207 High St
Closed 6/23/22
Closed 6/23/22
Description
Welcome to possibly the oldest house in the sought-after historic district of Cambridge!
It’s easy to make friends in Cambridge! Especially while sitting in a rocking chair on the front porch of your amazing National Register/Historic District house, right on the beautiful brick High Street in one of the most interesting old cities on the Eastern Shore. Imagine chatting, across your white picket fence, about what it’s like to be the owner of the oldest house in Cambridge! Locals & visitors alike...Welcome to possibly the oldest house in the sought-after historic district of Cambridge!
It’s easy to make friends in Cambridge! Especially while sitting in a rocking chair on the front porch of your amazing National Register/Historic District house, right on the beautiful brick High Street in one of the most interesting old cities on the Eastern Shore. Imagine chatting, across your white picket fence, about what it’s like to be the owner of the oldest house in Cambridge! Locals & visitors alike are charmed by this old & storied colonial property. Built when Maryland was a British Colony, the Caile-Bayly house has seen centuries of celebrations & changes, passing from one generation to the next of the Bayly family for nearly 200 years. The current owner is only the sixth time it’s changed hands since the 1740s! Are you ready to be the 7th?!
The rooms are spacious for its times, largely unchanged throughout the years. Cleverly blending in all the modern conveniences, there are tons of closets and storage space. Charming & quirky, one immediately feels a warmth & welcoming sense of comfort to this home, while still maintaining the atmosphere of her long & interesting history & the many generations that have filled it with love and laughter.
Original wide-planked hardwood floors are immediately apparent in the oldest sections, pleasantly worn by the tred of centuries of family & friends. Nearly all of the solid-wood doors feature rim locks, a few even have working skeleton keys! An unusually wide staircase invites you to explore the upstairs. With six fireplaces sprinkled throughout the house, you can easily imagine relaxing before a fire as snow falls gently outside the large original nine-over-six paned wavy-glassed windows. These huge windows were designed to allow for those lovely cross breezes to flow through the house on bright Spring days.
The classic library adds grace & charm where you can spend hours in peaceful enjoyment, beside a sunny window, with a cup of tea & a good book. And while every room on the ground floor is unique, you must see the indescribable original kitchen! Passing from the library through a hyphen addition that includes two huge pantries & a separate walk-in butlers pantry, you find yourself in the incredible kitchen with its breathtaking 5 foot tall inglenook fireplace built into a beautiful old brick wall on your right, while on the left side is a completely modern kitchen. Much joyful entertaining goes on in this space!!
With four bedrooms and two full bathrooms on the second floor, there’s plenty of room to find your own private space. One of the bedrooms even has its own private back staircase!! And while there are over 3000 square feet of fully finished living space, don’t overlook the three (!) full sized “attics”, another 800+ square feet of hardwood flooring, which were clearly finished and occupied rooms in earlier times, including small closets & even a fireplace!!
Beyond the kitchen is another hyphen- a huge laundry/utility and work room. This connects the house to the smoke house, currently fitted as a workshop- perfect for all those little projects around the house- an architecturally unusual building that has fascinated the historians in recent years. Even more interesting is the small cabin in the yard, which has been explored & excavated by State archaeologists over the last few years, revealing hundreds of artifacts that suggest the building might have been one of several slave cabins known to have existed on the property during the 19th century. Consequently, an effort has been underway to preserve the Bayly Slave Cabin, & there are currently three grants in place, funding the initial stages of planning & stabilization. Additionally, local & regional interest in the Cabin has led to the property becoming a part of the Harriet Tubman Underground Railroad Byway, as well as being listed by the National Park Service as a site on the National Underground Railroad.
It’s easy to make friends in Cambridge! Especially while sitting in a rocking chair on the front porch of your amazing National Register/Historic District house, right on the beautiful brick High Street in one of the most interesting old cities on the Eastern Shore. Imagine chatting, across your white picket fence, about what it’s like to be the owner of the oldest house in Cambridge! Locals & visitors alike...Welcome to possibly the oldest house in the sought-after historic district of Cambridge!
It’s easy to make friends in Cambridge! Especially while sitting in a rocking chair on the front porch of your amazing National Register/Historic District house, right on the beautiful brick High Street in one of the most interesting old cities on the Eastern Shore. Imagine chatting, across your white picket fence, about what it’s like to be the owner of the oldest house in Cambridge! Locals & visitors alike are charmed by this old & storied colonial property. Built when Maryland was a British Colony, the Caile-Bayly house has seen centuries of celebrations & changes, passing from one generation to the next of the Bayly family for nearly 200 years. The current owner is only the sixth time it’s changed hands since the 1740s! Are you ready to be the 7th?!
