Date
Details
Price
Change
Source
8/28/2026
Listed
$399,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/20
$399,900 Just Listed
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Property 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!
Full Property Details
Full Property Details for 108 High St
General
- Price: $399,900
- Taxes: (July 2026-June 2027)
- Status: Active
- Type: Multi-Family
- Source: SMARTMLS
- MLS ID: 24202328
- Updated: Today (8/28/2026)
- Added to Site: Today
Interior
- Number of Rooms: 12
- Fireplace: Yes
- Number of Fireplaces: 1
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 6
Other Rooms
- Laundry: Washer/Dryer Some Units
Exterior
- Color: White
Parking
- Total Spaces: 4
- Parking: Off Street Parking, Driveway
Location
- County: Middlesex
- Driving Directions: GPS Friendly.
School Information
- Elementary School: Per Board of Ed
- High School: Middletown
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Water, Oil
- Heating Fuel: Oil
- Water Heater: Electric, Domestic, 50 Gallon Tank
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Units on different Floors
- Construction Status: No/Resale
- Exterior Const.: Aluminum
- Basement Desc.: Full, Unfinished, Concrete Floor, Full With Walk-Out
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 2,584
- Above Ground: 2,584 Sq. Ft.
- Year Built: 1900
Unit Information
Unit 1
- Square Feet: 1292
- Total Bathrooms: 1
- Bedrooms: 3
Unit 2
- Square Feet: 1292
- Total Bathrooms: 1
- Bedrooms: 3
Lot Features
- Lot Size (Acres): 0.11
- Driveway/Sidewalk: Paved
- Zoning: DVD
- Lot Description: Corner Lot, Level Lot
Financial Considerations
- Assessment Amount: $132,990
- Tax Year: July 2026-June 2027
Disclosures and Reports
- Property ID: 1013153
Listed by eXp Realty, Michelle Mazzotta
We Value Your Privacy
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Listing agent
— 108 High St —
Michelle Mazzotta
eXp Realty
Agent Contact: (860) 305-5908 Office Contact: (866) 828-3951
NMLS#: 1598647Get Pre-Approved Today
Price & Sales History for 108 High St
Tax History
Tax History for 108 High St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,173
6%
$132,990
—
2023
$4,894
5%
$132,990
—
2023
$4,668
15%
$132,990
44%
2022
$4,073
—
$92,570
—
2021
$4,073
—
$92,570
—
2020
$4,092
—
$92,570
—
2019
$4,110
2%
$92,570
—
2018
$4,045
-16%
$92,570
-19%
2017
$4,822
3%
$113,720
—
2016
$4,685
4%
$113,720
—
2015
$4,503
-1%
$113,720
—
2014
$4,549
-14%
$113,720
-27%
2011
$5,269
—
$155,880
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 108 High St
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108 High Street, Middletown, CT 06457 (MLS# 24202328) is a Multi-Family property with 2 units containing 6 bedrooms and 2 full bathrooms. 108 High Street is currently listed for $399,900 and was received on August 28, 2026. Want to learn more about 108 High Street? Do you have questions about finding other Multi-Family real estate for sale in Middletown? You can browse all Middletown real estate or contact a Coldwell Banker agent to request more information.