OFF MARKET

Off market jan 2020 for $655K

$1,102,665

Est. refi paymentEst. refi $4,434/mo

•

1,596

sq ft

101 Windsor Rd, Queenstown, MD 21658

About this home

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.

Single-familyProperty Type

1967Year Built

1.02 acresLot Size

$691Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Branden Schroeder • GybeSet Homes

•443-333-8535 (broker)

•branden@gybesethomes.com (broker)

Bought with Branden Schroeder • GybeSet Homes

•443-333-8535 (broker)

•branden@gybesethomes.com (broker)

Redfin checked: 3 minutes ago

•Source:BRIGHT MLS #1009946106

Redfin Estimate

$1,102,665

$448K since sold in January 2020$17K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 100.1% higher than the average sale price ($551K) of 6 comparable homes.

SOLD MAY 12, 2026
$670,000
A
3 beds2 baths1,882 sq ft
344 Prospect Bay Dr W, Grasonville, MD 21638
SOLD MAR 24, 2026
$460,000
B
3 beds2 baths1,344 sq ft
101 Pigpen Point Rd, Queenstown, MD 21658
SOLD MAY 29, 2026
$352,500
C
3 beds2 baths1,432 sq ft
117 Rebel Rd, Grasonville, MD 21638
SOLD FEB 24, 2026
$450,000
D
3 beds2 baths2,044 sq ft
208 Grasonville Cemetery Rd, Grasonville, MD 21638
SOLD JUN 5, 2026
$374,600
E
3 beds1.5 baths1,515 sq ft
119 Watkins Rd, Grasonville, MD 21638
SOLD JUN 15, 2026
$999,000
F
3 beds2.5 baths1,830 sq ft
1704 Bayside Dr, Chester, MD 21619

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Earn from this home

Sell

$583,287

Est. take-home

List your home with Redfin and save $11,027

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,912/mo

Redfin rental estimate

List your home for rent

Market trends in 21658, MD

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.2%

+0.6% MoM

Median sale price

$655K

$24K MoM

Avg. days on market

44d

1 days MoM

Recently sold homes

5 MoM

New listings for sale

OPEN SAT, 11AM TO 1PM
$1,300,000
4 beds2.5 baths2,626 sq ft
117 River Run, Queenstown, MD 21658
(410) 224-2200
$1,195,000
4 beds3 baths2,542 sq ft
225 Hickory Ridge Dr, Queenstown, MD 21658
(571) 386-1075
See all

Provided by Redfin

Sale history for 101 Windsor Rd

Date

Event

Price

Public Records

Feb 4, 2020

Sold

$655,000

$410/sq ft

BRIGHT MLS #1009946106

Jan 30, 2020

Listing Removed

—

Jan 30, 2020

Sold

$655,000

$410/sq ft

Jan 7, 2020

Contingent

—

Nov 12, 2019

Price Changed

$675,000

$423/sq ft

Sep 23, 2019

Price Changed

$689,900

$432/sq ft

Sep 10, 2019

Price Changed

$699,000

$438/sq ft

Aug 22, 2019

Relisted

—

Aug 14, 2019

Listing Removed

—

Jul 26, 2019

Price Changed

$719,900

$451/sq ft

Jul 18, 2019

Price Changed

$729,900

$457/sq ft

Jun 21, 2019

Relisted

—

Jun 21, 2019

Listing Removed

—

Apr 2, 2019

Price Changed

$745,000

$467/sq ft

Oct 17, 2018

Listed

$749,900

$470/sq ft

BRIGHT MLS #1000298086

Mar 28, 2018

Listing Removed

—

Mar 22, 2018

Listed

$475,000

$298/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$7,161 (+8.4%)

2024

$6,604 (+7.0%)

2023

$6,171 (+7.5%)

2022

$5,738 (+6.3%)

2021

$5,400

2020

$5,400

$450,500 + $106,300

$556,800

2019

$5,400 (−2.4%)

$450,500 + $106,300

$556,800

2018

$5,534

$450,500 + $106,300

$556,800

2017

$5,534 (−0.3%)

$451,000 + $119,700

$570,700

2016

$5,550

$450,500 + $122,000

$572,500

2015

$5,550 (+3.7%)

2014

$5,352 (+4.3%)

2013

$5,131 (+4.9%)

2012

$4,890 (+8.9%)

2011

$4,491 (+3.9%)

2010

$4,322 (+6.5%)