The rooms are spacious for its times, largely unchanged throughout the years. Cleverly blending in all the modern conveniences, there are tons of closets and storage space. Charming & quirky, one immediately feels a warmth & welcoming sense of comfort to this home, while still maintaining the atmosphere of her long & interesting history & the many generations that have filled it with love and laughter.
Original wide-planked hardwood floors are immediately apparent in the oldest sections, pleasantly worn by the tred of centuries of family & friends. Nearly all of the solid-wood doors feature rim locks, a few even have working skeleton keys! An unusually wide staircase invites you to explore the upstairs. With six fireplaces sprinkled throughout the house, you can easily imagine relaxing before a fire as snow falls gently outside the large original nine-over-six paned wavy-glassed windows. These huge windows were designed to allow for those lovely cross breezes to flow through the house on bright Spring days.
The classic library adds grace & charm where you can spend hours in peaceful enjoyment, beside a sunny window, with a cup of tea & a good book. And while every room on the ground floor is unique, you must see the indescribable original kitchen! Passing from the library through a hyphen addition that includes two huge pantries & a separate walk-in butlers pantry, you find yourself in the incredible kitchen with its breathtaking 5 foot tall inglenook fireplace built into a beautiful old brick wall on your right, while on the left side is a completely modern kitchen. Much joyful entertaining goes on in this space!!
With four bedrooms and two full bathrooms on the second floor, there’s plenty of room to find your own private space. One of the bedrooms even has its own private back staircase!! And while there are over 3000 square feet of fully finished living space, don’t overlook the three (!) full sized “attics”, another 800+ square feet of hardwood flooring, which were clearly finished and occupied rooms in earlier times, including small closets & even a fireplace!!
Beyond the kitchen is another hyphen- a huge laundry/utility and work room. This connects the house to the smoke house, currently fitted as a workshop- perfect for all those little projects around the house- an architecturally unusual building that has fascinated the historians in recent years. Even more interesting is the small cabin in the yard, which has been explored & excavated by State archaeologists over the last few years, revealing hundreds of artifacts that suggest the building might have been one of several slave cabins known to have existed on the property during the 19th century. Consequently, an effort has been underway to preserve the Bayly Slave Cabin, & there are currently three grants in place, funding the initial stages of planning & stabilization. Additionally, local & regional interest in the Cabin has led to the property becoming a part of the Harriet Tubman Underground Railroad Byway, as well as being listed by the National Park Service as a site on the National Underground Railroad.
Listing Agents
![Mary Losty]()
mary.losty@compass.comP: (215)-920-3595
![Meg McGurn]()
meg.mcgurn@compass.comP: (301)-928-4633
Property Details for 207 High Street
Tax ID Number
1007170084
OwnershipFee Simple
Condo Coop AssociationNo
HOANo
Structure TypeDetached
StyleColonial
Levels/Stories3
WaterfrontNo
LISTING UPDATED: 08/26/2022 06:43 PM
Property Details for 207 High Street
| Status | Closed |
|---|---|
| MLS # | MDDO2000015 |
| Days on Market | 163 |
| Taxes | $5,884 / year |
| HOA Fees | - |
| Condo/Co-op Fees | - |
| Compass Type | Single Family |
| MLS Type | Residential / Fee Simple |
| Year Built | 1740 |
| Lot Size | 0.43 AC / 18,846 SF |
| County | Dorchester County |
Location
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Building Information for 207 High Street
Stories3Year Built1740Building Size-Lot Size0.43 AC / 18,846 SF
Payment Calculator
$3,537 per month
30 year fixed, 6.46% Interest
Principal and Interest
$3,046
Property Taxes
$490
HOA Dues
$0
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1Property Information for 207 High Street
Location
Location
