106 Grace St

St. Michaels, MD 21663

$775,000
Last Sold Price
3
Beds
2,068 Sq. Ft.
$375 / Sq. Ft.
2,068
Sq. Ft.
$375
per Sq. Ft.
Closed 12/2/25
Closed 12/2/25
front view of a house with a porch
a view of a roof deck with couches and wooden floor
a view of a house with a roof deck
a house view with a outdoor space
a view of lake view
a view of a city
an aerial view of multiple house
a front view of a house with garden
a view of outdoor space and yard
a house view with a outdoor space
a view of a house with a yard
a view of a porch with chairs and potted plants
a view of a porch with chairs and floor to ceiling window and wooden fence
a view of a house with a flower garden
a view of a dining room with furniture window and outside view
a view of a patio with table and chairs potted plants with floor to ceiling windows
a outdoor space with patio the table and chairs
a living room with furniture and a large window
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a living room with furniture and a large window
a view of entryway with wooden floor
a living room with furniture and a couch
a living room with furniture and a chandelier
a view of a dining room with furniture
a view of a dining room with furniture
a view of a dining room with furniture and chandelier
a view of a dining room with furniture and a chandelier
a kitchen with granite countertop a sink stove and cabinets
a kitchen with a sink stove and cabinets
a kitchen with stainless steel appliances granite countertop a sink a stove and a wooden cabinets
a kitchen with stainless steel appliances granite countertop a sink stove and cabinets
a bedroom with a bed and a window
a view of an entryway
a view of staircase with lots of frames on wall and a window
a view of an entryway with wooden floor
a bedroom with a bed and window
a living room with furniture and a flat screen tv
a bedroom with a bed and a television
2nd bedroom
a bedroom with a bed and wooden floor
a bedroom with a bed and a window
a bedroom with two beds and a window
a bedroom with a bed and wooden floor
a bathroom with a sink a mirror and a toilet
a bathroom with a granite countertop toilet sink and mirror
a bathroom with a granite countertop sink a mirror a toilet and shower
a bathroom with a sink toilet and shower
a view of a house with a boat
a sign on the side of a building
a view of a terrace with sitting area

Description

Grace and Gratitude perfectly describe this charming historic home on Grace Street in the heart of St. Michaels! Grace St. is one of the few streets in town that isn't a through street to traffic. It starts at Talbot St & "Restaurant Row" & ends at the waterfront & walking trail off San Domingo Creek. The cozy front porch & classic Eastern Shore red front door are a prelude to the delightful interior spaces within. Beautifully renovated to include a more traditional living room which flows into a...Grace and Gratitude perfectly describe this charming historic home on Grace Street in the heart of St. Michaels! Grace St. is one of the few streets in town that isn't a through street to traffic. It starts at Talbot St & "Restaurant Row" & ends at the waterfront & walking trail off San Domingo Creek. The cozy front porch & classic Eastern Shore red front door are a prelude to the delightful interior spaces within. Beautifully renovated to include a more traditional living room which flows into a large open floor plan for the family room & dining room. The designer inspired kitchen with breakfast bar opens to the dining room & is close to the backdoor that leads out to the relaxing 12x14 screened porch. The porch overlooks a magical backyard that is an oasis for nature & centered around an adorable Victorian shed. Beautifully finished hardwood floors, moldings & gingerbread staircase make this a magazine quality home! The 2nd floor bedrooms are each unique & comfortable. Many recent improvements include: encapsulated crawlspace, bathroom renovation, On demand hot water, backyard irrigation, fireplace tile surround, electric car charger & a hot tub that's negotiable. Enjoy classic St. Michaels & all it has to offer in the enchanting neighborhood of Grace Street!
  1. Listed by Kate Koeppen • Chesapeake Bay Real Estate Plus, LLC
    P: (410)-829-0705 katekoeppen@lovsmre.com

Property Details for 106 Grace Street

Tax ID Number
2102060094
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Colonial, Traditional
Levels/Stories
2
Waterfront
No
LISTING UPDATED: 12/02/2025 11:42 PM

Property Details for 106 Grace Street

StatusClosed
MLS #MDTA2012124
Days on Market5
Taxes$6,588 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1890
Lot Size0.09 AC / 3,920 SF
CountyTalbot County

