Discover Your Dream Home
on Virginia's Eastern Shore

Discover Your Dream Home on Virginia's Eastern Shore

Homes Sold
+
STARS
Homes Sold
+
Repeat Clients
+
Years Experience
+
Stars
11 Palmer's Lnd 22

$985,000

11 Palmer's Landing
Cape Charles, VA 23310

5 Beds | 3 Baths | 2,700 sq. ft.

$595,000

6526 Broadwater Circle, 49B
Cape Charles, VA 23310

2 Beds | 2 Baths | 1,036 sq. ft.

521 Mason Ave, Cape Charles, VA 23310

$529,000

521 Mason Avenue
Cape Charles, VA 23310

2 Beds | 1.5 Baths | 1,088 sq. ft.

$725,000

5445 Milford Road
Cape Charles, VA 23310

3 Beds | 3 Baths | 2,035 sq. ft.

chesapeake properties team photo

Chesapeake Properties

Get to Know Us

Whether you’re searching for a waterfront property, historic home, acreage, or a building lot for your dream home, we have the experience to guide you every step of the way. Our dedication to helping you find your own little piece of paradise is rooted in a deep appreciation for the Eastern Shore and for the people of our community.

Chesapeake Properties

Get to Know Us

Whether you’re searching for a waterfront property, historic home, acreage, or a building lot for your dream home, we have the experience to guide you every step of the way. Our dedication to helping you find your own little piece of paradise is rooted in a deep appreciation for the Eastern Shore and for the people of our community.

chesapeake properties team photo

Chesapeake Properties

Get to Know Us

Whether you’re searching for a waterfront property, historic home, acreage, or a building lot for your dream home, we have the experience to guide you every step of the way. Our dedication to helping you find your own little piece of paradise is rooted in a deep appreciation for the Eastern Shore and for the people of our community.

chesapeake properties team photo

Explore Listings

The perfect home is out there—let’s find it together! Explore our latest listings, featuring beautiful properties across the Eastern Shore, from charming cottages to luxury waterfront estates.

Waterfront

Bay Creek

Cape Charles

Historic District

Lots + Acreage

Featured property

5302 Kendall Grove Road, #C1 Eastville, Virginia 23347

Kendall Grove Point is a rare waterfront estate just north of Eastville on Virginia’s Eastern Shore — a colonial-style landmark featured twice in The Garden Club of Virginia’s Eastern Shore tour and included in a book of Eastern Shore architecture.

Set on high creek banks with nearly 360° water views, the 4,800 sq. ft. residence was largely built by legendary Eastern Shore craftsman Hiawatha Wyatt, whose impeccable work is evident in every detail. Gracious living spaces flow from a welcoming foyer through elegant entertaining rooms to a serene primary suite, while three upstairs bedrooms overlook Mattawoman Creek through the canopy of mature trees.

The grounds encompass the entire point, offering a 25×50 pool, deep-water dock, sweeping lawns, and porches ideal for year-round outdoor living. Both the home and pool enjoy grandfathered proximity to the water — an intimacy impossible to replicate under today’s Chesapeake Bay Preservation Act setbacks. Cape Charles dining, galleries, and beach are just 10 minutes away.

Price

$2,200,000

Square Feet

4,800 sq. ft.

Bedrooms

5

Baths

5 full baths and 1 half bath

Waterfront Access

Deep-water dock with a 28×14 ft. main slip and two additional tying spaces, minutes from the Chesapeake Bay.

Pool

A 25×50 ft. swimming pool specially painted to reflect the surrounding trees and sky, with grandfathered proximity to the water's edge.

Featured property

5302 Kendall Grove Road, #C1
Eastville, Virginia 23347

 

Experience the pinnacle of Eastern Shore waterfront living at Kendall Grove Point, a storied colonial-style estate set on high creek banks just north of historic Eastville, Virginia.

Featured twice in The Garden Club of Virginia’s Eastern Shore tour and immortalized in a book of regional architecture, this 4,800 sq. ft. landmark offers nearly 360° views of Mattawoman Creek from every window. Built by legendary craftsman Hiawatha Wyatt, the home’s impeccable detail — from oak floors and Chinese Chippendale railings to an imposing fireplace with a magnificent oak mantel — reflects a standard of quality rarely found today.

The grounds encompass the entire point, with a 25×50 pool, deep-water dock, and sweeping lawns offering unmatched privacy and serenity. Cape Charles dining, galleries, and beach are just 10 minutes away.

Trusted by Homeowners Across the Shore

We could tell you all about our dedication to helping buyers and sellers on the Eastern Shore, but we’d rather let our clients do the talking. Here’s what they have to say about working with us!

susan bauer
They're super easy to work with and really know their stuff—made buying our home way stress free!
★★★★★
Susan Bauer
emily gentry, chesapeake properties client
They listened to what we wanted and found us the perfect place—we couldn’t be happier!
Kathy and Skip Fraas, Clients of Chesapeake Properties
Friendly, helpful, and quick to answer questions—highly recommend if you’re buying or selling!
★★★★★
Kathy and Skip Fraas

Talk to a Local Agent Today

Ready to buy, sell, or just have questions? Our local experts are here to help—no pressure, just real advice. Fill out the form, and we’ll be in touch soon!