Skip to main content

109 Long Meadow Hill Road

Brookfield, Connecticut 06804

ACTIVE - NEW$1,395,000
Beds
5
Baths
4 | 3
SqFt
5,124
Acres
2.28
Year Built
1900
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
7-Car Garage4 Fireplaces

About This Home

This is a must-see property to truly appreciate its remarkable scale, flexibility, and one-of-a-kind design. A perfect blend of historic charm and modern luxury, this residence seamlessly combines an original 1900 home with a thoughtfully designed 2004 expansion. Offering 5 bedrooms, 4 full and 3 half baths, the home showcases exceptional craftsmanship and distinctive architectural details throughout. A potential main-level in-law or au pair suite with a separate entrance, a versatile three-room space above the barn, and 7 garage bays provide exceptional functionality for multigenerational living, working from home, hobbies, or the avid car enthusiast. A grand foyer welcomes you into a dramatic family room anchored by a striking stone fireplace, flowing seamlessly into the living room and spacious kitchen. The kitchen features a center island, wine cooler, and Dacor stove/oven, while French doors open to a large deck that connects to a screened-in porch, extending the living space outdoors. The main level also features a stunning oak library, formal dining room, convenient mudroom entry, and walk-in pantry. A sun-filled conservatory surrounded by lush greenery offers a tranquil retreat and is equipped with automatic sprinklers, making it an ideal space for gardening enthusiasts.

Key Facts

City/Town
Brookfield
Neighborhood
N/A
Property / Style
Single Family · Colonial,Farm House
Year Built
1900
Days on Market
0 days
Beds
5
Baths
4 full · 3 half
Living Area
5,124 sq ft
Lot Size
2.28 acres
Garage / Parking
7 garage
Property Taxes
$23,300 / Annually

Market Snapshot

The Brookfield Market

Single Family · trailing 12 months

Median Days on Market

48

38 active listings

Median $ / Sq Ft

$300

38 active listings

Sale-to-List Ratio

100.0%

142 sales

How this home compares

List Price

$1.40M

vs $739,000 median

88.8% above median

Price / Sq Ft

$272

vs $300 median

9.3% below median

Days on Market

0 days

vs 48 days median

48 days fresher than median

Based on 38 active and 142 closed sales (trailing 12 mo) of single family in Brookfield. Source: SmartMLS · As of September 8, 2026.

Location

109 Long Meadow Hill Road, Brookfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$9,616

per month

  • Principal & Interest$7,209
  • Property Taxes$1,942
  • Insurance$465
  • 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
1900
New Construction
No/Resale
Living Area
5,124 sq ft

Schools

Elementary
Per Board of Ed
High
Per Board of Ed

Interior

Heating
Hot AirZoned
Heat Fuel
Oil
Cooling
Central Air
Fireplaces
4
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
$23,300 / Annually
Days on Market
0
MLS #
24200896
MLS Status
Active

Similar Properties

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

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 9/8/2026. 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 9/8/2026 at 8:55 PM UTC.