For Sale55d on marketHistoric · 271 yrs
27 Country Club Road
Ridgefield, CT, 06877 • 06877 • Fairfield County
$3,895,000
$303/sqft
Down payment assistance available
8Beds
9Baths
12,853Sqft
3.2 acLot
1755Built
Property DNA
Colonial,Antique Style
Built 1755 · 271 years of history
South Ridgefield
06877
Outdoor Living
Terrace · Porch
13 Fireplaces
Cozy heat source
Special Features
Cabana · Pool House
Private Pool
Gunite · Heated · In Ground
3-Car Garage
Detached · Garage Door Opener
This home is getting attention
Listed 55 days ago · 1,975 views · 75 saves
Market activity
Demand and pricing signals for this listing
1,975 views
People checking out this listing
75 saves
Buyers have saved this home
55 days on market
Established listing
$303/sqft
Price per square foot
About this home
Single Family · Built 1755 · Historic
"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.
Estimated monthly payment
Based on current rates
$25,404/month
Principal & Interest$20,210
Property Tax$3,895
Insurance$1,298
Down payment20% ($779,000)
3%50%
Est. 6.75% rate · 30yr fixed · $3,116,000 loan
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At a glance
Key facts and listing details
TypeSingle Family Residence
Year Built1755
HeatingForced Air, Hydro Air, Radiant, Zoned, Oil
CoolingCentral Air, Zoned
Parking3 Garage spaces
Lot3.22 Acres
Days on Zillow55 Days
Price/sqft$303
Property
Home typeSingle Family
Sub-typeSingle Family Residence
StyleColonial,Antique
Year built1755
Systems
HeatingForced Air, Hydro Air, Radiant, Zoned, Oil
CoolingCentral Air, Zoned
RoofWood
ConstructionShingle Siding
Water / SewerPublic / Septic Tank
Parking & Outdoor
ParkingDetached, Garage Door Opener
Garage3 spaces
BasementFull,Unfinished,Storage Space,Concrete
Fireplaces13
FencingPartial,Stone
Lot3.22 Acres
Location & Tax
Neighborhood06877
ZoningRAA
Annual tax$65,443
ParcelRIDGMD18B0054
Bathrooms & Fees
Full baths7
Features & details
16 categories of property features
Interior Features
Interior
Elevator
Entrance Foyer
Appliances
Gas Range
Microwave
Range Hood
Refrigerator
Freezer
Ice Maker
Dishwasher
Washer
Dryer
Wine Cooler
Water Heater
Heating
Forced Air
Hydro Air
Radiant
Zoned
Oil
Cooling
Central Air
Zoned
Laundry
Upper Level
Exterior Features
Exterior
Lighting
Balcony
Fruit Trees
Stone Wall
Underground Sprinkler
Parking
Detached
Garage Door Opener
Construction
Shingle Siding
Patio & Porch
Terrace
Porch
Lot Features
Level
Cul-De-Sac
Landscaped
Community
Golf
Health Club
Library
Park
Private School(s)
Public Rec Facilities
Tennis Court(s)
Security
Security System
Pool Features
Gunite
Heated
In Ground
Utilities
Cable Available
Other Equipment
Generator
Other Structures
Cabana
Pool House
Room details
15 rooms detailed
Master Bedroom
Upper23×13 ft299 sqft
Cedar Closet(s)Dressing RoomFireplaceFrench DoorsFull BathWalk-In Closet(s)
Bedroom
Upper20.5×15.5 ft317.75 sqft
High CeilingsFireplaceJack & Jill BathHardwood Floor
Bedroom
Upper20.5×16 ft328 sqft
High CeilingsFireplaceJack & Jill BathHardwood Floor
Bedroom
Upper21.5×15 ft322.5 sqft
High CeilingsFireplaceFull BathWalk-In Closet(s)Hardwood Floor
Bedroom
Upper19×14 ft266 sqft
High CeilingsBookcasesBuilt-in FeaturesFireplaceHardwood Floor
Bedroom
Upper19.5×13.5 ft263.25 sqft
High CeilingsFireplaceHardwood Floor
Listing insights
Market data and value estimates
StatusFor Sale
Days on market55
Est. value$3,728,800
Est. rent$7,549/mo
Tax rate1.69%
Price/sqft$303
On marketFeb 18, 2026
PostedFeb 18, 2026
Last sold$3,750,000
MLS updatedApr 7, 2026
Tour days9
Views1,975
Favorites75
How are the schools in Ridgefield?
