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10 Trailing Ridge Road

Brookfield, Connecticut 06804

PENDING$1,350,000
Beds
4
Baths
3 | 2
SqFt
5,542
Acres
3.80
Year Built
1996
Matt Caiola

Matt Caiola

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About This Home

Set along a quiet ridgeline with long views over the surrounding countryside, this home offers a sense of privacy and space that's hard to find. A winding driveway leads you through manicured grounds to a timeless facade. Inside, the layout feels both open and purposeful. A two-story foyer and sweeping staircase create a strong first impression, while hardwood floors and custom millwork carry throughout the home. The main living areas connect easily; there's a formal dining room with a fireplace, a butler's pantry for added convenience, and a well-designed kitchen that opens to a casual dining area and a comfortable family room with a stone fireplace. The living room is lined with windows, bringing in natural light and framing the distant views. Built-ins add character and function, and the space extends to a covered porch, an easy spot to unwind. A main-level guest suite with its own entrance offers flexibility for extended family, guests, or a home office setup. Upstairs, you'll find four spacious bedrooms, including a primary suite with a sitting area, private balcony, and a spa-like bathroom with soaking tub and glass-enclosed shower. Outside, the stone patio creates a natural gathering space for entertaining or simply enjoying the setting. The grounds are open yet private, bordered by protected land, and a tucked-away hot tub adds a quiet place to relax at the end of the day. This is an unforgettable home in a setting that truly stands out.

Key Facts

City/Town
Brookfield
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1996
Days on Market
88 days
Beds
4
Baths
3 full · 2 half
Living Area
5,542 sq ft
Lot Size
3.80 acres
Property Taxes
$22,727 / Annually

Market Snapshot

The Brookfield Market

Single Family · trailing 12 months

Median Days on Market

28

37 active listings

Median $ / Sq Ft

$294

37 active listings

Sale-to-List Ratio

100.0%

140 sales

How this home compares

List Price

$1.35M

vs $749,900 median

80.0% above median

Price / Sq Ft

$244

vs $294 median

17.0% below median

Days on Market

88 days

vs 28 days median

60 days longer than median

Based on 37 active and 140 closed sales (trailing 12 mo) of single family in Brookfield. Source: SmartMLS · As of July 28, 2026.

Location

10 Trailing Ridge Road, Brookfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,227

per month

  • Principal & Interest$6,883
  • Property Taxes$1,894
  • Insurance$450
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Brookfield
Neighborhood
N/A
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1996
New Construction
No/Resale
Living Area
5,542 sq ft

Schools

Elementary
Candlewood Lake Elementary
High
Brookfield

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Ceiling FansCentral Air
Fireplaces
2
Laundry
Upper Level
Appliances
Wall OvenRefrigeratorDishwasherWasherDryer
Basement
FullUnfinishedStorageGarage AccessInterior Access
Interior Features
Auto Garage Door OpenerCable - AvailableSecurity System
Additional Rooms
FoyerLaundry RoomMud Room

Exterior & Lot

Lot Size
3.80 acres
Zoning
R-80
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
BalconyDeckGarden AreaHot TubStone WallPatio
Lot Description
Level LotSloping LotOn Cul-De-Sac

Listing & Financials

Property Taxes
$22,727 / Annually
Days on Market
88
MLS #
24162852
MLS Status
Under Contract

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Kellie Martone

(203) 948-1034

William Pitt Sotheby's Int'l

(203) 796-7700

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/28/2026 at 6:55 AM UTC.