East Side Real Estate

Welcome to the East Side of Connecticut, a vibrant neighborhood that perfectly blends suburban tranquility with urban convenience. Nestled just a stone's throw from the bustling heart of the city, the East Side offers residents a unique lifestyle that caters to both families and young professionals alike.

One of the standout features of the East Side is its rich community spirit. Tree-lined streets are dotted with charming homes that reflect a variety of architectural styles, from classic colonials to modern townhouses. The neighborhood is known for its friendly atmosphere, making it easy to connect with neighbors at local parks or community events. Families will appreciate the top-rated schools in the area, ensuring that children receive a quality education without straying too far from home.

Outdoor enthusiasts will find plenty to love about the East Side, with an array of parks and recreational facilities. Spend sunny afternoons at the nearby playgrounds, or take a leisurely stroll along scenic walking paths that wind through lush greenery. For those who enjoy an active lifestyle, the proximity to hiking trails and sports complexes offers endless opportunities for adventure.

When it comes to dining and shopping, the East Side doesn’t disappoint. A variety of local boutiques, cafes, and restaurants cater to diverse tastes, providing everything from artisanal coffee to gourmet dining. Plus, with easy access to public transportation, commuting to nearby cities is a breeze.

In the East Side, you’ll discover not just a place to live, but a community to thrive in. Come explore the charm and convenience of this delightful neighborhood, where every day feels like home.

Newest Listings in East Side

$349,900

3 Beds ⋅ 2 Baths ⋅ 24206686 MLS

This 3-bedroom, 2-full-bath colonial offers a solid opportunity for buyers looking for a home with character and upside. The house features original details throughout, including a wood staircase with turned balusters and hardwood floors, along with a new appliances and cabinets in kitchen and comfortable living spaces on the main level. Recent updates include a new roof and new windows, both less than a year old, with solar panels included ? helping reduce long-term energy costs. The standout feature here is the walk-up attic, which offers the potential for an additional 300+ square feet of living space once finished, giving buyers plenty of room to expand and add value over time. This home is ready to move into as-is, but also offers plenty of potential for buyers looking to put in some work and build equity.

431 Jane St, Bridgeport

$269,900

4 Beds ⋅ 2 Baths ⋅ 24205962 MLS

Prime commercial opportunity in the heart of busy Manchester! Long-established, well-known restaurant location with excellent visibility and lots of walk-in and vehicle traffic. Property includes a commercial unit on the first floor and a 4-bedroom apartment on the second floor, currently rented month-to-month. Restaurant is currently closed. Property is being sold as-is and would benefit from some updating, maintenance, and general cleanup, offering a great opportunity for a new owner to add value. Commercially zoned and conveniently located near Charter Oak Park, shopping, restaurants, public transportation, and major roadways. Great opportunity for an owner-operator or investor.

183 Spruce St, Manchester

$1,100,000

18 Beds ⋅ 7 Baths ⋅ 24192406 MLS

Exceptional 7-Unit Investment Opportunity in Bridgeport's East Side! Welcome to 34-36 Park Street, a well-positioned multifamily property offering seven residential units just one block from Washington Park and minutes from downtown Bridgeport, public transportation, shopping, restaurants, and major highways. The property consists of (1) five-bedroom unit, (2) three-bedroom units, (3) two-bedroom units, and (1) one-bedroom unit, providing a desirable mix of apartment sizes to appeal to a broad tenant base. One unit is currently vacant, offering immediate leasing potential or flexibility for renovations and repositioning. Tenants are responsible for their own heat and electricity, helping to reduce owner operating expenses. The building features natural gas utilities, public water and sewer, off-street parking, a full basement, and a level lot. With approximately 5,888 square feet of living space, this income-producing asset presents an excellent opportunity for investors seeking to expand their portfolio or add value through rental optimization and property improvements. Conveniently located near Washington Park, Barnum Avenue, schools, shopping, Metro-North, and I-95, this property benefits from strong commuter access and consistent rental demand. Whether you're looking for stable cash flow, long-term appreciation, or a value-add investment, 34-36 Park Street offers exceptional potential in a prime Bridgeport location.

34-36 Park St, Bridgeport

$459,900

4 Beds ⋅ 3 Baths ⋅ 24203841 MLS

Beautiful 4br, 2 1/2 bath colonial with a stunning remodeled kitchen including travertine flooring, granite, recessed lighting, subway tile & breakfast bar overlooking new expansive trex deck & serene evergreens that invite hospitality. This home features refinished hardwood floors, new windows, updated baths including dual sink vanity with marble and also smart home integration, thermostat control & indoor ceiling speakers. Located in a slightly wooded neighborhood just minutes from amenities including recreational & medical facilities, public transportation, shopping & major interstates. Partially finished walk-out lower level provides additional 800 sq ft of heated recreational, craft or study space. This house is EV charger ready! HIGHEST & BEST DUE SEPT 14th AT 1:00 PM.

