Google street view image for 8 Deepwood Rd, Weston, CT 06883

Sold

$1,213,397

Est. refi paymentEst. refi $3,933/mo

•

2 ba

•

3,868

sq ft

8 Deepwood Rd, Weston, CT 06883

About this home

Hilltop Setting Overlooking Creek And Waterfall. Open And Flexible Floor Plan. Fam.Rm. W/Stone Fireplace & Vaulted Ceilings. Several Decks. Surrounded By Nature. Oversized Bedrooms. Courtyard Dining Rm. Quiet Cul-De-Sac.

Single-familyProperty Type

1985Year Built

2.02 acresLot Size

$314Est. Price/Sq.Ft.

2 car garageParking

Source:Public Records

Redfin Estimate

$1,213,397

$588K since sold in January 2005$41K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.2% lower than the average sale price ($1.48M) of 6 comparable homes.

SOLD SEP 3, 2026
$1,715,000
A
3 beds4 baths3,822 sq ft
30 Catbrier Rd, Weston, CT 06883
SOLD OCT 5, 2026
$1,680,000
B
4 beds3 baths3,621 sq ft
9 Autumn Ridge Rd, Weston, CT 06883
SOLD AUG 18, 2026
$1,600,000
C
4 beds3.5 baths4,264 sq ft
38 Lords Hwy E, Weston, CT 06883
SOLD OCT 1, 2026
$1,675,000
D
4 beds4 baths4,234 sq ft
32 Silver Ridge Cmn, Weston, CT 06883
SOLD SEP 15, 2026
$1,300,000
E
4 beds4 baths3,457 sq ft
38 Old Redding Rd, Weston, CT 06883
SOLD JUN 12, 2026
$935,000
F
3 beds3 baths2,921 sq ft
22 Hill Farm Rd, Weston, CT 06883

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,141,663

Est. take-home

List your home with Redfin and save $12,134

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,468/mo

Redfin rental estimate

List your home for rent

Market trends in 06883, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

103.6%

2.4% MoM

Median sale price

$1.6M

$82K MoM

Avg. days on market

34d

5 days MoM

Recently sold homes

5 MoM

New listings for sale

OPEN SUN, 1PM TO 3PM
$1,585,000
4 beds4 baths2,512 sq ft
129 Davis Hill Rd, Weston, CT 06883
OPEN TODAY, 1PM TO 3PM
$1,850,000
4 beds5 baths4,202 sq ft
43 Kettle Creek Rd, Weston, CT 06883
OPEN SUN, 12PM TO 3PM
$1,495,000
5 beds3.5 baths4,728 sq ft
50 Catbrier Rd, Weston, CT 06883
$684,000
3 beds1.5 baths1,518 sq ft
494 Newtown Tpke, Weston, CT 06883
See all

Provided by Redfin

Sale history for 8 Deepwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$14,432 (+0.3%)

$189,560 + $246,990

$436,550

2022

$14,393 (+0.2%)

$189,560 + $246,990

$436,550

2021

$14,371 (+1.7%)

$189,560 + $246,990

$436,550

2020

$14,131

$189,560 + $246,990

$436,550

2019

$14,131 (+2.7%)

$189,560 + $246,990

$436,550

2018

$13,763 (+1.7%)

$210,600 + $257,700

$468,300

2017

$13,539 (+1.2%)

$210,600 + $257,700

$468,300

2016

$13,375 (+2.6%)

$210,600 + $257,700

$468,300

2013

$13,039

$279,300 + $266,500

$545,800

Tax history for 8 Deepwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$14,432 (+0.3%)

$189,560 + $246,990

$436,550

2022

$14,393 (+0.2%)

$189,560 + $246,990

$436,550

2021

$14,371 (+1.7%)

$189,560 + $246,990

$436,550

2020

$14,131

$189,560 + $246,990

$436,550

2019

$14,131 (+2.7%)

$189,560 + $246,990

$436,550

2018

$13,763 (+1.7%)

$210,600 + $257,700

$468,300

2017

$13,539 (+1.2%)

$210,600 + $257,700

$468,300

2016

$13,375 (+2.6%)

$210,600 + $257,700

$468,300

2013

$13,039

$279,300 + $266,500

$545,800

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

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

2.02 Acres

Year renovated

2009

Sq. Ft.

3,868

Year built

1985

Style

Single Family Residential

County

Fairfield County

APN

404622

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

Property details

Around this home

Schools

K - 12
Preschool & daycare

Weston Intermediate School

Public 3-5 • Assigned • 2.1mi

10/10

Weston Middle School

Public 6-8 • Assigned • 1.9mi

10/10

Weston High School

Public 9-12 • Assigned • 2.0mi

10/10

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

5/10 Heat Factor

7 days above 99° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Weston, CT • 06883

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 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.15M – $1.40M

Reach more buyers when you sell with Redfin. Save up to $12,134 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

