Is parking easy in Willards, MD?

As of early 2026, 100% of users say parking is easy

Is Willards, MD dog-friendly?

As of early 2026, 90% of users say it's dog friendly

Are yards well-kept in Willards, MD?

As of early 2026, 89% of users say yards are well-kept

Is a car needed in Willards, MD?

As of early 2026, 86% of users say car is needed

Do kids play outside in Willards, MD?

As of early 2026, 82% of users say kids play outside

Would people walk alone at night in Willards, MD?

As of early 2026, 77% of users say people would walk alone at night

Is Willards, MD walkable to grocery stores?

As of early 2026, 75% of users say it's walkable to grocery stores

Does Willards, MD show holiday spirit?

As of early 2026, 71% of users say there's holiday spirit

Is Willards, MD walkable to restaurants?

As of early 2026, 67% of users say it's walkable to restaurants

Do residents of Willards, MD plan to stay at least 5 years?

As of early 2026, 67% of users say they plan to stay for at least 5 years

Are neighbors friendly in Willards, MD?

As of early 2026, 60% of users say neighbors are friendly

Is there wildlife in Willards, MD?

As of early 2026, 56% of users say there's wildlife

Are there community events in Willards, MD?

As of early 2026, 56% of users say there are community events

Are the streets well-lit in Willards, MD?

As of early 2026, 50% of users say streets are well-lit

Is Willards, MD quiet?

As of early 2026, 50% of users say it's quiet

Does Willards, MD have sidewalks?

As of early 2026, 38% of users say there are sidewalks

FOR SALE

26.14 ACRES

36555 Sheppards Crossing Rd
Willards, MD 21874

3 Beds
1 Bath
1,416 sqft (on 26.14 acres)

$499,900

$599,900

Est. Mortgage $2,809/mo*

Get Pre-Qualified

$499,900

$599,900

Est. Mortgage $2,809/mo*

Get Pre-Qualified

3 Beds

1 Bath

1,416 sqft

(on 26.14 acres)

Local Information

-- mins to

Commute Destination

Description

Escape to your own private slice of paradise with this stunning offering: a 26-acre farm , 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. Call for details!

Home Highlights

Parking

Open Parking

Outdoor

No Info

HOA

None

Price/Sqft

$353

Listed

180+ days ago

Home Details for 36555 Sheppards Crossing Rd

Interior Features
Interior Details Number of Rooms: 1Types of Rooms: Basement
Beds & Baths Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 1416 Square Feet
Heating & Cooling Heating: NoneNo CoolingAir Conditioning: NoneNo Heating
Fireplace & Spa No Fireplace
Gas & Electric Crops Are Not Included
Levels, Entrance, & Accessibility Stories: 2Levels: TwoAccessibility: 2+ Access Exits
View No View

Exterior Features
Exterior Home Features Other Structures: Above Grade, Below Grade, Poultry AmenitiesFoundation: OtherNo Private Pool
Parking & Garage No CarportNo GarageNo Attached GarageHas Open ParkingParking: Driveway
Pool Pool: None
Frontage Not on Waterfront
Water & Sewer Sewer: On Site Septic
Finished Area Finished Area (above surface): 1416 Square Feet

Days on Market
Days on Market: 180+

Property Information
Year Built Year Built: 1915
Property Type / Style Property Type: FarmProperty Subtype: FarmStructure Type: DetachedArchitecture: Detached
Building Construction Materials: FrameNot a New ConstructionNo Additional Parcels
Property Information Not Included in Sale: 5th Wheel / RvIncluded in Sale: GeneratorParcel Number: 2314000720

Price & Status
Price List Price: $499,900Price Per Sqft: $353
Status Change & Dates Possession Timing: Negotiable

Active Status
MLS Status: ACTIVE

Location
Direction & Address City: WILLARDSCommunity: None Available
School Information Elementary School District: Wicomico County Public SchoolsJr High / Middle School District: Wicomico County Public SchoolsHigh School District: Wicomico County Public Schools

Agent Information
Listing Agent Listing ID: MDWC2019012

Building
Building Area Building Area: 1416 Square Feet

Community
Not Senior Community

HOA
No HOA

Lot Information
Lot Area: 26.14 Acres

Listing Info
Special Conditions: Standard

Offer
Listing Agreement Type: Exclusive Agency

Business
Business Information Ownership: Fee Simple

Miscellaneous
Mls Number: MDWC2019012Above Grade Unfinished Area: 1416

Additional Information
Source Internet Entire Listing Display: Y

Last check for updates: about 2 hours ago

Listing courtesy of Bethany Drew, (410) 208-9200

Hileman Real Estate-Berlin, (410) 208-9200

Source: Bright MLS, MLS#MDWC2019012

Also Listed on Bright MLS, Bright MLS, Bright MLS.

