Off Market Dec 2013 for $1.5M

$4,154,946

Est. refi paymentEst. refi $9,947/mo

•

5,166

sq ft

280 Rosebrook Rd, New Canaan, CT 06840

About this home

Single-familyProperty Type

1860Year Built

2.12 acresLot Size

$804Est. Price/Sq.Ft.

2 car garageParking

Listed by Judy Dunn • Houlihan Lawrence

Bought with Benjamin Halsell • Houlihan Lawrence

Source:Smart MLS #99026132

Redfin Estimate

$4,154,946

$2.7M since sold in December 2013$406K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 27.8% higher than the average sale price ($3.25M) of 6 comparable homes.

SOLD APR 30, 2026
$4,362,500
A
5 beds5 baths5,679 sq ft
32 West Rd, New Canaan, CT 06840
SOLD AUG 18, 2026
$2,750,000
B
4 beds4.5 baths4,399 sq ft
85 Bittersweet Ln, New Canaan, CT 06840
SOLD AUG 31, 2026
$2,660,000
C
6 beds4 baths4,425 sq ft
40 Shadow Ln, New Canaan, CT 06840
SOLD JUN 22, 2026
$2,805,000
D
6 beds5 baths4,158 sq ft
176 Carter St, New Canaan, CT 06840
SOLD JUN 2, 2026
$4,650,000
E
5 beds5.5 baths5,688 sq ft
71 Saint Johns Pl, New Canaan, CT 06840
SOLD APR 10, 2026
$2,275,000
F
6 beds5 baths4,085 sq ft
42 Sturbridge Hill Rd, New Canaan, CT 06840

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Earn from this home

Sell

$3,060,367

Est. take-home

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Refinance

Est. cash available

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Rent

$4,805/mo

Redfin rental estimate

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Market trends in 06840, CT

Last updated August 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

OPEN TODAY, 12PM TO 2PM
$2,995,000
5 beds4.5 baths2,778 sq ft
16 Grace St, New Canaan, CT 06840
$2,395,000
4 beds2.5 baths2,202 sq ft
94 Field Crest Rd, New Canaan, CT 06840
OPEN TODAY, 1PM TO 3PM
$1,595,000
3 beds3 baths2,432 sq ft
21 Hampton Ln, New Canaan, CT 06840
COMING SOON
$1,995,000
4 beds2.5 baths3,530 sq ft
20 Gray Squirrel Dr, New Canaan, CT 06840
$1,900,000
5 beds4.5 baths3,003 sq ft
115 Parade Hill Rd, New Canaan, CT 06840
$4,000,000
5 beds5.5 baths5,291 sq ft
248 Turtle Back Rd, New Canaan, CT 06840
OPEN TODAY, 1PM TO 4PM
$2,895,000
4 beds3.5 baths4,180 sq ft
250 Dans Hwy, New Canaan, CT 06840
$1,399,000
3 beds2.5 baths1,955 sq ft
179 South Ave #9, New Canaan, CT 06840
$3,895,000
5 beds5.5 baths5,374 sq ft
38 Gerrish Ln, New Canaan, CT 06840
OPEN TODAY, 1PM TO 4PM
$4,395,000
5 beds5 baths5,903 sq ft
16 Orchard Ln, New Canaan, CT 06840
See all

Provided by Redfin

Sale history for 280 Rosebrook Rd

Year

Property tax

Land + Additions

Assessment*

2023

$28,692 (+3.1%)

$677,250 + $837,620

$1,514,870

2022

$27,828 (+1.2%)

$677,250 + $837,620

$1,514,870

2021

$27,510

$677,250 + $837,620

$1,514,870

2020

$27,510 (+5.4%)

$677,250 + $837,620

$1,514,870

2019

$26,104 (+1.6%)

$677,250 + $753,900

$1,431,150

2018

$25,693 (+1.7%)

$647,360 + $867,580

$1,514,940

2017

$25,254 (+17.4%)

$647,360 + $867,580

$1,514,940

2016

$21,510 (−2.8%)

