84 Squash Hollow Road
New Milford, Connecticut 06776
Reduced from $499,000
- Beds
- 4
- Baths
- 2
- SqFt
- 1,261
- Acres
- 3.23
- Year Built
- 1955
- Neighborhood
- Gaylordsville
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
56
56 under contract
Median List Price
$609,450
56 active listings
Median Closed Price
$525,000
246 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.