2027 Hillside Road

Closed 1/14/22
Closed 1/14/22
Gallery Image 1
Sold
Last Sold Price
$1,051,000
3 beds2,848 sqft$369/sqft
2027 Hillside Rd, Fairfield, CT 06824
Single FamilyProperty Type
1 acresLot Size
1759Year Built
$369/sq ftPrice per sq ft
2 carsParking Spaces

Description

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.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.
  • Listed by: Sarah Keenan 203.258.1515 sarahfkeenan@gmail.com • William Raveis Real Estate
Listing closed: 01/14/2022 12:00 AM • Source: SMARTMLS, MLS#: 170449700

Recent comparable sales

Median sold price

$1,049,000

Avg days on market

34

Sale-to-list ratio

101.4%

Fairfield, CT

9 comparable properties found

$1,049,000 | 95 Brighton View Road, Fairfield, CT 06824
1

$1,049,000

Sold 07/22/25

3
Bedrooms
2,908
Square Feet
1
Acres

95 Brighton View Road, Fairfield, CT 06824

$1,210,000 | 1111 Merwins Lane, Fairfield, CT 06824
2

$1,210,000

Sold 07/28/25

3
Bedrooms
2,409
Square Feet
2
Acres

1111 Merwins Lane, Fairfield, CT 06824

$1,200,000 | 56 Perry Street, Fairfield, CT 06824
3

$1,200,000

Sold 02/28/25

3
Bedrooms
2,486
Square Feet
0.17
Acres

56 Perry Street, Fairfield, CT 06824

$985,000 | 35 Crystal Lane, Fairfield, CT 06824
4

$985,000

Sold 08/03/26

3
Bedrooms
3,191
Square Feet
0.72
Acres

35 Crystal Lane, Fairfield, CT 06824

$1,070,000 | 9 Schiller Road, Fairfield, CT 06825
5

$1,070,000

Sold 07/17/25

3
Bedrooms
2,440
Square Feet
0.46
Acres

9 Schiller Road, Fairfield, CT 06825

a view of a lobby with mirror
6

$879,000

Sold 11/07/24

3
Bedrooms
2,680
Square Feet
0.4
Acres

177 Carroll Road, Fairfield, CT 06824

$930,000 | 154 Warsaw Street, Fairfield, CT 06825
7

$930,000

Sold 06/27/25

3
Bedrooms
2,829
Square Feet
0.16
Acres

154 Warsaw Street, Fairfield, CT 06825

8

$1,350,000

Sold 04/20/26

3
Bedrooms
2.5
Bathrooms
2,758
Square Feet
0.55
Acres

650 Springer Road, Fairfield, CT 06824

$975,000 | 120 Mountain Laurel Road, Fairfield, CT 06824
9

$975,000

Sold 04/30/25

4
Bedrooms
2,800
Square Feet
1
Acres

120 Mountain Laurel Road, Fairfield, CT 06824

Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of William Raveis Real Estate, Sarah Keenan

Sold By Brown Harris Stevens, Adrienne Durkin; Brown Harris Stevens, Mark Gilrain

Add your commute

Payment Calculator

Get preapproved with Rocket Mortgage1

$6,281 per month

30 year fixed, 6.55% Interest

Principal and Interest

$5,342

Property Taxes

$939

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Know your buying power with a preapproval and custom rate in minutes

Rocket Mortgage1

Property Information for 2027 Hillside Road

Property Details
  • Taxes: $11,264 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full With Walk-Out, Partially Finished, Interior Access, Liveable Space, Storage
  • Direct Waterfront: No
  • Expected Active Date: 11-06-2021
  • Garages Number: 2
  • Neighborhood: Greenfield Hill
  • Style: Antique
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
  • Expected On Market Date: 11-06-2021
Building Information
  • Year Built: 1759
  • Lot Size: 1.00 AC / 43,560 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Congress St to Hillside Rd
  • Elementary School: Dwight
  • Flood Zone: No
  • High School: Fairfield Ludlowe
  • Latitude: 41.18661
  • Longitude: -73.29336
  • Middle Jr High School: Roger Ludlowe
  • Neighborhood Amenities: Golf Course, Park, Private School(s), Public Rec Facilities
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Tax Year: July 2021-June 2022
  • Property Tax: $11,264
Interior and Exterior Features
Exterior Features
  • Exterior Features: Garden Area, Terrace
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Wall Oven, Refrigerator, Wine Chiller
  • Cooling System: Central Air, Zoned
  • Heat Type: Gas on Gas
  • Attic YN: No
  • Fireplaces Total: 4
  • Laundry Room Info: Lower Level
  • Rooms Additional: Breezeway
  • Room Count: 9
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Cathedral Ceiling,Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Bay/Bow Window,Dining Area,Hardwood Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 4
  • Room Entry Order: 4
  • Room Features: Dressing Room,Fireplace,Full Bath,Hardwood Floor
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 5
  • Listing Key: DD747D4849E64C21E0531401100A686F
  • Room Entry Order: 5
  • Room Features: Fireplace,Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Family Room
Room 7
  • Room Entry Order: 7
  • Room Features: Wall/Wall Carpet
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Features: Fireplace,Tile Floor
  • Room Level: Lower
  • Room Type: Office
Room 9
  • Listing Key: DD747D4849E64C21E0531401100A686F
  • Room Entry Order: 9
  • Room Features: Tile Floor
  • Room Level: Lower
  • Room Type: Rec/Play Room
Property
Property and Assessments
  • Color: Gray
  • Construction Description: Frame
  • Driveway Type: Gravel
  • Elevation Certificate: No
  • Exclusions: Washer & Dryer excluded. See attachment with more info.
  • Exterior Siding: Clapboard, Wood
  • Foundation Type: Stone
  • Fuel Tank Location: Non Applicable
  • Gross SQFT Per Public Records: 4337
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1759
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Description: Finished Loft Area/Attic (224 SF)
  • Sq Ft Est Heated Below Grade: 669
  • Living Area SQFT Per Public Records: 1955
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 130087
  • Sq Ft Est Heated Above Grade: 2179.0
  • Sq Ft Total: 2848.0
  • Zoning: AAA
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Tankless Hotwater
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 2027 Hillside Road

