Watertown Homes under $400,000

Welcome to Watertown, Connecticut – a charming town nestled in the heart of Litchfield County! Known for its picturesque landscapes and vibrant community spirit, Watertown offers a delightful blend of suburban tranquility and convenient access to urban amenities. With its rich history, beautiful parks, and friendly neighborhoods, it’s no wonder that families and individuals alike are drawn to this lovely town.

Watertown boasts a variety of homes that cater to different lifestyles and budgets. If you’re searching for a cozy haven without breaking the bank, you’ll be pleased to know that there are numerous homes available under $400,000. These properties range from quaint single-family homes to modern townhouses, offering something for everyone. Imagine settling into a lovely three-bedroom home with a spacious backyard, perfect for summer barbecues and family gatherings.

The town is also known for its excellent school system, making it an ideal place for families looking for a nurturing environment for their children. Residents enjoy a plethora of recreational activities, with nearby parks, hiking trails, and community events that foster a strong sense of belonging. Plus, with easy access to major highways, commuting to nearby cities for work or leisure is a breeze.

Whether you're a first-time homebuyer or looking to downsize, Watertown offers an inviting community and affordable housing options that make it a fantastic place to call home. Come explore Watertown and discover the charm and opportunities waiting for you in this delightful Connecticut town!

Newest Watertown Homes under $400,000

$400,000

3 Beds ⋅ 2 Baths ⋅ 24214684 MLS

Step inside the welcoming foyer and discover this beautifully updated home featuring gleaming hardwood floors and a spacious, semi-open-concept main level. The inviting living room flows seamlessly into the dining area and eat-in kitchen, complete with stainless steel appliances and plenty of space for everyday living and entertaining. Just off the kitchen, you'll find an additional well-appointed living space, a versatile office or playroom, a full bathroom, and the convenience of main-level laundry. A stunning turned staircase leads to the second floor, where you'll find three generously sized bedrooms, including an exceptionally spacious primary bedroom with a large walk-in closet. The beautifully updated second-floor bathroom features a bathtub and tasteful finishes. A large unfinished basement provides plenty of storage and potential for additional living space. Additional highlights include efficient natural gas heating, a Navien on-demand heating system, and a high-efficiency hot water heater. Outside, enjoy the large, level, partially fenced backyard, offering plenty of space for outdoor entertaining, recreation, or simply relaxing. Thoughtfully updated throughout, this move-in-ready home offers the perfect combination of comfort, style, and functionality! MOVE QUICK!

46 Central Ave, Watertown

$189,900

2 Beds ⋅ 1 Baths ⋅ 24214341 MLS

A little cottage with big potential! Just a short walk to the water at Lake Winnemaug, this one-bedroom, one-bath home offers a peaceful setting with a private yard and nature all around. A full basement with walkout access provides convenient storage and room for your ideas. Bring your vision and personal touches to create a cozy private home, weekend getaway, or potential investment property. Explore the possibilities for an Airbnb or vacation rental. A wonderful opportunity for buyers looking to build value and enjoy life near the lake! Property is being sold as is; cash offers preferred.

815 Cheyenne Rd, Watertown

$319,900

3 Beds ⋅ 2 Baths ⋅ 24213847 MLS

Welcome to 35 Stanley Avenue! Set on a spacious lot in Watertown, this home has plenty to offer both inside and out. With freshly painted rooms, new flooring, and an updated HVAC system, many of the big updates have already been taken care of, making it easy to move right in and feel at home. The generous yard offers plenty of space for summer barbecues, outdoor activities, gardening, or simply relaxing and enjoying your own backyard. Whether you're just starting out, looking for a little more outdoor space, or searching for a place to make your own, 35 Stanley Avenue is a wonderful opportunity to settle into a home with room to grow. Come take a look and see the possibilities for yourself!

