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50 Obtuse Road North

Brookfield, Connecticut 06804

ACTIVE - NEW$859,900
Beds
3
Baths
2 | 1
SqFt
3,063
Acres
4.81
Year Built
1775
Matt Caiola

Matt Caiola

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About This Home

Own a Piece of History! This bucolic Brookfield beauty offers a rare combination of history, character, land, and opportunity. Built in 1775, this Antique Colonial has watched over 250 years of history unfold and is ready for its next chapter. Set on nearly 5 usable acres of level former farmland, the property features a spacious, updated interior along with multiple outbuildings and endless possibilities. Inside, you'll find over 3,000 sq. ft. of living space with 3 bedrooms, 2.5 baths, 2 fireplaces, and the warmth and character you expect from a home of this vintage. Outside, 2 barns await your vision, whether for hobbies, storage, animals, or something entirely new. And the opportunity doesn't stop there! Included is #51 across the street, a 1.09-acre parcel currently undergoing approvals as an additional building lot. The 3.72-acre home parcel at #50 is also undergoing approvals for a potential subdivision, creating the possibility of up to 3 lots for the price of one! Imagine a family compound, future development, or simply preserving the acreage and privacy for yourself. Located at the quiet intersection of Merwin Brook Road and Obtuse Road North, you'll feel tucked away in the country while remaining minutes from Brookfield amenities and conveniences, with numerous walking trails nearby, including just a 15-minute walk to lake Lillinonah! History, acreage, flexibility, and opportunity all in one remarkable offering!

Key Facts

City/Town
Brookfield
Neighborhood
Obtuse
Property / Style
Single Family · Colonial,Antique
Year Built
1775
Days on Market
0 days
Beds
3
Baths
2 full · 1 half
Living Area
3,063 sq ft
Lot Size
4.81 acres
Garage / Parking
6 garage · 10 total
Property Taxes
$11,291 / Annually

Market Snapshot

The Brookfield Market

Single Family · trailing 12 months

Median Days on Market

49

41 active listings

Median $ / Sq Ft

$289

41 active listings

Sale-to-List Ratio

100.0%

144 sales

How this home compares

List Price

$859,900

vs $730,000 median

17.8% above median

Price / Sq Ft

$281

vs $289 median

In line with median

Days on Market

0 days

vs 49 days median

49 days fresher than median

Based on 41 active and 144 closed sales (trailing 12 mo) of single family in Brookfield. Source: SmartMLS · As of September 11, 2026.

Location

50 Obtuse Road North, Brookfield, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,694

per month

  • Principal & Interest$4,466
  • Property Taxes$941
  • Insurance$287
  • HOA$0

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

Location

City/Town
Brookfield
Neighborhood
Obtuse
County
Fairfield

Residence

Property Type
Single Family
Style
Colonial,Antique
Year Built
1775
New Construction
No/Resale
Living Area
3,063 sq ft

Schools

Elementary
Candlewood Lake Elementary
Middle
Huckleberry
High
Brookfield

Interior

Heating
Hot Water
Heat Fuel
Oil
Cooling
None
Fireplaces
2
Laundry
Main Level
Appliances
Oven/RangeRefrigerator
Basement
FullUnfinishedStorageInterior AccessConcrete Floor
In-Law Apartment
No
Interior Features
Cable - Pre-wired

Exterior & Lot

Lot Size
4.81 acres
Zoning
R-80
Garage / Parking
6 garage spaces10 total parking spacesAttached GarageDetached GaragePavedOff Street ParkingDrivewayPrivatePavedAsphalt
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Color
Lemon Ice
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
BreezewayBarnGuttersLightingFruit TreesPorchGarden AreaStone WallPaddock
Lot Description
Corner LotAdditional Land Avail.Lightly WoodedFarm LandLevel Lot

Listing & Financials

Property Taxes
$11,291 / Annually
Days on Market
0
MLS #
24205672
MLS Status
Active
Financing
FHA,VA,CHFA,USDA

Similar Properties

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Listed By

Todd Sargent

(203) 948-1729

Coldwell Banker Realty

(860) 354-4111

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/11/2026. 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 9/11/2026 at 6:05 PM UTC.