5 Benjamin Dr, Newtown, CT 06470
Property image
Property image
OFF MARKET

5 Benjamin Dr
Newtown, CT 06470

  • 5 Beds
  • 2.5 Baths
  • 2,608 sqft (on 1.19 acres)

$667,600

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,429/mo*
Refinance Your Home

$667,600

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,429/mo*
Refinance Your Home
5 Beds
2.5 Baths
2,608 sqft
(on 1.19 acres)

Home Value

Trulia Estimate
$668K
Since last month
Increased$5K (+0.7%)
Since last year
Increased$26K (+4%)
Since last sale
Increased$313K (+87.5%)
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 +88% in the last 10 years
MonthEstimated value
2026
August 2026$671K
July 2026$667K
June 2026$676K
May 2026$671K
April 2026$662K
March 2026$660K
February 2026$636K
January 2026$630K
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
7 Deerfield Drive, Sandy Hook, CT
0.54
Single-Family Home
$610,000
02/05/26
4
2
1,982
61 Mile Hill Road South, Newtown, CT
0.25
Single-Family Home
$480,000
07/28/26
4
3
2,288
14 Deerfield Drive, Sandy Hook, CT
0.46
Single-Family Home
$620,000
07/15/26
3
2.5
1,667
93 Toddy Hill Road, Sandy Hook, CT
0.73
Single-Family Home
$929,900
05/27/26
4
3
3,024
7 Longview Road, Sandy Hook, CT
0.65
Single-Family Home
$570,000
06/23/26
3
1.5
2,540
16 Settlers Lane, Sandy Hook, CT
0.86
Single-Family Home
$480,000
12/17/25
3
2
2,200
79 Toddy Hill Road, Sandy Hook, CT
0.71
Single-Family Home
$560,000
11/17/25
3
2.5
1,440
4 Turkey Roost Rd #B, Sandy Hook, CT
0.78
Single-Family Home
$1,100,000
06/26/26
4
3
3,100
4B Turkey Roost Road, Newtown, CT
0.72
Single-Family Home
$1,100,000
06/26/26
4
3
3,772
3 Turkey Roost Road, Sandy Hook, CT
0.83
Single-Family Home
$606,000
09/02/25
3
2
1,704

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
8 Carol Ann Drive, Newtown, CT 06470
0.10
$500,500
3
2
1,196
Off Market
12 Carol Ann Drive, Newtown, CT 06470
0.13
$593,200
3
1.5
2,900
Off Market
67 Mile Hill Road South, Newtown, CT 06470
0.20
$577,600
3
2
1,960
Off Market
69 Mile Hill Road South, Newtown, CT 06470
0.23
$609,800
3
2
1,870
Off Market
61 Mile Hill Road South, Newtown, CT 06470
0.25
$480,000
4
3
2,288
Recently Sold
90 Nearbrook Drive, Newtown, CT 06470
0.40
$450,900
2
1
1,278
Off Market
84 Nearbrook Drive, Newtown, CT 06470
0.41
$370,900
2
1
1,108
Off Market
52 Nearbrook Drive, Newtown, CT 06470
0.46
$639,900
2
2.5
2,484
Off Market
18 Turkey Hill Road, Newtown, CT 06470
0.48
$683,900
3
2.5
1,492
Off Market
45 Mile Hill Road South, Newtown, CT 06470
0.47
$728,800
4
2.5
2,528
Off Market
14 Deerfield Drive, Sandy Hook, CT 06482
0.46
$620,000
3
2.5
1,667
Recently Sold
14 Pilgrim Lane, Sandy Hook, CT 06482
0.48
$899,000
5
3
5,999
Off Market

Local Information

  • Map ViewExplore the area around 5 Benjamin Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1969
Lot Size
1.19 acres
Living Area
2,608 sqft
Price/Sqft
$256
Parking
Garage

About this House

Welcome Home - This 5 Bedroom Split level home situated on cul-de-sac offers space for all. Updated and well cared for. Living room with wood burning fireplace, hard wood floors through out the main level.3 Bedrooms complete the main level . Master with private 1/2 bath and beautifully updated main bathroom with double vanity w/granite counters & tile shower. Lower Level rec room, office and bedroom gives privacy and is perfect for hobbyists, crafters or home gym. In-Law /Au pair Apartment with private entrance features vaulted ceiling in living room, fresh paint and recessed lighting, separate kitchen and private bath with stackable laundry as well as a loft perfect for storage or additional space. 3 car garage. Large deck off the kitchen leads to your private back yard which is perfect for entertaining -and hosting fun for all - above ground pool with deck, firepit and level fenced in yard.
5 Benjamin Dr, Newtown, CT 06470 is a 5 bedroom, 3 bathroom, 2,608 sqft single-family home built in 1969. It last sold for $358,000 on Dec 13, 2019. It is currently off market. The Trulia Estimate is $667,600, with a rent estimate of $5,204/month.

