Last Sold Price
5 beds3,250 sqft$677/sqft
328 Bentons Pleasure Rd, Chester, MD 21619

Description

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...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!
LISTING CLOSED: 07/24/2026 12:00 AM

  1. Listed by Christopher J Carr • HomeZu by Simple Choice
    P: (855) 885-4663 support@simplechoicerealty.com

Property Details for 328 Bentons Pleasure Road

Status
MLS #
MDQA2017668
Days on Market
4
Taxes
$10,435 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Fee Simple
Year Built
1953
Lot Size
1.55 AC / 67,518 SF
Tax ID Number
1804052420
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Cape Cod
Levels/Stories
1.5
Waterfront
No
Views
Water
Garage
Yes
Expected On Market Date
06-19-2026
Subdivision
NONE AVAILABLE
Subdivision
NONE AVAILABLE (QUEEN ANNES MD)
Cross Street
Cox Creek
Legal Subdivision
BENTONS PLEASURE
Total Parking Spaces
4
Central Air
Yes
Basement
Yes
Above Grade Finished SQFT
3,250.00
Above Grade Fin SQFT Source
Estimated
Below Grade Finished SQFT
.00
Below Grade Fin SQFT Source
Assessor
Below Grade Unfinished SQFT
1,080.00
Below Grade Unfin SQFT Source
Assessor
Total Below Grade SQFT
1,080.00
Total Below Grade SQFT Source
Assessor
New Construction
No
Property Condition
Excellent

Location

Add your commute

Building Information for 328 Bentons Pleasure Road

Stories-Year Built1953Building Size-Lot Size1.55 AC / 67,518 SF

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$12,052 per month

30 year fixed, 6.55% Interest

Principal and Interest

$11,182

Property Taxes

$870

HOA Dues

$0

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Property Information for 328 Bentons Pleasure Road

Location
Location
  • In City Limits: No
  • School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
  • School District County ID: 121137777627
  • SchoolDistrictSource: Listing Agent
  • Elementary School: KENT ISLAND (QUEEN ANNES MD)
  • ElementarySchoolSource: Listing Agent
  • Middle Or Junior School: MATAPEAKE (QUEEN ANNES MD)
  • MiddleSchoolSource: Listing Agent
  • High School: KENT ISLAND (QUEEN ANNES MD)
  • HighSchoolSource: Listing Agent
  • County: QUEEN ANNES
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: No
  • Water Oriented: No
  • Navigable Water: No
  • Tidal Water: No
  • Riparian Rights Y/N: No
Association / Community Info
Association / Community Info
  • Senior Community: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2025
  • Tax Assessed Value: $1,232,100
  • Year Assessed: 2026
  • County Tax: $10,435
  • Improvement Assessed Value: $718,400
  • Land Assessed Value: $513,700
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: NC-20
  • Tax Lot: 1R
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
Rooms
Main
  • # Bedrooms Count Main Level: 2
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
Rooms
  • Stories: Main, Upper 1
Building Info
Building Info
  • Year Major Reno Remodel: 2022
  • Total Finished SQFT: 3,250.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: 2,715.00
  • Total SQFT: 4,330.00
  • Total SQFT Source: Estimated
  • Main Entrance Orientation: East
  • Construction Materials: Stick Built, Vinyl Siding
  • Roof: Architectural Shingle
  • Wall and Ceiling Types: 9'+ Ceilings, Cathedral Ceilings, Dry Wall, Paneled Walls
  • RFactor Ceilings: R-30
  • Flooring Type: Carpet, Hardwood
  • Basement Type: Daylight, Partial, Drainage System, Outside Entrance, Sump Pump
  • Foundation Details: Block, Slab
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
  • # Bathrooms Full: 4
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Road Surface Type: Paved
  • Fencing: Partially
  • Parcel ID: 4522749
Parking
Parking
  • Type Of Parking: Attached Garage, Detached Garage
  • Num of Attached Garage Spaces: 2
  • Num of Detached Garage Spaces: 2
  • Total Garage Spaces: 4
  • Garage Features: Garage Door Opener
Interior Features
Interior Features
  • 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
  • Fireplace: Yes
  • Fireplaces Count: 3
  • Fireplace Features: Gas/Propane
  • Appliances: 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
  • Accessibility Features: None
  • Laundry Type: Basement, Main Floor
Exterior Features
Exterior Features
  • Exterior Features: BBQ Grill, Boat Storage, Exterior Lighting, Outbuilding(s), Secure Storage, Other
  • Outdoor Living Structures: Balcony, Breezeway, Patio(s), Porch(es), Wrap Around, Screened, Deck(s)
  • Pool: Yes - Personal
  • Personal Pool Features: In Ground, Permits
Utilities
Utilities
  • Utilities: Electric Available, Sewer Available, Water Available
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C, Programmable Thermostat
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump - Gas BackUp, Heat Pump - Electric BackUp
  • Heating Fuel: Propane - Owned, Electric
  • Hot Water: Instant Hot Water, Oil
  • Water Source: Well
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Tri-County Suburban REALTORS
  • List Agent URL: www.SimpleChoiceRealty.com

Property History for 328 Bentons Pleasure Road

DateEvent & SourcePriceAppreciation
Jul 24, 2026

Closed (Public Record)

Public Record #1945805411

$2,200,000

+16.4% / yr

Jul 24, 2026

Closed

BRIGHT #MDQA2017668

$2,200,000
Jun 20, 2026

Pending

BRIGHT #MDQA2017668

DateEvent & SourcePrice
07/24/2026

Closed (Public Record)

Public Record #1945805411

$2,200,000

+16.4% / yr

07/24/2026

Closed

BRIGHT #MDQA2017668

$2,200,000
06/20/2026

Pending

BRIGHT #MDQA2017668

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 328 Bentons Pleasure Road

Taxable ValueLand$513,700Additions$718,400Total$1,232,100
Tax Record2025$10,435 ($870 / month)
Home Facts
Beds0Baths2.5Total Finished SqFt2,715 SqFtAbove Grade Finished SqFt2,715 SqFtStories2Lot Size67,518 SqFtStyleSingle Family ResidenceYear Built1953Year Renovated1953ZoningNC-20CountyQUEEN ANNE'SAPN04-052420

Schools near 328 Bentons Pleasure Road

This home is within Queen Anne's County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Kent Island Elementary School
PublicPK to 2

Bayside Elementary School
Public3 to 5

Matapeake Middle School
Public6 to 8

Kent Island High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Listing Courtesy of HomeZu by Simple Choice

© 2026 Bright MLS. All rights reserved. All information is deemed reliable, but accuracy is not guaranteed. Listing information is from various brokers who participate in IDX and not all listings may be visible on the site. The property information being provided is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated on 07/25/2026 08:05 AM