Chesapeake Properties - Eastern Shore & Cape Charles Real Estate

Cape Charles Historic District Listings

Historic Cape Charles, VA Real Estate For Sale

The Cape Charles Historic District is listed on the National Register of Historic Places. It is a popular destination for vacationers, retirees and real estate investors, as well as year-round residents. Since 1886, residents and visitors have enjoyed the beauty and character of Cape Charles, particularly the architecture of its historic homes, including Victorian-style houses, classic beach bungalows, Sears Roebuck mail order homes, and more.

Below are homes and properties for sale in the Cape Charles Historic District. If you have questions about Cape Charles real estate, please do not hesitate to reach out to one of our Chesapeake Properties team members and we would be happy to help you.

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Gracious American Foursquare Home, Circa 1920, with oversized frontporch, welcoming grand foyer, & stately staircase. Large sun-filled rooms with high ceilings, original moldings, pocket doors, & hardwood floors throughout. A well-planned kitchen with ample storage leads to the spacious dining room with original fireplace. Finished 3rd floor bedroom & full bath. To the back of the house is a 2 bedroom 1 bath apartment that could be easily closed off & used as an owners suite. Lush gardens and a private deck surround the property. The 60 ft wide back yard has ample space for off-street parking. Short walk to beach, shopping & marinas in our historical golf cart-friendly town. Operated as a short-term rental with very lucrative income. More info available upon request. $1,124,000 Pending

202 Madison Ave 318 Cape Charles, Virginia

6 Beds 6 Baths 3,167 SqFt

This 3 bderoom 2.5 bath home offers the best of both worlds, nearly new constraction in the heart of historic Cape Charles. Built in 2018 makes this home modern & low maintains located just steps from the beach. Off street parking with a detached garage and an entertainment room next to it. The house has lots of natural light and a coastal design. The primary suite is located on the first floor. Fenced in back yard. This home is truly the perfect beach get-away! Comes fully furnished. The house is currently used as a vacation rental. $815,000 Pending

526 Strawberry St D Cape Charles, Virginia

3 Beds 3 Baths 1,332 SqFt

Brand new 4 bedroom 3 bath condo in Twin Home centrally located in the historic district in Cape Charles has a designer touch. Originally built in the 1920's this condo has been completely gutted & taken down to the studs & totally rebuilt. All new plumbing, electric, 2 zone hvac, dbl pane windows, Luxury Vinyl Plank flooring, kitchen w/ quartz countertops & stainless appliances & custom tiled baths! First floor bedroom has full bath. Exterior is brand new navy colored hardi plank siding w/ crisp white trim. Exposed rafter tails are architectural reminders of a bygone era. Open concept kitchen/dining & living area has plenty of light and opens out onto back deck & ample lawn w/ partial fencing. Plenty of off street parking in back w/alley access. Shared shed to stow all your beach gear. $789,000 Pending

519 Randolph Ave 467 Cape Charles, Virginia

4 Beds 3 Baths 1,839 SqFt

Brand new 4 bedroom 3 bath condo in Twin Home centrally located in the historic district in Cape Charles has a designer touch. Originally built in the 1920's this condo has been completely gutted & taken down to the studs & totally rebuilt. All new plumbing, electric, 2 zone hvac, dbl pane windows, Engineered Hardwood flooring, kitchen w/ quartz countertops & stainless appliances & custom tiled baths! First floor bedroom has full bath. Exterior is brand new navy colored hardi plank siding w/ crisp white trim. Exposed rafter tails are architectural reminders of a bygone era. Open concept kitchen/dining & living area has plenty of light and opens out onto back deck & ample lawn w/ partial fencing. Plenty of off street parking in back w/alley access. Shared shed to stow all your beach gear. $789,000 Pending

