256 Country Club Rd

9,473 Sq. Ft.
$755 / Sq. Ft.
9,473
Sq. Ft.
$755
per Sq. Ft.

Description

Set just four minutes from town on nearly three acres adjacent to protected Land Trust property, this exceptional residence offers the privacy, scale, and tranquility of a country estate without sacrificing convenience. Sprawling lawns, stone walls, and a fully finished pool house with pool accessed through a dramatic hornbeam archway, underscore the property's exceptional outdoor living experience. The entry foyer establishes the home's architectural character, unfolding into a generous front to...Set just four minutes from town on nearly three acres adjacent to protected Land Trust property, this exceptional residence offers the privacy, scale, and tranquility of a country estate without sacrificing convenience. Sprawling lawns, stone walls, and a fully finished pool house with pool accessed through a dramatic hornbeam archway, underscore the property's exceptional outdoor living experience. The entry foyer establishes the home's architectural character, unfolding into a generous front to back gallery anchored by mahogany doors that open directly to the 33 foot covered porch and outdoor terrace. Detailed millwork, oak floors, and beautifully proportioned rooms create a sense of continuity throughout, while French doors across the principal living spaces provide a seamless connection between indoor and outdoor living. The kitchen, family room, and informal dining area are thoughtfully arranged in an open, flowing layout oriented toward the grounds, balancing everyday comfort with effortless entertaining. A well appointed mudroom serves the practical demands of daily life with equal attention to detail. The primary suite is distinguished by soaring 12 foot ceilings and dual walk in closets. Four additional en suite bedrooms, a substantial bonus room, and a third floor guest suite/lounge complete the upper levels. The lower level is finished with a generous recreation space, half bath, media room, and a gaming room that walks out to a private terrace.

Listing Agents

  1. Christine Saxe

    Christine Saxe

    Listing Agent

    Compass

    P: (203)-273-1548

  2. Nikki Glazer

    Nikki Glazer

    Alternative Listing Agent

    Compass

    P: (415)-866-1647

Property Details for 256 Country Club Road

Basement Description
Full, Heated, Storage, Cooled, Partially Finished, Walk-out, Liveable Space
Direct Waterfront
No
Expected Active Date
06-04-2026
Garages Number
5
Neighborhood
Oenoke Ridge
Style
Colonial
Garage Parking Info
Attached Garage, Detached Garage
Swimming Pool
Yes
LISTING UPDATED: 06/02/2026 12:32 PM

Property Details for 256 Country Club Road

StatusComing Soon
MLS #24178654
Days on Market-
Taxes$45,540 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1999
Lot Size2.75 AC / 119,790 SF
CountyFairfield County
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Building Information for 256 Country Club Road

