$100,000,000
Riverside, CT 06878
MLS# 125034
8 beds | 9.5 baths | 13163 sqft

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Property Description
Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside's prestigious Indian Head Association, this storied property occupies the historic grounds of railroad magnate Henry Francis Shoemaker's former compound--a Gilded Age legacy that later served as the backdrop for the iconic Cedar Cliff Beach Club of the 1920s. The estate bears the name Shoemaker originally gave his villa, 'Cedar Cliff'--a designation that eventually defined the very road on which it stands. Elevated high above the flood zone and offering 1,250+ feet of direct water frontag
Details
Maps
Location & Property Info
List Price/SqFt: 7597.05
Zoning: RA-1
Owner Financing: No
Section: Riverside
For Rent: No
CIOA: No
# HBths: 5
# FPs: 10
General Property Info
Acres +/-: 2.91
Year Built Desc: Antique
Year Renovations: 2025
Year Addition: 2002
Elementary School: Riverside
Middle School: Eastern
Pool: Yes
Pool Description: Heated
Court: Yes
Court Description: Tennis Court
Year Built: 1930
SqFt +/-: 13163
Tax & Misc Info
Assessment: 17190320
Mill Rate: 12.041
Taxes: 206971
Exterior
Stucco: 1
Design
Mediterranean: 1
Heat System
Forced Air: 1
Entry Hall Level/FP
1st: 1
Heat Fuel
Natural Gas: 1
Entry Hall Ceilings
Double Height: 1
Living Room Level/FP
1st: 1
FP: 1
Attic
Finished: 1
Living Room Comments
Bay Window(s): 1
Lot Description
Cul-De-Sac: 1
Parklike: 1
Roof
Other: 1
Tile: 1
Dining Room Level/FP
1st: 1
FP: 1
Waterfront Descrip
Deep Water: 1
LI Sound: 1
Waterfront: 1
Cooling System
Central Air: 1
Dining Room Comments
Formal: 1
Library/Den Level/FP
1st: 1
FP: 1
Water Source
Public: 1
Sanitation Source
Septic Tank: 1
Gas Source
Public Utility: 1
Family Room Level/FP
1st: 1
LL: 1
FP: 1
Documents Available
GIS Maps: 1
Family Room Comments
Adjacent Kitchen: 1
Powder Room Level/FP
1st: 3
LL: 2
Kitchen Level/FP
1st: 1
Parking Description
Attached Garage: 1
Kitchen Comments
Breakfast Room: 1
Kitchen Island: 1
Primary Bdrm Level/FP
2nd: 1
FP: 1
Primary Bdrm Ceilings
Vaulted: 1
Included
All Kitchen Applncs: 1
Call LB: 1
Washer/Dryer: 1
Primary Bdrm Comments
Balcony: 1
Dressing Room: 1
Primary Bedroom Suite: 1
Sitting Area: 1
Primary Bath Level/FP
2nd: 1
Primary Bth Ceilings
Vaulted: 1
Primary Bth Comments
Luxury Bath: 1
Sep Shower: 1
Dbl Bdrms Level/FP
1st: 1
2nd: 4
3rd: 2
FP: 2
Bath Level/FP
1st: 1
2nd: 4
3rd: 2
LL: 1
Laundry Level/FP
LL: 1
Laundry Comments
Separate Room: 1
Other Room Level/FP
1st: 4
FP: 3
Other Room Comments
Billiard Room: 1
Mudroom: 1
Solarium: 1
See Remarks: 1
Other Room Level/FP 2
2nd: 1
LL: 1
FP: 1
Other Room Comments 2
Sitting Room: 1
Other Room Level/FP 3
LL: 5
Other Room Comments 3
Music Room: 1
Playroom: 1
Wine Cellar: 1
See Remarks: 1
Hot Water
Gas: 1
Basement Type
Finished: 1
Features
Attached Greenhouse: 1
Deck: 1
Dock: 1
Double Pane Windows: 1
Fountain: 1
Generator: 1
Sprinkler System: 1
Terrace: 1
Outbuildings
Greenhouse: 1
Pool House: 1
Excluded
Call LB: 1
Location Property Info
List Price: $100,000,000
Type: Single Family Residence
Street #: 108
Street Name: Cedar Cliff
Street Suffix: Road
State: CT
Zip Code: 06878
County: Fairfield
Area: 1 - Riverside
Property ID: 05-1377
# Bdrms: 8
# FBths: 9
Baths: 9.5
OfficeContract Info
Status: Active
List Date: 2026-05-18
Property Features
Entry Hall Ceilings: Double Height
Living Room Comments: Bay Window(s)
Dining Room Comments: Formal
Family Room Comments: Adjacent Kitchen
