$5,995,000
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276 Greenley Road, New Canaan, CT 06840

6 Beds
7 Baths
7,605 Sq Ft

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,

  • MLS# 24141707
  • Date Listed11/22/2025
  • Days on Realty 3 Days
  • Bedrooms 6
  • Bathrooms 5 Full baths, 2 Half baths
  • Lot Size 4.64 acres (202,118 sq. ft)
  • Sewer Septic Tank
  • Property Type Single Family
  • County Fairfield
  • Year Built 1939
  • Water Well
  • Square Feet 7,605 sq. ft
  • Price Per Sq. Ft $788.3

Interior Features

  • Appliances Dishwasher, Dryer, Gas Cooktop, Refrigerator, Oven, Washer, Range Hood, Wine Cooler
  • Cooling Central Air, Zoned
  • Heating Oil, Forced Air

Exterior / Lot Features

  • Exterior Garden, Tennis Court(s)
  • Roof Wood
  • Lot Size Acres 4.64
  • Lot Size SQFT 202,118.40
  • Lot Features Level

Financial Considerations

  • Tax Amount $50,210
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in CT / 06840

Source: Walkscore

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 10/100, Transit Score: 10/100, Bike Score: 15/100.

Points of Interest near 276 Greenley Road, New Canaan, CT 06840

Frequently Asked Questions for 276 Greenley Road

Source: Realty.com

276 Greenley Road, New Canaan, CT 06840 is a Single Family 7,605 sq. ft. home listed for sale. Realty.com has 40 photos available of this 6 bed, 7 bath house, listed at $5,995,000. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 40 photos of 276 Greenley Road.

Our records indicate that 276 Greenley Road was built in 1939.

The full address for this home is 276 Greenley Road, New Canaan, CT 06840.

276 Greenley Road has been listed on Realty.com since Sat November 22, 2025

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 10/100, Transit Score: 10/100, Bike Score: 15/100.

There are 3 schools assigned to this home. Check out the schools near 276 Greenley Road. West School (Grades: PK - 4), Saxe Middle School (Grades: 5 - 8), New Canaan High School (Grades: 9 - 12)

Listing provided courtesy of: William Raveis Real Estate (tel: 203-966-3555)
Listing agent: Melissa Rwambuya (tel: 203-966-3555) (#16830)

This content last refreshed on 2025-11-25 08:00:54. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 276 Greenley Road, New Canaan, CT 06840 : MLS# 24141707