Last Sold Price
3 beds1,596 sqft$410/sqft
101 Windsor Rd, Queenstown, MD 21658

Description

Dramatic price reduction on this beautifully restored waterfront property with brand new deep water pier designed to accomodate a 40'+ boat. Located less than 8 nautical miles by water from the charming, historic waterfront town of St. Michaels. This completely renovated "right-sized" waterfront home with Mid-Century Modern vintage style is comparable to high-end new construction. The one-acre, open lot has gorgeous views of Greenwood Creek and easy access to the open water of the Chesapeake Bay...Dramatic price reduction on this beautifully restored waterfront property with brand new deep water pier designed to accomodate a 40'+ boat. Located less than 8 nautical miles by water from the charming, historic waterfront town of St. Michaels. This completely renovated "right-sized" waterfront home with Mid-Century Modern vintage style is comparable to high-end new construction. The one-acre, open lot has gorgeous views of Greenwood Creek and easy access to the open water of the Chesapeake Bay with a brand new 132 foot pier with guide piles and 6 feet mean low water. Inside the home, an upscale gourmet kitchen boasts quartz counters, KitchenAid stainless steel appliances, and a spacious island bar. The brand new master suite includes walk-in closet and waterviews. The home decor consistently incorporates a contemporary, yet classic-styled motif that includes new 5-panel interior doors, delicate blending of new penny tile with carefully preserved original bathroom tiles, authentic textured/painted paneled walls in a guest bedroom, and themed new fixtures throughout. In addition to stunning aesthetics, the energy efficiency of this home is simply outstanding as it features spray foam attic insulation, an insulated and encapsulated crawlspace, brand new EnergyStar windows/doors throughout, and brand new SEER 16 heat pump. Home Performance with EnergyStar blower-door tests available upon request. The home also features a new roof and all new mechanical systems. The large, one-acre lot has ample room for the addition of a pool or a detached carriage house with no HOA rules or constraints. Permit is in-hand for an addition of a boat lift for the new pier. Certified Lead-Free.
LISTING CLOSED: 01/30/2020 12:00 AM

  1. Listed by Branden K Schroeder • GybeSet Homes
    P: (443) 995-7931 branden@gybesethomes.com

Property Details for 101 Windsor Road

Status
MLS #
1009946106
Days on Market
440
Taxes
$5,534 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential / Fee Simple
Year Built
1967
Lot Size
1.02 AC / 44,431 SF
Tax ID Number
05-005922
Ownership
Fee Simple
Condo Coop Association
No
HOA
No
Structure Type
Detached
Style
Ranch/Rambler
Levels/Stories
1
Furnished
No
Waterfront
Yes
Waterfront Features
Sandy Beach, Boat/Launch Ramp, Private Dock Site
Views
River, Bay
Garage
Yes
Subdivision
QUEEN ANNE'S ON THE WYE
Subdivision
QUEEN ANNE'S ON THE WYE (QUEEN ANNES MD)
Legal Subdivision
QUEEN ANNES ON THE WYE
Municipality
Queenstown
Total Parking Spaces
6
Central Air
No
Basement
No
Room Count
8
Above Grade Finished SQFT
1,596.00
Above Grade Fin SQFT Source
Estimated
Above Grade Unfinished SQFT
.00
Above Grade Unfin SQFT Source
Estimated
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
Very Good

Recent comparable sales

Median sold price

$545,000

Avg days on market

42

Sale-to-list ratio

95.2%

Queenstown, MD

9 comparable properties found

$625,000 | 618 Pigpen Point Road, Queenstown, MD 21658
1/43
1

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Sold 12/03/25

3
Bedrooms
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Square Feet
0.26
Acres
$545,000 | 200 Somerset Court, Queenstown, MD 21658
1/47
2

