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.
Under contract
$3,595,000
245 Benedict Hill Road, New Canaan, CT 06840
5beds
5,300sqft
Single Family Residence
Built in 1983
4 Acres Lot
$-- Zestimate®
$678/sqft
$-- HOA
What's special
- 121 days |
- 136 |
- 3 |
Zillow last checked:
Listing updated:
Listed by:
Melissa Jones (203)801-8059,
Houlihan Lawrence 203-966-3507,
Lisa Ferrante 203-722-3878,
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: $678/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
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 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 | $551,670 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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Climate risks
Neighborhood: 06840
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.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Fairfield County
- New Canaan
- 06840
- 245 Benedict Hill Road
Nearby cities
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