29

Watertown, CT Homes for Sale with Garage

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  • /40

    $789,000

    • 4 Beds
    • 4 Baths
    • 3,072 Sq Ft

    195 Town Line Hwy, Watertown, CT 06795

    Welcome to 195 Town Line Highway, Watertown! Ideally situated on the Watertown-Bethlehem town line. This custom-built Colonial offers the perfect blend of elegance, space, and privacy. Built in 2004 and offering over 3,000 square feet of living space, this impressive 4-bedroom, 2 full bath, 2 half bath home is nestled on a picturesque 2.89-acre lot with beautiful views and a desirable

    Agent Photo

    Ken Demirs

    Regency Real Estate, LLC

    195 Town Line Hwy, Watertown, CT 06795
  • /40

    $925,000

    • 5 Beds
    • 4.5 Baths
    • 4,327 Sq Ft

    67 Curtiss Ln, Watertown, CT 06795

    Welcome to this meticulously maintained Colonial, ideally situated in a highly desirable neighborhood and offering over 4,000 sq. ft. of beautifully finished living space. Quality craftsmanship is evident throughout, with extensive custom moldings, detailed woodwork, transom windows, built-ins, and thoughtful architectural details in nearly every room. The main level features a formal living room

    Agent Photo

    Ken Demirs

    Regency Real Estate, LLC

    67 Curtiss Ln, Watertown, CT 06795
  • /40

    $995,000

    New Construction
    • 4 Beds
    • 3 Baths
    • 3,485 Sq Ft

    191 Northfield Rd, Watertown, CT 06795

    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

    Agent Photo

    Ken Demirs

    Regency Real Estate, LLC

    191 Northfield Rd, Watertown, CT 06795
  • /12

    $749,000

    New Construction $46K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,611 Sq Ft

    Lot 20 Bassett Rd, Watertown, CT 06795

    ASK ABOUT HOW YOU CAN OWN THIS HOME FOR JUST 5% DOWN TOTAL! Privacy at its finest at this Custom built Ranch with exquisite architecture and expansive open floor plan! Plot plan comes with a designated area to have a potential built-in pool. This property is a ready to build in this established neighborhood. Attractive, flat, 1.14 acres, FULLY APPROVED building lot. Enjoy high-end finishes

    David Aurigemma Regency Real Estate, LLC

    Lot 20 Bassett Rd, Watertown, CT 06795
  • /31

    $645,000

    • 3 Beds
    • 3.5 Baths
    • 3,343 Sq Ft

    240 Skilton Rd, Watertown, CT 06795

    Off a quiet country road this circa 1941 Cape Cod style home is perched privately in the center of an idylic eight acre country estate. Reimagined and renovated 3 bedroom 3.5 bath 3343 square foot home features expanded kitchen, updated baths, new carpet, built-ins, and is ready for its new owner! Closets galore. New roof, new ductless mini split system. Upper level master bedroom suite boasts

    George Mclean William Raveis Real Estate

    240 Skilton Rd, Watertown, CT 06795
  • /31

    $325,000

    • 2 Beds
    • 1 Bath
    • 1,028 Sq Ft

    39 Killorin Rd, Watertown, CT 06795

    Escape to this 2 bedroom knotty pine cottage/ranch nestled on 2.5 picturesque acres in one of the most desirable locations in Watertown. Let your design style run wild because all the BIG ticketed mechanicals have all been updated. All you need to focus on is creating a space that reflects your unique design style. UPDATES include: NEW SEPTIC System installed 2010, NEW Roof, (GAF Timberline

    Martha Chouinard Showcase Realty, Inc.

