120 properties for sale in Royal Oak, District 2 St Michaels Talbot County Maryland

Handsome, cozy Farmhouse in the village of Royal Oak. Built in 1999 with a modern floor plan and amenities providing three bedrooms and two and a half baths. Great covered front porch and side patio with privacy screening. Second floor sun deck and primary suite with walk-in closet and attached full bath. New LVP flooring upstairs and wood flooring downstairs. Sited on a generous. 69 acre lot with mature tree canopy, nice lawn expanse and a sturdy shed. Well water and County sewer service

Solid brick 3-bedroom, 2-bath rancher situated on a quiet street just behind the hospital. This well-maintained home features a newer roof, soffits, and gutters, along with a vapor barrier, energy-efficient windows, and sliding door. The updated kitchen includes stainless steel appliances. Enjoy a gravel driveway plus convenient street parking. Ideally located close to the hospital and just minutes from downtown restaurants, shops, and amenities

Nestled along the peaceful waters of Swan Cove with access to Harris Creek, this circa 1890 farmhouse is full of Eastern Shore character and charm. Set on 1.38 private acres, the property offers the peace and serenity youre seeking. The spacious enclosed front porch is accented with wood floors and a wood ceiling setting the tone of this charming home. The inviting foyer features original Crescent Moon shutters and leads into a bright open living room with hardwood floors and exposed wood beams ceilings. A cozy waterside den with a double-sided wood-burning fireplace is the perfect place to unwind. The kitchen offers tile floors and white cabinetry and leads to the dining roomcomplete with hardwood floors and a built-in barn wood bar overlooking the backyard and the cove beyond. The first-floor primary suite features hardwood floors, a double sided fireplace and a unique en-suite bath with a tub/shower combo. A second full bath and laundry room complete the main level, while two spacio

Duplex centrally located in downtown Easton. Great opportunity to own investment property or convert into single family. Updates include: New architectural roof (2026) and two new natural gas heating systems installed (2026). Home features hardwood flooring throughout, replacement vinyl windows, and is certified lead free (2022). Both sides are currently leased

Just 4 miles (five minutes) outside the historic town of St. Michaels, MD, this 15-acre property is located in an area of large, private waterfront estates. Over 400 ft. of protected shoreline. Westerly exposure provides Exceptional Sunset Views across the sparkling waters of Harris Creek! 120' x 6' pile-driven pier provides approximately 4' MLW. Sited near the water at the end of a long, tree-lined driveway, you will find an attractive Dutch Colonial-style home. Constructed in 1966, the house features 4 bedrooms (primary downstairs); 2.5 bathrooms; spacious kitchen/dining/family room w/fireplace; formal living room w/fireplace and a glassed waterside'River Room. The 2-zone HVAC system was replaced with new, efficient system(s) in 2024. The house is dated, but perfectly livable. Some new owners will decide to update. Others might decide to demolish and replace with a new home. The 15-acre site and prime location will support a very substantial home. This is a great boating/fishing/crab

Whether you are looking for a full-time residence, weekend retreat, or investment property, this unit is truly move-in ready. Situated in Martingham community just minutes from St. Michaels, shops, restaurants and surrounded by the Links at Perry Cabin golf course, this beautifully updated 2-bedroom, 2.5 bath townhome has been thoughtfully renovated with an emphasis on quality craftsmanship, energy efficiency, and long-term durability. The redesigned open floor plan creates a seamless flow throughout the main living areas, complemented by updated cabinetry, granite countertops, and stainless steel appliances in the kitchen. All three bathrooms have been refreshed with new vanities, fixtures, and finishes, offering a clean and modern feel throughout the home. Beyond the cosmetic updates, extensive infrastructure improvements provide peace of mind, including a newer HVAC, upgraded electrical panel, full outlet and switch replacement and enhanced attic efficiency with resealing and R49 in

Nestled on just over 3 picturesque acres along the Miles River, this exceptional waterfront estate is the epitome of Eastern Shore charm. Renovated in 2017, the beautifully appointed residence is designed to maximize its stunning setting, with breathtaking water views from most rooms and an abundance of natural light throughout. The thoughtfully designed kitchen serves as the heart of the home and is ideal for both everyday living and entertaining. Featuring a large center island, high-end stainless steel appliances, custom cabinetry, and generous workspace, the kitchen flows seamlessly into the dining area and inviting river room, where expansive windows frame the spectacular waterfront views. The outdoor living spaces are equally impressive. A stunning negative-edge pool with elegant fire features creates a private resort-like atmosphere, while impeccably maintained grounds provide the perfect backdrop for relaxing or hosting family and friends. The rip-rapped shoreline leads to a pr

