Google street view image for 577 E Flag Swamp Rd, Roxbury, CT 06783

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Sold

$1,062,870

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sq ft

577 E Flag Swamp Rd, Roxbury, CT 06783

About this home

Privacy on 40 acres! Beautifully finished log home and barn with 18 ac in southbury, 22 ac in roxbury. Horse property w/meadows, woodland trails. Unfinished rmover 3-car barn/gar. Lot to be spun off will share part of drive.

Single-familyProperty Type

3 car garageParking

Source:Public Records

Redfin Estimate

$1,062,870

$163K since last sold$29K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 68.4% higher than the average sale price ($631K) of 6 comparable homes.

SOLD SEP 28, 2026
$606,000
A
3 beds2.5 baths2,282 sq ft
90 Mallory Rd, Roxbury, CT 06783
SOLD AUG 3, 2026
$650,000
B
3 beds2 baths1,844 sq ft
207 Grassy Hill Rd, Woodbury, CT 06798
SOLD SEP 11, 2026
$500,000
C
3 beds2.5 baths2,232 sq ft
155 Deer Hill Rd, Southbury, CT 06488
SOLD SEP 30, 2026
$680,000
D
3 beds2 baths1,867 sq ft
170 Charter Oak Rd, Southbury, CT 06488
SOLD SEP 29, 2026
$625,000
E
3 beds2 baths2,132 sq ft
273 Scatacook Ln, Southbury, CT 06488
SOLD JUL 28, 2026
$725,000
F
3 beds2 baths1,862 sq ft
242 Tophet Rd, Roxbury, CT 06783

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Earn from this home

Sell

$999,777

Est. take-home

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Rent

$2,872/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 577 E Flag Swamp Rd

Public record

Beds

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Baths

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Stories

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Lot width

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Lot depth

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Lot size

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Year renovated

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Sq. Ft.

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Year built

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Style

Single Family Residential

County

Litchfield County

APN

999999999

Parking Spaces

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Basement

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Accessible

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HOA Dues

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Garage

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Features

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Last updated by owner on Apr 29, 2023.

Property details

Around this home

Schools

K - 12
Preschool & daycare

Booth Free School

Public K-5 • Assigned • 3.4mi

Shepaug Valley School

Public 6-12 • Assigned • 6.3mi

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

2/10 Fire Factor

0.00% chance of being 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

25% 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

$1.01M – $1.22M

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Nearby similar homes

$750,000

Land— sq ft

245 Hoop Pole Hill Rd, Woodbury, CT 06798

Listed 111 days

$659,000

4 beds2.5 baths2,528 sq ft

347 Lakeside Rd, Southbury, CT 06488

Eat-in kitchen • Granite countertops • Center island

$749,900

6 beds3.5 baths5,815 sq ft

24 Scuppo Rd, Woodbury, CT 06798

Slate floor foyer • Granite countertops • Double viking ovens

$799,000

4 beds3.5 baths3,938 sq ft

140 Elk Dr, Southbury, CT 06488

Private position • Spacious colonial • Private home office

OPEN TODAY, 1PM TO 3PM

$799,000

4 beds2.5 baths2,700 sq ft

435 Berkshire Rd, Southbury, CT 06488

Open floor plan • Hardwood flooring • Level lot

OPEN SUN, 1PM TO 3PM

$889,000

4 beds3 baths2,522 sq ft

60 Housatonic Dr, Sandy Hook, CT 06482

Lakefront home • 12 x 14 dock • Main-level flex room

New listings for sale in 06783

$1,075,000

4 beds2.5 baths4,265 sq ft

5 North St, Roxbury, CT 06783

Pond • Gunite swimming pool • Hardwood floors

$2,450,000

4 beds2.5 baths3,000 sq ft

179 South St, Roxbury, CT 06783

Historic barn • Stone foundation • Eastern views

Home values near 577 E Flag Swamp Rd

Data from public records.

Address	Redfin Estimate
600 Flag Swamp Rd, Southbury, CT 4 Beds \| 2.5 Baths \| 2168 Sq. Ft.	$645,188
208 East Flag Swamp Rd, Roxbury, CT 4 Beds \| 3.5 Baths \| 3974 Sq. Ft.	$987,364
201 East Flag Swamp Rd, Roxbury, CT 3 Beds \| 2 Baths \| 1362 Sq. Ft.	$562,871
199 East Flag Swamp Rd, Roxbury, CT 3 Beds \| 2 Baths \| 2984 Sq. Ft.	$952,505
522 High Ridge Rd, Southbury, CT 4 Beds \| 2.5 Baths \| 3460 Sq. Ft.	$796,528
546 High Ridge Rd, Southbury, CT 5 Beds \| 3.5 Baths \| 6096 Sq. Ft.	$1,340,444
30 Highmeadow Ln, Roxbury, CT 4 Beds \| 3.5 Baths \| 4564 Sq. Ft.	$1,776,987

Address	Redfin Estimate
577 Flag Swamp Rd, Southbury, CT 3 Beds \| 3.5 Baths \| 4546 Sq. Ft.	$1,173,722
230 East Flag Swamp Rd, Roxbury, CT 4 Beds \| 3 Baths \| 2300 Sq. Ft.	$714,175
192 East Flag Swamp Rd, Roxbury, CT 4 Beds \| 3.5 Baths \| 3744 Sq. Ft.	$1,422,297
505 High Ridge Rd, Southbury, CT 4 Beds \| 2.5 Baths \| 2946 Sq. Ft.	$789,293
500 High Ridge Rd, Southbury, CT 4 Beds \| 2.5 Baths \| 2626 Sq. Ft.	$720,459
45 Highmeadow Ln, Roxbury, CT 4 Beds \| 4.5 Baths \| 4254 Sq. Ft.	$1,899,769
25 Highmeadow Ln, Roxbury, CT 4 Beds \| 3 Baths \| 4310 Sq. Ft.	—

Address	Redfin Estimate
566 Flag Swamp Rd, Southbury, CT 3 Beds \| 2 Baths \| 1617 Sq. Ft.	$534,357
188 East Flag Swamp Rd, Roxbury, CT 3 Beds \| 3.5 Baths \| 2684 Sq. Ft.	$874,962
226 East Flag Swamp Rd, Roxbury, CT 3 Beds \| 2 Baths \| 2099 Sq. Ft.	$615,319
551 High Ridge Rd, Southbury, CT 4 Beds \| 2.5 Baths \| 3932 Sq. Ft.	$968,069
511 High Ridge Rd, Southbury, CT 5 Beds \| 2.5 Baths \| 3157 Sq. Ft.	$756,801
32 Highmeadow Ln, Roxbury, CT 4 Beds \| 3.5 Baths \| 3523 Sq. Ft.	$1,731,796

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