328 BENTONS PLEASURE ROAD, CHESTER, MD 21619 - Steven Joseph Real Estate LLC

$2,049,000

Professional pictures coming! Gorgeous Waterfront property on Cox Creek with stunning sunset views. Open house Friday June 19, 7:30-8:30 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… Read More 180 degree views, fully equipped gym, 4 garage spaces, dock with 2 boat lifts, and a jet-ski lift, a versatile guesthouse that sleeps 8, and an outdoor kitchen with full 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, perfectly blends character and luxury offering a warm inviting space with beautiful water views. It comfortably sleeps 8 with the king bedroom, and bunk-bedroom with 2 queens, and 2 singles built in. Reclaimed wood floors run create deep character, blending with the crisp white board-and-batten walls, wood ceilings, and elegant wainscoting molding. The fitness gym features 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 Dock. Private pier with 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! Read Less

Courtesy of Christopher J Carr, HomeZu by Simple Choice 855-885-4663

Listing Snapshot

Days Online

Last Updated

Jun 15, 2026

Property Type

Single Family Residential

Beds

Full Baths

Square Ft.

3,250

Lot Size

1.55 Acres

Year Built

1953

MLS Number

MDQA2017668

Additional Details

Property Access

Road Surface: Paved

Appliances & Equipment

Built-In Microwave, Dishwasher, Disposal, Dryer - Front Loading, ENERGY STAR Clothes Washer, Oven - Double, Water Heater - Tankless, Energy Efficient Appliances, Six Burner Stove, Washer - Front Loading, Water Conditioner - Owned

Basement

Daylight, Partial, Drainage System, Outside Entrance, Sump Pump

Building

Built in 1953, Built in 2022 (effective), Living area: 3250, Building faces East, Levels: 1.5, Construction Materials: Stick Built, Vinyl Siding

Cooling

Ceiling Fan(s), Central A/C, Programmable Thermostat

Accessibility Features

None

Exterior Features

Patio/Porch Features: Balcony, Breezeway, Patio(s), Porch(es), Wrap Around, Screened, Deck(s), BBQ Grill, Boat Storage, Exterior Lighting, Outbuilding(s), Secure Storage

Fence

Partially

Fireplaces

3 fireplaces, Gas/Propane

Floors

Carpet, Hardwood

Foundation

Block, Slab

Garage

4 spaces

Heating

Heat Pump - Gas BackUp, Heat Pump - Electric BackUp

Interior Features

Carpet, Ceiling Fan(s), Combination Dining/Living, Crown Moldings, Entry Level Bedroom, Floor Plan - Open, Kitchen - Gourmet, Primary Bedroom - Bay Front, Recessed Lighting, Sprinkler System, Upgraded Countertops, Wainscotting, Walk-in Closet(s), Water Treat System, Wood Floors, Wet/Dry Bar

Lot

1.55 acres

Pets Policy

Allowed: No Pet Restrictions

Pool

In Ground, Permits

Property

Excellent, Other structures: Above Grade, Below Grade, Water

Roof

Architectural Shingle

Sewer

Public Sewer

Taxes

Annual Amount: $10,435, Lot: 1R, Year: 2025, Zoning: NC-20

Utilities

Electric Available, Sewer Available, Water Available, Water Source: Well

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