Oxford Real Estate

Oxford Real Estate

Welcome to Oxford, Maryland—a hidden gem nestled in the heart of Talbot County. This charming waterfront community offers a unique blend of rustic elegance and serene coastal living, making it an ideal destination for those seeking a tranquil lifestyle. Known for its picturesque landscapes and rich maritime history, Oxford is a place where every day feels like a vacation.

As you stroll through the tree-lined streets, you’ll be captivated by the quaint architecture, featuring historic homes with beautiful gardens and inviting porches. The community is steeped in history, with roots dating back to the 17th century, and is home to several well-preserved landmarks that tell the story of its vibrant past.

Oxford is not just about history; it’s also a thriving hub for outdoor enthusiasts. The town’s waterfront location provides ample opportunities for sailing, kayaking, and fishing, while the nearby Oxford-Bellevue Ferry offers a scenic route to explore the surrounding areas. Residents enjoy access to pristine beaches and nature trails, making it easy to immerse yourself in the natural beauty that defines this region.

The local community is warm and welcoming, with a variety of events and activities throughout the year, from art shows to farmers' markets. Whether you’re looking for a peaceful retreat or a vibrant community to call home, Oxford, MD, offers the perfect balance of both. Discover the charm of this delightful town and experience the unparalleled lifestyle it has to offer. Your dream home awaits in Oxford!

Newest Listings in Oxford

$724,900
3 Beds ⋅ 2 Baths
Beautifully crafted, turn-key "Oxford Cottage" built in 2023 offering high-end finishes and classic Eastern Shore charm with NO HOA! Step off the welcoming front porch into a light-filled open-concept main level featuring hardwood floors throughout. The generous-sized eat-in kitchen boasts custom cabinetry, upgraded countertops, stainless steel appliances, and a seamless transition out to a spacious screened-in sunroom—ideal for outdoor dining and entertaining. The main floor offers an entry-level full bath and a versatile flex room perfect for a primary bedroom, home office, or den. Upstairs features two generous-sized bedrooms with dramatic vaulted ceilings, a full bath, and a dedicated laundry area. Outside, cedar-raised flower beds frame the home alongside a low-maintenance 0.11-acre lot and a detached frame garage with ample room for vehicles, water toys, or a workshop. Located just blocks from the Strand beach, waterfront parks, local dockside dining, the historic Oxford-Bellevue Ferry, and the Scottish Highland Creamery!

101 Tilghman St, Oxford

Listing courtesy of The Parker Group. Contact: 3022176692
$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
Unrivaled Architecture and Design! Exceptional waterfront living on picturesque Town Creek in the historic village of Oxford. Built in 2023 and privately set on 1.71 acres—an extraordinary offering in Oxford—this 5-bedroom, 4.5-bath residence is surrounded by mature trees, refined landscaping, and beautifully executed hardscaping. Designed with exceptional attention to detail, the home features soaring vaulted ceilings, expansive windows, and multiple decks and balconies that frame tranquil water views throughout. The grand living room with gas fireplace opens to the dining area and extraordinary chef’s kitchen, appointed with a substantial center island, casual dining area, and butler’s pantry. A screened porch extends directly from the kitchen, creating an effortless setting for outdoor dining and entertaining. The main-level primary suite is a private retreat with a spa-inspired bath, separate sitting room, and direct access to a screened waterside porch. A private office with adjacent full bath offers flexibility as a fifth bedroom or guest suite. The second floor offers three additional bedrooms, including an ensuite guest room with private balcony, and two bedrooms connected by a Jack-and-Jill bath. Outside, a waterside slate terrace takes full advantage of the setting, while a new pier with two slips and 4' MLW provides convenient boating access. The property also features an integrated rainwater harvesting and management system as part of its environmental site design. Just a short stroll from downtown Oxford, this exceptional property offers a rare combination of architectural distinction, privacy, acreage, and waterfront access. Built outside the flood zone; elevation certificate available. Room for a pool, with plans available for a pool and pool house.

