Royal Oak MD Real Estate & Homes for Sale

Nestled in the heart of the charming waterfront village of Bellevue, 5658 Gates Street presents a rare opportunity to own a classic home rich in historic charm. This thoughtfully maintained residence blends timeless character with everyday comfort, offering approximately 1,480 square feet, 3 bedrooms, and 2 bathrooms. Inside, you'll find beautifully preserved hardwood floors and the peace of mind of a recently updated roof. The true highlight, however, is the setting. Located in the quaint Bellevue community, this home is surrounded by the natural beauty and unhurried pace that define Maryland's Eastern Shore. Just moments away, enjoy access to the scenic Tred Avon River, nearby public landings, parks, and the iconic Oxford-Bellevue Ferry. Whether you're savoring peaceful evenings, biking to the water, or taking a short drive to Saint Michaels or Easton for dining, shopping, and local events, this location offers an ideal blend of tranquility and convenience. Perfect as a full-time residence or weekend retreat, 5658 Gates Street captures the true essence of Eastern Shore living.

Welcome to the charming village of Royal Oak where this beautifully crafted Cape cod style home - just 5 years young- offers the perfect blend of modern comfort and timeless design. Featuring a desirable first floor primary suite, this home includes 4 bedrooms and 3 full baths providing flexibility for family and guests alike. It sits on a large 1 acre lot and backs to woods for privacy. Just minutes from historic Easton or St. Michaels. The large 2 car garage is heated and cooled making it ideal for a workshop, hobby area or just a fun hang out spot. Garage also has a TV in it. The kitchen has granite counters and upgraded appliances and is open to the living room. There is also a covered front porch for an additional place to relax and enjoy the slower pace of life on the Eastern Shore. Additional highlights include low maintenance vinyl siding and an encapsulated crawlspace for enhanced efficiency and peace of mind. .

This one of a kind property has it all-145 acres of farmland, pastures and farmland in sought after Royal Oak with a long view of Fox Hole Creek leading to the Tred Avon River. The stately paved driveway passes through the verdant landscape of broad vistas to three ponds, fields, pastures defined by white fences and a canopy of mature sawtooth oaks, until the Colonial style main house is revealed. From the house's two and a half story main wing, side wings telescope down to one-story wings. The main floor has great indoor-outdoor flow from the waterside rooms of the sunroom, breakfast room, living room, family room and primary suite to the brick terrace that spans the full length of the house. The stair hall on the second floor leads to a spacious deck for bird's views of the water between the two bedroom en -suites and two offices. The third floor contains another bedroom en-suite. The property also includes a 2 bedroom suite guest house , detached garage with an apartment above, in-ground pool, pool house with a sauna,, bath, kitchenette and porch, small boat house and pier, and a greenhouse with a sitting area . For the equestrian enthusiast, there is a five stall barn with tack room and washroom with fenced paddocks. Another large barn has been transformed into a garage housing a classic car collection. The variety of outdoor rooms range from the main house's front porch, rear covered brick terrace, a covered brick walkway that connects the house to the pool area and the pool house's porch and lounging area shaded by a pergola. This peaceful and very private waterfront haven is both close to the Belleview Ferry to Oxford and is also equidistant to the amenities of Easton and St. Michaels ! 50 miles from Annapolis MD, 70 from Washington DC, 12 miles to the Easton Airport. The property is immaculate maintained, new main house composite roof , geothermal HVAC, wine cellar, gorgeous heart pine floors, sprinkler system, Starlink internet, broadband cable available , high speed Easton Velosity is also available for hook up.There is a gated main entrance and a farm entrance. SUBDIVISION POTENTIAL !