Located in Eastons historic district, 205 Brookletts Avenue is a circa-1910 home offering approximately 2,046 square feet of living space and a convenient downtown location. A screened front porch leads into the living room, featuring hardwood flooring and a wood-burning fireplace. Hardwood flooring continues into the separate dining room, while an additional den/family room includes a powder room and access to the back deck. The spacious kitchen features a breakfast nook and offers flexibility for future updates or reconfiguration. Upstairs, the primary bedroom includes an en-suite bath with a stall shower. Two additional bedrooms share a full hall bath with laundry, with additional laundry facilities located in the basement. Outside, a rear driveway provides off-street parking and leads to a detached two-car garage with an electric door opener. A separate room within the garage provides additional storage or space for a garden workshop. Street parking is also available along the fron

28309 Village Lake Way is a two-story Easton home with connected living spaces suited to everyday routines. The kitchen combines wood cabinetry, stainless steel appliances, and a center island that adds prep space and casual seating. The adjoining living area includes a fireplace that anchors the room, and a separate dining area sits nearby for gatherings. The primary bedroom holds two windows for natural light and a walk-in closet, while the primary bathroom includes a double vanity and a separate shower. Outside, a fully fenced backyard and covered porch extend usable space. An attached two-car garage completes this well-maintained residence with practical amenities throughout every room

Boat-ready waterfront on Tar Creek, with minutes-by-water access to the Tred Avon! Welcome to a turn-key Eastern Shore weekend retreat, quietly tucked at the end of a private lane in the historic village of Bellevue, ideally positioned between St. Michaels and Oxford. This custom 2013 Cape Cod-style home sits gracefully on a tree-framed third of an acre, offering 55 feet of prime shoreline protected by an engineered bulkhead. Designed for water enthusiasts, a private 60-foot pier extends into the creek, complete with an electric lift for jet skis or small tenders, plus dockside power and water. Inside, light-filled living spaces flow across espresso-toned plank floors. Soaring cathedral ceilings, gable windows, and skylights crown the great room, where a stacked-stone gas fireplace anchors the open floor plan. The kitchen features a six-burner gas range, maple Shaker cabinetry, and a center island, adjoining a dining area that easily seats eight or more. Two sets of sliding glass doors

Nestled in the serene enclave of Gull Wing Villas, this exquisite bungalow-style townhouse offers a harmonious blend of comfort and relaxation. Step inside to discover an inviting open floor plan that seamlessly combines the dining and living areas, perfect for both relaxation and entertaining. The warmth of wood floors and the charm of a brick gas fireplace create an ambiance that feels like home. This residence features two spacious bedrooms, including a primary suite with a luxurious walk-in shower and ample closet space. Recessed lighting and ceiling fans enhance the inviting atmosphere, while the eat-in kitchen beckons culinary creativity. An attic provides additional storage, ensuring that every inch of this home is utilized efficiently. Outside, indulge in the exclusive lifestyle that comes with private for residents only access to the Miles River. Enjoy leisurely afternoons at the waterfront park or embark on adventures with your canoe or kayak, enjoy the picnic area to end the

Welcome to 112 Glenwood Avenue, a charming and affordable home in the heart of Easton! Built in 1946, this home offers the character and charm of an earlier era while featuring updates for todays lifestyle. With 2 bedrooms, 1 bath, 912 square feet of comfortable living space, NO HOA, and a convenient downtown location, this home has plenty to offer. Freshly painted and move-in ready, the home features new carpet in both bedrooms, a NEW ROOF, a gas range, and a fenced backyardperfect for pets, gardening, entertaining, or simply enjoying your own outdoor space. One of the highlights of this home is its walkability! Youre just a 6-minute walk to the Avalon Theatre and other downtown Easton attractions, including coffee shops, restaurants, shopping, galleries, and more. The home is located across from the Easton Police Department and just half a block from the elementary school, putting so much of Easton within easy reach. Easton is a wonderful place to call home, offering the charm and ch

