OFF MARKET

Off market may 2021 for $27M

$37,599,862

Est. refi paymentEst. refi $40,602/mo

•

8,150

sq ft

23 Smith Rd, Greenwich, CT 06830

About this home

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 with two granite islands; stunning Great Room; 4-season solarium opening to terrace with fireplace. Seven bedrooms include one ideal for guests; children's bunk room; luxury master with fireplace, his/her baths, walk-in custom closet. Home gym; wine room; generator; 4-car garage.

Single-familyProperty Type

1937Year Built

5.6 acresLot Size

$4,613Est. Price/Sq.Ft.

4 car garageParking

Listed by Sally Maloney • Houlihan Lawrence

Bought with Tamar Lurie • Coldwell Banker Realty

Redfin checked: 2 minutes ago

•Source:GMLS #106692

Redfin Estimate

$37,599,862

$9.8M since sold in May 2021$14.0M since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 276% higher than the average sale price ($10.00M) of 6 comparable homes.

SOLD OCT 13, 2026
$7,500,000
A
6 beds8.5 baths8,273 sq ft
55 Calhoun Dr, Greenwich, CT 06831
SOLD OCT 1, 2026
$4,255,000
B
7 beds5.5 baths5,657 sq ft
42 Bruce Park Dr, Greenwich, CT 06830
SOLD AUG 28, 2026
$16,800,000
C
6 beds8 baths9,565 sq ft
25 Field Point Cir, Greenwich, CT 06830
SOLD JUN 22, 2026
$6,750,000
D
6 beds7.5 baths7,292 sq ft
105 Woodside Dr, Greenwich, CT 06830
SOLD JUL 24, 2026
$21,500,000
E
6 beds6 baths6,238 sq ft
33 Byram Dr, Greenwich, CT 06830
SOLD AUG 6, 2026
$3,195,500
F
4 beds4.5 baths4,113 sq ft
14 Upland Dr, Greenwich, CT 06831

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Earn from this home

Sell

$15,600,545

Est. take-home

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Est. cash available

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Market trends in 06830, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.9%

1.2% MoM

Median sale price

$2.6M

$778 MoM

Avg. days on market

37d

5 days MoM

Recently sold homes

11 MoM

New listings for sale

OPEN SUN, 12PM TO 3PM
$4,195,000
4 beds4.5 baths3,660 sq ft
80 Milbank Ave Unit A, Greenwich, CT 06830
$1,350,000
3 beds2.5 baths2,120 sq ft
145 Putnam Park #145, Greenwich, CT 06830
$4,895,000
4 beds3.5 baths2,310 sq ft
19 Davenport Ave, Greenwich, CT 06830
Mike Parelli Real Estate LLC
OPEN SUN, 1PM TO 3PM
$1,195,000
4 beds2 baths2,018 sq ft
351 Delavan Ave, Greenwich, CT 06830
$1,850,000
4 beds3 baths2,365 sq ft
59 Stanwich Rd, Greenwich, CT 06830
$479,000
1 bed1 bath585 sq ft
52 Lafayette Pl Unit 2B, Greenwich, CT 06830
$1,495,000
4 beds3 baths1,822 sq ft
127 Lake Ave, Greenwich, CT 06830
$2,000,000
2 beds1 bath783 sq ft
7 Idlewild Mnr, Greenwich, CT 06830
$2,195,000
5 beds3 baths2,688 sq ft
27 Sachem Ln, Greenwich, CT 06830
OPEN SUN, 12PM TO 3PM
$4,795,000
5 beds4.5 baths4,870 sq ft
151 Stanwich Rd, Greenwich, CT 06830
See all

Provided by Redfin

Sale history for 23 Smith Rd

Date

Event

Price

Public Records

May 7, 2021

Sold

$6,000,000

$736/sq ft

GMLS #106692

May 6, 2021

Sold

$27,750,000

$3,405/sq ft

Feb 5, 2021

Pending

—

Nov 12, 2020

Price Changed

$29,900,000

$3,669/sq ft

May 15, 2020

Price Changed

$34,995,000

$4,294/sq ft

May 20, 2019

Listed

$39,500,000

$4,847/sq ft

Public Records

Sep 13, 1991

Sold

$1,075,000

$132/sq ft

Public Records

Sep 13, 1991

Sold

$2,925,000

$359/sq ft

Public Records

Sep 13, 1991

Sold

$4,887,000

$600/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$149,771 (+0.9%)

$9,269,750 + $3,601,570

$12,871,320

2022

$148,406 (+42.6%)

$9,269,750 + $3,601,570

$12,871,320

2021

$104,037 (+5.0%)

$5,713,750 + $2,927,190

$8,640,940

2020

$99,128 (−1.0%)

$5,713,750 + $2,533,160

$8,246,910

2019

$100,117 (+2.3%)

