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A community and residence designed for the most discerning buyer await in the highly sought-after enclave of Henlopen Acres. Perfectly positioned on a .52+/- acre corner parcel, just steps from one of the community’s private beach access points, 12 Rolling Road offers the ultimate blend of privacy, luxury, convenience, and coastal living. Thoughtfully designed, tastefully appointed, and meticulously maintained, this 5,100-square-foot coastal masterpiece leaves little to the imagination. Custom built by a respected local builder and lightly used as a vacation home, the residence features 6 bedrooms, 6 full baths, and 2 half baths, showcasing timeless finishes and exceptional functionality throughout. Coastal hues, pristine landscaping, and mature trees create a welcoming and elegant exterior, while the inviting interior floor plan is perfectly suited for both everyday living and entertaining. A grand great room, flooded with natural light, welcomes you home. The gas fireplace—flanked by custom built-in shelving—serves as the stunning focal point of this sophisticated space. The gourmet kitchen is a chef’s dream, featuring commercial-grade appliances, a wet bar, walk-in pantry, and a spacious island ideal for casual dining or hosting formal gatherings, with dining accommodations for ten. Just off the kitchen, a cozy keeping room showcases beautiful custom moldings and a striking gas fireplace, creating a warm and intimate retreat. The heart of the home is further enhanced by a well-appointed mudroom offering a convenient drop zone, powder room, laundry with pet wash, abundant cabinetry, and a secondary wet bar complete with dual beverage refrigerators—perfect for entertaining and everyday convenience. The primary suite is a true sanctuary, complete with a private office, sitting room, and a luxurious en-suite bath featuring a walk-in shower and soaking tub designed for ultimate relaxation. Upstairs, a spacious second-level family room with pool table provides an ideal setting for recreation and multi-generational living. This level also includes 4 additional bedrooms, 4 full baths, and a second laundry room, offering comfort and privacy for family and guests alike. Outdoor living is equally impressive, with a grilling station, patio overlooking a serene wooded backdrop, screened porch, and outdoor shower—perfect after a day spent at the beach. Additional highlights include abundant storage, oversized closets, an oversized two-car garage, and a conditioned golf closet, ideal for the avid golfer to safely store clubs, gear, and equipment in a climate-controlled environment. The Control4 home automation system offers convenience and efficiency to manage lighting, climate, and entertainment via your smartphone app. This is a rare opportunity to own a turnkey coastal home in Henlopen Acres, combining refined craftsmanship, generous living spaces, and unparalleled proximity to the private beach—all within one of the most coveted communities on the Delaware coast.

6 Beds ⋅ 8 Baths

A community and residence designed for the most discerning buyer await in the highly sought-after enclave of Henlopen Acres. Perfectly positioned on a .52+/- acre corner parcel, just steps from one of the community’s private beach access points, 12 Rolling Road offers the ultimate blend of privacy, luxury, convenience, and coastal living. Thoughtfully designed, tastefully appointed, and meticulously maintained, this 5,100-square-foot coastal masterpiece leaves little to the imagination. Custom built by a respected local builder and lightly used as a vacation home, the residence features 6 bedrooms, 6 full baths, and 2 half baths, showcasing timeless finishes and exceptional functionality throughout. Coastal hues, pristine landscaping, and mature trees create a welcoming and elegant exterior, while the inviting interior floor plan is perfectly suited for both everyday living and entertaining. A grand great room, flooded with natural light, welcomes you home. The gas fireplace—flanked by custom built-in shelving—serves as the stunning focal point of this sophisticated space. The gourmet kitchen is a chef’s dream, featuring commercial-grade appliances, a wet bar, walk-in pantry, and a spacious island ideal for casual dining or hosting formal gatherings, with dining accommodations for ten. Just off the kitchen, a cozy keeping room showcases beautiful custom moldings and a striking gas fireplace, creating a warm and intimate retreat. The heart of the home is further enhanced by a well-appointed mudroom offering a convenient drop zone, powder room, laundry with pet wash, abundant cabinetry, and a secondary wet bar complete with dual beverage refrigerators—perfect for entertaining and everyday convenience. The primary suite is a true sanctuary, complete with a private office, sitting room, and a luxurious en-suite bath featuring a walk-in shower and soaking tub designed for ultimate relaxation. Upstairs, a spacious second-level family room with pool table provides an ideal setting for recreation and multi-generational living. This level also includes 4 additional bedrooms, 4 full baths, and a second laundry room, offering comfort and privacy for family and guests alike. Outdoor living is equally impressive, with a grilling station, patio overlooking a serene wooded backdrop, screened porch, and outdoor shower—perfect after a day spent at the beach. Additional highlights include abundant storage, oversized closets, an oversized two-car garage, and a conditioned golf closet, ideal for the avid golfer to safely store clubs, gear, and equipment in a climate-controlled environment. The Control4 home automation system offers convenience and efficiency to manage lighting, climate, and entertainment via your smartphone app. This is a rare opportunity to own a turnkey coastal home in Henlopen Acres, combining refined craftsmanship, generous living spaces, and unparalleled proximity to the private beach—all within one of the most coveted communities on the Delaware coast.

