Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$5,795,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 6,555 Sq. Ft.
  • 3 Car Garage
  • Updated 9 hours ago

Next open house:

Open House: 1:00 PM - 3:00 PM

Sunday 1/18 1:00 PM - 3:00 PM

20 Cutler Road,Greenwich, CT 06831

20 Cutler RoadGreenwichCT06831

Get directions
See This Home
Save This Home
See This Home
Save This Home
GUT RENOVATION - Stunning sunlit 5BR ,5 BTH Col set on 4 lovely acres with beautiful new pool. Spanning over 8000SF on 3 levels offers exceptional living & entertaining spaces. Spacious Primary w vaulted ceil, 2 dressing rms and exquisite Primary Bath. A dramatic FR showcases soaring ceil & 3 walls of windows. Spectacular new Chef's kit boasts a lge island, sub zero, wolf appliances, butler's pantry w wine fridge, custom cabinetry. Multiple gathering spaces incl formal LR, DR & family rms on 2nd flr & walk out LL. Outdoor living is enhanced by a spacious new terrace w outdoor kit overlooking the pool and lovely grounds. Addt'l amenities incl gym, mudroom, 2 laundries, generator, 400 amp service + 3 car garage. Incredible new offering with many more features. House is not in a flood zone.

Full Property Details for 20 Cutler Rd

General

  • Price: $5,795,000
  • Taxes: $19,625
  • Status: Active
  • Type: Single Family
  • Source: Greenwich
  • MLS ID: 124167
  • Updated: Today (1/16/2026)
  • Added to Site: Today

Interior

  • Interior Features: Kitchen Island, Eat-in Kitchen, Built-in Features, Entrance Foyer, Sep Shower, Pantry, Cat 5/6 Wiring
  • Number of Fireplaces: 2

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated
  • Security/Safety: Security System, Smoke Detector(s)
  • Equipment: Generator

Exterior

  • Porch/Patio/Deck: Terrace

Parking

  • Garage: Yes
  • Garage Spaces: 3

Location

  • Area: 3 - Greenwich
  • County: Fairfield

School Information

  • Elementary School: Parkway
  • Middle School: Western

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air, Oil
  • Heating Fuel: Oil

Utilities

  • Gas: Propane
  • Sewer: Septic Tank
  • Water: Well
  • Well: Yes
  • Utility Description: Propane

Structural Information

  • Architectural Style: Colonial
  • Construction: Shingle Siding
  • Basement Desc.: Walk-Out Access, Finished
  • Roof: Asphalt
  • Windows: Double Pane Windows
  • Square Feet: 6,555
  • Sq. Ft. Source: Taxcard
  • Year Built: 1969
  • Remodeled/Updated: 2025

Lot Features

  • Lot Size (Acres): 4
  • Lot Size (Sq. Ft.): 174,240
  • Irrigation System: Sprinkler System
  • Lot Features: Courtyard, Level
  • Zoning: RA-4
  • Lot Description: Level

Financial Considerations

  • Price Per Sq. Ft.: $884.06
  • Tax Amount: $19,625

Disclosures and Reports

  • Inclusions: Washer/Dryer, All Kitchen Applncs
  • Property ID: 10-2514

Listed by Houlihan Lawrence

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 20 Cutler Rd —

  • Houlihan Lawrence

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
1/16/2026
Listed
$5,795,000
65.57%
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.

Estimate the Cost for 20 Cutler Rd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Houlihan Lawrence

Similar Properties near 20 Cutler Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

20 Cutler Rd, Greenwich, CT 06831 - Photo 1
$5,995,000

20 Cutler Rd  Greenwich, CT 06831

  • Single Family
  • Active
  • 5
    Beds
  • 6
    Total Baths
  • 8,208
    Sq. Ft.
Listed by Houlihan Lawrence
868 North Street, Greenwich, CT 06831 - Photo 1
$5,200,000

868 North Street  Greenwich, CT 06831

  • Single Family
  • Active
  • Updated 7 days ago
  • 5
    Beds
  • 7
    Total Baths
  • 5,040
    Sq. Ft.
Listed by Sotheby's International Realty
182 Taconic Rd, Greenwich, CT 06831 - Photo 1
$6,450,000

182 Taconic Rd  Greenwich, CT 06831

  • Single Family
  • Active
  • 6
    Beds
  • 8
    Total Baths
  • 9,321
    Sq. Ft.
Listed by William Raveis Real Estate
15 Lexington Ave, Greenwich, CT 06830 - Photo 1
$5,500,000

