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$650,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,551 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 106 Woods Rd

General

  • Sold For: $650,000
  • Taxes: $4,343 (2024)
  • Status: Closed
  • Type: Single Family
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDQA2013010
  • Added to Site: 288 day(s) ago

Interior

  • Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Foyer, Sun/Florida Room, Laundry
  • 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
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Fireplace(s): Mantel(s), Gas/Propane, Mantel(s), Gas/Propane
  • Appliances: Built-In Microwave, Dishwasher, Dryer, Icemaker, Oven - Single, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer, Water Heater, Disposal
  • Flooring: Carpet, Ceramic Tile, Laminate Plank, Luxury Vinyl Plank

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Upper Floor Baths: 1
  • Upper - Full Baths: 1
  • Main Floor Baths: 2
  • Main - Full Baths: 1
  • Main - 1/2 Baths: 1

Bedrooms

  • Total Bedrooms: 4
  • Bedrooms Upper: 3
  • Bedrooms Main & Up: 1
  • Primary Bedroom: Primary Bedroom - Flooring - Laminate Plank, Attached Bathroom, Ceiling Fan(s), Walk-In Closet(s), Main
  • Bedroom 1: Bedroom 2 - Flooring - Carpet, Ceiling Fan(s), 16 x 12, Upper 1
  • Bedroom 2: Bedroom 3 - Flooring - Carpet, Ceiling Fan(s), 11 x 10, Upper 1
  • Bedroom 3: Bedroom 4 - Flooring - Carpet, 11 x 10, Upper 1

Other Rooms

  • Foyer/Entry: Foyer - Flooring - HardWood, Crown Molding, Main
  • Living Room: Living Room - Flooring - HardWood, Ceiling Fan(s), Chair Rail, Crown Molding, Fireplace - Gas, Main
  • Kitchen: Kitchen - Flooring - Luxury Vinyl Plank, Countertop(s) - Granite, Breakfast Bar, Main
  • Dining Room: Dining Room - Flooring - Luxury Vinyl Plank, Chair Rail, Crown Molding, Main
  • Sun Room: Yes
  • Sun Room/Solarium: Sun/Florida Room - Flooring - Luxury Vinyl Plank, Cathedral/Vaulted Ceiling, Main
  • Laundry: Has Laundry, Main Floor, Main

Additional Information

  • Security/Safety: Main Entrance Lock, Smoke Detector

Exterior

  • Porch/Patio/Deck: Deck(s), Porch(es)

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 2
  • Parking Features: Asphalt Driveway
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage - Front Entry, Garage Door Opener, Inside Access

Location

  • County: Queen Annes
  • Development Name: Bentons Pleasure
  • Subdivision: Bentons Pleasure
  • Driving Directions: From Cox Neck Road slight right onto Woods Road. Destination will be on the right. Welcome home!

School Information

  • School District: Queen Anne's County Public Schools
  • Middle School: Matapeake
  • High School: Kent Island

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Well

Structural Information

  • Architectural Info: Colonial
  • Architectural Style: Colonial
  • Structure Type: Detached
  • Model: COLONIAL
  • Construction: Vinyl Siding
  • Foundation: Other, Crawl Space
  • Walls/Ceilings: 9'+ Ceilings, 2 Story Ceilings, Cathedral Ceilings, D
  • Windows: Casement, Double Pane, Screens, Vinyl Clad
  • Doors: Atrium, Six Panel
  • Stories/Levels: 0
  • Stories Description: Main, Upper 1
  • Square Feet: 2,551
  • Sq. Ft. Source: Assessor
  • Living Area: 2,551 Sq. Ft.
  • Year Built: 2000
  • Year Built Source: Assessor
  • Property Condition: Excellent

Additional Structures

  • Other Structures: Storage Barn/Shed

Lot Features

  • Property View: Garden/Lawn, Trees/Woods
  • Lot Size (Acres): 0.56
  • Lot Size (Sq. Ft.): 24,354
  • Lot Size Source: Assessor
  • Lot Features: Front Yard, Landscaping, Rear Yard, SideYard(s)
  • Zoning: NC-20
  • Lot Description: Front Yard, Landscaping, Rear Yard, SideYard(s)
  • Fencing (Description): Rear, Split Rail

Financial Considerations

  • Price Per Sq. Ft.: $258.68
  • Assessment Year: 2025
  • County Tax: $4,343
  • County Tax Freq: Annually
  • Tax w/Assessment: $506,567
  • Tax Amount: $4,343
  • Tax Year: 2024
  • Terms: Standard Sale
  • Tax Total Finished Sq. Ft.: 2551

Disclosures and Reports

  • Ownership: Fee Simple
  • Lot Number: 94B

Listed by Northrop Realty, Jackie B Daley
Sold by Redfin Corp, Arianit Musliu

Listing agent

— 106 Woods Rd —

  • Jackie B Daley

    Northrop Realty

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NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 106 Woods Rd

School District:Queen Annes County Public Schools
NameGradesDistance
Kent Island Elementary School
110 Elementary Way, Stevensville, MD 21666
PK-21.9 mi
Bayside Elementary School, Stevensville, MD
301 Church Street, Stevensville, MD 21666
3-52 mi
Matapeake Middle School
671 Romancoke Road, Stevensville, MD 21666
6-82.1 mi
Kent Island High School
900 Love Point Road, Stevensville, MD 21666
9-122.6 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 106 Woods Rd

Date
Details
Price
Change
Source
6/26/2025
Sold
$650,000
-1.5%
MLS
5/20/2025
Price Reduced
$659,900
-1.51%
MLS
5/08/2025
Listed
$670,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Northrop Realty, Jackie B Daley
Sold by Redfin Corp, Arianit Musliu

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106 Woods Road, Chester, MD 21619 (MLS# MDQA2013010) is a Single Family property that was sold at $650,000 on June 26, 2025. Want to learn more about 106 Woods Road? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.