100 Chestnut Hill Rd

Ridgefield, CT 06877

$1,700,000
Price
5
Beds
5,573 Sq. Ft.
$305 / Sq. Ft.
5,573
Sq. Ft.
$305
per Sq. Ft.
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a front view of a house with a yard
a living room with furniture and a fireplace
a living room with furniture wooden floor and a fireplace
a living room with furniture wooden floor and a dining table
a view of a dining room with furniture window and wooden floor
a view of a dining room with furniture and wooden floor
a kitchen with a table and chairs in it
a living room with stainless steel appliances furniture a fireplace a flat screen tv and a kitchen view
a kitchen with a sink cabinets and wooden floor
a bathroom with a sink and a mirror
a living room with furniture a table and a large window
a living room with furniture fireplace and flat screen tv
a living room with furniture and a fireplace
a bedroom with a bed and window
a bedroom with a bed and wooden floor
a spacious bathroom with a large tub sink and double vanity
a spacious bathroom with a sink mirror and a bathtub
a view of an entryway with wooden floor
a bedroom with a bed and a window
a bedroom with a bed window and dresser
a bathroom with a sink toilet vanity and shower
a bedroom with a bed and a window
a living room with furniture and a window
a bathroom with a sink a toilet and shower
a bathroom with a shower and a window
a living room with furniture and a flat screen tv
a living room with furniture
a living room with furniture and a wooden floor
a bathroom with a sink a vanity and a mirror
a view of utility room with washer and dryer
a view of a chairs and table on the deck
a view of a dinning table and chairs in roof deck
a house with a outdoor space
a view of a house with backyard porch and garden
a view of a houses with yard and entertaining space
a front view of a house with a garden
a view of a field with large trees
a picture of floor plan
a picture of a room

Description

A dramatic two-story entry sets the tone, drawing your eye to the sun-drenched great room, where soaring ceilings and walls of glass frame ever-changing light. The eat-in kitchen with vaulted ceiling and skylights feels bright and inviting, complimented by premium appliances including a six-burner Viking cooktop, double ovens, Sub-Zero refrigerator, and Bosch dishwasher. A marble backsplash, expansive center island, and wet bar with beverage refrigerator complete the space. Designed for both everyday...A dramatic two-story entry sets the tone, drawing your eye to the sun-drenched great room, where soaring ceilings and walls of glass frame ever-changing light. The eat-in kitchen with vaulted ceiling and skylights feels bright and inviting, complimented by premium appliances including a six-burner Viking cooktop, double ovens, Sub-Zero refrigerator, and Bosch dishwasher. A marble backsplash, expansive center island, and wet bar with beverage refrigerator complete the space. Designed for both everyday living and effortless entertaining, the kitchen flows into the family room with a striking double-sided fireplace, as well as the formal dining room. The main level primary features a vaulted ceiling, dual walk-in closets, and ensuite bath. The office offers a refined work-from-home setting, complete with custom built-ins and a marble fireplace. Upstairs, four bedrooms and two full baths are thoughtfully arranged into two suite-style layouts, offering flexibility for family, guests, or additional workspace. The finished walk-out lower level expands the home's versatility, featuring a large rec space and a separate area currently used as a media room, also ideal for an in-law or au pair suite with its own full bath. Outdoors, a full-length deck spans the rear of the home, accessible from both the kitchen and family room, creating seamless indoor-outdoor living. Located minutes from top-rated schools, golf, dining, shopping, and commuting routes.

Property Details for 100 Chestnut Hill Road

Basement Description
Full, Storage, Liveable Space, Full With Walk-Out
Direct Waterfront
No
Expected Active Date
04-15-2026
Garages Number
3
Neighborhood
Ridgebury
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 04/15/2026 04:05 AM

Property Details for 100 Chestnut Hill Road

StatusActive
MLS #24165177
Days on Market4
Taxes$27,592 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1998
Lot Size3.66 AC / 159,429 SF
CountyFairfield County
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Location

Listing Courtesy of William Pitt Sotheby's Int'l, Gigi R Bazarian
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Building Information for 100 Chestnut Hill Road

