Sold
Last Sold Price
3 beds2,556 sqft$153/sqft
259 Academy Rd, Cheshire, CT 06410
Single FamilyProperty Type
2.5 acresLot Size
1994Year Built
$153/sq ftPrice per sq ft
2 carsParking Spaces

Description

This lovely home is beautifully set on a private 2.5 acre wooded parcel. A dramatic 2 story foyer welcomes you. Enjoy comfortable, easy living with this fabulous open floor plan. The gorgeous kitchen was remodeled and offers granite counters, a large island and eating area. Kitchen is open to the cozy family room with fireplace and sliders to the oversized deck. Bright, formal dining room off the kitchen. Convenient first floor office could also be living room space. The finished lower level features...This lovely home is beautifully set on a private 2.5 acre wooded parcel. A dramatic 2 story foyer welcomes you. Enjoy comfortable, easy living with this fabulous open floor plan. The gorgeous kitchen was remodeled and offers granite counters, a large island and eating area. Kitchen is open to the cozy family room with fireplace and sliders to the oversized deck. Bright, formal dining room off the kitchen. Convenient first floor office could also be living room space. The finished lower level features a wall of windows, built-in book shelves, full bath and walks out to the yard. Also includes large storage area with lots of shelving. Retreat upstairs, at the end of the day to the lovely Master Suite. All bedrooms are spacious and have California closets. New- furnace, hot water heater, dishwasher, great room fan - all within the last 18 months. If you love your privacy but still want to be close to downtown, this is the home for you.
  • Listed by: Lea Luddy 203.272.1821 lea_luddy@calcagni.com • Calcagni Real Estate
Listing closed: 03/15/2019 12:00 AM • Source: SMARTMLS, MLS#: 170153891

