OFF MARKET

Off market jun 2015 for $2.7M

$5,415,162

Est. refi paymentEst. refi $12,448/mo

•

9,720

sq ft

105 Dingletown Rd, Greenwich, CT 06830

About this home

Original Greenwich Masterpiece. Majestic and stately 9,720 sq. ft Georgian nestled in 2 acres on a beautiful, quiet street just 10 min from town. Impeccable fieldstone construction w/ classic architectural detail that speaks volumes in grace and style. Soaring ceiling heights, functional first floor layout, with spacious rooms that exude the expression of a century mansion. Elegant rooms that can comfortably welcome several coupled dignitaries. Formal dining room w/ custom paneling, built in storage & bright sunny LR; a serene library with bespoke marble fireplaces. Three floors of living space, with extensive sleeping porches flanking both east and west ends of the second floor; that capture sunlight and the natural surroundings. Natural stone surround heated pool with running waterfalls.

Single-familyProperty Type

1919Year Built

2 acresLot Size

$557Est. Price/Sq.Ft.

Listed by Kara Cugno • Coldwell Banker Realty

Bought with Kara Cugno • Coldwell Banker Realty

Redfin checked: 2 minutes ago

•Source:GMLS #89195

Redfin Estimate

$5,415,162

$2.7M since sold in June 2015$275K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 46.9% higher than the average sale price ($3.69M) of 5 comparable homes.

SOLD JUL 14, 2026
$4,700,000
A
5 beds5.5 baths5,169 sq ft
34 Dunwoodie Pl, Greenwich, CT 06830
SOLD AUG 11, 2026
$1,800,000
B
5 beds4.5 baths4,505 sq ft
147 Highline Trl, Stamford, CT 06902
SOLD SEP 2, 2026
$3,150,000
C
4 beds5.5 baths3,983 sq ft
94 Londonderry Dr, Greenwich, CT 06830
SOLD SEP 9, 2026
$3,310,000
D
5 beds4.5 baths4,150 sq ft
38 Byfield Ln, Greenwich, CT 06830
SOLD JUN 15, 2026
$5,469,611
E
5 beds6.5 baths7,845 sq ft
14 Alpine Rd, Greenwich, CT 06830

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Earn from this home

Sell

$3,489,247

Est. take-home

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Refinance

Est. cash available

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Rent

$8,973/mo

Redfin rental estimate

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Market trends in 06830, CT

Last updated October 2026

Buyer's Market

Seller's Market

Balanced 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

NEW 1 HR AGO
$8,000,000
3 beds3 baths2,478 sq ft
50 Otter Rock Dr, Greenwich, CT 06830
$5,475,000
5 beds5 baths7,742 sq ft
19 Widgeon Way, Greenwich, CT 06830
COMING SOON
$5,450,000
6 beds7.5 baths6,857 sq ft
4 E Knollwood Dr, Greenwich, CT 06830
$695,000
2 beds1 bath1,060 sq ft
4 Putnam Hl Unit 2 D, Greenwich, CT 06830
$2,850,000
6 beds3.5 baths4,293 sq ft
39 Sawmill Ln, Greenwich, CT 06830
$3,295,000
3 beds3.5 baths2,730 sq ft
1 Old Church Rd #7, Greenwich, CT 06830
$1,445,000
3 beds3.5 baths1,712 sq ft
23 Indian Field Rd, Greenwich, CT 06830
$1,525,000
2 beds1 bath1,087 sq ft
20 Church St Unit B4, Greenwich, CT 06830
$11,500,000
6 beds9 baths8,183 sq ft
26 Lindsay Dr, Greenwich, CT 06830
FOR SALE BY OWNER
$990,000
3 beds2 baths1,541 sq ft
56 Church St W, Greenwich, CT 06830
See all

Provided by Redfin

Sale history for 105 Dingletown Rd

Year

Property tax

Land + Additions

Assessment*

2023

$21,910 (+1.0%)

$616,000 + $1,307,600

$1,923,600

2022

$21,698 (−4.5%)

$616,000 + $1,307,600

$1,923,600

2021

$22,712

$560,000 + $1,399,650

$1,959,650

2020

$22,712 (−0.8%)

$560,000 + $1,399,650

$1,959,650

2019

$22,889 (+2.7%)

$560,000 + $1,399,650

$1,959,650

2018

$22,281

$560,000 + $1,399,650

$1,959,650

2017

$22,281 (+1.5%)

$560,000 + $1,399,650

$1,959,650

2016

$21,948 (−42.6%)

$560,000 + $1,399,650

$1,959,650

2014

$38,264

$1,082,760 + $2,405,270

$3,488,030

Tax history for 105 Dingletown Rd

Year

Property tax

Land + Additions

Assessment*

2023

$21,910 (+1.0%)

$616,000 + $1,307,600

$1,923,600

2022

$21,698 (−4.5%)

$616,000 + $1,307,600

$1,923,600

2021

$22,712

$560,000 + $1,399,650

$1,959,650

2020

$22,712 (−0.8%)

$560,000 + $1,399,650

$1,959,650

2019

$22,889 (+2.7%)

$560,000 + $1,399,650

$1,959,650

2018

$22,281

$560,000 + $1,399,650

$1,959,650

2017

$22,281 (+1.5%)

$560,000 + $1,399,650

$1,959,650

2016

$21,948 (−42.6%)

$560,000 + $1,399,650

$1,959,650

2014

$38,264

$1,082,760 + $2,405,270

$3,488,030

*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

5.5

Stories

Lot width

—

Lot depth

—

Lot size

87,120

Year renovated

—

Sq. Ft.

