310 Longfellow Dr, Chestertown, MD 21620
Property image
Property image
OFF MARKET

$349,100

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,560 sqft (on 0.34 acres)

310 Longfellow Dr, Chestertown, MD 21620

Refinance Your Home
Currently Off Market - Sold Jul 1, 2024 for $320,000

Home Value

Trulia Estimate
$349K
Since last month
$100 (0%)
Since last year
Increased$13K (+4%)
Since last sale
Increased$26K (+8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +98% in the last 10 years
MonthEstimated value
2026
September 2026$346K
August 2026$349K
July 2026$346K
June 2026$350K
May 2026$351K
April 2026$351K
March 2026$348K
February 2026$340K
January 2026$330K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
104 Iris Rd, Chestertown, MD
0.09
Single-Family Home
$379,000
01/30/26
3
2
1,700
213 Central Dr, Chestertown, MD
0.25
Single-Family Home
$317,000
03/09/26
3
2
1,232
154 Longfellow Dr, Chestertown, MD
0.14
Single-Family Home
$300,000
05/27/26
3
1
1,408
129 Parma Rd, Chestertown, MD
0.39
Single-Family Home
$330,000
03/31/26
3
2
1,170
105 Parma Rd, Chestertown, MD
0.42
Single-Family Home
$322,000
11/14/25
3
2
1,232
128 Edmore Rd, Chestertown, MD
0.35
Single-Family Home
$392,500
10/30/25
4
2
2,568
517 Round Top Rd, Chestertown, MD
0.35
Single-Family Home
$289,000
08/21/26
3
1
1,248
600 Rosin Dr, Chestertown, MD
0.40
Single-Family Home
$413,300
12/05/25
3
2
1,300
221 Dutchess Rd, Chestertown, MD
0.45
Single-Family Home
$228,000
07/13/26
3
1.5
2,260

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
324 Longfellow Dr, Chestertown, MD 21620
0.06
$335,800
3
2
1,360
Off Market
104 Iris Rd, Chestertown, MD 21620
0.09
$379,000
3
2
1,700
Recently Sold
154 Longfellow Dr, Chestertown, MD 21620
0.14
$300,000
3
1
1,408
Recently Sold
109 Secor Rd, Chestertown, MD 21620
0.20
$409,600
3
2
1,560
Off Market
150 Longfellow Dr, Chestertown, MD 21620
0.16
$296,400
3
1
1,056
Off Market
149 Longfellow Dr, Chestertown, MD 21620
0.18
$409,300
3
2
1,811
Off Market
105 Justin Buch Dr, Chestertown, MD 21620
0.23
$377,800
3
2
1,200
Off Market
201 Tamarack Rd, Chestertown, MD 21620
0.23
$361,800
2
2
1,225
Off Market
118 Tuxedo Rd, Chestertown, MD 21620
0.19
$246,900
3
1
1,056
Off Market
215 Fairview Dr, Chestertown, MD 21620
0.26
$435,000
3
2.5
1,784
Recently Sold
213 Central Dr, Chestertown, MD 21620
0.25
$317,000
3
2
1,232
Recently Sold

Local Information

  • Map ViewExplore the area around 310 Longfellow Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2002
0.34 acre lot
1,560 sqft
$224/sqft

About this House

Look no more. This home is cute as a button and packs a ton of recent upgrades. . Starting from the top down: New roof, updated heating, hot water heater, wood flooring, kitchen counters, primary bathroom, encapsulated crawl space. This home is move in ready and has so much to offer. Great floor plan, covered front porch, fenced rear yard ready for pets, gardens, fire pits. The home is close to Chestertown has easy access to DE shopping, and is close to all that the area has to offer. Voluntary HOA $25/ year(Shopping, Farmer's Market, Chester River, The list goes On and On). Shed is "As IS" Stay tuned. OPEN HOUSE SAT 6th 12- 2PM
310 Longfellow Dr, Chestertown, MD 21620 is a 3 bedroom, 2 bathroom, 1,560 sqft single-family home built in 2002. It last sold for $320,000 on Jul 1, 2024 (3% below the $329,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $349,100, with a rent estimate of $2,644/month.
Last check for updates: about 11 hours ago
Listed by Tom Boeshore, (410) 739-4071
Berkshire Hathaway Homeservice Homesale Realty
Bought with: Bryanna Schafer Dean, (410) 739-0020, Chesapeake Real Estate Associates, LLC
Source: Bright MLS, MLS#MDQA2009320

Home Details for 310 Longfellow Dr

Interior Features

Interior Details
Number of Rooms: 1Types of Rooms: Basement
Beds & Baths
Number of Bedrooms: 3Main Level Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1560 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Dryer, Oven/Range - Electric, Range Hood, Refrigerator, Washer, Electric Water HeaterDishwasherDryerLaundry: Main LevelRefrigeratorWasher
Heating & Cooling
Heating: Heat Pump,ElectricHas CoolingAir Conditioning: Central Air,Heat Pump,ElectricHas HeatingHeating Fuel: Heat Pump
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Window: Double Pane WindowsDoor: Sliding Glass, Storm Door(s)Flooring: Wood
Levels, Entrance, & Accessibility
Stories: 1Levels: OneAccessibility: NoneFloors: Wood
View
No View

