Set on a private point overlooking Boone Creek and the Choptank River in Oxford, this exceptional 4BR/2.5BA modern farmhouse offers panoramic water views and refined coastal living on 2.4 acres. Built in 2018, the home showcases high-end finishes, hardwood flooring throughout, and a light-filled, open design with walls of windows capturing the surrounding waterfront. A welcoming, expansive front porch introduces the main level, where the cathedral-ceiling living room with gas fireplace flows seamlessly into a gourmet kitchen with top-tier appliances—ideal for both everyday living and entertaining. The main-level primary suite enjoys water views and privacy, while the second level overlooks the living space below and features three additional bedrooms and a full hall bath. Outdoor amenities complete the offering, including a waterside deck, new gunite pool (Aqua Pool), private pier with two slips and floating dock, riprapped shoreline, detached two-car garage (transformed and finished into a large office), and beautifully landscaped grounds—perfectly capturing the relaxed elegance and timeless appeal of Eastern Shore living.
A lovely waterfront home located in Sailors Retreat. Three bedrooms and two and half baths. primary bedroom, sunroom, and family room have a beautiful view of Island Creek. Nice deck and patio for relaxing Two car garage with walk upstairs to the attic. The dock can accommodate two boats with a water depth of 3'-4' MLW. Buyer must verify the water depth
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 side garden with a fountain, front porch close to Town Park, and a one and one half car garage with room for a workshop compliment the home. The bright, newly renovated kitchen is the center of the house featuring an alcove with a large kitchen table. It overlooks the side garden. Owner prefers 24 hour notice if possible
New to the market, this well-maintained 4-bedroom, 2.5-bath Cape Cod offers the perfect blend of comfort and Eastern Shore charm in the heart of Oxford. Tucked away on a quiet cul-de-sac, this inviting home features welcoming indoor and outdoor living spaces—ideal for year-round living or a relaxing weekend escape. Step into the foyer and discover spacious living and dining areas highlighted by beautiful Brazilian hardwood floors, vaulted ceilings, and abundant natural light. The comfortable living room flows seamlessly into a large kitchen with an adjacent dining area and a bright breakfast room perfect for casual mornings or gathering with family and friends. Off the kitchen you will find a large family room with access to the spacious back yard. Upstairs, the primary suite offers a peaceful retreat with a large walk-in closet and ensuite bathroom featuring double sinks, jacuzzi tub and a walk-in shower. Two additional bedrooms share a generous full hall bath with double sinks and a tub/shower combination. Finishing off the second floor is a loft, ideal for a home office or home gym. Outdoor living is just as appealing. Unwind on the front deck or entertain in the fully fenced backyard complete with a deck, patio, and fire pit—perfect for relaxing evenings or weekend gatherings. One of the largest backyards in the neighborhood and plenty of room for a pool! Located just a short stroll from downtown Oxford, you’ll enjoy easy access to local shops, restaurants, the waterfront park, Oxford Market, and the beloved Scottish Highland Creamery. 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 in August 2025, all stainless steel appliances are less than two years old
‘Eagle’s Nest’ is an exceptional waterfront retreat overlooking Island Creek, just minutes from historic Oxford. Prime location with guest house and deep water (6.5' MLW). Privately sited on more than four acres amid mature trees and meticulously landscaped grounds, this impressive main residence (5324 SF)—completely rebuilt by Ilex Construction in 2008—offers four bedrooms, four full baths, and two half baths. Every room is generously sized and thoughtfully designed to capture expansive water views while providing elegant yet comfortable living. The main level features beautifully appointed living spaces, including a formal living room with coffered ceiling, wood-burning fireplace, custom built-ins, wet bar, and sliding doors opening to the waterside patio. A formal dining room, enclosed by French doors, offers an inviting setting for entertaining. At the heart of the home, the gourmet kitchen showcases a cathedral ceiling, large center island, top-of-the-line appliances, gas fireplace, spacious walk-in pantry, and custom built-ins—creating a warm and functional gathering space. The adjoining