108 Cedar Cliff Road, Riverside, CT 06878

Riverside
Local realty services provided by:ERA Insite Realty Services
108 Cedar Cliff Road,Riverside, CT 06878
$100,000,000
  • 8 Beds
  • 14 Baths
  • 13,163 sq. ft.
  • Single family
  • Active
Listed by: leslie mcelwreath
Office: sotheby's international realty
MLS#:125034
Source:CT_GAR

Price summary

  • Price:$100,000,000
  • Price per sq. ft.:$7,597.05

About this home

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 today. Elevated high above the flood zone and offering 1,250 +/- feet of direct water frontage, the property unfolds with extraordinary scale and privacy. A sweeping, manicured lawn rolls gracefully toward the shoreline, creating a striking...

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Home facts

  • Year built:1930
  • Listing ID #:125034
  • Added:1 day(s) ago
  • Updated:May 18, 2026 at 11:47 PM

Rooms and interior

  • Bedrooms:8
  • Total bathrooms:14
  • Full bathrooms:9
  • Half bathrooms:5
  • Dining Description:Formal
  • Bathrooms Description:Luxury Bath, Separate Shower
  • Kitchen Description:All Kitchen Appliances, Kitchen Island
  • Bedroom Description:Dressing Room, Sitting Area
  • Basement Description:Finished
  • Living area:13,163 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Forced Air, Heating, Natural Gas
  • Central air:Yes

Structure and exterior

  • Roof:Tile
  • Year built:1930
  • Building area:13,163 sq. ft.
  • Lot area:2.91 Acres
  • Lot Features:Parklike
  • Architectural Style:Mediterranean
  • Construction Materials:Stucco
  • Exterior Features:Deck, Dock, Fountain, Terrace

Schools

  • Middle school:Eastern
  • Elementary school:Riverside

Utilities

  • Water:Public
  • Sewer:Septic Tank

Finances and disclosures

  • Price:$100,000,000
  • Price per sq. ft.:$7,597.05
  • Tax amount:$206,971

Features and amenities

  • Appliances:All Kitchen Appliances, Washer/Dryer
  • Laundry features:Laundry Room, Washer/Dryer
  • Amenities:Bay Window(s), Double Pane Windows
  • Pool features:Heated, Pool
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