Browse All Watertown CT Between $400K - $500K Properties for Sale

Located in a well-established Watertown neighborhood just moments from Smith Pond, this well-maintained 3-bedroom, 2-bath Raised Ranch offers a great combination of space, updates, and convenience. Set on a beautiful 1-acre lot, the property provides plenty of outdoor space while remaining close to shopping, dining, parks, major commuter routes, and the Watertown school district. Inside, you'll find hardwood floors throughout the main level, a versatile floor plan, and a partially finished lower level that's ideal for a family room, home office, or recreation space. The all-season sunroom adds valuable living space and provides easy access to the fully fenced backyard, perfect for entertaining, pets, gardening, or play. Recent improvements include a brand-new furnace and central A/C system, new refrigerator and gas range, and newer windows with a transferable warranty. A whole-house generator offers added peace of mind. Whether you're a first-time buyer, looking for more space, or searching for a home in an established neighborhood, this property offers an excellent opportunity to make it your own. With its spacious lot, thoughtful updates, and convenient location, it's ready for its next chapter.

379 Smith Pond Rd, 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

$429,999

3 Beds ⋅ 3 Baths ⋅ 24193923 MLS

***HIGHEST & BEST DEADLINE MONDAY 9PM 7/27/26*** THE ONE THAT IS ALREADY DONE. Most homes arrive with a punch list. This one arrives finished. Rebuilt from top to bottom through eight years of meticulous ownership, 332 Williamson Circle is the turnkey raised ranch Oakville rarely sees. The open main level is anchored by a fully remodeled kitchen with white cabinetry, center island, and stainless appliances, flowing into bright living and dining space over hardwood floors that run throughout. Every bathroom has been tastefully renovated and a wood burning fireplace warms the heart of the home. The finished walkout lower level flexes as family room, office, or gym, with a laundry closet and direct access to the yard and side entry two car garage. The systems tell the same story. Owned rooftop solar installed in 2021 transfers with no lease to assume and pairs with ductless heating and cooling added in 2024 to keep utility costs remarkably low. A new electrical panel with professional rewiring in 2018, a roof about four years young, Andersen windows throughout, and city water and sewer complete the picture. Outside, a three season sunroom overlooks a covered patio at the walkout, while a custom retaining wall patio turns a sloped corner of the yard into a private outdoor patio framed by garden beds and a newer shed. Level lot on a quiet Oakville street, minutes to Route 8 and Main Street shops, restaurants, schools, and parks.

332 Williamson Cir, Watertown

$459,900

3 Beds ⋅ 2 Baths ⋅ 24190619 MLS

This updated, well maintained home, located on a quiet cul de sac, with a fenced in yard is now ready for new owners. The main level features a kitchen/dining room that flows to the living room. The large living room features a gas fireplace, wood floor and bay window. The sliders off the dining area lead to an expansive deck with gazebo. Three bedrooms and a full bath complete this level. The lower level is a large family room with gas fireplace, wet bar, a full bath and sliders to the patio. Many possibilities for additional living space. The fenced in backyard is ideal for gardening, entertaining and relaxing. There is a storage shed in the back yard as well.

15 Fieldwood Dr, Watertown

$449,900

4 Beds ⋅ 2 Baths ⋅ 24189851 MLS

Prepare to feel right at Home here at 12 Woolson Street. Full of character & meticulously maintained by its current owners, this Circa 1870 antique Colonial is so inviting & will speak to your senses. In the heart of Watertown & situated on a gorgeous acre lot w/access to a babbling brook (no flood ins) the grounds are truly a gardener's paradise. Lovers of nature will be drawn to the botanical gardens. 3 finished permitted levels provide 4 bdrms- Primary Bdrm is on top level w/wonderful sunrise views. Main full bath feels like you are entering a Spa -complete w/both a walk-in shower as well as a claw soaking tub. Main level offers a wonderful living room w/built-in bookshelves & Year 2022 wood stove that heats the entire house. Dining Rm w/blt-in corner hutch & Kitchen are so spacious! Half-bath is updated & lovely. New Thermal Windows. Hardwood flrs, chair railing, crown molding, 6-panel wood doors, bead board paneling & wall sconces grace this home w/integrity. Lower level recently designed into living/play area w/kitchenette & walks out to backyard. French doors in finished downstairs office lead right outdoors. There's also plenty of storage in the basement. The grounds are park-like w/patios, a deck, a Pergola, stone wall, area for winter sledding, a fire pit area & gardens galore. 2-car det. garage is huge w/extra bay below that walks out. Mechanical systems all up to date. Public Water & Sewer. 12 Woolson St. is a magical place where Your Story is to be created!