9,720

Year built

1919

Style

Single Family Residential

County

Fairfield County

APN

1853620

Parking Spaces

—

Basement

Yes

Accessible

HOA Dues

—

Garage

Features

Pool

Last updated by owner on May 21, 2025.

Property details

Interior

Virtual Tour Information

Bathroom Information
# of Full Bathrooms: 5
# of Half Bathrooms: 1
Bathrooms Total Integer: 6
Bathrooms Total Decimal: 5.5

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

Interior Features
Interior Features: Whirlpool Tub, Eat-in Kitchen, Cedar Closet(s)
Has Fireplace(s)
# of Fireplaces Total: 6
Basement: Full, Unfinished

Exterior

Exterior Features
Patio And Porch Features: Screened Porch, Terrace
Private Pool
Pool Features: Waterfall

Property Information
Property Sub-Type: Single Family Residence
Year Built: 1919
Year Built Effective: 1992
Roof: Slate
Construction Materials: Stone, Stucco
Security Features: Security System
Other Equipment: Generator
Building Area Total: 9720.0
Building Area Source: Taxcard

Lot Information
Lot Features: Wooded
Lot Size Area: 2.0
Lot Size Units: Acres
Lot Size Square Feet: 87120.0
Lot Size Acres: 2.0
Zoning: RA-2

Financial

Tax Information
Tax Annual Amount: $38,260.20
Tax Assessed Value: $3,488,030

Utilities

Utilities Information
Sewer: Septic Tank
Water Source: Well

Location

School Information
Elementary School: North Street
Middle Or Junior School: Central

Public facts

Beds: 8
Baths: 5.5
Sq. Ft.: 9,720
Stories: 3.0
Parking Spaces: —
Basement: Yes
Accessible: No
Lot Size: 2 acres
Style: Single Family Residential
Year Built: 1919
Year Renovated: —
County: Fairfield County
APN: 1853620
HOA Dues: —
Garage: No
Features: Pool

Home facts updated by owner on May 21, 2025

Around this home

Schools

K - 12
Preschool & daycare

North Street School

Public PreK-5 • Assigned • 1.5mi

10/10

Central Middle School

Public 6-8 • Assigned • 2.0mi

8/10

Greenwich High School

Public 9-12 • Assigned • 2.5mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk 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 99° expected this year, 15 days in 30 years

6/10 Wind Factor

56% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 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

In this area, properties receive around 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$5.15M – $6.23M

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Home values near 105 Dingletown Rd

Data from public records.

Address	Redfin Estimate
124 Dingletown Rd, Greenwich, CT 4 Beds \| 3.5 Baths \| 3057 Sq. Ft.	$2,679,437
107 Dingletown Rd, Greenwich, CT 4 Beds \| 3.5 Baths \| 3800 Sq. Ft.	$3,944,245
111 Dingletown Rd, Greenwich, CT 5 Beds \| 5.5 Baths \| 5236 Sq. Ft.	$4,469,573
127 Dingletown Rd, Greenwich, CT 4 Beds \| 4.5 Baths \| 4003 Sq. Ft.	$4,038,642
98 Dingletown Rd, Greenwich, CT 6 Beds \| 3.5 Baths \| 3697 Sq. Ft.	$4,252,470
117 Dingletown Rd, Greenwich, CT 5 Beds \| 3.5 Baths \| 3468 Sq. Ft.	$2,448,763
22 Dunwoodie Pl, Greenwich, CT 5 Beds \| 4.5 Baths \| - Sq. Ft.	$4,286,986

Address	Redfin Estimate
123 Dingletown Rd, Greenwich, CT 4 Beds \| 4.5 Baths \| 7657 Sq. Ft.	$7,089,788
109 Dingletown Rd, Greenwich, CT 4 Beds \| 4.5 Baths \| 3964 Sq. Ft.	$3,135,313
99 Dingletown Rd, Greenwich, CT 3 Beds \| 2 Baths \| 3421 Sq. Ft.	$2,432,689
101 Dingletown Rd, Greenwich, CT 5 Beds \| 7 Baths \| 7450 Sq. Ft.	$5,138,896
120 Dingletown Rd, Greenwich, CT 3 Beds \| 3 Baths \| 3777 Sq. Ft.	$3,975,610
292 Stanwich Rd, Greenwich, CT 6 Beds \| 4.5 Baths \| 4220 Sq. Ft.	$3,240,548
18 Dunwoodie Pl, Greenwich, CT 5 Beds \| 3.5 Baths \| - Sq. Ft.	$3,697,832

Address	Redfin Estimate
115 Dingletown Rd, Greenwich, CT 4 Beds \| 4.5 Baths \| 4244 Sq. Ft.	$3,267,901
94 Dingletown Rd, Greenwich, CT 5 Beds \| 3.5 Baths \| 3722 Sq. Ft.	$4,198,578
106 Dingletown Rd, Greenwich, CT 5 Beds \| 4 Baths \| 4000 Sq. Ft.	$4,579,511
100 Dingletown Rd, Greenwich, CT 2 Beds \| 2.5 Baths \| 2581 Sq. Ft.	$2,613,434
103 Dingletown Rd, Greenwich, CT 4 Beds \| 4.5 Baths \| 6218 Sq. Ft.	$3,933,650
3 Dunwoodie Pl, Greenwich, CT 6 Beds \| 6 Baths \| 7741 Sq. Ft.	$6,287,560
8 Boulder Brook Rd, Greenwich, CT 7 Beds \| 8 Baths \| 8179 Sq. Ft.	$9,624,624

Property information provided by GMLS when last listed in 2014. This data may not show owner updates. Learn more.

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