5 Benjamin Dr, Newtown, CT 06470
OFF MARKET

5 Benjamin Dr
Newtown, CT 06470

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

$666,800

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $4,372/mo*
Refinance Your Home

$666,800

Trulia Estimate
as of May 23, 2026
Est. Refi. Payment $4,372/mo*
Refinance Your Home
5 Beds
2.5 Baths
2,608 sqft
(on 1.19 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
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.

Home Highlights

Parking
Garage
Outdoor
Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 5 Benjamin Dr

Interior Features

Interior Details
BasementNumber of Rooms: 12
Heating & Cooling
Heating: Baseboard, OtherAir 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 History for 5 Benjamin Dr

DatePriceEventSource
12/13/2019$358,000Sold
Smart MLS #170227099
10/16/2019$359,900PendingAgent Provided
09/24/2019$359,900PriceChange
Agent Provided
08/18/2019$364,900Listed For SaleAgent Provided
07/25/2002$200,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$9,570
Assessment$332,990
Home facts updated by county records

Comparable Sales for 5 Benjamin Dr

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
18 Turkey Hill Road, Newtown, CT
0.48
Single-Family Home
$642,000
07/01/25
3
2.5
1,492
16 Settlers Lane, Sandy Hook, CT
0.86
Single-Family Home
$480,000
12/17/25
3
2
2,200
115 Toddy Hill Road, Sandy Hook, CT
0.83
Single-Family Home
$550,000
06/27/25
3
2
2,260
79 Toddy Hill Road, Sandy Hook, CT
0.71
Single-Family Home
$560,000
11/17/25
3
2.5
1,440
3 Turkey Roost Road, Sandy Hook, CT
0.83
Single-Family Home
$606,000
09/02/25
3
2
1,704
6 Cedar Hill Road, Newtown, CT
0.82
Single-Family Home
$553,000
05/27/25
3
2
1,793
113 Toddy Hill Road, Sandy Hook, CT
0.83
Single-Family Home
$585,000
08/04/25
3
1.5
1,536
29 Little Brook Lane, Newtown, CT
0.93
Single-Family Home
$692,500
01/05/26
4
3.5
3,080
7 Longview Road, Sandy Hook, CT
0.65
Single-Family Home
$355,000
03/11/26
3
1.5
2,540

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Benjamin Dr.
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.

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
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  • 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
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  • 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
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  • 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
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  • 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
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  • Melissa J.
    "schools are excellent. parks are well maintained. public pool is still clorinated, hopefully will switch to salt water"
    0
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  • 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
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  • 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
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  • 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
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  • prrican59
    " Safe and quiet neighborhood. No speeding cars to worry about when the children play. Excellent place to live."
    0
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  • prrican59
    "Nice, quiet, beautiful. Love it! Best place to live in Connecticut I wouldn’t live anywhere else. Love this place! "
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  • 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
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  • 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
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  • 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
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5 Benjamin Dr, Newtown, CT 06470 is a 5 bedroom, 3 bathroom, 2,608 sqft single-family home built in 1969. This property is not currently available for sale. 5 Benjamin Dr was last sold on Dec 13, 2019 for $358,000. The current Trulia Estimate for 5 Benjamin Dr is $666,800.