Price History for 36555 Sheppards Crossing Rd

Date	Price	Event	Source
03/21/2026	$499,900	PriceChange	Bright MLS #MDWC2019012
Price Change $100,000 (-17%)
03/05/2026	$599,900	PriceChange	Bright MLS #MDWC2019012
Price Change $15,100 (-2%)
12/17/2025	$615,000	PriceChange	Bright MLS #MDWC2019012
Price Change $64,900 (-10%)
12/16/2025	$679,900	PendingToActive	Bright MLS #MDWC2019012

12/15/2025	$679,900	Contingent	Bright MLS #MDWC2019012

12/14/2025	$679,900	PendingToActive	Bright MLS #MDWC2019012

09/18/2025	$679,900	Contingent	Bright MLS #MDWC2019012

09/08/2025	$679,900	PriceChange	Bright MLS #MDWC2019012
Price Change $20,000 (-3%)
07/21/2025	$699,900	PendingToActive	Bright MLS #MDWC2019012

05/13/2025	$575,000	Contingent	Bright MLS #MDWC2017652

04/24/2025	$575,000	Listed For Sale	Bright MLS #MDWC2017652

09/30/2022	$396,000	Sold	Bright MLS #MDWC2005222
Recording Date 09/30/2022 County Transfer Tax N/A Total Transfer Tax N/A
07/05/2022	$395,000	Pending	Bright MLS #MDWC2005226

