15

Homes for Sale in 21654

Section Image Section Image
  • 100 W Pier St, Oxford, MD 21654
    100 W Pier St, Oxford, MD 21654
    100 W Pier St, Oxford, MD 21654
    /35

    $1,095,000

    • 3 Beds
    • 2.5 Baths
    • 2,242 Sq Ft

    100 W Pier St, Oxford, MD 21654

    Waterfront, a deeded boat slip, off-street parking, and a single-car garage with additional storage set the stage for this thoughtfully redesigned coastal retreat in the heart of Oxford. Completely renovated from top to bottom, this 3 bedroom, 2.5 bathroom home blends timeless Eastern Shore charm with luxury finishes and exceptional boating amenities. Every detail has been carefully curated, from

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    100 W Pier St, Oxford, MD 21654
  • 4794 Sailors Ln, Oxford, MD 21654
    4794 Sailors Ln, Oxford, MD 21654
    4794 Sailors Ln, Oxford, MD 21654
    /25

    $599,900

    $40K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,986 Sq Ft

    4794 Sailors Ln, Oxford, MD 21654

    Nestled on 2± acres, this inviting property offers a peaceful setting surrounded by mature trees that provide shade and natural beauty throughout the seasons. A circular driveway creates a welcoming approach and allows for easy access to the home and detached two-car garage, which also offers excellent potential as a workshop, studio, or hobby space. Inside, hardwood flooring extends throughout

    Chuck Mangold Benson & Mangold, LLC

    4794 Sailors Ln, Oxford, MD 21654
  • 110 N Morris St, Oxford, MD 21654
    110 N Morris St, Oxford, MD 21654
    110 N Morris St, Oxford, MD 21654
    /65

    $1,195,000

    $100K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,574 Sq Ft

    110 N Morris St, Oxford, MD 21654

    Incredible opportunity to own a circa 1875 home in Oxford's Historic District that has been renovated with a separate 2 bedroom apartment with views of Town Creek. Formerly a Bed and Breakfast, it features 2 first floor bedrooms with 1 and 1/2 baths and 3 second floor bedrooms each with its own full bath. Entire exterior has been newly painted and most of the windows have been replaced. A lovely

    Henry Hale Benson & Mangold, LLC

    110 N Morris St, Oxford, MD 21654
  • 104 Myrtle St, Oxford, MD 21654
    104 Myrtle St, Oxford, MD 21654
    104 Myrtle St, Oxford, MD 21654
    /48

    $1,700,000

    • 3 Beds
    • 3 Baths
    • 2,566 Sq Ft

    104 Myrtle St, Oxford, MD 21654

    Western sunsets and timeless waterfront living define this beautifully restored home on Town Creek in Oxford. A waterside pool, expansive entertaining deck, gazebo and private pier create an exceptional setting for relaxing, entertaining and enjoying life on the water.Inside, a gourmet kitchen and inviting family room with a custom built-in bar anchor the home, while warm pine floors add

    Kathy Christensen TTR Sotheby's International Realty

    104 Myrtle St, Oxford, MD 21654
  • 228 South St, Oxford, MD 21654
    228 South St, Oxford, MD 21654
    228 South St, Oxford, MD 21654
    /55

    $849,000

    $76K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,780 Sq Ft

    228 South St, Oxford, MD 21654

    The Rose Cottage was first built in 1890 and owned by a waterman. With barely 1,200 square feet, the house served many generations of Oxford families. Fast forward for about 100 years, the house was raised and the foundation was modernized in the late 1990s. With plumbing and electrical upgrades, the house became a modern historical home. When the current owners bought the Cottage in 2004, they

    Henry Hale Benson & Mangold, LLC

    228 South St, Oxford, MD 21654
  • 101 Tilghman St, Oxford, MD 21654
    101 Tilghman St, Oxford, MD 21654
    101 Tilghman St, Oxford, MD 21654
    /64

    $749,900

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    101 Tilghman St, Oxford, MD 21654