Major price improvement! Over an acre, no hoa & views toward glebe creek! Discover the space, comfort, and peaceful surroundings you've been searching for in this beautifully maintained 3-bedroom, 2-bath ranch-style home offering over 2,100 square feet of living space in the desirable Glebe Villa community of Easton, Maryland. Situated on more than an acre with NO HOA, this property offers the freedom, privacy, and relaxed lifestyle that make Maryland's Eastern Shore such a special place to call home. From the moment you enter, you'll appreciate the welcoming foyer, spacious living areas, and abundance of natural light. The well-appointed kitchen features stainless steel appliances, a convenient breakfast bar, and plenty of space for gathering. An exceptional 12' x 13' walk-in pantry provides an abundance of storage rarely found in homes today! Enjoy casual dining in the breakfast area or host memorable gatherings in the adjoining dining room. One of this home's most impressive feature

Embrace the Eastern Shore lifestyle in this private mini retreat, located just minutes outside of historic St. Michaels. Tucked away behind a natural buffer of mature trees and surrounded by beautiful waterfront estates, this property offers peace and privacy. For the outdoor or hobby enthusiast, the property features a versatile 4-stall barn with ample space to store cars, mowers, or your boat. The acreage currently showcases a lush, natural landscape, but offers the perfect canvas to easily revive the past pastures for equestrian or agricultural use. Inside, the home features classic hardwood floors throughout the first level, while the upstairs bedrooms and hallway are finished with carpeting. Ready for your personal touch, the home is being sold as-is and includes an existing flueperfect for hooking up a cozy wood or gas stove. Outside, a private vinyl pool (last serviced and fully operational when closed in October 2023) awaits summer refreshment. Rest easy knowing the core compon

Pine Point Farm is a remarkable 77+ acre waterfront estate on the scenic shores of Broad Creek comprising 4 total bedrooms, 4 full baths, and two half baths, and offering an exceptional combination of privacy, natural beauty, waterfront amenities, and newly constructed improvements. Built in 2023, the coastal-style main residence features an inviting open-concept kitchen, dining, and family room with beamed, vaulted ceilings and a wood-burning fireplace. Multiple sliders and doors open to the spacious rear deck and a screened-in porch, creating a seamless connection between the interior and the surrounding landscape while taking full advantage of the water views. The main house includes two en-suite bedrooms, an office/den, and a powder room, along with hardwood flooring throughout, and numerous built-ins. Also completed in 2023, the guest house and attached two-car garage are connected to the main residence by a breezeway. The guest house offers a large living room, kitchenette, and f

Just 12 miles from St Michaels, this house is in a quiet community of 60+ homes at the end of a lovely peninsula. A public landing is at the end of Bozman Neavitt Road, and a community center and park are in the heart of the village. This historic home was built by members of the Neavitt family, for who the village was named. The present owner bought it in 1999 and renovated and updated it from the studs out. Features now include 2-3 Bedrooms 2 Full baths Living room with built-ins Light-filled kitchen with cathedral ceiling Large landscaped lot with patio Some furniture conveys

Designed to optimize water views of the Tred Avon and access to the community kayak launch and beach area is this to be built home. Centrally located between Easton and St Michaels and just a stone's throw from the Oxford Bellevue Ferry on the Tred Avon, one of Talbot County's premier waterfront communities with 13 half acre to 1.5 acre home sites. The community features its own private beach and kayak launch with nearby public park with playground and marina. Additional floor plans, options, and upgrades available. Some photos and renderings are for illustrative purposes only and may include additional upgrades

This 4-bedroom, 2.5-bath home offers a bright, open floor plan, well-designed living spaces, and a great location close to downtown Easton. Situated on a corner lot, the property features a beautifully landscaped backyard, Trex deck and storage shed. The main level includes formal living and dining rooms, an eat-in kitchen with abundant cabinetry, a custom center island with breakfast bar, stainless steel appliances, and butlers pantry. A side-entry, attached two-car garage connects to a spacious mudroom. Upstairs, the large primary suite features a three walk-in closets and remodeled en-suite bath with a custom-tiled shower, along with three additional bedrooms and a full bath. Concrete crawl space. Enjoy direct access to the Rails to Trails, plus convenient access to a public boat ramp, community pool, and parks. The HOA includes common area maintenance and snow removal. Located just minutes from downtown Eastons shopping, dining, YMCA, and local amenities, this home offers the space