05/19/2022	$395,000	Listed For Sale	Bright MLS #MDWC2005222

Similar Homes You May Like

Skip to last item

1.49 ACRES
$355,000
3 bd
2 ba
1,344 sqft
38240 Millsboro Hwy,
Millsboro, DE 19966
Long & Foster Real Estate, Inc.
2.41 ACRES
$295,000
3 bd
2 ba
1,680 sqft
7592 Green Lewis Rd,
Willards, MD 21874
Berkshire Hathaway HomeServices PenFed Realty - OP
1 ACRE
$319,000
3 bd
2 ba
1,064 sqft
8142 Burnt Mill Rd,
Willards, MD 21874
Douglas Realty, LLC
AUCTION
0.34 ACRES
Est. $313,000
3 bd
2 ba
1,764 sqft
11833 Steam Mill Hill Rd,
Whaleyville, MD 21872
$265,000
2 bd
1 ba
960 sqft
36432 Davis St,
Willards, MD 21874
Delmarva Real Estate
NEW - 1 DAY AGO
1.24 ACRES
$259,900
3 bd
2 ba
1,288 sqft
34863 Railroad Ave,
Pittsville, MD 21850
Berkshire Hathaway HomeServices PenFed Realty - OP
0.38 ACRES
$285,000
3 bd
2 ba
1,165 sqft
7250 Chatham Manor Way,
Pittsville, MD 21850
ERA Martin Associates
NEW CONSTRUCTION
$451,990+
3 bd
2.5 ba
1,923 sqft
Frankford Plan in Solomon's Place,
Pittsville, MD 21850
NEW CONSTRUCTION
$432,990+
3 bd
2 ba
1,710 sqft
New Castle Plan in Solomon's Place,
Pittsville, MD 21850
NEW CONSTRUCTION
$441,990+
3 bd
2 ba
1,795 sqft
Sussex Plan in Solomon's Place,
Pittsville, MD 21850
NEW CONSTRUCTION
$397,990+
4 bd
2.5 ba
1,911 sqft
Topaz Plan in Solomon's Place,
Pittsville, MD 21850
NEW CONSTRUCTION
$418,990+
3 bd
2 ba
1,425 sqft
Wilmington Plan in Solomon's Place,
Pittsville, MD 21850
NEW CONSTRUCTION
$385,990+
4 bd
2.5 ba
1,680 sqft
Pearl Plan in Solomon's Place,
Pittsville, MD 21850
NEW CONSTRUCTION
$393,990+
3 bd
2 ba
1,462 sqft
Emerald Plan in Solomon's Place,
Pittsville, MD 21850
NEW CONSTRUCTION
$421,990+
4 bd
2.5 ba
1,916 sqft
Hamilton Plan in Solomon's Place,
Pittsville, MD 21850
NEW CONSTRUCTION
$359,990+
3 bd
2.5 ba
1,440 sqft
Opal Plan in Solomon's Place,
Pittsville, MD 21850
OPEN SAT, 12-2PM
0.31 ACRES
$310,000
3 bd
2 ba
1,226 sqft
34764 Sandyfield Dr,
Pittsville, MD 21850
Real Broker, LLC
NEW CONSTRUCTION
1 ACRE
$429,500
3 bd
2 ba
1,641 sqft
34376 Millsboro Hwy,
Millsboro, DE 19966
Coldwell Banker Premier - Seaford
0.69 ACRES
$309,900
4 bd
2 ba
1,592 sqft
7231 Friendship Rd,
Pittsville, MD 21850
Berkshire Hathaway HomeServices PenFed Realty - OP
2.64 ACRES
$479,900
3 bd
2 ba
1,775 sqft
34282 Cowhouse Branch Rd,
Millsboro, DE 19966
Berkshire Hathaway HomeServices PenFed Realty
0.97 ACRES
$425,000
4 bd
3 ba
1,580 sqft
6431 Powellville Rd,
Willards, MD 21874
Long & Foster Real Estate, Inc.
OPEN SAT, 11-1PM
2.71 ACRES
$439,900
4 bd
2 ba
1,280 sqft
8715 Old Ocean City Rd,
Berlin, MD 21811
Hileman Real Estate-Berlin
NEW - 2 HRS AGO
0.56 ACRES
$309,900
2 bd
1 ba
900 sqft
9530 Peerless Rd,
Bishopville, MD 21813
Berkshire Hathaway HomeServices PenFed Realty - OP
NEW CONSTRUCTION
$451,900+
3 bd
2 ba
1,514 sqft
George Plan in Maple Crest,
Selbyville, DE 19975
NEW CONSTRUCTION
$453,900+
3 bd
2 ba
1,555 sqft
Vandelay Plan in Maple Crest,
Selbyville, DE 19975
NEW CONSTRUCTION
$485,900+
3 bd
2 ba
1,979 sqft
Whatley Plan in Maple Crest,
Selbyville, DE 19975
NEW CONSTRUCTION
$484,900+
3 bd
2 ba
1,712 sqft
Lloyd Plan in Maple Crest,
Selbyville, DE 19975
NEW CONSTRUCTION
$499,900+
4 bd
2 ba
1,918 sqft
Drake Plan in Maple Crest,
Selbyville, DE 19975
NEW CONSTRUCTION
$495,900+
3 bd
2.5 ba
1,975 sqft
Brenner Plan in Maple Crest,
Selbyville, DE 19975
NEW CONSTRUCTION
0.85 ACRES
$522,000
3 bd
2 ba
1,677 sqft
Laurel Rd,
Millsboro, DE 19966
RE/MAX Associates
0.35 ACRES
$384,900
4 bd
2 ba
1,792 sqft
20 Ruth St,
Selbyville, DE 19975
COASTAL REAL ESTATE
$399,000
4 bd
2.5 ba
1,680 sqft
30155 Creekview Cir,
Selbyville, DE 19975
JACK LINGO MILLSBORO
$369,000
3 bd
2.5 ba
1,400 sqft
30145 Creekview Cir,
Selbyville, DE 19975
Northrop Realty
NEW CONSTRUCTION
1.51 ACRES
$510,000
3 bd
2 ba
1,652 sqft
18729 Laurel Rd,
Millsboro, DE 19966
Keller Williams Realty
$365,400
3 bd
2.5 ba
1,500 sqft
30251 Creekview Cir,
Selbyville, DE 19975
Berkshire Hathaway HomeServices PenFed Realty
8.69 ACRES
$499,000
3 bd
2 ba
2,015 sqft
36554 Purnell Crossing Rd,
Willards, MD 21874
Keller Williams Realty Delmarva
0.33 ACRES
$440,000
4 bd
2.5 ba
1,998 sqft
38518 Ketch Dr,
Selbyville, DE 19975
Northrop Realty
25.33 ACRES
$475,000
4 bd
2.5 ba
801 sqft
31317 Schooner Way,
Selbyville, DE 19975
EXP Realty, LLC
0.25 ACRES
$444,900
4 bd
2.5 ba
1,700 sqft
38515 Ketch Dr,
Selbyville, DE 19975
Compass
NEW CONSTRUCTION
$359,999
3 bd
2 ba
1,400 sqft
22657 Careys Camp Rd,
Millsboro, DE 19966
EXP Realty, LLC
See more homes for sale in
Willards
Take a look

