$2,475,000 Exceptionally rare waterfront property located in the highly sought-after Oaklands neighborhood of Easton, Maryland, in the heart of the Chesapeake Bay region. Perfectly situated just minutes from charming downtown Easton and historic Oxford, you’ll enjoy easy access to renowned restaurants, boutique shopping, marinas, and all the beauty the Eastern Shore has to enjoy whatever the season. This beautiful one-story brick ranch home features an expansive open floor plan designed to capture breathtaking water views from nearly every room. With so much to offer it can easily be a full-time residence, retirement retreat, family home, or luxurious summer retreat - don't let this one get away. Floor-to-ceiling windows span the rear of the home, filling the great room with natural light and showcasing the peaceful beauty of private LeGates Cove off the Tred Avon River. The home offers a split bedroom plan with two oversized bedrooms that share a bath off the main entrance and a Primary bedroom ensuite featuring a full bath with soaking tub, separate shower, and additional closet space. 2 car garage with fixed stairs to storage above, paved driveway, and privacy trees. There's a dedicated office, laundry room, spacious kitchen, living room, and an oversized great room with brand new carpet all overlooking the water — ideal for entertaining family and friends or simply relaxing and enjoying the serene surroundings. Whether your passion is sailing, boating, fishing, or quiet waterfront living, this property offers it all. With approximately 220 feet of bulk headed / rip-rapped water frontage, 100’ dock with 10x30’ “L”, floating dock, water and sink area, the private waterfront is perfectly suited for larger boats to kayaks. The property is further updated with new carpet in the great room, new paint throughout most rooms, tankless water heater new kitchen hardware, Subzero fridge, Wolf oven and cooktop, lighted cabinets, buried 500 gal propane tank, whole house generator and surveillance system, Wi-Fi mesh / terrapin alarm, vapor barrier and floor joist insulation. 3 Beds ⋅ 2 Baths Exceptionally rare waterfront property located in the highly sought-after Oaklands neighborhood of Easton, Maryland, in the heart of the Chesapeake Bay region. Perfectly situated just minutes from charming downtown Easton and historic Oxford, you’ll enjoy easy access to renowned restaurants, boutique shopping, marinas, and all the beauty the Eastern Shore has to enjoy whatever the season. This beautiful one-story brick ranch home features an expansive open floor plan designed to capture breathtaking water views from nearly every room. With so much to offer it can easily be a full-time residence, retirement retreat, family home, or luxurious summer retreat - don't let this one get away. Floor-to-ceiling windows span the rear of the home, filling the great room with natural light and showcasing the peaceful beauty of private LeGates Cove off the Tred Avon River. The home offers a split bedroom plan with two oversized bedrooms that share a bath off the main entrance and a Primary bedroom ensuite featuring a full bath with soaking tub, separate shower, and additional closet space. 2 car garage with fixed stairs to storage above, paved driveway, and privacy trees. There's a dedicated office, laundry room, spacious kitchen, living room, and an oversized great room with brand new carpet all overlooking the water — ideal for entertaining family and friends or simply relaxing and enjoying the serene surroundings. Whether your passion is sailing, boating, fishing, or quiet waterfront living, this property offers it all. With approximately 220 feet of bulk headed / rip-rapped water frontage, 100’ dock with 10x30’ “L”, floating dock, water and sink area, the private waterfront is perfectly suited for larger boats to kayaks. The property is further updated with new carpet in the great room, new paint throughout most rooms, tankless water heater new kitchen hardware, Subzero fridge, Wolf oven and cooktop, lighted cabinets, buried 500 gal propane tank, whole house generator and surveillance system, Wi-Fi mesh / terrapin alarm, vapor barrier and floor joist insulation. 28082 Oaklands Cir, Easton Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255
$9,950,000 Set on the coveted shores of the Tred Avon River, this extraordinary waterfront estate is a rare offering, combining deep-water boating, a private sandy beach, a substantial main residence, separate guest accommodations, and an exceptional collection of lifestyle amenities. From the first approach, the property unfolds as a private Eastern Shore compound, where elegant architecture, sweeping river views, and resort-caliber amenities are seamlessly integrated into a singular waterfront setting. The four-bedroom, five-and-a-half-bath main residence is both impressive and inviting. A dramatic two-story living room features hardwood floors, a fireplace, custom millwork, and abundant natural light, while the waterside den offers a more intimate retreat with a gas fireplace, custom bookshelves, and a wall of glass framing views across the Tred Avon. A spacious screened porch and expansive Ipe decking extend the living spaces outdoors and provide direct access to the waterfront. At the heart of the home, the kitchen is equipped with a Sub-Zero refrigerator, gas cooktop, double ovens, stainless steel dishwasher, granite countertops, and white cabinetry, along with generous space for casual dining. A first-floor office and laundry room add everyday convenience, while dual staircases provide easy access throughout the home. The first-floor waterfront primary suite is a private sanctuary with its own fireplace, sitting room with custom bookshelves, two walk-in closets with custom shelving, and a beautifully appointed bath featuring a waterside soaking tub, dual vanity, and walk-in steam shower. Each additional bedroom is en suite, creating comfortable and private accommodations for family and guests. Outside, the property transforms into a private waterfront retreat. A heated lap pool, hot tub, and sandy beach create distinct places to relax along the river, while a scenic walking path winds through wildflower gardens and open space, reinforcing the estate’s remarkable sense of privacy and scale. The pool house makes outdoor entertaining effortless, with a full kitchen, stainless steel appliances, gas range, laundry facilities, and an outdoor shower. A separate three-bedroom, two-bath guest residence provides exceptional additional accommodations with hardwood floors, a full kitchen, laundry, garage, and a large deck overlooking the Tred Avon—ideal for extended family, guests, or multi-generational living while preserving the privacy of the main residence. For those drawn to the water, the property delivers. A private pier offers 6+ feet of water at mean low water, three slips, two boat lifts, water and electric—providing exceptional deep-water access for a wide range of vessels. From here, spend the day cruising the Tred Avon