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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 façade 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.

4 Beds ⋅ 4 Baths

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 façade 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.

5084 Ferry Neck Rd, Royal Oak

Listing courtesy of TTR Sothebys International Realty. Contact:

Selling Office: Non Subscribing Office.

$3,015,000

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 . THE PROEPRTY IS BEING SOLD TURN KEY WITH ALL CONTENTS.

6 Beds ⋅ 7 Baths

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 . THE PROEPRTY IS BEING SOLD TURN KEY WITH ALL CONTENTS.

6448 Partridge Ln, Royal Oak

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

Selling Office: Shore Living Real Estate.

$2,750,000

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 !

4 Beds ⋅ 4 Baths

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 !

5837 Irish Creek Rd, Royal Oak

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$2,600,000

Generational Waterfront Farm. Magnificent Building site on the Miles River on 50+ acres. Private tree-lined driveway passing through productive fields, mature evergreen and deciduous trees. There is a brick cape cod on the property and an outbuilding that should be considered a footprint for future development. Existing well, pier and bulkhead area on the cove (Newcomb Creek). Over 1500 of shoreline. 4 miles from St. Michaels and 5 miles from Easton. Incredible Sunrises and Sunsets, Remarkable true point of land with panoramic views, great waterfowl and deer hunting. Property includes large block of woods on other side of Rt 33 (approx.. 30+ acres). Owner has approval to be hooked up to public Sewer!

3 Beds ⋅ 3 Baths

Generational Waterfront Farm. Magnificent Building site on the Miles River on 50+ acres. Private tree-lined driveway passing through productive fields, mature evergreen and deciduous trees. There is a brick cape cod on the property and an outbuilding that should be considered a footprint for future development. Existing well, pier and bulkhead area on the cove (Newcomb Creek). Over 1500 of shoreline. 4 miles from St. Michaels and 5 miles from Easton. Incredible Sunrises and Sunsets, Remarkable true point of land with panoramic views, great waterfowl and deer hunting. Property includes large block of woods on other side of Rt 33 (approx.. 30+ acres). Owner has approval to be hooked up to public Sewer!

26396 St Michaels Rd, Newcomb

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

$2,000,000

Welcome to Terrapin Point, an extraordinary waterfront estate nestled in the heart of Royal Oak, Maryland—one of Talbot County’s 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 Maryland’s 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 the water—perfectly framing the estate’s breathtaking surroundings. Designed for both relaxation and entertaining, the home features a spacious kitchen and dining area ideal for hosting, along with an oversize screened porch that invites you to unwind while enjoying gentle breezes off the creek. Outdoors, a beautifully positioned in-ground pool sits just at the water’s edge, offering a resort-like vacation experience. On the edge of the trees sits a beautifully designed potential "glamping" cabin, art or music studio where you can enjoy the birds singing and watch the light through the trees. Perfectly located, the property sits equidistant between the charming towns of Easton and St. Michaels, allowing effortless access to renowned dining, shopping, and cultural attractions while maintaining a peaceful, tucked-away feel. The 12 acre point of land and home embodies the quintessential Eastern Shore lifestyle—refined yet relaxed, elegant yet inviting. A rare offering where timeless architecture, premier waterfront, and an exceptional location come together to create a truly unforgettable property. *Seller currently resides at the property in the main floor primary suite. Several pictures have been visually enhanced with virtual staging.

4 Beds ⋅ 5 Baths

Welcome to Terrapin Point, an extraordinary waterfront estate nestled in the heart of Royal Oak, Maryland—one of Talbot County’s 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 Maryland’s 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 the water—perfectly framing the estate’s breathtaking surroundings. Designed for both relaxation and entertaining, the home features a spacious kitchen and dining area ideal for hosting, along with an oversize screened porch that invites you to unwind while enjoying gentle breezes off the creek. Outdoors, a beautifully positioned in-ground pool sits just at the water’s edge, offering a resort-like vacation experience. On the edge of the trees sits a beautifully designed potential "glamping" cabin, art or music studio where you can enjoy the birds singing and watch the light through the trees. Perfectly located, the property sits equidistant between the charming towns of Easton and St. Michaels, allowing effortless access to renowned dining, shopping, and cultural attractions while maintaining a peaceful, tucked-away feel. The 12 acre point of land and home embodies the quintessential Eastern Shore lifestyle—refined yet relaxed, elegant yet inviting. A rare offering where timeless architecture, premier waterfront, and an exceptional location come together to create a truly unforgettable property. *Seller currently resides at the property in the main floor primary suite. Several pictures have been visually enhanced with virtual staging.

26090 Royal Oak Rd, Royal Oak

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

Selling Office: TTR Sotheby's International Realty.

$1,150,000

4 Beds ⋅ 4 Baths

6674 Schoolhouse Ln, Easton

Listing courtesy of Compass. Contact:

Selling Office: Benson & Mangold, LLC.

$1,138,000

Gorgeous waterfront home! Rancher, one level living on over 2 acres in Royal Oak. Get ready, properties like these don't come around too often!

2 Beds ⋅ 2 Baths

Gorgeous waterfront home! Rancher, one level living on over 2 acres in Royal Oak. Get ready, properties like these don't come around too often!

6706 Thorneton Rd, Royal Oak

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$1,077,500

Tucked away on Elbert’s Cove, this one-level waterfront home offers a peaceful retreat on approximately 3 acres. With 3 bedrooms and 3 full bathrooms, the layout is thoughtfully designed for comfort and easy living. Multiple living spaces include a large recreation room with pool table, a living room with a cozy brick fireplace, and a waterside family room with built-ins and an adjacent dining area. The open kitchen, featuring two breakfast bars, flows seamlessly into the living and dining spaces—perfect for gatherings. A spacious screened porch and brick patio overlook the water, ideal for outdoor dining or relaxing after a day on the water. Enjoy the best of Eastern Shore living with a private pier offering approximately 3’ MLW, a rip-rapped shoreline, Jet Dock, and kayak and boat launch—right outside your back door. Seller has recent septic approval for 5 Bedrooms.

3 Beds ⋅ 3 Baths

Tucked away on Elbert’s Cove, this one-level waterfront home offers a peaceful retreat on approximately 3 acres. With 3 bedrooms and 3 full bathrooms, the layout is thoughtfully designed for comfort and easy living. Multiple living spaces include a large recreation room with pool table, a living room with a cozy brick fireplace, and a waterside family room with built-ins and an adjacent dining area. The open kitchen, featuring two breakfast bars, flows seamlessly into the living and dining spaces—perfect for gatherings. A spacious screened porch and brick patio overlook the water, ideal for outdoor dining or relaxing after a day on the water. Enjoy the best of Eastern Shore living with a private pier offering approximately 3’ MLW, a rip-rapped shoreline, Jet Dock, and kayak and boat launch—right outside your back door. Seller has recent septic approval for 5 Bedrooms.

6379 Cedar Cove Rd, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Phoenix Real Estate.

$560,000

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. .

4 Beds ⋅ 3 Baths

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. .

6980 Hopkins Neck Rd, Royal Oak

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

Selling Office: Benson & Mangold, LLC.

$270,000

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.

1 Beds ⋅ 1 Baths

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.

6937 Bellevue Rd, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Unrepresented.

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