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Welcome to White Barn at Middlespring, a remarkable 8-acre Eastern Shore estate offering the perfect blend of historic charm, modern updates, privacy, and country living. Set at the end of a quarter-mile private drive surrounded by picturesque farmland, this exceptional property features three distinctive structures: a beautifully restored 1824 manor home, a 3-car detached garage with finished bonus space above, and a historic 40' x 63' barn. Additional highlights include a new metal roof, new windows, composite decking, updated kitchens and bathrooms, irrigation for the rear lawn and landscape beds, landscape lighting, and thoughtfully renovated living spaces, creating a truly move-in-ready retreat just minutes from downtown Easton. Built in 1824 on land first patented in 1663, the manor home has been thoughtfully renovated to preserve its historic character while embracing modern comfort. Wide-plank pine floors, original architectural details, and three wood-burning fireplaces create warmth and timeless elegance throughout. At the heart of the home, the beautifully renovated farmhouse kitchen is designed for gathering, featuring a large center island, professional 8-burner range, farmhouse sink, and recently updated fixtures that blend seamlessly with the home's period character. All kitchen and bathroom fixtures throughout the home have been thoughtfully updated within the past three years, offering today's conveniences while preserving the home's historic integrity. A spacious mudroom with utility sink adds everyday functionality, while the newly constructed sunroom addition showcases exposed wood beams and a cozy propane stove, creating the perfect space to relax and enjoy the surrounding landscape in every season. Outside, enjoy peaceful mornings from the composite deck overlooking eight scenic acres. The beautifully maintained rear lawn and landscape beds are serviced by an irrigation system, while landscape lighting highlights the mature trees, historic outbuilding, and walkways, creating an inviting setting well into the evening. Offered fully furnished, the home includes a beautifully curated collection of furnishings and lighting from Restoration Hardware, Arhaus, and Pottery Barn, allowing the next owner to enjoy a seamless transition into the Eastern Shore lifestyle.

3 Beds ⋅ 3 Baths

Welcome to White Barn at Middlespring, a remarkable 8-acre Eastern Shore estate offering the perfect blend of historic charm, modern updates, privacy, and country living. Set at the end of a quarter-mile private drive surrounded by picturesque farmland, this exceptional property features three distinctive structures: a beautifully restored 1824 manor home, a 3-car detached garage with finished bonus space above, and a historic 40' x 63' barn. Additional highlights include a new metal roof, new windows, composite decking, updated kitchens and bathrooms, irrigation for the rear lawn and landscape beds, landscape lighting, and thoughtfully renovated living spaces, creating a truly move-in-ready retreat just minutes from downtown Easton. Built in 1824 on land first patented in 1663, the manor home has been thoughtfully renovated to preserve its historic character while embracing modern comfort. Wide-plank pine floors, original architectural details, and three wood-burning fireplaces create warmth and timeless elegance throughout. At the heart of the home, the beautifully renovated farmhouse kitchen is designed for gathering, featuring a large center island, professional 8-burner range, farmhouse sink, and recently updated fixtures that blend seamlessly with the home's period character. All kitchen and bathroom fixtures throughout the home have been thoughtfully updated within the past three years, offering today's conveniences while preserving the home's historic integrity. A spacious mudroom with utility sink adds everyday functionality, while the newly constructed sunroom addition showcases exposed wood beams and a cozy propane stove, creating the perfect space to relax and enjoy the surrounding landscape in every season. Outside, enjoy peaceful mornings from the composite deck overlooking eight scenic acres. The beautifully maintained rear lawn and landscape beds are serviced by an irrigation system, while landscape lighting highlights the mature trees, historic outbuilding, and walkways, creating an inviting setting well into the evening. Offered fully furnished, the home includes a beautifully curated collection of furnishings and lighting from Restoration Hardware, Arhaus, and Pottery Barn, allowing the next owner to enjoy a seamless transition into the Eastern Shore lifestyle.

32137 Discovery Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Maryland Heritage Properties.

$650,000

Waterfront Cottage with Deep Water Dock on 2.3 Private Acres Beautifully maintained one-level waterfront cottage offering privacy, deep-water access, and Eastern Shore charm. Set on 2.3 wooded acres, this home features 3 bedrooms, 2 full baths, and an open, comfortable layout. Freshly painted and inspected, the home is move-in ready. The spacious kitchen opens to a large waterside family room with peaceful views of the Choptank River. Enjoy outdoor living on the screened porch and expansive deck overlooking the water. The property includes a deep-water dock, ideal for boating and crabbing, plus a detached two-car garage with additional storage space. Mature trees and natural landscaping create a quiet, secluded setting just minutes from town amenities. High speed internet available via Easton Utilities. Perfect for year-round living or a weekend retreat, this property offers a rare combination of privacy, convenience, and waterfront living on Maryland’s Eastern Shore.

