- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
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Street View
$399,900
Monthly Est:$1,990
6 Beds
- 2 Baths
2 full baths
2,584sqft
108 High St, Middletown, CT 06457
$399,900
$1,990/moEst:
Get Pre-Approved
Duplex
Built in 1900
$-- HOA
4,791.6 sqft lot
$155/sq.ft
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!
- Houzeo last checked: 48 minutes ago
- Listing updated: September 30, 2026 at 1:12 am
- Listing Provided by: Michelle Mazzotta | eXp Realty
- Source: SMART MLS-CT | MLS#: 24202328

Property Details
Status
Active Under Contract
Type
Multi Family
No. of Stories
-
County
City
Neighborhood
--
Year Built
1900
HOA Fees
-
Finished Area
2,584 sqft
Lot Size
4,791.6 sqft lot
Basement Area
- sqft
MLS Name
SMART MLS
MLS Number
24202328
MLS Status
Under Contract - Continue to Show
Days on Market
40

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Location
HOA Management
0
HOA Fees
$-/
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 6
Bathrooms: 2
Interior
Heating
Hot Water, Oil
Cooling
None
Sewer
Public Sewer Connected
Construction
Year Built
Year Built: 1900
Home type
Duplex
Architectural Style
Units On Different Floors
Foundation Details
Brick
Roof
Asphalt Shingle
Utilities & Energy
Basement
Full, Unfinished, Concrete Floor, Full With Walk Out
Water Source
Public Water Connected
Laundry Features
Washer/dryer Some Units
Parking Features
Off Street Parking, Driveway
Other Features
Subdivision Name
N/a
Lot Features
Corner Lot, Level Lot
Price History
| Date | Event | Price |
|---|---|---|
09/05/2026 Source: | Contingent (Active Under Contract) | $399,900 $155/sqft |
08/28/2026 Source: | Listed for Sale | $399,900 +22751.43% $155/sqft |
05/01/2024 Source: #24001431 | Price Decreased | $1,750 -99.42% $1/sqft |
02/22/2024 Source: #170613183 | Price Increased | $300,000 +110.08% $116/sqft |
03/06/2017 Source: #G10201997 | Sold | $142,800 $55/sqft |
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Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 07:30AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.
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