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10931 Piney Island Dr, 
Bishopville, MD 21813

$1,829,000


3

Beds


3

Baths


4,443

Sq Ft


Single Family


Virtual Tour

Pending

Listed by

Ann Buxbaum

Northrop Realty, (302) 539-0800

Last updated:

May 21, 2026, 07:35 AM

MLS#

MDWO2036564

Source:

BRIGHTMLS

About This Home

10931 Piney Island Dr

A One-of-a-Kind Waterfront Sanctuary on the Peninsula of Piney Island Truly one of a kind, this remarkable custom residence is gracefully tucked away on the secluded peninsula of Piney Island. Welcome to 10931 Piney Island Drive, redesigned and rebuilt in 2012, where architecture, nature, and water converge to create an extraordinary coastal sanctuary. From the moment it comes into view, the home feels as though it has always belonged to this peaceful landscape. Cloaked in natural cedar shake siding and thoughtfully designed to blend with its wooded surroundings, the residence reflects a harmonious fusion of Craftsman, Asian, and classic Shingle-style architecture, elevated with clean modern lines and expansive glass. Perched in a regal position above the surrounding waterways, the home captures breathtaking panoramic views of Shingle Landing Prong and Perkins Creek. Here, the ever-changing light dances across the water, and the scenic waterways invite endless exploration, leading adventurous boaters all the way to the Atlantic Ocean. Inside, architectural artistry and refined craftsmanship take center stage. Walls of glass frame the spectacular natural surroundings, filling the home with light while blurring the boundary between indoors and out. Thoughtfully designed spaces, rich architectural details, and carefully curated finishes create interiors that rival the beauty of the landscape beyond. The kitchen has been beautifully refreshed in 2025 with new appliances including a refrigerator/freezer, dishwasher, wine cooler, and refrigerated drawers, creating a well-appointed culinary hub perfect for entertaining. Throughout the home, tray ceilings with ambient lighting add elegance to the bedrooms, dining room, and foyer, while unique features such as a dedicated humidor and a striking 75-gallon aquarium reflect the home’s custom character. Outdoor living here is nothing short of exceptional. Multiple decks, including three on the second level, offer private vantage points for soaking in the sweeping water views. Gather around the gas fire pit, enjoy the warmth of the outdoor fireplace while watching the game on the patio television, or relax on the welcoming front porch. The porch off the kitchen is perfect for grilling, making alfresco dining effortless. The grounds themselves feel like a private retreat, enhanced by two serene ponds, a gentle stream, and elegant rain chains that guide water into tranquil garden features. A waterfall and fountain create a peaceful backdrop to the rear patio, while perennial gardens cascade naturally along the waterfront bank. Boating and waterfront recreation are easily enjoyed from the private dock, which features a 12,000 pound boat lift, fish cutting station, and illuminated post for evening returns from the water. Recent improvements further enhance the home’s comfort and efficiency, including a new geothermal HVAC system in 2024, a renovated primary bath with updated flooring, tile, and fixtures, refreshed interior paint, updated flooring in the primary bedroom, and an upgraded hall bath. A whole-house generator, water treatment system, alarm system, and thoughtfully integrated multi-zone audio system provide modern convenience and peace of mind. The lower-level Utility/Storage room offers abundant space for all of your outdoor gear. There is a oversized 2-car garage with a walk-up to an additional room, perfect for an office and offers more storage options. Private, refined, and surrounded by breathtaking natural beauty, 10931 Piney Island Drive is more than a home, it is a waterfront retreat designed for living, gathering, and experiencing the very best of coastal life.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1986

Price Summary

1,829,000

$411 per Sq. Ft.

MLS #:

MDWO2036564

Last Updated:

May 21, 2026, 07:35 AM

Added:

2 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

4,443 Sq. Ft.


Structure

Structure

Architectural Style:

Contemporary, Craftsman

Building Area:

4,443 Sq. Ft.

Year Built:

1986


Lot

Lot Size (Sq. Ft):

24,393


Finances & Disclosures

Finances

Price:

$1,829,000

Price per Sq. Ft:

$411 per Sq. Ft.

Source:BRIGHTMLS
The information being provided by Bright Mls is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Bright Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.