SERENE VIEWS AWAIT YOU AT YOUR EXCLUSIVE WATERFRONT , GORGEOUS ACRES ON PRIVATE MAJESTIC PENINSULA IN BETWEEN THE COASTAL TOWNS ST MICHAELS , EASTON. JUST A SHORT DRIVE TO ITS SHOPS, RESTAURANTS, CAFES, MUSEUMS AND ALL THE AREA HAS TO OFFER. THIS FABULOUS PROPERTY LETS YOU EXPERIENCE EASTERN SHORE LIFE STYLE AS ITS BEST. OPERATED AS A SUCESSFUL VACATION RENTAL IT HAS GONE THRU VARIOUS RENOVATIONS, LASTLY A MAJOR ONE IN 2020 AND 2021. YOUR CHANCE TO PURCHASE A 6 BEDROOM 6 BATHROOM TURN KEY PROPERTY TO ENJOY WITH YOUR FAMILY AND SHARE AS A RENTAL WITH FAMILIES THAT COME TO VISIT .

Irish Creek Waterfront Estate Set along more than 1,000 +/- feet of pristine, navigable waterfront on Irish Creek, this remarkable 22.14 +/- acre waterfront estate captures the very essence of luxury living on Maryland's Eastern Shore. Surrounded by sweeping southwest-facing water views and unspoiled natural beauty, the property offers exceptional privacy and scale just minutes from the charming towns of Easton and St. Michaels. Approached by a long, private paved drive, the stately Colonial residence blends timeless architecture with comfortable sophistication, designed for both elegant entertaining and relaxed waterfront living. Inside, refined interiors feature rich hardwood flooring, extensive crown molding, custom built-ins, and four wood-burning fireplaces, creating warm gathering spaces throughout the home. The main level is thoughtfully designed for hosting and everyday living, with gracious formal and informal spaces that flow effortlessly together. A formal dining room, expansive living and family rooms, and a well-appointed kitchen with island and pantry create the perfect setting for gatherings with family and friends. The main-level primary suite offers a peaceful retreat with its own fireplace, walk-in closet, and spa-inspired bath. Upstairs, three additional bedrooms and two full baths comfortably accommodate guests for extended weekends on the Shore. Outdoors, the estate unfolds as a private waterfront retreat designed for unforgettable weekends and celebrations. Spend warm summer days by the Gunite pool and outdoor spa, gather around the built-in fire pit at sunset, or enjoy a friendly match on the bocce court. A tranquil pond and expansive grounds enhance the sense of serenity, while the vaulted three-season porch provides the perfect vantage point for watching boats drift by and taking in the breathtaking evening sunsets over Irish Creek. The property is exceptionally well-suited for hosting, with a charming pool house and a separate two-bedroom guest apartment above the detached four-car side-entry garage - ideal for visiting family, weekend guests, or extended stays. Located in the coveted Royal Oak waterfront community, and within easy reach of Easton, St. Michaels, and the Chesapeake Bay, this extraordinary offering is less than two hours from Washington, D.C., Baltimore, and Philadelphia, making it the perfect luxury retreat for weekend escapes or year-round living on the Eastern Shore. Here, life slows down - boating at sunset, long summer weekends with family and friends, and the timeless beauty of Chesapeake Bay living.

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.

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.

Tucked within a canopy of trees along Maryland's Eastern Shore, this remarkable home rests quietly beside the Choptank River. The setting feels worlds away, eighty acres of meadows and woodland that open gently to more than 1,800 feet of private shoreline, where a western exposure captures breathtaking sunsets reflected across the water. The residence at 5084 Ferry Neck Road was shaped by owners whose careers in fine contemporary art inspired a deeply thoughtful approach to design, one that explored geometry, light, and proportion with an almost abstract eye. The resulting octagonal plan draws the landscape into every room, creating a calm rhythm of space and view. A low, horizontal brick fa ade settles the home into its surroundings, while a lifted roofline and generous overhangs give shelter and balance. Inside, a sweeping staircase curves upward through the central volume, a graceful gesture that anchors the home with quiet strength. In 2024, the property underwent a comprehensive renewal. Porcelain countertops, new glazing, and refined lighting bring a fresh modern sensibility while honoring the original architecture. Approached by a long, tree-lined drive, the home reveals itself gradually, first a glimmer through the woods, then an opening to water and sky. Beyond its immediate beauty, the land itself offers a rare opportunity, with the potential to create a divisible waterfront homesite should the next owner wish to explore it. What remains most striking, however, is its sense of comfort, a home that is inviting, shaped by art, nature, and time.