12 Woolson 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

$409,000

4 Beds ⋅ 2 Baths ⋅ 24187591 MLS

Investors delight! A Prime, downtown located, aesthetically appealing, 1500 sf+, 2 family w/ ample off street parking, just oozing with potential! This 1915 home has stood the test of time and welcomes your finishing touches to restore her luster to generate optimal passive income. Previously utilized as a single family residence, this balanced estate can easily be converted back with minimal investment. Each unit offers a main level eat in kitchen, a generous family room with front porch access, and spacious rear sunroom. Units upper living space adorns 2 commodious bedrooms and full bathrooms. Bring your vision as you convert and transform this home to optimize investment income! This jewel of an investment is ripe for the taking!

77 Westbury Park 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

$414,900

24185775 MLS

Established and profitable golf cart business offering sales, service, and rentals with a strong reputation and numerous long-standing relationships with private schools, event coordinators, wedding venues, and other repeat commercial clients. The sale includes 28 golf carts, two Ford F-250 trucks, three trailers, a utility lift, a large parts inventory, and much more, making this a true turnkey opportunity. The current owner has intentionally maintained the business at its present size and has chosen not to aggressively expand, leaving substantial room for growth for a new owner. With an established customer base and numerous opportunities to increase revenue, a motivated buyer can take the business to the next level. To ensure a seamless transition, the owner is willing to work closely with the buyer and provide guidance after the sale. This includes introducing key accounts, transferring long-standing relationships, and sharing operational knowledge to help maintain continuity and position the new owner for continued success. An exceptional opportunity to acquire a well-established business with a solid foundation and significant upside potential.

59 Watertown Rd, Watertown

$450,000

4 Beds ⋅ 4 Baths ⋅ 24184504 MLS

Spacious Colonial offering over 2,048 square feet of living space, plus additional living space with an in-law/guest space-perfect for multigenerational living, guests, or flexible living arrangements which was added to the home in 2024. The accessory space features a private entrance, kitchenette/living area combo, bedroom with double closets, full bath with laundry hook-up, and additional access to both the garage and main home. The main home offers a large living room, spacious kitchen with island and pantry space, and a family room featuring a pellet stove for supplemental heat, helping to keep heating costs low. Sliders lead to a deck overlooking the nearly one-third acre fenced yard. Upstairs, the generous primary bedroom includes a full bath, walk-in closet, and a good-sized loft area ideal for a home office, additional bedroom, sitting room, or exercise space. Additional features include a covered front porch, one-car under-house garage, large driveway with plenty of parking, and a desirable location in a lovely Watertown neighborhood close to shopping and restaurants.

287 Cherry Ave, Watertown

$499,000

3 Beds ⋅ 3 Baths ⋅ 24183152 MLS

This 3 Bedroom, 2.5 Bath Charming Well-Maintained Colonial in the heart of Watertown offers a perfect blend of modern updates with everyday comfort. Situated on a beautiful landscaped .61 acre lot, the property boasts breathtaking views from a custom concrete patio overlooking a private, wooded backyard. The peaceful setting provides an ideal retreat for relaxing, and enjoying nature year-round. The inviting interior features a bright eat-in kitchen, formal dining room, dedicated first-floor office ideal for remote work, and a spacious family room highlighted by a dramatic vaulted ceiling. Significant updates provide peace of mind, including a newer central air system and a recently replaced hot water tank, while the primary bedroom serves as a true retreat with its beautifully remodeled en-suite bathroom. This exceptional property is situated in a prime location, just minutes away from shopping, restaurants, schools, parks and all local town amenities, offering both convenience and tranquility.

63 Northwest Dr, Watertown

$430,000

3 Beds ⋅ 2 Baths ⋅ 24177657 MLS ⋅ Watertown Old Farms BLDG.

Welcome to Watertown Old Farms, one of Litchfield County's most Tranquil and Highly Desirable Communities. Rarely available, this Meticulously Maintained Ranch-Style End Unit offers a Private Deck and Convenient Direct Access from the Garage. The beautifully updated kitchen features stainless steel appliances, abundant cabinets, a cathedral ceiling with skylights, and opens seamlessly to a spacious dining area with access to a private deck. The light-filled living room boasts a cozy gas fireplace perfect for relaxing or entertaining. The primary bedroom includes two large closets and a remodeled full bath with a walk-in shower. Two additional bedrooms are conveniently situated near the remodeled main bath, which features a tub/shower combination. The walk-out lower-level basement offers partially finished rooms, full-size windows, and a slider door, providing excellent potential for additional living space, a home office, recreation area, or guest accommodations, along with ample storage. Additional updates include a newer central air condenser, natural gas furnace, gas hot water heater, and replacement windows. Don't miss this opportunity to enjoy turnkey living in one of Watertown's most sought-after communities. Schedule your private showing today!

