Watertown CT Real Estate, Homes, Condos for Sale

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

$380,000

4 Beds ⋅ 2 Baths ⋅ 24205654 MLS

16 Slade Ter is a residence with a functional layout and comfortable living spaces throughout. The kitchen features an accent backsplash and stainless steel appliances, creating a well-equipped space for cooking and entertaining. Interior paint extends throughout. The primary bathroom includes double sinks for everyday convenience. A deck extends the living space outdoors, creating ample room for relaxation and entertaining, and exterior paint completes the exterior. This residence combines practical design with comfortable living spaces, delivering functional amenities throughout every room.

16 Slade Ter, Watertown

$514,900

3 Beds ⋅ 2 Baths ⋅ 24205587 MLS

Welcome to 4 Bayview Circle, Watertown, CT! This 3-bedroom, 2-bath Ranch offers approximately 1,688 square feet of living space and is situated on approximately 1.46 acres. The home features an updated kitchen with a center island, granite countertops, tile backsplash, and stainless-steel appliances. The layout provides multiple living and entertaining areas, complemented by hardwood flooring, updated bathrooms, and fresh interior and exterior paint. Additional features include a main-level mudroom, laundry hookups, a walk-out basement, deck, spacious yard, and 2-car garage. Conveniently located in Watertown with access to local shopping, dining, recreation, and major routes.

4 Bayview Cir, Watertown

$299,500

4 Beds ⋅ 2 Baths ⋅ 24205469 MLS

Welcome to 282 Sunnyside Avenue a home filled with charm and character. This 4-bedroom, 1.5 bath home offers a flexible layout featuring a convenient first floor bedroom with an attached bath. Kitchen features a peninsula for extra counter space and an adorable breakfast nook. The large dining room with attached living room is warmed by a pellet stove creating a cozy gathering space. Upstairs are three bedrooms and a full bathroom with plenty of storage space. Outside the property truly shines with an oversized level yard complete with flowering plants, beautiful trees and an additional piece that was previously added to bring the total acreage to .84 acres. This provides plenty of room to garden, play, entertain, or simply enjoy the outdoors. Your covered front porch is a great spot for morning coffee. The detached two car garage adds valuable storage and parking space. This special home has so much to offer and is ready for its next chapter.

282 Sunnyside Ave, Watertown

$389,900

3 Beds ⋅ 2 Baths ⋅ 24203142 MLS

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 level. The finished lower level provides additional flexible living space and includes a half bathroom, laundry area, and direct access to the attached two-car garage. A pellet stove has been added to the lower level, providing an additional source of heat and creating a warm and inviting space to relax. Outside, enjoy the private two-tier Trex deck overlooking the above-ground pool. The pool features a new liner, while the fenced backyard provides a private space to enjoy the warmer months. The current owners have also utilized a wood-fired setup to help heat the pool, providing an additional option for extending pool season. The home is conveniently located close to Swift Middle School and offers easy access to shopping, dining, recreation, and major routes. With its finished lower level, pellet stove, central air, two-car garage, private Trex decking, and above-ground pool with a new liner, 21 Lancaster Street offers a great combination of comfort and functionality.

21 Lancaster St, Watertown

$650,000

4 Beds ⋅ 3 Baths ⋅ 24202221 MLS

Welcome to this beautifully updated 9-room Georgetown Dr. Colonial, offering 4 upper level bedrooms with a practical laundry room, a dedicated office, 3 bathrooms, a 2 car garage, and a landscaped .46-acre lot with the convenience of public water and sewer. This exceptional Strachan built home combines timeless architectural details with modern updates and everyday comfort. Inside, you'll find the quality finishes you would expect in a custom home, including crown molding, window cornices, built-in bookshelves, window seats, sliding doors, molded wainscoting, hardwood floors, a propane fireplace, and hydro-air heating and central air. The spacious kitchen has been beautifully updated with quartz countertops and GE appliances, and is accessible to the other main level rooms creating an inviting space for both everyday living and entertaining. Additional improvements over the last ten years include a new boiler and BoilerMate hot-water tank, a new roof with gutters and gutter covers, a refreshed composite rear deck, a repaved driveway, two newer A/C units, and a recently updated primary bathroom. The lower level adds even more versatility, featuring a rec. room & convenient kitchenette. Sliding doors open to a private concrete patio, offering a wonderful spot to relax or entertain. With its desirable Georgetown Dr. location, thoughtful updates, beautiful craftsmanship, and flexible living spaces, this home offers the ideal blend of classic charm and modern convenience.

