142 E Flag Swamp Rd, Roxbury, CT 06783
Property image
Property image
OFF MARKET

142 E Flag Swamp Rd
Roxbury, CT 06783

  • 4 Beds
  • 4 Baths
  • 3,659 sqft (on 94.80 acres)

$2,996,000

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $19,653/mo*
Refinance Your Home

$2,996,000

Trulia Estimate
as of Jul 21, 2026
Est. Refi. Payment $19,653/mo*
Refinance Your Home
4 Beds
4 Baths
3,659 sqft
(on 94.80 acres)

Local Information

  • Map ViewExplore the area around 142 E Flag Swamp Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 142 E Flag Swamp Rd, Roxbury, CT. 142 E Flag Swamp Rd is in Roxbury, CT and in ZIP code 06783. This property has 4 bedrooms, 4 bathrooms and approximately 3,659 sqft of floor space. This property has a lot size of 94.80 acres and was built in 1995.
142 E Flag Swamp Rd, Roxbury, CT 06783 is a 4 bedroom, 4 bathroom, 3,659 sqft single-family home built in 1995. It last sold for $2,587,000 on Nov 22, 2021. It is currently off market. The Trulia Estimate is $2,996,000, with a rent estimate of $6,730/month.

Home Highlights

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

Home Details for 142 E Flag Swamp Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1995Year Updated: 2012
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 2

Lot Information

Lot Area: 94.80 acres

Price History for 142 E Flag Swamp Rd

DatePriceEventSource
11/22/2021$2,587,000Sold
Smart MLS #170404703
11/18/2021$2,950,000ContingentSmart MLS #170404703
09/07/2021$2,950,000PriceChange
Smart MLS #170404703
05/28/2021$3,250,000Listed For SaleSmart MLS #170404703
12/12/2007$1,912,500Sold
Smart MLS #98246775

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$12,623
Assessment$970,970
Home facts updated by county records

Comparable Sales for 142 E Flag Swamp Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
88 Mallory Road, Roxbury, CT
0.69
Single-Family Home
$917,500
08/21/25
4
2.5
3,004
39 Hickory Ln, Roxbury, CT
0.99
Single-Family Home
$1,500,000
03/03/26
4
4
3,691
67 Transylvania Road, Roxbury, CT
0.90
Single-Family Home
$895,000
01/23/26
4
3
3,624
53 Transylvania Road, Roxbury, CT
0.88
Single-Family Home
$1,200,000
10/17/25
3
2.5
3,920
31 Hickory Lane, Roxbury, CT
1.01
Single-Family Home
$1,600,000
07/20/26
4
4
6,169
35 Bronson Mountain Road, Roxbury, CT
1.25
Single-Family Home
$2,501,000
11/21/25
5
5
8,091
78 Garnet Road, Roxbury, CT
1.23
Single-Family Home
$1,650,000
10/23/25
3
3.5
3,302
30 Hickory Lane, Roxbury, CT
1.12
Single-Family Home
$1,400,000
11/06/25
4
5.5
4,721
18 Mallory Road, Roxbury, CT
1.39
Single-Family Home
$2,575,000
08/29/25
3
3.5
3,384
176 Apple Lane, Roxbury, CT
1.38
Single-Family Home
$1,764,000
07/20/26
4
4.5
3,566

Nearby homes

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Assigned Schools

These are the assigned schools for 142 E Flag Swamp 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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Homes for sale near 142 E Flag Swamp Rd

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Off Market Homes Near 142 E Flag Swamp Rd

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