Refine Search
Sort by
3 Beds 3 Baths
Professional photos will be posed on or before Sunday, October 8th. Showings will begin on Sunday, October 8th. This charming cape cod style home proudly sits on a private, park-like 2.5 acre waterfront lot, located in an extremely desirable location. The property is conveniently situated between Easton and St. Michaels. The house boasts a large 1st floor primary bedroom and 2 generously sized upstairs bedrooms . The 2nd floor also contains a sitting room/office, as well as a spacious unfinished room at each end of the house. The interior needs updating which provides an excellent opportunity for the new owner. New roof and first floor Heat Pump in 2023. There is also a propane generator for back-up Location, Location, Location !

6546 Bellevue Rd, Royal Oak

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 673-3344

3 Beds 3 Baths
This charming, very private home was completely reimagined in 2005. Designed by award-winning architect Mark McInturff, the house and garage/screened porch/guest apartment share a broad wrap-around deck that leads to the lawn and pool. Inside, the light-filled house wows guests and residents alike with its cathedral ceiling, skylight, and multiple glass doors leading to the deck. A handsome open kitchen makes entertaining a breeze. This section also includes a powder room, coat closet and laundry. Beyond, a doorway leads to the private quarters, with two bedrooms, hall bath, primary bedroom and ensuite bath. Across the deck, a stairway leads to a second deck plus a wonderfully private guest suite with living room/ office, bedroom, and full bath. Abundant windows offer views of Harris Creek and the greenery that makes this area so special. But that's not all! A hidden vegetable garden and shed, tucked away beyond the garage, offer space for an artist, writer or craftsperson to follow their creative urges. In all, this property offers many opportunities for work and play.

6311 Middle Point Rd, Neavitt

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 673-3344

4 Beds 3 Baths
This recently renovated Rancher located in the heart of Easton has a lot to offer. Located near stores and shopping, this house offers spacious 4 BR, 2.5 BA with a fully renovated, cozy kitchen with granite countertops, new cabinets, vaulted ceilings and a big dining area to entertain. New floors throughout the house, A new deck has been built that wraps the entire back of the house with a exceptional view to the woods. The attached two car garage has been climatized and converted into a family/play room with plenty. It's been climatized. The deck leads to an independent studio that can be used as a home office/room/gym. The driveway has been recently enlarged and paved, giving more spaces for parking. This house has been lovingly lived in and taken care of. Must see it with your eyes! Professional photos soon!

29285 Pin Oak Way, Easton

Listing courtesy of Coldwell Banker Realty. Contact: (410) 543-4545

1 Beds
So many future possibilities! Zoned Village Hamlet which is characterized in the code as low- or moderate- intensity residential and limited commercial uses. This district is intended for principally residential use, with limited compatible commercial uses. Set backs are 50ft from front, 10ft from side and 25ft from rear. 40 foot height limitation may offer water views of Harris Creek. Public sewer likely servicing the area in 18-24 months. High ceilings, open floor plan, full of natural light. Kitchen, NO bathroom, well, existing holding tank approved only for waste water from kitchen. Additional vacant .89 acre corner lot next door for sale, expanding the possibilities for new owner. Call or email Talbot County Environmental Health for further information regarding any possible occupancy permit.

7983 Bozman Neavitt Rd, Bozman

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

3 Beds 4 Baths
Stunning craftsman style waterfront home overlooking the Eastern Bay. On the main floor, this recently updated 3 or more bedroom home offers a nice open kitchen with a bay window in the breakfast area , separate dining and living room, a nice bright sunroom and a first floor bedroom with attached bath. The second floor has a large owner's suite with eyebrow dormer access to a private balcony, reclaimed barn wood floors, and plenty of closets. The unique primary bath has a soaking tub, separate tile shower and large vanity. There are 2 other rooms plus a full hall bath on the second floor. One of the rooms is a bedroom with closet and ceiling fan the other has no closet but is used as a guest room. Laundry is on the second floor. There is a basement with 2 water heaters, sump pump , air handler and water conditioning system . Outdoor waterside deck, slate walkway, irrigation, rip rap shoreline, detached 2 car garage and separate storage shed. Most of the furnishings are negotiable. The pier is relatively new. Measured 3 1/2 ft water depth 10-2-23 at 1:30 pm- low tide. Breathtaking Sunset Views!

