Date
Details
Price
Change
Source
11/13/2025
Listed
$635,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/5
$635,000
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/5
Property Description
Buildable waterfront lot in the Chester River Landing community. This prime location captures panoramic views of the Chester River! Just steps away from deep water boat slips, which are available for lease or purchase. Perfect location to build your dream home on the water. The Chester River Landing community amenities include docks, in-ground pool, grilling and outdoor dining area right on the water, large firepit, a beach to launch kayaks, canoes and paddle boards, beautifully landscaped paths along the water's edge and much more! Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club. Enjoy the close proximity to ample shops, dining options, and Chestertown's year-round farmers market.
Full Property Details
Full Property Details for 108 Little Harbor Way
General
- Price: $635,000
- Taxes: $1,567 (2025)
- Status: Active
- Type: Lots/Land
- Source: BrightMLSMidAtlantic
- MLS ID: MDKE2005902
- Updated: 12/17/2025
- Added to Site: 67 day(s) ago
Additional Information
- Shared Amenities: Beach, Pier/Dock, Swimming Pool, Common Grounds, Jog/Walk Path, Party Room, Picnic Area
Location
- Municipality: Chestertown
- County: KENT
- Subdivision: CHESTER RIVER LANDING
- Driving Directions: Exit Chestertown Historic District on S Cross St. Continue on S Cross Street past Hodson Boathouse and over small bridge. Once past the bridge make a left turn at Chester River Landing entrance. The lot is located at the end of Little Harbor Way, directly on river by entrance to community docks.
- Location Details: River
- City Limits: Yes
School Information
- School District: Kent County Public Schools
Community
- Assoc. Fees Include: Lawn Maintenance, Pier/Dock Maintenance, Pool(s), Road Maintenance, Snow Removal, Common Area Maintenance
Utilities
- Sewer: Public Sewer
- Water: Public
- Dist. to Water: 0 Blocks
- Utility Description: Electric Available, Propane - Community, Sewer Available, Water Available
Structural Information
- Current Bldg. Use: Land/Lot Only
Lot Features
- Property View: River, Water, Scenic Vista, Marina, Courtyard
- Lot Size (Acres): 0.09
- Lot Size (Sq. Ft.): 3,711
- Lot Size Source: Assessor
- Zoning: IM
- Lot Description: Premium
Water Features
- Water Front: Yes
- Water View: Yes
- Navigable Water: Yes
- Water Access: Yes
- Water Access Desc: Canoe/Kayak, Fishing Allowed, Boat - Powered, Sail, Swimming Allowed, Waterski/Wakeboard, Personal Watercraft (PWC)
- Water Front Type: River
- Water Front Name: Chester River
- Docks: 5
Financial Considerations
- Price Per Sq. Ft.: $171.11
- Condo Fee Freq: Monthly
- Assessment Year: 2025
- City/TownTax: $433
- City/TownTax Freq: Annually
- County Tax: $1,134
- County Tax Freq: Annually
- Tax w/Assessment: $100,000
- Tax Amount: $1,567
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Condo: Yes
- Lot Number: 1
Listed by Gunther-McClary Real Estate, John J Burke and Gunther-McClary Real Estate, Julia Hilfiker
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 108 Little Harbor Way —
John J Burke
Gunther-McClary Real Estate
Julia Hilfiker
Gunther-McClary Real Estate
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 108 Little Harbor Way
School District:Kent County Public Schools
| Name | Grades | Distance |
|---|---|---|
Kent County Middle School 402 East Campus Avenue, Chestertown, MD 21620 | 6-8 | 1.3 mi |
Kent County High School 25301 Lambs Meadow Road, Worton, MD 21678 | 9-12 | 6.1 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 108 Little Harbor Way
Tax History
Tax History for 108 Little Harbor Way
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,567
—
$100,000
—
2024
$1,567
1%
$100,000
—
2023
$1,557
—
$100,000
—
2022
$1,557
-1%
$100,000
—
2020
$1,567
—
$100,000
—
2021
$1,567
—
$100,000
—
2020
$1,564
1%
$100,000
—
2019
$1,554
3%
$100,000
—
2018
$1,504
—
$100,000
—
2017
$1,504
306%
$100,000
—
2016
$370
-75%
$100,000
—
2015
$1,504
—
$100,000
—
2014
$1,504
—
$100,000
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 108 Little Harbor Way
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 2,668Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 5Beds
- 4Total Baths
- 4,089Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,512Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 5Beds
- 3Total Baths
- 2,660Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 1,974Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 1Total Bath
- 1,340Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 2,028Sq. Ft.
- Mobile Home
- Active
- Updated 4 days ago
- 2Beds
- 2Total Baths
- 1,280Sq. Ft.
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
108 Little Harbor Way, Chestertown, MD 21620 (MLS# MDKE2005902) is a Lots/Land property with a lot size of 0.09 acres. 108 Little Harbor Way is currently listed for $635,000 and was received on November 13, 2025. Want to learn more about 108 Little Harbor Way? Do you have questions about finding other Lots/Land real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.