263 Georgetown Dr, Watertown

$424,999

3 Beds ⋅ 2 Baths ⋅ 24204824 MLS

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. All there is left to do is move in. All of this is completely private and tucked away, offering a peaceful setting surrounded by open land that cannot be developed, providing a rare sense of privacy, tranquility, and beautiful views. Despite the secluded feel, you're just minutes from major amenities and close to local farms offering fresh, locally grown products. Enjoy the best of both worlds-a quiet country setting with everyday conveniences close at hand, all in a home where the major work has already been done.

1774 Bunker Hill Rd, Watertown

$740,000

4 Beds ⋅ 3 Baths ⋅ 24203816 MLS

Welcome Home! Set on a spacious 2.92-acre lot overlooking preserved farmland, this one owner, custom built beautifully appointed 4-bedroom, 2.5-bath home offers an exceptional blend of comfort, functionality, and tranquil surroundings. Enjoy both beautiful sunrise and sunset views and peaceful rolling hills from this thoughtfully designed property. The open-concept first floor features hardwood flooring throughout and a stunning kitchen with solid wood cabinetry, granite countertops, stainless steel appliances, and a convenient pantry. The kitchen flows seamlessly into the living room, complete with a gas-insert fireplace, smart thermostats for comfort and surround-sound speaker system, creating an inviting space for both everyday living and entertaining. The dining room features an attractive inlaid decorative hardwood border. A convenient mudroom/drop zone and powder room are located just off the oversized 3-car garage, which includes a workbench and built-in storage. An electric vehicle charging station and installed invisible-fence pet containment system add even more versatility. Upstairs, four bedrooms surround a comfortable sitting area overlooking the dramatic two-story foyer. The spacious primary suite features hardwood flooring, a private bath with an updated tiled walk in shower and a large walk-in closet. Two bedrooms feature newer carpet installed approximately one year ago while the 4th bedroom has hard wood and is currently serving as a private home office.

42 Windy Ridge Ln, Watertown

$399,000

3 Beds ⋅ 2 Baths ⋅ 24204811 MLS

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 built-ins and access to the back deck. Upstairs, the primary suite offers an updated bathroom and generous closet space, along with two additional bedrooms, including one with built-ins. Outside, enjoy the large back deck, a level yard with room to play, and a one-car under-house garage. A charming home in a convenient Watertown location!

286 North St, Watertown

$369,900

2 Beds ⋅ 3 Baths ⋅ 24198813 MLS ⋅ Watertown Old Farms BLDG.

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. Central air. City water and sewer.

319 Thomaston Rd Unit 39, Watertown

$350,000

3 Beds ⋅ 2 Baths ⋅ 24199759 MLS

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 family room, generous closet space, large storage room, half bath with laundry, and access to the attached 1-car garage. Updates within the last 5 years include newer central air, boiler, roof, replacement windows, and a newly installed air purification system for enhanced indoor air quality. Enjoy summer fun in the above-ground pool with deck, set in the tree-lined, level backyard. Conveniently located near schools, shopping, Route 63, Route 8, and Route 84. Schedule your showing today!