10536 Miracle House Cir, Claiborne

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

3 Beds 3 Baths
Simply Sublime - fabulous Oxford waterfront retreat on Island Creek! With southern exposure and long water views, this thoughtfully renovated house has water views from almost every room. Located in the highly desirable Oxford Road corridor, this home features an open floor plan that is ideal for entertaining year round. The great room with wood burning fireplace and custom built-in bar integrates perfectly into the dining room, showcasing the water and the grounds. The gathering spot for years to come is the newly renovated kitchen with butcher block counters, a generously sized island, stainless steel appliances, custom tile, LVT flooring and a nod to the nautical with cleat pulls on the custom cabinets. First floor includes a comfortable primary bedroom suite with full bath and ample closet space, light filled separate formal living room with oversized wood burning fireplace, a laundry room and half bath. Second floor features a waterside oversized bedroom with vaulted ceilings, reading nook, a waterside third bedroom, a sitting room with additional closets, a waterside office/loft and full bath. The property is situated on a private point with high elevation, sweeping yard, stately trees, fenced garden & patio, and waterside studio. The 150' long pier, composed of a 75' stationery pier and a 75' floating pier with plenty of room for sail and power boats has good water depth of 4’ MLW. A detached 13 x 22 garage/workshop that connects to the house with a breezeway rounds out this fabulous property! Extensive recent renovations include new roof, siding, HVAC, flooring, interior painting, kitchen, crawl space, landscaping work, six new posts & re-decked pier, and except for the upstairs bathroom window, all the windows are new including the workshop/garage. Close to Oxford and Easton, this is an ideal waterfront retreat! Furnishings are negotiable.

4599 World Farm Rd, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 673-3344

3 Beds 3 Baths
The best of both worlds. Convenient to downtown Easton, stores and shopping but sited on over 1.4 acres. This spacious 3 BR, 2.5 BA Rancher is located on one of the largest lots in Beechwood , offering oak wood floors, a cozy country kitchen with skylight, fireplace, breakfast bar and large walk in pantry. . This extremely well maintained home has the sought after open floor plan with a comfortable family room , a bay window bringing in an abundance of natural light, den or office, and topping it off with a bright, cheerful sunroom that overlooks the park like back yard. and patio. The primary bedroom has a full bath with a new shower. The very large 2-car garage (23x22), storage shed and workshop/shed w/50 amp electric provide ample storage and work space. This home has been lovingly lived in and taken care of. Plenty of space for a pool! Professional photos soon..

29223 Woodridge Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

5 Beds 3 Baths
This immaculate five-bedroom waterfront home located on Edge Creek in Royal Oak, is conveniently located between St. Michaels and Easton. Extensive tastefully thought out renovations throughout the house. Wood flooring on the main level, recessed lighting, updated kitchen with granite counters, breakfast bar, loads of cabinetry and a walk in pantry, There is a separate laundry room with ample cabinets and laundry sink. The entry foyer has a hidden closet under the staircase. The family room adjoins the kitchen and has a custom brick fireplace, and beautiful custom built in cabinetry. The spacious living room has built-in shelving and a window seat. All the bedrooms are of generous size with plenty of closet space. Huge second floor owner's suite with vaulted ceiling, waterside balcony, loads of closets, and fabulous en-suite bathroom with soaking tub, separate walk-in shower and dual sinks. The third floor walk up attic could be finished as additional living space. All bathrooms have been updated. Beautiful waterside screened porch and slate patio with 180 degree water views . Attached two-car garage with automatic openers. Waterfront features a six foot wide pier, boat lift, floating dock and protected shoreline. Water depth is approximately 4' MLW. By water, Edge Creek leads to Broad Creek off the Choptank River between Oxford and Tilghman Island. Nicely landscaped with beautiful plantings and mature trees. Community pier and boat ramp. Close to Oxford ferry. Heat pumps replaced May 2023, Don't miss this one! Professional photos being done soon. Square feet does not appear to include the additions to the house .

