276 Greenley Rd New Canaan, CT 06840
Estimated payment $35,687/month
Highlights
- Popular Property
- Tennis Courts
- 4.64 Acre Lot
- West Elementary School Rated A+
- In Ground Pool
- Colonial Architecture
About This Home
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
Listing Agent
William Raveis Real Estate Brokerage Phone: (917) 670-5053 License #RES.0791187 Listed on: 11/22/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $50,210
Year Built
- Built in 1939
Lot Details
- 4.64 Acre Lot
- Sprinkler System
- Garden
- Property is zoned 2AC
Home Design
- Colonial Architecture
- Stone Foundation
- Frame Construction
- Wood Shingle Roof
- Clap Board Siding
- Concrete Siding
- Masonry
Interior Spaces
- 7,605 Sq Ft Home
- 4 Fireplaces
- French Doors
- Entrance Foyer
- Bonus Room
- Home Gym
- Home Security System
Kitchen
- Built-In Oven
- Gas Cooktop
- Range Hood
- Dishwasher
- Wine Cooler
Bedrooms and Bathrooms
- 6 Bedrooms
Laundry
- Laundry Room
- Laundry on upper level
- Dryer
- Washer
Attic
- Storage In Attic
- Walkup Attic
- Unfinished Attic
Partially Finished Basement
- Walk-Out Basement
- Partial Basement
Parking
- 3 Car Garage
- Automatic Garage Door Opener
Outdoor Features
- In Ground Pool
- Tennis Courts
- Patio
- Exterior Lighting
- Breezeway
- Rain Gutters
Location
- Property is near shops
Schools
- West Elementary School
- Saxe Middle School
- New Canaan High School
Utilities
- Zoned Heating and Cooling
- Heating System Uses Oil
- Private Company Owned Well
- Oil Water Heater
- Fuel Tank Located in Basement
- Cable TV Available
Listing and Financial Details
- Exclusions: See Inclusion/Exclusion List
- Assessor Parcel Number 184346
Map
Home Values in the Area
Average Home Value in this Area
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 | $50,210 | $3,008,390 | $1,270,500 | $1,737,890 |
| 2024 | $48,555 | $3,008,390 | $1,270,500 | $1,737,890 |
| 2023 | $45,785 | $2,417,380 | $1,158,710 | $1,258,670 |
| 2022 | $44,407 | $2,417,380 | $1,158,710 | $1,258,670 |
| 2021 | $43,900 | $2,417,380 | $1,158,710 | $1,258,670 |
| 2020 | $43,900 | $2,417,380 | $1,158,710 | $1,258,670 |
| 2019 | $44,093 | $2,417,380 | $1,158,710 | $1,258,670 |
| 2018 | $45,098 | $2,659,090 | $1,192,030 | $1,467,060 |
| 2017 | $44,327 | $2,659,090 | $1,192,030 | $1,467,060 |
| 2016 | $43,370 | $2,659,090 | $1,192,030 | $1,467,060 |
| 2015 | $32,501 | $2,032,590 | $1,192,030 | $840,560 |
| 2014 | $31,586 | $2,032,590 | $1,192,030 | $840,560 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 11/22/2025 11/22/25 | For Sale | $5,995,000 | +55.7% | $788 / Sq Ft | |
| 06/13/2014 06/13/14 | Sold | $3,850,000 | -3.7% | $679 / Sq Ft | View Prior Sale |
| 05/14/2014 05/14/14 | Pending | -- | -- | -- | |
| 01/24/2014 01/24/14 | For Sale | $3,999,995 | -- | $705 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $3,850,000 | -- | |
| Warranty Deed | $3,875,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $3,080,000 | Purchase Money Mortgage | |
| Previous Owner | $2,990,000 | No Value Available | |
| Previous Owner | $2,906,250 | No Value Available |
Source: SmartMLS
MLS Number: 24141707
APN: NCAN-000026-000023-000078
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