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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!

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

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.

$750,000 Active

618 Washington Ave 17 Cape Charles, Virginia

4 Beds 2 Baths 1,472 SqFt

Cape Charles beach house w/ double porches has Southern Exposure. Circa 1925 this charming cottage has original pine floors and architectural moldings in tact. Vaulted ceiling in kitchen adds a bit of drama ..kitchen leads out to large screened party room in the back. This is the perfect place to enjoy evenings after the beach or boating w/ family and friends. 2 spacious bedrooms upstairs along w/an old fashioned trunk room ideal for an extra bed or future bath. Plenty of room in the attic for future renovation. Alley access in back is ideal for off street parking and extra space for an accessory dwelling unit. Living is easy near the beach...golf carts and bicycles welcome! Close to beach, shops, restaurants, Distillery, central park concerts, piclkleball and children's playground.

$549,000 Active

533 Madison Ave G Cape Charles, Virginia

2 Beds 2 Baths 1,360 SqFt

This lovely one story brick home sits in the peaceful development of Vaucluse Shores at the end of a quiet street on a waterfront point. The house has been well taken care of and it has 3 bedroom & 2.5 bath. The house has water views from almost every room located on Church Creek which is a large wide deep water creek. The interior has a great layout with the kitchen in the middle. This is a rare opportunity to own a fantastic 1.18 +/- acre waterfront property with over 350 feet of shore line on deep water and a private boat dock. Vaucluse Shores is a lively community with a community pool, boat ramp & community park/beach. This home is perfect for your vacation or retirement home. It is a boating community.

$479,000 Active

12141 Blue Teal Ln 174 Machipongo, Virginia

3 Beds 3 Baths 1,722 SqFt

Fantastic opportunity to own this 3 bedroom/2bath condo just steps from the community pool. This condo comes with many extras!!! Fully furnished including TV's, stereo, grill, artwork, linens, bedding & much more. GOLF CART INCLUDED WITH MANY EXTRAS!!! Open floor plan living with a balcony. Granite countertops & oak cabinets in the kitchen. Spacious 2 car garage currently set up for entertaining. Bay Creek is a master planned, gated community situated on Virginia's Eastern Shore. Amenities include: 2 signature golf courses, private beaches, pools/tennis courts and restaurant. Walking/biking paths throughout community and pool is within steps of condo. Historic Cape Charles and nearby Kings Creek Marina. Golf Cart friendly community! 40 Minutes from the Norfolk International airport.

$425,000 Active

721 Prestwick Turn 721BO Cape Charles, Virginia

3 Beds 2 Baths 1,538 SqFt

Cape Charles luxury condo w/ designer touch, has open concept living. Condo is in a 4 unit building which was completely rehabbed in 2021. Professionally decorated & completely furnished this home is already used as a vacation rental. This condo has reclaimed wood floors, clean lines & plenty of light. Kitchen has quartz countertops, attractive tile backsplash w/ shaker cabinets & stainless steel appliances. This 2 bedroom, 2 bath unit has an expansive living area & a bonus study/office. Common area includes large storage closet for Amazon deliveries, bike & beach gear storage, outdoor enclosed shower, private patio, 2 parking spaces & a charging area for golf cart. Cape Shore Condos is a 4 unit association. Vacation Rentals are permitted! Close to beach, shopping, restaurants and marina.

$420,000 Active

730 D Randolph Ave Cape Charles, Virginia

2 Beds 2 Baths 1,184 SqFt

BEAUTIFUL SECOND FLOOR MODEL CONDO. PERFECT SETUP FOR RENTAL PROPERTY. LUXURY LIVING ALL ON ONE FLOOR. PRIVATE AND SPACIOUS AT THE SAME TIME. FEATURES 1538 SQ FT. OF LIVING SPACE WITH 3 BEDROOMS AND 2 FULL BATHROOMS. CLOSE TO FAIRWAYS POOL. BAY CREEK IS A MASTER PLANNED, GATED COMMUNITY SITUATED ON VIRGINIA'S EASTERN SHORE. BAY CREEK OFFERS GOLF, 2 MILES OF PRIVATE BEACH,TENNIS COURTS,COMMUNITY POOL. GOLF CART FRIENDLY! SHORT RIDE TO HISTORIC CAPE CHARLES AND NEARBY KINGS CREEK MARINA. GOLF CART FRIENDLY! BEACH CLUB SPORTS MEMBERSHIP INCLUDED!!! MANDATORY MEMBERSHIP ATTACHED TO DEED. 10K INITIATION FEE PAID AND SELLER WILL CREDIT THE ADDITIONAL 10K ACTIVATION FEE AT CLOSING.

$389,000 Active

704 Prestwick Turn 704BO Cape Charles, Virginia

3 Beds 2 Baths 1,538 SqFt

3 bedroom 2 story home located in the town of Eastville. This home has been renovated, including the roof, kitchen, flooring, and water heater. Located only. 10 minutes from Cape Charles. Great starter home. or rental income property.

