258 Country Club Rd, New Canaan, CT 06840

Off market oct 2014 for $2.8M

$4,468,199

Est. refi paymentEst. refi $14,803/mo

•

5,889

sq ft

258 Country Club Rd, New Canaan, CT 06840

About this home

This crisp white brick and clapboard 5 bedroom CT classic on manicured 2.37 acres is convenient to town on a country lane. Landscaped to perfection with exceptional gardens and a private infinity pool. The stunning front to back foyer leads to beautifully proportioned, generous rooms with 10 ft ceilings and great flow for living and entertaining.Expansive,light filled kitchen w/large dining area. Second floor bonus room serves as a private office and entertainment center.Lower level includes music room, exercise room, playroom & game room.Pristine and private.

This crisp white brick and clapboard 5 bedroom CT classic on manicured 2.37 acres is convenient to town on a country lane. Landscaped to perfection with exceptional gardens and a private infinity pool. The stunning foyer leads to beautifully proportioned, generous rooms with10 ft. ceilings and great flow for living and entertaining.Expansive,light filled kitchen w/large dining area. Second floor bonus room serves as a private office and entertainment center.Lower level includes music room, exercise room, playroom & game room.Pristine and private. all measurements approximate approx 1300 beautifully finished sq ft on LL with CO not on field card. New assessment for taxes $1,877,330 July 1, 2014.

Single-familyProperty Type

1995Year Built

2.37 acresLot Size

$759Est. Price/Sq.Ft.

3 car garageParking

Listed by Leslie Razook • Halstead Real Estate

Bought with Jennifer Donovan • Halstead Property

Source:Smart MLS #99066827

Redfin Estimate

$4,468,199

$1.6M since sold in October 2014$8,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 0.9% lower than the average sale price ($4.51M) of 6 comparable homes.

SOLD SEP 1, 2026
$4,700,000
A
5 beds7.5 baths7,443 sq ft
146 Lambert Rd, New Canaan, CT 06840
SOLD AUG 31, 2026
$4,200,000
B
5 beds6.5 baths5,957 sq ft
67 Dunning Rd, New Canaan, CT 06840
SOLD JUL 3, 2026
$3,600,000
C
5 beds6 baths6,715 sq ft
323 Smith Ridge Rd, New Canaan, CT 06840
SOLD AUG 10, 2026
$6,250,000
D
5 beds6 baths6,588 sq ft
211 Oenoke Rdg, New Canaan, CT 06840
SOLD JUL 17, 2026
$2,600,000
E
5 beds5.5 baths6,313 sq ft
41 Lake Wind Rd, New Canaan, CT 06840
SOLD APR 1, 2026
$5,715,000
F
6 beds6.5 baths8,020 sq ft
91 Sunset Hill Rd, New Canaan, CT 06840

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Earn from this home

Sell

$2,556,640

Est. take-home

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Refinance

Est. cash available

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Rent

$4,736/mo

Redfin rental estimate

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Market trends in 06840, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

108.1%

+0.4% MoM

Median sale price

$2.4M

$69K MoM

Avg. days on market

18d

1 days MoM

Recently sold homes

114

29 MoM

New listings for sale

$3,300,000
3 beds3.5 baths3,040 sq ft
321 Oenoke Rdg, New Canaan, CT 06840
$880,000
3 beds1 bath960 sq ft
38 Urban St, New Canaan, CT 06840
COMING SOON
$1,049,000
3 beds1 bath1,450 sq ft
40 Ogden Rd, New Canaan, CT 06840
$850,000
3 beds2.5 baths1,360 sq ft
78 Hoyt St #78, New Canaan, CT 06840
$6,200,000
6 beds4.5 baths5,657 sq ft
631 West Rd, New Canaan, CT 06840
$3,450,000
5 beds4.5 baths3,715 sq ft
284 Park St, New Canaan, CT 06840
$3,695,000
6 beds6.5 baths7,102 sq ft
34 Sherwood Ln, New Canaan, CT 06840
$3,600,000
5 beds5.5 baths5,135 sq ft
716 Cheese Spring Rd, New Canaan, CT 06840
$1,499,000
4 beds3 baths2,478 sq ft
27 White Oak Shade Ln, New Canaan, CT 06840
$1,600,000
6 beds4 baths1,896 sq ft
164 New Norwalk Rd, New Canaan, CT 06840
See all

Provided by Redfin

Sale history for 258 Country Club Rd

Year

Property tax

Land + Additions

Assessment*

2023

$31,468 (+3.1%)

$723,030 + $938,420

$1,661,450

2022

$30,521 (+1.2%)

$723,030 + $938,420

$1,661,450

2021

$30,172

$723,030 + $938,420

$1,661,450

2020

$30,172 (−0.4%)

$723,030 + $938,420

$1,661,450

2019

$30,305 (−4.8%)

$723,030 + $938,420

$1,661,450

2018

$31,840 (+1.7%)