Stories-Year Built1999Building Size-Lot Size2.75 AC / 119,790 SF

Payment Calculator

$39,424 per month

30 year fixed, 6.36% Interest

Principal and Interest

$35,629

Property Taxes

$3,795

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 256 Country Club Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS Searchable
  • Elementary School: West
  • Flood Zone: No
  • High School: New Canaan
  • Latitude: 41.16739
  • Longitude: -73.50553
  • Neighborhood Amenities: Golf Course, Library, Park, Private School(s)
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $45,540
Interior and Exterior Features
Exterior Features
  • Exterior Features: Terrace, Porch, Gutters, Lighting, Guest House, French Doors, Underground Sprinkler, Patio
  • Pool Description: Gunite, Heated, Pool House, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Oven/Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Heated, Finished, Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Home Automation: Built In Audio, Lighting, Security System
  • Interior Features: Audio System, Auto Garage Door Opener, Open Floor Plan, Security System
  • Laundry Room Info: Upper Level
  • Laundry Room Location: Second Floor Hall
  • Rooms Additional: Bonus Room, Exercise Room, Foyer, Mud Room
  • Rooms Total: 12
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Fireplace,French Doors,Patio/Terrace,Hardwood Floor
  • Room Length: 26.5
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 16.1
Room 2
  • Room Entry Order: 10
  • Room Features: Remodeled,9 ft+ Ceilings,Full Bath,Walk-In Closet
  • Room Length: 13.3
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.1
Room 3
  • Room Entry Order: 11
  • Room Features: Remodeled,9 ft+ Ceilings,Full Bath,Walk-In Closet
  • Room Length: 14.7
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.7
Room 4
  • Room Entry Order: 12
  • Room Features: 9 ft+ Ceilings,Hardwood Floor
  • Room Length: 31.7
  • Room Level: Upper
  • Room Type: Rec/Play Room
  • Room Width: 20.9
Room 5
  • Listing Key: 52CD2680B8142336E063E201100ACD21
  • Room Entry Order: 13
  • Room Features: Full Bath,On 3rd Floor
  • Room Length: 18.9
  • Room Level: Upper
  • Room Type: Other
  • Room Width: 18.3
Room 6
  • Room Entry Order: 14
  • Room Features: Wall/Wall Carpet
  • Room Length: 26.5
  • Room Level: Lower
  • Room Type: Media Room
  • Room Width: 20.0
Room 7
  • Room Entry Order: 15
  • Room Features: Half Bath
  • Room Length: 29.5
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 26.5
Room 8
  • Room Entry Order: 16
  • Room Features: Patio/Terrace
  • Room Length: 16.11
  • Room Level: Lower
  • Room Type: Other
  • Room Width: 14.6
Room 9
  • Listing Key: 52CD2680B8142336E063E201100ACD21
  • Room Entry Order: 17
  • Room Features: Remodeled,Vaulted Ceiling,French Doors,Full Bath,Island,Patio/Terrace
  • Room Level: Main
  • Room Type: Other
Room 10
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Wet Bar,Hardwood Floor
  • Room Length: 16.11
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 14.9
Room 11
  • Room Entry Order: 3
  • Room Features: Bay/Bow Window,9 ft+ Ceilings,Built-Ins,Fireplace,Hardwood Floor
  • Room Length: 16.11
  • Room Level: Main
  • Room Type: Library
  • Room Width: 15.11
Room 12
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Fireplace,French Doors,Patio/Terrace,Hardwood Floor
  • Room Length: 24.3
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 18.11
Room 13
  • Room Entry Order: 5
  • Room Features: Remodeled,9 ft+ Ceilings,French Doors,Island,Patio/Terrace
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 18.11
Room 14
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Length: 10.1
  • Room Level: Main
  • Room Type: Office
  • Room Width: 9.1
Room 15
  • Room Entry Order: 7
  • Room Features: Remodeled,9 ft+ Ceilings,Bedroom Suite,Fireplace,Full Bath,Walk-In Closet
  • Room Length: 23.11
  • Room Level: Upper
  • Room Type: Primary BR Suite
  • Room Width: 20.2
Room 16
  • Room Entry Order: 8
  • Room Features: Remodeled,9 ft+ Ceilings,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 16.6
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.6
Room 17
  • Room Entry Order: 9
  • Room Features: Remodeled,9 ft+ Ceilings,Full Bath,Hardwood Floor
  • Room Length: 14.7
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.7
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exclusions: Kitchen light fixture over island. The outdoor shower does not have the shower plumbing fixtures attached and the water is shut off to it.
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1999
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: Detached
  • In Law Apartment: Possible
  • Sq Ft Description: Finished 3rd Floor: 345, Finished Lower Level: 1546, Pool House: 848. Square footage is approximate
  • Sq Ft Est Heated Below Grade: 1546
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Open Lot
  • Parcel Number: 184856
  • Sq Ft Est Heated Above Grade: 7927.0
  • Sq Ft Total: 9473.0
  • Zoning: 2AC
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Domestic
  • Radon Mitigation Air: Unknown
  • Radon Mitigation Water: Unknown
  • Sewage System: Septic
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 256 Country Club Road

DateEvent & SourcePriceAppreciation
Apr 12, 1999

Closed (Public Record)

Public Record #91049929

$2,770,749

+141.6% / yr

Aug 19, 1997

Closed (Public Record)

Public Record #91051082

$649,000
DateEvent & SourcePrice
04/12/1999

Closed (Public Record)

Public Record #91049929

$2,770,749

+141.6% / yr

08/19/1997

Closed (Public Record)

Public Record #91051082

$649,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 256 Country Club Road

Taxable ValueLand$664,160Additions$2,064,440Total$2,728,600
Tax Record2024$45,540 ($3,795 / month)
Home Facts
Beds0Lot Size119,790 SqFtStyleSingle Family ResidenceZoning2ACCountyWESTERN CONNECTICUTAPNNCAN M:0033 B:033 L:000P2Fireplace TypeHas Fireplace

Schools near 256 Country Club Road

This home is within New Canaan School District.
Rating
School
Type
Grades
Distance
Public - PK to 4
Public - 5 to 8
Public - 9 to 12
Rating
School
Distance
West School
PublicPK to 4

Saxe Middle School
Public5 to 8

New Canaan High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

New Canaan
New Canaan
A verdant oasis filled with historic charm. Established in 1801, New Canaan shifted from agriculture to shoe making in the 19th century. As wealthy New Yorkers started to migrate to Connecticut, they initially made their way to New Canaan to build summer homes and eventually built permanent...

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256 Country Club Road is a single family home Coming Soon in New Canaan, CT 06840. This property is currently priced at $7,150,000. This listing's school district is New Canaan School District. Nearby schools include West School, Saxe Middle School and New Canaan High School. 256 Country Club Road is a 5-bed, 9-bath, 9,473 sqft single family home built in 1999.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.