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328 Bentons Pleasure Rd, Chester
$2,200,000
5 Beds ⋅ 4 Baths
Gorgeous Waterfront property on Cox Creek with stunning sunset views. Open house Friday June 19, 7:00-8:30 PM for sunset viewing This cottage-style retreat on Cox Creek offers the perfect blend of cozy charm and luxury living. Featuring a refreshing pool (grandfathered in the 100 foot buffer) with 180 degree views, fully equipped gym, 4 garage spaces, dock with 2 boat lifts and jet-ski lift, a versatile guesthouse with full kitchen that sleeps 8, and an outdoor kitchen with Italian pizza oven and Evo grill! The property provides panoramic breathtaking sunset views over the water which makes it the perfect Home for those looking for the ultimate Eastern shore lifestyle! The charming main house, renovated in 2022, with its huge wrap around porch and cozy screened in porch, boasts 3 bedrooms and 3 full baths, expansive windows, high end finishes, custom moldings, and unobstructed water views. The guesthouse, built in 2021 with Full kitchen, living room, and 2 bedrooms and bath, blends character and luxury offering an inviting space with beautiful water views. It comfortably sleeps 8 with king bedroom, and bunk-bedroom with built in bunks. Reclaimed wood floors provide character, blending with the crisp white board-and-batten walls, wood ceilings, and elegant wainscoting molding. Included is a fitness gym featuring top-tier equipment built for rigorous training, and the water views inspire every workout. Guest house was used as a short term rental, generating extra income. The oversized in-ground pool has been extensively renovated to create a true resort-style outdoor experience. Major improvements completed in 2021 included new pool equipment, new plumbing and electric, new tile, a premium pool deck, and sun shelf. Newly resurfaced in 2026 provides years of beauty and enjoyment. Designed for both relaxation and recreation, the pool features an in-water sun shelf with integrated mounts for umbrellas, tables, and seating. Perfectly positioned to capture panoramic Cox Creek views and spectacular sunsets, this exceptional pool setting serves as the focal point of the property’s outdoor living and entertaining spaces, delivering a waterfront resort experience. The guest house is enhanced by a three-car garage configuration consisting of an attached two-car garage and single-car garage, providing exceptional space for vehicles, recreational equipment, and storage. Built-in shelving and storage racks accommodate kayaks, bicycles, and other outdoor gear, making the space ideally suited for an active waterfront lifestyle. In addition, the property includes a separate detached single-car garage offering outstanding flexibility for vehicle storage, a workshop, hobby area, or storage of landscaping and maintenance equipment. The detached garage is equipped with dual 30-amp, 240-volt camper receptacles with weather-protected in-use covers, providing convenient power access for recreational vehicles, trailers, or specialty equipment. Together, these garage facilities provide four enclosed garage bays and abundant storage capacity for vehicles, boats, water toys, outdoor equipment, and workshop needs. The Outdoor kitchen is positioned to capture unobstructed panoramic sunset views of the water, featuring a gas fired Alfa Pizza Oven and a flat top circular EVO cooktop. Its teppanyaki style flattop allows you to sear scallops, stir fry vegetables, or smash burgers facing the water. The private dock with a large over-water entertainment platform, electric, water, decorative lighting, two Magnum boat lifts with remote control, personal watercraft lift, and spectacular western-facing sunset views over Cox Creek. This *must see* home is more than just a house, it's a lifestyle. This property is custom built for family gatherings, entertaining, and endless outdoor recreation: Swimming, Boating, Jet-skiing, Kayaking, Paddle boarding, Yard games, Crabbing and Fishing off the dock, Biking and Pickle ball!

328 Bentons Pleasure Rd, Chester

Listing courtesy of HomeZu by Simple Choice. Contact:

Selling Office: Coldwell Banker Realty.

114 Cedar Rd, Chester
$491,023
3 Beds ⋅ 2 Baths
AGENTS - PLEASE VIEW AGENT REMARKS IN BRIGHT MLS. Discover your private sanctuary on this sprawling 1-acre lot. This meticulously maintained residence with over 3,000 SF of total living space blends modern comfort with rare functional space. Inside, you’ll find fresh updates and an expanded, bespoke master suite designed for total relaxation. The true highlight is the property’s versatility: beyond the sun-drenched, enclosed sunroom and expansive backyard, you’ll find a massive 25x40 detached outbuilding with a 10x16 garage door—a perfect home for an RV, boat, high-end gym, or professional workshop. With the rare benefit of public sewer and an oversized 3-door garage, this property offers an exclusive lifestyle opportunity that is as practical as it is impressive. blocks to the water and marinas between Cox and Crab Alley Creek! Offers may be entered ONLINE through Friday, July 17, 2026 at 5:00 pm. AT SELLER'S DISCRETION, AN OFFER MAY BE ACCEPTED AT ANY TIME.

114 Cedar Rd, Chester

Listing courtesy of Keller Williams Legacy. Contact:

Selling Office: Samson Properties.

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