Oxford Real Estate

Oxford Real Estate

Welcome to Oxford, Maryland—a hidden gem nestled in the heart of Talbot County. This picturesque subdivision offers a unique blend of small-town charm and stunning natural beauty, making it an ideal place for families, retirees, and anyone looking to escape the hustle and bustle of city life.

Oxford is steeped in history, with roots dating back to the early 17th century. As one of Maryland's oldest towns, it boasts a rich maritime heritage, evident in its quaint streets lined with historic homes, charming boutiques, and inviting waterfront parks. The tranquil setting along the Tred Avon River provides residents with breathtaking views and a plethora of outdoor activities, from boating and fishing to leisurely walks along the scenic shoreline.

The community is known for its friendly atmosphere and strong sense of belonging. With a population that values connection and camaraderie, you'll find neighbors who become friends and community events that bring everyone together. The local schools are highly regarded, ensuring that families have access to quality education.

For those seeking a slower pace of life without sacrificing convenience, Oxford is perfectly situated. Just a short drive from Easton and St. Michaels, residents can enjoy easy access to shopping, dining, and cultural attractions, while still relishing the peaceful ambiance of their home base.

Whether you're looking to build your dream home or find a charming retreat, Oxford, MD, is a place where you can truly feel at home. Explore this captivating subdivision and discover the perfect blend of history, community, and natural beauty waiting for you.

Newest Listings in Oxford

$15,000,000
7 Beds 10 Baths
A Timeless Waterfront Estate. A Legacy Unlike Any Other. Set along one of the most breathtaking stretches of the Potomac River, 9514 Lynnhall Place is an extraordinary Seven-bedroom waterfront estate offering a rare combination of privacy, scale, grandeur, history, and natural beauty. Positioned on more than two beautifully manicured acres, the residence captures sweeping panoramic views extending for miles down the Potomac, with an exceptional orientation looking along the river rather than simply across it. The property's story is equally remarkable. The estate was built on one of President George Washington's five original Mount Vernon farms, The Union Farm, connecting it to the history of one of America's most significant estates. A plaque near the front entrance recognizes the property's historical significance. Originally commissioned by the late Major General Guy L. Hecker Jr., a decorated United States Air Force fighter pilot and two-star general, the residence was constructed over nearly three years by builder Ty Chambers. The entire residence was featured in Veranda Magazine, a fitting recognition of its distinctive architecture and exceptional design. Beyond the stately entrance and circular driveway, soaring columns introduce interiors of impressive scale and artistry. A dramatic dual floating staircase is complemented by hand-painted frescoes, a striking rose quartz hallway, crystal chandeliers, graceful archways, rich millwork, soaring ceilings, a beautifully crafted built-in mahogany library, and seven fireplaces. Expansive windows and thoughtfully positioned living spaces capture spectacular Potomac views from nearly every principal room. Four staircases and an elevator serving every level provide seamless access throughout the residence. The chef's kitchen features premium Thermador appliances and flows naturally into the surrounding living and entertaining spaces. The walkout lower level is anchored by a spectacular custom mahogany bar and a dramatic double-sided fireplace. A private movie theater, fitness room, sauna, steam room, multiple wet bars, and expansive recreation spaces create the experience of a private resort. The residence offers seven bedrooms in total, including a separate upper-level au pair suite with its own bedroom, kitchen, living room, and private staircase. The primary suite is a serene waterfront retreat with beautiful river views, spa-inspired baths, generous dressing areas, and exceptional privacy. Outside, extensive excavation and landscaping created a graceful transition from the residence to the water's edge. Expansive terraces overlook the resort-style pool and spa, while a private deep-water dock provides direct access to the Potomac River. Additional features include a heated three-car garage, laundry facilities on every level, multiple HVAC zones, and exceptional custom craftsmanship throughout. Ideally located minutes from George Washington's Mount Vernon Estate, Old Town Alexandria, National Harbor, Reagan National Airport, and Washington, D.C., this remarkable property combines the serenity of a grand waterfront retreat with exceptional access to the nation's capital. Rare in its scale. Remarkable in its craftsmanship. Rich in history. Irreplaceable in its setting. 9514 Lynnhall Place presents an exceptional opportunity to own one of the Potomac River's most distinctive waterfront residences.

9514 Lynnhall, Alexandria

Listing courtesy of The Agency DC. Contact: 2028881127

$3,295,000
5 Beds 5 Baths
Welcome to this exceptional 4/5 BR/4.5BA waterfront residence overlooking picturesque Town Creek in the historic waterfront town of Oxford. Built in 2023, this home is privately set on 1.71 acres (very rare for Oxford) surrounded by mature trees, extensive landscaping and thoughtfully designed hardscaping that complement the natural beauty of its serene waterfront setting. Designed with extraordinary attention to detail, the home showcases soaring vaulted ceilings, expansive windows, and multiple decks and balconies that capture tranquil water views from nearly every room. The grand living room, anchored by a gas fireplace, flows effortlessly into the dining area and an extraordinary chef’s kitchen featuring a large center island, separate casual dining space, a well-appointed butler’s pantry, and a screened porch just off the kitchen - perfect for outdoor dining and enjoying the peaceful waterfront setting. A private office with an adjacent full bath offers flexibility as a guest suite. The desirable main-level primary suite is a luxurious retreat, complete with a spa-inspired bath, private sitting room, and sliding doors opening to a peaceful screened waterside porch. The second floor offers three additional guest bedrooms, including one with an ensuite bath and two connected by a Jack & Jill bath, providing comfortable accommodation for family and guests. Outdoor living is equally impressive, featuring a waterside slate patio with expansive views, ideal for relaxing or entertaining while enjoying the serene waterfront setting. A new pier with two slips and 4’ MLW provides convenient boating access, while a thoughtfully integrated rainwater harvesting and management system was incorporated as part of the property’s environmental site design. Located just a short stroll from downtown Oxford, this beautiful waterfront home offers the perfect blend of luxury, comfort, and small-town coastal living. *Home built out of flood zone: Elevation certificate available *Room for pool; plans available for pool and pool house.

