# 1244 PINE Avenue, Shady Side, MD 20764 > **TL;DR:** 4bd/2ba single family, $749,900 ($280/sqft), built 1950, 2,674 sqft. > Fireplace, A/C. Est. $4,011/mo. Listed 20 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $749,900 | | Price/sqft | $280 | | Bedrooms | 4 | | Bathrooms | 2 full | | Square Feet | 2,674 | | Year Built | 1950 | | Lot Size | 15,002 sqft (0.34 acres) | | Stories | 2 | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 20 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $3,792 | | Estimated Insurance | $219 | | **Total** | **$4,011** | ## Key Amenities - Fireplace - A/C ## Property Highlights - Built in 1950 - 0.34 acre lot - 2 stories - 2 parking spaces - Fireplace ## Description ### Agent Description 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. ## Location - **Address:** 1244 PINE Avenue, Shady Side, MD 20764 - **County:** ANNE ARUNDEL - **Neighborhood:** SHADY SIDE - **Coordinates:** 38.83305, -76.49797 - **Google Maps:** https://www.google.com/maps?q=38.83305,-76.49797 ## Listing Agent - **Name:** Jennifer S Smira · **License:** 639332 - **Brokerage:** Compass - **Broker Phone:** (202) 491-1275 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/1244-Pine-Ave_Shady-Side_MD_20764_M50573-24472?f=listhub&s=TRENDPA&m=MDAA2158194&c=propsimple) ## Photos ![1244 PINE Avenue - Photo 1](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f412805374r.jpg) ![1244 PINE Avenue - Photo 2](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f679482439r.jpg) ![1244 PINE Avenue - Photo 3](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f4207857622r.jpg) ![1244 PINE Avenue - Photo 4](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f176992872r.jpg) ![1244 PINE Avenue - Photo 5](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f1424487360r.jpg) ![1244 PINE Avenue - Photo 6](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f4266964251r.jpg) ![1244 PINE Avenue - Photo 7](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f246730170r.jpg) ![1244 PINE Avenue - Photo 8](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f3035754454r.jpg) ![1244 PINE Avenue - Photo 9](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f171990686r.jpg) ![1244 PINE Avenue - Photo 10](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f1919131812r.jpg) ![1244 PINE Avenue - Photo 11](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f1056692602r.jpg) ![1244 PINE Avenue - Photo 12](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f1144651592r.jpg) ![1244 PINE Avenue - Photo 13](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f1851157440r.jpg) ![1244 PINE Avenue - Photo 14](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f354822969r.jpg) ![1244 PINE Avenue - Photo 15](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f1821149397r.jpg) ![1244 PINE Avenue - Photo 16](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f2677480759r.jpg) ![1244 PINE Avenue - Photo 17](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f474698570r.jpg) ![1244 PINE Avenue - Photo 18](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f557725831r.jpg) ![1244 PINE Avenue - Photo 19](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f246907615r.jpg) ![1244 PINE Avenue - Photo 20](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f852561989r.jpg) ![1244 PINE Avenue - Photo 21](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f2793984714r.jpg) ![1244 PINE Avenue - Photo 22](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f697396257r.jpg) ![1244 PINE Avenue - Photo 23](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f1762229804r.jpg) ![1244 PINE Avenue - Photo 24](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f2982748312r.jpg) ![1244 PINE Avenue - Photo 25](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f2870430240r.jpg) ![1244 PINE Avenue - Photo 26](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f4044805477r.jpg) ![1244 PINE Avenue - Photo 27](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f1946280911r.jpg) ![1244 PINE Avenue - Photo 28](http://lh.rdcpix.com/26cebe146fbb477a67425de5ba5b370fl-f3716883754r.jpg) --- **MLS#:** MDAA2158194 | **Updated:** 2026-10-23 **Source:** listhub *Copyright © 2026 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://www.propertysimple.ai/listing/1244-pine-avenue-shady-side-md-20764-dd07c1c881334fb9a4c2bcf2370d2158) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://www.propertysimple.ai/listing/1244-pine-avenue-shady-side-md-20764-dd07c1c881334fb9a4c2bcf2370d2158#listing", "url": "https://www.propertysimple.ai/listing/1244-pine-avenue-shady-side-md-20764-dd07c1c881334fb9a4c2bcf2370d2158", "name": "1244 PINE Avenue, Shady Side, MD 20764", "description": "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. 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