$647,360 + $671,440

$1,318,800

2014

$22,129

$752,570 + $671,440

$1,424,010

Tax history for 280 Rosebrook Rd

Year

Property tax

Land + Additions

Assessment*

2023

$28,692 (+3.1%)

$677,250 + $837,620

$1,514,870

2022

$27,828 (+1.2%)

$677,250 + $837,620

$1,514,870

2021

$27,510

$677,250 + $837,620

$1,514,870

2020

$27,510 (+5.4%)

$677,250 + $837,620

$1,514,870

2019

$26,104 (+1.6%)

$677,250 + $753,900

$1,431,150

2018

$25,693 (+1.7%)

$647,360 + $867,580

$1,514,940

2017

$25,254 (+17.4%)

$647,360 + $867,580

$1,514,940

2016

$21,510 (−2.8%)

$647,360 + $671,440

$1,318,800

2014

$22,129

$752,570 + $671,440

$1,424,010

*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

2.12 Acres

Year renovated

—

Sq. Ft.

5,356

Year built

1860

Style

Single Family Residential

County

Fairfield County

APN

187392

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 10
Laundry Room Location: 1St Floor
Fireplaces Total: 3
Cooling System: Window Unit
Appliances Included: Dishwasher, Refrigerator

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 1

Bedroom Information
Beds Total: 6

Room Information
Rooms Additional: Sitting Room, Staff Quarters
Room Count: 8
Basement Description: Full
Has Attic

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Barn, Patio

Lot Information
Lot Description: Fence - Stone

Building Information
Foundation Type: Masonry
Construction Description: Frame
Color: WHITE

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 5166

Financial

Assessments Information
Assessed Value: $1,301,510

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Heat Type: Hot Water, Radiator

Location

School Information
Middle Jr High School: SAXE
High School: NCHS
Elementary School: EAST

Location Information
State: Connecticut
Directions: Rte 123N, Rt Brushy Ridge, Left Rosebrook
County: Fairfield

Public facts

Beds: 5
Baths: 5.0
Sq. Ft.: 5,356
Stories: 2.0
Lot Size: 2.12 acres
Style: Single Family Residential
Year Built: 1860
Year Renovated: —
County: Fairfield County
APN: 187392

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

East School

Public K-4 • Assigned • 1.3mi

10/10

Saxe Middle School

Public 5-8 • Assigned • 2.4mi

10/10

New Canaan High School

Public 9-12 • Assigned • 2.6mi

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

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 8.8 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.95M – $4.78M

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OPEN TODAY, 12PM TO 2PM

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20 Gray Squirrel Dr, New Canaan, CT 06840

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248 Turtle Back Rd, New Canaan, CT 06840

OPEN TODAY, 1PM TO 4PM

$2,895,000

4 beds3.5 baths4,180 sq ft

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$1,399,000

3 beds2.5 baths1,955 sq ft

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Home values near 280 Rosebrook Rd

Data from public records.

Address	Redfin Estimate
302 Rosebrook Rd, New Canaan, CT 10 Beds \| 9.5 Baths \| 17700 Sq. Ft.	—
240 Rosebrook Rd, New Canaan, CT 6 Beds \| 7 Baths \| 6700 Sq. Ft.	$5,229,868

Address	Redfin Estimate
220 Rosebrook Rd, New Canaan, CT 4 Beds \| 5.5 Baths \| 6596 Sq. Ft.	$5,473,768
312 Rosebrook Rd, New Canaan, CT 5 Beds \| 4 Baths \| 3520 Sq. Ft.	$3,161,820

Address	Redfin Estimate
301 Rosebrook Rd, New Canaan, CT 7 Beds \| 7 Baths \| 9559 Sq. Ft.	$5,609,018
279 Rosebrook Rd, New Canaan, CT 5 Beds \| 6.5 Baths \| 6784 Sq. Ft.	$4,490,267

Property information provided by Smart MLS when last listed in 2013. 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 280 Rosebrook Rd

Tax history for 280 Rosebrook 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 280 Rosebrook Rd

More real estate resources