29

Watertown, CT Homes for Sale under $400,000

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  • /27

    $365,000

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft

    368 Hamilton Ave, Watertown, CT 06795

    Set in the highly sought-after Taft area, this 3-bedroom, 2-bath Cape offers a spacious 1.37-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

    Agent Photo

    Zach Nichols

    West View Properties, LLC

    368 Hamilton Ave, Watertown, CT 06795
  • /21

    $195,000

    • 2 Beds
    • 2 Baths
    • 992 Sq Ft

    245 Cherry Ave Unit D24, Watertown, CT 06795

    Welcome to this beautifully maintained 2-bedroom, 2-bathroom ranch-style flat, located on the second floor as an end unit in the sought-after Highgate Condos community. This layout offers single-level living with the privacy and quiet of an end-unit. Inside, you'll find two spacious bedrooms, including a primary suite with its own en suite bathroom for added comfort and convenience. Hardwood

    Agent Photo

    Justin Guerrera

    Regency Real Estate, LLC

    245 Cherry Ave Unit D24, Watertown, CT 06795
  • /15

    $189,900

    • 1 Bed
    • 1 Bath
    • 728 Sq Ft

    245 Cherry Ave Unit O21, Watertown, CT 06795

    Charming One- Bedroom Condominium with a Beautiful Tree-Lined View!! Welcome home to this inviting one bedroom condominium featuring a wonderful combination of comfort, style and peaceful surroundings. The updated kitchen offers attractive butcher block and granite countertops, and plenty of cabinetry for all your storage needs. The spacious living room and dining area provide plenty of room for

    Agent Photo

    Linda Fercodini

    Fercodini Properties, Inc.

    245 Cherry Ave Unit O21, Watertown, CT 06795
  • /27

    $369,900

    • 2 Beds
    • 2.5 Baths
    • 1,684 Sq Ft

    319 Thomaston Rd Unit 106, Watertown, CT 06795

    MOVE RIGHT IN TO THIS LOVELY CONDO SET IN SOUGHT AFTER COMMUNITY! OPEN THE NUMEROUS WINDOWS & ENJOY SUNLIGHT & FRESH AIR THROUGHOUT YOUR HOME! BRIGHT KITCHEN WITH NEW STAINLESS STEEL APPLIANCES & BREAKFAST BAR. DINING ROOM WITH HARDWOOD FLOORING & SLIDERS TO DECK. LIVING ROOM IS ENHANCED BY COZY FIREPLACE & HARDWOOD FLOORING. HALF BATH & ADDITIONAL ROOM WITH POTENTIAL FOR DEN, OFFICE OR 3RD

    Wilson Lamas Regency Real Estate, LLC

    319 Thomaston Rd Unit 106, Watertown, CT 06795
  • /16

    $159,900

    • 2 Beds
    • 1 Bath
    • 918 Sq Ft

    237 Porter St Unit 237, Watertown, CT 06795

    Rare opportunity to own this well-maintained condo as a part of 5-unit condo association with low taxes and easy to manage. Property features kitchen with tile flooring, living room with new laminate flooring and sliding door that leads to a wooded patio for relaxing or family gatherings. The 2 good sized bedrooms are located on the back of the unit, and both have laminate flooring. Currently is

    Koco Pela William Raveis Real Estate

    237 Porter St Unit 237, Watertown, CT 06795
  • /19

    $199,900

    • 2 Beds
    • 1 Bath
    • 918 Sq Ft

    239 Porter St, Watertown, CT 06795

    Here is the chance to get your hands on a well maintained and rare 3 units condos sold together as a part of 5-unit association with long-term tenants in place. Current unit is leased for $1500 per month and has 2 bedrooms and 1 bath, kitchen and living room, all in a good condition and updated throughout years. Kitchen has nice cabinets and laminate flooring put in lately and extends on the

