East End Homes under $250,000

Welcome to the East End of Waterbury, Connecticut, a vibrant neighborhood that beautifully blends community spirit with suburban charm. Known for its rich history and diverse culture, the East End offers residents a warm, welcoming atmosphere that feels like home the moment you arrive.

One of the most appealing aspects of the East End is its affordability. With a variety of homes available for under $250,000, this neighborhood is perfect for first-time homebuyers, families, or anyone looking to invest in a community that values connection and growth. From charming single-family houses to cozy bungalows, the East End boasts an array of options that cater to different tastes and lifestyles.

The neighborhood is also conveniently located near essential amenities, including schools, parks, and shopping centers, making daily life a breeze. Families will appreciate the proximity to excellent educational options, while outdoor enthusiasts can enjoy the lush green spaces and recreational facilities that the area has to offer.

As you stroll through the East End, you'll find a close-knit community that hosts various events and gatherings throughout the year, fostering a sense of belonging among residents. With its rich tapestry of cultures and traditions, the East End is a place where neighbors become friends and memories are made.

If you're looking for an affordable home in a spirited neighborhood filled with character and charm, the East End of Waterbury is waiting for you. Discover your dream home today and become part of this thriving community!

Newest East End Homes under $250,000

$245,000

2 Beds ⋅ 2 Baths ⋅ 24219939 MLS ⋅ Countrywood Hills BLDG.

Stylish Countrywood Hills Townhouse Discover effortless living in this beautifully updated 2-bedroom, 1.5-bath townhouse offering modern comfort and style. Perfectly situated with quick access to I-84, this home blends convenience with charm. Step inside to an inviting open-concept living area filled with natural light, an open kitchen with ample cabinetry, and a private deck ideal for morning coffee or evening gatherings. Upstairs, two spacious bedrooms feature generous closets and a refreshed full bath. Additional highlights include in-unit laundry, central air conditioning, a 1-car garage, and ample guest parking. Nestled in a peaceful, well-kept community, this move-in-ready gem offers low-maintenance living in a truly desirable location. A rare find-Welcome Home!!!

380 Hitchcock Rd Unit 206, Waterbury

$245,000

2 Beds ⋅ 2 Baths ⋅ 24219470 MLS

This remodeled 2-bedroom, 1.5-bathroom single-family home combines updated finishes with original charm. It sits on a level, fully fenced in lot with a detached one-car garage, offering both privacy and practical outdoor space. The floor plan is functional and straightforward, with clean updates that enhance the home without removing its traditional character. This property is well suited for buyers looking for a single-family residence that retains its personality while offering the convenience of modern finishes.

70 Sycamore Ln, Waterbury

$150,000

2 Beds ⋅ 2 Baths ⋅ 24219339 MLS ⋅ East Park BLDG.

Newly painted and refreshed. End unit with brand new kitchen appliances, eating space with plenty of cabinets, spacious living room, 1/2 bath w/new vanity and washer dryer hook ups on 1st floor. Upper level offers 2 bedrooms and remodeled full bath w/ new vanity. Newly carpeted stairs. Low condo fees. City water and city sewer. Close to major highway entrance.

501 Scott Rd Unit 23, Waterbury

$129,500

1 Beds ⋅ 1 Baths ⋅ 24218414 MLS ⋅ Chelsea Square BLDG.

Top floor condo available now in the desirable Chelsea Square Condominium Complex in Waterbury, ideally located near shopping centers, restaurants, and major highways, ensuring easy access to all the amenities you need. This gorgeous unit is designed with a high ceiling in the entrance, new carpeting, a spacious living room ready for entertaining, a bedroom with a large closet and a modernized kitchen with stainless steel appliances and hookups for a washer/dryer in unit. Unit 38 is tucked away in the back of the complex, insulating you from any noise from the street. You'll love hosting guests with elevated views, lots of space and tons of natural lighting. This unit comes with one dedicated parking space as well as dozens of visitor spots in the complex. Don't miss out on the opportunity to make this quiet, private and safe condo home! *the owner is a licensed real estate broker in Connecticut.

975 Meriden Rd Unit 38, Waterbury

$247,900

2 Beds ⋅ 2 Baths ⋅ 24218012 MLS ⋅ Countrywood Hills BLDG.

Welcome to Countrywood Hills - This updated unit will be sure to satisfy. Upgrades throughout including granite countertops, vinyl flooring, new Trex decking, newer appliances, interior paint. What a great way to start owning. Convenient to all highways and shopping. Quiet serene setting that continues to impress. Unit is occupied and notice is appreciated. Agent related to seller

380 Hitchcock Rd Unit 67, Waterbury

$219,900

2 Beds ⋅ 2 Baths ⋅ 24214173 MLS ⋅ Meadowbrook East BLDG.

Beautiful 2 bedroom, 1.5 bath townhouse in the desirable, well-maintained Meadowbrook East Complex. This one family owned unit truly feels like home, with comfort, convenience and an open floor plan! The galley kitchen has tile flooring & plenty of cabinet space, and opens to a dining area with a ceiling fan. The bright and spacious living room has a fireplace and sliders to a newly rebuilt deck. A half bath completes the first floor living space, and the stairway to the upper level is equipped with a chair lift (seller will remove, upon buyer request). The second floor includes two large bedrooms with laminate flooring, each with a walk-in closet; a full bath and full-size washer & dryer. Other features include gas heat, central air, a newer hot water heater, and lots of storage space! There is an attached 1 car garage, and the condo fees include water & sewer expenses. This complex is pet friendly, and is located close to the Cheshire line, with easy access to major highways!

