Oakville Homes under $400,000

Welcome to Oakville, a charming neighborhood nestled within the vibrant town of Watertown, Connecticut. Known for its picturesque streets and friendly community spirit, Oakville offers a delightful blend of suburban tranquility and easy access to urban amenities. This hidden gem in Litchfield County is perfect for families, first-time homebuyers, and anyone seeking a peaceful retreat without sacrificing convenience.

Oakville boasts an array of parks, recreational facilities, and local shops, ensuring that residents have everything they need right at their fingertips. The neighborhood's lush green spaces, such as the scenic Lake Quassapaug, provide ample opportunities for outdoor activities, from fishing to hiking and picnicking. Families will appreciate the excellent school options in the area, which are known for their commitment to academic excellence and community involvement.

For those looking to make Oakville their home, the real estate market offers fantastic opportunities, with charming homes available for under $400,000. These properties often feature classic New England architecture, spacious yards, and modern amenities, making them ideal for both comfortable living and entertaining. Whether you're in search of a quaint bungalow or a cozy family home, Oakville has something to suit every taste and budget.

With its inviting atmosphere, strong sense of community, and affordable housing options, Oakville is not just a place to live; it’s a place to thrive. Come discover the warmth and charm of this wonderful neighborhood, where your dream home awaits!

Newest Oakville Homes under $400,000

$319,900

3 Beds ⋅ 2 Baths ⋅ 24213847 MLS

Welcome to 35 Stanley Avenue! Set on a spacious lot in Watertown, this home has plenty to offer both inside and out. With freshly painted rooms, new flooring, and an updated HVAC system, many of the big updates have already been taken care of, making it easy to move right in and feel at home. The generous yard offers plenty of space for summer barbecues, outdoor activities, gardening, or simply relaxing and enjoying your own backyard. Whether you're just starting out, looking for a little more outdoor space, or searching for a place to make your own, 35 Stanley Avenue is a wonderful opportunity to settle into a home with room to grow. Come take a look and see the possibilities for yourself!

35 Stanley Ave, Watertown

$384,999

4 Beds ⋅ 2 Baths ⋅ 24212700 MLS

Well-maintained and move-in ready, this spacious split-level home offers a flexible layout with plenty of room to make it your own. Featuring 4 bedrooms plus additional Lower-level space that can work well as a home office, den, hobby room, or guest area, the home offers versatility for a variety of needs. Inside, you'll find hardwood floors, a comfortable living room, dining area, an efficient kitchen with ample cabinet space, and a family room with a wood-burning stove. The additional 12' x 24' lower-level room provides even more usable space, while the walk-out lower level, attic, closets, and garage offer excellent storage throughout. The home has been thoughtfully maintained with several updates over the years, including vinyl siding, energy-efficient windows, gas forced-air heat, central air conditioning, a newer garage door and opener, and a newer hot water heater. Outside, enjoy a level, fenced backyard with attractive plantings, a garden area, patio, and storage shed. A double driveway and one-car garage provide added convenience. Conveniently located near shopping, schools, parks, medical facilities, public transportation, and higher education, this home is a strong option for a first-time buyer, downsizer, or anyone looking for a property that has been cared for and is ready for its next chapter. Come see it in person and experience the space, condition, and possibilities for yourself.

114 Plainfield Dr, Watertown

$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

$349,000

2 Beds ⋅ 1 Baths ⋅ 24210723 MLS

If you are looking for a flat piece of land with modern updates throughout, this is for you. Move in ready 3 bed 2 bath Overlook nearly half an acre of cleared land from your newly installed Trex deck with gazebo. Home offers a comfortable layout with beautiful wood kitchen cabinetry, granite countertops, and plenty of windows that fill the space with natural light. The current owners have lovingly called this their first home for the past 10 years and have taken great care of the property. They made the most of the space, creating a home that is comfortable and functional for their children. They planted Evergreens along the front lawn, adding backyard privacy for years to come. A large, cleared yard, inviting outdoor space, updated interior, and a home that has been truly cared for make this one worth seeing.

