Refine Search
Map
Sort by
$339,900
4 Beds ⋅ 2 Baths ⋅ 24172703 MLS
Updated two-family in a fantastic Middletown location just minutes from Wesleyan University, downtown shopping, and Route 9 - great for an owner-occupant or investor, with one unit delivered open at the end of the month and ready for immediate occupancy. Recent improvements have all the major boxes checked: brand new roof, brand new water heaters, plus updated kitchens, updated baths, and newer flooring throughout - all completed within the last five years. Everything is properly split for hassle-free two-family living: separate natural gas heat with two boilers, two electric panels, and two gas meters - no shared utilities, clean books, easy management. The first-floor unit features in-unit laundry, while both units offer a comfortable layout with multiple bedrooms, a full bath, eat-in kitchen, and a covered front porch overlooking the neighborhood. Outside you'll find a private off-street driveway with parking for multiple vehicles, a level yard, mature shade trees, and a metal storage shed for added convenience. Whether you're looking to offset your mortgage with rental income, expand your investment portfolio, or set up a multi-generational living arrangement, 37-39 Hotchkiss delivers strong fundamentals, modern updates, and a prime walkable location near one of Connecticut's premier university towns. Don't miss this one! Agent Owner

37-39 Hotchkiss St, Middletown
$350,000
3 Beds ⋅ 2 Baths ⋅ 24169081 MLS
Looking for a charming home? This one is dying to meet you! Welcome to this character-filled Middletown home blending classic details with thoughtful updates. Freshly painted with original wood trim and refinished hardwood floors, it offers warmth and charm throughout. The kitchen features newer appliances, an antique sink, and great natural light with porch access. A dedicated laundry room includes updated washer, dryer, and utility sink. Upstairs offers three bedrooms, plus a full bath with a walk-in shower. The partially finished attic adds a full-size room, cedar closet, and extra storage. The primary bedroom features a private porch with views of the Arrigoni Bridge. Outside, enjoy established plantings, a detached two-car garage, walk-out basement, and three enclosed porches. Relax with sunset views from the front porch overlooking St. John's Cemetery.

38 Johnson St, Middletown
$350,000
24149097 MLS
21.46 Acres Commercial Industrial Land. Lot is behind the 7.5 acre lot also for sale.Zoning: IOP (Industrial Office Park including office, warehouse, industrial & recreation. This parcel is going to be split off of a larger piece consisting of 28.96 acres. 8 acres of abutting residential land off Bell Street available for assemblage * Total Potential Assemblage: 41 acres * Immediate Access: Minutes to I-91 (Exit 20) Highly flexible IOP zoning allows multiple development strategies Large contiguous acreage suitable for corporate campus, distribution, flex-industrial, mixed-use, or recreational. Strong highway access for logistics, employees, and regional connectivity. Middletown's central CT location supports Hartford-New Haven corridor growth

Middle St, Middletown
$399,900
2 Baths ⋅ 24131954 MLS
Location, Location, Location! Nice 1482sf retail building in the heart of Main St. Middletown. High traffic area, property currently being used as smoke shop, but can fit many other retail needs. Building is Zoned B-1. Currently being leased until Nov.2026

346 Main St, Middletown
$369,900
4 Beds ⋅ 2 Baths ⋅ 24124801 MLS
Welcome to 58 Durant Terrace - a well-maintained 2-family home nestled in a quiet, desirable neighborhood just minutes from downtown Middletown, Wesleyan University, shopping, and dining. This versatile property offers two spacious units, each with 2 bedrooms, 1 full bath, bright living spaces, and hardwood flooring throughout. Ideal for investors or owner-occupants, live in one unit and rent the other to offset your mortgage! Features include: Separate entrances and utilities for each unit, updated kitchens and baths, generous backyard space perfect for entertaining or gardening. Off-street parking and potential garage or basement storage. Close to public transportation, parks, schools, and major highways. Whether you're looking to expand your rental portfolio or settle into a property with built-in income, 58 Durant Terrace is a rare find with solid potential - don't miss your chance to own this duplex gem in the heart of Middletown!

58 Durant Ter, Middletown

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.