2009

$4,060

Tax history for 101 Windsor Rd

Year

Property tax

Land + Additions

Assessment*

2025

$7,161 (+8.4%)

2024

$6,604 (+7.0%)

2023

$6,171 (+7.5%)

2022

$5,738 (+6.3%)

2021

$5,400

2020

$5,400

$450,500 + $106,300

$556,800

2019

$5,400 (−2.4%)

$450,500 + $106,300

$556,800

2018

$5,534

$450,500 + $106,300

$556,800

2017

$5,534 (−0.3%)

$451,000 + $119,700

$570,700

2016

$5,550

$450,500 + $122,000

$572,500

2015

$5,550 (+3.7%)

2014

$5,352 (+4.3%)

2013

$5,131 (+4.9%)

2012

$4,890 (+8.9%)

2011

$4,491 (+3.9%)

2010

$4,322 (+6.5%)

2009

$4,060

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning
Permits

Beds

—

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.02 Acres

Year renovated

—

Sq. Ft.

1,596

Year built

1967

Style

Single Family Residential

County

Queen Anne's County

APN

05 005922

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 18, 2026.

NC-1

Neighborhood Conservation- 1 District

There are several varieties of NC Districts. The NC Districts are intended to preserve the character, density, and scale of existing residential neighborhoods. The NC Districts allow existing neighborhoods to conform to this Chapter 18:1, and they allow for in-fill development to be compatible with the surrounding area. NC Districts are designated for existing residential developments as follows: NC-1: 1-acre average lot size; All NC District regulations apply to NC Districts with a T designation on the Zoning Maps; except that single-wide manufactured homes are a permitted use within NC-T Districts.

Permitted uses

Include but are not limited to:

Equestrian facility
Housing-Single unit
Housing-Multiple units
Public service
Recreation
Housing-Mobile home park

Jun 30, 2025 • Final

Residential solar panels

Install roof mounted solar panels on the roof of an existing single-family home.

Electrical

Solar

Nov 19, 2019 • Final

Residential renovation to residence

Bathroom

Remodel

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
# of Attached Garage Spaces: 2
Garage Features: Garage - Front Entry, Garage Door Opener, Inside Access
# of Total Garage and Parking Spaces: 6
Has Garage
# of Garage Spaces: 2
Asphalt Driveway
# of Open Parking Spaces: 4
Attached Garage, Driveway

Interior

Virtual Tour

Bedroom Information
# of Bedrooms On Main Level: 3

Bathroom Information
# of Bathrooms (Full) On Main Level: 2
# of Bathrooms (Full): 2

Interior Information
Appliances: Cooktop - Down Draft, Dishwasher, ENERGY STAR Refrigerator, Microwave
Door Features: ENERGY STAR Qualified Door(s)
Flooring Type: Hardwood, Ceramic Tile
Not Furnished
Interior Features: Kitchen - Island, Combination Dining/Living, Entry Level Bedroom, Floor Plan - Open, Master Bedroom - Bay Front, Wood Floors
Living Area Sq.Ft. Source: Estimated
R-Factor Ceilings: 49
Wall & Ceiling Types: Dry Wall

Room Information
# of Rooms: 8
Laundry Type: Main Floor

Basement Information
Basement: No

Exterior

Property Information
Not Federal Flood Zone
Total Below Grade Sq. Ft.: 0
Accessibility Features: Level Entry - Main
Horse: No
Ownership Interest: Fee Simple
Property Condition: Very Good
Year Built Source: Assessor
Year Major Reno/Remodel: 2018

Building Information
# of Levels (Total): 1
Construction Materials: Block, Frame, Aluminum Siding, Spray Foam Insulation
Foundation Details: Crawl Space
Other Structures: Above Grade, Below Grade
Outdoor Living Structures: Patio(s), Porch(es)
Roof: Shingle
Structure Type: Detached
Window Features: ENERGY STAR Qualified, Low-E, Replacement

Property Green Features
Energy Efficient: Appliances, Construction, HVAC, Lighting
Indoor Air Quality: Moisture Control, Ventilation
Sustainability: Conserving Materials/Methods
Remarks: 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. All these updates will yield dramatically lower heating/cooling bills for a new owner as compared to standard construction.

