Off Market Nov 2016 for $1M

$2,145,642

Est. refi paymentEst. refi $3,347/mo

•

5,011

sq ft

27 Highfield Rd, Wilton, CT 06897

About this home

Spectacular South Wilton Stone & Cedar Custom Colonial with nearly 4,400 SF of warm & welcoming space. Grand limestone foyer, office & recreational RM. Fabulous maple & granite eat-in-kitchen w/center island,breakfast bar & plentiful storage. Great RM w/floor-to-ceiling stone fireplace, soaring ceilings, wall of glass w/french doors leading to expansive blue stone patio & majestic gardens. Elegant open concept formal dining & living area w/columns, extensive moldings & gas frplc. Simply divine Master BR w/dramatic cathedral ceiling,luxurious limestone bath,huge WIC & dressing area. 3 guest BR's w/nicely appointed baths.CT custom closets. Gorgeous level property w/rm 4 pool. Outstanding commuter location. Owner related 2 agent. See addendum.

Architecturally redesigned, rebuilt & expanded (completed 2001). Original home (field card states 1950) was torn down to studs. All operational systems & electrical wiring were replaced at time of build (well & septic were not replaced). Bedrooms 1 & 2 shared jack n jill style bath & closets. 3rd BR has adjacent full bath. 1st fl multifunctional recreational RM: currently used as gym, formerly used as playroom & gaming area, could easily be used as a guest room or home office w/ adjacent entrance thru mud room, or combine adjacent powder room & laundry to create a 1st floor in law suite w/full bath. Very small sliver of wetlands on far left of property (far side of stone wall). Regulation bocce court to left of driveway. Landscape architect designed majestic gardens & arbor leading to rear entrance of home. Detached 3.5 car garage w/work station & attic storage. Indoor/outdoor audio system (speakers). Fabulous entertaining. Lower level is heated/cooled & partially finished. Interior access via spiral stairs plus bulkhead egress to exterior which is also a convenient entrance for service mechanics & transporting large items.

Single-familyProperty Type

2001Year Built

2.02 acresLot Size

$428Est. Price/Sq.Ft.

3 car garageParking

Listed by Joel Krawitz • William Pitt Sotheby's Int'l

Listed by Lori Fusco • William Pitt Sotheby's Int'l

Bought with Jane Lee Lade • William Raveis Real Estate

Source:Smart MLS #99147311

Redfin Estimate

$2,145,642

$1.1M since sold in November 2016$190K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 9.5% higher than the average sale price ($1.96M) of 6 comparable homes.

SOLD JUL 9, 2026
$2,700,000
A
4 beds4 baths5,560 sq ft
97 Graenest Ridge Rd, Wilton, CT 06897
SOLD JUL 28, 2026
$1,935,000
B
4 beds4.5 baths5,040 sq ft
42 Old Hwy, Wilton, CT 06897
SOLD JUN 30, 2026
$1,600,000
C
5 beds4 baths4,843 sq ft
53 Wolfpit Rd, Wilton, CT 06897
SOLD JUL 1, 2026
$1,860,044
D
5 beds3.5 baths4,324 sq ft
44 Old Nursery Dr, Wilton, CT 06897
SOLD JUL 10, 2026
$1,400,000
E
4 beds4 baths3,541 sq ft
23 Laurel Ln, Wilton, CT 06897
SOLD JAN 9, 2026
$2,260,000
F
4 beds4 baths4,775 sq ft
81 Graenest Ridge Rd, Wilton, CT 06897

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Earn from this home

Sell

$1,367,397

Est. take-home

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Refinance

Est. cash available

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Rent

$4,510/mo

Redfin rental estimate

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Market trends in 06897, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

108.9%

0.0% MoM

Median sale price

$1.3M

$108K MoM

Avg. days on market

28d

0 days MoM

Recently sold homes

24 MoM

New listings for sale

OPEN TODAY, 1PM TO 3PM
$2,499,000
5 beds6 baths5,471 sq ft
77 Old Boston Rd, Wilton, CT 06897
OPEN TODAY, 1PM TO 3PM
$1,310,000
3 beds3.5 baths3,971 sq ft
13 Wilton Hls #13, Wilton, CT 06897
COMING SOON
$3,800,000
3 beds3.5 baths4,386 sq ft
24 Graenest Ridge Rd, Wilton, CT 06897
$799,000
2 beds2.5 baths1,781 sq ft
39 Lambert Cmn #39, Wilton, CT 06897
See all

Provided by Redfin

Sale history for 27 Highfield Rd

Year

Property tax

Land + Additions

Assessment*

2023

$27,962 (+45.0%)

$322,560 + $633,080

$955,640

2022

$19,285 (+1.3%)