12 Rolling Rd, Rehoboth Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

Selling Office: Jack Lingo - Lewes.

$6,500,000

Exceptional canalfront living in prestigious Henlopen Acres. Perfectly positioned along the Lewes-Rehoboth Canal, this custom-built waterfront residence offers approximately 5,933 square feet of beautifully crafted living space with five bedrooms, five full baths, and one half bath. Built in 2014, the home showcases timeless architecture, exceptional millwork, and elegant finishes throughout. Designed for both everyday living and entertaining, the spacious floor plan features a gracious foyer, formal dining room, wood-burning fireplace, elevator, and a spectacular chef's kitchen complete with an oversized island, custom cabinetry, Sub-Zero refrigeration, and a coveted Lacanche French gas range. The luxurious primary suite is complemented by four additional ensuite bedrooms, while the unfinished basement provides abundant storage and future possibilities. Outdoor living is equally inviting with a screened porch, brick patio, beautifully landscaped grounds, and a private boat dock offering direct access to the Lewes-Rehoboth Canal, Rehoboth Bay, and the Atlantic Ocean. Additional highlights include a two-car garage and an unparalleled location just moments from the beaches, boardwalk, restaurants, and shopping of downtown Rehoboth Beach. 67 Tidewaters presents a rare opportunity to own an exceptional waterfront home in one of Delaware's most sought-after coastal communities.

5 Beds ⋅ 6 Baths

Exceptional canalfront living in prestigious Henlopen Acres. Perfectly positioned along the Lewes-Rehoboth Canal, this custom-built waterfront residence offers approximately 5,933 square feet of beautifully crafted living space with five bedrooms, five full baths, and one half bath. Built in 2014, the home showcases timeless architecture, exceptional millwork, and elegant finishes throughout. Designed for both everyday living and entertaining, the spacious floor plan features a gracious foyer, formal dining room, wood-burning fireplace, elevator, and a spectacular chef's kitchen complete with an oversized island, custom cabinetry, Sub-Zero refrigeration, and a coveted Lacanche French gas range. The luxurious primary suite is complemented by four additional ensuite bedrooms, while the unfinished basement provides abundant storage and future possibilities. Outdoor living is equally inviting with a screened porch, brick patio, beautifully landscaped grounds, and a private boat dock offering direct access to the Lewes-Rehoboth Canal, Rehoboth Bay, and the Atlantic Ocean. Additional highlights include a two-car garage and an unparalleled location just moments from the beaches, boardwalk, restaurants, and shopping of downtown Rehoboth Beach. 67 Tidewaters presents a rare opportunity to own an exceptional waterfront home in one of Delaware's most sought-after coastal communities.

67 Tidewaters Rd, Rehoboth Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

Selling Office: Jack Lingo - Rehoboth.

$5,600,000

A rare opportunity to own one of only six oceanside homesites in the highly sought-after community of Henlopen Acres. Such opportunities are extraordinarily rare, with no oceanside homesite in this exclusive enclave having sold in nearly two decades. This premier homesite is perfectly situated just steps from the Atlantic Ocean, where residents enjoy access to a member-owned private beach club. This exceptional amenity features over 500 feet of pristine guarded beach, complete with professional chair and umbrella service, a private clubhouse, and tennis courts. Nestled between the vibrant energy of Rehoboth Beach and the scenic Lewes-Rehoboth Canal, Henlopen Acres offers unparalleled lifestyle options. Boaters will appreciate the private marina, providing easy access to both the Delaware and Rehoboth Bays. Whether you are looking to build a custom retreat that captures stunning ocean views or seeking the quiet tranquility of tree-lined streets, this location offers the best of both worlds. Enjoy the peace of a private community while remaining within walking distance of downtown Rehoboth Beach’s world-class fine dining and boutique shopping. Do not miss this once-in-a-generation chance to secure your place in Delaware’s most coveted coastal community.