46 Jason Ave, Watertown

$399,900

3 Beds ⋅ 2 Baths ⋅ 24173196 MLS

"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 eat in kitchen, some hardwood flooring, charming built-ins, and a spacious living room with a wood-burning fireplace. A dedicated home office provides a comfortable space for working from home or can be used as a cozy family room, while the gorgeous three-season room offers peaceful views of the beautifully cleared 1.36-acre property. Additional highlights include Central-air, an oversized two-car garage, a full basement with abundant storage, a newer roof, and newer windows. With a little cosmetic TLC and your own personal touches, this well-built home offers tremendous potential and the opportunity to make it truly your own.

1620 Guernseytown Rd, Watertown

$439,000

4 Beds ⋅ 3 Baths ⋅ 24203894 MLS

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 everyday living, while a cozy den with a pellet stove opens to a stunning sunroom featuring soaring ceilings, and an abundance of windows overlooking the expansive backyard. With three bedrooms plus dedicated office space, the home offers a flexible layout to suit a variety of needs. One of the bedrooms features a distinctive spiral staircase leading to a private loft area, adding even more charm and versatility. The main-level bathroom is highlighted by a beautiful soaking tub, creating a relaxing retreat. Step outside and discover a backyard designed for both entertaining and relaxation, complete with an in-ground pool, outdoor firepit, and a rustic open-air pool house featuring a beautiful fireplace and bar. Additional features include an alarm system, an established dog fence surrounding the yard, and extra driveway space for convenient parking. Offering a rare combination of 1840s character, spacious indoor and outdoor living, and a desirable location, this one-of-a-kind Watertown property is ready for its next chapter. Property Sold in "AS IS" Condition

635 Northfield Rd, Watertown

$415,000

4 Beds ⋅ 2 Baths ⋅ 24200321 MLS

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 setting rarely found in multi-family homes. Each unit benefits from its own garage, providing convenient parking and additional storage space. The first-floor unit has seen several recent updates, including newer kitchen cabinets, countertops, and flooring, creating a fresh and inviting living space. The second-floor bathroom has also been updated with new flooring, adding to the home's overall appeal. With its combination of modern improvements, outdoor charm, and practical amenities, this property offers comfort, convenience, and versatility in a desirable Watertown location.

9 Steele Brook Rd, Watertown

$195,000

2 Beds ⋅ 2 Baths ⋅ 24201110 MLS ⋅ Highgate BLDG.

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 floors run throughout the kitchen and hallways, while the living spaces feature freshly cleaned carpets, ready for you to move right in. The updated kitchen offers modern finishes, making everyday cooking and entertaining a pleasure. Step outside to enjoy valley views from the community pool and a private, wooded backyard setting that feels like a peaceful retreat. With heat and hot water included in the HOA payment, monthly expenses stay predictable and low. This is a fantastic opportunity to stop paying rent and start building equity in an affordable, move-in ready home in one of Watertown's most desirable neighborhoods. Don't miss your chance to make this condo yours!

245 Cherry Ave Unit D24, Watertown

$485,000

3 Beds ⋅ 3 Baths ⋅ 24203110 MLS

Very Clean High Ranch, 16 x 25 Lower Level Family Room, Also a Full Bath with Washer/Dryer in Lower Level, On the Upper Level the Kitchen/Living Room/Dining Room is ONE Large Open Largeopen room, Kitchen has an Island and Granite Countertops, Recesssed Lighting and a Slider to an Awesome Deck , Hardwood floors Thru-out the Upper Level Level, 15 x 17 Primary Bedroom Has a Full Bath with a Tub & a Double Vanity,It also has a walk-in closet and a 11' Long Double Closet,Home has a Total of 3 Beds and 3 Full Baths, Very Large Garage with 10' Ceilings and 23.5' Deep by 27 Feet Wide Garage, To many new items on the house to list them all

