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106 Woods Road

Chester, MD 21619

Name: Open House: 11am-1pm
Start: 2025-05-10T11:00:00
End: 2025-05-10T13:00:00
Location: 106 Woods Road

4 beds
3 baths
2,551 sqft
~1/2 acre lot
$262 per sqft
2000 build

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.

Listing courtesy of BRIGHT / Northrop Realty

Last checked: Checking… • Last updated May 8, 2025 •

MLS# MDQA2013010 —

The Building

Year Built:

2000
Year Built Source:

Assessor
New Construction:

No
Construction Materials:

Vinyl Siding
Builder Model:

COLONIAL
Structure Type:

Detached
Architectural Style:

Colonial
Levels:

2
Door Features:

Atrium, Six Panel
Security Features:

Main Entrance Lock, Smoke Detector
Window Features:

Casement, Double Pane, Screens, Vinyl Clad
Accessibility Features:

Other
Foundation Details:

Other, Crawl Space
Basement:

No
Total SqFt Source:

Assessor
Total Below Grade SqFt Source:

Assessor
Above Grade Finished Area Units:

Square Feet
Above Grade Finished SqFt:

2551
Above Grade Finished SqFt Source:

Assessor
Below Grade Finished Area Units:

Square Feet
Below Grade Unfinished Area Units:

Square Feet
Below Grade Finished SqFt Source:

Assessor
Below Grade Unfinished SqFt Source:

Assessor
Tax Total Finished SqFt:

2551

Interior

Interior Features:

Attic, Bathroom - Soaking Tub, Bathroom - Tub Shower, Carpet, Ceiling Fan(s), Chair Railings, Combination Kitchen/Dining, Combination Dining/Living, Crown Moldings, Dining Area, 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
Room List:

Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Foyer, Sun/Florida Room, Laundry
Flooring Type:

Carpet, Ceramic Tile, Laminate Plank, Luxury Vinyl Plank
Fireplace:

Yes
Fireplaces:

1
Fireplace Features:

Mantel(s), Gas/Propane
Wall & Ceilings:

9'+ Ceilings, 2 Story Ceilings, Cathedral Ceilings, Dry Wall, High
Living Area SqFt Source:

Assessor

Room Dimensions

Total SqFt:

2551
Living Area SqFt:

2,551 Sqft

Financial & Terms

Sale Type:

Standard
Possession:

Seller Rent Back, Negotiable

Location

Directions:

From Cox Neck Road slight right onto Woods Road. Destination will be on the right. Welcome home!
Latitude:

38.95372000
Longitude:

-76.29746000

The Property

Property Type:

Residential
Property Condition:

Excellent
Lot Size Units:

Square Feet
Lot Size Acres:

0.56
Lot Size Source:

Assessor
Lot Features:

Front Yard, Landscaping, Rear Yard, SideYard(s)
Lot SqFt:

24,354 Sqft
Zoning:

NC-20
View:

Garden/Lawn, Trees/Woods
In City Limits:

No
Outdoor Living Structures:

Deck(s), Porch(es)
Other Structures:

Above Grade, Below Grade
Waterview:

No
Fencing:

Rear, Split Rail
Waterfront:

No
Water Oriented:

No
Water Access:

No
Navigable Water:

No
Tidal Water:

No
Land Use Code:

R
Riparian Rights:

No

Listing Agent

Contact info:

Taxes

Tax ID Number:

1804112911
Tax Year:

2024
Tax Lot:

94B
Tax Annual Amount:

$4,343
Tax Assessed Value:

$506,567
Year Assessed:

2025
County Tax:

4343.00
Total Taxes Payment Frequency:

Annually

Beds

Bedrooms:

4
Bedrooms Main Level:

1
Upper Level Bedrooms:

3
Upper Level 1 Bedrooms:

3

Baths

Total Baths:

3
Full Baths:

2
Half Baths:

1
Main Level Baths:

2.00
Main Level Full Baths:

1
Main Level Half Baths:

1
Upper Level Full Baths:

1
Upper Level Total Baths:

1
Upper Level Total Baths:

1.00
Upper Level Full Baths:

1

The Listing

Virtual Tour

Heating & Cooling

Cooling Type:

Central A/C
Central Air:

Yes
Cooling Fuel:

Electric
Heating:

Yes
Heating Type:

Heat Pump(s)
Heating Fuel:

Electric

Utilities

Sewer/Septic:

Public Sewer
Hot Water:

Electric
Water Source:

Well

Appliances

Appliances:

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

Has Laundry, Main Floor

Schools

Middle School:

Matapeake
High School:

KENT ISLAND
School District Name:

Queen Anne's County Public Schools
School District Source:

Listing Agent

The Community

Subdivision Name:

Bentons Pleasure
Senior Community:

No
Pool:

No Pool
HOA:

No
Condo/Coop Association:

No

Parking

Total Garage and Parking Spaces:

2
Garage:

Yes
Garage Features:

Garage - Front Entry, Garage Door Opener, Inside Access
Garage Spaces:

2.00
Type of Parking:

Attached Garage, Driveway
Parking Features:

Asphalt Driveway
# of Attached Garage Spaces:

2

Extra Units

Vacation Rental:

No

Monthly cost estimate

Asking price

$670,000

Expense	Monthly cost
Mortgage	$3,587
Taxes	$361
Insurance	$184
Utilities	$218 See report
Total	$4,350/mo.^*
	^*This is an estimate

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Sale history

Date	Event	Source	Price	% Change
5/8/25 May 8, 2025	Listed / Active	BRIGHT	$670,000

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This house located in Chester, MD 21619 is currently for sale for $670,000. 106 Woods Road is a 2,551 square foot house with 4 beds and 3 baths. This house is in the attendance area of Kent Island Elementary School, Bayside Elementary School, Matapeake Middle School, and Kent Island High School.

Listing Courtesy of: BRIGHT and Northrop Realty.

The information included in this listing is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information on each listing is furnished by the owner and deemed reliable to the best of his/her knowledge, but should be verified by the purchaser. BRIGHT MLS and Estately assume no responsibility for typographical errors, misprints or misinformation. This property is offered without respect to any protected classes in accordance with the law. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller.