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$5,995,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 1 Partial Bath
  • 8,208 Sq. Ft.
  • 3 Car Garage
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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.

Full Property Details for 20 Cutler Rd

General

  • Price: $5,995,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24135644
  • Updated: 11/26/2025
  • Added to Site: 84 day(s) ago

Interior

  • Number of Rooms: 14
  • Interior Features: Auto Garage Door Opener, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Gas Range, Oven/Range, Microwave, Refrigerator, Freezer, Subzero, Dishwasher, Washer, Gas Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: Primary Bedroom - Remodeled, 9 ft+ Ceilings, Vaulted Ceiling, Bedroom Suite, Full Bath, Hardwood Floor, Main
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom - Bedroom Suite, Upper
  • Bedroom 3: Bedroom, Upper
  • Bedroom 4: Bedroom - Bedroom Suite, Upper

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Book Shelves, Built-Ins, Fireplace, Main
  • Great Room: Great Room - Remodeled, Bay/Bow Window, 9 ft+ Ceilings, Cathedral Ceiling, Fireplace, Main
  • Family Room: Family Room, Main
  • Eat In Kitchen: Eat-In Kitchen - Breakfast Bar, Built-Ins, Dry Bar, Eating Space, Main
  • Dining Room: Dining Room - Bay/Bow Window, Combination Liv/Din Rm, Hardwood Floor, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Remodeled, Lower
  • Rec Room: Remodeled, Lower
  • Laundry: Lower Level, Upper Level

Additional Information

  • Pool: Yes
  • Pool Description: Heated, In Ground Pool

Exterior

  • Exterior Features: Grill, Underground Utilities, Terrace, French Doors

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: Back Country
  • Driving Directions: john street to bedford to cutler

School Information

  • Elementary School: Parkway
  • High School: Greenwich

Community

  • Community Name: Back Country

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Propane
  • Heating Fuel: Propane
  • Water Heater: Tankless Hotwater

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Shingle, Clapboard
  • Basement Desc.: Full
  • Roof: Asphalt Shingle
  • Square Feet: 8,208
  • Above Ground: 6,555 Sq. Ft.
  • Below Ground: 1,653 Sq. Ft.
  • Year Built: 1969

Lot Features

  • Lot Size (Acres): 4
  • Zoning: RA-4
  • Lot Description: Level Lot, Golf Course View, Professionally Landscaped

Water Features

  • Water Front Desc.: Beach Rights

Green Features

  • Energy Features: Generator Ready, Programmable Thermostat

Financial Considerations

  • Assessment Amount: $1,630,020
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1841646

Listed by Houlihan Lawrence, B.K. Bates

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Listing agent

— 20 Cutler Rd —

  • B.K. Bates

    Houlihan Lawrence

Agent Contact: (203) 536-4997 Office Contact: (203) 869-0700

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 20 Cutler Rd

School District:Greenwich School District
NameGradesDistance
Parkway School
141 Lower Cross Road, Greenwich, CT 06831
K-53 mi
Western Middle School
1 Western Junior Highway, Greenwich, CT 06830
6-86.6 mi
Greenwich High School
10 Hillside Road, Greenwich, CT 06830
9-126.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 20 Cutler Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/23/2025
Listed
$5,995,000
71.29%
MLS
4/08/2025
Sold
$3,500,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 20 Cutler Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$19,625
3%
$1,630,020
—
2023
$19,088
3%
$1,630,020
—
2023
$18,566
1%
$1,630,020
—
2022
$18,387
—
$1,630,020
27%
2021
$18,387
24%
$1,278,900
—
2020
$14,822
-1%
$1,278,900
—
2019
$14,938
3%
$1,278,900
—
2018
$14,541
—
$1,278,900
—
2017
$14,541
2%
$1,278,900
—
2016
$14,324
6%
$1,278,900
7%
2015
$13,478
3%
$1,195,950
—
2014
$13,120
3%
$1,195,950
—
2013
$12,773
—
$1,195,950
—
2011
$12,773
—
$1,195,950
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Houlihan Lawrence, B.K. Bates

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20 Cutler Road, Greenwich, CT 06831 (MLS# 24135644) is a Single Family property with 5 bedrooms, 5 full bathrooms and 1 partial bathroom. 20 Cutler Road is currently listed for $5,995,000 and was received on October 23, 2025. Want to learn more about 20 Cutler Road? Do you have questions about finding other Single Family real estate for sale in Greenwich? You can browse all Greenwich real estate or contact a Coldwell Banker agent to request more information.

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