Lot Information
Lot Features: Premium, Tidal Wetland, Vegetation Planting, Cleared, Level, Open
Navigable Water
Has Water View
Water Frontage In Feet: 130
Tidal Water: Yes

Above Grade Information
Unfinished Sq.Ft.: 0
Unfinished Sq.Ft. Source: Estimated
Finished Sq.Ft.: 1,596
Finished Sq.Ft. Source: Estimated

Below Grade Information
Unfinished Sq.Ft. Source: Assessor
Finished Sq.Ft. Source: Assessor

Financial

Tax Information
Agricultural Tax Due: No
County Tax: $4,834
Tax Assessed Value: $570,700
Tax Year: 2018
Tax Annual Amount: $5,534

Lease Information
Lease Considered: No

Utilities

Utilities Information
Cooling Type: Heat Pump(s)
Cooling Fuel: Electric
Heat Pump(s)
Heating Fuel: Electric
Hot Water: Electric
Sewer Septic: On Site Septic
Water Source: Well

Location

School Information
Elementary School: GRASONVILLE
Middle Or Junior School: STEVENSVILLE
High School: KENT ISLAND
School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS
Elementary School Source: 3rd Party
Middle School Source: 3rd Party
High School Source: 3rd Party
School District Source: 3rd Party

Location Information
Outside City Limits
Directions: From Main Street in Queenstown take Bennett Point Road south approximately 4.5 miles, then turn Right onto Greenwood Creek Road. Property is on left at corner of Greenwood Creek Road and Windsor Roa
Location Type: River
Mean Low Water Feet: 6
Municipality: Queenstown

Waterfrontage Information
Water Access Features: Private Access
Water Access
Sandy Beach, Boat/Launch Ramp, Private Dock Site
On Waterfront
Water Oriented
Water Body Type: Bay
Water Body Name: Greenwood Creek - Chesapeake Bay

Public facts

Beds: —
Baths: 2.0
Sq. Ft.: 1,596
Stories: 1.0
Lot Size: 1.02 acres
Style: Single Family Residential
Year Built: 1967
Year Renovated: —
County: Queen Anne's County
APN: 05 005922

Home facts updated by county records on Jul 17, 2026

Around this home

Schools

Grasonville Elementary School

Public PreK-5 • Assigned • 3.9mi

6/10

Stevensville Middle School

Public 6-8 • Assigned • 8.3mi

6/10

Kent Island High School

Public 9-12 • Assigned • 9.0mi

6/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

4/10 Flood Factor

Estimated 11-17% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

9/10 Heat Factor

7 days above 104° expected this year, 16 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

5/10 Air Factor

5 unhealthy days expected this year, 8 days in 30 years

Provided by First Street

Historical weather

Queenstown, MD • 21658

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.3 hours in June and 4.8 hours in December, which is comparable to the U.S. average for solar exposure.

9.3 hrs

4.8 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.05M – $1.27M

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Nearby similar homes

$40,000

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OPEN SAT, 11AM TO 1PM

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14 Fairway Is, Grasonville, MD 21638

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117 River Run, Queenstown, MD 21658

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New listings for sale in 21658

OPEN SAT, 11AM TO 1PM

$1,300,000

4 beds2.5 baths2,626 sq ft

117 River Run, Queenstown, MD 21658

(410) 224-2200

$1,195,000

4 beds3 baths2,542 sq ft

225 Hickory Ridge Dr, Queenstown, MD 21658

(571) 386-1075

Home values near 101 Windsor Rd

Data from public records.

Address	Redfin Estimate
109 Windsor Road, Queenstown, MD 3 Beds \| 2 Baths \| 1920 Sq. Ft.	$1,044,562
113 Windsor Road, Queenstown, MD 3 Beds \| 2 Baths \| 3642 Sq. Ft.	$1,138,990

Address	Redfin Estimate
105 Windsor Road, Queenstown, MD 5 Beds \| 4 Baths \| 3841 Sq. Ft.	$1,774,061
2400 Bennett Point Road, Queenstown, MD - Beds \| 2.5 Baths \| 3278 Sq. Ft.	$1,043,751

Address	Redfin Estimate
117 Windsor Road, Queenstown, MD - Beds \| 2.5 Baths \| 3816 Sq. Ft.	$1,710,154
2216 Bennett Point Road, Queenstown, MD - Beds \| 2.5 Baths \| 2184 Sq. Ft.	$615,930

Property information provided by BRIGHT MLS when last listed in 2018. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 21658, MD

Sale history for 101 Windsor Rd

Tax history for 101 Windsor Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 21658

Home values near 101 Windsor Rd

More real estate resources