107 Parade Hill Rd

4,557 Sq. Ft.
$504 / Sq. Ft.
4,557
Sq. Ft.
$504
per Sq. Ft.

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,...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 Agents

  1. Amanda Bryan

    Amanda Bryan

    Listing Agent

    Compass

    amandabryan@compass.com

    P: (203)-246-1064

  2. Christine Saxe

    Christine Saxe

    Alternative Listing Agent

    Compass

Property Details for 107 Parade Hill Road

Basement Description
Crawl Space
Direct Waterfront
No
Expected Active Date
03-18-2026
Garages Number
2
Neighborhood
N/A
Style
Colonial, Contemporary
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 04/02/2026 10:11 PM

Property Details for 107 Parade Hill Road

StatusUnder Contract
MLS #24159886
Days on Market15
Taxes$20,571 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1984
Lot Size0.41 AC / 17,859 SF
CountyFairfield County
Add your commute

Building Information for 107 Parade Hill Road

Stories-Year Built1984Building Size-Lot Size0.41 AC / 17,859 SF

Payment Calculator

$13,271 per month

30 year fixed, 6.46% Interest

Principal and Interest

$11,557

Property Taxes

$1,714

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 107 Parade Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Parade Hill Rd to 107, from shared part of driveway, the house is on the right
  • Elementary School: South
  • Flood Zone: Yes
  • High School: New Canaan
  • Latitude: 41.158083
  • Longitude: -73.495605
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $20,571
Interior and Exterior Features
Exterior Features
  • Waterfront Description: View
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: No
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Cable - Available, Open Floor Plan
  • Laundry Room Location: Mudroom/1st Floor
  • Rooms Total: 9
Room 1
  • Room Entry Order: 1
  • Room Features: Skylight,Vaulted Ceiling,Fireplace,Patio/Terrace
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Skylight,Vaulted Ceiling,Balcony/Deck,French Doors
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: Remodeled,Breakfast Bar,Pantry
  • Room Level: Main
  • Room Type: Kitchen
Room 4
  • Room Entry Order: 4
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Main
  • Room Type: Primary Bedroom
Room 5
  • Listing Key: 4D239F439BDDFFB2E0631A01100AEA49
  • Room Entry Order: 5
  • Room Features: Full Bath,Walk-In Closet
  • Room Level: Upper
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: Jack & Jill Bath
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 8
  • Room Entry Order: 8
  • Room Features: Full Bath,On 3rd Floor
  • Room Level: Other
  • Room Type: Bedroom
Room 9
  • Listing Key: 4D239F439BDDFFB2E0631A01100AEA49
  • Room Entry Order: 9
  • Room Features: Wet Bar,On 3rd Floor
  • Room Level: Other
  • Room Type: Office
Property
Property and Assessments
  • Construction Description: Frame
  • Elevation Certificate: No
  • Exterior Siding: Shingle
  • Foundation Type: Concrete
  • Fuel Tank Location: In Garage
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1984
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Description: includes 842 sq ft on finished third level
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 185156
  • Sq Ft Est Heated Above Grade: 4557.0
  • Sq Ft Total: 4557.0
  • Zoning: BRES
Utilities
  • Heat Fuel Type: Oil, Propane
  • Hot Water Description: Other, Oil, Upright Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 107 Parade Hill Road

DateEvent & SourcePriceAppreciation
May 31, 2022

Closed (Public Record)

Public Record #1493077593

$1,975,000

+169.6% / yr

Oct 18, 2007

Closed (Public Record)

Public Record #327044974

$1—
DateEvent & SourcePrice
05/31/2022

Closed (Public Record)

Public Record #1493077593

$1,975,000

+169.6% / yr

10/18/2007

Closed (Public Record)

Public Record #327044974

$1

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 107 Parade Hill Road

Taxable ValueLand$526,400Additions$706,160Total$1,232,560
Tax Record2024$20,571 ($1,714 / month)
Home Facts
Beds5Baths5Total Finished SqFt3,715 SqFtAbove Grade Finished SqFt3,715 SqFtStories2Lot Size17,725 SqFtStyleSingle Family ResidenceYear Built1984ZoningBRESCountyFAIRFIELDAPNNCAN M:000P B:041 L:00N36Fireplace TypeHas Fireplace

Schools near 107 Parade Hill Road

This home is within New Canaan School District.
Rating
School
Type
Grades
Distance
Public - K to 4
Public - 5 to 8
Public - 9 to 12
Private - K to 8
Rating
School
Distance
South School
PublicK to 4

Saxe Middle School
Public5 to 8

New Canaan High School
Public9 to 12

St Aloysius School
PrivateK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.