Does Roxbury, CT show holiday spirit?

As of early 2026, 100% of users say there's holiday spirit

Is a car needed in Roxbury, CT?

As of early 2026, 100% of users say car is needed

Is Roxbury, CT quiet?

As of early 2026, 100% of users say it's quiet

Are yards well-kept in Roxbury, CT?

As of early 2026, 80% of users say yards are well-kept

Is Roxbury, CT dog-friendly?

As of early 2026, 80% of users say it's dog friendly

Is parking easy in Roxbury, CT?

As of early 2026, 80% of users say parking is easy

Is there wildlife in Roxbury, CT?

As of early 2026, 67% of users say there's wildlife

Would people walk alone at night in Roxbury, CT?

As of early 2026, 50% of users say people would walk alone at night

Do residents of Roxbury, CT plan to stay at least 5 years?

As of early 2026, 50% of users say they plan to stay for at least 5 years

Are neighbors friendly in Roxbury, CT?

As of early 2026, 29% of users say neighbors are friendly

Is Roxbury, CT walkable to grocery stores?

As of early 2026, 25% of users say it's walkable to grocery stores

OFF MARKET

579 E Flag Swamp Rd
Roxbury, CT 06783

Studio

Studio

(on 23.37 acres)

Local Information

Map ViewExplore the area around 579 E Flag Swamp Rd.
Schools1 Elementary School1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Lot Size

23.37 acres

Description

This single-family home is located at 579 E Flag Swamp Rd, Roxbury, CT. 579 E Flag Swamp Rd is in Roxbury, CT and in ZIP code 06783. This property has a lot size of 23.37 acres.

579 E Flag Swamp Rd, Roxbury, CT 06783 is a studio single-family home. It last sold for $63,000 on Aug 3, 2006. It is currently off market. The Trulia Estimate rent is $5,925/month.

Home Details for 579 E Flag Swamp Rd

Property Information
Property Type / Style Property Type: Single Family Home

Lot Information
Lot Area: 23.37 acres

Price History for 579 E Flag Swamp Rd

Date	Price	Event	Source
08/03/2006	$63,000	Sold	N/A
Recording Date 08/03/2006 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Roxbury

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

2MoM

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Property Tax and Assessment

Year	2025
Tax	$1,164
Assessment	$89,530

Home facts updated by county records

Comparable Sales for 579 E Flag Swamp Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
88 Mallory Road, Roxbury, CT	0.84	Single-Family Home	$917,500	08/21/25	4	2.5	3,004
78 Garnet Road, Roxbury, CT	0.99	Single-Family Home	$1,650,000	10/23/25	3	3.5	3,302
500 High Ridge Road, Southbury, CT	0.70	Single-Family Home	$640,000	09/26/25	4	2.5	2,626
35 Bronson Mountain Road, Roxbury, CT	1.16	Single-Family Home	$2,501,000	11/21/25	5	5	8,091
55 Mallory Road, Roxbury, CT	1.11	Single-Family Home	$615,000	03/17/26	4	3	2,682
53 Transylvania Road, Roxbury, CT	1.16	Single-Family Home	$1,200,000	10/17/25	3	2.5	3,920
67 Transylvania Road, Roxbury, CT	1.26	Single-Family Home	$895,000	01/23/26	4	3	3,624
18 Mallory Road, Roxbury, CT	1.41	Single-Family Home	$2,575,000	08/29/25	3	3.5	3,384
1823 South Britain Road, Southbury, CT	1.38	Single-Family Home	$799,000	10/17/25	4	3.5	3,892
31 Hickory Lane, Roxbury, CT	1.63	Single-Family Home	$1,600,000	07/20/26	4	4	6,169

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
E.flag Swamp Road,
Roxbury, CT 06783
Valentine Real Estate, INC.
OFF MARKET
East Flag Swamp Road,
Roxbury, CT 06783
The Washington Agency
OFF MARKET
Est. $896,100
4 bd
3.5 ba
3,974 sqft
208 East Flag Swamp Road,
Roxbury, CT 06783
Drakeley Real Estate, Inc.
OFF MARKET
Est. $710,000
2 bd
2 ba
1,248 sqft
150 East Flag Swamp Road,
Roxbury, CT 06783
Outlook Realty
SOLD
SEP 26, 2025
$640,000
4 bd
2.5 ba
2,626 sqft
500 High Ridge Road,
Southbury, CT 06488
William Raveis Real Estate
OFF MARKET
Est. $1,696,900
2 bd
2.5 ba
3,123 sqft
130 Flag Swamp Road,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
OFF MARKET
Est. $1,605,300
2 bd
2.5 ba
3,123 sqft
130 Flag Swamp Road,
Roxbury, CT 06783
Klemm Real Estate Inc
OFF MARKET
Est. $1,444,500
4 bd
4 ba
3,481 sqft
22 Highmeadow Lane,
Roxbury, CT 06783
Compass Connecticut, LLC
FOR SALE
17.31 ACRES
$1,795,000
4 bd
3 ba
4,310 sqft
25 Highmeadow Lane,
Roxbury, CT 06783
Compass Connecticut, LLC
OFF MARKET
Est. $956,300
4 bd
2.5 ba
3,004 sqft
88 Mallory Road,
Roxbury, CT 06783
William Raveis Real Estate
OFF MARKET
Est. $1,496,900
4 bd
3 ba
4,310 sqft
25 High Meadow Lane,
Roxbury, CT 06783
Aspen Realty Group
OFF MARKET
Est. $1,051,800
4 bd
2.5 ba
2,750 sqft
16 High Meadow Lane,
Roxbury, CT 06783
The Washington Agency

