$2,295,000

107 Parade Hill Road, New Canaan, CT 06840

5 beds |
6 baths |
4,557 sqft

Single-Family Home
Built in 1984
0.41acre lot
2 car garage
$504/sqft
Listed 10 days ago

Property Description

Private yet moments from town, this exceptional five-bedroom Contemporary Craftsman is a masterclass in workmanship, scale, and thoughtful design. A first-floor primary suite and four additional bedrooms offer flexibility for modern living, while exquisite millwork, refined architectural detail, and open floor plan create spaces equally suited to everyday comfort, working from home, recreation, and entertaining. A gourmet kitchen with high-end appliances and large pantry will please discerning cooks, while a breakfast bar and large dining room allows for easy socializing. A spectacular deck serves as a true extension of the home, complete with an outdoor kitchen, gracious dining and lounge areas, and a charming bridge crossing a peaceful stretch of the Five Mile River, leading to a golf chipping area and small, lovely yard. Additional features include soaring ceilings in the main living area, a two-story foyer, bonus room with deck overlooking the putting green, with bar, wine storage and a half bathroom. The third level offers a private office, a kitchenette, ample storage and fifth bedroom and an en-suite full bath lending the space to flexible use - sunlit gym, guest room, whatever suits. One mile from restaurants, shops and Metro-North, 107 Parade Hill offers the convenience of living close to town and the ease of low-maintenance living.

Listing Status:: Active
Date Added:: March 17, 2026
Data Last Updated:: March 27, 2026 at 4:50PM
Listing Office:: Compass Connecticut, LLC : (203) 442-6626
Listing Agent:: Amanda Bryan : (203) 246-1064
MLS ID:: 24159886

General: Auto Garage Door OpenerCable - AvailableOpen Floor Plan
Appliances: Oven/RangeMicrowaveRefrigeratorDishwasherWasherDryerWine Chiller
Basement: Crawl Space
A/C: Central Air
Heating: Hot AirOilPropane
Fireplace: Fireplaces: 1

Style: ColonialContemporary

Roofing: Asphalt Shingle

County: Fairfield

Zoning: BRES185156

Water: Public Water Connected
Sewer: Public Sewer Connected

This listing courtesy of Amanda Bryan , Compass Connecticut, LLC

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

South School

8 Farm Rd, New Canaan, CT, 06840

Grades KG-4

1.85 miles away

Saxe Middle School

468 South Ave, New Canaan, CT, 06840

Grades 5-8

1.93 miles away

New Canaan High School

11 Farm Rd, New Canaan, CT, 06840

Grades 9-12

2.05 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.