245 Benedict Hill Road New Canaan, CT $ 3,595,000
245 Benedict Hill Road
$ 3,595,000
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245 Benedict Hill Road

New Canaan, CT, 06840
$ 3,595,000
Bedrooms5 Baths4.1 Sq 5,300

Monthly Estimate*

$ 22,135

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Single Family Home for sale in New Canaan, CT

for $3,595,000 with 5 bedrooms and 4 full baths, 1 half bath. This 5,300 square foot home was built in 1983 on a lot size of 4.

*Interior Photos will be added 3/4/26. 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.

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Single Family Coming Soon

Price

$ 3,595,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 26,470

Style

Lot Size

4

Year Built

1983

Town/City

New Canaan

MLS | Web ID

24133809

Features
General
Zoning 4AC
Neighborhood N/A
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Coming Soon
Acres 4
Directions GPS 245 Benedict Hill Rd - Driveway is on Cheesespring right before Benedict Hill Rd
High School New Canaan
City New Canaan
Elementary School East
Sq Ft Total 5300
Year Built 1983
Exclusions See Inclusion/Exclusion Form in Documents
Style Colonial
Year Built Source Public Records
Pool Description Gunite Heated Spa Safety Fence In Ground Pool
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Interior
Cooling System Central Air
Total Rooms 11
Basement Description Full Fully Finished
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Exterior
Water Source Private Well
Lot Description Corner Lot Lightly Wooded Level Lot Cleared Professionally Landscaped
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* Excluded Features
List By
Melissa Jones

Listing Agent

Houlihan Lawrence

Broker

mjones@houlihanlawrence.com

Email

Affordability Calculator

$24,341
Per Month
91%
9%
0%
Monthly Principal & Interest
$22,135
Monthly Property Taxes
$2,206
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4778078 Elementary School
3041765 Middle School
New Canaan High School High School
Pricing History
DatePricePrice ChangeDescription
2/25/2026$3,595,000 Listed Price

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245 Benedict Hill Road, New Canaan, CT, 06840 is a Single Family Home for sale at $3,595,000 with 5,300 sqft and a lot size of 4. 245 Benedict Hill Road has 5 bedrooms, 4.1 baths, and was built in 1983. The property's zip code is 06840 which is in New Canaan, CT