Off Market Jan 2022 for $1M

$1,363,244

Est. refi paymentEst. refi $5,345/mo

•

2,848

sq ft

2027 Hillside Rd, Fairfield, CT 06824

About this home

Charming, exquisitely renovated Antique home with cathedral ceilings, large Living Room with wet bar and wine refrigerator, Master Bedroom Suite, Gourmet Kitchen with marble counters located in estate area of Greenfield Hill. Wonderful, setting with professionally landscaped grounds and elegant terraces offers privacy and great entertaining space. Square Footage includes finished loft space Guest Bedroom. Lower finished level includes 670 SF office with fireplace, Playroom and storage.

Single-familyProperty Type

1759Year Built

1 acresLot Size

$479Est. Price/Sq.Ft.

2 car garageParking

Listed by Sarah Keenan • William Raveis Real Estate

Bought with Mark Gilrain • Brown Harris Stevens

Bought with Adrienne Durkin • Brown Harris Stevens

Source:Smart MLS #170449700

Redfin Estimate

$1,363,244

$312K since sold in January 2022$3,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 5.7% lower than the average sale price ($1.45M) of 6 comparable homes.

SOLD AUG 18, 2026
$1,587,500
A
4 beds2.5 baths2,896 sq ft
107 Buckboard Ln, Fairfield, CT 06824
SOLD AUG 17, 2026
$1,360,000
B
3 beds2.5 baths2,788 sq ft
1185 Stillson Rd, Fairfield, CT 06824
SOLD AUG 31, 2026
$1,330,000
C
4 beds2.5 baths2,160 sq ft
1061 Galloping Hill Rd, Fairfield, CT 06824
SOLD JUL 2, 2026
$1,595,000
D
4 beds3 baths3,362 sq ft
200 Joan Dr, Fairfield, CT 06824
SOLD JUL 7, 2026
$1,550,000
E
4 beds3.5 baths2,696 sq ft
355 Surrey Ln, Fairfield, CT 06824
SOLD JUL 16, 2026
$1,250,000
F
4 beds2.5 baths2,272 sq ft
1090 Galloping Hill Rd, Fairfield, CT 06824

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Earn from this home

Sell

$516,909

Est. take-home

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Refinance

Est. cash available

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Rent

$8,034/mo

Redfin rental estimate

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Market trends in 06824, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

106.5%

+0.8% MoM

Median sale price

$1.3M

$75K MoM

Avg. days on market

28d

2 days MoM

Recently sold homes

116

19 MoM

New listings for sale

NEW 4 HRS AGO
$1,065,750
3 beds3.5 baths2,529 sq ft
79 Thorpe St #79, Fairfield, CT 06824
OPEN THU, 10AM TO 2PM
$1,399,000
4 beds3 baths3,588 sq ft
394 Wakeman Rd, Fairfield, CT 06824
OPEN SAT, 12PM TO 2PM
$1,225,000
3 beds2.5 baths2,447 sq ft
130 Elm St, Fairfield, CT 06824
OPEN THU, 11AM TO 2PM
$2,549,000
4 beds3.5 baths5,394 sq ft
3007 Redding Rd, Fairfield, CT 06824
COMING SOON
$1,499,000
4 beds3 baths2,299 sq ft
50 University Dr, Fairfield, CT 06824
COMING SOON
$1,200,000
4 beds2.5 baths2,588 sq ft
2730 Burr St, Fairfield, CT 06824
COMING SOON
$2,299,000
4 beds3.5 baths2,706 sq ft
484 Rowland Rd, Fairfield, CT 06824
OPEN THU, 10:30AM TO 2PM
$1,395,000
4 beds3.5 baths3,181 sq ft
1495 Westport Tpke, Fairfield, CT 06824
COMING SOON
$895,000
4 beds2 baths2,984 sq ft
27 Longview Ave, Fairfield, CT 06824
COMING SOON
$750,000
3 beds2 baths1,682 sq ft
271 Jeniford Rd, Fairfield, CT 06824
See all

Provided by Redfin

Sale history for 2027 Hillside Rd

Date

Event

Price

Smart MLS #170449700

Jan 14, 2022

Sold

$1,051,000

$369/sq ft

Nov 12, 2021

Contingent

—

Nov 6, 2021

Listed

$995,000

$349/sq ft

Nov 3, 2021

Coming Soon

$995,000

$349/sq ft

Smart MLS #99018384

Jul 18, 2013

Sold

$750,000

$263/sq ft

Mar 26, 2013

Listed

$795,000

$279/sq ft

One story living accents this charming beautifully maintained home in estate section of Greenfield Hill. Four fireplaces, nicely proportioned rooms. Roof new in 2007. Breakfast room updated in 2012. Totally updated electric.

Central Air, new in 2002 in one half of house. One new oil burner, two furnaces with the house. Proof of underground fuel tank being removed. List of updates will be included with the brochure. Sunroom roof new 2012. All floors beautifully refinished. Enire house painted in 2004.

