154 houses for sale in Royal Oak, District 2 St Michaels Talbot County Maryland

Two houses on one property! Great family compound or live in one and rent the other. Located in the charming village of Royal Oak between Saint Michaels and Easton. The front house is a three bedroom, 2.5 bath farmhouse style with a side screened porch, roof deck, back deck and overlooks a preserved farm field. The Cottage offers one level living, with great room that overlooks the back deck and private vista, and there is a comfortable bedroom and bath. The cottage has an unfinished second floor offering additional possibilities. Both dwellings have been freshly painted and new LVT flooring installed upstairs, Run In Shed/Garage and shared well. Royal Oak is located between Saint Michaels and Easton and on the way to the Oxford/Bellevue Ferry. Served by county sewer and broadband available

Charming cottage in the village of Royal Oak sited on a 1+ acre lot with plenty of room to expand. Set back off the road, surrounded by lawn and backing to trees offering privacy and serenity. Step inside and find freshly painted walls and new Luxury Vinyl plank flooring throughout. Kitchen is complete with dishwasher, gas stove and refrigerator. Though small, the house inside is bright and sunny and along with bedroom, bathroom and kitchen/great room there is an office with a closet and lovely view of the backyard. Serviced by County sewer and private well. No town taxes

Welcome to Terrapin Point, an extraordinary waterfront estate nestled in the heart of Royal Oak, Marylandone of Talbot Countys most coveted and picturesque settings. Built in 1890, this timeless Victorian residence evokes the charm of a bygone era, blending old-world elegance with the serene beauty of Marylands Eastern Shore. Set gracefully on a private point along the tranquil waters of Oak Creek, the property offers sweeping, uninterrupted waterfront views and a rare sense of peace and seclusion. With minimal boat traffic and protected waters just off the Miles River, Terrapin Point is a true sanctuary for those seeking quiet coastal living and the wonders of nature. A long, tree-lined driveway creates a grand and memorable approach, opening to a storybook setting reminiscent of a Norman Rockwell painting. The home itself is filled with natural light and architectural character, including soaring ceilings, elegant archways, and a stunning dining room with exposed beams that overlooks

Discover Your Waterfront Oasis in Royal Oak*. Nestled in the charming town of Royal Oak, these exceptional waterfront properties present breathtaking views of Oak Creek, conveniently located near the Miles River and the renowned Chesapeake Bay. Positioned between the picturesque communities of Saint Michaels and Easton, this rare gem boasts approximately 541 feet of pristine water frontage, enhanced by a newly installed bulkhead as of summer 2025. Comprising two distinct parcels, both properties offer expansive water vistas that are truly captivating. Imagine enjoying serene afternoons by one of the two existing pools, each perfectly situated to overlook the tranquil waters. Each home is equipped with its own dedicated well and is connected to public sewer, ensuring convenience and reliability. Elevated above flood risks, this property requires no flood insurance, providing peace of mind for future owners. The first residence, a charming brick rancher at 7049 Acorn Alley, features sing

New price. Former Builders Models Home with Many Upgrades! Brand New Roof in December 2025! Tray ceilings, crown molding, chair railings, 9 foot ceilings, an office/library, recessed lighting, hardwood floors and more. This 3 bedroom with 2 and 1/2 bathroom home provides generous living space and a comfortable layout. The updated kitchen with granite counter tops, and 42' cabinets, leads into a bright sunroom/breakfast room with large windows overlooking the spacious back yard. The beautiful hardwood flooring carries throughout the foyer, office/ sitting room, the large dining room and family room which features a fireplace with glass doors and screen. The main floor primary bedroom suite with hardwood flooring offers a full bathroom with double vanities, a soaking tub, shower and a walk-in closet. The second floor includes 2 bedrooms, a rec room and a full bathroom. There is a 2 car garage with built-in storage. Conveniently located across the street from the George Murphy community p

Calling all investors! This property in Easton is the one you have been waiting for! This one will not last! This Property is being sold As-Is condition. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification, research and inspections and are relying solely on the results thereof. Buyer to pay all closing costs and transfer tax

The perfect renovated, water view cottage, dating back to circa 1890. Has been meticulously maintained and thoughtfully expanded over the years. Located in the waterfront Village of Neavitt (+u002F. 70 homes). Move-in mint condition with numerous recent upgrades. First floor primary bedroom, first floor renovated full bathroom, two additional bedrooms and full bathroom upstairs. Outdoor Living: A large screened porch and deck extend the living space outdoors, providing opportunities to enjoy views of the large backyard and breezes off the water. Detached garageu002Fshed with electric for storage of boats in addition to space for a workshop. Solar panels on roof are owned and convey. They substantially lower electric cost to heat and cool the home. Only about 12 miles from the shops and restaurants of charming St Michaels but without St. Michael's town taxes. The village has its own park and playground as well as a public landing with a launch for canoes and kayaks. While currently on a

