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Coming soon 06/19
  • $2,049,000

    328 Bentons Pleasure Rd, Chester, MD 21619

    5beds
    3,250sqft
    : 
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    Single Family Residence
    Built in 1953
    1.55 Acres Lot
    $1,286,400 Zestimate®
    $630/sqft
    $-- HOA

    What's special

    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!
    3 days
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    320
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    17
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    Zillow last checked:

    Listing updated:

    Listed by:

    Chris Carr 855-885-4663,

    HomeZu (855) 885-4663

    Source: Bright MLS,MLS#: MDQA2017668MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 5
      • Bathrooms: 4
      • Full bathrooms: 4
      • Main level bathrooms: 2
      • Main level bedrooms: 2
      Basement
      • Area: 1080
      Heating
      • Heat Pump, Propane, Electric
      Cooling
      • Ceiling Fan(s), Central Air, Programmable Thermostat, Electric
      Appliances
      • Included: Microwave, Dishwasher, Disposal, Dryer, ENERGY STAR Qualified Washer, Double Oven, Tankless Water Heater, Energy Efficient Appliances, Six Burner Stove, Washer, Water Conditioner - Owned, Water Treat System, Instant Hot Water, Water Heater
      • Laundry: In Basement, Main Level
      Features
      • Ceiling Fan(s), Combination Dining/Living, Crown Molding, Entry Level Bedroom, Open Floorplan, Kitchen - Gourmet, Primary Bedroom - Bay Front, Recessed Lighting, Upgraded Countertops, Wainscotting, Walk-In Closet(s), Bar, 9'+ Ceilings, Cathedral Ceiling(s), Dry Wall, Paneled Walls
      • Flooring: Carpet, Hardwood, Wood
      • Basement: Partial,Drainage System,Exterior Entry,Sump Pump
      • Number of fireplaces: 3
      • Fireplace features: Gas/Propane
      Interior area
      • Total structure area: 4,330
      • Total interior livable area: 3,250 sqft
      • Finished area above ground: 3,250
      • Finished area below ground: 0
      Video & virtual tour

      Property

      Parking
      • Total spaces: 4
      • Parking features: Garage Door Opener, Attached, Detached
      • Attached garage spaces: 4
      Accessibility
      • Accessibility features: None
      Features
      • Levels: One and One Half
      • Stories: 1.5
      • Patio & porch: Breezeway, Patio, Porch, Wrap Around, Screened, Deck
      • Exterior features: Barbecue, Boat Storage, Lighting, Storage, Other, Balcony
      • Has private pool: Yes
      • Pool features: In Ground, Permits, Private
      • Fencing: Partial
      • Has view: Yes
      • View description: Water
      • Has water view: Yes
      • Water view: Water
      Lot
      • Size: 1.55 Acres
      Details
      • Additional structures: Above Grade, Below Grade, Outbuilding
      • Parcel number: 1804052420
      • Zoning: NC-20
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Stick Built, Vinyl Siding
      • Foundation: Block, Slab
      • Roof: Architectural Shingle
      Condition
      • Excellent
      • New construction: No
      • Year built: 1953
      • Major remodel year: 2022

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Well
      • Utilities for property: Electricity Available, Sewer Available, Water Available

      Community & HOA

      Community
      • Security: Fire Sprinkler System
      • Subdivision: None Available
      HOA
      • Has HOA: No
      Location
      • Region: Chester

      Financial & listing details

      • Price per square foot: $630/sqft
      • Tax assessed value: $1,232,100
      • Annual tax amount: $10,435
      • Date on market: 6/19/2026
      • Listing agreement: Exclusive Agency
      • Listing terms: Cash,Conventional
      • Inclusions: Gym Equipment Other Than Several Sets Of Dumbells And 2 Mats All Blinds Matching Quilts For The Bunk Bed Room
      • Ownership: Fee Simple
      • Road surface type: Paved
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        Estimated market value

