44 Obtuse Rd, Newtown, CT 06470
Property image
Property image
OFF MARKET

44 Obtuse Rd
Newtown, CT 06470

  • 5 Beds
  • 5 Baths
  • 4,573 sqft (on 3.21 acres)

$1,038,500

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $6,740/mo*
Refinance Your Home

$1,038,500

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $6,740/mo*
Refinance Your Home
5 Beds
5 Baths
4,573 sqft
(on 3.21 acres)

Local Information

  • Map ViewExplore the area around 44 Obtuse Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

OMG! THIS IS IT. Come see what a $750,000 house looks like! Sitting grandly on 3+ ac; this private/secluded estate takes your breath away. Totally over-built. It's all in the architectural details; stone walls + bluestone patio. 4,573+ SF- w/ 11 rms, 5 bedrms, 3 fpl + 4.5 baths. M. bedrm suite with fpl + spa bath. Open floor plan w/ contemp flair- great for entertaining. Soaring ceilings w floor to ceiling glass- perfect for artist studio or music conservatory. Is it time to write that book? Priv. 2 bedrm in-law/aupair wing.The hobbyist will enjoy the 3 car garage w/ 3+ add. parking spots. Close to x 9 on 84 + shopping. Offers w PRE-APPROVAL OR PROOF OF FUNDS. This is NOT a SHORT SALE. 1 mo. closing. This is an opportunity!
44 Obtuse Rd, Newtown, CT 06470 is a 5 bedroom, 5 bathroom, 4,573 sqft single-family home built in 1991. It last sold for $570,000 on Jun 5, 2014. It is currently off market. The Trulia Estimate is $1,038,500, with a rent estimate of $5,672/month.

Home Highlights

Parking
Garage
Outdoor
Porch, Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 44 Obtuse Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
FireplaceHot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: WoodPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1991
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 3.21 acres

Price History for 44 Obtuse Rd

DatePriceEventSource
06/05/2014$570,000Sold
Smart MLS #99050734
04/03/2014$579,900PendingAgent Provided
03/17/2014$579,900PriceChange
Agent Provided
01/11/2014$600,000PriceChange
Agent Provided
08/17/2013$629,900PriceChange
Agent Provided
06/21/2013$649,900PriceChange
Agent Provided
06/07/2013$655,000PriceChange
Agent Provided
05/12/2013$659,000PriceChange
Agent Provided
04/21/2013$664,900PriceChange
Agent Provided
03/01/2013$668,500PriceChange
Agent Provided
01/27/2013$678,500PriceChange
Agent Provided
11/21/2012$693,888PriceChange
Agent Provided
09/29/2012$699,900PriceChange
Agent Provided
08/18/2012$729,900Listed For SaleAgent Provided
12/24/2010$729,000ListingRemovedAgent Provided
06/17/2010$729,000Listed For SaleAgent Provided
06/04/2010$695,000Sold
Smart MLS #98456642
05/28/2009$749,000Listed For SaleAgent Provided

Market trends in Newtown

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
84
2MoM
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Property Tax and Assessment

Year2025
Tax$16,810
Assessment$584,910
Home facts updated by county records

Comparable Sales for 44 Obtuse Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
17 Adams Hill Lane, Newtown, CT
0.38
Single-Family Home
$1,080,000
11/26/25
4
5
5,366
11 Pheasant Ridge Road, Newtown, CT
0.52
Single-Family Home
$875,500
08/29/25
5
4
3,312
6 Obtuse Road South, Brookfield, CT
0.30
Single-Family Home
$785,000
07/14/25
4
2.5
3,036
12 Pheasant Ridge Rd, Newtown, CT
0.51
Single-Family Home
$1,200,000
10/17/25
4
3.5
4,093
11 Old Woods Road, Brookfield, CT
0.50
Single-Family Home
$755,000
06/24/26
4
3
2,670
3 Old Woods Road, Brookfield, CT
0.62
Single-Family Home
$880,000
08/27/25
4
2.5
3,520
4 Old Woods Road, Brookfield, CT
0.61
Single-Family Home
$1,000,000
12/11/25
4
2.5
3,941
32 Pond Brook Road, Newtown, CT
0.77
Single-Family Home
$752,000
06/23/26
4
4
2,234
6 Holly Lane, Brookfield, CT
0.63
Single-Family Home
$575,000
12/01/25
5
3
2,442
7 South Ridge Road, Brookfield, CT
0.71
Single-Family Home
$710,000
09/29/25
4
2.5
3,053

Nearby homes

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Assigned Schools

These are the assigned schools for 44 Obtuse Rd.
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……………."
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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
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  • 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
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  • 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
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  • Carolyn C. F.
    "Beautiful houses, friendly people, great schools, well kept lawns, beautiful outdoor recreational spaces."
    0
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  • 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
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  • Sandquistm
    "Very warm and welcoming town, like the lighting of the Christmas trees and lanterns on side of road. "
    2
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  • Jim K.
    "Rural area to walk your dogs people love dogs so you are welcome here. Have a nice walk with your dog "
    0
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  • 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
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  • Bill
    "Great community for new parents — the town is very child friendly with many different events talking place throughout the year."
    1
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  • Bill B.
    "Annual sandy hook fire department lobster fest, lighting of the Sandy Hook Christmas Tree, and the Lions Club Duck Race"
    0
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  • 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!!"
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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
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  • 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
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  • 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. "
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Homes for sale near 44 Obtuse Rd

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Off Market Homes Near 44 Obtuse Rd

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