Oakville Real Estate

Welcome to the charming neighborhood of Oakville in Watertown, Connecticut! Nestled in Litchfield County, Oakville is a picturesque community known for its scenic beauty and small-town charm. With tree-lined streets, historic architecture, and a strong sense of community, Oakville offers a peaceful retreat from the hustle and bustle of city life.

Residents of Oakville enjoy easy access to a variety of amenities, including local shops, restaurants, and parks. The area is also known for its top-rated schools, making it an ideal place for families to settle down. Outdoor enthusiasts will appreciate the abundance of recreational opportunities available in Oakville, from hiking and biking trails to nearby lakes for fishing and boating.

With its convenient location just a short drive from major cities like Hartford and New Haven, Oakville offers the perfect blend of small-town living and urban convenience. Whether you're looking for a cozy cottage, a historic home, or a modern townhouse, Oakville has something to offer every homebuyer.

Come and discover the beauty and tranquility of Oakville – a hidden gem in the heart of Watertown, Connecticut. Experience the best of New England living in this welcoming community where neighbors become friends and every street tells a story.

Newest Listings in Oakville

$289,999

3 Beds ⋅ 1 Baths ⋅ 24188604 MLS

Welcome home to this well maintained 3 bedroom, 1 bathroom ranch located in a quiet Oakville neighborhood! Offering comfortable one-level living, this home features a beautifully renovated full size bathroom & hardwood flooring in the living room and two of the three bedrooms. The eat in kitchen offers a sliding glass door that leads to a spacious , fully fenced backyard- perfect for entertaining, outdoor gatherings, gardening, or simply relaxing. Stay cool during the summer months with the convenience of a mini-split air conditioning system. Additional highlights include an attached one car garage, an additional parking pad for extra convenience, an approximately 8 yr old roof equipped with solar panels, and a pellet stove in the basement that serves as an excellent supplemental heat source. Whether you're a first time homebuyer, looking to downsize, or searching for a home that's been lovingly cared for, this charming ranch offers the perfect blend of comfort, functionality, and value. **The seller has received multiple offers and is calling for HIGHEST AND BEST OFFERS DUE BY SATURDAY 8/1 AT 8PM. **

51 Turner Ave, Watertown

$495,000

3 Baths ⋅ 24194650 MLS

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

$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

$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

$105,000

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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