Welcome to downtown living in Easton, Maryland. Located on one of the most desirable streets in historic Downtown Easton, this charming Victorian-style home offers 4 bedrooms, 3 full baths, and a powder room, with convenient access to downtown Easton restaurants, shopping, parks, entertainment, and local attractions. Inside, the home features a fully finished third floor offering flexible additional living space, along with an unfinished basement providing ample storage. Outside, enjoy meticulously maintained gardens, patio hardscaping, off-street parking, a newly installed garden shed, and a whole-yard irrigation system. Recent improvements include (but not limited to) a new roof with Lifetime Timberline HDZ architectural shingles and enlarged gutters in 2024, as well as updated wood siding, gable trim, and flashing. Thoughtfully maintained while preserving its historic character, 9 Brookletts Avenue is a special opportunity to own a classic Victorian home in the heart of Downtown Eas

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Discover the epitome of luxury living in this stunning Colonial home nestled in the desirable Martingham community. This exquisite residence boasts 5 spacious bedrooms and 5.5 totally updated bathrooms, perfectly designed for both comfort and elegance. The heart of the home features a gourmet kitchen equipped with stainless steel appliances, including a Kitchen Aid refrigerator, Wolf double oven, Wolf 5 burner gas cooktop and Wolf dishwasher. Major renovations completed in 2026 have elevated this property to new heights, ensuring modern amenities while preserving its classic charm. Enjoy the ambience of two brick fireplaces, the convenience of an upper-floor laundry, and the tranquility of hardwood flooring throughout. The expansive 2.34-acre lot faces the 14th hole of The Links at Perry Cabin picturesque golf course, offering a serene backdrop for outdoor gatherings. Step outside to your personal oasis, complete with a saltwater gunite pool, perfect for summer relaxation. The communit

Come see a true Eastern Shore gem, set on 20 peaceful waterfront acres along Edge Creek. This beautifully renovated 4-bedroom, 4-bathroom home features all the hallmarks of a coastal getaway while providing modern, functional conveniences. Walk through the front door, and youre met with direct water views that can be seen from virtually every room in the home. Youll also find natural light that fills every space due to the ample window and sliding glass door installations, coupled with southwestern exposure off the back of the home. Make your way over to the well-appointed, fully renovated kitchen featuring Miele appliances. Around the corner is a first-floor primary suite with direct waterfront views, his-and-hers sink vanities, a spacious walk-in closet system with built-ins, and one of the homes three fireplaces. Upstairs, youll find plenty of space for guests, including a bedroom featuring built-in bunks. On the third floor is a bonus loft area with twin walkout balconies. Across t

SECOND WIND is a remarkable Eastern Shore sanctuary where history, privacy, and the beauty of the water define everyday living. As noted in The Eastern Shore Dependent in September 1963, Nature provided the idyllic setting, and this extraordinary property continues to embody that sentiment. Set amid nearly 3 acres of magnificent landscaping, with more than 400 feet of protected shoreline, this historic c. 1800 farmhouse captures sweeping broad-water views and unforgettable sunsets from every room. Three bedrooms and multiple living spaces offer a welcoming blend of historic character and comfortable living, including a living/dining room with fireplace, a fireside den with built-in bookcases, a private office with fireplace, and a main-level primary suite with vaulted beamed ceiling and en-suite bath. The kitchen features a breakfast bar and casual dining area, opening to a waterside patio and heated pool and spaan inviting setting for relaxation and entertaining. A private pier and pr

Beautifully positioned on 2.41 acres overlooking the coveted Miles River, this exceptional 4BR/4.5BA coastal residence offers sweeping water views, light-filled interiors, beautifully cultivated gardens, and an impressive array of waterfront amenities. From the moment you enter, your eye is drawn through the home to the Miles River beyond, with abundant natural light creating a serene and inviting setting. Beautiful hardwood floors, crown molding, recessed lighting, and thoughtfully appointed interiors enhance the homes refined yet relaxed coastal character. The waterside living room is centered around a gas fireplace, with sliding doors opening to the expansive back deck and framing the river beyond. The gourmet kitchen features premium appliances, a breakfast bar, beverage bar with wine storage, and spacious eat-in dining area, ideal for both everyday living and entertaining. The formal dining room accommodates up to 14 and is beautifully appointed with chandelier lighting, crown mol