$119,950 Active

6103 James St 6 Eastville, Virginia

3 Beds 1 Baths 1,248 SqFt

This exquisite waterfront farm has been preserved and is the definition of Tranquility. The farm boasts approximately 2500 feet of water frontage on Craddock Creek with 54.61 acres of land. 48 acres are tillable with Bojack soil currently used for farming and brings in $4900 per year. A new 1300 feet long drive was just added. If you have been looking for the perfect place for your family retreat or home, a recreational property for horses then this is it! This is a once in a lifetime opportunity to own your piece of heaven on earth! Enjoy complete privacy, beautiful views and abundant wildlife. Great kayaking & boating right in your backyard! This is a once in a lifetime opportunity to own your piece of heaven on earth! Located about 1.15 hour from Norfolk international airport.

$799,000 Active

Scarboroughs Neck Rd 57 Belle Haven, Virginia

54.610 Acres

BEST VIEW IN CAPE CHARLES!! Waterview building site with colorful sunset views & Views of Kings Creek Marina in Bay Creek's Marina Village East. Great investment opportunity.. there is no time frame requirement to build but if you are interested in building, please contact listing agent for information on Builder's Guild and Architectural Guidelines. Community amenities include 1 Signature Golf Course-27 holes. Pro Shop, Restaurant, 2 mile Private Beach and Community Pool/Tennis Courts. Bay Creek also offers a members only, Beach Club and Fitness Center. Historic Cape Charles and Kings Creek Marina are within walking distance of this homesite. Golf cart friendly community!

$299,000 Active

LOT 9 Waters Edge Drive 9 Cape Charles, Virginia

1 Acres

This is a rare opportunity to own a full size building lot in Cape Charles that includes a garage. 2nd block from the beach 40 x 140 feet lot overlooking the marina lake and just steps from the beach. The garage is 20 foot wide and 18 feet long. It was built in 2018.

$239,000 Active

Lot 89 Washington Ave 89 Cape Charles, Virginia

0.130 Acres

30.64 acre hamlet with 0.5 acre zoning. Currently divided into 13 lots but could be divided further. This property has road frontage on Sylvan Scene road on Seaside Road and an access road to the back of the property. Great opportunity to develop. 11 lots are divided between 1.01 and .35 acres. Two of the larger parcels can be further divided. One of the larger lots is 11.49 acres and the other is 8.43 acres. Both could be divide in to 0.5 acre lots. This is a rare opportunity to own a development that is approved as a residential hamlet. All 13 lots have perk test certification letters. Located 15 minutes from Cape Charles.

$180,000 Active

Sylvan Scene Dr Machipongo, Virginia

30.640 Acres

Panoramic views from this gorgeous lake front lot in Marina Village East. Perfect spot to build your Coastal home.. great investment opportunity.. Community amenities include a 27 hole Signature PGA Golf Course, Pro Shop, Preserve Trails, Coach House Restaurant, 2 mile Private Beach and Community Pool/Tennis & Pickle Ball Courts. Bay Creek also offers members only, Beach Club and Fitness Center. Historic Cape Charles with town beach, harbor, boat ramps, shopping, restaurants, galleries, & concerts in the park thru out the summer are just a golf cart ride away. Kings Creek Marina is conveniently located next to this community.

$135,000 Active

38 Bridgeton Drive 45 Cape Charles, Virginia

0.220 Acres

Large Home site on cul-de-sac in Bay Creek's Signature Village. Attractive setting with fences and bushes bordering the lot. Beautiful vista of green grass and trees make for a bucolic setting. Historic Cape Charles is just a golf cart ride away..Beach ,marinas, shopping & restaurants. Easy access of all of Bay Creek's amenities, such as the Pro Shop, two Signature Golf Courses, tennis courts, swimming pools, 2-mile private Beach, and the members-only Beach Club and Fitness Center. All of these are easily within walking distance or a short golf cart ride.This property has a mandatory membership! The membership fee of 10K has been paid. The 10k joining fee will be credited by seller at closing.

$129,900 Active

Lot 53 Moon Ct 53 Cape Charles, Virginia

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.

$105,000 Active

Lot 17 Wilsonia Shores Dr 17 Machipongo, Virginia

0.860 Acres

Expansive 5 acre lot , two lots back from open Chesapeake Bay. Sunset shores is an exclusive development on the bay where all the lots are 5 acres plus. This home site can accommodate a large home ( certification letter is for a 7 bedroom home) . Private access to Chesapeake bay beach and Westerhouse Creek. Peaceful and scenic setting surrounded by nature and wildlife. A short drive away from historic Cape Charles.

Sunset Shores Drive 7B Machipongo, Virginia

5 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.

Butler's Bluff Dr 43 Cape Charles, Virginia

1 Acres

Bay Side Dr 1 Greenbush, Virginia

1.480 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

2 (.5 acre) building parcels in Nassawadox area just off Franktown Rd. Old home recently taken down on front parcel. Great opportunity for 2 building parcels.

9431 Franktown Rd 79 & Nassawadox, Virginia

1 Acres

1 half acre building lot in the town of Guilford. Priced to sell.

Lot 33 Winterville Rd 33 Bloxom, Virginia

0.500 Acres

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