Welcome to this exquisite 4-bedroom, 3-bath cape nestled on just under an acre and a short drive from the heart of Cheshire. Inside, you will find hardwood floors throughout and 2,755 sq ft of open living space with a light filled living room and a wood burning fireplace that flows into a stylish gourmet kitchen featuring stainless steel appliances, granite counter tops and a center island. The kitchen flows into a dining area and a stunning family room with a vaulted ceiling and wood beams that create a warm and inviting space for everyday living and for entertaining. The main level features a library/home office and a laundry/mudroom for added convenience. Main level also includes two bedrooms and one full bathroom. A gorgeous sliding door leads you to the lower level featuring an additional 265 sq ft of living space with a 2nd wood burning fireplace and plenty of room to relax or entertain. The upper level boasts two primary suites offering en-suite baths and walk in closets creating calming retreats. The tranquil yard features a two-level deck for dining and unwinding with a few steps down into the green grass with a fire pit and enclosed yard to keep children and pets safe. Storage space galore with a two-car attached garage, basement storage and closets and more closets. A few of the many noteworthy improvements include a new driveway in 2023, new roof in 2021 and new paver front walkway in 2022. Schedule your private tour today to view this breathtaking home!
For sale
$789,900
269 Academy Road, Cheshire, CT 06410
4beds
2,755sqft
Est.:
Single Family Residence
Built in 1968
0.96 Acres Lot
$-- Zestimate®
$287/sqft
$-- HOA
What's special
- 3 days |
- 1,149 |
- 45 |
Zillow last checked: 7 hours ago
Listing updated: 10 hours ago
Listed by:
Frank Santino (203)314-3986,
MidState Realty, LLC 203-314-3986
Source: Smart MLS,MLS#: 24164730
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 285 Square Feet
- Dimensions: 15 x 19
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 154 Square Feet
- Dimensions: 14 x 11
Bedroom
- Features: Hardwood Floor
- Level: Main
- Area: 272 Square Feet
- Dimensions: 17 x 16
Bedroom
- Level: Main
- Area: 270 Square Feet
- Dimensions: 15 x 18
Dining room
- Level: Main
Living room
- Level: Main
Heating
- Hot Water, Oil
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
Features
- Basement: Full
- Attic: Access Via Hatch
- Number of fireplaces: 2
Interior area
- Total structure area: 2,755
- Total interior livable area: 2,755 sqft
- Finished area above ground: 2,755
Property
Parking
- Total spaces: 2
- Parking features: Attached
- Attached garage spaces: 2
Lot
- Size: 0.96 Acres
Details
- Parcel number: 1084285
- Zoning: R-40
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Cape Cod
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1968
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Cheshire
Financial & listing details
- Price per square foot: $287/sqft
- Tax assessed value: $355,600
- Annual tax amount: $10,576
- Date on market: 4/7/2026
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 4/10/2026 | Listed for sale | $789,900+95.5%$287/sqft |
Source: | ||
| 10/31/2018 | Sold | $404,000+1%$147/sqft |
Source: | ||
| 8/12/2018 | Price change | $399,999-3.6%$145/sqft |
Source: Lasko Real Estate, LLC #170084490 Report a problem | ||
| 7/24/2018 | Price change | $414,999-3.5%$151/sqft |