and exploring the waterways of the Chesapeake Bay. A rip-rapped shoreline provides protection while preserving the property’s connection to the river. With a three-car garage, irrigation system, extensive custom millwork, guest and pool houses, heated pool, sandy beach, and substantial boating infrastructure, this is far more than a waterfront home. It is a complete Eastern Shore estate—a private compound where the residences, grounds, and waterfront amenities come together to create an exceptional lifestyle on the Tred Avon. 4 Beds ⋅ 6 Baths Set on the coveted shores of the Tred Avon River, this extraordinary waterfront estate is a rare offering, combining deep-water boating, a private sandy beach, a substantial main residence, separate guest accommodations, and an exceptional collection of lifestyle amenities. From the first approach, the property unfolds as a private Eastern Shore compound, where elegant architecture, sweeping river views, and resort-caliber amenities are seamlessly integrated into a singular waterfront setting. The four-bedroom, five-and-a-half-bath main residence is both impressive and inviting. A dramatic two-story living room features hardwood floors, a fireplace, custom millwork, and abundant natural light, while the waterside den offers a more intimate retreat with a gas fireplace, custom bookshelves, and a wall of glass framing views across the Tred Avon. A spacious screened porch and expansive Ipe decking extend the living spaces outdoors and provide direct access to the waterfront. At the heart of the home, the kitchen is equipped with a Sub-Zero refrigerator, gas cooktop, double ovens, stainless steel dishwasher, granite countertops, and white cabinetry, along with generous space for casual dining. A first-floor office and laundry room add everyday convenience, while dual staircases provide easy access throughout the home. The first-floor waterfront primary suite is a private sanctuary with its own fireplace, sitting room with custom bookshelves, two walk-in closets with custom shelving, and a beautifully appointed bath featuring a waterside soaking tub, dual vanity, and walk-in steam shower. Each additional bedroom is en suite, creating comfortable and private accommodations for family and guests. Outside, the property transforms into a private waterfront retreat. A heated lap pool, hot tub, and sandy beach create distinct places to relax along the river, while a scenic walking path winds through wildflower gardens and open space, reinforcing the estate’s remarkable sense of privacy and scale. The pool house makes outdoor entertaining effortless, with a full kitchen, stainless steel appliances, gas range, laundry facilities, and an outdoor shower. A separate three-bedroom, two-bath guest residence provides exceptional additional accommodations with hardwood floors, a full kitchen, laundry, garage, and a large deck overlooking the Tred Avon—ideal for extended family, guests, or multi-generational living while preserving the privacy of the main residence. For those drawn to the water, the property delivers. A private pier offers 6+ feet of water at mean low water, three slips, two boat lifts, water and electric—providing exceptional deep-water access for a wide range of vessels. From here, spend the day cruising the Tred Avon and exploring the waterways of the Chesapeake Bay. A rip-rapped shoreline provides protection while preserving the property’s connection to the river. With a three-car garage, irrigation system, extensive custom millwork, guest and pool houses, heated pool, sandy beach, and substantial boating infrastructure, this is far more than a waterfront home. It is a complete Eastern Shore estate—a private compound where the residences, grounds, and waterfront amenities come together to create an exceptional lifestyle on the Tred Avon. 6920 Travelers Rest Cir, Easton Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,695,000 Refined waterfront offering on Maryland’s Eastern Shore, 7871 Avon Court has been completely transformed into a sophisticated modern farmhouse blending timeless design and convenience. Thoughtfully renovated to a like-new standard, the residence offers approximately 2,000 square feet with 3 bedrooms, 2.5 baths and a private office/flex space. Dramatic vaulted living spaces, wide-plank flooring, custom finishes and a beautifully reimagined kitchen create interiors that feel both elevated and inviting. Expansive windows frame views of the Tred Avon River from nearly every room, seamlessly connecting the home to its exceptional waterfront setting. Set on a high-bank waterfront site with approximately 360± feet of shoreline and 3± feet MLW, the property is ideally suited for boating, kayaking, paddleboarding and waterfront entertaining. Private pier, sandy beach, mature trees and expansive lawn create a rare park-like setting just minutes from downtown Easton and within easy reach of Washington, Northern Virginia, Philadelphia and surrounding Mid-Atlantic destinations. A compelling waterfront retreat offering privacy, style and effortless Eastern Shore living. Room for pool subject approvals. 3 Beds ⋅ 3 Baths Refined waterfront offering on Maryland’s Eastern Shore, 7871 Avon Court has been completely transformed into a sophisticated modern farmhouse blending timeless design and convenience. Thoughtfully renovated to a like-new standard, the residence offers approximately 2,000 square feet with 3 bedrooms, 2.5 baths and a private office/flex space. Dramatic vaulted living spaces, wide-plank flooring, custom finishes and a beautifully reimagined kitchen create interiors that feel both elevated and inviting. Expansive windows frame views of the Tred Avon River from nearly every room, seamlessly connecting the home to its exceptional waterfront setting. Set on a high-bank waterfront site with approximately 360± feet of shoreline and 3± feet MLW, the property is ideally suited for boating, kayaking, paddleboarding and waterfront entertaining. Private pier, sandy beach, mature trees and expansive lawn create a rare park-like setting just minutes from downtown Easton and within easy reach of Washington, Northern Virginia, Philadelphia and surrounding Mid-Atlantic destinations. A compelling waterfront retreat offering privacy, style and effortless Eastern Shore living. Room for pool subject approvals. 7871 Avon Ct, Easton Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$640,000 Welcome to Ingleton, a waterfront community ideally situated along the Miles River and Hunting Creek. Set on 2.7± acres with a Miles River water view, this traditional two-story home offers 4 bedrooms, 2.5 baths, an attached one-car garage, and a 16' x 24' pole barn with lean-to. Major renovations and improvements were completed in late 2021/2022, including a new 50-year roof, new HVAC system, new water heater, and a completely renovated kitchen and breakfast area featuring granite countertops, a center island/breakfast bar, stainless steel appliances, updated cabinetry and flooring, recessed lighting, and an under-sink reverse osmosis system. Hardwood floors extend throughout the principal living areas, and the spacious living room features a wood-burning fireplace and mantel. A sunroom opens to the expansive backyard, bordered by mature trees and tall pines. Additional improvements include a renovated first-floor powder room, semi-conditioned crawlspace with vapor barrier and new sump pump, smart thermostat, graded and top-dressed driveway, and concrete slab at the pole barn. The two full baths upstairs are ready for your vision and future renovation. The voluntary Ingleton HOA is reported at $120 annually and maintains the community waterfront access lot on Hunting Creek, offering kayak-depth water, along with mosquito spraying. Approximately 6 miles to Easton and 10 miles to St. Michaels, with convenient access to Route 50 and the Bay Bridge corridor. 4 Beds ⋅ 3 Baths Welcome to Ingleton, a waterfront community ideally situated along the Miles River and Hunting Creek. Set on 2.7± acres with a Miles River water view, this traditional two-story home offers 4 bedrooms, 2.5 baths, an attached one-car garage, and a 16' x 24' pole barn with lean-to. Major renovations and improvements were completed in late 2021/2022, including a new 50-year roof, new HVAC system, new water heater, and a completely renovated kitchen and breakfast area featuring granite countertops, a center island/breakfast bar, stainless steel appliances, updated cabinetry and flooring, recessed lighting, and an under-sink reverse osmosis system. Hardwood floors extend throughout the principal living areas, and the spacious living room features a wood-burning fireplace and mantel. A sunroom opens to the expansive backyard, bordered by mature trees and tall pines. Additional improvements include a renovated first-floor powder room, semi-conditioned crawlspace with vapor barrier and new sump pump, smart thermostat, graded and top-dressed driveway, and concrete slab at the pole barn. The two full baths upstairs are ready for your vision and future renovation. The voluntary Ingleton HOA is reported at $120 annually and maintains the community waterfront access lot on Hunting Creek, offering kayak-depth water, along with mosquito spraying. Approximately 6 miles to Easton and 10 miles to St. Michaels, with convenient access to Route 50 and the Bay Bridge corridor. 8235 Ingleton Cir, Easton Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255
$2,195,000 Set on 3.3 private acres in the established community of Travelers Rest, this beautifully restored brick residence enjoys sweeping views of the Tred Avon River from nearly every room. Thoughtfully designed for one-level living, the home combines classic architectural character with extensive updates by the current owners and a floor plan that is both comfortable and highly functional. The interior has been carefully updated while retaining the character of the original home. Improvements include beautiful hardwood flooring, a renovated kitchen, new HVAC system, Rinnai tankless water heater, new roof (2017), new deck, and numerous additional enhancements. A complete list of improvements is available from the listing agent. The three-bedroom, three-bath residence includes a spacious waterside primary suite with a generous ensuite bath, ample closet space, and additional storage. Two additional bedrooms share a full bath and are privately positioned for family or guests. The main living spaces take full advantage of the river setting. The generously proportioned living room features a wood-burning fireplace framed by custom built-in bookshelves, while the formal dining room provides a gracious setting for entertaining. The renovated kitchen features a large center island and premium appliances and opens directly to the family room, where a wood stove, breakfast area, and wall of built-in bookshelves create a comfortable gathering space. An adjoining bonus room offers exceptional flexibility and could serve as a walk-in butler’s pantry, hobby or craft room. The enclosed sunroom, with its attached full bath, is a particularly appealing space from which to enjoy the expansive water views. An oversized attached two-car garage provides convenient access to extensive attic storage that runs the full length of the house. A detached climate-controlled studio adds valuable additional space for an art studio, home office, workshop, or other uses. Outside, the property is equally well appointed. A gunite pool, added in 2020, is surrounded by extensive hardscape and fencing, offering a private setting for outdoor enjoyment. The new dock, completed in 2024, includes two slips, a floating dock, and approximately 6'MLW, providing excellent access to the Tred Avon River for boating and fishing. With its coveted location, private acreage, substantial improvements, exceptional water access, and panoramic Tred Avon River views, this is a distinctive Eastern Shore waterfront property that offers both privacy and a relaxed, livable setting. 3 Beds ⋅ 3 Baths Set on 3.3 private acres in the established community of Travelers Rest, this beautifully restored brick residence enjoys sweeping views of the Tred Avon River from nearly every room. Thoughtfully designed for one-level living, the home combines classic architectural character with extensive updates by the current owners and a floor plan that is both comfortable and highly functional. The interior has been carefully updated while retaining the character of the original home. Improvements include beautiful hardwood flooring, a renovated kitchen, new HVAC system, Rinnai tankless water heater, new roof (2017), new deck, and numerous additional enhancements. A complete list of improvements is available from the listing agent. The three-bedroom, three-bath residence includes a spacious waterside primary suite with a generous ensuite bath, ample closet space, and additional storage. Two additional bedrooms share a full bath and are privately positioned for family or guests. The main living spaces take full advantage of the river setting. The generously proportioned living room features a wood-burning fireplace framed by custom built-in bookshelves, while the formal dining room provides a gracious setting for entertaining. The renovated kitchen features a large center island and premium appliances and opens directly to the family room, where a wood stove, breakfast area, and wall of built-in bookshelves create a comfortable gathering space. An adjoining bonus room offers exceptional flexibility and could serve as a walk-in butler’s pantry, hobby or craft room. The enclosed sunroom, with its attached full bath, is a particularly appealing space from which to enjoy the expansive water views. An oversized attached two-car garage provides convenient access to extensive attic storage that runs the full length of the house. A detached climate-controlled studio adds valuable additional space for an art studio, home office, workshop, or other uses. Outside, the property is equally well appointed. A gunite pool, added in 2020, is surrounded by extensive hardscape and fencing, offering a private setting for outdoor enjoyment. The new dock, completed in 2024, includes two slips, a floating dock, and approximately 6'MLW, providing excellent access to the Tred Avon River for boating and fishing. With its coveted location, private acreage, substantial improvements, exceptional water access, and panoramic Tred Avon River views, this is a distinctive Eastern Shore waterfront property that offers both privacy and a relaxed, livable setting. 27476 Travelers Rest Ct, Easton Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344