319 Thomaston Rd Unit 77, Watertown

$498,000

4 Beds ⋅ 4 Baths ⋅ 24177877 MLS

You'll be the one everyone wants to visit this summer as you relax by your private inground pool! Set on over 2 picturesque acres in one of Watertown's most desirable locations, this charming 1840 Colonial offers the perfect blend of historic character, modern comfort, and resort-style outdoor living. This spacious 4-bedroom, 3.5-bath home features over 2,000 square feet of living space with eight well-proportioned rooms designed for everyday living and entertaining. Inside, you'll find three fireplaces, original wide-board wood floors, a large loft-style bedroom, an attached barn/shed with unlimited potential, clapboard siding, and inviting gathering spaces filled with timeless New England charm. Step outside and discover what truly sets this property apart. The sparkling inground pool is the centerpiece of your own private backyard retreat, complemented by an expansive patio, a charming gazebo, and multiple outdoor living spaces perfect for summer barbecues, pool parties, or simply unwinding in complete privacy. The expansive grounds provide exceptional space, tranquility, and room to enjoy the outdoors all season long. Conveniently located while offering a peaceful residential setting, this special property also features remote-controlled radiant heated floors in the dining room/enclosed porch for year-round comfort. From sunny afternoons by the pool to cozy evenings by the fire, this home offers the best of every season. You will fall in love with this beauty!

635 Northfield Rd, Watertown

$469,900

4 Beds ⋅ 4 Baths ⋅ 24174413 MLS

Spacious 4-bedroom, 3.5-bath Colonial set on 1.04 acres in a desirable Middlebury Road location, close to Taft School with easy access to town, shopping, and local amenities. This inviting home offers a gorgeous eat-in kitchen, a formal dining room, and a warm living room with a masonry fireplace. Features include hardwood floors throughout, crown molding, French doors, and generous living space. The large primary bedroom includes a walk-in closet and a full bath. The finished lower level offers additional flexible living space, a full bath, and walk-out access to the private, level backyard. Enjoy outdoor entertaining on the 25x16 deck overlooking the yard. Septic replaced in 2002. A must-see home, priced to sell!

541 Middlebury Rd, Watertown

$499,990

6 Beds ⋅ 3 Baths ⋅ 24175160 MLS

Calling all investors and owner-occupants! This well-maintained 3-family property in the heart of Oakville offers immediate cash flow with two long-term tenants already in place paying solid rents, plus a newly renovated lower-level unit ready for an owner-occupant or new tenant. The lower-level apartment features 1 bedroom and 1 full bathroom and has been tastefully updated, making it an ideal option for offsetting your mortgage while building equity. Recent capital improvements include a newer roof (approximately 2 years old), two updated hot water heaters, and a new garage door. Additional highlights include natural gas heat, newer vinyl flooring throughout, a detached 1-car garage, and a private back patio area. With low-maintenance features, strong in-place income, and upside potential from the renovated unit, this is a turnkey opportunity for investors seeking reliable cash flow or buyers looking to live in one unit while tenants help cover the mortgage. Move quickly-income-producing multifamily opportunities like this do not last!

254 Davis St, Watertown

$425,000

4 Beds ⋅ 2 Baths ⋅ 24167524 MLS

Charming & remodeled 4 Bedroom Colonial with beautiful brand new kitchen with Quartz Countertops, soft-close dovetail modern cabinetry, Center Island with Breakfast Bar and Stainless Steel Appliances. Hardwood floors throughout. Newly remodeled full baths on both the main and upper levels. This home provides ample parking & storage, Enclosed Sun Porch, Driveway plus a large detached 2 car Garage, Outdoor paver patio and level yard across two lots offering great outdoor entertainment in those Summer months. Public Water & Sewer connected. This home is move in ready with tons of recent upgrades, including a new furnace. Don't miss your chance to explore this hidden gem & schedule your private showing today!

77 Hubbell Ave, Watertown

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Between $400K - $500K Watertown Real Estate

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