104 Woods Road

Closed 12/10/25
Closed 12/10/25
Front View
Front
Covered Front Porch
Pool
Living Rm
Formal Dining Rm
Wine Bar
Beveled Glass Front Door
Formal Dining Rm
Family Rm
Family Rm/Kitchen
Kitchen
Kitchen
Laundry Rm
Main level Powder Rm
Main lvl Primary Suite
Primary Walk-in closet
Main lvl Primary Suite
Main lvl Primary Bath
Main lvl Primary Bath
Bedroom 3
Bedroom 4
Bedroom 5 or Home Office
Upper lvl Hall Bath
Upper lvl Primary Suite 2
Upper lvl Primary Suite 2
Primary Bath Suite 2
Primary Bath Suite 2
Primary Bath Suite 2
Primary Walk-in Closet #2
Family Rm
Screen Porch
Screen Porch
Covered Front Porch
Patio/Pool
Rear Yd W/Privacy Fence
Garden Shed
Pool
Last Sold Price
$795,000
5 beds3,065 sqft$259/sqft
104 Woods Rd, Chester, MD 21619

Description

Perfect multi generational home! 5 bedrooms! List price adjusted ! Fantastic home! The complete package and then more! Inground gunite salt water(low maintenance) pool! Two primary bedroom/bath suites! Both with giant walk in closets! Each primary bath has a step in shower, double stone vanity plus soaking tub! This home has a total of 5 bedrooms plus 3 and one half baths! Plenty of space for the home office! The open kitchen is fully updated with island, stainless steel double ovens, cooktop, drawer...Perfect multi generational home! 5 bedrooms! List price adjusted ! Fantastic home! The complete package and then more! Inground gunite salt water(low maintenance) pool! Two primary bedroom/bath suites! Both with giant walk in closets! Each primary bath has a step in shower, double stone vanity plus soaking tub! This home has a total of 5 bedrooms plus 3 and one half baths! Plenty of space for the home office! The open kitchen is fully updated with island, stainless steel double ovens, cooktop, drawer microwave, dishwasher,3 door refrigerator, statement granite, custom lighting with dimmers. Heat monitoring directional faucet. The adjacent family room features a granite trimmed gas fireplace, towering 19 foot ceilings, a unique windmill style ceiling fan, and double tiered windows for extra light! The huge 17x18 covered screened porch is right off the kitchen and family room creating super flow! A few steps down from the screened porch the new buyer will find an attractive custom paver patio and the inviting in ground pool! The rear yard is surrounded by a low maintenance vinyl privacy fence! Other features include the 2 car garage with tons of shelving, and a rinse off sink. The rear garden shed is the best ever! On the interior custom window treatments, 2 inch white shades, lace and sheer curtains, wine bar, huge walk in closets(3), custom lighting, ceiling fans, custom ceramic tile, recent lvp flooring & carpet, multiple convenience items, and incapsulated crawl space help complete the package! Over $150,000 of recent improvements & upgrades- list available. Pool equipment included! One year home waranty available with acceptable offer. A must see home ! Improvement list and values in bright docs!
LISTING CLOSED: 12/10/2025 12:00 AM

  1. Listed by Temple H Peirce Jr. • Cummings & Co. Realtors
    P: (410) 960-8035 templepeirce@gmail.com

Property Details for 104 Woods Road

Status
Closed
MLS #
MDQA2014334
Days on Market
97
Taxes
$5,310 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential / Fee Simple
Year Built
2002
Lot Size
0.53 AC / 23,259 SF
County
Queen Anne's County
Tax ID Number
1804077075
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Colonial
Levels/Stories
2
Waterfront
No
Garage
Yes
Expected On Market Date
08-02-2025
Subdivision
BENTONS PLEASURE
Subdivision
BENTONS PLEASURE (QUEEN ANNES MD)
Cross Street
Cox Neck Rd
Legal Subdivision
BENTONS PLEASURE
Total Parking Spaces
6
Central Air
Yes
Basement
No
Above Grade Finished SQFT
3,065.00
Above Grade Fin SQFT Source
Assessor
Below Grade Finished SQFT
.00
Below Grade Fin SQFT Source
Assessor
Below Grade Unfinished SQFT
.00
Below Grade Unfin SQFT Source
Assessor
Total Below Grade SQFT
.00
Total Below Grade SQFT Source
Assessor
New Construction
No
Property Condition
Excellent
Garage SQFT
400