36 Falls Ter, Watertown

$359,900

4 Beds ⋅ 2 Baths ⋅ 24209970 MLS

ATTENTION INVESTORS & OWNER-OCCUPANTS! This longtime-owned two-family in the Oakville section of Watertown offers a unique opportunity with multiple possibilities. Set on a beautiful & spacious 1.17 acres, the property is ideal for an owner-occupant, investment, or multi-generational living arrangement. The second-floor owner's unit is filled with charm and character, featuring one bedroom with a bright bonus room right off of it flooded with natural light-perfect for a home office, art room, library and reading sanctuary or quiet retreat. The living room offers hardwood floors and a custom cherry built-in wood cabinet, while the partially finished third-floor attic includes two additional rooms with built-in beds and dressers. The first-floor apartment is ready for its next chapter, with much of the space already gutted to the studs, insulated and prepared for renovation. Major updates include a newer furnace, hot water heater, updated electrical and replacement windows. Add a welcoming front porch with the original antique carved hardwood front door with custom glass window, carport, off-street parking and convenient access to Route 8, I-84, shopping and area amenities. Bring your vision and make this unique property your own!

57 Sunnyside Ave, Watertown

$325,000

3 Beds ⋅ 2 Baths ⋅ 24208943 MLS

This beautifully maintained Cape is tucked away on a quiet back street, offering a welcoming setting and a fully fenced backyard-perfect for pets, play, relaxing, and entertaining. Step inside to find gleaming hardwood floors and updated tile throughout. With bedrooms and a full bath on both floors, the flexible layout offers comfortable living for a variety of needs. The convenient mudroom provides the perfect place to unload at the end of the day and opens directly to a spacious deck overlooking the gorgeous backyard. You'll especially appreciate the comfort of radiant heat on the first floor along with cozy steam heat throughout the home. Important mechanical updates include 200-amp electrical service, a Burnham boiler, and a double-wall stainless-steel oil tank, providing added confidence for years to come. Warm, comfortable, and beautifully cared for-this is a home you'll want to see!

59 Dalton St, Watertown

$379,900

3 Beds ⋅ 2 Baths ⋅ 24203142 MLS

Welcome to 21 Lancaster Street in Watertown! This well-maintained 3-bedroom raised ranch offers a comfortable layout with finished living space on both levels and central air throughout. The main level features a spacious living room, dining area, and kitchen with granite countertops, along with three bedrooms, including one with newer vinyl plank flooring. A full bathroom completes the main level. The finished lower level provides additional flexible living space and includes a half bathroom, laundry area, and direct access to the attached two-car garage. A pellet stove has been added to the lower level, providing an additional source of heat and creating a warm and inviting space to relax. Outside, enjoy the private two-tier Trex deck overlooking the above-ground pool. The pool features a new liner, while the fenced backyard provides a private space to enjoy the warmer months. The current owners have also utilized a wood-fired setup to help heat the pool, providing an additional option for extending pool season. The home is conveniently located close to Swift Middle School and offers easy access to shopping, dining, recreation, and major routes. With its finished lower level, pellet stove, central air, two-car garage, private Trex decking, and above-ground pool with a new liner, 21 Lancaster Street offers a great combination of comfort and functionality.

21 Lancaster St, Watertown

$298,000

3 Beds ⋅ 2 Baths ⋅ 24201416 MLS

Welcome to 68 Frances Street, a charming property offering versatile living space, comfortable amenities, and inviting outdoor areas. The main level features two bedrooms, a well-appointed kitchen with a center island, and a full bathroom. The upper level offers two additional rooms along with a second full bathroom, providing flexibility for bedrooms, office space, hobby areas, or other needs. Enjoy outdoor living on the deck with a gazebo overlooking the fenced-in backyard. A private driveway and detached garage provide convenient parking and storage. This property offers a great opportunity to make the space your own while enjoying all that it has to offer! Check it out today!

68 Frances St, 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

$325,000

3 Beds ⋅ 1 Baths ⋅ 24183305 MLS

Welcome to a classic Colonial brimming with character, warmth, and opportunity. Situated on a generous corner lot in one of Oakville's established neighborhoods, this inviting three-bedroom home offers timeless appeal and comfortable everyday living. Step inside to discover sun-filled living spaces accented by hardwood floors, original door hardware, and classic New England charm. The bright kitchen flows effortlessly into the home's main living area, creating a welcoming environment for both daily life and entertaining. Upstairs, three comfortable bedrooms provide flexibility for family, guests, or a home office. Outside, the private backyard with secret garden vibes that offers space to relax, garden, or enjoy outdoor gatherings, while the detached garage and full walk-out basement provide valuable storage and future potential. Whether you're a first-time homeowner, downsizing, or searching for a home with character and room to personalize, this property delivers exceptional value. Conveniently located near shopping, dining, schools, parks, and major commuter routes, 462 Davis Street combines small-town charm with everyday convenience. Walk to shops and restaurants! This is a wonderful opportunity to own a classic Oakville home and enjoy all that the Watertown community has to offer.

462 Davis St, Watertown

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Oakville Homes under $400,000

Newest Oakville Homes under $400,000

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