29 houses for sale in Cherrystone

Private dock with a 1,500 lb capacity boat lift on Plantation Creek â this single-level waterfront retreat sits on 1.03 acres in Arlington Plantation, minutes from historic Cape Charles and about 30 minutes to Virginia Beach. Wake up to life on the water. Tidal access suits skiffs and shallow-draft boats at any tide, with good depth for larger boats at high tide â plus excellent fishing and blue crabbing right off your dock, and easy access out to the Chesapeake Bay. Explore the marsh and creek by kayak, watch for osprey and herons from your own dock, or take a scenic run to the historic district to dock and walk into town for dinner. A community boat ramp on the creek offers even easier water access for larger boats or guests. Inside, an open floor plan with cathedral ceilings and abundant natural light leads to a waterfront sunroom off the primary suite â the perfect spot for morning coffee while you watch the tide roll in, or unwinding at the end of the day. Outdoor living is where

Don't miss this incredible opportunity to own a like-new home just outside the charming waterfront town of Cape Charles, Virginia. Currently undergoing a complete top-to-bottom renovation with an estimated completion date of September, this three-bedroom, two-bath residence is being transformed with quality craftsmanship, modern finishes, and thoughtful design. Once complete, it will offer the style, comfort, and peace of mind of a beautifully renovated home in one of Virginia's most desirable coastal areas. This is far more than a cosmetic update. The home is receiving an extensive renovation designed to provide years of low-maintenance living with modern finishes and updated features throughout. Planned improvements include a brand-new kitchen with new cabinetry, countertops, fixtures, and appliances, fully renovated bathrooms, new flooring, fresh paint, updated lighting, modern fixtures, and numerous additional upgrades that create a fresh, contemporary feel from room to room. The o

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Step back in time without sacrificing modern comfort in this stately circa 1874 farmhouse, set on 2.5 idyllic acres in the quiet, coastal town of Cheriton. From the moment you arrive, mature landscaping and undeniable curb appeal welcome you home; an impressive magnolia anchors the front yard, while a variety of flowering hydrangeas and productive fruit trees frame the property in seasonal color. Brand-new landscaping throughout adds the perfect finishing touch. Inside, this light-filled home is full of character, showcasing original architectural details and handsome wood floors throughout. The spacious, flexible floor plan offers four bedrooms, plus a versatile bonus room, giving you room to grow, host, or work from home. Move-in ready and freshly updated, the home also features brand-new carpet on the stairs and fresh paint. Original hardwood pine floors are in gorgeous condition. Outdoor living is just as inviting as indoor living here. Relax on the classic front porch overlooking

New custom home in the quaint historic town of easvtille. Just minutes to the beach front town of cape charles. The Bay Coast' offers over 1,690 square feet of thoughtfully designed living space with 3 bedrooms and 2 baths, combining today's most desirable finishes with an open, functional floor plan, 9-foot ceilings and abundant natural light create a bright, welcoming atmosphere throughout. The first-floor Owner's Suite provides convenient single-level living and features a spacious walk-in closet, dual vanities, and a beautifully tiled walk-in shower. The open great room flows seamlessly into the dining area and custom kitchen, large pantry making it the perfect space for entertaining family and friends. The kitchen is beautifully appointed with quartz countertops, custom backsplash, soft-close cabinetry, a large center island, and quality finishes that will delight any home chef. Located just a hop, skip, and a jump from the historic beachfront town of Cape Charles, you'll enjoy ea

Welcome to The Bahama, a Coastal West Indies-inspired home in the gated Kings Bay community at Bay Creek. Meticulously maintained and owner-occupied, this home offers views of both the Chesapeake Bay and Kings Creek. The open-concept floor plan maximizes natural light and scenery, positioning the main living area and open kitchen on the second floor. Oversized windows, sliding glass doors, and expansive decks seamlessly enhance the main living space for effortless indoor-outdoor entertaining. The Kitchen features a light-filled dining nook, ample custom cabinetry, granitic countertops with additional bar seating. Custom woodwork thought-out the living area with coffer ceiling, fireplace mantle and staircases. A flexible adjacent room can serve as an office, formal dining room, or extra bedroom. 1st Floor Primary & Guest Suites Includes a primary suite with a large custom bathroom, walk-in closet plus a guest bedroom and bath. Both bedrooms has direct access to a covered porch looking o

Experience the timeless elegance of this beautifully restored 18th-century home. An extraordinary opportunity to own one of Virginia's Eastern Shore's most significant waterfront estates. Encompassing 93.99 acres across 11 separate parcels, this legacy property offers a rare blend of luxury living, investment potential, and future development opportunities. At the heart of the estate sits a beautifully preserved circa-1780 residence positioned on nearly 14 acres with over 1,400 feet of private shoreline. Offering more than 3,600 square feet, the home features 4 bedrooms, 3.5 bathrooms, four fireplaces, a spacious waterside family room, and numerous modern upgrades including updated electrical, plumbing, and multi-zone HVAC systems. Complementing the main residence is a separate 2-acre pondfront parcel improved with a charming 1-bedroom, 1-bath guest cottage and farm building, creating the perfect setting for guests, caretakers, or additional rental income. The remaining parcels present

