Watertown Homes for Sale

Welcome to Watertown, Connecticut, a charming town nestled in the picturesque Litchfield County. Known for its rich history and vibrant community, Watertown offers a perfect blend of suburban tranquility and easy access to urban amenities. With its scenic landscapes, friendly neighborhoods, and a strong sense of community, it’s no wonder that Watertown is a sought-after destination for homebuyers.

Watertown boasts a variety of recreational opportunities, from the stunning parks and nature reserves to the numerous hiking and biking trails that wind through the lush surroundings. The town is also home to several local shops, restaurants, and cultural attractions, ensuring that residents have everything they need right at their fingertips. Families will appreciate the excellent school system and the numerous community events that foster a strong sense of belonging.

As you explore the homes for sale in Watertown, you’ll discover a diverse range of properties that cater to various lifestyles and preferences. From charming historic houses with character to modern family homes equipped with all the latest amenities, there’s something for everyone here. Whether you’re looking for a cozy starter home or a spacious residence for your growing family, Watertown’s real estate market has plenty to offer.

With its ideal location, welcoming community, and stunning natural beauty, Watertown is more than just a place to live – it’s a place to call home. Explore the homes for sale today and find your perfect slice of Connecticut paradise!

Newest Watertown Homes for Sale

$340,000

3 Beds ⋅ 2 Baths ⋅ 24193146 MLS

Welcome to this well-maintained home in a desirable Watertown neighborhood, offering numerous quality updates and timeless features. Beneath the wall-to-wall carpeting, you'll find hardwood flooring throughout, providing an excellent opportunity to reveal the home's original character. The spacious interior is complemented by central air conditioning, a whole-house fan, and added attic insulation for enhanced year-round comfort and energy efficiency. Major improvements include a new furnace (2024), water heater (2018), New windows installed 2018 throughout , and a roof replaced approximately 8 years ago. Outside, enjoy relaxing or entertaining on the low-maintenance Trex deck overlooking the yard. The driveway was replaced just 3 years ago, adding to the home's curb appeal and long-term value. With strong mechanical updates already completed, this move-in-ready property offers peace of mind while allowing the next owner to add their own personal touches. Conveniently located near schools, parks, shopping, and major commuting routes, this is a wonderful opportunity to own a beautifully cared-for home in Watertown.

78 Westview Dr, Watertown

$369,900

3 Beds ⋅ 2 Baths ⋅ 24194409 MLS

PRIME WATERTOWN LOCATION ON ALMOST 1 ACRE! Nestled on a private 0.90 acre lot right down the street from Veterans Memorial Park, this 3 bedroom, 1.5 bath Ranch offers a functional layout and unbeatable local convenience. Step inside to a sun drenched living room anchored by a large bay window and gleaming hardwood floors that extend throughout the main level. The heart of the home features a spacious eat in kitchen complete with warm cherry cabinetry, tiled flooring, recessed lighting, and newer stainless steel appliances. Sliders off the kitchen lead directly to an expansive Trex deck overlooking a peaceful backyard, perfect for outdoor entertaining. The main level offers 3 comfortable bedrooms with hardwood floors, including a primary suite with a private half bath, plus a full hall bathroom. Downstairs, the finished walk out lower level delivers versatile bonus space for a family room, home office, or gym, along with a dedicated laundry area, tiled floors, direct access to the attached 2 car garage, and a door leading out to a covered patio. Unmatched Location: Walk to Veterans Memorial Park for sports fields, pavilion, and playground. Enjoy quick access to Crestbrook Park and Golf Course, local schools, shopping, and major routes. Endless potential in a top tier neighborhood!

532 Nova Scotia Hill Rd, Watertown

$995,000

4 Beds ⋅ 3 Baths ⋅ 24192726 MLS

Coming Soon! Exceptional New Construction on 6.59 private acres in Watertown with breathtaking views and a setting that's perfect for horse enthusiasts, car collectors, or anyone seeking the ultimate country retreat. This stunning 3 or 4 bedroom, 3 full bath home offers a bright, open floor plan with soaring vaulted ceilings, gorgeous hardwood floors throughout, and a spacious bonus room over the garage. Designed with today's lifestyle in mind, the finished walk-out lower level with a full bath provides exceptional flexibility and presents an outstanding opportunity for multigenerational living. With only minimal modifications, this space could easily accommodate an in-law suite, guest quarters, or a private living area, making it ideal for extended family or long-term visitors. The primary suite features direct access to an expansive deck overlooking the picturesque property, with additional deck access from the family room, creating the perfect setting for relaxing or entertaining while taking in the spectacular views. At the rear of the property sits an impressive 24' x 48' two-story post-and-beam barn, with an approximate replacement value of $250K. Whether you're an equestrian looking for exceptional horse facilities or car enthusiast this remarkable barn is a true showpiece. Offering the perfect blend of privacy, and versatility, this rare new construction combines modern design with endless possibilities.Coming to the market next week. Available by appointment only.

