106 Woods Road, Chester, MD 21619-2230 $670,000

Interior Sq. Ft: 2,551
Acreage: 0.56
Age:25 years
Style:
Colonial
Subdivision: Bentons Pleasure
Design/Type:
Detached
Description
This beautifully updated Kent Island retreat in the Benton’s Pleasure community offers space, style, and serenity, with over 2,500 square feet of thoughtfully designed living on more than half an acre. Surrounded by mature landscaping and blooming flowers, the home sits in a peaceful, private setting with no houses directly across the street, just a tranquil view of the woods. Step onto the charming covered front porch, where the home's position offers a sense of seclusion rarely found in a neighborhood setting. Inside, a dramatic two-story foyer welcomes you with light and openness. To the left, the expansive living room features refinished hardwood flooring, crown molding, chair railing, and a cozy fireplace, creating a warm and inviting atmosphere. The living space flows seamlessly into the dining area and kitchen. The kitchen is outfitted with granite countertops, a custom wood breakfast bar, and recently replaced stainless steel appliances. At the back of the home, a stunning sunroom serves as a true showpiece. With its cathedral ceiling and casement windows on three sides, it floods the space with natural light and offers uninterrupted views of the backyard. This space also provides direct access to the composite deck, where indoor-outdoor living comes to life. The backyard is a private, park-like escape. Fully fenced and thoughtfully landscaped, it features a lush lawn, mature trees, and a beautiful apple tree. There are two gates, one recently added, for easy access from either side of the property. A powered storage shed provides additional space for tools, gardening supplies, or hobby gear. The main-level primary bedroom is a peaceful retreat tucked away for privacy. It features a walk-in closet and an en-suite bath with a soaking tub, a separate shower, and recently updated tile. A convenient powder room and laundry room, both with new tile flooring, complete the main level. Vinyl plank stairs lead to three additional bedrooms on the upper level, each with new carpeting. A full bath on this level provides plenty of room for family or guests. The home also includes a spacious two-car garage, a recently replaced well pump, and an encapsulated crawl space for comfort and peace of mind. Beyond the property, Kent Island offers endless opportunities for recreation and relaxation. Take a scenic walk or bike ride on the Cross Island Trail, spend the day at nearby Matapeake State Park with its beach, fishing pier, and dog-friendly area, or launch your boat from one of the many public piers and ramps. Marinas and waterfront dining options are just minutes away, along with a variety of local shops and restaurants that give Chester its small-town charm. From its spacious interior to its peaceful outdoor oasis and unbeatable location, this home truly offers the best of Kent Island living.
Bedroom 3: 11 X 10 - Upper 1
Bedroom 4: 11 X 10 - Upper 1
Foyer: 13 X 7 - Main
Living Room: 22 X 16 - Main
Kitchen: 15 X 11 - Main
Sun/Florida Room: 23 X 14 - Main
Laundry: 7 X 6 - Main
Primary Bed: 15 X 15 - Main
Home Assoc: No
Condo Assoc: No
Basement: N
Pool: No Pool
Mid. School: Matapeake High School: Kent Island
Features
Utilities
Heat Pump(s), Electric, Central A/C, Electric, Hot Water - Electric, Well Water, Public Sewer, Has Laundry, Main Floor Laundry
Garage/Parking
Attached Garage, Driveway, Garage Door Opener, Garage - Front Entry, Inside Access, Attached Garage Spaces #: 2;
Interior
Attic, Carpet, Ceiling Fan(s), Chair Railings, Carpet Flooring, Ceramic Tile Flooring, Laminate Plank Flooring, Luxury Vinyl Plank Flooring, Gas/Propane Fireplace, Mantel(s), 2 Story Ceilings, 9'+ Ceilings, Cathedral Ceilings, Dry Wall, High Ceilings, Casement Windows, Double Pane Windows, Window Screens, Vinyl Clad Windows, Atrium Doors, Six Panel Doors, Main Entrance Lock, Smoke Detector
Exterior
Crawl Space Foundation, , Vinyl Siding, Deck(s), Porch(es)
Lot
Front Yard, Landscaping, Rear Yard, SideYard(s), Garden/Lawn View, Trees/Woods View, Rear Fence, Split Rail Fence
Select a school from the following list. Schools are grouped by school type.