$799,900 MAJOR PRICE IMPROVEMENT! SELLERS HAVE FOUND THEIR FOREVER HOME AND ARE READY TO MOVE! BRING ALL REASONABLE AND RESPECTFUL OFFERS! Don't miss this opportunity to own a beautifully maintained 3-bedroom, 2-bath ranch offering more than 2,100 square feet of living space on over an acre in the peaceful community of Glebe Villa with NO HOA. The back deck faces Glebe Creek which leads to the the beautiful Miles River, and the privacy and relaxed lifestyle of Maryland's Eastern Shore. Step inside to a welcoming foyer opening to a bright, comfortable living room filled with natural light. The spacious kitchen features stainless steel appliances, ceramic tile flooring, crown molding, a breakfast bar, and plenty of room for everyday living and entertaining. Just off the kitchen is an impressive 12' x 13' walk-in pantry, providing exceptional storage space. Enjoy casual meals in the breakfast area or gather with family and friends in the dining room area. A true highlight of the home is the expansive 17' x 20' four-season room featuring a beautiful exposed wood beam and walls of windows that bring the outdoors in. Morning coffee, a good book, entertaining friends, or simply relaxing at the end of the day—this is a room you'll want to enjoy year-round. The private primary suite offers a spacious bedroom and en-suite bath, while two additional bedrooms and a second full bathroom provide comfortable accommodations for family or guests. Outside, a large low-maintenance composite deck overlooks the peaceful backyard and provides the perfect setting for outdoor dining, entertaining, or simply enjoying the tranquil surroundings and views toward Glebe Creek. Access to the Miles River offers opportunities for kayaking, canoeing, fishing, and enjoying life on the water. Additional features include an attached 1½-car garage and a generously sized laundry room conveniently located just inside the garage entrance. If you've been looking for space, privacy, water access and the relaxed Eastern Shore lifestyle, this beautifully cared-for property deserves another look. With the new price and motivated sellers, now is the time to schedule your private showing! 3 Beds ⋅ 2 Baths MAJOR PRICE IMPROVEMENT! SELLERS HAVE FOUND THEIR FOREVER HOME AND ARE READY TO MOVE! BRING ALL REASONABLE AND RESPECTFUL OFFERS! Don't miss this opportunity to own a beautifully maintained 3-bedroom, 2-bath ranch offering more than 2,100 square feet of living space on over an acre in the peaceful community of Glebe Villa with NO HOA. The back deck faces Glebe Creek which leads to the the beautiful Miles River, and the privacy and relaxed lifestyle of Maryland's Eastern Shore. Step inside to a welcoming foyer opening to a bright, comfortable living room filled with natural light. The spacious kitchen features stainless steel appliances, ceramic tile flooring, crown molding, a breakfast bar, and plenty of room for everyday living and entertaining. Just off the kitchen is an impressive 12' x 13' walk-in pantry, providing exceptional storage space. Enjoy casual meals in the breakfast area or gather with family and friends in the dining room area. A true highlight of the home is the expansive 17' x 20' four-season room featuring a beautiful exposed wood beam and walls of windows that bring the outdoors in. Morning coffee, a good book, entertaining friends, or simply relaxing at the end of the day—this is a room you'll want to enjoy year-round. The private primary suite offers a spacious bedroom and en-suite bath, while two additional bedrooms and a second full bathroom provide comfortable accommodations for family or guests. Outside, a large low-maintenance composite deck overlooks the peaceful backyard and provides the perfect setting for outdoor dining, entertaining, or simply enjoying the tranquil surroundings and views toward Glebe Creek. Access to the Miles River offers opportunities for kayaking, canoeing, fishing, and enjoying life on the water. Additional features include an attached 1½-car garage and a generously sized laundry room conveniently located just inside the garage entrance. If you've been looking for space, privacy, water access and the relaxed Eastern Shore lifestyle, this beautifully cared-for property deserves another look. With the new price and motivated sellers, now is the time to schedule your private showing! 8992 Glebe Creek Rd, Easton Listing courtesy of Harlan C. Williams Co.. Contact:
$2,995,000 Welcome to Holly House – A Rare Waterfront Legacy Estate on the Miles River Holly House presents an extraordinary opportunity to own one of the Upper Miles River’s most captivating waterfront estates. Set gracefully on five spectacular, beautifully landscaped acres, this contemporary French-inspired residence offers approximately 150 feet of private shoreline, panoramic water views, and unforgettable sunsets. Designed for effortless one-level living, the impeccably constructed brick home blends timeless architecture with endless potential. The current residence features a gracious living room, formal dining room, inviting den, spacious kitchen, sunroom, private office, study/optional bedroom, an elegant waterfront primary suite with dual bathrooms and separate walk-in closets, two additional en-suite bedrooms, a powder room, unfinished basement, and an attached two-car garage. Outdoor living is equally impressive. A waterside 8-foot-deep swimming pool, expansive terrace overlooking the Miles River, private 150-foot pier, tennis court, and oversized outbuilding create an exceptional setting for entertaining, recreation, and peaceful waterfront living. Whether you choose to thoughtfully refresh the existing home or create a spectacular new estate, Holly House offers an unmatched canvas to realize your vision. The property has also received its long-awaited approval from Talbot County for a new 5-6 bedroom septic system, allowing construction to begin immediately. Fully permitted architectural and structural plans, along with a stunning full-color exterior fly-through video, are included with the sale. For those wishing to personalize the design, the approved plans can be modified to reflect a buyer’s individual style and lifestyle needs. This is more than a home—it’s a once-in-a-generation opportunity to create a landmark waterfront estate in one of the Eastern Shore’s most coveted location See document panel for floor plans for large addition and another for one