35 Stanley Ave, Watertown

$384,999

4 Beds ⋅ 2 Baths ⋅ 24212700 MLS

Well-maintained and move-in ready, this spacious split-level home offers a flexible layout with plenty of room to make it your own. Featuring 4 bedrooms plus additional Lower-level space that can work well as a home office, den, hobby room, or guest area, the home offers versatility for a variety of needs. Inside, you'll find hardwood floors, a comfortable living room, dining area, an efficient kitchen with ample cabinet space, and a family room with a wood-burning stove. The additional 12' x 24' lower-level room provides even more usable space, while the walk-out lower level, attic, closets, and garage offer excellent storage throughout. The home has been thoughtfully maintained with several updates over the years, including vinyl siding, energy-efficient windows, gas forced-air heat, central air conditioning, a newer garage door and opener, and a newer hot water heater. Outside, enjoy a level, fenced backyard with attractive plantings, a garden area, patio, and storage shed. A double driveway and one-car garage provide added convenience. Conveniently located near shopping, schools, parks, medical facilities, public transportation, and higher education, this home is a strong option for a first-time buyer, downsizer, or anyone looking for a property that has been cared for and is ready for its next chapter. Come see it in person and experience the space, condition, and possibilities for yourself.

114 Plainfield Dr, Watertown

$220,000

1 Beds ⋅ 1 Baths ⋅ 24211573 MLS

Welcome to this charming and affordable 1-bedroom, 1-bath ranch home in the Oakville section of Watertown. Offering comfortable living space, this home is a great opportunity for a first-time buyer, downsizer, or anyone looking for a home with room to make it their own. The enclosed front porch provides a welcoming entry and additional space to enjoy throughout the seasons. Recent improvements include fresh paint throughout, a new bathroom vanity, toilet and flooring, new kitchen flooring, and new carpeting in the remaining rooms. Situated on a nice, level lot with convenient access to town, shopping, and major highways. A great starter home with plenty of possibilities. Come see the potential!

53 Merrimac St, Watertown

$349,000

2 Beds ⋅ 1 Baths ⋅ 24210723 MLS

If you are looking for a flat piece of land with modern updates throughout, this is for you. Move in ready 3 bed 2 bath Overlook nearly half an acre of cleared land from your newly installed Trex deck with gazebo. Home offers a comfortable layout with beautiful wood kitchen cabinetry, granite countertops, and plenty of windows that fill the space with natural light. The current owners have lovingly called this their first home for the past 10 years and have taken great care of the property. They made the most of the space, creating a home that is comfortable and functional for their children. They planted Evergreens along the front lawn, adding backyard privacy for years to come. A large, cleared yard, inviting outdoor space, updated interior, and a home that has been truly cared for make this one worth seeing.

36 Falls Ter, Watertown

$349,900

3 Beds ⋅ 2 Baths ⋅ 24210793 MLS

Welcome to this beautifully maintained Cape, ideally situated in an established Watertown neighborhood and filled with the warmth and character that make a house feel like home. Set on a level.27-acre lot framed by mature trees, the property offers wonderful curb appeal, a private fenced backyard, and a covered porch perfect for relaxing, entertaining, or enjoying a quiet morning coffee. Inside, hardwood floors and charming architectural details add character throughout. The spacious front-to-back living room features a wood-burning fireplace and built-in cabinetry, while the formal dining room offers additional built-ins and plenty of space for gathering. The eat-in kitchen, a first-floor bedroom, and a full bath provide a comfortable and flexible main-level layout. Upstairs, you'll find two generously sized bedrooms, including the current primary bedroom, along with a convenient half bath. The finished lower level provides even more living space and features its own heating zone-ideal for a family room, home office, recreation area, gym, or combination of uses. A detached one-car garage, newer roof, windows, and siding add to the home's appeal. With its classic Cape architecture, inviting outdoor spaces, flexible floor plan, and desirable Watertown location, this is a home you'll want to see in person.

85 Claxton Ave, Watertown

$299,900

3 Beds ⋅ 1 Baths ⋅ 24210349 MLS

Welcome to 23 Woodpark Drive in Watertown!Discover comfort, convenience, and exceptional value in this beautifully refreshed home, featuring numerous recent improvements designed to enhance both its appeal and functionality. Recent updates include fresh interior and exterior paint, a new garage door opener, and a variety of additional repairs and enhancements throughout the property. Adding even more value, a brand-new driveway and a new oil-fired furnace will be installed, providing significant improvements for the future homeowner. The home offers inviting, comfortable living spaces, a functional layout, and wonderful opportunities to personalize each room to your taste. Ideally situated in a desirable Watertown location, the property provides convenient access to shopping, dining, schools, recreational amenities, and major commuting routes. With numerous improvements already completed and additional upgrades on the way, this home presents an excellent opportunity for buyers seeking comfort, convenience, and long-term value.

