BRING ALL OFFERS! Welcome to this newly renovated home with stunning upgrades throughout! This charming, easy-living home, in Chestertown, MD has all new LVP flooring, paint and drywall, a brand-new kitchen featuring sleek grey cabinets, stainless steel appliances, a deep sink, backsplash, and quarts countertops. The bathroom boasts a beautifully tiled shower. New washer and dryer on the main floor, and beautiful windows to let in an abundance of natural light. Enjoy almost an acre of land with plenty of room to enjoy the quiet outdoors. This home is located in Queen Anne’s County, close to rt 301, making for a short commute 25 minutes to Middletown, DE, 35 minutes to the Chesapeake Bay Bridge, and lots of local amenities near by.
Single-familyProperty Type
1961Year Built
0.81 acresLot Size
$339Est. Price/Sq.Ft.
Listed by Kaitlyn Collins• Benson & Mangold, LLC
•410-822-6665 (broker)
•info@bensonandmangold.com (broker)
Bought with Roxana TAPIA• Long & Foster Real Estate, Inc.
•410-643-2244 (broker)
Source:BRIGHT MLS #MDQA2007694
Redfin Estimate
$279,926
$20K since sold in February 2025$2,000 since July
Recently sold homes
Estimate history
Homes for sale
This home's estimate is 14.3% higher than the average sale price ($245K) of 6 comparable homes.
BRING ALL OFFERS! Welcome to this newly renovated home with stunning upgrades throughout! This charming, easy-living home, in Chestertown, MD has all new LVP flooring, paint and drywall, a brand-new kitchen featuring sleek grey cabinets, stainless steel appliances, a deep sink, backsplash, and quarts countertops. The bathroom boasts a beautifully tiled shower. New washer and dryer on the main floor, and beautiful windows to let in an abundance of natural light. Enjoy almost an acre of land with plenty of room to enjoy the quiet outdoors. This home is located in Queen Anne’s County, close to rt 301, making for a short commute 25 minutes to Middletown, DE, 35 minutes to the Chesapeake Bay Bridge, and lots of local amenities near by.
BRIGHT MLS #MDQA2005644
Apr 14, 2023
Sold
$300,000
$363/sq ft
Feb 3, 2023
Pending
—
Feb 3, 2023
Listed
$300,000
$363/sq ft
This property is full of opportunity! Cottage style home with full basement coming with 20.36 +/- acres!!
Year
Property tax
Land + Additions
Assessment*
2025
$1,245 (+3.3%)
2024
$1,205 (+3.4%)
$58,800 + $67,000
$125,800
2023
$1,166 (+5.1%)
2022
$1,109 (+3.0%)
2021
$1,077 (+4.8%)
$63,000 + $50,200
$113,200
2020
$1,028 (+4.8%)
2019
$981 (+1.4%)
2018
$967 (+1.4%)
$49,200 + $46,800
$96,000
2017
$953 (+1.5%)
2016
$939 (+2.3%)
$49,200 + $42,500
$91,700
2015
$918 (+3.0%)
$49,200 + $42,500
$91,700
2014
$892 (+4.0%)
$64,100 + $35,300
$99,400
2013
$857 (+7.9%)
2012
$795 (+8.8%)
2011
$731 (+5.2%)
2010
$695 (+10.5%)
2009
$629
Tax history for 305 Pine Tree Rd
Year
Property tax
Land + Additions
Assessment*
2025
$1,245 (+3.3%)
2024
$1,205 (+3.4%)
$58,800 + $67,000
$125,800
2023
$1,166 (+5.1%)
2022
$1,109 (+3.0%)
2021
$1,077 (+4.8%)
$63,000 + $50,200
$113,200
2020
$1,028 (+4.8%)
2019
$981 (+1.4%)
2018
$967 (+1.4%)
$49,200 + $46,800
$96,000
2017
$953 (+1.5%)
2016
$939 (+2.3%)
$49,200 + $42,500
$91,700
2015
$918 (+3.0%)
$49,200 + $42,500
$91,700
2014
$892 (+4.0%)
$64,100 + $35,300
$99,400
2013
$857 (+7.9%)
2012
$795 (+8.8%)
2011
$731 (+5.2%)
2010
$695 (+10.5%)
2009
$629
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Property details
Interior
Bathroom Information
# of Full Baths: 1
Heating & Cooling
Heating Type: Space
Exterior
Exterior Information
Building Construction Quality: Fair
Exterior Wall: Asbestos Shingle
Building Type: Single Family
Property Information
Subdivision Name: CITY/CHESTERTOWN
Living Sq. Ft: 826
Building Sq. Ft: 826
# of Stories: 1
Stories Type: 1
Legal Description: LOT 35283 SQ FT E/SIDE PINE TREE RD PONDTOWN
Parking & Garage Information
Parking Type: Detached Frame Garage
Garage/Parking Sq. Ft: 480
Garage / Carport Type: Detached Frame
Lot Information
# of Buildings: 1
Land Sq. Ft: 35,283
Legal Lot Number: 2
Acres: 0.81
Depth Footage: 303
Front Footage: 117
Zoning Code: NC1T
State Use Description: RESIDENTIAL
Location Information
Parcel Location Influence: Back Lot
Utility Information
Sewer Type: Private
Water Service Type: Private
Financial
Assessor Information
Assessment Year: 2026
Tax District County: 07
Public facts
Beds: —
Baths: 1.0
Sq. Ft.: 826
Stories: 1.0
Lot Size: 0.81 acres
Style: Single Family Residential
Year Built: 1961
Year Renovated: —
County: Queen Anne's County
APN: 07 001142
Home facts updated by county records on Jul 18, 2026
Around this home
Schools
Sudlersville Elementary School
Public PreK-4 • Assigned • 4.4mi
7/10
Sudlersville Middle School
Public 5-8 • Assigned • 4.8mi
5/10
Queen Anne's County High School
Public 9-12 • Assigned • 14.2mi
7/10
Provided by GreatSchools
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
1/10 Flood Factor
Minimal risk 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
8/10 Heat Factor
7 days above 104° expected this year, 15 days in 30 years
6/10 Wind Factor
27% chance of strong winds in next 30 years
2/10 Air Factor
2 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Chestertown, MD • 21620
Average low and high temperatures (°F)
37
23
41
28
60
39
67
47
72
56
83
65
87
71
82
65
77
61
68
49
58
40
43
29
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
In this area, properties receive around 9.2 hours in
June and 4.7 hours in December, which is comparable to the
U.S. average for solar exposure.
9.2 hrs
4.7 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$266,000 – $322,000
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