$1,850,000

4491 BACHELORS POINT RD, Oxford, MD 21654

  • 3 beds |
  • 3 baths |
  • 1,704 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 2004
  • Property Lot Size Icon29.14acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $1,086/sqft
  • Property List Date Icon Listed 6 days ago

Property Description

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.

Listing Status:
Coming Soon
Date Added:
February 18, 2026
Data Last Updated:
February 16, 2026 at 2:19PM
Listing Office:
Monument Sotheby's International Realty : 4437087074
Listing Agent:
Linda K Fredeking : 4109164792
MLS ID:
MDTA2012338
  • General: Bathroom - Stall ShowerBathroom - Walk-In ShowerBreakfast AreaBuilt-InsCeiling Fan(s)Dining AreaEntry Level BedroomExposed BeamsFamily Room Off KitchenFloor Plan - TraditionalKitchen - GourmetPrimary Bath(s)Skylight(s)Stove - WoodUpgraded CountertopsWalk-in Closet(s)Wood FloorsBathroom - Tub ShowerCombination Kitchen/DiningRecessed LightingWindow Treatments
  • Rooms: Living RoomDining RoomPrimary BedroomSitting RoomBedroom 2Bedroom 3KitchenFoyerGreat RoomOfficeBathroom 1Bathroom 2Primary Bathroom
  • Appliances: Dryer - Front LoadingWasher - Front LoadingDishwasherMicrowaveRefrigeratorStove
  • Laundry: Main Floor
  • Flooring: Ceramic tileHardwood
  • A/C: Other
  • Heating: Heat Pump(s)Electric
  • Fireplace: WoodFree StandingFireplaceFireplaces: 1
  • Disability Feature: None
  • General: Outbuilding(s)Above GradeBelow Grade
  • Style: Cape Cod
  • Other Structures: DeckPatio
  • General: Frame2Other
  • Originating MLS: BRIGHT_MAIN
  • School District: TALBOT COUNTY PUBLIC SCHOOLS
  • County: TALBOT-MD
  • Zoning: A12103131831
  • View: Creek/Stream
  • Waterfront: 2100
  • Water: PublicWell
  • Sewer: Public Sewer
  • Source: BRIGHT_MAIN

This listing courtesy of Linda K Fredeking , Monument Sotheby's International Realty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

W

White Marsh Elementary School

4322 Lovers Ln, Trappe, MD, 21673

Grades PK-5

5.53 miles away

S

St. Michaels Middle/High School

200 Seymour Ave, Saint Michaels, MD, 21663

Grades 6-12

7.82 miles away

S

St. Michaels Middle/High School

200 Seymour Ave, Saint Michaels, MD, 21663

Grades 6-12

7.82 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.