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105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
105 Woodside Drive, Greenwich CT 06830
Connecticut>Fairfield County>Millbrook

105 Woodside DriveGreenwich, CT 06830

For Sale

$7,950,000

Smart Buyer Rebate $79,500

This stately prewar stone manor, located in the exclusive gated community of Milbrook, has been thoughtfully expanded and reimagined for modern living while preserving its timeless elegance. Stepping into the grand foyer, graced with a beautiful curved staircase, the home reveals its extraordinary character and sophistication.
Designed for both comfortable living and exceptional entertaining, the home features a Great Room overlooking the lake with a soaring 19-foot ceiling. The entertaining rooms are spacious with extra ceiling height. The primary suite has 2 luxurious bathrooms and a spacious dressing room.
Set on nearly an acre of lakefront property and ideally situated near the Milbrook Club, Greenwich Ave, schools, & train, this remarkable home combines convenience & exclusivity.

Listed by Sarah Muir

·

License #RES.0813247

·

Houlihan Lawrence

·

203-219-1535

Last updated September 06, 2025

·

Source: FlexMLS #123529

Listing Facts

  • TypeSingle-family
  • NeighborhoodMillbrook
  • Bedrooms6
  • Bathrooms7.5
  • Days on Prevu1
  • HOA/Maint. Fees$10,826/year
  • Taxes$53,260/year
  • Size8,970 sqft
  • Price per sqft$886

Amenities

  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

09/05/2025
Listed by Houlihan Lawrence
$7,950,000

Property Details for 105 Woodside Drive

Association

Amenities

  • Association Amenities: Gated

Fees

  • Association Fee: $10,826.00 Annually

General

  • Association Name: Milbrook

Exterior

Construction

  • Roof: Tile
  • Year Built: 1930
  • Architectural Style: Normandy
  • Construction Materials: Stone

Features

  • Fencing: Invisible
  • Waterfront Features: Pond/Lake, Waterfront
  • Waterfront: Yes

Measurements

  • Building Area Total: 8,970
  • Lot Features: Corner, Parklike
  • Lot Size Acres: 0.88
  • Lot Size Area: 0
  • Lot Size Square Feet: 38,332
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 01-1081/S
  • Tax Annual Amount: $53,260.00
  • Tax Assessed Value: $6,156,300.00

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 4
  • Interior Features: Sep Shower, Kitchen Island, Entrance Foyer, Built-in Features

Rooms

  • Basement: Finished
  • Bathrooms Full: 6
  • Bathrooms Half: 3
  • Bathrooms Total Integer: 9
  • Bedrooms Total: 6

Other

General

  • Exclusions: Invisible Fence

Location

  • City Region: South Of Post Road

Parking

Parking

  • Garage Spaces: 2
  • Garage: Yes
  • Parking Features: Garage Door Opener

Schools

Elementary School

  • Elementary School: Julian Curtiss

Middle or Junior School

  • Middle Or Junior School: Central

Utilities

Equipment

  • Cooling: Central A/C
  • Has Cooling: Yes
  • Heating: Combination, Natural Gas
  • Has Heating: Yes
  • Laundry Features: Laundry Room
  • Sewer: Public Sewer
  • Water Source: Public

Based on information from Greenwich Multiple Listing Service, Inc. and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.