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701 S Main St, Waterbury
$2,500,000
70 Beds ⋅ 25 Baths ⋅ ACTIVE Status ⋅ 24216364 MLS
Truly turn-key portfolio opportunity in Waterbury's South End, offering strong in-place cash flow with upside with 8% CAP actual. The sale includes three adjacent parcels comprising six buildings with a total of 25 units: 23 residential apartments and two commercial spaces. The residential unit mix consists of (6) four-bed units, (11) three-bed units, and (6) two-bed units. Five of the six buildings feature separate, tenant-paid utilities, all electric heat, hot water, and cooking. Building 701 includes six apartments with owner-paid gas heat only, while electric and hot water remain tenant-paid. Five of the six buildings have completed the City of Waterbury de-leading program and have been extensively renovated, including new vinyl siding, replacement windows, updated interiors, upgraded electrical systems, rebuilt porches, and newer roofs (2017). Most apartments offer hardwood flooring, expansive layouts, and updated kitchens and baths. The portfolio has demonstrated historically low vacancy and a strong tenant base. A common coin-operated laundry room is in Building 691 and is available to all tenants. The two commercial units have separate utilities and present a value-add opportunity, as they require full renovation. The properties offer ample off-street parking, with over 20 combined parking spaces. Convenient location with easy access to I-84 and Route 8. Many rents remain below market, providing significant upside as well for 12% CAP rate (pro-forma).

701 S Main St, Waterbury

186 Benton St, Hartford
$849,999
17 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24161875 MLS
ATTENTION INVESTORS---Welcome to 186-188 Benton Street, a well-maintained, second-generation owned six-family property in Hartford's South End offering strong income potential and desirable upgrades throughout. This property presents a compelling opportunity to achieve immediate, positive yield with additional upside through continued rent optimization. Based on current income and expenses, the property is projected to operate at an attractive capitalization, with the potential for further expansion as rents are adjusted and ancillary income streams are maximized. All units are rented to stable, long-term tenants. All units have been renovated with updated finishes. Five units have been modified to three-bedrooms for increased rental desirability. A new hot water heater, six new boilers, separate tenant-paid utilities, coin-operated washers, off-street parking and secure storage rooms in the basement make this property desirable for tenants and profitable for investors. Check it out today! ***BACK ON THE MARKET----BUYERS' FAILURE TO SECURE FINANCING***

186 Benton St, Hartford

524 Wethersfield Ave, Hartford
$690,000
6 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24183052 MLS
Exceptional opportunity to own a unique property featuring a single-family residence with an additional detached commercial building on the same parcel. This listing represents the residential portion of the property, consisting of the front single-family home. A separate SmartMLS commercial listing (MLS# 24158298) has been created for the detached commercial building located at the rear of the lot. The home is conveniently located on Wethersfield Avenue in Hartford's South End, offering easy access to downtown Hartford, major highways, shopping, restaurants, schools, parks, and public transportation. The detached commercial building is currently occupied by the owner's tire service business; however, the business operation is not included in the sale and will be relocated prior to closing. The residential home and detached commercial building are being sold together as one property and will not be sold separately. The list price shown represents the total purchase price for the entire property and is duplicated in both MLS listings solely to comply with SmartMLS requirements. Please refer to the companion commercial listing (MLS# 24158298) for additional information regarding the detached commercial building.

524 Wethersfield Ave, Hartford

536 Gregory St, Bridgeport
$679,900
12 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24214912 MLS
Legal 3 family Style home in move in condition, walk to 2 universities and the best Beach in Fairfield county, Seaside Park 0.4 miles. The University of Bridgeport 0.2 miles & Housatonic Community College 0.6 miles. This property features 15 Rooms : 12 Bedrooms : 3 Bathroom : 5,054 total square feet with 3,354 square feet of living space, 704 square feet of front and Rear porch, 891 square feet of basement space & the property is sitting on a 3,040 square foot lot ( 0.07 ). Each floor features 7 Rooms : 4 Bedrooms : 1 Bathroom ( 1,052 square feet ). You are within a few minutes drive to everything including 0.4 miles to Seaside Park : 0.98 miles to I-95 : 0.91 miles to all major shopping : 1.3 miles to Bridgeport train station : 3.3 miles to Bridgeport Yale New Haven Hospital & 2 universities in walking distance 0.2 miles University of Bridgeport : 0.6 miles Housatonic Community College.

536 Gregory St, Bridgeport

174 Masarik Ave, Stratford
$564,999
5 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204582 MLS
Well-maintained two-family home located in Stratford offering a great opportunity for both owner-occupants and investors! The first-floor unit features 2 bedrooms and 1 full bath with a cozy and functional layout. The spacious second-floor unit offers 3 bedrooms and 2 full bathrooms, providing plenty of room and flexibility. Enjoy a large backyard, perfect for outdoor entertaining, gatherings, or recreation. Driveways on both sides of the property provide ample off-street parking. Both tenant leases expire October 30th, giving the new owner flexibility for future occupancy. Whether you're looking to live in one unit while generating rental income from the other or add a solid multi-family property to your investment portfolio, this Stratford home is one you won't want to miss!

