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1244 Pine Ave, Shady Side, MD 20764
1244 Pine Ave, Shady Side, MD 20764
1244 Pine Ave, Shady Side, MD 20764
1244 Pine Ave, Shady Side, MD 20764
1244 Pine Ave, Shady Side, MD 20764
1244 Pine Ave, Shady Side, MD 20764
1244 Pine Ave, Shady Side, MD 20764

1244 Pine Ave Shady Side, MD 20764

2Views
0Saves

$749,900

ACTIVE
Beds
4
Baths
2
Sqft
2,674
Acres
0.34
Year
1950
Days on Site
27 Days
Property Type
Residential
Sub Type
Per Square Foot
$280
Date Listed
Oct 8, 2026

Description of 1244 Pine Ave, Shady Side, MD 20764

Listing details for 1244 Pine Ave, Shady Side, MD 20764 : Come Live the Bay Lifestyle! Welcome to 1244 Pine Avenue, a charming Chesapeake Bay retreat in Shady Side, Maryland, offering beautiful water and marina views, exceptional outdoor living, and the relaxed charm of coastal Maryland. Wake up to breathtaking sunrises, watch sailboats pass by, and enjoy peaceful evenings overlooking the bay. Located in the desirable Cedarhurst community, this inviting home offers the perfect opportunity to embrace waterfront living with a residents only marina across the street. Inside, the light filled living and dining areas feature a fireplace and expansive picture windows framing beautiful water views. The updated kitchen is appointed with green cabinetry, granite countertops, stainless steel appliances, and a gas range. Just beyond, a charming screened-in porch creates the perfect setting for morning coffee or al fresco dining. The spacious rear family room offers additional living space with sweeping bay views and sliding glass doors opening to the deck and fully fenced backyard, creating a seamless connection between indoor and outdoor entertaining. The main level includes a versatile bedroom ideal for guests or a home office, while upstairs, three generously sized bedrooms offer comfortable accommodations, including a spacious primary bedroom with beautiful Chesapeake Bay views. Additional highlights include a newer roof, new washer and dryer, generous outdoor entertaining areas, and a large storage shed is wired and has electricity. For boating enthusiasts, the nearby residents only marina offers boat slips reportedly available for $350 annually, providing convenient access to the Chesapeake Bay. Cedarhurst's waterfront community center, playground, beach, and picnic areas further enhance the neighborhood's coastal lifestyle. Whether as a primary residence or weekend retreat, 1244 Pine Avenue offers an exceptional combination of water views, generous outdoor living, boating access, and the tranquility of Shady Side's beloved Chesapeake Bay community.
Listing Updated : 10-23-2026 at 4:03 PM EDT
Listing Provided By : Jennifer S Smira, 2022802060, [email protected], Compass
Source :

Bright MLS, MLS#: MDAA2158194

For more information on this listing contact us at (202) 441-2348

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Property History

DateEventPrice
10/8/2026
Listed for sale
$749,900 +90.8%
$280/sqft
Source:Bright MLS #MDAA2158194
9/29/2015
Sold
$393,000
$147/sqft
Source:Bright MLS #1001269345
3/31/2015
Listed for sale
—
Source:Bright MLS #1001269345
9/12/2014
Leased
$2,100
$1/sqft
Source:Bright MLS #1003187632
8/30/2014
Listed for Rent
—
Source:Bright MLS #1003187632
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For more information on this listing contact us at (202) 441-2348