: 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.
Please note: the 3D matterport shown is a similar unit/floor plan. This home is pre-wired for whole house sound system. There is also a whole house dehumidifier and a whole house humidifier as well. The finished lower level was completed recently and has its own zone for central air and heat. The HOA fee includes property management, weekly garbage and recycling, landscaping, snow plowing, irrigation, and pumping of septic tanks as well as exterior siding, exterior painting, roofing, and road maintenance.
Single-familyProperty Type
2020Year Built
0.31 acresLot Size
$567Price/Sq.Ft.
$1,375/moHOA Dues
2 car garageParking
Listed by Denise Walsh• William Raveis Real Estate
Listed by Kaitlyn Walsh• William Raveis Real Estate
Est. $4,401 per month, based on comparable rentals
Sale and tax history for 329 Chestnut Hill Rd #5
Sale History
Tax History
Date
Event
Price
Smart MLS #24186977
Sep 10, 2026
Sold
$2,350,000
$567/sq ft
Jul 13, 2026
Pending
—
Jun 25, 2026
Listed
$2,100,000
$507/sq ft
Smart MLS #170522747
Nov 28, 2022
Listing Removed
—
Nov 1, 2022
Price Changed
$1,849,000
$446/sq ft
Nov 1, 2022
Relisted
—
Oct 14, 2022
Listing Removed
—
Sep 20, 2022
Listed
$1,875,000
$452/sq ft
Sep 14, 2022
Coming Soon
*
Smart MLS #170274937
Apr 1, 2020
Listing Removed
—
Mar 31, 2020
Contingent
—
Mar 23, 2020
Sold
$1,425,000
$344/sq ft
Mar 22, 2020
Pending
—
Feb 28, 2020
Contingent
—
Feb 24, 2020
Listed
$1,450,000
$350/sq ft
AWARD-WINNING 12 ACRE, 8 LUXURY HOME, MAINTENANCE FREE ENCLAVE: WINDOVER. ONLY 1 STILL AVAILABLE. Treat yourself to the highest level of architectural and interior design with low-maintenance, moderate-sized, open concept floor plans and walkable, park-like grounds. Outfitted with custom NYC designer curated palettes, branded fixtures, custom cabinetry, marbles, quartz, nickel fixture, wood roof and wide plank character Oak hardwood floors. Enjoy the bucolic surroundings, sit by the 4 acre private pond, walk the trails in abutting Cranbury Park. Soak up the sun from your private courtyard or rear patio. Entertain on any level in the GREAT ROOM open to dining area and custom KITCHEN with centered island and wood-burning fireplace. The KITCHEN features custom crafted cabinetry expansive center island, Quartz tops, SUBZERO and WOLF appliances and dining alcove. AWARD-WINNING BUTLER'S KITCHEN with sliding barn doors, 2nd dishwasher, wine fridge and fitted pantry pull-outs. The master wing was designed to pamper you with radiant heated floors, steam shower, standing tub, custom cabinetry, fully fitted-out walk in closets. The loft/study overlooks the first floor with custom built-ins. Two guest suites on the 2nd floor offer walk in closets and full baths en suite. FULL BASEMENT for storage. Custom crafted mudroom and 1st floor laundry room. Just 3 miles to Westport Center, 1 BLOCK to Wilton town line. WESTPORT BEACH PASSES for the year are included with purchase.
WINDOVER: HOBI AWARD WINNING ENCLAVE OF 8 MAINTENANCE-FREE, LUXURY HOMES. Nestled into the 12.6 acre site surrounded by wildflowers, meadows, walking trails and access to the 4 acre private pond and nearby Cranbury Park, each home was designed by Beinfield Architects AND curated by NYC interior designer. By offering sophistication in a new size with first floor master bedrooms, open floor plan – well suited for entertaining- and high ceilings, the developer, Silver Heights, has captured the very wish list of those who want less space with the highest caliber of finishes in a low maintenance environment. Marbles, quartz, nickel and custom-designed cabinetry adorn each and every room. Cedar WOOD ROOF, black Anderson architectural windows, 7" wide plank character grade white oak floors. This COURTYARD STYLE home features the kitchen open to living room with a dining room alcove, opening to a side courtyard. The open concept includes a wall of sliders to an expansive patio and beautifully landscaped rear yard. Note the SubZero fridge + 2 drawers, Wolf appliances. AWARD-WINNING BUTLER'S KITCHEN with sliding barn-style doors (2nd DW, wine fridge, custom built-ins, sink, glass-front uppers and under cabinet lighting). 1st FLR MASTER BR boasts full marble bath and WIC. 2nd Floor: OFFICE/BONUS ROOM, 2 Addt'l BRs each with full baths, WIC and storage. FULL LOWER LEVEL for storage or optional finishing. 2 car, 2 door garage. 3 miles to Westport Center, 1 BLOCK to Wilton.
Nearby Amenities: Golf Course, Health Club, Library, Medical Facilities, Park, Putting Green, Shopping/Mall
Directions: Chestnut Hill Road - Look for WINDOVER sign. #6 is on the far right side towards the rear after entering.
County: Fairfield
Public facts
Beds: 3
Baths: 3.5
Sq. Ft.: 3,246
Stories: 2.0
Lot Size: —
Style: Condo/Co-op
Year Built: 2017
Year Renovated: —
County: Fairfield County
APN: 2701544
Home facts updated by county records on Jul 13, 2023
Other
Documents & Disclosures
Supplement Count Public: 1
Around this home
Schools
Cranbury Elementary School
Public PreK-5 • Assigned • 0.8mi
6/10
West Rocks Middle School
Public 6-8 • Assigned • 2.5mi
5/10
Norwalk High School
Public 9-12 • Assigned • 3.1mi
3/10
Provided by GreatSchools
Historical weather
Norwalk, CT • 06851
Average low and high temperatures (°F)
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34
61
43
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76
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47
55
38
41
26
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
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Sun exposure
92/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 9% for direct sun exposure in Norwalk. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
10.3 hrs
6.2 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$1.88M – $2.28M
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