Source: Lasko Real Estate, LLC #170084490 Report a problem | ||
| 6/7/2018 | Price change | $429,999-4.4%$156/sqft |
Source: Lasko Real Estate, LLC #170084490 Report a problem | ||
| 5/16/2018 | Listed for sale | $449,999+136.8%$163/sqft |
Source: Lasko Real Estate, LLC #170084490 Report a problem | ||
| 12/8/2017 | Sold | $190,000-9.5%$69/sqft |
Source: | ||
| 11/6/2017 | Price change | $209,900-6.7%$76/sqft |
Source: Calcagni Real Estate #170002118 Report a problem | ||
| 10/5/2017 | Price change | $224,900-6.3%$82/sqft |
Source: Calcagni Real Estate #170002118 Report a problem | ||
| 9/7/2017 | Price change | $239,900-5.9%$87/sqft |
Source: Calcagni Real Estate #170002118 Report a problem | ||
| 8/3/2017 | Listed for sale | $254,900+10.9%$93/sqft |
Source: Homepath Report a problem | ||
| 3/31/2017 | Listing removed | $229,900$83/sqft |
Source: Calcagni Real Estate #N10121220 Report a problem | ||
| 12/2/2016 | Pending sale | $229,900$83/sqft |
Source: Calcagni Real Estate #N10121220 Report a problem | ||
| 9/1/2016 | Price change | $229,900-8%$83/sqft |
Source: Calcagni Real Estate #N10121220 Report a problem | ||
| 4/20/2016 | Price change | $249,900-3.5%$91/sqft |
Source: Calcagni Real Estate #N10121220 Report a problem | ||
| 4/1/2016 | Listed for sale | $259,000-13.6%$94/sqft |
Source: Calcagni Real Estate #N10121220 Report a problem | ||
| 3/29/2014 | Listing removed | $299,900$109/sqft |
Source: Calcagni Real Estate #N339895 Report a problem | ||
| 11/18/2013 | Price change | $299,900-2.9%$109/sqft |
Source: Calcagni Associates #N339895 Report a problem | ||
| 11/12/2013 | Price change | $309,000-3.1%$112/sqft |
Source: Calcagni Associates #N339895 Report a problem | ||
| 7/27/2013 | Listed for sale | $319,000+35.7%$116/sqft |
Source: Calcagni Real Estate #N339895 Report a problem | ||
| 9/15/2000 | Sold | $235,000+59.3%$85/sqft |
Source: | ||
| 8/19/1994 | Sold | $147,500$54/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,576 +8.3% | $355,600 |
| 2024 | $9,765 +4.5% | $355,600 +33.5% |
| 2023 | $9,343 +2.2% | $266,270 |
| 2022 | $9,138 +1.8% | $266,270 |
| 2021 | $8,979 +0% | $266,270 |
| 2020 | $8,979 +1.5% | $266,270 |
| 2019 | $8,845 +11.5% | $266,270 +9.5% |
| 2018 | $7,931 +2.1% | $243,140 |
| 2017 | $7,766 +2.4% | $243,140 |
| 2016 | $7,584 +1.6% | $243,140 |
| 2015 | $7,462 +1.5% | $243,140 |
| 2014 | $7,355 -0.5% | $243,140 -9.2% |
| 2013 | $7,391 +1.4% | $267,800 |
| 2012 | $7,292 +1.4% | $267,800 |
| 2011 | $7,190 +1.3% | $267,800 |
| 2010 | $7,097 +1.7% | $267,800 |
| 2009 | $6,976 -3% | $267,800 +4.5% |
| 2008 | $7,191 +1.6% | $256,360 |
| 2007 | $7,076 +1.7% | $256,360 |
| 2006 | $6,960 +1.9% | $256,360 |
| 2005 | $6,832 +23.3% | $256,360 +49.2% |
| 2002 | $5,542 +48.2% | $171,840 +27.7% |
| 1997 | $3,740 | $134,530 |
Find assessor info on the county website
Monthly payment
Est. payment
$5,329/mo
Principal & interest
$3927
Property taxes
$1402
More affordability tools
Climate risks
Neighborhood: Chesire Village
Nearby schools
GreatSchools rating
- 9/10Highland SchoolGrades: K-6Distance: 0.8 mi
- 7/10Dodd Middle SchoolGrades: 7-8Distance: 1 mi
- 9/10Cheshire High SchoolGrades: 9-12Distance: 1.1 mi
Schools provided by the listing agent
- Elementary: Highland
- Middle: Dodd
- High: Cheshire
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 06410
- Connecticut
- New Haven County
- Cheshire
- 06410
- Chesire Village
- 269 Academy Road





