106 Woods Rd

Chester, MD 21619

$650,000
Last Sold Price
4
Beds
2,551 Sq. Ft.
$255 / Sq. Ft.
2,551
Sq. Ft.
$255
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Closed 6/26/25
Closed 6/26/25
a view of a house with a small yard and a large tree
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a living room with furniture and a fireplace
a living room with furniture and a large window
a living room with furniture and a rug
a kitchen with granite countertop a refrigerator a sink dishwasher and white cabinets with wooden floor
a kitchen with stainless steel appliances granite countertop a refrigerator a stove a sink and dishwasher
a kitchen with granite countertop cabinets stainless steel appliances and a counter space
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a view of a dining room with furniture and wooden floor
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a room with storage and utility room
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a picture of a floor plan

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...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.
  1. Listed by Jackie B Daley • Northrop Realty
    P: (443)-622-3022 jackie@jackiedaley.com

Property Details for 106 Woods Road

Tax ID Number
1804112911
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Colonial
Levels/Stories
2
Waterfront
No
LISTING CLOSED: 06/26/2025 12:00 AM

Property Details for 106 Woods Road

StatusClosed
MLS #MDQA2013010
Days on Market23
Taxes$4,343 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Fee Simple
Year Built2000
Lot Size0.56 AC / 24,354 SF
CountyQueen Anne's County
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Location

Listing Courtesy of Northrop Realty

Sold By Redfin Corp

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Building Information for 106 Woods Road

Stories2Year Built2000Building Size-Lot Size0.56 AC / 24,354 SF

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$3,666 per month

30 year fixed, 6.55% Interest

Principal and Interest

$3,304

Property Taxes

$362

HOA Dues

$0

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Property Information for 106 Woods Road

