3750 Windy Hill Road Trappe, MD $ 8,400,000
3750 Windy Hill Road
$ 8,400,000
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3750 Windy Hill Road

Trappe, MD, 21673
$ 8,400,000
Bedrooms3 Baths2.0 Sq 1,966

Monthly Estimate*

$ 51,720

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Single Family Home for sale in Trappe, MD

for $8,400,000 with 3 bedrooms and 2 full baths. This 1,966 square foot home was built in 1997 on a lot size of 582.7.

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 Kates 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 Kates Point Roads, a pond with a strategically placed hunting pit supporting strong waterfowl activity, and creek frontage on Raccoon Creek. Across Kates 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. 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.

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Single Family Active

Price

$ 8,400,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 5,413

Style

Ranch/Rambler

Lot Size

582.7

Year Built

1997

Town/City

Trappe

County/Region

Talbot

MLS | Web ID

MDTA2012586

Features
General
Living Area 1966
Sewer Private Septic Tank
Heating Heat Pump(s)
Cooling Central A/C
Possession Immediate Settlement
Roof Shingle Composite
Appliances Built-In Microwave Dishwasher Dryer Oven/Range - Electric Refrigerator Stainless Steel Appliances
Zoning A
Garage Spaces 2.00
Patio/Porch Features Porch(es)
Architectural Style Ranch/Rambler
Construction Materials Brick
School District TALBOT COUNTY PUBLIC SCHOOLS
Year Built 1997
View Trees/Woods Pond
Levels 1
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility 2+ Access Exits
County TALBOT
New Construction N
Property Type Residential
HOA N
Subdivision Name TRAPPE
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions GPS
City TRAPPE
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 25382412.00
Tax Annual Amount 5413.0
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 2
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 4272.63
Vacation Rental Y/N N
Standard Status Active
Year Built Source Assessor
Legal Subdivision *
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Interior
Interior Amenities 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 - Islan
Heating Fuel Oil Electric
Flooring Hardwood Wood
Total Fireplaces 1
Fireplace Features Gas/Propane
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Window Features Bay/Bow
Fireplace Y/N Y
Above Grade Finished Area 1966
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Main Level Bedrooms 3
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor Dryer In Unit Washer In Unit
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
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Exterior
Exterior Amenities Outbuilding(s) Secure Storage Other
Pool No Pool
Parking Features Gravel Driveway
Lot Features Trees/Wooded Pond Hunting Available
Water Source Well Private
Garage Features Garage - Front Entry Oversized
Type of Parking Attached Garage Driveway
Foundation Details Slab
Spa N
Water View Y/N Y
Lot Size Acres 582.70
Lot Size Source Assessor
Waterfront Y/N N
Door Features French
Land Assessed Value 279000.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 3750
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* Excluded Features
List By
Vybe Realty

Broker

jamesyoung@justvybe.com

Email

Affordability Calculator

$52,171
Per Month
99%
1%
0%
Monthly Principal & Interest
$51,720
Monthly Property Taxes
$451
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3533924 Elementary School
3534231 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
2/12/2026$8,400,000 Listed Price

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3750 Windy Hill Road, Trappe, MD, 21673 is a Single Family Home for sale at $8,400,000 with 1,966 sqft and a lot size of 582.7. 3750 Windy Hill Road has 3 bedrooms, 2.0 baths, and was built in 1997. The property's zip code is 21673 which is in Trappe, MD