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Eastern Shore of Virginia Real Estate – Chesapeake Properties Listings

Following is a list of the real estate listings being offered by Chesapeake Properties real estate agents. You may also find the following pages helpful:

If you have questions about Eastern Shore real estate, please do not hesitate to reach out to one of our Chesapeake Properties team members and we would be happy to help you!

NEW 4 BEDROOM 4.5 BATH BEACHFRONT HOME!!! Conveniently located in Cape Charles just a short walk or golf cart ride from everything. This is a fantastic opportunity to own a newly built beachfront home. It is currently being built. Open floorpan with hard pine, full dimension wood floors, ceramic & porcelain tile floors in the bathrooms, natural stone countertops. Metal roof, hardy blank siding, oversized sliding glass doors. Choose your balcony with sunrise or sunset views. This home is located in Bay Creek a golf course resort community. Enjoy our famous sunsets from the comfort of your home. Downtown Cape Charles is within walking distance with its unique shops, restaurants, beach, marina walking trails and much more.

$1,540,000 Active

165 Sunset Blvd 84 Cape Charles, Virginia

4 Beds 5 Baths 3,270 SqFt

MT. PLEASANT CIRCA 1759 a 175 +/- ACRE LEGACY WATERFRONT ESTATE ON VA'S EASTERN SHORE. THIS PRIVATE SEASIDE PROPERTY WITH APROX. 1342 FT OF SHORELINE ON THE PRISTINE WATERS OF HOLT CREEK HAS A TNC CONSERVATION EASEMENT FOR SECLUSION AMIDST FIELD, FORREST, TIDAL MARSH, WETLANDS AND WILDLIFE. PREMIERE SETTING FOR SPORTSMAN LOOKING FOR OUTSTANDING HUNTING, HORSE FARM, VINEYARD & OR OYSTER FARM(AQUACULTURE). HOLT CREEK LEADS TO THE ATLANTIC OCEAN AND THE BARRIER ISLANDS. THE PROPERTY HAS A 2800 X 60 FEET GRASS AIRSTRIP WITH AIRCRAFT HANGER GARAGE. UNIQUE OPPORTUNITY TO RESORE ONE OF THE LAST EASTERN SHORE HISTORIC ESTATES. TRULY A SPLENDOR OF A BYGONE ERA. LOCATED ONLY 15 MINUTES FROM CAPE CHARLES AND 1 HOUR FROM NORFOLK INTERNATIONAL AIRPORT.

$1,500,000 Active

14121 Seaside Rd 38 Machipongo, Virginia

Coastal Craftsman on double lot on corner of tree lined Tazewell and Harbor Ave on first block to the beach. Mature Landscaping surrounds this architecturally intact home. Gourmet kitchen has plenty of natural light and leads out into light filled breakfast room. Handsome wood burning fireplace and original built ins make quite a statement in the living room. Massive wrap around porch with deep overhangs provides plenty of room to entertain family and friends. Custom bathroom with New Ravena tile retains old world charm. Enjoy Cape Charles sunsets from the porch! This is one of the most coveted homes in town. Walk to beach, shops, and restaurants.

$925,000 Active-Under Contract

10 Tazewell Ave 2&3 Cape Charles, Virginia

3 Beds 2 Baths 1,688 SqFt

"WAVE ON WAVE" COASTAL CONTEMPORARY HOME IN BAY CREEK- GRAND BAHAMA model Marina Village East w/ beach & pool access. Fully furnished w/ a decorator's touch this popular vacation rental w/over 3500 Sq. Ft. has open concept living. Each Bedroom has its own en-suite bath. Huge gathering space upstairs central to each bedroom. Spacious family room w/ fireplace wraps into kitchen & dining area. Large kitchen, 2 large granite islands, wine coolers, mood lighting throughout. Wonderful space for entertaining family & friends. Dual upper & lower decks on front and back, plus screened eating porch. Split garages offer plenty of space for car, golf cart, beach gear & game room. In Historic Cape Charles, take golf cart to beaches, shops, restaurants, marinas & golf. Floor plan under doc tab.