104 East St, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$1,095,000
3 Beds 3 Baths
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 the new hardwood flooring and fresh paint throughout to the completely remodeled gourmet kitchen featuring high-end appliances, quartz and soapstone countertops, custom cabinetry, and a butler's pantry connecting the kitchen and dining room. The dining room is anchored by a beautiful masonry fireplace with a gas insert, while the custom "Wine Snug" offers built-in wine racks, a wine refrigerator, and handcrafted wrought iron doors. Designed to maximize its setting, the home captures water views from both the front and rear, with sightlines straight through the home to the water. Upstairs, the primary suite opens to a private balcony overlooking the harbor, and the conveniently located second-floor laundry adds everyday functionality. For boating enthusiasts, the property includes a deeded 40’ boat slip accommodating with approximately 5’ MLW. Ideally located just moments from downtown Oxford, you'll enjoy easy access to marinas, the Oxford Ferry, waterfront parks, and local favorites like Doc's Sunset Grille with frequent live music. Whether you're searching for a full-time residence, weekend getaway, or luxury second home, 100 W. Pier Street offers the perfect blend of water views, boating access, modern updates, and the relaxed Eastern Shore lifestyle.

100 Pier St W, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$795,000
3 Beds 2 Baths
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 continued with upgrades and additions that continued that modernization, culminating with 2 major upgrades and an 800 square foot addition that made the house 2000 square feet and quite comfortable by today’s standards. The first major addition and upgrade was to the living room. Owners added a new fireplace and chimney, 2 new Marvin windows and oak flooring in 2006. The front porch received a new decking with Trex decking in 2005. In 2011 the most significant upgrade came to date, taking a full year to complete. Starting with an architectural review and plan, the owners worked closely with Oxford’s Historical Board and added 800 square feet to the total footprint and much modernization. Here are some of the highlights: GMB Foundation Review New Foundation for “Bump out” addition Extensive teardown of interior walls, exterior siding, back kitchen, suspect framing and much more. New build of the “Bump out” section with 2 levels Rotation of the stairs to the second story with complete rebuild Upgraded kitchen with new appliances, granite countertops and more Widening the living room to dining room entry New wood floors throughout both stories New on-demand water heater Security system and surround sound system Floors in attic for better storage use and foam insulation with an “insulating the shell” approach to the entire house Cementitious product planking on the exterior for superior protection and durability looks like wood planks but won’t need painting for 30 years. Crawl space mitigation with 10mil plastic, closed foam insulation, sump pump and dehumidifier. Continual service and monitoring with termite and pest control. Virtually every square inch of the Rose Cottage has been upgraded and modernized except for the historic front bedroom. Detached shed with upright freezer with workbench and storage The Rose Cottage is now a comfortable, fully modernized home that is practically maintenance free. With off-street parking for two cars and ideally located next to the restored Wesleyan Church, the cottage is ideally located in Oxford’s historic district.

228 South St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$629,900
4 Beds 3 Baths
Motivated Seller and 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 quiet cul-de-sac, it features welcoming indoor and outdoor spaces ideal for year-round living, with plenty of room to transform/grow and make it your own. Inside, the foyer opens to spacious living and dining areas featuring Brazilian cherry hardwood floors, vaulted ceilings, and abundant natural light. French doors lead to a flexible room that can serve as a first floor guest room or home office. The living room flows into a large kitchen with a bright breakfast room and an adjacent dining area, making it ideal for casual mornings and gatherings with family and friends. Just off the kitchen, a half bath and a large family room provide added convenience and direct access to a spacious backyard. Upstairs, the primary suite offers a peaceful retreat with a large walk-in closet and an en-suite bath featuring double sinks, a Jacuzzi tub, and a walk-in shower. Two additional bedrooms share a generous hall bath with double sinks and a tub-shower combination. A second-floor bonus room adds even more flexibility and can be used as a playroom, home gym, game room, or private retreat. Outdoor living is equally appealing, with a front and back decks, patio with fire pit and a fully fenced backyard. One of the largest yards in the neighborhood, with plenty of room for a pool. Located just a short walk from downtown Oxford, the home offers easy access to local shops, restaurants, the waterfront park, Oxford Market, and Scottish Highland Creamery. Move-in ready and full of character, this Eastern Shore gem delivers exceptional value. Move-in ready and full of character, this Eastern Shore gem offers the best of Oxford living at an exceptional value. Recent Upgrades include: A new roof installed in August 2025, Stainless-steel appliances less than two years old, encapsulated crawlspace.

209 Third St, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

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