Recent comparable sales

Median sold price

$520,000

Avg days on market

32

Sale-to-list ratio

100.5%

Cheshire, CT

9 comparable properties found

$455,000 | 161 Laurel Terrace, Cheshire, CT 06410
1

$455,000

Sold 09/30/25

3
Bedrooms
2,808
Square Feet
0.49
Acres
$530,000 | 20 Floral Lane, Cheshire, CT 06410
2

$530,000

Sold 12/19/24

3
Bedrooms
2,563
Square Feet
0.94
Acres
$525,000 | 1013 Wallingford Road, Cheshire, CT 06410
3

$525,000

Sold 10/03/25

3
Bedrooms
2,330
Square Feet
0.92
Acres
$350,000 | 25 Hidden Place, Cheshire, CT 06410
4

$350,000

Sold 12/08/25

3
Bedrooms
2,704
Square Feet
0.99
Acres
$445,000 | 130 Edwards Road, Cheshire, CT 06410
5

$445,000

Sold 12/04/25

3
Bedrooms
2,042
Square Feet
0.47
Acres
$730,000 | 1278 Avon Boulevard, Cheshire, CT 06410
6

$730,000

Sold 01/30/26

3
Bedrooms
2,788
Square Feet
0.4
Acres
$906,000 | 679 Mountain Road, Cheshire, CT 06410
7

$906,000

Sold 01/10/25

3
Bedrooms
2,834
Square Feet
1.84
Acres
front view of a house with a yard
8

$520,000

Sold 10/16/25

3
Bedrooms
2,396
Square Feet
0.22
Acres
$386,500 | 33 Glenbrook Drive, Cheshire, CT 06410
9

$386,500

Sold 11/12/24

3
Bedrooms
2,564
Square Feet
0.47
Acres

Location

Listing Courtesy of Calcagni Real Estate, Lea Luddy

Sold By Showcase Realty, Inc., Michael J D'agostino

Add your commute

Payment Calculator

$2,698 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,982

Property Taxes

$716

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 259 Academy Road

Property Details
  • Taxes: $8,593 / year
  • MLS Type: Residential
  • Basement Description: Full With Walk-Out, Partially Finished, Walk-out, Liveable Space, Sump Pump
  • Direct Waterfront: No
  • Garages Number: 2
  • Style: Cape Cod
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
Building Information
  • Year Built: 1994
  • Lot Size: 2.50 AC / 108,900 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 10 to Academy Road. Off of the center of Cheshire.
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Cheshire
  • Latitude: 41.498795
  • Longitude: -72.891578
  • Middle Jr High School: Dodd
  • Neighborhood Amenities: Basketball Court, Golf Course, Health Club, Library, Medical Facilities, Public Pool, Public Rec Facilities, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2018-June 2019
  • Property Tax: $8,593
Virtual Tour
  • Virtual Tour: No
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Gutters, Porch, Shed, Underground Utilities
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Disposal
  • Attic Description: Storage Space
  • Cooling System: Central Air, Zoned
  • Heat Type: Hot Air, Zoned
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan
  • Laundry Room Info: Main Level
  • Laundry Room Location: Laundry on Main Floor
  • Rooms Additional: Laundry Room
  • Room Count: 8
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Hardwood Floor,Remodeled
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 15.0
Room 2
  • Room Entry Order: 2
  • Room Features: Fireplace,Hardwood Floor,Sliders
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 14.0
Room 3
  • Room Entry Order: 3
  • Room Features: Hardwood Floor
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 11.0
Room 4
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 13.0
Room 5
  • Room Entry Order: 5
  • Room Features: Ceiling Fan,Full Bath,Walk-In Closet,Wall/Wall Carpet
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 17.0
Room 6
  • Room Entry Order: 6
  • Room Features: Ceiling Fan,Walk-In Closet,Wall/Wall Carpet
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Room 7
  • Room Entry Order: 7
  • Room Features: Ceiling Fan,Walk-In Closet,Wall/Wall Carpet
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Room 8
  • Room Entry Order: 8
  • Room Features: Built-Ins,Full Bath,Wall/Wall Carpet
  • Room Level: Lower
  • Room Type: Family Room
Property
Property and Assessments
  • Color: Grey
  • Construction Description: Frame
  • Driveway Type: Paved
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1994
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 662
  • Living Area SQFT Per Public Records: 1894
Lot Information
  • Lot Description: Treed
  • Parcel Number: 1084313
  • Sq Ft Est Heated Above Grade: 1894.0
  • Sq Ft Total: 2556.0
  • Zoning: R-40
Utilities
  • Energy Features: Storm Doors, Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: 50 Gallon Tank, Electric
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 259 Academy Road

DateEvent & SourcePriceAppreciation
Mar 15, 2019

Closed (Public Record)

Public Record #641486081

$390,000

+2.8% / yr

May 31, 2017

Closed (Public Record)

Public Record #1254124192

$371,000
May 31, 2017

Closed (Public Record)

Public Record #597903108

$371,000

+2.4% / yr

DateEvent & SourcePrice
03/15/2019

Closed (Public Record)

Public Record #641486081

$390,000

+2.8% / yr

05/31/2017

Closed (Public Record)

Public Record #1254124192

$371,000
05/31/2017

Closed (Public Record)

Public Record #597903108

$371,000

+2.4% / yr

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

Public Records for 259 Academy Road

Taxable ValueLand$92,750Additions$243,040Total$335,790
Tax Record2025$9,986 ($832 / month)
Home Facts
Beds3Baths3Total Finished SqFt1,894 SqFtAbove Grade Finished SqFt1,894 SqFtUnfinished Basement SqFt510 SqFtStories2Lot Size108,900 SqFtStyleSingle Family ResidenceYear Built1994Year Renovated2006ZoningR-40CountyNAUGATUCK VALLEYAPNCSHR M:58 B:55 L:

Schools near 259 Academy Road

This home is within Cheshire School District.
Rating
School
Type
Grades
Distance
Public - K to 6
Public - 7 to 8
Public - 9 to 12
Private - 9 to 12
Rating
School
Distance
Highland School
PublicK to 6

Dodd Middle School
Public7 to 8

Cheshire High School
Public9 to 12

The Cheshire Academy
Private9 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.

Similar Homes

New listings in 06410

$664,900 | 750 Foster Court, Cheshire, CT 06410
1/30
Coldwell Banker Realty Coming Soon

$664,900

4
Bedrooms
2,955
Square Feet
0.96
Acres
$750,000 | 775 Mountain Road, Cheshire, CT 06410
1/39
Coldwell Banker Realty Coming Soon

$750,000

3
Bedrooms
2,708
Square Feet
2
Acres
$439,900 | 1338 Avon Boulevard, Cheshire, CT 06410
1/40

$439,900

3
Bedrooms
1,619
Square Feet
0.41
Acres
$484,900 | 72 Willow Street, Cheshire, CT 06410
1/37

$484,900

4
Bedrooms
1,824
Square Feet
0.4
Acres
$199,000 | 502 Oak Avenue, Unit 17, Cheshire, CT 06410
1/26

$199,000

2
Bedrooms
900
Square Feet
$529,900 | 225 Timber Lane, Cheshire, CT 06410
1/40

$529,900

2
Bedrooms
1,810
Square Feet
4.13
Acres
$1,999,000 | 1827 Marion Road, Cheshire, CT 06410
1/23

$1,999,000

4
Bedrooms
2,160
Square Feet
25.5
Acres
$610,000 | 26 Bramble Way, Unit HOMESITE 40, Cheshire, CT 06410
1/6

$610,000

3
Bedrooms
1,914
Square Feet
$455,000 | 445 Lincoln Drive, Cheshire, CT 06410
1/29

$455,000

3
Bedrooms
1,764
Square Feet
0.6
Acres

Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 259 Academy Road, Cheshire, CT 06410
$390,000
3
2,556
108,900
$245,000
5
1,992
152,460
$225,000
3
2.5
2,055
148,104
$558,000
4
4,284
57,063
$532,500
4
3,496
67,082
3
1.5
1,088
55,321

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 Calcagni Real Estate, Lea Luddy

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.