Experience the timeless elegance of this beautifully restored 18th Century Home. An extraordinary opportunity to own one of Virginia's Eastern Shore's most significant waterfront estates. Encompassing 93.99 acres across 11 separate parcels, this legacy property offers a rare blend of luxury living, investment potential, and future development opportunities. At the heart of the estate sits a beautifully preserved circa-1780 residence positioned on nearly 14 acres with over 1,400 feet of private shoreline. Offering more than 3,600 square feet, the home features 4 bedrooms, 3.5 bathrooms, four fireplaces, a spacious waterside family room, and numerous modern upgrades including updated electrical, plumbing, and multi-zone HVAC systems. Complementing the main residence is a separate 2-acre pondfront parcel improved with a charming 1-bedroom, 1-bath guest cottage and farm building, creating the perfect setting for guests, caretakers, or additional rental income. The remaining parcels present

The Maria Robbins Home, circa 1799, is a piece of the Eastern Shore's story in historic Eastville. Built in 1799 and documented in Whitelaw's history of Virginia's Eastern Shore, this home carries more than two centuries of character â and thanks to thoughtful modern updates, all the comfort you need to live and entertain beautifully today. Step inside and the craftsmanship speaks for itself: handsome heart pine floors, rich moldings, classic fireplaces, and a graceful staircase set the tone throughout. Generously sized rooms are filled with natural light, giving this true family home the kind of easy, welcoming flow you rarely find. Four bedrooms, three full baths, and two versatile bonus rooms leave room for everyone and every need â home offices, a nursery, a guest suite, a studio, or whatever life calls for. At the heart of the home, the kitchen blends warmth and function with handsome pine cabinetry, quartz countertops, a professional 6-burner dual-fuel KitchenAid range, stainless

Mimosa Farm represents a rare opportunity to acquire a meticulously restored and totally renovated historic estate. This 17.1-acre waterfront property, boasting over 1,500 feet of natural shoreline, seamlessly combines the charm of its 1850 heritage with the pinnacle of contemporary luxury and convenience. The estate features a grand main house, a versatile carriage house with a complete apartment, and an expansive restored barn with living quarters currently operating as a high-demand event venue, yet ripe for a multitude of bespoke uses. Key Features Include. 5 Bedrooms (3 in Main House, 1 in Carriage House and 1 in Barn/Event Venue). 5 Full Bathrooms (3 in Main House, 1 in Carriage House and 1 in Barn/Event Venue) and. 3 Half Baths (1 in Main House, 1 in Carriage House and in 1 Barn/Event Venue). New three-bay garage/carriage house with a second-floor living suite. Historic barn built circa 1863, now a five-star rated event venue ('Mimosa Barn'). 2,808 square feet of space with a ca

Welcome to this charming 3-bedroom, 1 bath home in the heart of Cheriton, conveniently located just 5 minutes from the historic town of Cape Charles and only 10 minutes from the Chesapeake Bay Bridge-Tunnel. Situated on a generous 0.58-acre lot, this property offers plenty of space both inside and out, making it an excellent opportunity for first-time homebuyers, investors seeking a long-term rental, or anyone looking for a place to make their own. The home features spacious bedrooms, a screened-in front porch perfect for relaxing evenings, and an enclosed back porch that provides additional versatile living space. A full-length attic offers abundant storage potential. Major updates include new windows installed throughout the home in 2021, while the roof is approximately 10 years old. Conveniently located near local shopping, dining, and the grocery store, this property combines small town charm with easy access to everyday amenities. Don't miss your chance to own an affordable home i

Majestically perched atop a high bluff on 2.31 acres at the head of Kings Creek sits the historic Tower Hill Mansion, a sophisticated three-story brick Georgian waterfront estate built circa 1746 by Peter Bowdoin. This property offers a combination of architectural heritage, privacy, and refined waterfront living. With its substantial 2-foot Flemish bond brick walls, the home continues to reflect the enduring craftsmanship of the colonial era, but with modern amenities added in an initial 2001 total renovation by the previous owner, and 2021-2026 additional improvements made by the current owner to elevate its sophistication to its highest levels. The estate enjoys almost 500 feet of saltwater shoreline and sweeping water views with a private six-slip marina pier. The residence includes approx. 5,360 square feet of elegant living space with 4 or 5 bedrooms and 6 1/2 baths, featuring timeless details including six original fireplaces, 10'-12' ceilings throughout, multi-piece cornice det