191 Northfield Rd, Watertown

$575,000

4 Beds ⋅ 3 Baths ⋅ 24193664 MLS

**Much larger than it appears!** Offering 2,512 square feet of living space, this beautifully updated Cape blends timeless New England charm with the spacious layout today's buyers are searching for. Nestled on 267 North Street, this home offers exceptional curb appeal with professionally designed paver walkways, attractive stonework, and beautifully landscaped grounds. Step inside and prepare to be surprised. The expansive main level is the true centerpiece, featuring a desirable primary suite, a second main-level bedroom perfect as a nursery, guest room or home office, and inviting living spaces designed for both everyday comfort and entertaining. Rich hardwood flooring, abundant natural light, recessed lighting, and a gas fireplace create a warm, welcoming atmosphere throughout. The stunning kitchen is truly the heart of the home, showcasing white cabinetry, stainless steel appliances, elegant stone countertops, and an oversized center island with generous seating. The spacious dining area and multiple oversized French doors create an effortless flow between indoor and outdoor living.

267 North 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

$899,900

6 Beds ⋅ 7 Baths ⋅ 24192575 MLS

Welcome to 47 Academy Hill, a stately Victorian-era Colonial where timeless craftsmanship meets modern comfort in the heart of Watertown. Offering more than 3,700 square feet of beautifully maintained living space, this exceptional home is just a five-minute walk from The Taft School and minutes from downtown shops, restaurants, and amenities. A gracious wraparound porch creates an impressive first impression and sets the tone for the remarkable period details found throughout. Inside, soaring 10-foot ceilings, extensive moldings, custom built-ins, and generously proportioned rooms reflect a level of craftsmanship that would be extraordinarily difficult to reproduce in today's building climate. The versatile layout includes several en suite bedrooms and baths, providing excellent flexibility for family, guests, or multigenerational living. A bright sun porch overlooks the private backyard and in-ground pool, creating a beautiful space to relax and enjoy the changing seasons. The pool area offers a peaceful setting for summer entertaining and everyday enjoyment. Rich in character and filled with irreplaceable architectural details, this distinctive home presents a rare opportunity to own one of Watertown's truly special properties.

47 Academy Hl, Watertown

$399,900

3 Beds ⋅ 2 Baths ⋅ 24191323 MLS

Welcome to 161 Chestnut Grove Road, where timeless charm meets everyday comfort. Nestled on a peaceful half acre lot, this inviting 3/bed, 2/bath bungalow offers over 1500 sq/ft. of living space filled with character and natural light. The spacious dining room features a classic built-in hutch and flows into the living room, complete with French doors leading to a generous deck overlooking the private backyard and established gardens. The flexible floor plan includes a first-floor primary bedroom and full bath, while two bedrooms and a second full bath are located upstairs. Outside, enjoy a partially fenced year, patio and a detached 2-car garage with an attach workshop-ideal for hobbies, storage or additional workspace. Conveniently located just minutes from Watertown's town center, schools, shopping, parks and commuter routes, this home offers the perfect blend of privacy, charm and accessibility.

161 Chestnut Grove Rd, Watertown

$329,000

3 Beds ⋅ 2 Baths ⋅ 24190590 MLS

3 Bedroom Ranch with remodeled eat-in-kitchen, garage, and large fully finished basement! Eat-in-kitchen with stainless steel appliances and tile countertops. Living Room with hardwood parquet floors. 3 bedrooms with laminate faux wood floors. 1 and a half bathrooms. Lower level family room and additional room. Front and back deck. Home has a gas heater in the basement that owner used to heat the home. It also has electric baseboard heat. 200 amp electrical service. This is a great home! Town Card has 1.0 baths. Home has 1.1 baths.

98 Greenwood St, 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

$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

$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

$319,000

3 Beds ⋅ 2 Baths ⋅ 24189088 MLS

4 Level Split Level on Corner Lot, 3 Bedroom, 1 1/2 Bath's, 12x17 Living Room / Dining Room with Hardwood Floors & Electric F/place, Eat-In Kitchen with Granite Countertops and Stacked Stone Backsplash & Bamboo Floor,Lower-Level Family Room / Living Room 11x20, 12x12 Rear Deck,Peeling Paint on the Outside of House only( CHFA/FHA )will (NOT) work for this Home, Central A/C Does NOT Work

50 Porter St, Watertown

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