Stories-Year Built1998Building Size-Lot Size3.66 AC / 159,429 SF

Payment Calculator

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$10,860 per month

30 year fixed, 6.46% Interest

Principal and Interest

$8,560

Property Taxes

$2,299

HOA Dues

$0

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Property Information for 100 Chestnut Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Ridgebury Road to Chestnut Hill, #100 rear lot white house.
  • Elementary School: Ridgebury
  • High School: Ridgefield
  • Latitude: 41.35279
  • Longitude: -73.53813
  • Middle Jr High School: Scotts Ridge
  • Neighborhood Amenities: Golf Course, Health Club, Medical Facilities, Shopping/Mall, Stables/Riding
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $27,592
Interior and Exterior Features
Exterior Features
  • Exterior Features: Deck, Gutters
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Subzero, Dishwasher, Washer, Electric Dryer, Wine Chiller
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Home Automation: Thermostat(s)
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: Mudroom
  • Rooms Additional: Foyer, Mud Room
  • Rooms Total: 13
Room 1
  • Room Entry Order: 1
  • Room Features: 2 Story Window(s),Fireplace,Hardwood Floor
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 21.0
Room 2
  • Room Entry Order: 10
  • Room Features: Hardwood Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Room 3
  • Room Entry Order: 11
  • Room Features: Sliders,Wall/Wall Carpet
  • Room Length: 17.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 43.0
Room 4
  • Room Entry Order: 12
  • Room Features: Full Bath,Walk-In Closet,Wall/Wall Carpet
  • Room Length: 15.0
  • Room Level: Lower
  • Room Type: Media Room
  • Room Width: 23.0
Room 5
  • Listing Key: 4EDED6170D77B9D1E063E201100A1C91
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Fireplace,Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 19.0
Room 6
  • Room Entry Order: 3
  • Room Features: Fireplace,Granite Counters,Hardwood Floor,Island,Skylight,Wet Bar
  • Room Length: 28.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 21.0
Room 7
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 13.0
Room 8
  • Room Entry Order: 5
  • Room Features: Built-Ins,Fireplace,Hardwood Floor
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 11.0
Room 9
  • Listing Key: 4EDED6170D77B9D1E063E201100A1C91
  • Room Entry Order: 6
  • Room Features: Full Bath,Hardwood Floor,Walk-In Closet
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 18.0
Room 10
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Room 11
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 12
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Property
Property and Assessments
  • Color: White/black trim
  • Construction Description: Frame
  • Exclusions: see Excl list in attachments
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1998
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 1250
  • Living Area SQFT Per Public Records: 4323
Lot Information
  • Lot Description: Rear Lot, Lightly Wooded
  • Parcel Number: 273267
  • Sq Ft Est Heated Above Grade: 4323.0
  • Sq Ft Total: 5573.0
  • Zoning: RAAA
Utilities
  • Energy Features: Programmable Thermostat, Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: 65 Gallon Tank
  • Radon Mitigation Air: Yes
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 100 Chestnut Hill Road

DateEvent & SourcePriceAppreciation
Jul 11, 2022

Closed (Public Record)

Public Record #1493932924

$1,500,000

+2.6% / yr

Dec 18, 2013

Closed (Public Record)

Public Record #393907516

$1,200,000

-2.6% / yr

Jul 10, 2006

Closed (Public Record)

Public Record #201473872

$1,462,500

+8.2% / yr

Nov 25, 1998

Closed (Public Record)

Public Record #91153406

$800,000—
DateEvent & SourcePrice
07/11/2022

Closed (Public Record)

Public Record #1493932924

$1,500,000

+2.6% / yr

12/18/2013

Closed (Public Record)

Public Record #393907516

$1,200,000

-2.6% / yr

07/10/2006

Closed (Public Record)

Public Record #201473872

$1,462,500

+8.2% / yr

11/25/1998

Closed (Public Record)

Public Record #91153406

$800,000

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

Public Records for 100 Chestnut Hill Road

Taxable ValueLand$396,480Additions$610,890Total$1,007,370
Tax Record2024$27,592 ($2,299 / month)
Home Facts
Beds5Baths4.5Total Finished SqFt4,323 SqFtAbove Grade Finished SqFt4,323 SqFtUnfinished Basement SqFt1,593 SqFtStories2Lot Size159,430 SqFtStyleSingle Family ResidenceYear Built1998Year Renovated2005ZoningRAAACountyFAIRFIELDAPNRIDG M:B05 B:0022Fireplace TypeHas Fireplace

Schools near 100 Chestnut Hill Road

This home is within Ridgefield School District.
Rating
School
Type
Grades
Distance
Ridgebury Elementary School
Public - PK to 5
Scotts Ridge Middle School
Public - 6 to 8
Ridgefield High School
Public - 9 to 12
District Program Res
Public - 3 to 5
Rating
School
Distance
Ridgebury Elementary School
PublicPK to 5

Scotts Ridge Middle School
Public6 to 8

Ridgefield High School
Public9 to 12

District Program Res
Public3 to 5

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.

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More information about 100 Chestnut Hill Road, Ridgefield, CT 06877

100 Chestnut Hill Road is a single family home for sale in Ridgefield, CT 06877. This property was listed for sale on April 9, 2026 by William Pitt Sotheby's Int'l, it's currently listed at $1,700,000. It has been on the market for a total of 4 days and was last sold on July 11, 2022. This listing's school district is Ridgefield School District. Nearby schools include Ridgebury Elementary School, Scotts Ridge Middle School and Ridgefield High School. 100 Chestnut Hill Road is a 5-bed, 5-bath, 5,573 sqft single family home built in 1998.

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.

Listing Courtesy of William Pitt Sotheby's Int'l, Gigi R Bazarian

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.