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Sold 10/18/24

3
Bedrooms
1,591
Square Feet
1
Acres
a view of a house with a backyard
1/33
3

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Sold 09/16/25

3
Bedrooms
1,784
Square Feet
0.74
Acres
a house view with swimming pool
1/52
4

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Sold 03/24/26

3
Bedrooms
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Square Feet
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Acres
a front view of a house with garden
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5

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Sold 04/27/26

3
Bedrooms
1,409
Square Feet
0.37
Acres
a front view of a house with garden
1/30
6

$655,000

Sold 07/17/26

3
Bedrooms
2,064
Square Feet
5
Acres
a front view of a house with a garden
1/31
7

$585,000

Sold 06/12/26

3
Bedrooms
2,328
Square Feet
2
Acres
$555,000 | 325 Greenspring Road, Queenstown, MD 21658
1/33
8

$555,000

Sold 06/30/26

3
Bedrooms
1,850
Square Feet
1.34
Acres
a house view with a garden space
1/43
9

$499,000

Sold 12/11/25

3
Bedrooms
1,792
Square Feet
0.72
Acres

Location

Listing Courtesy of GybeSet Homes

Sold By GybeSet Homes

Add your commute

Building Information for 101 Windsor Road

Stories1Year Built1967Building Size-Lot Size1.02 AC / 44,431 SF

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Property Information for 101 Windsor Road

Location
Location
  • In City Limits: No
  • School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
  • School District County ID: 121137777627
  • SchoolDistrictSource: 3rd Party
  • Elementary School: GRASONVILLE (QUEEN ANNES MD)
  • ElementarySchoolSource: 3rd Party
  • Middle Or Junior School: STEVENSVILLE (QUEEN ANNES MD)
  • MiddleSchoolSource: 3rd Party
  • High School: KENT ISLAND (QUEEN ANNES MD)
  • HighSchoolSource: 3rd Party
  • County: QUEEN ANNES
Waterfront / Water Access
Waterfront / Water Access
  • Water View: Yes
  • Water Access: Yes
  • Water Access Features: Private Access
  • Water Oriented: Yes
  • Navigable Water: Yes
  • Tidal Water: Yes
  • Water Body Name: Greenwood Creek - Chesapeake Bay
  • Water Body Type: Bay
  • Water Frontage In Feet: 130.0
  • Riparian Rights Y/N: Yes
  • Mean Low Water Feet: 6.00
  • Distance To Body Of Water: .00
  • Distance To Body Of Water Units: Feet
Association / Community Info
Association / Community Info
  • HOA Condo Coop Fee Includes: None
  • HOA Condo Coop Amenities: None
  • Property Manager Y/N: No
  • Senior Community: No
  • Association Recreation Fee Y/N: No
Taxes and Assessment
Taxes and Assessment
  • Tax Year: 2018
  • Tax Assessed Value: $570,700
  • County Tax: $4,834
  • Improvement Assessed Value: $0
  • City Town Tax: $0
  • Land Assessed Value: $0
  • Clean Green Assessed: No
  • Refuse Fee: $0
  • Loss Mitigation Fee: No
  • Agricultural Tax Due: No
  • Historic: No
  • Zoning: NC-1
  • Tax Lot: 24
  • School Tax: $0
  • Automatically Update Tax Values Y/N: Yes
  • TaxDataUpdatedYN: No
Lease Information
Lease Information
  • Concessions: Yes
  • Concessions Amount: $5,000
Rooms
Main
  • # Bedrooms Count Main Level: 3
  • # Bathrooms Count Main Level: 2
  • # Bathrooms Full Main Level: 2
Rooms
  • Stories: Main
Building Info
Green Info
  • Green Energy Efficient: Appliances, Construction, HVAC, Lighting
  • Green Indoor Air Quality: Moisture Control, Ventilation
  • Green Sustainability: Conserving Materials/Methods
Building Info
  • Year Major Reno Remodel: 2018
  • Building Level Count: 1
  • Total Finished SQFT: 1,596.00
  • Total Finished SQFT Source: Estimated
  • Tax Total Finished SQFT: .00
  • Total SQFT: 1,596.00
  • Total SQFT Source: Estimated
  • Construction Materials: Block, Frame, Aluminum Siding, Spray Foam Insulation
  • Roof: Shingle
  • Wall and Ceiling Types: Dry Wall
  • RFactor Ceilings: 49
  • Flooring Type: Hardwood, Ceramic Tile
  • Foundation Details: Crawl Space
  • Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bedrooms-Main Level-3, Bathrooms Full-Main Level-1, Bathrooms Full-Main Level-2
  • # Bathrooms Full: 2
  • Other Structure: Above Grade, Below Grade
Lot / Land Information
Lot / Land Information
  • Lot Size Source: Assessor
  • Lot Features: Premium, Tidal Wetland, Vegetation Planting, Cleared, Level, Open
  • Location Type: River
  • Parcel ID: 4528532
  • Additional Parcels: No
  • Ground Rent Exists: No
Parking
Parking
  • Type Of Parking: Attached Garage, Driveway
  • Num of Attached Garage Spaces: 2
  • Total Garage Spaces: 2
  • Total Non-Garage Parking Spaces: 4
  • Parking Features: Asphalt Driveway
  • Garage Features: Garage - Front Entry, Garage Door Opener, Inside Access
Interior Features
Interior Features
  • Interior Features: Kitchen - Island, Combination Dining/Living, Entry Level Bedroom, Floor Plan - Open, Primary Bedroom - Bay Front, Wood Floors
  • Fireplace: No
  • Fireplaces Count: 0
  • Appliances: Cooktop - Down Draft, Dishwasher, ENERGY STAR Refrigerator, Microwave
  • Accessibility Features: Level Entry - Main
  • Door Features: ENERGY STAR Qualified Door(s)
  • Window Features: ENERGY STAR Qualified, Low-E, Replacement
  • Laundry Type: Main Floor
Exterior Features
Exterior Features
  • Spa: No
  • Outdoor Living Structures: Patio(s), Porch(es)
  • Pool: No Pool
  • Horse: No
Utilities
Utilities
  • Heating: Yes
  • Cooling Type: Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Heat Pump(s)
  • Heating Fuel: Electric
  • Hot Water: Electric
  • Water Source: Well
  • Sewer Septic: On Site Septic
Confidential Data
Listing Office
  • List Agent AOR: Anne Arundel County Association of REALTORS
  • List Agent URL: www.GybesetHomes.com

