About this home

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.

Facts and features

Schools

• Shady Side Elementary School

  elementary · K-5 · 0.7 mi

  7

• Southern Middle School

  middle · 6-8 · 6.1 mi

  8

• Southern High School

  high · 9-12 · 7.0 mi

  6

• Broadwater Creek Academy

  elementary · K · 2.7 mi

• Mayo Elementary School

  elementary · K-5 · 4.4 mi

  6

• Genesis Christian Academy

  elementary · K-12 · 4.5 mi

Price history

• Oct 8, 2026 · Listed$749,900
• Sep 29, 2015 · Sold$393,000
• Sep 24, 2015 · Listing Removed$399,000
• Jul 24, 2015 · Price Changed$399,000
• Jun 24, 2015 · Price Changed$407,900
• Jun 12, 2015 · Price Changed$408,900
• May 28, 2015 · Price Changed$409,900
• May 22, 2015 · Price Changed$414,900

Tax history

• 2026$8,695 tax · $623,300 assessed
• 2025$8,275 tax · $623,300 assessed
• 2024$7,854 tax · $590,333 assessed
• 2023$7,374 tax · $524,400 assessed
• 2022$6,978 tax · $516,033 assessed
• 2021$6,872 tax · $507,667 assessed
• 2020$6,728 tax · $499,300 assessed
• 2019$6,564 tax · $476,233 assessed

Home value

$593,000

• Collateral Analytics$593,000
• Cotality$575,800
• Quantarium$756,491

Where it is