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Luxury Home on 20 Acres in Chestertown, MD
8276 Broad Neck Road | Private Estate Living on Maryland’s Eastern Shore
If you’ve been searching for a luxury home in Chestertown, Maryland with land, privacy, and high-end finishes, this newly listed property at 8276 Broad Neck Road is a rare opportunity on the Eastern Shore.
Set on nearly 20 private acres overlooking a tranquil pond, this impeccably maintained brick home offers the perfect balance of elegance, functionality, and outdoor lifestyle—just minutes from downtown Chestertown.
A Private Eastern Shore Retreat
Privacy is one of the most sought-after features in Chestertown real estate, and this property delivers.
Surrounded by open land and scenic water views, this home provides a peaceful, secluded setting while still being conveniently located near shops, restaurants, marinas, and everything the Eastern Shore lifestyle has to offer.
Whether you’re looking for a full-time residence or a weekend escape from DC, Baltimore, or Philadelphia, this property checks every box.
Spacious Layout with Dual Owner’s Suites
This 4-bedroom, 4-bathroom home with 3,383 square feet is thoughtfully designed for both everyday living and hosting guests.
Key interior features include:
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Two owner’s suites (main floor + second floor) — ideal for multi-generational living or guest flexibility
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Beautiful hardwood floors throughout
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Fully finished basement for additional living or recreation space
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Dedicated office for working from home
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Entertaining-ready bar room
The layout offers flexibility, comfort, and space—something buyers are increasingly prioritizing in today’s market.
High-End Kitchen Designed to Impress
At the heart of the home is a gourmet kitchen featuring:
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Marble countertops
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A large professional-grade refrigerator
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Ample space for cooking, gathering, and entertaining
This is the kind of kitchen that elevates both everyday living and special occasions.
Exceptional Outbuildings for Work, Hobbies & Storage
One of the most unique aspects of this property—and a major SEO driver for buyers searching “homes with outbuildings in Chestertown MD”—is the inclusion of two fully functional detached structures.
Outbuilding #1: Private Office & Wellness Space
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Two private offices
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Conference room
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Gym
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Kitchenette + half bath
Perfect for entrepreneurs, remote workers, or anyone seeking a dedicated workspace separate from the main home.
Outbuilding #2: Garage + Entertaining Space
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5 garage bays (ideal for car collectors, boats, or equipment)
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Finished living area with kitchenette
This flexible space can function as a guest hangout, recreation room, or hobby space.
Outdoor Living with Pond Views
Properties with water features are highly desirable in Maryland’s Eastern Shore real estate market, and this home’s pond views create a serene, ever-changing backdrop.
The nearly 20-acre setting offers:
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Space for outdoor entertaining
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Room for recreational use or future expansion
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Unmatched privacy and natural beauty
Why Buyers Love Chestertown, Maryland
Chestertown continues to attract buyers looking for a slower pace without sacrificing charm or amenities. Known for its:
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Historic downtown and waterfront
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Local shops, restaurants, and galleries
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Proximity to major metro areas
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Strong sense of community
It’s no surprise that luxury homes in Chestertown with acreage are in high demand and limited supply.
Property Details at a Glance
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Price: $1,495,000
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Bedrooms: 4
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Bathrooms: 4
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Square Feet: 3,383
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Lot Size: Nearly 20 acres
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Status: Active
A Truly One-of-a-Kind Opportunity
From the high-end finishes and flexible living spaces to the rare acreage and exceptional outbuildings, this property offers something that is increasingly hard to find on the Eastern Shore.
If you’re searching for a luxury home in Chestertown, MD with land, privacy, and versatility, 8276 Broad Neck Road deserves a closer look.
Schedule a Private Tour
Interested in learning more or seeing this property in person? Reach out today to schedule a private showing.
Peter Heller – Coldwell Banker Chesapeake 114 S Cross St, Chestertown, MD office: 410-778-0330 cell: 410-708-0331 www.hellertheseller.com
