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575 MADISON AVENUE, NEW YORK, NY 10022. 212.891.7000 © 2026 DOUGLAS ELLIMAN REAL ESTATE. EQUAL EMPLOYMENT OPPORTUNITY PROVIDER. ALL MATERIAL PRESENTED HEREIN IS INTENDED FOR INFORMATION PURPOSES ONLY. WHILE THIS INFORMATION IS BELIEVED TO BE CORRECT, IT IS REPRESENTED SUBJECT TO ERRORS, OMISSIONS, CHANGES, OR WITHDRAWAL WITHOUT NOTICE. ALL PROPERTY INFORMATION, INCLUDING, BUT NOT LIMITED TO SQUARE FOOTAGE, ROOM COUNT, NUMBER OF BEDROOMS, AND THE SCHOOL DISTRICT IN PROPERTY LISTINGS SHOULD BE VERIFIED BY YOUR OWN ATTORNEY, ARCHITECT, OR ZONING EXPERT. EQUAL HOUSING OPPORTUNITY. LISTING DATA REFRESHED ON MAR 15 2026 AT 1:52 AM.

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14135 COOLEY Rd

princess anne, MD 21853

$985,000

  • 4 BR
    3 BA, 2 HALF BA
    approx. 5,811 SF

Interested? Let's Connect

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.

Details

5,811 Sq Ft

41.25 Private Acres Lot Size

other

$11,185 Annual Tax

Built in 1964

MLS/Listing ID MDSO2007014

Amenities & Features

Block

Carpet

Ceramic Tile

Hardwood

Chain-link

Vinyl

Wire

Cooling - Central Air

Construction - Brick

Style - Colonial

Lot - Partly Wooded

Lot - Secluded

Lot - Stream Creek

Attic

Window Treatments

Heating - Electric

Pets Allowed

Estimate my mortgage

TOTAL MONTHLY COST

$0

  • PRINCIPAL & INTEREST

    $0

  • PROPERTY TAXES

    $0

  • Common Charges

    $0

HOME PRICE
DOWN PAYMENT
TERM
INTEREST

Interested In 14135 COOLEY Rd?

The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the BrightMLS. Real estate listings held by brokerage firms other than Douglas Elliman of VA are marked with the Internet Data Exchange logo and information about them includes the name of the listing brokers. Some properties listed with the participating brokers do not appear on this website at the request of the seller. Listings of brokers that do not participate in Internet Data Exchange do not appear on this website.

All information deemed reliable but not guaranteed. Last date updated: 03/15/2026.
Source: Bright Multiple Listing Service, Inc.

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