103 Pilot Ct, Chester, MD 21619
OFF MARKET

$675,300

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,600 sqft (on 0.54 acres)

103 Pilot Ct, Chester, MD 21619

Est. Refi. Payment $3,960/mo*
Refinance Your Home
Currently Off Market - Sold Apr 30, 2018 for $447,500

Home Value

Trulia Estimate
$675K
Since last month
Decreased$500 (-0.1%)
Since last year
Increased$6K (+0.8%)
Since last sale
Increased$228K (+50.9%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$675K
August 2026$675K
July 2026$676K
June 2026$686K
May 2026$680K
April 2026$676K
March 2026$670K
February 2026$666K
January 2026$655K
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
306 Skipper Ln, Chester, MD
0.16
Single-Family Home
$569,000
12/03/25
4
2.5
2,610
307 Skipper Ln, Chester, MD
0.18
Single-Family Home
$490,000
10/30/25
3
2
2,180
204 Skipper Ln, Chester, MD
0.06
Single-Family Home
$630,000
10/30/25
6
3
3,760
206 Anchor Ln, Chester, MD
0.17
Single-Family Home
$555,000
07/17/26
3
2
1,944
135 Nauset Ln, Chester, MD
0.22
Single-Family Home
$787,500
08/07/26
3
3
2,795
124 Nauset Ln, Chester, MD
0.21
Single-Family Home
$825,000
12/09/25
3
3
2,583
255 Sailcloth Way, Chester, MD
0.17
Single-Family Home
$898,000
10/01/25
4
4
3,450
224 Bayberry Dr, Chester, MD
0.14
Single-Family Home
$550,000
01/23/26
2
2
1,913
129 Sailcloth Way, Chester, MD
0.27
Single-Family Home
$764,900
05/22/26
3
2
2,303
154 Bluebell Ct, Chester, MD
0.19
Single-Family Home
$965,000
08/24/26
3
3
3,434

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
0.02
$596,200
5
3
2,726
Off Market
102 Skipper Ln, Chester, MD 21619
0.07
$576,500
3
2.5
1,810
Off Market
204 Skipper Ln, Chester, MD 21619
0.06
$658,000
6
3
3,760
Off Market
136 Nighthawk Dr, Chester, MD 21619
0.07
$877,400
3
2
2,657
Off Market
119 Marshgrass Way #1243, Chester, MD 21619
0.08
$669,400
2
2.5
1,900
Off Market
106 Warbler Way, Chester, MD 21619
0.08
$770,200
3
3
2,750
Off Market
326 Castle Marina Rd, Chester, MD 21619
0.11
$550,000
5
3.5
3,552
For Sale
203 Anchor Ln, Chester, MD 21619
0.15
$524,400
3
2
1,890
Off Market
119 Cavalier Ct, Chester, MD 21619
0.11
$806,400
3
4
2,959
Off Market
205 Anchor Ln, Chester, MD 21619
0.17
$525,000
5
3
3,000
For Sale
206 Anchor Ln, Chester, MD 21619
0.17
$555,000
3
2
1,944
Recently Sold
306 Skipper Ln, Chester, MD 21619
0.16
$569,000
4
2.5
2,610
Recently Sold

Local Information

  • Map ViewExplore the area around 103 Pilot Ct.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2017
0.54 acre lot
2,600 sqft
$260/sqft
Garage

About this House

This single-family home is located at 103 Pilot Ct, Chester, MD. 103 Pilot Ct is in Chester, MD and in ZIP code 21619. This property has 4 bedrooms, 3 bathrooms and approximately 2,600 sqft of floor space. This property has a lot size of 0.54 acres and was built in 2017.
103 Pilot Ct, Chester, MD 21619 is a 4 bedroom, 3 bathroom, 2,600 sqft single-family home built in 2017. It last sold for $447,500 on Apr 30, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $675,300, with a rent estimate of $3,457/month.

Home Details for 103 Pilot Ct

Interior Features

Heating & Cooling
Heating: Heat PumpAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Appliances & Utilities
DishwasherMicrowave
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

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

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.54 acres

Price and Tax history

DateEventPrice
Apr 30, 2018
Source: N/A
Sold
$447,500
Nov 14, 2017
Source: Agent Provided
Listed For Sale
$459,000
Apr 25, 2017
Source: N/A
Sold
$130,000
Feb 24, 2017
Source: Agent Provided
Listed For Sale
$409,000
Sep 30, 2016
Source: Agent Provided
ListingRemoved
$379,900

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 103 Pilot Ct

  • What is 103 Pilot Ct estimated to be worth?
    Trulia's estimated value for 103 Pilot Ct in Chester, MD is $675,300.
  • What is the price history for 103 Pilot Ct?
    103 Pilot Ct in Chester, MD last sold for $447,500 in April 2018.
  • 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 103 Pilot Ct have air conditioning?
    Yes, 103 Pilot Ct in Chester, MD has air conditioning.
  • How big is the lot at 103 Pilot Ct?
    The lot at 103 Pilot Ct in Chester, MD is about 0.54 acres (23,322 sq ft).

Explore by feature - Air Conditioning

7 rentals with air conditioning in Chester, MD

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Chester, MD

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Off Market Homes Near 103 Pilot Ct

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