For sale

$3,595,000

245 Benedict Hill Road, New Canaan, CT 06840

5beds

5,300sqft

Est.:

Single Family Residence

Built in 1983

4 Acres Lot

$-- Zestimate^®

$678/sqft

$-- HOA

What's special

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.

21 days

7,248

359

Tour with a local agent

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

Price history

Date	Event	Price
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