Google street view image for 39 Flag Swamp Rd, Roxbury, CT 06783

Off market

$958,916

•

1.5 ba

•

1,292

sq ft

39 Flag Swamp Rd, Roxbury, CT 06783

About this home

39 Flag Swamp Rd is a 1,292 square foot house on a 9.09 acre lot with 1 bedroom and 1.5 bathrooms. Based on Redfin's Roxbury data, we estimate the home's value is $958,916.

Single-familyProperty Type

2008Year Built

9.09 acresLot Size

$742Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$958,916

$12K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 61.5% higher than the average sale price ($594K) of 6 comparable homes.

SOLD SEP 23, 2026
$597,000
A
2 beds2 baths1,192 sq ft
188 Bacon Rd, Roxbury, CT 06783
SOLD SEP 28, 2026
$606,000
B
3 beds2.5 baths2,282 sq ft
90 Mallory Rd, Roxbury, CT 06783
SOLD SEP 23, 2026
$525,000
C
3 beds1.5 baths1,241 sq ft
212 Upper Grassy Hill Rd, Woodbury, CT 06798
SOLD AUG 3, 2026
$650,000
D
3 beds2 baths1,844 sq ft
207 Grassy Hill Rd, Woodbury, CT 06798
SOLD SEP 23, 2026
$710,000
E
3 beds2.5 baths2,336 sq ft
38 W Mountain Ln, Roxbury, CT 06783
SOLD NOV 24, 2025
$475,000
F
3 beds2.5 baths1,332 sq ft
1180 W Purchase Rd, Southbury, CT 06488

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Earn from this home

Sell

$901,789

Est. take-home

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Rent

$2,107/mo

Redfin rental estimate

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Market trends in 06783, CT

Last updated October 2026

Buyer's Market

Seller's Market

Buyer's market

Sale-to-list price

96.0%

+2.8% MoM

Median sale price

$960K

$440K MoM

Avg. days on market

126d

0 days MoM

Recently sold homes

6 MoM

New listings for sale

$1,075,000
4 beds2.5 baths4,265 sq ft
5 North St, Roxbury, CT 06783
$2,450,000
4 beds2.5 baths3,000 sq ft
179 South St, Roxbury, CT 06783
See all

Provided by Redfin

Sale history for 39 Flag Swamp Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2023

$9,689 (−1.0%)

$246,960 + $521,990

$768,950

2021

$9,790 (−2.5%)

$255,760 + $379,960

$635,720

2020

$10,044 (−0.3%)

$255,760 + $379,960

$635,720

2019

$10,076

$255,760 + $379,960

$635,720

2018

$10,076 (+3.9%)

$255,760 + $379,960

$635,720

2017

$9,702 (+3.6%)

$284,340 + $398,930

$683,270

2016

$9,361 (+1.9%)

$284,340 + $398,930

$683,270

2014

$9,187

$284,340 + $401,280

$685,620

Tax history for 39 Flag Swamp Rd

Year

Property tax

Land + Additions

Assessment*

2023

$9,689 (−1.0%)

$246,960 + $521,990

$768,950

2021

$9,790 (−2.5%)

$255,760 + $379,960

$635,720

2020

$10,044 (−0.3%)

$255,760 + $379,960

$635,720

2019

$10,076

$255,760 + $379,960

$635,720

2018

$10,076 (+3.9%)

$255,760 + $379,960

$635,720

2017

$9,702 (+3.6%)

$284,340 + $398,930

$683,270

2016

$9,361 (+1.9%)

$284,340 + $398,930

$683,270

2014

$9,187

$284,340 + $401,280

$685,620

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Basement Information
Basement Sq. Ft: 1,292

Bathroom Information
# of Full Baths: 1
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Radiant

Room Information
# of Rooms: 4

Exterior

Exterior Information
Physical Condition: Good
Construction Type: Frame
Exterior Wall: Glass/Metal
Roof Covering Type: Rubber/Elastomeric
Roof Shape Type: Rubber/Elastomeric

Property Information
Living Sq. Ft: 1,292
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 395,960
Municipality Name: ROXBURY
Acres: 9.09
Zoning Code: C
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 1
Baths: 1.5
Sq. Ft.: 1,292
Stories: 2.0
Lot Size: 9.09 acres
Style: Single Family Residential
Year Built: 2008
Year Renovated: 2016
County: Litchfield County
APN: 867439

Home facts updated by county records on Jun 13, 2023

Around this home

Schools

K - 12
Preschool & daycare

Booth Free School

Public K-5 • Assigned • 2.1mi

Shepaug Valley School

Public 6-12 • Assigned • 5.3mi

9/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

5/10 Wind Factor

23% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Roxbury, CT • 06783

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$911,000 – $1.10M

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New listings for sale in 06783

$1,075,000

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Home values near 39 Flag Swamp Rd

Data from public records.

Address	Redfin Estimate
31 Flag Swamp Road, Roxbury, CT 3 Beds \| 3 Baths \| 1830 Sq. Ft.	$569,225
27 Flag Swamp Road, Roxbury, CT 4 Beds \| 5 Baths \| 3042 Sq. Ft.	$1,865,096
89 Flag Swamp Road, Roxbury, CT 2 Beds \| 2.5 Baths \| 3344 Sq. Ft.	$1,576,943
77 Flag Swamp Road, Roxbury, CT - Beds \| - Baths \| - Sq. Ft.	$6,390,110
96 Squire Road, Roxbury, CT 3 Beds \| 3.5 Baths \| 3077 Sq. Ft.	$1,228,358
115 Squire Road, Roxbury, CT 3 Beds \| 2.5 Baths \| 1175 Sq. Ft.	$1,194,979
10 Murkland Road, Roxbury, CT - Beds \| - Baths \| - Sq. Ft.	$3,861,824

Address	Redfin Estimate
17 Flag Swamp Road, Roxbury, CT 3 Beds \| 2.5 Baths \| 2800 Sq. Ft.	$1,033,481
1 Flag Swamp Road, Roxbury, CT 3 Beds \| 3 Baths \| 3410 Sq. Ft.	$842,393
127 Flag Swamp Road, Roxbury, CT 4 Beds \| 3.5 Baths \| 3123 Sq. Ft.	$1,162,402
236 South Street, Roxbury, CT 2 Beds \| 1 Baths \| 840 Sq. Ft.	$432,838
91 Squire Road, Roxbury, CT 4 Beds \| 2.5 Baths \| 2284 Sq. Ft.	$975,663
235 South Street, Roxbury, CT 3 Beds \| 2 Baths \| 2440 Sq. Ft.	$830,904

Address	Redfin Estimate
15 Flag Swamp Road, Roxbury, CT 4 Beds \| 4 Baths \| 2632 Sq. Ft.	$843,329
43 Flag Swamp Road, Roxbury, CT 1 Beds \| 2 Baths \| 1050 Sq. Ft.	$996,750
69 Flag Swamp Road, Roxbury, CT 2 Beds \| 2 Baths \| 1632 Sq. Ft.	$798,143
36 Mallory Road, Roxbury, CT 3 Beds \| 2 Baths \| 1547 Sq. Ft.	$919,436
102 Squire Road, Roxbury, CT 4 Beds \| 3.5 Baths \| 3504 Sq. Ft.	$1,657,727
268 South Street, Roxbury, CT 5 Beds \| 4.5 Baths \| 6190 Sq. Ft.	—

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About this home

Redfin Estimate

Earn from this home

Market trends in 06783, CT

Sale history for 39 Flag Swamp Rd

Tax history for 39 Flag Swamp Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06783

Home values near 39 Flag Swamp Rd

More real estate resources