About 329 Chestnut Hill Road 5
: 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.
Features of 329 Chestnut Hill Road 5
| MLS® # | 24186977 |
|---|---|
| Price | $2,100,000 |
| Bedrooms | 3 |
| Bathrooms | 4.00 |
| Full Baths | 3 |
| Half Baths | 1 |
| Square Footage | 4,146 |
| Acres | 0.31 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Under Contract |
Community Information
| Address | 329 Chestnut Hill Road 5 |
|---|---|
| Area | Cranbury |
| Subdivision | Windover |
| City | Norwalk |
| County | Fairfield |
| State | Connecticut |
| Zip Code | 06851 |
Amenities
| Amenities | Guest Parking, Park |
|---|---|
| Features | Generator, Programmable Thermostat, Thermopane Windows |
| Parking Spaces | 2 |
| Parking | Attached Garage, Paved, Driveway |
| # of Garages | 2 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| Interior Features | Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan, Security System |
|---|---|
| Appliances | Gas Cooktop, Wall Oven, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Chiller |
| Heating | Hot Air, Propane |
| Cooling | Central Air |
| Fireplace | Yes |
| # of Fireplaces | 1 |
| Has Basement | Yes |
| Basement | Full, Heated, Storage, Cooled, Interior Access, Partially Finished |
Exterior
| Exterior | Wood |
|---|---|
| Exterior Features | Gutters, Garden Area, Lighting, Stone Wall, French Doors, Underground Sprinkler, Patio |
| Lot Description | In Subdivision, Dry, On Cul-De-Sac, Professionally Landscaped |
| Roof | Wood Shingle |
| Foundation | Concrete |
School Information
| Elementary | Cranbury |
|---|---|
| Middle | West Rocks |
| High | Norwalk |
Additional Information
| Date Listed | June 26th, 2026 |
|---|---|
| Days on Market | 15 |
| Zoning | A3 |
| RE / Bank Owned | No |
| HOA Fees | 1375 |
| HOA Fees Freq. | Monthly |
Listing Details
| Office | William Raveis Real Estate |
|---|