Would people walk alone at night in Cape Charles, VA?

As of early 2026, 95% of users say people would walk alone at night

Are yards well-kept in Cape Charles, VA?

As of early 2026, 93% of users say yards are well-kept

Is Cape Charles, VA walkable to restaurants?

As of early 2026, 92% of users say it's walkable to restaurants

Is parking easy in Cape Charles, VA?

As of early 2026, 89% of users say parking is easy

Does Cape Charles, VA have sidewalks?

As of early 2026, 88% of users say there are sidewalks

Does Cape Charles, VA show holiday spirit?

As of early 2026, 88% of users say there's holiday spirit

Is Cape Charles, VA dog-friendly?

As of early 2026, 85% of users say it's dog friendly

Do kids play outside in Cape Charles, VA?

As of early 2026, 84% of users say kids play outside

Do residents of Cape Charles, VA plan to stay at least 5 years?

As of early 2026, 80% of users say they plan to stay for at least 5 years

Is Cape Charles, VA quiet?

As of early 2026, 74% of users say it's quiet

Are there community events in Cape Charles, VA?

As of early 2026, 68% of users say there are community events

Are neighbors friendly in Cape Charles, VA?

As of early 2026, 65% of users say neighbors are friendly

Are the streets well-lit in Cape Charles, VA?

As of early 2026, 62% of users say streets are well-lit

Is a car needed in Cape Charles, VA?

As of early 2026, 54% of users say car is needed

Is there wildlife in Cape Charles, VA?

As of early 2026, 44% of users say there's wildlife

Is Cape Charles, VA walkable to grocery stores?

As of early 2026, 13% of users say it's walkable to grocery stores

Is Cape Charles a buyer's or seller's market?

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

What do residents say about Cape Charles?

Residents describe Cape Charles, VA as well-kept, walkable to restaurants, and easy to park in. See recently sold homes in Cape Charles, VA .

What are the closest schools to 27376 Cheapside Rd?

The closest schools to 27376 Cheapside Rd in Cape Charles, VA are Kiptopeke Elementary School (Pre-K, rated 4/10), Northampton High School (rated 2/10), Northampton Middle (rated 3/10).

How big is the lot at 27376 Cheapside Rd?

The lot at 27376 Cheapside Rd in Cape Charles, VA is about 0.84 acres (36,590 sq ft).

Does 27376 Cheapside Rd have parking?

Yes, 27376 Cheapside Rd in Cape Charles, VA has on-site parking.

27376 Cheapside Rd, Cape Charles, VA 23310

OFF MARKET

$27,900

Tax assessed value

3 Beds
1 Bath
1,774 sqft (on 0.84 acres)

27376 Cheapside Rd, Cape Charles, VA 23310

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
3315 Sherwood Gate Cpe, Cape Charles, VA	0.43	Single-Family Home	$374,900	01/02/26	3	2	1,550
27192 Castle Row Cpe, Cape Charles, VA	0.48	Single-Family Home	$390,000	05/18/26	3	2	1,367
3134 Sapphire Court Cpe, Cape Charles, VA	0.55	Single-Family Home	$448,000	07/31/26	4	2	1,893
3339 Sherwood Gate, Capeville, VA	0.60	Single-Family Home	$374,900	03/10/26	3	2	1,550
27212 Castle Row Cpe, Cape Charles, VA	0.58	Single-Family Home	$395,000	11/21/25	3	2	1,367
3269 Sherwood Gate Cpe, Cape Charles, VA	0.53	Single-Family Home	$440,000	05/27/26	4	3	2,005
27262 Seaside Rd, Capeville, VA	1.19	Single-Family Home	$135,500	06/08/26	4	1	1,780
27151 Castle Row Cpe, Cape Charles, VA	0.48	Single-Family Home	$325,000	01/22/26	3	2	1,149
5134 Hortense Ln, Cape Charles, VA	1.30	Single-Family Home	$369,000	05/20/26	3	2	2,004
5134 Hortense Ln, Capeville, VA	1.30	Single-Family Home	$369,000	05/20/26	3	2	2,004

