A storybook entrance framed by classic stone walls opens to four flat, park-like acres leads you to this thoughtfully updated five-bedroom Colonial layered with warmth, character, and the kind of detail that make a house feel instantly welcoming. The light filled chef's kitchen flowing seamlessly into a family room with fireplace and French doors open to the terrace, heated pool, spa, and paddle court - effortless indoor outdoor living. Upstairs offers a light filled, vaulted primary bedroom suite plus 3/4 additional bedrooms and rear staircase to the spacious mudroom and side entrance. A gracious first-floor guest suite is perfect for family and friends. The finished lower level adds flexible space for exercise or play. The stunning post-and-beam barn - with room for 4+ cars and an oversized loft - completes the picture.Warm, inviting, and undeniably special. A true New England gem. Prepare to fall in love.
Sold for $3,600,000
$3,600,000
245 Benedict Hill Road, New Canaan, CT 06840
5beds
5,300sqft
Single Family Residence
Built in 1983
4 Acres Lot
$3,603,000 Zestimate®
$679/sqft
$8,699 Estimated rent
Home value
$3,603,000
$3.28M - $3.96M
$8,699/mo
Zestimate® history
Owner options
List your home for rent
$8,699/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$8,699/mo
Rent Zestimate®
Refinance and save
$20,290/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$20,290/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
Melissa Jones (203)801-8059,
Houlihan Lawrence 203-966-3507,
Lisa Ferrante 203-722-3878,
Houlihan Lawrence
Bought with:
Taylor Tait, RES.0803070
Houlihan Lawrence
Source: Smart MLS,MLS#: 24133809
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Rooms
- Room types: Bonus Room
Primary bedroom
- Features: Vaulted Ceiling(s), Gas Log Fireplace, Full Bath, Walk-In Closet(s)
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Features: Gas Log Fireplace
- Level: Upper
Bedroom
- Features: Beamed Ceilings, Gas Log Fireplace, French Doors, Full Bath
- Level: Main
Dining room
- Features: Beamed Ceilings, French Doors, Wide Board Floor
- Level: Main
Family room
- Features: Vaulted Ceiling(s), Beamed Ceilings, Built-in Features, Gas Log Fireplace, French Doors
- Level: Main
Kitchen
- Features: Breakfast Nook, Built-in Features, Wide Board Floor
- Level: Main
Living room
- Features: Built-in Features, Gas Log Fireplace, Wide Board Floor
- Level: Main
Rec play room
- Level: Lower
Heating
- Forced Air, Oil, Propane
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer, Water Heater
- Laundry: Main Level, Mud Room
Features
- Entrance Foyer
- Doors: French Doors
- Basement: Full,Finished
- Attic: Pull Down Stairs
- Number of fireplaces: 5
Interior area
- Total structure area: 5,300
- Total interior livable area: 5,300 sqft
- Finished area above ground: 4,370
- Finished area below ground: 930
Property
Parking
- Total spaces: 4
- Parking features: Detached
- Garage spaces: 4
Features
- Patio & porch: Terrace, Patio, Porch
- Exterior features: Rain Gutters, Lighting, Stone Wall, Underground Sprinkler
- Has private pool: Yes
- Pool features: Gunite, Heated, Pool/Spa Combo, Fenced, In Ground
Lot
- Size: 4 Acres
- Features: Corner Lot, Few Trees, Level, Cleared, Landscaped
Details
- Additional structures: Barn(s)
- Parcel number: 188341
- Zoning: 4AC
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard, Stone
- Foundation: Block, Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1983
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Security: Security System
HOA
- Has HOA: No
Location
