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Land with Home for Sale in Cambridge, Maryland

4910 Gregory Rd, Cambridge, MD 21613

$995,000
50 acres
pending
Under contract

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.

3,192
Sq feet
4
Beds
2
Full baths
1
1/2 bath
1920
Built

Location

Street address
4910 Gregory Rd
Community
Cambridge
School district
Dorchester County Public Schools
Elevation
4 feet
Coordinates
38.5186, -76.1741

Property details

Acreage
50 acres
MLS #
TREND MDDO2010050
Posted

Property taxes

Recent
$4,715

Details and features

Listing

Type
Residential

Lot

Waterfront
Navigable Water, Waterfront

Exterior

Parking Spaces
10
Parking
Driveway

Structure

Style
Cape Cod
Stories
2
Materials
Aluminum Siding

Interior

Rooms
Basement, Bathroom x 3, Bedroom x 4, Dining Room
Appliances
Dishwasher, Dryer, Electric Oven/Range, Refrigerator, Washer
Features
Breakfast Area, Built-Ins, Cedar Closet(s), Eat-In Kitchen, Formal/Separate Dining Room, Primary Bath(s), Traditional Floor Plan, Walk-In Closet(s), Wood Floors

Nearby schools

NameLevelDistrictDescription
South DorchesterElementaryDorchester County Public Schools
South Dorchester SchoolMiddleDorchester County Public Schools
Cambridge-South DorchesterHighDorchester County Public Schools

Listing history

DateEventPriceChangeSource
Oct 3, 2025Under contract$995,000TREND
Oct 2, 2025Listing removed$995,000Listing agent
Sept 19, 2025Price drop$995,000$455,000 -31.4%TREND
Sept 9, 2025New listing$1,450,000TREND
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This 50-acre property is located at 4910 Gregory Rd in Cambridge, MD 21613. The property is pending sale. It has a 3,192 sq ft 4 bedroom, 2 bath house built in 1920.

Checked 41 mins ago — Updated

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