Sold
Last Sold Price
6 beds9,096 sqft$742/sqft
58 Greenley Rd, New Canaan, CT 06840
Single FamilyProperty Type
4 acresLot Size
1930Year Built
$742/sq ftPrice per sq ft
4 carsParking Spaces

Description

This is the one you have been waiting for. A Dinyar Wadia masterpiece. Reimagined 1930 Tudor estate with all the allure and convenience of new construction. Arrive through a stone pillared drive into the world of yesteryear with grace & style like no other. The perfect trifecta- prime private location on park-like property with sweeping lawns and all the amenities superior quality steel and concrete construction & architectural provenance. Interior highlights include the addition of a spacious family...This is the one you have been waiting for. A Dinyar Wadia masterpiece. Reimagined 1930 Tudor estate with all the allure and convenience of new construction. Arrive through a stone pillared drive into the world of yesteryear with grace & style like no other. The perfect trifecta- prime private location on park-like property with sweeping lawns and all the amenities superior quality steel and concrete construction & architectural provenance. Interior highlights include the addition of a spacious family room with limestone fireplace and coffered ceiling, dining room with gigantic picture window overlooking the incredible grounds, an office with a plethora of built-ins, owners bedroom suite with dual baths and dressing rooms, mudroom with bath and built-ins and finished lower level. The gourmet kitchen is an entertainer's dream with 2 islands, breakfast room, top-of-the-line appliances, custom hood, plentiful limestone countertops and pantry storage. Wadia utilized the good bones of the original Tudor, preserved & restored existing beauty & grandeur and breathed new life into the structure by seamlessly adding modern spaces in 2010. Green features include geothermal heating, cooling & pool heat and spray foam insulation. Exterior amenities include a covered back porch, pool, pool house with vaulted ceiling, kitchen & bath, outdoor brick fireplace, tennis court, gardens, specimen trees, professional landscaping & outdoor lighting, 4-car garage and storage shed or 5th garage.
  • Listed by: Hannelore Kaplan 203.966.3555 hannelore.kaplan@raveis.com • William Raveis Real Estate
Listing closed: 05/21/2025 12:00 AM • Source: SMARTMLS, MLS#: 24066597

Recent comparable sales

Median sold price

$6,370,000

Avg days on market

34

Sale-to-list ratio

97.6%

New Canaan, CT

9 comparable properties found

$7,750,000 | 68 Woods End Road, New Canaan, CT 06840
1

$7,750,000

Sold 08/18/25

6
Bedrooms
9,049
Square Feet
1.97
Acres
$5,300,000 | 114 Adams Lane, New Canaan, CT 06840
2

$5,300,000

Sold 07/15/26

6
Bedrooms
9,369
Square Feet
2.29
Acres
$7,400,000 | 81 Canoe Hill Road, New Canaan, CT 06840
3

$7,400,000

Sold 02/24/25

6
Bedrooms
9,452
Square Feet
5.53
Acres
$7,200,000 | 183 Hemlock Hill Road, New Canaan, CT 06840
4

$7,200,000

Sold 07/14/25

6
Bedrooms
9,161
Square Feet
2.07
Acres
$5,800,000 | 140 Stoneleigh Road, New Canaan, CT 06840
5

$5,800,000

Sold 08/12/26

6
Bedrooms
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Square Feet
2.08
Acres
$5,500,000 | 478 West Road, New Canaan, CT 06840
6

