Sold125d on market
302 Rosin Dr
Chestertown, MD, 21620 • 21620 • Queen Annes County
$550,000
$142/sqft
5Beds
4Baths
3,877Sqft
0.86 acLot
1996Built
Property DNA
On the Rosin Creek
Canoe/Kayak, Fishing Allowed, Private Access
Scenic Views
Water · Trees/Woods · Garden · Creek/Stream
Cape Cod Style
Built 1996 · 30 years of history
Chester Harbor
21620
Outdoor Living
Deck · Porch
3 Fireplaces
Glass Doors · Mantel(s)
Special Features
Above Grade · Below Grade · Outbuilding
1-Car Garage
Garage Faces Front · Inside Entrance · Oversized · Asphalt · Private · Off Street · Attached · Driveway
This home is in high demand
Listed 125 days ago · 10 views · Top 4% likely to sell soon
Market activity
Demand and pricing signals for this listing
10 views
People checking out this listing
125 days on market
Established listing
$142/sqft
Price per square foot
Selling Soon Prediction
Very HighThis home ranks in the top 4% of listings most likely to go under contract soon, based on market activity and demand signals.
Likelihood score
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About this home
Single Family · Built 1996
Nestled in the serene Chester Harbor community of Chestertown, MD, 302 Rosin Drive offers an idyllic waterfront lifestyle along the tranquil shores of Rosin Creek. Perched on an elevated lot with stunning vistas of Rosin Creek, this charming home blends classic Eastern Shore character with modern comforts. Imagine mornings with coffee overlooking the water, afternoons kayaking from your backyard and evenings just minutes from historic Chestertown's shops, dining, and Washington College. Seamless indoor-outdoor flow make this the ultimate retreat—perfect for entertaining with indoor and outdoor spaces. This home has a complete in-law-suite perfect for hosting guests, accommodating extended family, or creating a private home office with serene water views. This deceivingly large 5-bedroom, 4-bath home features; extensive landscaping, lovely gazebo and brand-new roof.
Standout features identified
Our analysis highlights accommodating extended family, idyllic waterfront lifestyle, and elevated lot as key attractions of this home.
Estimated monthly payment
Based on current rates
$3,390/month
Principal & Interest$2,655
Property Tax$550
Insurance$183
HOA$2
Down payment20% ($110,000)
3%50%
Est. 6.06% rate · 30yr fixed · $440,000 loan
Full calculator →At a glance
Key facts and listing details
TypeSingle Family Residence
Year Built1996
HeatingHeat Pump, Oil
CoolingCentral Air, Electric
Parking1 Attached Garage space
HOA$25 annually
Lot0.86 Acres
Property
Home typeSingle Family
Sub-typeSingle Family Residence
StyleCape Cod
ConditionVery Good
Year built1996
Stories3
Systems
HeatingHeat Pump, Oil
CoolingCentral Air, Electric
RoofArchitectural Shingle
ConstructionVinyl Siding
Water / SewerWell / On Site Septic, Septic < # of BR
Parking & Outdoor
ParkingGarage Faces Front, Inside Entrance, Oversized, Asphalt, Private, Off Street, Attached, Driveway
Garage1 spaces
BasementConnecting Stairway,Full,Finished,Exterior Entry,Interior Entry,Side Entrance,Windows
Fireplaces3
FencingPartial
Lot0.86 Acres
Location & Tax
Neighborhood21620
ZoningNC-20
Annual tax$4,309
Parcel02004119
Bathrooms & Fees
Full baths4
HOA$2/mo
Features & details
18 categories of property features