    Beautifully crafted “Oxford Cottage,” just a few blocks from waterfront park access, downtown Oxford, the Oxford Bellevue Ferry, and the Strand beach. Built in 2023, this builder’s personal home is being offered for the first time. Upstairs features two spacious bedrooms, a full bath, and a convenient laundry area. The main level offers flexible living space with the option for an additional

    Eddie Matthews Benson & Mangold, LLC

    101 Tilghman St, Oxford, MD 21654
  • 4335 World Farm Rd, Oxford, MD 21654
    4335 World Farm Rd, Oxford, MD 21654
    4335 World Farm Rd, Oxford, MD 21654
    /133

    $4,495,000

    • 5 Beds
    • 3.5 Baths
    • 4,921 Sq Ft

    4335 World Farm Rd, Oxford, MD 21654

    Experience refined waterfront living in this stunning Lowcountry-style estate, gracefully set on an exceptional waterfront lot among mature Loblolly pines with a coveted southern exposure. Offering sweeping, unobstructed water views, and a rare sense of privacy, the property is bathed in natural light throughout the day, with breathtaking sunrises and and warm, golden reflections in the

    Ray Stevens Benson & Mangold, LLC

    4335 World Farm Rd, Oxford, MD 21654
  • 0 Sailors Retreat Rd Unit MDTA2009052, Oxford, MD 21654
    0 Sailors Retreat Rd Unit MDTA2009052, Oxford, MD 21654
    0 Sailors Retreat Rd Unit MDTA2009052, Oxford, MD 21654
    /26

    $262,000

    $37K PRICE DROP
    • Land
    • 2.18 Acres
    • $120,183 per Acre

    0 Sailors Retreat Rd Unit MDTA2009052, Oxford, MD 21654

    Exceptional 2.18 acre residential lot. Ready to go with approved 4 Bedroom perc. Locate in the very desirable Sailors Retreat neighborhood with a beautiful setting and high-end homes. This parcel offers a high elevation (Zone X). Build your dream home on this last remaining parcel in this coveted neighborhood. See conceptual house plans and site plan in the photos. House plans are available.

    Eugene Smith TTR Sotheby's International Realty

    0 Sailors Retreat Rd Unit MDTA2009052, Oxford, MD 21654
  • 115 W Pier St, Oxford, MD 21654
    115 W Pier St, Oxford, MD 21654
    115 W Pier St, Oxford, MD 21654
    /46

    $1,250,000

    $100K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,909 Sq Ft

    115 W Pier St, Oxford, MD 21654

    A very exciting, well-built (stick built by Mister Construction-1996), open floor plan waterfront home in Oxford. Amazing broad South facing with river views. Three bedrooms on second floor, each with private bath, elevator to 3rd floor, full attic storage, 2 car garage, new roof in 2022, waterside deck, 2 enclosed waterfront sitting rooms, spacious first floor rooms for entertaining! First floor

    Henry Hale Benson & Mangold, LLC

    115 W Pier St, Oxford, MD 21654
  • 104 Bonfield Ave, Oxford, MD 21654
    104 Bonfield Ave, Oxford, MD 21654
    104 Bonfield Ave, Oxford, MD 21654
    /47

    $425,000

    • 2 Beds
    • 1 Bath
    • 1,006 Sq Ft

    104 Bonfield Ave, Oxford, MD 21654

    Welcome to this charming Jack’s Point bungalow, where classicstyle, modern updates, and thoughtfully restored Craftsman detailscome together in a warm, bright, and inviting home. Tastefullyrefreshed throughout and fully furnished the residence featuresnewer flooring, a newer roof, and updated appliances, offeringmodern comfort while maintaining its timeless appeal.The

    Henry Hale Benson & Mangold, LLC

    104 Bonfield Ave, Oxford, MD 21654
  • 5381 Morgans Point Dr, Oxford, MD 21654
    5381 Morgans Point Dr, Oxford, MD 21654
    5381 Morgans Point Dr, Oxford, MD 21654
    /73