Nearby home prices

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

Address	Distance	Price	Bed	Bath	Sqft	Status
Cheapside Rd #A, Cape Charles, VA 23310	0.09	$38,650	-	-	-	Recently Sold
Sherwood Gate Cpe, Charles, VA 23310	0.34	-	-	-	-	Off Market
3243 Doggett Ln, Cape Charles, VA 23310	0.36	-	-	-	-	Off Market
3235 Doggett Ln, Cape Charles, VA 23310	0.37	$157,000	2	1	576	For Sale
3325 Sherwood Gate, Cape Charles, VA 23310	0.41	$445,500	4	2.5	2,464	Off Market
27221 Castle Row Cpe, Charles, VA 23310	0.42	$426,000	3	2.5	1,740	Off Market
3315 Sherwood Gate Cpe, Cape Charles, VA 23310	0.43	$374,900	3	2	1,550	Recently Sold
27374 Arlington Rd, Cape Charles, VA 23310	0.44	$264,200	3	2	1,056	Off Market
3292 Sherwood Gate Cpe, Cape Charles, VA 23310	0.46	$470,300	4	3	1,989	Off Market
3301 Sherwood Gate Cpe, Cape Charles, VA 23310	0.47	$519,700	4	3.5	2,340	Off Market
27192 Castle Row Cpe, Cape Charles, VA 23310	0.48	$390,000	3	2	1,367	Recently Sold
27151 Castle Row Cpe, Cape Charles, VA 23310	0.48	$325,000	3	2	1,149	Recently Sold

Local Information

Map ViewExplore the area around 27376 Cheapside Rd.
Schools1 Preschool School1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1962

0.84 acre lot

1,774 sqft

About this House

This single-family home is located at 27376 Cheapside Rd, Cape Charles, VA. 27376 Cheapside Rd is in Cape Charles, VA and in ZIP code 23310. This property has 3 bedrooms, 1 bathroom and approximately 1,774 sqft of floor space. This property has a lot size of 0.84 acres and was built in 1962.

27376 Cheapside Rd, Cape Charles, VA 23310 is a 3 bedroom, 1 bathroom, 1,774 sqft single-family home built in 1962. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $1,816/month.

Home Details for 27376 Cheapside Rd

Interior Features
Levels, Entrance, & Accessibility Stories: 1

Property Information
Year Built Year Built: 1962
Property Type / Style Property Type: Single Family Home

Exterior Features
Parking & Garage Parking: Carport

Lot Information
Lot Area: 0.84 acres

Price and Tax history

Year	Property tax	Tax assessment
2024	$191	$27,900

Home facts updated by county records

Additional Cost

Market trends in Cape Charles

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

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Available listings

3MoM

Around this home

Kiptopeke Elementary School
PK-6
Public
300 Students
Northampton County Public Schools
4/10
GreatSchools Rating
Parent Rating Average
This school is a warm and wonderful place for children. My visit was fantastic - the students were engaged, the teachers were happy, and everyone was very welcoming. Test scores might be slightly lower than state average, but test scores are not the true measure of student learning. What I saw was student learning and growth!
Other Review
7y ago
4 Reviews

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 Cape Charles

At least 19 Trulia users voted on each feature.

95 % Say people would walk alone at night
93 % Say yards are well-kept
92 % Say it's walkable to restaurants
89 % Say parking is easy
88 % Say there are sidewalks
88 % Say there's holiday spirit
85 % Say it's dog friendly
84 % Say kids play outside
80 % Say they plan to stay for at least 5 years
74 % Say it's quiet
68 % Say there are community events
65 % Say neighbors are friendly
62 % Say streets are well-lit
54 % Say car is needed
44 % Say there's wildlife
13 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Amy Sabo
Resident
1y ago
"Great playground, great beach. Super safe neighborhood. My kids say they wish they had grown up here. "
0
Flag
Kelly
Visitor
2y ago
"Live music in Central Park on Sat nights in the summer, very friendly porch-sitters throughout the bayside town and 25 mph roadway that is golf-cart friendly making a more intimate community."
0
Flag
Shputzbulk
Resident
7y ago
"Parades, Concerts in the Park, Grand Illumination of Central Park, Guppie Challenge, New Roots Youth Garden, Epiphany Party, Dropping of the Crab Pot, Crabby Blues Festival"
4
Flag
JRJ
Resident
7y ago
"We have a weekend home in Cape Charles, and love the fact that we can walk to church, restaurants, drugstore, Palace Theatre, library, the beach, the park, etc! Plus there are fun events planned by the town during the year, such as the Fourth of July parade, Festive Fridays, and Dropping of the Crab Pot for New Year's Eve."
6
Flag
Jack F.
14y ago
"This is a great town for those looking for a quiet "Turn of the Century" Chesapeake Bay experience."
8
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 27376 Cheapside Rd

Is Cape Charles a buyer's or seller's market?
Cape Charles is currently a balanced market, based on recent for-sale activity.
What do residents say about Cape Charles?
Residents describe Cape Charles, VA as well-kept, walkable to restaurants, and easy to park in. See recently sold homes in Cape Charles, VA.
What are the closest schools to 27376 Cheapside Rd?
The closest schools to 27376 Cheapside Rd in Cape Charles, VA are Kiptopeke Elementary School (Pre-K, rated 4/10), Northampton High School (rated 2/10), Northampton Middle (rated 3/10).
How big is the lot at 27376 Cheapside Rd?
The lot at 27376 Cheapside Rd in Cape Charles, VA is about 0.84 acres (36,590 sq ft).
Does 27376 Cheapside Rd have parking?
Yes, 27376 Cheapside Rd in Cape Charles, VA has on-site parking.

