27295 SOUTHSIDE ISLAND CREEK RD, Trappe, MD 21673
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27295 SOUTHSIDE ISLAND CREEK RD, Trappe, MD 21673,Video Tour
27295 SOUTHSIDE ISLAND CREEK RD, Trappe, MD 21673
27295 SOUTHSIDE ISLAND CREEK RD, Trappe, MD 21673
27295 SOUTHSIDE ISLAND CREEK RD, Trappe, MD 21673
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Listed by Coard Benson • Benson & Mangold, LLC
$ 7,985,000
Est. payment /mo
Price Dropped by $765K

27295 SOUTHSIDE ISLAND CREEK RD Trappe, MD 21673

6 Beds

6 Baths

9,566 SqFt


UPDATED:

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Active

Purchase Type For Sale

Square Footage 9,566 sqft

Price per Sqft $834

Subdivision Trappe

MLS Listing ID MDTA2006798

Style Traditional

Bedrooms 6

Full Baths 4

Half Baths 2

HOA Y/N N

Abv Grd Liv Area 9,566

Year Built 1800

Annual Tax Amount $26,077

Tax Year 2024

Lot Size 234.000 Acres

Acres 234.0

Property Sub-Type Detached

Source BRIGHT

Property Description

The Wilderness presents an extraordinary opportunity to acquire 234± acres across five recorded parcels in Trappe, Maryland, including three waterfront parcels along the Choptank River and two inland parcels. With over 3,000 feet of combined shoreline, broad southerly views, deep water, agricultural fields, and mature woodlands, this significant Eastern Shore estate offers remarkable privacy, history, and recreational opportunities. Two additional residential development rights, each associated with a separate recorded parcel, are subject to building size limitations, applicable land-use regulations, and required approvals. Convenient to Oxford, Easton, Cambridge, and St. Michaels.

The land is among the property's most compelling features. One inland parcel comprises approximately 52 wooded acres offering excellent deer and turkey. A tidal pond, waterfront habitat, and surrounding farmland provide further opportunities for waterfowl and upland game. The diverse landscape supports outdoor recreation, sporting pursuits, and continued agricultural use.
Set among distinguished waterfront estates and majestic specimen trees, the improvements include a historic main residence, waterside guest cottage, beach house, pool house, swimming pool, private pier, tennis court, early 20th-century barn, and accessory buildings. Across the four residential structures are a combined 12 bedrooms, 9 full bathrooms, and 3 half bathrooms, providing exceptional accommodations for family and guests.
The main house is the former home of Daniel Martin, Maryland's 20th Governor, who served in 1829 and 1831. Martin, the grandson of an earlier owner, constructed the larger Federal-style wing around 1815. Listed on the National Register of Historic Places in 1974, The Wilderness is recognized for its significance in Maryland's domestic architecture. The original brick wing dates to the late 18th century, with an early 19th-century addition distinguished by unusual telescoping architecture that increases in scale. White brick, and olive-green shutters and trim complement the mature grounds and an immense sycamore.
A long gravel drive beneath a canopy of trees passes the barn and outbuildings before reaching the residence. Inside, an elegant foyer and stair hall feature an elliptical arch, while a rear French door frames views of the lawn and Choptank River. Two gracious parlors have period fireplace mantels historically attributed to English artisans Grinling Gibbons and Robert Adam.
The main level includes a living room, dining room, original and additional kitchens, pantry, two powder rooms, and a sunroom opening to a riverside terrace. Upstairs are bedrooms with fireplaces and walk-in closets, an artist's studio with cabinetry and sink, and a primary suite with river views, fireplace, and two bathrooms. The attic level includes additional bedrooms and a spacious game room. The main residence totals 6 bedrooms, 5 full bathrooms, and 2 half bathrooms.
Additional accommodations include a waterside guest cottage with 2 bedrooms and 1 full bath; a beach house with 3 bedrooms, 2 full baths, and 1 half bath; and a pool house with 1 bedroom and 1 full bath.
With its combination of historic architecture, extensive shoreline, wooded hunting grounds, farmland, multiple residences, and recreational amenities, The Wilderness offers an exceptional opportunity for long-term stewardship of a remarkable Eastern Shore estate. Explore the virtual tour to appreciate the full scope of this offering.

Location

State MD

County Talbot

Zoning A2

Direction South

Rooms

Other Rooms Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Den, Foyer, Breakfast Room, Study, Sun/Florida Room, Recreation Room, Bedroom 6, Bathroom 2, Bathroom 3, Primary Bathroom, Full Bath

Basement Drainage System, Partial, Poured Concrete, Sump Pump, Unfinished, Workshop, Other

Interior

Interior Features 2nd Kitchen, Additional Stairway, Breakfast Area, Built-Ins, Butlers Pantry, Floor Plan - Traditional, Formal/Separate Dining Room, Kitchen - Country, Kitchen - Eat-In, Wood Floors

Hot Water Oil

Heating Zoned, Forced Air

Cooling Geothermal, Central A/C, Ductless/Mini-Split

Flooring Wood

Fireplaces Number 8

Equipment Stove, Refrigerator, Dishwasher, Washer, Dryer

Furnishings No

Fireplace Y

Appliance Stove, Refrigerator, Dishwasher, Washer, Dryer

Heat Source Oil, Geo-thermal

Exterior

Exterior Feature Porch(es), Brick

Pool Concrete

Utilities Available Phone

Waterfront Description Rip-Rap,Sandy Beach

Water Access Y

Water Access Desc Sail,Canoe/Kayak,Fishing Allowed,Boat - Powered,Personal Watercraft (PWC),Private Access

View Water, Scenic Vista, River, Pasture, Panoramic, Bay

Roof Type Metal

Accessibility None

Porch Porch(es), Brick

Garage N

Private Pool Yes

Building

Lot Description Rural, Fishing Available, Hunting Available, Landscaping, Open, Partly Wooded, Pond, Premium, Private

Story 3

Foundation Brick/Mortar

Above Ground Finished SqFt 9566

Sewer On Site Septic

Water Well

Architectural Style Traditional

Level or Stories 3

Additional Building Above Grade, Below Grade

Structure Type Plaster Walls

New Construction N

Schools

School District Talbot County Public Schools

Others

Senior Community No

Tax ID 2103131645

Ownership Fee Simple

SqFt Source 9566

Security Features Resident Manager,Exterior Cameras

Special Listing Condition Standard

Virtual Tour https://youtu.be/vfnydE2APZ0


Bright MLS (BMLS)

NEARBY SCHOOLS & PROPERTIES

Albert Kuzowsky

Albert Kuzowsky

Realtor; PA, NJ

+1(215) 870-2090

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27295 SOUTHSIDE ISLAND CREEK RD