Welcome to this charming Cheriton home ideally located just minutes from the new Rails-to-Trails walking and biking path, offering easy access into the historic town of Cape Charles. Conveniently situated near local shopping, restaurants, and the main highway, this property is approximately 10 minutes from the Chesapeake Bay Bridge-Tunnel and just a short drive to Oyster and the area's beautiful waterfront attractions. This well maintained home features granite countertops, two full bathrooms, a spacious utility room, and an oversized attic providing abundant storage space. Originally designed as a three-bedroom home, the layout was modified to create an oversized primary bedroom but can easily be converted back to a three-bedroom floor plan while still maintaining generously sized bedrooms. Situated on a large lot with mature trees and beautiful landscaping, the property offers plenty of shade and outdoor enjoyment. Relax on the front deck or entertain guests on the back deck while en

Welcome to The Vita A Terra âThe Shore Life Starts Here. Â This new 3 bedroom, 3 bath custom-built home offers 1,901 sq. Ft. of stylish coastal living in Tower Hill Estates, just outside Cape Charles. Designed with comfort and charm, it features a rare pull-through boat garage plus covered front and back porches perfect for enjoying the salty breeze. Minutes from the sandy beaches, shops, dining, and harbor of Cape Charles, this home puts the best of the Shore at your doorstep. The Chesapeake Bay Bridge Tunnel is nearby for quick travel, while the peaceful setting offers small-town charm and relaxation

New custom home just minutes from historic cape charles! *. The Bay Coast' offers over. *1,690 square feet*. Of thoughtfully designed living space with. *3 bedrooms and 2 baths*, combining today's most desirable finishes with an open, functional floor plan. Soaring. *9-foot ceilings*. And abundant natural light create a bright, welcoming atmosphere throughout. The first-floor Owner's Suite provides convenient single-level living and features a spacious walk-in closet, dual vanities, and a beautifully tiled walk-in shower. The open great room flows seamlessly into the dining area and custom kitchen, making it the perfect space for entertaining family and friends. The kitchen is beautifully appointed with quartz countertops, soft-close cabinetry, a large center island, and quality finishes that will delight any home chef. A finished bonus room over the garage offers exceptional flexibility and can be used as a media room, home office, playroom, or additional guest space. Located just a h

No need to wait to build â this beautifully completed home in sought-after Tower Hill is move-in ready! Situated on a desirable pond-front corner lot, this charming coastal cottage offers the perfect blend of modern finishes and comfortable one-level living. The thoughtfully designed Lamanna floor plan features 3 bedrooms, 2 bathrooms, and approximately 1,911 sq. Ft. with vaulted ceilings and an open-concept layout that feels bright and inviting. The kitchen is a true centerpiece featuring Chesapeake Pearl cabinetry with black hardware, White Valley quartz countertops, a white farmhouse sink, subway tile backsplash, stainless appliances including a Frigidaire gas range, built-in microwave, dishwasher, and a sleek chimney hood. A walk-in pantry and dedicated laundry room add everyday convenience. Warm and stylish details can be found throughout the home including Metro Reflect Whispering Hazel Oak flooring, sliding barn doors separating the living and dining areas, shiplap fireplace sur

Experience coastal living at its finest in this 2900 sq ft. Stunning four-bedroom, three bathroom townhome in the New Quarter neighborhood of Bay Creek in Cape Charles. Offered fully furnished, ready to move in and enjoy a home that has been totally remodeled and redesigned with an airy, open floor plan. The spacious living and dining areas flow into a bright contemporary kitchen featuring a ten foot island, perfect for entertaining. Granite Countertops and island, new gas range (2025), lots of cabinets and new dishwasher (2026). Retreat to a private first floor primary suite, while three additional bedrooms and two additional baths offer space for family and guests. Enjoy views of the pond from a gorgeous sun room or covered patio. Fireplace box and fan replaced in 2018. HVAC and hot water heater replaced in 2020. Enjoy life near the Chesapeake Bay with access to Bay Creek resort-style amenities, scenic trails and the vibrant heart of Cape Charles just moments away

Decorated Model Home Now for Sale! The Silverleaf Model by is available at a discounted price on a private 1-acre homesite. Features include a first-floor owner's suite, luxury vinyl plank flooring throughout, a spacious kitchen with center island seating, upgraded backsplash, stainless steel appliances, and a walk-in pantry. Upstairs offers a versatile loft area. Enjoy the rear covered porch, huge driveway, and plenty of space for entertaining. Additional incentives may apply!

