Property

Chestertown, MD 21620 104 Little Harbor Way

104 Little Harbor Way Chestertown, MD - Image 1104 Little Harbor Way Chestertown, MD - Image 2104 Little Harbor Way Chestertown, MD - Image 3
18 more
104 Little Harbor Way Chestertown, MD - Image 4104 Little Harbor Way Chestertown, MD - Image 5104 Little Harbor Way Chestertown, MD - Image 6104 Little Harbor Way Chestertown, MD - Image 7104 Little Harbor Way Chestertown, MD - Image 8104 Little Harbor Way Chestertown, MD - Image 9104 Little Harbor Way Chestertown, MD - Image 10104 Little Harbor Way Chestertown, MD - Image 11104 Little Harbor Way Chestertown, MD - Image 12104 Little Harbor Way Chestertown, MD - Image 13104 Little Harbor Way Chestertown, MD - Image 14104 Little Harbor Way Chestertown, MD - Image 15104 Little Harbor Way Chestertown, MD - Image 16104 Little Harbor Way Chestertown, MD - Image 17104 Little Harbor Way Chestertown, MD - Image 18104 Little Harbor Way Chestertown, MD - Image 19104 Little Harbor Way Chestertown, MD - Image 20104 Little Harbor Way Chestertown, MD - Image 21104 Little Harbor Way Chestertown, MD - Image 22
Presented By: Gunther-McClary Real Estate
  • MLS# MDKE2005894
  • 11/10/2025
  • Request Tour
  • Request Info
  • Beds • 3
  • Full/Half Baths • 2 / 1
  • SQFT • 1,980

Home Details

**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 areaperfect 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.
Presented By: Gunther-McClary Real Estate

Interior Features for 104 Little Harbor Way

Bedrooms

Bedrooms Count All Upper Levels3
Bedrooms Count Upper Level 13
Total Bedrooms3

Bathrooms

Bathrooms Half Main Level1
Bathrooms Full Upper Level 12
Bathrooms Full All Upper Levels2
Bathrooms Count Upper Level 12.00
Bathrooms Count All Upper Levels2
Half Baths1
Total Baths3

Other Interior Features

LivingAreaSourceEstimated
Below Grade Unfin Area UnitsSquare Feet
Below Grade Unfin SQFT0
Below Grade Unfin SQFT SourceAssessor
Above Grade Finished Area1980
Above Grade Finished Area SourceEstimated
Above Grade Finished Area Unit TypeSquare Feet
Basement (Y/N)No
Below Grade Finished Area0
Below Grade Finished Area SourceAssessor
Below Grade Finished Area Unit TypeSquare Feet
Central Air Y/NYes
Fireplace FeaturesGas/Propane
Fireplace Y/NYes
FlooringLuxury Vinyl Plank, Carpet
Heating FuelElectric, Propane - Metered
Heating Y/NYes
Hot Water60+ Gallon Tank, Electric
Interior AmenitiesCombination 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
Laundry TypeHas Laundry, Upper Floor
Total Fireplaces1

Other Rooms

Room TypeDining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Laundry

Room Details for 104 Little Harbor Way

Bedroom 2

level Upper 1

Bedroom 3

level Upper 1

Dining Room

level Main

Family Room

level Main

Kitchen

level Main

Laundry

level Upper 1

Primary Bedroom

level Upper 1
description Balcony Access, Walk-In Closet(s), Attached Bathroom

General for 104 Little Harbor Way

AccessibilityNone
AppliancesDishwasher, Disposal, Exhaust Fan, Microwave, Oven/Range - Gas, Refrigerator, Washer, Dryer, Water Heater
Architectural StyleCoastal, Colonial
Association AmenitiesBeach, Boat Dock/Slip, Pier/Dock, Pool - Outdoor, Party Room, Jog/Walk Path, Common Grounds
Association Fee IncludesPier/Dock Maintenance, Pool(s), Lawn Maintenance, Common Area Maintenance, Road Maintenance, Snow Removal
AssociationName2Chester River Landing
Bathrooms Count Main Level1.00
Body of WaterChester River
Builder NamePaquin Design Build
CityCHESTERTOWN
Community Pool FeaturesIn Ground, Fenced, Filtered
Condo/Coop Association fee Y/NYes
Construction Completed Y/NNo
Construction MaterialsHardiPlank Type, Brick, Stick Built, Combination
Cool FuelElectric
CoolingCentral A/C
CountyKENT
DirectionsExit 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.
Electric200+ Amp Service
Full Baths2
Garage Y/NNo
HOANo
HOA Fee 2636.00
HOA Fee 2 FrequencyMonthly
HeatingForced Air, Heat Pump - Gas BackUp
Levels2
Living Area1980
Location TypeRiver
MunicipalityChestertown
New ConstructionYes
Number of Community Docks1
Other StructuresAbove Grade, Below Grade
OwnershipCondominium
Patio/Porch FeaturesBalcony, Deck(s), Porch(es)
Possession181-365 Days
Price Per Sq Ft Total AG429.24
Property ConditionExcellent
Property TypeResidential
RoofArchitectural Shingle
School DistrictKENT COUNTY PUBLIC SCHOOLS
Senior Community Y/NNo
SewerPublic Sewer
Standard StatusActive
StatusACTIVE
Structure TypeTwin/Semi-Detached
Subdivision NameCHESTER RIVER LANDING
Tax Annual Amount2351.0
Tax Assessed Value150000.0
Tax Lot19
Tax Year2025
Total SQFT1980
Vacation Rental Y/NNo
ViewCourtyard, River
Water Access Y/NYes
Year Built0
Year Built SourceAssessor
ZoningIM

Exterior for 104 Little Harbor Way

Dock Type and FeaturesFloating, Material - Composite, Multiple Slip, Private
Exterior AmenitiesExtensive Hardscape, Exterior Lighting, Gutter System, Secure Storage, Sidewalks, Private Beach, Play Area, Other
Foundation DetailsCrawl Space, Block
Land Assessed Value150000.00
Land Use CodeU
Navigable Water Y/NYes
Number of Docks5+
Number of Slips
Parking FeaturesBrick Driveway, Private
PoolYes - Community
Total Parking Spaces2
Type of ParkingDriveway
Water Access FeaturesPublic Beach, Swimming Allowed, Canoe/Kayak, Fishing Allowed, Boat - Powered, Personal Watercraft (PWC), Sail, Waterski/Wakeboard
Water Body TypeRiver
Water Oriented Y/NYes
Water SourcePublic
Water View Y/NYes
Waterfront Y/NNo

Additional Details

Price History

Charles Torres

Owner
Price $849,900
MLS#MDKE2005894
List Date 11/10/2025
Property Type Condos
Request Tour
Request Info
Visit My Website

Similar Properties to 104 Little Harbor Way

Get Pre-approved