4491 Bachelors Point Road • Oxford, MD 21654

$1,850,000 Beds: 3 • Baths: 3 full • Sq. Feet: 1704 • MLS ID: MDTA2012338 • Subdivision: BACHELORS POINT • School Dist: TALBOT COUNTY PUBLIC SCHOOLS
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. View this listing at: http://jessehershteam.com/mls=MDTA2012338

Property Features

  • Garage: 2
  • Taxes: $8,136
  • Exterior: Frame
  • Parking Notes: 2 Total Parking Spaces
  • Special View Info: Creek/Stream
  • Lot Size: 29.14 Acres
  • Lot Dimensions: 29.14 Acre(S)
  • Heating: Heat Pump(s)
  • Fuel Type: Electric
  • Year Built: 2004
  • Fireplaces: 1
  • Water: Public,Well
  • Sewer: Public Sewer
  • Stories: 2.0
  • Municipality: Oxford
  • Additional Structures: Above Grade,Below Grade
  • Location Description: Creek/Stream
  • Structure Type: Detached
  • Total Garage/Parking Spaces: 2
  • Appliances: Dryer - Front Loading,Washer - Front Loading,Dishwasher,Microwave,Refrigerator,Stove
  • Rooms: Living Room,Dining Room,Primary Bedroom,Sitting Room,Bedroom 2,Bedroom 3,Kitchen,Foyer,Great Room,Office,Bathroom 1,Bathroom 2,Primary Bathroom
  • SQFT Total Finished: 1704
  • SQFT Above Finished: 1704
  • Exterior: Outbuilding(s)
  • Interior: Bathroom - Stall Shower,Bathroom - Walk-In Shower,Breakfast Area,Built-Ins,Ceiling Fan(s),Dining Area,Entry Level Bedroom,Exposed Beams,Family Room Off Kitchen,Floor Plan - Traditional,Kitchen - Gourmet,Primary Bath(s),Skylight(s),Stove - Wood,Upgraded Countertops,Walk-in Closet(s),Wood Floors,Bathroom - Tub Shower,Combination Kitchen/Dining,Recessed Lighting,Window Treatments
  • Fireplace: Wood,Free Standing
  • Flooring: Ceramic Tile,Hardwood
  • Waterfront: Private Dock Site
  • Water Access: Boat - Powered,Canoe/Kayak

Room Sizes

  • Foyer: 11 x 5 Level: Main
  • Living Room: 17 x 12 Level: Main
  • Dining Room: 13 x 10 Level: Main
  • Kitchen: 13 x 9 Level: Main
  • Primary Bedroom: 15 x 14 Level: Main
  • Sitting Room: 19 x 11 Level: Main
  • Primary Bathroom: 9 x 8 Level: Main
  • Office: 23 x 9 Level: Upper 1
  • Great Room: 14 x 12 Level: Upper 1
  • Bedroom 2: 11 x 11 Level: Upper 1
  • Bedroom 3: 11 x 10 Level: Upper 1
  • Bathroom 2: 7 x 6 Level: Upper 1
  • Bathroom 1: 7 x 6 Level: Main

School Information

  • School District: TALBOT COUNTY PUBLIC SCHOOLS
Printed March 04, 2026


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