12

Shady Side, MD Homes for Sale with Acreage

Section Image
  • 1347 W River Rd, Shady Side, MD 20764
    1347 W River Rd, Shady Side, MD 20764
    1347 W River Rd, Shady Side, MD 20764
    /42

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,464 Sq Ft

    1347 W River Rd, Shady Side, MD 20764

    Welcome to 1347 W River Rd. – A Private Retreat on 2.02 Acres in Shady Side, MD. This two-story colonial offers privacy, space, and the perfect blend of classic charm and a few modern updates. With approx. 2,464 sq ft of living space, this 4-bedroom, 2.5-bath home provides ample room for everyday living and entertaining. Step into the spacious foyer and take in the warmth of the shaker-style

    Elizabeth DuLaney EXP Realty, LLC

    1347 W River Rd, Shady Side, MD 20764
  • 5860 Shady Side Rd, Churchton, MD 20733
    5860 Shady Side Rd, Churchton, MD 20733
    5860 Shady Side Rd, Churchton, MD 20733
    /10

    $625,000

    • Land
    • 11 Acres
    • $58,140 per Acre

    5860 Shady Side Rd, Churchton, MD 20733

    WATERFRONT: Own your own park! 10+ Acres and 650+ Feet of water frontage along the South Creek in Churchton! *Do not walk the property without an appointment*

    Julie Knott Lofgren-Sargent Real Estate

    5860 Shady Side Rd, Churchton, MD 20733
  • 5235 Chalk Point Rd, West River, MD 20778
    5235 Chalk Point Rd, West River, MD 20778
    5235 Chalk Point Rd, West River, MD 20778
    /35

    $789,000

    • 5 Beds
    • 3 Baths
    • 3,052 Sq Ft

    5235 Chalk Point Rd, West River, MD 20778

    Coastal Living Meets Timeless Elegance on the Chesapeake BayEscape the hustle and embrace the peaceful rhythm of coastal life in this beautifully updated 5-bedroom, 3-bath Colonial, perfectly situated on a private 1.37-acre lot in the sought-after West River community. With over 3,000 sq ft of thoughtfully designed living space, this home offers the ideal blend of comfort, flexibility,

    Bonnie O'Donnell RE/MAX One

    5235 Chalk Point Rd, West River, MD 20778
  • 6152 Shady Side Rd, Shady Side, MD 20764
    6152 Shady Side Rd, Shady Side, MD 20764
    /2

    $54,900

    • Land
    • 1.53 Acres
    • $35,882 per Acre

    6152 Shady Side Rd, Shady Side, MD 20764

    DISCOVER THIS 1.53 ACRE LOT AVAILABLE IN SHADY SIDE , MD WITHIN ANNE ARUNDEL COUNTY. ZONING R1. DRIVE BY TODAY TO DETERMINE FOR YOURSELF HOW IT CAN WORK FOR YOUR NEEDS!

    Jennifer Drennan Taylor Properties

    6152 Shady Side Rd, Shady Side, MD 20764
  • 1133 Steamboat Rd, Shady Side, MD 20764
    1133 Steamboat Rd, Shady Side, MD 20764
    1133 Steamboat Rd, Shady Side, MD 20764
    /15

    $997,000

    • Land
    • 1.60 Acres
    • $623,125 per Acre

    1133 Steamboat Rd, Shady Side, MD 20764

    BRING ON THE RIVER BOATS... Unparalleled access to the Chesapeake Bay, ideal for boating, sailing, fishing and crabbing enthusiasts!!! Discover the perfect canvas for your waterfront dream home on this stunning undeveloped lot in the prestigious Shady Side community offering ample space for building a custom waterfront estate. With 80 feet of prime waterfront frontage on the Chesapeake Bay,

    John Halpin RE/MAX Premiere Selections

    1133 Steamboat Rd, Shady Side, MD 20764
  • 1461 Cedarhurst Rd, Shady Side, MD 20764
    1461 Cedarhurst Rd, Shady Side, MD 20764
    /2

    $54,000

    • Land
    • 1.32 Acres
    • $40,909 per Acre

    1461 Cedarhurst Rd, Shady Side, MD 20764

    Escape the hustle and bustle of city life with this exceptional land opportunity in Shady Side, MD. Nestled in a tranquil community, this parcel offers the perfect setting to build your dream home surrounded by nature’s beauty. Enjoy the best of both worlds—peaceful seclusion with easy access to Route 2 and Route 4, making travel to Annapolis, Baltimore, and Washington, D.C., a breeze. Immerse

