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34 Carrington Drive

Greenwich, Connecticut 06831

ACTIVE$8,250,000
Beds
6
Baths
6 | 3
SqFt
9,440
Acres
3.58
Year Built
2000
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Guest HouseWine CellarPool4-Car Garage5 Fireplaces

About This Home

A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, masterfully blending classic architecture with contemporary luxury. Designed for both grand-scale entertaining and intimate everyday living, the residence offers a sun-filled interior with soaring ceilings, custom millwork, and modern, bespoke finishes throughout. The grand foyer of this center hall colonial sets the tone for elegant, refined living. The gourmet marble kitchen opens to a multi-exposure family room with sweeping views of the manicured yard, pool, and fully equipped outdoor kitchen. The grounds are equally captivating, with a tranquil koi pond enhancing the natural beauty of the landscape. The luxurious primary suite with sitting area, spa-inspired bath, and three walk-in closets is among five second-level bedroom suites, each offering exceptional privacy and comfort. A versatile second-level suite with private entrance currently functions as a private gym but can effortlessly serve as an au pair suite or guest quarters. The thoughtfully executed lower level is fit with a theater, bar, wine cellar, and recreation spaces. The pool house extends the living experience with two additional bedrooms and two full baths-set amidst expansive patios and a lush, tree-lined lawn. Located just minutes from town, schools, and 45 minutes to Manhattan, this meticulously designed compound offers a rare blend of serenity, sophistication, and convenience.

Key Facts

City/Town
Greenwich
Neighborhood
Stanwich
Property / Style
Single Family · Colonial
Year Built
2000
Days on Market
95 days
Beds
6
Baths
6 full · 3 half
Living Area
9,440 sq ft
Lot Size
3.58 acres
Garage / Parking
4 garage
Property Taxes
$30,906 / Annually

Market Snapshot

The Greenwich Market

Single Family · trailing 12 months

View area

Median Days on Market

43

42 active listings

Median $ / Sq Ft

$858

42 active listings

Sale-to-List Ratio

100.4%

176 sales

How this home compares

List Price

$8.25M

vs $3.54M median

2.3× the median

Price / Sq Ft

$874

vs $858 median

In line with median

Days on Market

95 days

vs 43 days median

52 days longer than median

Based on 42 active and 176 closed sales (trailing 12 mo) of single family in Greenwich. Source: SmartMLS · As of July 27, 2026.

Location

34 Carrington Drive, Greenwich, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$47,390

per month

  • Principal & Interest$42,064
  • Property Taxes$2,576
  • Insurance$2,750
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Greenwich
Neighborhood
Stanwich
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
2000
New Construction
No/Resale
Living Area
9,440 sq ft
Below Grade
1,492 sq ft

Schools

Elementary
Parkway
High
Greenwich

Interior

Heating
Hot Air
Heat Fuel
OilPropane
Cooling
Central Air
Fireplaces
5
Laundry
Upper Level
Appliances
Gas CooktopWall OvenSubzeroDishwasherWasherDryer
Basement
FullHeatedStoragePartially FinishedLiveable SpaceFull With Hatchway
In-Law Apartment
PossibleOver GarageSeparate Entry
Interior Features
Audio SystemSecurity System
Additional Rooms
FoyerGymLaundry RoomMud RoomSitting RoomWine CellarWorkshop

Exterior & Lot

Lot Size
3.58 acres
Zoning
RA-4
Garage / Parking
4 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Pool
HeatedPool HouseSpaIn Ground Pool
Construction
ShingleCedarStone
Roof
Shingle
Foundation
Concrete
Exterior Features
LightingGuest HouseHot TubFrench DoorsPatioPorchGarden AreaCovered DeckUnderground Sprinkler
Lot Description
DryProfessionally Landscaped

Listing & Financials

Property Taxes
$30,906 / Annually
Days on Market
95
MLS #
24169340
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Carissa Larriuz

(203) 914-5218

Houlihan Lawrence

(203) 869-0700

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/27/2026 at 6:35 AM UTC.