Historic District Listings

Step back in time and experience the character and beauty of the Cape Charles Historic District, where classic architecture meets modern coastal living. Located in the heart of Cape Charles, Virginia, this charming district is home to beautifully restored Victorian, Colonial, and Craftsman-style homes, many just steps from the town’s vibrant shops, restaurants, and sandy beaches along the Chesapeake Bay.

Owning a home in the Cape Charles Historic District means becoming part of a rich history and welcoming community. Whether you’re looking for a fully restored historic home, a fixer-upper with endless potential, or an investment property, the district offers a rare opportunity to own a piece of Eastern Shore history while enjoying the conveniences of modern coastal living.

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Historic District Listings

Browse our latest Cape Charles Historic District listings below and discover the beauty of these timeless homes. Have questions or ready to see a property in person? Contact our team today to start your journey to owning a historic home in Cape Charles.

Discover Cape Charles Historic District Real Estate

EXCELENT LOCATION1 1ST BLOCK TO THE BEACH...American "four square" home with inviting front wrap-around porch on quiet, tree-lined Tazewell Avenue. Home has been fully renovated with new bathrooms and kitchen. Original pine floors, moldings, fireplace, and handsome stair case. Upstairs are 3 bedrooms and a spacious loft, plus steps up to a large attic. A small screeend in porch is perfect to relax overlooking your backyard. The fenced in back yard has an outdoor shower and a large shed/outbuilding perfect for all your beach gear. Plenty of off-street parking in the back. Steps from the beach and downtown Cape Charles!

$999,000 Active

114 Tazewell Ave 3 Cape Charles, Virginia

3 Beds 2 Baths 2,255 SqFt

This one of a kind American Four-Square home retains numerious artistic original features which highlights the atristry of the time. From coffered ceilings, to a cozy fireplace, orginal hardwood floors and build-ins this home is a must see! It is filled with natural light from many windows and doors. It has a large front porch and back deck. Mini Split system for cooling and heating plus an instant water heater. Located only steps from the beach.

$999,000 Active

219 Jefferson Ave 98 Cape Charles, Virginia

3 Beds 2 Baths 2,134 SqFt

This 3 bedroom 2 bath Cape Charles classic is nestled in the heart of the historic district. Finely finished with an expertly crafted garden patio, this property is everything you want to add to your life to be comfortable putting your feet up or entertain your guests. Costume build kitchen with Italian imported glass doors, soap stone counter tops, high end applainces, original hardwood floors, hand crafted build-ins, relaxing screened in back porch, a seperate cottage with gof cart garage & Fully Furnished! Walk to beach, downtown, restaurants & shops!

$869,000 Active

548 Madison Ave 257 Cape Charles, Virginia

3 Beds 2 Baths 1,720 SqFt

Cape Charles DUPLEX centrally located in the Historic District. Beautifully restored duplex featuring and up and down style. Handsome architectural features thru out include gleaming pine floors. Two units each with modern kitchens with corian counters and stainless steel appliances, open floor plans, hardwood floors, tile bathrooms and two bedrooms. Second floor unit has spacious 3rd floor bunk room. Both are virtually identical and have separate entrances. Each unit conveys appliances. Located only a few blocks from the beach and a block away from shops and restaurants with a backyard and off street parking this makes it the perfect vacation rental. Imagine enjoying Cape Charles while still generating income from the other unit or taking full advantage of income from both sides!

$865,000 Active

405 Randolph Ave 486 Cape Charles, Virginia

5 Beds 4 Baths 2,161 SqFt

Nestled in the picturesque coastal town of Cape Charles, this beautifully preserved historic home exudes character and charm, three bedrooms and 1.5 bathrooms, a perfect blend of classic elegance & modern convenience. Among the architectural details are hardwood floors, high ceilings, and vintage moldings that capture the essence of Cape Charles' rich history. The open & airy living spaces provide ample room for entertaining, while the cozy atmosphere makes it an ideal retreat for relaxation. Thoughtful renovations enhance the home's functionality without compromising its historic charm, ensuring comfort and efficiency for modern living—a fully updated kitchen, a charming front porch, & a comfortable fenced back garden. Home is a successful vacation rental home and conveys fully furnished.

$699,000 Active

633 Jefferson Ave Lot 6 Cape Charles, Virginia

3 Beds 2 Baths 1,700 SqFt

Experience the timeless charm of this historic beach house at 616 Tazewell Ave. Built in 1909, this 5 BR coastal retreat offers a rare blend of historic elegance and modern comforts, ideal for a beach rental property. The main level features spacious living areas, a formal dining room, and a bright breakfast porch overlooking a lush backyard. The custom kitchen is a chef's dream w/ quartz counters, gas stove & antique butler's pantry. Upstairs, the owner's suite offers a spa-like bathroom and cedar-lined closet, while two add'l BRs share a modern bath. The 3rd floor provides a cozy sitting area & 2 more BRs, perfect for guests. This distinguished coastal home, w/ its unique blend of past & present, offers an exceptional opportunity for those seeking a home in a charming beach town.

$995,000 Active

616 Tazewell Ave 441 Cape Charles, Virginia

5 Beds 4 Baths 2,938 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

Welcome to The Oyster Shack, a beautiful historic gem nestled on one of the most coveted streets in the heart of Cape Charles.From the moment you arrive, the warm front porch sets the scene, a perfect spot to unwind with a morning coffee or an evening drink as you watch the world go by. This charming home boasts spacious, light-filled interiors, with two inviting living areas perfect for relaxation & entertaining. Upstairs, you'll find three generously sized bedrooms, two of which can fit king-size beds a third with a queen, alongside two well appointed bathrooms, one showcasing a classic clawfoot tub for a touch of vintage indulgence. Step outside to a picturesque backyard retreat, complete with a lush lawn ideal for summer gatherings. A built-in gas hookup makes al fresco dining a breeze

$849,000 Active

615 Tazewell Ave 341 Cape Charles, Virginia

3 Beds 3 Baths 2,280 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

2 Blocks to the Beach 1 Block to Downtown. Just a hop skip and a jump and you're at all of Cape Charles's amenities from your doorstep. Fantastic location and opportunity in the Historic District. This1889 Historic Treasure has character galore from its pitched style roof, oversized windows and front dental molding create the curb appeal. Complimented by its south facing Front Porch provides the best of the Cape Charles's porch living. Inside boast original Pine Flooring throughout, nicely sized rooms and a comfortable bright open feel. Perfect size for a small families or vacation rentals. Rare opportunity for a move in ready and this price will allow new owners to upgrade when or if they wish. Updated HVAC. Backyard for the four-legged friends or grilling & chilling.

$445,000 Active-Under Contract

217 Randolph Ave 523 Cape Charles, Virginia

2 Beds 2 Baths 1,212 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 #1D Mason Ave 3001D Cape Charles, Virginia

1 Beds 1 Baths 655 SqFt

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