276 Greenley Rd

7,605 Sq. Ft.
$788 / Sq. Ft.
7,605
Sq. Ft.
$788
per Sq. Ft.

Description

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...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,
  1. Listed by Melissa Rwambuya • William Raveis Real Estate
    P: (203)-966-3555 C: (917)-670-5053 melissa.rwambuya@raveis.com

Property Details for 276 Greenley Road

Basement Description
Partial, Partially Finished, Partial With Walk-Out
Direct Waterfront
No
Garages Number
3
Neighborhood
Ponus Ridge
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
Yes
LISTING UPDATED: 11/23/2025 02:44 PM

Property Details for 276 Greenley Road

StatusActive
MLS #24141707
Days on Market61
Taxes$50,210 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1939
Lot Size4.64 AC / 202,118 SF
CountyFairfield County

Location

Listing Courtesy of William Raveis Real Estate, Melissa Rwambuya
Add your commute

Building Information for 276 Greenley Road

Stories-Year Built1939Building Size-Lot Size4.64 AC / 202,118 SF

Payment Calculator

$33,403 per month

30 year fixed, 6.15% Interest

Principal and Interest

$29,219

Property Taxes

$4,184

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 276 Greenley Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Use GPS
  • Elementary School: West
  • Flood Zone: No
  • High School: New Canaan
  • Latitude: 41.15415
  • Longitude: -73.523476
  • Middle Jr High School: Saxe Middle
  • Neighborhood Amenities: Health Club, Library, Park, Public Pool, Shopping/Mall, Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $50,210
Interior and Exterior Features
Exterior Features
  • Exterior Features: Tennis Court, Gutters, Garden Area, Lighting, French Doors, Underground Sprinkler, Patio
  • Pool Description: In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Unfinished, Storage Space, Walk-up
  • Cooling System: Central Air, Zoned
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Interior Features: Auto Garage Door Opener, Cable - Available, Security System
  • Laundry Room Info: Upper Level
  • Rooms Additional: Bonus Room, Breezeway, Foyer, Gym, Laundry Room
  • Rooms Total: 12
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 11
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 12
  • Room Level: Upper
  • Room Type: Bedroom
Room 5
  • Listing Key: 4432078E63887A92E0631A01100A1A06
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 6
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Library
Room 7
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 8
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Family Room
Room 9
  • Listing Key: 4432078E63887A92E0631A01100A1A06
  • Room Entry Order: 6
  • Room Level: Main
  • Room Type: Rec/Play Room
Room 10
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 11
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Bedroom
Room 12
  • Room Entry Order: 9
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame, Concrete, Masonry
  • Exclusions: See Inclusion/Exclusion List
  • Exterior Siding: Clapboard
  • Foundation Type: Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1939
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 7605
Lot Information
  • Lot Description: Dry, Level Lot, Professionally Landscaped
  • Parcel Number: 184346
  • Sq Ft Est Heated Above Grade: 7605.0
  • Sq Ft Total: 7605.0
  • Zoning: 2AC
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 276 Greenley Road

DateEvent & SourcePriceAppreciation
Jun 13, 2014

Closed (Public Record)

Public Record #418608257

$3,850,000

-0.1% / yr

Jun 8, 2004

Closed (Public Record)

Public Record #139017844

$3,875,000—
DateEvent & SourcePrice
06/13/2014

Closed (Public Record)

Public Record #418608257

$3,850,000

-0.1% / yr

06/08/2004

Closed (Public Record)

Public Record #139017844

$3,875,000

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

Public Records for 276 Greenley Road

Taxable ValueLand$1,270,500Additions$1,737,890Total$3,008,390
Tax Record2024$50,210 ($4,184 / month)
Home Facts
Beds7Baths7.5Total Finished SqFt7,605 SqFtAbove Grade Finished SqFt7,605 SqFtUnfinished Basement SqFt2,375 SqFtStories2Lot Size202,118 SqFtStyleSingle Family ResidenceYear Built1939Zoning2ACCountyFAIRFIELDAPNNCAN M:0026 B:023 L:00078Fireplace TypeHas Fireplace

Schools near 276 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.

Similar Homes

Similar Sold Homes

276 Greenley Road is a single family home for sale in New Canaan, CT 06840. This property was listed for sale on November 22, 2025 by William Raveis Real Estate, it's currently listed at $5,995,000. It has been on the market for a total of 61 days and was last sold on June 13, 2014. This listing's school district is New Canaan School District. Nearby schools include West School, Saxe Middle School and New Canaan High School. 276 Greenley Road is a 6-bed, 7-bath, 7,605 sqft single family home built in 1939.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Melissa Rwambuya

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.