level living 3 Beds ⋅ 5 Baths Welcome to Holly House – A Rare Waterfront Legacy Estate on the Miles River Holly House presents an extraordinary opportunity to own one of the Upper Miles River’s most captivating waterfront estates. Set gracefully on five spectacular, beautifully landscaped acres, this contemporary French-inspired residence offers approximately 150 feet of private shoreline, panoramic water views, and unforgettable sunsets. Designed for effortless one-level living, the impeccably constructed brick home blends timeless architecture with endless potential. The current residence features a gracious living room, formal dining room, inviting den, spacious kitchen, sunroom, private office, study/optional bedroom, an elegant waterfront primary suite with dual bathrooms and separate walk-in closets, two additional en-suite bedrooms, a powder room, unfinished basement, and an attached two-car garage. Outdoor living is equally impressive. A waterside 8-foot-deep swimming pool, expansive terrace overlooking the Miles River, private 150-foot pier, tennis court, and oversized outbuilding create an exceptional setting for entertaining, recreation, and peaceful waterfront living. Whether you choose to thoughtfully refresh the existing home or create a spectacular new estate, Holly House offers an unmatched canvas to realize your vision. The property has also received its long-awaited approval from Talbot County for a new 5-6 bedroom septic system, allowing construction to begin immediately. Fully permitted architectural and structural plans, along with a stunning full-color exterior fly-through video, are included with the sale. For those wishing to personalize the design, the approved plans can be modified to reflect a buyer’s individual style and lifestyle needs. This is more than a home—it’s a once-in-a-generation opportunity to create a landmark waterfront estate in one of the Eastern Shore’s most coveted location See document panel for floor plans for large addition and another for one level living 9338 Bantry Rd, Easton Listing courtesy of TTR Sotheby's International Realty. Contact: chevychase@ttrsir.com
$1,595,000 WOULD YOU LIKE A $20 ELECTRIC BILL? Yes, you read that right. This approximately 10-year-old waterfront home on Peachblossom Creek in Easton features 42 solar panels + 2 Tesla battery storage systems, helping deliver remarkably low electric bills. From the one-hundred-year-old oak standing sentinel over the tides to the 42 solar panels creating minimal power bills, this “issue free” home is unexpected, if not actually startling. Ideally located along the desirable Oxford Road corridor, the property offers convenient access to both Easton and Oxford while providing a peaceful waterfront setting. Designed for comfortable one-floor living, with a full second floor, you can expect a lifetime of enjoyment. This home offers 4-bedrooms, 3 full baths, beautiful wood floors throughout, 2 sitting/living room areas, a gas fireplace, an office with built ins, an attractive eat-in kitchen, a beautiful waterside sunroom with separate HVAC, and tons of storage space. There’s even a hot tub! A huge attached garage provides abundant room for vehicles, hobbies, and storage. A yard implemented by an expert environmental gardener (an author on the subject) crafts a haven for birds that is less maintenance—and more attractive to neighbors—than the oh, so very common “all lawn” approach. Watch bluebirds and butterflies while you sip your morning coffee on the expansive Azek deck or large paver patio overlooking the water. Smile at lightning bugs flitting about the yard as you watch the stars come out at night in your private back yard retreat. The open floor plan and large windows keep the home full of light and allow endless views of the water. State-of-the-art solar with 2 large Tesla storage batteries, whole house water purification system and zoned HVAC systems make for healthy living, too. A denitrifying septic system - designed for 4-6 bedrooms - helps keep the Bay clean—in fact, this home's low carbon footprint and thoughtfully designed landscape and rain gardens actually help the environment. Several walk-in storage areas, plus huge unfinished space over the garage. An unforeseen property, even if you expect the unexpected. Don't miss this fabulously easy-care, low maintenance home. All the hard work is done - all that's left is to ENJOY! 4 Beds ⋅ 3 Baths WOULD YOU LIKE A $20 ELECTRIC BILL? Yes, you read that right. This approximately 10-year-old waterfront home on Peachblossom Creek in Easton features 42 solar panels + 2 Tesla battery storage systems, helping deliver remarkably low electric bills. From the one-hundred-year-old oak standing sentinel over the tides to the 42 solar panels creating minimal power bills, this “issue free” home is unexpected, if not actually startling. Ideally located along the desirable Oxford Road corridor, the property offers convenient access to both Easton and Oxford while providing a peaceful waterfront setting. Designed for comfortable one-floor living, with a full second floor, you can expect a lifetime of enjoyment. This home offers 4-bedrooms, 3 full baths, beautiful wood floors throughout, 2 sitting/living room areas, a gas fireplace, an office with built ins, an attractive eat-in kitchen, a beautiful waterside sunroom with separate HVAC, and tons of storage space. There’s even a hot tub! A huge attached garage provides abundant room for vehicles, hobbies, and storage. A yard implemented by an expert environmental gardener (an author on the subject) crafts a haven for birds that is less maintenance—and more attractive to neighbors—than the oh, so very common “all lawn” approach. Watch bluebirds and butterflies while you sip your morning coffee on the expansive Azek deck or large paver patio overlooking the water. Smile at lightning bugs flitting about the yard as you watch the stars come out at night in your private back yard retreat. The open floor plan and large windows keep the home full of light and allow endless views of the water. State-of-the-art solar with 2 large Tesla storage batteries, whole house water purification system and zoned HVAC systems make for healthy living, too. A denitrifying septic system - designed for 4-6 bedrooms - helps keep the Bay clean—in fact, this home's low carbon footprint and thoughtfully designed landscape and rain gardens actually help the environment. Several walk-in storage areas, plus huge unfinished space over the garage. An unforeseen property, even if you expect the unexpected. Don't miss this fabulously easy-care, low maintenance home. All the hard work is done - all that's left is to ENJOY! 28674 Edgemere Rd, Easton Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415