**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 Michael's 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 single-story living with three bedrooms and 1.5 baths, set on a generous .81 acres. Built in 1963, it offers 1,454 square feet of cozy, inviting space. Across the way, the colonial-style home at 7047 Acorn Alley boasts four bedrooms and two full baths, nestled on .73 acres. Constructed in 1975, this expansive 1,920-square-foot residence provides ample room for family gatherings and entertaining. Ideal for outdoor enthusiasts, this location is a paradise for boating, fishing, kayaking, and paddle boarding, with calm waterways that invite exploration. The property is also perfect for bird watching and cycling, making it an ideal haven for nature lovers. Whether you envision a lucrative investment, a serene vacation retreat, or the canvas for your dream home, the endless possibilities await. Centrally located in Talbot County, with easy access to Easton, Baltimore, and the DC metro area, as well as a short ferry ride to Oxford, this property is a unique opportunity not to be missed. Embrace the lifestyle you've always desired and make this waterfront paradise your own.

Royal Oak - escape to your own Eastern Shore estate. Anderby Hall is part of an original 1680 land grant. This 12 +/- acre parcel features 3,260' +/- of shoreline (mostly rip rapped) including a tidal pond and island (accessed by bridge)to a private peninsula and private cove. The gated driveway leads to the main house- a 3000 +/- sq.ft. Colonial featuring a great room with fireplace, charming old pine floors and hand hewn ceiling beams. Granite kitchen with island. Primary suite with his/her closets and second floor office/den area. Almost every room offers a gorgeous view of Irish Creek. Brick walkways ways lead to the water side pool. The dock has 5'MLW and you are minutes to the Choptank RIver. Additional 2600 sq. foot guest house. Tennis courts (could be picklebal!l) with gazebo. 30x50 detached 3 car garage, and an additional 1 car garage with workshop and a service shed. Licensed shoreline. Geese, ducks, deer, turkey. Convenient to Easton and St. Michaels Enjoy a lifestyle of luxury, privacy, and natural beauty. Embrace the exclusive charm of waterfront living today!

Absolutely stunning mid-century contemporary estate offering a private , park-like setting, with heated swimming pool, pavilion, luxurious fully equipped outdoor- kitchen, outdoor shower, in -ground hot tub ,tennis court, and maintenance -free Azek pier with new 30K lb. boat lift. Meticulously maintained inside and out! Professionally landscaped with WiFi controlled front/rear irrigation system.The superbly designed and crafted home offers an open floor-plan with 4 bedrooms and an office, 3.5 designer baths with heated floors,, a magnificent gourmet kitchen, upper and lower level living areas providing outstanding functionality. Breathtaking water- views and protected shoreline! This is an outstanding turn-key property that comes beautifully furnished !

Buildable 1.6 +/- acre lot ready for your vision and a builder ready to help you make it a reality! Over 500 ft of shoreline on the Tred Avon River. Close to the public park/playground and just a short boat ride or ferry ride to Oxford. Centrally located between Easton and St Michaels. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat.

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. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat. The community features Coastal style homes built by Paquin Design Build. Additional floor plans, options, and upgrades available. Some photos and renderings are for illustrative purposes only and may include additional upgrades.

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. Just minutes to Talbot County's favorite waterfront towns by car, bike, or boat. The community features Coastal style homes built by Paquin Design Build. Additional floor plans, options, and upgrades available. Some photos and renderings are for illustrative purposes only and may include additional upgrades.