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.
Pending
$1,850,000
4491 Bachelors Point Rd, Oxford, MD 21654
3beds
1,704sqft
Est.:
Single Family Residence
Built in 2004
29.14 Acres Lot
$1,718,300 Zestimate®
$1,086/sqft
$-- HOA
What's special
Protected conservation acreageWalk-in closetMature treesAbundant wildlifeSpacious deckSpa-style bathExpansive screened porch
- 50 days |
- 667 |
- 26 |
Zillow last checked: 7 hours ago
Listing updated: March 16, 2026 at 03:52am
Listed by:
Linda K Fredeking 410-916-4792,
Monument Sotheby's International Realty 4437087074,
Listing Team: The Fredeking Team Of Monument Sotheby's International Realty
Source: Bright MLS,MLS#: MDTA2012338
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
- Main level bathrooms: 2
- Main level bedrooms: 1
Rooms
- Room types: Living Room, Dining Room, Primary Bedroom, Sitting Room, Bedroom 2, Bedroom 3, Kitchen, Foyer, Great Room, Office, Bathroom 1, Bathroom 2, Primary Bathroom
Primary bedroom
- Features: Flooring - Wood, Cathedral/Vaulted Ceiling, Lighting - Ceiling, Window Treatments, Walk-In Closet(s)
- Level: Main
- Area: 210 Square Feet
- Dimensions: 14 X 15
Bedroom 2
- Features: Flooring - HardWood, Ceiling Fan(s)
- Level: Upper
- Area: 121 Square Feet
- Dimensions: 11 X 11
Bedroom 3
- Features: Flooring - HardWood, Ceiling Fan(s)
- Level: Upper
- Area: 110 Square Feet
- Dimensions: 10 X 11
Primary bathroom
- Features: Flooring - Ceramic Tile, Bathroom - Walk-In Shower, Cathedral/Vaulted Ceiling, Skylight(s), Double Sink, Countertop(s) - Solid Surface, Lighting - Wall sconces, Recessed Lighting
- Level: Main
- Area: 72 Square Feet
- Dimensions: 8 X 9
Bathroom 1
- Features: Flooring - Ceramic Tile, Bathroom - Stall Shower, Lighting - Wall sconces, Lighting - Ceiling, Window Treatments
- Level: Main
- Area: 42 Square Feet
- Dimensions: 6 X 7
Bathroom 2
- Features: Flooring - Wood, Built-in Features, Window Treatments, Bathroom - Tub Shower, Lighting - Ceiling, Lighting - Wall sconces
- Level: Upper
- Area: 42 Square Feet
- Dimensions: 6 X 7
Dining room
- Features: Flooring - Wood, Built-in Features, Lighting - Ceiling
- Level: Main
- Area: 130 Square Feet
- Dimensions: 10 X 13
Foyer
- Features: Flooring - Ceramic Tile, Lighting - Ceiling
- Level: Main
- Area: 55 Square Feet
- Dimensions: 5 X 11
Great room
- Features: Flooring - Wood, Built-in Features, Ceiling Fan(s), Lighting - Pendants
- Level: Upper
- Area: 168 Square Feet
- Dimensions: 12 X 14
Kitchen
- Features: Flooring - Ceramic Tile, Ceiling Fan(s), Granite Counters
- Level: Main
- Area: 117 Square Feet
- Dimensions: 9 X 13
Living room
- Features: Flooring - Wood, Ceiling Fan(s), Wood Stove, Window Treatments
- Level: Main
- Area: 204 Square Feet
- Dimensions: 12 X 17
Office
- Features: Flooring - Wood, Lighting - Pendants, Ceiling Fan(s), Window Treatments
- Level: Upper
- Area: 207 Square Feet
- Dimensions: 9 X 23
Sitting room
- Features: Flooring - Wood, Flooring - Ceramic Tile, Ceiling Fan(s), Window Treatments, Skylight(s), Cathedral/Vaulted Ceiling
- Level: Main
- Area: 209 Square Feet
- Dimensions: 11 X 19
Heating
- Heat Pump, Electric
Cooling
- Other, Electric
Appliances
- Included: Dryer, Washer, Dishwasher, Microwave, Refrigerator, Cooktop, Water Heater
- Laundry: Main Level
Features
- Bathroom - Stall Shower, Bathroom - Walk-In Shower, Breakfast Area, Built-in Features, Ceiling Fan(s), Dining Area, Entry Level Bedroom, Exposed Beams, Family Room Off Kitchen, Floor Plan - Traditional, Kitchen - Gourmet, Primary Bath(s), Upgraded Countertops, Walk-In Closet(s), Bathroom - Tub Shower, Combination Kitchen/Dining, Recessed Lighting
