Is a car needed in Sandy Hook, Newtown, CT?

As of early 2026, 95% of users say car is needed

Are yards well-kept in Sandy Hook, Newtown, CT?

As of early 2026, 91% of users say yards are well-kept

Is Sandy Hook, Newtown, CT quiet?

As of early 2026, 86% of users say it's quiet

Does Sandy Hook, Newtown, CT show holiday spirit?

As of early 2026, 85% of users say there's holiday spirit

Is parking easy in Sandy Hook, Newtown, CT?

As of early 2026, 85% of users say parking is easy

Is there wildlife in Sandy Hook, Newtown, CT?

As of early 2026, 85% of users say there's wildlife

Is Sandy Hook, Newtown, CT dog-friendly?

As of early 2026, 78% of users say it's dog friendly

Would people walk alone at night in Sandy Hook, Newtown, CT?

As of early 2026, 77% of users say people would walk alone at night

Are neighbors friendly in Sandy Hook, Newtown, CT?

As of early 2026, 67% of users say neighbors are friendly

Do residents of Sandy Hook, Newtown, CT plan to stay at least 5 years?

As of early 2026, 56% of users say they plan to stay for at least 5 years

Do kids play outside in Sandy Hook, Newtown, CT?

As of early 2026, 49% of users say kids play outside

Are there community events in Sandy Hook, Newtown, CT?

As of early 2026, 34% of users say there are community events

Is Sandy Hook, Newtown, CT walkable to restaurants?

As of early 2026, 26% of users say it's walkable to restaurants

Are the streets well-lit in Sandy Hook, Newtown, CT?

As of early 2026, 20% of users say streets are well-lit

ACCEPTING BACKUPS

1 ACRE

27 Chestnut Hill Road
Sandy Hook, CT 06482

Sandy Hook

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

$549,000

Est. Mortgage $3,598/mo*

Get Pre-Qualified

$549,000

Est. Mortgage $3,598/mo*

Get Pre-Qualified

3 Beds

1.5 Baths

1,579 sqft

(on 1 acre)

We estimate this home will sell faster than 85% nearby.

Local Information

Map ViewExplore the area around 27 Chestnut Hill Road.
Schools2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

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!

We estimate this home will sell faster than 85% nearby.

Home Highlights

Parking

No Info

Outdoor

No Info

A/C

Heating & Cooling

HOA

None

Price/Sqft

$348

Listed

75 days ago

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

Days on Market
Days on Market: 75

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: $348
Status Change & Dates Possession Timing: Available

Active Status
MLS Status: Under Contract - Continue to Show

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

Agent Information
Listing Agent Listing ID: 24167944

Building
Building Area Building Area: 1579 Square Feet

HOA
No HOA

Lot Information
Lot Area: 1 Acres

Miscellaneous
BasementMls Number: 24167944Zillow Contingency Status: Accepting Back-up OffersAttic: Walk-upAttribution Contact: (203) 233-1446Above Grade Unfinished Area: 1579

Last check for updates: about 2 hours ago

Listing courtesy of John M. Payne, (203) 233-1446

Mike Kelly Real Estate LLC, (203) 233-1446

Source: Smart MLS, MLS#24167944

Also Listed on Smart MLS.

Market trends in Newtown

Last updated May 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

Price History for 27 Chestnut Hill Road

Date	Price	Event	Source
04/23/2026	$549,000	Listed For Sale	Smart MLS #24167944

03/04/2024	$425,000	Sold	Smart MLS #170613834
Recording Date 03/04/2024 County Transfer Tax N/A Total Transfer Tax N/A
02/21/2024	$428,000	PendingToActive	Smart MLS #170613834

01/04/2024	$428,000	Contingent	Smart MLS #170613834

12/23/2023	$428,000	PendingToActive	Smart MLS #170613834

12/13/2023	$428,000	Contingent	Smart MLS #170613834

12/07/2023	$428,000	Listed For Sale	Smart MLS #170613834

06/21/2023		ListingRemoved	Smart MLS #170576772

06/19/2023	$425,000	Contingent	Smart MLS #170576772

06/16/2023	$425,000	Listed For Sale	Smart MLS #170576772

05/15/2015	$215,000	Sold	Smart MLS #99083437
Recording Date 05/15/2015 County Transfer Tax N/A Total Transfer Tax N/A
03/04/2015	$230,000	Pending	Agent Provided

