27 Shadowbrook Rd, West Simsbury, CT 06092

Off market mar 2017 for $907K

$1,681,923

•

6,852

sq ft

27 Shadowbrook Rd, West Simsbury, CT 06092

About this home

Nestled in a spectacular setting this country estate offers the ultimate lifestyle to a fortunate few. A private sanctuary with over 31 ac. of landscaped lawn, woods, fields, streams & views, this magnificent property is located in an intimate enclave of 4 homes...yet is minutes to award winning Simsbury schools, restaurants & town center. With impressive architectural details & every amenity for comfortable living and gracious entertaining, "Shadowbrook" will captivate the most discerning buyer. A reception sized foyer w/a beautiful split curved staircase welcomes your guests. A cherry library w/ access to a private porch flanks the foyer and a formal DR and LR w/ fine millwork & coffered ceilings are adjacent. A fabulous sunroom begins the flow to casual spaces where a massive field stone FP anchors the family room and walls of glass provide abundant natural light & access to the outdoors. Maple cabs, granite, Sub-zero's and a cheerful dining nook make the kitchen a chef's delight. The generous MBR suite has a private balcony, FP, walk in closets & marble bath. Three additional en-suite bedrooms (inc. one w/ sitting area ideal for au-pair) complete the space. A walkout LL has gym w/full bath, media/play rooms & more. Surrounded by nature, enjoy serene evenings on the 1000 SF bluestone terrace overlooking meandering stone walls, a potential horse meadow and ever changing scenic views. This is truly an outstanding property that is rarely available on the market!

Single-familyProperty Type

1988Year Built

31.8 acresLot Size

$245Est. Price/Sq.Ft.

4 car garageParking

Listed by Katie French • Coldwell Banker Realty

Bought with Jeff Bodeau • William Raveis Real Estate

Source:Smart MLS #G10164830

Redfin Estimate

$1,681,923

$775K since sold in March 2017$12K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 29.6% higher than the average sale price ($1.30M) of 6 comparable homes.

SOLD SEP 16, 2026
$1,900,000
A
4 beds7.5 baths6,243 sq ft
58 High Valley Dr, Canton, CT 06019
SOLD JUL 1, 2026
$1,570,000
B
4 beds5 baths7,160 sq ft
22 Joshua Dr, West Simsbury, CT 06092
SOLD SEP 10, 2026
$1,075,000
C
4 beds2.5 baths5,192 sq ft
207 Great Pond Rd, Simsbury, CT 06070
SOLD SEP 10, 2026
$700,000
D
4 beds2.5 baths3,366 sq ft
30 N Canton Rd, West Simsbury, CT 06092
SOLD AUG 21, 2026
$1,775,000
E
5 beds6 baths6,421 sq ft
79 Highridge Rd, West Simsbury, CT 06092
SOLD JUL 27, 2026
$769,000
F
4 beds2.5 baths3,316 sq ft
216 Great Pond Rd, Simsbury, CT 06070

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Earn from this home

Sell

$1,006,296

Est. take-home

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Rent

$4,822/mo

Redfin rental estimate

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Market trends in 06092, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

109.2%

1.6% MoM

Median sale price

$665K

$10K MoM

Avg. days on market

15d

6 days MoM

Recently sold homes

8 MoM

Provided by Redfin

Sale history for 27 Shadowbrook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$39,055 (+2.5%)

$186,830 + $956,480

$1,143,310

2024

$38,084 (+4.7%)

$186,830 + $956,480

$1,143,310

2023

$36,380 (+30.5%)

$186,830 + $956,480

$1,143,310

2022

$27,872

$193,840 + $527,660

$721,500

2021

$27,872 (+4.2%)

$193,840 + $527,660

$721,500

2020

$26,760 (−0.6%)

$193,840 + $527,660

$721,500

2019

$26,926 (+3.0%)

$193,840 + $527,660

$721,500

2018

$26,131 (+0.3%)

$193,840 + $501,320

$695,160

2017

$26,047 (−9.3%)

$151,670 + $520,330

$672,000

2016

$28,718

$151,670 + $621,970

$773,640

2014

$28,733 (−3.6%)

$149,520 + $624,120

$773,640

2011

$29,793

$149,520 + $624,120

$773,640

Tax history for 27 Shadowbrook Rd

Year

Property tax

Land + Additions

Assessment*

2025

$39,055 (+2.5%)

$186,830 + $956,480

$1,143,310

2024

$38,084 (+4.7%)

$186,830 + $956,480

$1,143,310

2023

$36,380 (+30.5%)

$186,830 + $956,480

$1,143,310

2022

$27,872

$193,840 + $527,660

$721,500

2021

$27,872 (+4.2%)

$193,840 + $527,660

$721,500

2020

$26,760 (−0.6%)

$193,840 + $527,660

$721,500

2019

$26,926 (+3.0%)

$193,840 + $527,660

$721,500

2018

$26,131 (+0.3%)

$193,840 + $501,320

$695,160

2017

$26,047 (−9.3%)

$151,670 + $520,330

$672,000

2016

$28,718

$151,670 + $621,970

$773,640

2014

$28,733 (−3.6%)

$149,520 + $624,120

$773,640

2011

$29,793

$149,520 + $624,120

$773,640

*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

31.8 Acres

Year renovated

2004

Sq. Ft.