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Additional Cost

Assigned Schools

These are the assigned schools for 579 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.
Resident
7y ago
"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.
12y ago
"Peaceful and surrounded by nature. The perfect escape from the city or a great place to live full time."
0
Flag
Katherine
15y ago
"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

LGBTQ Local Legal Protections

Apartments for Rent

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Contact for price
1-2 bd
1-2 ba
611 E Hill Rd #776f18ccb,
Southbury, CT 06488
APPLY INSTANTLY
$2,000/mo
Total price
2 bd
2 ba
112 Heritage Vlg #D,
Southbury, CT 06488
$2,000/mo
Fees may apply
2 bd
2 ba
451 Heritage Vlg #D,
Southbury, CT 06488
$2,300/mo
Fees may apply
2 bd
2 ba
140 Woodvale Dr #E,
Southbury, CT 06488
See more homes for rent in
Roxbury
Take a look

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Explore by feature - Air Conditioning

APPLY INSTANTLY
FURNISHED
$3,300/mo
Total price
3 bd
2 ba
1,800 sqft
10 Sentry Hill Rd #1,
Roxbury, CT 06783
APPLY INSTANTLY
$1,925/mo
Total price
1 bd
1 ba
1,200 sqft
24 Loomba Dr,
Roxbury, CT 06783
PET FRIENDLY
$4,400/mo
Total price
3 bd
2.5 ba
2,336 sqft
38 W Mountain Ln,
Roxbury, CT 06783
3.02 ACRES
$15,000/mo
Fees may apply
3 bd
3.5 ba
2,862 sqft
24 Old Roxbury Rd,
Roxbury, CT 06783
FURNISHED
$30,900/mo
Fees may apply
3 bd
3.5 ba
4,251 sqft
45 Moosehorn Rd,
Roxbury, CT 06783

Homes for sale near 579 E Flag Swamp Rd

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17.31 ACRES
$1,795,000
4 bd
3 ba
4,310 sqft
25 Highmeadow Lane,
Roxbury, CT 06783
Compass Connecticut, LLC
4.52 ACRES
$724,999
4 bd
2.5 ba
2,748 sqft
33 Pond View Drive,
Southbury, CT 06488
BHGRE Gaetano Marra Homes
6.87 ACRES
$1,550,000
4 bd
4.5 ba
4,452 sqft
380 Southbury Road,
Roxbury, CT 06783
Berkshire Hathaway NE Prop.
3.44 ACRES
$1,000,000
3 bd
3.5 ba
3,696 sqft
28 Garnet Road,
Roxbury, CT 06783
Compass Connecticut, LLC
41 ACRES
$3,600,000
5 bd
4.5 ba
6,190 sqft
268 South Street,
Roxbury, CT 06783
Klemm Real Estate Inc
8.03 ACRES
$3,995,000
5 bd
5.5 ba
7,121 sqft
47 Squire Road,
Roxbury, CT 06783
Klemm Real Estate Inc
4.87 ACRES
$618,000
2 bd
2 ba
1,192 sqft
188 Bacon Road,
Roxbury, CT 06783
Compass Connecticut, LLC
10.05 ACRES
$1,795,000
5 bd
6 ba
5,447 sqft
233 Southbury Road,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
4.33 ACRES
$1,025,000
4 bd
2.5 ba
2,556 sqft
336 South Street,
Roxbury, CT 06783
Redfin Corporation
OPEN SAT, 1-3PM
1.07 ACRES
$599,900
4 bd
2.5 ba
2,428 sqft
148 Colonial Drive,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
See more homes for sale in
Roxbury
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Off Market Homes Near 579 E Flag Swamp Rd

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SOLD
JUL 20, 2026
$1,764,000
4 bd
4.5 ba
3,566 sqft
176 Apple Lane,
Roxbury, CT 06783
William Pitt Sotheby's Int'l
SOLD
JUL 20, 2026
$1,600,000
4 bd
4 ba
6,169 sqft
31 Hickory Lane,
Roxbury, CT 06783
W. Raveis Lifestyles Realty
SOLD
JUL 17, 2026
$580,000
3 bd
1.5 ba
2,382 sqft
163 Kiev Drive,
Southbury, CT 06488
Redfin Corporation
SOLD
JUL 17, 2026
$420,000
2 bd
2 ba
1,447 sqft
25 Heritage Crest #C,
Southbury, CT 06488
Berkshire Hathaway NE Prop.
SOLD
JUL 17, 2026
$265,000
2 bd
2 ba
1,432 sqft
85 Heritage Village #B,
Southbury, CT 06488
William Raveis Real Estate
SOLD
JUL 17, 2026
$465,000
3 bd
2.5 ba
2,016 sqft
34 Transylvania Road,
Woodbury, CT 06798
Berkshire Hathaway NE Prop.
SOLD
JUL 17, 2026
$810,000
5 bd
3 ba
4,594 sqft
579 Brown Brook Road,
Southbury, CT 06488
William Raveis Real Estate
SOLD
JUL 17, 2026
$245,000
2 bd
2 ba
1,182 sqft
9 Highpoint Court #116E,
Woodbury, CT 06798
Adams & Adams Real Estate
SOLD
JUL 17, 2026
$420,000
2 bd
2 ba
1,447 sqft
25 Heritage Rd #C,
Southbury, CT 06488
SOLD
JUL 16, 2026
$515,000
2 bd
2 ba
1,210 sqft
33 Old Field Hill Road #29,
Southbury, CT 06488
RE/MAX RISE
See more homes for sale in
Roxbury
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579 E Flag Swamp Rd
Roxbury, CT 06783