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

What is the price history for 5567 Massey Crossing Rd?

5567 Massey Crossing Rd in Willards, MD last sold for $190,000 in April 2016.

Is Willards a buyer's or seller's market?

Willards is currently a balanced market, based on recent for-sale activity.

What do residents say about Willards?

Residents describe Willards, MD as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Willards, MD .

What are the closest schools to 5567 Massey Crossing Rd?

The closest schools to 5567 Massey Crossing Rd in Willards, MD are Parkside High School (rated 5/10), Pittsville Elementary & Middle School (rated 6/10), Willards Elementary School (Pre-K, rated 7/10).

Does 5567 Massey Crossing Rd have a pool?

Yes, 5567 Massey Crossing Rd in Willards, MD has a pool.

OFF MARKET

5567 Massey Crossing Rd
Willards, MD 21874

2 Baths
1,836 sqft (on 6.34 acres)

2 Baths

1,836 sqft

(on 6.34 acres)

Local Information

Map ViewExplore the area around 5567 Massey Crossing Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Year Built

2005

Lot Size

6.34 acres

Living Area

1,836 sqft

About this House

Country pure & simple. Spacious family room for informal gatherings complimented by a gas fireplace. Opens to large eat in kitchen area and formal dining area. Tons of open living space here for all your needs. Spacious master suite w/ expansive master bath. Tons of outdoor room to roam, expand, add horse or just play ball. Watch the ducks, deer and other wildlife scatter about as you sip your morning coffee from your rear deck.

5567 Massey Crossing Rd, Willards, MD 21874 is a 2 bathroom, 1,836 sqft unknown built in 2005. It last sold for $190,000 on Apr 21, 2016. It is currently off market. The Trulia Estimate rent is $1,630/month.

Home Details for 5567 Massey Crossing Rd

Interior Features
Heating & Cooling Heating: OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility Stories: 1
Fireplace & Spa Fireplace

Exterior Features
Exterior Home Features Roof: Shake ShingleDeckExterior: Other
Pool Pool

Property Information
Year Built Year Built: 2005
Property Type / Style Property Type: Unknown

Community
Units in Building: 1

Lot Information
Lot Area: 6.34 acres

Price History for 5567 Massey Crossing Rd

Date	Price	Event	Source
04/21/2016	$190,000	Sold	N/A
Recording Date 04/21/2016 Contract Date 02/16/2016 County Transfer Tax N/A Total Transfer Tax N/A
06/01/2015	$302,455	Sold	N/A
Recording Date 06/01/2015 Contract Date 05/26/2015 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Willards

Last updated June 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

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Property Tax and Assessment

Year	2025
Tax	$1,894
Assessment	$232,500

Home facts updated by county records

Comparable Sales for 5567 Massey Crossing Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
36123 Purnell Crossing Rd, Willards, MD	1.47	Single-Family Home	$282,000	07/10/26	3	2	1,248
6635 Libertytown Rd, Berlin, MD	2.29	Single-Family Home	$485,000	06/30/26	3	2	1,792
9729 Timmonstown Rd, Berlin, MD	2.07	Single-Family Home	$540,000	02/27/26	5	3	2,424
35534 Mount Hermon Rd, Pittsville, MD	2.59	Single-Family Home	$152,460	02/27/26	2	1	809
35390 Wango Rd, Pittsville, MD	2.93	Single-Family Home	$180,000	01/06/26	5	1	1,379
6518 Friendship Rd, Pittsville, MD	3.21	Single-Family Home	$435,000	04/14/26	3	2	2,180
36047 Woodyard Rd, Willards, MD	3.22	Single-Family Home	$372,500	04/28/26	4	2	2,004
4917 Powellville Rd, Pittsville, MD	2.32	Single-Family Home	$161,000	01/06/26	2	1	1,107
36205 Old Ocean City Rd, Willards, MD	3.37	Single-Family Home	$381,501	06/23/26		1	1,796
35575 Laws Rd, Pittsville, MD	3.15	Single-Family Home	$184,999	09/30/25	3	1	912

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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FOR SALE
8.69 ACRES
$499,000
3 bd
2 ba
2,015 sqft
36554 Purnell Crossing Rd,
Willards, MD 21874
Keller Williams Realty Delmarva
OFF MARKET
3 bd
1 ba
1,558 sqft
36479 Purnell Crossing Rd,
Willards, MD 21874
Coldwell Banker Realty
OFF MARKET
Est. $397,500
2 bd
2 ba
2,154 sqft
6090 Massey Crossing Rd,
Willards, MD 21874
ERA Martin Associates

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Additional Cost

Assigned Schools

These are the assigned schools for 5567 Massey 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

Sourced by Trulia users. Learn more about our methodology.

