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

Nestled in the heart of Cape Charles this lovely Victorian home, built in 1897, blends timeless elegance w/ modern comfort. With 6 spacious bedrooms & 3 beautifully appointed baths, this fully renovated residence w/ hardi plank siding retains its architectural integrity, offering original oak floors, handsome staircase, & original moulding that exude warmth & character. The home's southern exposure floods each room w/natural light, creating an inviting atmosphere throughout. A sprawling wrap-around porch has additional side entrance creating an easy flow for relaxing w/ family & friends.Just a few short blocks to white sandy beach, restaurants, shops, galleries & theater. Central park is an easy walk to enjoy summer concerts, pickleball & tennis. Cape Charles is a golf cart friendly town.

$907,000 Active

415 Randolph Ave 482 Cape Charles, Virginia

6 Beds 3 Baths 2,498 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!

$795,000 Active

405 Randolph Ave 486 Cape Charles, Virginia

5 Beds 4 Baths 2,161 SqFt

Charming Victorian Cottage w/wrap around porch on tree lined Monroe Ave has spacious light filled rooms w/tall ceilings, architectural details & original hardwood flooring in tact. Don't miss the back stairs tucked behind the kitchen. Extra wide lot provides plenty of buffer for mature landscaping. Welcoming foyer has handsome staircase leading to cozy nook on upstairs landing. Kitchen w/ original built-in has vaulted ceiling & leads to spacious backyard w/ alley access. Old fashioned front porch is perfect for al fresco dining..& entertaining family & friends. 3rd floor attic is partially finished. Cottage is located in the Historic distract and is a short walk to Central Park w/ gazebo & summer concerts every Saturday night! Easy golf cart ride to the beach, shops and restaurants.

$745,000 Active

539 Monroe Ave 262 Cape Charles, Virginia

3 Beds 2 Baths 2,009 SqFt

Historic home w/lush landscaping in the heart of Cape Charles is impeccably maintained & has been updated w/care over the years by very conscientious owners. New roof & exterior painting completed in 2022 new mini splits in 2021. Very warm & hospitable w/ open living plan. Updated kitchen & powder room on first floor. Beautifully refinished wood floors & 9 foot ceilings. Upstairs 3 bedrooms & full bath. Backyard is an oasis w/ secret garden, shed , established trees, shrubbery & fabulous new artisan patio. Walking distance to all town has to offer: shops, restaurants, galleries &theatre. 4 1/2 blocks to Cape Charles beach & fishing pier. This is a great vacation home as it is easy to maintain and still in an affordable price range. Great vacation rental potential!

$635,000 Active

538 Randolph Ave 569A Cape Charles, Virginia

3 Beds 2 Baths 1,360 SqFt

Instant opportunity as turn-key beach house and/or vacation rental! This 2 bedroom 1.5 Bath house, located in downtown Cape Charles, is only a short stroll from the shops, restaurants and our picturesque beach on the Bay. Fully furnished! The house has front & back porches, along with a balcony and outdoor shower. There is ample room for adding a side driveway and a garage. Recent 2024 upgrades/improvements include: new floors throughout 1st flr; whole house interior paint job; new tankless water heater; and the addition of an outdoor shower for that open air feel and the quick rinse after returning from the beach. This gem is waiting for you to move in and start to enjoy yourself.

$619,000 Active

521 Mason Ave 578 Cape Charles, Virginia

2 Beds 2 Baths 1,088 SqFt

Location..location..location..Corner unit condo w/1400 sq ft on 3rd floor in handsome brick building w/elevator. Situated in the heart of downtown Cape Charles overlooking the new Strawberry Plaza. Exquisitely appointed condo has many upgrades. This end unit has glorious light on 3 sides! Handsome pine floors showcase the relaxed Coastal living theme thru out the spacious open concept living area. Granite countertops make the stylish kitchen pop. Primary bedroom w/ ensuite has large walk in closet. Enjoy balcony overlooking Strawberry Plaza & downtown Cape Charles with all her shops, restaurants, bakery & galleries. Walk to Central Park for summer concert series! Historic Palace Theater & Lemmon tree Gallery are across the street. Condo has 2 parking places w/ easy to elevator or stairs.

