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$995,000
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Property 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 French doors opening into a sunroom. Bask in serene waterfront views from the sunroom, complete with hardwood flooring and another brick fireplace-a 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 facilities-currently 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 fencing-all 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 creek's 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.
Full Property Details
Full Property Details for 4910 Gregory Rd
General
- Sold For: $995,000
- Taxes: $4,715 (2024)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDDO2010050
- Added to Site: 130 day(s) ago
Interior
- Number of Rooms: 15
- Rooms/Areas: 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
- 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
- Number of Fireplaces: 2
- Fireplace(s): Brick, Mantel(s), Wood
- Appliances: Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Washer
- Flooring: Wood, Tile/Brick
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
- Upper Floor Baths: 2
- Upper - Full Baths: 2
- Main Floor Baths: 1
- Main - 1/2 Baths: 1
Bedrooms
- Total Bedrooms: 4
- Bedrooms Upper: 4
Other Rooms
- Laundry: Has Laundry, Main Floor
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground
Exterior
- Exterior Features: Boat Storage, Outbuilding(s)
- Porch/Patio/Deck: Porch(es), Screened
Parking
- Total Spaces: 10
- Parking Features: Circular Driveway, Gravel Driveway
- Parking Type: Driveway
Location
- County: DORCHESTER
- Subdivision: CAMBRIDGE
- Driving Directions: US Route 50 to Route 16 S. Follow Route 16 S toward Church Creek. Turn right onto Brannocks Neck Road. Turn left onto Gregory Road. Follow to end of Gregory Road and turn right onto private tree lined driveway/lane.
School Information
- School District: Dorchester County Public Schools
- Elementary School: South Dorchester
- Middle School: South Dorchester School
- High School: Cambridge-South Dorchester
Heating & Cooling
- Cooling Type: None
- Cooling Fuel: Electric
- Heating Type: Radiator
- Heating Fuel: Oil
- Water Heater: None
Utilities
- Sewer: Septic Exists
- Water: Well
- Utility Description: Electric Available, Phone Available
Structural Information
- Architectural Style: Cape Cod
- Structure Type: Detached
- Builder: Charles E. Brohawn
- Construction: Aluminum Siding
- Basement: Yes
- Basement Desc.: Partial, Sump Pump
- Foundation: Crawl Space
- Roof: Shingle
- Walls/Ceilings: Plaster Walls
- Windows: Wood Frame, Storm
- Doors: French, Storm
- Stories Description: Main, Upper 1
- Square Feet: 3,192
- Sq. Ft. Source: Assessor
- Living Area: 3,192 Sq. Ft.
- Finished Above Grnd: 3,192 Sq. Ft.
- Year Built: 1920
- Year Built Source: Assessor
Additional Structures
- Other Structures: Guest House, Barn/Farm Building, Barn/Stable
Lot Features
- Property View: Creek/Stream, Water, Trees/Woods
- Lot Size (Acres): 50
- Lot Size (Sq. Ft.): 2,178,000
- Lot Size Source: Assessor
- Zoning: AC
- Lot Description: Fishing Available, Hunting Available, Partly Wooded, Rip-Rapped, Secluded, Rural, Trees/Wooded
Horse Property
- Horse Property: Yes
- Horse Facility Desc.: Horses Allowed
Water Features
- Water Front: Yes
- Water View: Yes
- Navigable Water: Yes
- Water Access: Yes
- Water Access Desc: Boat - Powered, Canoe/Kayak, Fishing Allowed, Personal Watercraft (PWC)
- Water Front Type: Creek/Stream
- Water Front Name: CHURCH CREEK
Financial Considerations
- Price Per Sq. Ft.: $311.72
- Assessment Year: 2025
- County Tax: $4,715
- County Tax Freq: Annually
- Tax w/Assessment: $443,567
- Tax Amount: $4,715
- Tax Year: 2024
- Terms: Standard Sale
- Tax Total Finished Sq. Ft.: 3192
Disclosures and Reports
- Ownership: Fee Simple
- Exclusions: Pool Furniture is not included but available for purchase
- Inclusions: Guest Cottage Furniture and Furnishings, Inground Pool and Pool Equipment, Conservation Easement, CRP program in place
Listed by Sharon Real Estate P.C., Sharon Spedden
Sold by Unrepresented Buyer Office, Unrepresented Buyer
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Schools
Schools serving 4910 Gregory Rd
School District:Dorchester County Public Schools
| Name | Grades | Distance |
|---|---|---|
South Dorchester School 3485 Golden Hill Road, Church Creek, MD 21622 | PK-8 | 8.4 mi |
Cambridge-South Dorchester High School 2475 Cambridge Beltway, Cambridge, MD 21613 | 9-12 | 4.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 4910 Gregory Rd
Date
Details
Price
Change
Source
11/21/2025
Sold
$995,000
—
MLS
9/18/2025
Price Reduced
$995,000
-31.38%
MLS
9/09/2025
Listed
$1,450,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
4910 Gregory Road, Cambridge, MD 21613 (MLS# MDDO2010050) is a Single Family property that was sold at $995,000 on November 21, 2025. Want to learn more about 4910 Gregory Road? Do you have questions about finding other Single Family real estate for sale in Cambridge? You can browse all Cambridge real estate or contact a Coldwell Banker agent to request more information.

