1 Chestnut Dr, Derby, CT 06418
OFF MARKET

1 Chestnut Dr
Derby, CT 06418

  • 3 Beds
  • 1.5 Baths
  • 1,378 sqft

$405,900

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $2,873/mo*
Refinance Your Home

$405,900

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $2,873/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,378 sqft

Home Value

Trulia Estimate
$406K
Since last month
Decreased$900 (-0.2%)
Since last year
Increased$11K (+2.8%)
Since last sale
Increased$99K (+32.2%)
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 +135% in the last 10 years
MonthEstimated value
2026
August 2026$406K
July 2026$407K
June 2026$410K
May 2026$409K
April 2026$406K
March 2026$397K
February 2026$391K
January 2026$385K
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
311 Marshall Ln, Derby, CT
0.05
Single-Family Home
$300,000
12/19/25
3
2
1,500
7 Hale Drive, Ansonia, CT
0.17
Single-Family Home
$355,000
03/17/26
3
1
1,259
11 Hale Drive, Ansonia, CT
0.21
Single-Family Home
$362,000
06/29/26
3
1.5
1,053
8 Fox Hill Terrace, Ansonia, CT
0.25
Single-Family Home
$399,000
10/31/25
3
2
1,347
242 Marshall Lane, Derby, CT
0.13
Single-Family Home
$365,000
08/12/26
3
1
960
20 Fitzpatrick Road, Ansonia, CT
0.25
Single-Family Home
$320,000
04/08/26
3
1.5
1,145
16 Chestnut Drive, Derby, CT
0.07
Single-Family Home
$442,500
07/17/26
3
2
1,756
147 Ida Ave, Derby, CT
0.22
Single-Family Home
$175,000
06/24/26
3
1
1,008
195 Marshall Lane, Derby, CT
0.24
Single-Family Home
$495,000
04/24/26
3
2.5
1,342
59 Chestnut Drive, Derby, CT
0.20
Single-Family Home
$455,000
11/26/25
3
1.5
1,108

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
50 Strang Road, Derby, CT 06418
0.05
$467,500
3
2.5
1,132
Off Market
191 Harold Avenue, Derby, CT 06418
0.12
$378,400
3
1
1,092
Off Market
261 Marshall Lane, Derby, CT 06418
0.11
$501,900
3
2.5
1,500
Off Market
242 Marshall Lane, Derby, CT 06418
0.13
$365,000
3
1
960
Recently Sold
16 Chestnut Drive, Derby, CT 06418
0.07
$442,500
3
2
1,756
Recently Sold
8 Bartholomew Avenue, Ansonia, CT 06401
0.08
$358,200
3
1
992
Off Market
6 Coe Lane, Ansonia, CT 06418
0.11
$556,200
3
2.5
2,100
Off Market
65 Pine Street, Derby, CT 06418
0.14
$475,300
3
2.5
1,858
Off Market
4 Scenic View Drive, Ansonia, CT 06401
0.14
$393,300
3
2
1,350
Off Market
5 Beech Street, Derby, CT 06418
0.15
$429,400
3
2
1,498
Off Market
16 Jeanetti Drive, Derby, CT 06418
0.23
$629,700
4
2.5
2,400
Off Market
7 Hale Drive, Ansonia, CT 06401
0.17
$355,000
3
1
1,259
Recently Sold

Local Information

  • Map ViewExplore the area around 1 Chestnut Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1961
Living Area
1,378 sqft
Price/Sqft
$295

About this House

Impeccably maintained and recently updated Split level home in sought after Hilltop location. The living room has expansive windows and a fireplace with gas insert. The kitchen has a generous dining area separate from your cooking area with new flooring. There are sliders leading to a covered deck for dining or just enjoying the view of your neighborhood and level fenced yard. Just a few steps from your living room is your updated hall bathroom with oversized shower, new tile flooring and new vanity. The Master bedroom and 2 additional bedrooms with hardwood flooring and spacious closets are all on the same level of living space. The lower level provides the laundry room with half bath. The spacious family room with wood burning stove and direct access to the backyard is perfect for watching TV and provides ample space for a home office or exercise area. There is additional storage in the basement area with shelving and storage cabinet. Conveniently located to schools, highways and shopping. Enjoy this ready to move in home in a wonderful neighborhood.
1 Chestnut Dr, Derby, CT 06418 is a 3 bedroom, 2 bathroom, 1,378 sqft single-family home built in 1961. It last sold for $307,000 on Dec 1, 2021. It is currently off market. The Trulia Estimate is $405,900, with a rent estimate of $3,078/month.

Home Details for 1 Chestnut Dr

Interior Features

Heating & Cooling
Heating: Forced Air, Stove, Electric, Oil, Propane ButaneAir ConditioningCooling System: WallHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 6
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Brick, Cement ConcretePatio

Property Information

Year Built
Year Built: 1961
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 8712 sqft

Price and Tax history

DateEventPrice
Dec 1, 2021
Source: Smart MLS #170433230
Sold
$307,000
Sep 18, 2021
Source: Smart MLS #170433230
Contingent
$299,999
Aug 29, 2021
Source: Smart MLS #170433230
Listed For Sale
$299,999
Sep 30, 2019
Source: Smart MLS #170221978
Sold
$215,000
Aug 1, 2019
Source: Agent Provided
Listed For Sale
$230,000

Market trends in Derby

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
19
2MoM

Around this home

What Locals Say about Derby

At least 188 Trulia users voted on each feature.

