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59 Dandy Drive

Greenwich, Connecticut 06807

ACTIVE$3,300,000

Reduced from $3,500,000

Beds
7
Baths
4
SqFt
5,326
Acres
1.01
Year Built
1963
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 FireplacePrice Reduced

About This Home

Rarely does a home in this coveted pocket of Greenwich come to market. This beautifully expanded seven-bedroom residence offers turnkey living on a private one-acre lot on a quiet cul-de-sac. A two-story foyer sets the tone, opening to sun-filled living spaces designed for both grand entertaining and everyday ease. The gourmet kitchen, appointed with granite countertops, a professional-grade Wolf range, stainless steel appliances, skylights, and a generous center island, flows effortlessly into the family room at the heart of the home. The serene primary suite is complete with a dressing room, walk-in closet, and spa-inspired bath, while heated towel warmers grace three full bathrooms. A finished lower level offers refined flexibility as a media lounge, gym, or in-law suite. Outdoors, a stone patio and custom outdoor cooking station with a built-in grill and griddle make entertaining and everyday dining a pleasure in every season. Central air, a heated two-car garage, and impeccable attention to comfort throughout complete this rare offering in one of Greenwich's most desirable enclaves. Conveniently located in close proximity to schools, restaurants, and train stations.

Key Facts

City/Town
Greenwich
Neighborhood
Cos Cob
Property / Style
Single Family · Split Level
Year Built
1963
Days on Market
11 days
Beds
7
Baths
4 full
Living Area
5,326 sq ft
Lot Size
1.01 acres
Garage / Parking
2 garage
Property Taxes
$20,848 / 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

$3.30M

vs $3.54M median

6.6% below median

Price / Sq Ft

$620

vs $858 median

27.7% below median

Days on Market

11 days

vs 43 days median

32 days fresher 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

59 Dandy Drive, Greenwich, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$19,663

per month

  • Principal & Interest$16,826
  • Property Taxes$1,737
  • Insurance$1,100
  • HOA$0

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

Location

City/Town
Greenwich
Neighborhood
Cos Cob
County
Fairfield

Residence

Property Type
Single Family
Style
Split Level
Year Built
1963
New Construction
No/Resale
Living Area
5,326 sq ft
Below Grade
2,149 sq ft

Schools

Elementary
North Street
High
Greenwich

Interior

Heating
Hot Water
Heat Fuel
Natural Gas
Cooling
Central Air
Fireplaces
1
Laundry
Lower Level
Laundry Location
Separate room
Appliances
Gas RangeMicrowaveRange HoodRefrigeratorDishwasherWasherDryerWine Chiller
Basement
Crawl Space
In-Law Apartment
Possible
Interior Features
Auto Garage Door OpenerCentral Vacuum
Additional Rooms
Bonus Room

Exterior & Lot

Lot Size
1.01 acres
Zoning
RA-1
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Wood
Roof
Asphalt Shingle
Foundation
BlockConcrete
Exterior Features
GrillDeckPatio
Lot Description
On Cul-De-Sac

Listing & Financials

Property Taxes
$20,848 / Annually
Days on Market
11
MLS #
24189025
MLS Status
Active

Similar Properties

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

Listed By

Angela Alfano

(203) 273-0496

Coldwell Banker Realty

Co-Listed By

Priya Jolly

Coldwell Banker Realty

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 3:10 PM UTC.