$704,620 + $1,172,710

$1,877,330

2017

$31,295 (+2.2%)

$704,620 + $1,172,710

$1,877,330

2016

$30,619 (+5.0%)

$704,620 + $1,172,710

$1,877,330

2014

$29,174

$704,620 + $1,172,710

$1,877,330

Tax history for 258 Country Club Rd

Year

Property tax

Land + Additions

Assessment*

2023

$31,468 (+3.1%)

$723,030 + $938,420

$1,661,450

2022

$30,521 (+1.2%)

$723,030 + $938,420

$1,661,450

2021

$30,172

$723,030 + $938,420

$1,661,450

2020

$30,172 (−0.4%)

$723,030 + $938,420

$1,661,450

2019

$30,305 (−4.8%)

$723,030 + $938,420

$1,661,450

2018

$31,840 (+1.7%)

$704,620 + $1,172,710

$1,877,330

2017

$31,295 (+2.2%)

$704,620 + $1,172,710

$1,877,330

2016

$30,619 (+5.0%)

$704,620 + $1,172,710

$1,877,330

2014

$29,174

$704,620 + $1,172,710

$1,877,330

*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

6.5

Stories

Lot width

—

Lot depth

—

Lot size

2.37 Acres

Year renovated

—

Sq. Ft.

5,889

Year built

1995

Style

Single Family Residential

County

Fairfield County

APN

184851

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jun 26, 2023.

Property details

Parking

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

Interior

Virtual Tour Information

Interior Information
Total Rooms: 10
Laundry Room Location: upper
Interior Features: Central Vacuum, Security System
Fireplaces Total: 4
Cooling System: Central Air, Window Unit, Zoned
Appliances Included: Cook Top, Dishwasher, Dryer, Oven/Range, Refrigerator, Wall Oven, Washer

Bathroom Information
# of Baths (Full): 6
# of Baths (Half): 1

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Bonus Room, Foyer, Laundry Room
Room Count: 9
Basement Description: Full, Garage Access, Partially Finished
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Brick, Clapboard
Exterior Features: Balcony, French Doors, Gutters, Underground Sprinkler, Terrace

Lot Information
Lot Description: Level Lot, Sloping Lot, Fence - Partial

Pool Information
Pool Description: Heated, Infinity Edge, In Ground Pool, Spa

Building Information
Foundation Type: Concrete
Color: white

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 5889

Financial

Assessments Information
Assessed Value: $1,877,330

Utilities

Utility Information
Water Source: Public Water Connected
Sewer Assess Description: combined above
Sewage System: Septic
Heat Type: Baseboard, 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: West

Location Information
State: Connecticut
Directions: 15 to x 37 rte.123 New Canaan, left on Country Club or Main St to Oenoke Ridge, right on Country Club
County: Fairfield

Public facts

Beds: 5
Baths: 6.5
Sq. Ft.: 5,889
Stories: 2.0
Lot Size: 2.37 acres
Style: Single Family Residential
Year Built: 1995
Year Renovated: —
County: Fairfield County
APN: 184851

Home facts updated by county records on Jun 26, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

West School

Public PreK-4 • Assigned • 2.1mi

10/10

Saxe Middle School

Public 5-8 • Assigned • 2.6mi

10/10

New Canaan High School

Public 9-12 • Assigned • 2.8mi

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, 16 days in 30 years

6/10 Wind Factor

58% 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

$4.25M – $5.14M

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Nearby similar homes

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New listings for sale in 06840

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COMING SOON

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5 beds5.5 baths5,135 sq ft

716 Cheese Spring Rd, New Canaan, CT 06840

$1,499,000

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27 White Oak Shade Ln, New Canaan, CT 06840

Home values near 258 Country Club Rd

Data from public records.

Address	Redfin Estimate
340 Country Club Rd, New Canaan, CT 6 Beds \| 8.5 Baths \| 8057 Sq. Ft.	$7,922,164
259 Country Club Rd, New Canaan, CT 3 Beds \| 2 Baths \| 2091 Sq. Ft.	$2,152,510

Address	Redfin Estimate
317 Country Club Rd, New Canaan, CT 5 Beds \| 7 Baths \| 7099 Sq. Ft.	$4,790,546
295 Country Club Rd, New Canaan, CT 5 Beds \| 3.5 Baths \| 4110 Sq. Ft.	$2,218,386

Address	Redfin Estimate
217 Country Club Rd, New Canaan, CT 5 Beds \| 4.5 Baths \| 5804 Sq. Ft.	$3,608,084
277 Country Club Rd, New Canaan, CT 5 Beds \| 6 Baths \| 6000 Sq. Ft.	$3,934,482

Property information provided by Smart MLS when last listed in 2014. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06840, CT

Sale history for 258 Country Club Rd

Tax history for 258 Country Club 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 258 Country Club Rd

More real estate resources