245 Benedict Hill Rd

New Canaan, CT 06840

$3,595,000
Price
5
Beds
5,300 Sq. Ft.
$678 / Sq. Ft.
5,300
Sq. Ft.
$678
per Sq. Ft.
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a dining room with furniture a rug and wooden floor
a kitchen with stainless steel appliances granite countertop a stove a sink a dining table wooden floor and kitchen view
a kitchen with wooden floors wooden cabinets and appliances
a kitchen with stainless steel appliances granite countertop a stove and more cabinets
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a living room with fireplace furniture and a flat screen tv
a living room with furniture a fireplace and a flat screen tv
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a bedroom with a bed and a window
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a bedroom with bed and a large window
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a living room with furniture large windows and a fireplace
a bedroom with furniture and a fireplace
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front view of a house with a garden
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Description

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...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.
  1. Listed by Melissa Jones • Houlihan Lawrence
    P: (203)-966-3507 C: (203)-801-8059 mjones@houlihanlawrence.com
  2. Listed by Lisa M Ferrante • Houlihan Lawrence
    P: (203)-966-3507 C: (203)-722-3878 lferrante@houlihanlawrence.com

Property Details for 245 Benedict Hill Road

Basement Description
Full, Fully Finished
Direct Waterfront
No
Expected Active Date
03-04-2026
Garages Number
4
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Detached Garage
Swimming Pool
Yes
LISTING UPDATED: 03/10/2026 10:40 PM

Property Details for 245 Benedict Hill Road

StatusActive
MLS #24133809
Days on Market20
Taxes$26,470 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1983
Lot Size4.00 AC / 174,240 SF
CountyFairfield County
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Location

Listing Courtesy of Houlihan Lawrence, Melissa Jones; Houlihan Lawrence, Lisa M Ferrante
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Building Information for 245 Benedict Hill Road

Stories-Year Built1983Building Size-Lot Size4.00 AC / 174,240 SF

Payment Calculator

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$19,653 per month

30 year fixed, 6.11% Interest

Principal and Interest

$17,447

Property Taxes

$2,206

HOA Dues

$0

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Property Information for 245 Benedict Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS 245 Benedict Hill Rd - Driveway is on Cheesespring right before Benedict Hill Rd
  • Elementary School: East
  • High School: New Canaan
  • Latitude: 41.192359
  • Longitude: -73.476338
  • Middle Jr High School: Saxe Middle
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $26,470
Interior and Exterior Features
Exterior Features
  • Exterior Features: Terrace, Barn, Gutters, Lighting, French Doors, Patio, Porch, Stone Wall, Underground Sprinkler
  • Pool Description: Gunite, Heated, Spa, Safety Fence, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 5
  • Interior Features: Security System
  • Laundry Room Info: Main Level
  • Rooms Additional: Bonus Room, Foyer, Mud Room
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: Built-Ins,Gas Log Fireplace,Wide Board Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 3
  • Room Entry Order: 2
  • Room Features: Beams,French Doors,Wide Board Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 4
  • Room Entry Order: 3
  • Room Features: Breakfast Nook,Built-Ins,Wide Board Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 5
  • Listing Key: 4135EAD80724C864E063E201100A9E3D
  • Room Entry Order: 4
  • Room Features: Vaulted Ceiling,Beams,Built-Ins,Gas Log Fireplace,French Doors
  • Room Level: Main
  • Room Type: Family Room
Room 6
  • Room Entry Order: 5
  • Room Features: Vaulted Ceiling,Gas Log Fireplace,Full Bath,Walk-In Closet
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 7
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: 4135EAD80724C864E063E201100A9E3D
  • Room Entry Order: 8
  • Room Features: Gas Log Fireplace
  • Room Level: Upper
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 9
  • Room Features: Beams,Gas Log Fireplace,French Doors,Full Bath
  • Room Level: Main
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exclusions: See Inclusion/Exclusion Form in Documents
  • Exterior Siding: Clapboard, Stone
  • Foundation Type: Block, Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1983
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 930
  • Living Area SQFT Per Public Records: 4370
Lot Information
  • Lot Description: Corner Lot, Lightly Wooded, Level Lot, Cleared, Professionally Landscaped
  • Parcel Number: 188341
  • Sq Ft Est Heated Above Grade: 4370.0
  • Sq Ft Total: 5300.0
  • Zoning: 4AC
Utilities
  • Heat Fuel Type: Oil, Propane
  • Hot Water Description: Other
  • Radon Mitigation Air: Yes
  • Radon Mitigation Water: Yes
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 245 Benedict Hill Road

DateEvent & SourcePriceAppreciation
May 1, 1998

Closed (Public Record)

Public Record #91050241

$775,000

+4.3% / yr

Aug 23, 1996

Closed (Public Record)

Public Record #91051698

$722,300—
DateEvent & SourcePrice
05/01/1998

Closed (Public Record)

Public Record #91050241

$775,000

+4.3% / yr

08/23/1996

Closed (Public Record)

Public Record #91051698

$722,300

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

Public Records for 245 Benedict Hill Road

Taxable ValueLand$567,000Additions$1,018,990Total$1,585,990
Tax Record2024$26,470 ($2,206 / month)
Home Facts
Beds5Baths4Total Finished SqFt4,370 SqFtAbove Grade Finished SqFt4,370 SqFtUnfinished Basement SqFt1,864 SqFtStories2Lot Size174,240 SqFtStyleSingle Family ResidenceYear Built1983Zoning4ACCountyFAIRFIELDAPNNCAN M:0046 B:118 L:00165Fireplace TypeHas Fireplace

Schools near 245 Benedict Hill Road

This home is within New Canaan School District.
Rating
School
Type
Grades
Distance
East School
Public - K to 4
Saxe Middle School
Public - 5 to 8
New Canaan High School
Public - 9 to 12
Rating
School
Distance
East School
PublicK to 4

Saxe Middle School
Public5 to 8

New Canaan High School
Public9 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.

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More information about 245 Benedict Hill Road, New Canaan, CT 06840

245 Benedict Hill Road is a single family home for sale in New Canaan, CT 06840. This property was listed for sale on February 25, 2026 by Houlihan Lawrence, it's currently listed at $3,595,000. It has been on the market for a total of 20 days and was last sold on May 1, 1998. This listing's school district is New Canaan School District. Nearby schools include East School, Saxe Middle School and New Canaan High School. 245 Benedict Hill Road is a 5-bed, 5-bath, 5,300 sqft single family home built in 1983.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. 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 Houlihan Lawrence, Melissa Jones; Houlihan Lawrence, Lisa M Ferrante

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.