6786 Edge Rd, Royal Oak

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

4 Beds 3 Baths
3000 +/-sq ft modern farm style home custom built in 2021 by the owners overlooking some of the most amazing sunsets The Choptank River has to offer. The property is situated in one of Talbot County's desirable waterfront communities, and in a highly sought after school district. Residents can enjoy the pleasure of driving their golf cart to the local Ferry Point Marina, only seconds away, to board their boat or picking up a quick seafood carry out meal at T.L. MORRIS SEAFOOD, located at the foot of the complex. This newly constructed 1 1/2 story home with a two-car garage offers 4 bedrooms, 3 full baths, including a magnificent master bath with a large double walk-in shower, soaking tub, and a spacious walk-in closet. An open great room with vaulted ceilings, hardwood floors, and a brick fireplace flow into the expansive kitchen, including a quartz covered island, leathered granite countertops, GE appliances, wine fridge with mini bar, and a large pantry. Other desirable features include a large laundry area, mudroom with custom storage options, and a private home office. Outside finds board and batten siding, Bermuda shutters, and custom gable accents highlighted by exterior lighting fixtures. Enjoy the scenic water view and breathtaking sunsets in the backyard on the deck or patio area with plenty of room to add a swimming pool. Seller requires buyer to commit to a one year lease back of the property. Buyer's responsibility to perform due diligence regarding property use and county taxes.


Listing courtesy of The Land Group. Contact: (410) 934-3478

4 Beds 3 Baths
Welcome to the rare offering in Oaklands. With 4 bedrooms, 2+/- acres and nearly 4,000 sq.ft. this home offers room to entertain both inside and out. You are immediately greeted with a newly renovated kitchen with custom cabinetry and quartz tops which is accented with a wet bar, beverage refrigerator and ice machine. The open plan leads into the living room with wood stove and access to the large screen porch. Upstairs there are 4 gracious bedrooms one with a loft that is a perfect spot for an additional entertaining area. There is a huge bonus area above the garage that also has access to a massive attic for additional storage. The back yard is a special place with a stone patio, 30x40 pole barn that is demised into two sections. A party barn on one side and a utility garage on the other. Seller believes there is room for a pool. Oaklands also has a community beach area and kayak launch as well as 2 community docks subject to availability.

28441 Canvasback Ln, Easton

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

3 Beds 3 Baths
Nestled on 2-acres within the waterfront community of Deep Harbour Farm, this stunning residence offers the perfect blend of country living and modern comfort. Built in 2005, this inviting home boasts an open floor plan creating a sense of space and flow that welcomes you the moment you step inside. As you enter, the rich hardwood floors and crown molding throughout the first floor immediately catch your eye adding an elegant touch to the living spaces. The large updated kitchen boasts granite countertops, a substantial island and stainless steel appliances, creating a culinary haven for both everyday meals and entertaining. Adjacent to the kitchen, a separate dining room provides an elegant setting for formal gatherings in addition to the open everyday dining space between the kitchen and living room. Convenience meets practicality with a laundry/mudroom located off of the attached 2-car garage, complete with built-in cabinets and a pantry. The second floor presents the primary suite, offering two walk-in closets and a primary bath with an oversized soaking tub and a separate shower. Two additional bedrooms each thoughtfully designed with a walk-in closet, providing ample storage. For those seeking versatility in their space, there's a bonus/game room with an adjoining separate office, perfect for work, play, or relaxation. Outdoor living is a delight with an impressive 18'x36' in-ground saltwater pool with diving board, surrounded by a meticulously crafted hard scraped patio that features a built-in fire pit and seating and lovely landscaping—an ideal spot for summer gatherings and relaxation. Additional highlights of this property include a detached 24'x48' insulated garage with 200-amp electric service, offering ample space for hobbies and storage. This exceptional home in the Deep Harbour Farm community not only offers a comfortable lifestyle but also the convenience of water access via a multi slip community dock with kayak/SUP storage and launch. It's a place where coastal charm and modern amenities come together, making it a true gem for those seeking a water oriented lifestyle. Located within minutes to numerous public boat ramps offering access to the Chesapeake Bay and the surrounding tributaries where you can enjoy fishing, crabbing and all the Bay has to offer.