58 Clyde St, Watertown

$379,999

3 Beds ⋅ 2 Baths ⋅ 24201695 MLS ⋅ Artillery Hill BLDG.

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 to the space. The heart of the home is a spacious, open-concept kitchen designed for effortless entertaining and daily living. Upgraded for maximum peace of mind, the kitchen features a brand-new dishwasher, stove, microwave and garbage disposal (all new in 2026), along with select newly replaced windows that bring in beautiful natural light. This single-level floor plan offers 3 bedrooms & 2 bathrooms, including a comfortable primary suite. Major mechanical updates have already been taken care for you, including a new furnace and central air system installed in Feb, 2025. Need more space? The massive walkout finished basement provides incredible potential. Framed and ready for your personal touch; all it needs is your choice of flooring to become the ultimate rec room, home office or gym. Perfectly situated within a lovely, highly desirable community, this unit is just steps away from the community pool and tennis courts. Enjoy the convenience of being local to excellent shopping, dining and daily amenities. Turn-key, meticulously maintained, and full of upgrades.

101 Cannon Ridge Dr Unit 101, Watertown

$189,900

1 Beds ⋅ 1 Baths ⋅ 24203065 MLS ⋅ Highgate BLDG.

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 relaxing and entertaining with access to your private deck- the perfect spot to enjoy your morning coffee or unwind at the end of the day while taking in the beautiful views of the treed lined yard. A comfortable bedroom and full bath complete this lovely condo. Surrounded by mature trees and natural beauty , this lovely condo offers a peaceful setting while providing the convenience and easy maintenance of condominium living.

245 Cherry Ave Unit O21, Watertown

$379,900

3 Beds ⋅ 2 Baths ⋅ 24202764 MLS

Welcome to this move-in-ready 3-bedroom, 2-full-bath Ranch nestled in the Oakville section of Watertown! Set on approximately a quarter acre of beautifully landscaped, level property, this charming home offers comfortable one-level living with thoughtful updates throughout. Step inside to find gleaming hardwood floors, a bright and inviting layout, and a well-appointed kitchen featuring granite countertops and stainless-steel appliances. The spacious living areas provide plenty of room to relax and entertain, while three comfortable bedrooms and two full bathrooms offer the convenience today's buyers are looking for. The partially-finished, heated basement provides valuable additional living space with endless possibilities-use it as a recreation room, home office, guest space, or potential in-law area. The possibilities are yours to make it fit your lifestyle! Outside, enjoy the professionally landscaped, flat yard and restored, freshly painted deck-perfect for morning coffee, summer gatherings, or simply enjoying your own private outdoor space. The entire exterior of the home has also been freshly painted, adding to its excellent curb appeal. Conveniently located in Watertown's Oakville section, this home combines easy living, versatile space, and a beautifully maintained property. Just unpack and enjoy!

40 Westview Dr, Watertown

$449,900

4 Beds ⋅ 2 Baths ⋅ 24202926 MLS

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 just 3 minutes away from Taft School. New kitchen cabinets and granite counters, new bathroom showers and vanities, new lights and fixtures, new windows throughout, and refinished hardwood floors. Finished garage leading to a full basement with plenty of storage. Outside patio is a plus. Book your showing today!!

48 Center St, Watertown

$632,437

3 Beds ⋅ 2 Baths ⋅ 24202345 MLS

Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offering 32 single-story homes tailored for low-maintenance living. These to-be-built residences combine style and practicality with open-concept layouts, vaulted ceilings, and a range of customizable finishes to suit your personal taste. Each home features 3 bedrooms, 2 full bathrooms, and floor plans ranging from 1,444-1,610 square feet with an optional 12'x12' cathedral three or four-season sunroom. Highlights include a fireplaced living room, kitchen with island and stainless steel appliances, primary suite complete with walk-in closet and en-suite bath, an attached 2-car garage, full basement, covered front porch, and 10'x12' patio or deck. Enjoy the perfect balance of design and convenience in a serene setting just minutes from local dining, shopping, parks and rec, and Route 8. Agent related.

174 Turnberry Ct Unit 34, Watertown

$325,000

3 Beds ⋅ 2 Baths ⋅ 24201416 MLS

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. Enjoy outdoor living on the deck with a gazebo overlooking the fenced-in backyard. A private driveway and detached garage provide convenient parking and storage. This property offers a great opportunity to make the space your own while enjoying all that it has to offer! Check it out today!

