107 Parade Hill Road
New Canaan, CT, 06840 $ 2,295,000
Bedrooms5 Baths4.2 Sq 4,557 Monthly Estimate*
$ 14,131
for $2,295,000 with 5 bedrooms and 4 full baths, 2 half baths. This 4,557 square foot home was built in 1984 on a lot size of 0.41.
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.
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FeaturesGeneralZoning BRES
Neighborhood N/A
County Fairfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.41
Directions Parade Hill Rd to 107 from shared part of driveway the house is on the right
High School New Canaan
City New Canaan
Elementary School South
Sq Ft Total 4557
DOM 4
Year Built 1984
Style Colonial Contemporary
Year Built Source Public Records
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InteriorCooling System Central Air
Total Rooms 9
Basement Description Crawl Space
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ExteriorWater Source Public Water Connected
Lot Description Level Lot
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* Excluded FeaturesList ByAmanda BryanListing Agent
Compass Connecticut, LlcBroker
amandabryan@compass.comEmail
Affordability Calculator
- Monthly Principal & Interest
- $14,131
- Monthly Property Taxes
- $1,714
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in New Canaan, CT
Average List Price $3,879,619
Percent of Sale Price 69%
About New Canaan, CT 19,880 Population
3% Since 2002
$ 174,253 Median Income
45.76 Median Age
41% Households with Children
Trends Information provided by ATTOM Data Solutions.
4705403 Elementary School
3041765 Middle School
New Canaan High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 3/17/2026 | $2,295,000 | | Listed Price |