Location
Location
  • In City Limits: No
  • School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
  • School District County ID: 121137777627
  • SchoolDistrictSource: 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: No
  • 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: 2024
  • Tax Assessed Value: $506,567
  • Year Assessed: 2025
  • County Tax: $4,343
  • Improvement Assessed Value: $367,300
  • Land Assessed Value: $184,800
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: NC-20
  • Tax Lot: 94B
  • Automatically Update Tax Values Y/N: No
Rooms
Main
  • # Bedrooms Count Main Level: 1
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 1
  • # Bathrooms Half Main Level: 1
All Upper Levels
  • # Bedrooms Count All Upper Levels: 3
  • # Bathrooms Count All Upper Levels: 1
  • # Bathrooms Full All Upper Levels: 1
Upper Level 1
  • # Bedrooms Count Upper Level: 3
  • # Bathrooms Count Upper Level: 1
  • # Bathrooms Full Upper Level: 1
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Foyer, Sun/Florida Room, Laundry
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Bedroom 3
  • Room Length: 12.0
  • Room Width: 10.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 11 X 10
  • Room Features: Flooring - Carpet, Ceiling Fan(s)
Room 2
  • Room Type: Bedroom 2
  • Room Length: 12.0
  • Room Width: 10.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 16 X 12
  • Room Features: Flooring - Carpet, Ceiling Fan(s)
Room 3
  • Room Type: Bedroom 4
  • Room Length: 16.0
  • Room Width: 13.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Dimensions: 11 X 10
  • Room Features: Flooring - Carpet
Room 4
  • Room Type: Foyer
  • Room Length: 13.0
  • Room Width: 7.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Crown Molding
Room 5
  • Room Type: Living Room
  • Room Length: 22.0
  • Room Width: 16.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - HardWood, Ceiling Fan(s), Chair Rail, Crown Molding, Fireplace - Gas
Room 6
  • Room Type: Dining Room
  • Room Length: 12.0
  • Room Width: 12.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank, Chair Rail, Crown Molding
Room 7
  • Room Type: Kitchen
  • Room Length: 15.0
  • Room Width: 11.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank, Countertop(s) - Granite, Breakfast Bar
Room 8
  • Room Type: Sun/Florida Room
  • Room Length: 23.0
  • Room Width: 14.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank, Cathedral/Vaulted Ceiling
Room 9
  • Room Type: Laundry
  • Room Length: 7.0
  • Room Width: 6.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Ceramic Tile
Room 10
  • Room Type: Primary Bedroom
  • Room Length: 15.0
  • Room Width: 15.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Laminate Plank, Attached Bathroom, Ceiling Fan(s), Walk-In Closet(s)
Building Info
Building Info
  • Total Finished SQFT: 2,551.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 2,551.00
  • Total SQFT: 2,551.00
  • Total SQFT Source: Assessor
  • Construction Materials: Vinyl Siding
  • Ext Main Mid-res: http://bright-media02.prd.brightmls.com/bright/images/0000/8038/3355/4712/803833554712_512_384_WM_qhSuxpNGZfbbtnk8.jpg
  • Wall and Ceiling Types: 9'+ Ceilings, 2 Story Ceilings, Cathedral Ceilings, Dry Wall, High
  • Flooring Type: Carpet, Ceramic Tile, Laminate Plank, Luxury Vinyl Plank
  • Foundation Details: Other, Crawl Space
  • Room and Floor: Bedrooms-Main Level-1, Bathrooms Full-Main Level-1, Bathrooms Half-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bedrooms-Upper Level 1-3, Bathrooms Full-Upper Level 1-1
  • # Bathrooms Full: 2
  • # Bathrooms Half: 1
  • Other Structure: Storage Barn/Shed
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Front Yard, Landscaping, Rear Yard, SideYard(s)
  • Fencing: Rear, Split Rail
  • Parcel ID: 4527616
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Parking Features: Asphalt Driveway
  • Garage Features: Garage - Front Entry, Garage Door Opener, Inside Access
Interior Features
Interior Features
  • 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
  • Fireplaces Count: 1
  • Fireplace Features: Mantel(s), Gas/Propane
  • Appliances: Built-In Microwave, Dishwasher, Dryer, Icemaker, Oven - Single, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer, Water Heater, Disposal
  • Accessibility Features: Other
  • Security Features: Main Entrance Lock, Smoke Detector
  • Door Features: Atrium, Six Panel
  • Window Features: Casement, Double Pane, Screens, Vinyl Clad
  • Laundry Type: Has Laundry, Main Floor
  • Virtual Tour URL Unbranded: https://media.homesight2020.com/106-Woods-Road/idx
Exterior Features
Exterior Features
  • Outdoor Living Structures: Deck(s), Porch(es)
  • Pool: No Pool
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Central A/C
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: Public Sewer
Confidential Data
Listing Office
  • List Agent AOR: Howard County Association of REALTORS
  • List Agent URL: www.jackiedaley.com

Property History for 106 Woods Road

DateEvent & SourcePriceAppreciation
Jun 26, 2025

Closed

BRIGHT #MDQA2013010

$650,000—
Jun 25, 2025

Closed (Public Record)

Public Record #1903689389

$650,000

+4.4% / yr

May 29, 2025

Pending

BRIGHT #MDQA2013010

—
DateEvent & SourcePrice
06/26/2025

Closed

BRIGHT #MDQA2013010

$650,000
06/25/2025

Closed (Public Record)

Public Record #1903689389

$650,000

+4.4% / yr

05/29/2025

Pending

BRIGHT #MDQA2013010

—

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

Public Records for 106 Woods Road

Taxable ValueLand-Additions-Total-
Tax Record2023$3,914 ($326 / month)
Home Facts
Beds0Baths2.5Total Finished SqFt2,551 SqFtAbove Grade Finished SqFt2,551 SqFtStories2Lot Size24,354 SqFtStyleSingle Family ResidenceYear Built2000ZoningNC-20CountyQUEEN ANNE'SAPN04-112911Fireplace TypeHas Fireplace

Schools near 106 Woods Road

This home is within Queen Anne's County Public Schools.
Rating
School
Type
Grades
Distance
Kent Island Elementary School
Public - PK to 2
Bayside Elementary School
Public - 3 to 5
Matapeake Middle School
Public - 6 to 8
Kent Island High School
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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AddressSold priceBedsBathsSqftLot AC
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Northrop Realty

© 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 06/27/2025 08:38 AM