3227 E Main St Unit C, Waterbury

$240,000

2 Beds ⋅ 1 Baths ⋅ 24208431 MLS

Large 2 Bedroom on a corner Lot with a Fenced in Yard, Re-paved Driveway and Brand New Vinyl Siding, Large Kitchen/Dining Room with Granite Counter Tops and Separate Dining Area, Large Living Room With a Fireplace will be Great for Cold Winters, House is a two-bedroom according to the town, but very easily can be a used as a three-bedroom with no work

360 Atwood Ave, Waterbury

$189,999

2 Beds ⋅ 2 Baths ⋅ 24206660 MLS ⋅ East Park BLDG.

This end unit Condo is now available in the highly desirable East Park Condominium Complex in the East End Neighborhood! This 2 Bedroom, 1.5 bath with in unit laundry is well maintained and features brand new high quality carpet throughout and a modern kitchen with stainless steel appliances. The complex has assigned parking per each unit and tons of visitor parking as well. This condo is in excellent condition, comes with plenty of storage space, and spacious bedrooms. Currently vacant but this unit can be occupied or leased. The HOA professionally maintains the complex leaving you off the hook from property maintenance headaches and expenses, allowing you to enjoy home ownership without the hassle. *Owner is a licensed real estate broker in Connecticut.

497 Scott Rd Unit 5, Waterbury

$178,500

2 Beds ⋅ 2 Baths ⋅ 24203140 MLS ⋅ East Park BLDG.

Stylish Condo now available in the highly desirable East Park Condominium Complex in the East End Neighborhood! This 2 Bedroom, 1.5 bath with in unit laundry is well maintained and features newly installed high quality carpet, stainless steel appliances, and even modern two tone kitchen cabinets. The complex has assigned parking per each unit and tons of visitor parking as well. This condo is in excellent condition, comes with plenty of storage space, and spacious bedrooms. Currently vacant but this unit can be occupied or leased. The HOA professionally maintains the complex leaving you off the hook from property maintenance headaches and expenses, allowing you to enjoy home ownership without the hassle. *Owner is a licensed real estate broker in Connecticut.

495 Scott Rd Unit 3, Waterbury

$249,900

2 Beds ⋅ 2 Baths ⋅ 24198443 MLS ⋅ Countrywood Hills BLDG.

ALL NEW WINDOWS THROUGHOUT, NEW SLIDER, NEW GARAGE DOOR AND OPENER!! PLUS ALL NEW LUXURY VINYL FLOORING THROUGHOUT. Lovely townhouse located on the Cheshire line. Inviting window seat in Living room. Plus a PELLET STOVE to help with the heating costs in winter. Upstairs showcases a large master bedroom with double closets. The kitchen has a fabulous deck for barbequing any time of year. The best feature is the attached garage under the unit. Very easy to show.

380 Hitchcock Rd Unit 28, Waterbury

$179,000

2 Beds ⋅ 2 Baths ⋅ 24197577 MLS ⋅ Woodhaven BLDG.

Welcome home to 71 Bentwood Drive! Tucked into the quiet and well-maintained Woodhaven Condominium complex in Waterbury's desirable East End, this charming 2-bedroom, 1.5-bath offers low-maintenance living with a practical, open-flowing layout. Whether you are searching for your next home or a cash-flowing investment, this property delivers, complete with rental-friendly HOA rules. Step through the front entry into a clean, compact kitchen with ample cabinetry to meet all your storage needs. The kitchen opens into a bright dining area featuring low-maintenance vinyl flooring and a ceiling fan. Beyond, the cozy living room invites you in with plush wall-to-wall carpeting and sliding glass doors that open directly to a private back deck, ideal for relaxing outdoors or sipping your morning coffee. Upstairs, you'll find two generously sized bedrooms with plush wall-to-wall carpeting and excellent closet space, along with a full hallway bath. A main-level half bath adds extra convenience for guests. Situated in a peaceful neighborhood setting right near the Cheshire town line, keeping every convenience close by. Located just minutes from the vibrant East Main Street shopping corridor, Brass Mill Center, grocery stores, and local dining. Outdoor lovers will appreciate quick access to nearby Hamilton Park and Mattatuck State Forest trails. Commuters will love the instant access to I-84, Route 69, and Route 8, making trips to New Haven, Hartford, or Danbury quick and effortless!

71 Bentwood Dr Unit 8, Waterbury

$159,950

2 Beds ⋅ 2 Baths ⋅ 24192992 MLS ⋅ Charter Oak BLDG.

East end remodeled condo that is move in ready. Subject to Probate Court Approval.

76 Sharon Rd Unit 6, Waterbury

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.

East End Homes under $250,000

Newest East End Homes under $250,000

How much is your home worth?

How much is your home worth?