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.
Sold for $2,400,500
$2,400,500
107 Parade Hill Road, New Canaan, CT 06840
5beds
4,557sqft
Single Family Residence
Built in 1984
0.41 Acres Lot
$2,431,500 Zestimate®
$527/sqft
$8,084 Estimated rent
Home value
$2,431,500
$2.31M - $2.55M
$8,084/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Amanda Bryan (203)246-1064,
Compass Connecticut, LLC 203-442-6626,
Co-Listing Agent: Christine Saxe 203-273-1548,
Compass Connecticut, LLC
Bought with:
Amy Pinderhughes, REB.0793779
Houlihan Lawrence
Source: Smart MLS,MLS#: 24159886
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 6
- Full bathrooms: 4
- 1/2 bathrooms: 2
Primary bedroom
- Features: Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Main
Bedroom
- Features: Full Bath, Walk-In Closet(s)
- Level: Upper
Bedroom
- Features: Jack & Jill Bath
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Features: Full Bath
- Level: Third,Other
Dining room
- Features: Skylight, Vaulted Ceiling(s), Balcony/Deck, French Doors
- Level: Main
Kitchen
- Features: Remodeled, Breakfast Bar, Pantry
- Level: Main
Living room
- Features: Skylight, Vaulted Ceiling(s), Fireplace, Patio/Terrace
- Level: Main
Office
- Features: Wet Bar
- Level: Third,Other
Heating
- Forced Air, Oil, Propane
Cooling
- Central Air
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Cooler, Water Heater
Features
- Open Floorplan
- Basement: Crawl Space
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 4,557
- Total interior livable area: 4,557 sqft
- Finished area above ground: 4,557
Property
Parking
- Total spaces: 2
- Parking features: Attached, Garage Door Opener
- Attached garage spaces: 2
Features
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
Lot
- Size: 0.41 Acres
- Features: Level, In Flood Zone
Details
- Parcel number: 185156
- Zoning: BRES
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Contemporary
- Property subtype: Single Family Residence
Materials
- Shingle Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1984
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Community & HOA
HOA
- Has HOA: No
Location
- Region: New Canaan
Financial & listing details
- Price per square foot: $527/sqft
- Tax assessed value: $1,232,560
- Annual tax amount: $20,571
- Date on market: 3/17/2026
Price history
| Date | Event | Price |
|---|---|---|
| 6/8/2026 | Sold | $2,400,500+4.6%$527/sqft |
Source:  Smart MLS #24159886 Report a problem | ||
| 4/2/2026 | Pending sale | $2,295,000$504/sqft |
Source: Smart MLS #24159886 Report a problem | ||
| 3/18/2026 | Listed for sale | $2,295,000+16.2%$504/sqft |
Source: Smart MLS #24159886 Report a problem | ||
| 6/1/2022 | Sold | $1,975,000+16.5%$433/sqft |
Source: Smart MLS #170477066 Report a problem | ||
| 4/8/2022 | Contingent | $1,695,000$372/sqft |
Source: Smart MLS #170477066 Report a problem | ||
| 4/1/2022 | Listed for sale | $1,695,000+2.7%$372/sqft |
Source: Smart MLS #170477066 Report a problem | ||
| 12/2/2021 | Listing removed | -- |
Source: Smart MLS #170401892 Report a problem | ||
| 10/8/2021 | Listed for sale | $1,650,000+371.4%$362/sqft |
Source: Smart MLS #170401892 Report a problem | ||
| 12/11/1987 | Sold | $350,000$77/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $20,571 +3.4% | $1,232,560 |
| 2024 | $19,894 +26.2% | $1,232,560 +48.1% |
| 2023 | $15,765 +3.1% | $832,370 |
| 2022 | $15,291 +1.2% | $832,370 |
| 2021 | $15,116 +5.4% | $832,370 +5.4% |
| 2020 | $14,340 -0.4% | $789,670 |
| 2019 | $14,404 -8.1% | $789,670 -11.3% |
| 2018 | $15,676 +1.8% | $890,260 |
| 2017 | $15,392 +2.3% | $890,260 |
| 2016 | $15,042 +2% | $890,260 |
| 2015 | $14,744 +2.9% | $890,260 |
| 2014 | $14,334 -2.6% | $890,260 -7.9% |
| 2013 | $14,711 +3.5% | $966,350 |
| 2012 | $14,208 -3.9% | $966,350 -5.4% |
| 2011 | $14,779 +6.6% | $1,021,370 +0% |
| 2010 | $13,869 -2.7% | $1,021,300 |
| 2009 | $14,247 +34.2% | $1,021,300 +45.5% |
| 2008 | $10,614 -1% | $702,000 -0.4% |
| 2007 | $10,724 +3.7% | $704,600 |
| 2006 | $10,344 +42.1% | $704,600 +35.4% |
| 2005 | $7,278 +5.8% | $520,200 |
| 2004 | $6,882 +1.7% | $520,200 +7.6% |
| 2003 | $6,765 +3.5% | $483,560 +60.7% |
| 2001 | $6,534 +6% | $301,000 |
| 2000 | $6,164 +5% | $301,000 |
| 1999 | $5,870 | $301,000 |
Find assessor info on the county website
Neighborhood: 06840
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Nearby schools
GreatSchools rating
- 9/10South SchoolGrades: K-4Distance: 1.9 mi
- 10/10Saxe Middle SchoolGrades: 5-8Distance: 1.9 mi
- 10/10New Canaan High SchoolGrades: 9-12Distance: 2.1 mi
Schools provided by the listing agent
- Elementary: South
- High: New Canaan
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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- Connecticut
- Fairfield County
- New Canaan
- 06840
- 107 Parade Hill Road
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