    39 Killorin Rd, Watertown, CT 06795
  • /27

    $279,900

    • 4 Beds
    • 1 Bath
    • 1,461 Sq Ft

    54 Litchfield Rd, Watertown, CT 06795

    Rich in history, this enchanting 1869 Colonial welcomes you with its traditional architecture and classic layout. The main floor boasts distinct living spaces, including a warm living room, a gracious dining room, and an intimate den that invites relaxation. Four generously sized bedrooms offer ample space for family or guests. Outside, a standalone detached garage adds functionality while

    Sherry Cosmos Proe Regency Real Estate, LLC

    54 Litchfield Rd, Watertown, CT 06795
  • /29

    $914,900

    • 3 Beds
    • 2.5 Baths
    • 3,893 Sq Ft

    555 Davis St, Oakville, CT 06779

    Single Owner - Custom Built 3093sqft all Brick and Stone Colonial set on 6.11 estate like acres with heated in-ground swimming pool, pool house, basketball court, and plenty of parking. Potential for further development with additional 1 acre lot included. Quality construction includes hardwood, tile, and granite countertops throughout. Living room with Fireplace and crown molding. Dining room

    John Donato Jr Showcase Realty, Inc.

    555 Davis St, Oakville, CT 06779
  • /40

    $480,000

    $120K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,225 Sq Ft

    635 Northfield Rd, Watertown, CT 06795

    An amazing opportunity awaits. Sellers are looking to sell this home in as-is condition and are willing to entertain any and all reasonable offers. 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

    Michael Magas BHGRE Gaetano Marra Homes

    635 Northfield Rd, Watertown, CT 06795
  • /39

    $469,000

    • 3 Beds
    • 2.5 Baths
    • 2,345 Sq Ft

    183 Plainfield Dr, Oakville, CT 06779

    Welcome to this beautifully updated raised ranch with IN-LAW STYLE SET-UP! Step inside to a spacious living room featuring a cozy gas fireplace and gleaming oak hardwood flooring that flows throughout the main level. The open-concept layout seamlessly connects the living room to the bright, updated kitchen, complete with stainless steel appliances and plenty of cabinet space. Just off the

    David Aurigemma Regency Real Estate, LLC

    183 Plainfield Dr, Oakville, CT 06779
  • /23

    $1,100,000

    • 4 Beds
    • 3.5 Baths
    • 3,836 Sq Ft

    114 Wheeler Farm Rd, Watertown, CT 06795

    Custom-Built Home on 1.45 Acres with Luxury Finishes & Outdoor Oasis in Watertown, CT!! Welcome to this stunning custom-built home offering over 4,600 square feet of beautifully crafted living space on 1.45 private acres. Designed with comfort and entertaining in mind, this home features 4 spacious bedrooms with the possibility of a 5th, along with 4 full bathrooms and 1 half bath, including a

    Arben Belica William Raveis Real Estate

    114 Wheeler Farm Rd, Watertown, CT 06795
  • /40

    $399,500

    $25K 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
  • /28

    $399,900

    • 3 Beds
    • 1 Bath
    • 1,182 Sq Ft

    128 Middlebury Rd, Watertown, CT 06795

    One of Watertown's most sought after neighborhoods, less than 1 block to Prestigous Taft School, This cozy 3 br ranch home is updated with lovely kitchen with new cabinets, granite counters, stainless appliances, full remodeled bathroom, gleaming hardwood floors, main level enclosed sunroom off the kitchen overlooking huge level back yard with unlimited possibilites, potential in basement for

    Mike Grady Brass City Homes Real Est. LLC

    128 Middlebury Rd, Watertown, CT 06795
  • /38

    $369,900

    $30K 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
  • /32

    $874,900

    • 4 Beds
    • 3 Baths
    • 3,528 Sq Ft

    193 Stoney Brook Ln, Watertown, CT 06795

    Nestled at the end of a long, private driveway on a quiet cul-de-sac, this custom-built colonial has been a private treasure - until now. Set on nearly 5 acres of lush, wooded land near the Litchfield border, this distinguished four-bedroom home spans just over 3,500 square feet of thoughtfully designed living space in one of the area's most sought-after neighborhoods. Lovingly maintained since