174 Masarik Ave, Stratford

78-80 Sisson Ave, Hartford
$549,500
9 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205637 MLS
Welcome home to this 3 stories three family home. The updates includes new kitchen, electrical, plumbing, flooring with modern conveniences and large living spaces. It has 3 bed 1 bath on each floor with washer/dryer hook up on 2nd and 3rd floor. The home is designed to accommodate multiple families with a sizeable backyard and off street parking enough to fit 6 cars. The inside of all units offers all essential appliances as well. Situated in a convenient location This investment or owner occupant home is close to Wood & Tap Restaurant, local amenities, including schools, parks, shopping centers, and public transportation options and is a walkers paradise. Call to schedule a tour today. This property is well worth seeing.

78-80 Sisson Ave, Hartford

325 Lafayette St Unit 9105, Bridgeport
$525,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24203417 MLS ⋅ Lofts On Lafayette BLDG.
A remarkable opportunity for someone who values dramatic space, architectural character, and a loft experience that stands apart from anything else on the market. This 3-bedroom duplex--styled loft delivers on space, personality and impact. Throughout Unit 9105 are exposed brick walls, steel beams, and soaring ceilings reaching up to 20 ft high. Large windows flood the spaces with natural light while hardwood floors add warmth to the interior. The open concept layout is perfect for entertaining. The kitchen has stainless steel appliances and a large tiled island. Also on the main level is an expansive family room with separate entrance plus a separate dining room for more sophisticated and elegant entertaining. The 2nd floor has 3 bedrooms, 3 baths and its own family room. Here is where the dramatic 2-story ceiling comes to a peak of light, space, and steel beams. The partially finished basement alone is 2,500 sq feet of additional space. The Lofts at Lafayette were formerly the Warner Brothers Corset factory, from the 1890's and thoughtfully renovated to condominiums with a modern touch yet keeping its industrial heritage. The location could not be better than in Bridgeport's South End neighborhood, a peninsula rich in history and ongoing development creating a unique blend of past and present. What's more is how walkable it is - near acres of beaches, sports fields of Seaside Park, to the University of Bridgeport, Hartford Healthcare Amphitheater.

325 Lafayette St Unit 9105, Bridgeport

99 Lounsbury Ave, Waterbury
$450,000
9 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24208338 MLS
Turnkey 3-family opportunity in Waterbury's South End, ideal for an owner-occupant or investor! The nicely renovated 1st-floor unit is move-in-ready for immediate occupancy + rental income from the occupied 2nd and 3rd floors - also renovated. Each unit is approx. 990 SF and features 3 bedrooms and 1 bath, with renovations including updated kitchens and baths, flooring, neutral finishes, and clean interiors. The property offers an efficient, low-expense operating setup with fully separate, tenant-paid utilities, including gas heat, hot water, and electric. Low-maintenance vinyl siding and on-street parking. Conveniently located near shopping, public transportation, major roadways, and everyday amenities. A great opportunity to owner-occupy and offset housing costs with existing rental income or add a turnkey multifamily asset to your investment portfolio. One or more of this property's owners is a Real Estate Licensee.

99 Lounsbury Ave, Waterbury

37 Southview St, Waterbury
$435,000
6 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215887 MLS
Well-maintained 3-family investment opportunity in Waterbury's South End offering an ideal blend of immediate cash flow and owner-occupant potential. The property features three spacious 2-bedroom, 1-bath apartments, with two units currently rented and one beautifully remodeled 2nd-floor unit ready for an owner occupant or market-rate tenant. The updated apartment showcases modern finishes, making it an ideal place to call home while offsetting your mortgage with rental income. All utilities are separately metered and electric, with tenant-paid electric heat, hot water, and electricity, helping minimize owner operating costs. The building has been well cared for and offers low-maintenance ownership with strong long-term investment potential. Conveniently located just minutes from Downtown Waterbury, shopping, restaurants, public transportation, Route 8, and I-84. Whether you're looking to start or expand your investment portfolio or take advantage of owner-occupant financing, this is an excellent opportunity in a high-demand rental market.

