Off Market Sep 2019 for $526K

$877,315

Est. refi paymentEst. refi $3,245/mo

•

3,178

sq ft

285 Oregon Rd, Cheshire, CT 06410

About this home

Amazing New Price!!! This is the home and neighborhood you have been waiting for! Spectacular 4 plus bedroom colonial offers a fantastic open floor plan with so many extras! This is the perfect home for in laws and extended guests! Kitchen has stainless appliances, gas cooktop, granite center island and spacious dining area with oversized bay window. Large family room with hardwood floors, beautiful fireplace and french doors lead to a 3 season enclosed sun room with desirable mahogany flooring and huge windows that overlook a perfect yard. Bright and sunny dining and living room boast exquisite molding and are a joy to entertain in. Upstairs you will find a stunning master bedroom retreat with full spa like bathroom, home office with built-ins and 3 additional generous sized bedrooms. Laundry room is conveniently located upstairs. Fabulously finished walk out lower level with full kitchen, full bath, family room, 2nd laundry area and an additional room makes this home so special and offers wonderful living space. Gorgeous backyard with bluestone patio and professional landscaping overlook over 2 acres. Irrigation system,central vac, security system, sidewalks. Great location in an award winning school system and town!

Perfect accommodations for in laws and extended guests.

Single-familyProperty Type

1995Year Built

2.66 acresLot Size

$276Est. Price/Sq.Ft.

2 car garageParking

Listed by Francine Leventhal • Calcagni Real Estate

Listed by Rich Ferraro • Calcagni Real Estate

Bought with Philip Unger • Coldwell Banker Realty

Source:Smart MLS #170184185

Redfin Estimate

$877,315

$351K since sold in September 2019$9,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.8% higher than the average sale price ($845K) of 6 comparable homes.

SOLD JUL 9, 2026
$755,000
A
4 beds2.5 baths3,068 sq ft
1274 Cheshire St, Cheshire, CT 06410
SOLD JUL 31, 2026
$650,000
B
4 beds2.5 baths2,520 sq ft
620 Riverside Dr, Cheshire, CT 06410
SOLD MAR 13, 2026
$875,000
C
4 beds4.5 baths3,946 sq ft
324 S Meriden Rd, Cheshire, CT 06410
SOLD JUL 23, 2026
$1,006,600
D
4 beds3 baths4,154 sq ft
699 Andrea Ct, Cheshire, CT 06410
SOLD JUL 30, 2026
$816,000
E
4 beds2.5 baths3,639 sq ft
4 Crystal Ln, Wallingford, CT 06492
SOLD NOV 21, 2025
$970,000
F
4 beds3.5 baths4,397 sq ft
120 Scenic Ct, Cheshire, CT 06410

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Earn from this home

Sell

$462,872

Est. take-home

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Refinance

Est. cash available

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Rent

$3,313/mo

Redfin rental estimate

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Market trends in 06410, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.2%

0.3% MoM

Median sale price

$552K

$12K MoM

Avg. days on market

34d

2 days MoM

Recently sold homes

29 MoM

New listings for sale

NEW 10 HRS AGO
$455,000
3 beds1 bath1,764 sq ft
445 Lincoln Dr, Cheshire, CT 06410
$425,000
3 beds2.5 baths1,955 sq ft
1124 Pamela Ln, Cheshire, CT 06410
3D WALKTHROUGH
$845,000
4 beds2.5 baths3,149 sq ft
595 Tamarack Rd, Cheshire, CT 06410
$449,900
3 beds2 baths1,310 sq ft
137 Harrison Rd, Cheshire, CT 06410
COMING SOON
$160,000
1 bed1 bath872 sq ft
459 E Mitchell Ave #459, Cheshire, CT 06410
$329,900
2 beds1.5 baths1,052 sq ft
418 Greens Loop, Cheshire, CT 06410
OPEN SAT, 11:30AM TO 1PM
$199,900
1 bed1 bath853 sq ft
443 E Mitchell Ave #443, Cheshire, CT 06410
$1,379,000
5 beds4.5 baths3,948 sq ft
885 S Brooksvale Rd, Cheshire, CT 06410
$265,000
1 bed1 bath800 sq ft
1708 Byam Rd, Cheshire, CT 06410
$489,900
3 beds1.5 baths1,355 sq ft
Cheshire, CT 06410
See all

Provided by Redfin

Sale history for 285 Oregon Rd

Year

Property tax

Land + Additions

Assessment*

2023

$12,539 (+2.5%)

$132,540 + $224,810

$357,350

2022

$12,235 (+1.8%)

$132,540 + $223,970

$356,510

2021

$12,022 (+1.5%)

$132,540 + $223,970

$356,510

2020

$11,843

$132,540 + $223,970

$356,510

2019

$11,843 (+2.4%)

$132,540 + $223,970

$356,510

2018

$11,560 (+2.1%)

$138,480 + $215,910

$354,390

2017

$11,319 (+2.4%)

$138,480 + $215,910

$354,390

2016

$11,053 (+3.1%)

$138,480 + $215,910

$354,390

2014

$10,720 (+5.8%)

