329 Chestnut Hill Road #5
Norwalk, Connecticut 06851
- Beds
- 3
- Baths
- 3 | 1
- SqFt
- 4,146
- Acres
- 0.31
- Year Built
- 2020
- Neighborhood
- Cranbury
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
: Final Offers Due 7/1 at 5PM : 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.
Key Facts
Market Snapshot
The Norwalk Market
Single Family · trailing 12 months
Active Listings
75
87 under contract
Median List Price
$900,000
75 active listings
Median Closed Price
$810,000
516 sales
Median Days on Market
28
75 active listings
Median $ / Sq Ft
$425
75 active listings
Sale-to-List Ratio
102.3%
516 sales
How this home compares
List Price
$2.10M
vs $900,000 median
2.3× the median
Price / Sq Ft
$507
vs $425 median
19.3% above median
Days on Market
31 days
vs 28 days median
3 days longer than median
Based on 75 active and 516 closed sales (trailing 12 mo) of single family in Norwalk. Source: SmartMLS · As of July 28, 2026.
Location
329 Chestnut Hill Road #5, Norwalk, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$10,707
- Property Taxes$2,356
- Insurance$700
- HOA$1,375
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 2020
- New Construction
- No/Resale
- Living Area
- 4,146 sq ft
- Below Grade
- 900 sq ft
Schools
- Elementary
- Cranbury
- High
- Norwalk
Interior
- Heating
- Hot Air
- Heat Fuel
- Propane
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Gas CooktopWall OvenMicrowaveSubzeroDishwasherWasherDryerWine Chiller
- Basement
- FullHeatedStorageCooledInterior AccessPartially Finished
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredOpen Floor PlanSecurity System
- Additional Rooms
- FoyerLaundry RoomMud RoomSitting Room
Exterior & Lot
- Lot Size
- 0.31 acres
- Zoning
- A3
- Garage / Parking
- 2 garage spaces2 total parking spacesAttached GaragePavedDrivewayPrivatePavedAsphalt
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Wood
- Roof
- Wood Shingle
- Foundation
- Concrete
- Exterior Features
- GuttersGarden AreaLightingStone WallFrench DoorsUnderground SprinklerPatio
- Lot Description
- In SubdivisionDryOn Cul-De-SacProfessionally Landscaped
HOA / Association
- Fee
- $1,375 / Monthly
- Amenities
- Guest ParkingPark
Listing & Financials
- Property Taxes
- $28,267 / Annually
- Days on Market
- 31
- MLS #
- 24186977
- MLS Status
- Under Contract
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Co-Listed By
Kaitlyn Walsh
William Raveis Real Estate
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 12:01 AM UTC.