Date
Details
Price
Change
Source
2/18/2026
Listed
$3,895,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$3,895,000 Just Listed
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Property Description
"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.
Full Property Details
Full Property Details for 27 Country Club Rd
General
- Price: $3,895,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24154930
- Updated: 2/18/2026
- Added to Site: 1 day(s) ago
Interior
- Number of Rooms: 22
- Rooms/Areas: Exercise Room, Foyer, Laundry Room, Music Room, Sitting Room, Staff Quarters
- Interior Features: Auto Garage Door Opener, Cable - Available, Elevator, Security System
- Fireplace: Yes
- Number of Fireplaces: 13
- Appliances: Gas Range, Microwave, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Dryer, Wine Chiller
Rooms
Bathrooms
- Total Bathrooms: 9
- Full Bathrooms: 7
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 8
- Primary Suite: Cedar Closet, Dressing Room, Fireplace, French Doors, , 23 x 13, Upper
- Bedroom 1: Bedroom - Hardwood Floor, On 3rd Floor, 17 x 11, Other
- Bedroom 2: Bedroom - Hardwood Floor, On 3rd Floor, 17.5 x 12.5, Other
- Bedroom 3: Bedroom - 9 ft+ Ceilings, Book Shelves, Built-Ins, Fireplace, Hardwood Floor, 19 x 14, Upper
- Bedroom 4: Bedroom - 9 ft+ Ceilings, Fireplace, Hardwood Floor, 19.5 x 13.5, Upper
- Bedroom 5: Bedroom - 9 ft+ Ceilings, Fireplace, Jack & Jill Bath, Hardwood Floor, 20.5 x 15.5, Upper
- Bedroom 6: Bedroom - 9 ft+ Ceilings, Fireplace, Jack & Jill Bath, Hardwood Floor, 20.5 x 16, Upper
- Bedroom 7: Bedroom - 9 ft+ Ceilings, Fireplace, Full Bath, Walk-In Closet, Hardwood Floor, 21.5 x 15, Upper
Other Rooms
- Living Room: Living Room - Bay/Bow Window, 9 ft+ Ceilings, Built-Ins, Fireplace, French Doors, Hardwood Floor, 18.5 x 15, Main
- Great Room: Great Room - 9 ft+ Ceilings, Balcony/Deck, Built-Ins, Fireplace, French Doors, Hardwood Floor, 49 x 32, Main
- Eat In Kitchen: Eat-In Kitchen - 9 ft+ Ceilings, Double-Sink, French Doors, Island, Marble Floo, 44 x 19, Main
- Formal Dining Room: Formal Dining Room - 9 ft+ Ceilings, Balcony/Deck, Bay/Bow Window, Fireplace, Hardwood Floor, Pantry, 25 x 21.5, Main
- Den: Den - 9 ft+ Ceilings, Fireplace, Hardwood Floor, 17 x 15, Upper
- Study: Bay/Bow Window, 9 ft+ Ceilings, Balcony/Deck, Built-Ins, Fireplace, Hardwood Floor, 13.5 x 12.5, Main
- Library: Library - Book Shelves, Built-Ins, Hardwood Floor, On, 22 x 13, Other
- Laundry: Upper Level
Additional Information
- Pool: Yes
- Pool Description: Gunite, Heated, Pool House, In Ground Pool
Exterior
- Exterior Features: Terrace, Cabana, Lighting, French Doors, Balcony, Fruit Trees, Porch, Stone Wall, Underground Sprinkler
- Color: Grey
Parking
- Garage: Yes
- Garage Spaces: 3
- Parking: Detached Garage
Location
- County: Fairfield
- Neighborhood: South Ridgefield
- Driving Directions: Route 35 to West Lane, left on Country Club #27 on left
School Information
- Elementary School: Veterans Park
- Middle School: East Ridge
- High School: Ridgefield
Community
- Community Name: South Ridgefield
Heating & Cooling
- Cooling Type: Central Air, Zoned
- Heating Type: Hot Air, Hydro Air, Radiant, Zoned, Oil
- Heating Fuel: Oil
- Water Heater: Oil, 100 Gallon Tank
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial, Antique
- Construction Status: No/Resale
- Exterior Const.: Shingle
- Basement Desc.: Full, Unfinished, Storage, Concrete Floor
- Roof: Wood Shingle
- Attic: Yes
- Square Feet: 12,853
- Above Ground: 12,853 Sq. Ft.
- Year Built: 1755
Lot Features
- Lot Size (Acres): 3.22
- Zoning: RAA
- Lot Description: Fence - Partial, Fence - Stone, Level Lot, On Cul-De-Sac, Professionally Landscaped
Green Features
- Energy Features: Generator
Financial Considerations
- Assessment Amount: $2,389,310
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Exclusions: Includes all appliances, shades, and light fixtures except drapery (tbd) and 3 chandeliers (foyer, dining room, & kitchen table)
- Property ID: 276649
Listed by William Pitt Sotheby's Int'l, Laura Ancona
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 27 Country Club Rd —
Laura Ancona
William Pitt Sotheby's Int'l
Agent Contact: (203) 733-7053 Office Contact: (203) 438-9531
NMLS#: 1598647Get Pre-Approved Today
Price & Sales History for 27 Country Club Rd
Tax History
Tax History for 27 Country Club Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$65,443
4%
$2,389,310
—
2023
$62,958
2%
$2,389,310
—
2023
$61,668
-7%
$2,389,310
3%
2022
$66,216
—
$2,329,100
—
2021
$66,216
1%
$2,329,100
—
2020
$65,494
—
$2,329,100
—
2019
$65,494
1%
$2,329,100
—
2018
$64,702
-5%
$2,329,100
-7%
2017
$68,212
2%
$2,506,890
—
2016
$66,909
11%
$2,506,890
8%
2015
$60,537
-4%
$2,327,450
-4%
2014
$62,811
21%
$2,414,860
18%
2013
$51,991
—
$2,048,490
—
2011
$51,991
—
$2,048,490
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 27 Country Club Rd
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- Single Family
- Active
- Updated 7 days ago
- 5Beds
- 6Total Baths
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- Single Family
- Closed
- Updated 4 days ago
- 8Beds
- 9Total Baths
- 7,600Sq. Ft.
27 Country Club Road, Ridgefield, CT 06877 (MLS# 24154930) is a Single Family property with 8 bedrooms, 7 full bathrooms and 2 partial bathrooms. 27 Country Club Road is currently listed for $3,895,000 and was received on February 18, 2026. Want to learn more about 27 Country Club Road? Do you have questions about finding other Single Family real estate for sale in Ridgefield? You can browse all Ridgefield real estate or contact a Coldwell Banker agent to request more information.