86 Chestnut Drive, Derby, CT 06418
OFF MARKET

86 Chestnut Drive
Derby, CT 06418

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

$466,500

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $3,237/mo*

$466,500

Trulia Estimate
as of Jun 10, 2026
Est. Refi. Payment $3,237/mo*
3 Beds
2 Baths
2,239 sqft
(on 0.39 acres)

Local Information

Map showing home location
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-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from July 24, 2025

Home Highlights

Parking
2 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

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
Last check for updates: about 2 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

Price History for 86 Chestnut Drive

DatePriceEventSource
09/20/2024$395,000Sold
Smart MLS #24031679
07/28/2024$399,900PendingSmart MLS #24031679
07/23/2024$399,900PriceChange
Smart MLS #24031679
07/11/2024$425,000Listed For SaleSmart MLS #24031679

Market trends in Derby

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
20
7
MoM
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Property Tax and Assessment

Year2025
Tax$7,427
Assessment$171,920
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,984/mo

Comparable Sales for 86 Chestnut Drive

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.13
Single-Family Home
$385,000
12/22/25
3
2
1,350
0.06
Single-Family Home
$307,000
07/11/25
3
1.5
1,080
0.10
Single-Family Home
$455,000
11/26/25
3
1.5
1,108
0.33
Single-Family Home
$392,000
03/20/26
3
1.5
1,568
0.16
Single-Family Home
$401,000
07/19/25
3
1.5
1,492
0.33
Single-Family Home
$445,000
10/03/25
3
2
1,624
0.32
Single-Family Home
$490,000
08/28/25
3
2.5
2,156
0.45
Single-Family Home
$490,000
06/25/25
3
1.5
2,172
0.22
Single-Family Home
$399,000
10/31/25
3
2
1,347

Nearby homes

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Assigned Schools

These are the assigned schools for 86 Chestnut Drive.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Derby

At least 187 Trulia users voted on each feature.
  • 81 % Say car is needed

  • 77 % Say it's dog friendly

  • 68 % 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

  • 53 % 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."
  • 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. "
  • Edwin Portillo
    "Keep dogs under their control and not let them run loose in the streets especially when they’re pit bulls "
  • Sheema
    "It is a safe and boring town. Close to grocery stores. No major attractions. Neighboring towns are nice. "
  • Thabushfamily
    "lived here 3 years typically quiet good schools and close to transit and shopping centers. river walk trails and parks!!"
  • 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."
  • 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 "
  • 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!"
  • 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"
  • Cyntia A.
    "it's a hassle for parking when its December, january, February and march. quiet neighborhood. great to have pets here."
  • 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 "
  • 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 ."
  • 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"
  • 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. "
  • Thabushfamily
    "I live walking distance from the train station. Great parks and trails. Close to shopping and the highways. "
  • 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. "
  • 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."
  • 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. "
  • 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 "
  • 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"

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Off Market Homes Near 86 Chestnut Drive

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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.
86 Chestnut Drive, Derby, CT 06418 is a 3 bedroom, 2 bathroom, 2,239 sqft single-family home built in 1956. This property is not currently available for sale. 86 Chestnut Drive was last sold on Sep 20, 2024 for $395,000 (1% lower than the asking price of $399,900). The current Trulia Estimate for 86 Chestnut Drive is $466,500.