$775,000
SOLD DEC 2, 2025

106 Grace St Saint Michaels, MD 21663

3 Beds
1.5 Baths
2,068 Sq Ft
3,920 Sq Ft Lot

Recently Sold

$375 Per Sq Ft

1% Below List Price

3 Days on Market

Highlights

  • Home fronts navigable water
  • Fishing Allowed
  • Deck
  • Canoe or Kayak Water Access
  • Colonial Architecture
  • 3-minute walk to Saint Marys Square

About This Home

As of December 2025

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!

Last Agent to Sell the Property

Kate Koeppen

(410) 829-0705 katekoeppen@lovsmre.com Chesapeake Bay Real Estate Plus, LLC License #584287 Listed on: 10/14/2025

Last Buyer's Agent

Maggie Rhodes

(240) 997-1507 mrhodes@ttrsir.com TTR Sotheby's International Realty

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $6,588

Year Built

  • Built in 1890

Lot Details

  • 3,920 Sq Ft Lot
  • Home fronts navigable water
  • Downtown Location
  • West Facing Home
  • Picket Fence
  • Back Yard Fenced
  • Landscaped
  • No Through Street
  • Sprinkler System
  • Historic Home
  • Property is in very good condition
  • Zoning described as Residential Historic District

Home Design

  • Colonial Architecture
  • Traditional Architecture
  • Pillar, Post or Pier Foundation
  • Metal Roof
  • Shingle Siding
  • Chimney Cap
  • Cedar

Interior Spaces

  • 2,068 Sq Ft Home
  • Property has 2 Levels
  • Recessed Lighting
  • Wood Burning Fireplace
  • Fireplace Mantel
  • Window Treatments
  • Entrance Foyer
  • Family Room
  • Living Room
  • Dining Room
  • Screened Porch
  • Wood Flooring
  • Garden Views
  • Crawl Space
  • Attic

Kitchen

  • Breakfast Area or Nook
  • Electric Oven or Range
  • Built-In Microwave
  • Ice Maker
  • Dishwasher
  • Stainless Steel Appliances
  • Disposal
  • Instant Hot Water

Bedrooms and Bathrooms

  • 3 Bedrooms
  • Walk-In Closet
  • Walk-in Shower

Laundry

  • Laundry Room
  • Laundry on upper level

Home Security

  • Motion Detectors
  • Storm Doors
  • Fire and Smoke Detector
  • Flood Lights

Parking

  • 2 Parking Spaces
  • 2 Driveway Spaces
  • Gravel Driveway
  • Off-Street Parking

Outdoor Features

  • Canoe or Kayak Water Access
  • Public Water Access
  • River Nearby
  • Deck
  • Screened Patio
  • Exterior Lighting
  • Shed

Utilities

  • Zoned Heating and Cooling System
  • Heat Pump System
  • Electric Baseboard Heater
  • Tankless Water Heater
  • Propane Water Heater
  • Municipal Trash
  • Cable TV Available

Listing and Financial Details

  • Assessor Parcel Number 2102060094

Community Details

Overview

  • No Home Owners Association
  • St. Michaels Subdivision
  • Electric Vehicle Charging Station

Recreation

  • Fishing Allowed

Home Details

Home Type

Single Family

Est. Annual Taxes

$6,588

Year Built

Built in 1890

Lot Details

0

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Architectural Style: Colonial, Traditional
  • Ownership: Fee Simple
  • Exclusions: Chandelier in dining area, lace cafe curtains
  • Historic: Yes
  • Inclusions: Hot tub negotiable
  • New Construction: No
  • Story List: Main, Upper 1
  • Federal Flood Zone: No
  • Year Built: 1890
  • Automatically Close On Close Date: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Built-In Microwave, Dishwasher, Disposal, Icemaker, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Water Heater - Tankless
  • Flooring Type: Hardwood
  • Interior Amenities: Bathroom - Walk-In Shower, Breakfast Area, Recessed Lighting, Sprinkler System, Walk-In Closet(s), Window Treatments, Wood Floors
  • Fireplace Features: Mantel(s), Equipment, Wood
  • Fireplaces Count: 1
  • Fireplace: Yes
  • Door Features: Storm
  • Foundation Details: Crawl Space, Pillar/Post/Pier
  • Levels Count: 2
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Kitchen, Family Room, Foyer, Laundry, Bathroom 1, Attic, Half Bath, Screened Porch
  • Basement: No
  • Laundry Type: Upper Floor
  • Total Sq Ft: 2068
  • Living Area Sq Ft: 2068
  • Price Per Sq Ft: 377.18
  • Above Grade Finished Sq Ft: 2068
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 3
  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Main Level Bathrooms: 1.00
  • Upper Level Bathrooms: 1
  • Upper Level Bathrooms: 1.00
  • Main Level Half Bathrooms: 1

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Other Structures List: Shed
  • Construction Materials: Shingle Siding, Cedar
  • Exterior Features: Chimney Cap(s), Exterior Lighting, Flood Lights, Secure Storage, Underground Lawn Sprinkler
  • Road Surface Type: Black Top
  • Roof: Metal
  • View: Street, Garden/Lawn
  • Water Access Features: Canoe/Kayak, Fishing Allowed, Public Access
  • Water Access: Yes
  • Water Body Name: Miles River, San Domingo Creek
  • Water Body Type: River
  • Waterfront: No
  • Water Oriented: Yes
  • Pool: No Pool
  • Tidal Water: No
  • Water View: No