Kitchen Comments: Breakfast Room; Kitchen Island
Primary Bdrm Ceilings: Vaulted
Primary Bdrm Comments: Balcony; Dressing Room; Primary Bedroom Suite; Sitting Area
Primary Bth Ceilings: Vaulted
Primary Bth Comments: Luxury Bath; Sep Shower
Laundry Comments: Separate Room
Other Room Comments: Billiard Room; Mudroom; Solarium; See Remarks
Other Room Comments 2: Sitting Room
Other Room Comments 3: Music Room; Playroom; Wine Cellar; See Remarks
Design: Mediterranean
Cooling System: Central Air
Heat System: Forced Air
Heat Fuel: Natural Gas
Hot Water: Gas
Attic: Finished
Basement Type: Finished
Water Source: Public
Sanitation Source: Septic Tank
Gas Source: Public Utility
Exterior: Stucco
Parking Description: Attached Garage
Roof: Other; Tile
Lot Description: Cul-De-Sac; Parklike
Waterfront Descrip: Deep Water; LI Sound; Waterfront
Documents Available: GIS Maps
Features: Attached Greenhouse; Deck; Dock; Double Pane Windows; Fountain; Generator; Sprinkler System; Terrace
Outbuildings: Greenhouse; Pool House
Included: All Kitchen Applncs; Call LB; Washer/Dryer
Excluded: Call LB
Supplements
the property unfolds with extraordinary scale and privacy. A sweeping, manicured lawn rolls gracefully toward the shoreline, creating a striking foreground to the panoramic coastal vistas and an exceptional setting for grand-scale entertaining.
Each of the eight oversized bedrooms is oriented to capture breathtaking water views, while interiors blend the romance of pre-war craftsmanship with modern refinement--soaring ceilings, intricate millwork, antique wood floors, a three-level elevator and a professional recording studio. The East Wing, constructed in the early 2000s, introduces a new dimension of contemporary luxury, anchored by a sophisticated primary suite and complemented by a custom office, wine cellar, and private theater capable of accommodating up to twenty guests.
The grounds rival those of a world-class private resort. A substantial stone pier and deep-water dock provide immediate access to open water, while a seaside tennis court with pergola and lighting offers championship-level play. At the water's edge, a pool and spa are paired with a fully realized cabana featuring a fitness center, kitchenette, and changing rooms. Sculpted into the eastern landscape, a series of stone terraces with a bluestone bar directly overlook Greenwich Cove and the vast protected expanse of Greenwich Point Park.
Meticulously maintained and thoughtfully enhanced, the estate includes a newly installed Ludowici terra cotta roof, rebuilt sun decks, custom East Wing windows, and a full-property generator--ensuring seamless comfort and continuity. With access to a private beach and watercraft facilities, and located less than an hour from Manhattan and minutes from Westchester County Airport, the property offers a rare convergence of seclusion, scale, and global accessibility.
Cedar Cliff is a singular offering for the most discerning buyer--an incomparable experience of refined luxury, inviting residents and their guests to revel in the natural beauty of one of the finest estates on the East Coast of the United States.
Listing Office: Sotheby's International Realty
Last Updated: May - 19 - 2026
Listing information comes from various sources and may not always be accurate. No representation or warranty is made as to the accuracy of this information. You should verify any information that is important to your buying decision. Greenwich Multiple Listing Service, Inc.