20 Cutler Road - Greenwich, CT

$5,795,000

Beds

6.00

Baths

8,208

SqFt

4.00

Acres

Pricing Insight: Originally listed for $5,995,000, the price was last adjusted to $5,795,000 on January 27, 2026, a –$200,000 (3.3%) change, approximately 0 days ago. This property has been on the market for approximately 96 days.

20 Cutler Road, Greenwich, CT is a 5-bed, 6-bath, 8,208 square foot home built in 1969 , featuring colonial architecture.

This home is within the Greenwich school district. Local, with nearby schools including Parkway.

MLS #: 24135644

Offered Price: $5,795,000

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 8,208 Sq. Ft.

Lot Size: 4.00 Acres

Neighborhood: Back Country

County: Fairfield

Year Built: 1969

Design & Construction: Frame

Heating: Hot Air

Cooling: Central Air

Garage Spaces: 3

Price per Sq Ft as listed: $706

Estimated Tax: $19,625

Days on Market: 96

Home Automation: Security System, Thermostat(s)

Energy Features: Generator Ready, Programmable Thermostat

Solar Contract: Not specified

Heating Fuel: Propane

Fuel Type: Hot Air

Fuel Tank Location: In Basement

Cooling System: Central Air

Hot Water System: Tankless Hotwater

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $706 / Sq. Ft.

Tax assessed value: $1,630,020

Estimated Tax: $19,625

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1969

Living Area: 8,208 Sq. Ft.

Lot Size: 4.00 Acres

Fuel: Propane

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AUTOMATED VALUATION ESTIMATE

Note: Computer-generated estimate, not an appraisal.

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Understanding This Valuation

The RPR AVM considers:

Recent sales of comparable properties
Property characteristics and location
Market trends in Greenwich
Statistical modeling algorithms

Local Market Context

Active Listings: 98

Average Price: $1,668,645

Average DOM: 96 days

Complimentary CMAs, no obligation

A rare blend of privacy, luxury and modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres with a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living and entertaining spaces. Primary suite features vaulted ceiling and dual dressing rooms, while a dramatic family room showcases soaring ceiling and three walls of windows. The new chef's kitchen boasts a large island, Sub-Zero appliances, butler's pantry with wine fridge and custom cabinetry. Multiple gathering spaces incl formal living and dining rooms plus family rooms on 2nd floor and walk-out LL. Outdoor living is enhanced by a spacious terrace with kitchen overlooking the pool + landscaped grounds. Additional amenities include exercise room, mudroom, 2 laundries, 400 amp service + a 3 car garage.

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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features

Location Analysis:

Water features noted

Water Proximity:

Near water body

Topography:

Standard terrain • 4.0 acres

Water Indicators Found:

Water-related features referenced in listing details

Recommendations:

Professional flood assessment advised
Based on identified water-related indicators, flood insurance may warrant consideration
Consult FEMA Flood Maps for zone verification
Evaluate drainage systems
Review local flood history

Risk Level: Moderate

Property near water bodies. Consider flood insurance.

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.

98

Homes For Sale

$1,668,645

Average List Price

Mechanicals & Utilities: Hot Air • Propane • Central Air • Private Well water • 2 fireplaces

Exterior Features

Exterior Construction: Shingle,Clapboard

Roof Type: Asphalt Shingle

Foundation: Concrete

Garage: Attached Garage (3 car)

Patio/Deck: Grill,Underground Utilities,Terrace,French Doors

Pool: Heated,In Ground Pool

Utilities: Water: Private Well

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Steve Simos

Real Estate Advisor

Greenwich • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

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(800) 555-0003

george@appzentric.com

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20 Cutler Road, Greenwich, Connecticut

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