104 East St, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$895,000
3 Beds ⋅ 3 Baths
Oxford. One owner 2,858 sq. ft home built in 2006 is just off the Strand only a block from the Tred Avon River. Features living room and dining rooms, den, family room with woodburning fireplace off open kitchen with island and granite countertops, powder room. Second floor offers 3 spacious bedrooms including a primary suite with walk-in closet and 2 guest bedrooms and guest bath. Exterior offers 2 balconies/porches with River views, HardiPlank siding, paver driveway and more on a .18 acre lot. Hardwood flooring throughout most of the home (except 2 guest bedrooms) and 2 energy efficient heat pumps. Located in the Oxford’s historic district. This home preserves the historic character while offering a modern floor plan with 9’ ceilings and modern upgrades. Home is ready for immediate occupancy.

104 Stewart Ave, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$425,000
2 Beds ⋅ 1 Baths
Welcome to this charming Jack’s Point bungalow, where classic style, modern updates, and thoughtfully restored Craftsman details come together in a warm, bright, and inviting home. Tastefully refreshed throughout and fully furnished the residence features newer flooring, a newer roof, and updated appliances, offering modern comfort while maintaining its timeless appeal. The thoughtfully designed floor plan includes two bedrooms, one bathroom, and an open concept living area that is ideal for both everyday living and effortless entertaining. A screened-in porch provides the perfect space to relax and enjoy the outdoors year-round. The open kitchen showcases beautifully restored original pine cabinetry, blending vintage charm with modern functionality. Outside, the yard features a lovely rose garden and plenty of room to garden, unwind, or entertain. Ideally located near Oxfords restaurants, marinas, parks, and scenic trails, this delightful home offers the perfect combination of character, comfort, and convenience.

104 Bonfield Ave, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$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
$1,699,000
4 Beds ⋅ 5 Baths
Welcome to 9505 Lynnhall Pl, a breathtaking custom-built Tidewater-style estate offering a perfect blend of historic charm and modern luxury on a private, beautifully landscaped half-acre lot near the Potomac River, on George Washington's original estate. Boasting 4 bedrooms and 4.5 baths, this turn-key Alexandria masterpiece welcomes you with stately high ceilings, elegant trim detail, and rich stained hardwood floors. The light-filled main level features a formal dining room and a spacious living room—each complete with its own cozy wood-burning fireplace. The chef's kitchen is a true centerpiece, recently upgraded with a brand-new, luxurious quartz island featuring a sleek modern waterfall edge. A private main-level study with gorgeous stained wooden built-ins provides an ideal work-from-home retreat. Upstairs, the expansive owner’s suite boasts stunning river views, a sitting area, a walk-in closet, and a designer en-suite bath with a classic clawfoot tub. Outdoor living is equally spectacular. Step outside to a massive two-story veranda and a sprawling rear deck. Recent exterior upgrades include completely reworked, painted, and sealed siding to preserve the home's classic architecture, along with a brand-new privacy fence enclosing the entire perimeter to create your own secluded oasis. A detached two-car garage completes the property. Located in the highly sought-after 22309 zip code, this home offers an unparalleled lifestyle. Enjoy premier access to the Mount Vernon Country Club and Belle Haven Country Club for championship golf and upscale social amenities. Outdoor enthusiasts will love being minutes from the scenic Mount Vernon Trail, Fort Hunt Park, Grist Mill Park, and the Mount Vernon RECenter. Zoned for Washington Mill Elementary, Whitman Middle, and Mount Vernon High. Enjoy nearby culinary favorites like Cedar Knoll, Mount Vernon Inn, and River Bend Bistro. With an easy commute to Fort Belvoir, Old Town Alexandria, and Washington D.C., this estate is a rare find. Schedule your showing today!