37 Southview St, Waterbury

98-100 Mapleton St, Hartford
$419,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216636 MLS
**Spacious 2-Family in Hartford's South End, Newer Roofs and a 2-Car Garage.** Here is a well-laid-out two-family home in Hartford's South End, a good fit for an owner-occupant or an investor. Each unit has two generously sized bedrooms, a full bath, and a living room. The formal dining room and the eat-in kitchen give you room for both everyday meals and entertaining. Each kitchen has a pantry for storage, and each unit has its own back porch. Both units follow the same roomy layout, so it's easy to live in one and rent the other, or to keep both rented. The house roof was replaced in 2025 and the garage roof in 2022, which takes a major expense off the list for the next owner. The detached 2-car garage is a real asset in the city, with space for parking, storage, or a workshop. The South End puts you close to downtown Hartford, major highways, restaurants, and local shops, and it's known for its strong sense of community.

98-100 Mapleton St, Hartford

44 Piedmont St, Waterbury
$369,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24210231 MLS
Nicely renovated 2-family in Waterbury's South End offering a great opportunity for both investors and owner-occupants. Both units feature clean, updated interiors with fresh neutral paint, renovated kitchens with stainless steel appliances, updated bathrooms, and newer flooring throughout. The first-floor unit benefits from approximately 600 additional SF of finished basement space with laundry, providing valuable bonus living space. The property features separate, tenant-paid utilities, including two electrical panels and two efficient tankless COMBI systems for heat and hot water. Exterior improvements include replacement windows and low-maintenance vinyl siding. A private driveway and space in back provides convenient off-street parking. With updated units, efficient mechanicals, separate utilities, and additional finished space, this property is a well-rounded multifamily opportunity with strong appeal for an owner-occupant looking to offset their mortgage or an investor seeking a turnkey rental property. One or more of this property's owners is a Real Estate Licensee.

44 Piedmont St, Waterbury

1547 Stratford Ave, Stratford
$350,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24214569 MLS
COMING SOON! INVESTOR & FIXER UPPER OPPORTUNITY IN STRATFORD, CT! Calling all investors, contractors, and buyers with a vision! Located in the desirable South End of Stratford Connecticut, close to New York line, this property offers an exciting opportunity to bring a home back to life and make it your own. Featuring 3/4 bedrooms and 2 full bathrooms, this property offers a layout with unique room access that provides an opportunity to reimagine the space during renovation. The first floor full bathroom includes existing plumbing for a washer and dryer. The second full bathroom is accessed through none of the bedrooms. The entire home needs renovation, making this a great opportunity for those looking to transform a property, customize its layout, and unlock its potential. Outside, enjoy a nice-sized backyard with a room to create your own outdoor retreat, plus a long driveway with parking for up to 5 cars. Bring your ideas, your plans, and your imagination. This could be your next investment opportunity!

1547 Stratford Ave, Stratford

167 George St, Hartford
$349,900
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24205623 MLS
Welcome to 167 George Street! This beautifully updated single-family home offers approximately 2,338 sq. ft. of spacious and comfortable living. Featuring 3 bedrooms, 2.5 bathrooms, a finished basement with additional 2 bedrooms, and an attached two-car garage, this home has been thoughtfully updated throughout and is ready for its new owners. Step inside and enjoy a refreshed interior featuring an updated kitchen, renovated bathrooms, and improvements throughout the entire home. The generous floor plan provides plenty of space for everyday living and entertaining, while the FINISHED BASEMENT offers valuable additional space with endless possibilities that can be use as a family room, home office, recreation area, gym, as an additional apartment and more. The attached two-car garage adds convenience and additional storage. Ideally situated in Hartford with convenient access to shopping, dining, schools, parks, public transportation, Downtown Hartford, and major highways. Move-in ready with plenty of space and modern updates, 167 George Street is a home you won't want to miss. "SELLER'S CONCESSONS $5,000.00 back to the buyer for their closing cost. Don't miss it!!

167 George St, Hartford

325 Lafayette St Unit 2203, Bridgeport
$159,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24216936 MLS ⋅ Lofts On Lafayette BLDG.
Attention Investors & Owner-Occupants! Affordable two-story industrial loft, located in a gated community in Bridgeport's South End. This 2nd floor unit with its private entrance features 2 bedrooms, 1.5 bathrooms, soaring 10-foot ceilings, hardwood floors, oversized windows, exposed brick, beams, and ductwork, creating the perfect blend of industrial character and contemporary appeal. Additional highlights include in-unit laundry, central air, gas heat, a gated parking lot, and a pet-friendly community. Water and sewer are included in the HOA. An excellent opportunity for investors seeking strong cash flow potential or owner-occupants looking for a distinctive property, at an affordable price point. Property needs a few cosmetic repairs and updating, reflected in the price. Enjoy easy access to Seaside Park and Beach, downtown Bridgeport's restaurants, bars, comedy clubs, and the Hartford HealthCare Amphitheater. The Port Jefferson Ferry is also nearby, providing convenient travel and waterfront experiences. Don't miss this exceptional opportunity. Schedule your private tour today! CASH OFFERS ONLY.

325 Lafayette St Unit 2203, Bridgeport

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.

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