Coldwell Banker Home Page

Local Realty Service Provided By: Coldwell Banker Flanagan Realty

Property view

10708 Piney Island Dr, 
Bishopville, MD 21813

$1,399,995


3

Beds


3

Baths


3,876

Sq Ft


Single Family

Sold

Listed by

R. Erik Windrow

Bought with Unrepresented

Keller Williams Realty, steve@srarealty.com

MLS#

MDWO2038888

Source:

BRIGHTMLS

Sorry, we are unable to map this address

About This Home

10708 Piney Island Dr

Welcome to 10708 Pine Island Drive, an exceptional custom-built coastal contemporary waterfront residence located in the highly sought-after community of Piney Island. Designed to embrace both luxury and the natural beauty of its surroundings, this meticulously maintained three-bedroom, two-and-one-half-bath home offers an unparalleled waterfront lifestyle. From the moment you step into the welcoming foyer, your eyes are immediately drawn through the home to breathtaking southern water views. Natural sunlight pours through expansive windows and walls of glass, while cool summer breezes flow effortlessly throughout the thoughtfully designed open floor plan. At the heart of the home is an exquisite chef’s kitchen featuring high-end finishes, abundant workspace, and seamless connectivity to the living and dining areas—perfect for entertaining family and friends. The oversized sunroom serves as an extension of the living space, bathed in natural light from a bank of sliders that frame picturesque waterfront views year-round. Outdoor living is equally impressive. Expansive waterfront-facing decks flow gracefully from the home and blend seamlessly with professionally landscaped grounds. Follow the winding garden path to your private waterfront oasis complete with a dock overlooking the tranquil waters of Shingle Landing. Whether enjoying morning coffee, watching wildlife, boating, kayaking, or relaxing with an evening sunset, this property offers a lifestyle that few homes can match. Additional features include a spacious three-car garage, whole-house generator for peace of mind, generous storage, and quality craftsmanship throughout. Perfectly positioned in one of the area’s most desirable waterfront neighborhoods, this exceptional property offers the rare combination of luxury, comfort, and direct access to one of the Eastern Shore’s most scenic waterways.

Home Facts

Single Family

3 Baths

3 Bedrooms

Built in 1990

Subdivision & Development:

PINEY ISLAND I

Price Summary

1,399,995

$361 per Sq. Ft.

MLS #:

MDWO2038888

Sold:

July 2, 2026


Rooms & Interior

Bedrooms

Total Bedrooms:

3

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

3

Interior

Living Area:

3,876 Sq. Ft.


Structure

Structure

Architectural Style:

Coastal, Contemporary

Building Area:

3,876 Sq. Ft.

Year Built:

1990


Lot

Lot Size (Sq. Ft):

46,609


Finances & Disclosures

Finances

Price:

$1,399,995

Price per Sq. Ft:

$361 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.