121 W Chestnut Saint Michaels, MD $ 1,395,000
121 W Chestnut
$ 1,395,000
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121 W Chestnut

Saint Michaels, MD, 21663
$ 1,395,000
Bedrooms3 Baths2.1 Sq 2,540

Monthly Estimate*

$ 8,589

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Single Family Home for sale in Saint Michaels, MD

for $1,395,000 with 3 bedrooms and 2 full baths, 1 half bath. This 2,540 square foot home was built in 1890 on a lot size of 0.17.

121 West Chestnut Street is a true gem among the historic houses in St. Michaels. First time offered in a decade, the 1890 colonial embodies all the desirable features of an older home on the exterior an inviting covered front porch, wood shingle siding, a two-bay center hall two story architecture, bracing chimneys on each end and true divided double hung windows in the front. Once inside, this home surprises with a light filled open interior and a seamlessly flowing floor plan. The important historic features, such as wood flooring, built ins and fireplace have been well preserved, but with its well thought out renovations and a sizable addition, the house now features large open rooms, an impressive gourmet kitchen and an attractive modern primary bedroom with walk-in closet and bath. The kitchen opens to the back yard and features a large island with seating for five, farm sink, five burner gas cooktop with faucet, wall oven and convection microwave, ample cabinet space, and granite and quartz counters. The adjacent dining room includes built ins with a beverage refrigerator and a decorative fireplace that could be converted to electric or gas. The living room is anchored by a gas fireplace, built in cabinets, and shelving. The home offers four bedrooms, one of which currently serves as an office, accessible from both the primary and secondary staircase. The living area is rounded out by a dedicated laundry room with access to the backyard, and a sitting room. The lot has alley access from the back and while currently not in place, could have parking at the rear. A sizable outbuilding offers plenty of space for storage. This home is just steps away from the park and public dock on San Domingo Creek, and the St. Michaels Nature Trail.

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Single Family Active

Price

$ 1,395,000

Bedrooms

3

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 8,592

Style

Colonial

Lot Size

0.17

Year Built

1890

Town/City

Saint Michaels

County/Region

Talbot

MLS | Web ID

MDTA2013474

Features
General
Living Area 2540
Sewer Public Sewer
Heating Heat Pump(s) Other
Cooling Central A/C Ceiling Fan(s) Ductless/Mini-Split
Possession Coin w/Sell Sett
Appliances Cooktop Dishwasher Dryer Exhaust Fan Oven - Wall Range Hood Refrigerator Washer Stainless Steel Appliances
Zoning R
Architectural Style Colonial
Construction Materials Frame
School District TALBOT COUNTY PUBLIC SCHOOLS
Year Built 1890
Levels 2
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Municipality Saint Michaels
Accessibility None
County TALBOT
New Construction N
Property Type Residential
HOA N
Subdivision Name HISTORIC DISTRICT
Garage Y/N N
Water Access Y/N Y
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions Talbot Street to left on West Chestnut property on right towards end no sign
City SAINT MICHAELS
Body of Water San Domingo Creek
Disclosures Lead Based Paint - Federal Lead Based Paint - State Prop Disclaimer
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 7500.00
Tax Annual Amount 8592.0
Home Warranty Y/N N
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Number of Community Docks 1
Bathrooms Full Main Level 0
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 549.21
Lease Considered Y/N N
Vacation Rental Y/N N
Standard Status Active
Year Built Source Assessor
Legal Subdivision *
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Interior
Interior Amenities Attic Bathroom - Walk-In Shower Bathroom - Tub Shower Built-Ins Ceiling Fan(s) Crown Moldings Double/Dual Staircase Kitchen - Gourmet Kitchen - Island Primary Bath(s) Recessed Lighting Formal/Separat
Heating Fuel Electric
Total Fireplaces 1
Fireplace Features Gas/Propane Mantel(s)
Hot Water Electric
Basement (Y/N) N
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 2540
Half Baths 1
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Room Type Living Room Dining Room Primary Bedroom Bedroom 2 Bedroom 3 Kitchen Foyer Laundry Mud Room Office Bathroom 2 Primary Bathroom Half Bath
Main Level Bedrooms 0
Below Grade Finished Area Unit Type Square Feet
Laundry Type Main Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 3
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Exterior
Exterior Amenities Outbuilding(s)
Pool No Pool
Lot Features Landscaping
Water Source Public
Type of Parking On Street
Foundation Details Crawl Space
Water View Y/N N
Lot Dimensions 60.00 x
Lot Size Acres 0.17
Water Body Type River
Lot Size Source Assessor
Waterfront Y/N N
Water Access Features Canoe/Kayak
Number of Docks 0
Land Assessed Value 419800.00
Navigable Water Y/N Y
Water Oriented Y/N Y
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Internal Only
Street Number 1 121
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* Excluded Features
List By
Benson & Mangold, Llc

Broker

carolina@talbotrealestate.com

Email

Affordability Calculator

$9,305
Per Month
92%
8%
0%
Monthly Principal & Interest
$8,589
Monthly Property Taxes
$716
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% 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
3533924 Elementary School
3534231 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
4/14/2026$1,395,000 Listed Price

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121 W Chestnut, Saint Michaels, MD, 21663 is a Single Family Home for sale at $1,395,000 with 2,540 sqft and a lot size of 0.17. 121 W Chestnut has 3 bedrooms, 2.1 baths, and was built in 1890. The property's zip code is 21663 which is in Saint Michaels, MD