3 schools rated nearby
Location
Ridgefield, CT, 06877
Price history
17 events
DateEventPrice$/sqftSource
Feb 18, 2026Listed For Sale$3,895,000$303Smart MLS
Feb 18, 2026Listing Removed$3,995,000$311Smart MLS
Jul 15, 2025Listed For Sale$3,995,000$311Smart MLS
Jul 15, 2025Listing Removed$3,995,000$311Smart MLS
May 8, 2025Listed For Sale$3,995,000$311Smart MLS
May 8, 2025Listing Removed$4,495,000$350Smart MLS
Feb 13, 2025Listed For Sale$4,495,000$350Smart MLS
Feb 13, 2025Listing Removed$4,795,000$373Smart MLS
Nov 22, 2024Price Change$4,795,000$373Smart MLS
Sep 4, 2024Listed For Sale$4,995,000$389Smart MLS
Mar 18, 2020Listing Removed$5,995,000$466William Pitt Sotheby's International Realty
Jul 17, 2019Listed For Sale$5,995,000$466William Pitt Sotheby's International Realty
Jun 19, 2014Sold$3,750,000$292Smart MLS
May 4, 2013Listed For Sale$3,995,000$311Neumann Real Estate
May 9, 2012Listing Removed$4,500,000$350Coldwell Banker Residential Brokerage - Ridgefield Office
Jun 20, 2010Listed For Sale$4,500,000$350NRT TriStates
Aug 28, 1998Sold$1,000,000$78Smart MLS
Listed For Sale$3,895,000
Feb 18, 2026•$303/sqft•Smart MLS
Listing Removed$3,995,000
Feb 18, 2026•$311/sqft•Smart MLS
Listed For Sale$3,995,000
Jul 15, 2025•$311/sqft•Smart MLS
Listing Removed$3,995,000
Jul 15, 2025•$311/sqft•Smart MLS
Listed For Sale$3,995,000
May 8, 2025•$311/sqft•Smart MLS
Listing Removed$4,495,000
May 8, 2025•$350/sqft•Smart MLS
Listed For Sale$4,495,000
Feb 13, 2025•$350/sqft•Smart MLS
Listing Removed$4,795,000
Feb 13, 2025•$373/sqft•Smart MLS
Price Change$4,795,000
Nov 22, 2024•$373/sqft•Smart MLS
Listed For Sale$4,995,000
Sep 4, 2024•$389/sqft•Smart MLS
Listing Removed$5,995,000
Mar 18, 2020•$466/sqft•William Pitt Sotheby's International Realty
Listed For Sale$5,995,000
Jul 17, 2019•$466/sqft•William Pitt Sotheby's International Realty
Sold$3,750,000
Jun 19, 2014•$292/sqft•Smart MLS
Listed For Sale$3,995,000
May 4, 2013•$311/sqft•Neumann Real Estate
Listing Removed$4,500,000
May 9, 2012•$350/sqft•Coldwell Banker Residential Brokerage - Ridgefield Office
Listed For Sale$4,500,000
Jun 20, 2010•$350/sqft•NRT TriStates
Sold$1,000,000
Aug 28, 1998•$78/sqft•Smart MLS
Tax history
25 years of records
YearTax paidAssessed value
Apr 15, 2025$65,443$2,389,310
Apr 15, 2024$62,958$2,389,310
Apr 15, 2023$61,668$2,389,310
Apr 15, 2022$66,216$2,329,100
Apr 15, 2021$65,704$2,329,100
Apr 15, 2020$65,494$2,329,100
Apr 15, 2019$65,494$2,329,100
Apr 15, 2018$64,702$2,329,100
Apr 15, 2017$68,212$2,506,890
Apr 15, 2016$66,909$2,506,890
Apr 15, 2015$60,537$2,327,450
Apr 15, 2014$62,811$2,414,860
Apr 15, 2012$51,216$2,514,290
Apr 15, 2011$51,820$2,514,290
Apr 15, 2010$51,292$2,514,290
Apr 15, 2009$50,286$2,514,290
Apr 15, 2008$50,060$2,514,290
Apr 15, 2007$50,134$2,015,850
Apr 15, 2006$48,844$2,015,850
Apr 15, 2005$47,171$2,015,850
Apr 15, 2004$44,389$2,015,850
Apr 15, 2003$41,869$2,015,850
Apr 15, 2001$33,354$1,308,500
Apr 15, 2000$17,669$759,960
Apr 15, 1997$21,435$996,070
Nearby homes
Neighborhood details
Local context around this listing
Ridgefield, CT • Fairfield County
Nearby neighborhoods
BranchvilleLake EastLake WestMamanasco LakeRidgeburyWest Mountain
Nearby cities
BridgeportDanburyFairfieldGreenwichNewtownNorwalkSheltonStamford
Nearby zip codes
0687706879
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