Solitude on Edge Creek with over 300+/. Feet of tranquil waterfrontage and protected shoreline. Five-foot-wide pier with ample room for boats, substantial boat lift and 2-3+/. Feet mean low water. A private, serene Eastern Shore retreat on manageable 3+/. Acres with its very own nature walking-trail. The park-like setting features southeast exposure, a multitude of beautiful, specimen trees, and waterside pool with shaded patio. The additional charming and practical one bedroom guest house with separate kitchen offers a sanctuary for any weekend visitors. The main house includes first and second floor primary suites with views of the creek and all its natural inhabitants, an additional 3 bedrooms (one with en-suite bath), a total of 4 1/2 bathrooms, a terrific light-filled, large sunroom and waterside deck. Conveniently located close to the wonderful dining at The Oaks Waterfront Hotel and t at The General Store, while also not far from the Bellevue Ferry to historic Oxford, MD or shop

Located at the end of Market Street in sought-after Oxford, this distinctive waterfront estate on Town Creek combines Victorian elegance, boating amenities, and the convenience of a downtown setting. Designed by Linda Serabian of SOMA Architects, the property offers privacy and expansive creek views just moments from local restaurants, boutique shops, the park, and marinas. The four-bedroom, three-and-a-half-bath main house showcases timeless architecture and thoughtful craftsmanship, with extensive custom millwork, warm wood floors, and four gas fireplaces. A grand tiled foyer with radiant heated floors welcomes you into the home. The well-appointed kitchen and inviting living spaces overlook the pool and Town Creek, while the second-floor deck offers elevated views of the water. Recent improvements include new Marvin windows and French doors, updated HVAC components, fresh interior and exterior paint, and a remodeled full bath. The guest house offers two bedrooms and two full baths,

THE HELM Spectacularly positioned on an elevated private point overlooking Peachblossom Creek, The Helm is an exceptional 5BR/4FB/2HB waterfront residence offering extraordinary panoramic views and an unparalleled sense of privacy. Approached by a private drive and surrounded by mature trees and established landscaping, the property feels wonderfully secluded while embracing its natural Eastern Shore setting. Inside, light-filled interiors are thoughtfully designed to capture the beauty of the setting, with water views from nearly every room. The welcoming foyer features skylights that fill the space with natural light. Beyond, the dramatic living room showcases a beamed vaulted ceiling, custom built-ins, wood-burning fireplace, and breathtaking 180-degree views. The formal dining room features a vaulted ceiling and sliding glass doors opening to the rear patio, while the gourmet kitchen is beautifully appointed with premium appliances, a generous center island with breakfast bar, dini

Nestled in the prestigious Canterbury subdivision, this exquisite Cape Cod home offers a harmonious blend of luxury and comfort. Spanning over 4,600 square feet, the interior boasts elegant wood floors and an inviting layout, featuring a spacious kitchen with upgraded countertops and a six-burner stove, perfect for culinary enthusiasts. The dining area and cozy built-ins create an ideal setting for gatherings, while the three fireplaces, adorned with charming mantels, add warmth and sophistication. Retreat to the primary suite, complete with a luxurious bath, or enjoy the convenience of an entry-level bedroom. The thoughtful design includes a laundry chute for effortless living. Outside, the expansive 2.44-acre lot is beautifully landscaped, providing a serene backdrop for relaxation. With an attached two-car garage and a commitment to quality, this home embodies an exclusive lifestyle, inviting you to create cherished memories in a space that truly feels like home

Built in 2019 by Covell Builders and located in the charming community of Easton Village, this home places you just minutes from both downtown Easton and Saint Michaels, convenient to nearby shopping, restaurants, art galleries, and more. Step inside this 4-bedroom, 4-bathroom home, and youre greeted by a multifunctional den or office space off the foyer. Toward the back of the house is an open-concept layout connecting the kitchen, dining room, and living room. Upstairs, youll find a laundry room and 3 well-appointed bedrooms, including a large primary suite with dual-sink vanities and a walk-in shower. Additional home features include a gas fireplace, hardwood floors throughout, and a fenced-in yard. Above the 2-car garage, youll find a fully finished apartment suite with an en-suite bathroom. Community amenities include a pool, clubhouse with fitness center, kayak launch, and community pier overlooking the Tred Avon River

Cooke's Hope. Elegant Colonial home with pond views. Situated on a 3 +/. Acre lot, this home boasts 4 bedrooms and 3.5 baths. Spacious foyer, library/den, formal dining room, family room with cozy woodburning fireplace and kitchen with island. The second floor features a primary suite, dual closets and a sitting room. Two-car detached garage with a covered entry and a bonus area above it. Hardwood floors grace most of the house. Community amenities include exercise trails, a gym, tennis courts and a community pier. A must see!