    Koco Pela William Raveis Real Estate

    239 Porter St, Watertown, CT 06795
  • /36

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,238 Sq Ft

    152 Saugus Ave, Oakville, CT 06779

    This well maintained raised ranch located at the end of the culdesac offers privacy and relaxing living in a well established neighborhood. This home offers 3 good size bedrooms with hardwood floors and 2 full baths. Roof is newer and also has central air! The basement offers a mostly complete lower level adding more square footage and could possibly be an inlaw entering thru the garage. This

    Adrian Cote William Raveis Real Estate

    152 Saugus Ave, Oakville, CT 06779
  • /40

    $399,000

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,568 Sq Ft

    77 Westbury Park Rd, Watertown, CT 06795

    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

    Jason Malagutti Dave Jones Realty, LLC

    77 Westbury Park Rd, Watertown, CT 06795
  • /27

    $399,000

    • 3 Beds
    • 2 Baths
    • 1,637 Sq Ft

    286 North St, Watertown, CT 06795

    Cute as a button, this expanded Cape is conveniently located near Taft School and within walking distance to downtown Watertown. Hardwood floors run throughout much of the home, where the first floor offers a spacious living room with a pellet stove, dining room, kitchen, and full bath. Just off the kitchen, the sunken family room is a welcome addition, featuring a propane fireplace flanked by

    Taylor O'Keefe Drakeley Real Estate, Inc.

    286 North St, Watertown, CT 06795
  • /40

    $369,900

    $55K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,006 Sq Ft

    87 Woodruff Ave, Watertown, CT 06795

    Welcome home to this beautiful two-family property located in the heart of Watertown. Sitting on a spacious .66 acre lot, this home offers a perfect blend of comfort, space, and convenience. The first floor features three bedrooms, a full bathroom, a bright living room, a formal dining room, and a well-appointed kitchen-ideal for everyday living or entertaining. Upstairs, the second unit offers

    Mark Tavares Mark Tavares Realty, LLC

    87 Woodruff Ave, Watertown, CT 06795
  • /38

    $367,750

    $32K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    161 Chestnut Grove Rd, Watertown, CT 06795

    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

    Dawn Ciappetta Coldwell Banker Realty

    161 Chestnut Grove Rd, Watertown, CT 06795
  • /30

    $205,000

    • 2 Beds
    • 2 Baths
    • 992 Sq Ft

    245 Cherry Ave Unit A24, Watertown, CT 06795

    Welcome home to this spacious, two-bed, two bath, upper level end unit in a quiet, peaceful complex! Enjoy well-maintained grounds, open fields, scenic views, and a swimming pool that is perfect for summer. Find a beautiful built-in entertainment center/bookshelf/display case built and installed by the current owner. A roomy kitchen overlooks an open lawn. Two large bedrooms both have ample

    Kendra Bobowick Berkshire Hathaway NE Prop.

    245 Cherry Ave Unit A24, Watertown, CT 06795
  • /31

    $284,999

    $15K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,624 Sq Ft

    82 Porter St, Watertown, CT 06795

    100% PRE-INSPECTED, REMEDIATED, & PRICED TO MOVE: $284,999. Anchored on an expansive, sun-drenched 0.52-acre level parcel, 82 Porter Street delivers classic 1919 New England architecture paired with the heavy lifting modern buyers demand. Offering 3 Bed, 1 bath, 1,624 SF of continuous, light-filled above-grade living space-now completely cleared, vacant, and primed for your bespoke vision. THE

    Steve Schappert Connecticut Real Estate

    82 Porter St, Watertown, CT 06795
  • /22

    $359,900

    $10K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,224 Sq Ft

    319 Thomaston Rd Unit 39, Watertown, CT 06795

    Tastefully remodeled Watertown Old Farms condo. Remodeled eat-in-kitchen with quartz countertops, stainless steel appliances, and tile backsplash. Living room with fireplace and slider to nice private deck. Half bath and main level laundry room. Two bedrooms upstairs both with attached remodeled full baths. 1 car garage. Full basement for additional sqft or or storage. New hot water heater.

    John Donato Jr Showcase Realty, Inc.

