Chester Homes for Sale

Welcome to Chester, Maryland—a hidden gem nestled in the heart of Queen Anne's County. This charming subdivision boasts a serene environment that perfectly balances the tranquility of suburban living with the vibrancy of nearby urban amenities. Chester is renowned for its picturesque landscapes, friendly community, and a wealth of outdoor activities, making it an ideal place for families, retirees, and everyone in between.

The homes for sale in Chester offer a diverse range of styles and sizes, catering to various lifestyles and preferences. Whether you’re looking for a cozy single-family home or a spacious property with ample outdoor space, Chester has something to suit your needs. Many of these homes feature modern amenities, open floor plans, and beautiful backyards, perfect for entertaining or simply enjoying the natural beauty that surrounds you.

Chester is not just about beautiful homes; it’s also about a lifestyle. Residents enjoy easy access to parks, walking trails, and waterfront activities along the Chester River. The community is conveniently located near shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away. Plus, with excellent schools and a strong sense of community, families can thrive in this welcoming environment.

Explore the homes for sale in Chester and discover the perfect place to call home. With its unique blend of charm, convenience, and community spirit, Chester is waiting for you to create lasting memories. Come and experience the allure of this delightful subdivision today!

Newest Chester Homes for Sale

$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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