Watertown Real Estate

Welcome to Watertown, a charming town located in Litchfield County, Connecticut. Watertown is a picturesque New England town known for its historic charm, beautiful landscapes, and strong sense of community.

With its convenient location in the heart of Litchfield County, Watertown offers residents the perfect balance of small-town charm and modern amenities. The town is surrounded by lush greenery, rolling hills, and scenic views, making it a peaceful and idyllic place to call home.

Watertown boasts a rich history dating back to the 17th century, with many historic buildings and landmarks still standing today. Residents can explore the town's historic sites, museums, and cultural attractions to learn more about its fascinating past.

In addition to its historical significance, Watertown offers a variety of recreational activities for residents to enjoy. From hiking and biking trails to parks and outdoor spaces, there are plenty of opportunities to stay active and connect with nature.

Watertown is also home to a vibrant community with a strong sense of camaraderie. Residents can participate in local events, festivals, and community gatherings throughout the year, fostering a warm and welcoming atmosphere for all who call Watertown home.

Whether you're drawn to Watertown for its history, natural beauty, or sense of community, this charming town has something to offer everyone. Come discover the magic of Watertown and find your perfect place to call home in Litchfield County, Connecticut.

Newest Listings in Watertown

$68,000

1 Baths ⋅ 24219508 MLS

Rare opportunity to own a retail/office condominium in the heart of downtown Watertown! Unit #106 at 51 Depot Street is a 588 SF commercial condo located within Depot Square Mall - a thriving mixed-use center situated between Route 63 (Main Street) and Route 6, carrying a combined 24,300 vehicles per day. Offered at $68,000, carrying costs are exceptionally low with annual taxes of just $1,504 and condo fees of $179.10/month. Investment Highlights: At $20/SF market rent, this unit projects a 10.19% cap rate and a 16.84% cash-on-cash return at 25% down (7.0%, 30-year financing) - an exceptional return profile at this price point. One of the only units in Depot Square Mall with a private in-unit bathroom - a significant advantage for any service or wellness-based business. Formerly operated as a hair salon, the space is ideally suited for a variety of owner-occupant uses including hair/nail salon, barbershop, massage or skincare studio, tattoo studio, chiropractic or counseling office, photography studio, or any professional service office use. Flexible commercial zoning supports office, retail, and business uses. Frame and brick construction (1985), concrete foundation and flooring. Business not included. For full financial analysis, demographics, traffic counts, and market data, see the attached Offering Memorandum. Buyer to verify all information and conduct independent due diligence including review of condo association documents.

51 Depot St Unit 106, Watertown

$365,000

2 Beds ⋅ 2 Baths ⋅ 24218569 MLS

Fall in love with this meticulously maintained ranch, built in 2011 and beautifully updated throughout! Don't let the square footage fool you-this home lives large, with spacious rooms, a wonderful open and inviting floor plan, and thoughtful details that make everyday living a pleasure. Featuring 2 generously sized bedrooms, 2 full bathrooms, gleaming hardwood floors, an abundance of cabinetry, and closets galore, you'll love the comfort and functionality this home offers. Enjoy year-round comfort with propane heat and central air conditioning. Step outside and discover your own private retreat! The completely fenced-in yard offers plenty of space to relax, garden, entertain, or simply enjoy the outdoors. The spacious deck, just 2 years young, is the perfect spot for morning coffee, summer barbecues, and gathering with family and friends. A detached one-car garage adds even more convenience. Beautifully cared for, thoughtfully updated, and truly move-in ready-this is one home you'll want to see for yourself! Come take a look and fall in love!