Skip to first item

New Listings near 36555 Sheppards Crossing Rd

Skip to last item

1 ACRE
$319,000
3 bd
2 ba
1,064 sqft
8142 Burnt Mill Rd,
Willards, MD 21874
Douglas Realty, LLC
2.41 ACRES
$295,000
3 bd
2 ba
1,680 sqft
7592 Green Lewis Rd,
Willards, MD 21874
Berkshire Hathaway HomeServices PenFed Realty - OP
1.49 ACRES
$355,000
3 bd
2 ba
1,344 sqft
38240 Millsboro Hwy,
Millsboro, DE 19966
Long & Foster Real Estate, Inc.
$265,000
2 bd
1 ba
960 sqft
36432 Davis St,
Willards, MD 21874
Delmarva Real Estate
3.64 ACRES
$285,000
37485 Millsboro Hwy,
Millsboro, DE 19966
Crown Homes Real Estate
68.1 ACRES
$699,000
Richardson Rd,
Willards, MD 21874
Keller Williams Realty Delmarva
53 ACRES
$725,000
E Line Rd,
Parsonsburg, MD 21849
Keller Williams Realty
5.19 ACRES
$275,000
7593 West St,
Willards, MD 21874
Keller Williams Realty Delmarva
AUCTION
0.34 ACRES
Est. $313,000
3 bd
2 ba
1,764 sqft
11833 Steam Mill Hill Rd,
Whaleyville, MD 21872
See more homes for sale in
Willards
Take a look

Skip to first item

Property Tax and Assessment

Year	2025
Tax	$1,391
Assessment	$144,400

Home facts updated by county records

Comparable Sales for 36555 Sheppards Crossing Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
9293 Green Branch Rd, Willards, MD	1.05	Single-Family Home	$475,000	09/11/25	4	2.5	2,064
22443 Bethel Rd, Millsboro, DE	1.12	Single-Family Home	$700,000	04/06/26		-	992
38096 Parker Rd, Millsboro, DE	2.00	Single-Family Home	$629,900	11/03/25	4	4	2,626
7829 New Hope Rd, Willards, MD	2.75	Single-Family Home	$469,500	11/24/25	3	2	1,560
36950 Wells Ln, Millsboro, DE	2.78	Single-Family Home	$377,000	02/10/26	3	2	1,700
36511-3 Bridges Rd, Willards, MD	3.17	Single-Family Home	$310,000	12/12/25	3	2	1,152
36136 Lumberyard Ln, Willards, MD	3.04	Single-Family Home	$300,000	05/16/25	3	2	1,120
36092 Timber Dr, Willards, MD	3.14	Single-Family Home	$299,900	09/10/25	3	2	1,232
36405 Poplar Neck Rd, Willards, MD	3.13	Single-Family Home	$300,000	12/19/25	3	2	1,196

Assigned Schools

These are the assigned schools for 36555 Sheppards Crossing Rd.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Willards

At least 6 Trulia users voted on each feature.

100 % Say parking is easy
90 % Say it's dog friendly
89 % Say yards are well-kept
86 % Say car is needed
82 % Say kids play outside
77 % Say people would walk alone at night
75 % Say it's walkable to grocery stores
71 % Say there's holiday spirit
67 % Say it's walkable to restaurants
67 % Say they plan to stay for at least 5 years
60 % Say neighbors are friendly
56 % Say there's wildlife
56 % Say there are community events
50 % Say streets are well-lit
50 % Say it's quiet
38 % Say there are sidewalks

Learn more about our methodology.

Davislimdsay
Resident
6y ago
"it's a great neighborhood peaceful people don't bother you too much down to earth and have a fun time just hanging out enjoying life "
1
Flag
Charlene E. C.
11y ago
"love this area! Peaceful, cosy, close to nature and no intrusive rules!"
0
Flag

LGBTQ Local Legal Protections

Additional Cost

Bethany Drew, Hileman Real Estate-Berlin, (410) 208-9200

Agent Phone: (410) 208-9200

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

36555 Sheppards Crossing Rd, Willards, MD 21874 is a 3 bedroom, 1 bathroom, 1,416 sqft single-family home built in 1915. This property is currently available for sale and was listed by Bright MLS on Jul 21, 2025. The MLS # for this home is MLS# MDWC2019012.

36555 Sheppards Crossing Rd Willards, MD 21874

$499,900

$499,900

Local Information

Description

Home Highlights

Home Details for 36555 Sheppards Crossing Rd

Interior Features

Exterior Features

Days on Market

Property Information

Price & Status

Active Status

Location

Agent Information

Building

Community

HOA

Lot Information

Listing Info

Offer

Business

Miscellaneous

Additional Information

Price History for 36555 Sheppards Crossing Rd

Similar Homes You May Like

New Listings near 36555 Sheppards Crossing Rd

Property Tax and Assessment

Comparable Sales for 36555 Sheppards Crossing Rd

Assigned Schools

What Locals Say about Willards

LGBTQ Local Legal Protections

Housing

Employment

Public accommodations

Additional Cost

36555 Sheppards Crossing Rd
Willards, MD 21874