Garage/Parking

  • Garage: No
  • Parking Features: Gravel Driveway
  • Total Garage And Parking Spaces: 2
  • Type Of Parking: Driveway, Off Street
  • Number of Spaces in Driveway: 2

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C, Heat Pump(s)
  • Heating Fuel: Electric
  • Heating Type: Heat Pump(s), Baseboard - Electric, Zoned
  • Heating: Yes
  • Hot Water: Instant Hot Water, Propane
  • Security: Motion Detectors, Smoke Detector
  • Sewer/Septic System: Public Sewer
  • Utilities: Cable Tv, Propane
  • Water Source: Public
  • Municipal Trash: Yes
  • Internet Services: Broadband, Fiber Optic

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No

Schools

  • School District Source: Listing Agent

Lot Info

  • Fencing: Fully, Rear, Picket
  • Lot Features: Landscaping, No Thru Street
  • Lot Size Acres: 0.09
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 3920.00
  • Outdoor Living Structures: Porch(es), Screened, Deck(s)
  • Property Condition: Very Good
  • Zoning: R
  • Zoning Description: Residential Historic District
  • In City Limits: Yes

Rental Info

  • Lease Considered: No
  • Pets: No Pet Restrictions
  • Pets Allowed: Yes
  • Vacation Rental: No

Tax Info

  • Tax Annual Amount: 6588.00
  • Assessor Parcel Number: 2102060094
  • County Tax Payment Frequency: Annually
  • Tax Year: 2025

MLS Schools

  • School District Name: TALBOT COUNTY PUBLIC SCHOOLS

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Nov 8, 2018
Closed on
Mar 29, 2019
Sold by
Pease Cynthia A
Bought by
Jones Richard C and Jones Melissa W
Seller's Agent
Jenny Benson
Benson & Mangold, LLC
Buyer's Agent
Kate Koeppen
Chesapeake Bay Real Estate Plus, LLC
List Price
$529,000
Sold Price
$518,000
Premium/Discount to List
-$11,000
-2.08%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
6.20%
Original Mortgage
$150,000
Outstanding Balance
$131,607
Interest Rate
4.3%
Estimated Equity
$645,712

Purchase Details

Listed on
Jul 31, 2012
Closed on
Jul 31, 2012
Sold by
Andreen Patricia Grundy
Bought by
Pease Cynthia A
Seller's Agent
Carolina Barksdale
Benson & Mangold, LLC
Buyer's Agent
Diane Gavin
Long & Foster Real Estate, Inc.
Sold Price
$403,500

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
3.82%
Original Mortgage
$290,000
Interest Rate
3.67%
Mortgage Type
New Conventional

Purchase Details

Closed on
Nov 10, 2010
Sold by
Betz Patricia B
Bought by
Andreen Patricia Grundy

Purchase Details

Closed on
Nov 9, 2010
Sold by
Grundy Patricia B
Bought by
Betz Patricia B

Purchase Details

Closed on
Jun 1, 2009
Sold by
Grundy James A
Bought by
Grundy Patricia B Trustee

Purchase Details

Closed on
Jul 8, 2008
Sold by
Grundy James A
Bought by
Grundy James A and Grundy Patricia B

Purchase Details

Closed on
Jun 3, 2008
Sold by
Grundy James A
Bought by
Grundy James A and Grundy Patricia B

Purchase Details

Closed on
Feb 6, 2006
Sold by
Wood Jeannine H
Bought by
Grundy James A and Grundy Patricia B

Purchase Details

Closed on
Sep 27, 1999
Sold by
Mosner James A
Bought by
Wood Jeannine H
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $518,000 Eastern Shore Title Company
Deed $403,500 Sage Title Group Llc
Deed -- --
Deed -- --
Deed -- --
Deed -- --
Deed -- --
Deed $565,000 --
Deed $285,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $150,000 No Value Available
Previous Owner $290,000 New Conventional
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
12/02/2025 12/02/25 Sold $775,000 -0.6% $375 / Sq Ft
10/17/2025 10/17/25 Pending -- -- --
10/14/2025 10/14/25 For Sale $780,000 +50.6% $377 / Sq Ft
04/01/2019 04/01/19 Sold $518,000 -2.1% $250 / Sq Ft View Prior Sale
11/29/2018 11/29/18 For Sale $529,000 0.0% $256 / Sq Ft
11/21/2018 11/21/18 Pending -- -- --
11/08/2018 11/08/18 For Sale $529,000 +31.1% $256 / Sq Ft
07/31/2012 07/31/12 Sold $403,500 -- -- View Prior Sale
Source: Bright MLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $6,903 $553,700 $233,700 $320,000
2024 $6,528 $528,733 $0 $0
2023 $5,983 $503,767 $0 $0
2022 $5,490 $478,800 $233,700 $245,100
2021 $10,285 $458,600 $0 $0
2020 $4,980 $438,400 $0 $0
2019 $4,750 $418,200 $175,000 $243,200
2018 $4,255 $409,900 $0 $0
2017 $3,902 $401,600 $0 $0
2016 $3,785 $393,300 $0 $0
2015 $4,912 $393,300 $0 $0
2014 $4,912 $393,300 $0 $0
Source: Public Records

Agents Affiliated with this Home

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Map

Source: Bright MLS

MLS Number: MDTA2012124

Bright MLS

APN: 02-060094