102 Skipper Ln, Chester, MD 21619
OFF MARKET

102 Skipper Ln
Chester, MD 21619

  • 3 Beds
  • 2.5 Baths
  • 1,810 sqft (on 0.50 acres)

$582,100

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $3,368/mo*
Refinance Your Home

$582,100

Trulia Estimate
as of Jun 8, 2026
Est. Refi. Payment $3,368/mo*
Refinance Your Home
3 Beds
2.5 Baths
1,810 sqft
(on 0.50 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Here is your opportunity to purchase in Castle Marina!! This beautiful home was custom built in 2006! This 3 bedroom, 2 1/2 bath home sits on 1/2 an acre. Enjoy the large porches on both front and back of the home. The rear porch was screened in 2022. It makes for enjoyable summer evenings overlooking the brick patio. You will feel as if you have been transplanted to Charleston! The private primary suite boasts sliding glass doors to the porch, walk in closet, walk in shower, custom cabinetry and the most relaxing air tub. The solar panels and hot water heater, will keep your energy bills low all year long! Park your cars in the 2 car oversized garage with storage and access to the back yard! There are so many upgrades to this home, you will need to take a look at it yourself! Freshly painted this spring, this home is ready for you to make your own!!!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from October 02, 2023

Home Highlights

Parking
2 Car Garage
Outdoor
Porch, Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 102 Skipper Ln

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1Number of Bathrooms (main level): 3
Dimensions and Layout
Living Area: 1810 Square Feet
Appliances & Utilities
Appliances: Microwave, Central Vacuum, Down Draft, Dishwasher, Disposal, Dryer, ENERGY STAR Qualified Refrigerator, Extra Refrigerator/Freezer, Oven, Washer, Water Conditioner - Owned, Solar Hot Water, Water Treat System, Electric Water HeaterDishwasherDisposalDryerLaundry: Main LevelMicrowaveWasher
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,Heat Pump,Programmable Thermostat,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
No FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Window TreatmentsFlooring: Carpet, Bamboo, Ceramic Tile, Hardwood, Wood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: Accessible Hallway(s)Floors: Carpet, Bamboo, Ceramic Tile, Hardwood, Wood
View
No View

Exterior Features

Exterior Home Features
Roof: Architectural ShinglePatio / Porch: Patio, Screened, PorchOther Structures: Above Grade, Below GradeExterior: LightingFoundation: Brick/Mortar, Crawl SpaceNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Storage,Garage Faces Front,Garage Door Opener,Oversized,Driveway,Attached,Off Street
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses
Finished Area
Finished Area (above surface): 1810 Square Feet

Property Information

Year Built
Year Built: 2006
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Cape Cod,Coastal,Craftsman,Traditional
Building
Construction Materials: Frame, Stick Built, Vinyl SidingNot a New Construction
Property Information
Condition: ExcellentParcel Number: 1804004124

Price & Status

Price
List Price: $525,000
Status Change & Dates
Off Market Date: Mon Oct 02 2023Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: CHESTERCommunity: Castle Marina
School Information
Elementary School District: Queen Anne's County Public SchoolsJr High / Middle School District: Queen Anne's County Public SchoolsHigh School District: Queen Anne's County Public Schools

Building

Building Area
Building Area: 1810 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.50 acres

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: Exclusive Right To SellListing Terms: Cash, Conventional, FHA, USDA Loan, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDQA2007448Above Grade Unfinished Area: 1810
Last check for updates: about 8 hours ago
Listed by SALLY KERCHNER, (410) 903-5960
Benson & Mangold, LLC
Bought with: Cat Marucci, (443) 883-1609, Coldwell Banker Realty
Source: Bright MLS, MLS#MDQA2007448

Price History for 102 Skipper Ln

DatePriceEventSource
10/02/2023$525,000Sold
Bright MLS #MDQA2007448
08/30/2023$525,000PendingBright MLS #MDQA2007448
08/24/2023$525,000Listed For SaleBright MLS #MDQA2007448

Market trends in Chester

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
58
11MoM
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Property Tax and Assessment

Year2025
Tax$4,330
Assessment$459,667
Home facts updated by county records

Comparable Sales for 102 Skipper Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
203 Anchor Ln, Chester, MD
0.08
Single-Family Home
$499,000
08/06/25
3
2
1,890
307 Skipper Ln, Chester, MD
0.18
Single-Family Home
$490,000
10/30/25
3
2
2,180
306 Skipper Ln, Chester, MD
0.18
Single-Family Home
$569,000
12/03/25
4
2.5
2,610
204 Skipper Ln, Chester, MD
0.10
Single-Family Home
$630,000
10/30/25
6
3
3,760
224 Bayberry Dr, Chester, MD
0.21
Single-Family Home
$550,000
01/23/26
2
2
1,913
129 Sailcloth Way, Chester, MD
0.23
Single-Family Home
$764,900
05/22/26
3
2
2,303
320 Bayberry Dr, Chester, MD
0.26
Single-Family Home
$775,000
07/28/25
3
2
2,331
194 Sailcloth Way, Chester, MD
0.26
Single-Family Home
$790,000
08/13/25
3
3
2,453
219 Broadwater Dr, Chester, MD
0.25
Single-Family Home
$643,000
04/08/26
2
2
1,913
124 Nauset Ln, Chester, MD
0.26
Single-Family Home
$825,000
12/09/25
3
3
2,583

Nearby homes

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Assigned Schools

These are the assigned schools for 102 Skipper Ln.
View nearby schools on GreatSchools
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 "
    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

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Homes for sale near 102 Skipper Ln

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Off Market Homes Near 102 Skipper Ln

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement. Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 Bright MLS, Inc. Click here for more information

Homes for rent near 102 Skipper Ln

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102 Skipper Ln, Chester, MD 21619 is a 3 bedroom, 3 bathroom, 1,810 sqft single-family home built in 2006. This property is not currently available for sale. 102 Skipper Ln was last sold on Oct 2, 2023 for $525,000 (0% higher than the asking price of $525,000). The current Trulia Estimate for 102 Skipper Ln is $582,100.