Explore by feature - Air Conditioning

SPECIAL OFFER
PET FRIENDLY
$799/mo
Studio
1 ba
Kiptopeke Studio Apartments | 29106 Lankford Hwy,
Cape Charles, VA 23310
APPLY INSTANTLY
FURNISHED
$2,700/mo
3 bd
3 ba
1,682 sqft
21140 N Bayside Rd,
Cape Charles, VA 23310
APPLY INSTANTLY
$1,350/mo
Total price
1 bd
1 ba
430 sqft
410 Harbor Ave #ADU,
Cape Charles, VA 23310
APPLY INSTANTLY
PET FRIENDLY
$2,950/mo
3 bd
2 ba
1,550 sqft
304 Troon Ct,
Cape Charles, VA 23310
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$3,350/mo
3 bd
2 ba
1,550 sqft
274 Old Course Loop,
Cape Charles, VA 23310

Explore by feature - Washer/dryer

SPECIAL OFFER
PET FRIENDLY
$799/mo
Studio
1 ba
Kiptopeke Studio Apartments | 29106 Lankford Hwy,
Cape Charles, VA 23310
APPLY INSTANTLY
FURNISHED
$2,700/mo
3 bd
3 ba
1,682 sqft
21140 N Bayside Rd,
Cape Charles, VA 23310
APPLY INSTANTLY
$1,350/mo
Total price
1 bd
1 ba
430 sqft
410 Harbor Ave #ADU,
Cape Charles, VA 23310
APPLY INSTANTLY
PET FRIENDLY
$2,950/mo
3 bd
2 ba
1,550 sqft
304 Troon Ct,
Cape Charles, VA 23310
APPLY INSTANTLY
PET FRIENDLY
FURNISHED
$3,350/mo
3 bd
2 ba
1,550 sqft
274 Old Course Loop,
Cape Charles, VA 23310

Apartments for Rent

Skip to last item

PET FRIENDLY
$799/mo
Studio
1 ba
Kiptopeke Studio Apartments | 29106 Lankford Hwy,
Cape Charles, VA 23310
See more homes for rent in
Cape Charles
Take a look

Skip to first item

Off Market Homes Near 27376 Cheapside Rd

Skip to last item

SOLD
SEP 16, 2026
$675,000
4 bd
3.5 ba
2,970 sqft
4247 Kiptopeke Dr,
Cape Charles, VA 23310
Coastal Shore Real Estate - Cape Charles
SOLD
SEP 16, 2026
$1,137,000
4 bd
3.5 ba
2,850 sqft
408 Cassatt Knoll Cpe,
Charles, VA 23310
SOLD
SEP 16, 2026
$157,500
100 Golden Bear Cir #74,
Cape Charles, VA 23310
Weichert, Realtors Mason - Davis
SOLD
SEP 16, 2026
$845,840
4 bd
3 ba
2,252 sqft
701 Connors Ct,
Cape Charles, VA 23310
BAY CREEK REALTY
SOLD
SEP 11, 2026
$875,000
4 bd
3.5 ba
2,106 sqft
510 Brass Ring Ave,
Cape Charles, VA 23310
CHESAPEAKE PROPERTIES
SOLD
SEP 10, 2026
$455,000
3 bd
2 ba
1,890 sqft
722 Prestwick Turn,
Cape Charles, VA 23310
BAY CREEK REALTY
SOLD
SEP 10, 2026
$600,000
3 bd
2.5 ba
2,260 sqft
812 Turnberry Arch Cpe,
Charles, VA 23310
BAY CREEK REALTY
SOLD
SEP 9, 2026
$725,000
3 bd
3 ba
2,035 sqft
5445 Milford Rd,
Cape Charles, VA 23310
CHESAPEAKE PROPERTIES
SOLD
SEP 3, 2026
$460,000
3 bd
2 ba
1,794 sqft
702 Prestwick Turn,
Cape Charles, VA 23310
SOLD
SEP 3, 2026
$691,910
3 bd
2 ba
1,820 sqft
215 Palmer Dr,
Cape Charles, VA 23310
BAY CREEK REALTY
See more homes for sale in
Cape Charles
Take a look