118 Little Harbor Way #202, Chestertown, MD 21620 - Photo 1

1/1

$660,000

Sold
Closed
Condo
3 Beds
2 Full Baths
1,600 Sq. Ft.
1 Car Garage

1/1

Property Description

Welcome to 118 Little Harbor Way #202, a beautifully reimagined waterfront condo offering effortless living and sweeping panoramic views of the Chester River. Located in the highly desirable Chester River Landing community, this second-floor, 3-bedroom, 2-bath residence delivers the perfect blend of modern luxury, low maintenance, and classic Eastern Shore charm. Completely taken down to the studs and thoughtfully rebuilt, the condo feels brand new from top to bottom. The open floor plan is filled with soft, natural light and showcases wide-plank wood flooring, a cozy gas fireplace, and uninterrupted river views from the main living areas. The stunning kitchen features white quartz countertops and backsplash, stainless steel appliances, and a seamless flow for both everyday living and entertaining. The primary suite is a true retreat, complete with a walk-in closet and a spa-like tiled shower with multiple shower heads, including a rainfall feature. Both bathrooms are finished with timeless, high-quality materials, creating a clean, classic, and calming feel throughout. Step out onto the private balcony and take in peaceful, north-facing river views with soft, consistent light throughout the day. It is ideal for relaxing, reading, or simply watching boats drift by without the glare of direct sun. This is waterfront living at its most comfortable and serene. Additional features include elevator access to the second floor, a one-car garage, and a deeded boat slip, approximately 4 feet MLW. The community offers a pool, fishing pier, and marina with floating docks, along with beautifully maintained grounds featuring oyster shell walking paths and a firepit. The marina area also includes a community grill and multiple tables, perfect for outdoor dining and gathering. Flood insurance is not currently required for this second-floor unit, contributing to overall affordability. Buyers are encouraged to perform their own due diligence and verify any insurance requirements. Ideally located within walking distance to historic downtown Chestertown, and just a short drive to golf, dining, and the yacht club at Chester River Yacht and Country Club, this condo is perfectly suited for those looking to downsize, simplify, or secure a refined second home on the water. Move in ready, thoughtfully updated, and designed for relaxed coastal living, this is Eastern Shore living at its finest.

Full Property Details

Full Property Details for 118 Little Harbor Way #202

General

Sold For: $660,000
HOA FEE: $675/month
Taxes: $7,575 (2025)
Status: Closed
Type: Condo
Source: BrightMLSMidAtlantic
MLS ID: MDKE2005800
Added to Site: 149 day(s) ago

Interior

Number of Rooms: 5
Rooms/Areas: Bedroom 2, Bedroom 3, Bedroom 1, Bathroom 1, Bathroom 2
Interior Features: Bathroom - Tub Shower, Bathroom - Walk-In Shower, Ceiling Fan(s), Elevator, Floor Plan - Open, Primary Bath(s), Recessed Lighting, Sound System, Sprinkler System, Walk-in Closet(s), Wood Floors
Fireplace: Yes
Number of Fireplaces: 1
Fireplace(s): Gas/Propane
Appliances: Built-In Microwave, Dishwasher, Dryer, Exhaust Fan, Stove, Refrigerator, Washer, Water Heater - Tankless
Flooring: Hardwood

Rooms

Bathrooms

Total Bathrooms: 2
Full Bathrooms: 2
Main Floor Baths: 2
Main - Full Baths: 2

Bedrooms

Total Bedrooms: 3
Bedrooms Main & Up: 3

Other Rooms

Laundry: Dryer In Unit, Washer In Unit

Additional Information

Shared Amenities: Boat Dock/Slip, Common Grounds, Elevator, Jog/Walk Path, Pool - Outdoor, Pier/Dock, Swimming Pool
Shared Pool: Yes
Pool: Yes
Security/Safety: Main Entrance Lock, Sprinkler System - Indoor

Exterior

Porch/Patio/Deck: Balcony, Porch(es)

