20 Cutler Rd

Greenwich, CT 06831

$5,795,000
Price
5
Beds
8,208 Sq. Ft.
$706 / Sq. Ft.
8,208
Sq. Ft.
$706
per Sq. Ft.

Description

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...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.
  1. Listed by B.K. Bates • Houlihan Lawrence
    P: (203)-536-4997 C: (203)-536-4997 amandabates@gmail.com

Property Details for 20 Cutler Road

Basement Description
Full
Direct Waterfront
No
Garages Number
3
Neighborhood
Back Country
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
Yes
LISTING UPDATED: 01/17/2026 07:14 PM

Property Details for 20 Cutler Road

StatusActive
MLS #24135644
Days on Market91
Taxes$19,625 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1969
Lot Size4.00 AC / 174,240 SF
CountyFairfield County

Location

Listing Courtesy of Houlihan Lawrence, B.K. Bates
Add your commute

Building Information for 20 Cutler Road

Stories-Year Built1969Building Size-Lot Size4.00 AC / 174,240 SF

Payment Calculator

$29,879 per month

30 year fixed, 6.15% Interest

Principal and Interest

$28,244

Property Taxes

$1,635

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 20 Cutler Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: john street to bedford to cutler
  • Elementary School: Parkway
  • Flood Zone: No
  • High School: Greenwich
  • Latitude: 41.096897
  • Longitude: -73.706299
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $19,625
Interior and Exterior Features
Exterior Features
  • Exterior Features: Grill, Underground Utilities, Terrace, French Doors
  • Pool Description: Heated, In Ground Pool
  • Waterfront Description: Beach Rights
Interior Features
  • Appliances Included: Gas Range, Oven/Range, Microwave, Refrigerator, Freezer, Subzero, Dishwasher, Washer, Gas Dryer, Wine Chiller
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 2
  • Home Automation: Security System, Thermostat(s)
  • Interior Features: Auto Garage Door Opener, Security System
  • Laundry Room Info: Lower Level, Upper Level
  • Rooms Total: 14
Room 1
  • Room Entry Order: 1
  • Room Features: Bay/Bow Window,Book Shelves,Built-Ins,Fireplace
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Features: Remodeled
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 3
  • Room Entry Order: 11
  • Room Level: Main
  • Room Type: Family Room
Room 4
  • Room Entry Order: 2
  • Room Features: Bay/Bow Window,Combination Liv/Din Rm,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 5
  • Listing Key: 41D98FD42AD220CEE0631A01100A0B2A
  • Room Entry Order: 3
  • Room Features: Remodeled,9 ft+ Ceilings,Vaulted Ceiling,Bedroom Suite,Full Bath,Hardwood Floor
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 6
  • Room Entry Order: 4
  • Room Features: Bedroom Suite
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 5
  • Room Features: Bedroom Suite
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 9
  • Listing Key: 41D98FD42AD220CEE0631A01100A0B2A
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 8
  • Room Features: Breakfast Bar,Built-Ins,Dry Bar,Eating Space
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 11
  • Room Entry Order: 9
  • Room Features: Remodeled,Bay/Bow Window,9 ft+ Ceilings,Cathedral Ceiling,Fireplace
  • Room Level: Main
  • Room Type: Great Room
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Shingle, Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1969
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: Three Finished Levels
  • Sq Ft Est Heated Below Grade: 1653
  • Living Area SQFT Per Public Records: 6555
Lot Information
  • Lot Description: Level Lot, Golf Course View, Professionally Landscaped
  • Parcel Number: 1841646
  • Sq Ft Est Heated Above Grade: 6555.0
  • Sq Ft Total: 8208.0
  • Zoning: RA-4
Utilities
  • Energy Features: Generator Ready, Programmable Thermostat
  • Heat Fuel Type: Propane
  • Hot Water Description: Tankless Hotwater
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Vacant

Property History for 20 Cutler Road

DateEvent & SourcePriceAppreciation
Jul 27, 1990

Closed (Public Record)

Public Record #91012146

$650,000—
DateEvent & SourcePrice
07/27/1990

Closed (Public Record)

Public Record #91012146

$650,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 20 Cutler Road

Taxable ValueLand$425,600Additions$1,204,420Total$1,630,020
Tax Record2024$19,625 ($1,635 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt6,555 SqFtAbove Grade Finished SqFt6,555 SqFtUnfinished Basement SqFt1,653 SqFtStories2Lot Size174,240 SqFtStyleSingle Family ResidenceYear Built1969Year Renovated1985ZoningRA-4CountyFAIRFIELDAPNGREE M:10 B:2514Fireplace TypeHas Fireplace

Schools near 20 Cutler Road

This home is within Greenwich School District.
Rating
School
Type
Grades
Distance
Parkway School
Public - K to 5
Western Middle School
Public - 6 to 8
Greenwich High School
Public - 9 to 12
Rating
School
Distance
Parkway School
PublicK to 5

Western Middle School
Public6 to 8

Greenwich High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 20 Cutler Road, Greenwich, CT 06831

20 Cutler Road is a single family home for sale in Greenwich, CT 06831. This property was listed for sale on October 23, 2025 by Houlihan Lawrence, it's currently listed at $5,795,000. It has been on the market for a total of 91 days and was last sold on July 27, 1990. This listing's school district is Greenwich School District. Nearby schools include Parkway School, Western Middle School and Greenwich High School. 20 Cutler Road is a 5-bed, 6-bath, 8,208 sqft single family home built in 1969.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Houlihan Lawrence, B.K. Bates

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.