$5,895,000 Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been completely renovated from top to bottom, showcasing impeccable finishes, custom millwork, and thoughtfully designed spaces throughout. Sunlight pours through large windows that frame panoramic views of the creek and surrounding landscape. The home features two luxurious primary suites, each offering a private retreat with refined finishes, spa-inspired baths, and generous closets. Two additional bedrooms share a beautifully designed ensuite bathroom, while a first-floor bunk room with its own bath provides the perfect space for guests. Outside, the saltwater pool overlooks the water, surrounded by manicured lawns and mature trees that extend to the shoreline. A long, tree-lined driveway creates an impressive approach to the home, setting the tone for the peaceful retreat that awaits. Located just minutes by car to Easton and St. Michaels—and even closer by boat—this Hunting Creek estate captures the very best of the Chesapeake Bay lifestyle: elegance, tranquility, and effortless connection to the water. 5 Beds ⋅ 6 Baths Set on 31 private acres along the peaceful waters of Hunting Creek, this exceptional Eastern Shore estate combines timeless architecture with modern sophistication. With over 1,000 feet of waterfront and approximately 6 feet of mean low water, the property offers deep-water access, stunning views, and an unmatched sense of privacy. The five-bedroom, five-and-a-half-bath residence has been completely renovated from top to bottom, showcasing impeccable finishes, custom millwork, and thoughtfully designed spaces throughout. Sunlight pours through large windows that frame panoramic views of the creek and surrounding landscape. The home features two luxurious primary suites, each offering a private retreat with refined finishes, spa-inspired baths, and generous closets. Two additional bedrooms share a beautifully designed ensuite bathroom, while a first-floor bunk room with its own bath provides the perfect space for guests. Outside, the saltwater pool overlooks the water, surrounded by manicured lawns and mature trees that extend to the shoreline. A long, tree-lined driveway creates an impressive approach to the home, setting the tone for the peaceful retreat that awaits. Located just minutes by car to Easton and St. Michaels—and even closer by boat—this Hunting Creek estate captures the very best of the Chesapeake Bay lifestyle: elegance, tranquility, and effortless connection to the water. 9170 Hunting Creek Ln, Easton Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$3,995,000 Irish Tides offers a quintessential Eastern Shore retreat with luxury and style. This beautifully crafted 4-bedroom, 5.5-bath main house provides captivating views of the Miles River from almost every room. The main level has been enhanced with a new HVAC system and ductwork, ensuring comfort and efficiency throughout. Exquisite crown moldings, hardwood floors, and custom built-ins add an inviting elegance. Enjoy formal living and dining areas, chef’s kitchen with an island, quartz countertops, and a scenic waterside dining nook for informal meals. The family room, with its soaring cathedral ceilings and gas fireplace, flows through a light-filled hallway with cozy seating, offering direct views of the river. New roof installed in 2026. The main-level primary suite features a cathedral ceiling, built-ins, and a private patio, while its spa-like en-suite includes abundant natural light, a jetted soaking tub, marble accents, and two generous walk-in closets. The home also features a newly encapsulated basement and crawlspace, ensuring a well- maintained environment year-round. The professionally landscaped grounds set the stage for a well-equipped pool house complete with a guest room, kitchenette, sitting area, and bathroom. The outdoor space also boasts an in-ground pool with a spacious patio, outdoor shower, and grill area. A private pier with a boat lift offers approximately 4' +/- MLW, a 300' +/- shoreline, and a private beach. For added convenience, the main house includes attic storage and a storage shed, while the 3-car detached garage features a bonus room—perfect for an office or rec room—with kitchenette. All of this is just a short drive from Easton’s dining, shopping, and airport access. 4 Beds ⋅ 6 Baths Irish Tides offers a quintessential Eastern Shore retreat with luxury and style. This beautifully crafted 4-bedroom, 5.5-bath main house provides captivating views of the Miles River from almost every room. The main level has been enhanced with a new HVAC system and ductwork, ensuring comfort and efficiency throughout. Exquisite crown moldings, hardwood floors, and custom built-ins add an inviting elegance. Enjoy formal living and dining areas, chef’s kitchen with an island, quartz countertops, and a scenic waterside dining nook for informal meals. The family room, with its soaring cathedral ceilings and gas fireplace, flows through a light-filled hallway with cozy seating, offering direct views of the river. New roof installed in 2026. The main-level primary suite features a cathedral ceiling, built-ins, and a private patio, while its spa-like en-suite includes abundant natural light, a jetted soaking tub, marble accents, and two generous walk-in closets. The home also features a newly encapsulated basement and crawlspace, ensuring a well- maintained environment year-round. The professionally landscaped grounds set the stage for a well-equipped pool house complete with a guest room, kitchenette, sitting area, and bathroom. The outdoor space also boasts an in-ground pool with a spacious patio, outdoor shower, and grill area. A private pier with a boat lift offers approximately 4' +/- MLW, a 300' +/- shoreline, and a private beach. For added convenience, the main house includes attic storage and a storage shed, while the 3-car detached garage features a bonus room—perfect for an office or rec room—with kitchenette. All of this is just a short drive from Easton’s dining, shopping, and airport access. 27029 Miles River Rd, Easton Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$2,495,000 Incredibly rare Cooke’s Hope at Llandaff opportunity featuring nearly 39+/- acres, a 3,800 +/- custom home all 5 minutes of Easton. As you enter “38 Special Acres” you are greeted with views of the farm and pond and you can see why this property is different from all the others. As the driveway curves around you can see the beautiful Abel built home 3 bay detached garage, and pool house. Upon parking you realize that you can not see another house. As you enter the house the quality of construction is evident with high ceilings, wood floors, and view of the incredible pool area and views of Peachblossom Creek. The open floor plan is comfortable and well suited for entertaining, also offering a cozy den and an office that over look the acreage. The primary suite is stunning with an incredible bath with jetted tub and walk-in shower. The custom closet is enormous with built in drawers and automatic lights. Exploring the first floor even more you will find a gracious laundry room that features the coolest dog washing station that you have ever seen with hot and cold water and tile floors this feature alone sets off the house. The entire house is CAT6 wired with a water filtration system and a whole house reverse osmosis system with holding tanks that hold 150 gallons of treated water. Outside the star of the show is the deck and pool area. The concrete pool and separate hot tub that over look the creek are incredible with a pool house that has a changing area and full bath. There is a 2 car attached garage with a 3 bay detached garage with one bay that is fully insulated for that special car you want to keep out of the weather. There are not many places to hunt this close to Easton but with the pond and 20 acre additional wooded parcel there are waterfowl, deer and turkey opportunities right out your back door. The home also features a first floor and pool generator, and RV plug. There are so many unique things about this property it has to be seen to be believed. 