Interior Features
Interior
Combination Kitchen/Dining
Dining Area
Crown Molding
Primary Bath(s)
Open Floorplan
Floor Plan - Traditional
Attic
Entry Level Bedroom
Family Room Off Kitchen
Kitchen Island
Kitchen - Table Space
Pantry
Other
Dry Wall
9'+ Ceilings
Appliances
Dryer
Cooktop
Washer
Microwave
Dishwasher
Extra Refrigerator/Freezer
Ice Maker
Refrigerator
Water Conditioner - Owned
Water Heater
Exhaust Fan
Water Treat System
Flooring
Ceramic Tile
Carpet
Hardwood
Wood
Heating
Heat Pump
Oil
Cooling
Central Air
Electric
Laundry
Main Level
Laundry Room
Mud Room
Fireplace
Glass Doors
Mantel(s)
Windows
Screens
Window Treatments
Accessibility
Other
Exterior Features
Exterior
Sidewalks
Parking
Garage Faces Front
Inside Entrance
Oversized
Asphalt
Private
Off Street
Attached
Driveway
Construction
Vinyl Siding
Patio & Porch
Deck
Porch
Lot Features
Landscaped
Wooded
Backs to Trees
Views
Water
Trees/Woods
Garden
Creek/Stream
Pool Features
None
Utilities
Propane
Electricity Available
Other Structures
Above Grade
Below Grade
Outbuilding
Room details
18 rooms detailed
Primary Bedroom
UpperBedroom2
UpperBedroom3
MainBedroom4
LowerBedroom5
LowerPrimary Bathroom
UpperListing insights
Market data and value estimates
StatusSold
Days on market125
Est. value$551,900
Est. rent$4,919/mo
Tax rate0.79%
Price/sqft$142
On marketOct 31, 2025
PostedOct 31, 2025
Last sold$550,000
MLS updatedDec 7, 2025
Tour days6
Views10
How are the schools in Chestertown?
3 schools rated nearby
Location
Chestertown, MD, 21620
Price history
7 events
DateEventPrice$/sqftSource
Dec 5, 2025Sold$550,000$142Bright MLS
Nov 6, 2025Contingent$574,000$148Bright MLS
Oct 31, 2025Listed For Sale$574,000$148Bright MLS
May 19, 2009Sold$290,000$75Public Record
Sep 13, 2008Listing Removed$429,900$111Long and Foster Real Estate
May 27, 2008Listed For Sale$429,900$111Long and Foster Real Estate
Jun 30, 1993Sold$24,500$6Public Record
Sold$550,000
Dec 5, 2025•$142/sqft•Bright MLS
Contingent$574,000
Nov 6, 2025•$148/sqft•Bright MLS
Listed For Sale$574,000
Oct 31, 2025•$148/sqft•Bright MLS
Sold$290,000
May 19, 2009•$75/sqft•Public Record
Listing Removed$429,900
Sep 13, 2008•$111/sqft•Long and Foster Real Estate
Listed For Sale$429,900
May 27, 2008•$111/sqft•Long and Foster Real Estate
Sold$24,500
Jun 30, 1993•$6/sqft•Public Record
Tax history
25 years of records
YearTax paidAssessed value
Apr 10, 2025$4,717$494,400
Apr 10, 2024$4,309$457,467
Apr 10, 2023$3,961$420,533
Apr 10, 2022$3,614$383,600
Apr 10, 2021$3,448$359,467
Apr 10, 2020$3,216$335,333
Apr 10, 2019$2,985$311,200
Apr 10, 2018$2,850$297,167
Apr 10, 2017$2,775$283,133
Apr 10, 2016$1,341$269,100
Apr 10, 2015$1,341$269,100
Apr 10, 2014$1,341$269,100
Apr 10, 2013—$276,300
Apr 10, 2012—$276,300
Apr 10, 2011—$276,300
Apr 10, 2010—$309,990
Apr 10, 2009—$384,692
Apr 10, 2008—$326,766
Apr 10, 2007—$268,840
Apr 10, 2006—$243,286
Apr 10, 2005—$217,733
Apr 10, 2004—$192,180
Apr 10, 2003—$192,180
Apr 10, 2002—$192,180
Apr 10, 2001—$200,880
Nearby homes
Neighborhood details
Local context around this listing
Chestertown, MD • Queen Annes County
Nearby neighborhoods
Chesapeake Landing
Nearby cities
BettertonChestertownGalenaGeorgetownKennedyvilleMasseyMillingtonRock Hall
Nearby zip codes
2162021690
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