Oakville Real Estate

Welcome to Oakville, a charming neighborhood nestled in the heart of Watertown, Connecticut, within Litchfield County. This picturesque community offers a delightful blend of small-town charm and modern conveniences, making it an ideal place for families, professionals, and retirees alike.

Oakville is characterized by its serene tree-lined streets, friendly neighbors, and a strong sense of community. The neighborhood boasts a variety of well-maintained homes, ranging from classic New England architecture to contemporary designs, ensuring there’s something for everyone. With its rich history and vibrant local culture, Oakville provides residents with a unique sense of belonging.

Nature enthusiasts will appreciate the abundance of green spaces and parks that surround the area. The nearby Lake Quassapaug offers recreational activities such as fishing, boating, and picnicking, while the scenic trails in the surrounding woods are perfect for hiking and biking. Families can also enjoy local playgrounds and sports facilities, fostering an active lifestyle for all ages.

Convenience is key in Oakville, with easy access to major highways, making commutes to nearby cities a breeze. Residents benefit from a variety of shopping, dining, and entertainment options, including local boutiques, cozy cafes, and family-friendly restaurants.

Education is a priority in this community, with highly regarded schools serving the area, ensuring that children receive a quality education.

In Oakville, you’ll find not just a place to live, but a welcoming community where neighbors become friends and memories are made. Come explore all that this hidden gem has to offer!

Newest Listings in Oakville

$495,000

3 Baths ⋅ 24194650 MLS

Exceptional mixed-use investment opportunity! This income-producing property features a two-family residence with a commercial retail storefront, offering outstanding versatility for investors or owner-occupants. The residential portion offers a total of 2,012 square feet. The first-floor apartment features 2 bedrooms and includes a washer, dryer, refrigerator, range and dishwasher. The second-floor apartment offers 3 bedrooms and includes a refrigerator, range, washer and dryer. Both units provide spacious layouts and strong rental potential. The commercial space consists of approximately 1,660 square feet and is currently operating as a successful restaurant, providing an established retail presence with excellent visibility and additional income potential. Whether you're looking to expand your investment portfolio or occupy one of the units while generating rental income, this unique property offers multiple income streams and endless possibilities. Conveniently located near shopping, restaurants, schools, and major highways, this is a rare opportunity to own a versatile mixed-use property with both residential and commercial appeal.

202 Main St, Watertown

$89,900

24193739 MLS

Prime 2.75 acre lot in Oakville. Perfect for your dream home! Discover this incredible opportunity to own a spacious 2.75-acre lot in the desirable Oakville neighborhood of Watertown, Connecticut. Nestled on a peaceful dead-end street, this property offers ultimate privacy and tranquility, making it the perfect setting to build your dream home or create a stunning compound. Whether you're envisioning a sprawling estate, a modern retreat, or a personal sanctuary, this expansive lot gives you the flexibility to design and customize every detail. Surrounded by nature yet conveniently close to local amenities, schools, and major roadways, this is the ideal location for those seeking both serenity and accessibility. Buyer are to do their own due diligence.

Old Colonial Rd, Watertown

$350,000

3 Beds ⋅ 2 Baths ⋅ 24190285 MLS

Welcome home to this adorable Cape-style gem, where timeless charm meets everyday comfort. From the moment you arrive, you'll be captivated by its inviting curb appeal, cozy atmosphere, and classic architectural details. Step inside to discover bright, welcoming living spaces filled with natural light, creating the perfect setting for relaxing evenings or entertaining. The thoughtfully designed layout offers a comfortable flow between the living room, dining area, and kitchen, making daily living both functional and enjoyable. The spacious bedrooms provide peaceful retreats, while the home's character shines through with charming details. Outside, enjoy a lovely yard with plenty of space for gardening, outdoor gatherings, or simply unwinding after a long day. This delightful Cape offers the perfect blend of charm, comfort, and convenience. Located close to shopping and commuter routes, it's a place you'll love coming home to. Don't miss the opportunity to make this picture-perfect home your own!

159 Riverside St, Watertown

$415,000

4 Beds ⋅ 3 Baths ⋅ 24188056 MLS

Welcome to 35 Ball Farm Road, a charming 4-bedroom home that blends classic character with thoughtful updates. Inside, you'll find beautiful original woodwork, gleaming hardwood floors, spacious connected living and dining areas, and abundant natural light throughout. The kitchen offers stainless-steel appliances, generous cabinetry, quartz counters, and a bright adjoining sunroom-an ideal spot for morning coffee, dining, or a home office. The home also features a first-floor accessible full bath with walk-in shower, a welcoming front porch, and an exterior ramp for convenient access. Set in a convenient Watertown location, this home offers space, warmth, and timeless appeal. Schedule your private showing today!

