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, offering the enduring charm of the 1930s with today's finest features. Ready for immediate occupancy!
Under contract
$5,995,000
276 Greenley Road, New Canaan, CT 06840
6beds
7,605sqft
Est.:
Single Family Residence
Built in 1939
4.64 Acres Lot
$5,553,700 Zestimate®
$788/sqft
$-- HOA
What's special
Swimming poolInviting paneled foyerModern gym
- 119 days |
- 2,524 |
- 91 |
Zillow last checked: 7 hours ago
Listing updated: March 10, 2026 at 09:47am
Listed by:
Melissa Rwambuya (917)670-5053,
William Raveis Real Estate 203-966-3555
Source: Smart MLS,MLS#: 24141707
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 7
- Full bathrooms: 5
- 1/2 bathrooms: 2
Rooms
- Room types: Bonus Room, Breezeway, Gym, Laundry
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Family room
- Level: Main
Kitchen
- Level: Main
Library
- Level: Main
Living room
- Level: Main
Rec play room
- Level: Main
Heating
- Forced Air, Oil
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Cooktop, Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Upper Level
Features
- Entrance Foyer
- Doors: French Doors
- Basement: Partial,Partially Finished
- Attic: Storage,Walk-up
- Number of fireplaces: 4
Interior area
- Total structure area: 7,605
- Total interior livable area: 7,605 sqft
- Finished area above ground: 7,605
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 3
Features
- Patio & porch: Patio
- Exterior features: Tennis Court(s), Rain Gutters, Garden, Lighting, Underground Sprinkler
- Has private pool: Yes
- Pool features: In Ground
Lot
- Size: 4.64 Acres
- Features: Dry, Level, Landscaped
Details
- Parcel number: 184346
- Zoning: 2AC
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Stone
- Roof: Wood
Condition
- New construction: No
- Year built: 1939
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Community & HOA
Community
- Features: Health Club, Library, Park, Pool, Shopping/Mall, Tennis Court(s)
- Security: Security System
- Subdivision: Ponus Ridge
HOA
- Has HOA: No
Location
- Region: New Canaan
Financial & listing details
- Price per square foot: $788/sqft
- Tax assessed value: $3,008,390
- Annual tax amount: $50,210
- Date on market: 11/23/2025
- Exclusions: See Inclusion/Exclusion List
Estimated market value
$5,553,700
$5.28M - $5.83M
$7,490/mo
Price history
Price history
| Date | Event | Price |
|---|---|---|
| 3/10/2026 | Pending sale | $5,995,000$788/sqft |
Source:  Smart MLS #24141707 Report a problem | ||
| 11/23/2025 | Listed for sale | $5,995,000-7.7%$788/sqft |
Source: Smart MLS #24141707 Report a problem | ||
| 8/12/2025 | Listing removed | $6,495,000$854/sqft |
Source: Smart MLS #24097853 Report a problem | ||
| 5/27/2025 | Listed for sale | $6,495,000+68.7%$854/sqft |
Source: Smart MLS #24097853 Report a problem | ||
| 6/13/2014 | Sold | $3,850,000-3.7%$506/sqft |
Source: Smart MLS #99048850 Report a problem | ||
| 1/25/2014 | Pending sale | $3,999,995$526/sqft |
Source: Halstead Property #99048850 Report a problem | ||
| 1/25/2014 | Listed for sale | $3,999,995+0.1%$526/sqft |
Source: Halstead Property #99048850 Report a problem | ||
| 7/18/2012 | Listing removed | $3,995,000$525/sqft |
Source: HALSTEAD PROPERTY Report a problem | ||
| 3/3/2012 | Listed for sale | $3,995,000-4.9%$525/sqft |
Source: HALSTEAD PROPERTY #98529885 Report a problem | ||
| 12/3/2011 | Listing removed | $4,200,000$552/sqft |
Source: HALSTEAD PROPERTY Report a problem | ||
| 7/1/2011 | Price change | $4,200,000-6.1%$552/sqft |
Source: HALSTEAD PROPERTY #98500479 Report a problem | ||
| 5/12/2011 | Listed for sale | $4,475,000-4.3%$588/sqft |
Source: HALSTEAD PROPERTY #98500479 Report a problem | ||
| 3/5/2011 | Listing removed | $4,675,000$615/sqft |
Source: William Pitt Sothebys International Realty #132543 Report a problem | ||
| 10/15/2010 | Price change | $4,675,000-4.1%$615/sqft |
Source: William Pitt Sothebys International Realty #132543 Report a problem | ||
| 3/14/2010 | Listed for sale | $4,875,000+25.8%$641/sqft |
Source: William Pitt Sothebys International Realty #132543 Report a problem | ||
| 6/8/2004 | Sold | $3,875,000$510/sqft |
Source: Public Record Report a problem | ||
Public tax history
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $50,210 +3.4% | $3,008,390 |
| 2024 | $48,555 +6.1% | $3,008,390 +24.4% |
| 2023 | $45,785 +3.1% | $2,417,380 |
| 2022 | $44,407 +1.2% | $2,417,380 |
| 2021 | $43,900 | $2,417,380 |
| 2020 | $43,900 -0.4% | $2,417,380 |
| 2019 | $44,093 -2.2% | $2,417,380 -9.1% |
| 2018 | $45,098 +1.7% | $2,659,090 |
| 2017 | $44,327 +2.2% | $2,659,090 |
| 2016 | $43,370 +33.4% | $2,659,090 +30.8% |
| 2015 | $32,501 +2.9% | $2,032,590 |
| 2014 | $31,586 -9.7% | $2,032,590 -15.3% |
| 2013 | $34,993 +3.6% | $2,398,400 |
| 2012 | $33,769 +1.7% | $2,398,400 |
| 2011 | $33,218 +2% | $2,398,400 |
| 2010 | $32,570 +4.6% | $2,398,400 +2.8% |
| 2009 | $31,138 +1.2% | $2,332,400 +14.7% |
| 2008 | $30,756 +4% | $2,034,100 |
| 2007 | $29,576 +3.6% | $2,034,100 |
| 2006 | $28,559 +4.9% | $2,034,100 |
| 2005 | $27,237 +5.8% | $2,034,100 |
| 2004 | $25,752 +27.4% | $2,034,100 +40.8% |
| 2003 | $20,216 +0.1% | $1,445,010 +49.4% |
| 2001 | $20,195 +1.9% | $967,200 0% |
| 2000 | $19,810 +5% | $967,280 |
| 1999 | $18,862 | $967,280 |
Find assessor info on the county website
BuyAbility℠ payment
Est. payment
$39,888/mo
Principal & interest
$31445
Property taxes
$8443
More affordability tools
Climate risks
Neighborhood: 06840
Nearby schools
GreatSchools rating
- 9/10West SchoolGrades: PK-4Distance: 1 mi
- 9/10Saxe Middle SchoolGrades: 5-8Distance: 2.5 mi
- 10/10New Canaan High SchoolGrades: 9-12Distance: 2.5 mi
Schools provided by the listing agent
- Elementary: West
- Middle: Saxe Middle
- High: New Canaan
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Local experts in 06840
- Connecticut
- Fairfield County
- New Canaan
- 06840
- 276 Greenley Road
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