21146 Montana Avenue Chestertown, MD $ 289,900
21146 Montana Avenue
$ 289,900
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21146 Montana Avenue

Chestertown, MD, 21620
$ 289,900
Bedrooms2 Baths1.1 Sq 1,500

Monthly Estimate*

$ 1,830

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Single Family Home for sale in Chestertown, MD

for $289,900 with 2 bedrooms and 1 full bath, 1 half bath. This 1,500 square foot home was built in 1990 on a lot size of 0.41.

Escape to the Eastern Shore! Nestled among mature trees on a .41 acre wooded lot, this charming Cape Cod-style home offers the perfect blend of privacy, comfort, and Eastern Shore living. Located in the desirable waterfront community of Tolchester Estates, this home features approximately 1,500 square feet with 2 bedrooms, 1.5 baths, and a spacious loft that can easily serve as a third bedroom, home office, or additional living space. The welcoming living room and eat-in kitchen both feature sliding glass doors that open to the side deck, creating a wonderful space for entertaining or simply relaxing while enjoying the peaceful surroundings. The kitchen offers vinyl plank flooring, oak cabinetry, an electric range, built-in microwave, dishwasher, and plenty of space for casual dining. The primary bedroom includes two closets and a private half bath, while the second bedroom features convenient washer and dryer hookups. Upstairs, the spacious loft boasts beautiful wood flooring and access to a second-story deck overlooking the wooded backyard. Stay comfortable year-round with central air conditioning, electric baseboard heat, and the cozy warmth of a wood stove that serves as an excellent supplemental heat source during the cooler months. Additional updates include a newer central A/C system (approximately 6 years old), a new water heater, and a new water softener. Need extra space for hobbies, storage, or projects? The detached 20' x 24' outbuilding with electricity, wood flooring, and a garage door offers endless possibilities as a workshop, studio, or storage for your outdoor gear. Enjoy everything Tolchester Estates has to offer, including exclusive resident access to a private community beach and boat ramp. Just a short walk or golf cart ride away, you'll also find Tolchester Marina and The Shanty Beach Bar, where you can enjoy waterfront dining, live music, boating, and breathtaking Chesapeake Bay sunsets. Whether you're searching for a full-time residence, weekend getaway, or vacation home, this property offers an incredible opportunity to enjoy the Chesapeake Bay lifestyle while adding your own personal touches. Being sold as-is.

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Single Family Active

Price

$ 289,900

Bedrooms

2

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 1,813

Style

A-Frame,Cabin/Lodge

Lot Size

0.41

Year Built

1990

Town/City

Chestertown

County/Region

Kent

MLS | Web ID

MDKE2006858

Features
General
Living Area 1500
Sewer Public Sewer
Heating Baseboard - Electric Wood Burn Stove
Cooling Central A/C
Possession Settlement
Appliances Built-In Microwave Dishwasher Oven/Range - Electric Washer/Dryer Hookups Only Water Conditioner - Owned Water Heater
Zoning CAR
Garage Spaces 1.00
Patio/Porch Features Deck(s)
Architectural Style A-Frame Cabin/Lodge
Construction Materials Frame Wood Siding
School District KENT COUNTY PUBLIC SCHOOLS
Exclusions Vintage Rakes
Year Built 1990
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
County KENT
New Construction N
Property Type Residential
HOA N
Subdivision Name TOLCHESTER ESTATES
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 1
Status ACTIVE
Directions Use GPS
City CHESTERTOWN
Body of Water Chesapeake Bay
Disclosures Prop Disclaimer
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 18000.00
Tax Annual Amount 1813.0
Home Warranty Y/N N
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 193.27
Acceptable Financing Cash Conventional FHA USDA VA
Historic Y/N N
Lease Considered Y/N N
Vacation Rental Y/N N
Standard Status Active
Year Built Source Assessor
Legal Subdivision TOLCHESTER ESTATES
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Interior
Interior Amenities Bathroom - Tub Shower Carpet Combination Kitchen/Dining Entry Level Bedroom Family Room Off Kitchen Floor Plan - Traditional Kitchen - Country Stove - Wood Water Treat System Wood Floors
Heating Fuel Electric Wood
Flooring Carpet Laminate Plank Vinyl Wood
Total Fireplaces 1
Fireplace Features Brick Wood
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 1500
Half Baths 1
Central Air Y/N Y
Total Bedrooms 2
Below Grade Finished Area 0
Main Level Bedrooms 2
Below Grade Finished Area Unit Type Square Feet
Laundry Type Hookup Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
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Exterior
Exterior Amenities Outbuilding(s)
Pool No Pool
Parking Features Gravel Driveway
Lot Features Front Yard Partly Wooded Rear Yard
Water Source Well
Garage Features Additional Storage Area
Type of Parking Detached Garage Driveway Off Street
Foundation Details Crawl Space
Spa N
Water View Y/N N
Lot Size Acres 0.41
Water Body Type Bay
Lot Size Source Estimated
Waterfront Y/N N
Horse Y/N N
Land Assessed Value 53200.00
Navigable Water Y/N N
Water Oriented Y/N Y
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Internal Only
Street Number 1 21146
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* Excluded Features
List By
Cross Street Realtors Llc

Broker

jody@csrealtors.com

Email

Affordability Calculator

$1,982
Per Month
92%
8%
0%
Monthly Principal & Interest
$1,830
Monthly Property Taxes
$151
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3535796 Elementary School
3533824 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
7/29/2026$289,900 Listed Price

Map


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21146 Montana Avenue, Chestertown, MD, 21620 is a Single Family Home for sale at $289,900 with 1,500 sqft and a lot size of 0.41. 21146 Montana Avenue has 2 bedrooms, 1.1 baths, and was built in 1990. The property's zip code is 21620 which is in Chestertown, MD