Welcome to 118 Little Harbor Way #202 — a place that instantly feels like a breath of fresh air. Set inside the sought-after Chester River Landing community, this completely reimagined 3-bedroom, 2-bath waterfront condo offers the rare mix of modern comfort and true Eastern Shore charm. From the moment you walk in, the views of the Chester River pull you in. The entire condo was taken down to the studs and rebuilt with high-quality, timeless finishes, so it feels brand new while still fitting perfectly into its peaceful waterfront setting. The open layout makes everyday living feel easy — whether you're cooking in the beautifully updated kitchen, hosting friends for dinner, or curling up in the living room with the fireplace glowing in the background. Step out onto the balcony in the morning and watch the sun rise over the water, or unwind in the evening as boats drift by. It’s the kind of place that makes you slow down and appreciate the little moments. The community itself is designed for low-maintenance living, with a pool, dock, and beautiful waterfront grounds that feel like an extension of your home. This condo also comes with a deeded boat slip (approx. 4 ft MLW) and a one-car garage, making it a perfect fit for anyone who loves spending time on the water. Whether you’re dreaming of a second home getaway or looking to simplify life without giving up luxury or views, this move-in-ready condo offers comfort, convenience, and the best of Eastern Shore living — all wrapped in one beautiful waterfront package.
Coming soon 01/09
$695,000
118 Little Harbor Way UNIT 202, Chestertown, MD 21620
3beds
1,600sqft
Est.:
Condominium
Built in 2009
-- sqft lot
$746,000 Zestimate®
$434/sqft
$676/mo HOA
What's special
- 64 days |
- 266 |
- 4 |
Zillow last checked: 8 hours ago
Listing updated: December 05, 2025 at 07:27am
Listed by:
Kaitlyn Collins 410-490-9157,
Benson & Mangold, LLC 4108226665,
Listing Team: Chesapeake Bay Properties Team Of Benson & Mangold
Source: Bright MLS,MLS#: MDKE2005800
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
- Main level bathrooms: 2
- Main level bedrooms: 3
Rooms
- Room types: Bedroom 2, Bedroom 3, Bedroom 1, Bathroom 1, Bathroom 2
Bedroom 1
- Level: Main
Bedroom 2
- Level: Main
Bedroom 3
- Level: Main
Bathroom 1
- Level: Main
Bathroom 2
- Level: Main
Heating
- Heat Pump, Electric, Other
Cooling
- Central Air, Electric, Other
Appliances
- Included: Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Cooktop, Refrigerator, Washer, Tankless Water Heater, Water Heater
- Laundry: Dryer In Unit, Washer In Unit, In Unit
Features
- Flooring: Hardwood
- Has basement: No
- Number of fireplaces: 2
- Fireplace features: Electric, Gas/Propane
Interior area
- Total structure area: 1,600
- Total interior livable area: 1,600 sqft
- Finished area above ground: 1,600
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Garage Faces Front, Garage Door Opener, Detached, Parking Lot
- Garage spaces: 1
Accessibility
- Accessibility features: Accessible Elevator Installed
Features
- Levels: One
- Stories: 1
- Patio & porch: Porch
- Exterior features: Balcony
- Pool features: Community
- Has view: Yes
- View description: Marina, Water, River, Panoramic
- Has water view: Yes
- Water view: Marina,Water,River
- Waterfront features: Rip-Rap, Sandy Beach, Private Dock Site, River, Canoe/Kayak, Fishing Allowed, Private Access, Personal Watercraft (PWC), Sail
- Body of water: Chester River
- Frontage length: Water Frontage Ft: 2000
Details
- Additional structures: Above Grade, Below Grade
- Additional parcels included: Map 44, Parcel 335, Lot 202 (condo), Lot 7 (garage), Lot B5 (boat slip)
- Parcel number: 1507013256
- Zoning: IM
- Special conditions: Standard
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium
- Attached to another structure: Yes
Materials
- HardiPlank Type
Condition
- Excellent
- New construction: No
- Year built: 2009
- Major remodel year: 2025
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Security: Main Entrance Lock, Fire Sprinkler System
- Subdivision: Chester River Landing
HOA
- Has HOA: No
- Amenities included: Boat Dock/Slip, Common Grounds, Elevator(s), Jogging Path, Pool, Pier/Dock
- Services included: All Ground Fee, Common Area Maintenance, Maintenance Structure, Insurance, Maintenance Grounds, Pier/Dock Maintenance, Reserve Funds, Road Maintenance, Snow Removal
- Condo and coop fee: $676 monthly
Location
- Region: Chestertown
Financial & listing details
- Price per square foot: $434/sqft
- Tax assessed value: $500,000
- Annual tax amount: $7,575
- Date on market: 1/9/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Ownership: Condominium
Estimated market value
$746,000
$679,000 - $828,000
$2,295/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 8/10/2020 | Sold | $560,000-6.7%$350/sqft |
Source: Agent Provided Report a problem | ||
| 5/22/2020 | Pending sale | $600,000$375/sqft |
Source: Cross Street Realtors LLC #MDKE116302 Report a problem | ||
| 3/8/2020 | Listed for sale | $600,000-19.3%$375/sqft |
Source: Cross Street Realtors LLC #MDKE116302 Report a problem | ||
| 9/29/2008 | Sold | $743,806$465/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $500,000 +3.4% |
| 2024 | $7,575 +3.6% | $483,333 +3.6% |
| 2023 | $7,314 +4.4% | $466,667 +3.7% |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$4,761/mo
Principal & interest
$3298
HOA Fees
$676
Other costs
$788
Climate risks
Neighborhood: 21620
Nearby schools
GreatSchools rating
- 7/10H. H. Garnett Elementary SchoolGrades: PK-5Distance: 1 mi
- 2/10Kent County Middle SchoolGrades: 6-8Distance: 1.3 mi
- 5/10Kent County High SchoolGrades: 9-12Distance: 6.1 mi
Schools provided by the listing agent
- High: Kent
- District: Kent County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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