15 Lexington Ave  Greenwich, CT 06830

  • Single Family
  • Active
  • Updated 10 days ago
  • 4
    Beds
  • 6
    Total Baths
  • 3,173
    Sq. Ft.
Listed by Compass Connecticut, LLC

Just Listed near 20 Cutler Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

850 E Main St, Stamford, CT 06902 - Photo 1 Just Listed
$560,000
Open House

850 E Main St  #APT 518  Stamford, CT 06902

  • Condo
  • Active
  • Updated 2 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,335
    Sq. Ft.
Listed by THE REID TEAM AT COLDWELL BANKER REALTY (203) 400-0841
37 Greenwich Ave, Stamford, CT 06902 - Photo 1 Just Listed
$379,000

37 Greenwich Ave  #APT 1-12  Stamford, CT 06902

  • Apartment
  • Active
  • Updated 9 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,354
    Sq. Ft.
Listed by Beycome of Connecticut
2437 Bedford St, Stamford, CT 06905 - Photo 1 Just Listed
$499,000

2437 Bedford St  #22-4  Stamford, CT 06905

  • Townhouse
  • Active
  • Updated 9 hours ago
  • 1
    Bed
  • 2
    Total Baths
  • 1,066
    Sq. Ft.
Listed by Keller Williams Prestige Prop.
20 Wardwell St, Stamford, CT 06902 - Photo 1 Just Listed
$999,000

20 Wardwell St  Stamford, CT 06902

  • Multi-Family
  • Active
  • Updated 9 hours ago
  • 8
    Total Beds
Listed by Howard Hanna Rand Realty

Price Reduced near 20 Cutler Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

33 Halsey Dr, Old Greenwich, CT 06870 - Photo 1 Price Reduced
-$30,000 (-2.01%)
$1,465,000

33 Halsey Dr  Old Greenwich, CT 06870

  • Single Family
  • Active
  • Updated 23 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,655
    Sq. Ft.
Listed by William Raveis Real Estate
33 Halsey Dr, Old Greenwich, CT 06870 - Photo 1 Price Reduced
-$30,000 (-2.01%)
$1,465,000

33 Halsey Dr  Old Greenwich, CT 06870

  • Lots/Land
  • Active
  • Updated 23 hours ago
  • 0.17
    Acres
Listed by William Raveis Real Estate
2700 Bedford St, Stamford, CT 06905 - Photo 1 Price Reduced
-$21,000 (-3.57%)
$568,000

2700 Bedford St  #Apt J  Stamford, CT 06905

  • Condo
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 1,403
    Sq. Ft.
Listed by William Raveis Real Estate
104 Strawberry Hill Ave, Stamford, CT 06902 - Photo 1 Price Reduced
-$10,000 (-4.17%)
$230,000

104 Strawberry Hill Ave  #2  Stamford, CT 06902

  • Co-op
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 1
    Total Bath
  • 900
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l

Recent Sales near 20 Cutler Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

79 Richmond Hill Rd, Greenwich, CT 06831 - Photo 1 Sold
$4,950,000

79 Richmond Hill Rd  Greenwich, CT 06831

  • Single Family
  • Closed
  • 6
    Beds
  • 8
    Total Baths
  • 7,447
    Sq. Ft.
Listed by Sotheby's International Realty
Sold by Foreign Listing
67 Richmond Hill Rd, Greenwich, CT 06831 - Photo 1 Sold
$6,500,000

67 Richmond Hill Rd  Greenwich, CT 06831

  • Single Family
  • Closed
  • 5
    Beds
  • 7
    Total Baths
  • 6,536
    Sq. Ft.
Listed by Brown Harris Stevens CT, LLC
Sold by Houlihan Lawrence
[Address not provided], Greenwich, CT 06831 - Photo 1 Sold
$5,500,000

[Address not provided]  Greenwich, CT 06831

  • Single Family
  • Closed
  • 6
    Beds
  • 10
    Total Baths
  • 7,438
    Sq. Ft.
Listed by William Pitt Sotheby's Int'l
Sold by Houlihan Lawrence
118 John St, Greenwich, CT 06831 - Photo 1 Sold
$6,100,000

118 John St  Greenwich, CT 06831

  • Single Family
  • Closed
  • 5
    Beds
  • 7
    Total Baths
  • 8,685
    Sq. Ft.
Listed by Houlihan Lawrence
Sold by Houlihan Lawrence

20 Cutler Road, Greenwich, CT 06831 (MLS# 124167) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 20 Cutler Road is currently listed for $5,795,000 and was received on January 16, 2026. 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.

Tour this property