sunroom is filled with natural light and features vaulted ceilings, slate tile flooring, and sweeping water views, with glass doors opening to the patio and pool area. Nearby, a well-equipped mudroom, laundry room, and half bath add everyday convenience, along with a covered breezeway to the two-car garage. The desirable main-level primary suite serves as a private retreat with tranquil water views, dual walk-in closets, and a luxurious en suite bath. Just off the primary suite corridor, a private office with custom built-ins and an additional powder room enhance the home’s thoughtful design. Upstairs, three generously sized guest bedrooms each include en suite baths. A comfortable sitting area opens to a balcony overlooking Island Creek—an ideal place to relax and take in the serene setting. In addition, a coveted one-bedroom, one-and-a-half-bath guest house (968 SF) includes a full kitchen, living room, and attached two-car garage—perfect for visitors, extended family, or flexible use. Outdoor living is equally impressive, highlighted by a gunite swimming pool, expansive brick patio, mature landscaping, and extensive hardscaping designed to complement the waterfront setting. The private pier features two slips and a boat lift with 6.5' MLW along a protected, riprapped shoreline. ‘Eagle’s Nest’ presents a rare opportunity to enjoy refined Eastern Shore waterfront living just moments from Oxford. New roof on main house (2025). New pool cover: Aqua pool service contract paid for-2026
Located on a quiet street with walking distance to a Boat yard at end of cul-de sac This home built from the remains of the Oxford Military acadamy and recently updated in 2015 with all new kitchen equipment. This is an estate sale so all items in house, garage and gazebo will convey. Open floor plan and master bedroom with private porch and exterior stairway. Few properties in Oxford have privacy, pool and good depth at the dock with open floor plan. Garage holds additional frige and pool furniture.
Location, location, location! New Construction waterfront home on Maryland's Eastern Shore! This is a "To Be Built" home located off the highly sought-after Oxford corridor. This SDA-approved 6-bedroom homesite allows for a spacious waterfront residence thoughtfully designed to take full advantage of its setting along 189 feet of shoreline on Island Creek. Positioned to capture southern exposure, the home is filled with natural light and offers sweeping water views across one of the area's most beloved waterways, with direct access on Island Creek which leads to the Choptank River. The thoughtfully designed modern farmhouse features 4 bedrooms and 3.5 bathrooms, blending comfort, functionality, and scenic waterfront living. At the heart of the home is a completely open great room, kitchen, and dining area, anchored by a gas fireplace and framed by large rear-facing windows that showcase the water views and bring in abundant natural light throughout the day. The home includes a dedicated office, mudroom, separate laundry room, and a walk-in pantry, offering thoughtful organization and convenience throughout the home. The first-floor primary suite is positioned to capture peaceful views of Island Creek and plenty of natural light. Step outside to the rear porch overlooking the water, the perfect place to enjoy your morning coffee, watch wildlife along the shoreline, or unwind in the evening as the sun reflects across the creek. Set on high ground with a protected shoreline and framed by mature oak
Envisioned for a premier waterfront setting along the Tred Avon River, this exceptional TO-BE-BUILT coastal residence by award-winning firm - Pacquin Design Build, presents a rare opportunity to create a refined Eastern Shore retreat on a remarkable 4.18-acre homesite within the exclusive Morgan’s Point community of Oxford. Thoughtfully designed in classic shingle-style architecture, the proposed home is perfectly oriented to capture sweeping river views, abundant natural light, and a seamless connection between indoor and outdoor living. The proposed floor plan balances timeless elegance with everyday comfort, featuring open yet well-defined living spaces that flow effortlessly toward the waterfront. A chef’s kitchen anchors the main level, opening to inviting gathering areas and expansive terraces overlooking the river. Walls of glass frame the ever-changing water views, while a main-level bedroom suite offers flexibility for guests or convenient single-level living. The upper level is designed as a private retreat, highlighted by a serene primary suite with elevated river views and additional bedrooms thoughtfully arranged