One of Hampton's most treasured waterfront estates, 1500 Chesapeake Avenue offers a rare opportunity to own a historic landmark overlooking Hampton Roads Harbor and the Chesapeake Bay. Originally built in 1900 by Hampton entrepreneur Captain John C. Robinson and later known as the Dorothy Rouse-Bottom Estate, this remarkable residence has been meticulously restored while preserving its timeless craftsmanship and architectural character. Set on approximately 1.23 landscaped acres, the home offers nearly 8,000 square feet of living space, including a private guest suite above the detached garage with a full bath and an additional half bath below. Featuring seven bedrooms, six full and two half baths, and additional first-level flex rooms ideal for guests, offices, or multi-generational living, the home showcases grand formal rooms, exceptional millwork, original moldings, stained glass, elegant lighting, soaring ceilings, and five working fireplaces. Beautifully updated bathrooms complement the historic character, while the gourmet kitchen features an iconic Aga range, Smallbone English cabinetry, premium appliances, a butler's pantry, and abundant natural light. The lower level provides recreation space, storage, and direct access to a private waterfront fitness room or flex space connected by a breezeway. Outside, English-inspired gardens, brick walkways, wrought iron fencing, fountains, an expansive covered porch with panoramic harbor views, and a commercial-scale pier with an enclosed Tidetamer boat lift and dual 10,000-pound lifts create an extraordinary waterfront setting. Ideally located along historic Chesapeake Avenue near Fort Monroe, Hampton University, downtown Hampton, marinas, and waterfront dining, this legacy estate is one of Coastal Virginia's most admired waterfront homes.
Listed By
Agency Name: Shaheen Ruth Martin & Fonville
Agency Contact: johnmartin@srmfre.com
Shown By
Agent Name: Michael Kane
Agent Phone: (804) 551-1920
Agency Title: Kane Company Realty
Estimated Payment
$ 8,239.64 per month $5,786.47 Principal & Interest $1,694.83 Property Tax $758.33 Homeowner's InsuranceLicensed Real Estate Firm and Agents in the Commonwealth of Virginia.
Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 09/04/2026. The listing information on this page last changed on 09/04/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 09/04/2026 8:13:20 AM EST) or CVRMLS (last updated Fri 09/04/2026 8:08:45 AM EST). Real estate listings held by brokerage firms other than Kane Company Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
If the email address was found in our system, your password has been sent. Please check your inbox.
Back to Login
1500 Chesapeake Avenue | MLS# 2621280
This single family home located at 1500 Chesapeake Avenue, Hampton, VA 23661 is currently listed for sale with an asking price of $2,600,000. This property was built in 1900 and has 7 bedrooms and 7 full and 2 partial baths with 7900 sq. ft. Chesapeake Avenue is located in the Wythe subdivision. Search Wythe real estate on michaelkane.kanecompanyrealty.com today.