68 Frances St, Watertown

$425,000

5 Beds ⋅ 2 Baths ⋅ 24201495 MLS

Highest and Best offers due no later than 3pm on Friday 9/4. Spacious Two-Family Home Offering Strong Investment Potential & Flexible Living Options. This well-maintained home which has been family owned since 1890, offers two units with private entrances and garage space, presents an outstanding opportunity for both investors and owner-occupants seeking space, income potential, and long-term value. First Floor Unit has two bedrooms, one bathroom, kitchen, dining room, living room and sunroom with period architectural detail and charm. The Second Floor Unit has 2 bedrooms with a potential third, one bathroom, kitchen, dining room, and living room, as well as a walk-up attic offering additional storage or future expansion potential Each unit is designed for comfortable living with separate laundry, enhancing convenience and rental appeal. Each unit has a separate electrical panel and separate heating systems. The property also includes two patios on a quiet 1/2 acre lot, ideal for relaxation or entertaining. A detached two-car garage with walk-up loft space, and additional off-street parking adds further functionality and value. Whether you're looking to live in one unit while generating rental income from the other, accommodate multi-generational living, or expand your investment portfolio, this property offers exceptional flexibility and strong income-producing potential.

92 Porter St, Watertown

$369,900

2 Beds ⋅ 3 Baths ⋅ 24201305 MLS ⋅ Watertown Old Farms BLDG.

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 BEDROOM COMPLETE THE FIRST LEVEL. SECOND LEVEL FEATURES 2 BEDROOMS EACH BOASTING AN ENSUITE! PRIMARY BEDROOM HAS LARGE CLOSET WITH BUILT-INS. SPACIOUS FINISHED LOWER LEVEL WITH SLIDERS TO PATIO IS PERFECT FOR FAMILY ROOM, EXERCISE ROOM & MORE! ONE CAR GARAGE.

319 Thomaston Rd Unit 106, Watertown

$589,000

3 Beds ⋅ 2 Baths ⋅ 24200345 MLS

Welcome to this beautifully maintained three-bedroom ranch nestled in one of Watertown's most sought-after neighborhoods. From the moment you step inside, you'll appreciate the bright, inviting atmosphere and comfortable layout. The spacious living room with a gas fireplace seamlessly flows into the updated kitchen, featuring stainless steel appliances, ample cabinetry, and plenty of workspace. Just off the kitchen, the dining area makes a statement with its soaring cathedral ceiling, oversized window bringing in an abundance of natural light, and elegant chandelier. Hardwood flooring extends throughout the main level, adding warmth and timeless appeal. The primary suite offers a relaxing retreat with a private full bath and generous walk-in closet. Two additional well-sized bedrooms provide flexibility for family, guests, or a home office. Convenient main-level laundry includes a laundry room already plumbed for a wash sink. Step directly from the kitchen onto the patio, complete with a charming pergola-an inviting space for morning coffee, outdoor dining, or entertaining guests. Additional highlights include newer central A/C installed in 2021 and a driveway paved within the last few years. This bright and welcoming ranch offers comfortable one-level living with thoughtful updates and plenty of appeal! MOVE QUICK!

116 Pond View Dr, Watertown

$299,000

3 Beds ⋅ 2 Baths ⋅ 24200326 MLS

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 little love and a few finishing touches, this home has incredible potential to truly shine! Enjoy a private backyard along with many exterior updates, including newer siding, gutters, soffits, and outdoor lighting fixtures. Convenient one-level living with plenty of possibilities to make this home your own. Subject to Probate Court approval and contingent on the seller finding suitable housing.

251 Williamson Cir, Watertown

$229,900

2 Beds ⋅ 2 Baths ⋅ 24200579 MLS

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 extended living, guests, a home office, or recreation space. Enjoy the convenience of central air, natural gas, public water and sewer, plus exterior improvements including newer retaining walls and stairs. Conveniently located near shopping, restaurants, schools, and major routes. A great alternative to renting or condo living! Move right in and make it yours!

