59 Chestnut Drive, Derby, CT 06418
SOLD
NOV 26, 2025

$471,300

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,108 sqft (on 0.43 acres)

59 Chestnut Drive, Derby, CT 06418

Est. Refi. Payment $3,405/mo*
Refinance Your Home
Currently Off Market - Sold Nov 26, 2025 for $455,000 (4% above list price)

Home Value

Trulia Estimate
$471K
Since last month
Increased$6K (+1.2%)
Since last year
Increased$132K (+38.8%)
Since last sale
Increased$16K (+3.6%)
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 +167% in the last 10 years
MonthEstimated value
2026
August 2026$471K
August 2026$471K
July 2026$466K
June 2026$468K
May 2026$461K
April 2026$459K
March 2026$462K
February 2026$461K
January 2026$461K
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
0.14
Single-Family Home
$442,500
07/17/26
3
2
1,756
25 Glen Drive, Ansonia, CT
0.20
Single-Family Home
$385,000
12/22/25
3
2
1,350
118 Pulaski Highway, Ansonia, CT
0.33
Single-Family Home
$445,000
10/03/25
3
2
1,624
8 Fox Hill Terrace, Ansonia, CT
0.21
Single-Family Home
$399,000
10/31/25
3
2
1,347
7 Hale Drive, Ansonia, CT
0.19
Single-Family Home
$355,000
03/17/26
3
1
1,259
120 Pulaski Highway, Ansonia, CT
0.33
Single-Family Home
$392,000
03/20/26
3
1.5
1,568
11 Hale Drive, Ansonia, CT
0.23
Single-Family Home
$362,000
06/29/26
3
1.5
1,053
183 Marshall Lane, Derby, CT
0.37
Single-Family Home
$372,000
09/12/25
3
1.5
1,235

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
71 Chestnut Drive, Derby, CT 06418
0.04
$320,600
3
1.5
1,080
Off Market
29 Bartholomew Avenue, Ansonia, CT 06401
0.10
$372,100
3
1
968
Off Market
86 Chestnut Drive, Derby, CT 06418
0.10
$466,200
3
2
2,239
Off Market
16 Chestnut Drive, Derby, CT 06418
0.14
$442,500
3
2
1,756
Recently Sold
8 Bartholomew Avenue, Ansonia, CT 06401
0.17
$353,100
3
1
992
Off Market
7 Hale Drive, Ansonia, CT 06401
0.19
$355,000
3
1
1,259
Recently Sold
15 Golden Rod Drive, Ansonia, CT 06401
0.20
$418,600
3
1.5
1,492
Off Market
8 Fox Hill Terrace, Ansonia, CT 06401
0.21
$404,800
3
2
1,347
Off Market
25 Glen Drive, Ansonia, CT 06401
0.20
$385,000
3
2
1,350
Recently Sold
261 Marshall Lane, Derby, CT 06418
0.22
$498,300
3
2.5
1,500
Off Market
11 Hale Drive, Ansonia, CT 06401
0.23
$362,000
3
1.5
1,053
Recently Sold

Local Information

  • Map ViewExplore the area around 59 Chestnut Drive.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1958
0.43 acre lot
1,108 sqft
$411/sqft
1 Car Garage

About this House

Look no further... this beautifully updated Ranch is move-in ready! Boasting stunning hardwood floors throughout the home, a beautifully remodeled kitchen with brand new appliances, custom cabinetry and gorgeous granite countertops. With 3 bedrooms, newly tiled bathrooms, an attached garage, a spacious yard on a quiet cul-de-sac in the Hilltop area, this home checks all the boxes! Conveniently located near major highways, restaurants, shopping and more- make this the ideal place for your home! Schedule your showing today! Agent related.
59 Chestnut Drive, Derby, CT 06418 is a 3 bedroom, 2 bathroom, 1,108 sqft single-family home built in 1958. It last sold for $455,000 on Nov 26, 2025 (4% above the $439,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $471,300, with a rent estimate of $2,758/month.
Last check for updates: about 18 hours ago
Listed by Danielle Marcellino, (203) 906-6762
Sterling Home Partners, LLC, (203) 610-7740
Bought with: Barbara Sylvester, (203) 218-8137, Carey & Guarrera Real Estate, (203) 925-0058
Source: Smart MLS, MLS#24135429

Home Details for 59 Chestnut Drive

Interior Features

Interior Details
Basement: FullNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom, Dining Room, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1108 Square Feet
Appliances & Utilities
Appliances: Electric Range, Range Hood, Refrigerator, Dishwasher, Electric Water Heater, Water HeaterDishwasherRefrigerator
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: Concrete PerimeterNo Private Pool
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageParking Spaces: 1Parking: Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1108 Square Feet

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Vinyl SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1093621

Price & Status

Price
List Price: $439,000Price Per Sqft: $411/sqft
Status Change & Dates
Off Market Date: Sun Oct 26 2025Possession Timing: Vacant

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: 1108 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.43 acres

Miscellaneous

BasementMls Number: 24135429Attic: Pull Down StairsAttribution Contact: (203) 906-6762Above Grade Unfinished Area: 1108

Price and Tax history

DateEventPrice
Nov 26, 2025
Source: Smart MLS #24135429
Sold
$455,000
Oct 26, 2025
Source: Smart MLS #24135429
Pending
$439,000
Oct 23, 2025
Source: Smart MLS #24135429
Listed For Sale
$439,000
Sep 5, 2025
Source: Smart MLS #24115863
Sold
$325,000
Aug 1, 2025
Source: Smart MLS #24115863
Listed For Sale
$339,000

Market trends in Derby

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
22
3MoM

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 59 Chestnut Drive

  • What is 59 Chestnut Drive estimated to be worth?
    Trulia's estimated value for 59 Chestnut Drive in Derby, CT is $471,300.
  • What is the price history for 59 Chestnut Drive?
    59 Chestnut Drive in Derby, CT last sold for $455,000 in November 2025.
  • 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 59 Chestnut Drive have air conditioning?
    Yes, 59 Chestnut Drive in Derby, CT has air conditioning.
  • How big is the lot at 59 Chestnut Drive?
    The lot at 59 Chestnut Drive in Derby, CT is about 0.43 acres (18,731 sq ft).

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