36555 Sheppards Crossing Rd

$615,000
Price
1,493,236 / 34.28
Lot Size / Acres

Description

Escape to your own private slice of paradise with this stunning offering: a 26-acre farm bundled with an adjacent 8.14-acre land parcel, perfectly situated just 30 minutes from the ocean. This idyllic property blends rural charm with coastal convenience, offering endless possibilities for farming, homesteading, or creating your dream retreat. Whether you're a hobby farmer, an equestrian enthusiast, or simply craving wide-open space, this property provides the flexibility to bring your vision to life....Escape to your own private slice of paradise with this stunning offering: a 26-acre farm bundled with an adjacent 8.14-acre land parcel, perfectly situated just 30 minutes from the ocean. This idyllic property blends rural charm with coastal convenience, offering endless possibilities for farming, homesteading, or creating your dream retreat. Whether you're a hobby farmer, an equestrian enthusiast, or simply craving wide-open space, this property provides the flexibility to bring your vision to life. The property boasts multiple outbuildings, a diesel farm generator, and is currently in hay production. Two parcels at a great price—call for details!
  1. Listed by Bethany A. Drew • Hileman Real Estate-Berlin
    P: (410)-208-9200 bethany@po2team.com

Property Details for 36555 Sheppards Crossing Road

Tax ID Number
2314000720
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Levels/Stories
2
Waterfront
No
Garage
No
LISTING UPDATED: 12/17/2025 11:05 AM

Property Details for 36555 Sheppards Crossing Road

StatusActive
MLS #MDWC2019012
Days on Market72
Taxes$1,445 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeLand
MLS TypeFarm / Fee Simple
Year Built1915
Lot Size34.28 AC
CountyWicomico County

Location

Listing Courtesy of Hileman Real Estate-Berlin
Add your commute

Building Information for 36555 Sheppards Crossing Road

Lot Size34.28 AC

Payment Calculator

$3,159 per month

30 year fixed, 6.28% Interest

Principal and Interest

$3,039

Property Taxes

$120

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 36555 Sheppards Crossing Road

Location
Location
  • In City Limits: No
  • School District Name: WICOMICO COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138751831
  • SchoolDistrictSource: Listing Agent
  • County: WICOMICO
  • MLS Area: Wicomico Northeast (23-02)
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • 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: 2024
  • Tax Assessed Value: $144,400
  • Year Assessed: 2025
  • County Tax: $1,163
  • Improvement Assessed Value: $0
  • Land Assessed Value: $0
  • Clean Green Assessed: No
  • Land Use Code: A
  • Agricultural Tax Due: Yes
  • Historic: No
  • Zoning: AR
  • School Tax: $0
  • Automatically Update Tax Values Y/N: No
Rooms
Main
  • # Bedrooms Count Main Level: 3
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
Rooms
  • Stories: Main
Building Info
Building Info
  • Total Finished SQFT: 1,416.00
  • Total Finished SQFT Source: Estimated
Lot / Land Information
Farm Information
  • Crops Included: No
  • Farm Land Preservation Y/N: No
  • Farm Operation: Hay, Poultry, Hog, Pasture
  • Farm Features: Poultry Amenities
  • Poultry Farm Features: Other
  • Farm Land Area Units: Acres
Lot / Land Information
  • Lot Size Source: Estimated
  • Parcel ID: 5364268
  • Additional Parcels: Yes
  • Addl Parcels Descrp: Tax ID#14-008748. Parcel 59. 8.14 acre lot.
Parking
Parking
  • Type Of Parking: Driveway
Interior Features
Interior Features
  • Fireplace: No
  • Accessibility Features: 2+ Access Exits
Exterior Features
Exterior Features
  • Pool: No Pool
Utilities
Utilities
  • Cooling Type: None
  • Cooling Fuel: None
  • Heating Type: None
  • Heating Fuel: None
  • Hot Water: None
  • Water Source: Well
  • Sewer Septic: On Site Septic
Confidential Data
Listing Office
  • List Agent AOR: Coastal Association of REALTORS (MD)
  • List Agent URL: www.po2team.com

Property History for 36555 Sheppards Crossing Road

DateEvent & SourcePriceAppreciation
Dec 17, 2025

Price Change

BRIGHT #MDWC2019026

$615,000
Dec 17, 2025

Price Change

BRIGHT #MDWC2019012

$615,000
Dec 16, 2025

Listed (Active)

BRIGHT #MDWC2019026

Dec 16, 2025

Listed (Active)

BRIGHT #MDWC2019012

Dec 15, 2025

Active Under Contract

BRIGHT #MDWC2019012

Dec 13, 2025

Listed (Active)

BRIGHT #MDWC2019012

Sep 18, 2025

Active Under Contract

BRIGHT #MDWC2019026

Sep 18, 2025

Active Under Contract

BRIGHT #MDWC2019012

Sep 8, 2025

Price Change

BRIGHT #MDWC2019026

$679,900
Sep 8, 2025

Price Change

BRIGHT #MDWC2019012

$679,900
Jul 21, 2025

Withdrawn

BRIGHT #MDWC2017652

Jul 21, 2025

Withdrawn

BRIGHT #MDWC2017654

Jul 21, 2025

Withdrawn

BRIGHT #MDWC2019012

Jul 21, 2025

Listed (Active)