Welcome to this 2,035 sq ft seaside retreat! Discover the perfect blend of rugged charm and coastal beauty with this stunning seaside lodge. Nestled along the shoreline of Mockhorn Bay, this property offers breathtaking barrier island views and beautiful sunrises right from your doorstep. The lodge features a rustic interior with solid construction, spacious living areas, and expansive windows that frame the natural beauty outside. Enjoy the warmth of beautifully crafted fireplaces with a grand fireplace in the Family Room. This 5-acre retreat with a boathouse is perfect for outdoor activities and wildlife observation. Whether you're seeking a private retreat or an adventurer's paradise, this property delivers an unmatched connection to nature with the soothing backdrop of the sea

New constrution in historic eastville just minutes to the beachfront town of cape charles. On over an acre with mature trees, this new spacious 4BR, 3 full BA, 2 car garage home has 2,448 +/. Sq ft of living space. All the'bells & whistles'-granite countertops, soft closed cabinets, undermount sink & stainless steel appliances. 1st floor BR w/ bath and vanity. 2nd floor primary bedroom with private bath duals sinks large walk in closet & shower. Everyone will love the huge room over the garage, perfect game/TV room, office or an additional bedroom. Conveniently located on the Shore close to the historic beachfront town of Cape Charles as well as dining & shopping. Completion mid February. The model pics show a 1 car garage, this home will have a 2 car garage. New construction is underway. (All photos are from a model home elsewhere)

Discover the potential of this charming Eastern Shore property located just minutes from the best of Cape Charles! Situated on one-half acre, this two-bedroom, one-bath home offers approximately 800 square feet of living space and is ready for your vision. Whether you're searching for a weekend getaway, investment opportunity, or renovation project, this property provides an excellent foundation in a desirable location. Enjoy easy access to both the Chesapeake Bay and Atlantic seaside with nearby public boat ramps, making fishing, boating, kayaking, and waterfront adventures part of your everyday lifestyle. You'll also love being just a short drive from the vibrant beach town of Cape Charles, where you'll find sandy beaches, boutique shopping, local restaurants, a marina, golf, and year-round community events. Sold strictly AS IS, this property presents a fantastic opportunity for buyers looking to restore, renovate, or invest in Virginia's beautiful Eastern Shore. Bring your imaginati

ÂKendall Grove Pointâ, just north of Historic town of Eastville on Virginia's Eastern Shore, marries the natural beauty of an exclusive waterfront estate with a colonial-style residence that epitomizes Eastern Shore elegance of a bygone era. Timeless, yet unpretentious. Genteel yet inviting. Refined, yet gracious. Featured twice in The Garden Club of Virginia's annual Eastern Shore tour and included in a book of Eastern Shore architecture, this property is a landmark. Thoughtfully conceived and meticulously designed, the 4,800 sq. Ft. house is set within mature gardens on high banks, offering nearly 360 views with water visible from every window. Originally built in 1957 and enlarged through 2007, each addition captures unspoiled vistas of Mattawoman Creek and its abundant wildlife (ducks, geese, blue crabs, striped bass, and an occasional blue heron gliding across the water). Oak floors, chair rails, crown molding, and Chinese Chippendale elements in the railings and under exterior wi

Welcome to Tower Hill Estates, a waterfront community located just off the road into Cape Charles. You are a mere five minutes from the public beach on the Chesapeake Bay, several marinas, Historic Downtown Cape Charles, shopping and dining. This great property has spacious rooms, three bedrooms (two are on the first floor) and three full baths (one with a jetted garden tub), open-concept living and a well-equipped kitchen with granite countertops, a large island with bar seating, and stainless steel appliances (including a new refrigerator). It even comes furnished with all but a few personal items! The living area has vaulted ceilings, a wonderful fireplace and the grand windows and transoms enhance the space with light and architectural charm. New bamboo floors with a large, inlaid mosaic compass rose and built-in bookcases flank the main entry hall and welcome you home in style. A new sunroom overlooks its large private backyard with established landscaping and wrought iron fence e

Welcome to this beautiful home in Tower Hill Estates offering 2,342 square feet with 4 bedrooms and 3 full baths. This two story home features an open concept layout filled with natural light from abundant windows throughout. The main level includes a primary suite with direct access to the covered back porch, creating a private retreat with peaceful pond views. The living room features sliding glass doors that lead to the covered back porch, perfect for relaxing or entertaining. Enjoy both covered front and back porches for added outdoor living. With additional bedrooms and space upstairs, this home offers flexibility for a variety of needs. Located just outside Cape Charles, enjoy easy access to this sought after beach town known for its charm, dining, and coastal lifestyle

Welcome to the Lily Model by Virginia Builders in charming Cape Charles. This thoughtfully designed home features an open-concept layout filled with natural light, a stylish kitchen, and comfortable living spaces perfect for everyday living or entertaining. The first floor primary suite offers a private retreat, with additional bedrooms providing flexibility for guests or a home office. Located just minutes from downtown Cape Charles's beaches, marina, dining, and shopping, this home offers modern comfort with coastal charmâideal as a primary residence, second home, or investment opportunity. Construction is complete!