14135 COOLEY RD, Princess Anne, MD 21853

• 4 beds |
• 5 baths |
• 5,811 sqft

Property Description

Set along the scenic shores of Wicomico Creek, near the headwaters of the Wicomico River, this exceptional high-bank waterfront estate spans over 41 private acres with more than 2,000 feet of shoreline and two picturesque tidal ponds. Designed and custom built by the original Cooley family, the residence offers over 5,000 square feet of thoughtfully designed living space that blends timeless architecture with everyday comfort. Inside, a marble foyer and sweeping staircase introduce the formal and informal living spaces,​ including a large dining room, elegant living room with fireplace and a private den/sitting room offering a warm fireplace setting. The well-appointed kitchen features KitchenAid appliances, custom cabinetry and Cambria countertops, opening to a sunlit breakfast room and sun porch overlooking the water and pool areas. The main-level primary suite offers a private retreat with tray ceilings, panoramic water views, generous closet space, and a spa-inspired bath. Basement and third-floor space provide opportunities for future expansion. Outdoor amenities include a private dock, an in-ground concrete pool by Sylvan Pools, brick patios, hardscape walkways, and a pool house ready to be transformed into a studio, fitness room, or workspace. A five-stall barn and multiple fenced pastures provide excellent options for equestrian use or hobby farming. This property offers an exceptional level of privacy, natural beauty, and waterfront lifestyle. Enjoy waterfront privacy, refined living, and coastal convenience. Located just minutes from downtown Salisbury, Rt. 50, and Rt 13 providing convenient access to the beaches of Ocean City, Fenwick Island, and Bethany Beach, as well as the charm of Berlin and the natural beauty of Assateague Island. Assessors above grade conditioned sqft is 5,016 with an additional 795 sqft considered below grade/basement area and or "pool house" and is not currently conditioned space. Agents, please see agent comments and showing instructions.

Listing Status:

Pending

Date Added:

April 6, 2026

Data Last Updated:

April 4, 2026 at 9:18PM

Listing Office:

ERA Martin Associates : 4107491818

Listing Agent:

Roger Sansom : 4102518574

MLS ID:

MDSO2007014

Interior

• General: AtticBathroom - Walk-In ShowerBuilt-InsCrown MoldingsFormal/Separate Dining RoomWater Treat SystemWindow TreatmentsWine Storage
• Laundry: Main Floor
• Basement: Sump pumpPartial
• Flooring: CarpetCeramic tileHardwood
• A/C: Central A/C
• Heating: Heat Pump - Gas BackUpHeat Pump(s)ElectricPropane - Leased
• Fireplace: BrickFireplaceFireplaces: 3
• Disability Feature: Other

Exterior

• General: Above GradeBelow Grade
• Style: Colonial

Construction

• Roofing: Architectural Shingle
• General: Brick2Block

Location

• Originating MLS: BRIGHT_MAIN
• School District: SOMERSET COUNTY PUBLIC SCHOOLS
• County: SOMERSET-MD

Lot

• Zoning: A2005078296
• View: WaterPasture
• Fencing: VinylWireChainLink

Utilities

• Utilities: Propane200 amp service
• Water: ConditionerPrivate
• Sewer: Septic Exists

Financial

• Source: BRIGHT_MAIN