517 Randolph Ave 467 Cape Charles, Virginia

4 Beds 3 Baths 1,839 SqFt

Circa 1920 charming craftsman style 2 bedroom 2 bath cottage is a perfect beach getaway! Great curb appeal with cedar-shake siding. Fantastic location overlooking the tow park. Enjoy the summer concerts sitting right on your front porch. Easy one-story living. Original Hardwood floors, wood trim & fireplace. Back deck, large shed with a concrete pad for off street parking. Fenced in back yard. Closed to beach, park, down town shops & restaurants. Sold fully furnished! It is a vacation rental and has great income! $732,000 Pending

1 Park Row 293 Cape Charles, Virginia

2 Beds 2 Baths 1,170 SqFt

Exquisitely furnished condo in the heart of Historic Cape Charles has many upgrades. This end unit has glorious light on 3 sides! Handsome pine floors showcase the relaxed Coastal living theme thru out. Electric fireplace provides cozy ambiance in spacious open concept living area. Granite countertops make the stylish kitchen pop. Generously sized bedrooms are upstairs with 2 baths. Enjoy balcony overlooking Strawberry Plaza and downtown Cape Charles with all her shops, restaurants and galleries. Condo has 2 parking places in back with easy access to private stairs to individual condos or use the secure lobby accessed from Mason Ave for you and your guests. $565,000 Pending

230 G Mason Ave 230 G Cape Charles, Virginia

2 Beds 2 Baths 1,406 SqFt

Discover your ideal home nestled in the heart of historic Cape Charles! This beautifully updated residence offers the perfect blend of modern convenience and timeless charm. Just two blocks from Cape Charles Beach nearby the popular Central Park, this home boasts an enviable location on Monroe Ave. Renovated in 2009, this home features a comprehensive update, including new windows, insulation, roof, Hardiplank siding, HVAC, plumbing, and electrical systems. The interior showcases stunning hardwood floors, a grand staircase, and four functional levels of living space, including a spacious basement and finished attic. The upstairs full bath has been recently updated, complete with a luxurious new soaking tub for ultimate relaxation. For the home chef, kitchen appliances were updated in 2023. $875,000 Active

213 Monroe Ave 309 Cape Charles, Virginia

4 Beds 2 Baths 1,834 SqFt

Updated duplex in the Historic District is a unique investment opportunity; rent 1 unit & enjoy the other or rent both. Units generated $50k+ in rental revenue in '24 & has 30+ bookings for '25. Current owners to assist in transferring confirmed rentals. Identical floor plans, each unit has 2BR/2BA & is fully furnished. Backyard has shed w/electric, golf cart pad w/power outlets & fenced patio & outdoor lighting. Minutes to beach, marina, park, shops & restaurants. $845,000 Active

653A&B Monroe Ave 226B Cape Charles, Virginia

4 Beds 4 Baths 1,828 SqFt

One of a kind condo in the heart of downtown Historic Cape Charles. Conveniently located on Mason Avenue, offering front row seats to towns local events from your own front porch! Seller designed and unlike any other one bedroom unit in the building, this exclusive open floor plan provides plenty of natural lighting while allowing the option to enclose the bedroom, if desired. The full size custom kitchen supplies plenty of cabinet and counter space. The stunning full tile bathroom will not disappoint, giving the feel of an endless vacation. The sizable laundry room allows plenty of space with a loads of shelving. Most furniture conveys! HOA/condo docs prohibits use as short-term/vacation rentals. Don't miss out on the opportunity to call this property your home away from home! $429,000 Active

300 #2E Mason Ave N/A Cape Charles, Virginia

1 Beds 1 Baths 866 SqFt

Contemporary condo with Cape Charles Harbor and Chesapeake Bay views. Easy access to all of Cape Charles activities, restaurant, shops and beach from this studio condo located in the historic district of town. Open concept kitchen with stainless steel appliances, custom cabinets and granite countertops. High ceilings, brick accent wall, wide plank pine floors and an large tile bathroom. Great private balcony for enjoying your coffee as well as some of the best sunset views along the East Coast. Private parking lot with two allocated spaces and golf cart parking and charging as well. $365,000 Active

300 Mason Ave 3001D Cape Charles, Virginia

1 Beds 1 Baths 655 SqFt