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Good morning. Welcome to 276 Greenley Road, New Canaan, CT

$5,995,000
6
Beds
7.00
Baths
7,605
SqFt
4.64
Acres

Pricing Insight: Originally listed for $5,995,000, the price has remained unchanged for approximately 65 days. This property has been on the market for approximately 65 days.

276 Greenley Road, New Canaan, CT is a 6-bed, 7-bath, 7,605 square foot home built in 1939 , featuring colonial architecture.

This home is within the New Canaan school district. Local, with nearby schools including West.

MLS #: 24141707

Offered Price: $5,995,000

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 7,605 Sq. Ft.

Lot Size: 4.64 Acres

Neighborhood: Ponus Ridge

County: Fairfield

Year Built: 1939

Design & Construction: Frame,Concrete,Masonry

Heating: Hot Air

Cooling: Central Air,Zoned

Garage Spaces: 3

Price per Sq Ft as listed: $788

Estimated Tax: $50,210

Days on Market: 64

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Air

Fuel Tank Location: In Basement

Cooling System: Central Air, Zoned

Hot Water System: Oil, Domestic

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $788 / Sq. Ft.

Tax assessed value: $3,008,390

Estimated Tax: $50,210

Architectural Style: Colonial

Design & Construction: Frame,Concrete,Masonry

Residence Type: Single Family

Year Constructed: 1939

Living Area: 7,605 Sq. Ft.

Lot Size: 4.64 Acres

Fuel: Oil

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AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in New Canaan
  • Statistical modeling algorithms
Local Market Context
Active Listings: 81
Average Price: $2,535,369
Average DOM: 64 days

Complimentary CMAs, no obligation

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,

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Flood Risk Assessment

Location Analysis:
Inland New Canaan location
Water Proximity:
No direct water access
Topography:
Standard terrain • 4.6 acres
Recommendations:
  • Consult FEMA Flood Maps for accurate zone info
  • Consider flood insurance based on professional assessment
  • Evaluate property drainage during inspection
  • Review local flood history with town officials
Risk Level: Low

Minimal flood risk indicators. Verify with FEMA flood maps.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

  • Dining & Café Access: Low to Moderate
  • Daily Services: Limited
  • Recreational Space: Limited Nearby
How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

  • Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
  • Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

81

Homes For Sale

$2,535,369

Average List Price

Mechanicals & Utilities: Hot Air • Oil • Central Air,Zoned • Private Well water • 4 fireplaces

Exterior Features

Exterior Construction: Clapboard

Roof Type: Wood Shingle

Foundation: Stone

Garage: Attached Garage (3 car)

Patio/Deck: Tennis Court,Gutters,Garden Area,Lighting,French Doors,Underground Sprinkler,Patio

Pool: In Ground Pool

Utilities: Water: Private Well

Only motif connects you to a certified
"Local Market Expert"

Agent Photo
Steve Simos
Real Estate Advisor
New Canaan • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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276 Greenley Road, New Canaan, Connecticut
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Steve Simos
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800-555-0003
Presented by motif • Source: MLS • Listed by: Melissa Rwambuya • William Raveis Real Estate • MLS# 24141707