84-86 Spring Street
Chester, Connecticut 06412
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,506
- Acres
- 0.38
- Year Built
- 1800
- Property Type
- 2 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
Rare opportunity to own a hard to find multifamily in the beautiful town of Chester! This unique 2 unit property offers space, character and flexibility in a wonderful location, just a short drive to Cedar Lake and approximately a 15 minute walk to charming downtown Chester with its shops, restaurants and small town New England appeal. Unit 1 spans 3 levels and features 3 bedrooms, with 2 upstairs and 1 on the main level, 1.5 baths, hardwood floors, exposed beams in the living room and mini splits for heat and A/C. The half bath is ready to be completed, with the seller leaving the toilet, vanity and lighting for the next owner. Some windows have been replaced and the porch features new decking. Unit 2 offers 1 bedroom, 1 full bath, propane heat and a spacious living room with high ceilings. The bathroom features a new vanity and walk in shower. Each unit enjoys its own separate yard space. Major improvements include a new roof, new septic system, tankless hot water heater and separate electrical meters. Generator stays! A very large basement provides excellent storage and includes an area a previous owner began framing, along with multiple additional storage spaces. A rare opportunity for an investor or owner occupant looking to enjoy all that Chester has to offer!
Key Facts
- City/Town
- Chester
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units are Side-by-Side
- Year Built
- 1800
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 3,506 sq ft
- Lot Size
- 0.38 acres
- Property Taxes
- $7,880 / Annually
Market Snapshot
The Chester Market
Multi-Family · trailing 12 months
Active Listings
1
2 under contract
Median List Price
$579,900
1 active listing
Median Closed Price
$600,000
1 sale
Median Days on Market
0
1 active listing
Median $ / Sq Ft
$165
1 active listing
Sale-to-List Ratio
70.6%
1 sale
How this home compares
List Price
$579,900
vs $579,900 median
In line with median
Price / Sq Ft
$165
vs $165 median
In line with median
Days on Market
--
vs 0 days median
Limited comparable data
Based on 1 active and 1 closed sales (trailing 12 mo) of multi-family in Chester. Source: SmartMLS · As of September 20, 2026.
Location
84-86 Spring Street, Chester, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per month
- Principal & Interest$3,071
- Property Taxes$657
- Insurance$193
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Chester
- Neighborhood
- N/A
- County
- Middlesex
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units are Side-by-Side
- Year Built
- 1800
- New Construction
- No/Resale
- Living Area
- 3,506 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Other
- Cooling
- Split SystemWall Unit
- Laundry
- Washer/Dryer All Units
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 0.38 acres
- Zoning
- R-1
- Waterfront Details
- Not Applicable
- Water Source
- Private Well
- Sewer
- Septic
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- PorchPatio
- Lot Description
- Sloping Lot
Listing & Financials
- Property Taxes
- $7,880 / Annually
- Days on Market
- 0
- MLS #
- 24207359
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/20/2026. 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 9/20/2026 at 6:20 PM UTC.