50 Obtuse Road North
Brookfield, Connecticut 06804
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 3,063
- Acres
- 4.81
- Year Built
- 1775
- Neighborhood
- Obtuse
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
41
30 under contract
Median List Price
$730,000
41 active listings
Median Closed Price
$638,500
144 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per 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
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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.