Shady Side, MD Homes

/33
$400,000
- 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
/7
$2,250 per month
- 3 Beds
- 1.5 Baths
- 1,296 Sq Ft
- House for Rent
1193 Maple Ave, Shady Side, MD 20764

In the South County Community Of Cedarhurst this Home has been freshly renovated. Some water view from upstairs bedroom! Front wrap around deck. Lots of community Amenities Including a Community Pier, Boat club. Rent includes monthly sewer use fee. Landlord says no Pets please.

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 $958,637

Last Listing Agent Phil Gerdes Real Broker, LLC - Annapolis

1015 S Creek View Ct, Churchton, MD 20733

/50
Est $331,886 Not Listed For Sale

1501 Garst Rd, Shady Side, MD 20764
- 2 Beds
- 1 Bath
- 680 Sq Ft
- Built 1965
1501 Garst Rd, Shady Side, MD 20764

Last Sold Summary
- 4% Above List Price
- $468/SF
- 31 Days On Market
Last Sold Price $318,000

Last Listing Agent David Orso BHHS PenFed (actual)

/47
$575,000 Under Contract
- 3 Beds
- 2.5 Baths
- 2,649 Sq Ft
5375 Deale Churchton Rd, Churchton, MD 20733

Tucked away on over 3 private acres in the heart of Churchton, this beautifully designed one-level rambler offers the perfect blend of space, comfort, and quiet living. With a private paved driveway, attached 2-car garage, and charming covered front and back porches, this property invites you to slow down and enjoy Eastern Shore–style serenity while still being convenient to everything Anne

Liz Keyser

VYBE Realty

(410) 862-2755

5375 Deale Churchton Rd, Churchton, MD 20733
/12
$2,495 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 Fios internet included

Lawrence Lessin Save 6, Incorporated

4807 Woods Wharf Rd, 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 $767,568

Last Listing Agent Ray Mudd Schwartz Realty, Inc.

1109 Cherry Point Rd, West River, MD 20778

/54
Est $495,989 Not Listed For Sale

1305 Maple St, Shady Side, MD 20764
- 5 Beds
- 2.5 Baths
- 1,992 Sq Ft
- Built 1992
1305 Maple St, Shady Side, MD 20764

Last Sold Summary
- 7% Above List Price
- $233/SF
- 17 Days On Market
Last Sold Price $465,000

Last Listing Agent Pattee McInerney Scott McInerney RE/MAX

/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
/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 $317,332

Last Listing Agent Pattee McInerney Scott McInerney RE/MAX One

4950 W End Ave, Shady Side, MD 20764

/84
Est $1,559,098 Not Listed For Sale

4923 Thomas Dr, Shady Side, MD 20764
- 4 Beds
- 4.5 Baths
- 4,720 Sq Ft
- Built 2010
4923 Thomas Dr, Shady Side, MD 20764

Last Sold Summary
- 6% Above List Price
- $312/SF
- 80 Days On Market
Last Sold Price $1,475,000

Last Listing Agent Kara Chaffin Donofrio Long & Foster

/28
$529,750
- 3 Beds
- 2 Baths
- 2,024 Sq Ft
4949 Idlewilde Rd, Shady Side, MD 20764

This spacious and well-maintained home offers the ease of one-level living at it's best. The modern kitchen opens to a cozy family room with sliding door leading to a stunning sunroom and adjacent deck—perfect for relaxing or entertaining. Enjoy formal spaces with both a living room and dining room, along with a generous primary suite complete with a private full bath. Two additional bedrooms and

Ray Mudd Schwartz Realty, Inc.

4949 Idlewilde 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 $688,688

Last Listing Agent Carey Laycock RE/MAX Leading Edge

4938 Rullman Rd, Shady Side, MD 20764

/14
Est $104,945 Not Listed For Sale

4748 Chestnut Rd, Shady Side, MD 20764
4748 Chestnut Rd, Shady Side, MD 20764

Last Sold Summary
- 5% Above List Price
- 25 Days On Market
Last Sold Price $100,000

Last Listing Agent Katherine Grimley RE/MAX

/7
$599,999 Coming Soon
- 4 Beds
- 2.5 Baths
- 2,448 Sq Ft
4951 Dogwood St, Shady Side, MD 20764

Stunning 4BR / 2.5BA home at 4951 Dogwood Street, Shady Side — freshly painted, bright, open living with a private pool, oversized deck ideal for entertaining, 6‐ft privacy fence, and a 2‐car garage. Spacious primary suite, 3 other large bedrooms, abundant storage and finished living spaces create a turnkey Chesapeake retreat.Enjoy direct access to swimming, crabbing, fishing, water skiing

