308 Skipper Ln, Chester, MD 21619
OFF MARKET

$440,800

Trulia Estimate
  • Studio
  • 2 Baths
  • 1,232 sqft (on 0.60 acres)

308 Skipper Ln, Chester, MD 21619

Refinance Your Home
Currently Off Market - Sold Mar 9, 2020 for $330,000

Home Value

Trulia Estimate
$441K
Since last month
Decreased$7K (-1.5%)
Since last year
Increased$1K (+0.3%)
Since last sale
Increased$112K (+33.9%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$442K
August 2026$441K
July 2026$449K
June 2026$457K
May 2026$453K
April 2026$453K
March 2026$445K
February 2026$431K
January 2026$427K
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
307 Skipper Ln, Chester, MD
0.05
Single-Family Home
$490,000
10/30/25
3
2
2,180
206 Anchor Ln, Chester, MD
0.19
Single-Family Home
$555,000
07/17/26
3
2
1,944
306 Skipper Ln, Chester, MD
0.02
Single-Family Home
$569,000
12/03/25
4
2.5
2,610
204 Skipper Ln, Chester, MD
0.12
Single-Family Home
$630,000
10/30/25
6
3
3,760
224 Bayberry Dr, Chester, MD
0.24
Single-Family Home
$550,000
01/23/26
2
2
1,913
29D Queen Mary Ct, Chester, MD
0.16
Single-Family Home
$363,000
08/12/26
3
2.5
1,440
1914 Anchorage Dr, Chester, MD
0.78
Single-Family Home
$299,900
06/08/26
3
2
1,800
135 Nauset Ln, Chester, MD
0.09
Single-Family Home
$787,500
08/07/26
3
3
2,795
1872 Harbor Dr, Chester, MD
0.93
Single-Family Home
$445,000
07/31/26
3
2
1,486
308 Dominion Rd, Chester, MD
0.90
Single-Family Home
$325,000
09/17/25
3
2
1,280

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
306 Skipper Ln, Chester, MD 21619
0.02
$569,000
4
2.5
2,610
Recently Sold
307 Skipper Ln, Chester, MD 21619
0.05
$511,800
3
2
2,180
Off Market
154 Bluebell Ct, Chester, MD 21619
0.06
$965,000
3
3
3,434
Recently Sold
41 Queen Catherine Ct, Chester, MD 21619
0.10
$439,000
3
3
1,750
For Sale
135 Nauset Ln, Chester, MD 21619
0.09
$787,500
3
3
2,795
Recently Sold
30 Queen Mary Ct, Chester, MD 21619
0.12
$339,900
2
2.5
1,440
Recently Sold
119 Marshgrass Way #1243, Chester, MD 21619
0.11
$669,400
2
2.5
1,900
Off Market
106 Warbler Way, Chester, MD 21619
0.11
$770,200
3
3
2,750
Off Market
204 Skipper Ln, Chester, MD 21619
0.12
$658,000
6
3
3,760
Off Market
511 Skipper Ct, Chester, MD 21619
0.14
$613,000
3
2
1,754
Off Market
124 Nauset Ln, Chester, MD 21619
0.11
$825,000
3
3
2,583
Recently Sold
111 Bluebell Ct, Chester, MD 21619
0.13
$530,100
2
2
1,693
Off Market

Local Information

  • Map ViewExplore the area around 308 Skipper Ln.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1968
0.6 acre lot
1,232 sqft
$358/sqft
Garage

About this House

This single-family home is located at 308 Skipper Ln, Chester, MD. 308 Skipper Ln is in Chester, MD and in ZIP code 21619. This property has 2 bathrooms and approximately 1,232 sqft of floor space. This property has a lot size of 0.60 acres and was built in 1968.
308 Skipper Ln, Chester, MD 21619 is a studio, 2 bathroom, 1,232 sqft single-family home built in 1968. It last sold for $330,000 on Mar 9, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $440,800, with a rent estimate of $2,230/month.

Home Details for 308 Skipper Ln

Interior Features

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

Exterior Features

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

Property Information

Year Built
Year Built: 1968
Property Type / Style
Property Type: Single Family HomeArchitecture: split entry

Community

Units in Building: 1

Lot Information

Lot Area: 0.60 acres

Price and Tax history

DateEventPrice
Mar 9, 2020
Source: N/A
Sold
$330,000

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 308 Skipper Ln

  • What is 308 Skipper Ln estimated to be worth?
    Trulia's estimated value for 308 Skipper Ln in Chester, MD is $440,800.
  • What is the price history for 308 Skipper Ln?
    308 Skipper Ln in Chester, MD last sold for $330,000 in March 2020.
  • 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.
  • How big is the lot at 308 Skipper Ln?
    The lot at 308 Skipper Ln in Chester, MD is about 0.60 acres (26,334 sq ft).
  • Does 308 Skipper Ln have a garage?
    Yes, 308 Skipper Ln in Chester, MD has a garage.

Explore by feature - Air Conditioning

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