43 Squire Rd, Roxbury, CT 06783
Property image
Property image
OFF MARKET

43 Squire Rd
Roxbury, CT 06783

  • 4 Beds
  • 3 Baths
  • 3,049 sqft (on 8.83 acres)

$2,521,900

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $16,449/mo*
Refinance Your Home

$2,521,900

Trulia Estimate
as of Jul 8, 2026
Est. Refi. Payment $16,449/mo*
Refinance Your Home
4 Beds
3 Baths
3,049 sqft
(on 8.83 acres)

Local Information

  • Map ViewExplore the area around 43 Squire Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Shangri-la .... under 80 minutes from NYC. Magnificently sited, private 8+ acres with updated 1940's 4 bedroom Cape Cod with open concept floor plan. A heated gunite pool and stone terrace over overlook Tierney Land Preserve and Jack's Brook and a long driveway leads you through an allay of hemlocks and out to level and rolling lawn, a fruit orchard and protected views. An overlook of Rushing Jack's brook and cascading waterfall abutting nearby hiking trails for great walks, make this a one of a kind estate property.
43 Squire Rd, Roxbury, CT 06783 is a 4 bedroom, 3 bathroom, 3,049 sqft single-family home built in 1940. It last sold for $2,150,000 on Jun 18, 2021. More recently, it was listed as a rental in April 2020 with an asking price of $25,000 per month. That rental listing was removed on May 11, 2020. It is currently off market. The Trulia Estimate is $2,521,900, with a rent estimate of $5,869/month.

Home Highlights

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

Home Details for 43 Squire Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Other, OtherAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: OtherGardenPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1940Year Updated: 1985
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 5

Lot Information

Lot Area: 8.83 acres

Price History for 43 Squire Rd

DatePriceEventSource
06/18/2021$2,150,000Sold
Smart MLS #170350542
04/25/2021$2,295,000ContingentSmart MLS #170350542
04/13/2021$2,295,000Listed For SaleSmart MLS #170350542
01/21/2021ListingRemovedSmart MLS #170350542
10/29/2020$2,195,000Listed For SaleAgent Provided
05/11/2020$25,000ListingRemovedAgent Provided
04/26/2020$25,000Listed For RentAgent Provided
08/13/2013$1,795,000ListingRemovedAgent Provided
08/21/2012$1,795,000Listed For SaleAgent Provided
04/18/2012$40,000ListingRemovedAgent Provided
04/11/2012$1,695,000ListingRemovedAgent Provided
01/05/2012$40,000Listed For RentAgent Provided
07/14/2011$1,695,000Listed For SaleAgent Provided
08/10/2010$1,999,999ListingRemovedAgent Provided
07/22/2010$1,999,999PriceChange
Agent Provided
12/03/2009$2,250,000Listed For SaleAgent Provided
10/31/2009$2,250,000ListingRemovedAgent Provided
10/29/2009$2,250,000Listed For SaleAgent Provided
01/05/2006$860,000Sold
N/A
05/08/2003$610,000Sold
Smart MLS #98140173

Market trends in Roxbury

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
34
11MoM
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Property Tax and Assessment

Year2025
Tax$16,812
Assessment$1,293,250
Home facts updated by county records

Comparable Sales for 43 Squire Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
88 Mallory Road, Roxbury, CT
0.91
Single-Family Home
$917,500
08/21/25
4
2.5
3,004
39 Hickory Ln, Roxbury, CT
1.10
Single-Family Home
$1,500,000
03/03/26
4
4
3,691
22 East Woods Road, Roxbury, CT
1.37
Single-Family Home
$610,000
04/17/26
4
2.5
3,476
18 Mallory Road, Roxbury, CT
1.31
Single-Family Home
$2,575,000
08/29/25
3
3.5
3,384
30 Hickory Lane, Roxbury, CT
1.09
Single-Family Home
$1,400,000
11/06/25
4
5.5
4,721
19 Good Hill Terrace, Roxbury, CT
1.66
Single-Family Home
$1,465,000
08/22/25
3
3
3,022
55 Mallory Road, Roxbury, CT
1.25
Single-Family Home
$615,000
03/17/26
4
3
2,682
78 Garnet Road, Roxbury, CT
1.55
Single-Family Home
$1,650,000
10/23/25
3
3.5
3,302
44 South Street, Roxbury, CT
1.63
Single-Family Home
$1,825,000
08/07/25
3
3.5
3,450
32 Grassy Hill Road, Roxbury, CT
1.70
Single-Family Home
$1,966,500
12/22/25
4
4
4,728

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Assigned Schools

These are the assigned schools for 43 Squire 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 Roxbury

At least 2 Trulia users voted on each feature.

  • 100 % Say there's holiday spirit

  • 100 % Say car is needed

  • 100 % Say it's quiet

  • 80 % Say yards are well-kept

  • 80 % Say it's dog friendly

  • 80 % Say parking is easy

  • 67 % Say there's wildlife

  • 50 % Say people would walk alone at night

  • 50 % Say they plan to stay for at least 5 years

  • 29 % Say neighbors are friendly

  • 25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Lisa r. h.
    "This is an incredibly supportive town, with many young families. Lots of townwide events to meet new people, and friendly neighbors. We moved in 9 years ago and love living here!"
    2
    Flag
  • Maria T.
    "Peaceful and surrounded by nature. The perfect escape from the city or a great place to live full time."
    0
    Flag
  • Katherine
    "This is one of the most gorgeous towns in Connecticut. Quintessential New England, with lots of privacy - yes there are celebs - but who cares! They are just people too. You get the best of everything - lovely town green, no traffic, a short drive to everything you need, acreage with your house and low taxes. People are friendly, helpful, nice to you and no smog!!!!!!!!! Yes, we love it here. "
    0
    Flag

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7 rentals with air conditioning in Roxbury, CT

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8 rentals with a washer/dryer in Roxbury, CT

Homes for sale near 43 Squire Rd

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Off Market Homes Near 43 Squire Rd

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