    Sarah Hull Coldwell Banker Realty

    193 Stoney Brook Ln, Watertown, CT 06795
  • /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

    $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
  • /40

    $550,000

    • 3 Beds
    • 3 Baths
    • 2,520 Sq Ft

    300 Hilltop Rd, Oakville, CT 06779

    Welcome to 300 Hilltop Road in Oakville - an expansive ranch-style home offering comfort, space, and easy one-level living. This 3-bedroom, 3-bath home features an inviting open floor plan, creating a seamless flow between the main living areas and making it ideal for both everyday living and entertaining. A beautiful dual-sided fireplace between the living rooms adds warmth, character, and a

    Desiree Meister William Pitt Sotheby's International Realty

    300 Hilltop Rd, 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
  • /40

    $725,000

    • 4 Beds
    • 4 Baths
    • 2,528 Sq Ft

    190 Charter Oak Dr, Watertown, CT 06795

    Hard to find 1st floor 3 room in-law setup in this 9 room custom built brick split level home on a private and level 1.38 acre lot in a quiet Guernseytown subdivision minutes from town and hand-crafted in 1985 by a builder who intended it to outlast other homes. There is a total of 4 bedrooms and 4 full bathrooms in this unique European style multi level home with an attached 2 car oversize

    Stephen Briotti Lamacchia Realty

    190 Charter Oak Dr, Watertown, CT 06795
  • /29

    $339,000

    • 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
  • /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
  • /36

    $265,000

    • 2 Beds
    • 1.5 Baths
    • 947 Sq Ft

    26 Fairview St, Oakville, CT 06779

    A Painstakingly Preserved, Serene, 2 Bedroom, 940SF+ Capacious Cape Oozing with potential in the Heart of Oakville. This timeless abode is Beaming with Period Era Custom Craftsmanship, perfectly balanced with functional comforts. The open concept, main level, boasts warm original wood flooring, encapsulated beneath the current carpeting, intricate custom woodwork, vintage fully-glassed sunroom

    Jason Malagutti Dave Jones Realty, LLC

    26 Fairview St, Oakville, CT 06779
  • /40

    $899,900

    • 6 Beds
    • 6.5 Baths
    • 3,740 Sq Ft

    47 Academy Hill, Watertown, CT 06795

    The Mary A. Merriman Residence, circa 1871, is one of Watertown's most distinctive historic homes, combining exceptional architectural significance with timeless craftsmanship and modern comfort. Listed on the National Register of Historic Places and just a five-minute walk from The Taft School, this remarkable Victorian-era residence was originally part of the Heminway family estate. Beautifully

    Tim Drakeley Drakeley Real Estate, Inc.

    47 Academy Hill, Watertown, CT 06795
  • /26

    $314,900

    $14K PRICE DROP
    • 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
  • /7

    $299,000

    • 3 Beds
    • 1.5 Baths
    • 1,304 Sq Ft

    251 Williamson Cir, Oakville, CT 06779

    Discover this adorable ranch-style home offering 3 bedrooms and 1.5 baths with a bright, open floor plan. The interior has been freshly painted and features beautiful hardwood floors, along with new carpeting in the spacious family room. The finished walkout lower level offers additional living space and excellent potential for a possible in-law setup, home office, or recreation area. With a

    Debbie Lupo Regency Real Estate, LLC

    251 Williamson Cir, Oakville, CT 06779
  • /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

    $395,500

    $4K PRICE DROP
    • 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

    $314,900

    $10K PRICE DROP
    • 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

Home Price Trends

Median Sale Price
$400,000
Median Single Family Sale Price
$457,500
Median Townhouse Sale Price
$325,000
Median 2 Bedroom Sale Price
$293,000
Median 1 Bedroom Sale Price
$188,000
Average Price Per Sq Ft
$251
Number of Homes for Sale
24
Last 12 months Home Sales
176
Months of Supply
1.60
Median List Price
$399,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
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