4910 Gregory Road
Closed 11/21/25
Closed 11/21/25
Description
Step into the elegance of a 50-acre waterfront estate steeped in timeless charm. Built in 1920, this Neo-Classical Eastern Shore property offers the perfect combination of sophistication and natural beauty. The property is awaiting the perfect buyer who can transform it back to the style and charisma of it's earlier days. Enjoy a bright, welcoming interior. The main house features a large center hall foyer that leads to a stunning living room with a brick fireplace, custom-built shelving, and dual...Step into the elegance of a 50-acre waterfront estate steeped in timeless charm. Built in 1920, this Neo-Classical Eastern Shore property offers the perfect combination of sophistication and natural beauty. The property is awaiting the perfect buyer who can transform it back to the style and charisma of it's earlier days. Enjoy a bright, welcoming interior. The main house features a large center hall foyer that leads to a stunning living room with a brick fireplace, custom-built shelving, and dual French doors opening into a sunroom. Bask in serene waterfront views from the sunroom, complete with hardwood flooring and another brick fireplaceāa space designed for entertaining or quiet retreats. Create unforgettable dining experiences in a formal dining room highlighted by Black Walnut paneling, tasteful wall sconces, and a custom-built wine glass cabinet. The enclosed side porch, fitted with vintage touches like brick flooring, laundry amenities, and the original farmhouse enamel sink, doubles as a mudroom. Meanwhile, the waterside screened porch invites al fresco dining with picturesque views of Church Creek. The second floor offers practicality and comfort with four bedrooms and two bathrooms, accommodating family and guests with ease. A walk-in cedar lined closet and another walk-in attic closet offer a surprising amount of storage. Enhance your lifestyle with additional perks. A thoughtfully updated guest cottage (2019) offers two bedrooms, one bathroom, a kitchen, a living room, a dining area, and laundry facilitiesācurrently enjoyed as a vacation rental. Wildlife thrives here: expect visits from ospreys, bald eagles, and white-tail deer in an atmosphere guests rave about. Relax poolside with a redesigned in-ground pool (2022) boasting a paver deck, modern landscaping, and fencingāall with views of Church Creek. A 28 x 42 wooden barn with concrete flooring, with space sufficient for garage/vehicle or boat storage, and an upper story is complemented by a four-stall stable and additional sheds. The barn built in 1960 was built using reclaimed wood from old chicken houses. Environmental stewardship defines this property. Placed in an Environmental Trust, the land remains protected, ensuring its use promotes nature and agriculture. Boating lovers will appreciate the creekās access to the Chesapeake Bay, renowned for crabbing, fishing, kayaking, and paddle boarding. Let your vision breathe life into this stunning space. This estate pairs historical allure with limitless possibilities for those ready to turn dreams into reality.
LISTING CLOSED: 11/21/2025 12:00 AM
Property Details for 4910 Gregory Road
Status
MLS #
MDDO2010050
Days on Market
23
Taxes
$4,715 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Fee Simple
Year Built
1920
Lot Size
50.00 AC / 2,178,000 SF
County
Tax ID Number
1009199292
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Cape Cod
Levels/Stories
2
Furnished
No
Waterfront
Yes
Waterfront Features
Rip-Rap
Views
Creek/Stream, Water, Trees/Woods
Garage
No
Expected On Market Date
09-09-2025
Subdivision
CAMBRIDGE
Subdivision
CAMBRIDGE (DORCHESTER MD)
Total Parking Spaces
10
Central Air
No
Basement
Yes
Room Count
15
Above Grade Finished SQFT
3,192.00
Above Grade Fin SQFT Source
Assessor
Below Grade Finished SQFT
.00
Below Grade Fin SQFT Source
Assessor
Below Grade Unfinished SQFT
.00
Below Grade Unfin SQFT Source
Assessor
Total Below Grade SQFT
.00
Total Below Grade SQFT Source
Assessor
New Construction
No
Building Winterized Y/N
No
Location
Listing Courtesy of Sharon Real Estate P.C.
Sold By Unrepresented Buyer Office
Add your commute
Building Information for 4910 Gregory Road
Stories2Year Built1920Building Size-Lot Size50.00 AC / 2,178,000 SF
Payment Calculator
$5,450 per month
30 year fixed, 6.55% Interest
Principal and Interest
$5,057
Property Taxes
$393
HOA Dues
$0
The Payment Calculator is for illustrative purposes only.