Location

Listing Courtesy of Chesapeake Bay Real Estate Plus, LLC

Sold By TTR Sotheby's International Realty

Add your commute

Building Information for 106 Grace Street

Stories2Year Built1890Building Size-Lot Size0.09 AC / 3,920 SF

Payment Calculator

$4,326 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,777

Property Taxes

$549

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 106 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: Yes
  • Water Access Features: Canoe/Kayak, Fishing Allowed, Public Access
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: No
  • Water Body Name: Miles River, San Domingo Creek
  • Water Body Type: River
  • Distance To Body Of Water: 1.00
  • Distance To Body Of Water Units: Blocks
Association / Community Info
Association / Community Info
  • Elevator Use Fee: $0
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $553,700
  • Year Assessed: 2025
  • County Tax: $4,103
  • City Town Tax: $2,485
  • Clean Green Assessed: No
  • Municipal Trash: Yes
  • Land Use Code: R
  • Historic: Yes
  • Zoning: R
  • Zoning Dscrp: Residential Historic District
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Laundry, Bathroom 1, Attic, Half Bath, Screened Porch
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Living Room
  • Room Length: 21.0
  • Room Width: 16.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Fireplace - Wood Burning, Flooring - HardWood, Crown Molding, Lighting - Recessed
Room 2
  • Room Type: Family Room
  • Room Length: 19.0
  • Room Width: 14.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Crown Molding, Flooring - HardWood, Lighting - Recessed
Room 3
  • Room Type: Dining Room
  • Room Length: 12.0
  • Room Width: 11.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Crown Molding, Flooring - HardWood, Breakfast Bar, Lighting - Recessed
Room 4
  • Room Type: Kitchen
  • Room Length: 14.0
  • Room Width: 9.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Breakfast Bar, Built-Ins, Countertop(s) - Granite, Crown Molding, Flooring - HardWood, Kitchen - Electric Cooking, Lighting - Recessed, Lighting - Track, Pantry
Room 5
  • Room Type: Half Bath
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Countertop(s) - Solid Surface, Lighting - Wall sconces
Room 6
  • Room Type: Primary Bedroom
  • Room Length: 15.0
  • Room Width: 17.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Lighting - Recessed, Ceiling Fan(s), Walk-In Closet(s)
Room 7
  • Room Type: Bedroom 2
  • Room Length: 14.0
  • Room Width: 13.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Cathedral/Vaulted Ceiling, Ceiling Fan(s), Chair Rail, Flooring - HardWood, Lighting - Track, Window Treatments
Room 8
  • Room Type: Bedroom 3
  • Room Length: 15.0
  • Room Width: 7.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Cathedral/Vaulted Ceiling, Ceiling Fan(s), Flooring - HardWood, Lighting - Track, Window Treatments
Room 9
  • Room Type: Bathroom 1
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Bathroom - Walk-In Shower, Countertop(s) - Granite, Flooring - Ceramic Tile, Jack and Jill Bathroom, Lighting - Recessed, Lighting - Wall sconces, Window Treatments, Double Sink
Room 10
  • Room Type: Laundry
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Ceramic Tile, Lighting - Ceiling
Room 11
  • Room Type: Screened Porch
  • Room Length: 12.0
  • Room Width: 14.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Ceiling Fan(s), Flooring - Engineered Wood
Room 12
  • Room Type: Foyer
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Lighting - Track, Window Treatments, Built-Ins
Room 13
  • Room Type: Attic
  • Room Level: Upper 1
  • Room Exists: Yes
Building Info
Building Info
  • Total Finished SQFT: 2,068.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Landscaping, No Thru Street
  • Building Sites: 1.00
  • Road Surface Type: Black Top
  • Road Responsibility: Boro/Township
  • Fencing: Fully, Rear, Picket
  • Location Type: Downtown
  • Parcel ID: 5291237
Parking
Parking
  • Type Of Parking: Driveway, Off Street
  • Driveway - # of Spaces: 2
  • Parking Features: Gravel Driveway
Interior Features
Interior Features
  • Interior Features: Bathroom - Walk-In Shower, Breakfast Area, Recessed Lighting, Sprinkler System, Walk-in Closet(s), Window Treatments, Wood Floors
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Mantel(s), Equipment, Wood
  • Appliances: Built-In Microwave, Dishwasher, Disposal, Icemaker, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Water Heater - Tankless
  • Accessibility Features: None
  • Security Features: Motion Detectors, Smoke Detector
  • Door Features: Storm
  • Laundry Type: Upper Floor
Exterior Features
Exterior Features
  • Exterior Features: Chimney Cap(s), Exterior Lighting, Flood Lights, Secure Storage, Underground Lawn Sprinkler
  • Outdoor Living Structures: Porch(es), Screened, Deck(s)
  • Pool: No Pool
Utilities
Utilities
  • Utilities: Cable TV, Propane
  • Heating: Yes
  • Cooling Type: Central A/C, Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s), Baseboard - Electric, Zoned
  • Heating Fuel: Electric
  • Hot Water: Instant Hot Water, Propane
  • Water Source: Public
  • Sewer Septic: Public Sewer
  • Internet Services: Broadband, Fiber Optic
Confidential Data
Listing Office
  • List Agent AOR: Mid-Shore Board of REALTORS
  • List Agent URL: www.lovestmichaelsrealestate.com

