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4-Unit Quadplex with Storage Garage
For Sale
$575,000

99 High Street, Winchester, CT 06098

Multi-Family For Sale, 4updown - Unit(s) per Floor, Winchester, CT

Property Size3,012 SF
Lot Size0.23 Acres
Price / SF$190.90
Days on Market13

Property Features for 99 High Street

General Information

Property type Residential Multi Family
Property subtype Other
Zoning Commercial
Bedrooms 14
Bathrooms 12
Full bathrooms 10
Half bathrooms 2
Rooms Bathroom 9, Bathroom 4, Bedroom 1, Bedroom 10, Bedroom 13, Bedroom 14, Bedroom 2, Bathroom 1, Bathroom 12, Bedroom 7, Bathroom 8, Bathroom 10, Bedroom 4, Bedroom 3, Bedroom 11, Bathroom 6, Bathroom 3, Bedroom 12, Bathroom 2, Bedroom 6, Bathroom 11, Bedroom 8, Bedroom 9, Bedroom 5, Bathroom 7, Bathroom 5
Subdivision Hartford
Lot features Corner Lot
Elementary school Harry P. Hinsdale
High school Per Board of Ed
Directions Get on I-66 W in Warren County from US-522 N Take I-81 N, I-78 E, I-287 N, I-87 S, ... and CT-8 N to S Main St in Winchester Continue on S Main St. Drive to High St
Standard status Active
Size 3,012 SF
Lot size 0.23 Acres

Taxes and HOA fees

Tax Year 2027
Tax Annual Amount 7016

Utilities

Sewer type Public Sewer
Heating system None (Heating)
Water source Public

Building Details

Year built 1900
Architectural style Other
Listing Agency: ListWithFreedom.com
Listed By: Ralph Harvey · License #338742
Added: Sep 25 Changed: Oct 4 Last Checked: Oct 7 at 12:06PM
MLS# 24209933

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Investment Insights

Based on property information with market context.

This four-unit quadplex contains 3,012 square feet on a 0.23-acre lot. The apartment mix includes one two-bedroom, one-and-a-half-bath unit and three one-bedroom, one-bath units. Three apartments have been updated. A garage with a large swing-up door provides multipurpose storage space and is leased to a separate long-term tenant; it also includes a small office and interior bathroom. The property is zoned Commercial and has public water and public sewer service.

Recent work includes a new furnace, exterior painting, and replacement of the driveway parking area with concrete. The four apartments are occupied by long-term tenants.

Key Highlights

  • Four residential units: one 2‑bedroom, 1.5‑bath apartment and three 1‑bedroom, 1‑bath apartments
  • 3,012 square feet on a 0.23‑acre lot
  • Separate garage rented to a long‑term tenant, with a large swing‑up door

Property Analytics

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Current Use

Quadplexes

Suggested Use

Top Pick Parking Lot & Garage HVAC Service Daycare Center Skin Care Clinic Storage Facility Bakery

Score = modeled unmet demand for each use within ~1 mi (higher = bigger opportunity). Zoning and permitted uses should be independently verified with local authorities.

Lease Details

4
Residential units

Location Intelligence

Trade Area within ½ mile

565
Businesses Nearby

Demographics for 06098, CT

10,188
Population
5,576
Households
1.8
Avg Household Size
48
Median Age
29%
College-Educated
94%
High-School Grad
30.7 sq mi
ZIP Area
332
Density / Sq Mi
$68,661
Median Household Income
$47,202
Median Earnings
$1,189
Median Rent
$238,700
Median Home Value
Check the figures for this property Cap Rate, Value Estimation, Potential NOI and more
View Realmo Analytics

Market

Vacancy Rate% for Multifamily in Northeast region

4% 2022
4.6% 2023
5.3% 2024
5.6% 2025
Rey
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Frequently Asked Questions

What type of property is this?
Quadplex - Four occupied apartments accompany a separately rented garage with a large overhead door and a small office.
Where is this quadplex located?
The property is located at 99 High Street Winchester, CT.
What is the asking price?
The asking price for this property is $575,000.
What are key features of this property?
This property features: Four residential units: one 2‑bedroom, 1.5‑bath apartment and three 1‑bedroom, 1‑bath apartments; 3,012 square feet on a 0.23‑acre lot; Separate garage rented to a long‑term tenant, with a large swing‑up door
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