101 Pine Tree Rd
Chestertown, MD 21620

$480,000

Price

Beds

Baths

1,848 Sq. Ft.

$260 / Sq. Ft.

1,848

Sq. Ft.

$260

per Sq. Ft.

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Active Under Contract

Description

Classic Country Cape Cod on an acre in the country with a large Detached Garage. What more could you ask for ? This home is in a quiet country setting in the trees overlooking farmland. Offering an open floor plan, a Country Kitchen and Four Bedrooms and Two baths. A large mud/laundry room, a large deck and a newer roof and well. Don't delay, this one will be here today, and GONE tomorrowClassic Country Cape Cod on an acre in the country with a large Detached Garage. What more could you ask for ? This home is in a quiet country setting in the trees overlooking farmland. Offering an open floor plan, a Country Kitchen and Four Bedrooms and Two baths. A large mud/laundry room, a large deck and a newer roof and well. Don't delay, this one will be here today, and GONE tomorrow

Listed by Michael Rosendale • Rosendale Realty
P: (410)-643-2166 michael@rosendalerealty.com
Listed by Megan E Rosendale • Rosendale Realty
P: (410)-490-2567 meganrosendale@rosendalerealty.com

Property Details for 101 Pine Tree Road

Tax ID Number

1807017413

Ownership

Fee Simple

Condo Coop Association

HOA

Structure Type

Detached

Style

Cape Cod

Levels/Stories

Waterfront

LISTING UPDATED: 02/23/2026 06:38 AM

Property Details for 101 Pine Tree Road

Status	Active Under Contract
MLS #	MDQA2016188
Days on Market	1
Taxes	$3,850 / year
HOA Fees	-
Condo/Co-op Fees	-
Compass Type	Single Family
MLS Type	Residential / Fee Simple
Year Built	1993
Lot Size	1.11 AC / 48,352 SF
County	Queen Anne's County

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Location

Listing Courtesy of Rosendale Realty

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Building Information for 101 Pine Tree Road

Stories2Year Built1993Building Size-Lot Size1.11 AC / 48,352 SF

Payment Calculator

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OriginPoint Mortgage or Rocket Mortgage¹

$2,650 per month

30 year fixed, 6.11% Interest

Principal and Interest

$2,330

Property Taxes

$321

HOA Dues

The Payment Calculator is for illustrative purposes only.

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Property Information for 101 Pine Tree Road

Location

In City Limits: No
School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS

School District County ID: 121137777627
SchoolDistrictSource: Listing Agent
High School: QUEEN ANNE'S COUNTY (QUEEN ANNES MD)
County: QUEEN ANNES

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

Property Manager Y/N: No
Senior Community: No

Taxes and Assessment

Tax Year: 2025
Tax Assessed Value: $408,700

Land Assessed Value: $76,100
Clean Green Assessed: No
Land Use Code: R
Loss Mitigation Fee: No
Historic: No
Zoning: AG
Tax Lot: 4
School Tax: $0
Automatically Update Tax Values Y/N: Yes

Rooms

Main

# Bedrooms Count Main Level: 2
# Bathrooms Count Main Level: 1

# Bathrooms Full Main Level: 1

All Upper Levels

# Bedrooms Count All Upper Levels: 2
# Bathrooms Count All Upper Levels: 1

# Bathrooms Full All Upper Levels: 1

Upper Level 1

# Bedrooms Count Upper Level: 2
# Bathrooms Count Upper Level: 1

# Bathrooms Full Upper Level: 1

Rooms

Stories: Main, Upper 1

Building Info

Year Major Reno Remodel: 2022
Total Finished SQFT: 1,848.00

Total Finished SQFT Source: Assessor
Tax Total Finished SQFT: 1,848.00
Total SQFT: 1,848.00
Total SQFT Source: Assessor
Construction Materials: Vinyl Siding
Roof: Architectural Shingle
Ext Main Mid-res: http://bright-media01.prd.brightmls.com/bright/images/0000/8045/4073/1190/804540731190_512_384_WM_G6TvoV18ak4dbToh.jpg
Wall and Ceiling Types: Dry Wall
Flooring Type: Carpet, Luxury Vinyl Plank
Foundation Details: Crawl Space
Room and Floor: Bedrooms-Main Level-1, Bedrooms-Main Level-2, Bathrooms Full-Main Level-1, Bedrooms-Upper Level 1-1, Bedrooms-Upper Level 1-2, Bathrooms Full-Upper Level 1-1
# Bathrooms Full: 2
Other Structure: Above Grade, Below Grade

