Off Market Dec 2024 for $3.9M

$4,571,474

Est. refi paymentEst. refi $13,076/mo

•

6,629

sq ft

533 Valley Rd, New Canaan, CT 06840

About this home

533 Valley Road is one of the prettiest houses in New Canaan. It has a beautiful wrap around porch, built in outdoor kitchen and fireplace, porch swing, Sport Court, Heated pool with built in Spa and views of the Silvermine River. Completely rebuilt and sold as new construction in 2005 with extensive additions and renovations in 2011, this five bedroom home has four finished levels, 5 full baths and 3 half baths, brand new Primary bathroom, truly stunning foyer with view to the back porch, gourmet eat-in-kitchen, grand living room with bar, wine chiller, ice maker and open shelving for glassware, paneled office with French doors to the covered porch, indoor sports court, gym, cabana room with accordion doors and bath with steam shower. Lower-level guest lounge with fireplace. This is the perfect home to entertain! It was featured in the Darien New Canaan cover and magazine.

Single-familyProperty Type

1960Year Built

2.23 acresLot Size

$690Est. Price/Sq.Ft.

3 car garageParking

Listed by Kristen Harrow • William Raveis Real Estate

Listed by Melissa Rwambuya • William Raveis Real Estate

Bought with Hannelore Kaplan • William Raveis Real Estate

Source:Smart MLS #24046937

Redfin Estimate

$4,571,474

$576K since sold in December 2024$321K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 39% higher than the average sale price ($3.29M) of 6 comparable homes.

SOLD AUG 10, 2026
$2,210,000
A
5 beds3.5 baths3,112 sq ft
21 Hickory Dr, New Canaan, CT 06840
SOLD AUG 13, 2026
$3,475,000
B
4 beds4.5 baths5,902 sq ft
99 Hickok Rd, New Canaan, CT 06840
SOLD AUG 31, 2026
$2,600,000
C
5 beds4.5 baths4,348 sq ft
559 Cheese Spring Rd, New Canaan, CT 06840
SOLD SEP 1, 2026
$4,700,000
D
5 beds7.5 baths7,443 sq ft
146 Lambert Rd, New Canaan, CT 06840
SOLD MAR 31, 2026
$4,100,000
E
5 beds6 baths6,705 sq ft
295 Brushy Ridge Rd, New Canaan, CT 06840
SOLD JUL 16, 2026
$2,650,000
F
5 beds6 baths7,045 sq ft
10 Woodhill Rd, Wilton, CT 06897

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

Earn from this home

Sell

$1,207,987

Est. take-home

List your home with Redfin and save $45,715

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$4,800/mo

Redfin rental estimate

List your home for rent

Market trends in 06840, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

107.7%

+1.4% MoM

Median sale price

$2.4M

$373K MoM

Avg. days on market

19d

0 days MoM

Recently sold homes

7 MoM

New listings for sale

COMING SOON
$2,295,000
3 beds2.5 baths2,406 sq ft
197 Park St #197, New Canaan, CT 06840
COMING SOON
$2,495,000
4 beds3.5 baths3,170 sq ft
39 Bank St #8, New Canaan, CT 06840
OPEN SUN, 1PM TO 3PM
$355,000
1 bed1 bath758 sq ft
196 Park St #8, New Canaan, CT 06840
COMING SOON
$1,399,000
3 beds2.5 baths1,655 sq ft
179 South Ave #9, New Canaan, CT 06840
COMING SOON
$2,349,000
4 beds3.5 baths3,836 sq ft
6 Down River Rd #2, New Canaan, CT 06840
$4,595,000
6 beds6.5 baths6,246 sq ft
125 West Rd, New Canaan, CT 06840
$1,999,000
4 beds3 baths4,183 sq ft
Gravel Island Rd, New Canaan, CT 06840
COMING SOON
$3,495,000
3 beds4 baths4,407 sq ft
700 N Wilton Rd, New Canaan, CT 06840
See all

