86 Chestnut Drive, Derby, CT 06418
OFF MARKET

$466,200

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,239 sqft (on 0.39 acres)

86 Chestnut Drive, Derby, CT 06418

Refinance Your Home
Currently Off Market - Sold Sep 20, 2024 for $395,000

Home Value

Trulia Estimate
$466K
Since last month
Decreased$2K (-0.3%)
Since last year
Increased$48K (+11.5%)
Since last sale
Increased$72K (+18.1%)
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$467K
August 2026$466K
July 2026$468K
June 2026$472K
May 2026$467K
April 2026$441K
March 2026$427K
February 2026$423K
January 2026$424K
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
16 Chestnut Drive, Derby, CT
0.22
Single-Family Home
$442,500
07/17/26
3
2
1,756
25 Glen Drive, Ansonia, CT
0.13
Single-Family Home
$385,000
12/22/25
3
2
1,350
59 Chestnut Drive, Derby, CT
0.10
Single-Family Home
$455,000
11/26/25
3
1.5
1,108
120 Pulaski Highway, Ansonia, CT
0.33
Single-Family Home
$392,000
03/20/26
3
1.5
1,568
118 Pulaski Highway, Ansonia, CT
0.33
Single-Family Home
$445,000
10/03/25
3
2
1,624
138 Pulaski Highway, Ansonia, CT
0.34
Single-Family Home
$505,000
08/10/26
3
1.5
2,772
8 Fox Hill Terrace, Ansonia, CT
0.22
Single-Family Home
$399,000
10/31/25
3
2
1,347
11 Hale Drive, Ansonia, CT
0.26
Single-Family Home
$362,000
06/29/26
3
1.5
1,053

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
29 Bartholomew Avenue, Ansonia, CT 06401
0.07
$372,100
3
1
968
Off Market
71 Chestnut Drive, Derby, CT 06418
0.06
$320,600
3
1.5
1,080
Off Market
25 Glen Drive, Ansonia, CT 06401
0.13
$385,000
3
2
1,350
Recently Sold
59 Chestnut Drive, Derby, CT 06418
0.10
$455,000
3
1.5
1,108
Recently Sold
15 Golden Rod Drive, Ansonia, CT 06401
0.16
$418,600
3
1.5
1,492
Off Market
40 High Acres Road, Ansonia, CT 06401
0.21
$453,700
3
2
1,557
Off Market
8 Fox Hill Terrace, Ansonia, CT 06401
0.22
$404,800
3
2
1,347
Off Market
21 Arbor Terrace, Ansonia, CT 06401
0.24
$457,700
3
2
1,502
Off Market
16 Chestnut Drive, Derby, CT 06418
0.23
$442,500
3
2
1,756
Recently Sold
7 Hale Drive, Ansonia, CT 06401
0.24
$355,000
3
1
1,259
Recently Sold
3 Dempsey Court, Ansonia, CT 06401
0.26
$503,400
3
1.5
1,236
Off Market

Local Information

  • Map ViewExplore the area around 86 Chestnut Drive.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1956
0.39 acre lot
2,239 sqft
$208/sqft
2 Car Garage

About this House

LOCATION, LOCATION, LOCATION!! Discover the charm of this stunning Derby, Connecticut home, brimming with amazing features and timeless elegance!!! This Over Sized Cape Cod style home is the perfect chance for any new home owner looking to move into a peaceful neighborhood. It comes packed with 3 bedrooms, 2 baths, double car garage, spacious back yard and front yard, and much more!! Book your appointments today and go check out this amazing opportunity in person.This sale is subject to the sellers finding and securing suitable housing. This sale is subject to the sellers finding and securing suitable housing.
86 Chestnut Drive, Derby, CT 06418 is a 3 bedroom, 2 bathroom, 2,239 sqft single-family home built in 1956. It last sold for $395,000 on Sep 20, 2024 (1% below the $399,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $466,200, with a rent estimate of $3,079/month.
Last check for updates: about 6 hours ago
Listed by Santiago Jaraba Chacon, (203) 278-3121
eRealty Advisors, Inc., (203) 989-3635
Co-Listing Agent: Christopher Cruz, (203) 243-3691
eRealty Advisors, Inc., (203) 989-3635
Bought with: Jovita Carrera, (203) 621-4289, eXp Realty, (866) 828-3951
Source: Smart MLS, MLS#24031679

Home Details for 86 Chestnut Drive

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2239 Square Feet
Appliances & Utilities
Appliances: Electric Range, Water HeaterLaundry: Lower Level
Heating & Cooling
Heating: Baseboard,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: DeckFencing: FullFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Paved,Off Street,Driveway
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2239 Square Feet

Property Information

Year Built
Year Built: 1956
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape Cod
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1093997

Price & Status

Price
List Price: $399,900
Status Change & Dates
Off Market Date: Sat Jul 27 2024Possession Timing: 09/01/2024

Active Status

MLS Status: Closed

Location

Direction & Address
City: DerbyCommunity: Hilltop
School Information
Elementary School: Per Board of EdHigh School: Per Board of Ed

Building

Building Area
Building Area: 2239 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.39 acres

Miscellaneous

BasementMls Number: 24031679Attic: NoneAbove Grade Unfinished Area: 2239

Price and Tax history

DateEventPrice
Sep 20, 2024
Source: Smart MLS #24031679
Sold
$395,000
Jul 28, 2024
Source: Smart MLS #24031679
Pending
$399,900
Jul 23, 2024
Source: Smart MLS #24031679
PriceChange
$399,900
Price decreased by 6%
Jul 11, 2024
Source: Smart MLS #24031679
Listed For Sale
$425,000

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

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 86 Chestnut Drive

  • What is 86 Chestnut Drive estimated to be worth?
    Trulia's estimated value for 86 Chestnut Drive in Derby, CT is $466,200.
  • What is the price history for 86 Chestnut Drive?
    86 Chestnut Drive in Derby, CT last sold for $395,000 in September 2024.
  • 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 86 Chestnut Drive have air conditioning?
    Yes, 86 Chestnut Drive in Derby, CT has air conditioning.
  • Does 86 Chestnut Drive have laundry facilities?
    Yes, 86 Chestnut Drive in Derby, CT has laundry facilities.

Explore by feature - Air Conditioning

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