$5,713,750 + $2,533,160

$8,246,910

2018

$97,891 (−1.2%)

$5,713,750 + $2,533,160

$8,246,910

2017

$99,120 (+1.6%)

$5,713,750 + $2,533,160

$8,246,910

2016

$97,553 (−14.1%)

$5,713,750 + $2,533,160

$8,246,910

2014

$113,582

$8,064,070 + $1,706,460

$9,770,530

Tax history for 23 Smith Rd

Year

Property tax

Land + Additions

Assessment*

2023

$149,771 (+0.9%)

$9,269,750 + $3,601,570

$12,871,320

2022

$148,406 (+42.6%)

$9,269,750 + $3,601,570

$12,871,320

2021

$104,037 (+5.0%)

$5,713,750 + $2,927,190

$8,640,940

2020

$99,128 (−1.0%)

$5,713,750 + $2,533,160

$8,246,910

2019

$100,117 (+2.3%)

$5,713,750 + $2,533,160

$8,246,910

2018

$97,891 (−1.2%)

$5,713,750 + $2,533,160

$8,246,910

2017

$99,120 (+1.6%)

$5,713,750 + $2,533,160

$8,246,910

2016

$97,553 (−14.1%)

$5,713,750 + $2,533,160

$8,246,910

2014

$113,582

$8,064,070 + $1,706,460

$9,770,530

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

3.6 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Fairfield County

APN

1844178

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Parking and Garage Information
Has Garage
# of Garage Spaces: 4
Parking Features: Electric Gate

Interior

Bathroom Information
# of Full Bathrooms: 8
# of Half Bathrooms: 1
Bathrooms Total Integer: 9
Bathrooms Total Decimal: 8.5

Heating & Cooling
Has Cooling
Cooling: Central A/C
Has Heating
Heating: Hot Water, Natural Gas

Interior Features
Interior Features: Sep Shower, Eat-in Kitchen, Kitchen Island, Pantry, Entrance Foyer
Has Fireplace(s)
# of Fireplaces Total: 7
Basement: Finished

Exterior

Exterior Features
Exterior Features: Boat Slip, Dock
Patio And Porch Features: Terrace
Private Pool

Property Information
Property Sub-Type: Single Family Residence
Year Built: 1937
Year Built Effective: 2016
Roof: Slate
Construction Materials: Clapboard
Other Structures: Barn(s)
Security Features: Security System
Other Equipment: Generator
Building Area Total: 8150.0
Building Area Source: Taxcard

Lot Information
Lot Features: Level, Parklike
On Waterfront
Waterfront Features: LI Sound, Waterfront, Waterviews
Lot Size Area: 5.6
Lot Size Units: Acres
Lot Size Square Feet: 243936.0
Lot Size Acres: 5.6
Zoning: RA-1

Financial

Tax Information
Tax Annual Amount: $164,170.48
Tax Assessed Value: $13,658,110

Utilities

Utilities Information
Sewer: Public Sewer
Water Source: Public

Location

School Information
Elementary School: Julian Curtiss
Middle Or Junior School: Central

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 3.6 acres
Style: Other
Year Built: —
Year Renovated: —
County: Fairfield County
APN: 1844178

Home facts updated by county records on Jul 12, 2023

Around this home

Schools

Julian Curtiss School

Public PreK-5 • Assigned • 1.5mi

7/10

Central Middle School

Public 6-8 • Assigned • 2.8mi

8/10

Greenwich High School

Public 9-12 • Assigned • 2.3mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

3/10 Flood Factor

Estimated 10-14% chance of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 16 days in 30 years

6/10 Wind Factor

71% chance of strong winds in next 30 years

6/10 Air Factor

9 unhealthy days expected this year, 13 days in 30 years

Provided by First Street

Historical weather

Greenwich, CT • 06830

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$35.72M – $43.24M

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Home values near 23 Smith Rd

Data from public records.

Address	Redfin Estimate
27 Smith Road, Greenwich, CT 9 Beds \| 11.5 Baths \| 7028 Sq. Ft.	$14,840,393
2 Broad Road, Greenwich, CT 5 Beds \| 7.5 Baths \| 8650 Sq. Ft.	$13,061,407

Address	Redfin Estimate
1 Smith Road, Greenwich, CT 7 Beds \| 9 Baths \| 11196 Sq. Ft.	$22,118,243
348 Shore Road, Greenwich, CT 4 Beds \| 4 Baths \| - Sq. Ft.	$9,878,070

Address	Redfin Estimate
6 Smith Road, Greenwich, CT 8 Beds \| 10 Baths \| 6228 Sq. Ft.	$13,947,794
52 Pear Lane, Greenwich, CT 4 Beds \| 6 Baths \| 4495 Sq. Ft.	$15,244,317

Property information provided by GMLS when last listed in 2019. This data may not match . Learn more.

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