104 Little Harbor Way

Chestertown, MD 21620

$849,900
Price
3
Beds
1,980 Sq. Ft.
$429 / Sq. Ft.
1,980
Sq. Ft.
$429
per Sq. Ft.
New Construction
New Construction
a front view of a house with a yard
a front view of a house with windows
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an aerial view of a house with a garden and swimming pool
a view of a city
a picture of a bathroom with a white sink and a window
unknown
a view of a pathway both side of building
a view of a lake with a city
a view of a lake with a garden
a view of a lake with a table and chairs
a view of a terrace with sitting area
a view of a lake with houses in back
an outdoor space with seating area and furniture
an aerial view of a house with a yard and garden
a view of a patio with table and chairs potted plants and large tree
an aerial view of a city
an aerial view of lake and residential houses with outdoor space
a view of a city
a view of a swimming pool with sitting area
a view of living room and dining room
a view of people sitting in front of retail shops
a view of a lake in middle of the house

Description

To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. the upstairs...To be built! Welcome to this beautifully designed 1,980 sq ft home in Chester River Landing, offering modern comfort and timeless style. The home includes 3 bedrooms and 2.5 baths. Inside, an open-concept main level connects the living space, with cozy gas fireplace, to the gourmet kitchen and dining area—perfect for entertaining. Upstairs, the primary suite features a spa-like bath, large walk-in closet, and access to the private balcony. Two additional bedrooms share a full bathroom. the upstairs is complemented by a convenient second-floor laundry. Catch a glimpse of the Chester River from the front porch or upper covered balcony, the perfect place to enjoy morning coffee or evening cocktails. Enjoy the waterfront lifestyle of the sought-after Chester River Landing community. Deep water boat slips are available for lease or purchase. The 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! This home combines the charm of the Eastern Shore with the convenience of nearby marinas, shopping, and dining. Located just outside of downtown Chestertown and very close to the Chester River Yacht & Country Club.
  1. Listed by Julia Hilfiker • Gunther-McClary Real Estate
    P: (443)-480-6770 jahilfiker@gmail.com
  2. Listed by John J Burke • Gunther-McClary Real Estate
    P: (443)-206-3727 jburke57@gmail.com

Property Details for 104 Little Harbor Way

Tax ID Number
1507338682
Ownership
Condominium
Condo Coop Association
Yes
HOA
No
Structure Type
Twin/Semi-Detached
Style
Coastal, Colonial
Levels/Stories
2
Waterfront
No
LISTING UPDATED: 12/05/2025 05:34 PM

Property Details for 104 Little Harbor Way

StatusActive
MLS #MDKE2005894
Days on Market55
Taxes$2,351 / year
HOA Fees-
Condo/Co-op Fees$636 / month
Compass TypeCondo
MLS TypeResidential / Condo
Year Built-
CountyKent County

Location

Listing Courtesy of Gunther-McClary Real Estate
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Building Information for 104 Little Harbor Way

Building/Complex104 Little Harbor WayFloor-Stories2Residences-Pet PolicyAllowedPet Policy DetailsNo Pet RestrictionsYear Built-

Payment Calculator

$5,032 per month

30 year fixed, 6.28% Interest

Principal and Interest

$4,200

Property Taxes

$196

HOA Dues

$636

The Payment Calculator is for illustrative purposes only.