$859,000 Active

19 Charlestown Drive 97 Cape Charles, Virginia

4 Beds 6 Baths 3,800 SqFt

Coastal American Four-Square w/ wrap around porch is 2 Blocks to the beach on tree lined Tazewell Ave. Impeccably restored using historic tax credits this light filled home w/Southern Exposure has architectural elements in tact. Gleaming wood floors & handsome staircase welcome you into this delightful home w/ expansive views of backyard w/ mature landscaping and picket fence. Massive glass doors lead onto back deck. Primary bedroom w/ ensuite has ample closet space. Additional bedrooms share bath upstairs. There is a full bath downstairs off of the family room which could easily be converted to extra bedroom space. Shed in backyard can easily stow all your gear..bikes, golf cart & boat. Alley access in back provides plenty of off street parking. Easy walk to shops, restaurants and beach.

$795,000 Pending

207 Tazewell Ave 417 Cape Charles, Virginia

3 Beds 3 Baths 1,774 SqFt

CAPE CHARLES COASTAL BEACH COTTAGE (c1910) w/keen eye for design has been gutted & completely renovated from head to toe! Open concept living w/lots of light. Gourmet kitchen has large center island w/ quartz countertops, stainless-steel appliances & stylish coffee bar w/ wine fridge. Beautifully refinished pine floors throughout including handsome pine staircase. Den/downstairs bedroom has en suite. Upstairs Primary suite has walk in closet & lovely tiled bath. Inviting front porch w/ swing is perfect for visiting with neighbors. Spacious yard is large enough to accommodate a garage & accessory living unit overhead. Private driveway w/shells extends thru to rear alley. The perfect summer home designed for year round livingClose to beach, shops, central park & restaurants. Golf Cart Life!

$792,000 Pending

504 Jefferson Ave 165 Cape Charles, Virginia

4 Beds 3 Baths 1,700 SqFt

Charming Victorian Cottage on tree lined Tazewell Ave has been gutted and completely renovated. Spacious light filled rooms have architectural details and pine floors in tact. Handsome staircase highlights original stain glass windows as you go upstairs. Large kitchen with breakfast nook has plenty of cherry cabinetry and huge island with pot rack over head. Kitchen leads out onto spacious back porch perfect for al fresco dining...just steps away is a large outbuilding with concrete floor..perfect for additional living space, party room/game room or workshop. Primary bedroom with vaulted ceiling has ensuite with soaking tub and shower. New roof within past few years, replacement windows, updated kitchen and baths make this home in turn key condition. Plenty of room for your golf cart!

$729,000 Active

612 Tazewell Ave 445 Cape Charles, Virginia

3 Beds 3 Baths 2,008 SqFt

2 BLOCKS TO THE BEACH ! Charming Dutch Colonial Circa 1931 w/original architectural details is quite a bit larger than it appears. Graciously sized rooms have an easy flow for large gatherings w/ family & friends. Handsome staircase & gorgeous wood floors throughout. Old fashioned built-ins in kitchen has cozy den leading out to back deck and screened porch. 1st floor could easily be used as a bedroom w/ easy access to a full bath. 3rd floor bunk room is perfect for kids & overflow guests! Full sized lot w/ fenced backyard & large outbuilding. Alley access makes it easy to create off street parking. Ready to set up as a vacation home w/ outstanding earning potential. Plenty of space for boats, golf carts & all your gear. Close to beach, restaurants, shops, galleries, & marinas.

$675,000 Pending

212 Madison Ave 310 Cape Charles, Virginia

4 Beds 4 Baths 2,234 SqFt

Cape Charles circa1930 Four Square in historic district. This spacious 4 bedroom home has handsome pine floors, original moldings & stately double staircase. Southern style front porch overlooks Marina Village ponds. Lovely views of Chesapeake Bay & stunning sunsets are viewable from front porch & upstairs bedroom! This beautifully appointed 4 bedroom home is currently a lucrative vacation rental. New roof & HVAC in 2021. Located on full size lot w/ plenty of mature plantings.The extra wide sidewalks on Washington Ave feature old fashioned street lights & are perfect for strolling..just a short walk or bike ride to the beach. Cape Charles is a golf cart friendly town,shopping, restaurants, galleries, beach, marinas, and central park w/Saturday night summer concerts & playground close by.

$675,000 Active

618 Washington Ave 17 Cape Charles, Virginia

4 Beds 2 Baths 1,472 SqFt

WHITE SANDY BEACH access w/ attractive custom built brick home in a private wooded setting just a short walk to deeded private beach access! This 4,000 square foot colonial style home offers 4 bedrooms, 4.5 baths w/ a bonus studio apartment above the 2 car garage. Located in the Bay Ridge Community, amenities include community pool, tennis court and 30 acre freshwater lake access on Lake Allure. Inside, the first level flows nicely w/ the office/den, large family room, eat in kitchen, living/dining room combination w/ fireplace. 3 season room overlooks the brick paved patio & outdoor grill area. All 4 bedrooms & 2 full baths are on the second level. The main bedroom is very spacious w/ en-suite bath & walk in closet. 2 car garage has tile floor currently set up as a game room.

