38 properties 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

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, golf cart parking and charging as well. New pictures coming soon

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

Motivated sellers! After purchasing a new home, these sellers are VERY motivated and ready to move forward on closing this deal! Come check out this condo for yourself, the water-view is worth the look, and BRING AN OFFER! Come enjoy breathtaking sunsets 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. Sellers are offering a custom six seater golf cart to buyer

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

TURN-KEY Luxury Condo in Bay Creek's Fairways-Fully Furnished with Proven Rental History! Experience effortless coastal living in this beautifully appointed second-floor condo located in the sought after Fairways at Bay Creek, overlooking the pristine golf course. One of the larger floor plans available, this spacious 1,890 square foot residence is tucked away in a quiet cul-de-sac and is one of the rare units offering elevator access, providing both convenience and accessibility. Offered fully furnished with premium furnishings, this exceptional property is truly move-in or rental ready and comes with years of established rental history, making it an outstanding investment opportunity or personal retreat. Inside, you'll find thoughtful upgrades throughout, including brand-new carpet, new smart appliances, smart home technology with a Ring security system, premium televisions, updated ceiling fans, and wired Ethernet for fast, reliable connectivity. Every detail has been designed for c

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

Rare opportunity to own in the historic Wilson Building! Enjoy maintenance free living in this 2 bedroom 2 bath condo in the heart of downtown Cape Charles. Remodeled keeping its historic charm with exposed brick walls, gorgeous hardwood floors, high ceilings and open floor plan w/spacious kitchen, kitchen bar, open concept dining & living area. Grab your golf cart & cruise around town or walk to restaurants, ice cream shops, bakery, fishing pier and much more! Head over to the historic Palace Theater and enjoy a show, or relax on your Juliet balcony overlooking the bustling town. Sandy beach is just a short stroll away! A few furnishings convey! Elevator access in lobby

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

Welcome to 162 Old Course Loop, a move-in-ready second-floor condo with a charming golf-inspired theme and plenty of space to enjoy coastal living. Offered fully furnished, this well-maintained 3-bedroom, 2-bath residence provides the perfect opportunity to settle in immediately while adding your own personal style over time. The spacious 1,550-square-foot floor plan features warm designer-inspired colors, creating a cozy and inviting atmosphere throughout. East-facing windows fill the home with beautiful morning sunshine, balancing the rich interior tones with abundant natural light. The comfortable living spaces offer a welcoming retreat after a day on the golf course, at the beach, or exploring the surrounding area. The primary suite features a recently remodeled walk-in shower, while two additional, generously sized bedrooms provide ample space for guests, family, or a home office. A stair chair lift offers added convenience and accessibility to the second-floor living space. The o

Warm and welcoming, and effortlessly coastal, this thoughtfully furnished condo at 306 Troon Court offers the perfect blend of comfort, convenience, and resort-style living in Bay Creek! With a relaxed beach-inspired vibe and move-in ready condition, this condo is ready for you to start enjoying right away furnishings and golf cart included! Designed with an open and airy floor plan, the condo features generously sized rooms, abundant natural light, and exceptional storage throughout, including spacious closets and an oversized two-car garage. The seamless flow between living, dining, and kitchen spaces creates an ideal setting for entertaining guests or simply enjoying laid-back coastal living. Fairways condo owners enjoy access to the community pool, in addition Sports Membership amenities offer an exceptional lifestyle experience including a state-of-the-art fitness center with classes, two-mile private beach, new pickleball courts, and a full calendar of year-round social activitie

Thoughtfully redesigned in 2026, every finish was selected to create a sophisticated yet relaxed coastal retreat that's equally suited for year-round living or weekend escapes. The stunning kitchen features brand-new custom cabinetry, designer tile backsplash, sleek quartz countertops, and updated fixtures that blend beauty with everyday functionality. Beautiful tile flooring flows throughout the home, complemented by stylish lighting, contemporary ceiling fans, and an open, inviting layout ideal for entertaining or simply unwinding after a day at the beach or golf course. The spacious primary suite offers a spa-like experience with a custom-tiled walk-in shower, a fog-free, illuminated mirror, and elegant finishes that blend comfort and luxury. A brand-new washer and dryer, custom laundry cabinetry, a reverse-osmosis water system, an ice maker, newer HVAC, and an 85-inch television add exceptional convenience and value. This condo is offered furnished! Located in Bay Creek's golf cart

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!