$549,000 Active

300 Mason Ave 3H Cape Charles, Virginia

2 Beds 2 Baths 1,400 SqFt

Located in the historic small town of Cape Charles on Bay Ave and Bay Ave fronts a public beach & fishing pier on the Chesapeake Bay; Very close to shops, stores & restaurants. Also nearby are public boat ramps, a town park with a walking track and many other amenities available. The eastern shore is one of the last undeveloped places on the east coast with beautiful country, farm land, loads of wildlife, with little traffic and not overcrowded offering a sense of peace and serenity. The home is situated to enjoy beautiful sunsets and a good location for seasonal rentals. The eastern shore offers so many out door adventures: Oyster VA is a few miles to seaside with public boat ramps leading you out to the barrier islands; Kiptopeake State Park and The Wildlife Refuge to name a few.

$1,299,900 Active

108 Bay Ave 14 Cape Charles, Virginia

5 Beds 6 Baths 3,435 SqFt

Experience the best of coastal living in this stunning 4 bedroom, 2.5 bath home located in the heart of Historic Cape Charles. Thoughtfully designed to capture sweeping Bay views, this residence offers a perfect blend of charm and modern convenience. With over 900 sqft of decks, you'll never miss another sunset. The main home features an inviting open layout with spacious living and dining areas, ideal for gathering with family and friends. A third floor opens up to a multi-purpose room, ideal for additional guests, or use as a recreational space. An ADU with a full kitchen, one bedroom and one bath is perfect for hosting guests or generating rental income. Enjoy historic Downtown, sunsets over the Chesapeake Bay from the beach, or from your tri-level home view!

$1,150,000 Active

601 Pine St 1 Cape Charles, Virginia

5 Beds 4 Baths 3,012 SqFt

Exquisitely restored Victorian (2,516 sf) and 472-sf guest cottage. During restoration (2018-2019), the owners preserved all historical details; added a third-floor suite; and installed new HVAC, electrical, plumbing, and whole-house triple filtration. This stunning home features a backyard oasis, including a grand screen porch with brick fireplace, 12' plunge pool, grill, outdoor shower, and low-maintenance gardens. The guest cottage features living and sleeping areas, two-sided fireplace, kitchenette, full bathroom, walk-in closet, and storage closet. Visit www.eastofthesuncapecharles.com for restoration photos and information. This property generates significant short-term rental income: www.airbnb.com/h/eastofthesuncapecharles and is avaialable turnkey minus family heirlooms.

$1,095,000 Active

420 Randolph Ave 593 Cape Charles, Virginia

4 Beds 5 Baths 2,516 SqFt

Endless opportunities for enjoyment and rental possibilities! Welcome to 727 Tazewell Ave; a beautiful and versatile property located in charming Cape Charles. With three separate locked levels of living, this Schneider Construction home offers so much for so many. All three levels have a separate and private locked entrance, including an elevator that takes you to the second floor. Level one includes a primary suite, gourmet kitchen, living and dining areas, level 2 has three bedrooms a living space and a kitchenette, level three offers a living space, full kitchen, 2 bedrooms and a balcony overlooking downtown. You do not want to miss this opportunity!!

