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Shady Side, MD Homes for Sale with Acreage

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  • 6152 Shady Side Rd, Shady Side, MD 20764
    6152 Shady Side Rd, Shady Side, MD 20764
    6152 Shady Side Rd, Shady Side, MD 20764
    /14

    $54,900

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

    6152 Shady Side Rd, Shady Side, MD 20764

    1.53 Acre lot zoned R1 located in within Anne Arundel County in quiet Shady Side MD. Take a drive and see how this prime location can fulfill your needs! Owner Financing Available! Buyer to ascertain all necessary information for their intended use. Seller prefers Diana Khan of DK Law Group for Title and Closing.Property lines shown are approximate and need to be verified by purchaser.

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    (410) 701-3561

    6152 Shady Side Rd, Shady Side, MD 20764
  • 6508 Shady Side Rd, Shady Side, MD 20764
    6508 Shady Side Rd, Shady Side, MD 20764
    6508 Shady Side Rd, Shady Side, MD 20764
    /35

    $799,900

    • 3 Beds
    • 2.5 Baths
    • 2,225 Sq Ft

    6508 Shady Side Rd, Shady Side, MD 20764

    For buyers seeking a quicker move-in, the same model is currently under construction less than a mile away and will be completed in approximately 30 days, offering the perfect opportunity to preview the craftsmanship and finishes in person or purchase if a faster timeline is preferred.This to-be-built Modern Farmhouse by local builder Laine Street Homes blends timeless architecture with

    Joshua Mast HomeSource Pro Real Estate

    6508 Shady Side Rd, Shady Side, MD 20764
  • 1650 Cedar Ln, Shady Side, MD 20764
    1650 Cedar Ln, Shady Side, MD 20764
    1650 Cedar Ln, Shady Side, MD 20764
    /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
  • 5277 Cedar St, West River, MD 20778
    5277 Cedar St, West River, MD 20778
    5277 Cedar St, West River, MD 20778
    /9

    $90,000

    • Land
    • 1.02 Acres
    • $88,235 per Acre

    5277 Cedar St, West River, MD 20778

    Beautiful 1 acre property in the heart of Shady Side! This is an amazing opportunity for anyone looking to build their dream home in a nice secluded area with views of trees! The land is located down a gravel driveway way off the main road for maximum privacy. This is a one of a kind opportunity to build the home you've always wanted!

    Michael Frank EXP Realty, LLC

    5277 Cedar St, West River, MD 20778
  • 4949 Idlewilde Rd, Shady Side, MD 20764
    4949 Idlewilde Rd, Shady Side, MD 20764
    4949 Idlewilde Rd, Shady Side, MD 20764
    /31

    $534,969

    • 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 featuring a gas fireplace and a sliding door that leads 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

    Ray Mudd Schwartz Realty, Inc.

    4949 Idlewilde Rd, 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

    • Land
    • 8.19 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
  • 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
    • 10.75 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
  • 0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764
    0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764
    0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764
    /5

    $150,000

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

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

    This beautiful four acre lot is heavily wooded, flat and level. Approximately 1,000' off the main road makes it very private and secluded. It abuts an additional four acre lot also available for sale. It is believed that because some of the property is in non-tidal wetlands that it cannot be subdivided but buyers should investigate with a civil engineer of choice to confirm. The access

    Sam Tanner Keller Williams Flagship

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

    $747,000

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

    5235 Chalk Point Rd, West River, MD 20778

    This spacious 5-bedroom, 3-bathroom home offers the perfect blend of comfort, convenience, and Chesapeake Bay lifestyle. Located in highly sought-after Southern Anne Arundel County, this property sits just moments from the Bay, marinas, and local seafood favorites—ideal for those who love the water and small-town living. Step inside to find a bright open layout with generous living spaces,

    Bonnie O'Donnell RE/MAX One

    5235 Chalk Point Rd, West River, MD 20778
  • 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
    • 1.6 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
  • 1436 Haile Pkwy, Shady Side, MD 20764
    1436 Haile Pkwy, Shady Side, MD 20764
    /2

    $100,000

    • Land
    • 1 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

    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

    This beautiful four acre lot is heavily wooded, flat and level. Approximately 1,000' off the main road makes it very private and secluded. It abuts an additional four acre lot also available for sale. It is believed that because some of the property is in non-tidal wetlands that it cannot be subdivided but buyers should investigate with a civil engineer of choice to confirm. The access

    Sam Tanner Keller Williams Flagship

    0 Shady Side Rd Unit MDAA2113166, 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
  • 6512 Shady Side Rd, Shady Side, MD 20764
    6512 Shady Side Rd, Shady Side, MD 20764
    6512 Shady Side Rd, Shady Side, MD 20764
    /29

    $815,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,485 Sq Ft

    6512 Shady Side Rd, Shady Side, MD 20764

    For buyers desiring a quicker move-in, this same model is under construction less than a mile away and will be completed in approximately 30 days — a perfect opportunity to preview the craftsmanship and finishes in person. This to-be-built custom Arts & Crafts residence by local builder Laine Street Homes blends timeless design with modern luxury. Set on a premium 1.5-acre homesite, the property

    Joshua Mast HomeSource Pro Real Estate

    6512 Shady Side 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

    $300,000

    • 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 39 days on the market compared to the national average of 53 days. The median sale price for homes in Shady Side, MD over the last 12 months is $420,000, up 9% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$420,000
Average Price Per Sq Ft
$309
Number of Homes for Sale
19
Last 12 months Home Sales
98
Months of Supply
2.30
Median List Price
$422,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
9%
How to Buy a Home How to Finance a Home How to Sell a Home

In Shady Side, there are currently 15 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.

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