Davislimdsay
Resident
7y 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

Apartments for Rent

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Homes for sale near 5567 Massey Crossing Rd

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8.69 ACRES
$499,000
3 bd
2 ba
2,015 sqft
36554 Purnell Crossing Rd,
Willards, MD 21874
Keller Williams Realty Delmarva
NEW
COMING SOON 8/14
3.08 ACRES
$425,000
3 bd
1.5 ba
1,512 sqft
6986 Bent Pine Rd,
Willards, MD 21874
Hileman Real Estate-Berlin
FORECLOSURE
1.98 ACRES
$174,500
2 bd
1 ba
809 sqft
35534 Mount Hermon Rd,
Pittsville, MD 21850
Northrop Realty
75.43 ACRES
$1,291,714
4 bd
2.5 ba
2,368 sqft
Ironshire Station Rd,
Berlin, MD 21811
The Land Group
2.41 ACRES
$285,000
3 bd
2 ba
1,680 sqft
7592 Green Lewis Rd,
Willards, MD 21874
Berkshire Hathaway HomeServices PenFed Realty - OP
FOR SALE BY OWNER
0.25 ACRES
$150,000
2 bd
2 ba
800 sqft
7313 Canal St,
Willards, MD 21874
NEW - 2 DAYS AGO
0.25 ACRES
$179,000
2 bd
1 ba
924 sqft
7390 Main St,
Willards, MD 21874
Berkshire Hathaway HomeServices PenFed Realty - OP
47.76 ACRES
$1,400,000
3 bd
1 ba
864 sqft
11529 Longridge Ln,
Whaleyville, MD 21872
Sunset Properties
0.31 ACRES
$240,000
7 bd
4 ba
3,999 sqft
7411 Main St,
Willards, MD 21874
Long & Foster Real Estate, Inc.
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Willards
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Off Market Homes Near 5567 Massey Crossing Rd

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SOLD
AUG 4, 2026
$130,000
10045 Timmonstown Rd,
Berlin, MD 21811
Keller Williams Realty Delmarva
SOLD
JUL 21, 2026
$520,000
3 bd
2.5 ba
2,465 sqft
8805 Cedar Lane Rd,
Berlin, MD 21811
SOLD
JUL 10, 2026
$282,000
3 bd
2 ba
1,248 sqft
36123 Purnell Crossing Rd,
Willards, MD 21874
SOLD
JUL 10, 2026
$125,000
1 ba
948 sqft
36871 Old Ocean City Rd,
Willards, MD 21874
SOLD
JUN 30, 2026
$485,000
3 bd
2 ba
1,792 sqft
6635 Libertytown Rd,
Berlin, MD 21811
Coldwell Banker Realty
SOLD
JUN 26, 2026
$160,000
2 bd
1 ba
1,048 sqft
11510 Sheppards Crossing Rd,
Whaleyville, MD 21872
Coastal Life Realty Group LLC
SOLD
JUN 23, 2026
$381,501
1 ba
1,796 sqft
36205 Old Ocean City Rd,
Willards, MD 21874
SOLD
JUN 2, 2026
$600,000
1 ba
2,960 sqft
3926 Webb Rd,
Pittsville, MD 21850
SOLD
MAY 18, 2026
$36,000
Whaleyville Rd,
Whaleyville, MD 21872
SOLD
MAY 18, 2026
$375,000
3 bd
2.5 ba
1,707 sqft
5987 Deer Creek Dr,
Pittsville, MD 21850
Whitehead Real Estate Exec.
See more homes for sale in
Willards
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Frequently asked questions about 5567 Massey Crossing Rd

What is the price history for 5567 Massey Crossing Rd?
5567 Massey Crossing Rd in Willards, MD last sold for $190,000 in April 2016.
Is Willards a buyer's or seller's market?
Willards is currently a balanced market, based on recent for-sale activity.
What do residents say about Willards?
Residents describe Willards, MD as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Willards, MD.
What are the closest schools to 5567 Massey Crossing Rd?
The closest schools to 5567 Massey Crossing Rd in Willards, MD are Parkside High School (rated 5/10), Pittsville Elementary & Middle School (rated 6/10), Willards Elementary School (Pre-K, rated 7/10).
Does 5567 Massey Crossing Rd have a pool?
Yes, 5567 Massey Crossing Rd in Willards, MD has a pool.

5567 Massey Crossing Rd
Willards, MD 21874