Parking

Garage: Yes
Garage Spaces: 1
Total Spaces: 1
Parking Type: Detached Garage, Parking Lot
Garage Description: Garage - Front Entry, Garage Door Opener

Location

County: KENT
Subdivision: CHESTER RIVER LANDING
Driving Directions: From Quaker Neck Rd, turn into Chester River Landing (Landing Ln). Continue onto Little Harbor Way.
Location Details: River
City Limits: Yes

School Information

School District: Kent County Public Schools
High School: Kent

Community

Assoc. Fees Include: All Ground Fee, Common Area Maintenance, Ext Bldg Maint, Insurance, Lawn Maintenance, Pier/Dock Maintenance, Reserve Funds, Road Maintenance, Snow Removal
Pets Allowed: Yes
Pets: No Pet Restrictions

Heating & Cooling

Central air: Yes
Cooling Type: Central A/C
Cooling Fuel: Electric, Other
Heating Type: Heat Pump(s)
Heating Fuel: Propane - Metered
Water Heater: Propane, Tankless

Utilities

Sewer: Public Sewer
Water: Public
Dist. to Water: 200 Feet

Structural Information

Architectural Style: Unit/Flat
Structure Type: Garden 1 - 4 Floors
Construction: HardiPlank Type
Walls/Ceilings: Dry Wall
Entry Floor Number: 2
Stories/Levels: 3
Stories Description: Main
Square Feet: 1,600
Sq. Ft. Source: Estimated
Living Area: 1,600 Sq. Ft.
Finished Above Grnd: 1,600 Sq. Ft.
Year Built: 2009
Year Built Source: Estimated
Property Condition: Excellent

Lot Features

Property View: Marina, Water, River, Panoramic
Zoning: IM

Water Features

Water Front: Yes
Water View: Yes
Navigable Water: Yes
Water Access: Yes
Water Access Desc: Canoe/Kayak, Fishing Allowed, Private Access, Personal Watercraft (PWC), Sail
Water Front Type: River
Water Front Name: Chester River

Financial Considerations

Price Per Sq. Ft.: $421.88
Condo Fee: $675
Condo Fee Freq: Monthly
City/TownTax: $2,093
City/TownTax Freq: Annually
County Tax: $5,481
County Tax Freq: Annually
Tax w/Assessment: $500,000
Tax Amount: $7,575
Tax Year: 2025
Terms: Standard Sale
Tax Total Finished Sq. Ft.: 934

Disclosures and Reports

Ownership: Condominium
Condo: Yes
Multiple Parcels: Yes
Lot Number: 202

Listed by Benson & Mangold, LLC, Kaitlyn Cole Collins
Sold by Doug Ashley Realtors, LLC, Douglas J Ashley

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Listing agent

— 118 Little Harbor Way #202 —

Kaitlyn Cole Collins

Benson & Mangold, LLC

Listing Office Email: info@bensonandmangold.com

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Schools

Schools serving 118 Little Harbor Way #202

School District:Kent County Public Schools

Name	Grades	Distance
H. H. Garnett Elementary School 320 Calvert Street, Chestertown, MD 21620	PK-5	0.9 mi
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 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 118 Little Harbor Way #202

Date

Details

Price

Change

Source

6/05/2026

Sold

$660,000

-2.22%

MLS

3/25/2026

Price Reduced

$675,000

-2.88%

MLS

2/12/2026

Listed

$695,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

25124 E Kentfield Rd, Worton, MD 21678 - Photo 1

Just Listed

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25124 E Kentfield Rd Worton, MD 21678

Single Family
Active
Updated 14 hours ago

3
Beds
3
Total Baths
2,187
Sq. Ft.

Listed by Gunther-McClary Real Estate, Julia Hilfiker and Gunther-McClary Real Estate, Lynn M Hilfiker

25003 Heather Ln, Worton, MD 21678 - Photo 1

Just Listed

$299,900

25003 Heather Ln Worton, MD 21678

Single Family
Active
Updated 3 days ago

3
Beds
2
Total Baths
1,398
Sq. Ft.

Listed by Crown Homes Real Estate, Grace Casella

25028 Heather Ln, Worton, MD 21678 - Photo 1

Just Listed

$140,000

25028 Heather Ln Worton, MD 21678

Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
1,424
Sq. Ft.

