NOT LISTED FOR SALE

149 Longfellow Dr Chestertown, MD 21620

Kingstown Neighborhood

Estimated Value: $325,000 - $396,000

3 Beds
2 Baths
1,811 Sq Ft
$199/Sq Ft Est. Value

Sale Details

Date Sold: April 11, 2025

Last sale price $385,000 $213 Per Sq Ft

Est. 6% decrease in value since last sale

Current estimated payment $2,144 / mo

19 Days on Market

Highlights

  • No HOA
  • 1 Car Detached Garage
  • Central Heating and Cooling System
  • Church Hill Elementary School Rated A-

About This Home

As of April 2025

Welcome to your dream home in the charming sought after community of Chester Harbor! This delightful property boasts 3 spacious bedrooms and 2 full updated bathrooms, perfectly designed for comfort and modern living.
Step into the huge master bedroom, perfect for all buyers. The finished basement provides versatile additional living space—ideal for a family room, home office, or play area. The recently renovated kitchen is a culinary enthusiast’s dream, featuring contemporary finishes and high-end appliances that make meal prep a pleasure. Outside, the great yard is perfect for entertaining, gardening, or simply enjoying the serene surroundings. Enjoy the HUGE garage located in the rear of the property. Chester Harbor Community has a voluntary HOA ($30/year), which offers water access, a beach, community events, and a playground. Just around the corner is Round Top Park offering tennis, pickleball, and basket ball courts, a playground, and pavilion. Minutes from Chestertown's historic waterfront, restaurants, shopping, and marinas

Last Agent to Sell the Property

Mr. Isaac Bahary

(215) 627-3500 vicki@kwempower.com KW Empower License #RS374863 Listed on: 02/13/2025

KW Empower

Last Buyer's Agent

Victoria McKeever

(410) 263-8686 khylah.settle@cbmove.com Coldwell Banker Realty

Coldwell Banker Realty

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $2,253

Year Built

  • Built in 1982

Lot Details

  • 15,000 Sq Ft Lot
  • Property is zoned NC-20

Parking

  • 1 Car Detached Garage
  • Front Facing Garage

Home Design

  • Block Foundation

Interior Spaces

  • 1,811 Sq Ft Home
  • Property has 1 Level
  • Finished Basement

Bedrooms and Bathrooms

  • 3 Main Level Bedrooms
  • 2 Full Bathrooms

Utilities

  • Central Heating and Cooling System
  • Well
  • Electric Water Heater
  • Septic Tank

Community Details

  • No Home Owners Association
  • Chester Harbor Subdivision

Listing and Financial Details

  • Tax Lot 27
  • Assessor Parcel Number 1802011670

Home Details

Home Type

Single Family

Est. Annual Taxes

$2,253

Year Built

Built in 1982

Lot Details

0.34 Acres

Parking

1

Listing Details

  • Property Type: Residential
  • Structure Type: Detached
  • Ownership: Fee Simple
  • New Construction: No
  • Story List: Main
  • Federal Flood Zone: No
  • Year Built: 1982
  • Automatically Close On Close Date: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Fireplace: No
  • Foundation Details: Block
  • Levels Count: 1
  • Basement: Yes
  • Basement Type: Fully Finished
  • Total Sq Ft: 1811
  • Living Area Sq Ft: 1811
  • Price Per Sq Ft: 220.32
  • Above Grade Finished Sq Ft: 1811
  • Above Grade Finished Area Units: Square Feet

Beds/Baths

  • Bedrooms: 3
  • Main Level Bedrooms: 3
  • Total Bathrooms: 2
  • Full Bathrooms: 2
  • Main Level Bathrooms: 2.00
  • Main Level Full Bathrooms: 2

Exterior Features

  • Other Structures: Above Grade, Below Grade
  • Water Access: No
  • Waterfront: No
  • Water Oriented: No
  • Pool: No Pool
  • Tidal Water: No
  • Water View: No

Garage/Parking

  • Garage Spaces: 1.00
  • Garage: Yes
  • Garage Features: Garage - Front Entry
  • Number Of Detached Garage Spaces: 1
  • Total Garage And Parking Spaces: 1
  • Type Of Parking: Detached Garage

Utilities

  • Central Air Conditioning: Yes
  • Cooling Fuel: Electric
  • Cooling Type: Central A/C
  • Heating Fuel: Electric
  • Heating Type: Central
  • Heating: Yes
  • Hot Water: Electric
  • Sewer/Septic System: Private Septic Tank
  • Water Source: Well

Condo/Co-op/Association

  • Condo Co-Op Association: No
  • HOA: No
  • Senior Community: No

Schools

  • School District Source: Listing Agent

Lot Info

  • Lot Size Acres: 0.34
  • Lot Size Units: Square Feet
  • Lot Sq Ft: 15000.00
  • Zoning: NC-20
  • In City Limits: No

Rental Info

  • Pets: No Pet Restrictions
  • Pets Allowed: Yes
  • Vacation Rental: No

Tax Info

  • Tax Annual Amount: 2253.00
  • Assessor Parcel Number: 1802011670
  • Tax Lot: 27
  • County Tax Payment Frequency: Annually
  • Tax Year: 2024

