23 Smith Road

Greenwich, CT 06830

1/2 Bath
8,150 Sq. Ft.
$3,669 / Sq. Ft.
Sq. Ft.
per Sq. Ft.


Magnificent waterfront estate embraces six exquisitely sculptured acres on a private road with heated pool, guest cottage, oak-paneled barn, gorgeous gardens, dock and extensive shoreline on Greenwich Harbor. Classic elegance untarnished by the passage of time defines renovated/expanded 1937 residence with sophisticated interior design by Cullman and Kravis of New York; 6 fireplaces; panoramic water views; fabulous waterfront terrace. Gracious formal rooms; family room adjoining grand gourmet kitchen...

Property Details for 23 Smith Road

South of Post Road
Basement Type
Garage #
Garage Desc


Listing Courtesy of Houlihan Lawrence, Sally Maloney

Property Details for 23 Smith Road

MLS #106692
Days on Market627
Taxes$164,170.48 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built1937
Lot Size5.60 AC / 243,935 SF
CountyFairfield County

Listing Agent

Sally Maloney

Sally Maloney

Houlihan Lawrence


P: (203) 869-0700

M: (203) 962-2100

Contact Agent(s)


Listing Courtesy of Houlihan Lawrence, Sally Maloney

Building Information for 23 Smith Road

Stories-Year Built1937Building Size-Lot Size5.60 AC / 243,935 SF

Payment Calculator

$113,885 per month

30 year fixed, 2.95% Interest

Principal and Interest


Property Taxes


HOA Dues


Similar Homes

Property Information for 23 Smith Road

    Location and General Information
  • Area: 3 - Greenwich
  • Elementary School: Julian Curtiss
  • Middle School: Central
  • District: 2-A
Interior and Exterior Features
    Interior Features
  • Entry Hall Level/FP: 1st: 1
  • Living Room Level/FP: 1st: 1
  • Living Room Level/FP: FP: 1
  • Dining Room Level/FP: 1st: 1
  • Dining Room Level/FP: FP: 1
  • Library/Den Level/FP: 1st: 1
  • Library/Den Level/FP: FP: 1
  • Family Room Level/FP: 1st: 1
  • Family Room Level/FP: FP: 1
  • Powder Room Level/FP: 1st: 1
  • Kitchen Level/FP: 1st: 1
  • Master Bdrm Level/FP: 2nd: 1
  • Master Bdrm Level/FP: FP: 1
  • Master Bath Level/FP: 2nd: 2
  • Dbl Bdrms Level/FP: 2nd: 3
  • Dbl Bdrms Level/FP: 3rd: 2
  • Sngl Bdrms Level/FP: 2nd: 1
  • Bath Level/FP: 1st: 1
  • Bath Level/FP: 2nd: 3
  • Bath Level/FP: 3rd: 2
  • Staff Level/FP: 2nd: 1
  • Laundry Level/FP: 1st: 1
  • Laundry Level/FP: LL: 1
  • Other Room Level/FP: 1st: 1
  • Other Room Level/FP: FP: 1
  • Dining Room Ceilings: Extra Height
  • Dining Room Comments: Formal
  • Entry Hall Ceilings: Extra Height
  • Entry Hall Comments: Foyer, Front to Back, Hardwood Floor
  • Family Room Ceilings: Extra Height
  • Family Room Comments: Adjacent Kitchen, Built-Ins, French Doors
  • Kitchen Ceilings: Extra Height
  • Kitchen Comments: Breakfast Room, Eat-In Kitchen, Gourmet, Island, Pantry
  • Laundry Comments: Separate Room
  • Library/Den Ceilings: Extra Height
  • Library/Den Comments: Built-Ins
  • Living Room Ceilings: Extra Height
  • Living Room Comments: Step Down
  • Master Bdrm Comments: Dressing Room, Master Bedroom Suite
  • Master Bth Comments: Sep Shower
  • Other Room Comments: Solarium
    Exterior Features
  • Pool Description: Heated
  • Court: No
  • Keybox: No
  • Exterior: Clapboard
  • Roof: Slate
    Property and Assessments
  • Assessment: $13,658,110
  • Year Renovations: 2016
  • Zoning: RA-1
  • Sanitation Source: Town Sewer
  • Design Plan: Center Hall
  • SqFt Source: Taxcard
  • Year Addition: 2008.0
  • Excluded: Call LB
  • Features: Auto Gate, Boat Slip, Dock, Generator, Security System, Terrace
  • Included: All Kitchen Applncs
  • Lot Description: Level, Parklike
  • Outbuildings: Barn(s), Cottage w/Kitchen
  • Waterfront Descrip: LI Sound, Waterfront, Waterviews
  • Taxes: $164,170
  • Cooling System: Central A/C
  • Heat Fuel: Gas
  • Heat System: Hot Water
  • Hot Water: Gas
    Building Details
  • Water Source: Public

Public Records for 23 Smith Road

Taxable ValueLand$5,713,750Additions$2,533,160Total$8,246,910
Tax Record2020$99,128 ($8,261 / month)
Home Facts
Beds0Lot Size156,816 SqFtStyleSingle Family ResidenceZoningRA-1CountyFAIRFIELDAPNGREE M:02 B:1336/S

Schools near 23 Smith Road

Julian Curtiss SchoolPublicK-51.5 mi
Community ConnectionsPublic1.5 mi
Greenwich High SchoolPublic9-122.2 mi
Central Middle SchoolPublic6-82.9 mi

Julian Curtiss School

K-5, 1.5 mi, Public


Community Connections

1.5 mi, Public


Greenwich High School

9-12, 2.2 mi, Public


Central Middle School

6-8, 2.9 mi, Public


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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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 expressly disclaims any liability in connection therewith. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Houlihan Lawrence, Sally Maloney

The information being provided by Darien MLS as of 05/20/2019 12:00 AM, Smart MLS as of 05/20/2019 12:00 AM, and/or Greenwich Multiple Listing Service ("GMLS") as of 05/20/2019 12:00 AM is provided exclusively for the visitor's personal, noncommercial use and may not be used for any purpose other than to identify prospective properties the visitor may be interested in purchasing. The data contained herein is copyrighted by GMLS, Darien MLS, and/or Smart MLS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. This website may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this website. 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. Data last updated on 02/05/2021 04:05 PM.