3 Beds ⋅ 2 Baths

Waterfront Cottage with Deep Water Dock on 2.3 Private Acres Beautifully maintained one-level waterfront cottage offering privacy, deep-water access, and Eastern Shore charm. Set on 2.3 wooded acres, this home features 3 bedrooms, 2 full baths, and an open, comfortable layout. Freshly painted and inspected, the home is move-in ready. The spacious kitchen opens to a large waterside family room with peaceful views of the Choptank River. Enjoy outdoor living on the screened porch and expansive deck overlooking the water. The property includes a deep-water dock, ideal for boating and crabbing, plus a detached two-car garage with additional storage space. Mature trees and natural landscaping create a quiet, secluded setting just minutes from town amenities. High speed internet available via Easton Utilities. Perfect for year-round living or a weekend retreat, this property offers a rare combination of privacy, convenience, and waterfront living on Maryland’s Eastern Shore.

9059 High Banks Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Bayside Realty.

$640,000

8780 Marsh View presents a custom-built, one-owner home set on just over 4 acres with water views of the Choptank River in the desirable High Banks community. The beautifully landscaped grounds create a private, garden-like setting perfect for peaceful living and outdoor enjoyment. The property features a spacious carriage house with electric, ideal for storage, a workshop, or hobby space. Two gazebos—one on the oversized deck and another nestled in the yard—offer inviting spots to relax, entertain, and enjoy evenings or weekend crab feasts. Inside, the open floor plan is designed for both everyday living and entertaining. The first-floor primary suite includes a walk-in closet and a luxurious en-suite bath with a walk-in shower, soaking tub, and heated floors. The large kitchen is well-equipped with essential appliances, including a wall oven, and features a generous island with bar seating, granite countertops, and a tile backsplash. The home also offers a spacious family room with vaulted ceilings, a separate den or office, and a formal dining room. Upstairs, a finished bonus room provides flexible living space, along with additional access points for ample storage.

3 Beds ⋅ 3 Baths

8780 Marsh View presents a custom-built, one-owner home set on just over 4 acres with water views of the Choptank River in the desirable High Banks community. The beautifully landscaped grounds create a private, garden-like setting perfect for peaceful living and outdoor enjoyment. The property features a spacious carriage house with electric, ideal for storage, a workshop, or hobby space. Two gazebos—one on the oversized deck and another nestled in the yard—offer inviting spots to relax, entertain, and enjoy evenings or weekend crab feasts. Inside, the open floor plan is designed for both everyday living and entertaining. The first-floor primary suite includes a walk-in closet and a luxurious en-suite bath with a walk-in shower, soaking tub, and heated floors. The large kitchen is well-equipped with essential appliances, including a wall oven, and features a generous island with bar seating, granite countertops, and a tile backsplash. The home also offers a spacious family room with vaulted ceilings, a separate den or office, and a formal dining room. Upstairs, a finished bonus room provides flexible living space, along with additional access points for ample storage.

8780 Marsh View Rd, Easton

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

Selling Office: Benson & Mangold, LLC.

$530,000

“High Banks” Welcome to 32525 Discovery Dr. in Easton, MD. This offering consists of just over 2 acres of lush landscaping in a peaceful, parklike setting with pond access. Inside, you’ll find a move-in-ready 2-bedroom, 2-full-bath home. Please note that while the home is set up as a 3-bedroom home, the septic system is approved for only 2 bedrooms. Enjoy easy, one-level living with numerous upgrades, including a renovated bathroom, granite countertops in the kitchen, crawlspace encapsulation completed in 2019, a new roof in 2020 with 30-year shingles, a new HVAC system in 2020, and a new well pump in 2020. The primary bedroom was upgraded in 2021 with a shower enclosure and granite countertops, and a new front door was installed in 2024. Be sure to check out the 3-season rear sunroom, where you’ll want to spend much of your time overlooking the private rear yard. With its spacious grounds, peaceful setting, and thoughtful updates, “High Banks” offers the perfect combination of comfort and privacy.

3 Beds ⋅ 2 Baths

“High Banks” Welcome to 32525 Discovery Dr. in Easton, MD. This offering consists of just over 2 acres of lush landscaping in a peaceful, parklike setting with pond access. Inside, you’ll find a move-in-ready 2-bedroom, 2-full-bath home. Please note that while the home is set up as a 3-bedroom home, the septic system is approved for only 2 bedrooms. Enjoy easy, one-level living with numerous upgrades, including a renovated bathroom, granite countertops in the kitchen, crawlspace encapsulation completed in 2019, a new roof in 2020 with 30-year shingles, a new HVAC system in 2020, and a new well pump in 2020. The primary bedroom was upgraded in 2021 with a shower enclosure and granite countertops, and a new front door was installed in 2024. Be sure to check out the 3-season rear sunroom, where you’ll want to spend much of your time overlooking the private rear yard. With its spacious grounds, peaceful setting, and thoughtful updates, “High Banks” offers the perfect combination of comfort and privacy.

32525 Discovery Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Keller Williams Realty Centre.

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