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

STATELY Circa 1920 HOME ON TREE LINED MONROE AVE IS STEPS FROM CAPE CHARLES CENTRAL PARK. Enjoy the best of SOUTHERN LIVING & gracious entertaining in this magnificently restored 2530 sq. ft. Foursquare w/ old fashioned front porch amidst mature landscaping. One of the most prominent homes in Cape Charles..she has elegant proportions, tall ceilings, grand foyer, wood floors, fire places, large cased openings, pocket doors, period moldings & handsome staircase. Gourmet kitchen has stainless steel appliances & quartz countertops. 1st floor Conservatory w/ floor to ceiling windows floods the home w/natural light. Primary ensuite has private balcony. Walk up attic (unfinished) would make a perfect bunk room. Plenty of off street parking in back. Fenced yard w/large shed to stow all your gear

$929,000 Pending

510 Monroe Ave 371 Cape Charles, Virginia

3 Beds 2 Baths 2,530 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

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.

$725,000 Active

219 Jefferson Ave 98 Cape Charles, Virginia

3 Beds 2 Baths 2,134 SqFt

2 BLOCKS TO THE BEACH on beautiful tree lined Monroe Ave. Stately Four Square Circa 1922 w/original architectural details has old fashioned front porch w/ Southern Exposure & has been lovingly cared for by same family over the past 40 plus years. Graciously sized rooms have an easy flow for large gatherings w/ family & friends. Handsome staircase & gorgeous wood floors throughout. Kitchen leads out to back deck Full sized lot w/ partially fenced backyard w/ huge concrete pad. Alley access makes it easy to create off street parking. Plenty of room for an ADU. Would be perfect vacation home w/ outstanding earning potential. Lots of room for boats, golf carts & all your gear. Summer concerts in Central Park are just a block away. Close to beach, restaurants, shops, galleries, & marinas.

$675,000 Active

205 Monroe Ave 317 Cape Charles, Virginia

4 Beds 1 Baths 1,873 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!

$655,000 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 Pending

300 Mason Ave 3H Cape Charles, Virginia

2 Beds 2 Baths 1,400 SqFt

Experience modern coastal living in this beautifully designed studio loft in the heart of Cape Charles. Enjoy stunning harbor & bay views from the private recessed balcony, perfect for relaxing & entertaining. This spacious studio apartment perfectly combines contemporary finishes with vintage charm, making it an ideal option for a weekend retreat or investment property. The open-concept layout features 9-foot ceilings, exposed brick walls, & wide-plank pine flooring. The luxurious bathroom includes a walk-in tiled shower & modern fixtures. Additional amenities are an in-unit washer& dryer, off-street parking. Shops, restaurants, galleries, & Art Deco theater are all at a stone throw away. The beach is 3 blocks away. The town's golf cart-friendly streets add to the charm of the town.

$279,000 Active

300 #1 D Mason Ave condo Cape Charles, Virginia

1 Beds 1 Baths 655 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

Exquisitely restored Victorian (2,415 sf) and 472-sf guest cottage. During the 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 (house and cottage). This stunning home features a backyard oasis, including a grand screen porch with brick fireplace, 12' plunge pool, guest cottage, 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. You can find photos and documentation of the restoration at www.eastofthesuncapecharles.com. This property generates significant short-term rental income: www.airbnb.com/h/eastofthesuncapecharles.

$1,200,000 Active

420 Randolph Ave 593 Cape Charles, Virginia

3 Beds 4 Baths 2,516 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

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

$850,000 Active

213 Monroe Ave Cape Charles, Virginia

4 Beds 2 Baths 2,238 SqFt

Discover 220 Monroe Ave, a classic brick bungalow in Cape Charles, VA. This three-level home harmonizes vintage charm with modern comfort, featuring original hardwood floors, high ceilings, and a cozy fireplace. The main level boasts a welcoming living room, formal dining room, well equipped kitchen and a convenient half bath. Upstairs, find two full baths and three serene bedrooms, while the lower level houses laundry facilities and a huge bonus rec. room. Enjoy outdoor living with a wraparound porch and two rear patios. Ideal as a primary residence, second home, or investment opportunity, this property is steps from the beach and town central park. Ample storage and parking in the large garage.

$849,900 Active

220 Monroe Ave 402 Cape Charles, Virginia

3 Beds 3 Baths 1,941 SqFt

Monroe Manor, beautifully restored and renovated 4 square. Lovely tiled baths with roomy walk-in showers and all new kitchen with island. Large windows allow lots of light to show off the original finished floors and woodwork . Pocket doors, freshly painted inside and out and 2 fireplaces with Victorian tiles in place. Generous deck in back and alley access for parking. This home takes you back to the family beach compounds of ole. Three floors of living space, 4 bedrooms and third floor suite. Room for everyone, adults and children to play. Walk to beach. shops, park and all the wonderful festivities in town. On demand Rinnai hot water. Heating and air 2 units each. Summer must, wrap around porch, perfect!!!! Memories are made here make them yours. Asking $845,000

$845,500 Active

525 Monroe Ave 267 Cape Charles, Virginia

4 Beds 2 Baths 2,890 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!

$795,000 Active

309 Harbor Ave 309BO Cape Charles, Virginia

4 Beds 4 Baths 2,484 SqFt

Embrace the coastal charm of 623 Randolph Avenue in Cape Charles, VA! This delightful beach cottage offers 1,588 square feet of inviting living space.The home's open-concept design highlights gorgeous pine floors and a kitchen with crisp white cabinets and stainless steel appliances, perfect for seaside culinary creations. Step outside to enjoy the expansive yard, designed for relaxation and fun, boasts a cozy patio and a fire pit for evening marshmallow roasting. With a strong rental history, this charming, fully furnished retreat offers both personal enjoyment and excellent investment potential. Experience Cape Charles living at its finest! OWNER IS LISTING AGENT.

$739,000 Active-Under Contract

623 Randolph Ave 438 Cape Charles, Virginia

3 Beds 3 Baths 1,588 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!

$379,000 Active

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

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