New Canaan, CT / SOLD

107 Parade Hill RoadNew Canaan, CT 06840

The buyer could have saved $30,006 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

Sale Price$2,400,500ClosedJune 7, 2026

Our Take

107 Parade Hill Road in New Canaan is a five-bedroom Contemporary Craftsman with a first-floor primary suite and four additional bedrooms. An open floor plan, millwork, soaring ceilings, and a two-story foyer shape the main living spaces. The kitchen includes high-end appliances, a large pantry, and breakfast bar. Outdoor features include a deck with kitchen, dining, and lounge areas, plus a bridge over the Five Mile River to a golf chipping area. A third-level office, kitchenette, storage, and en-suite bedroom add flexible space. Restaurants, shops, and Metro-North are one mile away.

107 Parade Hill Road — exterior photo
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Estimated buyer rebate

The buyer could have saved $30,006 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

At a glance

Closed · MLS #24159886
Bedrooms
5
BathroomsBaths
4 full / 2 half
Square feet
4,557
Year built
1984
Acres
0.41
Property taxes
$20,571

July 2025-June 2026

What stands out

  • First-floor primary suite with four additional bedrooms
  • Kitchen with high-end appliances and large pantry
  • Deck with outdoor kitchen, dining, and lounge areas
  • Bridge crossing the Five Mile River
  • Bonus room with bar, wine storage, and half bath
  • Third-level office with kitchenette and en-suite bedroom
  • One mile from restaurants, shops, and Metro-North
Read the full listing 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.

Schools

Elementary
South
Middle
Not provided
High
New Canaan

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$2,400,500
Original list price$2,295,000
Closed price$1,975,000
Original list price$1,695,000

Intermediate price changes and previous listings may not be included.

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Closest recorded sales

*Estimate: $2,400,500 closed price × assumed 2.5% buyer-agent commission × 50% rebate = $30,006. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by Compass Connecticut, LLC · (203) 442-6626

Amanda Bryan

SmartMLS · Listing #24159886 · Closed

Listing data checked: Sep 26, 2026, 9:56 AM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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