Welcome to this well-maintained two-family home, ideally suited for multigenerational living, extended-family arrangements, or an owner-occupant seeking income potential. Situated on a corner lot near downtown Middletown, this expansive property occupies a double lot totaling approximately 0.33 acres and offers abundant indoor and outdoor space. The home features high 11-foot ceilings, graceful archways, and oversized windows that fill the interior with exceptional natural light. Both units offer comfortable living areas, and the finished lower level provides a second kitchen full bath & laundry. A family room with a fireplace offers excellent flexibility and may serve as a potential third bedroom. The kitchen is equipped with granite countertops, while natural-gas heat and air-conditioning units provide year-round comfort. Outside, enjoy plentiful parking, a detached two-car garage with attic. The generous double lot offers room to relax, garden, entertain, or explore future possibilities, subject to local approvals. Conveniently located close to downtown Middletown, shopping, restaurants, and everyday amenities, this is a rare opportunity to own a spacious and adaptable two-family residence in a highly accessible location.
Ideal for an investor or owner occupant this 2 family home offers 2 units 5 rooms with 3 bedrooms each. The first floor unit with hardwood floors 3 spacious bedrooms, refreshed bath, and a kitchen with a walk in pantry. The second floor has been remodeled with 3 bedrooms and the primary bedroom with a large walk in closet or storage room. Updated kitchen, laminate floor, white cabinets and walk in pantry and refreshed full bath with tile tub surround and floor. This property has a front porch and a rear porches. A walk up attic offers additional space with an option for future expansion. A full basement with a full bath and a finished room. Furnaces and Hot water heaters replaced in 2021. Driveway which will allow for 2 cars of off street parking. Great opportunity to add to a portfolio.
Group showing Sunday, 10/11, 12 noon! Fantastic investment opportunity just minutes from Downtown Middletown! This beautifully maintained three-family property offers a great combination of location, condition, and long-term investment potential. All three units offer two large bedrooms. Each unit also enjoys its own private porch or balcony, giving tenants valuable outdoor space. This property has been well cared for with significant updates throughout, including impeccably updated mechanicals, helping take some of the worry out of owning a multifamily property. A three-car detached garage in the rear adds even more value, along with additional off-street parking. Located on a quiet, desirable street close to Downtown Middletown, the property offers easy access to restaurants, shopping, Wesleyan University, major routes, and everything the downtown area has to offer. Whether you're looking to add a solid three-family to your investment portfolio or live in one unit while collecting rent from the other two, this is the type of multifamily property that is getting harder to find. Great location, private outdoor spaces, garage, strong updates, and three income-producing units all in one property. Don't wait on this one-schedule a showing and see the opportunity for yourself!
Two-building mixed-use investment opportunity in Middletown. The offering includes 61 East Main Street with four apartments and two storefronts, plus a separate three-apartment building at 2-6 Flower Street, offering a more private off Main street setting. Six apartments are occupied, while the seventh is being updated with a new kitchen and bathroom. Upon completion and lease-up at the projected rent, the property is expected to offer an approximately 9% cap rate, that's before any income from the two vacant storefronts. Zoned MXI, the storefronts have previously operated as a clothing store, salon and convenience store in past years, offering flexible possibilities subject to zoning guidelines. Additional features include private off-street parking space, wood flooring, same ownership since 2014, units updated/repaired over ownership for housing voucher compliance/inspections, separate utilities, a yard area and visible East Main Street frontage. With a Walk Score of 74, the property is close to Downtown Middletown, restaurants, shops, services, Wesleyan University, the riverfront, public transportation and Route 9. Two buildings, one investment and multiple opportunities to increase income!!! Interior pics will be added prior to active date.