394 Colonial St, Watertown

$770,000

3 Beds ⋅ 2 Baths ⋅ 24214067 MLS

EXCEPTIONAL EQUESTRIAN PROPERTY WITH DEVELOPMENT POTENTIAL IN LITCHFIELD COUNTY. Set on 8.38 acres, this distinctive ranch with split-level features offers room to ride, room to grow, and room to live. A fieldstone foyer with a decorative stone planter welcomes you inside. Off of the foyer, a light-filled room with windows rising to an arched ceiling makes an ideal guest room, music room, or flex space, with a full bath nearby. There is also an office to the right of the front door too. One step down from the foyer and you're in the Great Room. It impresses with a cathedral ceiling, wood paneling, fireplace, tall windows, and access to an open-air porch. One step up from the Great Room is the formal dining room, which leads to the eat-in kitchen with a new refrigerator, newer double oven, and a dining area overlooking the entire backyard. The adjacent laundry/pantry connects to both a back door and the foyer. A few steps up, the bedroom wing offers three bedrooms plus a media/hobby room. The Primary Bedroom features a romantic balcony with glass Fench Doors overlooking the backyard and His and Hers closets. For horse lovers, the 1,728 square foot barn (built 2005) includes 5 stalls, a loft, and a paddock. Existing plot maps show the property can be divided into 4 residential lots, with access from both Litchfield and Trolane Roads. Plot maps available upon request. Property is being Sold "AS IS."

849 Litchfield Rd, Watertown

$359,900

4 Beds ⋅ 2 Baths ⋅ 24217220 MLS

Two-family opportunity in the Oakville section of Watertown! 35 Hubbell Avenue offers two apartments, each featuring two bedrooms and one full bathroom, for a total of four bedrooms and two full baths. The property offers flexibility for an owner-occupant seeking rental income or an investor adding to a portfolio. A covered front porch, rear patio and off-street driveway parking complement the property, while a full unfinished basement provides additional storage space. Explore the possibilities this two-family property has to offer. Agent/Owner.

35 Hubbell Ave, Watertown

$400,000

4 Beds ⋅ 2 Baths ⋅ 24213921 MLS

Charming, well-maintained, one owner brick home situated in a quiet neighborhood! This comfortable 4-bedroom home offers solid construction, great bones, and numerous desirable features. The first floor includes a new full bath, while hardwood floors lie beneath the living room carpet. The lower level features ceramic tile flooring and a walk-out basement, offering additional space and possibilities. Enjoy the privacy of the backyard, manicured lawn, and convenience of a 2-car garage. Additional highlights include thermal windows, updated electrical, city water, and a brand new septic system. Smoke-free and pet-free home that has been lovingly cared for over the years. A wonderful opportunity to own a solid brick home with space, privacy and plenty of potential. Don't miss the many added bonuses this property has to offer!

15 Hughes Ave, Watertown

$309,900

2 Beds ⋅ 1 Baths ⋅ 24216513 MLS

Welcome to 275 Davis Street, a well-cared-for 1945 two-story home in a convenient Oakville neighborhood. It has 5 rooms, 2 bedrooms and a full bath across 1,136 square feet. The interior mixes hardwood floors and wall-to-wall carpeting, and new Andersen windows throughout bring in plenty of natural light. The four-season sunroom is a favorite spot all year, whether for morning coffee, a home office or a quiet place to read. Outside, the newly painted exterior and a beautiful paver walkway give the home great curb appeal. Out back, an expansive deck is ready for grilling and entertaining, and the fenced side yard is perfect for pets. The large basement is ideal for a hobbyist, a workshop or extra storage, and a one-car garage adds off-street parking. You're close to Oakville's shops, parks, schools and restaurants, with quick access to Route 8 and I-84 for commuting. Move-in ready with great updates. Schedule your showing today!

275 Davis St, Watertown

$219,900

2 Beds ⋅ 1 Baths ⋅ 24210862 MLS

Opportunity awaits! Bring your vision and creativity to this spacious two bedroom home offering plenty of potential for investors, contractors, or buyers looking for a renovation project. Situated on a nice, level .81 acre lot, this property offers a great opportunity to make it your own. The main level features a spacious living room w/fireplace, dining area, kitchen, full bathroom & 2 bedrooms w/hardwood floors. In addition, off the dining area is an all season room to provide for additional year round living. The home has a walk-up attic and a 9' x 8' wood deck. With its convenient layout, appealing lot, and possibilities for improvement, this property is ready for its next chapter. Bring your ideas and explore the potential!