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1Property Information for 4910 Gregory Road
Location
Location
- In City Limits: No
- School District Name: DORCHESTER COUNTY PUBLIC SCHOOLS
- School District County ID: 121139665361
- SchoolDistrictSource: Listing Agent
- Elementary School: SOUTH DORCHESTER (DORCHESTER MD)
- ElementarySchoolSource: Listing Agent
- Middle Or Junior School: SOUTH DORCHESTER SCHOOL (DORCHESTER MD)
- MiddleSchoolSource: Listing Agent
- High School: CAMBRIDGE-SOUTH DORCHESTER (DORCHESTER MD)
- HighSchoolSource: Listing Agent
- County: DORCHESTER
Waterfront / Water Access
Waterfront / Water Access
- Water View: Yes
- Water Access: Yes
- Water Access Features: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC)
- Water Oriented: Yes
- Navigable Water: Yes
- Tidal Water: Yes
- Water Body Name: CHURCH CREEK
- Water Body Type: Creek
- Water Frontage In Feet: 1440.0
- Riparian Rights Y/N: Yes
- Mean Low Water Feet: 3.00
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: 2024
- Tax Assessed Value: $443,567
- Year Assessed: 2025
- County Tax: $4,715
- Improvement Assessed Value: $213,100
- Land Assessed Value: $250,000
- Clean Green Assessed: No
- Municipal Trash: No
- Land Use Code: A
- Loss Mitigation Fee: No
- Agricultural Tax Due: No
- Historic: No
- Zoning: AC
- School Tax: $0
- Automatically Update Tax Values Y/N: Yes
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
Rooms
- Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Den, Foyer, Breakfast Room, Sun/Florida Room, Mud Room, Bathroom 2, Primary Bathroom, Half Bath
- Stories: Main, Upper 1
Rooms Information
Room 1
- Room Type: Primary Bedroom
- Room Length: 15.0
- Room Width: 11.0
- Room Level: Upper 1
- Room Exists: Yes
- Room Features: Flooring - Wood, Attached Bathroom
Room 2
- Room Type: Bedroom 2
- Room Length: 14.0
- Room Width: 11.0
- Room Level: Upper 1
- Room Exists: Yes
- Room Features: Flooring - Wood, Cedar Lined Closet, Walk-In Closet(s)
Room 3
- Room Type: Bedroom 3
- Room Length: 15.0
- Room Width: 11.0
- Room Level: Upper 1
- Room Exists: Yes
- Room Features: Flooring - Wood
Room 4
- Room Type: Bedroom 4
- Room Length: 14.0
- Room Width: 11.0
- Room Level: Upper 1
- Room Exists: Yes
- Room Features: Flooring - Wood, Walk-In Closet(s)
Room 5
- Room Type: Living Room
- Room Length: 27.0
- Room Width: 15.0
- Room Level: Main
- Room Exists: Yes
- Room Features: Fireplace - Wood Burning, Flooring - Wood, Built-Ins
Room 6
- Room Type: Dining Room
- Room Length: 17.0
- Room Width: 14.0
- Room Level: Main
- Room Exists: Yes
- Room Features: Flooring - Wood, Lighting - Wall sconces
Room 7
- Room Type: Kitchen
- Room Length: 11.0
- Room Width: 9.0
- Room Level: Main
- Room Exists: Yes
- Room Features: Flooring - Vinyl
Room 8
- Room Type: Den
- Room Length: 15.0
- Room Width: 9.0
- Room Level: Main
- Room Exists: Yes
- Room Features: Flooring - Wood
Room 9
- Room Type: Sun/Florida Room
- Room Length: 20.0
- Room Width: 11.0
- Room Level: Main
- Room Exists: Yes
- Room Features: Fireplace - Wood Burning, Flooring - HardWood
Room 10
- Room Type: Mud Room
- Room Length: 16.0
- Room Width: 9.0
- Room Level: Main
- Room Exists: Yes
- Room Features: Flooring - Tile/Brick
Room 11
- Room Type: Breakfast Room
- Room Length: 8.0
- Room Width: 7.0
- Room Level: Main
- Room Exists: Yes
- Room Features: Flooring - Vinyl
Room 12
- Room Type: Half Bath
- Room Level: Main
- Room Exists: Yes
Room 13
- Room Type: Foyer
- Room Length: 27.0
- Room Width: 7.0
- Room Level: Main
- Room Exists: Yes
- Room Features: Flooring - Wood
Room 14
- Room Type: Primary Bathroom
- Room Level: Upper 1
- Room Exists: Yes
Room 15
- Room Type: Bathroom 2
- Room Level: Upper 1
- Room Exists: Yes
Building Info
Building Info
- Builder Name: Charles E. Brohawn
- Total Finished SQFT: 3,192.00
- Total Finished SQFT Source: Assessor
- Tax Total Finished SQFT: 3,192.00
- Total SQFT: 3,192.00
- Total SQFT Source: Assessor
- Construction Materials: Aluminum Siding
- Roof: Shingle
- Wall and Ceiling Types: Plaster Walls
- Flooring Type: Wood, Tile/Brick
- Basement Type: Partial, Sump Pump
