Chris Wood
EXP Realty, LLC
(844) 256-3631
88 Total Sales
2 in Saint Michaels
$860K - $978K Price Range
106 Grace St Saint Michaels, MD 21663
Saint Michaels AreaEstimated Value: $699,000 - $838,601
3
Beds
1.5
Baths
2,068
Sq Ft
$376/Sq Ft
Est. Value
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 2025Grace 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
(410) 829-3603 dawnlednum@gmail.com Chesapeake Bay Real Estate Plus, LLC License #584287 Listed on: 10/14/2025
Last Buyer's Agent
(410) 745-2596 mrhodes@ttrsir.com TTR Sotheby's International Realty
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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
- Includes Fireplace Accessories
- 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
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Oct 14, 2025
Closed on
Dec 2, 2025
Sold by
Jones Richard C and Jones Melissa W
Bought by
Seller's Agent
Kate Koeppen
Chesapeake Bay Real Estate Plus, LLC
Buyer's Agent
Maggie Rhodes
TTR Sotheby's International Realty
List Price
$780,000
Sold Price
$775,000
Premium/Discount to List
-$5,000
-0.64%
Views
25
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$3,150
Avg. Annual Appreciation
0.54%
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
6.22%
Original Mortgage
$150,000
Interest Rate
4.3%
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
Coldwell Banker Realty
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
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
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$452,000
Interest Rate
6.27%
Mortgage Type
Purchase Money Mortgage
Purchase Details
Closed on
Sep 27, 1999
Sold by
Mosner James A
Bought by
Wood Jeannine H
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Saint Michaels, MD
-
Chris Wood
-
Nicole Schreibstein Abbott
Nicole Schreibstein Abbott
Responds QuicklyNorthrop Realty
(240) 690-5770
83 Total Sales
1 in Saint Michaels
$119,000 Price
-
Karla Wieland-Cherry
Karla Wieland-Cherry
Meredith Fine Properties
(410) 339-8350
31 Total Sales
3 in Saint Michaels
$220K - $575K Price Range
-
Charlotte Savoy
Charlotte Savoy
The KW Collective
(667) 771-4326
670 Total Sales
1 in Saint Michaels
$815,000 Price
-
Brian Gearhart
Brian Gearhart
Benson & Mangold, LLC
(667) 243-8199
303 Total Sales
30 in Saint Michaels
$301K - $3.7M Price Range
-
Amy Juras
Amy Juras
Long & Foster Real Estate, Inc.
(443) 214-3318
78 Total Sales
1 in Saint Michaels
$350,000 Price
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $775,000 | First American Title | ||
| Jones Richard C | $518,000 | Eastern Shore Title Company | |
| Pease Cynthia A | $403,500 | Sage Title Group Llc | |
| Andreen Patricia Grundy | -- | -- | |
| Betz Patricia B | -- | -- | |
| Grundy Patricia B Trustee | -- | -- | |
| Grundy James A | -- | -- | |
| Grundy James A | $565,000 | -- | |
| Wood Jeannine H | $285,000 | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Previous Owner | $150,000 | ||
| Previous Owner | Pease Cynthia A | $290,000 | |
| Previous Owner | Grundy James A | $452,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | -- | $256 / Sq Ft |
Source: Bright MLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
|---|---|---|---|---|
| 2026 | $6,903 | $607,267 | $0 | $0 |
| 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
-
Kate Koeppen
Seller's Agent in 2025
Kate Koeppen
Chesapeake Bay Real Estate Plus, LLC
(410) 829-0705
28 Total Sales
-
Maggie Rhodes
MR
Buyer's Agent in 2025
Maggie Rhodes
TTR Sotheby's International Realty
(240) 997-1507
1 Total Sale
-
Jenny Benson
JB
Seller's Agent in 2019
Jenny Benson
Benson & Mangold, LLC
(410) 310-6452
6 Total Sales
-
Carolina Barksdale
Seller's Agent in 2012
Carolina Barksdale
Benson & Mangold, LLC
(443) 786-0348
33 Total Sales
-
Diane Gavin
Buyer's Agent in 2012
Diane Gavin
Coldwell Banker (NRT-Southeast-MidAtlantic)
(443) 871-1026
61 Total Sales
Map
Source: Bright MLS
MLS Number: MDTA2012124
APN: 02-060094
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