    319 Thomaston Rd Unit 39, Watertown, CT 06795
  • /17

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,354 Sq Ft

    68 Frances St, Oakville, CT 06779

    Welcome to 68 Frances Street, a charming property offering versatile living space, comfortable amenities, and inviting outdoor areas. The main level features two bedrooms, a well-appointed kitchen with a center island, and a full bathroom. The upper level offers two additional rooms along with a second full bathroom, providing flexibility for bedrooms, office space, hobby areas, or other needs.

    Aliyyah Chapman Rainbow Realty

    68 Frances St, Oakville, CT 06779
  • /34

    $345,000

    $24K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    462 Davis St, Oakville, CT 06779

    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

    Breanna Goebel Compass Connecticut, LLC

    462 Davis St, Oakville, CT 06779
  • /20

    $300,000

    • 3 Beds
    • 1 Bath
    • 1,148 Sq Ft

    136 Bamford Ave, Oakville, CT 06779

    Welcome to 136 Bamford Avenue, a great opportunity in Oakville! This three-bedroom, one-bath home offers a functional layout, newer engineered wood flooring throughout, and plenty of potential to make it your own. The spacious eat-in kitchen opens to a mudroom with direct access to an expansive rear deck, perfect for outdoor dining, entertaining, or simply enjoying the private, tree-lined

    Bria Durant RE/MAX Alliance

    136 Bamford Ave, Oakville, CT 06779
  • /30

    $320,000

    $20K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,504 Sq Ft

    319 Thomaston Rd Unit 13, Watertown, CT 06795

    Desirable Watertown Old Farms townhome offering open-concept living, custom stone, natural gas fireplace with built-in shelving, granite kitchen, and a private deck overlooking serene wooded surroundings. The bright living and dining area features warm wood-style flooring, a natural gas fireplace framed by custom stonework and flanked by built-in bookshelves, and a sliding door that leads to a

    Taylor O'Keefe Drakeley Real Estate, Inc.

    319 Thomaston Rd Unit 13, Watertown, CT 06795
  • /6

    $105,000

    $15K PRICE DROP
    • Land
    • 16,988 Sq Ft
    • $269,231 per Acre

    111 Fairview Ave, Oakville, CT 06779

    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.

    Koco Pela William Raveis Real Estate

    111 Fairview Ave, Oakville, CT 06779
  • /24

    $299,999

    $75K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,034 Sq Ft

    251 Riverside St, Oakville, CT 06779

    Welcome to this beautiful ranch style home in Oakville, offering a large open kitchen with granite countertops and an island, with plenty cabinet space and stainless steel appliance. Offering 3 comfortable bedrooms, living room with fireplace, detached 2 car garage with a loft area for office or playroom. A private yard surrounding the home perfect for outdoors activities and entertaining.

    Ketty Daffron William Raveis Real Estate

    251 Riverside St, Oakville, CT 06779
  • /33

    $389,900

    • 3 Beds
    • 1.5 Baths
    • 1,484 Sq Ft

    21 Lancaster St, Oakville, CT 06779

    Welcome to 21 Lancaster Street in Watertown! This well-maintained 3-bedroom raised ranch offers a comfortable layout with finished living space on both levels and central air throughout. The main level features a spacious living room, dining area, and kitchen with granite countertops, along with three bedrooms, including one with newer vinyl plank flooring. A full bathroom completes the main

    Antonio Marrero Dave Jones Realty, LLC

    21 Lancaster St, Oakville, CT 06779
  • /29

    $325,000

    $14K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 990 Sq Ft

    48 Rockdale Ave, Oakville, CT 06779

    Welcome to this beautifully renovated 3-bedroom home, perfectly situated on a spacious, level lot overlooking attractive Brooke views. Completely updated from top to bottom, this move-in ready property offers modern finishes and effortless living. The bright, inviting kitchen features stainless steel appliances, stylish cabinetry, and plenty of workspace for everyday cooking and entertaining.

