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$595,000
2 Beds ⋅ 2 Baths
Bright and clean, this 2 bedroom 1 1/2 bath home with a very large yard is the perfect retreat from the city! Easy maintenance, recently updated, painted, sided, and ready to move into, It is so close to the Strand where you can sit and watch the boats go by! or throw in your kayak! New kitchen with new appliances, newly sided offering additional insulation, deck 13 x 10, and shed (8 x 10). Yard fenced with white Oxford style picket fence. Move right in!

103 Stewart Ave, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$1,495,000
4 Beds ⋅ 3 Baths
Historic District of Oxford 4 bedroom waterfront home with Sunset Views! New 126', 6' wide dock on the Tred Avon River, yard with patio, and plans for a pool. The house has been designed for entertaining with a large gathering room on the first floor with large woodburning fireplace. Glass enclosed porch on waterside provides a wonderful view of the water! First floor primary bedroom has a full bath. Of the 3 second floor bedrooms, one is large enough for a 'dorm room'. Large bright kitchen with room for table and chairs as well as a formal dining room. Property located at end of Sullivans Alley. Please try not to block anyone in the Lane-plenty of room in the driveway or on Benoni Street to park! Thank you so much

100 Sullivans Aly, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$799,000
Local landmark restaurant Latitude 38 in Oxford, Maryland is available For Sale or Lease. Situated at the entrance to the idyllic town of Oxford, Latitude 38 has served locals and tourists alike for over 33 years. Within walking distance to most marinas and boatyards, the restaurant has become a staple amongst the town's residents, weekenders, and visitors. The restaurant interior was renovated in the spring of 2022 offering 128 seats and a gorgeous 20 chair bar. Many upgrades throughout the facility, including new kitchen equipment, HVAC, and other remodeled elements. Opportunity includes liquor license. Take over a nearly turnkey operation in Talbot County, MD. Home to coastal living and lifestyle enthusiasts, the Town of Oxford is the "Gold Coast" of the Chesapeake Bay region.

26342 Oxford Rd, Oxford

Listing courtesy of SVN/Miller Commercial Real Estate. Contact: 410-543-2440
$12,150,000
5 Beds ⋅ 6 Baths
Hidden near the Tred Avon River, along shaded Trippe Creek shores, discover this Oxford jewel where refined luxury blends effortlessly with laid-back coastal charm. Accessible from beyond twenty high-elevation acres and a stately gas-lamp flanked gate, be transported as covered walkways, cobblestone paths, ornamental trees, scenic gardens, and panoramic point of land views enchant. Here, Widgeon Point's original 1938 construction has been beautifully reimagined by skilled artisans and a talented architects designing a warmly-hued residence echoing a River House of timeless elegance. In the home’s heart, sun-filled ceilings highlight intricate millwork, artfully laid hardwoods, heated Tennessee stone floors, built-in cabinetry, and fireplaces of fine craftsmanship where you’ll work, unwind, and dine. In the provincial kitchen, professional-grade appliances, farmhouse sink, and granite-topped counters assist with best-loved meals, while adjacent firelight warms cheerful late night moments with friends. While the dining room’s wet bar serves holiday celebrations, the bar-hosted enclosed gazebo and endless outdoor patios allow for large parties and simple summer pleasures overlooking yachts and memorable sunsets. Picnic or take morning strolls to either of your private ponds, float the summer away in the saltwater pool, tend to chores from within the solar paneled barn, or launch cruises from the deep water lift-fitted dock. After a day of cruising or antiquing in town, retreat to four bedrooms; each guest-perfect with access to the grounds, privacy, and bathrooms of hand selected stone. While the primary refuge boasts one of many serene custom closets, your guests will appreciate the two bedroom guest house, and fully independent over-garage apartment. While on tour, visit the pool house’s kitchen plus bath, caretaker cottage, boathouse, three car garage, and two barns with varying fittings including geothermal HVAC and insulation. Minutes away, historic townships - including Oxford and Easton - offer friendly eateries, romantic restaurants, golf clubs, artful shops, and annual festivals, while coves, rivers, and sanctuaries inspire your inner fisherman, sportsman, or athlete with endless watershed adventure.

