59 Dandy Drive
Greenwich, Connecticut 06807
Reduced from $3,500,000
- Beds
- 7
- Baths
- 4
- SqFt
- 5,326
- Acres
- 1.01
- Year Built
- 1963
- Neighborhood
- Cos Cob
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Market Snapshot
The Greenwich Market
Single Family · trailing 12 months
Active Listings
42
24 under contract
Median List Price
$3.54M
42 active listings
Median Closed Price
$2.40M
176 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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
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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.