- Flooring: Ceramic Tile, Hardwood, Wood
- Windows: Skylight(s), Window Treatments
- Has basement: No
- Number of fireplaces: 1
- Fireplace features: Wood Burning, Free Standing, Wood Burning Stove
Interior area
- Total structure area: 1,704
- Total interior livable area: 1,704 sqft
- Finished area above ground: 1,704
- Finished area below ground: 0
Video & virtual tour
Property
Parking
- Total spaces: 2
- Parking features: Garage Faces Front, Garage Door Opener, Detached, Driveway
- Garage spaces: 2
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Two
- Stories: 2
- Patio & porch: Deck, Patio
- Pool features: None
- Has view: Yes
- View description: Creek/Stream
- Has water view: Yes
- Water view: Creek/Stream
- Waterfront features: Private Dock Site, Creek/Stream, Boat - Powered, Canoe/Kayak
- Frontage length: Water Frontage Ft: 2100
Lot
- Size: 29.14 Acres
Details
- Additional structures: Above Grade, Below Grade, Outbuilding
- Parcel number: 2103131831
- Zoning: A1
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Other
Condition
- Excellent
- New construction: No
- Year built: 2004
Utilities & green energy
- Sewer: Public Sewer
- Water: Public, Well
Community & HOA
Community
- Subdivision: Bachelors Point
HOA
- Has HOA: No
Location
- Region: Oxford
- Municipality: Oxford
Financial & listing details
- Price per square foot: $1,086/sqft
- Tax assessed value: $728,267
- Annual tax amount: $8,136
- Date on market: 2/18/2026
- Listing agreement: Exclusive Right To Sell
- Ownership: Fee Simple
Estimated market value
$1,718,300
$1.63M - $1.80M
$2,521/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/16/2026 | Pending sale | $1,850,000$1,086/sqft |
Source:  Bright MLS #MDTA2012338 Report a problem | ||
| 2/18/2026 | Listed for sale | $1,850,000+640%$1,086/sqft |
Source: Bright MLS #MDTA2012338 Report a problem | ||
| 9/10/2001 | Sold | $250,000+25%$147/sqft |
Source: Public Record Report a problem | ||
| 12/3/1996 | Sold | $200,000$117/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | -- | $728,267 +6.1% |
| 2024 | $7,582 +11.3% | $686,133 +6.5% |
| 2023 | $6,810 +6.9% | $644,000 |
| 2022 | $6,373 +7.1% | $644,000 +1.3% |
| 2021 | $5,949 +0.7% | $635,667 +0.7% |
| 2020 | $5,910 | $631,500 |
| 2019 | $5,910 +3.3% | $631,500 |
| 2018 | $5,720 -12.5% | $631,500 -16.4% |
| 2017 | $6,537 +25.8% | $755,000 +0.2% |
| 2016 | $5,197 | $753,633 +0.2% |
| 2015 | $5,197 +6.8% | $752,267 +0.2% |
| 2014 | $4,867 | $750,900 |
| 2013 | -- | $750,900 |
| 2012 | -- | $750,900 -19.5% |
| 2011 | -- | $933,200 +4.4% |
| 2010 | -- | $893,806 +4.6% |
| 2009 | -- | $854,323 +4.8% |
| 2008 | -- | $814,840 +15.1% |
| 2007 | -- | $707,860 +17.8% |
| 2006 | -- | $600,880 +21.7% |
| 2005 | -- | $493,900 +59.2% |
| 2004 | -- | $310,182 +4.1% |
| 2003 | -- | $297,926 +4.3% |
| 2002 | -- | $285,670 +6.3% |
| 2001 | -- | $268,766 |
Find assessor info on the county website
Monthly payment
Est. payment
$10,203/mo
Principal & interest
$9185
Property taxes
$1018
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Climate risks
Neighborhood: 21654
Nearby schools
GreatSchools rating
- 9/10White Marsh Elementary SchoolGrades: PK-5Distance: 5.5 mi
- 4/10Easton Middle SchoolGrades: 6-8Distance: 8 mi
- 5/10Easton High SchoolGrades: 9-12Distance: 8 mi
Schools provided by the listing agent
- District: Talbot County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 21654
- Maryland
- Talbot County
- Oxford
- 21654
- 4491 Bachelors Point Rd
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