5808 Widgeon Point Ln, Oxford

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,999,500
6 Beds ⋅ 4 Baths
Located on the Oxford corridor is situated on 2.5+ acres with more than 350 ft of waterfront with coveted Western exposure providing colorful sunsets over Island Creek. Boaters will delight in the deep water (7+/- MLW) at private pier with multiple slips including one covered 22'+/- slip. Stately Georgian home boasts six bedrooms, suitable for large gatherings for family and friends! Formal living and dining rooms and ample kitchen. Primary suite is complete with bath, sitting room and walks out to balcony. Additional bedroom suite with bath. Attached oversized 2-car garage perfect for cars, toys and more!

4400 World Farm Rd, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665
$3,000,000
6 Beds ⋅ 5 Baths
This remarkable waterfront property with a large waterside concrete pool within 25' of the Tred Avon River and looks west over the river and across the Chesapeake Bay. Pier with lift, rip-rapped shoreline and southwest breezes and sunsets year round. Located in the heart of Oxford's Historic District. Tree-lined streets on two sides, private, fenced and landscaped. Seller will consider holding a first mortgage to a qualified buyer.

106 Tred Avon Ave, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$494,000
3 Beds ⋅ 3 Baths
Gorgeous and secluded 3 bedroom 2.5 bath home in Oxford on Pier Street on almost a quarter acre. Open floor plan features hardwood flooring on the main level, a nice family room off the kitchen with wood burning fireplace, several custom wood walls and a multitude of windows to provide ample natural light. The main floor also features a large kitchen with dining area, stainless steel appliances, solid surface countertops and plenty of counter space. Past the dining area is a private office with built-in desk and shelving which also doubles as the 4th bedroom. Off the kitchen in the back of the main level is a very large sun room with beautiful views of your private backyard. Upstairs you will find 3 large bedrooms, the primary bedroom features an en-suite bathroom with granite counters, sitting area, plantation shutters and access to your own private balcony to watch the Oxford sunset! Hallway bathroom also features solid surface counters and has a tub/shower combo and plenty of room. Gorgeous views await of green space beyond the backyard, a fenced in yard in the back, paver patio to entertain and a large shed for all your gardening and lawn maintenance needs. Off the back of the house is open space and Oxford town park with a soccer field and tennis courts. Call today for your private showing!

205 E Pier St, Oxford

Listing courtesy of CENTURY 21 New Millennium. Contact: (410) 487-2066
$5,250,000
6 Beds ⋅ 5 Baths
Welcome to "Evergreen", truly one of the most beautiful waterfront farms in Talbot County. Sited on 121 acres in Oxford Md, this property has over 2000' of shoreline (most rip-rapped) bordering the Choptank River and Island Creek, and a large tidal pond which offers incredible views and is an extraordinary habitat for wildlife. Spectacular sunrises and sunsets can be seen from this property, which is one of the few remaining large parcels offering complete privacy yet just minutes to Oxford. The meandering lane leads through the fields and up to the gorgeous point with panoramic vistas. The 6BR/5BA house was built in 1962, remodeled in the mid 1980's, and boasts amazing water views from nearly every room. In addition, there are 2 living areas and wonderful 1st and 2nd floor waterside screened-in porches. Adjacent is the large gunite pool and the protected pier is located in the cove and offers 3.5'MLW. 80 acres are currently being farmed at $4800/year and hunting rights have been given to the same hunters for many years (income is $10,000/year). No formal written leases are in place. The house has also been rented on a short-term basis for the last few years. The pier and barns are being sold in as-is condition. A right-of-way is in place for the property located at #4184 Evergreen. No land is in CREP or conservation. 2 SDA's have been approved but not platted by Talbot County and additional perc testing is being done this wet season. This is a very unique and rare opportunity to own an outstanding property on the Eastern Shore!

4190 Evergreen Rd, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 673-3344
$750,000
Turn-key and established waterfront restaurant featuring transient slips and ample parking located in historic Oxford, MD. Enjoy an established clientele and well run business on day one.

Tilghman St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-6665