  • 82 % Say car is needed

  • 77 % Say it's dog friendly

  • 67 % Say there are sidewalks

  • 67 % Say parking is easy

  • 66 % Say there's holiday spirit

  • 62 % Say streets are well-lit

  • 57 % Say yards are well-kept

  • 56 % Say it's walkable to restaurants

  • 56 % Say kids play outside

  • 54 % Say people would walk alone at night

  • 50 % Say it's quiet

  • 48 % Say it's walkable to grocery stores

  • 48 % Say neighbors are friendly

  • 47 % Say they plan to stay for at least 5 years

  • 38 % Say there's wildlife

  • 26 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Krystal
    "School district is crap. Kids run the streets at all hours of the night and cars have gotten stolen not to mention parts off of cars have disappeared and cops have done nothing about it."
    1
    Flag
  • Tashima
    "There are no sidewalks which makes it difficult to walk your dog. You have to walk on someone’s property or in the street. Walking in the street is very dangerous. "
    1
    Flag
  • Edwin Portillo
    "Keep dogs under their control and not let them run loose in the streets especially when they’re pit bulls "
    0
    Flag
  • Sheema
    "It is a safe and boring town. Close to grocery stores. No major attractions. Neighboring towns are nice. "
    0
    Flag
  • Thabushfamily
    "lived here 3 years typically quiet good schools and close to transit and shopping centers. river walk trails and parks!!"
    0
    Flag
  • Belinda.rone
    "The area is nice and quiet. You really need a car, but public transportation is accessible. The shopping area is good, with a variety of stores to choose from."
    0
    Flag
  • Francis M.
    "Very quiet & safe area to live in. Will sure miss it when I leave next month but highly recommend families to raise a family in this town "
    0
    Flag
  • Jeremey.lombard
    "I’ve lived in this city all my life. It’s small, and everything you need is no more than a 20 minute drive. Quant and cute!"
    0
    Flag
  • Maritza H.
    "Lived here one year. It’s quiet and secluded but it’s ok. Good for my granddaughter to grow up in. Thank you"
    0
    Flag
  • Cyntia A.
    "it's a hassle for parking when its December, january, February and march. quiet neighborhood. great to have pets here."
    1
    Flag
  • Lubna A.
    "It’s quite and there’s nice people here it feels safe. There’s really nothing to do out here which sucks but if you like quiet and peace this the neighborhood to be at "
    0
    Flag
  • Soquendo777
    "ive lived here for 14 years love tgis little town just wish there was more to due to keep me in town as far as parks playground i have to take them out of town so means spending money outside of derby instead of contributing to my town ."
    0
    Flag
  • Oya2019
    "Yes it’s ok people don’t know how to pick up dog poop up kids stepping in it they don’t pay attention otherwise good"
    0
    Flag
  • Jeremey.lombard
    "I’ve lived here all my life, it’s quiet and peaceful, beautiful scenery, and it’s easy to get anywhere. Great little city. "
    0
    Flag
  • Thabushfamily
    "I live walking distance from the train station. Great parks and trails. Close to shopping and the highways. "
    0
    Flag
  • Mikhail M.
    "it's a good starter neighborhood but not to stay long term. it has great potential and one day it will a bustling city. "
    0
    Flag
  • Mikhail M.
    "my neighbor is great, schools movies hospitals are only minutes away. shopping is easy with target and big Y close by as well."
    0
    Flag
  • Richard R. J.
    "Great neighborhood. I’ve been here for two years now. Love the lake view and being around a good amount of restaurants and hiking trails. "
    0
    Flag
  • Barbara
    "Too many drugs and violence,and police don’t care, taxes are too high, town has too much Violence and Crime rate is very high "
    1
    Flag
  • Francis
    "Heavy drug area rodents pest problems area is very low income run garbage everywhere houses sidewalks. House not maintained unsafe to walk at night"
    7
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1 Chestnut Dr

  • What is 1 Chestnut Dr estimated to be worth?
    Trulia's estimated value for 1 Chestnut Dr in Derby, CT is $405,900.
  • What is the price history for 1 Chestnut Dr?
    1 Chestnut Dr in Derby, CT last sold for $307,000 in December 2021.
  • Is Derby a buyer's or seller's market?
    Derby is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Derby?
    Residents describe Derby, CT as dog-friendly, pedestrian-friendly, and easy to park in. See recently sold homes in Derby, CT.
  • Does 1 Chestnut Dr have air conditioning?
    Yes, 1 Chestnut Dr in Derby, CT has air conditioning.
  • How big is the lot at 1 Chestnut Dr?
    The lot at 1 Chestnut Dr in Derby, CT is about 0.20 acres (8,712 sq ft).

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Off Market Homes Near 1 Chestnut Dr

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