100 Pilot Ct, Chester, MD 21619
OFF MARKET

100 Pilot Ct
Chester, MD 21619

  • Studio
  • 2 Baths
  • 1,534 sqft (on 0.33 acres)

$466,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $2,772/mo*
Refinance Your Home

$466,800

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $2,772/mo*
Refinance Your Home
Studio
2 Baths
1,534 sqft
(on 0.33 acres)

Home Value

Trulia Estimate
$467K
Since last month
Decreased$800 (-0.2%)
Since last year
Increased$14K (+3.1%)
Since last sale
Increased$348K (+289.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +59% in the last 10 years
MonthEstimated value
2026
August 2026$468K
July 2026$468K
June 2026$473K
May 2026$468K
April 2026$466K
March 2026$465K
February 2026$452K
January 2026$451K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
206 Anchor Ln, Chester, MD
0.12
Single-Family Home
$555,000
07/17/26
3
2
1,944
307 Skipper Ln, Chester, MD
0.18
Single-Family Home
$490,000
10/30/25
3
2
2,180
224 Bayberry Dr, Chester, MD
0.19
Single-Family Home
$550,000
01/23/26
2
2
1,913
306 Skipper Ln, Chester, MD
0.17
Single-Family Home
$569,000
12/03/25
4
2.5
2,610
129 Sailcloth Way, Chester, MD
0.24
Single-Family Home
$764,900
05/22/26
3
2
2,303
204 Skipper Ln, Chester, MD
0.08
Single-Family Home
$630,000
10/30/25
6
3
3,760
219 Broadwater Dr, Chester, MD
0.27
Single-Family Home
$643,000
04/08/26
2
2
1,913
1914 Anchorage Dr, Chester, MD
0.70
Single-Family Home
$299,900
06/08/26
3
2
1,800
1910 Sherman Dr, Chester, MD
0.66
Single-Family Home
$337,200
06/30/26
1
1,596
135 Nauset Ln, Chester, MD
0.25
Single-Family Home
$787,500
08/07/26
3
3
2,795

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
105 Pilot Ct, Chester, MD 21619
0.05
$599,200
5
3
2,726
Off Market
102 Skipper Ln, Chester, MD 21619
0.02
$576,500
3
2.5
1,810
Off Market
204 Skipper Ln, Chester, MD 21619
0.08
$630,000
6
3
3,760
Recently Sold
136 Nighthawk Dr, Chester, MD 21619
0.12
$881,000
3
2
2,657
Off Market
119 Marshgrass Way #1243, Chester, MD 21619
0.12
$673,400
2
2.5
1,900
Off Market
106 Warbler Way, Chester, MD 21619
0.12
$770,000
3
3
2,750
Off Market
203 Anchor Ln, Chester, MD 21619
0.10
$521,900
3
2
1,890
Off Market
119 Cavalier Ct, Chester, MD 21619
0.16
$804,700
3
4
2,959
Off Market
205 Anchor Ln, Chester, MD 21619
0.11
$525,000
5
3
3,000
For Sale
206 Anchor Ln, Chester, MD 21619
0.12
$555,000
3
2
1,944
Recently Sold
306 Skipper Ln, Chester, MD 21619
0.17
$569,000
4
2.5
2,610
Recently Sold
511 Skipper Ct, Chester, MD 21619
0.15
$610,600
3
2
1,754
Off Market

Local Information

  • Map ViewExplore the area around 100 Pilot Ct.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1976
Lot Size
0.33 acres
Living Area
1,534 sqft
Price/Sqft
$304
Parking
Garage

About this House

This single-family home is located at 100 Pilot Ct, Chester, MD. 100 Pilot Ct is in Chester, MD and in ZIP code 21619. This property has 2 bathrooms and approximately 1,534 sqft of floor space. This property has a lot size of 0.33 acres and was built in 1976.
100 Pilot Ct, Chester, MD 21619 is a studio, 2 bathroom, 1,534 sqft single-family home built in 1976. It last sold for $120,000 on Jun 22, 1994. It is currently off market. The Trulia Estimate is $466,800, with a rent estimate of $2,710/month.

