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4-Unit Quadplex with Storage Garage
New
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 Market3

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 Bedroom 14, Bedroom 6, Bathroom 1, Bathroom 6, Bedroom 1, Bedroom 8, Bedroom 7, Bathroom 3, Bathroom 7, Bathroom 9, Bathroom 11, Bedroom 11, Bedroom 3, Bedroom 4, Bedroom 10, Bedroom 12, Bathroom 5, Bathroom 2, Bathroom 4, Bedroom 2, Bedroom 13, Bedroom 5, Bathroom 8, Bedroom 9, Bathroom 12, Bathroom 10
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: Sep 27 Last Checked: Sep 27 at 10:06AM
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 3,012-square-foot quadplex contains four apartments: one with two bedrooms and 1.5 bathrooms, plus three with one bedroom and one bathroom each. Three apartments have been updated. A garage with a large overhead door provides storage space and is leased to a long-term tenant; the property also includes a small office with an interior bathroom. The four apartments are occupied by long-term tenants.

On a 0.23-acre lot, the property has public water and public sewer. The driveway parking area has new concrete, and the exterior has been repainted. Commercial zoning applies.

Key Highlights

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

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
100%
Occupancy
Multi-tenant
Tenancy

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 - The property combines a residential unit mix with a separately rented garage and an office with an interior bathroom.
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 apartments: one 2‑bedroom, 1.5‑bath unit and three 1‑bedroom, 1‑bath units; 3,012 square feet on a 0.23‑acre lot; Garage with large swing‑up door, rented to a long‑term tenant
More about this property
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