27282 Cheapside Rd, Cape Charles, VA 23310
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PENDING
3D VIEW
1 ACRE

27282 Cheapside Rd
Cape Charles, VA 23310

  • 3 Beds
  • 1.5 Baths
  • 1,988 sqft (on 1 acre)

$110,500

Est. Mortgage $693/mo*
Get Pre-Qualified

$110,500

Est. Mortgage $693/mo*
Get Pre-Qualified
3 Beds
1.5 Baths
1,988 sqft
(on 1 acre)

Home Highlights

Outdoor
Porch
Climate Control
Heating & Cooling
Price/Sqft
$56
Listed
110 days ago

Local Information

  • Map ViewExplore the area around 27282 Cheapside Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Three separate dwellings under the same Tax Map #. Property includes a primary house, Single - wide and double-wide. The house and the double-wide are in need of extensive rehab. The trailer appears to be livable. PROPERTY SOLD AS IS, WHERE IS. SELLERS WILL NOT BE MAKING ANY REPAIRS. The primary house and the trailer share the well, each property has its own septic. Several Bedrooms and bathrooms across the 3 properties. Heating systems varies across the properties, condition/functionality unknown. Condition/functionality of all appliances are unknown.

Home Details for 27282 Cheapside Rd

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Dining Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1988 Square Feet
Appliances & Utilities
Appliances: Range, WasherWasher
Heating & Cooling
Heating: PropaneHas CoolingHas HeatingHeating Fuel: Propane
Fireplace & Spa
Fireplace: NoneNo Fireplace
Windows, Doors, Floors & Walls
Door: Storm Door(s)
Levels, Entrance, & Accessibility
Levels: One

Exterior Features

Exterior Home Features
Roof: Composition Age UnknownPatio / Porch: PorchOther Structures: Shed/BarnFoundation: Block
Parking & Garage
No CarportNo GarageNo Attached GarageParking: No Garage
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Days on Market: 110

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Condition: 50-100 yrs +/-, Fixer

Price & Status

Price
List Price: $110,500Price Per Sqft: $56

Active Status

MLS Status: Pending

Media

Location

Direction & Address
City: CAPE CHARLESCommunity: Capeville

Agent Information

Listing Agent
Listing ID: 71250

Building

Building Area
Building Area: 1988 Square Feet

Lot Information

Lot Area: 1 Acres

Miscellaneous

Mls Number: 71250Attic: StorageAttribution Contact: 7576192650, realroseestate1@gmail.com
Last check for updates: about 2 hours ago
Listing courtesy of Maggie Holley, (757) 619-2650
Rose 1 Real Estate LLC, (757) 619-2650
Source: Eastern Shore AOR, MLS#71250

Market trends in Cape Charles

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
82
8MoM

Price History for 27282 Cheapside Rd

DatePriceEventSource
07/16/2026$110,500PendingEastern Shore AOR #71250
06/10/2026$110,500PriceChange
Eastern Shore AOR #71250
04/20/2026$125,000Listed For SaleEastern Shore AOR #71250

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Property Tax and Assessment

Year2024
Tax$447
Assessment$65,200
Home facts updated by county records

Comparable Sales for 27282 Cheapside Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3315 Sherwood Gate Cpe, Cape Charles, VA
0.36
Single-Family Home
$374,900
01/02/26
3
2
1,550
27192 Castle Row Cpe, Cape Charles, VA
0.44
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
3269 Sherwood Gate Cpe, Cape Charles, VA
0.45
Single-Family Home
$440,000
05/27/26
4
3
2,005
3339 Sherwood Gate, Capeville, VA
0.54
Single-Family Home
$374,900
03/10/26
3
2
1,550
3325 Sherwood Gate Cpe, Cape Charles, VA
0.35
Single-Family Home
$435,000
08/12/25
4
2.5
2,464
27212 Castle Row Cpe, Cape Charles, VA
0.53
Single-Family Home
$395,000
11/21/25
3
2
1,367
27151 Castle Row Cpe, Cape Charles, VA
0.43
Single-Family Home
$325,000
01/22/26
3
2
1,149
27262 Seaside Rd, Capeville, VA
1.13
Single-Family Home
$135,500
06/08/26
4
1
1,780
5134 Hortense Ln, Cape Charles, VA
1.26
Single-Family Home
$369,000
05/20/26
3
2
2,004

Nearby homes

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Assigned Schools

These are the assigned schools for 27282 Cheapside 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 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
    "Great playground, great beach. Super safe neighborhood. My kids say they wish they had grown up here. "
    0
    Flag
  • Kelly
    "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
    "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
    "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.
    "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 27282 Cheapside Rd

  • What is the estimated monthly payment for 27282 Cheapside Rd?
    Based on a $110,500 list price with 20% down at today's rates, the estimated monthly payment for 27282 Cheapside Rd in Cape Charles, VA is approximately $707 (about $576 principal & interest, $56 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Cape Charles?
    Residents describe Cape Charles, VA as well-kept, walkable to restaurants, and easy to park in. See homes for sale in Cape Charles, VA.
  • What are the closest schools to 27282 Cheapside Rd?
    The closest schools to 27282 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).
  • Does 27282 Cheapside Rd have air conditioning?
    Yes, 27282 Cheapside Rd in Cape Charles, VA has air conditioning.
  • How big is the lot at 27282 Cheapside Rd?
    The lot at 27282 Cheapside Rd in Cape Charles, VA is about 1 acre.
  • Is there a virtual tour of 27282 Cheapside Rd?
    Yes, a virtual tour of 27282 Cheapside Rd in Cape Charles, VA is available.
Maggie Holley, Rose 1 Real Estate LLC, (757) 619-2650
Agent Phone: (757) 619-2650
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
27282 Cheapside Rd, Cape Charles, VA 23310 is a 3 bedroom, 2 bathroom, 1,988 sqft single-family home built in 1950. This property is currently available for sale and was listed by Eastern Shore AOR on Apr 20, 2026. The MLS # for this home is MLS# 71250.