4910 Gregory Road

Closed 11/21/25

50 Acre Waterfront Farm with protected shoreline

Main House, Guest House, Swimming Pool, & barn

Waterside Screened Porch captures the water views

Water view inground pool with paver deck

2 BR Guest Cottage currently in vacation rental

Bald Eagles, Herons, Osprey, Woodpeckers,and more

Living Room with Wood Floors & Brick Fireplace

Living Room opens to Foyer & Dining Room

Gorgeous sunroom captures sunlight & incredible vi

Black Walnut paneling and hardwood floors

Foyer leads to waterside screened porch & office

Brick Floor porch is spacious with sitting area

Outdoor dining area overlooking Church Creek

Storage closet & powder room off kitchen area

Right side enclosed porch is ideal mud room

Mudroom with laundry & original farm sink

Barn interior circa 1800's wood used to construct

Concrete Floor with fixed stairs to 2nd floor

2 separate sections in barn with concrete floor

Original barn door separates outbuilding sections

Tree lined driveway w/ 45 acres wooded 5 ac home

Church Creek to Fishing Creek lead to Chesapeake

Maryland Environmental Trust protects land

Last Sold Price

$995,000

4 beds3 baths3,192 sqft$312/sqft

4910 Gregory Rd, Cambridge, MD 21613

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 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.

LISTING CLOSED: 11/21/2025 12:00 AM

Listed by Sharon Spedden • Sharon Real Estate P.C.
P: (410) 215-2774 sharon@sharonre.com

Property Details for 4910 Gregory Road

Status

Closed

MLS #

MDDO2010050

Days on Market

Taxes

$4,715 / year

HOA Fees

Condo/Co-op Fees

Property Type

Single Family

MLS Type

Residential / Fee Simple

Year Built

1920

Lot Size

50.00 AC / 2,178,000 SF

County

Dorchester County

Tax ID Number

1009199292

Ownership

Fee Simple

Condo Coop Association

HOA

Structure Type

Detached

Style

Cape Cod

Levels/Stories

Furnished

Waterfront

Yes

Waterfront Features

Rip-Rap

Views

Creek/Stream, Water, Trees/Woods

Garage

Expected On Market Date

09-09-2025

Subdivision

CAMBRIDGE

Subdivision

CAMBRIDGE (DORCHESTER MD)

Total Parking Spaces

Central Air

Basement

Yes

Room Count

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

Building Winterized Y/N

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Location

Listing Courtesy of Sharon Real Estate P.C.

Sold By Unrepresented Buyer Office

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Building Information for 4910 Gregory Road

Stories2Year Built1920Building Size-Lot Size50.00 AC / 2,178,000 SF

Payment Calculator

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OriginPoint Mortgage or Rocket Mortgage¹

$5,450 per month

30 year fixed, 6.55% Interest

Principal and Interest

$5,057

Property Taxes

$393

HOA Dues

The Payment Calculator is for illustrative purposes only.

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Property Information for 4910 Gregory Road

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

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

Property Manager Y/N: No
Senior Community: No

Association Recreation Fee Y/N: No

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

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
Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8041/4546/8032/804145468032_512_384_WM_ndugPJQER8-QnQcW.jpg
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 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

Type Of Parking: Driveway
Driveway - # of Spaces: 10

Parking Features: Circular Driveway, Gravel Driveway

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

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: 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	—
Nov 21, 2025	Closed BRIGHT #MDDO2010050	$995,000	—
Sep 30, 2025	Pending BRIGHT #MDDO2010050		—
Sep 30, 2025	Active Under Contract BRIGHT #MDDO2010050		—
Sep 9, 2025	Listed (Active) BRIGHT #MDDO2010050	$1,450,000	—

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	—
09/30/2025	Active Under Contract BRIGHT #MDDO2010050	—
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
10/10	South Dorchester School	Public - Serves this home	PK to 8	8.2 mi
2/10	Cambridge-South Dorchester High School	Public - Serves this home	9 to 12	4.7 mi
NR	Dorchester County Career And Technology Center	Public - Choice school	9 to 12	4.7 mi
NR	Judith P. Hoyer Early Childhood Center	Public - Choice school	PK to 5	6.1 mi


Rating	School	Distance
10/10	South Dorchester School PublicPK to 8 Serves this home	8.2 mi
2/10	Cambridge-South Dorchester High School Public9 to 12 Serves this home	4.7 mi
NR	Dorchester County Career And Technology Center Public9 to 12 Choice school	4.7 mi
NR	Judith P. Hoyer Early Childhood Center PublicPK to 5 Choice school	6.1 mi

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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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.

© 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 12/10/2025 05:10 PM

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