106 WOODS ROAD, CHESTER, MD 21619 - Turning Houses into Homes!

$659,900

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… Read More 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. Read Less

Courtesy of Jackie Daley, Northrop Realty [email protected]

Listing Snapshot

Days Online

Last Updated

Jun 15, 2025

Property Type

Single Family Residential

Beds

Full Baths

Partial Baths

Square Ft.

2,551

Lot Size

0.56 Acres

Year Built

2000

MLS Number

MDQA2013010

30 Days Snapshot Of 21619

$544k

+1%

(avg) sold price

-18%

homes sold

+68%

(avg) days on market

Snapshot

Area Map

Additional Details

Interior Features

Dining Area, Attic, Bathroom - Soaking Tub, Bathroom - Tub Shower, Carpet, Ceiling Fan(s), Chair Railings, Combination Kitchen/Dining, Combination Dining/Living, Crown Moldings, Entry Level Bedroom, Floor Plan - Open, Kitchen - Eat-In, Kitchen - Table Space, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Wood Floors, Breakfast Area

Appliances & Equipment

Built-In Microwave, Dishwasher, Dryer, Icemaker, Oven - Single, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer, Water Heater, Disposal

Building

2,551 sqft living area, 2,551 sqft above grade (finished), Built in 2000, Structure Type: Detached, Wall & Ceiling Types: 9'+ Ceilings,2 Story Ceilings, Cathedral Ceilings, Dry Wall, High, 2 levels, Colonial, Vinyl Siding

Cooling

Central Air, Electric, Central A/C

Doors

Atrium, Six Panel

Accessibility Features

Other

Fence

Rear, Split Rail

Fireplaces

1 fireplace, Mantel(s), Gas/Propane

Floors

Carpet, Ceramic Tile, Laminate Plank, Luxury Vinyl Plank

Foundation

Crawl Space

Garage

2 garage spaces

Heating

Electric, Heat Pump(s)

Laundry

Has Laundry, Main Floor

Lot

24,354 sqft, 0.56 acres, Front Yard, Landscaping, Rear Yard, SideYard(s)

Parking

Asphalt Driveway

Property

Other Structures: Above Grade, Below Grade, Outdoor Living Structures: Deck(s), Porch(es), View: Garden/Lawn, Trees/Woods

Sewer

Public Sewer

Taxes

County Tax: $4,343, County Tax Pymnt Freq: Annually, Tax Annual Amount: $4,343, Tax Year: 2024

Utilities

Hot Water: Electric

Windows

Casement, Double Pane, Screens, Vinyl Clad

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