Public Records

Apr 2, 2002

Sold

$720,000

$253/sq ft

Smart MLS #98107895

Aug 3, 2001

Listed

$749,000

$263/sq ft

Public Records

Mar 11, 1998

Sold

$400,000

$140/sq ft

Smart MLS #95026456

Dec 31, 1995

Listing Removed

—

Sep 6, 1995

Listed

$449,000

$158/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$11,485 (+1.0%)

$245,280 + $172,200

$417,480

2022

$11,372 (+1.0%)

$245,280 + $172,200

$417,480

2021

$11,264 (−18.5%)

$245,280 + $172,200

$417,480

2020

$13,825

$297,080 + $218,960

$516,040

2019

$13,825 (+1.6%)

$297,080 + $218,960

$516,040

2018

$13,603 (+2.1%)

$297,080 + $218,960

$516,040

2017

$13,324 (+1.5%)

$297,080 + $218,960

$516,040

2016

$13,133 (−8.5%)

$297,080 + $218,960

$516,040

2014

$14,349

$342,720 + $245,350

$588,070

Tax history for 2027 Hillside Rd

Year

Property tax

Land + Additions

Assessment*

2023

$11,485 (+1.0%)

$245,280 + $172,200

$417,480

2022

$11,372 (+1.0%)

$245,280 + $172,200

$417,480

2021

$11,264 (−18.5%)

$245,280 + $172,200

$417,480

2020

$13,825

$297,080 + $218,960

$516,040

2019

$13,825 (+1.6%)

$297,080 + $218,960

$516,040

2018

$13,603 (+2.1%)

$297,080 + $218,960

$516,040

2017

$13,324 (+1.5%)

$297,080 + $218,960

$516,040

2016

$13,133 (−8.5%)

$297,080 + $218,960

$516,040

2014

$14,349

$342,720 + $245,350

$588,070

*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

1 Acre

Year renovated

—

Sq. Ft.

1,955

Year built

1759

Style

Single Family Residential

County

Fairfield County

APN

130087

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: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 8
Laundry Room Info: Lower Level
In-Law Apartment: No
Fireplaces Total: 4
Cooling System: Central Air, Zoned
Appliances Included: Oven/Range, Wall Oven, Refrigerator, Wine Chiller

Bathroom Information
# of Baths (Full): 3

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Breezeway
Room Count: 9
Basement Description: Full With Walk-Out, Partially Finished, Interior Access, Liveable Space, Storage

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard, Wood
Exterior Features: Garden Area, Terrace

Lot Information
Lot Description: Level Lot

Building Information
Foundation Type: Stone
Construction Description: Frame
Color: Gray

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1955
Driveway Type: Gravel

Financial

Assessments Information
Assessed Value: $417,480

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Tankless Hotwater
Heat Type: Gas on Gas
Heat Fuel Type: Natural Gas

Location

School Information
Middle Jr High School: Roger Ludlowe
High School: Fairfield Ludlowe
Elementary School: Dwight

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Park, Private School(s), Public Rec Facilities
Directions: Congress St to Hillside Rd
County: Fairfield

Public facts

Beds: 2
Baths: 3.0
Sq. Ft.: 1,955
Stories: 1.0
Lot Size: 1 acres
Style: Single Family Residential
Year Built: 1759
Year Renovated: —
County: Fairfield County
APN: 130087

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Burr Elementary School

Public K-5 • Assigned • 0.9mi

8/10

Tomlinson Middle School

Public 6-8 • Assigned • 3.5mi

8/10

Fairfield Warde High School

Public 9-12 • Assigned • 3.1mi

9/10

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 98° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Fairfield, CT • 06824

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

$1.30M – $1.57M

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New listings for sale in 06824

NEW 4 HRS AGO

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OPEN THU, 11AM TO 2PM

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COMING SOON

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Home values near 2027 Hillside Rd

Data from public records.

Address	Redfin Estimate
1857 Hillside Road, Fairfield, CT 2 Beds \| 1.5 Baths \| 1307 Sq. Ft.	$729,105
2100 Hillside Road, Fairfield, CT 4 Beds \| 5.5 Baths \| 3613 Sq. Ft.	$1,566,814

Address	Redfin Estimate
2233 Hillside Road, Fairfield, CT 5 Beds \| 3 Baths \| 4019 Sq. Ft.	$2,088,113
2072 Hillside Road, Fairfield, CT 3 Beds \| 3 Baths \| 1797 Sq. Ft.	$1,091,450

Address	Redfin Estimate
2075 Hillside Road, Fairfield, CT 4 Beds \| 3.5 Baths \| 4091 Sq. Ft.	$1,911,560
2195 Hillside Road, Fairfield, CT 5 Beds \| 3.5 Baths \| 3038 Sq. Ft.	$1,742,509

Property information provided by Smart MLS when last listed in 2021. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06824, CT

Sale history for 2027 Hillside Rd

Tax history for 2027 Hillside Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06824

Home values near 2027 Hillside Rd

More real estate resources