
Est $541,302 Not Listed For Sale

1220 Juniper St, Shady Side, MD 20764
- 4 Beds
- 2.5 Baths
- 1,936 Sq Ft
- Built 2019
1220 Juniper St, Shady Side, MD 20764

Last Sold Summary
- 6% Above List Price
- $263/SF
- 0 Days On Market
- Last Sold Price $510,000
- Apr 30, 2024
Last Listing Agent Nicki Palermo RE/MAX One

/32
$474,990
- 3 Beds
- 2.5 Baths
- 1,598 Sq Ft
1222 Juniper St, Shady Side, MD 20764

Would you love to live in a water oriented community? Have you ever? Come take a look at this year 2020 constructed 3 bedroom 2.5 bathroom home located in the AVALON SHORES community surrounded by the beautiful Chesapeake Bay and tributaries. Avalon Shores has wonderful neighborhood amenities including play areas, beach and boat launch . Come see this traditional home with an open floor plan.

Jesse Hoffman HomeSmart

1222 Juniper St, Shady Side, MD 20764
/2
$550,000 Sold Mar 27, 2026

1218 Juniper St, Shady Side, MD 20764
- 4 Beds
- 2.5 Baths
- 1,992 Sq Ft
- Built 2019
Last Sold Summary
- $276/SF
Last Listing Agent Ray Mudd Schwartz Realty, Inc.

1218 Juniper St, Shady Side, MD 20764

/37
Est $469,697 Not Listed For Sale

6318 Linden St, Shady Side, MD 20764
- 3 Beds
- 2.5 Baths
- 1,632 Sq Ft
- Built 2010
6318 Linden St, Shady Side, MD 20764

Last Sold Summary
- 8% Above List Price
- $267/SF
- 7 Days On Market
- Last Sold Price $435,000
- Dec 27, 2023
Last Listing Agent Chris Craddock EXP Realty, LLC

/63
$480,000 Pending
- 4 Beds
- 2 Baths
- 2,074 Sq Ft
1510 Callaway Dr, Shady Side, MD 20764

Beautiful Brick-Front Cape Cod with loads of Curb Appeal. You don't want to miss this meticulously maintained home with plenty of period charm inside as well. Hardwood Floors, Built-ins, Crown Molding and Mantle give it its warm, welcoming feel. Tastefully updated throughout, the Chef's Kitchen includes Granite and Stainless as well as a formal Dining Room. Large Bonus Room for Laundry, Storage

Dave Luptak Long & Foster Real Estate, Inc.

1510 Callaway Dr, Shady Side, MD 20764
/3
$255,500 Sold Aug 05, 2025

5027 Chalk Point Rd, West River, MD 20778
- 3 Beds
- 1 Bath
- 1,794 Sq Ft
- Built 1940
Last Sold Summary
- $142/SF
- 18 Days On Market
Current Estimated Value $335,371

Last Listing Agent Gina Gargeu Century 21 Downtown

5027 Chalk Point Rd, West River, MD 20778

/65
Est $765,441 Not Listed For Sale

5317 Birch Ct, West River, MD 20778
- 3 Beds
- 2.5 Baths
- 3,946 Sq Ft
- Built 2002
5317 Birch Ct, West River, MD 20778

Last Sold Summary
- 6% Above List Price
- $183/SF
- 6 Days On Market
- Last Sold Price $721,500
- Jul 24, 2023
Last Listing Agent Gail Nyman RE/MAX

/30
$469,000
- 3 Beds
- 2.5 Baths
- 2,235 Sq Ft
1161 Steamboat Rd, Shady Side, MD 20764

Welcome to this inviting single-family home in the heart of Shady Side! This lovely residence features 3 bedrooms, 2.5 bathrooms, and approximately 2,235 sq ft of versatile living space — thoughtfully laid out to balance comfort and function.Step inside to a warm, open floor plan where natural light enhances every room, and an efficient layout makes everyday living easy. A well-appointed

Christine Saunders Compass

1161 Steamboat Rd, Shady Side, MD 20764
/7
$1,800,000 Sold Oct 17, 2025

1114 Cherry Point Rd, West River, MD 20778
- 4 Beds
- 4.5 Baths
- 5,757 Sq Ft
- Built 2026
Last Sold Summary
- $313/SF
- 0 Days On Market
Current Estimated Value $1,538,025

Last Listing Agent Michael Reible Realty Advantage of Maryland LLC

1114 Cherry Point Rd, West River, MD 20778

/53
Est $405,459 Not Listed For Sale

1727 Columbia Beach Rd, Shady Side, MD 20764
- 3 Beds
- 1.5 Baths
- 1,388 Sq Ft
- Built 1958
1727 Columbia Beach Rd, Shady Side, MD 20764

Last Sold Summary
- 10% Above List Price
- $267/SF
- 1 Day On Market
- Last Sold Price $370,000
- Mar 25, 2024
Last Listing Agent Nicki Palermo RE/MAX One

/73
$750,000 Pending
- 4 Beds
- 2.5 Baths
- 3,679 Sq Ft
617 Plantation Blvd, West River, MD 20778

***OFFER DEADLINE MONDAY April 13th at 3pm*** Shown by Appt only. Welcome to your own private retreat in sought-after West River Estates—where resort-style living meets everyday comfort. With access to a community pier, nearby marina, and surrounded by spectacular wooded views, this exceptional residence offers a seamless blend of indoor and outdoor living designed for both relaxation and

Nicki Palermo RE/MAX One

617 Plantation Blvd, West River, MD 20778
/37
$420,000 Sold May 20, 2025

5228 Chesapeake Ave, Shady Side, MD 20764
- 3 Beds
- 2 Baths
- 1,272 Sq Ft
- Built 1950
Last Sold Summary
- $330/SF
- 60 Days On Market
Current Estimated Value $441,239

Last Listing Agent Ray Mudd Schwartz Realty, Inc.

5228 Chesapeake Ave, Shady Side, MD 20764

/42
Est $434,557 Not Listed For Sale

5207 Nick Rd, Shady Side, MD 20764
- 4 Beds
- 2 Baths
- 1,320 Sq Ft
- Built 1996
5207 Nick Rd, Shady Side, MD 20764

Last Sold Summary
- 7% Above List Price
- $307/SF
- 44 Days On Market
- Last Sold Price $405,000
- Apr 11, 2025
Last Listing Agent Scott Swahl Redfin Corp

Showing Results 1 - 40, Page 1 of 18

Maryland Anne Arundel County Shady Side

Home Trends in Shady Side, MD

On average, homes in Shady Side, MD sell after 43 days on the market compared to the national average of 57 days. The median sale price for homes in Shady Side, MD over the last 12 months is $420,000, up 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$420,000

Median Single Family Sale Price

$440,000

Average Price Per Sq Ft

$320

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

3.00

Median List Price

$448,450

Median Change From 1st List Price

Median Home Sale Price YoY Change

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Shady Side, MD Homes

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Home Trends in Shady Side, MD

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