23 Woodpark Dr, Watertown

$359,900

4 Beds ⋅ 2 Baths ⋅ 24209970 MLS

ATTENTION INVESTORS & OWNER-OCCUPANTS! This longtime-owned two-family in the Oakville section of Watertown offers a unique opportunity with multiple possibilities. Set on a beautiful & spacious 1.17 acres, the property is ideal for an owner-occupant, investment, or multi-generational living arrangement. The second-floor owner's unit is filled with charm and character, featuring one bedroom with a bright bonus room right off of it flooded with natural light-perfect for a home office, art room, library and reading sanctuary or quiet retreat. The living room offers hardwood floors and a custom cherry built-in wood cabinet, while the partially finished third-floor attic includes two additional rooms with built-in beds and dressers. The first-floor apartment is ready for its next chapter, with much of the space already gutted to the studs, insulated and prepared for renovation. Major updates include a newer furnace, hot water heater, updated electrical and replacement windows. Add a welcoming front porch with the original antique carved hardwood front door with custom glass window, carport, off-street parking and convenient access to Route 8, I-84, shopping and area amenities. Bring your vision and make this unique property your own!

57 Sunnyside Ave, Watertown

$325,000

3 Beds ⋅ 2 Baths ⋅ 24208943 MLS

This beautifully maintained Cape is tucked away on a quiet back street, offering a welcoming setting and a fully fenced backyard-perfect for pets, play, relaxing, and entertaining. Step inside to find gleaming hardwood floors and updated tile throughout. With bedrooms and a full bath on both floors, the flexible layout offers comfortable living for a variety of needs. The convenient mudroom provides the perfect place to unload at the end of the day and opens directly to a spacious deck overlooking the gorgeous backyard. You'll especially appreciate the comfort of radiant heat on the first floor along with cozy steam heat throughout the home. Important mechanical updates include 200-amp electrical service, a Burnham boiler, and a double-wall stainless-steel oil tank, providing added confidence for years to come. Warm, comfortable, and beautifully cared for-this is a home you'll want to see!

59 Dalton St, Watertown

$365,000

3 Beds ⋅ 2 Baths ⋅ 24199743 MLS

Set in the highly sought-after Taft area, this 3-bedroom, 2-bath Cape offers a spacious 1.97-acre setting with calm stream & large lawn space, classic character, and plenty of opportunity. The park-like yard, small stream, fruit trees, and garden areas create a peaceful backdrop, while the location puts you close to amenities, downtown Watertown, and the Watertown Country Club. Inside, the home offers 1,238 square feet with a refreshed eat-in kitchen featuring granite counters and hardwood floors, a comfortable living room and dining room, and convenient main-level laundry room. The enclosed front porch adds additional flexible relaxation space and could easily become a favorite gathering spot or cozy retreat. Upstairs, the primary bedroom has direct access to it's deck, along with two additional bedrooms and a full bath. The outdoor spaces offer even more to enjoy, including the 2 decks, shed, an outdoor shower, and unique steam room heated by a wood stove which can be refreshed and utilized, or simply used as an extra space for storage. An attached over-sized garage provides valuable room and convenience. The home has had the major cost items done such as the roof & water system, plus a regularly-serviced mechanical system. With its desirable location, generous lot size, and unique features, this property offers a wonderful opportunity to create a home that truly reflects you! Come check it out!

368 Hamilton Ave, Watertown

$389,900

4 Beds ⋅ 2 Baths ⋅ 24206482 MLS

Welcome to 33 Chestnut Grove in Watertown! This well-maintained 4-bedroom, 2-bath home offers approximately 1,500 sq. ft. of comfortable living space. Featuring beautiful hardwood floors throughout, a freshly painted interior, and a brand-new driveway, this home is move-in ready. Additional highlights include a spacious 2-car garage and plenty of room for everyday living and entertaining. Conveniently located near local amenities, shopping, dining, and major routes. Schedule your showing today!

33 Chestnut Grove Rd, Watertown

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Watertown Homes under $400,000

Newest Watertown Homes under $400,000

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