Chestertown, MD

Eagles Point Landing

4 bedrooms 5 beds 4 baths 8 guests New

About the property

Experience unparalleled privacy and endless natural beauty at Eagles Point! This stunning 350-acre waterfront estate on the Chester River in historic Chestertown, Maryland is a rare private retreat that combines expansive open landscapes, premium recreational amenities, and easy access to the charm of Maryland's Eastern Shore. Eagles Point spans 350 acres of pristine waterfront land, featuring open fields, wooded trails, abundant wildlife, and direct access to the scenic Chester River. Wake up to beautiful water views and enjoy complete seclusion while still being just minutes from downtown Chestertown's historic district. This is the perfect location for family vacations, group retreats, romantic getaways, or peaceful nature escapes.

Experience unparalleled privacy and endless natural beauty at Eagles Point! This stunning 350-acre waterfront estate on the Chester River in historic Chestertown, Maryland is a rare private retreat that combines expansive open landscapes, premium recreational amenities, and easy access to the charm of Maryland's Eastern Shore. Eagles Point spans 350 acres of pristine waterfront land, featuring open fields, wooded trails, abundant wildlife, and direct access to the scenic Chester River. Wake up to beautiful water views and enjoy complete seclusion while still being just minutes from downtown Chestertown's historic district. This is the perfect location for family vacations, group retreats, romantic getaways, or peaceful nature escapes.

Availability & Pricing

Date Price (USD, excl. fees and taxes) AvailabilityMin Stay (nights)
May 6, 2026$880Not Available4
May 7, 2026$880Not Available4
May 8, 2026$880Not Available4
May 9, 2026$880Not Available4
May 10, 2026$880Not Available4
May 11, 2026$880Not Available4
May 12, 2026$880Not Available4
May 13, 2026$880Not Available4
May 14, 2026$880Not Available4
May 15, 2026$880Not Available4
May 16, 2026$880Not Available4
May 17, 2026$880Not Available4
May 18, 2026$880Not Available4
May 19, 2026$880Not Available4
May 20, 2026$880Not Available4
May 21, 2026$880Not Available4
May 22, 2026$880Not Available4
May 23, 2026$880Not Available4
May 24, 2026$880Not Available4
May 25, 2026$880Not Available4
May 26, 2026$880Not Available4
May 27, 2026$880Not Available4
May 28, 2026$880Not Available4
May 29, 2026$880Not Available4
May 30, 2026$880Not Available4
May 31, 2026$880Not Available4
Jun 1, 2026$880Not Available4
Jun 2, 2026$880Not Available4
Jun 3, 2026$880Not Available4
Jun 4, 2026$880Not Available4
Jun 5, 2026$880Not Available4
Jun 6, 2026$880Not Available4
Jun 7, 2026$880Not Available4
Jun 8, 2026$880Not Available4
Jun 9, 2026$880Not Available4
Jun 10, 2026$880Not Available4
Jun 11, 2026$880Not Available4
Jun 12, 2026$880Not Available4
Jun 13, 2026$880Not Available4
Jun 14, 2026$880Not Available4
Jun 15, 2026$880Not Available4
Jun 16, 2026$880Not Available4
Jun 17, 2026$880Not Available4
Jun 18, 2026$880Not Available4
Jun 19, 2026$880Not Available4
Jun 20, 2026$880Not Available4
Jun 21, 2026$880Not Available4
Jun 22, 2026$880Not Available4
Jun 23, 2026$880Not Available4
Jun 24, 2026$880Not Available4
Jun 25, 2026$880Not Available4
Jun 26, 2026$1,525Available4
Jun 27, 2026$1,525Available4
Jun 28, 2026$1,525Available4
Jun 29, 2026$1,525Available4
Jun 30, 2026$1,525Available4
Jul 1, 2026$1,525Available4
Jul 2, 2026$1,525Available4
Jul 3, 2026$1,525Available4
Jul 4, 2026$1,525Available4
Jul 5, 2026$1,525Available4
Jul 6, 2026$1,525Available4
Jul 7, 2026$1,525Available4
Jul 8, 2026$1,525Available4
Jul 9, 2026$1,525Available4
Jul 10, 2026$1,525Available4
Jul 11, 2026$1,525Available4
Jul 12, 2026$1,525Available4
Jul 13, 2026$1,525Available4
Jul 14, 2026$1,525Available4
Jul 15, 2026$1,525Available4
Jul 16, 2026$1,525Available4
Jul 17, 2026$1,525Available4
Jul 18, 2026$1,525Available4
Jul 19, 2026$1,525Available4
Jul 20, 2026$1,525Available4
Jul 21, 2026$1,525Available4
Jul 22, 2026$1,525Available4
Jul 23, 2026$1,525Available4
Jul 24, 2026$1,525Available4
Jul 25, 2026$1,525Available4
Jul 26, 2026$1,525Available4
Jul 27, 2026$1,525Available4
Jul 28, 2026$1,525Available4
Jul 29, 2026$1,525Available4
Jul 30, 2026$1,525Available4
Jul 31, 2026$1,525Available4
Aug 1, 2026$1,525Available4
Aug 2, 2026$1,525Available4
Aug 3, 2026$1,525Available4
Aug 4, 2026$1,525Available4

Amenities

Shower
Hair dryer
Bathtub
Fire place
TV
Air conditioning
Heating
Ceiling fan

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Where you'll be

Chestertown, MD, 21620, United States of America

Experience the refined tranquility of the riverside community in Chestertown. A short drive leads to the vibrant town center, where you can explore the preserved architecture of Chestertown Maryland, browse the Chestertown Farmers Market, or stroll along the water at Wilmer Park and Chestertown Marina LLC. Discover local flavors with a visit to Lockbriar Farms for fresh ice cream or stock up on gourmet essentials at ACME Markets

Things to know

Cancellation policy

Contact us for cancellation policy details prior to booking.

Property rules

Children welcome (2–12 years).
Infants welcome (under 2).
No pets allowed.
No parties or events.

Safety & security

Check-in after 4:00 PM.
Check-out before 10:00 AM.
Maximum 8 guests.