27295 Southside Island Creek Rd

Property Description

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.

Overview

Property Status

For Sale

Lot Size

47.99 Acres

MLS ID

MDTA2006798

Property Type

Residential

Year Built

1800

Are you interested?

Schedule a Tour

Schuyler Benson

(410) 310-3251 [email protected]

Features & Amenities

Neighborhood

Talbot County

Architecture Styles

Traditional

Water Frontage

Pond, River Front

View Description

Bay, River, Water, Pasture, Panoramic

Stories

Water Source

Well, Private

Roof

Metal

Lot Features

Waterfront

Heat Type

Forced Air, Zoned, Geothermal, Oil

Air Conditioning

Central Air

Sewer

Septic Tank

Other Exterior Features

Tennis Court(s)

School District

TALBOT COUNTY PUBLIC SCHOOLS

Sales Price

$8,800,000

Real Estate Tax

$26,077/yr

Schedule a Tour

We would love to help you see this beautiful home! As a full-service brokerage, we can help you tour. Please submit an offer, and answer questions about the buying process.

In Person

Via Video Chat

Your full name*

Your Phone*

Enter a valid email

E-mail Address*

Middle Name

By providing Benson & Mangold Real Estate your contact information, you acknowledge and agree to our Privacy Policy and consent to receiving marketing communications, including through automated calls, texts, and emails, some of which may use artificial or prerecorded voices. This consent isn’t necessary for purchasing any products or services and you may opt out at any time. To opt out from texts, you can reply, ‘stop’ at any time. To opt out from emails, you can click on the unsubscribe link in the emails. Message and data rates may apply.

