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27 Country Club Road
Ridgefield CT 06877 US

$3,995,000

Active Listing ID 24111836
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8 bed
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9.00 Bath (7 Full , 2 Half)
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Lot: 3.22 Acres
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Other

$3,995,000

Active Listing ID 24111836
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27 Country Club Road "HOMEWOOD" - This remarkable country compound is one of the precious few 18th/19th century shingle style colonial revival estates remaining in Fairfield Cty. Dating back to 1750, the original pre-revolutionary war home captivated the attention of prominent NYC banker, George Haven, who purchased the home in 1890 & expanded it significantly including a glorious 50' ballroom designed by Elsie de Wolfe, 19th C designer, rivaling the best of her work in NYC. Today, after $2M of extensive & thoughtful updates over the past decade, Homewood is unparalleled in its historical detail & state of the art features. Total 12, 853sf on 3 levels w/ 20+ rooms, 13 original fireplaces, 8+ BRs, 7/2 bths; pool house w/kitchen, full bth, & changing rooms; heated gunite pool & spa; 3 carriage style garages w/porte-cochere; multiple porches/terraces; set on 3.22 manicured & level acres. Highest attention to detail: front to back Great Hall w/ingenious ceremonial mahogany staircases; expansive chef's kitchen/butler's pntry; over-sized formal DR w/brkfst alcove; plus primary suite w/pvt balcony, multiple closets & 2 sumptuous bathrooms offering radiant heated floor, steam shower, & jetted tub. Vast 3rd floor w/additional BRs, artist studios, even a cook book library, plus elevator to all levels in the home. Additional: 9 zones HVAC; 3 zones radiant; generator; irrigation; Glen Gate designed stone terraces, flowering gardens/orchard; all in premier Silver Spring location, just moments to the NY border.

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Property Features

  • Facts
  • Lot Size: 3.22 Acres
  • Property Type: Residential
  • Property Sub-type: Other
  • Features
  • Full Bathrooms: 7
  • 1/2 Bathrooms: 2
  • Cooling System: Zoned, Central Air
  • Exterior Finish: Terrace, Cabana, Lighting, French Doors, Balcony, Fruit Trees, Porch, Stone Wall, Underground Sprinkler
  • Roof Type: Shingle, Wood
  • Heating Fuels: Zoned, Radiant
  • Additional Features
  • Basement
  • Fireplace
  • Patio

School Information

  • School
  • Veterans Park(Elementary)
  • East Ridge(MiddleSchool)
  • Ridgefield(HighSchool)

Property

  • propertytype: Residential
  • propertysubtype: Other
  • listprice: 3995000
  • unparsedaddress: 27 Country Club Road
  • postalcity: Ridgefield
  • stateorprovince: CT
  • country: US
  • postalcode: 06877
  • bathroomsfull: 7
  • bathroomshalf: 2
  • bathroomsonequarter: 0
  • bathroomsthreequarter: 0
  • lotsizeacres: 3.22
  • lotsizeunits: Acres
  • lotsizearea: 3.22
  • livingarea: 12853
  • livingareaunits: Square Feet
  • latitude: 41.259449
  • longitude: -73.512495
  • listagentfullname: Laura Ancona
  • listagentemail: lancona@wpsir.com
  • listagentkey: 3yd-CTMLS-7789
  • listagentmlsid: 7789
  • listagentpreferredphone: (203) 438-9531
  • listagentofficephone: 2034389531
  • listofficekey: 3yd-CTMLS-PSOTH124
  • listofficemlsid: PSOTH124
  • disclaimer: Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
  • sourcesystemid: CTMLS
  • yearbuilt: 1755
  • listingcontractdate: 2025-07-15
  • countyorparish: Fairfield
  • elementaryschool: Veterans Park
  • highschool: Ridgefield
  • appliances: Gas Range, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
  • cooling: Zoned, Central Air
  • heating: Zoned, Radiant
  • fireplaceyn: True
  • transactiontype: ForSale
  • storiestotal: 0
  • parkingtotal: 0
  • waterfrontyn: False
  • franchiseaffiliation: Sotheby's International Realty
  • interiorfeatures: Auto Garage Door Opener, Cable - Available, Elevator, Security System
  • exteriorfeatures: Terrace, Cabana, Lighting, French Doors, Balcony, Fruit Trees, Porch, Stone Wall, Underground Sprinkler
  • rooms: Bathroom 2, Bedroom 6, Bathroom 8, Bathroom 5, Bedroom 8, Bedroom 3, Bedroom 2, Laundry Room, Bathroom 7, Bathroom 6, Bathroom 4, Basement, Bathroom 9, Bedroom 4, Bedroom 1, Bedroom 5, Bedroom 7, Bathroom 1, Bathroom 3
  • securityfeatures: Security System
  • otherstructures: Cabana
  • patioandporchfeatures: Porch
  • accessibilityfeatures: Accessible Elevator Installed
  • basement: Unfinished, Full, Concrete
  • dock: False
  • poolprivateyn: False
  • spayn: False
  • internetaddressdisplayyn: True
  • internetautomatedvaluationdisplayyn: True
  • internetconsumercommentyn: True
  • location: -73.5125, 41.25945
  • customfields: {"AdditionalInformation":{}, "AlternatePrices":[], "BrokerName":"William Pitt/ Sotheby's International Realty", "BuilderEmail":null, "BuilderFax":null, "BuilderPhone":null, "City":null, "Country":null, "CustomSourceId":null, "Expenses":[], "GeocodeOptions":null, "LeadRoutingEmail":"lancona@wpsir.com", "ListBrokerageCity":"Ridgefield", "ListBrokerageCountry":"US", "ListBrokerageEmail":"tony.colagero@wpsir.com", "ListBrokerageLogoUrl":null, "ListBrokerageName":"William Pitt/ Sotheby's International Realty", "ListBrokeragePhone":"(203) 438-9531", "ListBrokeragePostalCode":"06788", "ListBrokerageStateOrProvince":"CT", "ListBrokerageUnitNumber":null, "ListBrokerageUnparsedAddress":"470 Main Street", "ListBrokerageWebsiteUrl":null, "ListOfficeAddress1":"470 Main Street ", "ListOfficeAddress2":null, "ListOfficeBrokerMlsId":"PSOTH124", "ListOfficeCity":"Ridgefield", "ListOfficeCountry":"USA", "ListOfficeEmail":"jqueenan@williampitt.com", "ListOfficePostalCode":"06877", "ListOfficeStateOrProvince":"CT", "ListPriceCurrencyType":"USD", "ListingTitle":"SINGLE_FAMILY - Ridgefield, CT", "ListingURL":null, "MLSModificationTimestamp":"2026-01-26 23:48:38", "Neighborhoods":[{"Description":null, "Name":"South Ridgefield"}], "PostalCode":null, "RoomCount":22, "StateOrProvince":null, "Taxes":[{"TaxAnnualAmount":65443, "TaxDescription":null, "TaxYear":"2026"}], "UnitNumber":null, "UnparsedAddress":null}
Listing Changed: 1/30/2026 3:43:12 PM GMT
Source Updated Date: 2/5/2026 6:45:18 PM GMT

Courtesy of: Laura Ancona, William Pitt Sotheby's Int'l, lancona@wpsir.com

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.