OPEN TODAY, 1PM TO 3PM

$1,850,000

4 beds5 baths4,202 sq ft

43 Kettle Creek Rd, Weston, CT 06883

Nearly 5 acres • Swimming pool • Tennis court

OPEN SUN, 1PM TO 3PM

$2,095,000

5 beds4.5 baths5,912 sq ft

36 Old Orchard Dr, Weston, CT 06883

2 acre lot • 4 garage spots • Pool

$2,395,000

6 beds5.5 baths7,200 sq ft

20 Cherry Ln, Wilton, CT 06897

Manicured acres • Primary suite • Walk-in closets

$1,299,900

5 beds3 baths3,437 sq ft

1 Greenlea Ln, Weston, CT 06883

Modern renovation • Modern kitchen • Hardwood floors

$2,999,000

4 beds5 baths6,198 sq ft

32 Bernhard Dr, Weston, CT 06883

Outdoor kitchen • Mature landscaping • Billiard room

VIDEO TOUR

$4,695,000

5 beds4.5 baths7,907 sq ft

300 Sturges Ridge Rd, Wilton, CT 06897

Protected open space • Walls of glass • Soaring ceilings

New listings for sale in 06883

OPEN SUN, 1PM TO 3PM

$1,585,000

4 beds4 baths2,512 sq ft

129 Davis Hill Rd, Weston, CT 06883

Hidden dry bar • Heated gunite pool • Bluestone patio

OPEN TODAY, 1PM TO 3PM

$1,850,000

4 beds5 baths4,202 sq ft

43 Kettle Creek Rd, Weston, CT 06883

Nearly 5 acres • Swimming pool • Tennis court

OPEN SUN, 12PM TO 3PM3D WALKTHROUGH

$1,495,000

5 beds3.5 baths4,728 sq ft

50 Catbrier Rd, Weston, CT 06883

Renovated kitchen • Four season sunroom • Expansive deck

$684,000

3 beds1.5 baths1,518 sq ft

494 Newtown Tpke, Weston, CT 06883

New kitchen • Custom cabinetry • Brick fireplace

Home values near 8 Deepwood Rd

Data from public records.

Address	Redfin Estimate
22 Deepwood Road, Weston, CT 3 Beds \| 3 Baths \| 2708 Sq. Ft.	$1,214,362
9 Deepwood Road, Weston, CT 4 Beds \| 2.5 Baths \| 2928 Sq. Ft.	$1,293,169
20 Deepwood Road, Weston, CT 4 Beds \| 2.5 Baths \| 2184 Sq. Ft.	$726,648
3 Deepwood Road, Weston, CT 6 Beds \| 5 Baths \| 6566 Sq. Ft.	$2,313,136
26 Hill Farm Road, Weston, CT 6 Beds \| 4 Baths \| 3537 Sq. Ft.	$1,220,272
202 Steep Hill Road, Weston, CT 4 Beds \| 4 Baths \| 4000 Sq. Ft.	$1,166,391
23 Hill Farm Road, Weston, CT 5 Beds \| 3 Baths \| 3516 Sq. Ft.	$1,316,222

Address	Redfin Estimate
24 Deepwood Road, Weston, CT 3 Beds \| 3 Baths \| 2310 Sq. Ft.	$1,116,521
15 Deepwood Road, Weston, CT 3 Beds \| 2.5 Baths \| 2820 Sq. Ft.	$1,112,709
4 Deepwood Road, Weston, CT 3 Beds \| 2 Baths \| 2057 Sq. Ft.	$974,009
2 Deepwood Road, Weston, CT 4 Beds \| 5 Baths \| 7287 Sq. Ft.	$1,281,436
206 Steep Hill Road, Weston, CT 6 Beds \| 5.5 Baths \| 6469 Sq. Ft.	$1,824,198
55 Davis Hill Road, Weston, CT 5 Beds \| 6.5 Baths \| 5969 Sq. Ft.	$3,549,710
198 Steep Hill Road, Weston, CT 5 Beds \| 4 Baths \| 3581 Sq. Ft.	$1,426,477

Address	Redfin Estimate
21 Deepwood Road, Weston, CT 5 Beds \| 3 Baths \| 4336 Sq. Ft.	$1,342,129
12 Deepwood Road, Weston, CT 3 Beds \| 2 Baths \| 2136 Sq. Ft.	$1,130,068
17 Deepwood Road, Weston, CT 3 Beds \| 3 Baths \| 3616 Sq. Ft.	$840,176
24 Hill Farm Road, Weston, CT 4 Beds \| 3 Baths \| 1535 Sq. Ft.	$977,782
21 Hill Farm Road, Weston, CT 3 Beds \| 2.5 Baths \| 2052 Sq. Ft.	$997,841
4 Hemlock Ridge, Weston, CT 5 Beds \| 6.5 Baths \| 5512 Sq. Ft.	$2,519,447
22 Hill Farm Road, Weston, CT 3 Beds \| 3 Baths \| 2921 Sq. Ft.	$1,304,980

More real estate resources

Minor Civil Divisions
Zip Codes
Cities
Neighborhoods
Popular Searches

East Brunswick Township homes for sale
Piscataway Township homes for sale
Livingston Township homes for sale
West Orange Township homes for sale
Millburn Township homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

08873 homes for sale
08835 homes for sale
08844 homes for sale
08890 homes for sale

Houses for rent in Weston	Agents near me	Summit, NJ homes for sale	Weston Housing Market
Houses for sale near me	Jersey City, NJ homes for sale	Ridgewood, NJ homes for sale
Land for sale near me	Montclair, NJ homes for sale	Fort Lee, NJ homes for sale
Open Houses near me	Hoboken, NJ homes for sale	Weston Property Records
Condos for sale near me	Princeton, NJ homes for sale	CT New Listings

Summit homes for sale
Princeton homes for sale
New York homes for sale