329 Chestnut Hill Rd, Unit 5

Norwalk, CT 06851

$2,100,000
Price
3
Beds
4,146 Sq. Ft.
$507 / Sq. Ft.
4,146
Sq. Ft.
$507
per Sq. Ft.
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Description

One of the most coveted enclaves in Fairfield County, WINDOVER, is a HOBI award-winning 8-home, 12-acre, private community just over the Wilton/Westport line. Highly sophisticated, designer-curated & professionally landscaped, this home is sited on one of the most private lots overlooking meadows, pond & near Cranbury park. A one-of-a-kind, primary or second residence AND HOA managed for a maintenance-free, Main-level living lifestyle. The stunning kitchen/great room area is swathed in natural light...One of the most coveted enclaves in Fairfield County, WINDOVER, is a HOBI award-winning 8-home, 12-acre, private community just over the Wilton/Westport line. Highly sophisticated, designer-curated & professionally landscaped, this home is sited on one of the most private lots overlooking meadows, pond & near Cranbury park. A one-of-a-kind, primary or second residence AND HOA managed for a maintenance-free, Main-level living lifestyle. The stunning kitchen/great room area is swathed in natural light from the wall of sliders opening to the elevated bluestone patio w/ custom rail system. NEW private fenced courtyard off DR and rear fenced yard with owner-curated gardens. Every room is adorned w/ luxe, branded fixtures, appliances, & designer finishes. Subzero fridge + drawers, Wolf stovetop/oven & quartz-topped island overlooking the FR fireplace, wide-plank oak 7" floors, & sleek lines of custom trim work. The expansive butler's pantry incl: barn-style doors, custom cabinetry, wetbar, 2nd dishwasher, wine fridge & quartz tops. The primary suite is sumptuous w/ its vaulted ceilings, steam shower, radiant heated floor, soaking tub & WIC. Fully equipped laundry, mudroom & WIC complete the 1st floor. Upstairs, discover 2 well-proportioned BR suites w/ en-suite baths, plus light-filled office. 2 car garage w/ epoxy flooring & garage system from Garage Living. Just completed finished lower level w/ gym, office cedar closet & workshop. 3 Min to Westport shopping, train, dining.
  1. Listed by Denise Walsh • William Raveis Real Estate
    P: (203)-650-1583 C: (203)-650-1583 Denise.walsh@raveis.com
  2. Listed by Kaitlyn Walsh • William Raveis Real Estate
    P: (203)-255-6841 C: (203)-231-1950 kw.dwpartners@gmail.com

Property Details for 329 Chestnut Hill Road, Unit 5

Basement Description
Full, Heated, Storage, Cooled, Interior Access, Partially Finished
Direct Waterfront
No
Garages Number
2
Neighborhood
Cranbury
Style
Colonial
Subdivision
Windover
Garage Parking Info
Attached Garage, Paved, Driveway
Swimming Pool
No
LISTING UPDATED: 06/27/2026 01:51 PM

Property Details for 329 Chestnut Hill Road, Unit 5

StatusActive
MLS #24186977
Days on Market2
Taxes$28,267 / year
HOA Fees$1,375 / month
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built2020
Lot Size0.31 AC / 13,503 SF
CountyFairfield County
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Location

Listing Courtesy of William Raveis Real Estate, Denise Walsh; William Raveis Real Estate, Kaitlyn Walsh
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Building Information for 329 Chestnut Hill Road, Unit 5

Stories-Year Built2020Building Size-Lot Size0.31 AC / 13,503 SF

Payment Calculator

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$14,195 per month

30 year fixed, 6.36% Interest

Principal and Interest

$10,465

Property Taxes

$2,356

HOA Dues

$1,375

The Payment Calculator is for illustrative purposes only.

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Property Information for 329 Chestnut Hill Road, Unit 5