4 Beds ⋅ 4 Baths Incredibly rare Cooke’s Hope at Llandaff opportunity featuring nearly 39+/- acres, a 3,800 +/- custom home all 5 minutes of Easton. As you enter “38 Special Acres” you are greeted with views of the farm and pond and you can see why this property is different from all the others. As the driveway curves around you can see the beautiful Abel built home 3 bay detached garage, and pool house. Upon parking you realize that you can not see another house. As you enter the house the quality of construction is evident with high ceilings, wood floors, and view of the incredible pool area and views of Peachblossom Creek. The open floor plan is comfortable and well suited for entertaining, also offering a cozy den and an office that over look the acreage. The primary suite is stunning with an incredible bath with jetted tub and walk-in shower. The custom closet is enormous with built in drawers and automatic lights. Exploring the first floor even more you will find a gracious laundry room that features the coolest dog washing station that you have ever seen with hot and cold water and tile floors this feature alone sets off the house. The entire house is CAT6 wired with a water filtration system and a whole house reverse osmosis system with holding tanks that hold 150 gallons of treated water. Outside the star of the show is the deck and pool area. The concrete pool and separate hot tub that over look the creek are incredible with a pool house that has a changing area and full bath. There is a 2 car attached garage with a 3 bay detached garage with one bay that is fully insulated for that special car you want to keep out of the weather. There are not many places to hunt this close to Easton but with the pond and 20 acre additional wooded parcel there are waterfowl, deer and turkey opportunities right out your back door. The home also features a first floor and pool generator, and RV plug. There are so many unique things about this property it has to be seen to be believed. 28910 Jennings Rd, Easton Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$3,999,900 Swan Point is an exquisite waterfront estate set on approximately 4.5 acres, offering sweeping westerly views across the Tred Avon River. A gated, paved driveway with cobblestone curbs welcomes you to this private retreat. This stately Colonial features 4 bedrooms, 4 full baths, and 3 half baths, thoughtfully designed for both intimate living and grand entertaining. The formal living room, complete with a wood-burning fireplace, opens to a charming three-season porch. A separate formal dining room provides an elegant setting for gatherings. The gourmet kitchen includes a breakfast area and adjoining den with a wood-burning fireplace and 600-year-old heart pine floors that are radiant-heated. A spacious sunroom extends from the kitchen and flows seamlessly onto a brick patio with a built-in grill and is just steps from an inground, heated pool with spa and brick surround. A separate laundry room with powder room, and an attached two-car garage finish off the main level. The partially finished basement offers additional living space with a wood-burning fireplace, full kitchen, and powder room. A private staircase leads to the primary suite, located in its own secluded wing, featuring two walk-in cedar closets and a luxurious bath with soaking tub and separate shower. The main staircase leads to additional bedrooms, including a second primary suite, a third bedroom with hall bath, and a fourth bedroom with a sitting room and en suite bath. Outdoors, a large dock with seating area offers approximately 4’ MLW, water, electric, and two boat lifts. The partially rip-rapped shoreline enhances both beauty and stability. The spacious carriage house includes room for collector cars, an office with gas fireplace and wet bar, a conference room or flex space, and a powder room. A three-car detached garage offers additional storage with a guest apartment above. Equestrian enthusiasts will appreciate the barn with four stalls, office, tack room, and abundant loft storage, along with three paddocks for horses. A workshop with wood stove and powder room provides the perfect space for woodworking or creative pursuits. A second entrance offers convenient access for horse trailers or boats. Swan Point combines timeless elegance, comfort, and versatility—all set against one of the Eastern Shore’s most captivating waterfront backdrops. Easton, Maryland, known as the New Hamptons of the Chesapeake Bay by Forbes Magazine, is conveniently located 1.5 hours from D.C. and Baltimore, and 2 hours from Philadelphia. Just minutes from fine dining, shopping, healthcare, theatres, galleries, museums, golf courses, a country club, a yacht club, and a jet airport. 4 Beds ⋅ 7 Baths Swan Point is an exquisite waterfront estate set on approximately 4.5 acres, offering sweeping westerly views across the Tred Avon River. A gated, paved driveway with cobblestone curbs welcomes you to this private retreat. This stately Colonial features 4 bedrooms, 4 full baths, and 3 half baths, thoughtfully designed for both intimate living and grand entertaining. The formal living room, complete with a wood-burning fireplace, opens to a charming three-season porch. A separate formal dining room provides an elegant setting for gatherings. The gourmet kitchen includes a breakfast area and adjoining den with a wood-burning fireplace and 600-year-old heart pine floors that are radiant-heated. A spacious sunroom extends from the kitchen and flows seamlessly onto a brick patio with a built-in grill and is just steps from an inground, heated pool with spa and brick surround. A separate laundry room with powder room, and an attached two-car garage finish off the main level. The partially finished basement offers additional living space with a wood-burning fireplace, full kitchen, and powder room. A private staircase leads to the primary suite, located in its own secluded wing, featuring two walk-in cedar closets and a luxurious bath with soaking tub and separate shower. The main staircase leads to additional bedrooms, including a second primary suite, a third bedroom with hall bath, and a fourth bedroom with a sitting room and en suite