363 State Route 37
New Fairfield, Connecticut 06812
- Beds
- 4
- Baths
- 2
- SqFt
- 2,838
- Acres
- 2.24
- Year Built
- 1945
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Quintessential New England Charm. Discover this classic Connecticut Fieldstone Country Retreat, an enchanting 1945 fieldstone home, beautifully situated on 2.24 picturesque acres along the New Fairfield/Sherman border. Rich in character, craftsmanship and timeless appeal, this distinctive country retreat offers over 2,830 square feet of living space, 4 bedrooms, 2 full baths and a setting that captures the very essence of Connecticut country living. From the magnificent stone exterior to the beautiful bluestone patios, walkways, steps and impressive stone walls, every corner of this property exudes charm. Inside, discover spacious, sun-filled rooms featuring hardwood floors, handsome wood trim, coffered ceilings, custom built-in window seats, built ins and two stunning fieldstone wood-burning fireplaces, one on each level, creating inviting gathering spaces for entertaining and everyday living. The spacious living and family rooms offer wonderful versatility, while additional space provides opportunities for an in-home office, exercise room or guest accommodations. An updated upper-level full bath and walk-in cedar closet in the attic add comfort and convenience. The outdoor setting is equally captivating! Mature trees, lush lawns and thoughtfully planted perennials surround the property, cascading over the beautiful stone walls with seasonal color throughout spring and summer. An expansive 590 sf bluestone patio provides the perfect setting for alfresco dining,
Key Facts
- City/Town
- New Fairfield
- Neighborhood
- N/A
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1945
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full
- Living Area
- 2,838 sq ft
- Lot Size
- 2.24 acres
- Garage / Parking
- 2 garage · 4 total
- Property Taxes
- $11,057 / Annually
Market Snapshot
The New Fairfield Market
Single Family · trailing 12 months
Active Listings
34
30 under contract
Median List Price
$637,450
34 active listings
Median Closed Price
$610,000
142 sales
Median Days on Market
52
34 active listings
Median $ / Sq Ft
$294
34 active listings
Sale-to-List Ratio
100.0%
142 sales
How this home compares
List Price
$599,000
vs $637,450 median
6.0% below median
Price / Sq Ft
$211
vs $294 median
28.2% below median
Days on Market
0 days
vs 52 days median
52 days fresher than median
Based on 34 active and 142 closed sales (trailing 12 mo) of single family in New Fairfield. Source: SmartMLS · As of October 10, 2026.
Location
363 State Route 37, New Fairfield, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$3,318
- Property Taxes$921
- Insurance$200
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Fairfield
- Neighborhood
- N/A
- County
- Fairfield
- Subdivision
- New Fairfield/Sherman Bor
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1945
- New Construction
- No/Resale
- Living Area
- 2,838 sq ft
Schools
- Elementary
- Consolidated
- Middle
- Meeting House
- High
- New Fairfield
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Wall Unit
- Fireplaces
- 2
- Laundry
- Main Level
- Laundry Location
- Off kitchenpart of the full bath
- Appliances
- Electric RangeRefrigeratorDishwasherWasherDryer
- Basement
- Crawl SpaceUnfinishedStorageConcrete Floor
Exterior & Lot
- Lot Size
- 2.24 acres
- Zoning
- 2
- Garage / Parking
- 2 garage spaces4 total parking spacesDetached GaragePavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Stone
- Color
- Stone
- Roof
- Shingle
- Foundation
- Stone
- Exterior Features
- ShedPorchDeckGuttersGarden AreaLightingStone Wall
- Lot Description
- SecludedLightly WoodedTreedDryLevel LotSloping Lot
Listing & Financials
- Property Taxes
- $11,057 / Annually
- Days on Market
- 0
- MLS #
- 24213323
- MLS Status
- Active
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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 10/10/2026. 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 10/10/2026 at 1:00 AM UTC.