55 Carpenter Rd, Manchester

$675,000

4 Beds ⋅ 2 Baths ⋅ 24202999 MLS

Great for owner occupied. Both floors have been rehab. Close to shopping centers, restaurants, public transportation, parks. A must see

32-34 Autumn St, Bridgeport

$479,999

6 Beds ⋅ 2 Baths ⋅ 24201283 MLS

Welcome to this well-loved two-family home in Bridgeport, offered for the first time in over 50 years! This solid multi-family property has great bones and is filled with potential. Each unit features 3 bedrooms and 1 full bath, offering spacious layouts and plenty of opportunity to make it your own. The roof is only 2 years old, adding a valuable recent improvement. Looking for even more space? Explore the possibilities of expanding into the attic and potentially finishing the basement, subject to approvals. Whether you're an owner-occupant or investor, bring your imagination, vision, and finishing touches to bring this longtime family home back to life. A rare opportunity with so much potential-don't miss it! Sold as is

373 Arctic St, Bridgeport

$299,900

3 Beds ⋅ 2 Baths ⋅ 24199036 MLS ⋅ Maplewood Garden BLDG.

Where townhouse-style living comes with something buyers will love-NO HOA! Offering the comfort of your own home without monthly association fees, this property has been thoughtfully updated so the next owner can move in and enjoy. Step inside and you'll immediately notice the new flooring installed just three months ago, giving the home a fresh, clean feel throughout. The kitchen features granite countertops with plenty of space for everyday meals, morning coffee, or preparing dinner for friends and family. The full bathroom was completely renovated approximately three years ago, while major improvements including vinyl windows and a tankless hot water heater add efficiency and peace of mind to everyday living. Outside, a newly installed gravel driveway provides convenient off-street parking and another recent improvement you won't have to worry about tackling yourself. Whether you're purchasing your first home, looking to simplify, or searching for an alternative to condo living without HOA, 706 Maple Street offers an affordable opportunity with many of the updates already completed. Move in, unpack, and start making it your own!

706 Maple St Unit 706, Bridgeport

$429,000

4 Beds ⋅ 2 Baths ⋅ 24199964 MLS

Well-maintained two-family property located in Bridgeport, offering an excellent opportunity for investors or owner-occupants. The home features newer siding, roof, gutters, and completed chimney work. Mechanical systems are in great condition, making the property easy to maintain. Conveniently located with easy access to major highways, shopping, and local amenities. A solid investment with rental income in place and strong long-term potential. This is a must-see property-schedule your showing today!

4 Armstrong Pl, Bridgeport

$399,900

6 Beds ⋅ 2 Baths ⋅ 24199215 MLS

* HIGHEST AND BEST OFFERS DUE BY END OF DAY MONDAY AUGUST 31st * Opportunity awaits with this spacious side-by-side two-family home offering approximately 2,800 square feet of living space on a double lot. Each unit features approximately 1,400 square feet with three bedrooms, one full bath, generously sized rooms, hardwood floors, a private basement, and a walk-up attic offering plenty of additional storage and possibilities. Both units need some updating, but the space, layout, and potential make this a great opportunity for an owner-occupant, investor, or renovator. Situated on a large 0.4 acre lot, offering additional possibilities for the next owner. Buyers interested in exploring potential subdivision or development are encouraged to perform their own due diligence with the Town of Manchester. No representations are made regarding subdividability or development potential. Bring your vision and take advantage of the possibilities this property has to offer. Sale is subject to Probate Court approval and is being sold as-is, where-is.

12 Jackson St, Manchester

$300,000

3 Beds ⋅ 1 Baths ⋅ 24195815 MLS

PLENTY of natural light within this Large Colonial Located on the East Side neighborhood of Manchester which borders Highland Park Area. Huge fenced in yard which offers plenty of space for the whole family to enjoy. Spacious first floor kitchen/dining/living area which flows well through the sliding doors onto your deck overlooking the backyard and large garden which you can continue to grow. The oversized master, second bedroom, and full bath on the second floor with the convenience of laundry as well. Potential for finishing the basement and enjoy as a rec area. More space to take advantage of on the already finished 3rd level. Radon Mitigation system is in place. Property to be sold in "as is" Garage has chipped/peeling paint.

58 Ashworth St, Manchester

$950,000

18 Beds ⋅ 4 Baths ⋅ 24197874 MLS

Incredible income-generating opportunity with this 18-room legal rooming house, fully compliant and positioned for maximum return. Projected annual income at full capacity $189,000. One room occupied rent-free by on-site property manager. Ideal for investors seeking steady cash flow and minimal vacancies features 16 private rooms 2 efficiency units and 2 shared bathrooms. Average room size: 14' x 15' some bigger. Cash-flowing asset in prime Bridgeport location. Ideal for seasoned or new investors seeking a high-cap rate property with upside in commercial revenue.

1014 Noble Ave, Bridgeport

$399,900

4 Beds ⋅ 2 Baths ⋅ 24191113 MLS

This listing is for both the 2 Family home ( 161-163 Wilmot and LOT to the right of the home.( 179 Wilmot). Home needs complete redo roof, siding,windows. heating and hot water, and complete redo inside. there are three finished floors but it's only a 2 family plus and extra building lot for a multi- family.

161-163 & Ave, Bridgeport

Start Your Search

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.