"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.
For sale
$3,895,000
27 Country Club Road, Ridgefield, CT 06877
8beds
12,853sqft
Est.: Get pre-qualified
Single Family Residence
Built in 1755
3.22 Acres Lot
$3,724,200 Zestimate®
$303/sqft
$-- HOA
What's special
- 102 days |
- 1,005 |
- 58 |
Zillow last checked:
Listing updated:
Listed by:
Laura Ancona (203)733-7053,
William Pitt Sotheby's Int'l 203-438-9531
Source: Smart MLS,MLS#: 24154930
Tour with a local agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 8
- Bathrooms: 9
- Full bathrooms: 7
- 1/2 bathrooms: 2
Rooms
- Room types: Exercise Room, Laundry, Music Room, Sitting Room, Staff Quarters
Primary bedroom
- Features: Cedar Closet(s), Dressing Room, Fireplace, French Doors, Full Bath, Walk-In Closet(s)
- Level: Upper
- Area: 299 Square Feet
- Dimensions: 13 x 23
Bedroom
- Features: High Ceilings, Fireplace, Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 317.75 Square Feet
- Dimensions: 15.5 x 20.5
Bedroom
- Features: High Ceilings, Fireplace, Jack & Jill Bath, Hardwood Floor
- Level: Upper
- Area: 328 Square Feet
- Dimensions: 16 x 20.5
Bedroom
- Features: High Ceilings, Fireplace, Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 322.5 Square Feet
- Dimensions: 15 x 21.5
Bedroom
- Features: High Ceilings, Bookcases, Built-in Features, Fireplace, Hardwood Floor
- Level: Upper
- Area: 266 Square Feet
- Dimensions: 14 x 19
Bedroom
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Upper
- Area: 263.25 Square Feet
- Dimensions: 13.5 x 19.5
Bedroom
- Features: Hardwood Floor
- Level: Third,Other
- Area: 218.75 Square Feet
- Dimensions: 12.5 x 17.5
Bedroom
- Features: Hardwood Floor
- Level: Third,Other
- Area: 187 Square Feet
- Dimensions: 11 x 17
Den
- Features: High Ceilings, Fireplace, Hardwood Floor
- Level: Upper
- Area: 255 Square Feet
- Dimensions: 15 x 17
Dining room
- Features: High Ceilings, Balcony/Deck, Bay/Bow Window, Fireplace, Hardwood Floor, Pantry
- Level: Main
- Area: 537.5 Square Feet
- Dimensions: 21.5 x 25
Great room
- Features: High Ceilings, Balcony/Deck, Built-in Features, Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 1568 Square Feet
- Dimensions: 32 x 49
Kitchen
- Features: High Ceilings, Double-Sink, French Doors, Kitchen Island, Marble Floor, Pantry
- Level: Main
- Area: 836 Square Feet
- Dimensions: 19 x 44
Library
- Features: Bookcases, Built-in Features, Hardwood Floor
- Level: Third,Other
- Area: 286 Square Feet
- Dimensions: 13 x 22
Living room
- Features: Bay/Bow Window, High Ceilings, Built-in Features, Fireplace, French Doors, Hardwood Floor
- Level: Main
- Area: 277.5 Square Feet
- Dimensions: 15 x 18.5
Study
- Features: Bay/Bow Window, High Ceilings, Balcony/Deck, Built-in Features, Fireplace, Hardwood Floor
- Level: Main
- Area: 168.75 Square Feet
- Dimensions: 12.5 x 13.5
Heating
- Forced Air, Hydro Air, Radiant, Zoned, Oil
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Range, Microwave, Range Hood, Refrigerator, Freezer, Ice Maker, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
- Laundry: Upper Level
Features
- Elevator, Entrance Foyer
- Doors: French Doors
- Basement: Full,Unfinished,Storage Space,Concrete
- Attic: Heated,Storage,Finished,Walk-up
- Number of fireplaces: 13
Interior area
- Total structure area: 12,853
- Total interior livable area: 12,853 sqft
- Finished area above ground: 12,853
Video & virtual tour
Property
Parking
- Total spaces: 3
- Parking features: Detached, Garage Door Opener
- Garage spaces: 3
Features
- Patio & porch: Terrace, Porch
- Exterior features: Lighting, Balcony, Fruit Trees, Stone Wall, Underground Sprinkler
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground
- Fencing: Partial,Stone
Lot
- Size: 3.22 Acres
- Features: Level, Cul-De-Sac, Landscaped
Details
- Additional structures: Cabana, Pool House
- Parcel number: 276649
- Zoning: RAA
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Antique
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Concrete Perimeter, Stone
- Roof: Wood
Condition
- New construction: No
- Year built: 1755
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Community
