201 Skipper Ln, Chester, MD 21619
OFF MARKET

$617,000

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 3,980 sqft (on 0.49 acres)

201 Skipper Ln, Chester, MD 21619

Refinance Your Home
Currently Off Market - Sold Jul 28, 1992 for $130,000

Home Value

Trulia Estimate
$617K
Since last month
Decreased$6K (-0.9%)
Since last year
Decreased$2K (-0.4%)
Since last sale
Increased$487K (+374.6%)
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 +66% in the last 10 years
MonthEstimated value
2026
August 2026$617K
July 2026$623K
June 2026$631K
May 2026$626K
April 2026$621K
March 2026$623K
February 2026$598K
January 2026$596K
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
204 Skipper Ln, Chester, MD
0.06
Single-Family Home
$630,000
10/30/25
6
3
3,760
306 Skipper Ln, Chester, MD
0.13
Single-Family Home
$569,000
12/03/25
4
2.5
2,610
307 Skipper Ln, Chester, MD
0.13
Single-Family Home
$490,000
10/30/25
3
2
2,180
206 Anchor Ln, Chester, MD
0.10
Single-Family Home
$555,000
07/17/26
3
2
1,944
255 Sailcloth Way, Chester, MD
0.22
Single-Family Home
$898,000
10/01/25
4
4
3,450
235 Bayberry Dr, Chester, MD
0.18
Single-Family Home
$910,000
10/03/25
3
3.5
3,514
154 Bluebell Ct, Chester, MD
0.18
Single-Family Home
$965,000
08/24/26
3
3
3,434
135 Nauset Ln, Chester, MD
0.22
Single-Family Home
$787,500
08/07/26
3
3
2,795
124 Nauset Ln, Chester, MD
0.22
Single-Family Home
$825,000
12/09/25
3
3
2,583
130 Sunrise Ct, Chester, MD
0.35
Single-Family Home
$935,000
11/17/25
3
4
3,494

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
204 Skipper Ln, Chester, MD 21619
0.06
$658,000
6
3
3,760
Off Market
119 Marshgrass Way #1243, Chester, MD 21619
0.10
$669,400
2
2.5
1,900
Off Market
106 Warbler Way, Chester, MD 21619
0.10
$770,200
3
3
2,750
Off Market
136 Nighthawk Dr, Chester, MD 21619
0.11
$877,400
3
2
2,657
Off Market
105 Pilot Ct, Chester, MD 21619
0.08
$596,200
5
3
2,726
Off Market
102 Skipper Ln, Chester, MD 21619
0.06
$576,500
3
2.5
1,810
Off Market
306 Skipper Ln, Chester, MD 21619
0.13
$569,000
4
2.5
2,610
Recently Sold
307 Skipper Ln, Chester, MD 21619
0.13
$511,800
3
2
2,180
Off Market
511 Skipper Ct, Chester, MD 21619
0.11
$613,000
3
2
1,754
Off Market
119 Cavalier Ct, Chester, MD 21619
0.16
$806,400
3
4
2,959
Off Market
206 Anchor Ln, Chester, MD 21619
0.10
$555,000
3
2
1,944
Recently Sold
203 Anchor Ln, Chester, MD 21619
0.10
$524,400
3
2
1,890
Off Market

Local Information

  • Map ViewExplore the area around 201 Skipper Ln.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1969
0.49 acre lot
3,980 sqft
$155/sqft
Garage

About this House

This single-family home is located at 201 Skipper Ln, Chester, MD. 201 Skipper Ln is in Chester, MD and in ZIP code 21619. This property has 4 bedrooms, 4 bathrooms and approximately 3,980 sqft of floor space. This property has a lot size of 0.49 acres and was built in 1969.
201 Skipper Ln, Chester, MD 21619 is a 4 bedroom, 4 bathroom, 3,980 sqft single-family home built in 1969. It last sold for $130,000 on Jul 28, 1992. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $617,000, with a rent estimate of $4,018/month.

Home Details for 201 Skipper Ln

Interior Features

Heating & Cooling
Heating: Baseboard, Forced Air, Heat Pump, Stove, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
AtticIn-law unitNumber of Rooms: 13Types of Rooms: Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Other, Vinyl, BrickGardenLawnPatio
Parking & Garage
GarageParking: Carport, Garage

Property Information

Year Built
Year Built: 1969Year Updated: 2002
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Building

Levels, Entrance, & Accessibility
Disabled Access

Community

Units in Building: 1

Lot Information

Lot Area: 0.49 acres

Price and Tax history

DateEventPrice
Jul 28, 1992
Source: N/A
Sold
$130,000

Market trends in Chester

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
69
1MoM

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 201 Skipper Ln

  • What is 201 Skipper Ln estimated to be worth?
    Trulia's estimated value for 201 Skipper Ln in Chester, MD is $617,000.
  • What is the price history for 201 Skipper Ln?
    201 Skipper Ln in Chester, MD last sold for $130,000 in July 1992.
  • Is Chester a buyer's or seller's market?
    Chester is currently a balanced 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 201 Skipper Ln have air conditioning?
    Yes, 201 Skipper Ln in Chester, MD has air conditioning.
  • Does 201 Skipper Ln have laundry facilities?
    Yes, 201 Skipper Ln in Chester, MD has in-unit laundry.

Explore by feature - Air Conditioning

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8 rentals with a washer/dryer in Chester, MD

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