107 W Chestnut St

St. Michaels, MD 21663

$425,000
Last Sold Price
3
Beds
1,785 Sq. Ft.
$238 / Sq. Ft.
1,785
Sq. Ft.
$238
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Closed 8/16/19
Closed 8/16/19

Description

First time offered in over 50 yrs! A delightful bungalow in the heart of St. Michaels. Premier location on a lovely tree-lined street. Extremely well maintained. Welcoming front screened porch, classic living/dining rm w/fireplace, eat-in kitchen and deck overlooking fenced backyard. 2 BRs/1 BA on main level, BR & office on upper level plus a huge unfinished area - perfect for master suite, extra BR, BA, etc. Carpet over hardwood flooring. Partial basement. Fenced yard, alley access. Fireplace "as-is"...First time offered in over 50 yrs! A delightful bungalow in the heart of St. Michaels. Premier location on a lovely tree-lined street. Extremely well maintained. Welcoming front screened porch, classic living/dining rm w/fireplace, eat-in kitchen and deck overlooking fenced backyard. 2 BRs/1 BA on main level, BR & office on upper level plus a huge unfinished area - perfect for master suite, extra BR, BA, etc. Carpet over hardwood flooring. Partial basement. Fenced yard, alley access. Fireplace "as-is" - not in usable condition.
  1. Listed by Winifred C Cowee • Benson & Mangold, LLC
    P: (410)-310-0208 winkcowee@gmail.com

Property Details for 107 West Chestnut Street

Tax ID Number
02-064243
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Bungalow
Levels/Stories
2
Waterfront
No
LISTING UPDATED: 04/16/2020 07:57 PM

Property Details for 107 West Chestnut Street

StatusClosed
MLS #MDTA135226
Days on Market44
Taxes$4,866 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built1920
Lot Size0.17 AC / 7,500 SF
CountyTalbot County
Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Benson & Mangold, LLC

Sold By Benson & Mangold, LLC

Add your commute

Building Information for 107 West Chestnut Street

Stories2Year Built1920Building Size-Lot Size0.17 AC / 7,500 SF

Payment Calculator

Get preapproved with
OriginPoint Mortgage or Rocket Mortgage1

$2,523 per month

30 year fixed, 6.36% Interest

Principal and Interest

$2,118

Property Taxes

$406

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 107 West Chestnut Street

Location
Location
  • In City Limits: Yes
  • School District Name: TALBOT COUNTY PUBLIC SCHOOLS
  • School District County ID: 121138072466
  • SchoolDistrictSource: Listing Agent
  • Elementary School: ST. MICHAELS (TALBOT MD)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: ST. MICHAELS (TALBOT MD)
  • MiddleSchoolSource: Listing Agent
  • High School: ST. MICHAELS (TALBOT MD)
  • HighSchoolSource: 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: 2019
  • Tax Assessed Value: $424,600
  • Year Assessed: 2019
  • County Tax: $2,641
  • Improvement Assessed Value: $143,400
  • City Town Tax: $2,224
  • Land Assessed Value: $281,200
  • Clean Green Assessed: No
  • Municipal Trash: Yes
  • Land Use Code: 110
  • Historic: Yes
  • Zoning: RES
  • Tax Lot: 1901
  • Tax Page Number: 195
  • Automatically Update Tax Values Y/N: Yes
  • TaxDataUpdatedYN: Yes
Lease Information
Lease Information
  • Concessions: Yes
  • Concessions Amount: $2,050
Rooms
Main
  • # Bedrooms Count Main Level: 2
  • # Bathrooms Count Main Level: 1
  • # Bathrooms Full Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 1
All Lower Levels
  • # Bedrooms All Lower Levels: 0
  • # Bathrooms All Lower Levels: 0
  • # Bathrooms Full All Lower Levels: 0
  • # Bathrooms Half All Lower Levels: 0
Lower Level 1
  • # Bedrooms Lower Level: 0
  • # Bathrooms Lower Level: 0
  • # Bathrooms Full Lower Level: 0
  • # Bathrooms Half Lower Level: 0
Rooms
  • Room List: Living Room, Dining Room, Bedroom 2, Kitchen, Basement, Bedroom 1, Other, Office, Bathroom 1, Attic, Screened Porch
  • Stories: Lower 1, Main, Upper 1
Building Info
Building Info
  • Total Finished SQFT: 1,785.00
  • Total Finished SQFT Source: Assessor
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Size Dimensions: 60.00 x 125.00
  • Lot Features: Landscaping
  • Parcel ID: 5291598
Parking
Parking
  • Type Of Parking: On Street
Interior Features
Interior Features
  • Interior Features: Breakfast Area, Ceiling Fan(s), Built-Ins, Chair Railings, Crown Moldings, Entry Level Bedroom, Kitchen - Eat-In
  • Fireplace: Yes
Exterior Features
Exterior Features
  • Outdoor Living Structures: Screened, Porch(es), Deck(s)
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C, Window Unit(s)
  • Cooling Fuel: Electric
  • Heating Type: Hot Water, Radiator
  • Heating Fuel: Oil
  • Water Source: Public
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent URL: www.buythechesapeake.com

Property History for 107 West Chestnut Street

DateEvent & SourcePriceAppreciation
May 14, 2026

Withdrawn

BRIGHT #MDTA2012552

—
Apr 14, 2026

Price Change

BRIGHT #MDTA2012552

$1,225,000—
Mar 10, 2026

Price Change

BRIGHT #MDTA2012552

$1,295,000—
DateEvent & SourcePrice
05/14/2026

Withdrawn

BRIGHT #MDTA2012552

—
04/14/2026

Price Change

BRIGHT #MDTA2012552

$1,225,000
03/10/2026

Price Change

BRIGHT #MDTA2012552

$1,295,000

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

Public Records for 107 West Chestnut Street

Taxable ValueLand$318,500Additions$244,700Total$563,200
Tax Record2023$5,665 ($472 / month)
Home Facts
Beds0Baths1.5Total Finished SqFt1,785 SqFtAbove Grade Finished SqFt1,785 SqFtStories2Lot Size7,500 SqFtStyleSingle Family ResidenceYear Built1920CountyTALBOTAPN02-064243Fireplace TypeHas Fireplace

Schools near 107 West Chestnut 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

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.

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 04/16/2020 07:57 PM