$3,750,000
SOLD JUL 14, 2025

208 Canoe Hill Rd New Canaan, CT 06840

6 Beds
6.5 Baths
5,465 Sq Ft
3 Acres

Recently Sold

$686 Per Sq Ft

5% Below List Price

31 Days on Market

Highlights

  • Heated In Ground Pool
  • 3 Acre Lot
  • Fruit Trees
  • East Elementary School Rated A+
  • Open Floorplan
  • Deck

About This Home

As of July 2025

Historic New Canaan Landmark... Experience the allure of New Canaan's rich past with this extraordinary estate, originally The Waring Farm established in 1863. Enclosed by timeless New England stone walls and adorned with climbing hydrangea, the 3-acre property exudes charm from the moment you arrive. This distinguished residence masterfully blends historic elegance with modern luxury across three impeccably finished floors. Soaring 9.5-foot ceilings in several rooms create an airy, sophisticated atmosphere throughout. The living room, with its inviting fireplace and dual sets of French doors, radiates warmth and refinement. Adjacent to it, a beautiful solarium/garden room opens up with brick inlaid floors and all-glass windows overlooking the backyard and pool area, creating a serene connection to the outdoors. A chic dining room, butler's pantry, eat-in kitchen and cozy den are seamlessly connected and open onto three gracious porches, perfect for effortless indoor-outdoor living and entertaining. The grand primary suite offers a serene retreat with a private sitting room, complemented by five additional generously sized bedrooms, five full bathrooms, and one half bath-providing both comfort and versatility. The third floor presents a flexible space ideal for a home office, playroom, or studio, while the expansive lower level offers abundant storage options and a wine cellar to suit the most discerning collector.

Last Agent to Sell the Property

Janis Hennessy

William Raveis Real Estate License #RES.0788866 Listed on: 04/04/2025

William Raveis Real Estate

Last Buyer's Agent

Sarah Arestia

William Pitt Sotheby's Int'l License #RES.0818696

William Pitt Sotheby's Int'l

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $33,085

Year Built

  • Built in 1863

Lot Details

  • 3 Acre Lot
  • Stone Wall
  • Fruit Trees
  • Garden
  • Property is zoned 2AC

Home Design

  • Antique Architecture
  • Stone Foundation
  • Stone Frame
  • Wood Shingle Roof
  • Clap Board Siding
  • Stone Siding
  • Radon Mitigation System
  • Stone

Interior Spaces

  • 5,465 Sq Ft Home
  • Open Floorplan
  • 3 Fireplaces
  • Awning
  • French Doors
  • Attic

Kitchen

  • Gas Cooktop
  • Range Hood
  • Dishwasher

Bedrooms and Bathrooms

  • 6 Bedrooms

Laundry

  • Laundry on upper level
  • Electric Dryer
  • Washer

Unfinished Basement

  • Walk-Out Basement
  • Basement Fills Entire Space Under The House

Parking

  • 3 Car Garage
  • Parking Deck
  • Private Driveway

Pool

  • Heated In Ground Pool
  • Spa

Outdoor Features

  • Deck
  • Rain Gutters
  • Porch

Location

  • Property is near public transit
  • Property is near a golf course

Schools

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

Utilities

  • Central Air
  • Heating System Uses Oil
  • Private Company Owned Well
  • Oil Water Heater
  • Fuel Tank Located in Basement
  • Cable TV Available

Community Details

  • Public Transportation

Listing and Financial Details

  • Exclusions: see inclusion exclusion disclosure
  • Assessor Parcel Number 187471

Home Details

Home Type

Single Family

Est. Annual Taxes

$33,085

Year Built

Built in 1863

Lot Details

0

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Antique
  • Sq Ft Est Heated Above Grade: 5465
  • Total Sq Ft: 5465
  • Year Built: 1863
  • New Construction: No/Resale
  • Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities, Paddle Tennis, Park, Playground/Tot Lot, Public Transportation
  • Remarks Public Addendum: Outside, a three-car garage ensures ample parking and storage. Beyond, a pool and spa are nestled behind a charming wooden gate draped in Sweet Autumn Clematis, creating a private oasis for relaxation and leisure. A seamless blend of indoor and outdoor living defines this estate, making it a welcoming haven year-round. This rare offering combines history, elegance, and modern comfort in perfect harmony. Imagine all of this and less than 2 minutes to downtown New Canaan and Metro North.
  • Exclusions: see inclusion exclusion disclosure
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: Yes
  • Radon Mitigation Water Ynu: Unknown
  • Directions: Route 123 to Silvermine Road, or Brushy Ridge to 208 Canoe Hill
  • Financing Used: Cash
  • Living Area Sq Ft Per Public Record: 5465
  • Street Type: Road
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 6
  • Total Bathrooms: 7
  • Full Bathrooms: 6
  • Half Bathrooms: 1
  • Fireplaces: 3
  • Attic Description: Walk-In
  • Basement Description: Full, Unfinished, Full With Walk-Out
  • Interior Amenities: Cable - Available, Open Floor Plan
  • Appliances: Gas Cooktop, Range Hood, Refrigerator, Dishwasher, Washer, Electric Dryer
  • Laundry Room Location: 11.1 by 8.5
  • Laundry Room Info: Upper Level
  • Attic: Yes
  • Street Number Modifier: 208

