OFF MARKET

Off Market Aug 2025 for $4.9M

$5,675,404

Est. refi paymentEst. refi $7,071/mo

•

5,704

sq ft

59 Hillside Rd, Greenwich, CT 06830

About this home

Exceptional opportunity to own a turnkey Colonial on 1.5 park-like acres just moments from town. Throughout the light-filled interiors, refined formal details blend seamlessly with modern upgrades throughout. A chef's kitchen opens to a family room with fireplace. A fabulous recent addition offers a spacious office, family room, bedroom suite, and mudroom. French doors lead to an expansive flagstone terrace with outdoor kitchen, fireplace, and pergola. New pool and padel court create an incomparable backdrop for enjoying life's special moments amid spectacular surroundings.

Single-familyProperty Type

1932Year Built

1.5 acresLot Size

$995Est. Price/Sq.Ft.

2 car garageParking

Listed by Krissy Blake • Sotheby's International Realty

Bought with Julie Grace Burke • Compass Connecticut, LLC

Redfin checked: a few seconds ago

•Source:GMLS #122631

Redfin Estimate

$5,675,404

$725K since sold in August 2025$57K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 50% higher than the average sale price ($3.78M) of 6 comparable homes.

SOLD JUL 15, 2026
$3,857,000
A
5 beds3 baths3,679 sq ft
6 Wyngate Rd, Greenwich, CT 06830
SOLD JUL 16, 2026
$3,800,000
B
5 beds4.5 baths4,870 sq ft
151 Stanwich Rd, Greenwich, CT 06830
SOLD AUG 3, 2026
$3,100,000
C
4 beds3.5 baths4,366 sq ft
200 Old Church Rd, Greenwich, CT 06830
SOLD JUL 7, 2026
$5,052,000
D
5 beds5 baths4,700 sq ft
184 Stanwich Rd, Greenwich, CT 06830
SOLD AUG 6, 2026
$4,450,000
E
6 beds5 baths6,012 sq ft
17 Kenilworth Ter, Greenwich, CT 06830
SOLD JUL 31, 2026
$2,450,000
F
5 beds4.5 baths3,539 sq ft
106 Orchard St, Cos Cob, CT 06807

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Earn from this home

Sell

$1,458,551

Est. take-home

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Refinance

Est. cash available

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Rent

$8,456/mo

Redfin rental estimate

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Market trends in 06830, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.5%

+1.5% MoM

Median sale price

$2.9M

$299K MoM

Avg. days on market

32d

0 days MoM

Recently sold homes

18 MoM

New listings for sale

NEW 17 HRS AGO
$749,000
2 beds1.5 baths1,302 sq ft
29 Division Street West #3, Greenwich, CT 06830
OPEN TODAY, 2PM TO 4PM
$985,000
1 bed1.5 baths1,007 sq ft
11 Lafayette Ct Unit 5A, Greenwich, CT 06830
OPEN TODAY, 1PM TO 4PM
$1,475,000
3 beds2.5 baths— sq ft
145 Putnam Park #145, Greenwich, CT 06830
$1,249,000
4 beds2 baths2,228 sq ft
22 Lyon Ave, Greenwich, CT 06830
OPEN TODAY, 1PM TO 3PM
$999,000
3 beds2.5 baths1,664 sq ft
21 Byram Rd, Greenwich, CT 06830
See all

Provided by Redfin

Sale history for 59 Hillside Rd

Date

Event

Price

GMLS #122631

Aug 22, 2025

Sold

$4,950,000

$868/sq ft

Jun 3, 2025

Pending

—

May 5, 2025

Listed

$5,100,000

$894/sq ft

May 1, 2025

Coming Soon

$5,100,000

$894/sq ft

GMLS #101094

Jan 26, 2018

Sold

$2,785,000

$488/sq ft

Sep 15, 2017

Listed

$2,795,000

$490/sq ft

+16

Walk to everything from this sun-filled classic home sited on oversized lot of 1.5 acres. Built in the 1930s, the colonial has been stylishly renovated to accommodate an active, modern lifestyle. Spacious formal rooms with fireplaces, a cook’s delight kitchen opens to a breakfast nook and a family room with another fireplace. French doors lead to a large flagstone terrace with outdoor fireplace and level expansive property. The large master suite includes a fireplace and luxurious bath with a double shower and a separate soaking tub. 3 additional bedrooms. Finished lower level. Lots of storage. 5,050 sf of open living space - elegant yet flexible for every lifestyle. A rare opportunity in this price point.

Smart MLS #170015310

Jan 26, 2018

Sold

$2,785,000

$488/sq ft

Nov 14, 2017

Listing Removed

—

Sep 15, 2017

Listed

$2,795,000

$490/sq ft

Walk to everything from this sun-filled classic home sited on oversized lot of 1.5 acres. Built in the 1930s, the colonial has been stylishly renovated to accommodate an active, modern lifestyle. Spacious sun-filled formal rooms with fireplaces, a cook’s delight kitchen opens to a breakfast nook and a family room with another fireplace. French doors lead to a large, rear flagstone terrace with outdoor fireplace and flat yard. The large master suite includes a fireplace and luxurious bath with a double shower and a separate soaking tub. 3 additional bedrooms. Finished lower level. 5,050 s.f. of living area with a mix of elegance and flexible space for every lifestyle. The floorplan gives the feeling of openness with well-defined spaces. A rare opportunity in this price point.

