Home / Recently Sold / New Canaan
Closed · For Sale
$5,995,000
276 Greenley Road, New Canaan, Connecticut 06840
6 beds 7 baths 7,605 sq ft Single Family For Sale Built 1939
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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,

Status
Closed
Type
Single Family For Sale
Price
$5,995,000
Beds
6
Baths
7
Interior
7,605 sq ft
Lot
4.64 ac
Year Built
1939
MLS #
24141707
ZIP
06840
Days on Market
108
Heat
Oil · Hot Air
Cooling
Central Air, Zoned
Water
Private Well
Sewer
Septic
Parking
Attached Garage (3-car)
Laundry
Upper Level
Flood Zone
No

Flood risk: check the FEMA flood map for this address.

Schools

Elementary
West
Middle / Jr High
Saxe Middle
High School
New Canaan

Taxes

Property tax
$50,210 (July 2025-June 2026)
Assessed value
$3,008,390

Interior

Appliances
Gas Cooktop, Wall Oven, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
Basement
Partial, Partially Finished, Partial With Walk-Out
Attic
Unfinished, Storage Space, Walk-up
Fireplaces
4
Total rooms
12

Building & Exterior

Style
Colonial
Roof
Wood Shingle
Siding
Clapboard
Exterior features
Tennis Court, Gutters, Garden Area, Lighting, French Doors, Underground Sprinkler, Patio
Foundation
Stone
Pool
In Ground Pool
New construction
No/Resale

Lot & Land

Zoning
2AC
Lot
Dry, Level Lot, Professionally Landscaped

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

2026-04-02Sold — $5,600,000 asked $5,995,000 (this listing)MLS 24141707

Public record

From the New Canaan assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

Year built1939
Living area7,605 sq ft
Total rooms12
Lot size4.64 acres
Stories2
HeatForced Hot Air
ExteriorWood Shingles
Assessed value$3,008,390
Town appraisal$4,297,700
Last recorded sale2014 — $3,850,000
Listing courtesy of William Raveis Real Estate — Melissa Rwambuya · (203) 966-3555

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