bath. Outdoors, a large dock with seating area offers approximately 4’ MLW, water, electric, and two boat lifts. The partially rip-rapped shoreline enhances both beauty and stability. The spacious carriage house includes room for collector cars, an office with gas fireplace and wet bar, a conference room or flex space, and a powder room. A three-car detached garage offers additional storage with a guest apartment above. Equestrian enthusiasts will appreciate the barn with four stalls, office, tack room, and abundant loft storage, along with three paddocks for horses. A workshop with wood stove and powder room provides the perfect space for woodworking or creative pursuits. A second entrance offers convenient access for horse trailers or boats. Swan Point combines timeless elegance, comfort, and versatility—all set against one of the Eastern Shore’s most captivating waterfront backdrops. Easton, Maryland, known as the New Hamptons of the Chesapeake Bay by Forbes Magazine, is conveniently located 1.5 hours from D.C. and Baltimore, and 2 hours from Philadelphia. Just minutes from fine dining, shopping, healthcare, theatres, galleries, museums, golf courses, a country club, a yacht club, and a jet airport. 27473 Westpoint Rd, Easton Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$185,000 Build Your Dream Home in Desirable High Banks Discover the perfect opportunity to create your Eastern Shore retreat on this 2.24 +/- acre homesite in the sought-after High Banks community. Nestled among mature trees and open ground, this elevated property offers water views and the peace and privacy of a well-established neighborhood. The lot is perc approved for 3 bedrooms providing a smooth path toward building your custom home. High Banks is known for its spacious lots, serene setting, and close proximity to Easton, Oxford, and St. Michaels—where boutique shopping, dining, and marinas await. Conveniently located minutes away from 2 public boat ramps. Whether you envision a weekend getaway or a full-time residence, this property combines natural beauty, community charm, and build-ready convenience. Build Your Dream Home in Desirable High Banks Discover the perfect opportunity to create your Eastern Shore retreat on this 2.24 +/- acre homesite in the sought-after High Banks community. Nestled among mature trees and open ground, this elevated property offers water views and the peace and privacy of a well-established neighborhood. The lot is perc approved for 3 bedrooms providing a smooth path toward building your custom home. High Banks is known for its spacious lots, serene setting, and close proximity to Easton, Oxford, and St. Michaels—where boutique shopping, dining, and marinas await. Conveniently located minutes away from 2 public boat ramps. Whether you envision a weekend getaway or a full-time residence, this property combines natural beauty, community charm, and build-ready convenience. LOT #6 High Banks Dr, Easton Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$3,470,000 Iconic Easton arts building up for sale. Developed as a regional arts center by artist Karl Stirner, this property consists of approximately 40,000 sq ft. of mixed use space. Fabulous gallery space, artist workshops, business offices, photography studios, full fitness gym, fashion design space, and florist are a few of the tenants who occupy this amazing building. Within the building, there are two 3 bedroom residential apartments, and an efficiency apartment. The top floor penthouse apartment previously occupied by the owner is an amazing space that rivals Manhattan properties. Wide open spaces, personal galleries, views of the Delaware river and the mountains,. This is one of the most amazing apartments in Easton, and would make an exceptional owner occupant residence. The balance of that floor has been used as personal workshop and gallery space of the owner, but offers unbelievable potential for either residential or commercial space. The building has a full sprinkler system throughout, including the basement, all-floor fully serviced freight elevator, and several loading docks. Six off-street parking spaces plus the interior courtyard. City of Easton parking deck is less than one block away with dozens of fantastic local restaurants, stores, and the walking trail from downtown to College Hill named after Karl Stirner. This is an amazing property with untold potential. Iconic Easton arts building up for sale. Developed as a regional arts center by artist Karl Stirner, this property consists of approximately 40,000 sq ft. of mixed use space. Fabulous gallery space, artist workshops, business offices, photography studios, full fitness gym, fashion design space, and florist are a few of the tenants who occupy this amazing building. Within the building, there are two 3 bedroom residential apartments, and an efficiency apartment. The top floor penthouse apartment previously occupied by the owner is an amazing space that rivals Manhattan properties. Wide open spaces, personal galleries, views of the Delaware river and the mountains,. This is one of the most amazing apartments in Easton, and would make an exceptional owner occupant residence. The balance of that floor has been used as personal workshop and gallery space of the owner, but offers unbelievable potential for either residential or commercial space. The building has a full sprinkler system throughout, including the basement, all-floor fully serviced freight elevator, and several loading docks. Six off-street parking spaces plus the interior courtyard. City of Easton parking deck is less than one block away with dozens of fantastic local restaurants, stores, and the walking trail from downtown to College Hill named after Karl Stirner. This is an amazing property with untold potential. 230 Ferry St, Easton Listing courtesy of BHHS Paul Ford Realtors. Contact: 6102536123
$7,900,000 Situated on one of the finest residential parcels in the country, Ship’s Point, is an estate with few rivals anywhere, at any price. The completely private 13+/- acre estate includes a deep water pier, and 270-degree views at the confluence of Trippe’s Creek and the Tred Avon River. The south-west facing manor house has been meticulously renovated by renowned builder Winchester Construction. A visit is necessary to understand the rarity of the views provided by the nearly one-half mile of shoreline that surrounds this home. 5 Beds ⋅ 6 Baths Situated on one of the finest residential parcels in the country, Ship’s Point, is an estate with few rivals anywhere, at any price. The completely private 13+/- acre estate includes a deep water pier, and 270-degree views at the confluence of Trippe’s Creek and the Tred Avon River. The south-west facing manor house has been meticulously renovated by renowned builder Winchester Construction. A visit is necessary to understand the rarity of the views provided by the nearly one-half mile of shoreline that surrounds this home. 6010 Shipyard Ln, Easton Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665