Nicole Schreibstein Abbott
Responds Quickly
Northrop Realty
(240) 690-5770
83 Total Sales
1 in Saint Michaels
$119,000 Price
107 E Chestnut St Saint Michaels, MD 21663
Saint Michaels Area
2
Beds
2
Baths
2,024
Sq Ft
3,600
Sq Ft Lot
Highlights
- Gourmet Kitchen
- Wood Flooring
- 1 Fireplace
- Cathedral Ceiling
- Victorian Architecture
- 1-minute walk to Saint Marys Square
About This Home
As of July 2026Welcome to 107 E. Chestnut, a beautifully restored circa-1870 residence nestled in the heart of St. Michaels. From the moment you step inside, you are greeted by the perfect blend of timeless character and modern sophistication, where original architectural details have been thoughtfully preserved and seamlessly integrated with extensive renovations. The spacious entry combines an elegant living and dining area, featuring wood floors, a gas fireplace flanked by custom built-ins, and custom shutters have been added to each window. Throughout this home you will find historic charm and craftsmanship are evident at every turn. At the rear of the home is a full bath and designer kitchen that opens to the family room highlighted by soaring ceilings and an abundance of windows that fill the space with natural light year round. This inviting area flows to the screened-in porch and brick patio, creating the perfect setting for indoor-outdoor living. Beyond the patio lies a garden oasis featuring lush landscaping, colorful perennials, pond and large detached shed/storage building. The current owner has worked with the Town of St. Michaels to obtain approvals for converting this structure into a separate guest suite, and architectural plans are available for the next owner. The second level offers two generously sized bedrooms and a beautifully redesigned full bath. The rear bedroom includes an overlook of the family room, which offers additional space that could easily be transformed into a private sitting area, dressing room or walk-in closet. The front bedroom features a dedicated dressing room and oversized closet, providing the potential to create an en-suite bath. Both rooms offer cathedral ceilings with exposed rafters adding to the rooms architectural interest and charm. This is a true gem in historic St. Michaels that includes off street parking. Don't miss this exceptional opportunity to own a home in the one of the most popular towns on the Eastern Shore.
Last Agent to Sell the Property
(410) 745-2596 mpenwell@ttrsir.com TTR Sotheby's International Realty Brokerage Phone: 4107452596 Listed on: 06/11/2026
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $6,685
Year Built
- Built in 1880
Lot Details
- 3,600 Sq Ft Lot
- Property is in excellent condition
Parking
- Driveway
Home Design
- Victorian Architecture
- Wood Siding
- Aluminum Siding
Interior Spaces
- 2,024 Sq Ft Home
- Property has 2 Levels
- Beamed Ceilings
- Cathedral Ceiling
- 1 Fireplace
- Family Room Off Kitchen
- Combination Dining and Living Room
- Wood Flooring
- Crawl Space
- Gourmet Kitchen
Bedrooms and Bathrooms
- 2 Bedrooms
- Walk-in Shower
Utilities
- Central Air
- Heat Pump System
- Propane Water Heater
- Municipal Trash
Community Details
- No Home Owners Association
- St. Michaels Subdivision
Listing and Financial Details
- Assessor Parcel Number 2102063735
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
May 4, 2022
Closed on
Jul 15, 2022
Sold by
Baxter William E
Bought by
Seller's Agent
Leslie Stevenson
Shore Living Real Estate
Buyer's Agent
Charlotte Savoy
The KW Collective
List Price
$719,000
Sold Price
$815,000
Premium/Discount to List
$96,000
13.35%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
8.63%
Original Mortgage
$400,000
Outstanding Balance
$378,156
Interest Rate
5.78%
Mortgage Type
New Conventional
Estimated Equity
$770,150
Purchase Details
Closed on
Nov 23, 2010
Sold by
Chilcoat Sharon B
Bought by
Baxter William E and Baxter Robin W
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$210,000
Interest Rate
3.5%
Mortgage Type
New Conventional
Purchase Details
Closed on
May 31, 2001
Sold by
Milne Paul N
Bought by
Chilcoat Sharon B
Purchase Details
Closed on
Dec 23, 1992
Sold by
Curtis Paul H and Curtis Rose R
Bought by
Milne Paul N
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Saint Michaels, MD
-
Nicole Schreibstein Abbott
-
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
669 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
-
Christopher Clinton
Christopher Clinton
Coldwell Banker Chesapeake Real Estate Company
(410) 339-8206
7 Total Sales
7 in Saint Michaels
$193K - $1.5M Price Range
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 | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $815,000 | Wfg National Title | |
| Deed | $410,000 | -- | |
| Deed | $205,000 | -- | |
| Deed | $127,500 | -- |
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 | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $400,000 | New Conventional | |
| Previous Owner | $210,000 | New Conventional | |
| Previous Owner | $165,000 | Credit Line Revolving |
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 |
|---|---|---|---|---|---|
| 07/27/2026 07/27/26 | Sold | $1,135,000 | -2.6% | $561 / Sq Ft | |
| 06/30/2026 06/30/26 | Pending | -- | -- | -- | |
| 06/11/2026 06/11/26 | For Sale | $1,165,000 | +42.9% | $576 / Sq Ft | |
| 07/15/2022 07/15/22 | Sold | $815,000 | +13.4% | $403 / Sq Ft | View Prior Sale |
| 05/09/2022 05/09/22 | Pending | -- | -- | -- | |
| 05/04/2022 05/04/22 | For Sale | $719,000 | -- | $355 / 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 | $5,815 | $584,467 | $0 | $0 |
| 2025 | $5,815 | $531,300 | $275,000 | $256,300 |
| 2024 | $5,720 | $495,667 | $0 | $0 |
| 2023 | $5,464 | $460,033 | $0 | $0 |
| 2022 | $4,866 | $424,400 | $275,000 | $149,400 |
| 2021 | $4,759 | $424,400 | $275,000 | $149,400 |
| 2020 | $4,864 | $424,400 | $275,000 | $149,400 |
| 2019 | $4,938 | $434,700 | $275,000 | $159,700 |
| 2018 | $4,669 | $422,500 | $0 | $0 |
| 2017 | $3,950 | $410,300 | $0 | $0 |
| 2016 | $3,831 | $398,100 | $0 | $0 |
| 2015 | $4,284 | $398,100 | $0 | $0 |
| 2014 | $4,284 | $398,100 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
Monica Penwell
Seller's Agent in 2026
Monica Penwell
TTR Sotheby's International Realty
(410) 310-0225
41 Total Sales
-
Pamela Ackermann-Doll
Buyer's Agent in 2026
Pamela Ackermann-Doll
RE/MAX
(410) 320-0366
140 Total Sales
-
Leslie Stevenson
Seller's Agent in 2022
Leslie Stevenson
Shore Living Real Estate
(410) 253-7293
30 Total Sales
-
Charlotte Savoy
Buyer's Agent in 2022
Charlotte Savoy
The KW Collective
(443) 858-2723
669 Total Sales
Map
Source: Bright MLS
MLS Number: MDTA2013968
APN: 02-063735
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The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
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Copyright 2026 Bright MLS, Inc.
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