Step into this beautifully updated Colonial in the heart of Coleytown, where timeless charm meets modern living. Set on over two landscaped acres in a desirable cul-de-sac, the property offers a spacious deck and expansive yard-perfect for entertaining or everyday enjoyment. Inside, a welcoming entry foyer opens to a warm center hall with hardwood floors and seamless flow throughout. The main level features a bright living room, a versatile dining room or home office, and an oversized family room ideal for relaxing or gathering. The eat-in kitchen is the heart of the home, showcasing stainless steel appliances, granite countertops, a peninsula with seating, and a cozy open-hearth fireplace. A breezeway leads to a flexible bonus space with a private entrance-perfect for a playroom, office, or guest suite. A stylish powder room with Waterworks fixtures and a dedicated laundry room complete the main level. Upstairs, you'll find four bedrooms, including a serene primary suite with a spa-like bath and steam shower. A circular driveway and two-car garage provide ample parking and storage. All just minutes from downtown shopping, dining, and top-rated schools, this home offers the perfect blend of comfort, space, and convenience.
Est. $3,797 per month, based on comparable rentals
Sale and tax history for 4 Highland Rd
Sale History
Tax History
Date
Event
Price
Smart MLS #24170310
Jul 6, 2026
Sold
$1,475,000
$577/sq ft
Apr 26, 2026
Listed
$1,399,000
$547/sq ft
GMLS #123803
Oct 14, 2025
Listed
$1,495,000
$585/sq ft
Smart MLS #24128941
Nov 12, 2025
Listing Removed
—
Oct 2, 2025
Listed
$1,495,000
$585/sq ft
Sep 25, 2025
Coming Soon
*
Smart MLS #99024015
Aug 9, 2013
Sold
$760,905
$298/sq ft
Apr 15, 2013
Listed
$789,900
$309/sq ft
Smart MLS #99009789
Apr 16, 2013
Listing Removed
—
Nov 19, 2012
Listed
$849,900
$333/sq ft
Public Records
Aug 3, 2005
Sold
$754,000
$295/sq ft
Smart MLS #98237447
May 16, 2005
Listed
$779,000
$305/sq ft
Smart MLS #98050310
Oct 30, 1999
Listing Removed
—
Jul 27, 1999
Listed
$497,000
$194/sq ft
Smart MLS #94012488
Sep 30, 1994
Listing Removed
—
Mar 31, 1994
Listed
$325,000
$127/sq ft
Year
Property tax
Land + Additions
Assessment*
2023
$10,447 (+1.6%)
$352,500 + $216,800
$569,300
2022
$10,287
$352,500 + $216,800
$569,300
2021
$10,287 (−4.4%)
$352,500 + $216,800
$569,300
2020
$10,763 (−0.9%)
$364,200 + $279,900
$644,100
2019
$10,860
$364,200 + $279,900
$644,100
2018
$10,860
$364,200 + $279,900
$644,100
2017
$10,860
$364,200 + $279,900
$644,100
2016
$10,860 (+15.3%)
$364,200 + $279,900
$644,100
2014
$9,419
$303,000 + $222,000
$525,000
Public record
Public record
Zoning
Beds
4
Baths
2.5
Stories
2
Lot width
—
Lot depth
—
Lot size
2.07 Acres
Year renovated
—
Sq. Ft.
2,556
Year built
1965
Style
Single Family Residential
County
Fairfield County
APN
414553
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Jun 3, 2026.
AAA
Residence AAA District
The purpose of the AAA District is to allow single-family residences on a minimum two acre lot. The AAA District provisions are intended to encourage very low density development for primarily residential and related purposes in areas served primarily by on-site sewerage facilities.
Permitted uses
Include but are not limited to:
Agriculture
Greenhouse / nursery
Housing-Single unit
Property details
Parking
Garage Information
Garage & Parking: Attached Garage
Garages Number: 2
Interior
Interior Information
Total Rooms: 9
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Open Floor Plan
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Gas Range, Microwave, Refrigerator, Dishwasher
Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1
Bedroom Information
Beds Total: 4
Room Information
Rooms Additional: Foyer, Laundry Room, Mud Room
Basement Description: None
Has Attic
Attic Description: Pull-Down Stairs
Exterior
Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shingle, Wood
Exterior Features: Deck, Gutters
Lot Information
Lot Description: Lightly Wooded, Level Lot, On Cul-De-Sac, Professionally Landscaped
Building Information
Foundation Type: Concrete, Slab
Construction Description: Frame
Color: Wood/shingle
Property Information
Waterfront Description: Beach Rights, Water Community
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2556
Financial
Assessments Information
Assessed Value: $569,300
Utilities
Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Electric, Domestic
Heat Type: Hot Water
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Thermopane Windows
Location
School Information
Middle Jr High School: Coleytown
Intermediate School: Per Board of Ed
High School: Staples
Elementary School: Coleytown
Location Information
State: Connecticut
Nearby Amenities: Golf Course, Library, Paddle Tennis, Park, Public Pool, Public Rec Facilities, Shopping/Mall, Tennis Courts
Directions: Bayberry Lane to Highland Road
County: Fairfield
Public facts
Beds: 4
Baths: 2.5
Sq. Ft.: 2,556
Stories: 2.0
Lot Size: 2.07 acres
Style: Single Family Residential
Year Built: 1965
Year Renovated: —
County: Fairfield County
APN: 414553
Home facts updated by county records on Jun 3, 2026
Other
Documents & Disclosures
Supplement Count Public: 2
Listing Information
Comp Only Manual
Around this home
Schools
Coleytown Elementary School
Public K-5 • Assigned • 1.0mi
10/10
Coleytown Middle School
Public 6-8 • Assigned • 1.1mi
9/10
Staples High School
Public 9-12 • Assigned • 1.3mi
10/10
Provided by GreatSchools
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, 14 days in 30 years
6/10 Wind Factor
65% 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
Westport, CT • 06880
Average low and high temperatures (°F)
35
22
38
23
53
34
62
43
69
52
81
61
86
68
81
61
76
58
67
47
55
38
40
26
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
90/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 22% for direct sun exposure in the zip code. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
9.5 hrs
5.8 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.45M – $1.75M
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