Discover your own Eastern Shore retreat at 4491 Bachelors Point Road in Oxford, MD. This exceptional 29-acre waterfront estate offers unrivaled privacy, 2,100 feet of pristine shoreline on Boone Creek, and effortless access to the Choptank River. The thoughtfully designed residence—completed initially in 2003 and extensively updated—features over 2,000± sq. ft. , three bedrooms, and a newly completed 2023 primary suite with a walk-in closet and spa-style bath. Enjoy sweeping water and wildlife views from the expansive screened porch and spacious deck. A separate apartment above the detached garage provides flexible space for guests, a home office, or rental income. The property also includes a 100-foot dock with water and electric (replanked in 2025) and sheltered waters ideal for small boats, kayaking, paddleboarding, and swimming. Set within the highly sought-after Bachelor’s Point community, residents enjoy proximity to deepwater boat slips, a full-service boatyard, and Oxford’s charming boutiques, restaurants, festivals, and recreational amenities. Mature trees, abundant wildlife, and protected conservation acreage create a serene, low-maintenance setting perfect for a private getaway, hunting retreat, or investment opportunity.
Single-familyProperty Type
2004Year Built
29.14 acresLot Size
$1,056Price/Sq.Ft.
2 car garageParking
Listed by Linda K Fredeking• Monument Sotheby's International Realty
Other Structures: Carriage House, Storage Barn/Shed
Exterior Information
Outbuilding(s)
Lot Information
Navigable Water
Has Water View
Water Frontage In Feet: 2,100
Land Information
Land Assessed Value: $439,900
Dock Information
Dock Type and Features: Pier, Private
# of Docks: 1
Above Grade Information
Finished Sq.Ft.: 1,704
Finished Sq.Ft. Source: Assessor
Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor
Financial
Tax Information
City/Town Tax: $2,330
County Tax: $5,806
Tax Assessed Value: $728,267
Tax Year: 2025
Tax Annual Amount: $8,136
Assessments Information
Year Assessed: 2025
Utilities
Utilities Information
Cooling Type: Other
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Propane
Sewer Septic: Public Sewer
Water Source: Public, Well
Location
School Information
School District Name: TALBOT COUNTY PUBLIC SCHOOLS
School District Source: Listing Agent
Location Information
Outside City Limits
Directions: Oxford Road to Bachelor's Point Road
Location Type: Creek
Municipality: Oxford
Waterfrontage Information
Water Access Features: Boat - Powered, Canoe/Kayak
Water Access
Private Dock Site
On Waterfront
Water Oriented
Water Body Type: Creek
Public facts
Beds: —
Baths: 2.0
Sq. Ft.: 1,704
Stories: 1.5
Lot Size: 29.14 acres
Style: Single Family Residential
Year Built: 2004
Year Renovated: —
County: Talbot County
APN: 03 131831
Home facts updated by county records on Aug 26, 2026
Around this home
Schools
White Marsh Elementary School
Public PreK-5 • Assigned • 5.5mi
8/10
Easton Middle School
Public 6-8 • Assigned • 8.0mi
5/10
Easton High School
Public 9-12 • Assigned • 8.0mi
6/10
Provided by GreatSchools
Climate risks
8/10 Flood Factor
Estimated 80%+ chance of a flood reaching the building in the next 30 years
3/10 Fire Factor
0.15% chance of being in a wildfire in next 30 years
9/10 Heat Factor
7 days above 105° expected this year, 16 days in 30 years
7/10 Wind Factor
79% chance of strong winds in next 30 years
5/10 Air Factor
6 unhealthy days expected this year, 8 days in 30 years
Provided by First Street
Historical weather
Oxford, MD • 21654
Average low and high temperatures (°F)
39
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30
61
42
69
51
75
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89
73
82
66
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63
70
52
59
43
46
32
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
100/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 1% for direct sun exposure in Oxford. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.5 hrs
6.8 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.63M – $1.97M
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