Watertown Homes under $250,000

Welcome to Watertown, Connecticut, a charming town nestled in the heart of Litchfield County, where picturesque landscapes and a strong sense of community come together to create an inviting atmosphere. With its rich history, vibrant local culture, and an abundance of recreational opportunities, Watertown is an ideal place for families, young professionals, and retirees alike.

One of the most appealing aspects of Watertown is its affordability, particularly when it comes to housing. For those looking to invest in their dream home without breaking the bank, the market offers a variety of options under $250,000. These homes range from cozy bungalows to spacious townhouses, all set against the backdrop of Watertown's beautiful scenery. Whether you’re a first-time buyer or seeking a quaint retreat, you’ll find ample opportunities to settle into a welcoming neighborhood.

The town boasts an array of amenities, including parks, walking trails, and recreational facilities that cater to outdoor enthusiasts. The local schools are highly regarded, making Watertown a great choice for families seeking quality education for their children. Additionally, the town's close-knit community fosters a spirit of connection, with numerous events and activities throughout the year that bring residents together.

Conveniently located just a short drive from major highways, Watertown offers easy access to nearby cities while maintaining its serene, small-town charm. Explore the possibilities of homeownership in this delightful town, where your next chapter awaits!

Newest Watertown Homes under $250,000

$220,000

1 Beds ⋅ 1 Baths ⋅ 24211573 MLS

Welcome to this charming and affordable 1-bedroom, 1-bath ranch home in the Oakville section of Watertown. Offering comfortable living space, this home is a great opportunity for a first-time buyer, downsizer, or anyone looking for a home with room to make it their own. The enclosed front porch provides a welcoming entry and additional space to enjoy throughout the seasons. Recent improvements include fresh paint throughout, a new bathroom vanity, toilet and flooring, new kitchen flooring, and new carpeting in the remaining rooms. Situated on a nice, level lot with convenient access to town, shopping, and major highways. A great starter home with plenty of possibilities. Come see the potential!

53 Merrimac St, Watertown

$195,000

2 Beds ⋅ 2 Baths ⋅ 24201110 MLS ⋅ Highgate BLDG.

Welcome to this beautifully maintained 2-bedroom, 2-bathroom ranch-style flat, located on the second floor as an end unit in the sought-after Highgate Condos community. This layout offers single-level living with the privacy and quiet of an end-unit. Inside, you'll find two spacious bedrooms, including a primary suite with its own en suite bathroom for added comfort and convenience. Hardwood floors run throughout the kitchen and hallways, while the living spaces feature freshly cleaned carpets, ready for you to move right in. The updated kitchen offers modern finishes, making everyday cooking and entertaining a pleasure. Step outside to enjoy valley views from the community pool and a private, wooded backyard setting that feels like a peaceful retreat. With heat and hot water included in the HOA payment, monthly expenses stay predictable and low. This is a fantastic opportunity to stop paying rent and start building equity in an affordable, move-in ready home in one of Watertown's most desirable neighborhoods. Don't miss your chance to make this condo yours!

245 Cherry Ave Unit D24, Watertown

$179,900

1 Beds ⋅ 1 Baths ⋅ 24203065 MLS ⋅ Highgate BLDG.

Charming One- Bedroom Condominium with a Beautiful Tree-Lined View!! Welcome home to this inviting one bedroom condominium featuring a wonderful combination of comfort, style and peaceful surroundings. The updated kitchen offers attractive butcher block and granite countertops, and plenty of cabinetry for all your storage needs. The spacious living room and dining area provide plenty of room for relaxing and entertaining with access to your private deck- the perfect spot to enjoy your morning coffee or unwind at the end of the day while taking in the beautiful views of the treed lined yard. A comfortable bedroom and full bath complete this lovely condo. Surrounded by mature trees and natural beauty , this lovely condo offers a peaceful setting while providing the convenience and easy maintenance of condominium living.

245 Cherry Ave Unit O21, Watertown

$229,900

2 Beds ⋅ 2 Baths ⋅ 24200579 MLS

MOVE-IN READY & BEAUTIFULLY UPDATED! Don't let the size fool you-this charming Oakville home offers more living space than you might expect! The main level features a bright, updated interior with modern finishes and a comfortable, easy-to-maintain layout. The finished, heated walk-out lower level provides valuable additional living space complete with a second kitchen and full bathroom-ideal for extended living, guests, a home office, or recreation space. Enjoy the convenience of central air, natural gas, public water and sewer, plus exterior improvements including newer retaining walls and stairs. Conveniently located near shopping, restaurants, schools, and major routes. A great alternative to renting or condo living! Move right in and make it yours!

54 Buckingham St, Watertown

$205,000

2 Beds ⋅ 2 Baths ⋅ 24187354 MLS ⋅ Highgate BLDG.

Welcome home to this spacious, two-bed, two bath, upper level end unit in a quiet, peaceful complex! Enjoy well-maintained grounds, open fields, scenic views, and a swimming pool that is perfect for summer. Find a beautiful built-in entertainment center/bookshelf/display case built and installed by the current owner. A roomy kitchen overlooks an open lawn. Two large bedrooms both have ample closet space and large windows to let in a lot of natural light! A small hall between bedrooms has a full bathroom, while the main bedroom has its own full bathroom. Find extra storage space in a walk-up attic. Relax in a large living/dining area. The Highgate complex is located in a pretty, small-town, picturesque neighborhood. Come make this home your own! Minutes from highways for commuters, shopping, schools, restaurants, recreation, local lakes, and more.

245 Cherry Ave Unit A24, Watertown

$220,000

2 Beds ⋅ 2 Baths ⋅ 24186305 MLS ⋅ Highgate BLDG.

Welcome home to this well-maintained 2-bedroom, 2-bath condo offering over 1,000 square feet of comfortable living space. Inside, you'll find a clean, inviting interior with spacious rooms and well-kept carpeting throughout. Step outside onto the low-maintenance Trex deck, the perfect spot to enjoy your morning coffee while overlooking the peaceful backyard. Tucked away in a quiet setting, this condo offers the perfect blend of comfort, convenience, and easy, low-maintenance living with plenty of space to make your own.

245 Cherry Ave Unit E24, Watertown

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