About This Home

This 4-bedroom, 2-bathroom single family at 1244 PINE Avenue in Shady Side, MD is listed for $749,900 ($280 per sqft). Built in 1950, the home offers 2,674 sqft of living space on a 0.34 acres lot.

Key Features

  • Built in 1950
  • 0.34 acre lot
  • 2 stories
  • 2 parking spaces
  • Fireplace

Property Details

2 stories
2 full
2 spaces
1950

Amenities

FireplaceA/C
Listing 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.

Monthly Cost Estimate

$4,011/mo

20% down · 6.5% · 30 years

Principal$542
Interest$3,250
Insurance$219

Estimates only. Actual payments may vary.

Location

1244 PINE Avenue

Shady Side, MD 20764

SHADY SIDE

Features & Amenities

Interior Features

Combination Dining/LivingBuilt-InsWindow TreatmentsEntry Level BedroomUpgraded CountertopsWood FloorsFloor Plan - Traditional

Property Details

Construction

Vinyl Siding

Parking

Driveway

Heating

Heat Pump (Heating)

Cooling

Central Air

Appliances

DishwasherDisposalDryerMicrowaveOven/Range - GasRefrigeratorStoveWasher

Questions & Answers

This 4-bedroom, 2-bathroom single family at 1244 PINE Avenue is listed at $749,900 ($280/sqft). The estimated monthly payment is $4,011 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1950, 0.34 acre lot, 2 stories, 2 parking spaces, Fireplace. Interior Features: Combination Dining/Living, Built-Ins, Window Treatments.

This property is listed by Jennifer S Smira.

JS

Jennifer S Smira

License 639332

Agent at Compass

Listed by Compass · Broker phone: (202) 491-1275 · View on Broker Site

MLS# MDAA2158194· Source: Bright MLS· 19 days on PropertySimple

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.

1244 PINE Avenue, Shady Side, MD 20764

Open this listing in: