Date
Details
Price
Change
Source
7/28/2026
Listed
$289,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/56
$289,900 Sale Pending
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Property Description
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.
Full Property Details
Full Property Details for 21146 Montana Ave
General
- Price: $289,900
- Taxes: $1,813 (2025)
- Status: Pending
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDKE2006858
- Updated: 8/22/2026
- Added to Site: 29 day(s) ago
Interior
- Interior Features: 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
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Brick, Wood
- Appliances: Built-In Microwave, Dishwasher, Oven/Range - Electric, Washer/Dryer Hookups Only, Water Conditioner - Owned, Water Heater
- Flooring: Carpet, Laminate Plank, Vinyl, Wood
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
- Main Floor Baths: 2
- Main - Full Baths: 1
- Main - 1/2 Baths: 1
Bedrooms
- Total Bedrooms: 2
- Bedrooms Main & Up: 2
Other Rooms
- Laundry: Hookup, Main Floor
Exterior
- Exterior Features: Outbuilding(s)
- Porch/Patio/Deck: Deck(s)
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 5
- Parking Features: Gravel Driveway
- Parking Type: Detached Garage, Driveway, Off Street
- Garage Description: Additional Storage Area
Location
- County: KENT
- Subdivision: TOLCHESTER ESTATES
- Driving Directions: Use GPS
School Information
- School District: Kent County Public Schools
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Baseboard - Electric, Wood Burn Stove
- Heating Fuel: Electric, Wood
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Well
Structural Information
- Architectural Style: A-Frame, Cabin/Lodge
- Structure Type: Detached
- Construction: Frame, Wood Siding
- Foundation: Crawl Space
- Walls/Ceilings: Dry Wall
- Stories Description: Main
- Square Feet: 1,500
- Sq. Ft. Source: Assessor
- Living Area: 1,500 Sq. Ft.
- Finished Above Grnd: 1,500 Sq. Ft.
- Year Built: 1990
- Year Built Source: Assessor
Additional Structures
- Other Structures: Shed
Lot Features
- Lot Size (Acres): 0.41
- Lot Size (Sq. Ft.): 18,000
- Lot Size Source: Estimated
- Zoning: CAR
- Lot Description: Front Yard, Partly Wooded, Rear Yard
Water Features
- Water Front Type: Bay
- Water Front Name: Chesapeake Bay
Financial Considerations
- Price Per Sq. Ft.: $193.27
- Assessment Year: 2026
- County Tax: $1,813
- County Tax Freq: Annually
- Tax w/Assessment: $167,500
- Tax Amount: $1,813
- Tax Year: 2025
- Tax Total Finished Sq. Ft.: 1500
Disclosures and Reports
- Ownership: Fee Simple
- Exclusions: Vintage Rakes
Listed by Cross Street Realtors LLC, Jody Baker
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Listing agent
— 21146 Montana Ave —
Jody Baker
Cross Street Realtors LLC
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 21146 Montana Ave
School District:Kent County Public Schools
| Name | Grades | Distance |
|---|---|---|
Rock Hall Elementary School 21203 West Sharp Street, Rock Hall, MD 21661 | PK-5 | 5.8 mi |
Kent County Middle School 402 East Campus Avenue, Chestertown, MD 21620 | 6-8 | 9.5 mi |
Kent County High School 25301 Lambs Meadow Road, Worton, MD 21678 | 9-12 | 9.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 21146 Montana Ave
Tax History
Tax History for 21146 Montana Ave
Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,813
—
$167,500
5%
2025
$1,813
5%
$159,900
5%
2024
$1,727
2%
$152,300
1%
2023
$1,685
—
$151,100
1%
2022
$1,685
1%
$149,900
1%
2020
$1,672
—
$148,700
1%
2021
$1,672
1%
$147,467
1%
2020
$1,658
1%
$146,233
1%
2019
$1,644
—
$145,000
—
2018
$1,644
—
$145,000
—
2017
$1,644
-1%
$145,000
-1%
2015
$1,665
100%
$146,800
—
2014
$832
—
$146,800
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 21146 Montana Ave
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- Single Family
- Active
- Updated 2 hours ago
- 3Beds
- 2Total Baths
- 2,264Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 1Total Bath
- 1,056Sq. Ft.
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- Single Family
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 1,089Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 3Beds
- 2Total Baths
- 1,300Sq. Ft.
- Single Family
- Active
- Updated 11 hours ago
- 4Beds
- 4Total Baths
- 3,720Sq. Ft.
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- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 2Total Baths
- 3,564Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 2,698Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,381Sq. Ft.
- Single Family
- Active
- Updated 6 days ago
- 4Beds
- 3Total Baths
- 2,784Sq. Ft.
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21146 Montana Avenue, Chestertown, MD 21620 (MLS# MDKE2006858) is a Single Family property with 2 bedrooms, 1 full bathroom and 1 partial bathroom. 21146 Montana Avenue is currently listed for $289,900 and was received on July 28, 2026. Want to learn more about 21146 Montana Avenue? Do you have questions about finding other Single Family real estate for sale in Chestertown? You can browse all Chestertown real estate or contact a Coldwell Banker agent to request more information.