6660 Reeses Pride Rd, Sherwood

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

4 Beds 4 Baths
Prime Oxford location! Custom built four-bedroom home sited on 2.59+/- acres with water access to Boone Creek. Full of natural light, this open floor plan home has a gorgeous rocking chair style front porch and large conditioned enclosed porch, great room with gas fireplace and cathedral ceiling, gourmet style kitchen with center island and breakfast nook, formal dining room, first and second floor owner’s suites and office with French doors. Spacious walk-in pantry. Spacious laundry room with washer, dryer and utility sink on main level. Large custom designed rear patio overlooking lush grounds. Attached two car garage with bonus room above. Workshop and equipment garage. 12’ right of way to Boone Creek. New roof within the last 5 years. Room for a pool. Minutes to downtown Oxford’s restaurants and shopping.

26604 East Bonfield Rd, Oxford

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

3 Beds 3 Baths
Located in Martingham, home of the newly redesigned Pete Dye golf course, The Links at Perry Cabin. This 3BR/2.5BA Colonial style home is situated on an open 1.13ac lot with a tree lined backyard for privacy. Inside you will enjoy a spacious floor plan, and updated island kitchen, and a large family room highlighted by a wood burning fireplace and a beam ceiling. Upstairs you will find the generously sized primary bedroom with a private balcony overlooking the backyard, and the two additional oversized bedrooms. Entertaining will be a breeze with a sizeable deck, leading to the fire pit and expansive level backyard. Don't miss this opportunity to live minutes from historic St. Michaels with all of its wonderful restaurants and shops.

24749 Swan Rd, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

3 Beds 3 Baths
Welcome to Shell Point Farm! Nearly 50 acres, approximately 3,000 feet of water front makes for one of the most beautiful properties on the Eastern Shore. Very Private! Once through the front gate, you have a 300 yard drive down your private driveway to your extremely remote house, built 3 stories high for optimal waterfront views. The master bed/bathroom has water front tree house feels, along with secondary bedroom, living and dining areas, and screened in porch. 40 feet away are your private dock with boat and jet ski lifts. 40 feet in the other direction is a large 6 car garage, with added storage space, porch, and garden. Enjoy unbeatable views, sunrises, sunsets, and water adventures on this one of a kind property. Check out the virtual tour attached to listing, and make your appointment asap.

6585 Cedar Point Rd, Royal Oak

Listing courtesy of Cummings & Co. Realtors. Contact:

3 Beds 2 Baths
Professional photos scheduled ! Welcome to 'Black Walnut Farm', a fabulous 8+ acre property with complete privacy, breathtaking Chesapeake Bay views and sunsets, and abundant wildlife. The shoreline is extensive (rip-rapped and bulkheaded), and includes a protected pier with lift. Adjacent to the house is a beautiful pond with dock, and a waterside gunite pool. The interior offers bay views from every room and has a large, open floor plan. Floor to ceiling windows, vaulted ceilings, 2 fireplaces, beautiful wood floors, and a waterside screened porch are just a few of the many features. Multiple decks on both levels, a 2 car garage, and additional sheds complete this offering. NOTE: the current owner has obtained county approval to expand the septic to 5 Bedrooms.

5032 Black Walnut Point Rd, Tilghman

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 673-3344

3 Beds 3 Baths
First time offered for sale in almost 60 years, this magnificent, 3.4 Acre, "Point of Land", with 660'+/- of beautifully rip-rapped shoreline, 120' Pier with Boat Slip, 4' MLW and breathtaking panoramic views of Broad Creek. Meticulous landscaping with a variety of stately, tall ancestral trees. This wonderful point lot includes an all Brick Rancher/Rambler with 3 bedrooms, 2-1/2 Baths. Family Room with Brick Wood burning Fireplace and Mantel and Built-Ins on each side. Mostly Hardwood floors throughout. Enclosed breezeway with water views and an attached 2 Car Garage with work area. A paved tree lined driveway with brick entry pillars. It is located just a few short minutes from the heart of downtown St. Michaels and all of its amenities. Come and relax with the sunsets, summer breezes, change of seasons and boating from your private dock and cruise throughout the bay and enjoy the wildlife and peacefulness it offers.

