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3 Riley Creek Trail

New Milford, Connecticut 06776

PENDING$565,000
Beds
3
Baths
3
SqFt
2,484
Acres
2.29
Year Built
1980
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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1 Fireplace

About This Home

Thoughtfully designed and full of rustic charm, this three-bedroom home is tucked away on 2+ acres between New Preston and Kent and is close to everything, yet wonderfully removed. Fine craftsmanship is evident at every turn: exposed post-and-beam framing, wide-board floors that warm with age, handsome fieldstone stonework, and custom cabinetry throughout lend the home an authenticity that's hard to replicate. The first floor is anchored by a chef's kitchen outfitted with a soapstone farmhouse sink, Viking range, and a large island with seating - a natural gathering place for family and friends. The space opens into a living and dining area with woodstove, and French doors lead out to a covered porch and wraparound deck that looks out over a sweeping open meadow and the garden below. Back inside, a cozy den with a fireplace invites quiet evenings, while a light-filled room could serve comfortably as a home office. Upstairs, a spacious primary bedroom offers a private bath, with two additional bedrooms sharing a hall bath. The property rounds out with a detached 500+ square foot workshop, equally suited as an artist's studio or private office, along with a garden shed and basketball court. A rare offering where craft, character, and countryside come together.

Key Facts

City/Town
New Milford
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1980
Days on Market
57 days
Beds
3
Baths
3 full
Living Area
2,484 sq ft
Lot Size
2.29 acres
Property Taxes
$7,191 / Annually

Market Snapshot

The New Milford Market

Single Family · trailing 12 months

Median Days on Market

39

56 active listings

Median $ / Sq Ft

$290

56 active listings

Sale-to-List Ratio

100.0%

246 sales

How this home compares

List Price

$565,000

vs $609,450 median

7.3% below median

Price / Sq Ft

$227

vs $290 median

21.7% below median

Days on Market

57 days

vs 39 days median

18 days longer than median

Based on 56 active and 246 closed sales (trailing 12 mo) of single family in New Milford. Source: SmartMLS · As of July 28, 2026.

Location

3 Riley Creek Trail, New Milford, Connecticut

Property + 6 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,668

per month

  • Principal & Interest$2,881
  • Property Taxes$599
  • Insurance$188
  • HOA$0

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

Location

City/Town
New Milford
Neighborhood
N/A
County
Litchfield

Residence

Property Type
Single Family
Style
Colonial
Year Built
1980
New Construction
No/Resale
Living Area
2,484 sq ft

Schools

Elementary
Per Board of Ed
High
New Milford

Interior

Heating
Baseboard
Heat Fuel
Electric
Cooling
Window Unit
Fireplaces
1
Laundry
Main Level
Appliances
Oven/RangeRefrigeratorDishwasherWasherDryer
Basement
None

Exterior & Lot

Lot Size
2.29 acres
Zoning
R40
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Clapboard
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
SecludedRear LotSloping Lot

Listing & Financials

Property Taxes
$7,191 / Annually
Days on Market
57
MLS #
24179764
MLS Status
Under Contract - Continue to Show

Similar Properties

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

Listed By

Stephen Pener

(203) 470-0393

William Pitt Sotheby's Int'l

(860) 927-1141

Co-Listed By

Vanessa Henderson

William Pitt Sotheby's Int'l

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:55 AM UTC.