- Region: New Canaan
Financial & listing details
- Price per square foot: $679/sqft
- Tax assessed value: $1,585,990
- Annual tax amount: $26,470
- Date on market: 2/25/2026
- Exclusions: See Inclusion/Exclusion Form in Documents
Price history
| Date | Event | Price |
|---|---|---|
| 7/15/2026 | Sold | $3,600,000+0.1%$679/sqft |
Source:  Smart MLS #24133809 Report a problem | ||
| 4/17/2026 | Pending sale | $3,595,000$678/sqft |
Source: Smart MLS #24133809 Report a problem | ||
| 3/4/2026 | Listed for sale | $3,595,000+84.8%$678/sqft |
Source: Smart MLS #24133809 Report a problem | ||
| 9/23/2016 | Sold | $1,945,000-9.5%$367/sqft |
Source: Smart MLS #99145295 Report a problem | ||
| 5/11/2016 | Price change | $2,150,000-0.7%$406/sqft |
Source: William Raveis Real Estate #139757 Report a problem | ||
| 2/22/2016 | Price change | $2,165,000-5.7%$408/sqft |
Source: William Raveis Real Estate #99103158 Report a problem | ||
| 10/25/2015 | Price change | $2,295,000-8%$433/sqft |
Source: William Raveis Real Estate #99103158 Report a problem | ||
| 10/15/2015 | Price change | $2,495,000+8.7%$471/sqft |
Source: William Raveis Real Estate #99103158 Report a problem | ||
| 10/5/2015 | Listed for sale | $2,295,000$433/sqft |
Source: William Raveis Real Estate #99103158 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $26,470 +3.4% | $1,585,990 |
| 2024 | $25,598 +10.1% | $1,585,990 +29.2% |
| 2023 | $23,253 +3.1% | $1,227,730 |
| 2022 | $22,553 +1.2% | $1,227,730 |
| 2021 | $22,296 | $1,227,730 |
| 2020 | $22,296 -0.4% | $1,227,730 |
| 2019 | $22,394 +2.9% | $1,227,730 -4.4% |
| 2018 | $21,773 +1.7% | $1,283,800 |
| 2017 | $21,401 +2.2% | $1,283,800 |
| 2016 | $20,939 +2% | $1,283,800 |
| 2015 | $20,528 +7.7% | $1,283,800 +4.6% |
| 2014 | $19,069 +20.9% | $1,227,100 +13.5% |
| 2013 | $15,773 +3.6% | $1,081,100 |
| 2012 | $15,222 +1.7% | $1,081,100 |
| 2011 | $14,973 +2% | $1,081,100 |
| 2010 | $14,681 +1.7% | $1,081,100 |
| 2009 | $14,433 -12.1% | $1,081,100 -0.4% |
| 2008 | $16,417 +4% | $1,085,800 |
| 2007 | $15,788 +3.6% | $1,085,800 |
| 2006 | $15,245 +4.9% | $1,085,800 |
| 2005 | $14,539 +12.7% | $1,085,800 +6.5% |
| 2004 | $12,904 -5.8% | $1,019,300 +4.1% |
| 2003 | $13,698 +21.2% | $979,160 +77.5% |
| 2000 | $11,298 +5% | $551,670 |
| 1999 | $10,758 | $551,670 |
Find assessor info on the county website
Neighborhood: 06840
Nearby homes
- $2,580,2005 bd5 ba4.2k sqft221 Benedict Hill Rd, New Canaan, CT 06840Off Market
- $3,148,2005 bd5 ba6.3k sqft635 Cheese Spring Rd, New Canaan, CT 06840Off Market
- $1,327,4002.62 Acres240 Benedict Hill Rd, New Canaan, CT 06840Off Market
- $2,982,3005 bd5 ba5.1k sqft205 Benedict Hill Rd, New Canaan, CT 06840Off Market
- $1,344,4003 bd3 ba2.6k sqft617 Cheese Spring Rd, New Canaan, CT 06840Off Market
- $1,502,3004 bd2 ba2.4k sqft653 Cheese Spring Rd, New Canaan, CT 06840Off Market
- $2,934,6004 bd6 ba3.7k sqft218 Benedict Hill Rd, New Canaan, CT 06840Off Market
- $1,826,1004 bd2 ba3.2k sqft596 Cheese Spring Rd, New Canaan, CT 06840Off Market
Nearby schools
GreatSchools rating
- 10/10East SchoolGrades: K-4Distance: 3.1 mi
- 10/10Saxe Middle SchoolGrades: 5-8Distance: 4.2 mi
- 10/10New Canaan High SchoolGrades: 9-12Distance: 4.5 mi
Schools provided by the listing agent
- Elementary: East
- Middle: Saxe Middle
- High: New Canaan
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$3,603,000
2% more
+$72,060
With Zillow Showcase(estimated)
$3,675,060
- Connecticut
- Fairfield County
- New Canaan
- 06840
- 245 Benedict Hill Road
Nearby cities
Nearby zip codes
Other New Canaan Topics