54 Buckingham St, Watertown

$399,900

3 Beds ⋅ 1 Baths ⋅ 24200863 MLS

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 additional living space, garage access, huge driveway. Great curb appeal, Gas heating, central air, city water and city sewers...Don't miss out..

128 Middlebury Rd, Watertown

$325,000

2 Beds ⋅ 1 Baths ⋅ 24199900 MLS

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 shingle with 50yr warranty) installed in 2021. NEW Electrical Service 200 AMP installed in 2010, NEW Windows installed in 2010, NEW Siding installed in 2023, NEW Paved Driveway in 2106 and NEW Boiler in 2010.

39 Killorin Rd, Watertown

$590,480

3 Beds ⋅ 2 Baths ⋅ 24200315 MLS

Easy Living Begins at Turnberry Estates - a thoughtfully designed 55+ adult community offering 32 single-story homes tailored for low-maintenance living. These to-be-built residences combine style and practicality with open-concept layouts, vaulted ceilings, and a range of customizable finishes to suit your personal taste. Each home features 3 bedrooms, 2 full bathrooms, and floor plans ranging from 1,444-1,610 square feet with an optional 12'x12' cathedral three or four-season sunroom. Highlights include a fireplaced living room, kitchen with island and stainless steel appliances, primary suite complete with walk-in closet and en-suite bath, an attached 2-car garage, full basement, covered front porch, and 10'x12' patio or deck. Enjoy the perfect balance of design and convenience in a serene setting just minutes from local dining, shopping, parks and rec, and Route 8. This Planned Unit Development will start occupancy Fall 2025. Agent related.

79 Turnberry Ct Unit 19, Watertown

$265,000

2 Beds ⋅ 2 Baths ⋅ 24199585 MLS

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 windows & a delightfully charming sunroom. The eat-in kitchen is stocked with a full appliance package, a butlers Dream pantry and mudroom access to the private, well shaded, sprawling grounds. A resounding testament to Golden Era Construction of the 1920's, this homes 2 spacious bedrooms are painted in tasteful/warm earth tones with painstaking attention paid to integrity preservation by maintaining the original crystal door hardware and wood flooring. Nestled comfortably within one of Watertown's coveted neighborhoods conveniently close to major transit & a plethora of fine dining establishments further enhance the homes intrinsic value. Consistently maintained & updated mechanicals, a Newer Roof, a detached garage with ample parking & a desirable Location distinguish this property amongst its peers.

26 Fairview St, Watertown

$279,900

4 Beds ⋅ 1 Baths ⋅ 24199317 MLS

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 preserving the property's historic aesthetic.Estate being sold "As Is"

54 Litchfield Rd, Watertown

$914,900

3 Beds ⋅ 3 Baths ⋅ 24197147 MLS

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 with simulated paneling and crown. 3 season room with indoor hottub. Eat-in-kitchen with granite and breakfast bar center island. Mudroom, laundry room and 1/2 bath. Upstairs Master suite with large space, 3 walk-in closets, and attached full bath 2nd and 3rd bedrooms both with walk in closets. full bath. Bonus room with skylight and vaulted ceilings. Expansive lower level recreation room. Unfinished wine cellar in basement. Sprawling lot with in-ground pool, basketball court that could potentially be repurposed for pickleball or other sports, gardens, bocce courts. Large paved area for parking. Covered brick patio perfect for entertaining in all weather. Strong mechanicals include central air, hydro air, central vac and 200 amp electrical. Make this your own family compound! Sale includes a total of 3 parcels consisting of 4.89 acres at 555 Davis St, 1 acre on D'agostino Dr, which may be an additional building lot, and .22 acres on Elena Dr. Buyer to do due diligence.

