285 Oregon Road

Closed 9/18/19
Closed 9/18/19
Home sweet home.
Last Sold Price
$526,000
4 beds3,178 sqft$166/sqft
285 Oregon Rd, Cheshire, CT 06410

Description

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...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!
LISTING CLOSED: 09/18/2019 12:00 AM

  1. Listed by Francine R Leventhal • Calcagni Real Estate
    P: (203) 272-1821 C: (203) 910-8841 fran_leventhal@calcagni.com
  2. Listed by Richard Ferraro • Calcagni Real Estate
    P: (203) 605-0597 C: (203) 605-0597 richf10@cox.net

Property Details for 285 Oregon Road

Status
Closed
MLS #
170184185
Days on Market
141
Taxes
$11,843 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
Single Family
MLS Type
Residential
Year Built
1995
Lot Size
2.66 AC / 115,869 SF
County
New Haven County
Basement Description
Full
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
No

Recent comparable sales

Median sold price

$680,000

Avg days on market

32

Sale-to-list ratio

97.0%

Cheshire, CT

9 comparable properties found

$680,000 | 319 Redstone Drive, Cheshire, CT 06410
1

$680,000

Sold 07/30/25

4
Bedrooms
3,156
Square Feet
1.15
Acres

319 Redstone Drive, Cheshire, CT 06410

a front view of a house with a garden
2

$670,000

Sold 09/15/25

4
Bedrooms
3,020
Square Feet
0.63
Acres

12 North Pond Road, Cheshire, CT 06410

$585,000 | 180 Round Hill Road, Cheshire, CT 06410
3

$585,000

Sold 07/23/25

4
Bedrooms
2,835
Square Feet
0.59
Acres

180 Round Hill Road, Cheshire, CT 06410

$720,000 | 25 Brookside Place, Cheshire, CT 06410
4

$720,000

Sold 10/17/24

4
Bedrooms
3,518
Square Feet
0.92
Acres

25 Brookside Place, Cheshire, CT 06410

$745,000 | 303 Beacon Hill Drive, Cheshire, CT 06410
5

$745,000

Sold 06/23/26

4
Bedrooms
2,884
Square Feet
1.34
Acres

303 Beacon Hill Drive, Cheshire, CT 06410

$600,000 | 444 Country Club Road, Cheshire, CT 06410
6

$600,000

Sold 11/22/24

4
Bedrooms
2,142
Square Feet
0.92
Acres

444 Country Club Road, Cheshire, CT 06410

$538,000 | 167 Spring Street, Cheshire, CT 06410
7

$538,000

Sold 01/29/26

4
Bedrooms
3,247
Square Feet
0.75
Acres

167 Spring Street, Cheshire, CT 06410

a front view of a house with a yard
8

$719,999

Sold 09/26/25

4
Bedrooms
3,101
Square Feet
0.45
Acres

15 Contour Drive, Cheshire, CT 06410

$900,000 | 40 Kensington Court, Cheshire, CT 06410
9

$900,000

Sold 06/27/25

4
Bedrooms
3,459
Square Feet
1.44
Acres

40 Kensington Court, Cheshire, CT 06410

Get preapproved with Rocket Mortgage1

Location

Listing Courtesy of Calcagni Real Estate, Francine R Leventhal; Calcagni Real Estate, Richard Ferraro