Home Details for 5 Benjamin Dr

Interior Features

Interior Details
BasementNumber of Rooms: 12
Heating & Cooling
Heating: BaseboardAir ConditioningHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: Other
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1969
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 2

Lot Information

Lot Area: 1.19 acres

Price and Tax history

DateEventPrice
Dec 13, 2019
Source: Smart MLS #170227099
Sold
$358,000
Oct 16, 2019
Source: Agent Provided
Pending
$359,900
Sep 24, 2019
Source: Agent Provided
PriceChange
$359,900
Price decreased by 1%
Aug 18, 2019
Source: Agent Provided
Listed For Sale
$364,900
Jul 25, 2002
Source: N/A
Sold
$200,000

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

What Locals Say about Newtown

At least 120 Trulia users voted on each feature.

  • 96 % Say car is needed

  • 91 % Say yards are well-kept

  • 89 % Say parking is easy

  • 88 % Say there's wildlife

  • 81 % Say there's holiday spirit

  • 79 % Say it's quiet

  • 74 % Say people would walk alone at night

  • 73 % Say it's dog friendly

  • 62 % Say neighbors are friendly

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

  • 51 % Say kids play outside

  • 37 % Say there are community events

  • 26 % Say it's walkable to restaurants

  • 20 % Say streets are well-lit

  • 14 % Say there are sidewalks

  • 12 % Say it's walkable to grocery stores

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
  • Rajdurno
    "People walk their dogs in this neighborhood all the time. Some dogs are behind an electric fence so not sure how safe that is."
    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
  • Carolyn C. F.
    "Beautiful houses, friendly people, great schools, well kept lawns, beautiful outdoor recreational spaces."
    0
    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
  • Sandquistm
    "Very warm and welcoming town, like the lighting of the Christmas trees and lanterns on side of road. "
    2
    Flag
  • Jim K.
    "Rural area to walk your dogs people love dogs so you are welcome here. Have a nice walk with your dog "
    0
    Flag
  • Sgermain929
    "I have lived in Newtown for almost 3 years now and I love it. People are very friendly and there is a true community feel. I highly recommend Newtown for families. "
    0
    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
    "Great community for new parents — the town is very child friendly with many different events talking place throughout the year."
    1
    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
  • M
    "I've lived in this neighborhood for 3 years and it's great--very safe and family friendly! Its like going back in time to when people were friends!"
    0
    Flag
  • Donna N.
    "Newtown is a wonderful place to live and raise a family. There is plenty of open space and forest walking trails plus the bridle trails. We have very good neighbors and friends!!"
    0
    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
  • prrican59
    " Safe and quiet neighborhood. No speeding cars to worry about when the children play. Excellent place to live."
    0
    Flag
  • prrican59
    "Nice, quiet, beautiful. Love it! Best place to live in Connecticut I wouldn’t live anywhere else. Love this place! "
    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
  • Tara B.
    "There are many nearby parks and trails where people bring their dogs regularly. Homes tend to have large yards "
    4
    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
  • Rob B.
    "Newtown is an all-American neighborhood and a wonderful place to call home. There are many parks and areas for recreation and the schools are great. Lots of mature trees and beauty all around. "
    0
    Flag
  • Rob B.
    "Newtown is an all-American town with a small-town feel. Lots of history and character here with a low crime rate and lots of natural beauty all around. A wonderful place to raise your kids and call home. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5 Benjamin Dr

  • What is 5 Benjamin Dr estimated to be worth?
    Trulia's estimated value for 5 Benjamin Dr in Newtown, CT is $667,600.
  • What is the price history for 5 Benjamin Dr?
    5 Benjamin Dr in Newtown, CT last sold for $358,000 in December 2019.
  • Is Newtown a buyer's or seller's market?
    Newtown is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Newtown?
    The median sale price in Newtown is $742K. That is up $79K from the prior month.
  • Does 5 Benjamin Dr have a pool?
    Yes, 5 Benjamin Dr in Newtown, CT has a pool.
  • How big is the lot at 5 Benjamin Dr?
    The lot at 5 Benjamin Dr in Newtown, CT is about 1.2 acres.

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