MLS Schools

  • School District Name: QUEEN ANNE'S COUNTY PUBLIC SCHOOLS

Ownership History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Name Owned For Owner Type

Purchase Details

Listed on
Feb 13, 2025
Closed on
May 5, 2025
Sold by
Bought by
Seller's Agent
Mr. Isaac Bahary
KW Empower
Buyer's Agent
Victoria McKeever
Coldwell Banker Realty
List Price
$399,000
Sold Price
$385,000
Premium/Discount to List
-$14,000
-3.51%
Views
76
Current Estimated Value
$360,104

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
-$24,896
Avg. Annual Appreciation
-5.33%
Original Mortgage
$327,250
Outstanding Balance
$326,091
Interest Rate
6.65%
Mortgage Type
New Conventional
Estimated Equity
$34,013

Purchase Details

Closed on
Mar 25, 2024
Sold by
Bought by

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$196,775
Interest Rate
6.88%
Mortgage Type
New Conventional

Purchase Details

Closed on
Nov 30, 2023
Sold by
Bought by

Purchase Details

Closed on
Jun 23, 2005
Sold by
Bought by

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$201,408
Interest Rate
5.64%
Mortgage Type
Purchase Money Mortgage

Purchase Details

Closed on
May 13, 2004
Sold by
Bought by

Purchase Details

Closed on
May 7, 2004
Sold by
Bought by

Purchase Details

Closed on
Mar 19, 1997
Sold by
Bought by
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
Collateral Analytics

Collateral Analytics Collateral Analytics AVMs (Automated Valuation Model) employ a number of statistical approaches combined with neighborhood-specific comparable selection guarantees the most up-to-date and precise valuations.

Not Available

Collateral Analytics does not have data for the current month. Please view the chart for historical values.

ICE

ICE Mortgage Technology ICE Mortgage Technology’s AVM (Automated Valuation Model) is a state-of-the-art online residential property valuation tool that provides a quick and accurate estimate of the value of almost any home in the U.S.

Not Available

ICE Mortgage Technology does not have data for the current month. Please view the chart for historical values.

First American

First American First American Data & Analytics’ next-generation AVM combines unrivaled data assets with a blended ensemble of valuation models to produce highly accurate, reliable valuations you can trust.

Not Available

First American does not have data for the current month. Please view the chart for historical values.

Quantarium

Quantarium Quantarium’s valuation service, repeatedly proven the industry’s most accurate and comprehensive, is supercharged with a self-learning and auto-tuning AI engine that continually becomes smarter and more accurate as it processes daily inputs from the industry’s leading RE data lake.

Not Available

Quantarium does not have data for the current month. Please view the chart for historical values.

Average Value
Not Available
List Price
Sold Price
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area

Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
$385,000 Title Resources Guaranty
$385,000 Title Resources Guaranty
$160,000 Boston National Title
$160,000 Boston National Title
$173,349 None Listed On Document
$203,000 --
$62,500 --
$62,500 --
-- --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Borrower Loan Amount
Open $327,250
Closed $327,250
Previous Owner $196,775
Previous Owner $201,408
Closed --
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
04/11/2025 04/11/25 Sold $385,000 -3.5% $213 / Sq Ft
03/04/2025 03/04/25 Pending -- -- --
02/13/2025 02/13/25 For Sale $399,000 -- $220 / Sq Ft
Source: Bright MLS

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $2,521 $261,300 $76,000 $185,300
2024 $2,313 $239,200 $0 $0
2023 $2,105 $217,100 $0 $0
2022 $1,897 $195,000 $56,000 $139,000
2021 $1,792 $187,767 $0 $0
2020 $1,792 $180,533 $0 $0
2019 $1,722 $173,300 $56,000 $117,300
2018 $1,722 $173,300 $56,000 $117,300
2017 $1,722 $173,300 $0 $0
2016 -- $179,300 $0 $0
2015 $911 $179,300 $0 $0
2014 $911 $179,300 $0 $0
Source: Public Records

Agents Affiliated with this Home

  • M

    Seller's Agent in 2025

    Mr. Isaac Bahary

    KW Empower

    (732) 996-6665

    1 in this area

    38 Total Sales

    Mr. Isaac Bahary
    Section Image

  • V

    Buyer's Agent in 2025

    Victoria McKeever

    Coldwell Banker (NRT-Southeast-MidAtlantic)

    (443) 926-6593

    1 in this area

    11 Total Sales

    Victoria McKeever
    Section Image
See All Agents

Map

Source: Bright MLS

MLS Number: MDQA2012292

Bright MLS

APN: 02-011670

Maryland Queen Anne's County Chestertown 21620 Kingstown

149 Longfellow Dr, Chestertown, MD

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Bright MLS The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by BRIGHT through a licensing agreement.
Listing information is from various brokers who participate in the Bright MLS IDX program and not all listings may be visible on the site.
The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale.
Property information displayed is deemed reliable but is not guaranteed.
Copyright 2026 Bright MLS, Inc.

Nearby Homes
Your Personal Tour Guide

Ask me questions while you tour the home.