Change time

Thank you

for your interest in 27295 Southside Island Creek Rd, Trappe, MD 21673

back to page

Featured Properties

For Sale
$9,900,000

6010 Shipyard Ln, Easton, MD 21601
- 5 Beds
- 6 Baths
- 14,935 Sq.Ft.
For Sale

$8,000,000

Ocean Gateway, Easton, MD 21601
For Sale
$4,995,000

27029 Miles River Rd, Easton, MD 21601
- 4 Beds
- 6 Baths
- 5,062 Sq.Ft.
For Sale
$4,800,000

5084 Ferry Neck Rd, Royal Oak, MD 21662
- 4 Beds
- 4 Baths
- 7,903 Sq.Ft.
For Sale
$4,499,000

27473 Westpoint Rd, Easton, MD 21601
- 6 Beds
- 9 Baths
- 3,700 Sq.Ft.
For Sale
$3,690,000

27047 Presquile Rd, Easton, MD 21601
- 4 Beds
- 4 Baths
- 6,374 Sq.Ft.
Active Under Contract
$3,350,000

26333 Presquile Dr S, Easton, MD 21601
- 3 Beds
- 4 Baths
- 3,696 Sq.Ft.
Pending
$2,995,000

26992 Holly Harbor Ct, Oxford, MD 21654
- 6 Beds
- 5 Baths
- 2,969 Sq.Ft.
Pending
$2,995,000

8831 Quailsar Rd, Easton, MD 21601
- 8 Beds
- 6 Baths
- 8,107 Sq.Ft.
Active Under Contract
$2,950,000

6549 Locust Grove Rd, Easton, MD 21601
- 5 Beds
- 4 Baths
- 5,022 Sq.Ft.
Coming Soon
$2,777,000

28923 Island Creek Rd, Trappe, MD 21673
- 4 Beds
- 3 Baths
- 9,206 Sq.Ft.
Coming Soon
$2,777,000

28923 Island Creek Rd, Trappe, MD 21673
- 4 Beds
- 3 Baths
- 9,206 Sq.Ft.
For Sale
$2,695,000

26362 Westerly Rd, Easton, MD 21601
- 4 Beds
- 5 Baths
- 3,272 Sq.Ft.
For Sale
$2,595,000

29328 Matthewstown Rd, Easton, MD 21601
- 6,400 Sq.Ft.
For Sale
$2,395,000

8320 Ingleton Cir W, Easton, MD 21601
- 3 Beds
- 5 Baths
- 3,099 Sq.Ft.
Pending
$2,195,000

6884 Travelers Rest Cir, Easton, MD 21601
- 4 Beds
- 7 Baths
- 5,127 Sq.Ft.
For Sale
$1,995,000

100 N Talbot, Saint Michaels, MD 21663
- 5,920 Sq.Ft.
For Sale

$1,995,000

4480 Bachelors Point Rd, Oxford, MD 21654
For Sale
$1,950,000

6119 Country Club Dr, Easton, MD 21601
- 3 Beds
- 4 Baths
- 2,568 Sq.Ft.
For Sale
$1,900,000

1103 S Talbot St, Saint Michaels, MD 21663
- 6,950 Sq.Ft.
For Sale
$1,800,000

1007 S Talbot St, Saint Michaels, MD 21663
- 9,164 Sq.Ft.
For Sale
$1,795,000

7696 Ocean Gateway, Easton, MD 21601
- 1,605 Sq.Ft.
For Sale
$1,695,000

10425 Aberdeen Ln, Easton, MD 21601
- 3 Beds
- 3 Baths
- 2,951 Sq.Ft.
Active Under Contract

$1,650,000

Calvert Street, Easton, MD 21601
Pending
$1,649,900

6063 Canterbury Dr, Easton, MD 21601
- 5 Beds
- 4 Baths
- 5,354 Sq.Ft.
For Sale
$1,600,000

29528 Canvasback Dr, Easton, MD 21601
- 9,000 Sq.Ft.
For Sale
$1,595,000

132 S Harrison St, Easton, MD 21601
- 5 Beds
- 6 Baths
- 3,995 Sq.Ft.
For Sale
$1,595,000

503 Cynwood Dr #1, Easton, MD 21601
- 5,508 Sq.Ft.
For Sale
$1,575,000

213 S Morris St, Oxford, MD 21654
- 4 Beds
- 4 Baths
- 2,621 Sq.Ft.
For Sale
$1,550,000

6475 Old Trappe Rd, Easton, MD 21601
- 13,360 Sq.Ft.
For Sale

$1,500,000

Ocean Gtwy, Easton, MD 21601
For Sale
$1,495,000

115 W Pier St, Oxford, MD 21654
- 3 Beds
- 4 Baths
- 2,909 Sq.Ft.
For Sale
$1,385,000

28028 Playtor Rd, Easton, MD 21601
- 4 Beds
- 4 Baths
- 4,443 Sq.Ft.
For Sale
$1,350,000

507 Dover Rd, Easton, MD 21601
- 6,030 Sq.Ft.
For Sale
$1,195,000

0 Hope Cir, Easton, MD 21601
- 3 Beds
- 3 Baths
- 2,780 Sq.Ft.
For Sale

$1,149,000

9043 Ocean Gateway, Easton, MD 21601
Pending
$995,000

1702 Ferry Point Ct, Trappe, MD 21673
- 4 Beds
- 3 Baths
- 2,709 Sq.Ft.
Pending
$995,000

219 S Harrison St, Easton, MD 21601
- 3 Beds
- 3 Baths
- 2,324 Sq.Ft.
Pending
$995,000

9295 Ocean Gateway, Easton, MD 21601
- 6,886 Sq.Ft.
For Sale

$995,000

Enniskillen Rd, Easton, MD 21601
Coming Soon
$959,900

29583 Skipton Estates Dr, Cordova, MD 21625
- 4 Beds
- 4 Baths
- 3,740 Sq.Ft.
For Sale
$950,000

25 E Dover St #25 / 27, Easton, MD 21601
- 6,659 Sq.Ft.
For Sale
$950,000

342-Unit A N Aurora St N #A, B And C, Easton, MD 21601
- 5,660 Sq.Ft.
For Sale

$899,000

0000 Sailors Retreat Rd, Oxford, MD 21654
For Sale
$898,000

12214 Ocean Gateway, Easton, MD 21601
- 9,312 Sq.Ft.
Pending
$875,000

6143 Canterbury Dr, Easton, MD 21601
- 4 Beds
- 4 Baths
- 2,704 Sq.Ft.
For Sale

$875,000

Brick Row Dr, Oxford, MD 21654
For Sale
$845,000

6456 Fairway Ln, Easton, MD 21601
- 3 Beds
- 4 Baths
- 2,884 Sq.Ft.
For Sale
$840,000

10118 Hiners Ln, Easton, MD 21601
- 4 Beds
- 2 Baths
- 2,208 Sq.Ft.
For Sale
$825,000

206 Tred Avon Ave, Oxford, MD 21654
- 2 Beds
- 2 Baths
- 1,280 Sq.Ft.