$138,480 + $215,910

$354,390

2011

$10,128

$147,210 + $219,730

$366,940

Tax history for 285 Oregon Rd

Year

Property tax

Land + Additions

Assessment*

2023

$12,539 (+2.5%)

$132,540 + $224,810

$357,350

2022

$12,235 (+1.8%)

$132,540 + $223,970

$356,510

2021

$12,022 (+1.5%)

$132,540 + $223,970

$356,510

2020

$11,843

$132,540 + $223,970

$356,510

2019

$11,843 (+2.4%)

$132,540 + $223,970

$356,510

2018

$11,560 (+2.1%)

$138,480 + $215,910

$354,390

2017

$11,319 (+2.4%)

$138,480 + $215,910

$354,390

2016

$11,053 (+3.1%)

$138,480 + $215,910

$354,390

2014

$10,720 (+5.8%)

$138,480 + $215,910

$354,390

2011

$10,128

$147,210 + $219,730

$366,940

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

2.66 Acres

Year renovated

—

Sq. Ft.

3,178

Year built

1995

Style

Single Family Residential

County

New Haven County

APN

1082050

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 19, 2023.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 9
Laundry Room Location: Lower Level
Laundry Room Info: Upper Level
Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan, Security System
In-Law Apartment: Possible
In-Law Access: Possible
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer, Laundry Room, Mud Room
Room Count: 15
Basement Description: Full
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Fiberglass Shingle
Exterior Siding: Wood
Exterior Features: French Doors, Patio, Porch-Enclosed, Sidewalk, Underground Sprinkler, Underground Utilities

Lot Information
Lot Description: In Subdivision, Level Lot, Lightly Wooded, Professionally Landscaped

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Blue

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3178
Driveway Type: Paved

Financial

Assessments Information
Assessed Value: $356,510

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Electric
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground

Location

School Information
Middle Jr High School: Dodd
Intermediate School: Per Board of Ed
High School: Cheshire
Elementary School: Chapman

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Park, Private Rec Facilities, Public Pool, Public Rec Facilities, Shopping/Mall
Directions: Route 10 to Academy to South Meriden to Oregon Rd
County: New Haven

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 3,178
Stories: 2.0
Lot Size: 2.66 acres
Style: Single Family Residential
Year Built: 1995
Year Renovated: —
County: New Haven County
APN: 1082050

Home facts updated by county records on Jul 19, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Listing Information
Has Home Warranty Offered

Around this home

Schools

Chapman School

Public K-6 • Assigned • 1.6mi

8/10

Dodd Middle School

Public 7-8 • Assigned • 2.1mi

8/10

Cheshire High School

Public 9-12 • Assigned • 2.8mi

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

3/10 Fire Factor

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

5/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Cheshire, CT • 06410

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 8.9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$834,000 – $1.01M

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Nearby similar homes

$699,900

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3 beds2 baths1,617 sq ft

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New listings for sale in 06410

NEW 10 HRS AGO

$455,000

3 beds1 bath1,764 sq ft

445 Lincoln Dr, Cheshire, CT 06410

$425,000

3 beds2.5 baths1,955 sq ft

1124 Pamela Ln, Cheshire, CT 06410

3D WALKTHROUGH

$845,000

4 beds2.5 baths3,149 sq ft

595 Tamarack Rd, Cheshire, CT 06410

$449,900

3 beds2 baths1,310 sq ft

137 Harrison Rd, Cheshire, CT 06410

COMING SOON

$160,000

1 bed1 bath872 sq ft

459 E Mitchell Ave #459, Cheshire, CT 06410

$329,900

2 beds1.5 baths1,052 sq ft

418 Greens Loop, Cheshire, CT 06410

OPEN SAT, 11:30AM TO 1PM

$199,900

1 bed1 bath853 sq ft

443 E Mitchell Ave #443, Cheshire, CT 06410

$1,379,000

5 beds4.5 baths3,948 sq ft

885 S Brooksvale Rd, Cheshire, CT 06410

$265,000

1 bed1 bath800 sq ft

1708 Byam Rd, Cheshire, CT 06410

Home values near 285 Oregon Rd

Data from public records.

Address	Redfin Estimate
290 Oregon Rd, Cheshire, CT 4 Beds \| 2.5 Baths \| 3339 Sq. Ft.	$885,353
295 Oregon Rd, Cheshire, CT 4 Beds \| 3.5 Baths \| 3349 Sq. Ft.	$924,344

Address	Redfin Estimate
300 Oregon Rd, Cheshire, CT 3 Beds \| 2.5 Baths \| 3190 Sq. Ft.	$933,369
315 Oregon Rd, Cheshire, CT 5 Beds \| 6 Baths \| 5740 Sq. Ft.	$1,633,027

Address	Redfin Estimate
245 Oregon Rd, Cheshire, CT 4 Beds \| 3 Baths \| 3937 Sq. Ft.	$999,156
345 Oregon Rd, Cheshire, CT 3 Beds \| 3 Baths \| 2810 Sq. Ft.	$836,519

Property information provided by Smart MLS when last listed in 2019. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06410, CT

Sale history for 285 Oregon Rd

Tax history for 285 Oregon Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06410

Home values near 285 Oregon Rd

More real estate resources