BRIGHT #MDWC2019012

$699,900
Jul 21, 2025

Listed (Active)

BRIGHT #MDWC2019026

$699,900
May 13, 2025

Active Under Contract

BRIGHT #MDWC2017654

May 13, 2025

Active Under Contract

BRIGHT #MDWC2017652

Apr 25, 2025

Listed (Active)

BRIGHT #MDWC2017654

$575,000
Apr 24, 2025

Listed (Active)

BRIGHT #MDWC2017652

$575,000
Sep 30, 2022

Closed (Public Record)

Public Record #1499061697

$396,000
Sep 30, 2022

Closed (Public Record)

Public Record #1499061696

$125,000
Sep 30, 2022

Closed (Public Record)

Public Record #1499061696

$125,000
Sep 30, 2022

Closed

BRIGHT #MDWC2005222

$396,000
Sep 30, 2022

Closed

BRIGHT #MDWC2005226

$396,000
Jul 4, 2022

Pending

BRIGHT #MDWC2005222

Jul 3, 2022

Pending

BRIGHT #MDWC2005226

May 19, 2022

Listed (Active)

BRIGHT #MDWC2005226

$395,000
May 19, 2022

Listed (Active)

BRIGHT #MDWC2005222

$395,000
DateEvent & SourcePrice
12/17/2025

Price Change

BRIGHT #MDWC2019026

$615,000
12/17/2025

Price Change

BRIGHT #MDWC2019012

$615,000
12/16/2025

Listed (Active)

BRIGHT #MDWC2019026

12/16/2025

Listed (Active)

BRIGHT #MDWC2019012

12/15/2025

Active Under Contract

BRIGHT #MDWC2019012

12/13/2025

Listed (Active)

BRIGHT #MDWC2019012

09/18/2025

Active Under Contract

BRIGHT #MDWC2019026

09/18/2025

Active Under Contract

BRIGHT #MDWC2019012

09/08/2025

Price Change

BRIGHT #MDWC2019026

$679,900
09/08/2025

Price Change

BRIGHT #MDWC2019012

$679,900
07/21/2025

Withdrawn

BRIGHT #MDWC2017652

07/21/2025

Withdrawn

BRIGHT #MDWC2017654

07/21/2025

Withdrawn

BRIGHT #MDWC2019012

07/21/2025

Listed (Active)

BRIGHT #MDWC2019012

$699,900
07/21/2025

Listed (Active)

BRIGHT #MDWC2019026

$699,900
05/13/2025

Active Under Contract

BRIGHT #MDWC2017654

05/13/2025

Active Under Contract

BRIGHT #MDWC2017652

04/25/2025

Listed (Active)

BRIGHT #MDWC2017654

$575,000
04/24/2025

Listed (Active)

BRIGHT #MDWC2017652

$575,000
09/30/2022

Closed (Public Record)

Public Record #1499061697

$396,000
09/30/2022

Closed (Public Record)

Public Record #1499061696

$125,000
09/30/2022

Closed (Public Record)

Public Record #1499061696

$125,000
09/30/2022

Closed

BRIGHT #MDWC2005222

$396,000
09/30/2022

Closed

BRIGHT #MDWC2005226

$396,000
07/04/2022

Pending

BRIGHT #MDWC2005222

07/03/2022

Pending

BRIGHT #MDWC2005226

05/19/2022

Listed (Active)

BRIGHT #MDWC2005226

$395,000
05/19/2022

Listed (Active)

BRIGHT #MDWC2005222

$395,000

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

Public Records for 36555 Sheppards Crossing Road

Taxable ValueLand$46,700Additions$97,700Total$144,400
Tax Record2024$1,377 ($115 / month)
Home Facts
Beds0Baths1Total Finished SqFt1,416 SqFtAbove Grade Finished SqFt1,416 SqFtStories2Lot Size1,138,658 SqFtStyleMiscellaneous ResidentialYear Built1915ZoningARCountyWICOMICOAPN14-000720Fireplace TypeHas Fireplace

Schools near 36555 Sheppards Crossing Road

This home is within Wicomico County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 3
Public - 4 to 8
Public - 9 to 12
Public - 9 to 12
Rating
School
Distance
Willards Elementary School
PublicPK to 3

Pittsville Elementary & Middle School
Public4 to 8

Parkside High School
Public9 to 12

Wicomico County Evening High
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.

Similar Homes

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36555 Sheppards Crossing Road is a 34.28 ac of land for sale in Willards, MD 21874. This property was listed for sale on July 21, 2025 by Hileman Real Estate-Berlin, it's currently listed at $615,000. It has been on the market for a total of 72 days and was last sold on September 30, 2022. This listing's school district is Wicomico County Public Schools. Nearby schools include Willards Elementary School, Pittsville Elementary & Middle School and Parkside High School. 36555 Sheppards Crossing Road is a 3-bed, 1-bath, 1,416 sqft 34.28 ac of land built in 1915 on a 1,493,236 sq. ft. / 34.28 acres lot.

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 Hileman Real Estate-Berlin

© 2025 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 12/17/2025 11:05 AM