The schools on this list are selected by their proximity of up to 5 miles to the property address.
Proximity does not guarantee enrollment eligibility. Please contact the school directly for more information on enrollment requirements.
* If there are more than 5 schools of any type within a close proximity, click on the button to see additional schools of that type near the search address.
Public Elementary (3 schools)
School | District | Grades | Place | Distance |
---|---|---|---|---|
Kent Island Elementary School | Queen Anne's County Public Schools | Preschool–2 | Stevensville | 1.89 mi |
Bayside Elementary School | Queen Anne's County Public Schools | 3–5 | Stevensville | 2.03 mi |
Matapeake Elementary School | Queen Anne's County Public Schools | Preschool–5 | Stevensville | 2.12 mi |
Public Middle (2 schools)
School | District | Grades | Place | Distance |
---|---|---|---|---|
Stevensville Middle School | Queen Anne's County Public Schools | 6–8 | Stevensville | 1.75 mi |
Matapeake Middle School | Queen Anne's County Public Schools | 6–8 | Stevensville | 2.06 mi |
Public High (1 schools)
School | District | Grades | Place | Distance |
---|---|---|---|---|
Kent Island High School | Queen Anne's County Public Schools | 9–12 | Stevensville | 2.67 mi |
Private (2 schools)
School | Grades | Place | Distance | |
---|---|---|---|---|
Acacia's Farm School | Nonsectarian | 1–3 | Stevensville | 2.15 mi |
Lighthouse Christian Academy | Christian (no specific denomination) | Preschool–8 | Stevensville | 2.85 mi |
© 2025 LiveBy. All Rights Reserved.
This report is a detailed community overview for Chester (21619), Maryland.
Community Quick Facts
- Average travel time to work for people in this community: 40
- Average salary of people in this community: $63,482
Community Summary
- Population Density (ppl / mile): 312
- Household Size (ppl): 2.31
- Households w/ Children: 41%
Housing Inventory
- Owned: 1,791 (58.8%)
- Rented: 791 (26.0%)
- Vacant: 465 (15.3%)
- Total: 3,047
Population Demographics
The population of the community broken down by age group. The numbers at the top of each bar indicate the number of people in the age bracket below.
Climate and Weather
The Temperature chart displays average high and low values for January and July, and is designed to provide an indication of both seasonal and daily temperature variability. The Weather Risk Index indicates the calculated risk of each type of weather event occurring in the future. This risk is based on historical localized storm events and weather patterns. The national average for each type of weather event equals a score of 100, so a score of 200 would represent twice the risk as the national average, and a score of 50 would represent half the risk of the national average.
Temperature
Education
Highest Level of Education Attained
- Less than 9th Grade: 1.2%
- Some High School: 5.9%
- High School Graduate: 24.4%
- Some College: 21.8%
- Associate Degree: 9.4%
- Bachelor's Degree: 22.0%
- Graduate Degree: 15.2%
Income by dollar range
Median Income: $95,909
Fair Market Rents
The Fair Market Rents show average gross rent estimates based on figures provided by the U.S. Department of Housing and Urban Development (HUD).
- One Bedroom: $1,114
- Two Bedroom: $1,639
- Three Bedroom: $1,929
- Four Bedroom: $2,036
© 2025 LiveBy. All Rights Reserved.
Contact Information
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or call me now at 302-239-3624
Listing Courtesy of: Northrop Realty , (410) 465-1770
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Listing data as of 5/08/2025.
Broker Compensation
An offer of broker compensation or seller concession is not a guarantee. All compensation offers and concessions are negotiable and subject to written agreement between the parties. Please consult with your real estate agent for more information.