25

Watertown, CT Homes for Sale under $500,000

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  • /40

    $319,000

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    50 Porter St, Watertown, CT 06795

    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

    Agent Photo

    Paul Roger

    Full Service Realty LLC

    50 Porter St, Watertown, CT 06795
  • /38

    $469,900

    $30K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,496 Sq Ft

    541 Middlebury Rd, Watertown, CT 06795

    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.

    Agent Photo

    Dawn Cabral

    West View Properties, LLC

    541 Middlebury Rd, Watertown, CT 06795
  • /10

    $205,000

    $5K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 676 Sq Ft

    243 Echo Lake Rd Unit 4, Watertown, CT 06795

    Why rent when you can own? Welcome to The Ledges at Echo Lake, a newly built community completed in 2024 and designed for modern, low-maintenance living. This desirable first-floor ranch-style unit offers the convenience of one-level living with an open floor plan and bright, spacious living room that flows seamlessly into the fully applianced kitchen. The kitchen features stylish and durable

    Kurt Jain NextHome Real Estate Services

    243 Echo Lake Rd Unit 4, Watertown, CT 06795
  • /19

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft

    159 Riverside St, Oakville, CT 06779

    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

    Don Fabrizio-Garcia Fab Real Estate LLC

    159 Riverside St, Oakville, CT 06779
  • /40

    $498,000

    $102K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,225 Sq Ft

    635 Northfield Rd, Watertown, CT 06795

    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

    Michael Magas BHGRE Gaetano Marra Homes

    635 Northfield Rd, Watertown, CT 06795
  • /40

    $409,000

    $20K 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
  • /39

    $459,900

    • 4 Beds
    • 3.5 Baths
    • 2,972 Sq Ft

    287 Cherry Ave, Watertown, CT 06795

    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

    Jennifer Bundock Coldwell Banker Realty

    287 Cherry Ave, Watertown, CT 06795
  • /32

    $499,000

    $61K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,954 Sq Ft

    63 Northwest Dr, Watertown, CT 06795

    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.

    Sharon Martino Regency Real Estate, LLC

    63 Northwest Dr, Watertown, CT 06795
  • /40

    $424,900

    • 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
  • /40

    $399,900

    Open Sun 12PM - 3PM
    • 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
  • /25

    $374,900

    • 3 Beds
    • 1.5 Baths
    • 1,520 Sq Ft

    38 Highwood Ave, Oakville, CT 06779

    Watertown/Oakville Raised Ranch in desirable quiet neighborhood! Property includes a living room with a fireplace, three bedrooms, and one and a half baths. Updated kitchen with stainless steel appliances. Lower level provides a large, finished family room, plus an additional sunroom and another den/office. Nice deck leading out to level yard. Efficient propane hot water heat, plus the propane

    James Kane Showcase Realty, Inc.

    38 Highwood Ave, Oakville, CT 06779
  • /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
  • /32

    $429,999

    Open Fri 5:30PM - 7:30PM
    • 3 Beds
    • 2.5 Baths
    • 1,288 Sq Ft

    332 Williamson Cir, Oakville, CT 06779

    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 Samsung stainless appliances, flowing into bright living

    Michael Bianca Showcase Realty, Inc.

    332 Williamson Cir, Oakville, CT 06779
  • /29

    $299,999

    • 3 Beds
    • 1 Bath
    • 1,624 Sq Ft

    82 Porter St, Watertown, CT 06795

    Back on Market & Mostly Cleared Out! For the first time since hitting the market, this property is almost empty, making it clean, safe, and incredibly easy to show. Now, buyers can truly see and appreciate every inch of this home's solid bones and massive potential. Step into timeless character with this classic 1919 Colonial nestled on a generous, level 0.52-acre lot. Offering 1,624 square feet

    Steve Schappert Connecticut Real Estate

    82 Porter St, Watertown, CT 06795
  • /26

    $399,900

    $40K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,496 Sq Ft

    15 Monroe St, Oakville, CT 06779

    Located in a quiet Watertown, CT neighborhood just minutes from shopping, dining, and major conveniences, this 4-bedroom, 2.5-bath home offers space and flexibility. The upper level features a bright kitchen, dining area, and a spacious family room with skylights that fill the home with natural light, along with three generously sized bedrooms, a full bath, and a half bath in the primary bedroom.

    Tom Dorso Mapleridge Realty

    15 Monroe 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
  • /30

    $325,000

    $15K 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
  • /21

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,558 Sq Ft

    77 Hubbell Ave, Oakville, CT 06779

    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,

    Maria Vilar Lamacchia Realty

    77 Hubbell 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
  • /20

    $399,900

    • 4 Beds
    • 3 Baths
    • 2,054 Sq Ft

    93 Main St, Watertown, CT 06795

    Back on the Market - No Fault of the Property. Welcome home to this beautifully maintained 4-bedroom, 3-bath property offering spacious living areas and a versatile layout. The Partial finished basement includes a full bathroom and provides additional flexibility for storage, recreation, a home office, or other personal needs. Enjoy comfortable bedrooms, ample storage, and a home designed for

    Nathaly Almanzar MoveWise Real Estate LLC

    93 Main St, Watertown, CT 06795
  • /26

    $329,000

    • 3 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    98 Greenwood St, Watertown, CT 06795

    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

    John Donato Jr Showcase Realty, Inc.

    98 Greenwood St, Watertown, CT 06795
  • /13

    $230,000

    $10K 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
  • /28

    $399,500

    Open House 8/01
    • 3 Beds
    • 1 Bath
    • 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
  • /19

    $324,900

    • 3 Beds
    • 1.5 Baths
    • 1,396 Sq Ft

    33 Maplewood St, Waterbury, CT 06708

    Nestled on a knoll at the end of a quiet cul-de-sac, this charming 6-room Colonial sits on over half an acre in a peaceful setting while remaining close to all amenities. The home features spacious room sizes, a brand-new roof, updated electrical panel, new hot water heater, and a recently renovated bathroom. A 2-car garage and oversized driveway provides ample parking and storage, and the

    Lynn LaForme Regency Real Estate, LLC

    33 Maplewood St, Waterbury, CT 06708
  • /37

    $339,900

    • 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
$390,000
Median Single Family Sale Price
$467,450
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$295,000
Median 1 Bedroom Sale Price
$188,950
Average Price Per Sq Ft
$254
Number of Homes for Sale
30
Last 12 months Home Sales
166
Months of Supply
2.20
Median List Price
$399,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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