    Joan Stansfield Samson Properties

    1461 Cedarhurst Rd, Shady Side, MD 20764
  • 1436 Haile Pkwy, Shady Side, MD 20764
    1436 Haile Pkwy, Shady Side, MD 20764
    /2

    $100,000

    • Land
    • 1.00 Acre
    • $100,000 per Acre

    1436 Haile Pkwy, Shady Side, MD 20764

    Sub-division potential for this undeveloped, 1 acre lot! May be able to reconfigure to 2 separate lots. Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and accessibility.With

    Joan Stansfield Samson Properties

    1436 Haile Pkwy, Shady Side, MD 20764
  • 0 Shady Side Rd Unit MDAA2113166, Shady Side, MD 20764
    0 Shady Side Rd Unit MDAA2113166, Shady Side, MD 20764
    /2

    $150,000

    • Land
    • 4.03 Acres
    • $37,221 per Acre

    0 Shady Side Rd Unit MDAA2113166, Shady Side, MD 20764

    Sam Tanner Keller Williams Flagship

    0 Shady Side Rd Unit MDAA2113166, Shady Side, MD 20764
  • 0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764
    0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764
    /2

    $150,000

    • Land
    • 4.03 Acres
    • $37,221 per Acre

    0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764

    Sam Tanner Keller Williams Flagship

    0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764
  • 6118 Shady Side Rd, Shady Side, MD 20764
    6118 Shady Side Rd, Shady Side, MD 20764
    6118 Shady Side Rd, Shady Side, MD 20764
    /8

    $239,500 Coming Soon

    • Land
    • 8 Acres
    • $29,243 per Acre

    6118 Shady Side Rd, Shady Side, MD 20764

    Only 31k per acre! This wonderful 8.19 acre wooded level lot conveniently located to the Chesapeake & West River is loaded with potential & ready to build your dream home! Off a hard surface road this terrific property is just minutes to multiple marinas, yacht clubs & harbors, shopping, dining and just 25 minutes to Annapolis & 45 minutes to DC. Public water and sewer available

    Tem Popoola Real Broker, LLC

    6118 Shady Side Rd, Shady Side, MD 20764
  • 4949 Idlewilde Rd, Shady Side, MD 20764
    4949 Idlewilde Rd, Shady Side, MD 20764
    4949 Idlewilde Rd, Shady Side, MD 20764
    /3

    $545,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 2,024 Sq Ft

    4949 Idlewilde Rd, Shady Side, MD 20764

    Coming Soon. One level living at it's best located on 1 acre.

    Ray Mudd Schwartz Realty, Inc.

    4949 Idlewilde Rd, Shady Side, MD 20764
  • 6070 Shady Side Rd, Shady Side, MD 20764
    6070 Shady Side Rd, Shady Side, MD 20764
    6070 Shady Side Rd, Shady Side, MD 20764
    /39

    $310,000

    • 4 Beds
    • 2 Baths
    • 1,344 Sq Ft

    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 3.38 acres. Home features hardwood floors that flows from the combined living and dining rooms to the nice sized kitchen with appliances and main level bedroom and bath. There is a full bath on each level and three more bedrooms on the upper level. The sunroom with wide windows and

    Gina Gargeu Century 21 Downtown

    6070 Shady Side Rd, Shady Side, MD 20764
Maryland Anne Arundel County Shady Side

Homes for Sale with Acreage in Shady Side, MD

Home Trends in Shady Side, MD

On average, homes in Shady Side, MD sell after 26 days on the market compared to the national average of 70 days. The median sale price for homes in Shady Side, MD over the last 12 months is $407,500, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$407,500
Median Single Family Sale Price
$719,935
Average Price Per Sq Ft
$301
Number of Homes for Sale
1
Last 12 months Home Sales
16
Months of Supply
0.80
Median List Price
$440,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
How to Buy a Home How to Finance a Home How to Sell a Home

In Shady Side, there are currently 12 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Shady Side, MD offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Shady Side and discover the potential and freedom that comes with owning your own piece of property.

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

Copyright © 2025 CoStar Group