Chester Real Estate

Welcome to Chester, a charming subdivision nestled in the heart of Queen Anne's County, Maryland. This picturesque community offers a tranquil escape from the hustle and bustle of city life, all while being conveniently located near the beautiful Chesapeake Bay. Chester is an ideal destination for those seeking a blend of natural beauty, rich history, and a close-knit community atmosphere.

As you explore Chester, you'll discover a variety of stunning homes that cater to diverse lifestyles, from cozy single-family residences to spacious waterfront properties. The neighborhood is characterized by its tree-lined streets, manicured lawns, and friendly neighbors, making it a perfect place for families, retirees, and everyone in between.

Outdoor enthusiasts will love the abundance of recreational opportunities in and around Chester. With easy access to parks, nature trails, and the serene waters of the bay, residents can enjoy activities such as kayaking, fishing, and hiking. The nearby Kent Narrows offers delightful dining options and boutique shops, providing a perfect weekend getaway for residents and visitors alike.

Chester also boasts a strong sense of community, with local events and gatherings that foster connections among neighbors. The area's top-rated schools and family-friendly amenities make it a desirable place to raise children and build lasting memories.

Whether you're looking to buy your first home, retire in peace, or simply find a place to enjoy the beauty of Maryland, Chester has something for everyone. Come and experience the warmth and charm of this enchanting subdivision, where your dream home awaits!

Newest Listings in Chester

$989,800

5 Beds ⋅ 4 Baths

Coastal luxury living by Laine Street Homes, this exceptional waterfront home offers over 3,000 square feet on 3 levels with 5 bedrooms, 3.5 bathrooms, and stunning water views. Perfectly positioned and thoughtfully designed to capture beautiful sunrises over the water, the home is filled with natural light and showcases panoramic water views from the main living areas and the luxurious primary suite. Designed for both luxury living and entertaining, the open floor plan features 7-inch wide plank flooring, a gas fireplace, entry-level guest suite, and high-end finishes throughout. The gourmet kitchen is the heart of the home, complete with shaker-style cabinetry, quartz countertops, an oversized island, premium ZLINE stainless steel appliances, upgraded custom lighting, and expansive water views. Upstairs, the spacious primary suite offers a peaceful waterfront retreat with a spa-inspired bath featuring a 6-foot tiled walk-in shower with dual shower heads, a built-in bench, double vanities, and generous closet space. Bedroom-level laundry and beautifully finished bathrooms with tile flooring add everyday convenience. Outdoor living is just as impressive, with an expansive rear deck and covered patio overlooking the creek—perfect for enjoying sunrises over the water or relaxing while watching local wildlife. Adding to the sense of privacy, approximately 181 acres of rural land zoned "Countryside District" stretch across the shoreline on the opposite side, preserving the natural views with protected land. For those who enjoy life on the water, this location is hard to beat. Launch a kayak, paddleboard, or small boat from your backyard and reach the Chester River in approximately one mile, with the Chesapeake Bay just 5 to 6 water miles beyond. Enjoy quick access to bay boating while returning home to the calm waters, privacy, and natural beauty of a protected creek. Combining quality craftsmanship, upscale finishes, and an exceptional waterfront setting, this newly completed home offers a rare opportunity to enjoy the best of Maryland's Eastern Shore lifestyle!

203 Riverside Dr, Chester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3019459010

$216,000

3 Beds ⋅ 2 Baths

You wouldn't think it but the property offers 3 bedroom and 2 full baths. Patio right off kitchen for the summer cookouts! Easy yard maintenance here, not much grass to manage, leaves plenty of time for those cookouts. Close to Route 8 for easy east/west access. Property sold as is, no repairs will be made by seller. HUD CASE 244-032645, reach out for more information on this unique buying opportunity. Property is owned by the US Dept. of HUD. All HUD Homes are sold “AS-IS”. This property is HUD Case # 244-032645. Information and Disclosures available at hudhomestore website. property Insurability code is: IE. Bids may only be submitted by HUD Registered Agents/Agencies. Buyers are responsible for Dewints/Rewints coordination/expenses. LBP (Lead-Based Paint) may be present. Seller makes no representations or warranties as to property condition.

108 Price Rd, Chester

Listing courtesy of Thurston Wyatt Real Estate, LLC. Contact: 4103206785

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