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

142 E Flag Swamp Rd
Roxbury, CT 06783

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

$3,050,400

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $19,960/mo*
Refinance Your Home

$3,050,400

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $19,960/mo*
Refinance Your Home
4 Beds
4 Baths
3,659 sqft
(on 94.80 acres)

Local Information

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

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
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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
22 Highmeadow Lane, Roxbury, CT
0.52
Single-Family Home
$1,378,000
07/08/25
4
4
3,481
88 Mallory Road, Roxbury, CT
0.69
Single-Family Home
$917,500
08/21/25
4
2.5
3,004
257 Southbury Road, Roxbury, CT
0.81
Single-Family Home
$1,875,000
06/04/25
3
3
3,086
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
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

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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Homes for rent near 142 E Flag Swamp Rd

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142 E Flag Swamp Rd, Roxbury, CT 06783 is a 4 bedroom, 4 bathroom, 3,659 sqft single-family home built in 1995. This property is not currently available for sale. 142 E Flag Swamp Rd was last sold on Nov 22, 2021 for $2,587,000. The current Trulia Estimate for 142 E Flag Swamp Rd is $3,050,400.