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363 State Route 37

New Fairfield, Connecticut 06812

ACTIVE - NEW$599,000
Beds
4
Baths
2
SqFt
2,838
Acres
2.24
Year Built
1945
Matt Caiola

Matt Caiola

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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

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

Property + 7 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,439

per 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

Similar Properties

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Listed By

Angelina Valentini

(203) 994-1988

Coldwell Banker Realty

(203) 426-5679

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.