Listed by Ashland Auction Group LLC, Adam M Shpritz and Ashland Auction Group LLC, Lee M Shpritz

Just Listed

$70,000

New St Church Hill, MD 21623

Lots/Land
Active
Updated 4 days ago

1.22
Acres

Listed by Taylor Properties, Lona Sue Todd and Taylor Properties, Brenda K Fornos

0 Will Be 11037 Bottom Rd, Worton, MD 21678 - Photo 1

Price Reduced

-$5,000 (-1.61%)

$305,000

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Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
1,300
Sq. Ft.

Listed by Keller Williams Select Realtors of Annapolis, Andrew F Batch Jr.

1212 Rabbit Hill Rd, Church Hill, MD 21623 - Photo 1

Price Reduced

-$10,000 (-1.52%)

$649,900

1212 Rabbit Hill Rd Church Hill, MD 21623

Single Family
Active
Updated 2 days ago

3
Beds
2
Total Baths
2,320
Sq. Ft.

Listed by Taylor Properties, Brett Schrader

26765 Dutchtown Rd, Still Pond, MD 21667 - Photo 1

Price Reduced

-$7,999 (-5.33%)

$142,000

26765 Dutchtown Rd Still Pond, MD 21667

Lots/Land
Active
Updated 5 days ago

0.5
Acres

Listed by DMV Prime Properties, Michael A. Kelczewski

4020 Eastern Neck Rd, Rock Hall, MD 21661 - Photo 1

Price Reduced

-$51,000 (-6%)

$799,000

4020 Eastern Neck Rd Rock Hall, MD 21661

Single Family
Active
Updated 14 hours ago

4
Beds
2
Total Baths
3,300
Sq. Ft.

Listed by Rock Hall Properties Real Estate, Cindy Genther

118 Little Harbor Way, Chestertown, MD 21620 - Photo 1

Sold

$665,000

118 Little Harbor Way #201 Chestertown, MD 21620

Condo
Closed

2
Beds
3
Total Baths
1,600
Sq. Ft.

Listed by Cross Street Realtors LLC, Richard Keaveney
Sold by Coldwell Banker Chesapeake Real Estate Company, Joseph S. Ciganek

109 Water St, Chestertown, MD 21620 - Photo 1

Sold

$650,000

109 Water St Chestertown, MD 21620

Townhouse
Closed

4
Beds
2
Total Baths
2,712
Sq. Ft.

Listed by Cross Street Realtors LLC, Richard Keaveney
Sold by TTR Sotheby's International Realty, Courtney Chipouras

200 Washington Ave, Chestertown, MD 21620 - Photo 1

Sold

$650,000

200 Washington Ave Chestertown, MD 21620

Single Family
Closed

4
Beds
4
Total Baths
2,917
Sq. Ft.

Listed by Cross Street Realtors LLC, Richard Keaveney
Sold by Long & Foster Real Estate, Inc., Laura C Mensing

6 Byford Ct, Chestertown, MD 21620 - Photo 1

Sold

$749,500

6 Byford Ct Chestertown, MD 21620

Single Family
Closed

3
Beds
3
Total Baths
3,136
Sq. Ft.

Listed by Coldwell Banker Chesapeake Real Estate Company, Peter D Heller
Sold by Cross Street Realtors LLC, Richard Keaveney

118 Little Harbor Way #202, Chestertown, MD 21620 (MLS# MDKE2005800) is a Condo property that was sold at $660,000 on June 05, 2026. Want to learn more about 118 Little Harbor Way #202? Do you have questions about finding other Condo real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.

118 Little Harbor Way #202 Chestertown, MD 21620