Exterior Features

  • Exterior Features: Gutters, Hot Tub, French Doors, Awnings, Fruit Trees, Porch, Deck, Garden Area, Stone Wall
  • Exterior Siding: Clapboard, Stone
  • Foundation Type: Stone
  • Roof Information: Wood Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: Yes
  • Pool: Heated, Spa, In Ground Pool
  • Construction Description: Stone, Other

Garage/Parking

  • Garages Number: 3
  • Driveway Type: Private
  • Total Parking Spaces: 10
  • Garage And Parking: Under House Garage, Driveway

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Oil, Upright Tank
  • Water Source: Private Well
  • Sewer: Septic

Schools

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

Lot Info

  • Acres: 3
  • Lot Description: Level Lot Professionally Landscaped
  • Zoning: 2AC
  • Parcel #: 187471

Tax Info

  • Tax Year: July 2025-June 2026
  • Property Tax: 33085
  • Total Assessed Value: 1982330
  • Mil Rate Total: 16.69

MLS Schools

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

Ownership History

Date Name Owned For Owner Type

Purchase Details

Listed on
Apr 4, 2025
Closed on
Jul 14, 2025
Sold by
Delgado Scott A and Delgado Kimberly M
Bought by
Hilton John and Reilly Allison
Seller's Agent
Janis Hennessy
William Raveis Real Estate
Buyer's Agent
Sarah Arestia
William Pitt Sotheby's Int'l
List Price
$3,950,000
Sold Price
$3,750,000
Premium/Discount to List
-$200,000
-5.06%
Views
57

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
23.22%
Original Mortgage
$1,000,000
Outstanding Balance
$998,905
Interest Rate
5.5%
Mortgage Type
New Conventional
Estimated Equity
$2,894,744

Purchase Details

Listed on
Jan 10, 2018
Closed on
Aug 6, 2018
Sold by
Skae Richard and Skae Elizabeth
Bought by
Dalgado Scott and Dalgado Kimberly
Seller's Agent
Janis Hennessy
William Raveis Real Estate
Buyer's Agent
Sherri Kielland
Houlihan Lawrence
List Price
$3,195,000
Sold Price
$2,995,000
Premium/Discount to List
-$200,000
-6.26%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
3.29%
Original Mortgage
$2,096,500
Interest Rate
4.5%
Mortgage Type
Purchase Money Mortgage

Purchase Details

Closed on
Aug 21, 2000
Sold by
Roberts F Stone and Roberts Anne H
Bought by
Skae Richard A and Skae Elizabeth A
Source: Public Records

Range of Values:

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Average Value
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Purchase History

Date Type Sale Price Title Company
Warranty Deed $3,750,000 --
Warranty Deed $2,995,000 --
Warranty Deed $2,995,000 --
Warranty Deed $2,650,000 --
Warranty Deed $2,650,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $1,000,000 New Conventional
Previous Owner $2,030,000 Balloon
Previous Owner $2,096,500 Purchase Money Mortgage
Source: Public Records

Property History

Date Event Price Change Sq Ft Price
07/14/2025 07/14/25 Sold $3,750,000 -5.1% $686 / Sq Ft
05/05/2025 05/05/25 Pending -- -- --
04/04/2025 04/04/25 For Sale $3,950,000 +31.9% $723 / Sq Ft
08/06/2018 08/06/18 Sold $2,995,000 0.0% $502 / Sq Ft
07/10/2018 07/10/18 Pending -- -- --
04/08/2018 04/08/18 Price Changed $2,995,000 -6.3% $502 / Sq Ft
01/10/2018 01/10/18 For Sale $3,195,000 -- $536 / Sq Ft
Source: SmartMLS

Tax History Compared to Growth

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $33,085 $1,982,330 $730,800 $1,251,530
2024 $31,995 $1,982,330 $730,800 $1,251,530
2023 $35,730 $1,886,500 $704,270 $1,182,230
2022 $34,655 $1,886,500 $704,270 $1,182,230
2021 $34,259 $1,886,500 $704,270 $1,182,230
2020 $34,259 $1,886,500 $704,270 $1,182,230
2019 $34,410 $1,886,500 $704,270 $1,182,230
2018 $32,262 $1,902,250 $782,530 $1,119,720
2017 $31,711 $1,902,250 $782,530 $1,119,720
2016 $31,026 $1,902,250 $782,530 $1,119,720
2015 $29,526 $1,846,530 $782,530 $1,064,000
2014 $28,695 $1,846,530 $782,530 $1,064,000
Source: Public Records

Agents Affiliated with this Home

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Map

Source: SmartMLS

MLS Number: 24085033

SmartMLS

APN: NCAN-000038-000100-000067