Exterior Features

Exterior Home Features
Roof: Architectural ShingleFencing: Back Yard, Chain LinkOther Structures: Above Grade, Below GradeExterior: SidewalksFoundation: BlockNo Private Pool
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Off Street
Pool
Pool: None
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Exists
Finished Area
Finished Area (above surface): 1560 Square Feet

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceStructure Type: DetachedArchitecture: Ranch/Rambler
Building
Construction Materials: Vinyl SidingNot a New Construction
Property Information
Condition: Very GoodParcel Number: 1802009404

Price & Status

Price
List Price: $329,000
Status Change & Dates
Off Market Date: Mon Jul 01 2024Possession Timing: Close Of Escrow

Active Status

MLS Status: CLOSED

Location

Direction & Address
City: CHESTERTOWNCommunity: Chester Harbor
School Information
Elementary School District: Queen Anne's County Public SchoolsJr High / Middle School District: Queen Anne's County Public SchoolsHigh School District: Queen Anne's County Public Schools

Building

Building Area
Building Area: 1560 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.34 acres

Listing Info

Special Conditions: Standard

Offer

Contingencies: Home InspectionListing Agreement Type: Exclusive Right To Sell

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: MDQA2009320Above Grade Unfinished Area: 1560

Price and Tax history

DateEventPrice
Jul 1, 2024
Source: Bright MLS #MDQA2009320
Sold
$320,000
Apr 25, 2024
Source: Berkshire Hathaway HomeServices Homesale Realty #MDQA2009320
Pending
$329,000
Apr 25, 2024
Source: Bright MLS #MDQA2009320
Contingent
$329,000
Apr 22, 2024
Source: Bright MLS #MDQA2009320
PriceChange
$329,000
Price decreased by 2%
Apr 4, 2024
Source: Bright MLS #MDQA2009320
Listed For Sale
$335,000

Market trends in Chestertown

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
64
5MoM

Around this home

What Locals Say about Chestertown

At least 34 Trulia users voted on each feature.

  • 85 % Say car is needed

  • 84 % Say there's holiday spirit

  • 83 % Say it's dog friendly

  • 77 % Say people would walk alone at night

  • 77 % Say parking is easy

  • 76 % Say yards are well-kept

  • 74 % Say it's quiet

  • 61 % Say neighbors are friendly

  • 57 % Say there's wildlife

  • 56 % Say it's walkable to restaurants

  • 54 % Say there are sidewalks

  • 49 % Say kids play outside

  • 46 % Say it's walkable to grocery stores

  • 44 % Say streets are well-lit

  • 41 % Say there are community events

  • 38 % Say they plan to stay for at least 5 years

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Washington park is a great, safe and family oriented are!! I’ve never live there permanently but by mom is from that are and my grandparents still live there!! I live always visiting! And hope to have a hoke there myself one day!!!"
    1
    Flag
  • Trulia User
    "Short and very accessible. Everything is within 10 minutes and waterfront on the Chester river is spectacular"
    1
    Flag
  • Trulia User
    "I lived in this neighborhood for tens you’d and the community is very friendly. Community clean up after their dog and they watch over one another "
    0
    Flag
  • Kesha C.
    "Chestertown is okay area to live in. Its what you make it honestly. Nothing major or minimal happening."
    0
    Flag
  • Tracy W.
    "The schools are better in Queen Anne's County. The town is well-maintained, and houses and businesses in town have to meet the strict guidelines of the historical society. Restaurants are generally mediocre in quality and high in price. "
    0
    Flag
  • Rancraw
    "This is just a great place to live. I am from Dallas, TX, I have lived in six countries, DC, and Miami. This is my favorite place to live. ONLY down side is getting to an airport under an hour."
    9
    Flag
  • Acaldwell1297
    "I am basically on the main road.... pretty easy to get in and out. I don’t live far from work! So pretty easy for me "
    1
    Flag
  • Guillermo A.
    "Good Community, friendly people, good services. "
    0
    Flag
  • Nancy M.
    "People do not come to Chestertown because it is quite like everywhere else . . but because it is exceptionally itself."
    5
    Flag
  • asso
    "Quiet - not for night owls. Nice farmer's market, good library. Easy acess for weekends in DC, Baltimore, Philly, & Ocean Beaches. College town, Chester River"
    0
    Flag
  • Dafoster
    "Historic town along the Chester River and home to Washington College. Convenient to shops, restaurants, farmers market, waterfront, Garfield Center for the Arts and College Activities. A walker's paradise and a favorite for bikers and boaters."
    5
    Flag

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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. Click here for more information

Frequently asked questions about 310 Longfellow Dr

  • What is 310 Longfellow Dr estimated to be worth?
    Trulia's estimated value for 310 Longfellow Dr in Chestertown, MD is $349,100.
  • What is the price history for 310 Longfellow Dr?
    310 Longfellow Dr in Chestertown, MD last sold for $320,000 in July 2024.
  • Is Chestertown a buyer's or seller's market?
    Chestertown is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Chestertown?
    Residents describe Chestertown, MD as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Chestertown, MD.
  • Does 310 Longfellow Dr have air conditioning?
    Yes, 310 Longfellow Dr in Chestertown, MD has air conditioning.
  • Does 310 Longfellow Dr have laundry facilities?
    Yes, 310 Longfellow Dr in Chestertown, MD has in-unit laundry.

Explore by feature - Air Conditioning

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