3750 Windy Hill Rd

Trappe, MD 21673

$8,400,000
Price
3
Beds
1,966 Sq. Ft.
$4,273 / Sq. Ft.
1,966
Sq. Ft.
$4,273
per Sq. Ft.
New
New
Welcome to 3750 Windy Hill Rd in Trappe MD!

Description

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...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.
  1. Listed by James Young • VYBE Realty
    P: (410)-340-1926 jamesyoung@justvybe.com
  2. Listed by STEPHEN PIPICH Jr. • VYBE Realty
    P: (443)-286-2943 steve@justvybe.com

Property Details for 3750 Windy Hill Road

Tax ID Number
2103159124
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Ranch/Rambler
Levels/Stories
1
Furnished
No
LISTING UPDATED: 02/12/2026 06:30 PM

Property Details for 3750 Windy Hill Road

StatusActive
MLS #MDTA2012586
Days on Market1
Taxes$5,413 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1997
Lot Size582.70 AC / 25,382,412 SF
CountyTalbot County

Location

Listing Courtesy of VYBE Realty
Add your commute

Building Information for 3750 Windy Hill Road

Stories1Year Built1997Building Size-Lot Size582.70 AC / 25,382,412 SF

Payment Calculator

$41,391 per month

30 year fixed, 6.15% Interest

Principal and Interest

$40,940

Property Taxes

$451

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 3750 Windy Hill Road

Location
Location
  • In City Limits: No
  • School District Name: TALBOT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138072466
  • SchoolDistrictSource: Listing Agent
  • County: TALBOT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $591,467
  • Year Assessed: 2025
  • County Tax: $5,413
  • Improvement Assessed Value: $347,700
  • Land Assessed Value: $279,000
  • Clean Green Assessed: No
  • Land Use Code: A
  • Zoning: A
  • Zoning Dscrp: Agricultural
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 3
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
Rooms
  • Stories: Main
Building Info
Building Info
  • Total Finished SQFT: 1,966.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Trees/Wooded, Pond, Hunting Available
  • Parcel ID: 5298490
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Parking Features: Gravel Driveway
  • Garage Features: Garage - Front Entry, Oversized
Interior Features
Interior Features
  • Interior Features: Bathroom - Jetted Tub, Bathroom - Walk-In Shower, Carpet, Ceiling Fan(s), Chair Railings, Combination Kitchen/Dining, Crown Moldings, Dining Area, Entry Level Bedroom, Floor Plan - Traditional, Kitchen - Island, Primary Bath(s), Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Gas/Propane
  • Appliances: Built-In Microwave, Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances
  • Accessibility Features: 2+ Access Exits
  • Door Features: French
  • Window Features: Bay/Bow
  • Laundry Type: Main Floor, Dryer In Unit, Washer In Unit
Exterior Features
Exterior Features
  • Spa: No
  • Exterior Features: Outbuilding(s), Secure Storage, Other
  • Outdoor Living Structures: Porch(es)
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Oil, Electric
  • Hot Water: Electric
  • Water Source: Well, Private
  • Sewer Septic: Private Septic Tank
Confidential Data
Listing Office

Property History for 3750 Windy Hill Road

DateEvent & SourcePriceAppreciation
Feb 12, 2026

Listed (Active)

BRIGHT #MDTA2012586

$8,400,000—
DateEvent & SourcePrice
02/12/2026

Listed (Active)

BRIGHT #MDTA2012586

$8,400,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 3750 Windy Hill Road

Taxable ValueLand-Additions-Total-
Tax Record2023$4,012 ($334 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,966 SqFtAbove Grade Finished SqFt1,966 SqFtStories1Lot Size25,382,412 SqFtStyleMiscellaneous ResidentialYear Built1997CountyTALBOTAPN03-159124Fireplace TypeHas Fireplace

Schools near 3750 Windy Hill Road

This home is within Talbot County Public Schools.
Rating
School
Type
Grades
Distance
White Marsh Elementary School
Public - PK to 5
Easton Middle School
Public - 6 to 8
Easton High School
Public - 9 to 12
Rating
School
Distance
White Marsh Elementary School
PublicPK to 5

Easton Middle School
Public6 to 8

Easton High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 3750 Windy Hill Road, Trappe, MD 21673

3750 Windy Hill Road is a single family home for sale in Trappe, MD 21673. This property was listed for sale on February 12, 2026 by VYBE Realty, it's currently listed at $8,400,000. This listing's school district is Talbot County Public Schools. Nearby schools include White Marsh Elementary School, Easton Middle School and Easton High School. 3750 Windy Hill Road is a 3-bed, 2-bath, 1,966 sqft single family home built in 1997.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of VYBE Realty

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided 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. Data last updated on 02/12/2026 06:30 PM