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39 Hospital Hill Road

Sharon, Connecticut 06069

ACTIVE - NEW$495,000
Beds
4
Baths
2 | 2
SqFt
1,680
Acres
0.21
Year Built
1870
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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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

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

Property + 1 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$2,915

per 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

Similar Properties

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Listed By

Tanner Sneed

(860) 671-3241

Elyse Harney Real Estate

(860) 435-0120

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.