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$3,595,000 Coming Soon

  • For Sale
  • Coming Soon
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,300 Sq. Ft.
  • 4 Car Garage
  • Updated 6 hours ago
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*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.

Full Property Details for 245 Benedict Hill Rd

General

  • Price: $3,595,000
  • Taxes: (July 2025-June 2026)
  • Status: Coming Soon
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24133809
  • Updated: 2/25/2026
  • Added to Site: 1 day(s) ago
  • Expected Market Date: 3/4/2026

Interior

  • Number of Rooms: 11
  • Rooms/Areas: Bonus Room, Foyer, Mud Room
  • Interior Features: Security System
  • Fireplace: Yes
  • Number of Fireplaces: 5
  • Appliances: Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom - Vaulted Ceiling, Gas Log Fireplace, Full Bath, Walk-In Closet, Upper
  • Bedroom 1: Bedroom - Beams, Gas Log Fireplace, French Doors, Full Bath, Main
  • Bedroom 2: Bedroom - Gas Log Fireplace, Upper
  • Bedroom 3: Bedroom, Upper
  • Bedroom 4: Bedroom, Upper

Other Rooms

  • Living Room: Living Room - Built-Ins, Gas Log Fireplace, Wide Board Floor, Main
  • Family Room: Family Room - Vaulted Ceiling, Beams, Built-Ins, Gas Log Fireplace, French Doors, Main
  • Eat In Kitchen: Eat-In Kitchen - Breakfast Nook, Built-Ins, Wide Board Floor, Main
  • Dining Room: Dining Room - Beams, French Doors, Wide Board Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room, Lower
  • Rec Room: Lower
  • Laundry: Main Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, Heated, Spa, Safety Fence, In Ground Pool

Exterior

  • Exterior Features: Terrace, Barn, Gutters, Lighting, French Doors, Patio, Porch, Stone Wall, Underground Sprinkler
  • Color: White

Parking

  • Garage: Yes
  • Garage Spaces: 4
  • Parking: Detached Garage

Location

  • County: Fairfield
  • Driving Directions: GPS 245 Benedict Hill Rd - Driveway is on Cheesespring right before Benedict Hill Rd

School Information

  • Elementary School: East
  • Middle School: Saxe Middle
  • High School: New Canaan

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil, Propane
  • Heating Fuel: Oil, Propane
  • Water Heater: Other

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard, Stone
  • Basement Desc.: Full, Fully Finished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 5,300
  • Above Ground: 4,370 Sq. Ft.
  • Below Ground: 930 Sq. Ft.
  • Year Built: 1983

Lot Features

  • Lot Size (Acres): 4
  • Zoning: 4AC
  • Lot Description: Corner Lot, Lightly Wooded, Level Lot, Cleared, Professionally Landscaped

Financial Considerations

  • Assessment Amount: $1,585,990
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: See Inclusion/Exclusion Form in Documents
  • Property ID: 188341

Listed by Houlihan Lawrence, Melissa Jones and Houlihan Lawrence, Lisa Ferrante

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Listing agents

— 245 Benedict Hill Rd —

  • Melissa Jones

    Houlihan Lawrence

  • Lisa Ferrante

    Houlihan Lawrence

Agent Contact: (203) 801-8059 Office Contact: (203) 966-3507

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 245 Benedict Hill Rd

School District:New Canaan School District
NameGradesDistance
East School
54 Little Brook Road, New Canaan, CT 06840
K-43.1 mi
Saxe Middle School
468 South Avenue, New Canaan, CT 06840
5-84.1 mi
New Canaan High School
11 Farm Road, New Canaan, CT 06840
9-124.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 245 Benedict Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
2/25/2026
Listed
$3,595,000
363.87%
MLS
5/01/1998
Sold
$775,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 245 Benedict Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$26,470
3%
$1,585,990
—
2023
$25,598
10%
$1,585,990
29%
2023
$23,253
3%
$1,227,730
—
2022
$22,553
1%
$1,227,730
—
2021
$22,296
—
$1,227,730
—
2020
$22,296
—
$1,227,730
—
2019
$22,394
3%
$1,227,730
-4%
2018
$21,773
2%
$1,283,800
—
2017
$21,401
2%
$1,283,800
—
2016
$20,939
2%
$1,283,800
—
2015
$20,528
8%
$1,283,800
5%
2014
$19,069
21%
$1,227,100
14%
2012
$15,773
—
$1,081,100
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Houlihan Lawrence, Melissa Jones and Houlihan Lawrence, Lisa Ferrante

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245 Benedict Hill Road, New Canaan, CT 06840 (MLS# 24133809) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 245 Benedict Hill Road is currently listed for $3,595,000 and was received on February 25, 2026. Want to learn more about 245 Benedict Hill Road? Do you have questions about finding other Single Family real estate for sale in New Canaan? You can browse all New Canaan real estate or contact a Coldwell Banker agent to request more information.

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