Provided by Redfin

Sale history for 533 Valley Rd

Date

Event

Price

Smart MLS #24046937

Dec 16, 2024

Sold

$3,995,000

$603/sq ft

Sep 20, 2024

Pending

—

Sep 17, 2024

Listed

$3,995,000

$603/sq ft

Public Records

Oct 14, 2005

Sold

$2,595,000

$391/sq ft

Smart MLS #98243510

Jul 20, 2005

Listing Removed

—

Jul 1, 2005

Listed

$2,595,000

$391/sq ft

Smart MLS #98224427

Jul 21, 2005

Listing Removed

—

Feb 2, 2005

Listed

$2,675,000

$404/sq ft

Smart MLS #98194134

Dec 31, 2004

Listing Removed

—

Apr 15, 2004

Listed

$2,895,000

$437/sq ft

Public Records

Oct 23, 2003

Sold

$985,000

$149/sq ft

Smart MLS #98172346

Aug 12, 2003

Listed

$995,000

$150/sq ft

Public Records

Jun 20, 1977

Sold

$147,500

$22/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$28,025 (+3.1%)

$529,340 + $950,320

$1,479,660

2022

$27,181 (+1.2%)

$529,340 + $950,320

$1,479,660

2021

$26,871

$529,340 + $950,320

$1,479,660

2020

$26,871 (−0.4%)

$529,340 + $950,320

$1,479,660

2019

$26,989 (−4.8%)

$529,340 + $950,320

$1,479,660

2018

$28,360 (+1.7%)

$560,140 + $1,112,020

$1,672,160

2017

$27,875 (+2.2%)

$560,140 + $1,112,020

$1,672,160

2016

$27,273 (+5.0%)

$560,140 + $1,112,020

$1,672,160

2014

$25,985

$560,140 + $1,112,020

$1,672,160

Tax history for 533 Valley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$28,025 (+3.1%)

$529,340 + $950,320

$1,479,660

2022

$27,181 (+1.2%)

$529,340 + $950,320

$1,479,660

2021

$26,871

$529,340 + $950,320

$1,479,660

2020

$26,871 (−0.4%)

$529,340 + $950,320

$1,479,660

2019

$26,989 (−4.8%)

$529,340 + $950,320

$1,479,660

2018

$28,360 (+1.7%)

$560,140 + $1,112,020

$1,672,160

2017

$27,875 (+2.2%)

$560,140 + $1,112,020

$1,672,160

2016

$27,273 (+5.0%)

$560,140 + $1,112,020

$1,672,160

2014

$25,985

$560,140 + $1,112,020

$1,672,160

*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

2.23 Acres

Year renovated

—

Sq. Ft.

4,724

Year built

1960

Style

Single Family Residential

County

Fairfield County

APN

188241

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 3

Interior

Interior Information
Total Rooms: 10
Laundry Room Info: Lower Level, Upper Level
Interior Features: Auto Garage Door Opener, Cable - Available, Security System
Fireplaces Total: 3
Cooling System: Central Air
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller

Bathroom Information
# of Baths (Full): 6
# of Baths (Half): 2

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Bonus Room, Exercise Room, Foyer, Gym, Laundry Room, Mud Room, Sitting Room
Basement Description: Full, Heated, Cooled, Walk-out, Liveable Space, Full With Walk-Out
Has Attic
Attic Description: Heated, Partially Finished, Walk-up

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Shingle
Exterior Features: Porch-Wrap Around, Porch, Gutters, Lighting, Stone Wall, French Doors, Underground Sprinkler

Lot Information
Lot Description: Fence - Full, Level Lot, Professionally Landscaped, Water View

Pool Information
Swimming Pool
Pool Description: Heated, Spa, In Ground Pool

Building Information
Foundation Type: Concrete
Construction Description: Frame, Concrete
Color: Grey

Property Information
Waterfront Description: River, View, Access
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 5124

Financial

Assessments Information
Assessed Value: $1,479,660

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Oil, Domestic
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Saxe Middle
High School: New Canaan
Elementary School: East

Location Information
State: Connecticut
Nearby Amenities: Health Club, Lake, Library, Park, Public Pool, Tennis Courts
Directions: Use GPS
Direct Waterfront
County: Fairfield