Sold By Coldwell Banker Realty, Philip C Unger

Add your commute

Building Information for 285 Oregon Road

Stories-Year Built1995Building Size-Lot Size2.66 AC / 115,869 SF

Payment Calculator

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$3,661 per month

30 year fixed, 6.55% Interest

Principal and Interest

$2,674

Property Taxes

$987

HOA Dues

$0

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Property Information for 285 Oregon Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 10 to Academy to South Meriden to Oregon Rd
  • Elementary School: Chapman
  • High School: Cheshire
  • Intermediate School: Per Board of Ed
  • Latitude: 41.517456
  • Longitude: -72.86609
  • Middle Jr High School: Dodd
  • Neighborhood Amenities: Golf Course, Health Club, Library, Park, Private Rec Facilities, Public Pool, Public Rec Facilities, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2019-June 2020
  • Property Tax: $11,843
Virtual Tour
  • Virtual Tour: No
Interior and Exterior Features
Exterior Features
  • Exterior Features: French Doors, Patio, Porch-Enclosed, Sidewalk, Underground Sprinkler, Underground Utilities
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan, Security System
  • Laundry Room Info: Upper Level
  • Laundry Room Location: Lower Level
  • Rooms Additional: Foyer, Laundry Room, Mud Room
  • Room Count: 15
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,Granite Counters,Island,Pantry,Tile Floor
  • Room Length: 24.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 14.0
Room 2
  • Room Entry Order: 10
  • Room Features: Laundry Hookup
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 3
  • Room Entry Order: 11
  • Room Features: Island
  • Room Level: Lower
  • Room Type: Kitchen
Room 4
  • Room Entry Order: 12
  • Room Level: Lower
  • Room Type: Other
Room 5
  • Room Entry Order: 13
  • Room Features: Cathedral Ceiling,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 16.0
Room 6
  • Room Entry Order: 14
  • Room Level: Upper
  • Room Type: Full Bath
Room 7
  • Room Entry Order: 15
  • Room Level: Lower
  • Room Type: Full Bath
Room 8
  • Room Entry Order: 2
  • Room Features: Fireplace,French Doors,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 14.0
Room 9
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 14.0
Room 10
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 14.0
Room 11
  • Room Entry Order: 5
  • Room Features: Double-Sink,Full Bath,Stall Shower,Walk-In Closet
  • Room Length: 20.0
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 16.0
Room 12
  • Room Entry Order: 6
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Room 13
  • Room Entry Order: 7
  • Room Features: Walk-In Closet
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 14
  • Room Entry Order: 8
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 15
  • Room Entry Order: 9
  • Room Features: Book Shelves,Built-Ins
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Study
  • Room Width: 14.0
Property
Property and Assessments
  • Color: Blue
  • Construction Description: Frame
  • Driveway Type: Paved
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Fiberglass Shingle
  • Year Built: 1995
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Possible
  • In Law Apartment: Possible
  • Living Area SQFT Per Public Records: 3178
Lot Information
  • Lot Description: In Subdivision, Level Lot, Lightly Wooded, Professionally Landscaped
  • Parcel Number: 1082050
  • Sq Ft Est Heated Above Grade: 3178.0
  • Sq Ft Total: 3178.0
  • Zoning: R-80
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 285 Oregon Road

DateEvent & SourcePriceAppreciation
Sep 17, 2019

Closed (Public Record)

Public Record #653530640

$526,000—
Sep 17, 2019

Closed (Public Record)

Public Record #1335153739

$526,000

+1.7% / yr

Apr 13, 1995

Closed (Public Record)

Public Record #92148995

$348,140—
DateEvent & SourcePrice
09/17/2019

Closed (Public Record)

Public Record #653530640

$526,000
09/17/2019

Closed (Public Record)

Public Record #1335153739

$526,000

+1.7% / yr

04/13/1995

Closed (Public Record)

Public Record #92148995

$348,140

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

Public Records for 285 Oregon Road

Taxable ValueLand$132,510Additions$346,640Total$479,150
Tax Record2025$14,250 ($1,188 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,178 SqFtAbove Grade Finished SqFt3,178 SqFtUnfinished Basement SqFt592 SqFtStories2Lot Size115,870 SqFtStyleSingle Family ResidenceYear Built1995Year Renovated2005ZoningR-80CountyNAUGATUCK VALLEYAPNCSHR M:46 B:27 L:

Schools near 285 Oregon Road

This home is within Cheshire School District.
Rating
School
Type
Grades
Distance
Chapman School
Public - K to 6
Dodd Middle School
Public - 7 to 8
Cheshire High School
Public - 9 to 12
Rating
School
Distance
Chapman School
PublicK to 6

Dodd Middle School
Public7 to 8

Cheshire High School
Public9 to 12

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.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 285 Oregon Road, Cheshire, CT 06410
$526,000
4
3,178
115,869
265 Oregon Road, Cheshire, CT 06410
$550,000
4
3,389
100,623
295 Oregon Road, Cheshire, CT 06410
$739,000
4
3,349
114,127
270 Oregon Road, Cheshire, CT 06410
$446,439
4
3
3,152
81,457
245 Oregon Road, Cheshire, CT 06410
$589,000
4
3,937
94,960
315 Oregon Road, Cheshire, CT 06410
$1,400,000
5
5,740
100,623

Explore Nearby Homes

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Listing Courtesy of Calcagni Real Estate, Francine R Leventhal; Calcagni Real Estate, Richard Ferraro

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.