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123 Saddle Rock Road

Stamford, Connecticut 06902

ACTIVE$12,100,000
Beds
5
Baths
5 | 1
SqFt
5,560
Acres
1.67
Year Built
1914
Matt Caiola

Matt Caiola

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About This Home

Surrounded by the Long Island Sound on three sides, this extraordinary waterfront compound has defined the southern tip of Shippan Point for more than a century. Set on a private peninsula, it offers the rare privilege of watching the sun rise over the Sound and set back into the water with the Manhattan skyline shimmering in the distance. Designed by Hunt & Hunt Architects and completed in 1914 for inventor Thomas Robins, the main residence has been thoughtfully renovated and modernized throughout, including new electrical and plumbing systems, an expanded eat-in chef's kitchen, and beautifully reimagined open living and dining spaces designed for both grand entertaining and everyday living. Exceptional fixtures, finishes, and craftsmanship complement the home's historic pedigree, while every room is carefully oriented to capture sweeping panoramic water views. The main level is further enhanced by a stunning solarium with fireplace, offering a year-round retreat immersed in the surrounding waterfront landscape. The second floor is anchored by a newly improved primary suite featuring a private balcony with panoramic views across the gardens and Long Island Sound, a luxurious spa-inspired bath, and an expansive dressing room. Three additional bedrooms, a private office, and a versatile room complete this level, providing exceptional flexibility for family living, guests, and work-from-home needs. A charming gatehouse with guest quarters above welcomes guests to the

Key Facts

City/Town
Stamford
Neighborhood
Shippan
Property / Style
Single Family · Colonial,European
Year Built
1914
Days on Market
41 days
Beds
5
Baths
5 full · 1 half
Living Area
5,560 sq ft
Lot Size
1.67 acres
Garage / Parking
2 garage
Property Taxes
$132,029 / Annually

Market Snapshot

The Stamford Market

Single Family · trailing 12 months

View area

Median Days on Market

39

77 active listings

Median $ / Sq Ft

$414

77 active listings

Sale-to-List Ratio

103.8%

577 sales

How this home compares

List Price

$12.10M

vs $1.20M median

10.1× the median

Price / Sq Ft

$2,176

vs $414 median

5.3× the median

Days on Market

41 days

vs 39 days median

2 days longer than median

Based on 77 active and 577 closed sales (trailing 12 mo) of single family in Stamford. Source: SmartMLS · As of July 28, 2026.

Location

123 Saddle Rock Road, Stamford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$76,729

per month

  • Principal & Interest$61,694
  • Property Taxes$11,002
  • Insurance$4,033
  • HOA$0

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

Location

City/Town
Stamford
Neighborhood
Shippan
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial,European
Year Built
1914
New Construction
No/Resale
Living Area
5,560 sq ft

Schools

Elementary
Per Board of Ed
Middle
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot AirZoned
Heat Fuel
Natural Gas
Cooling
Central AirZoned
Fireplaces
2
Laundry
Main Level
Appliances
RefrigeratorFreezerWasherDryer
Basement
Crawl SpaceFullStorageFull With Hatchway
In-Law Apartment
YesDetached
Interior Features
Audio SystemAuto Garage Door OpenerSecurity System
Additional Rooms
BreezewayFoyerMud RoomSolarium

Exterior & Lot

Lot Size
1.67 acres
Zoning
R20
Garage / Parking
2 garage spacesDetached Garage
Waterfront
Direct waterfront
Waterfront Details
L. I. Sound FrontageAccess
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Pool
HeatedIn Ground Pool
Construction
Stone
Roof
Slate
Foundation
MasonryStone
Exterior Features
TerraceCabanaLightingGuest HousePatioBalconyDeckGarden AreaUnderground Sprinkler
Lot Description
Level LotProfessionally LandscapedWater View

Listing & Financials

Property Taxes
$132,029 / Annually
Days on Market
41
MLS #
24181580
MLS Status
Active

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Listed By

Leslie McElwreath

(917) 539-3654

Sotheby's International Realty

(203) 869-4343

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:10 AM UTC.