11 Squire Rd, Roxbury, CT 06783
OFF MARKET

11 Squire Rd
Roxbury, CT 06783

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

$1,141,100

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $7,460/mo*
Refinance Your Home

$1,141,100

Trulia Estimate
as of May 30, 2026
Est. Refi. Payment $7,460/mo*
Refinance Your Home
3 Beds
3 Baths
2,235 sqft
(on 4 acres)

Local Information

Map showing home location
© Google
-- 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.
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
None
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 11 Squire Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: OtherAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Other
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Other
Parking & Garage
Parking: None

Property Information

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

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
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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
257 Southbury Road, Roxbury, CT
0.29
Single-Family Home
$1,875,000
06/04/25
3
3
3,086
12 Old Roxbury Rd, Roxbury, CT
0.94
Single-Family Home
$1,350,000
06/26/25
3
2.5
2,200
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
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

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Assigned Schools

These are the assigned schools for 11 Squire Rd.
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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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11 Squire Rd, Roxbury, CT 06783 is a 3 bedroom, 3 bathroom, 2,235 sqft single-family home built in 1930. This property is not currently available for sale. 11 Squire Rd was last sold on Oct 5, 2020 for $820,000. The current Trulia Estimate for 11 Squire Rd is $1,141,100.