Recent comparable sales

Median sold price

$895,000

Avg days on market

55

Sale-to-list ratio

95.5%

Chester, MD

9 comparable properties found

$950,000 | 432 Macum Creek Drive, Chester, MD 21619
1/73
1

$950,000

Sold 02/28/25

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Bedrooms
3,158
Square Feet
0.17
Acres

432 Macum Creek Drive, Chester, MD 21619

$1,100,000 | 306 Dominion Lane, Chester, MD 21619
1/39
2

$1,100,000

Sold 10/22/24

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Bedrooms
2,717
Square Feet
0.96
Acres

306 Dominion Lane, Chester, MD 21619

$765,000 | 117 Kirwans Landing Lane, Chester, MD 21619
1/138
3

$765,000

Sold 10/16/24

4
Bedrooms
3,288
Square Feet
1.01
Acres

117 Kirwans Landing Lane, Chester, MD 21619

$735,000 | 1771 Harbor Drive, Chester, MD 21619
1/52
4

$735,000

Sold 09/05/25

5
Bedrooms
2,564
Square Feet
0.58
Acres

1771 Harbor Drive, Chester, MD 21619

$900,000 | 2613 Cecil Drive, Chester, MD 21619
1/53
5

$900,000

Sold 05/13/26

5
Bedrooms
2,496
Square Feet
0.45
Acres

2613 Cecil Drive, Chester, MD 21619

a view of a house with a yard
1/66
6

$860,000

Sold 03/18/25

4
Bedrooms
3,156
Square Feet
0.14
Acres

151 John Gibson Drive, Chester, MD 21619

$537,500 | 105 Pilot Court, Chester, MD 21619
1/43
7

$537,500

Sold 10/18/24

5
Bedrooms
2,726
Square Feet
0.50
Acres

105 Pilot Court, Chester, MD 21619

a front view of a house with a yard
1/72
8

$895,000

Sold 02/26/26

5
Bedrooms
4,275
Square Feet
0.84
Acres

115 Cedar Road, Chester, MD 21619

a view of a balcony with chairs and wooden floor
1/85
9

$2,200,000

Sold 07/24/26

5
Bedrooms
3,250
Square Feet
1.55
Acres

328 Bentons Pleasure Road, Chester, MD 21619

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Location

Listing Courtesy of Cummings & Co. Realtors

Sold By The KW Collective

Add your commute

Building Information for 104 Woods Road

Stories2Year Built2002Building Size-Lot Size0.53 AC / 23,259 SF

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Principal and Interest

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Property Taxes

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HOA Dues

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Property Information for 104 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
  • 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
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2024
  • Tax Assessed Value: $618,367
  • Year Assessed: 2025
  • County Tax: $5,310
  • Improvement Assessed Value: $488,500
  • Land Assessed Value: $184,500
  • Clean Green Assessed: No
  • Land Use Code: R
  • Zoning: NC-20
  • Tax Lot: 95A 1
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
Lease Information
Lease Information
  • Pets Allowed: Yes
  • Pet Restrictions: No Pet Restrictions
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: 4
  • # Bathrooms Count All Upper Levels: 2
  • # Bathrooms Full All Upper Levels: 2
Upper Level 1
  • # Bedrooms Count Upper Level: 4
  • # Bathrooms Count Upper Level: 2
  • # Bathrooms Full Upper Level: 2
Rooms
  • Room List: Living Room, Dining Room, Primary Bedroom, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Family Room, Foyer, Laundry, Screened Porch
  • Stories: Main, Upper 1
Rooms Information
Room 1
  • Room Type: Primary Bedroom
  • Room Length: 19.0
  • Room Width: 12.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Attached Bathroom, Bathroom - Soaking Tub, Bathroom - Stall Shower, Flooring - Luxury Vinyl Plank, Walk-In Closet(s), Window Treatments, Countertop(s) - Quartz
Room 2
  • Room Type: Living Room
  • Room Length: 12.0
  • Room Width: 11.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Crown Molding, Flooring - Luxury Vinyl Plank, Window Treatments
Room 3
  • Room Type: Dining Room
  • Room Length: 12.0
  • Room Width: 11.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Crown Molding, Flooring - Luxury Vinyl Plank, Lighting - Ceiling, Window Treatments
Room 4
  • Room Type: Kitchen
  • Room Length: 18.0
  • Room Width: 16.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Countertop(s) - Granite, Kitchen - Propane Cooking, Lighting - Recessed, Kitchen - Electric Cooking, Kitchen - Eat-in, Window Treatments, Flooring - Luxury Vinyl Plank
Room 5
  • Room Type: Foyer
  • Room Length: 19.0
  • Room Width: 6.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Cathedral/Vaulted Ceiling, Flooring - Luxury Vinyl Plank
