3750 WINDY HILL ROAD, TRAPPE, MD 21673

$8,400,000

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… Read More 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 90b1; 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 78b1; 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 82.54b1; acre tract at Bambury Road and Kate's Point Road includes roughly 71b1; acres of tillable and CRP ground. A 245b1; acre tract offers approximately 150b1; 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 5.321b1; acre agricultural field is complemented by approximately 16.5b1; 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 137.82b1; acres and include a hunting pit regularly used by both Canada and snow geese. In total, the property offers approximately 440b1; 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. Property is being offered through a sealed bid process. All bids must be submitted by February 26th at 5PM. Bids will be reviewed after the submission deadline. Seller will not respond to offers prior to that time. Read Less

Courtesy of James Young, VYBE Realty 410-220-4648

Listing Snapshot

Days Online

Last Updated

Mar 1, 2026

Property Type

Unimproved Land

Lot Size

582.7 Acres

MLS Number

MDTA2012876

Additional Details

Lot

582.7 acres, Trees/Wooded, Pond, Hunting Available

Property

Trees/Woods, Pond

Sewer

Private Septic Tank

Taxes

Additional parcels description:, Annual Amount: $5,413, Year: 2025, Zoning: A

Utilities

Water Source: Well, Private

Find The Perfect Home

'VIP' Listing Search

Whenever a listing hits the market that matches your criteria you will be immediately notified.

Join The List

Mortgage Calculator

Selling price

Down payment

Term (years)

Interest rate (%)

Monthly Payment

3750 WINDY HILL ROAD

'VIP' Listing Search

Schools In The Area

Similar Listings

Find My Dream Home

1. Neighborhoods

2. Home Type

3. Send

Sitemap