**Multiple Offers, Highest and Best Due EOD Wednesday, 9/9/26** Opportunity knocks in the heart of Middletown! This two-family home sits just minutes from Route 9, public transportation, and the Main Street corridor with its restaurants, shops, and year-round events. Live in one unit and have a tenant help pay your mortgage, or add a solid two-family to the portfolio - a great fit for owner-occupants and investors alike. Unit 1 has been freshly updated with new flooring, fresh paint, an updated kitchen and bath, and ceiling fans. Unit 2 offers a functional layout with an enclosed sun porch and its own private entry. Separate utilities, including two electrical panels and two heating systems, keep operating simple. Additional highlights include enclosed porches, new flooring and updates throughout, an open unfinished basement with plenty of storage, and off-street parking for multiple vehicles. Appliances will be provided with the right offer. Close to Wesleyan University, hospitals, parks, and commuter routes to Hartford and the shoreline. Easy to show - schedule today! Agent Owner
Opportunity awaits at this 2-family residential property in a convenient Middletown location. The existing structure has sustained fire damage and is being offered strictly as-is. Ideal for investors, contractors, or buyers seeking a renovation or redevelopment project. Situated on a level lot with access to public water and public sewer. Close to shopping, dining, parks, and commuter routes. A unique chance to restore, reimagine, or rebuild subject to municipal approvals.
Welcome to 480 Main Street, Middletown - a rare investment opportunity in the heart of Downtown Middletown! This stunning brick mixed-use building blends timeless character with strong income-producing potential. Featuring 8 spacious residential units, each offering 900+ square feet, soaring ceilings, beautiful hardwood flooring, functional built-ins, and oversized layouts that tenants love. Seven of the Eight residential units have been updated, and many feature newer hot water heaters, helping minimize future capital expenses. The property is anchored by two commercial storefronts, including a 3,100 SF space and a 1,100 SF (long-term tenant). Commercial tenants contribute approximately 40% of CAM expenses, creating additional value for ownership. Featuring classic brick construction, a well-maintained roof, and a prime downtown location, 480 Main Street offers a rare blend of character, stability, and investment potential. Located just steps from restaurants, shopping, and entertainment, this is an excellent opportunity to own a standout mixed-use asset in the heart of Middletown
Unique mixed-use opportunity in Middletown offering strong cash flow and flexible ownership potential. Property consists of a fully occupied 4-family, a fully occupied 2-family, and two 1,600 SF commercial garage/workshop spaces all situated on one lot with views of the Connecticut River and Arrigoni Bridge. One commercial space is leased, while the second vacant garage offers ideal owner-user potential for contractors, storage, workshop space, or additional rental income. Projected 8.2% cap at current occupancy, with stabilization potential of approximately 9.4-9.8% upon lease of the 2nd garage. Residential units feature a desirable mix of 1-, 2-, and 3-bedroom layouts with updates completed over time, including newer boilers and water heaters. Off-street parking, minutes to Route 9, downtown Middletown, and walking distance to Wesleyan University. Property conveyed as-is.
* INVESTORS ONLY* FULLY rented, well-maintained and spacious two-family home, perfect for investors or contractors. Each unit offers 2-3 bedrooms, a full kitchen, living areas, and separate utilities. Features include updated front and back porch. Private backyard with entertainment and garden space. Full basement for plenty of storage. Updated water heaters for both units and main sewer were replaced less than 2 years. Conveniently located near schools, downtown restaurants and shopping. Close to public transportation. Great income potential! Price reflects needing new roof, upgrades and minor repairs. Sold in As-Is condition. Agent/Owner

Middletown is located in Connecticut. Middletown, Connecticut has a population of 47,164. Middletown is less family-centric than the surrounding county with 22.78% of the households containing married families with children. The county average for households married with children is 27.85%.
The median household income in Middletown, Connecticut is $67,485. The median household income for the surrounding county is $90,833 compared to the national median of $69,021. The median age of people living in Middletown is 39.5 years.
The average high temperature in July is 84.1 degrees, with an average low temperature in January of 18.7 degrees. The average rainfall is approximately 47.6 inches per year, with 34.7 inches of snow per year.