    $5,295,000

    • 4 Beds
    • 7 Baths
    • 5,115 Sq Ft

    5381 Morgans Point Dr, Oxford, MD 21654

    First time offering in Morgans Point. Custom built estate designed by architect Lauren Dianich of Atelier 11, this elegant Georgian-style brick and shingle residence offers over 5,200± square feet of thoughtfully designed living space filled with natural light and panoramic water views of the Tred Avon River. Set on 5± acres, the home is crafted for both refined entertaining and private, relaxed

    Chuck Mangold Benson & Mangold, LLC

    5381 Morgans Point Dr, Oxford, MD 21654
  • 209 3rd St, Oxford, MD 21654
    209 3rd St, Oxford, MD 21654
    209 3rd St, Oxford, MD 21654
    /42

    $655,000

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,638 Sq Ft

    209 3rd St, Oxford, MD 21654

    Improved Pricing ! Make this Charming Oxford Gem your new home. This well-maintained 4-bedroom, 2.5-bath home offers a comfortable blend of classic style and Eastern Shore charm in a prime Oxford location. Whether you're looking for a first home, a retirement retreat, a weekend escape, or an investment property, this inviting residence is designed to fit a variety of lifestyles. Tucked away on a

    Debbie McQuaid TTR Sotheby's International Realty

    209 3rd St, Oxford, MD 21654
  • 4480 Bachelors Point Rd, Oxford, MD 21654
    4480 Bachelors Point Rd, Oxford, MD 21654
    4480 Bachelors Point Rd, Oxford, MD 21654
    /12

    $1,945,000

    • Land
    • 2.96 Acres
    • $657,095 per Acre

    4480 Bachelors Point Rd, Oxford, MD 21654

    Your Custom Dream Waterfront Home Awaits! This rare, build-ready lot offers a blank canvas for you to craft your perfect Eastern Shore estate with spectacular, panoramic views! The 2.9 acre waterfront lot in the Bachelor Pt section of Oxford offers 180 degree panoramic views stretching across the majestic Choptank River. Enjoy the peace of mind of a recently installed rip-rap shoreline over an

    Ray Stevens Benson & Mangold, LLC

    4480 Bachelors Point Rd, Oxford, MD 21654
  • 0 Almshouse ( Lot 2) Rd Unit MDTA2014584, Oxford, MD 21654
    0 Almshouse ( Lot 2) Rd Unit MDTA2014584, Oxford, MD 21654
    0 Almshouse ( Lot 2) Rd Unit MDTA2014584, Oxford, MD 21654
    /11

    $275,000

    • Land
    • 2.28 Acres
    • $120,614 per Acre

    0 Almshouse ( Lot 2) Rd Unit MDTA2014584, Oxford, MD 21654

    Location, location, location! It doesn't get much better than this. Nestled on a private, wooded 2.3-acre lot between Easton and Oxford, this property has everything you need to move forward with building your dream home. The sellers are even willing to include their house plans!This perc-approved lot is approved for a 4-bedroom home and is accessed from Almshouse Road via an existing

    Samantha Grimes Chesapeake Real Estate Associates, LLC

    0 Almshouse ( Lot 2) Rd Unit MDTA2014584, Oxford, MD 21654
  • 105 Tilghman St, Oxford, MD 21654
    105 Tilghman St, Oxford, MD 21654
    105 Tilghman St, Oxford, MD 21654
    /19

    $169,000

    • Land
    • 8,712 Sq Ft
    • $845,000 per Acre

    105 Tilghman St, Oxford, MD 21654

    Oxford Lot in the heart of town in the Historic District. Lot size .20 acre +/-. Build your ideal home. A few blocks to Town Creek and Tree Avon River, restaurants, ferry dock, park, town market and more. Buyers to perform own feasibility study and due diligence for intended use. You may contact the town of Oxford Planning and Zoning.

    Cynthia Browne Benson & Mangold, LLC

    105 Tilghman St, Oxford, MD 21654
Maryland Talbot County Oxford

Real Estate & Homes for Sale in 21654

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group