Room 6
  • Room Type: Family Room
  • Room Length: 14.0
  • Room Width: 12.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Cathedral/Vaulted Ceiling, Ceiling Fan(s), Built-Ins, Flooring - Luxury Vinyl Plank, Fireplace - Gas, Window Treatments
Room 7
  • Room Type: Screened Porch
  • Room Length: 18.0
  • Room Width: 17.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Wood
Room 8
  • Room Type: Laundry
  • Room Length: 8.0
  • Room Width: 5.0
  • Room Level: Main
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank
Room 9
  • Room Type: Primary Bedroom
  • Room Length: 21.0
  • Room Width: 13.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Attached Bathroom, Bathroom - Soaking Tub, Bathroom - Stall Shower, Walk-In Closet(s), Window Treatments, Flooring - Carpet
Room 10
  • Room Type: Bedroom 3
  • Room Length: 13.0
  • Room Width: 13.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank, Window Treatments
Room 11
  • Room Type: Bedroom 4
  • Room Length: 12.0
  • Room Width: 12.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Luxury Vinyl Plank, Window Treatments
Room 12
  • Room Type: Bedroom 5
  • Room Length: 11.0
  • Room Width: 11.0
  • Room Level: Upper 1
  • Room Exists: Yes
  • Room Features: Flooring - Carpet, Window Treatments
Building Info
Building Info
  • Total Finished SQFT: 3,065.00
  • Total Finished SQFT Source: Assessor
  • Tax Total Finished SQFT: 3,065.00
  • Total SQFT: 3,065.00
  • Total SQFT Source: Assessor
  • Main Entrance Orientation: South
  • Construction Materials: Vinyl Siding
  • Roof: Architectural Shingle
  • Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8040/4796/3518/804047963518_512_384_WM_JtAz3_7-bVwpnQck.jpg
  • Wall and Ceiling Types: 2 Story Ceilings, 9'+ Ceilings, Dry Wall, Tray Ceilings, Vaulted Ceilings
  • Flooring Type: Carpet, Ceramic Tile, Luxury Vinyl Plank, Partially Carpeted
  • Foundation Details: 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, Bedrooms-Upper Level 1-4, Bathrooms Full-Upper Level 1-1, Bathrooms Full-Upper Level 1-2
  • # Bathrooms Full: 3
  • # Bathrooms Half: 1
  • Other Structure: Storage Barn/Shed
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Irregular, Front Yard, Landscaping, Level, Rear Yard
  • Fencing: Decorative, Panel, Rear, Vinyl
  • Parcel ID: 4524865
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 2
  • Driveway - # of Spaces: 4
  • Total Garage Spaces: 2
  • Garage Features: Garage - Front Entry, Garage Door Opener, Inside Access
Interior Features
Interior Features
  • Interior Features: Attic, Bathroom - Soaking Tub, Bathroom - Tub Shower, Bathroom - Walk-In Shower, Built-Ins, Carpet, Ceiling Fan(s), Chair Railings, Crown Moldings, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Formal/Separate Dining Room, Kitchen - Gourmet, Kitchen - Island, Kitchen - Table Space, Pantry, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), Wet/Dry Bar, Window Treatments, Wine Storage, Other
  • Fireplace: Yes
  • Fireplaces Count: 1
  • Fireplace Features: Screen, Stone
  • Appliances: Built-In Microwave, Built-In Range, Cooktop, Dishwasher, Disposal, Dryer - Electric, Dryer - Front Loading, Exhaust Fan, Extra Refrigerator/Freezer, Icemaker, Oven - Double, Oven - Self Cleaning, Oven - Wall, Range Hood, Refrigerator, Stainless Steel Appliances, Washer - Front Loading, Water Conditioner - Owned, Water Heater - Tankless
  • Accessibility Features: None
  • Door Features: Storm
  • Window Features: Double Hung, Double Pane, Insulated, Replacement, Screens, Vinyl Clad
  • Laundry Type: Main Floor
Exterior Features
Exterior Features
  • Exterior Features: Extensive Hardscape, Exterior Lighting
  • Outdoor Living Structures: Patio(s), Porch(es), Screened
  • Pool: Yes - Personal
  • Personal Pool Features: In Ground, Saltwater, Gunite
Utilities
Utilities
  • Utilities: Propane, Sewer Available, Cable TV
  • Heating: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C, Heat Pump(s), Multi Units, Programmable Thermostat, Zoned
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s), Heat Pump - Gas BackUp
  • Heating Fuel: Electric, Propane - Leased
  • Hot Water: Propane, Tankless
  • Water Source: Well
  • Sewer Septic: Public Sewer
  • Electric Service: 200+ Amp Service, Circuit Breakers
  • Internet Services: Broadband
Confidential Data
Listing Office
  • List Agent AOR: Greater Baltimore Board of REALTORS

