Price improvement. Now listed under recent appraisal, offering immediate value. Flexible one-hour open house windows scheduled regularly for easy, convenient access. Don't miss the full property video for an enhanced look before stepping inside. Welcome to 102 Fair Brook Way, an exceptional 2012 colonial nestled on a premium corner lot in the highly sought-after North Brook community. Offering

Lona Todd Taylor Properties

Built in 1780/1840, "Highcroft" is in the heart of the Historic District near the Chester River. A rare in-town property that offers a 2-car garage with a second floor and a long driveway for tons of off-street parking. 8.2 kw solar array on the garage. EV level 2 charger. Easy room flow from front to back for entertaining. Just steps to restaurants, bars, and shops. More details and pictures

Lisa Raffetto Coldwell Banker Chesapeake Real Estate Company

Discover an exquisite blend of modern luxury and serene living in this stunning home nestled within the prestigious Willow Branch East community. Built in 2022, this exceptional home boasts 3,011 square feet of meticulously designed space, offering an unparalleled lifestyle for those who appreciate the finer things in life. There is also approximately 1478sf of unfinished basement. Step inside to

Darlene Wheatley Benson & Mangold, LLC

Welcome to 371 Overture Way, nestled in the serene 55+ active adult community of Symphony Village in Centreville, where comfort, convenience, and connection come together beautifully. This thoughtfully maintained home offers over 6,000 square feet of living and storage space, featuring 3 spacious bedrooms, 4 full baths, and 1 half bath, along with a new roof installed in 2023 for added peace of

Robin Maisel Coldwell Banker Realty

Price Improvement! Spectacular waterfront on the Chester River!! Words can't describe the uniqueness of this property. With the historic charm of an older home but high end modern upgrades, you will be living the life of luxury. Spacious rooms, magnificent views of the Chester River and your private dock with new boat lift, sandy beach, and stunning new saltwater pool. Exposed beams, scalamandre

Peter Heller Coldwell Banker Chesapeake Real Estate Company

Rebuilt in 1863, the Tilley Residence showcases classic Second Empire architecture on one of Chestertown’s most prominent historic corners across from the Custom House, one of the first British Royal Ports of Entry to the Americas. Completely restored in 2025 by one of the Eastern Shore’s iconic builders, the home blends historic character with modern comfort through thoughtful updates, new

Murphy ONeill Coldwell Banker Chesapeake Real Estate Company

Welcome to 201 Belvedere Ave in Centreville, MD—where classic Cape Cod charm meets modern convenience. This inviting 2-bedroom, 1.5-bath home offers comfortable living with central A/C, a bright gallery kitchen, and an unfinished basement. The main level features a convenient half bath, while the finished attic provides flexible space that can serve as a potential third bedroom, home office, or

Sergey Taksis Long & Foster Real Estate, Inc.

Welcome to 208 Central Drive, located in the desirable Chester Harbor community just minutes from historic Chestertown. This charming 3-bedroom, 1-bath home offers a wonderful blend of comfort, convenience, and value. It sits on 3 lots totaling approximately 0.55 acres, surrounded by mature trees and landscaping. Step inside to a bright, move-in-ready interior featuring brand-new wood flooring

Jennifer Pogoda Redfin Corp

PRICE IMPROVEMENT: exceptional value for this market!!! NOTE: Zillow's property taxes are incorrect: correct annual property taxes are $4,338. Welcome to 103 Trafford Drive; an exceptionally maintained 3 bedroom home just minutes from downtown Chestertown. Nestled in family-friendly Coventry Farms Community, this Colonial-style residence has been recently updated in all the right places for

Joseph Ciganek Coldwell Banker Chesapeake Real Estate Company

Beautiful, Well-Maintained 3BR/2.5BA Home with Upgrades – 215 Fairview Drive Owner pride shines inside and out in this exceptional home located in the charming town of Chestertown, nestled in Queen Anne's County. Built in 2004 and offering 1,784 sq ft of living space, this property blends comfort, functionality, and thoughtful updates—perfect for today’s lifestyle. This inviting home features 3

Mary Julie Long & Foster Real Estate, Inc.