125 Skippers Lane Chestertown, MD $ 399,000
125 Skippers Lane
$ 399,000
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125 Skippers Lane

Chestertown, MD, 21620
$ 399,000
Bedrooms3 Baths2.0 Sq 1,080

Monthly Estimate*

$ 2,756

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Single Family Home for sale in Chestertown, MD

for $399,000 with 3 bedrooms and 2 full baths. This 1,080 square foot home was built in 1923 on a lot size of 1.01.

Welcome to 125 Skippers Lane! Tucked away on the Queen Annes County side of Chestertown, this beautifully updated property offers the perfect blend of peaceful country living and modern improvements. Thoughtfully renovated and meticulously maintained, the home has seen extensive improvements, giving buyers peace of mind and the opportunity to simply move in and enjoy. Major updates include a completely renovated kitchen featuring quartz countertops, all-new appliances, and LVP flooring throughout. Beautifully renovated bedrooms and bathrooms create a fresh, updated feel. The property also includes an adjacent 1.78 acre lot, brining the total acreage to 2.79 acres and providing additional space, privacy, and endless possibilities to enjoy the outdoors. Inviting outdoor spaces, a screened in front porch, a new patio, and fence add even more comfort and enjoyment to the property. A maintenance free pollinator native wildflower garden provides a beautiful natural touch to the outdoor setting. The detached 18x26 garage and 9x10 shed provide plenty of extra space for storage, hobbies, or projects. New mini-split HVAC system, hot water heater, and water softener in 2021. New well pump in 2022. New metal roof in 2023. New whole-home reverse osmosis water filtration system in 2024. Full crawl space encapsulation with dehumidifier in 2025. New Harman pellet stove in 2026. With its extensive list of improvements, inviting outdoor spaces, and peaceful setting, this property offers a wonderful opportunity to enjoy the charm and tranquility of the Eastern Shore while remaining conveniently close to the shops, dining, and amenities of historic Chestertown.

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Single Family Active

Price

$ 399,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 1,801

Style

Bungalow,Cape Cod

Lot Size

1.01

Year Built

1923

Town/City

Chestertown

County/Region

Queen Annes

MLS | Web ID

MDQA2019304

Features
General
Living Area 1080
Sewer On Site Septic
Heating Heat Pump(s) Pellet Stove
Cooling Ductless/Mini-Split
Possession Settlement
Roof Metal
Zoning NC-20
Garage Spaces 1.00
Architectural Style Bungalow Cape Cod
Construction Materials Vinyl Siding
School District QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
Year Built 1923
View Scenic Vista
Levels 2
Tax Year 2026
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
County QUEEN ANNES
New Construction N
Property Type Residential
HOA N
Subdivision Name KINGSTOWN
Facing Direction South
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions Rt 213 to Truslow Road to Skippers lane to property on left.
City CHESTERTOWN
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 43996.00
Tax Annual Amount 1801.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 369.44
Vacation Rental Y/N N
Virtual Tour https://my.matterport.com/show/?m=PqsMF2LuABR
Location Type Rural
Standard Status Active
Year Built Source Assessor
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Interior
Heating Fuel Electric Pellets
Basement Other
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Above Grade Finished Area 1080
Half Baths 0
Central Air Y/N N
Total Bedrooms 3
Below Grade Finished Area 0
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
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Exterior
Exterior Amenities Outbuilding(s)
Pool No Pool
Lot Features Additional Lot(s) Landscaping Partly Wooded Road Frontage SideYard(s) Unrestricted
Water Source Well
Garage Features Additional Storage Area Garage - Front Entry
Type of Parking Detached Garage Off Street
Foundation Details Block Crawl Space
Water View Y/N N
Lot Size Acres 1.01
Lot Size Source Assessor
Waterfront Y/N N
Land Assessed Value 130100.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 125
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* Excluded Features
List By
Benson & Mangold, Llc

Broker

mae@chesapeakebayproperties.com

Email

Affordability Calculator

$2,906
Per Month
95%
5%
0%
Monthly Principal & Interest
$2,756
Monthly Property Taxes
$150
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3534667 Elementary School
3535740 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
11/14/2026$399,000 Listed Price

Map


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125 Skippers Lane, Chestertown, MD, 21620 is a Single Family Home for sale at $399,000 with 1,080 sqft and a lot size of 1.01. 125 Skippers Lane has 3 bedrooms, 2.0 baths, and was built in 1923. The property's zip code is 21620 which is in Chestertown, MD