Property History for 106 Grace Street

DateEvent & SourcePriceAppreciation
Dec 2, 2025

Closed

BRIGHT #MDTA2012124

$775,000—
Oct 17, 2025

Pending

BRIGHT #MDTA2012124

—
Oct 17, 2025

Active Under Contract

BRIGHT #MDTA2012124

—
Oct 14, 2025

Listed (Active)

BRIGHT #MDTA2012124

$780,000—
Apr 1, 2019

Closed

BRIGHT #MDTA100082

$518,000—
Mar 29, 2019

Closed (Public Record)

Public Record #642070838

$518,000

+3.8% / yr

Nov 21, 2018

Pending

BRIGHT #MDTA100082

—
Nov 8, 2018

Listed (Active)

BRIGHT #MDTA100082

$529,000—
Jul 31, 2012

Closed (Public Record)

Public Record #338828716

$403,500

-5.1% / yr

Jul 31, 2012

Closed

BRIGHT #1004099444

$403,500—
Jul 31, 2012

Pending

BRIGHT #1004099444

—
Jul 31, 2012

Listed (Active)

BRIGHT #1004099444

$449,000—
Feb 27, 2012

Withdrawn

BRIGHT #1009457370

$449,000—
Feb 27, 2012

Withdrawn

BRIGHT #1009457370

—
Sep 10, 2011

Listed (Active)

BRIGHT #1009457370

$485,000—
Feb 6, 2006

Closed (Public Record)

Public Record #192267477

$565,000—
Feb 6, 2006

Closed

BRIGHT #MDTA106372

$565,000—
Dec 16, 2005

Pending

BRIGHT #MDTA106372

—
Jul 22, 2005

Listed (Active)

BRIGHT #MDTA106372

$569,000—
Jul 21, 2005

Withdrawn

BRIGHT #MDTA132400

—
Aug 6, 2004

Withdrawn

BRIGHT #MDTA132400

$569,000—
Aug 6, 2004

Listed (Active)

BRIGHT #MDTA132400

$595,000—
Sep 24, 1999

Closed

BRIGHT #MDTA114360

$285,000—
Jul 19, 1999

Pending

BRIGHT #MDTA114360

—
Jun 6, 1999

Listed (Active)

BRIGHT #MDTA114360

$295,000—
DateEvent & SourcePrice
12/02/2025

Closed

BRIGHT #MDTA2012124

$775,000
10/17/2025

Pending

BRIGHT #MDTA2012124

—
10/17/2025

Active Under Contract

BRIGHT #MDTA2012124

—
10/14/2025

Listed (Active)

BRIGHT #MDTA2012124

$780,000
04/01/2019

Closed

BRIGHT #MDTA100082

$518,000
03/29/2019

Closed (Public Record)

Public Record #642070838

$518,000

+3.8% / yr

11/21/2018

Pending

BRIGHT #MDTA100082

—
11/08/2018

Listed (Active)

BRIGHT #MDTA100082

$529,000
07/31/2012

Closed (Public Record)

Public Record #338828716

$403,500

-5.1% / yr

07/31/2012

Closed

BRIGHT #1004099444

$403,500
07/31/2012

Pending

BRIGHT #1004099444

—
07/31/2012

Listed (Active)

BRIGHT #1004099444

$449,000
02/27/2012

Withdrawn

BRIGHT #1009457370

$449,000
02/27/2012

Withdrawn

BRIGHT #1009457370

—
09/10/2011

Listed (Active)

BRIGHT #1009457370

$485,000
02/06/2006

Closed (Public Record)

Public Record #192267477

$565,000
02/06/2006

Closed

BRIGHT #MDTA106372

$565,000
12/16/2005

Pending

BRIGHT #MDTA106372

—
07/22/2005

Listed (Active)

BRIGHT #MDTA106372

$569,000
07/21/2005

Withdrawn

BRIGHT #MDTA132400

—
08/06/2004

Withdrawn

BRIGHT #MDTA132400

$569,000
08/06/2004

Listed (Active)

BRIGHT #MDTA132400

$595,000
09/24/1999

Closed

BRIGHT #MDTA114360

$285,000
07/19/1999

Pending

BRIGHT #MDTA114360

—
06/06/1999

Listed (Active)

BRIGHT #MDTA114360

$295,000

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

Public Records for 106 Grace Street

Taxable ValueLand$233,700Additions$320,000Total$553,700
Tax Record2023$6,038 ($503 / month)
Home Facts
Beds0Baths1.5Total Finished SqFt2,068 SqFtAbove Grade Finished SqFt2,068 SqFtStories2Lot Size3,920 SqFtStyleSingle Family ResidenceYear Built1890CountyTALBOTAPN02-060094Fireplace TypeHas Fireplace

Schools near 106 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.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Chesapeake Bay Real Estate Plus, 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 12/02/2025 11:42 PM