Summary
Property and Location
  • Acres Source: Public Records
  • Association Amenities: Guest Parking, Park
  • Directions: Chestnut Hill Road - Look for WINDOVER sign. #6 is on the far right side towards the rear after entering.
  • Elementary School: Cranbury
  • High School: Norwalk
  • Latitude: 41.16772
  • Longitude: -73.396996
  • Middle Jr High School: West Rocks
  • Neighborhood Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Putting Green, Shopping/Mall
  • State: Connecticut
  • Subd Complex: Windover
Parking
  • Parking Total Spaces: 2
HOA and Fees
  • Association Fee Includes: Grounds Maintenance, Trash Pickup, Snow Removal, Water, Property Management, Road Maintenance
  • HOA Fee Amount: 1375
  • HOA Fee Frequency: Monthly
  • Home Owner's Assocation: Yes
  • Special Association Assessment: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $28,267
Interior and Exterior Features
Exterior Features
  • Exterior Features: Gutters, Garden Area, Lighting, Stone Wall, French Doors, Underground Sprinkler, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Storage Space, Access Via Hatch
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan, Security System
  • Laundry Room Info: Main Level
  • Rooms Additional: Foyer, Laundry Room, Mud Room, Sitting Room
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: 9 ft+ Ceilings,Combination Liv/Din Rm,Fireplace,Hardwood Floor,Sliders
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Great Room
  • Room Width: 23.0
Room 2
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Dining Area,Hardwood Floor,Island,Pantry,Quartz Counters
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 8.11
Room 3
  • Room Entry Order: 3
  • Room Features: 9 ft+ Ceilings,Hardwood Floor,Sliders
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 19.0
Room 4
  • Room Entry Order: 4
  • Room Features: 9 ft+ Ceilings,Built-Ins,Hardwood Floor,Pantry,Quartz Counters
  • Room Level: Main
  • Room Type: Other
Room 5
  • Listing Key: 55181AD644803343E063E201100A15E3
  • Room Entry Order: 5
  • Room Features: 9 ft+ Ceilings,Full Bath,Hardwood Floor,Vaulted Ceiling,Walk-In Closet
  • Room Length: 13.6
  • Room Level: Main
  • Room Type: Primary BR Suite
  • Room Width: 20.0
Room 6
  • Room Entry Order: 6
  • Room Features: Marble Floor
  • Room Level: Main
  • Room Type: Primary Bath
Room 7
  • Room Entry Order: 7
  • Room Features: Full Bath,Hardwood Floor,Walk-In Closet
  • Room Length: 16.6
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.5
Room 8
  • Room Entry Order: 8
  • Room Features: Full Bath,Hardwood Floor,Walk-In Closet
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.5
Room 9
  • Listing Key: 55181AD644803343E063E201100A15E3
  • Room Entry Order: 9
  • Room Features: Hardwood Floor
  • Room Length: 21.0
  • Room Level: Upper
  • Room Type: Study
  • Room Width: 9.6
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Private, Paved, Asphalt
  • Exclusions: Fireplace items & gas grill are excluded. Refrigerator in basement IS included.
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Property Info: Planned Unit Development
  • Roof: Wood Shingle
  • Year Built: 2020
  • Year Built Source: Approximate
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 900
  • Living Area SQFT Per Public Records: 3246
Lot Information
  • Lot Description: In Subdivision, Dry, On Cul-De-Sac, Professionally Landscaped
  • Parcel Number: 2701544
  • Sq Ft Est Heated Above Grade: 3246.0
  • Sq Ft Total: 4146.0
  • Zoning: A3
Utilities
  • Energy Features: Generator, Programmable Thermostat, Thermopane Windows
  • Heat Fuel Type: Propane
  • Hot Water Description: Propane, Tankless Hotwater
  • Radon Mitigation Air: Yes
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Public Records for 329 Chestnut Hill Road, Unit 5

Taxable ValueLand$161,860Additions$1,028,850Total$1,190,710
Tax Record2024$28,267 ($2,356 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt3,246 SqFtAbove Grade Finished SqFt3,246 SqFtStories2Lot Size13,678 SqFtStyleCondominiumYear Built2017ZoningA3CountyWESTERN CONNECTICUTAPNNWLK M:5 B:33 L:61-5Fireplace TypeHas Fireplace

Schools near 329 Chestnut Hill Road, Unit 5

This home is within Norwalk School District.
Rating
School
Type
Grades
Distance
Cranbury Elementary School
Public - PK to 5
West Rocks Middle School
Public - 6 to 8
Norwalk High School
Public - 9 to 12
Briggs High School
Public - 9 to 12
Rating
School
Distance
Cranbury Elementary School
PublicPK to 5

West Rocks Middle School
Public6 to 8

Norwalk High School
Public9 to 12

Briggs 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.

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More information about 329 Chestnut Hill Road, Unit 5, Norwalk, CT 06851

329 Chestnut Hill Road, Unit 5 is a single family home for sale in Norwalk, CT 06851. This property was listed for sale on June 25, 2026 by William Raveis Real Estate, it's currently listed at $2,100,000. This listing's school district is Norwalk School District. Nearby schools include Cranbury Elementary School, West Rocks Middle School and Norwalk High School. 329 Chestnut Hill Road, Unit 5 is a 3-bed, 4-bath, 4,146 sqft single family home built in 2020.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. 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 Raveis Real Estate, Denise Walsh; William Raveis Real Estate, Kaitlyn Walsh

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.