Oxford MD Real Estate & Homes for Sale

Welcome to 114 First St. Oxford. This classic design offers all the benefits of waterfront living in historic Oxford without waterfront taxes or restraint from the historic district. The moment you arrive on the property you are drawn to the sweeping views of Town Creek and one of the more interesting views Oxford has to offer. The house at over 3,100 square feet is warm and inviting inviting and you are greeted with very deep and comfortable front porch which is large enough to entertain. Upon entering the home you are greeted with a center hall, an offset wide staircase and a river room on the waterside that is currently used as a home office. The main living area is open and bright with views of the creek, access to screen porch and a two sided wood burning fireplace. The built ins further add to the charm in the living room and offers access to the kitchen and dining room from two sides. The kitchen and eating area is open and spacious and again offering big views of the creek if you are cooking or dining. The fireplace in the kitchen is an added touch that really makes this space special. The upstairs has 4 huge bedrooms 2 of which have access to a second floor balcony to further enjoy sunsets over the harbor. There is also a full attic as well to accommodate any storage needs. Since 2021 there has been a major overhaul of all the systems including new windows (2024), crawl space encapsulation (2021), new floors of both levels (2021), new HVAC including duct work (2022), new GE Cafe appliances (2024), fresh interior and exterior paint (2023-2024), Rinnai tankless hot water heater (2022), and Serena and Lily fixtures (2023) to name a few. This is truly a special offering in Oxford.

This very bright, two-story home with views of the Tred Avon River, is situated on a large lot just outside the Historic District of Oxford. The second floor enjoys a wrap around porch and the first floor has a porch/deck. Two primary bedroom suites with a fantastic kitchen. The home is well constructed and in immaculate condition with wood floors throughout. There are numerous closets for abundant storage. A craft room, sewing room and large windows and doors for a bright, happy house. The home is high in elevation with extensive landscaping.

Embrace the ultimate Eastern Shore lifestyle! This stunning 4-bedroom, 3 bathroom home offers breathtaking water views of the Tred Avon River and a 40-foot deeded boat slip for the avid mariner. Enjoy unparalleled comfort with two spacious primary suites, perfect for multi-generational living or hosting guests. This home is designed for both relaxation and entertaining, featuring a second-floor screened balcony where you can unwind while taking in the picturesque views. A large deck with built-in seating provides the perfect outdoor space for gatherings, barbecues, or simply enjoying the serene surroundings. Additional highlights include a community dock for your enjoyment, no flood insurance required, and a 7-foot mean low water depth for your boating needs. This property combines luxury and practicality in a truly exceptional location. Don't miss the chance to own your own little piece of heaven! Contact me today to schedule your private showing and experience the best of river living!

What makes this house so special is the location with water views. Unique Location in Oxford: inland property with water views on a quiet street next to a protected wildlife park. Walk out the back screened porch through the gate of the fenced in rear yard to the boat yard where you can get a deep-water slip. The property was custom built with hurricane clips and an extra row of blocks so it was dry during Isabel. First floor, has an office /bedroom with a full bath, second floor, has three bedrooms all with porch access and two bathrooms and a laundry room. There is a third floor with walk up steps to a landing another office with water views. The house is set as a Charlestown side house with the passive solar collection on the East, West and South sides, the North wall has few windows. Owners built this home and included a time capsule and a Brick with the date in outside Chimney. There is an additional flue for a wood stove in the main Bedroom. A passage from the kitchen to the living room gives the home an open floor plan on the first floor. Enjoy the sun rise from the southeast porches or the sunsets from the southwest screened porches. There is an external electric hook up for a generator in case of power outages.

Nestled along the quiet waters of Boone Creek, this 5 bedroom, 3.5 bath home has beautiful water views, incredible custom woodwork and is in impeccable condition. Nice paver patio overlooking the Creek. Dock with boat lift and access to Tred Avon and Choptank Rivers. Close to Oxford activities, restaurants, and marinas. Various types of hardwood wide plank floors, living room has custom fireplace surround with enclosure above. Sliding doors to patio, screen porch off of breakfast room, large primary suite on first floor. On the second floor, one bedroom is an en-suite plus large additional bath to serve the other two bedrooms. The 5th bedroom upstairs is currently set up as an office. Lots of storage space. Two car attached garage w/built in stairway to large storage attic. Large garden shed. Bilco door access to concrete floored crawl space.

Osprey Point is a one-of-a kind, highly crafted composition of nature, architecture and art. A private, serene Eastern Shore retreat or family compound with spectacular sunsets, deep-water pier and approximately 1500 feet of shoreline. The manageable 6.69+/-acre park-like setting features west and southwest exposure of Island Creek with prevailing, cooling summer breeze, exceptional panoramic water views, a multitude of beautiful, specimen trees and gardens, sweeping lawns, protective living-shoreline, and small, stone revetment jetties. An additional adjacent , 2.32+/-acre waterfront lot with high elevation and deep water is listed separately and can not be sold prior to sale of house . Designed by Pamela Gardner and built by Peter Hanlon in 1996, this architecturally distinctive yet elegant and classic 5,828 square foot home with two turrets, 10 foot ceilings, gorgeous exposed-beams, stunning woodwork and ten foot ceilings offers light-filled, water views from every room. The warm, open and inviting interior spaces lend to relaxation and enjoyment of the outdoors from within. The waterside pool, patios and porches are wonderful for entertaining guests and the stately entrance and vast, manicured lawns are welcoming. Grand entry within the front turret showcases its beauty with up-lighting. Rear turret includes a scenic third floor overlook with kitchenette for an additional private space to unwind. The first floor includes a large open kitchen featuring hand-painted, ceramic tiles depicting the wonderful wildlife of Chesapeake Bay, a walk-in wine cellar or larder and a separate pantry, the primary bedroom suite with two walk-in closets, a very large office or additional 5th bedroom, great room with wood burning fireplace, cathedral ceiling and large bar area, the family room with gas fireplace and dining area. The formal dining room is located across the hall from the kitchen. There are many hand-crafted built-ins throughout and additional attic storage on the second floor and above garage. Oversized three car garage has fourth bay for boat and outdoor toy storage. Four-zoned heat pumps with gas back up cool and heat the residence and there is also a back-up generator. Osprey Point is situated perfectly between Oxford and Easton. By water, this address also provides quick access to some nearby, locally known beaches, restaurant and ice cream establishments of Oxford as well as the Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina.

Nestled along the picturesque Tred Avon River, this extraordinary estate comprises two expansive waterfront parcels totaling 11 acres. A masterpiece of luxury living, the centerpiece is a magnificent 3-level palatial brick home with 6 bedrooms, 7 full baths, 5 half baths, and 7 gas fireplaces set on nearly 7 acres, complemented by an adjoining 4-acre vacant lot. Enjoy the private dock boasting approximately 3 feet of mean low water (MLW), complete with 2 boat lifts, 4 jet ski lifts, and a floating pier to launch your kayaks. The residence is a grand architectural marvel featuring a 2,300+ square foot primary suite with sitting room, breakfast bar, two bathrooms, two walk-in closets, and a spacious, private terrace. Revel in the epitome of entertainment with tons of outdoor terrace space, a built-in barbecue, an indoor pool, spa, and sauna, and a finished, daylight lower level equipped with a wine cellar, second kitchen, and built-in bar. The property is adorned with a pavered driveway, offering a stately approach to this waterfront oasis. Conveniently located between Easton and Oxford and just minutes from a country club, jet airport, theatres, fine dining, shopping, and healthcare, this property is approximately 2 hours from Philadelphia and 1.5 hours from DC and Baltimore. **Click on the Movie Camera for Video Tour**