- In City Limits: Yes
- School District Name: DORCHESTER COUNTY PUBLIC SCHOOLS
- School District County ID: 121139665361
- SchoolDistrictSource: Listing Agent
- County: DORCHESTER
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
- Property Manager Y/N: No
- Senior Community: No
- Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
- Tax Year: 2022
- Tax Assessed Value: $323,300
- Year Assessed: 2022
- County Tax: $3,270
- Improvement Assessed Value: $237,800
- City Town Tax: $2,613
- Land Assessed Value: $85,500
- Clean Green Assessed: No
- Municipal Trash: Yes
- Land Use Code: 110
- Loss Mitigation Fee: No
- Agricultural Tax Due: No
- Historic: Yes
- Zoning: R-3
- Automatically Update Tax Values Y/N: Yes
- TaxDataUpdatedYN: No
Lease Information
Lease Information
- Concessions: No
Rooms
Main
- # Bedrooms Count Main Level: 0
- # Bathrooms Count Main Level: 1
- # Bathrooms Full Main Level: 0
- # Bathrooms Half Main Level: 1
All Upper Levels
- # Bedrooms Count All Upper Levels: 4
- # Bathrooms Count All Upper Levels: 2
- # Bathrooms Full All Upper Levels: 2
- # Bathrooms Half All Upper Levels: 0
Upper Level 1
- # Bedrooms Count Upper Level: 4
- # Bathrooms Count Upper Level: 2
- # Bathrooms Full Upper Level: 2
- # Bathrooms Half Upper Level: 0
Upper Level 2
- # Bedrooms Count Upper Level: 0
- # Bathrooms Count Upper Level: 0
- # Bathrooms Full Upper Level: 0
- # Bathrooms Half Upper Level: 0
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
Lower Level 2
- # 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, Bedroom 3, Bedroom 4, Kitchen, Family Room, Foyer, Bedroom 1, Utility Room, Attic
- Stories: Lower 1, Lower 2, Main, Upper 1, Upper 2
Rooms Information
Room 1
- Room Type: Bedroom 3
- Room Length: 22.0
- Room Width: 10.0
- Room Level: Upper 1
- Room Exists: Yes
- Room Dimensions: 22 X 10
- Room Features: Flooring - HardWood, Fireplace - Wood Burning
Room 2
- Room Type: Bedroom 4
- Room Length: 22.0
- Room Width: 10.0
- Room Level: Upper 1
- Room Exists: Yes
- Room Dimensions: 22 X 10
- Room Features: Flooring - HardWood
Room 3
- Room Type: Bedroom 2
- Room Length: 13.0
- Room Width: 12.0
- Room Level: Upper 1
- Room Exists: Yes
- Room Dimensions: 13 X 12
- Room Features: Flooring - HardWood, Fireplace - Wood Burning
Room 4
- Room Type: Family Room
- Room Length: 16.0
- Room Width: 14.0
- Room Level: Main
- Room Exists: Yes
- Room Dimensions: 16 X 14
- Room Features: Flooring - HardWood, Fireplace - Wood Burning
Room 5
- Room Type: Living Room
- Room Length: 25.0
- Room Width: 16.0
- Room Level: Main
- Room Exists: Yes
- Room Dimensions: 25 X 16
- Room Features: Flooring - HardWood, Fireplace - Wood Burning
Room 6
- Room Type: Dining Room
- Room Length: 25.0
- Room Width: 9.0
- Room Level: Main
- Room Exists: Yes
- Room Dimensions: 25 X 9
- Room Features: Flooring - HardWood
Room 7
- Room Type: Kitchen
- Room Length: 17.0
- Room Width: 12.0
- Room Level: Main
- Room Exists: Yes
- Room Dimensions: 17 X 12
- Room Features: Flooring - HardWood, Fireplace - Gas
Room 8
- Room Type: Utility Room
- Room Length: 11.0
- Room Width: 13.0
- Room Level: Main
- Room Exists: Yes
- Room Dimensions: 11 X 13
- Room Features: Flooring - Other
Room 9
- Room Type: Bedroom 1
- Room Length: 25.0
- Room Width: 14.0
- Room Level: Upper 1
- Room Exists: Yes
- Room Dimensions: 25 X 14
- Room Features: Flooring - HardWood, Fireplace - Wood Burning
Room 10
- Room Type: Attic
- Room Level: Upper 2
- Room Exists: Yes
- Room Features: Flooring - HardWood, Fireplace - Wood Burning
Room 11
- Room Type: Foyer
- Room Length: 8.0
- Room Width: 9.0
- Room Level: Main
- Room Exists: Yes
- Room Dimensions: 8 X 9
- Room Features: Flooring - HardWood
Building Info
Building Info
- Total Finished SQFT: 3,080.00
- Total Finished SQFT Source: Assessor
- Tax Total Finished SQFT: 3,080.00
- Total SQFT: 3,080.00
- Total SQFT Source: Assessor
- Construction Materials: Wood Siding, Brick
- Foundation Details: Crawl Space
- Room and Floor: Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bedrooms-Upper Level 1-4, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
- # Bathrooms Full: 2
- # Bathrooms Half: 1
- Other Structure: Shed
Lot / Land Information
Lot / Land Information