7,284

Year built

1988

Style

Single Family Residential

County

Hartford County

APN

695068

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 10, 2026.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 4

Interior

Interior Information
Total Rooms: 16
Laundry Room Location: First Floor
Interior Features: Auto Garage Door Opener, Security System
In-Law Apartment: Yes
In-Law Access: Possible
Fireplaces Total: 3
Cooling System: Central Air
Appliances Included: Dishwasher, Microwave, Oven/Range, Refrigerator, Range Hood, Subzero

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 2

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Exercise Room, Mud Room
Room Count: 12
Basement Description: Fully Finished, Full With Walk-Out
Has Attic
Attic Description: Walk-up

Exterior

Exterior Features
Exterior Siding: Clapboard
Exterior Features: Deck, Garden Area, Patio, Stone Wall, Wrap Around Deck

Lot Information
Lot Description: On Cul-De-Sac, Lightly Wooded

Property Information
Property Type: Single Family For Sale
Property Info: Horse Property
Living Area SQFT Per Public Record: 6852
Driveway Type: Asphalt, Circular

Financial

Assessments Information
Assessed Value: $773,640

Rental Information
Lease Purchase YN: No

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Generator

Location

HOA Information
Has Home Owner's Assocation
HOA Fee Frequency: Monthly
HOA Fee Amount: $167
Association Amenities: Putting Green, Health Club, Medical Facilities

School Information
High School: Simsbury
Elementary School: Tootin' Hills

Location Information
Subdivision: SHADOWBROOK
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities
Directions: Westledge Road to Shadowbrook, to end on right.
County: Hartford

Public facts

Beds: 5
Baths: 6.5
Sq. Ft.: 7,284
Stories: 2.0
Lot Size: 31.8 acres
Style: Single Family Residential
Year Built: 1988
Year Renovated: 2004
County: Hartford County
APN: 695068

Home facts updated by county records on Jul 10, 2026

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

K - 12
Preschool & daycare

Tootin' Hills School

Public K-6 • Assigned • 2.5mi

9/10

Henry James Memorial School

Public 7-8 • Assigned • 2.8mi

9/10

Simsbury High School

Public 9-12 • Assigned • 2.9mi

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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

3/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

West Simsbury, CT • 06092

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

8.8 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.60M – $1.94M

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Home values near 27 Shadowbrook Rd

Data from public records.

Address	Redfin Estimate
21 Shadow Brook Road, West Simsbury, CT 5 Beds \| 3.5 Baths \| 4111 Sq. Ft.	$1,126,090
21 Shadow Brook Road, West Simsbury, CT 5 Beds \| 3.5 Baths \| 4111 Sq. Ft.	$1,113,938
204 Westledge Road, West Simsbury, CT 2 Beds \| 2 Baths \| 1742 Sq. Ft.	$565,572
14 Woodlot Road, West Simsbury, CT 5 Beds \| 5.5 Baths \| 7117 Sq. Ft.	$1,614,347
198 Westledge Road, West Simsbury, CT 3 Beds \| 3 Baths \| 2866 Sq. Ft.	$880,738
196 Westledge Road, West Simsbury, CT 4 Beds \| 3 Baths \| 1816 Sq. Ft.	$732,292
199 Westledge Road, West Simsbury, CT 3 Beds \| 4.5 Baths \| 3725 Sq. Ft.	$924,057

Address	Redfin Estimate
15 Shadow Brook Road, West Simsbury, CT 4 Beds \| 5.5 Baths \| 4980 Sq. Ft.	$1,442,138
24 Shadow Brook Road, West Simsbury, CT 6 Beds \| 5 Baths \| 5800 Sq. Ft.	$1,429,370
26 Woodlot Road, West Simsbury, CT 3 Beds \| 2.5 Baths \| 2872 Sq. Ft.	$797,617
184 Westledge Road, West Simsbury, CT 5 Beds \| 3.5 Baths \| 4627 Sq. Ft.	$789,130
27 Woodlot Road, West Simsbury, CT 3 Beds \| 2.5 Baths \| 2486 Sq. Ft.	$658,039
196 Westledge Road, West Simsbury, CT 3 Beds \| 3 Baths \| 1816 Sq. Ft.	$683,425
190 Westledge Road, West Simsbury, CT 3 Beds \| 3.5 Baths \| 3011 Sq. Ft.	$708,304

Address	Redfin Estimate
24 Shadow Brook Road, West Simsbury, CT 6 Beds \| 5 Baths \| 5800 Sq. Ft.	$1,421,712
15 Shadow Brook Road, West Simsbury, CT 4 Beds \| 5.5 Baths \| 4980 Sq. Ft.	$1,524,080
208 Westledge Road, West Simsbury, CT 4 Beds \| 2.5 Baths \| 2803 Sq. Ft.	$778,499
199 Westledge Road, West Simsbury, CT 4 Beds \| 4.5 Baths \| 3455 Sq. Ft.	$873,586
190 Westledge Road, West Simsbury, CT 3 Beds \| 3.5 Baths \| 3011 Sq. Ft.	$721,236
184 Westledge Road, West Simsbury, CT 5 Beds \| 3.5 Baths \| 2934 Sq. Ft.	$755,181
208 Westledge Road, West Simsbury, CT 4 Beds \| 2.5 Baths \| 2803 Sq. Ft.	$738,146

Property information provided by Smart MLS when last listed in 2016. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06092, CT

Sale history for 27 Shadowbrook Rd

Tax history for 27 Shadowbrook Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 27 Shadowbrook Rd

More real estate resources