27 Chestnut Hill Road, Sandy Hook, CT 06482
SOLD
JUN 29, 2026

$566,200

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,579 sqft (on 1 acre)

27 Chestnut Hill Road, Sandy Hook, CT 06482

Sandy Hook
Est. Refi. Payment $3,789/mo*
Refinance Your Home
Currently Off Market - Sold Jun 29, 2026 for $560,000 (2% above list price)

Home Value

Trulia Estimate
$566K
Since last month
Increased$4K (+0.8%)
Since last year
Increased$96K (+20.3%)
Since last sale
Increased$7K (+1.2%)
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 +171% in the last 10 years
MonthEstimated value
2026
August 2026$567K
August 2026$567K
July 2026$562K
June 2026$549K
May 2026$549K
April 2026$556K
March 2026$510K
February 2026$496K
January 2026$492K
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
24 Chestnut Hill Road, Sandy Hook, CT
0.15
Single-Family Home
$350,000
07/31/26
3
1.5
1,343
270 Berkshire Road, Sandy Hook, CT
0.29
Single-Family Home
$480,000
12/19/25
3
1.5
1,494
3 Serenity Lane, Sandy Hook, CT
0.72
Single-Family Home
$580,000
03/20/26
3
2
1,811
9 Honey Lane, Sandy Hook, CT
0.80
Single-Family Home
$529,000
10/31/25
3
2
1,788
17 Serenity Lane, Sandy Hook, CT
0.55
Single-Family Home
$565,000
11/06/25
4
2.5
2,100
238 Berkshire Road, Sandy Hook, CT
0.16
Single-Family Home
$850,000
06/12/26
4
3.5
5,350
199 Berkshire Road, Sandy Hook, CT
0.75
Single-Family Home
$560,000
08/14/26
4
2
2,139
5 Tanglewood Lane, Sandy Hook, CT
1.08
Single-Family Home
$550,000
10/16/25
3
1
1,730
9 Country Squire Lane, Sandy Hook, CT
0.61
Single-Family Home
$600,000
10/31/25
4
3
2,504

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 Chestnut Hill Road, Sandy Hook, CT 06482
0.02
$397,600
2
1
1,134
Off Market
23 Chestnut Hil, Sandy Hook, CT 06482
0.07
$641,700
3
2.5
2,000
Off Market
24 Chestnut Hill Road, Sandy Hook, CT 06482
0.15
$350,000
3
1.5
1,343
Recently Sold
238 Berkshire Road, Sandy Hook, CT 06482
0.16
$850,000
4
3.5
5,350
Recently Sold
263 Berkshire Rd, Lot 1, Newtown, CT 06482
0.18
$677,000
3
2.5
2,100
Off Market
4 Checkerberry Lane, Sandy Hook, CT 06482
0.16
$499,300
2
2
1,418
Off Market
LOT#2 Stone Bridge, Newtown, CT 06482
0.26
$674,100
3
2.5
2,100
Off Market
18 Chestnut Hill Road, Sandy Hook, CT 06482
0.25
$656,600
4
2.5
2,158
Off Market
270 Berkshire Road, Sandy Hook, CT 06482
0.29
$480,000
3
1.5
1,494
Recently Sold
LOT 6 Bradley Lane, Newtown, CT 06470
0.33
$729,900
4
2.5
2,650
Off Market
LOT 4 Bradley Lane, Sandy Hook, CT 06482
0.34
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 27 Chestnut Hill Road.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1936
1 acre lot
1,579 sqft
$355/sqft

About this House

Welcome to 27 Chestnut Hill Rd. in Desirable Newtown, Connecticut! Updated 3 bedroom 1.5 bath home with a beautiful kitchen, hardwood floors, and a wood burning fireplace.Large wrap around deck overlooking the spacious yard with a fire pit. New septic system was installed in 2023. Come see this move in ready house now, Available today!
27 Chestnut Hill Road, Sandy Hook, CT 06482 is a 3 bedroom, 2 bathroom, 1,579 sqft single-family home in Sandy Hook, built in 1936. It last sold for $560,000 on Jun 29, 2026 (2% above the $549,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $566,200, with a rent estimate of $3,594/month.
Last check for updates: about 3 hours ago
Listed by John M. Payne, (203) 233-1446
Mike Kelly Real Estate LLC, (203) 729-2000
Bought with: Jessica Edward, (203) 981-1751, YellowBrick Real Estate LLC, (203) 445-6949
Source: Smart MLS, MLS#24167944

Home Details for 27 Chestnut Hill Road

Interior Features

Interior Details
Basement: Full,Walk-Out AccessNumber 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: 1579 Square Feet
Appliances & Utilities
Appliances: Gas Range, Refrigerator, Dishwasher, Water Heater, Tankless Water HeaterDishwasherRefrigerator
Heating & Cooling
Heating: Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltFoundation: BlockNo Private Pool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 1579 Square Feet

Property Information

Year Built
Year Built: 1936
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: 212211

Price & Status

Price
List Price: $549,000Price Per Sqft: $355/sqft
Status Change & Dates
Off Market Date: Thu May 07 2026Possession Timing: Available

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 1579 Square Feet

HOA

No HOA

Lot Information

Lot Area: 1 Acres

Miscellaneous

BasementMls Number: 24167944Attic: Walk-upAttribution Contact: (203) 233-1446Above Grade Unfinished Area: 1579

Price and Tax history

DateEventPrice
Jul 8, 2026
Source: Smart MLS #24167944
Pending
$549,000
Jun 29, 2026
Source: Smart MLS #24167944
Sold
$560,000
Apr 23, 2026
Source: Smart MLS #24167944
Listed For Sale
$549,000
Mar 4, 2024
Source: Smart MLS #170613834
Sold
$425,000
Feb 21, 2024
Source: Smart MLS #170613834
PendingToActive
$428,000

Market trends in Newtown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$742K
$79KMoM
Sale-to-List Price
102.0%
0.8%MoM
Price per sq ft
$290
$7MoM
Available listings
98
9MoM

Around this home

Neighborhood Overview

Sandy Hook
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Sandy Hook

At least 45 Trulia users voted on each feature.