$322,560 + $360,570

$683,130

2021

$19,039 (+1.5%)

$322,560 + $360,570

$683,130

2020

$18,759 (−3.8%)

$322,560 + $360,570

$683,130

2019

$19,497 (+7.1%)

$322,560 + $360,570

$683,130

2018

$18,202 (+1.5%)

$339,640 + $306,040

$645,680

2017

$17,931 (+1.6%)

$339,640 + $306,040

$645,680

2016

$17,653 (+3.1%)

$339,640 + $306,040

$645,680

2014

$17,117

$339,640 + $306,040

$645,680

Tax history for 27 Highfield Rd

Year

Property tax

Land + Additions

Assessment*

2023

$27,962 (+45.0%)

$322,560 + $633,080

$955,640

2022

$19,285 (+1.3%)

$322,560 + $360,570

$683,130

2021

$19,039 (+1.5%)

$322,560 + $360,570

$683,130

2020

$18,759 (−3.8%)

$322,560 + $360,570

$683,130

2019

$19,497 (+7.1%)

$322,560 + $360,570

$683,130

2018

$18,202 (+1.5%)

$339,640 + $306,040

$645,680

2017

$17,931 (+1.6%)

$339,640 + $306,040

$645,680

2016

$17,653 (+3.1%)

$339,640 + $306,040

$645,680

2014

$17,117

$339,640 + $306,040

$645,680

*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

—

Sq. Ft.

4,389

Year built

1950

Style

Single Family Residential

County

Fairfield County

APN

1927960

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, Paved
Garages Number: 3

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 10
Laundry Room Location: 1st floor
Interior Features: Audio System, Security System
Fireplaces Total: 2
Cooling System: Central Air, Zoned
Appliances Included: Dishwasher, Dryer, Microwave, Oven/Range, Refrigerator, Washer

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 2

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer, Laundry Room
Room Count: 10
Basement Description: Cooled, Crawl Space, Hatchway Access, Heated, Partially Finished, Sump Pump
Has Attic
Attic Description: Access Via Hatch

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard, Wood
Exterior Features: French Doors, Gutters, Lighting, Patio

Lot Information
Lot Description: Level Lot, Some Wetlands, Treed

Building Information
New Construction Type: Torn Down & Rebuilt
Foundation Type: Block
Construction Description: Frame
Color: sand

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4389

Financial

Assessments Information
Assessed Value: $645,680

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Heat Type: Hot Air, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Thermopane Windows, Ridge Vents

Location

HOA Information
Association Amenities: Golf Course, Health Club, Medical Facilities, Park, Playground/Tot Lot, Tennis Courts

School Information
Middle Jr High School: Middlebrook
Intermediate School: Cider Mill
High School: Wilton
Elementary School: Miller-Driscoll

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Playground/Tot Lot, Tennis Courts
Directions: Belden Hill to Highfield. First house on your left #27 set back from road. Please use stone path to front entrance.
County: Fairfield

Public facts

Beds: 4
Baths: 4.0
Sq. Ft.: 4,389
Stories: 2.0
Lot Size: 2.02 acres
Style: Single Family Residential
Year Built: 1950
Year Renovated: —
County: Fairfield County
APN: 1927960

Home facts updated by county records on Jul 12, 2023

Around this home

Schools

Miller-Driscoll School

Public PreK-2 • Assigned • 0.5mi

Middlebrook School

Public 6-8 • Assigned • 2.2mi

10/10

Wilton 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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

6 days above 99° expected this year, 14 days in 30 years

6/10 Wind Factor

55% 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

Wilton, CT • 06897

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

$2.04M – $2.47M

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Home values near 27 Highfield Rd

Data from public records.

Address	Redfin Estimate
83 Highfield Rd, Wilton, CT 5 Beds \| 4.5 Baths \| 5048 Sq. Ft.	$2,766,270
96 Highfield Rd, Wilton, CT 3 Beds \| 2 Baths \| 2244 Sq. Ft.	$1,457,749

Address	Redfin Estimate
99 Highfield Rd, Wilton, CT 6 Beds \| 6.5 Baths \| 5436 Sq. Ft.	$2,688,404
39 Highfield Rd, Wilton, CT 4 Beds \| 3.5 Baths \| 3809 Sq. Ft.	$1,783,745

Address	Redfin Estimate
85 Highfield Rd, Wilton, CT 5 Beds \| 6 Baths \| 6182 Sq. Ft.	$3,377,135
65 Highfield Rd, Wilton, CT 4 Beds \| 3.5 Baths \| 4574 Sq. Ft.	$2,440,336

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

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06897, CT

Sale history for 27 Highfield Rd

Tax history for 27 Highfield Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06897

Home values near 27 Highfield Rd

More real estate resources