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109 Long Meadow Hill Road

Brookfield, Connecticut 06804

ACTIVE$1,499,000

Reduced from $1,655,500

Beds
5
Baths
4 | 1
SqFt
5,124
Acres
2.28
Year Built
2004
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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7-Car Garage3 FireplacesPrice Reduced

About This Home

A perfect blend of historic charm and modern luxury, this exceptional residence seamlessly combines an original 1900 home with a thoughtfully designed 2004 expansion. Offering 5 BR, 4 full and 2 half BA, the home showcases exquisite craftsmanship with timeless architectural elements throughout. However, one of the best features is the space and flexibility that this home allows. There is a potential main level in-law/au pair suite with separate entrance, a three-room set-up above the barn for an ideal home office/studio, and 7 garage bays for the avid car enthusiast! Inside the home, a grand foyer welcomes you, leading to a dramatic family room anchored by a striking stone fireplace that flows into the living room and a spacious kitchen featuring a center island, wine cooler, and Dacor stove/oven- perfect for both everyday living and entertaining. Sliders open to a large deck, extending the living space outdoors. The main level also includes a stunning oak library, formal dining room, convenient mudroom entry, and walk-in pantry. A sun-filled atrium provides a tranquil retreat surrounded by lush greenery, complete with automatic sprinklers- ideal for cultivating an indoor herb or botanical garden. The luxurious primary suite offers a private retreat with a bar area, walk-in closet, stone gas fireplace, a large window overlooking the private backyard, and a Juliet balcony overlooking the sunroom. The spa-like bath features a Jacuzzi tub, walk-in shower, and in-suite laundry.

Key Facts

City/Town
Brookfield
Neighborhood
N/A
Property / Style
Single Family · Colonial,Farm House
Year Built
2004
Days on Market
110 days
Beds
5
Baths
4 full · 1 half
Living Area
5,124 sq ft
Lot Size
2.28 acres
Garage / Parking
7 garage
Property Taxes
$22,491 / 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

$1.50M

vs $749,900 median

99.9% above median

Price / Sq Ft

$293

vs $294 median

In line with median

Days on Market

110 days

vs 28 days median

82 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

109 Long Meadow Hill Road, Brookfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,017

per month

  • Principal & Interest$7,643
  • Property Taxes$1,874
  • Insurance$500
  • 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,Farm House
Year Built
2004
New Construction
No/Resale
Living Area
5,124 sq ft

Schools

Elementary
Candlewood Lake Elementary
High
Brookfield

Interior

Heating
Hot AirSolarZoned
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
3
Laundry
Upper Level
Laundry Location
Upper level Near Primary BR
Appliances
Gas RangeRefrigeratorDishwasherWine Chiller
Basement
FullFull With Walk-Out
Interior Features
Central VacuumOpen Floor PlanSecurity System
Additional Rooms
BreezewayFoyerGreenhouseMud Room

Exterior & Lot

Lot Size
2.28 acres
Zoning
R-60
Garage / Parking
7 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
ClapboardVinyl Siding
Color
white
Roof
Asphalt ShingleGable
Foundation
ConcreteStone
Exterior Features
Porch-ScreenedPorchPatio
Lot Description
Lightly WoodedSloping LotProfessionally Landscaped

Listing & Financials

Property Taxes
$22,491 / Annually
Days on Market
110
MLS #
24164907
MLS Status
Active

Similar Properties

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Listed By

Tim Dent

(203) 244-2277

Coldwell Banker Realty

(203) 438-9000

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 7:50 AM UTC.