
23620 Land's End Rd Chestertown, MD 21620
Estimated payment $31,277/month
Highlights
- Very Popular Property
- Barn or Stable
- River Front
- Docks
- In Ground Pool
- Sitting Area In Primary Bedroom
About This Home
80 private acres beautifully situated on the highly prized Langford Creek, this light filled custom built home and property capture the essence of serene living on Maryland's Eastern Shore. One of only 4 properties on Orchard Point and sited to take advantage of the natural landscape with expansive views of the river, the owners' goal was to retain the feel and function of a working farm, but to add a modern house inspired by Maryland's historic heritage. The residence succeeds as a home for family comfort, entertaining, relaxing, gardening, hunting, fishing, birding and appreciating wildlife. Its east/west orientation highlights sunrises and sunsets that can be enjoyed from every room in the house. A real retreat. The five bedroom and 7 fireplace (woodburning) home was designed with 12-foot ceilings on the first floor to accentuate the views and the light. A main floor primary suite includes two separate en-suite dressing rooms and bathrooms along with a wood burning fireplace. The second floor has four bedrooms, three with fireplaces, and all with en-suite bathrooms. One bedroom has a separate sitting room. A wide hall runs along the width of the house providing access to all of the rooms. The property features the landscape design of acclaimed D.C. based Oehme, van Sweden. Hardscapes and plantings were strategically orchestrated and include a walled garden filled with flowering trees and shrubs along with a sweep of peonies in the spring. Three ponds invite active wildlife, including a beautiful blue heron. The farm fields are being organically farmed by a neighboring farmer. Two structures in the garden provide a relaxing reading or meditation venue. Bluestone and brick terraces along the entire river facing side of the house lead to a pool and pool pagoda. The property is uniquely designed to capture the feeling of the land while being welcoming and inviting to all who live there or visit. It has been lived in and loved by the original owner for over two decades. Caretaker house with barns and silo are situated at upper end (entry) of property. 50 acres under crop are farmed organically (as are all area farms) and rented to local farmer. Family hunting and fishing are exceptional. Rock Fish is plentiful. The main residence has recently benefited from a new cedar shake roof and updated energy efficient French doors and windows throughout. The unfinished basement is approx. 2900 square feet with 9' ceilings, inviting the next steward to introduce additional lifestyle enhancements. Less than 10 miles to downtown Chestertown with its restaurants, coffee shops, food stores, bookstore and vibrant music and art scene provides an unparallel small town life experience. Additional FAQ: 2013-caretaker house built; 2020 small pond redesigned and landscaped; 2021 new cedar shake roof installed, copper gutters and downspouts repaired as needed; 2022 all windows and French doors on main level replaced with top of line Anderson product- trim removed, replaced and painted; 3 lintels in walled garden replaced with black walnut; 2024 resurfaced entire lane from Lands End Road to main residence; all windows and French doors on 2nd level replaced; farm buildings by tenant house painted. Property access is prohibited without a scheduled showing.
Stacy Kendall
Listed on: 07/30/2025

Home Details
Home Type
- Single Family
Lot Details
- River Front
- Property fronts a private road
- Landscaped
- Wooded Lot
- Current uses include agriculture, hunting/fishing, residential single, row crop, organic farm
- Potential uses include agriculture, hunting/fishing, orchards/vineyards, residential single, hobby farm, homestead, orchard
Home Design
- Colonial Architecture
- Shake Roof
Interior Spaces
- Living Quarters
- Central Vacuum
- Built-In Features
- Wainscoting
- Vaulted Ceiling
- Skylights
- Wood Burning Fireplace
- Bay Window
- Library
- Water Views
- Basement
Kitchen
- Eat-In Kitchen
- Breakfast Bar
- Butlers Pantry
- Gas Cooktop
- Built-In Microwave
- Built-In Refrigerator
- Dishwasher
- Kitchen Island
- Granite Countertops
Flooring
- Wood
- Stone
Bedrooms and Bathrooms
- 5 Bedrooms
- Sitting Area In Primary Bedroom
- Fireplace in Primary Bedroom
- Walk-In Closet
- Maid or Guest Quarters
- Hydromassage or Jetted Bathtub
- Separate Shower
Home Security
- Home Security System
- Security Lights
- Carbon Monoxide Detectors
- Fire and Smoke Detector
Parking
- Attached Garage
- Circular Driveway
Outdoor Features
- In Ground Pool
- Docks
- Creek On Lot
- Wildlife includes quails, ducks, geese, turkeys, waterfowls, deer
- Balcony
- Open Patio
- Shop
- Tenant House
Farming
- 2 Stock Tanks or Ponds
- Silo
Horse Facilities and Amenities
- Horses Allowed On Property
- Barn or Stable
- Stables
Utilities
- Zoned Cooling
- Heat Pump System
- Propane
- Water Softener
- Septic Tank
- High Speed Internet
Map
Home Values in the Area
Average Home Value in this Area
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
07/30/2025 07/30/25 | For Sale | $4,850,000 | -- | $492 / Sq Ft |
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