3750 Windy Hill Rd, TRAPPE, MD

$8,400,000

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582.70

Acres

About 3750 Windy Hill Rd

Spanning 582.7- acres, this premier Talbot County farm offers a rare opportunity to acquire a highly productive Eastern Shore property with multiple tracts, quality improvements, and exceptional recreational value. The land has a long history of row crop production including corn, soybeans, and wheat and features a diverse soil profile with an overall NCCPI of approximately 59.3, supporting continued farming, conservation programs, and long term investment. Zoned agricultural, the property provides flexibility for farming, recreation, or future development. The home farm encompasses approximately 90± acres and is improved with a well maintained 1,966 sq. ft. brick rancher built in 1997, offering three bedrooms and two full bathrooms. The main living area includes a large living room with a knotty pine accent wall and bowed window, a spacious dining room with chair rail and tongue and groove paneling with a built in glass front cabinet, and a well appointed kitchen featuring wood cabinetry to the ceiling, crown molding, stainless steel appliances, a center island with seating, and a pass through to the dining room. French doors lead to a sunroom overlooking the surrounding cleared and wooded land. The primary suite includes a private bath with a deep jetted soaking tub, and additional features include a covered front porch and an attached two car garage. Adjacent improvements include a milk house and two additional outbuildings, including a custom built steel building, all suited for farm operations, equipment storage, and game processing. The home farm contains approximately 78± acres of tillable and CRP ground and features a large pond with a hunting pit that is heavily used by migratory Canada geese. Additional tracts further expand the operation and enhance both farming and recreational opportunities. An 82.54± acre tract at Bambury Road and Kate’s Point Road includes roughly 71± acres of tillable and CRP ground. A 245± acre tract offers approximately 150± acres of tillable and CRP ground, timber, frontage on both Bambury and Kate’s Point Roads, a pond with a strategically placed hunting pit supporting strong waterfowl activity, and creek frontage on Raccoon Creek. Across Kate’s Point Road, a 5.321± acre agricultural field is complemented by approximately 16.5± acres of mature timber, blending productive ground with high quality woodland. Two additional agricultural fields located between Clarks Wharf Road and Windy Hill Road total approximately 137.82± acres and include a hunting pit regularly used by both Canada and snow geese. In total, the property offers approximately 440± acres of tillable and CRP ground, supporting serious row crop production. Beyond its agricultural value, the farm provides excellent deer and waterfowl hunting, multiple ponds, wooded acreage, and strong long term investment potential through development opportunities and annual hunting and farming lease income. Property is being offered in cooperation with Casey Kennedy and Whitetail Properties.

Features of 3750 Windy Hill Rd

MLS® # MDTA2012876
Price $8,400,000
Bathrooms 0.00
Acres 582.70
Type Land
Sub-Type Land
Status Active

Community Information

Address 3750 Windy Hill Rd
Subdivision TRAPPE
City TRAPPE
County TALBOT-MD
State MD
Zip Code 21673

Amenities

View Trees/Woods, Pond
Is Waterfront No

Exterior

Lot Description Trees/Wooded, Pond, Hunting Available

School Information

District TALBOT COUNTY PUBLIC SCHOOLS

Additional Information

Date Listed February 13th, 2026
Days on Market 59
Zoning A
Foreclosure No
Short Sale No
RE / Bank Owned No

Listing Details

Listing Map

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