6 Beds ⋅ 5 Baths

A rare opportunity to own one of only six oceanside homesites in the highly sought-after community of Henlopen Acres. Such opportunities are extraordinarily rare, with no oceanside homesite in this exclusive enclave having sold in nearly two decades. This premier homesite is perfectly situated just steps from the Atlantic Ocean, where residents enjoy access to a member-owned private beach club. This exceptional amenity features over 500 feet of pristine guarded beach, complete with professional chair and umbrella service, a private clubhouse, and tennis courts. Nestled between the vibrant energy of Rehoboth Beach and the scenic Lewes-Rehoboth Canal, Henlopen Acres offers unparalleled lifestyle options. Boaters will appreciate the private marina, providing easy access to both the Delaware and Rehoboth Bays. Whether you are looking to build a custom retreat that captures stunning ocean views or seeking the quiet tranquility of tree-lined streets, this location offers the best of both worlds. Enjoy the peace of a private community while remaining within walking distance of downtown Rehoboth Beach’s world-class fine dining and boutique shopping. Do not miss this once-in-a-generation chance to secure your place in Delaware’s most coveted coastal community.

1 Tidewaters Rd, Rehoboth Beach

Listing courtesy of RE/MAX Realty Group Rehoboth. Contact:

Selling Office: RE/MAX Advantage Realty.

$4,000,000

Charming Cape Cod style home in the prestigious community of Henlopen Acres. This home has potential and is centrally located near the marina, Rehoboth Art League, and a short bike to the beach and Rehoboth Avenue. Additional community amenities include the Henlopen Acres Beach Club and tennis.

6 Beds ⋅ 3 Baths

Charming Cape Cod style home in the prestigious community of Henlopen Acres. This home has potential and is centrally located near the marina, Rehoboth Art League, and a short bike to the beach and Rehoboth Avenue. Additional community amenities include the Henlopen Acres Beach Club and tennis.

53 Rolling Rd, Rehoboth Beach

Listing courtesy of Jack Lingo - Rehoboth. Contact:

Selling Office: Jack Lingo - Rehoboth.

$2,500,000

This shovel-ready 0.5-acre property is located in the popular community of Henlopen Acres. Nestled between the Lewes-Rehoboth Canal and the Atlantic Ocean, you’ll find a rare, wooded, triangular lot just ready to bring all of your coastal dreams to life. Approved plans feature a 6-bedroom, 6.5-bath luxury home with a private pool, bunk room, office, open floor plan and two-car garage. Residents of Henlopen Acres enjoy access to a private beach and marina, offering a seamless blend of seclusion and recreation right at their doorstep. For those seeking even more, an optional Beach Club membership provides access to resort-style amenities, including tennis courts and dedicated beach services. * Pictures are renderings of new home to be built - plans and permits available upon request. Pictures of existing home available upon request. MLS details are of existing residence not the home to be built.*

3 Beds ⋅ 3 Baths

This shovel-ready 0.5-acre property is located in the popular community of Henlopen Acres. Nestled between the Lewes-Rehoboth Canal and the Atlantic Ocean, you’ll find a rare, wooded, triangular lot just ready to bring all of your coastal dreams to life. Approved plans feature a 6-bedroom, 6.5-bath luxury home with a private pool, bunk room, office, open floor plan and two-car garage. Residents of Henlopen Acres enjoy access to a private beach and marina, offering a seamless blend of seclusion and recreation right at their doorstep. For those seeking even more, an optional Beach Club membership provides access to resort-style amenities, including tennis courts and dedicated beach services. * Pictures are renderings of new home to be built - plans and permits available upon request. Pictures of existing home available upon request. MLS details are of existing residence not the home to be built.*

94 Tidewaters Rd, Rehoboth Beach

Listing courtesy of Jack Lingo - Lewes. Contact:

Selling Office: Jack Lingo - Lewes.

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