DateEvent & SourcePriceAppreciation
Jan 14, 2022

Closed (Public Record)

Public Record #1481372687

$1,051,000

+1.9% / yr

Apr 2, 2002

Closed (Public Record)

Public Record #99789253

$720,000

+15.6% / yr

Mar 11, 1998

Closed (Public Record)

Public Record #90961489

$400,000—
DateEvent & SourcePrice
01/14/2022

Closed (Public Record)

Public Record #1481372687

$1,051,000

+1.9% / yr

04/02/2002

Closed (Public Record)

Public Record #99789253

$720,000

+15.6% / yr

03/11/1998

Closed (Public Record)

Public Record #90961489

$400,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 2027 Hillside Road

Taxable ValueLand$245,280Additions$172,200Total$417,480
Tax Record2025$11,852 ($988 / month)
Home Facts
Beds2Baths3.5Total Finished SqFt1,955 SqFtAbove Grade Finished SqFt1,955 SqFtUnfinished Basement SqFt672 SqFtStories1Lot Size43,560 SqFtStyleSingle Family ResidenceYear Built1972Year Renovated1972ZoningAAACountyGREATER BRIDGEPORTAPNFFLD M:170 B:29

Schools near 2027 Hillside Road

This home is within Fairfield School District.
Rating
School
Type
Grades
Distance
Burr Elementary School
Public - K to 5
Tomlinson Middle School
Public - 6 to 8
Fairfield Warde High School
Public - 9 to 12
Fairfield Country Day School
Private - K to 9
Rating
School
Distance
Burr Elementary School
PublicK to 5

Tomlinson Middle School
Public6 to 8

Fairfield Warde High School
Public9 to 12

Fairfield Country Day School
PrivateK to 9

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

New listings in 06824

$359,000 | 245 Sunnyridge Avenue, Unit 50, Fairfield, CT 06824
1/24
Open: 8/29 11:00AM - 01:00PM

$359,000

2
Bedrooms
900
Square Feet

245 Sunnyridge Avenue, Unit 50, Fairfield, CT 06824

$1,799,000 | 239 Beach Road, Fairfield, CT 06824
1/40
Coming Soon

$1,799,000

5
Bedrooms
2,732
Square Feet
0.21
Acres

239 Beach Road, Fairfield, CT 06824

$4,500,000 | 1149 Fairfield Beach Road, Fairfield, CT 06824
1/40
Open: 8/30 01:00PM - 03:00PMVirtual Tour

$4,500,000

5
Bedrooms
4,142
Square Feet
0.26
Acres

1149 Fairfield Beach Road, Fairfield, CT 06824

a front view of house with yard and green space
1/40

$1,900,000

5
Bedrooms
4,180
Square Feet
1
Acres

1964 North Benson Road, Fairfield, CT 06824

a front view of a house with a yard and garage
1/39

$2,299,000

4
Bedrooms
3,669
Square Feet
0.28
Acres

90 Fern Street, Fairfield, CT 06824

$1,375,000 | 570 Burr Street, Fairfield, CT 06824
1/38

$1,375,000

4
Bedrooms
2,578
Square Feet
2.02
Acres

570 Burr Street, Fairfield, CT 06824

$1,549,999 | 694 Jennings Road, Fairfield, CT 06824
1/39
Virtual Tour

$1,549,999

4
Bedrooms
3,290
Square Feet
0.25
Acres

694 Jennings Road, Fairfield, CT 06824

a front view of a house with a yard
1/40
Under Contract - Continue To Show

$1,549,000

5
Bedrooms
3,254
Square Feet
0.35
Acres

2580 North Benson Road, Fairfield, CT 06824

a front view of a house with a yard and potted plants
1/40
Listed By CompassUnder Contract - Continue To Show

$1,399,000

3
Bedrooms
2,472
Square Feet
0.23
Acres

307 Old Post Road, Fairfield, CT 06824

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 2027 Hillside Road, Fairfield, CT 06824
$1,051,000
3
2,848
43,560
2045 Hillside Road, Fairfield, CT 06824
–
–
1.5
1,767
261,360
3590 Congress Street, Fairfield, CT 06824
$1,535,000
4
3,828
69,696
2072 Hillside Road, Fairfield, CT 06824
$632,500
3
1,797
20,037
2075 Hillside Road, Fairfield, CT 06824
$1,710,000
4
4,091
48,351
3536 Congress Street, Fairfield, CT 06824
$942,500
5
2,931
104,544

Explore Nearby Homes

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Sarah Keenan

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.