$972,000 Active

727 Tazewell Ave 28 Cape Charles, Virginia

6 Beds 5 Baths 3,956 SqFt

Step into timeless elegance with this beautifully maintained 4-bedroom, 2 full bath home nestled in the heart of historic Cape Charles. From the moment you arrive, the welcoming from porch invites you to relax and enjoy the charm of this coastal town. Inside, you'll find gleaming wooden floors that flow throughout the spacious living areas, added warmth and character to every room. The kitchen has newer stainless steel appliances, the second-floor bathroom has been fully renovated to include a luxurious soaking tub-your personal retreat after a long day. Out back, unwind by the cozy fire pit, ideal for evening gatherings under the stars. Eco-conscious buyers will appreciate (2024) the solar panels, offering energy efficient and long-term savings. Whether you're looking for a full-time res

$835,000 Active

213 Monroe Ave Cape Charles, Virginia

4 Beds 2 Baths 2,238 SqFt

Welcome to your ultimate beach home! This lovely 4BR/3.5BA 3 story brick condo w/ elevator enjoys views of the shimmering blue waters of the Chesapeake Bay & dazzling sunsets in the evening! Just 1 block to the beach. Enjoy entertaining or simply unwinding w/ a good book on the 2 large balconies & back deck. The light filled interior features spacious rooms, gleaming hardwood floors with many detailed finishes throughout. Chef's kitchen boasts cherry cabinets, granite counters, island, top appliances & a cozy breakfast nook. Luxurious primary suite with walk-in closet. Built in 2006 with energy efficient, modern materials and construction yet perfectly in sync w/ the historic charm of Cape Charles! Easy strolling distance to downtown shopping, dining, galleries, shops & so much more!

$775,000 Active

309 Harbor Ave 309BO Cape Charles, Virginia

4 Beds 4 Baths 2,484 SqFt

This charming 2 B. 2 B. condo has been completely freshened with new paint, carpet, lighting, & SS appliances. Open floor plan with an easy flow to allow for a comfortable setting. Primary BR with sliding doors leading to your private deck, perfect for morning coffee enjoyment or evening star gazing. Enjoy the front porch with lake views. You will be pleasantly surprised with this historic town offering public beach, a variety of amazing shops, eateries, and nearby premier golf courses. No worries if you need to commute to nearby Hampton Roads area or airport only a 45-minute drive! Cape Charles offers so many exciting events for all to enjoy you will truly fall in LOVE. Bay Lake Condos offers a minimum 6 mo. rental. Assigned parking. Golf cart friendly town. Ask about condo dues bonus!

$369,000 Active-Under Contract

524 A Washington Ave Condo Cape Charles, Virginia

2 Beds 2 Baths 960 SqFt

Enjoy breathtaking sunsets and sweeping views of the Cape Charles marina and the Chesapeake Bay from your private balcony in this charming third floor studio. Located on the top floor with no units above, you'll appreciate the added peace and quiet. Accessible by both elevator and stairwell, this bright and airy unit features beautifully refinished hardwood floors, a tiled shower, and a convenient laundry room with a stackable washer and dryer. Two dedicated parking spaces are included for added ease and convenience. Situated in the heart of town, you're just steps away from the Cape Charles public beach, boutique shops, restaurants, ice cream parlors, a local distillery and brewery, and summer concerts in the park. This unit is ideal as a personal getaway, or year round coastal living!

$348,850 Active

300 3B Mason Ave 3B Cape Charles, Virginia

1 Baths 760 SqFt

Welcome to effortless coastal living in this tranquil studio condo, thoughtfully designed to blend modern construction with the timeless charm of Cape Charles. This turnkey residence presents a compelling opportunity to own in the heart of town w/minimal maintenance and strong flexibility of use. The light-filled interior features beautiful pine floors, a spa-like bathroom, and the convenience of an in-unit washer and dryer. Designed for a true lock-and-leave lifestyle, the condo works equally well as a primary residence for single/couple, weekend escape, or an investment. An exceptionally large covered balcony overlooks the walk path to Cape Charles Harbor, offering coastal breezes and sunset views year-round. Seller also has a boutique restaurant space available separately-contact agent

$299,000 Active

300 #1D Mason Ave condo Cape Charles, Virginia

1 Beds 1 Baths 655 SqFt

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