- 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: Guest House, Barn/Farm Building, Barn/Stable
Lot / Land Information
Lot / Land Information
- Lot Size Source: Assessor
- Lot Features: Fishing Available, Hunting Available, Partly Wooded, Rip-Rapped, Secluded, Rural, Trees/Wooded
- Parcel ID: 5317995
- Additional Parcels: No
- Ground Rent Exists: No
Parking
Parking
- Type Of Parking: Driveway
- Driveway - # of Spaces: 10
- Parking Features: Circular Driveway, Gravel Driveway
Interior Features
Interior Features
- Interior Features: Breakfast Area, Built-Ins, Floor Plan - Traditional, Formal/Separate Dining Room, Wood Floors, Cedar Closet(s), Kitchen - Eat-In, Primary Bath(s), Walk-in Closet(s)
- Fireplace: Yes
- Fireplaces Count: 2
- Fireplace Features: Brick, Mantel(s), Wood
- Appliances: Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Washer
- Accessibility Features: None
- Door Features: French, Storm
- Window Features: Wood Frame, Storm
- Laundry Type: Has Laundry, Main Floor
Exterior Features
Exterior Features
- Spa: No
- Exterior Features: Boat Storage, Outbuilding(s)
- Outdoor Living Structures: Porch(es), Screened
- Pool: Yes - Personal
- Personal Pool Features: In Ground
- Horse: Yes
- Horse Amenities: Horses Allowed
Utilities
Utilities
- Utilities: Electric Available, Phone Available
- Heating: Yes
- Cooling Type: None
- Cooling Fuel: Electric
- Heating Type: Radiator
- Heating Fuel: Oil
- Hot Water: None
- Water Source: Well
- Sewer Septic: Septic Exists
Confidential Data
Listing Office
- List Agent AOR: Mid-Shore Board of REALTORS
Property History for 4910 Gregory Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Nov 21, 2025 | Closed (Public Record) Public Record #1922735667 | $995,000 | ā |
| Nov 21, 2025 | Closed BRIGHT #MDDO2010050 | $995,000 | ā |
| Sep 30, 2025 | Pending BRIGHT #MDDO2010050 | ā | |
| Sep 30, 2025 | Active Under Contract BRIGHT #MDDO2010050 | ā | |
| Sep 9, 2025 | Listed (Active) BRIGHT #MDDO2010050 | $1,450,000 | ā |
| Date | Event & Source | Price |
|---|---|---|
| 11/21/2025 | Closed (Public Record) Public Record #1922735667 | $995,000 |
| 11/21/2025 | Closed BRIGHT #MDDO2010050 | $995,000 |
| 09/30/2025 | Pending BRIGHT #MDDO2010050 | ā |
| 09/30/2025 | Active Under Contract BRIGHT #MDDO2010050 | ā |
| 09/09/2025 | Listed (Active) BRIGHT #MDDO2010050 | $1,450,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 4910 Gregory Road
Taxable ValueLand-Additions-Total-
Tax Record2025$5,126 ($427 / month)
Home Facts
Beds0Baths2.5Total Finished SqFt2,100 SqFtAbove Grade Finished SqFt2,100 SqFtStories1Lot Size2,178,000 SqFtStyleMiscellaneous ResidentialYear Built1920Year Renovated1920ZoningACCountyDORCHESTERAPN09-199292
Schools near 4910 Gregory Road
This home is within Dorchester County Public Schools.
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | PK to 8 | |||
| Public - | 9 to 12 | |||
| Public - | 9 to 12 | |||
| Public - | PK to 5 |
Rating | School | Distance |
|---|---|---|
South Dorchester School PublicPK to 8 | ||
Cambridge-South Dorchester High School Public9 to 12 | ||
Dorchester County Career And Technology Center Public9 to 12 | ||
Judith P. Hoyer Early Childhood Center PublicPK 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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Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 4910 Gregory Road, Cambridge, MD 21613 | $995,000 | 4 | 3 | 3,192 | 2,178,000 |
$778,500 | 3 | 2 | ā | 2,391,444 | |
ā | ā | 3 | 3,232 | 270,072 | |
$299,900 | ā | ā | ā | 1,393,048 | |
$123,000 | ā | 3 | 3,780 | 449,104 | |
ā | ā | 2 | 2,813 | 174,240 | |
ā | ā | 2 | 1,368 | 559,790 | |
$330,000 | ā | 3 | 2,888 | 200,463 | |
$585,000 | 4 | 5 | ā | 213,444 | |
ā | ā | 1 | 1,853 | 251,777 | |
ā | ā | 3 | 3,256 | 234,788 | |
$400,000 | ā | 2 | 1,680 | 238,709 | |
$705,000 | ā | ā | ā | 80,150 | |
$305,000 | 3 | 2 | 1,792 | 209,959 | |
ā | ā | 2 | 2,276 | 131,987 | |
$1,060,000 | 4 | 3 | 2,997 | 245,243 |
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.
Listing Courtesy of Sharon Real Estate P.C.
Ā© 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 consumerās 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 12/10/2025 05:10 PM