Carey Laycock RE/MAX Leading Edge

4951 Dogwood St, 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 $528,955

Last Listing Agent Suzanne Kerill Taylor Properties

4726 Poplar Rd, Shady Side, MD 20764

/23
Est $480,586 Not Listed For Sale

1241 Avalon Blvd, Shady Side, MD 20764
- 3 Beds
- 2.5 Baths
- 1,326 Sq Ft
- Built 1993
1241 Avalon Blvd, Shady Side, MD 20764

Last Sold Summary
- $362/SF
- 60 Days On Market
Last Sold Price $480,000

Last Listing Agent DAVID LUCKE Turnock Real Est. Services, Inc.

/30
$525,000 Under Contract
- 4 Beds
- 2.5 Baths
- 1,900 Sq Ft
1006 Allen Ave, West River, MD 20778

SItuated in the Back Bay Beach community of West River, this well maintained home combines coastal living with meaningful upgrades and a layout that truly works. The open floor plan creates an easy flow through the main living spaces, enhanced by a gas fireplace and freshly painted first floor. The kitchen has been updated with refreshed cabinets, new hardware, and new appliances, while updated

Dawn Riley RE/MAX One

1006 Allen Ave, West River, MD 20778
/52
$743,750 Sold Mar 28, 2025

4922 Hine Dr, Shady Side, MD 20764
- 4 Beds
- 3 Baths
- 2,268 Sq Ft
- Built 2015
Last Sold Summary
- $328/SF
- 4 Days On Market
Current Estimated Value $766,460

Last Listing Agent Joan Stansfield Samson Properties

4922 Hine Dr, Shady Side, MD 20764

/63
Est $485,408 Not Listed For Sale

1306 Butternut St, Shady Side, MD 20764
- 4 Beds
- 2.5 Baths
- 1,914 Sq Ft
- Built 2013
1306 Butternut St, Shady Side, MD 20764

Last Sold Summary
- 14% Above List Price
- $222/SF
- 4 Days On Market
Last Sold Price $425,000

Last Listing Agent Joshua Nestor EXP Realty, LLC

/55
$835,000
- 4 Beds
- 2.5 Baths
- 2,485 Sq Ft
1379 McDonald Rd, Shady Side, MD 20764

***BRAND NEW & READY FOR IMMEDIATE OCCUPANCY*** this stunning Arts & Crafts home by Laine Street Homes blends timeless design with modern luxury. Set on a premium 2.3 acre homesite surrounded by mature woodlands, this property offers both privacy and functionality. Step onto the welcoming front porch and into a thoughtfully designed main level featuring a private office, formal dining room and a

Adam Ellison Long & Foster Real Estate, Inc.

1379 McDonald Rd, 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 $41,000

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

5347 Offer Ln, Churchton, MD 20733

/30
Est $485,855 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
- 19% Above List Price
- $230/SF
- 10 Days On Market
Last Sold Price $410,000

Last Listing Agent Pattee McInerney Scott McInerney RE/MAX

/55
$799,900 Under Contract
- 3 Beds
- 2.5 Baths
- 2,225 Sq Ft
1340 E West Shady Side Rd, Shady Side, MD 20764

***BRAND NEW CONSTRUCTION READY FOR IMMEDIATE OCCUPANCY*** this Modern Farmhouse by local builder Laine Street Homes blends timeless architecture with modern luxury. Spanning over 2,200 finished square feet, the beautiful property features a MAIN LEVEL OWNER'S SUITE and boasts high-end appointments throughout. From the wraparound front porch, step into the open-concept main level that includes a

Adam Ellison Long & Foster Real Estate, Inc.

1340 E West Shady Side Rd, Shady Side, MD 20764
/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 $565,431

Last Listing Agent Tom Atwood Keller Williams Legacy

5122 Marx Dr, West River, MD 20778

/35
Est $527,131 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
- 12% Above List Price
- $240/SF
- 36 Days On Market
Last Sold Price $470,000

Last Listing Agent Arian Lucas Lofgren-Sargent Real Estate

/35
$729,900
- 3 Beds
- 2 Baths
- 1,866 Sq Ft
1650 Cedar Ln, Shady Side, MD 20764

Experience Unmatched Privacy and Tranquility from this unique non-riparian waterfront home set on over 3+ scenic acres. Fall in love with sweeping water views and the serene presence of native wildlife—waterfowl, deer, eagles, and more—all just outside your door. Enjoy panoramic vistas of a natural pond, with the stunning Chesapeake Bay visible in the distance. On clear days, the Bay Bridge is

Ray Mudd Schwartz Realty, Inc.