$645,000 Active

2086 Bay Dune Chase 10B Cape Charles, Virginia

4 Beds 5 Baths 3,996 SqFt

WATERVIEW CONDO IN HISTORIC CAPE CHARLES! Sold Fully Furnished! This two story 4 bedroom 3 bath condo has two balconies, one with direct water views of Crystal lake and the Chesapeake Bay. Newly painted walls & newly refinished hard wood floors through out. Granite counter tops and new stainless steel appliances. Lots of natural light, immaculate condition, very spacious with lots of closets and storage. Great low maintain vacation home. Vacation rentals are not allowed. Walking distance to beach, downtown and marina.

$560,000 Active

526B Washington Ave 29H Cape Charles, Virginia

4 Beds 3 Baths 1,780 SqFt

Stately historic home Circa 1874 sits amidst idyllic setting on 2.5 acres in quiet town of Cheriton. Light filled family home has lovely architectural details and handsome wood floors. Home is in move in condition. Mature landscaping gives this home beautiful curb appeal. A variety of hydrangeas surround the home as do fruit trees and an impressive magnolia in the front yard. Spacious floor plan with lots of options for additional bedrooms. Front porch overlooks deep yard full of stately trees. Back porch is enclosed and enters out onto brick patio. Outbuilding is perfect for storage and workshop. Just minutes to Oyster boat ramp on the seaside. 5 minutes to town of Cape Charles with sandy beach ,restaurants, shops and marinas!

$409,000 Active

21097 Bayside Rd 37 Cheriton, Virginia

3 Beds 2 Baths 2,000 SqFt

CHARMING FULLY FURNISHED BEACHFRONT COTTAGE OVERLOOKING THE CHESAPEAKE BAY! THIS IS A RARE OPPORTUNITY TO OWN A HOME WITH STUNNING PANORAMIC VIEWS & DIRECT ACCESS TO THE BEACH. A PRISTINE SAND BAR AWAITS! THE BACK DECK & OUTDOOR SHOWER OVERLOOK THE CHESAPEAKE BAY. THIS 2 BDR COTTAGE INCLUDES AN ENCLOSED PORCH FOR EXTRA SLEEPING. IT COMES COMPLETELY FURNISHED, JUST WALK IN AND START YOUR VACATION! INCLUDES FULLY OUTFITTED KITCHEN, LINENS, TV, WEBBER GRILL & SHED. THIS TURN KEY ALSO INCLUDES A LARGE INFLATABLE BOAT W TROLLING MOTOR & 2 KAYAKS TO TAKE YOU OUT TO THE SAND BAR. THE SUNSETS ARE SPECACULAR! HOME IS ON A LAND LEASE!

$349,000 Active

15638 Smith Beach Rd 15638 Eastville, Virginia

2 Beds 1 Baths 1,021 SqFt

Water Front homesite in The Colony in Bay Creek! Enjoy white sandy beaches just a short walk from your home. Water views of the Chesapeake Bay with majestic sunsets over sparkling waters. Eastern views and frontage on Crystal Lake . This homesite has the best of both worlds! Short golf cart ride to Cape Charles Historic district with restaurants, shops, galleries, and Palace Theater. King Creek Marina, C Pier and Oyster Farm restaurant are just a short walk away. Bay Creek is a gated community. Enjoy amenities; pool, tennis/pickleball and miles of white sandy beaches. Memberships are available for Bay Creek Golf or Sports packages for state of the art fitness center and miles of Preserve walking trails. Seller to provide "HOA APPROVED PLANS" for classic coastal dream home.

$219,000 Active

116 Sunset Blvd 39 Cape Charles, Virginia

0.240 Acres

In the Signature Village of Bay Creek, a remarkable home site ready for your building plans. This large lot offers magnificent views of the 14 hole of Arnold Palmer golf course, probably one of the best! Bay Creek has many amenities including a pristine 2 mile sandy beach along the shores of the Chesapeake Bay, swimming pool and tennis and the option to join the golf or sports membership for an additional fee. A short golf cart ride away from historic Cape Charles which has become a vacation destination for many. The town offers several shops, restaurants, art galleries and theatre, not to mention the town beach, scenic fishing pier and boat ramp for the boat enthusiast. Norfolk/Virginia Beach is only 45 minutes away including the Norfolk International Airport.

