Back to search
107 W Chestnut Street Saint Michaels, MD $ 1,350,000
Share Save
$ 1,350,000 Get more info
107 W Chestnut Street
$ 1,350,000
Back to search
Recently Listed
Share Save

107 W Chestnut Street

Saint Michaels, MD, 21663
$ 1,350,000
Bedrooms3 Baths2.0 Sq 1,785

Monthly Estimate*

$ 8,312

107 W Chestnut Street, Saint Michaels, MD 21663 - Image 1
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 2
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 3
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 4
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 5
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 6
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 7
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 8
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 9
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 10
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 11
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 12
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 13
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 14
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 15
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 16
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 17
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 18
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 19
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 20
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 21
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 22
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 23
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 24
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 25
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 26
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 27
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 28
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 29
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 30
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 31
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 32
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 33
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 34
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 35
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 36
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 37
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 38
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 39
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 40
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 41
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 42
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 43
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 44
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 45
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 46
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 47
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 48
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 49
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 50
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 51
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 52
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 53
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 54
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 55
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 56
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 57
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 58
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 59
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 60
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 61
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 62
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 63
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 64
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 65
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 66
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 67
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 68
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 69
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 70
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 71
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 72
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 73
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 74
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 75
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 76
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 77
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 78
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 79
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 80
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 81
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 82
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 83
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 84
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 85
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 86
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 87
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 88
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 89
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 90
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 91
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 92
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 93
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 94
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 95
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 96
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 97
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 98
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 99
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 100
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 101
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 102
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 103
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 104
107 W Chestnut Street, Saint Michaels, MD 21663 - Image 105
View a Virtual Tour

Single Family Home for sale in Saint Michaels, MD

for $1,350,000 with 3 bedrooms and 2 full baths. This 1,785 square foot home was built in 1920 on a lot size of 0.17.

Your picture-perfect St. Michaels Bungalow on the coveted W. Chestnut Street. The owners completed a full renovation in 2023. Designer finishes throughout. Attention to detail, light placement and thoughtful preservation of its original style. The screened front porch welcomes you in with it's beautiful woodwork and sets the pace for this Chic, move-in ready Shore Home. Situated on a double lot with room for a pool. Fenced rear yard for room to run. One block to the Community pier on San Domingo Creek, kayak racks and walking path. Full details on the whole renovation are in the documents file. Professional photos will be uploaded as soon as ready.

See more
Single Family Active

Price

$ 1,350,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 4,866

Style

Bungalow

Lot Size

0.17

Year Built

1920

Town/City

Saint Michaels

County/Region

Talbot

MLS | Web ID

MDTA2012552
Features
General
Living Area 1785
Sewer Public Sewer
Heating Energy Star Heating System Heat Pump(s) Central
Cooling Central A/C
Utilities Propane
Possession Settlement
Roof Architectural Shingle
Appliances Dishwasher Refrigerator Washer Oven/Range - Gas Built-In Microwave Dryer - Front Loading Energy Efficient Appliances Extra Refrigerator/Freezer Icemaker Oven - Self Cleaning Stainless Steel Appliance
Zoning RES
Patio/Porch Features Screened Porch(es) Deck(s)
Architectural Style Bungalow
Construction Materials Aluminum Siding
School District TALBOT COUNTY PUBLIC SCHOOLS
Year Built 1920
Electric 200+ Amp Service
View Garden/Lawn
Levels 2
Tax Year 2019
Ownership Fee Simple
Cool Fuel Electric
Municipality St. Michaels
Accessibility None
County TALBOT
New Construction N
Property Type Residential
HOA N
Subdivision Name NONE AVAILABLE
Facing Direction Southeast
Garage Y/N N
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 2
Status ACTIVE
Directions Take Rt 33 to Saint Michaels Turn left onto West Chestnut St & the destination will be the 5th house on your right.
City SAINT MICHAELS
Disclosures Other
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 7500.00
Tax Annual Amount 4866.0
Home Warranty Y/N N
Property Condition Excellent
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 1.00
Price Per Sq Ft Total AG 756.3
Acceptable Financing Cash Conventional
Additional Parcels Y/N N
Historic Y/N Y
Lease Considered Y/N N
Vacation Rental Y/N N
Virtual Tour https://thru-the-lens-ivuf.view.property/public/vtour/display/2366586?a=1#!/
Location Type Middle Of Block
Standard Status Active
Year Built Source Estimated
Tax Lot 1901
Association Recreation Fee N
See more
Interior
Interior Amenities Breakfast Area Ceiling Fan(s) Built-Ins Chair Railings Crown Moldings Entry Level Bedroom Kitchen - Eat-In
Heating Fuel Electric
Basement Partial
Flooring Solid Hardwood
Total Fireplaces 1
Fireplace Features Brick Gas/Propane Mantel(s)
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Window Features ENERGY STAR Qualified Energy Efficient Double Pane Double Hung
Fireplace Y/N Y
Above Grade Finished Area 1785
Central Air Y/N Y
Total Bedrooms 3
Below Grade Finished Area 0
Room Type Living Room Dining Room Bedroom 2 Kitchen Basement Bedroom 1 Other Bathroom 1 Screened Porch
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Upper Floor
Below Grade Finished Area Source Estimated
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 2
See more
Exterior
Exterior Amenities Chimney Cap(s) Exterior Lighting Play Area Street Lights
Pool No Pool
Fencing Picket Fully Wood
Parking Features Private Stone Driveway
Lot Features Landscaping Rear Yard SideYard(s)
Water Source Public
Type of Parking On Street Off Street
Foundation Details Block
Spa N
Water View Y/N N
Lot Dimensions 60x125
Lot Size Acres 0.17
Lot Size Source Estimated
Waterfront Y/N N
Door Features Insulated Storm
Horse Y/N N
Land Assessed Value 281200.00
Navigable Water Y/N N
Water Oriented Y/N N
See more
Internal Only
Street Number 1 107
See more
* Excluded Features
List By
Chesapeake Bay Real Estate Plus, Llc

Broker

dawnlednum@gmail.com

Email

Affordability Calculator

$8,718
Per Month
95%
5%
0%
Monthly Principal & Interest
$8,312
Monthly Property Taxes
$406
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3536417 Elementary School
3535922 Middle School
St. Michaels High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
12/29/2025$1,350,000 Listed Price

Map

More homes like this one

homes for you

See all
See all

107 W Chestnut Street, Saint Michaels, MD, 21663 is a Single Family Home for sale at $1,350,000 with 1,785 sqft and a lot size of 0.17. 107 W Chestnut Street has 3 bedrooms, 2.0 baths, and was built in 1920. The property's zip code is 21663 which is in Saint Michaels, MD

Get more info