  • 95 % Say car is needed

  • 91 % Say yards are well-kept

  • 86 % Say it's quiet

  • 85 % Say there's holiday spirit

  • 85 % Say parking is easy

  • 85 % Say there's wildlife

  • 78 % Say it's dog friendly

  • 77 % Say people would walk alone at night

  • 67 % Say neighbors are friendly

  • 56 % Say they plan to stay for at least 5 years

  • 49 % Say kids play outside

  • 34 % Say there are community events

  • 26 % Say it's walkable to restaurants

  • 20 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Jason Aaron
    "Easy 15 minute drive to 95. And 5 mins from 84. No traffic. Great safe town. Wonderful schools……………."
    0
    Flag
  • Jim Knipe
    "Perfect place to own a dog Walking the area with a dog you will meet your neighbors. It is a very friendly area "
    0
    Flag
  • Colie Mierzejewski
    "Dog owners would have a warm welcome because of the parks and trails that are in Fairfield hills and the various activities there are"
    0
    Flag
  • Trulia User
    "Lots of dogs but not many routs to walk with sidewalks. Local dog parks are wonderful and close by. "
    0
    Flag
  • Koellmer7
    "This is a area is a mix of elderly and young and new coming family’s it seems each year the the neighborhoods a are quiet and friendly "
    2
    Flag
  • Frank
    "great neighborhood, safe, good people nice shops great places to eat. nice to walk on sidewalks. beautiful at nice and very nice by the river. it's a great place to raise children "
    1
    Flag
  • Mo V.
    "It takes me 10 minutes to get to the point in the highway that is right below my house - I wish they’d put another exit in. Aside of that, easy access to highway and close to schools. "
    0
    Flag
  • Melissa J.
    "schools are excellent. parks are well maintained. public pool is still clorinated, hopefully will switch to salt water"
    0
    Flag
  • Nborrello
    "We now have a new community center in town with three pools. We also have a youth academy with a gym for everyone. "
    2
    Flag
  • Bill B.
    "Annual sandy hook fire department lobster fest, lighting of the Sandy Hook Christmas Tree, and the Lions Club Duck Race"
    0
    Flag
  • BB
    "Family friendly, great schools, excellent activities for kids....safe neighborhood, easy access to NYC and Boston."
    20
    Flag
  • Roger F.
    "Newtown is a very friendly town. Kid friendly. Many activities for our youth!! It’s a very family oriented town!! People are awesome! "
    0
    Flag
  • Joshua D.
    "I do not have a commute. I work from home for the past 5 years. However getting around town is tough. There is a ton of traffic in town over the past 2 years "
    0
    Flag
  • John G.
    "Very difficult. There is Traffic on all highways and they need to expand the highway. Local roads are usually ok. "
    0
    Flag
  • Sonodee24
    "The spacious front yards are a plus for dog owners. Cars drive too fast in my neighborhood which is dangerous for people who want to walk their dogs. "
    0
    Flag
  • Deetta G. B.
    "I lived here for 38 wonderful years, made many great friends through active community in sports, Scouts, PTA and job. Neighbors respect privacy but are always there to help in time of need. Each season has it's own beauty but my favorite is Spring, after a snowy winter, to see the abundant bulbs in bloom."
    0
    Flag
  • Doreen K. C. A.
    "Work & live in area for many years, very friendly & welcoming town, something for everyone!"
    0
    Flag
  • Joanmariethomas
    "Great friendly neighborhood, quiet"
    0
    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 27 Chestnut Hill Road

  • What is 27 Chestnut Hill Road estimated to be worth?
    Trulia's estimated value for 27 Chestnut Hill Road in Sandy Hook, CT is $566,200.
  • What is the price history for 27 Chestnut Hill Road?
    27 Chestnut Hill Road in Sandy Hook, CT last sold for $560,000 in June 2026.
  • Is Sandy Hook a buyer's or seller's market?
    Sandy Hook is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Sandy Hook?
    The median sale price in Sandy Hook is $742K. That is up $79K from the prior month.
  • Does 27 Chestnut Hill Road have air conditioning?
    Yes, 27 Chestnut Hill Road in Sandy Hook, CT has air conditioning.
  • How big is the lot at 27 Chestnut Hill Road?
    The lot at 27 Chestnut Hill Road in Sandy Hook, CT is about 1 acre.

Explore by feature - Pet Friendly

7 pet-friendly rentals in Sandy Hook, CT

Explore by feature - Air Conditioning

10 rentals with air conditioning in Sandy Hook, CT

Explore by feature - Washer/dryer

12 rentals with a washer/dryer in Sandy Hook, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 27 Chestnut Hill Road

Skip to last item
Skip to first item

Homes for sale near 27 Chestnut Hill Road

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item