78 Tower Rd, Watertown

$310,000

3 Beds ⋅ 1 Baths ⋅ 24217048 MLS

Opportunity knocks in sought-after Oakville! This move-in ready 3-bedroom ranch has the updates buyers want, in a neighborhood they keep coming back to. The covered front porch welcomes you home and is made for slow mornings and easy evenings. Step inside and the cathedral ceiling makes an instant impression, opening up a bright, airy layout where the living room flows right into the dining area and updated kitchen. It's perfect for entertaining or keeping everyone connected. An updated full bath and one-level living keep every day simple. Need more room? The partially finished lower level is ready to become a home office, gym, rec room, or convenient storage. The big-ticket items are already done, with a newer gas heating system and a newer garage door, so your budget can go toward making it your own. A one-car garage under the house, a rear deck for summer cookouts, public water and sewer, and low-maintenance vinyl siding round out this 0.23-acre property. One-level living, real updates and an Oakville address: this is the one you've been waiting for. Come see it before someone else calls it home.

26 Shelter Hill Ave, Watertown

$289,900

3 Beds ⋅ 2 Baths ⋅ 24213412 MLS

Welcome to this charming 3-bedroom, 2-full-bath Colonial, situated on a level lot in Oakville with easy access to town and highways. Expanded in 2019, this inviting home blends rustic charm with updates for comfortable everyday living. Enter through the front sun porch, a welcoming space to relax and enjoy the seasons. Inside, recessed lighting adds a warm touch throughout, while the spacious primary bedroom features a vaulted ceiling. One of the two full baths offers a jetted tub for unwinding at the end of the day. Updates include plumbing, wiring and electrical improvements, along with the installation of central air. A full basement provides plenty of storage, and attractive blue vinyl siding offers easy maintenance. Come discover the charm and convenience this Oakville home has to offer!

60 Rockdale Ave, Watertown

$232,000

3 Beds ⋅ 1 Baths ⋅ 24217075 MLS

Enjoy one-level living in this 3-bedroom, 1-bath home featuring hardwood floors. The screened-in porch opens to a spacious back deck, creating additional space to relax or entertain outdoors. A full unfinished basement offers abundant storage or the opportunity to customize the space to suit your needs. An attached 2-car garage adds everyday functionality. Access to Routes 8 and 6 connects you to local shopping, dining, schools, and services. Nearby recreation includes Echo Lake Park, Veterans Memorial Park, Crestbrook Park's golf course and tennis courts, and Black Rock State Park, offering opportunities for hiking, fishing, swimming, and enjoying the outdoors. A wonderful opportunity to make this home your own!

22 Houlton St, Watertown

$309,900

3 Beds ⋅ 1 Baths ⋅ 24217028 MLS

Beautifully renovated with modern finishes and thoughtful updates throughout, this charming three-bedroom home offers an inviting blend of style, comfort, and everyday functionality. The beautifully updated kitchen features all-new appliances, creating a fresh and welcoming space for cooking and gathering. A conveniently located first-floor bedroom adds flexibility to the home's layout, while the additional bedrooms provide comfortable living spaces. Set on approximately 0.30 acres, the property offers outdoor space to relax, entertain, and enjoy the changing seasons. Completely renovated and move-in ready, this home offers modern comfort in an established neighborhood. Nestled in the Oakville section of Watertown, it enjoys a convenient location close to shopping, dining, parks, and everyday essentials, with easy access to Waterbury and major commuter routes. A wonderful place to call home, with everything you need just moments away.

48 Rockdale Ave, Watertown

$470,000

4 Beds ⋅ 2 Baths ⋅ 24216969 MLS

Rich in New England charm, this Colonial blends timeless character with inviting outdoor spaces in a desirable Watertown location. The home welcomes you with a convenient mudroom, leading to a sun filled kitchen that continues the New England charm with a distinctive tin ceiling, farmhouse sink, and granite countertops with all stainless steel appliances. The main level also features a traditional foyer, a spacious dining room, and a living room anchored by the fireplace, with access to a covered side porch great for hosting or just sipping on a morning coffee. Upstairs, four bedrooms with hardwood floors throughout, a full bath, and a large walk up attic offering endless possibilities for the future or just as great storage. Rounding out the house is a detached two car garage, greenhouse, and a peaceful brook winding along the property, all complemented by established gardens throughout the entire exterior that only add to the property's appeal! Meanwhile, a new roof on both the house and garage in 2025 provides a valuable recent update. Ideally situated a short walk away from Watertown's historic Main Street, local shops, restaurants, major routes, and Taft School, this distinctive property combines the character of an older charm with a setting and location that are hard to find!

27 Roberts Ave, Watertown

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Watertown Real Estate

Newest Listings in Watertown

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