- Lot Size Source: Assessor
- Parcel ID: 5312891
- Ground Rent Exists: No
Parking
Parking
- Type Of Parking: Off Street
Interior Features
Interior Features
- Interior Features: Kitchen - Table Space, Dining Area
- Fireplace: Yes
- Accessibility Features: None
- Security Features: Non-Monitored
Exterior Features
Exterior Features
- Exterior Features: Sidewalks, Street Lights
- Outdoor Living Structures: Porch(es)
- Pool: No Pool
Utilities
Utilities
- Heating: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Radiator
- Heating Fuel: Natural Gas
- Hot Water: S/W Changeover
- Water Source: Public
- Sewer Septic: Public Sewer
Confidential Data
Listing Office
- List Agent AOR: Mid-Shore Board of REALTORS
Property History for 207 High Street
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Jun 23, 2022 | Closed (Public Record) Public Record #1492907917 | $605,000 | +17.0% / yr |
| Jun 23, 2022 | Closed BRIGHT #MDDO2000015 | $605,000 | — |
| May 17, 2022 | Pending BRIGHT #MDDO2000015 | — | |
| May 17, 2022 | Active Under Contract BRIGHT #MDDO2000015 | — | |
| Apr 8, 2022 | Listed (Active) BRIGHT #MDDO2000015 | — | |
| Mar 29, 2022 | Active Under Contract BRIGHT #MDDO2000015 | — | |
| Mar 1, 2022 | Listed (Active) BRIGHT #MDDO2000015 | — | |
| Feb 28, 2022 | Temp Off Market BRIGHT #MDDO2000015 | — | |
| Feb 27, 2022 | Listed (Active) BRIGHT #MDDO2000015 | — | |
| Jan 13, 2022 | Temp Off Market BRIGHT #MDDO2000015 | — | |
| Oct 22, 2021 | Listed (Active) BRIGHT #MDDO2000015 | — | |
| Oct 13, 2021 | Active Under Contract BRIGHT #MDDO2000015 | — | |
| Oct 9, 2021 | Listed (Active) BRIGHT #MDDO2000015 | $595,000 | — |
| Dec 22, 2014 | Closed (Public Record) Public Record #485844448 | $186,600 | -33.1% / yr |
| Dec 22, 2014 | Closed BRIGHT #1003701588 | $186,600 | — |
| Sep 4, 2014 | Pending BRIGHT #1003701588 | — | |
| Sep 16, 2013 | Listed (Active) BRIGHT #1003701588 | $325,000 | — |
| Aug 19, 2013 | Closed (Public Record) Public Record #366338162 | $320,000 | -1.5% / yr |
| Jan 31, 2003 | Closed (Public Record) Public Record #108394505 | $375,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 06/23/2022 | Closed (Public Record) Public Record #1492907917 | $605,000 +17.0% / yr |
| 06/23/2022 | Closed BRIGHT #MDDO2000015 | $605,000 |
| 05/17/2022 | Pending BRIGHT #MDDO2000015 | — |
| 05/17/2022 | Active Under Contract BRIGHT #MDDO2000015 | — |
| 04/08/2022 | Listed (Active) BRIGHT #MDDO2000015 | — |
| 03/29/2022 | Active Under Contract BRIGHT #MDDO2000015 | — |
| 03/01/2022 | Listed (Active) BRIGHT #MDDO2000015 | — |
| 02/28/2022 | Temp Off Market BRIGHT #MDDO2000015 | — |
| 02/27/2022 | Listed (Active) BRIGHT #MDDO2000015 | — |
| 01/13/2022 | Temp Off Market BRIGHT #MDDO2000015 | — |
| 10/22/2021 | Listed (Active) BRIGHT #MDDO2000015 | — |
| 10/13/2021 | Active Under Contract BRIGHT #MDDO2000015 | — |
| 10/09/2021 | Listed (Active) BRIGHT #MDDO2000015 | $595,000 |
| 12/22/2014 | Closed (Public Record) Public Record #485844448 | $186,600 -33.1% / yr |
| 12/22/2014 | Closed BRIGHT #1003701588 | $186,600 |
| 09/04/2014 | Pending BRIGHT #1003701588 | — |
| 09/16/2013 | Listed (Active) BRIGHT #1003701588 | $325,000 |
| 08/19/2013 | Closed (Public Record) Public Record #366338162 | $320,000 -1.5% / yr |
| 01/31/2003 | Closed (Public Record) Public Record #108394505 | $375,000 |
For completeness, Compass often displays two records for one sale: the MLS record and the public record.
Public Records for 207 High Street
Taxable ValueLand$28,500Additions-Total$28,500
Home Facts
Lot Size18,846 SqFtStyleGovernmental / Public UseZoningR-3CountyDORCHESTERAPN07-170092Fireplace TypeHas Fireplace
Schools near 207 High Street
This home is within Dorchester County Public Schools.
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 | |||
| Private - | K to 5 |
Rating | School | Distance |
|---|---|---|
Choptank Elementary School PublicPK to 5 | ||
Mace's Lane Middle School Public6 to 8 | ||
Cambridge-South Dorchester High School Public9 to 12 | ||
Cambridge Christian Academy PrivateK to 5 |
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.
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© 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 08/26/2022 06:43 PM