Oakville Homes under $400,000

Welcome to Oakville, a charming neighborhood nestled within the city of Watertown, Connecticut, in Litchfield County. Known for its picturesque streets and friendly atmosphere, Oakville offers a delightful blend of suburban tranquility and convenient access to urban amenities. This close-knit community is perfect for families, first-time homebuyers, and anyone looking to enjoy a peaceful lifestyle without sacrificing convenience.

One of the standout features of Oakville is its affordability. With homes available for under $400,000, prospective buyers can find a variety of options that cater to different tastes and needs. From cozy bungalows to spacious family homes, the real estate market here offers something for everyone. Many properties boast charming features such as hardwood floors, updated kitchens, and lush backyards—ideal for creating your own personal oasis.

The neighborhood is also rich in local amenities. Residents enjoy easy access to parks, schools, and shopping centers, making daily errands a breeze. The nearby Watertown area offers a variety of dining options and recreational activities, ensuring there’s always something to do. For those who appreciate the outdoors, the scenic landscapes of Litchfield County provide ample opportunities for hiking, biking, and exploring nature.

In Oakville, you’ll find a welcoming community that values connection and quality of life. With its affordable housing options and vibrant neighborhood spirit, it’s no wonder that so many are drawn to call this lovely area home. Come discover the charm of Oakville and see why it could be the perfect place for you and your family!

Newest Oakville Homes under $400,000

$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

$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

$389,900

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

$219,900

3 Beds ⋅ 1 Baths ⋅ 24198831 MLS

A terrific condo alternative without the monthly HOA fees! This affordable single-family home features hardwood floors throughout and offers a flexible two or three-bedroom layout third bedroom would make a great home office. The inviting eat-in kitchen includes a tiled floor and stainless-steel appliances. Additional highlights include one full bath, natural gas heat, a newer roof, and an updated electrical panel. The walkout basement features washer and dryer hookups, plenty of storage, and convenient access to the fenced-in backyard-perfect for relaxing, entertaining, or pets. A wonderful opportunity to enjoy the privacy of a single-family home at an affordable price!

144 Sunnyside Ave, 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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