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3750 Windy Hill Rd, 
Trappe, MD 21673

$8,400,000


Bed


Bath


-

Sq Ft


582.70

Acres (Lot)


Land

Active

Listed by

James Young

Stephen Pipich Jr.

Vybe Realty, 4102204648, davids@justvybe.com

Last updated:

February 15, 2026, 02:37 PM

MLS#

MDTA2012876

Source:

BRIGHTMLS

About This Land

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 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.

Land Facts

Description/Design:

Land

Lot Size (Acres)

582.70

MLS #:

MDTA2012876

Last Updated:

February 15, 2026, 02:37 PM

Added:

4 day(s) ago


Finances & Disclosures

Finances

Price:

$8,400,000

Source:BRIGHTMLS
The information being provided by Bright Mls is for the consumer’s 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 is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Bright Mls All rights reserved.

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.