10/16/2014	$230,000	PriceChange	Agent Provided
Price Change $25,000 (-10%)
07/14/2014	$255,000	Listed For Sale	Agent Provided

06/02/2014	$255,000	ListingRemoved	Agent Provided

05/02/2014	$255,000	Listed For Sale	Agent Provided

11/15/2000	$239,897	Sold	Smart MLS #98083193
Recording Date 11/15/2000 County Transfer Tax N/A Total Transfer Tax N/A
09/10/1996	$144,000	Sold	N/A
Recording Date 09/10/1996 County Transfer Tax N/A Total Transfer Tax N/A

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Property Tax and Assessment

Year	2025
Tax	$7,753
Assessment	$269,760

Home facts updated by county records

Comparable Sales for 27 Chestnut Hill Road

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
24 Chestnut Hill Road, Sandy Hook, CT	0.15	Single-Family Home	$431,900	10/09/25	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
7 Forest View Drive, Sandy Hook, CT	0.47	Single-Family Home	$957,000	08/28/25	4	3.5	3,475
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 homes

Get a sense of prices in the area by checking nearby homes.

Skip to last item

OFF MARKET
Est. $414,600
2 bd
1 ba
1,134 sqft
29 Chestnut Hill Road,
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Coldwell Banker Realty
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23 Chestnut Hil,
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BHGRE Gaetano Marra Homes

Skip to first item

Additional Cost

Assigned Schools

These are the assigned schools for 27 Chestnut Hill Road.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Sandy Hook

36 Homes For You
Buy: $230k - $1.93m

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
Resident
4mo ago
"Easy 15 minute drive to 95. And 5 mins from 84. No traffic. Great safe town. Wonderful schools……………."
0
Flag
Jim Knipe
Resident
1y ago
"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
Resident
2y ago
"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
Resident
5y ago
"Lots of dogs but not many routs to walk with sidewalks. Local dog parks are wonderful and close by. "
0
Flag
Koellmer7
Resident
5y ago
"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
Resident
5y ago
"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.
Resident
6y ago
"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.
Resident
6y ago
"schools are excellent. parks are well maintained. public pool is still clorinated, hopefully will switch to salt water"
0
Flag
Nborrello
Resident
6y ago
"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.
Resident
7y ago
"Annual sandy hook fire department lobster fest, lighting of the Sandy Hook Christmas Tree, and the Lions Club Duck Race"
0
Flag
BB
Resident
7y ago
"Family friendly, great schools, excellent activities for kids....safe neighborhood, easy access to NYC and Boston."
20
Flag
Roger F.
Resident
7y ago
"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.
Resident
7y ago
"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.
Resident
7y ago
"Very difficult. There is Traffic on all highways and they need to expand the highway. Local roads are usually ok. "
0
Flag
Sonodee24
Resident
7y ago
"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.
11y ago
"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.
12y ago
"Work & live in area for many years, very friendly & welcoming town, something for everyone!"
0
Flag
Joanmariethomas
12y ago
"Great friendly neighborhood, quiet"
0
Flag

LGBTQ Local Legal Protections

John M. Payne, Mike Kelly Real Estate LLC, (203) 233-1446

Agent Phone: (203) 233-1446

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.

27 Chestnut Hill Road, Sandy Hook, CT 06482 is a 3 bedroom, 2 bathroom, 1,579 sqft single-family home built in 1936. 27 Chestnut Hill Road is located in Sandy Hook, Sandy Hook. This property is currently available for sale and was listed by Smart MLS on Apr 23, 2026. The MLS # for this home is MLS# 24167944.

27 Chestnut Hill Road
Sandy Hook, CT 06482

$549,000

$549,000

Local Information