Date
Details
Price
Change
Source
6/25/2026
Listed
$2,100,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/23
$2,100,000 Just Listed
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1/23
Property 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 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.
Full Property Details
Full Property Details for 329 Chestnut Hill Rd #5
General
- Price: $2,100,000
- HOA FEE: $1,375/month
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24186977
- Updated: 6/27/2026
- Added to Site: 4 day(s) ago
Interior
- Number of Rooms: 7
- Rooms/Areas: Foyer, Laundry Room, Mud Room, Sitting Room
- Interior Features: Auto Garage Door Opener, Cable - Pre-wired, Open Floor Plan, Security System
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Gas Cooktop, Wall Oven, Microwave, Subzero, Dishwasher, Washer, Dryer, Wine Chiller
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
- Primary Bathroom: Primary Bath - Marbl, Main
Bedrooms
- Total Bedrooms: 3
- Primary Suite: 9 ft+ Ceilings, Full Bath, Hardwood Floor, Vaulted Ce, 13.6 x 20, Main
- Bedroom 1: Bedroom - Full Bath, Hardwood Floor, Walk-In Closet, 16.6 x 12.5, Upper
- Bedroom 2: Bedroom - Full Bath, Hardwood Floor, Walk-In Closet, 21 x 12.5, Upper
Other Rooms
- Great Room: Great Room - 9 ft+ Ceilings, Combination Liv/Din Rm, Fireplace, Hardwood Floor, Sliders, 21 x 23, Main
- Kitchen: Kitchen - 9 ft+ Ceilings, Dining Area, Hardwood Floor, Island, Pantry, Quartz Counters, 21 x 8.11, Main
- Dining Room: Dining Room - 9 ft+ Ceilings, Hardwood Floor, Sliders, 12 x 19, Main
- Study: Hardwood Floor, 21 x 9.6, Upper
- Laundry: Main Level
- Other Room 1: Other - 9 ft+ Ceilings, Built-Ins, Hardwood Floor, Pantry, Quartz Counters, Main
Additional Information
- Shared Amenities: Guest Parking, Park
Exterior
- Exterior Features: Gutters, Garden Area, Lighting, Stone Wall, French Doors, Underground Sprinkler, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Total Spaces: 2
- Parking: Attached Garage, Paved, Driveway
Location
- County: Fairfield
- Subdivision: Windover
- Neighborhood: Cranbury
- Driving Directions: Chestnut Hill Road - Look for WINDOVER sign. #6 is on the far right side towards the rear after entering.
School Information
- Elementary School: Cranbury
- Middle School: West Rocks
- High School: Norwalk
Community
- Community Name: Cranbury
- Association: Yes
- Home Owners Assn.: 1
- Assoc. Fees Include: Grounds Maintenance, Trash Pickup, Snow Removal, Water, Property Management, Road Maintenance
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Air, Propane
- Heating Fuel: Propane
- Water Heater: Propane, Tankless Hotwater
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Colonial
- Description/Design: Planned Unit Development
- Construction Status: No/Resale
- Exterior Const.: Wood
- Basement Desc.: Full, Heated, Storage, Cooled, Interior Access, Partially Finished
- Roof: Wood Shingle
- Attic: Yes
- Square Feet: 4,146
- Above Ground: 3,246 Sq. Ft.
- Below Ground: 900 Sq. Ft.
- Year Built: 2020
Lot Features
- Lot Size (Acres): 0.31
- Driveway/Sidewalk: Private, Paved, Asphalt
- Zoning: A3
- Lot Description: In Subdivision, Dry, On Cul-De-Sac, Professionally Landscaped
Green Features
- Energy Features: Generator, Programmable Thermostat, Thermopane Windows
Financial Considerations
- Association Fee: $1,375
- Assoc Fee Freq.: Monthly
- Assessment Amount: $1,190,710
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Exclusions: Fireplace items & gas grill are excluded. Refrigerator in basement IS included.
- Property ID: 2701544
Listed by William Raveis Real Estate, The Denise Walsh Team, Denise Walsh and William Raveis Real Estate, Kaitlyn Walsh
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 329 Chestnut Hill Rd #5 —
Denise Walsh
William Raveis Real Estate
Kaitlyn Walsh
William Raveis Real Estate
Agent Contact: (203) 650-1583 Office Contact: (203) 255-6841
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 329 Chestnut Hill Rd #5
School District:Norwalk School District
| Name | Grades | Distance |
|---|---|---|
Cranbury Elementary School 10 Knowalot Lane, Norwalk, CT 06851 | K-5 | 0.8 mi |
West Rocks Middle School 81 West Rocks Road, Norwalk, CT 06851 | 6-8 | 2.5 mi |
Norwalk High School 23 Calvin Murphy Drive, Norwalk, CT 06851 | 9-12 | 3.2 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 329 Chestnut Hill Rd #5
Tax History
Tax History for 329 Chestnut Hill Rd #5
Year
Property Taxes
Change
Tax Assessment
Change
2025
$28,267
2%
$1,190,710
—
2023
$27,833
9%
$1,190,710
17%
2023
$25,502
5%
$1,021,470
3%
2022
$24,328
4%
$990,000
—
2021
$23,383
—
$990,000
—
2020
$23,370
56%
$990,000
50%
2019
$15,011
—
$658,450
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 329 Chestnut Hill Rd #5
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- Single Family
- Active
- Updated 2 days ago
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- 5Total Baths
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- Single Family
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Listed by Judy Michaelis (203) 247-5000
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- Single Family
- Closed
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- 3Total Baths
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Listed by Bross Chingas Bross Team at Coldwell Banker Realty
Sold by Cathy McGee
Sold by Cathy McGee
329 Chestnut Hill Road #5, Norwalk, CT 06851 (MLS# 24186977) is a Single Family property with 3 bedrooms, 3 full bathrooms and 1 partial bathroom. 329 Chestnut Hill Road #5 is currently listed for $2,100,000 and was received on June 25, 2026. Want to learn more about 329 Chestnut Hill Road #5? Do you have questions about finding other Single Family real estate for sale in Norwalk? You can browse all Norwalk real estate or contact a Coldwell Banker agent to request more information.