9505 Lynnhall Pl, Alexandria

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$795,000
3 Beds ⋅ 2 Baths
Rose Cottage — The Home You Discover After a Perfect Day on the Water. A sailor arriving in Oxford often falls in love twice: first with the town, and then with the home that feels like it belongs to their journey. Rose Cottage is that home — a beautifully renovated, expanded Eastern Shore retreat nestled near marinas, Town Park, restaurants, and the quiet charm of Town Creek. After tying up at the Tred Avon Yacht Club, or one of several highly rated Oxford marinas, it’s an easy, scenic meander beneath shade trees and by historic cottages to your new home. That’s when Rose Cottage appears — welcoming, warm, and unmistakably connected to the sailing lifestyle. A Sailor’s Location — Everywhere That Matters. Rose Cottage sits in one of Oxford’s most desirable corridors: ● Short distance to the Tred Avon Yacht Club — ideal for regattas, junior sailing, or evening socials ● Minutes from Town Park, where sailors relax under the oaks after a day on the water ● Short promenade to Oxford’s marinas, boatyards, and waterfronts ● Close to local restaurants — from casual bites to fine dining ● Serene Town Creek views just a glance away, capturing the quiet beauty that makes Oxford unforgettable This is the rare home where you can finish a sail and be at your front door in minutes. Historic Charm, Modern Comfort. Inside, Rose Cottage blends its original character with a full structural renovation and an 800 sq ft expansion completed in 2011–2012. The extended roofline, new primary bedroom, updated systems, and all-new flooring create a turnkey home that feels fresh, bright, and thoughtfully designed. The preserved street-facing windows maintain the cottage’s historic personality, while the newer windows and cementitious siding ensure long-term durability. A Home That Fits the Oxford Lifestyle. For sailors, cruisers, and anyone who loves the water, Rose Cottage offers something rare: a modernized home in a historic sailing town, near to everything that makes Oxford special. It’s the kind of place buyers don’t just choose — they discover.

228 South St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$159,000
Motivated Seller! 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.

105 Tilghman St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$1,250,000
3 Beds ⋅ 4 Baths
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 sitting room is large enough to use as 4th bedroom with full bath on first floor.

115 W Pier St, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$629,900
4 Beds ⋅ 3 Baths
Motivated Seller and Improved Pricing! Discover an exceptional opportunity to enjoy life in historic Oxford, Maryland. Ideal as a peaceful escape, retirement retreat, or full-time residence with room to grow, this inviting three- to four-bedroom home is located on a quiet cul-de-sac in the Jacks Point neighborhood, just a short distance from the waterfront. Vaulted ceilings and an open-concept layout create a bright, airy feel, while continuous Brazilian cherry hardwood floors add warmth and character throughout. The first-floor living space offers a generous foyer, flexible office or guest space, a separate dining room, a living room, a half bath, and an eat-in kitchen. The main second floor includes three bedrooms and two full baths, while a separate staircase provides access to a bonus room that can serve as a playroom, entertainment space, or private retreat. Beyond these rooms, a garage conversion completed before the current owner’s 2007 purchase expands the home with a large, light-filled family room and a separate storage area with interior and exterior access, providing ample room for lawn, garden, athletic, and marine equipment. The well maintained 28-year-old home has received steady updates, including a new roof in 2025, new appliances in 2024, first-floor HVAC system replacement in 2022, an encapsulated crawlspace, and more. It is move-in ready and priced to give the next owner flexibility to personalize the finishes and pursue future updates. Set on a quarter-acre lot with a fully fenced yard, the property offers ample space for outdoor living, a swimming pool, a shed, or an expanded garden. Endless possiblities! Just steps from the Oxford Community Center, Jacks Point Marina, Play Ball Dog Park, and the town center, the home also places shops, cafés, the museum, library, ice cream shop, yacht club and ferry within easy reach. The relaxed rhythm of Oxford life begins just beyond your front door.

209 Third St, Oxford

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