Property Information for 104 Little Harbor Way

Location
Location
  • In City Limits: Yes
  • School District Name: KENT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121139164602
  • SchoolDistrictSource: Listing Agent
  • County: KENT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Public Beach, Swimming Allowed, Canoe/Kayak, Fishing Allowed, Boat - Powered, Personal Watercraft (PWC), Sail, Waterski/Wakeboard
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: No
  • Water Body Name: Chester River
  • Water Body Type: River
  • Riparian Rights Y/N: No
  • Docks Count: 5+
  • Dock Type and Features: Floating, Material - Composite, Multiple Slip, Private
  • Slips Count: 0
  • Mean Low Water Feet: 3.00
  • Distance To Body Of Water: .00
  • Distance To Body Of Water Units: Blocks
Association / Community Info
Association / Community Info
  • Condo Coop Name: Chester River Landing
  • HOA Condo Coop Mgmt Type: Owner/Self-Management, Professional - Off-site
  • HOA Condo Coop Fee Includes: Pier/Dock Maintenance, Pool(s), Lawn Maintenance, Common Area Maintenance, Road Maintenance, Snow Removal
  • HOA Condo Coop Amenities: Beach, Boat Dock/Slip, Pier/Dock, Pool - Outdoor, Party Room, Jog/Walk Path, Common Grounds
  • Property Manager Y/N: Yes
  • Senior Community: No
  • Type of Condo: Condo/Coop Association
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $150,000
  • Year Assessed: 2025
  • County Tax: $1,701
  • Improvement Assessed Value: $0
  • City Town Tax: $649
  • Land Assessed Value: $150,000
  • Clean Green Assessed: No
  • Municipal Trash: Yes
  • Land Use Code: U
  • Zoning: IM
  • Tax Lot: 19
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
Rooms
  • Room List: Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Laundry
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Family Room
  • Room Length: 13.0
  • Room Width: 19.0
  • Room Level: Main
  • Room Exists: Yes
Room 2
  • Room Type: Dining Room
  • Room Length: 9.0
  • Room Width: 19.0
  • Room Level: Main
  • Room Exists: Yes
Room 3
  • Room Type: Kitchen
  • Room Length: 13.0
  • Room Width: 19.0
  • Room Level: Main
  • Room Exists: Yes
Room 4
  • Room Type: Primary Bedroom
  • Room Length: 13.0
  • Room Width: 19.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Balcony Access, Walk-In Closet(s), Attached Bathroom
Room 5
  • Room Type: Bedroom 2
  • Room Length: 13.0
  • Room Width: 11.0
  • Room Level: Upper 1
  • Room Exists: Yes
Room 6
  • Room Type: Bedroom 3
  • Room Length: 9.0
  • Room Width: 15.0
  • Room Level: Upper 1
  • Room Exists: Yes
Room 7
  • Room Type: Laundry
  • Room Length: 5.0
  • Room Width: 6.0
  • Room Level: Upper 1
  • Room Exists: Yes
Building Info
Building Info
  • Builder Name: Paquin Design Build
  • Total Finished SQFT: 1,980.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: .00
  • Total SQFT: 1,980.00
  • Total SQFT Source: Estimated
  • Construction Materials: HardiPlank Type, Brick, Stick Built, Combination
  • Roof: Architectural Shingle
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8043/4360/8502/804343608502_512_384_WM_VwnBQuUU4v04vIre.jpg
  • Wall and Ceiling Types: Dry Wall
  • Flooring Type: Luxury Vinyl Plank, Carpet
  • Foundation Details: Crawl Space, Block
  • Room and Floor: Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
  • # Bathrooms Full: 2
  • # Bathrooms Half: 1
  • Other Structure: Garage(s)
Lot / Land Information
Lot / Land Information
  • Location Type: River
  • Parcel ID: 9589467
Parking
Parking
  • Type Of Parking: Driveway
  • Driveway - # of Spaces: 2
  • Parking Features: Brick Driveway, Private
Interior Features
Interior Features
  • Interior Features: Combination Kitchen/Dining, Combination Kitchen/Living, Family Room Off Kitchen, Floor Plan - Open, Kitchen - Gourmet, Kitchen - Island, Primary Bath(s), Recessed Lighting, Walk-in Closet(s), Sprinkler System, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Combination Dining/Living, Dining Area
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Gas/Propane
  • Appliances: Dishwasher, Disposal, Exhaust Fan, Microwave, Oven/Range - Gas, Refrigerator, Washer, Dryer, Water Heater
  • Accessibility Features: None
  • Laundry Type: Has Laundry, Upper Floor
Exterior Features
Exterior Features
  • Exterior Features: Extensive Hardscape, Exterior Lighting, Gutter System, Secure Storage, Sidewalks, Private Beach, Play Area, Other
  • Outdoor Living Structures: Balcony, Deck(s), Porch(es)
  • Pool: Yes - Community
  • Community Pool Features: In Ground, Fenced, Filtered
  • Community Docks Count: 1
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Forced Air, Heat Pump - Gas BackUp
  • Heating Fuel: Electric, Propane - Metered
  • Hot Water: 60+ Gallon Tank, Electric
  • Water Source: Public
  • Sewer Septic: Public Sewer
  • Electric Service: 200+ Amp Service
  • Internet Services: Fiber Optic
Confidential Data
Listing Office
  • List Agent AOR: Bay Area Association of REALTORS

Property History for 104 Little Harbor Way

DateEvent & SourcePriceAppreciation
Nov 10, 2025

Listed (Active)

BRIGHT #MDKE2005894

$849,900—
DateEvent & SourcePrice
11/10/2025

Listed (Active)

BRIGHT #MDKE2005894

$849,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 104 Little Harbor Way

Taxable ValueLand$150,000Additions-Total$150,000
Tax Record2025$2,351 ($196 / month)
Home Facts
Beds0Lot Size2,249 SqFtStyleResidentialZoningIMCountyKENTAPN07-338682

Schools near 104 Little Harbor Way

This home is within Kent County Public Schools.
Rating
School
Type
Grades
Distance
H. H. Garnett Elementary School
Public - PK to 5
Kent County Middle School
Public - 6 to 8
Kent County High School
Public - 9 to 12
Worton Elementary School
Public - PK to 5
Rating
School
Distance
H. H. Garnett Elementary School
PublicPK to 5

Kent County Middle School
Public6 to 8

Kent County High School
Public9 to 12

Worton Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 104 Little Harbor Way, Chestertown, MD 21620

104 Little Harbor Way is a condo for sale in Chestertown, MD 21620. This property was listed for sale on November 10, 2025 by Gunther-McClary Real Estate, it's currently listed at $849,900. This listing's school district is Kent County Public Schools. Nearby schools include H. H. Garnett Elementary School, Kent County Middle School and Kent County High School. 104 Little Harbor Way is a 3-bed, 3-bath, 1,980 sqft condo.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Gunther-McClary Real Estate

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 12/05/2025 05:34 PM