for family and guests. Outdoors, the concept plan showcases a resort-inspired setting with a waterfront pool, generous patios, and sweeping lawn leading to approximately 389 feet of rip-rap shoreline. Boating, paddleboarding, and relaxed days by the water are central to the lifestyle this property affords. The lot is fully usable, offers ample mean low water depth, has an approved perc, and does not require flood insurance, making it an ideal canvas for a custom estate, family compound, or legacy retreat. Lot can be purchased separately for $2,250,000 (MDTA2012470) Set within the natural beauty and refined charm of Talbot County, and just moments from the Chesapeake Bay, this extraordinary offering combines privacy, scale, and location. A rare chance to bring a bespoke coastal vision to life on one of the Eastern Shore’s most desirable riverfront parcels—perfect as a year-round residence or second-home sanctuary. Located in the tranquil town of Oxford, this estate offers privacy and serenity while remaining conveniently close to shopping, dining, entertainment, medical facilities, and the Chesapeake Bay. Major commuter routes provide easy access to Washington, DC; Northern Virginia; Annapolis; and Philadelphia, with four major airports: BWI (71 miles), DC (74 miles), Dulles (112 miles), and Philadelphia (113 miles). Embrace the Eastern Shore lifestyle and live the Bay Life in unparalleled luxury!
Welcome to your private Eastern Shore retreat! This amazing 4-bedroom, 4.5-bath Cape Cod is perfectly situated on a secluded peninsula, offering unparalleled tranquility and breathtaking waterfront views of Boone Creek located in beautiful Oxford, Maryland. The home offers an incredible blend of traditional elegance and modern luxury. An open and airy floor plan is bathed in natural light, with expansive windows framing the stunning water views from nearly every room. The living room has beautiful brick floors and a wood burning fireplace. You will also find a gas fireplace in the spacious family room. The bright and inviting sunroom has cathedral ceilings and walls of glass doors with water, pool, garden and patio views. The gourmet kitchen is a chef's delight, featuring high-end appliances, custom cabinetry, and a large center island. It flows effortlessly into the formal dining area which includes an additional fireplace for cozy and intimate dining experiences. Beautiful hard wood floors flow into several rooms. The main floor also hosts two private sanctuaries: an ensuite bedroom and a primary bedroom, each with private decks offering stunning water views. The primary suite's closet is a truly incredible, separate dressing room. A laundry room, a full bath, and a half bath complete the main level. Upstairs, two large bedrooms and a shared bath provide comfort and privacy for guests or family. Outside you discover a true entertainer's paradise. The property's unique peninsula location offers a wide expanse of water frontage, perfect for enjoying the Eastern Shore lifestyle. A large, sparkling in-ground pool is the centerpiece of the manicured grounds, surrounded by extensive hardscaping and lush landscaping, creating a resort-like feel. The detached two-car garage is enormous. There are raised beds in a fully fenced garden with a garden shed. The climate-controlled dock house offers endless possibilities for a gym, office, art studio or storage. The private dock provides water access for boating, kayaking, paddleboarding, fishing and crabbing on Boone Creek. With quick water access to Choptank River, Tred Avon River, Chesapeake Bay & Miles River, you can explore the best areas of the shore. This home is more than a residence; it's a lifestyle. Located just minutes from the historic town of Oxford, you'll have easy access to charming shops, restaurants, parks, the beach strand and the Oxford-Bellevue Ferry. This is a rare opportunity to own a piece of paradise on the Eastern Shore.
Oxford is located in Maryland. Oxford, Maryland 21654has a population of 862. Oxford 21654 is less family-centric than the surrounding county with 8.41% of the households containing married families with children. The county average for households married with children is 22.67%.
The median household income in Oxford, Maryland 21654 is $71,464. The median household income for the surrounding county is $79,349 compared to the national median of $69,021. The median age of people living in Oxford 21654 is 64 years.
The average high temperature in July is 89.1 degrees, with an average low temperature in January of 28.2 degrees. The average rainfall is approximately 46.1 inches per year, with 10.2 inches of snow per year.
