505 Skipper Ct, Chester, MD 21619
Property image
Property image
OFF MARKET

505 Skipper Ct
Chester, MD 21619

  • 4 Beds
  • 2 Baths
  • 2,394 sqft (on 1.05 acres)

$614,600

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $3,578/mo*

$614,600

Trulia Estimate
as of Jul 26, 2026
Est. Refi. Payment $3,578/mo*
4 Beds
2 Baths
2,394 sqft
(on 1.05 acres)

Local Information

  • Map ViewExplore the area around 505 Skipper 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
1972
Lot Size
1.05 acres
Living Area
2,394 sqft
Price/Sqft
$257
Parking
Garage

About this House

This single-family home is located at 505 Skipper Ct, Chester, MD. 505 Skipper Ct is in Chester, MD and in ZIP code 21619. This property has 4 bedrooms, 2 bathrooms and approximately 2,394 sqft of floor space. This property has a lot size of 1.05 acres and was built in 1972.
505 Skipper Ct, Chester, MD 21619 is a 4 bedroom, 2 bathroom, 2,394 sqft single-family home built in 1972. It last sold for $412,000 on Jun 29, 2023. It is currently off market. The Trulia Estimate is $614,600, with a rent estimate of $3,045/month.

Home Details for 505 Skipper Ct

Interior Features

Heating & Cooling
Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Linoleum Vinyl
Interior Details
Types of Rooms: Dining Room, Family Room, Laundry Room, Master BathCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt, CompositionDeckExterior: Brick
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1972
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 1.05 acres

Price History for 505 Skipper Ct

DatePriceEventSource
06/29/2023$412,000Sold
Bright MLS #MDQA2006070
05/22/2023$479,000PendingBright MLS #MDQA2006070
04/21/2023$479,000Listed For SaleBright MLS #MDQA2006070

Market trends in Chester

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
65
1
MoM
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Property Tax and Assessment

Year2025
Tax$3,680
Assessment$390,700
Home facts updated by county records

Comparable Sales for 505 Skipper Ct

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.11
Single-Family Home
$490,000
10/30/25
3
2
2,180
0.09
Single-Family Home
$499,000
08/06/25
3
2
1,890
0.12
Single-Family Home
$569,000
12/03/25
4
2.5
2,610
0.08
Single-Family Home
$630,000
10/30/25
6
3
3,760
0.25
Single-Family Home
$775,000
07/28/25
3
2
2,331
0.31
Single-Family Home
$764,900
05/22/26
3
2
2,303
0.23
Single-Family Home
$550,000
01/23/26
2
2
1,913
0.22
Single-Family Home
$825,000
12/09/25
3
3
2,583
0.28
Single-Family Home
$643,000
04/08/26
2
2
1,913
0.28
Single-Family Home
$837,000
09/30/25
3
3
2,745

Nearby homes

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Assigned Schools

These are the assigned schools for 505 Skipper Ct.
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 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 "
  • 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. "
  • Peggy Young
    "Board meetings, water aerobics, pickle ball, tennis, a gym, kayaking, paddle boarding. Mah jongg, bingo, games day, social committee,walking club "
  • Trulia User
    "Water aerobics, happy hours, cardboard boat races, kayaking, mah jongg, game day dog walking. Boating "
  • 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. "
  • Taylor T.
    "Lots of dogs everyone walks them all hours of the night and their is little stops with bags to pick up Feeses "
  • kara
    "I've lived here for three years and the neighbors are very friendly mostly. They look out for each other..."
  • 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."
  • 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."
  • Wilson
    "Not very many families, but within a great school district. Good community for people who don’t really have children. "
  • J0J0s4X4
    "it is a child friendly development and very safe. also, most homeowners have video security systems."
  • 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."
  • Eric D.
    "I live in this area. Great place to raise a family. Access to beaches, parks, cross island trail."

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Apartments for Rent

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Homes for sale near 505 Skipper Ct

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Off Market Homes Near 505 Skipper Ct

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