23762 Mount Pleasant Landing Cir, Saint Michaels

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

5 Beds 2 Baths
If you are looking for timeless elegance in a historic family home--you've found the perfect location. Step into history. Nestled within the heart of Easton, this distinguished family home stands as a testament to an era of meticulous craftsmanship and timeless beauty. With roots tracing back to 1910, this property isn’t just a home—it’s a piece of Easton's storied past. Located just steps away from top schools, gourmet dining, boutique shopping, and vibrant cultural attractions. Rails to Trails access is nearby for those seeking a brisk morning walk. Features Include: 🛏️ Spacious Bedrooms: Retreat into cozy corners adorned with period details, custom made cabinetry. 🍽️ Commercial Grade Kitchen: Prepare feasts in a kitchen that beautifully blends the old world with modern amenities. Commercial grade appliances and exhaust system. 📚 Vintage, Sunny Study: House your treasured collections in the built-in wooden shelves and cabinetry that have witnessed centuries of stories. You can feel the love that lived here. The sun beaming into the study would make this the perfect reading room. 🌳 Lush Backyard for Entertaining: A sprawling, low maintenance rear gated area is perfect for family gatherings, afternoon teas, or a quiet moment with nature. 🔥 Original Fireplace: Experience the warmth and charm that only a historic home can offer. The carriage house is great for storage, or parking. The upstairs of the carriage house has been renovated and could be used for a private office, or additional sleeping arrangements for guests. From the whispered tales of generations past to the meticulous restorations and updates, every corner of this home emanates a warmth and character unparalleled in today’s constructions. This is your chance to be not just an owner, but a steward of a piece of Talbot County's living history.

308 North St, Easton

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

3 Beds 4 Baths
Brand new Glendale is under construction for Year End Move In! New, 3 Level Townhome with entry level bedroom awaits you! The Main level of the home features the kitchen with White Elkins Laminate cabinets, Carrara Marmi Quartz counters and an upgraded Stainless Steel Appliance package. Take the Oak Stairs to the top level and you will find Dual Primary Bedrooms, each with its own en-suite bath plus a convenient laundry room. A 2 car garage complete this home. Located in Lakeside at Trappe, a vibrant lakeside community with a plethora of amenities and ideally located on Maryland's Eastern Shore. Lakeside at Trappe is a private retreat to live, work, and play all in one place. This community offers a wide range of single-family homes and townhomes, including main-level living and multi-generational home designs. An immersive lakeside experience is in the works, complete with a full portfolio of planned resort-style amenities. Pool | Outdoor Sport Courts Playgrounds & Green Spaces Dog Parks | Walking Trails On-Site Retail | Community Lake Additional Lakeside Amenities to be Announced Photos similar while construction is underway!

1023 Champlain Ct, Trappe

Listing courtesy of . Contact: (703) 420-3322

4 Beds 3 Baths
Welcome to this charming 4 BR coastal cottage in the heart of Oxford. Stunning unobstructed westerly views (amazing sunsets) from the large back yard and private pier with 3'MLW. This wonderful home has a lovely living room with cathedral ceilings, fireplace, and opens to a waterside sunroom. The kitchen is ample with a breakfast area and opens to the separate dining room. There is a primary bedroom and bath on the first floor and adjacent is a quaint office with water views. Upstairs are 3 additional nice sized bedrooms with a hall full bath, half bath, and back staircase. The brick patio is great for entertaining and the existing water feature provides a partial footprint for a 12 x 24' pool which has received preliminary approval from the town. This property is a true gem and its location in town provides easy access to everything!

100 Sullivans Aly, Oxford

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 673-3344