- Features: Golf, Health Club, Library, Park, Private School(s), Public Rec Facilities, Tennis Court(s)
- Security: Security System
- Subdivision: South Ridgefield
HOA
- Has HOA: No
Location
- Region: Ridgefield
Financial & listing details
- Price per square foot: $303/sqft
- Tax assessed value: $2,389,310
- Annual tax amount: $65,443
- Date on market: 2/18/2026
- Exclusions: Includes all appliances, shades, and light fixtures except drapery (tbd) and 3 chandeliers (foyer, dining room, & kitchen table)
Estimated market value
$3,724,200
$3.54M - $3.91M
$5,593/mo
Price history
| Date | Event | Price |
|---|---|---|
| 2/18/2026 | Listed for sale | $3,895,000-2.5%$303/sqft |
Source:  Smart MLS #24154930 Report a problem | ||
| 2/18/2026 | Listing removed | $3,995,000$311/sqft |
Source: Smart MLS #24111836 Report a problem | ||
| 7/15/2025 | Listed for sale | $3,995,000$311/sqft |
Source: Smart MLS #24111836 Report a problem | ||
| 7/15/2025 | Listing removed | $3,995,000$311/sqft |
Source: Smart MLS #24094307 Report a problem | ||
| 5/8/2025 | Listed for sale | $3,995,000-11.1%$311/sqft |
Source: Smart MLS #24094307 Report a problem | ||
| 5/8/2025 | Listing removed | $4,495,000$350/sqft |
Source: Smart MLS #24074355 Report a problem | ||
| 2/13/2025 | Listed for sale | $4,495,000-6.3%$350/sqft |
Source: Smart MLS #24074355 Report a problem | ||
| 2/13/2025 | Listing removed | $4,795,000$373/sqft |
Source: Smart MLS #24038800 Report a problem | ||
| 11/22/2024 | Price change | $4,795,000-4%$373/sqft |
Source: Smart MLS #24038800 Report a problem | ||
| 9/4/2024 | Listed for sale | $4,995,000-16.7%$389/sqft |
Source: Smart MLS #24038800 Report a problem | ||
| 3/18/2020 | Listing removed | $5,995,000$466/sqft |
Source: William Pitt Sotheby's International Realty #170215430 Report a problem | ||
| 7/17/2019 | Listed for sale | $5,995,000+59.9%$466/sqft |
Source: William Pitt Sotheby's International Realty #170215430 Report a problem | ||
| 6/19/2014 | Sold | $3,750,000-6.1%$292/sqft |
Source: Smart MLS #99026326 Report a problem | ||
| 5/4/2013 | Listed for sale | $3,995,000-11.2%$311/sqft |
Source: Neumann Real Estate #99026326 Report a problem | ||
| 5/9/2012 | Listing removed | $4,500,000$350/sqft |
Source: Coldwell Banker Residential Brokerage - Ridgefield Office #98500202 Report a problem | ||
| 6/20/2010 | Listed for sale | $4,500,000+350%$350/sqft |
Source: NRT TriStates #98467265 Report a problem | ||
| 8/28/1998 | Sold | $1,000,000$78/sqft |
Source: Smart MLS #98004120 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $65,443 +3.9% | $2,389,310 |
| 2024 | $62,958 +2.1% | $2,389,310 |
| 2023 | $61,668 -6.9% | $2,389,310 +2.6% |
| 2022 | $66,216 +0.8% | $2,329,100 |
| 2021 | $65,704 +0.3% | $2,329,100 |
| 2020 | $65,494 | $2,329,100 |
| 2019 | $65,494 +1.2% | $2,329,100 |
| 2018 | $64,702 -5.1% | $2,329,100 -7.1% |
| 2017 | $68,212 +1.9% | $2,506,890 |
| 2016 | $66,909 +10.5% | $2,506,890 +7.7% |
| 2015 | $60,537 -3.6% | $2,327,450 -3.6% |
| 2014 | $62,811 +22.6% | $2,414,860 -4% |
| 2012 | $51,216 -1.2% | $2,514,290 |
| 2011 | $51,820 +1% | $2,514,290 |
| 2010 | $51,292 +2% | $2,514,290 |
| 2009 | $50,286 +0.5% | $2,514,290 |
| 2008 | $50,060 -0.1% | $2,514,290 +24.7% |
| 2007 | $50,134 +2.6% | $2,015,850 |
| 2006 | $48,844 +3.5% | $2,015,850 |
| 2005 | $47,171 +6.3% | $2,015,850 |
| 2004 | $44,389 +6% | $2,015,850 |
| 2003 | $41,869 +25.5% | $2,015,850 +54.1% |
| 2001 | $33,354 +88.8% | $1,308,500 +72.2% |
| 2000 | $17,669 -17.6% | $759,960 -23.7% |
| 1997 | $21,435 | $996,070 |
Find assessor info on the county website
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Climate risks
Neighborhood: 06877
Nearby schools
GreatSchools rating
- 10/10Veterans Park Elementary SchoolGrades: PK-5Distance: 1.6 mi
- 9/10East Ridge Middle SchoolGrades: 6-8Distance: 1.7 mi
- 10/10Ridgefield High SchoolGrades: 9-12Distance: 4.8 mi
Schools provided by the listing agent
- Elementary: Veterans Park
- Middle: East Ridge
- High: Ridgefield
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
- Connecticut
- Fairfield County
- Ridgefield
- 06877
- 27 Country Club Road
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