1650 Cedar Ln, 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 $609,109

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

1601 Snug Harbor Rd, Shady Side, MD 20764

/17
Est $379,609 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
- 7% Above List Price
- $317/SF
- 3 Days On Market
Last Sold Price $355,000

Last Listing Agent Sarah Reynolds Keller Williams Realty

/27
$499,900
- 4 Beds
- 2.5 Baths
- 2,176 Sq Ft
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 Chesapeake Bay from the front. Enjoy watching local waterfowl and soaking in the natural beauty from every angle. Inside, the spacious kitchen opens to the family room, perfect for gathering, along with a formal living room and a main-level office or potential 5th bedroom.

Ray Mudd Schwartz Realty, Inc.

1711 Columbia Beach Rd, 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 $305,345

Last Listing Agent Gina Gargeu Century 21 Downtown

5027 Chalk Point Rd, West River, MD 20778

/3
Est $94,500 Not Listed For Sale

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

Last Sold Summary
- 302% Above List Price
- 16 Days On Market
Last Sold Price $23,500

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

/23
$750,000
- 4 Beds
- 1.5 Baths
- 2,144 Sq Ft
1462 Snug Harbor Rd, Shady Side, MD 20764

4 Bedrooms/ 1 full bath and 1 half bath with shower. 2144 SQ Ft home and income opportunity goes with this home on .57 acres of C1B commercial zoned property. Additional .375 acres and .1243 acres of Ma2 zoned property for a totaling 1.0693 Acres, with 135 feet of bulkheaded waterfront, 200-foot pier, with approximately 12 boat slips. Water depth from 4 to 8 feet that can accommodate 40ft+ boats.

George Heine Schwartz Realty, Inc.

1462 Snug Harbor 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 $1,506,650

Last Listing Agent Michael Reible Realty Advantage of Maryland LLC

1114 Cherry Point Rd, West River, MD 20778

/12
Est $127,557 Not Listed For Sale

1190 Steamboat Rd, Shady Side, MD 20764
1190 Steamboat Rd, Shady Side, MD 20764

Last Sold Summary
- 5% Above List Price
- 115 Days On Market
Last Sold Price $121,000

Last Listing Agent Jackie Sexton Real Broker, LLC - Annapolis

/37
$579,990 New Construction
- 4 Beds
- 2.5 Baths
- 2,068 Sq Ft
1209 Johnson Dr, Shady Side, MD 20764

HOME TO BE BUILT. EXPECTED LATE SUMMER 2026 DELIVERY. Schaefer Homes brings to you their latest Monroe model located in water privilege community offering community beach, pier, boat ramp, playground, slips, and more. Select from 3 exterior elevations! This home will come standard with plenty of upgraded features, and there is still the opportunity to make your personal selections to suit your

Ray Mudd Schwartz Realty, Inc.

1209 Johnson Dr, Shady Side, MD 20764
/2
$149,000 Sold Apr 18, 2025

6101 Shady Side Rd, Shady Side, MD 20764
- 2 Beds
- 1 Bath
- 712 Sq Ft
- Built 1935
Last Sold Summary
- $209/SF
- 11 Days On Market
Current Estimated Value $183,306

Last Listing Agent Joan Stansfield Samson Properties

6101 Shady Side Rd, Shady Side, MD 20764

/39
Est $538,147 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

Last Listing Agent Nicki Palermo RE/MAX One

/43
$589,990 Under Contract
- 4 Beds
- 2.5 Baths
- 2,424 Sq Ft
1302 Spruce St, Shady Side, MD 20764

FEBRUARY 2026 DELIVERY. Introducing the Adams model — a beautifully designed home featuring an open-concept floor plan that blends comfort, style, and functionality. At the center of the home, the gourmet kitchen boasts a large island, stainless steel appliances, a walk-in pantry, and premium finishes—perfect for everyday living and entertaining alike. Additional kitchen upgrades include 42”

Ray Mudd Schwartz Realty, Inc.

1302 Spruce St, Shady Side, MD 20764
/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 $433,584

Last Listing Agent Ray Mudd Schwartz Realty, Inc.

5228 Chesapeake Ave, Shady Side, MD 20764

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 36 days on the market compared to the national average of 54 days. The median sale price for homes in Shady Side, MD over the last 12 months is $417,450, up 8% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$417,450

Median Single Family Sale Price

$420,000

Average Price Per Sq Ft

$306

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

2.00

Median List Price

$420,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Neighborhoods

Homes in Nearby Cities

Homes in Nearby Counties

Homes in Nearby Zip Codes

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage