100 Grace St

St. Michaels, MD 21663

$1,099,000
Price
2
Beds
1,445 Sq. Ft.
$761 / Sq. Ft.
1,445
Sq. Ft.
$761
per Sq. Ft.
Pending
Pending
a front view of a house with garden
a view of backyard with sitting area
a view of a patio with table and chairs and potted plants
a backyard of a house with outdoor seating
a living room with furniture a flat screen tv and a fireplace
a living room with furniture a flat screen tv and a fireplace
a living room with furniture and a potted plant
a living room with furniture and a wooden floor
a living room with furniture and window
a living room with furniture and a fireplace
a bedroom with a bed and a fireplace
a kitchen with a sink stove cabinets and refrigerator
a kitchen with a sink stove and refrigerator
a kitchen with a sink stove and refrigerator
a dining room with furniture and window
a bedroom with a bed and window
a bedroom with a large bed and a window
a living room with furniture flat screen tv and a large window
a bathroom with a toilet a sink a vanity and mirror
a bathroom with a toilet and a shower
a living room with furniture and a fireplace
a bathroom with a toilet sink and mirror
a bathroom with a sink a toilet and a window
a bedroom with a bed and a window
a bedroom with a bed and a window
a bedroom with a bed and a window
a bedroom with a bed and a window
a bedroom with bed and window
a view of houses with yard and plants
a front view of a house with a garden
a front view of a house with garden
a view of a house with backyard and sitting area
a view of a backyard
a street view with tall buildings and cars
a front view of a building with street
a front view of a house with a street
a view of a street with sitting area
a front view of a house
a view of a street with sitting area
a dining room with furniture and wooden floor
a view of street with parked cars
a front view of a house with a yard
a view of a brick house with a large windows
front view of a house with a street
a view of a street with stores

Description

Located in the heart of St. Michaels' historic district, this adorable cottage has a rare zoning that allows for short term vacation rental, and it has been a very successful one. The current owner has great reviews and reports revenues of $65,000 in 2025. There is excellent bedroom separation, with one bedroom on the first floor in the back, the other on the second floor in the front. The kitchen was recently renovated and the heating/air conditioning was replaced in 2024. The yard is spacious,...Located in the heart of St. Michaels' historic district, this adorable cottage has a rare zoning that allows for short term vacation rental, and it has been a very successful one. The current owner has great reviews and reports revenues of $65,000 in 2025. There is excellent bedroom separation, with one bedroom on the first floor in the back, the other on the second floor in the front. The kitchen was recently renovated and the heating/air conditioning was replaced in 2024. The yard is spacious, with a fenced oyster shell yard featuring a firepit and off street parking for two cars. This home is turnkey - all furnishings and short term rental supplies included. Don't miss this rare opportunity!
  1. Listed by Debra S Crouch • Benson & Mangold, LLC
    P: (410)-924-0771 dcrouch@bensonandmangold.com

Property Details for 100 Grace Street

Tax ID Number
2102064251
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Cottage
Levels/Stories
2
Furnished
Yes
LISTING UPDATED: 12/22/2025 02:19 PM

Property Details for 100 Grace Street

StatusPending
MLS #MDTA2012378
Days on Market29
Taxes$5,764 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1890
Lot Size0.18 AC / 7,725 SF
CountyTalbot County

Location

Listing Courtesy of Benson & Mangold, LLC
Add your commute

Building Information for 100 Grace Street

Stories2Year Built1890Building Size-Lot Size0.18 AC / 7,725 SF

Payment Calculator

$5,837 per month

30 year fixed, 6.15% Interest

Principal and Interest

$5,356

Property Taxes

$480

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 100 Grace Street

Location
Location
  • In City Limits: Yes
  • School District Name: TALBOT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138072466
  • SchoolDistrictSource: Listing Agent
  • County: TALBOT
Waterfront / Water Access
Waterfront / Water Access
  • Water View: No
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $458,100
  • Year Assessed: 2025
  • County Tax: $3,611
  • Improvement Assessed Value: $194,700
  • City Town Tax: $2,153
  • Land Assessed Value: $263,400
  • Special Assessment Pymnt: Annually
  • Clean Green Assessed: No
  • Municipal Trash: Yes
  • Land Use Code: R
  • Zoning: C
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 1
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
  • # Bathrooms Half All Upper Levels: 0
Upper Level 1
  • # Bedrooms Count Upper Level: 1
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
  • # Bathrooms Half Upper Level: 0
Rooms
  • Room List: Living Room, Primary Bedroom, Sitting Room, Bedroom 2, Kitchen, Family Room, Laundry, Primary Bathroom, Full Bath, Half Bath
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Bedroom 2
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - HardWood
Room 2
  • Room Type: Living Room
  • Room Length: 15.0
  • Room Width: 10.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Fireplace - Wood Burning, Chair Rail, Ceiling Fan(s)
Room 3
  • Room Type: Primary Bedroom
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Carpet
Room 4
  • Room Type: Kitchen
  • Room Length: 20.0
  • Room Width: 15.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank, Countertop(s) - Granite, Kitchen - Eat-in, Kitchen - Gas Cooking
Room 5
  • Room Type: Sitting Room
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Fireplace - Wood Burning, Flooring - HardWood
Room 6
  • Room Type: Half Bath
  • Room Level: Main
  • Room Exists: Yes
Room 7
  • Room Type: Full Bath
  • Room Length: 8.0
  • Room Width: 4.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank, Bathroom - Stall Shower
Room 8
  • Room Type: Primary Bathroom
  • Room Length: 7.0
  • Room Width: 5.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank, Bathroom - Walk-In Shower
Room 9
  • Room Type: Family Room
  • Room Length: 15.0
  • Room Width: 13.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Wood, Fireplace - Wood Burning, Built-Ins
Room 10
  • Room Type: Laundry
  • Room Length: 7.0
  • Room Width: 4.0
  • Room Level: Main
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 1,445.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Size Dimensions: 75.00 x
  • Lot Dimensions Source: Assessor
  • Lot Features: Landscaping
  • Fencing: Fully
  • Parcel ID: 5291599
Parking
Parking
  • Type Of Parking: Off Street
  • Off Street - # of Spaces: 2
Interior Features
Interior Features
  • Interior Features: Attic, Family Room Off Kitchen, Kitchen - Country, Kitchen - Table Space, Dining Area, Kitchen - Eat-In, Built-Ins, Window Treatments, Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 2
  • Fireplace Features: Mantel(s)
  • Appliances: Dishwasher, Stove, Refrigerator, Washer, Dryer, Microwave
  • Accessibility Features: None
  • Laundry Type: Main Floor
Exterior Features
Exterior Features
  • Exterior Features: BBQ Grill, Outbuilding(s)
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Public
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS
  • List Agent URL: www.SaintMichaelsWaterfront.com

Property History for 100 Grace Street

DateEvent & SourcePriceAppreciation
Dec 22, 2025

Pending

BRIGHT #MDTA2012378

—
Nov 24, 2025

Listed (Active)

BRIGHT #MDTA2012378

$1,099,000—
Jun 30, 2017

Closed (Public Record)

Public Record #609828022

$395,000—
Sep 30, 2016

Withdrawn

BRIGHT #1008131600

—
Feb 23, 2016

Listed (Active)

BRIGHT #1008131600

$395,000—
Oct 2, 2015

Expired

BRIGHT #1007118024

$379,000—
Oct 3, 2014

Listed (Active)

BRIGHT #1007118024

$429,000—
May 15, 1998

Closed

BRIGHT #MDTA114750

$215,000—
Mar 14, 1998

Pending

BRIGHT #MDTA114750

—
Mar 13, 1998

Listed (Active)

BRIGHT #MDTA114750

$235,000—
DateEvent & SourcePrice
12/22/2025

Pending

BRIGHT #MDTA2012378

—
11/24/2025

Listed (Active)

BRIGHT #MDTA2012378

$1,099,000
06/30/2017

Closed (Public Record)

Public Record #609828022

$395,000
09/30/2016

Withdrawn

BRIGHT #1008131600

—
02/23/2016

Listed (Active)

BRIGHT #1008131600

$395,000
10/02/2015

Expired

BRIGHT #1007118024

$379,000
10/03/2014

Listed (Active)

BRIGHT #1007118024

$429,000
05/15/1998

Closed

BRIGHT #MDTA114750

$215,000
03/14/1998

Pending

BRIGHT #MDTA114750

—
03/13/1998

Listed (Active)

BRIGHT #MDTA114750

$235,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 100 Grace Street

Taxable ValueLand$263,400Additions$194,700Total$458,100
Tax Record2023$4,769 ($397 / month)
Home Facts
Beds0Baths1Total Finished SqFt1,445 SqFtAbove Grade Finished SqFt1,445 SqFtStories2Lot Size7,725 SqFtStyleSingle Family ResidenceYear Built1890CountyTALBOTAPN02-064251Fireplace TypeHas Fireplace

Schools near 100 Grace Street

This home is within Talbot County Public Schools.
Rating
School
Type
Grades
Distance
St. Michaels Elementary School
Public - PK to 5
St. Michaels Middle/High School
Public - 6 to 12
Easton High School
Public - 9 to 12
Rating
School
Distance
St. Michaels Elementary School
PublicPK to 5

St. Michaels Middle/High School
Public6 to 12

Easton High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of Benson & Mangold, LLC

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 12/22/2025 02:19 PM