Lot / Land Information

Lot Size Source: Assessor
Lot Features: Backs to Trees, Cleared, Front Yard, Rear Yard

Building Sites: 1.00
Parcel ID: 4534796
Additional Parcels: No

Parking

Type Of Parking: Detached Garage
Num of Detached Garage Spaces: 2

Total Garage Spaces: 2
Parking Features: Gravel Driveway
Garage Features: Garage - Front Entry, Oversized

Interior Features

Interior Features: Carpet, Ceiling Fan(s), Combination Kitchen/Dining, Family Room Off Kitchen, Primary Bath(s), Bathroom - Tub Shower
Fireplace: No

Appliances: Built-In Microwave, Dishwasher, Exhaust Fan, Icemaker, Refrigerator, Stainless Steel Appliances, Stove
Accessibility Features: None
Security Features: Smoke Detector
Door Features: Sliding Glass
Laundry Type: Main Floor, Hookup

Exterior Features

Exterior Features: Sidewalks
Outdoor Living Structures: Deck(s)

Pool: No Pool

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: Mound System

Confidential Data

Listing Office

List Agent AOR: Mid-Shore Board of REALTORS
List Agent URL: rosendalerealty.com

Property History for 101 Pine Tree Road

Date	Event & Source	Price	Appreciation
Feb 18, 2026	Active Under Contract BRIGHT #MDQA2016188		—
Feb 18, 2026	Listed (Active) BRIGHT #MDQA2016188	$480,000	—
Aug 4, 2022	Closed (Public Record) Public Record #1495142941	$430,000	+3.4% / yr
Aug 4, 2022	Closed BRIGHT #MDQA2003386	$430,000	—
Jul 26, 2022	Pending BRIGHT #MDQA2003386		—
Jul 22, 2022	Listed (Active) BRIGHT #MDQA2003386		—
May 12, 2022	Pending BRIGHT #MDQA2003386		—
May 12, 2022	Active Under Contract BRIGHT #MDQA2003386		—
May 11, 2022	Listed (Active) BRIGHT #MDQA2003386	$425,000	—
Apr 25, 2022	Withdrawn BRIGHT #MDQA2002690		—
Apr 13, 2022	Temp Off Market BRIGHT #MDQA2002690		—
Apr 5, 2022	Active Under Contract BRIGHT #MDQA2002690		—
Mar 31, 2022	Listed (Active) BRIGHT #MDQA2002690		—
Mar 31, 2022	Price Change BRIGHT #MDQA2002690	$425,000	—
Mar 28, 2022	Price Change BRIGHT #MDQA2002690	$435,000	—
Mar 28, 2022	Active Under Contract BRIGHT #MDQA2002690		—
Mar 25, 2022	Listed (Active) BRIGHT #MDQA2002690		—
Mar 19, 2022	Temp Off Market BRIGHT #MDQA2002690		—
Mar 19, 2022	Listed (Active) BRIGHT #MDQA2002690	$425,000	—
Oct 24, 2007	Withdrawn BRIGHT #MDQA129542	$344,500	—
Oct 24, 2007	Withdrawn BRIGHT #MDQA129542		—
Jul 17, 2007	Listed (Active) BRIGHT #MDQA129542	$354,900	—
Jun 21, 2007	Closed (Public Record) Public Record #224829736	$260,000	+22.5% / yr
Mar 20, 2007	Withdrawn BRIGHT #MDQA138732	$345,000	—
Mar 20, 2007	Withdrawn BRIGHT #MDQA138732		—
Jul 26, 2006	Listed (Active) BRIGHT #MDQA138732	$424,999	—
Apr 24, 2003	Closed (Public Record) Public Record #114098916	$111,900	—
Feb 24, 2003	Closed BRIGHT #MDQA110314	$111,900	—
Dec 12, 2002	Pending BRIGHT #MDQA110314		—
Dec 11, 2002	Listed (Active) BRIGHT #MDQA110314	$111,900	—
Dec 31, 1996	Withdrawn BRIGHT #1005485434		—
Mar 2, 1996	Expired BRIGHT #1005482698	$99,900	—
Aug 30, 1995	Listed (Active) BRIGHT #1005482698	$99,900	—
Feb 17, 1995	Listed (Active) BRIGHT #1005485434	$118,900	—

