39 Hospital Hill Road
Sharon, Connecticut 06069
- Beds
- 4
- Baths
- 2 | 2
- SqFt
- 1,680
- Acres
- 0.21
- Year Built
- 1870
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Exceptional Turnkey Investment Opportunity in Sharon, CT! Currently generating $3,700/month in immediate, documented income with active tenancies in place, this well-maintained side-by-side duplex is a rare, high-yielding Litchfield County asset. Each side features a nice 2-bedroom, 1.5-bathroom layout highlighting updated kitchens featuring stainless steel appliances, tile backsplashes, rich hardwood floors, and updated bath fixtures. Both units offer bright, inviting living spaces, dedicated basement laundry with included washers and dryers, and separate mechanicals. Tenants enjoy delightful outdoor living space, including shared, expansive covered front and rear porches. Unbeatable in-town location-situated just moments from the historic Sharon Town Green, local shops, cafes, Sharon Hospital, the Hotchkiss Library, and a short drive to The Hotchkiss School and Lakeville Lake. A seamless, low-maintenance addition to any investment portfolio offering proven cash flow and instant yield from day one!
Key Facts
- City/Town
- Sharon
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units are Side-by-Side
- Year Built
- 1870
- Days on Market
- 1 day
- Beds
- 4
- Baths
- 2 full · 2 half
- Living Area
- 1,680 sq ft
- Lot Size
- 0.21 acres
- Garage / Parking
- 4 total
- Property Taxes
- $2,712 / Annually
Market Snapshot
The Sharon Market
Multi-Family · trailing 12 months
Active Listings
2
Sharon inventory
Median List Price
$587,500
2 active listings
Median Closed Price
--
0 sales
Median Days on Market
14
2 active listings
Median $ / Sq Ft
$226
2 active listings
Sale-to-List Ratio
--
0 sales
How this home compares
List Price
$495,000
vs $587,500 median
15.7% below median
Price / Sq Ft
$295
vs $226 median
30.5% above median
Days on Market
1 day
vs 14 days median
13 days fresher than median
Based on 2 active and 0 closed sales (trailing 12 mo) of multi-family in Sharon. Source: SmartMLS · As of July 30, 2026.
Location
39 Hospital Hill Road, Sharon, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$2,524
- Property Taxes$226
- Insurance$165
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Sharon
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units are Side-by-Side
- Year Built
- 1870
- New Construction
- No/Resale
- Living Area
- 1,680 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Laundry
- All Units Have Hook-UpsBasement Hook-Up(s)Washer/Dryer All Units
- Laundry Location
- Basement
- Basement
- FullUnfinishedInterior AccessConcrete FloorFull With Walk-Out
Exterior & Lot
- Lot Size
- 0.21 acres
- Zoning
- GR
- Garage / Parking
- 4 total parking spacesPavedOff Street Parking
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Clapboard
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- PorchCovered Deck
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $2,712 / Annually
- Days on Market
- 1
- MLS #
- 24194672
- 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 7/30/2026. 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 7/30/2026 at 10:31 PM UTC.