GMLS #98591

Sep 14, 2017

Delisted

—

Jan 23, 2017

Listed

$2,950,000

$517/sq ft

GMLS #96398

Sep 14, 2017

Delisted

—

Apr 20, 2016

Listed

$3,250,000

$570/sq ft

Smart MLS #99171210

Jul 23, 2017

Listing Removed

—

Jan 24, 2017

Listed

$2,950,000

$517/sq ft

Public Records

Aug 2, 2010

Sold

$2,000,000

$351/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$27,627 (+29.9%)

$1,016,750 + $1,408,820

$2,425,570

2022

$21,263 (+8.0%)

$1,016,750 + $868,280

$1,885,030

2021

$19,685 (+4.5%)

$770,000 + $928,480

$1,698,480

2020

$18,835 (−0.8%)

$770,000 + $855,120

$1,625,120

2019

$18,981 (+2.7%)

$770,000 + $855,120

$1,625,120

2018

$18,478

$770,000 + $855,120

$1,625,120

2017

$18,478 (+2.0%)

$770,000 + $855,120

$1,625,120

2016

$18,115 (−0.9%)

$770,000 + $847,420

$1,617,420

2014

$18,283

$1,100,260 + $566,370

$1,666,630

Tax history for 59 Hillside Rd

Year

Property tax

Land + Additions

Assessment*

2023

$27,627 (+29.9%)

$1,016,750 + $1,408,820

$2,425,570

2022

$21,263 (+8.0%)

$1,016,750 + $868,280

$1,885,030

2021

$19,685 (+4.5%)

$770,000 + $928,480

$1,698,480

2020

$18,835 (−0.8%)

$770,000 + $855,120

$1,625,120

2019

$18,981 (+2.7%)

$770,000 + $855,120

$1,625,120

2018

$18,478

$770,000 + $855,120

$1,625,120

2017

$18,478 (+2.0%)

$770,000 + $855,120

$1,625,120

2016

$18,115 (−0.9%)

$770,000 + $847,420

$1,617,420

2014

$18,283

$1,100,260 + $566,370

$1,666,630

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

1.5 Acres

Year renovated

—

Sq. Ft.

4,852

Year built

1932

Style

Single Family Residential

County

Fairfield County

APN

1849444

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: 2
Parking Features: Garage Door Opener

Interior

Bathroom Information
# of Full Bathrooms: 4
# of Half Bathrooms: 1
Bathrooms Total Integer: 5
Bathrooms Total Decimal: 4.5

Heating & Cooling
Has Cooling
Cooling: Central A/C
Has Heating
Heating: Forced Air, Natural Gas

Interior Features
Window Features: Double Pane Windows, Bay Window(s)
Interior Features: Sep Shower, Kitchen Island, Central Vacuum
Has Fireplace(s)
# of Fireplaces Total: 6
Basement: Finished

Exterior

Exterior Features
Patio And Porch Features: Terrace
Private Pool

Property Information
Property Sub-Type: Single Family Residence
Year Built: 1932
Year Built Effective: 2024
Roof: Wood
Construction Materials: Brick
Security Features: Security System
Building Area Total: 5704.0
Building Area Source: Architect

Lot Information
Lot Features: Parklike, Stone Wall
Lot Size Area: 1.5
Lot Size Units: Acres
Lot Size Square Feet: 65340.0
Lot Size Acres: 1.5
Zoning: RA-1

Financial

Tax Information
Tax Annual Amount: $29,206.28
Tax Assessed Value: $2,425,570

Utilities

Utilities Information
Utilities: Cable Connected
Sewer: Septic Tank
Water Source: Public

Location

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

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 4,852
Stories: 2.0
Lot Size: 1.5 acres
Style: Single Family Residential
Year Built: 1932
Year Renovated: —
County: Fairfield County
APN: 1849444

Home facts updated by county records on Jul 12, 2023

Other

Information For Agents
Special Listing Conditions: Standard

Around this home

Schools

North Street School

Public PreK-5 • Assigned • 1.0mi

9/10

Central Middle School

Public 6-8 • Assigned • 0.3mi

8/10

Greenwich High School

Public 9-12 • Assigned • 0.2mi

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 98° expected this year, 15 days in 30 years

6/10 Wind Factor

69% 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

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

$5.39M – $6.53M

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New listings for sale in 06830

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Home values near 59 Hillside Rd

Data from public records.

Address	Redfin Estimate
56 Hillside Road, Greenwich, CT 4 Beds \| 2.5 Baths \| 3176 Sq. Ft.	$3,443,906
67 Hillside Road, Greenwich, CT 7 Beds \| 6 Baths \| 4200 Sq. Ft.	$4,918,173

Address	Redfin Estimate
58 Hillside Road, Greenwich, CT 4 Beds \| 4 Baths \| 2866 Sq. Ft.	$3,450,784
64 Hillside Road, Greenwich, CT 5 Beds \| 7.5 Baths \| 6975 Sq. Ft.	—

Address	Redfin Estimate
49 Hillside Road, Greenwich, CT 5 Beds \| 3.5 Baths \| 4168 Sq. Ft.	$4,166,868
50 Hillside Road, Greenwich, CT 3 Beds \| 2.5 Baths \| 1872 Sq. Ft.	$3,294,512

Property information provided by GMLS when last listed in 2025. This data may not match . Learn more.

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