Watertown, CT Homes for Sale under $500,000

Welcome to your dream home! This lovely, rarely available ranch-style condo in Watertown, Connecticut, offers the perfect blend of elegant architectural details and modern, worry-free upgrades. From the moment you step inside, you will love the sophisticated craftsmanship, featuring vaulted and coffered ceilings, classic chair rails, and elegant picture frame molding that add timeless character

Karen Dibble-flaherty Keller Williams Realty

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

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

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

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.

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

"Coming Soon" Welcome to 1620 Guernseytown Road! Lovingly maintained by the same family for more than 50 years, this solid three-bedroom ranch reflects genuine pride of ownership. When something needed attention, it was repaired or replaced with care. The home features 11/2 baths, a remodeled kitchen, some hardwood flooring, charming built-ins, and a spacious living room with a wood-burning

Ken Demirs Regency Real Estate, LLC

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

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.

$279,999 When would you like to see it? 82 Porter Street, Watertown, CT 06795. 3-bedroom, 1-bath single-family home built in 1919. Nestled on a generous 0.52-acre level lot. Sold twice at $300,000. Full inspection report available. Asbetos removed, oil tank removed and radon system being installed before close. Whether you are a first-time buyer looking to build sweat equity, a renovator seeking

Steve Schappert Connecticut Real Estate

Well-built Ranch offering single-level living at its best! Featuring 3 bedrooms with ceiling fans, a spacious living room with a beautiful floor-to-ceiling stone fireplace, and hardwood floors throughout the main level. Spacious eat-in kitchen offers ample cabinet space and a slider leading to the fully screened-in porch overlooking the private backyard. The full walk-out basement includes a

Samary Agosto-Polnett Lamacchia Realty

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.

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

Welcome to this well-maintained two-family home in the heart of Watertown, offering an excellent opportunity for both owner-occupants and investors alike. Situated on a spacious lot, the property features a large, open backyard that is perfect for entertaining family and friends, relaxing outdoors, or enjoying the peaceful surroundings. A serene brook runs along the property, creating a tranquil

Elijah Boles Better Living Realty, LLC

Completely renovated from top to bottom-this home has been thoughtfully redone with virtually nothing left untouched. Updates include a brand-new septic system, oil tank, heating system, plumbing, electrical service and panel, kitchen, bathrooms, well pump and tank, water heater, and windows. The roof is less than 10 years old, and the lawn has been freshly seeded and hayed for new grass to grow.

Camron Cottam RE/MAX RISE

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

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.

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

Step back in time and experience the timeless character of this beautiful Colonial in Watertown, built in 1840. Ideally situated on a spacious corner lot. Rich with rustic charm and historic details, this unique home features original wood floors, generous living spaces, and several fireplaces that add warmth and character throughout. The large kitchen provides plenty of room for gathering and

Debbie Lupo Regency Real Estate, LLC

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

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

Available today!! Fully remodeled, move-in-ready 4 bedroom and 2 full bath home located in desirable Watertown off Middlebury Rd on a quiet Dead-End Street. New kitchen cabinets and granite counters, bathroom showers and vanities, lights and fixtures, windows throughout, and refinished hardwood floors. Finished garage leading to a full basement with plenty of storage. Outside patio is a plus.

John Payne Mike Kelly Real Estate LLC

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

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

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

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

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

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