85 Prospect Hill Road
New Milford, Connecticut 06776
- Beds
- 12
- Baths
- 8
- SqFt
- 8,891
- Acres
- 0.48
- Year Built
- 1880
- Neighborhood
- Prospect District
- Property Type
- 5+ Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
A rare investment opportunity and a chance to own a distinguished piece of New Milford history. This impressive 7 family Victorian, built in 1880, once served as the residence of John Pettibone, the esteemed Superintendent of the New Milford school system. Today, it offers strong income potential and timeless character for the astute investor. The property features five roomy two-bedroom units and two comfortable one-bedroom units, all currently rented. The interior hallways and individual apartments have been thoughtfully updated, breathing new life into this historic home while preserving its charm. Ideally situated close to downtown New Milford, the location provides convenience, walkability, and enduring appeal. An exceptional opportunity to expand your portfolio-schedule your tour today. See remarks.
Key Facts
- City/Town
- New Milford
- Neighborhood
- Prospect District
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1880
- Days on Market
- 0 days
- Beds
- 12
- Baths
- 8 full
- Living Area
- 8,891 sq ft
- Lot Size
- 0.48 acres
- Garage / Parking
- 10 total
- Property Taxes
- $15,762 / Annually
Market Snapshot
The New Milford Market
Multi-Family · trailing 12 months
Active Listings
2
New Milford inventory
Median List Price
$1.15M
2 active listings
Median Closed Price
$645,000
10 sales
Median Days on Market
5
2 active listings
Median $ / Sq Ft
$183
2 active listings
Sale-to-List Ratio
99.1%
10 sales
How this home compares
List Price
$1.60M
vs $1.15M median
39.1% above median
Price / Sq Ft
$180
vs $183 median
In line with median
Days on Market
0 days
vs 5 days median
5 days fresher than median
Based on 2 active and 10 closed sales (trailing 12 mo) of multi-family in New Milford. Source: SmartMLS · As of August 2, 2026.
Location
85 Prospect Hill Road, New Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 30, 2026per month
- Principal & Interest$8,226
- Property Taxes$1,314
- Insurance$533
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- New Milford
- Neighborhood
- Prospect District
- County
- Litchfield
Residence
- Property Type
- Multi-Family
- Subtype
- 5 Family+
- Style
- Units on different Floors
- Year Built
- 1880
- New Construction
- No/Resale
- Living Area
- 8,891 sq ft
- Below Grade
- 3,073 sq ft
Schools
- Elementary
- Per Board of Ed
- Middle
- Per Board of Ed
- High
- New Milford
Interior
- Heating
- Baseboard
- Heat Fuel
- OilPropane
- Cooling
- None
- Laundry
- Coin Op Laundry
- Laundry Location
- Basement
- Basement
- FullUnfinishedInterior AccessFull With Hatchway
Exterior & Lot
- Lot Size
- 0.48 acres
- Zoning
- R8
- Garage / Parking
- 10 total parking spacesPavedOn Street ParkingOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- Beige
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- Wrap Around Deck
- Lot Description
- Corner Lot
Listing & Financials
- Property Taxes
- $15,762 / Annually
- Days on Market
- 0
- MLS #
- 24192187
- 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 8/2/2026. 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 8/2/2026 at 5:45 AM UTC.