Property History for 101 Windsor Road

DateEvent & SourcePriceAppreciation
Jan 30, 2020

Closed

BRIGHT #1009946106

$655,000
Jan 6, 2020

Active Under Contract

BRIGHT #1009946106

$675,000
Jan 1, 2020

Pending

BRIGHT #1009946106

DateEvent & SourcePrice
01/30/2020

Closed

BRIGHT #1009946106

$655,000
01/06/2020

Active Under Contract

BRIGHT #1009946106

$675,000
01/01/2020

Pending

BRIGHT #1009946106

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

Public Records for 101 Windsor Road

Taxable ValueLand-Additions-Total-
Tax Record2025$7,161 ($597 / month)
Home Facts
Beds0Baths2Total Finished SqFt1,596 SqFtAbove Grade Finished SqFt1,596 SqFtStories1Lot Size44,431 SqFtStyleSingle Family ResidenceYear Built1967Year Renovated1967ZoningNC-1CountyQUEEN ANNE'SAPN05-005922

Schools near 101 Windsor Road

This home is within Queen Anne's County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Grasonville Elementary School
PublicPK to 5

Stevensville 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: 101 Windsor Road, Queenstown, MD 21658
$655,000
3
1,596
44,431
$1,000,000
5
3,841
45,738
$540,000
3
45,738
$839,900
4
56,192
2.5
3,278
51,836
$445,000
3
1,560
52,272

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of GybeSet Homes

© 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 08/11/2022 06:03 AM