$5,500,000

Sold 04/22/25

6
Bedrooms
9,078
Square Feet
2.09
Acres
$6,370,000 | 183 West Road, New Canaan, CT 06840
7

$6,370,000

Sold 01/27/25

6
Bedrooms
7,979
Square Feet
3.68
Acres
$7,550,000 | 1227 Ponus Ridge Road, New Canaan, CT 06840
8

$7,550,000

Sold 09/30/25

7
Bedrooms
10,039
Square Feet
2
Acres
$5,600,000 | 250 Carter Street, New Canaan, CT 06840
9

$5,600,000

Sold 12/03/25

6
Bedrooms
10,942
Square Feet
2.01
Acres

Location

Listing Courtesy of William Raveis Real Estate, Hannelore Kaplan

Sold By Compass Connecticut, LLC, Christine Saxe

Add your commute

Payment Calculator

$38,127 per month

30 year fixed, 6.55% Interest

Principal and Interest

$34,309

Property Taxes

$3,818

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 58 Greenley Road

Property Details
  • Taxes: $45,816 / year
  • MLS Type: Residential
  • Basement Description: Partial, Heated, Cooled, Partially Finished
  • Direct Waterfront: Yes
  • Garages Number: 4
  • Neighborhood: Oenoke Ridge
  • Style: Tudor
  • Garage Parking Info: Attached Garage
  • Swimming Pool: Yes
Building Information
  • Year Built: 1930
  • Lot Size: 4.00 AC / 174,240 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Weed to West to Greenley (second driveway from West)
  • Elementary School: West
  • Flood Zone: No
  • High School: New Canaan
  • Latitude: 41.158463
  • Longitude: -73.514786
  • Middle Jr High School: Saxe Middle
  • Neighborhood Amenities: Basketball Court, Health Club, Library, Park, Playground/Tot Lot, Private School(s), Public Transportation
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2024-June 2025
  • Property Tax: $45,816
Virtual Tour
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Wrap Around, Breezeway, Cabana, Gutters, Balcony, Grill, Tennis Court, Porch, Garden Area, Underground Sprinkler
  • Pool Description: Gunite, Heated, Pool House, Safety Fence, In Ground Pool
  • Waterfront Description: Brook, River, View
Interior Features
  • Appliances Included: Gas Cooktop, Oven/Range, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Heated, Finished, Floored, Walk-up
  • Cooling System: Central Air, Zoned
  • Heat Type: Other
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Interior Features: Audio System, Humidifier, Open Floor Plan, Sauna, Security System
  • Laundry Room Info: Upper Level
  • Laundry Room Location: Main House & Pool House
  • Rooms Total: 14
Room 1
  • Room Entry Order: 1
  • Room Features: Beams,Book Shelves,Fireplace
  • Room Length: 35.11
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 23.4
Room 2
  • Room Entry Order: 10
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 13.8
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 16.7
Room 3
  • Room Entry Order: 11
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 15.3
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 16.7
Room 4
  • Room Entry Order: 12
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 35.9
  • Room Level: Upper
  • Room Type: Rec/Play Room
  • Room Width: 21.9
Room 5
  • Listing Key: 2AD3B3AF8DB2C860E0631401100A1866
  • Room Entry Order: 13
  • Room Length: 14.6
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 19.4
Room 6
  • Room Entry Order: 14
  • Room Level: Lower
  • Room Type: Office
Room 7
  • Room Entry Order: 15
  • Room Features: Built-Ins,Half Bath,Tile Floor
  • Room Level: Main
  • Room Type: Other
Room 8
  • Room Entry Order: 2
  • Room Features: 2 Story Window(s),9 ft+ Ceilings,Wet Bar,Patio/Terrace,Hardwood Floor
  • Room Length: 19.4
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 22.5
Room 9
  • Listing Key: 2AD3B3AF8DB2C860E0631401100A1866
  • Room Entry Order: 3
  • Room Features: Beams,Book Shelves,Built-Ins
  • Room Length: 21.6
  • Room Level: Main
  • Room Type: Office
  • Room Width: 21.0
Room 10
  • Room Entry Order: 4
  • Room Features: Breakfast Nook,Built-In Hutch,Island,Pantry,Hardwood Floor
  • Room Length: 21.7
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 24.11
Room 11
  • Room Entry Order: 5
  • Room Features: Fireplace,Patio/Terrace,Hardwood Floor
  • Room Length: 19.1
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 25.5
Room 12
  • Room Entry Order: 6
  • Room Features: Bedroom Suite,Dressing Room,Fireplace,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 19.1
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 20.2
Room 13
  • Room Entry Order: 7
  • Room Features: Dressing Room,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 18.5
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 20.2
Room 14
  • Room Entry Order: 8
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 13.9
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 16.3
Room 15
  • Room Entry Order: 9
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: white
  • Construction Description: Concrete, Steel, Stucco
  • Exclusions: Ask for the list
  • Exterior Siding: Stucco
  • Foundation Type: Concrete, Piling
  • New Construction Type: No/Resale
  • Roof: Slate
  • Year Built: 1930
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Over Garage
  • In Law Apartment: Possible
  • Sq Ft Description: 8096 does not include the pool house or the apt/rec room over 4 car garage
  • Sq Ft Est Heated Below Grade: 1000
Lot Information
  • Lot Description: Level Lot, Professionally Landscaped, Open Lot
  • Parcel Number: 1788826
  • Sq Ft Est Heated Above Grade: 8096.0
  • Sq Ft Total: 9096.0
  • Zoning: 2
Utilities
  • Energy Features: Generator, Geothermal Heat
  • Hot Water Description: Other
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 58 Greenley Road

DateEvent & SourcePriceAppreciation
May 21, 2025

Closed (Public Record)

Public Record #1618832935

$6,750,000

+256.1% / yr

Jan 2, 2013

Closed (Public Record)

Public Record #345656570

$1
Jun 19, 2012

Closed (Public Record)

Public Record #333940104

$1

-97.7% / yr

DateEvent & SourcePrice
05/21/2025

Closed (Public Record)

Public Record #1618832935

$6,750,000

+256.1% / yr

01/02/2013

Closed (Public Record)

Public Record #345656570

$1
06/19/2012

Closed (Public Record)

Public Record #333940104

$1

-97.7% / yr

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

Public Records for 58 Greenley Road

Taxable ValueLand$924,000Additions$1,956,850Total$2,880,850
Tax Record2025$48,081 ($4,007 / month)
Home Facts
Lot Size174,240 SqFtStyleMulti-Family Dwelling (2-4)Zoning2ACCountyWESTERN CONNECTICUTAPNNCAN M:0033 B:022 L:00130

Schools near 58 Greenley Road

This home is within New Canaan School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 8
Public - 9 to 12
Rating
School
Distance
West School
PublicPK 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.

New Canaan
New Canaan
A verdant oasis filled with historic charm. Established in 1801, New Canaan shifted from agriculture to shoe making in the 19th century. As wealthy New Yorkers started to migrate to Connecticut, they initially made their way to New Canaan to build summer homes and eventually built permanent...

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 58 Greenley Road, New Canaan, CT 06840
$6,750,000
6
9,096
174,240
4
3.5
3,699
62,291
$3,700,000
6
9,571
101,930
$3,278,500
5
7,264
109,771
$2,800,000
5
7,258
130,680
5
5.5
6,787
152,460

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. 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 William Raveis Real Estate, Hannelore Kaplan

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.