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84 Squash Hollow Road

New Milford, Connecticut 06776

PENDING$474,900

Reduced from $499,000

Beds
4
Baths
2
SqFt
1,261
Acres
3.23
Year Built
1955
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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Waterfront2-Car Garage1 FireplacePrice Reduced

About This Home

Beautifully updated 4-bedroom, 2-bath Cape on 3.5 picturesque acres offers the perfect blend of comfort, privacy and natural beauty within a well-established neighborhood.This lovely retreat overlooks a spring fed pond providing water views and a gorgeous setting. The heart of the home centers around a newly renovated kitchen, featuring granite countertops, custom cabinetry, a 5-burner gas stove, all stainless appliances, and a large granite island-breakfast bar. The open-concept design flows into the dining area and expansive energy-efficient windows overlook the house length deck and property, filling both kitchen and dining with natural light throughout the day year-round. The living room features pine paneling and a stunning stone fireplace, adding warmth and character. Both full bathrooms have been updated with modern finishes. There are beautiful hardwood floors throughout, in addition to newer siding and Thermopane windows. The mechanicals are excellent. Large garage space with plenty of room for workbench in addition to 2 cars. Located in the Gaylordsville section, just minutes to Kent as well as downtown New Milford, this exceptional property offers privacy, updated amenities, and timeless Cape-style appeal in a truly one of a kind scenic setting.

Key Facts

City/Town
New Milford
Neighborhood
Gaylordsville
Property / Style
Single Family · Cape Cod
Year Built
1955
Days on Market
47 days
Beds
4
Baths
2 full
Living Area
1,261 sq ft
Lot Size
3.23 acres
Garage / Parking
2 garage · 2 total
Property Taxes
$5,233 / 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

$474,900

vs $609,450 median

22.1% below median

Price / Sq Ft

$377

vs $290 median

30.0% above median

Days on Market

47 days

vs 39 days median

8 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

84 Squash Hollow Road, New Milford, Connecticut

Property + 11 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,015

per month

  • Principal & Interest$2,421
  • Property Taxes$436
  • Insurance$158
  • HOA$0

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

Location

City/Town
New Milford
Neighborhood
Gaylordsville
County
Litchfield

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1955
New Construction
No/Resale
Living Area
1,261 sq ft

Schools

Elementary
Per Board of Ed
High
New Milford

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Window Unit
Fireplaces
1
Laundry
Lower Level
Appliances
Gas RangeMicrowaveRefrigeratorDishwasher
Basement
FullUnfinishedStorageInterior AccessWalk-outConcrete Floor
In-Law Apartment
No
Additional Rooms
Mud Room

Exterior & Lot

Lot Size
3.23 acres
Zoning
R80
Garage / Parking
2 garage spaces2 total parking spacesUnder House GarageDrivewayAsphalt
Waterfront
Direct waterfront
Waterfront Details
PondAccess
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
Vinyl Siding
Color
tan
Roof
Asphalt Shingle
Foundation
Block
Exterior Features
Fruit TreesDeckStone Wall
Lot Description
Some WetlandsLightly WoodedBorders Open SpaceSloping LotClearedWater View

Listing & Financials

Property Taxes
$5,233 / Annually
Days on Market
47
MLS #
24178007
MLS Status
Under Contract

Similar Properties

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

Listed By

Barbara Snyder

(203) 482-5129

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 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 6:10 AM UTC.