Constructed in 1948 this 2-bedroom, 1-bathroom brick bungalow has not been available on the market since 1989. The current tenants have resided in the property for over 20 years, indicating its strong appeal and potential. This residence is ideally suited for first-time buyers as well as investors seeking a valuable addition to their portfolio. Situated on a substantial corner lot, the home includes a detached brick garage and storage shed. It boasts a convenient location, being a short distance from the community pool and within walking proximity to downtown Easton. The property has been well maintained over the years and is ready for immediate occupancy. Furthermore, the lot size presents the opportunity for the potential construction of an additional dwelling, enhancing its long-term value

Set on 2.14 beautifully maintained acres, this exceptional 6-bedroom home offers the perfect blend of space, comfort, and outdoor living. A thoughtfully designed layout features a desirable first-floor master suite, providing privacy and convenience with generous proportions and serene views of the surrounding landscape. The homes expansive interior includes multiple living and entertaining areas, ideal for both everyday living and hosting guests. Large windows throughout invite natural light and showcase the propertys stunning grounds. Step outside to your own private retreat, complete with a sparkling pool and extensive landscaping that creates a peaceful, park-like setting. Whether relaxing poolside or enjoying the open green space, this property offers endless opportunities for outdoor enjoyment. A detached two-car garage adds functionality and additional storage, complementing the homes impressive features. With six spacious bedrooms and ample acreage, this property provides flexi

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 you’re 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 room—complete 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 tubu002Fshower combo. A second full bath and laundry room complete the main level, while two

Charming 2-bedroom, 1-bath bungalow in downtown Easton! This move-in-ready home features a brand-new roof, fresh paint throughout, and new carpeting in both bedrooms. Enjoy a fully fenced backyard and a prime location just down the street from the elementary school and walking distance from downtown shops and restaurants. Refrigerator, washer, and dryer convey with the sale. A great opportunity to own a well-maintained home in a highly convenient location! Affordable home in Historic Easton, MD. You can own this home for what it would take to rent a home. Call me for info on loan programs and first time buyer incentives

New price! Located minutes from downtown St. Michaels, “Aqua Vitae” the waters of life, sits on 8.6 private acres on Harris Creek, a Chesapeake Bay tributary. This custom-built offering wu002F over 400’ of direct water frontage is comprised of 3 magnificent structures: a grand main residence, guest cottage, & “party barn” all highlighted by a waterside pool, pier wu002F 4’ MLW, pine grove, putting green, extensive landscaping & incomparable craftmanship. The 12,000 SF main residence, positioned to prioritize water views, welcomes you via prominent double lead-glass doors & a grand 3-story foyer wu002F dual-staircase. The “river room” wu002F 2-story octagon copula offers 270 views of the property & creek. The TV room wu002F 3 exposures & gas-burning fireplace offers double French doors on two sides leading to the wrap-around flagstone patio. The stunning gourmet kitchen is a true chefs dream. Offering oversized island, built-in mediau002Fstorage cabinet, coffered ceiling, fireplace, 3 s

Back on the market due to no fault of the seller! Welcome to this spacious end-unit townhouse offering 4 bedrooms and 2.5 bathrooms, providing plenty of room for comfortable living. The main level features a bright and open layout with abundant natural light, ideal for everyday living and entertaining. The kitchen opens to the main living areas, creating a functional and inviting space. Upstairs, youll find generously sized bedrooms, including a primary suite with a private bathroom. Additional bedrooms offer flexibility for guests, a home office, or playroom. Enjoy the convenience of low-maintenance living while being just minutes from downtown Easton, shopping, dining, and parks. This home is a great opportunity for anyone looking for space, comfort, and a prime location on Marylands Eastern Shore

Reduced Price! Beautifully maintained 4-bedroom, 2.5 bath home in the highly desirable Easton Village community, offering a perfect blend of traditional style, modern comfort, and timeless charm. Step into a bright 2-story foyer with newly installed luxury vinyl plank (LVP) flooring that continues throughout much of the home. On either side, the formal living and dining rooms provide elegant spaces for entertaining, flowing seamlessly into an open. Concept layout that includes a cozy family room with a gas fireplace, a well. Appointed kitchen with stainless steel appliances, and a sunny breakfast area ideal for everyday dining. Down the hall, you'll find a convenient half bath, a separate laundry room, and access to an incredibly versatile bonus space perfect for a home office, playroom, gym, or relaxation lounge. Upstairs, the spacious primary suite serves as a private retreat with ensuite full bath, dual walk-in closets and continued LVP flooring for a sleek low. Maintenance finish.