Date	Event & Source	Price
02/18/2026	Active Under Contract BRIGHT #MDQA2016188	—
02/18/2026	Listed (Active) BRIGHT #MDQA2016188	$480,000
08/04/2022	Closed (Public Record) Public Record #1495142941	$430,000 +3.4% / yr
08/04/2022	Closed BRIGHT #MDQA2003386	$430,000
07/26/2022	Pending BRIGHT #MDQA2003386	—
07/22/2022	Listed (Active) BRIGHT #MDQA2003386	—
05/12/2022	Pending BRIGHT #MDQA2003386	—
05/12/2022	Active Under Contract BRIGHT #MDQA2003386	—
05/11/2022	Listed (Active) BRIGHT #MDQA2003386	$425,000
04/25/2022	Withdrawn BRIGHT #MDQA2002690	—
04/13/2022	Temp Off Market BRIGHT #MDQA2002690	—
04/05/2022	Active Under Contract BRIGHT #MDQA2002690	—
03/31/2022	Listed (Active) BRIGHT #MDQA2002690	—
03/31/2022	Price Change BRIGHT #MDQA2002690	$425,000
03/28/2022	Price Change BRIGHT #MDQA2002690	$435,000
03/28/2022	Active Under Contract BRIGHT #MDQA2002690	—
03/25/2022	Listed (Active) BRIGHT #MDQA2002690	—
03/19/2022	Temp Off Market BRIGHT #MDQA2002690	—
03/19/2022	Listed (Active) BRIGHT #MDQA2002690	$425,000
10/24/2007	Withdrawn BRIGHT #MDQA129542	$344,500
10/24/2007	Withdrawn BRIGHT #MDQA129542	—
07/17/2007	Listed (Active) BRIGHT #MDQA129542	$354,900
06/21/2007	Closed (Public Record) Public Record #224829736	$260,000 +22.5% / yr
03/20/2007	Withdrawn BRIGHT #MDQA138732	$345,000
03/20/2007	Withdrawn BRIGHT #MDQA138732	—
07/26/2006	Listed (Active) BRIGHT #MDQA138732	$424,999
04/24/2003	Closed (Public Record) Public Record #114098916	$111,900
02/24/2003	Closed BRIGHT #MDQA110314	$111,900
12/12/2002	Pending BRIGHT #MDQA110314	—
12/11/2002	Listed (Active) BRIGHT #MDQA110314	$111,900
12/31/1996	Withdrawn BRIGHT #1005485434	—
03/02/1996	Expired BRIGHT #1005482698	$99,900
08/30/1995	Listed (Active) BRIGHT #1005482698	$99,900
02/17/1995	Listed (Active) BRIGHT #1005485434	$118,900

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

Public Records for 101 Pine Tree Road

Taxable ValueLand$76,100Additions$332,600Total$408,700

Tax Record2023$2,873 ($239 / month)

Home Facts

Beds0Baths2Total Finished SqFt1,848 SqFtAbove Grade Finished SqFt1,848 SqFtStories2Lot Size48,352 SqFtStyleSingle Family ResidenceYear Built1993ZoningAGCountyQUEEN ANNE'SAPN07-017413Fireplace TypeHas Fireplace

Schools near 101 Pine Tree Road

This home is within Queen Anne's County Public Schools.


Rating	School	Type	Grades	Distance
7/10	Sudlersville Elementary School	Public - Serves this home	PK to 4	4.7 mi
5/10	Sudlersville Middle School	Public - Serves this home	5 to 8	5.0 mi
4/10	Queen Anne's County High School	Public - Serves this home	9 to 12	14.7 mi
NR	Guiding Light Christian Academy	Private - Nearby school	PK to 12	0.9 mi


Rating	School	Distance
7/10	Sudlersville Elementary School PublicPK to 4 Serves this home	4.7 mi
5/10	Sudlersville Middle School Public5 to 8 Serves this home	5.0 mi
4/10	Queen Anne's County High School Public9 to 12 Serves this home	14.7 mi
NR	Guiding Light Christian Academy PrivatePK to 12 Nearby school	0.9 mi

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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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Rosendale 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 02/23/2026 06:38 AM

101 Pine Tree RdChestertown, MD 21620

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101 Pine Tree Rd
Chestertown, MD 21620