307 Skipper Ln, Chester, MD 21619
OFF MARKET

$511,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,180 sqft (on 0.50 acres)

307 Skipper Ln, Chester, MD 21619

Est. Refi. Payment $3,019/mo*
Refinance Your Home
Currently Off Market - Sold Oct 30, 2025 for $490,000

Home Value

Trulia Estimate
$512K
Since last month
Increased$5K (+1%)
Since last year
Increased$7K (+1.3%)
Since last sale
Increased$22K (+4.5%)
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 +71% in the last 10 years
MonthEstimated value
2026
August 2026$512K
August 2026$512K
July 2026$507K
June 2026$503K
May 2026$501K
April 2026$500K
March 2026$492K
February 2026$486K
January 2026$491K
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
206 Anchor Ln, Chester, MD
0.15
Single-Family Home
$555,000
07/17/26
3
2
1,944
306 Skipper Ln, Chester, MD
0.05
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
135 Nauset Ln, Chester, MD
0.14
Single-Family Home
$787,500
08/07/26
3
3
2,795
224 Bayberry Dr, Chester, MD
0.26
Single-Family Home
$550,000
01/23/26
2
2
1,913
124 Nauset Ln, Chester, MD
0.16
Single-Family Home
$825,000
12/09/25
3
3
2,583
154 Bluebell Ct, Chester, MD
0.10
Single-Family Home
$965,000
08/24/26
3
3
3,434
129 Sailcloth Way, Chester, MD
0.42
Single-Family Home
$764,900
05/22/26
3
2
2,303
219 Broadwater Dr, Chester, MD
0.38
Single-Family Home
$643,000
04/08/26
2
2
1,913

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
0.05
$569,000
4
2.5
2,610
Recently Sold
154 Bluebell Ct, Chester, MD 21619
0.10
$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
0.14
$787,500
3
3
2,795
Recently Sold
30 Queen Mary Ct, Chester, MD 21619
0.10
$339,900
2
2.5
1,440
Recently Sold
119 Marshgrass Way #1243, Chester, MD 21619
0.13
$669,400
2
2.5
1,900
Off Market
106 Warbler Way, Chester, MD 21619
0.13
$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
0.09
$613,000
3
2
1,754
Off Market
124 Nauset Ln, Chester, MD 21619
0.16
$825,000
3
3
2,583
Recently Sold
111 Bluebell Ct, Chester, MD 21619
0.17
$530,100
2
2
1,693
Off Market

Local Information

  • Map ViewExplore the area around 307 Skipper Ln.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1976
0.5 acre lot
2,180 sqft
$235/sqft
1 Car Garage

About this House

Welcome to Your Refreshing New Home with First-Floor Living! This beautifully updated residence offers the perfect blend of comfort and convenience with three spacious bedrooms and two full baths, all on the main level. The expansive primary suite features a private, fully updated bath for your relaxation. The gorgeous kitchen is a true standout, boasting quartz countertops, brand new stainless steel appliances, and a bright breakfast room ideal for casual dining. Enjoy entertaining in the formal dining room or unwind in the inviting family room with refinished hard wood floors and a cozy fireplace. Recent updates include, New roof, Luxury vinyl plank (LVP) flooring, refinished hardwoods, new carpet, Modernized beautiful bathrooms, fresh paint and a new water treatment system. Step outside to enjoy the large three-season porch, perfect for relaxing or entertaining, overlooking a fenced backyard with mature trees offering beauty and privacy. Located just minutes from shopping, churches, and with an easy commute to the bridge, this home combines comfort, style, and convenience. Don’t miss the opportunity to make this move-in-ready gem your own!
307 Skipper Ln, Chester, MD 21619 is a 3 bedroom, 2 bathroom, 2,180 sqft single-family home built in 1976. It last sold for $490,000 on Oct 30, 2025 (2% below the $500,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $511,800, with a rent estimate of $2,697/month.
Last check for updates: about 8 hours ago
Listed by Dee Dee McCracken, (410) 739-7571
Coldwell Banker Realty
Listing Team: Dd Mccracken Home Team Of Coldwell Banker Realty
Bought with: Kevin McCracken, (443) 838-1417, Coldwell Banker Realty
Source: Bright MLS, MLS#MDQA2013270

Home Details for 307 Skipper Ln

Interior Features

Interior Details
Number of Rooms: 13Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Bathroom 2, Breakfast Room, Dining Room, Family Room, Kitchen, Laundry, Living Room, Other, Sun Florida Room
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2180 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Underground UtilitiesAppliances: Dryer, Exhaust Fan, Oven/Range - Electric, Refrigerator, Stainless Steel Appliance(s), Water Conditioner - Owned, Water Treat System, Water HeaterDryerLaundry: Main Level,Laundry RoomRefrigerator
Heating & Cooling
Heating: Central,Heat PumpHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),ElectricHas HeatingHeating Fuel: Central
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Brick, Mantel(s)Spa: Hot TubHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Flooring: Luxury Vinyl, Carpet
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: 2+ Access ExitsFloors: Luxury Vinyl, Carpet
View
No View

Exterior Features

Exterior Home Features
Roof: Architectural ShingleFencing: Full, WoodOther Structures: Above Grade, Below Grade, OutbuildingFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Other Parking: Garage Sqft: 312No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Garage Faces Front,Attached
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): 2180 Square Feet

Property Information

Year Built
Year Built: 1976Year Renovated: 2025
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: FrameNot a New ConstructionNo Additional Parcels
Property Information
Condition: ExcellentParcel Number: 1804047818

Price & Status

Price
List Price: $500,000
Status Change & Dates
Off Market Date: Thu Oct 30 2025Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

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

Building

Building Area
Building Area: 2180 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.50 acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Financing Approval, Home InspectionListing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDQA2013270Above Grade Unfinished Area: 2180

Price and Tax history

DateEventPrice
Oct 30, 2025
Source: Bright MLS #MDQA2013270
Sold
$490,000
Oct 21, 2025
Source: Bright MLS #MDQA2013270
Pending
$500,000
Sep 29, 2025
Source: Bright MLS #MDQA2013270
Contingent
$500,000
Sep 10, 2025
Source: Bright MLS #MDQA2013270
PriceChange
$500,000
Price decreased by 5%
May 19, 2025
Source: Bright MLS #MDQA2013270
Listed For Sale
$525,000

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

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

Frequently asked questions about 307 Skipper Ln

  • What is 307 Skipper Ln estimated to be worth?
    Trulia's estimated value for 307 Skipper Ln in Chester, MD is $511,800.
  • What is the price history for 307 Skipper Ln?
    307 Skipper Ln in Chester, MD last sold for $490,000 in October 2025.
  • 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 307 Skipper Ln have air conditioning?
    Yes, 307 Skipper Ln in Chester, MD has air conditioning.
  • Does 307 Skipper Ln have laundry facilities?
    Yes, 307 Skipper Ln in Chester, MD has laundry facilities.

Explore by feature - Air Conditioning

7 rentals with air conditioning in Chester, MD

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