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

11 Squire Rd
Roxbury, CT 06783

  • 3 Beds
  • 2.5 Baths
  • 2,235 sqft (on 4 acres)

$1,147,800

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $7,576/mo*
Refinance Your Home

$1,147,800

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $7,576/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,235 sqft
(on 4 acres)

Local Information

  • Map ViewExplore the area around 11 Squire Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Brookside Jewel-box. Charming and recently refreshed cape on over four acres. Delight in multiple entertaining spaces both indoor and outdoors all made to take in the sights and sounds of Jack's Brook. Enter the house to a sumptuous living room and get cozy at night in front of a gas fireplace. Enjoy the open floor plan eat-in kitchen with seating for five at the bar, fireplace and views overlooking the dynamic property. The first floor master bedroom suite offers a peaceful getaway complete with vaulted ceilings, separateoffice space, gas fireplace and even a Peloton bike! Upstairs you will find two additional bedrooms; one features a queen bed and office nook and the other with two twin beds and views of Jacks Brook. When outside, meander down the stone stairs to storied Jack's Brook and your private summer cottage - complete with screen-in porch. Available Memorial Day through Labor Day at $49,500.
11 Squire Rd, Roxbury, CT 06783 is a 3 bedroom, 3 bathroom, 2,235 sqft single-family home built in 1930. It last sold for $820,000 on Oct 5, 2020. More recently, it was listed as a rental in March 2021 with an asking price of $49,500 per month. That rental listing was removed on April 12, 2021. It is currently off market. The Trulia Estimate is $1,147,800, with a rent estimate of $4,707/month.

Home Highlights

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

Home Details for 11 Squire Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Oil, OtherAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub

Exterior Features

Exterior Home Features
Roof: Other, Shake ShingleExterior: Other, Wood
Parking & Garage
Parking: None

Property Information

Year Built
Year Built: 1930Year Updated: 1980
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Lot Information

Lot Area: 4.00 acres

Price History for 11 Squire Rd

DatePriceEventSource
04/12/2021ListingRemovedZillow Rental Network_1
03/29/2021$49,500Listed For RentWilliam Pitt and Julia B. Fee Sotheby's International Realty #170384072
10/05/2020$820,000Sold
Smart MLS #170312321
07/02/2020$875,000Listed For SaleAgent Provided
06/20/2013$625,000Sold
Smart MLS #99001781
11/05/2004$900,000Sold
N/A
03/14/1995$350,000Sold
N/A

Market trends in Roxbury

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32
2MoM
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Property Tax and Assessment

Year2025
Tax$7,677
Assessment$590,520
Home facts updated by county records

Comparable Sales for 11 Squire Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
176 Apple Lane, Roxbury, CT
0.45
Single-Family Home
$1,764,000
07/20/26
4
4.5
3,566
22 East Woods Road, Roxbury, CT
1.13
Single-Family Home
$610,000
04/17/26
4
2.5
3,476
30 Hickory Lane, Roxbury, CT
0.89
Single-Family Home
$1,400,000
11/06/25
4
5.5
4,721
39 Hickory Ln, Roxbury, CT
0.93
Single-Family Home
$1,500,000
03/03/26
4
4
3,691
34 Bacon Road, Roxbury, CT
1.28
Single-Family Home
$959,000
03/30/26
4
4
3,686
88 Mallory Road, Roxbury, CT
1.14
Single-Family Home
$917,500
08/21/25
4
2.5
3,004
31 Hickory Lane, Roxbury, CT
0.82
Single-Family Home
$1,600,000
07/20/26
4
4
6,169
55 Mallory Road, Roxbury, CT
1.51
Single-Family Home
$615,000
03/17/26
4
3
2,682
53 Transylvania Road, Roxbury, CT
1.51
Single-Family Home
$1,200,000
10/17/25
3
2.5
3,920
67 Transylvania Road, Roxbury, CT
1.42
Single-Family Home
$895,000
01/23/26
4
3
3,624

Nearby homes

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Assigned Schools

These are the assigned schools for 11 Squire Rd.
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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
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  • 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
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