Public facts

Beds: 5
Baths: 7.0
Sq. Ft.: 4,724
Stories: 2.0
Lot Size: 2.23 acres
Style: Single Family Residential
Year Built: 1960
Year Renovated: —
County: Fairfield County
APN: 188241

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 5

Around this home

Schools

East School

Public K-4 • Assigned • 1.7mi

10/10

Saxe Middle School

Public 5-8 • Assigned • 2.9mi

10/10

New Canaan High School

Public 9-12 • Assigned • 3.1mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

6/10 Flood Factor

Estimated 67-75% chance 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, 16 days in 30 years

6/10 Wind Factor

56% 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

New Canaan, CT • 06840

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

$4.34M – $5.26M

Reach more buyers when you sell with Redfin. Save up to $45,715 in fees. 3 minutes to get started.

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

Nearby similar homes

$4,595,000

6 beds6.5 baths6,246 sq ft

125 West Rd, New Canaan, CT 06840

NEW CONSTRUCTION

$8,250,000

6 beds7 baths10,495 sq ft

190 Brookwood Ln, New Canaan, CT 06840

$4,700,000

5 beds6 baths6,823 sq ft

537 Oenoke Rdg, New Canaan, CT 06840

3D WALKTHROUGH

$1,795,000

3 beds2.5 baths3,688 sq ft

76 Comstock Hill Rd, New Canaan, CT 06840

$3,900,000

6 beds5.5 baths25,115 sq ft

80-90 Comstock Hill Rd, Norwalk, CT 06850

$1,799,000

5 beds3.5 baths4,347 sq ft

293 Sturges Ridge Rd, Wilton, CT 06897

New listings for sale in 06840

COMING SOON

$2,295,000

3 beds2.5 baths2,406 sq ft

197 Park St #197, New Canaan, CT 06840

COMING SOON

$2,495,000

4 beds3.5 baths3,170 sq ft

39 Bank St #8, New Canaan, CT 06840

OPEN SUN, 1PM TO 3PM

$355,000

1 bed1 bath758 sq ft

196 Park St #8, New Canaan, CT 06840

COMING SOON

$1,399,000

3 beds2.5 baths1,655 sq ft

179 South Ave #9, New Canaan, CT 06840

COMING SOON

$2,349,000

4 beds3.5 baths3,836 sq ft

6 Down River Rd #2, New Canaan, CT 06840

$4,595,000

6 beds6.5 baths6,246 sq ft

125 West Rd, New Canaan, CT 06840

$1,999,000

4 beds3 baths4,183 sq ft

Gravel Island Rd, New Canaan, CT 06840

COMING SOON

$3,495,000

3 beds4 baths4,407 sq ft

700 N Wilton Rd, New Canaan, CT 06840

Home values near 533 Valley Rd

Data from public records.

Address	Redfin Estimate
555 Valley Rd, New Canaan, CT 6 Beds \| 6 Baths \| 5146 Sq. Ft.	$3,678,937
516 Valley Rd, New Canaan, CT 5 Beds \| 3 Baths \| 4161 Sq. Ft.	$2,188,089

Address	Redfin Estimate
534 Valley Rd, New Canaan, CT 5 Beds \| 3 Baths \| 4384 Sq. Ft.	$2,650,162
594 Valley Rd, New Canaan, CT 5 Beds \| 3.5 Baths \| 4087 Sq. Ft.	$2,453,260

Address	Redfin Estimate
498 Valley Rd, New Canaan, CT 4 Beds \| 4.5 Baths \| 4034 Sq. Ft.	$2,713,743
591 Valley Rd, New Canaan, CT 4 Beds \| 2.5 Baths \| 2138 Sq. Ft.	$1,541,683

Property information provided by Smart MLS when last listed in 2024. This data may not match . Learn more.

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.

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.

Houses for rent in Fairfield County	Agents near me	Westport, CT homes for sale	Fairfield County Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Fairfield County Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Westchester County homes for sale
Bergen County homes for sale
Nassau County homes for sale

Greenwich homes for sale
Stamford homes for sale
Norwalk homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 06840, CT

Sale history for 533 Valley Rd

Tax history for 533 Valley Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06840

Home values near 533 Valley Rd

More real estate resources