27295 Southside Island Creek Road
TRAPPE, MD 21673

  • 6 beds
  • 6 baths
  • 9,566 sqft
  • ~48 acre lot
  • $919 per sqft
  • 1800 build

Wilderness Estate- This quintessential Eastern Shore farm is located along the Choptank River in Trappe, Maryland. Comprised of 47 acres, with original structures that are impeccably well-kept and improved with modern amenities, The Wilderness provides a unique opportunity to enjoy the best of the Eastern Shore. Surrounded by open space and preserved farmland with proximity to Oxford, Easton, Cambridge, and St. Michaels, The Wilderness is sure to please the discerning buyer. Sited among large waterfront estates, The Wilderness enjoys privacy and a commanding presence with old-growth trees, broad southerly views, and deep water. The scope of improvements includes the primary residence, waterside guest cottage, beach house, pool, pier, tennis court, early 20th-century barn, and a host of accessory structures for life on the farm. Visit the virtual tour for an inside look and appreciation for the scope of this offering. The main house has great historical significance not only for the original owner’s grandson who lived there and served two terms as the Governor of Maryland but also for its place in the development of Maryland’s domestic architecture, as noted on two markers from the Maryland Bicentennial Commission and the Maryland Historical Society. The smaller and original of the two brick wings dates from the late 18th century and the larger wing from the early 19th century. The house’s architecture is unusual in that the 19th-century wings telescope up, instead of down, from the original wing. The white brick, black shutters, and historical olive green trim color are a serene palette against the house’s majestic specimen trees around the property, including a gigantic Sycamore that is the largest of its species in Maryland. The long white gravel drive under the sheltering canopy of mature trees passes by the barn and other outbuildings then curves around the front of the house. Brick steps lead up to the front porch of the early 19th century wing opening into a gracious foyer and stair hall with an elegant elliptical arch that rests on pilasters at the side walls to separate the public from private areas of the house. A French door at the rear of the foyer frames a vista of the lawn and Choptank River. To the side of the foyer are two identical parlors at the front and rear corners of the house. Both rooms have magnificent fireplace mantles and surround; one is a 1740 hand-carved mantel by noted English artisan woodcarver Grinnling Gibbons and the other is a 1780 mantel surrounded by the famous English architect and artisan, Robert Adam. The main floor of the 18th-century wing contains a spacious living room, dining room, original kitchen, and larger kitchen, pantry, two powder rooms, and a stunning sunroom connecting to a terrace along the rear of the house overlooking the Choptank River. Part of this wing was the final addition to the original home. The second floor of the 19th-century wing contains two bedrooms over the two parlors below with fireplaces and walk-in closets and two baths. The 18th-century wing and later addition contain an artist’s studio with cabinetry and sink that has a myriad uses– family TV room, arts and crafts room. The primary suite is located at the rear corner of this wing. It has a fireplace flanked by single windows and another window on the rear wall for panoramic views of the mature landscape and the Choptank River. Two baths complete the suite, with one bath off a hall for access from the art studio. Two stairs access the attic level; one in the 18th-century wing leads to two bedrooms and one bath. The main stair in the 19th-century wing leads to a large game room and another cozy bedroom ensuite.

BRIGHT MLS logo Listing courtesy of BRIGHT / Benson & Mangold, LLC

Last checked: Checking… • Last updated Mar 22, 2024 •

MLS# MDTA2006798 —

Monthly cost estimate

27295 Southside Island Creek Road

Asking price

$8,800,000

Expense Monthly cost
Mortgage

$47,121

Taxes $1,999
Insurance $2,420
Utilities $503 See report
Total $52,043/mo.*
*This is an estimate

Explore the Area

Map View Options

My Commute

Never miss new listings

Be the first to know about new listings between $3,000,000–the sky in this neighborhood

* indicates a required field

We’ll never spam you or sell your details. You can unsubscribe whenever you’d like.

Walk Score®

Provided by WalkScore® Inc.

Air Pollution Index

Provided by ClearlyEnergy

Worst Moderate Best

Sale history

Date Event Source Price % Change
12/22/23
Listed / Active BRIGHT $8,800,000

Finding records…

No additional history available

If new records are added for this property, we’ll share them here.

Want to see this home?


House For Sale

When do you want to see it?

Listing provided by broker:

Coard A Benson

Benson & Mangold, LLC

info@bensonandmangold.com

Want a closer look?

Go see 27295 Southside Island Creek Road

27295 Southside Island Creek Road

Or Call Toll Free 1-800-241-3327

We guarantee that we’ll never spam you.

* indicates a required field

Referral Permission
Yes, I would like more information from Estately. Please use and/or share my information with Estately and their designated agent to contact me about my real estate needs.
By submitting this request, I agree Estately and their designated agent may contact me by phone or text message about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to the Terms of Use and Privacy Policy.

More homes

Newest listings in 21673

Similar sold homes

This house located in MD 21673 is currently for sale for $8,800,000. 27295 Southside Island Creek Road is a 9,566 square foot house with 6 beds and 6 baths. This house is in the attendance area of White Marsh Elementary School, Easton High School, and Easton Middle School.

BRIGHT MLS logo Listing Courtesy of: BRIGHT and Benson & Mangold, LLC.

The information included in this listing is provided exclusively for consumers’ 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 on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. BRIGHT MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller.
The offer of compensation listed above is made to, and can only be accepted by, participants of the multiple listing service in which this listing is filed.

Copyright © 2024 Estately, Inc. Data displayed here has not been verified by Estately.