Experience waterfront living at its finest in this remarkable St. Michaels retreat, where breathtaking water views define every moment. The beautifully remodeled main level was designed to maximize the scenery, seamlessly blending indoor comfort with the natural beauty beyond. A chef-inspired kitchen with Monogram stainless steel appliances anchors the open-concept living space, perfect for entertaining. Gleaming hardwood floors enhance the home's inviting ambiance. The primary suite is a serene escape with a stunning bath, while the upper level offers generous space ready to be transformed to match your vision. Outside, the property unfolds into a private waterfront playground, complete with a charming cottage ideal for guests or extended family, and a detached two-car garage with a one-bedroom apartment awaiting restoration. Bring your imagination! An exceptional opportunity for boating, entertaining, and relaxed coastal living. Just minutes from fabulous restaurants, boutique shoppi

Select photos have been virtually staged to help visualize room layout and design possibilities. Effortless living in the Martingham community. This thoughtfully designed 3-bedroom, 3-bath rancher features a light-filled, easy-flow floorplan with two ensuite bedrooms for added privacy and versatility. The home offers a garage and separate laundry room and opens to a charming backyard deck. Ideal for morning coffee or evening gatherings. The spacious backyard provides ample room for a pool, enhancing the home's outdoor living potential. Comfortable, functional and perfectly suited for enjoying the Eastern Shore lifestyle

Experience waterfront living at its finest in this remarkable St. Michaels retreat, where breathtaking water views define every moment. The beautifully remodeled main level was designed to maximize the scenery, seamlessly blending indoor comfort with the natural beauty beyond. A chef-inspired kitchen with Monogram stainless steel appliances anchors the open-concept living space, perfect for entertaining. Gleaming hardwood floors enhance the home's inviting ambiance. The primary suite is a serene escape with a stunning bath, while the upper level offers generous space ready to be transformed to match your vision. Outside, the property unfolds into a private waterfront playground, complete with a charming cottage ideal for guests or extended family, and a detached two-car garage with a one-bedroom apartment awaiting restoration. Bring your imagination! An exceptional opportunity for boating, entertaining, and relaxed coastal living. Just minutes from fabulous restaurants, boutique shoppi

A wonderful opportunity to purchase an amazing one story waterfront home on an expansive 2.5 acre lot with western exposure on Broad Creek. Many upgrades have been done to make this a special home to enjoy your life of relaxation and pure enjoyment on the Eastern Shore of Maryland! Mount Pleasant is a very sought after St Michaels neighborhood with close proximity to the downtown historic area of great restaurants, museums and boutiques but no town taxes! You will love the upgraded gourmet kitchen with granite countertops, large center island, soft close cabinetry, broad water views with Samsung stainless steel appliances where you can make your favorite dishes to enjoy. Besides the kitchen, the large Sunroom is my other favorite room of the home with large windows on three sides for panoramic water views to enjoy nature, sunsets and waterfowl along with great access to the wrap around waterside deck through sliding glass doors. I think you will agree when you see it! You will find a b

Welcome to Pin Oak House, an Easton Federal style white-washed brick property proud to feature the Grand Champion Pin Oak of Talbot County within the confines of its iron-fenced front yard. The spacious corner lot also offers fine gardens, providing colorful foliage nearly year-round. Roses, honeysuckle, tulips, a glorious crepe myrtle, gazebo, irises, stone hardscaping, and a koi pond with waterfall feature are among the many surprises of the enchanting, fairytale-like backyard. The front and backyards are on a multi-zone irrigation system. This property provides ample off street parking for three cars as well as a sizable storage facility that can be converted into a garage if desired. The backyard and main parking area is monitored 24/7 by a Nest Cam security system. The recently installed uplighting in the front and back of the property further adds to the elegance of the home. Enter inside the red solid wood front door and you are greeted by new custom closets and wood doors, new