Property History for 104 Woods Road

DateEvent & SourcePriceAppreciation
Dec 10, 2025

Closed (Public Record)

Public Record #1924249612

$795,000

+7.0% / yr

Dec 10, 2025

Closed

BRIGHT #MDQA2014334

$795,000—
Nov 5, 2025

Pending

BRIGHT #MDQA2014334

—
DateEvent & SourcePrice
12/10/2025

Closed (Public Record)

Public Record #1924249612

$795,000

+7.0% / yr

12/10/2025

Closed

BRIGHT #MDQA2014334

$795,000
11/05/2025

Pending

BRIGHT #MDQA2014334

—

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

Public Records for 104 Woods Road

Taxable ValueLand-Additions-Total-
Tax Record2023$4,796 ($400 / month)
Home Facts
Beds0Baths3.5Total Finished SqFt3,065 SqFtAbove Grade Finished SqFt3,065 SqFtStories2Lot Size23,259 SqFtStyleSingle Family ResidenceYear Built2002ZoningNC-20CountyQUEEN ANNE'SAPN04-077075Fireplace TypeHas Fireplace

Schools near 104 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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 104 Woods Road, Chester, MD 21619
$795,000
5
3,065
23,259
106 Woods Road, Chester, MD 21619
$650,000
4
2,551
24,354
107 Bentons Pleasure Road, Chester, MD 21619
$451,994
–
2.5
3,002
43,500
109 Bentons Pleasure Road, Chester, MD 21619
–
–
3,166
43,500
1403 Cox Neck Road, Chester, MD 21619
–
–
2
1,440
30,000
1214 Cox Neck Road, Chester, MD 21619
$262,500
3
1,120
22,400

Explore Nearby Homes

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 Cummings & Co. Realtors

© 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 12/12/2025 03:24 AM