102 Iris Rd, Chestertown, MD 21620
Property image
Property image
OFF MARKET

102 Iris Rd
Chestertown, MD 21620

  • 5 Beds
  • 2 Baths
  • 2,104 sqft (on 0.41 acres)

$346,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $2,066/mo*
Refinance Your Home

$346,800

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $2,066/mo*
Refinance Your Home
5 Beds
2 Baths
2,104 sqft
(on 0.41 acres)

Home Value

Trulia Estimate
$347K
Since last month
Decreased$3K (-0.7%)
Since last year
Increased$7K (+2%)
Since last sale
Increased$73K (+26.8%)
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 +100% in the last 10 years
MonthEstimated value
2026
August 2026$346K
July 2026$349K
June 2026$351K
May 2026$353K
April 2026$350K
March 2026$346K
February 2026$341K
January 2026$337K
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
0.02
Single-Family Home
$379,000
01/30/26
3
2
1,700
154 Longfellow Dr, Chestertown, MD
0.13
Single-Family Home
$300,000
05/27/26
3
1
1,408
128 Edmore Rd, Chestertown, MD
0.43
Single-Family Home
$392,500
10/30/25
4
2
2,568
213 Central Dr, Chestertown, MD
0.31
Single-Family Home
$317,000
03/09/26
3
2
1,232
221 Dutchess Rd, Chestertown, MD
0.53
Single-Family Home
$228,000
07/13/26
3
1.5
2,260
129 Parma Rd, Chestertown, MD
0.46
Single-Family Home
$330,000
03/31/26
3
2
1,170
105 Parma Rd, Chestertown, MD
0.49
Single-Family Home
$322,000
11/14/25
3
2
1,232
215 Fairview Dr, Chestertown, MD
0.34
Single-Family Home
$435,000
07/16/26
3
2.5
1,784
211 Longfellow Dr, Chestertown, MD
0.06
Single-Family Home
$180,000
08/28/25
2
1
864
513 Round Top Rd, Chestertown, MD
0.38
Single-Family Home
$220,000
04/14/26
4
1
1,248

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
104 Iris Rd, Chestertown, MD 21620
0.02
$379,000
3
2
1,700
Recently Sold
310 Longfellow Dr, Chestertown, MD 21620
0.08
$347,800
3
2
1,560
Off Market
324 Longfellow Dr, Chestertown, MD 21620
0.14
$334,700
3
2
1,360
Off Market
154 Longfellow Dr, Chestertown, MD 21620
0.13
$300,000
3
1
1,408
Recently Sold
150 Longfellow Dr, Chestertown, MD 21620
0.15
$296,400
3
1
1,056
Off Market
149 Longfellow Dr, Chestertown, MD 21620
0.15
$405,600
3
2
1,811
Off Market
105 Justin Buch Dr, Chestertown, MD 21620
0.24
$374,400
3
2
1,200
Off Market
109 Secor Rd, Chestertown, MD 21620
0.25
$405,900
3
2
1,560
Off Market
118 Tuxedo Rd, Chestertown, MD 21620
0.23
$245,700
3
1
1,056
Off Market
201 Tamarack Rd, Chestertown, MD 21620
0.28
$361,800
2
2
1,225
Off Market
545 Fey Rd, Chestertown, MD 21620
0.32
$1,399,400
3
2.5
2,420
Off Market
213 Central Dr, Chestertown, MD 21620
0.31
$317,000
3
2
1,232
Recently Sold

Local Information

  • Map ViewExplore the area around 102 Iris Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1971
Lot Size
0.41 acres
Living Area
2,104 sqft
Price/Sqft
$165

About this House

This home is a hidden gem. A rare 5 bedroom, 2 bath house on a quiet and private cul-de-sac in Chester Harbor. Sits on a lot that’s over 0.41 acres that backs up to a large farm. Total living space of over 2,100 square feet including the finished basement. The main level has 3 bedrooms and one full bathroom, a living room and open kitchen & dining room with ceiling fans in every room, exquisite Brazilian Cherry hardwood flooring, crown molding and chair railing. The sliding doors off the dining room lead out to the spacious back deck - perfect for grilling out overlooking a large fenced-in yard with plenty of room for your kids or four-legged friends to run and play. There’s more space outside the fence where you will find your storage shed and behind that is where the current owners have a nice sized garden. In the completely finished basement, you will find two more bedrooms, another full bathroom, a huge family room and an additional bonus space for a home office, play area, lots of extra storage space, or even a classroom for homeschooling! A staircase leads out to the back yard. Plenty of space in the driveway to park your vehicles and boat or jet skis. Both bathrooms were updated in 2016 with tile flooring and new vanities. Only a few minutes from the Chester River and historic downtown Chestertown with everything easily accessible, but in Queen Anne's County with stellar schools. A house with this much to offer is a rare find and won’t stay on the market long! Don’t miss out, schedule your showing today!
102 Iris Rd, Chestertown, MD 21620 is a 5 bedroom, 2 bathroom, 2,104 sqft single-family home built in 1971. It last sold for $273,000 on Dec 15, 2021. It is currently off market. The Trulia Estimate is $346,800, with a rent estimate of $2,806/month.

Home Details for 102 Iris Rd

Interior Features

Interior Details
BasementAtticTypes of Rooms: Dining Room, Family Room, OfficeCeiling Fan
Heating & Cooling
Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleDeckExterior: Other, VinylGardenLawn
Parking & Garage
Parking Spaces: 4

Property Information

Year Built
Year Built: 1971Year Updated: 2016
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 0.41 acres

Price and Tax history

DateEventPrice
Dec 15, 2021
Source: N/A
Sold
$273,000
Nov 12, 2021
Source: N/A
Pending
$270,000
Nov 10, 2021
Source: N/A
Listed For Sale
$270,000
May 14, 2018
Source: N/A
Sold
$214,000
Feb 12, 2018
Source: Agent Provided
Listed For Sale
$210,000

Market trends in Chestertown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
59
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

LGBTQ Local Legal Protections

Frequently asked questions about 102 Iris Rd

  • What is 102 Iris Rd estimated to be worth?
    Trulia's estimated value for 102 Iris Rd in Chestertown, MD is $346,800.
  • What is the price history for 102 Iris Rd?
    102 Iris Rd in Chestertown, MD last sold for $273,000 in December 2021.
  • 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 102 Iris Rd have air conditioning?
    Yes, 102 Iris Rd in Chestertown, MD has air conditioning.
  • Does 102 Iris Rd have laundry facilities?
    Yes, 102 Iris Rd in Chestertown, MD has in-unit laundry.

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