    David Aurigemma Regency Real Estate, LLC

    48 Rockdale Ave, Oakville, CT 06779
  • /8

    $387,000

    • Land
    • 3.24 Acres
    • $119,444 per Acre

    100 Loop Rd, Watertown, CT 06795

    All building permits in place. Approved, recently poured foundation and approved plot plan for a 3-5 bedroom house with walkout. Beautiful 3.24 acre lot. Ready to build. The largest lot in Highview Estates, possibly subdividable. Short drive to 84, 8, and 6; well-located. All utilities are underground at CURBSIDE: water, sewer, electric, gas, cable. Ready to build your dream house and don't want

    Amy Lapierre Coldwell Banker Realty

    100 Loop Rd, Watertown, CT 06795
  • /13

    $220,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,085 Sq Ft

    245 Cherry Ave Unit E24, Watertown, CT 06795

    Welcome home to this well-maintained 2-bedroom, 2-bath condo offering over 1,000 square feet of comfortable living space. Inside, you'll find a clean, inviting interior with spacious rooms and well-kept carpeting throughout. Step outside onto the low-maintenance Trex deck, the perfect spot to enjoy your morning coffee while overlooking the peaceful backyard. Tucked away in a quiet setting, this

    Montanna Lambrecht RE/MAX RISE

    245 Cherry Ave Unit E24, Watertown, CT 06795
  • /36

    $394,900

    • 4 Beds
    • 2 Baths
    • 1,499 Sq Ft

    33 Chestnut Grove Rd, Watertown, CT 06795

    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.

    Joe Moreira Clearview Realty LLC

    33 Chestnut Grove Rd, Watertown, CT 06795
  • /27

    $350,000

    $35K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,314 Sq Ft

    34 Shelter Hill Ave, Oakville, CT 06779

    This 4-bedroom, 1.5-bathroom single-family home is located at 34 Shelter Hill Ave, in the Oakville section of Watertown, in Litchfield County and was built in 1910. This home offers 1,314 square feet of living space with 7 total rooms and has been continually upgraded by the owner; however, they are no longer motivated to put more time into creating their vision (rendering included in photos).

    William Piccirillo BHGRE Gaetano Marra Homes

    34 Shelter Hill Ave, Oakville, CT 06779
  • /28

    $375,000

    $25K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,382 Sq Ft

    603 Sunnyside Ave, Oakville, CT 06779

    Move-In Ready! Welcome home to this beautifully renovated 3-bedroom, 1.5-bath Ranch offering convenient one-level living. Built in 1952, this turnkey home has been thoughtfully updated with new flooring, fresh interior paint, remodeled bathrooms, a stunning new kitchen featuring quartz countertops, new cabinetry, and stainless steel appliances. The spacious primary bedroom measures approximately

    Steven Koleno Beycome of Connecticut

    603 Sunnyside Ave, Oakville, CT 06779
  • /6

    $229,900

    $6K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 856 Sq Ft

    54 Buckingham St, Oakville, CT 06779

    MOVE-IN READY & BEAUTIFULLY UPDATED! Don't let the size fool you-this charming Oakville home offers more living space than you might expect! The main level features a bright, updated interior with modern finishes and a comfortable, easy-to-maintain layout. The finished, heated walk-out lower level provides valuable additional living space complete with a second kitchen and full bathroom-ideal for

    Arben Demiraj West View Properties, LLC

    54 Buckingham St, Oakville, CT 06779
  • /37

    $324,900

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,425 Sq Ft

    230 Reynolds Bridge Rd, Thomaston, CT 06787

    Step into the warmth and charm of this storybook Cape, where timeless character meets thoughtful updates. This inviting 3-bedroom, 1.5-bath home is filled with beautiful original exposed beams and stunning wide-plank hardwood floors that showcase its classic New England appeal. At the heart of the home is a striking double-sided fireplace, perfectly positioned between the living and dining rooms,

    Amber Segetti RE/MAX RISE

    230 Reynolds Bridge Rd, Thomaston, CT 06787

Home Price Trends

Median Sale Price
$400,500
Median Single Family Sale Price
$455,000
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$293,000
Median 1 Bedroom Sale Price
$189,900
Average Price Per Sq Ft
$252
Number of Homes for Sale
29
Last 12 months Home Sales
178
Months of Supply
1.80
Median List Price
$399,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-4%
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