35 Ball Farm Rd, Watertown

$479,900

3 Beds ⋅ 3 Baths ⋅ 24185081 MLS

HIGHEST AND BEST DUE BY 6PM on TUESDAY 6/30 Welcome home to this tastefully remodeled Cape, thoughtfully updated in 2016 and meticulously maintained. Offering 3 large BRs, 3 full baths, and an ideal open-concept layout. The home seamlessly connects the kitchen, dining, living, and home office/flex room areas-perfect for everyday living and entertaining. The flex room leads out to a covered porch for morning coffee or watching evening sunsets. The heart is the impressive kitchen with an oversized center island, granite countertops, large workspace and plenty of storage/built-ins for casual daily meals to holiday gatherings. The main floor also provides a bedroom and full bath with a walk in shower. Upstairs you'll find another bedroom, full bath, and the spacious primary bedroom with a large walk-in closet, and a luxurious ensuite bath complete with dual sink vanity, jacuzzi tub, and a walk-in shower. Quality finishes abound, including hardwood flooring throughout, ample closet space, and exceptional storage. The partially finished basement offers laundry and gym area. Major updates in 2016 include central air, furnace, water heater, roof, siding, paver driveway, and beautifully designed paver patio complete with a stone wall for outdoor gatherings in a private back yard setting. Close to Route 8 and I-84 for commuting.

142 Bamford Ave, Watertown

$345,000

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

$69,900

24183711 MLS

Beautiful, level lot, zoned R12.5 with city water and sewer available on the street- a rare development opportunity in a convenient location. This offering includes two adjoining parcels sold together: Lot 1C (95X100), approx. .22 acres and Lot 1B, (100X100) approx. .25 acres for a combined .47 acres. Zoning allows for one or two family construction, offering flexibility for builders, investors, or end users. Some wetlands are present on the property. Buyer to perform all due diligence regarding permitted uses and site development.

Lots 1B & 1C Lots 1b & 1c Portland Street, Watertown

$550,000

3 Beds ⋅ 3 Baths ⋅ 24182042 MLS

Welcome to 300 Hilltop Road in Oakville - an expansive ranch-style home offering comfort, space, and easy one-level living. This 3-bedroom, 3-bath home features an inviting open floor plan, creating a seamless flow between the main living areas and making it ideal for both everyday living and entertaining. A beautiful dual-sided fireplace between the living rooms adds warmth, character, and a cozy focal point to the home. Each bedroom is generously sized, including a spacious primary bedroom with its own private bathroom. A slider in the living room leads out to the backyard patio, creating an easy connection between indoor and outdoor living. Outside, enjoy a flat, private yard complete with a firepit - the perfect setting for relaxing evenings and outdoor gatherings. The finished basement adds valuable additional living space, perfect for a family room, home office, gym, guest area, or recreation space. Conveniently located near Route 8 and I-84, this home offers easy commuter access to Waterbury, Hartford, Danbury, and surrounding towns while still providing the privacy and comfort of a neighborhood setting. Spacious, versatile, and move-in ready, this Oakville ranch is ready to welcome its next owner.

300 Hilltop Rd, Watertown

$369,900

3 Beds ⋅ 2 Baths ⋅ 24179866 MLS

Charming, well-maintained split-level home featuring three levels of functional living space. The main level offers a bright living room with hardwood floors and an oversized, eat-in kitchen perfect for entertaining. Upstairs, find three comfortable bedrooms with carpet protecting the original hardwood floors, alongside a classic full tile bath. The cozy lower-level family room includes a convenient half bath & Laundry Room. Enjoy outdoor relaxation on the covered patio. New mini splits installed to provide comfortable living during those hot summer days. This home has been lovingly cared for by the same owner for many years, make some personal touches and you can make this your "Home" for many more years.

32 Moreland Ave, Watertown

$10,000

24157644 MLS

Sloping, wooded .20 acre lot in established residential neighborhood, in Oakville. This is not an approved building lot- it is non-conforming, and the property will be sold as-is. Planning & Zoning has said that it cannot be built on, and any other use of the property must be approved by them. Please check with the town, before submitting an offer.

Saugus Avenue, Watertown

$110,000

24132952 MLS

NEWLY SPLIT LOT FOR BUILDING A DUPLEX RESIDENTIAL, YOU CAN BUILD A TRIPLEX UNIT, BUT VARIANCE IS REQUIRED FOR PARKING SPACE, ANY STRUCTURAL THAT WILL BE BUILD IN THE SAID LOT HAS TO BE APPROVED BY PLANNING AND ZONING BY SUBMITING YOUR OWN PLANS. NATURAL GAS LINE ON THE STREET, AS WELL AS PUBLIC WATER AND SEWER MAKES THIS LOT MORE INTERESTED AND MORE AFFORDABLE TO BUILD.

111 Fairview Ave, Watertown

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