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108 High Street, Middletown, CT 06457

Multi-Family For Sale · 2 Family

$399,900
$155/sqft
108 High Street, Middletown, CT
Active
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6
Bedrooms
2
Bathrooms
2,584
Sq Ft
0.11
Acres
1900
Year Built

About This Home

Welcome to this character-filled, turn-of-the-century two-family Colonial in the heart of Middletown, ideally located directly across from Wesleyan University and within walking distance of downtown, restaurants, shops, and public transportation. Each spacious unit offers three bedrooms, a generous living room with a fireplace, beautiful built-in cabinetry, wood flooring, and French doors opening to a sunroom. Large, open kitchens with walk-in pantries provide ample space and functionality, while charming period details throughout reflect the home's original character. The first-floor unit is vacant and move-in ready, while the second-floor unit is currently tenant-occupied, offering immediate rental income. A new roof adds significant value, while the interiors still provide opportunities for updates and personal touches. Situated on a corner lot with two separate driveways accessed from different streets, plus a convenient walkout basement. An excellent opportunity for an owner-occupant or investor!

Listed by Michelle Mazzotta (860) 305-5908 with eXp Realty (866) 828-3951

Listing Snapshot

Price $399,900 Days on Our Site 0 days
Property Tax $5,426/yr Style Units on different Floors
Year Built 1900 Total Sq Ft 2,584
Lot Size 0.11 acres HOA Fees N/A
Bedrooms 6 Full Bathrooms 2
Total Rooms 12 Half Baths 0

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Type Off Street Parking, Driveway

Systems & Utilities

Heat Hot Water
Fuel Oil
Cooling None
Hot Water Electric, Domestic, 50 Gallon Tank
Water Public Water Connected
Sewer Public Sewer Connected

Schools

Elem Per Board of Ed
High Middletown

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $452/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Aug 28, 2026 Listed $399,900

Frequently Asked Questions

How much does 108 High Street in Middletown, CT cost?
This property is listed at $399,900, which works out to $155 per square foot.
How many bedrooms does 108 High Street have?
This home has 6 bedrooms and 2 bathrooms.
What is the square footage of 108 High Street?
The home is 2,584 square feet, situated on 0.11 acres.
When was 108 High Street in Middletown built?
This property was built in 1900.
Is 108 High Street, Middletown, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 108 High Street, Middletown in?
This home is served by the Middletown public school system, with Per Board of Ed as the elementary school and Middletown as the high school.
How do I schedule a tour of 108 High Street, Middletown, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Michelle Mazzotta · (860) 305-5908

eXp Realty · (866) 828-3951

MLS# 24202328 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Aug 28, 2026 10:19 AM UTC