Active

108 High Street

Middletown, CT 06457

$399,900 $1,685/Mo

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Overview

Bed

Bath

2,584

Sqft

0.11

Acre(Lot)

Description

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!

Property Details

Property Type : Residential Income

Price : $399,900

AD Id : 90864453

MLS Id : 24202328

Beds : 6

Lot Size : 0.11 Acre

Living Area Size : 2,584

Year Built : 1900

County : Middlesex

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 6

Bathroom Information

Total Baths: 2 Full Baths: 2

Room Information

Rooms Total: 12 Has Basement: Yes Basement: Full, Walk-Out Access, Unfinished, Concrete
Roofing Information

Asphalt
Interior Features

Roof: Asphalt Appliances: Electric Water Heater
Heating & Cooling

Has Heating: Yes Heating: Oil, Hot Water Cooling: None

Building Information

Year Built: 1900 Building Area Total: 2584 Construction Materials: Aluminum Siding, Frame Private Pool: No

Lot Information

Lot Size Acres: 0.11 Lot Description: Corner Lot, Level

Listing Price Information

Listing Price: $399900

Tax Information

Parcel Number: 1013153 Annual Tax: $5426

Parking Information

Parking Total: 4 Paved, Off Street, Driveway

School Information

Elementary School: Per Board of Ed

Junior High School:

Senior High School: Middletown
Location Information

Direction: GPS Friendly. WaterSource: Public

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
Portland Street, Middletown, CT, 06457	$900,000	8	4	5,176	5,176 SqFt
200 E Ridge Road, Middletown, CT, 06457	$365,000	2	2	1,654	1,654 SqFt
227 E Main Street, Middletown, CT, 06457	$649,900	9	6	3,180	3,180 SqFt
71 E Main Street, Middletown, CT, 06457	$419,000	9	5	3,110	3,110 SqFt
37-39 Hotchkiss Street, Middletown, CT, 06457	$339,900	4	2	1,616	1,616 SqFt
480 Main Street, Middletown, CT, 06457	$1,300,000	8	10	13,837	13,837 SqFt
13-15 Portland Street, Middletown, CT, 06457	$1,300,000	12	8	9,890	9,890 SqFt
19 Portland Street, Middletown, CT, 06457	$299,000	5	2	1,760	1,760 SqFt
18 Portland Street, Middletown, CT, 06457	$90,000	5	3	1,558	1,558 SqFt
163 Pearl Street, Middletown, CT, 06457	$410,000	6	2	2,982	2,982 SqFt

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 08/30/2026 @ 00:44

MLS: 24202328 LISTED BY: Michelle Mazzotta, eXp Realty SOURCE: SmartMLS