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$4,995,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 5 Full Baths
  • 2 Partial Baths
  • 6,108 Sq. Ft.
  • 1 Car Garage
  • Updated 7 hours ago
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Elegant and thoughtfully designed, this exceptional 5-bedroom, 5-full and 2-half bath residence offers approximately 6,000 square feet of beautifully appointed living space in central Greenwich. Generously scaled public rooms and an effortless floor plan create an ideal setting for both everyday living and sophisticated entertaining. The gourmet kitchen opens to inviting living spaces and outdoor terraces with fireplace, surrounded by beautifully landscaped grounds. Five en-suite bedrooms provide privacy and comfort. The entire top floor offers a versatile office suite with room for multiple workspaces. A lower-level entertainment area with bar, wine cellar, and gym completes the home. Ideally located near Greenwich's top schools, downtown shopping, restaurants and train station.

Full Property Details for 59 Hillside Dr

General

  • Price: $4,995,000
  • Taxes: $24,230
  • Status: Active
  • Type: Single Family
  • Source: Greenwich
  • MLS ID: 125651
  • Updated: Today (8/14/2026)
  • Added to Site: Today

Interior

  • Interior Features: Eat-in Kitchen, Sep Shower, Pantry
  • Number of Fireplaces: 2

Rooms

Bathrooms

  • Total Bathrooms: 7
  • Full Bathrooms: 5
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Exterior

  • Porch/Patio/Deck: Terrace

Parking

  • Garage: Yes
  • Garage Spaces: 1

Location

  • Area: 3 - Greenwich
  • County: Fairfield

School Information

  • Elementary School: North Street
  • Middle School: Central

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating Type: Natural Gas, Forced Air
  • Heating Fuel: Gas
  • Water Heater: Gas

Utilities

  • Gas: Public Utility
  • Sewer: Town Sewer
  • Water: Public

Structural Information

  • Architectural Style: Colonial
  • Construction: Clapboard
  • Basement Desc.: Finished
  • Roof: Asphalt
  • Square Feet: 6,108
  • Sq. Ft. Source: Taxcard
  • Year Built: 2012

Lot Features

  • Lot Size (Acres): 0.36
  • Lot Size (Sq. Ft.): 15,681.6
  • Irrigation System: Sprinkler System
  • Lot Features: Fenced, Formal Gardens
  • Zoning: R-20
  • Lot Description: Fence

Financial Considerations

  • Price Per Sq. Ft.: $817.78
  • Tax Amount: $24,230

Disclosures and Reports

  • Exclusions: Call LB
  • Inclusions: Washer/Dryer, All Kitchen Applncs
  • Property ID: 07-2061/S

Listed by Brown Harris Stevens CT, LLC

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Listing agent

— 59 Hillside Dr —

  • Brown Harris Stevens CT, LLC

Get Pre-Approved Today

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 59 Hillside Dr

School District:Greenwich School District
NameGradesDistance
North Street School, Greenwich, CT
381 North Street, Greenwich, CT 06830
PK-51 mi
Central Middle School
9 Indian Rock Lane, Greenwich, CT 06830
6-81 mi
Greenwich High School
10 Hillside Road, Greenwich, CT 06830
9-120.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 59 Hillside Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/14/2026
Listed
$4,995,000
644.08%
MLS
1/31/2012
Sold
$671,300
—
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 59 Hillside Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$25,972
4%
$2,101,470
—
2023
$25,083
3%
$2,101,470
—
2023
$24,453
1%
$2,101,470
—
2022
$24,230
5%
$2,101,470
10%
2021
$23,058
—
$1,915,130
—
2020
$23,020
-1%
$1,915,130
—
2019
$23,250
2%
$1,915,130
—
2018
$22,733
-1%
$1,915,130
—
2017
$23,018
2%
$1,915,130
—
2016
$22,654
26%
$1,915,130
26%
2015
$17,979
3%
$1,515,570
1%
2014
$17,488
82%
$1,504,370
77%
2013
$9,628
—
$851,270
—
2011
$9,628
—
$851,270
—
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.

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Listed by Brown Harris Stevens CT, LLC

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59 Hillside Drive, Greenwich, CT 06830 (MLS# 125651) is a Single Family property with 5 bedrooms, 5 full bathrooms and 2 partial bathrooms. 59 Hillside Drive is currently listed for $4,995,000 and was received on August 14, 2026. Want to learn more about 59 Hillside Drive? 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.

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