Located in the sought-after Martingham community and close proximity to downtown Saint Michaels, 24822 Swan Road offers the perfect balance of privacy, convenience, and Eastern Shore charm. Designed for comfortable single-level living, the home features 3 bedrooms and 3 full baths, including a spacious primary suite with a walk-in closet and an updated en-suite bath. The main living area is open-concept and features a family room with wood burning fireplace, parquet oak flooring leading into the recently renovated kitchen which serves as the heart of the home, blending style and functionality for everyday living and entertaining. There is also a sunroom which flanks the back of the house offering plenty of natural light and access to the covered back deck. A standout feature is the large detached two-car garage with a fully finished, conditioned space above, adding an additional 1,200 square feet of living space and bringing the total finished living area to 3,600 square feet. A worksh

The perfect renovated, water view cottage, dating back to circa 1890. Has been meticulously maintained and thoughtfully expanded over the years. Located in the waterfront Village of Neavitt (+/. 70 homes). Move-in mint condition with numerous recent upgrades. First floor primary bedroom, first floor renovated full bathroom, two additional bedrooms and full bathroom upstairs. Outdoor Living: A large screened porch and deck extend the living space outdoors, providing opportunities to enjoy views of the large backyard and breezes off the water. Detached garage/shed with electric for storage of boats in addition to space for a workshop. Solar panels on roof are owned and convey. They substantially lower electric cost to heat and cool the home. Only about 12 miles from the shops and restaurants of charming St Michaels but without St. Michael's town taxes. The village has its own park and playground as well as a public landing with a launch for canoes and kayaks. While currently on a septic

Select photos have been virtually staged to help visualize room layout and design possibilities. Effortless living in the Martingham community. This thoughtfully designed 3-bedroom, 3-bath rancher features a light-filled, easy-flow floorplan with two ensuite bedrooms for added privacy and versatility. The home offers a garage and separate laundry room and opens to a charming backyard deck. Ideal for morning coffee or evening gatherings. The spacious backyard provides ample room for a pool, enhancing the home's outdoor living potential. Comfortable, functional and perfectly suited for enjoying the Eastern Shore lifestyle

Looking for the ideal downtown Easton location? This beautifully renovated Colonial offers a rare opportunity—perfect as a high‑end investment property or as your personal residence with an income‑producing second unit. This stunning building features two fully updated 1,000 sq. Ft. units, each finished with high‑quality materials and thoughtful design. This stunning building features two fully updated 1,000 sq. Ft. units, each finished with high‑quality materials and thoughtful design First‑Floor Unit 2 bedrooms, 2 baths Gourmet kitchen with premium finishes In‑unit washeru002Fdryer Fireplace and hardwood floors Relaxing front porch and covered rear deck with landlord‑provided furniture Large private parking lot behind the building Easy walking distance to Easton’s restaurants, shops, and entertainment Second‑Floor Unit Offered fully furnished Mirrors the first‑floor layout and upgrades Primary bedroom with access to a second‑story balcony Turnkey and ready for immediate occupancy Tog

Opportunity meets lifestyle in this ideally located 3-bedroom, 2-bath residence just minutes from Easton. Set in a peaceful Eastern Shore setting, this home offers the rare chance to reimagine and elevate a property in a highly desirable area. Inside, a classic brick fireplace anchors the living space, ready to become the centerpiece of a thoughtfully redesigned interior. The homes layout provides a solid foundation for renovation, allowing you to create a custom retreat tailored to your vision. Outdoors, an expansive, open backyard offers endless potentialwhether you envision curated gardens, an outdoor entertaining oasis, or a tranquil escape under the stars. Just moments away, the Miles River and nearby public boat ramp invite you to embrace the best of waterfront living, from boating to sunset cruises. For the discerning buyer or investor, this is a compelling opportunity to restore, redesign, and unlock the full potential of a property in a prime Easton location

Dreaming of a beach house? Stunning location, endless breezes and sunsets. A treasure of vantage points and chic contemporary beauty, this Martingham waterfront retreat offers rare front-row views of Miles River happenings. Including the historic Log Canoe Races, Fourth of July fireworks, daily passages of billowing sails, and, on crisp days, sightlines stretching for miles. Set on 2.32 acres with nearly 250 feet of sandy shoreline, life here moves with effortless rhythm; from morning beachfront strolls to afternoons shaped by regattas, summer pool partiesand in-town finds. Relax by the awe inspiring extra large 50 foot heated pool with jacuzzi with of space for sunbathing and relaxing. There is also a IGLUCRAFT sauna from Eastonia for the health concious resident. Within your home of contemporary coastal personality, 2,875 square feet are serene and elevated as walls of airy hues allow gridless-windows to compose ever-changing artwork of golden sunsets, lifting fog, and distant glidin