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Nestled on over six acres of pristine land with direct access to the Choptank River, this contemporary waterfront estate offers the ultimate in Eastern Shore luxury living. Designed to impress, the home features four spacious bedrooms, three and a half baths, and soaring cathedral ceilings that crown a dramatic two-story living room with floor-to-ceiling windows—flooding the home with natural light and showcasing stunning views of the surrounding landscape. Perfect for both relaxation and entertaining, the open-concept main living area flows seamlessly into the dining room and a gourmet kitchen equipped with a large center island, custom cabinetry, abundant storage, and a bright breakfast area. Four fireplaces—including one in the cozy family room—add warmth and character throughout the home. A dedicated billiard room with direct outdoor access offers a versatile space that could also serve as an art studio, media room, or more. The expansive primary suite is a true retreat, featuring a private marble bath, separate workout and tanning rooms, and peaceful garden views. Bedroom flexibility, built-in features, and an upstairs suite with en suite bath offer options for multi-generational living or hosting guests with ease. Outdoors, enjoy your private, fenced backyard oasis complete with a sparkling in-ground pool and a deep-water dock—ideal for boating, kayaking, or simply soaking in the tranquil beauty of the riverfront setting. Additional amenities include a detached garage with a second-floor loft perfect for storage, studio space, or a workshop, and a separate shed for tools and equipment. Located just outside the town of Denton, you’re only minutes from charming shops, dining, and state parks, all while enjoying the privacy and serenity of a secluded waterfront lifestyle. This is a rare opportunity to own a truly remarkable Eastern Shore property where luxury meets nature.

4 Beds ⋅ 4 Baths

Nestled on over six acres of pristine land with direct access to the Choptank River, this contemporary waterfront estate offers the ultimate in Eastern Shore luxury living. Designed to impress, the home features four spacious bedrooms, three and a half baths, and soaring cathedral ceilings that crown a dramatic two-story living room with floor-to-ceiling windows—flooding the home with natural light and showcasing stunning views of the surrounding landscape. Perfect for both relaxation and entertaining, the open-concept main living area flows seamlessly into the dining room and a gourmet kitchen equipped with a large center island, custom cabinetry, abundant storage, and a bright breakfast area. Four fireplaces—including one in the cozy family room—add warmth and character throughout the home. A dedicated billiard room with direct outdoor access offers a versatile space that could also serve as an art studio, media room, or more. The expansive primary suite is a true retreat, featuring a private marble bath, separate workout and tanning rooms, and peaceful garden views. Bedroom flexibility, built-in features, and an upstairs suite with en suite bath offer options for multi-generational living or hosting guests with ease. Outdoors, enjoy your private, fenced backyard oasis complete with a sparkling in-ground pool and a deep-water dock—ideal for boating, kayaking, or simply soaking in the tranquil beauty of the riverfront setting. Additional amenities include a detached garage with a second-floor loft perfect for storage, studio space, or a workshop, and a separate shed for tools and equipment. Located just outside the town of Denton, you’re only minutes from charming shops, dining, and state parks, all while enjoying the privacy and serenity of a secluded waterfront lifestyle. This is a rare opportunity to own a truly remarkable Eastern Shore property where luxury meets nature.

8816 Dorothy Ln, Denton

Listing courtesy of The Parker Group. Contact:

Selling Office: Benson & Mangold, LLC.

$740,000

" Diamond in the Rough" This property is being sold to settle an estate and no repairs will be made. Offering considerable upside potential, this well built, private, 5 bedroom, 5 bath home is tucked away on the Choptank River in the community of Asbury. Featuring a large, open kitchen/living area with fireplace, first floor primary suite, inground pool and private pier.

5 Beds ⋅ 5 Baths

" Diamond in the Rough" This property is being sold to settle an estate and no repairs will be made. Offering considerable upside potential, this well built, private, 5 bedroom, 5 bath home is tucked away on the Choptank River in the community of Asbury. Featuring a large, open kitchen/living area with fireplace, first floor primary suite, inground pool and private pier.

8821 Dorothy Ln, Denton

Listing courtesy of Wright Real Estate. Contact:

Selling Office: Wright Real Estate.

$619,000

Lovely grand colonial with covered front porch located on almost 4 acres. The first floor offers a huge primary suite with walk in closet and bath with soaking tub, dual headed shower and double vanity. Dining room has gleaming hardwood floors with enough space to seat 20 people, lovely overhead chandelier and warming propane fireplace . Kitchen has all stainless appliances, plenty of workspace, under cabinet lightning. tile backsplash and pantry. Kitchen also has a separate eating area that offers a more informal setting. Family room offers another propane fireplace plus plenty of room for your family gatherings. Laundry room has a separate pantry area with tons of storage and room for second fridge and freezer plus a laundry tub and hanging area. A great office with hardwood floors for the person who works from home. The second floor has three bedrooms( one converted to kitchenette) plus two large bonus rooms and full bath. The outside space is a private oasis with a 30 x 12 screened porch and a 67 x 40 deck for family gatherings . Recent upgrades include Geo thermal heating and air conditioning system(2017) and new roof (2023). 12x24 shed with electric for plenty of storage. Come visit and make this your new home.

4 Beds ⋅ 4 Baths

Lovely grand colonial with covered front porch located on almost 4 acres. The first floor offers a huge primary suite with walk in closet and bath with soaking tub, dual headed shower and double vanity. Dining room has gleaming hardwood floors with enough space to seat 20 people, lovely overhead chandelier and warming propane fireplace . Kitchen has all stainless appliances, plenty of workspace, under cabinet lightning. tile backsplash and pantry. Kitchen also has a separate eating area that offers a more informal setting. Family room offers another propane fireplace plus plenty of room for your family gatherings. Laundry room has a separate pantry area with tons of storage and room for second fridge and freezer plus a laundry tub and hanging area. A great office with hardwood floors for the person who works from home. The second floor has three bedrooms( one converted to kitchenette) plus two large bonus rooms and full bath. The outside space is a private oasis with a 30 x 12 screened porch and a 67 x 40 deck for family gatherings . Recent upgrades include Geo thermal heating and air conditioning system(2017) and new roof (2023). 12x24 shed with electric for plenty of storage. Come visit and make this your new home.

24324 Asbury Dr, Denton

Listing courtesy of Keller Williams Realty. Contact:

Selling Office: Berkshire Hathaway Homeservice Homesale Realty.

$125,000

Discover your ideal homesite in the scenic Asbury on the Choptank community, where peaceful living meets convenient access. This expansive 3-acre lot is perc approved for a three-bedroom septic system. Within this sought-after community, residents enjoy well-maintained roads, a private nature trail, and exclusive access to a community deepwater dock on the Choptank River. Ideal for boating enthusiasts or those who appreciate the natural beauty and benefits of waterfront access without the expense, this lot provides ample space for building a custom home, establishing a stable, or cultivating a generous garden. Location Highlights: Nearby Amenities: Just a quick 5-minute drive to downtown Denton, where you’ll find local dining, grocery stores, and other essential services. Access to Easton: Only 15 minutes away, offering historic charm, boutique shopping, fine dining, and a vibrant cultural scene. Community Features: Dock Access: Voluntary HOA fee of $100/year grants access to the private deepwater dock. Local Utilities: Comcast Cable (internet, phone & cable), Electric service by Choptank Electric Coop, Verizon underground phone lines and local oil and propane service, ensuring connectivity and convenience. This property offers a blend of tranquility and accessibility, making it the perfect setting for your dream home in Caroline County.

Asbury Drive, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

Selling Office: Non Subscribing Office.