$150,000 Active

Lot 15 Arnie's Loop 15 Cape Charles, Virginia

0.358 Acres

Gorgeous white sandy beach! Beach access corner lot ( .65 acre) amidst sand dunes is in a wooded natural setting just a short walk to white sandy beach on the Chesapeake Bay. This Bay Dunes Chase homesite has superior elevation and is a short walk to community pool and tennis. !.5 miles of beach to stroll on your daily walk. Access to 30 acre freshwater lake with small dock is just down the street. This property offers great potential for income production through vacation rental of a beach home built on the site. The community walkway to the beach is only 1000 feet to an elevated wooden walkway over the sand dunes to the beach. Enjoy beach combing, swimming and sunsets over the bay. 10 minutes to Historic beach town of Cape Charles with restaurants, shopping, marinas, and galleries,

$150,000 Pending

00 Bay Dune Chase 10A Cape Charles, Virginia

0.650 Acres

604 Fig Street in the heart of Historic Cape Charles This is a rare homesite that has you both in the town of Cape Charles as well as access to all Bay Creek amenities. Situated between 2 newly built custom homes this parcel is ready to build on. Bay Creek is a gated community offering white sandy beaches, swimming pools and miles of walking trails in Nature Preserve amidst tidal ponds, Chesapeake Bay, fields and forrest. Short golf course ride to 2 marinas, boat ramp, restaurants, shops, galleries and central park with Saturday night concerts!

$139,000 Active-Under Contract

604 Fig St 141 Cape Charles, Virginia

0.290 Acres

Remarkable home site ready for your plans overlooking the Nicklaus golf course. The Hollies at Bay Creek is located in the gated community that offers many beautiful amenities including private sandy beach, swimming pool, tennis and attractive landscaped park surrounding the different communities. There is the option to join the golf or sports membership subject to additional joining fees and eligibility fees. The town of Cape Charles has become a choice vacation destination in recent years and new businesses have opened up all over attracting visitors and new comers from different parts of the country and world. The charm of small town living merged with the conveniences of the modern world.

$125,000 Active

Blue Heaven Rd 60 Cape Charles, Virginia

0.150 Acres

Waterfront lot in upscale waterfront community located on quiet cul-de-sac. 20 foot elevation, not in flood zone. Over 200 feet of quiet waterfront with lots of waterfowl. Lot has been approved for 50' foot setback(but should be verified). Easily accessible community deep water boat ramp and picnic area. Bring your Whaler, Skiff, or fishing kayak and enjoy terrific striper fishing on Hungars Creek and outstanding flounder fishing on Virginia's Barrier Islands. Wide streets for biking and walking. Several local wineries near by to enjoy.

Lot 17 Wilsonia Shores Dr 17 Machipongo, Virginia

0.860 Acres

Great building lot located in Kings Creek Landing about 1.5 miles from historic Cape Charles. King's Creek Landing is a boating community with over 90 boat slips a community pool, tennis and walking trails. This lot comes with its own boat slip. No clearing needed, ready to build. Nice elevation.

Lot 68 Yarmouth Dr 68 Cape Charles, Virginia

0.250 Acres

High elevated home site in very desirable waterfront subdivision of Butlers Bluff. This community is established with year round residents and very conveniently located close to the Chesapeake Bay Bridge. The community is located next to the Kiptopeke state-park which offers beautiful beaches and nature trails. Bike trail near by, only 10 minute drive to the historic town of Cape Charles.

$69,000 Pending

Butler's Bluff Dr 43 Cape Charles, Virginia

1 Acres

Home site in the Hollies with views of golf course. Bay Creek is a very desirable gated golf community located in the quaint historic town of Cape Charles. The community offers an extensive stretch of private beach, swimming pool and tennis courts, walking trails and the option to join the sports or golf membership with state of the art gym and 27 holes of private bay front golf course. The downtown is just a short golf cart ride away.

American Ct 14 Cape Charles, Virginia

0.220 Acres

3.5 wooded acres close to Route 13, 2 parcels with frontage on Trehernville Dr and Mark Lane. There is an old shed on front corner of the property. There are two parcels that convey with this sale and there are no deed restrictions

Treherneville Dr E &F Birdsnest, Virginia

3.500 Acres

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