Home Details for 100 Pilot Ct

Interior Features

Heating & Cooling
Heating: ElectricAir ConditioningHeating Fuel: Electric
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Brick
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1976
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price and Tax history

DateEventPrice
Jun 22, 1994
Source: N/A
Sold
$120,000

Market trends in Chester

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
70
5MoM

Around this home

What Locals Say about Chester

At least 36 Trulia users voted on each feature.

  • 88 % Say parking is easy

  • 88 % Say car is needed

  • 86 % Say people would walk alone at night

  • 83 % Say it's dog friendly

  • 83 % Say it's quiet

  • 80 % Say there's holiday spirit

  • 65 % Say neighbors are friendly

  • 64 % Say kids play outside

  • 64 % Say there's wildlife

  • 57 % Say yards are well-kept

  • 53 % Say there are sidewalks

  • 49 % Say they plan to stay for at least 5 years

  • 48 % Say there are community events

  • 44 % Say streets are well-lit

  • 41 % Say it's walkable to restaurants

  • 17 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Dlmaheux
    "I’ve been here 20 years and don’t even lock my doors the majority of the time. Super safe. Wonderful sense of community all around "
    0
    Flag
  • Colinjgallagher525
    "Tucked away million dollar homes with great down-to-earth people living in them. It’s a warm community and bay living at its finest. "
    0
    Flag
  • Peggy Young
    "Board meetings, water aerobics, pickle ball, tennis, a gym, kayaking, paddle boarding. Mah jongg, bingo, games day, social committee,walking club "
    0
    Flag
  • Trulia User
    "Water aerobics, happy hours, cardboard boat races, kayaking, mah jongg, game day dog walking. Boating "
    0
    Flag
  • Peggy.young
    "Lots of spaces to walk dogs, lots of people who love dogs. Great way to meet neighbors. Just about everyone on the shore has a dog. Also a number of good kennels for when you travel. "
    3
    Flag
  • Taylor T.
    "Lots of dogs everyone walks them all hours of the night and their is little stops with bags to pick up Feeses "
    0
    Flag
  • kara
    "I've lived here for three years and the neighbors are very friendly mostly. They look out for each other..."
    0
    Flag
  • Robert M Heyn
    "Its always so pleasant here in Chester. Its like Everyone says HI and knows one another. The school systems are great and Chester is central located to all surrounding areas of shopping, dining, water, Annapolis and Easton. Some of tue most beautiful views in the MD pertaining to water and nature."
    1
    Flag
  • J0J0s4X4
    "They are required to clean up after them. The HOA used to pay a pooper scooper company which provided pooper containers, scoops, and bags after used to be deposited in the container. The Board decided that the dog owners should pick up the cost of picking up after their dogs and quit paying the $26,000 per year for the company."
    0
    Flag
  • Wilson
    "Not very many families, but within a great school district. Good community for people who don’t really have children. "
    0
    Flag
  • J0J0s4X4
    "it is a child friendly development and very safe. also, most homeowners have video security systems."
    0
    Flag
  • Peggy y.
    "Chester is a real community, where you know just about everyone. I live in a condo, so life is as easy as it gets. There are lots of walking trails, and you are always a stone’s throw from the Chesapeake Bay or the Chester River."
    3
    Flag
  • Eric D.
    "I live in this area. Great place to raise a family. Access to beaches, parks, cross island trail."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 100 Pilot Ct

  • What is 100 Pilot Ct estimated to be worth?
    Trulia's estimated value for 100 Pilot Ct in Chester, MD is $466,800.
  • What is the price history for 100 Pilot Ct?
    100 Pilot Ct in Chester, MD last sold for $120,000 in June 1994.
  • Is Chester a buyer's or seller's market?
    Chester is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Chester?
    Residents describe Chester, MD as easy to park in, dog-friendly, and quiet. Most residents say you need a car. See recently sold homes in Chester, MD.
  • Does 100 Pilot Ct have a pool?
    Yes, 100 Pilot Ct in Chester, MD has a pool.
  • How big is the lot at 100 Pilot Ct?
    The lot at 100 Pilot Ct in Chester, MD is about 0.33 acres (14,220 sq ft).

Explore by feature - Pet Friendly

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