        $1,286,400

        $1.17M - $1.42M

        $4,956/mo

        Price history

        DateEventPrice
        8/31/2020Sold$896,700-2%$276/sqft
        Source: Public Record Report a problem
        7/9/2020Pending sale$915,000$282/sqft
        Source: Coldwell Banker Waterman Realty #MDQA142874 Report a problem
        5/2/2020Price change$915,000-3.7%$282/sqft
        Source: Coldwell Banker Waterman Realty #MDQA142874 Report a problem
        2/4/2020Listed for sale$949,900+1.2%$292/sqft
        Source: Coldwell Banker Waterman Realty #MDQA142874 Report a problem
        10/16/2019Listing removed$939,000$289/sqft
        Source: Coldwell Banker Waterman Realty #MDQA140316 Report a problem
        7/16/2019Price change$939,000-5.1%$289/sqft
        Source: Coldwell Banker Waterman Realty #MDQA140316 Report a problem
        6/11/2019Listed for sale$989,000-21.5%$304/sqft
        Source: Coldwell Banker Waterman Realty #MDQA140316 Report a problem
        9/29/2017Listing removed$1,260,000$388/sqft
        Source: Paradym #QA7547216 Report a problem
        7/30/2016Listed for sale$1,260,000$388/sqft
        Source: Visual Tour #QA7547216 Report a problem
        3/21/2016Listing removed$1,260,000$388/sqft
        Source: Visual Tour #QA7547216 Report a problem
        1/21/2016Listed for sale$1,260,000$388/sqft
        Source: Visual Tour #QA7547216 Report a problem
        10/30/2015Listing removed$1,260,000$388/sqft
        Source: Visual Tour #QA7547216 Report a problem
        8/31/2015Listed for sale$1,260,000$388/sqft
        Source: Visual Tour #QA7547216 Report a problem
        4/20/2015Listing removed$1,260,000$388/sqft
        Source: Visual Tour #QA7547216 Report a problem
        1/20/2015Listed for sale$1,260,000$388/sqft
        Source: Visual Tour #QA7547216 Report a problem
        11/20/2011Listing removed$1,260,000$388/sqft
        Source: Benson & Mangold, LLC #QA7547216 Report a problem
        3/9/2011Price change$1,260,000-10%$388/sqft
        Source: Benson & Mangold, LLC #QA7547216 Report a problem
        5/16/2009Listed for sale$1,400,000$431/sqft
        Source: NRT MidAtlantic #QA7057774 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,435 +12.7%$1,107,700 +12.7%
        2024$9,263 +14.5%$983,300 +14.5%
        2023$8,091 +4.8%$858,900
        2022$7,718 +3.2%$858,900 +10.1%
        2021$7,479 +5.3%$779,833 +5.3%
        2020$7,100 +0.3%$740,300
        2019$7,077 +0.3%$740,300 +0.7%
        2018$7,054 -0.5%$735,500 +0.3%
        2017$7,090 +182.2%$733,100
        2016$2,513 $733,100
        2015$2,513 $733,100 -5.7%
        2014$2,513 $777,200
        2013-- $777,200
        2012-- $777,200 -6.5%
        2011-- $831,070 +6.5%
        2010-- $780,012 +7%
        2009-- $728,956 +7.5%
        2008-- $677,900 +16.1%
        2007-- $584,122 +19.1%
        2006-- $490,346 +23.6%
        2005-- $396,570 +9.5%
        2004-- $362,070 +10.5%
        2003-- $327,570 +11.8%
        2002-- $293,070 +0.2%
        2001-- $292,480

        Find assessor info on the county website

        Monthly payment

        Est. payment

          Payment breakdown

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          All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
          HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
          Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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          Climate risks

          Neighborhood: 21619

          Getting around

          0 / 100
          Car-Dependent
          42 / 100
          Somewhat Bikeable

          Nearby schools

          GreatSchools rating
          Schools provided by the listing agent
          • Elementary: Kent Island
          • Middle: Matapeake
          • High: Kent Island
          • District: Queen Anne's County Public Schools

          Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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