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276 Greenley RoadNew Canaan, CT 06840

For Sale

$5,995,000

Smart Buyer Rebate $59,950

Nestled in one of Connecticut's most sought-after estate neighborhoods and just minutes from town, this spectacular 1939 Classic Colonial blends timeless elegance with every modern amenity. Set on nearly 5 bucolic acres of rolling lawns, perennial gardens, and mature trees, this pristine property offers unmatched privacy and beauty. The grand approach includes a stately driveway with a central fountain leading to an inviting paneled foyer. Inside, the gracious living room with fireplace and built-ins opens to a formal dining room that overlooks the magnificent grounds. The chef's kitchen, complete with eat-in area, is perfect for both everyday living and entertaining. Unique lifestyle features abound: a spacious game room with cigar ventilation ideal for cards or gatherings, a cozy wood-paneled office with extensive built-ins, and a secondary office featuring a charming circular window with a view of the sprawling front lawn. The luxurious primary suite offers a fireplace, dual walk-in closets, and a spa-inspired bath. Four additional bedrooms provide comfortable accommodations for family and guests. A modern gym and a bonus bunk room with sleeping quarters for up to eight make this home as functional as it is elegant. Outdoors, enjoy an expansive patio perfect for entertaining, a swimming pool, and a tennis/pickle ball/sport court-all surrounded by meticulously manicured landscaping that recalls a bygone era of quiet sophistication. A true Connecticut gem,

Listed by Melissa Rwambuya

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William Raveis Real Estate

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(917) 670-5053

Last updated November 23, 2025

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Source: SmartMLS #24141707

Listing Facts

  • TypeSingle-family
  • NeighborhoodNew Canaan
  • Bedrooms6
  • Bathrooms7
  • Days on Prevu19
  • Taxes$50,210/year
  • Size7,605 sqft
  • Price per sqft$788

Amenities

  • Swimming Pool

Location

Mortgage Calculator

Listing History

11/22/2025
Listed by William Raveis Real Estate
$5,995,000

Property Details for 276 Greenley Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1939
  • Year Built Details: Public Records
  • Architectural Style: Colonial
  • Construction Materials: Frame, Concrete, Masonry
  • Exterior Features: Tennis Court, Gutters, Garden Area, Lighting, French Doors, Underground Sprinkler, Patio

Features

  • Pool Features: In Ground Pool
  • Pool Private: Yes
  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Dry, Level Lot, Professionally Landscaped
  • Lot Size Acres: 4.64

Financial

Taxes

  • Parcel Number: 184346
  • Tax Annual Amount: $50,210.00
  • Tax Year: 25

Interior

Features

  • Appliances: Gas Cooktop, Wall Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Fireplaces Total: 4
  • Interior Features: DROPEN, CABLE, SECURESY

Measurements

  • Living Area: 7,605

Rooms

  • Basement: Partial, Partially Finished, Partial With Walk-Out
  • Bathrooms Full: 5
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 7
  • Bedrooms Total: 6
  • Rooms Total: 12

Other

General

  • Exclusions: See Inclusion/Exclusion List

Parking

Parking

  • Attached Garage: Attached Garage
  • Garage Spaces: 3

Schools

Elementary School

  • Elementary School: West

High School

  • High School: New Canaan

Middle or Junior School

  • Middle Or Junior School: Saxe Middle

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Heating: Hot Air
  • Laundry Features: Upper Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 7 bathrooms in this single-family home at 276 Greenley Road.

What schools are nearby to 276 Greenley Road?

Nearby schools include the West Elementary School, Saxe Middle, and New Canaan High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 276 Greenley Road.

What are the annual taxes for 276 Greenley Road?

Annual taxes for this single-family home are estimated at $50,210.

How does 276 Greenley Road compare to other single-family homes in New Canaan?

This single-family home is listed 22% above the average price for single-family homes in New Canaan and has been on the market for 123 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 7,605 sqft.

276 Greenley Road is a 6-bedroom, 7-bath single-family home for sale in New Canaan CT 06840. Available on Prevu for 19 days at $5,995,000. This home features 7,605 square feet of living space, located in New Canaan. The median listing price for single-family homes in this area is $2,745,000. Nearby schools include West Elementary School, Saxe Middle, and New Canaan High School. Property amenities include swimming pool. Browse more single-family home listings in Fairfield County.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.