555 Davis St, Watertown

$375,000

3 Beds ⋅ 2 Baths ⋅ 24198416 MLS ⋅ Artillery Hill BLDG.

Welcome to this beautifully updated three-bedroom condo in the highly desirable Artillery Hill complex! Offering a flexible floor plan, this home can live like a ranch or a townhouse. The first floor features two bedrooms, a full bath, a spacious living room with a fireplace, and an updated kitchen with quartz countertops and newer stainless-steel appliances. Upstairs, the private primary bedroom suite includes its own updated full bath and walk-in closet. Additional improvements include updated flooring and mechanicals. Enjoy outdoor entertaining on the large deck, plus a one-car garage with additional storage above. Ideally situated in one of the complex's most desirable locations on a quiet cul-de-sac, this move-in-ready condo offers comfort flexibility and style a wonderful place to call home!

118 Cannon Ridge Dr Unit 118, Watertown

$925,000

5 Beds ⋅ 5 Baths ⋅ 24193016 MLS

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 and dining room, a private home office with custom built-in shelving, and an open-concept kitchen that flows seamlessly into the spacious family room with fireplace and built-ins. A spectacular four-season room overlooking the private backyard provides the perfect place to relax or entertain year-round. A convenient mudroom connects to the oversized garage, while two separate staircases provide access to the second floor. Upstairs, the impressive primary bedroom suite features its own fireplace and luxurious private bath, plus an additional en-suite bedroom for added comfort and privacy. The finished walkout lower level adds approximately 1,000 sq. ft. and offers exceptional multigenerational or potential in-law possibilities, complete with a fifth bedroom with walk-in closet, full bath, and plumbing already in place for a future kitchen. Walk directly outside to a covered patio and beautifully landscaped, private backyard. Additional features include walk up attic, professional landscaping, an irrigation system, a large garden shed, and an abundance of custom details throughout.

67 Curtiss Ln, Watertown

$219,900

3 Beds ⋅ 1 Baths ⋅ 24198831 MLS

A terrific condo alternative without the monthly HOA fees! This affordable single-family home features hardwood floors throughout and offers a flexible two or three-bedroom layout third bedroom would make a great home office. The inviting eat-in kitchen includes a tiled floor and stainless-steel appliances. Additional highlights include one full bath, natural gas heat, a newer roof, and an updated electrical panel. The walkout basement features washer and dryer hookups, plenty of storage, and convenient access to the fenced-in backyard-perfect for relaxing, entertaining, or pets. A wonderful opportunity to enjoy the privacy of a single-family home at an affordable price!

144 Sunnyside Ave, Watertown

$387,000

24199419 MLS

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 to start from scratch clearing land and getting approvals? This lot is for you!

100 Loop Rd, Watertown

$469,000

3 Beds ⋅ 3 Baths ⋅ 24198657 MLS

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 kitchen, the inviting sunroom provides the perfect spot to relax and leads through sliding doors to the deck and backyard. The main level offers three generously sized bedrooms and two full baths. The completely finished lower level offers an impressive full in-law setup, providing a private and versatile living space complete with a full kitchen, spacious living room, comfortable bedroom, and full bath-perfect for extended family, guests, or those seeking additional living space. Step outside and enjoy your morning coffee or evening gatherings on the deck overlooking the level yard. With spacious living areas, flexible lower-level space, and a convenient open layout, this home has plenty to offer! MOVE QUICK!

183 Plainfield Dr, Watertown

$460,000

5 Beds ⋅ 3 Baths ⋅ 24198696 MLS

Welcome to this EXPANSIVE, beautifully updated, Raised Ranch offering an IN-LAW STYLE SET-UP with an impressive amount of living space and exceptional outdoor amenities! The main level features three bedrooms, including a primary bedroom that shares a beautifully updated full bath with the main living area. The bath offers a double vanity with quartz countertop and a convenient washer/dryer closet. Attractive luxury vinyl flooring runs throughout much of the upper level, while the second bedroom features parquet flooring. The stunning open-concept kitchen is a true centerpiece, featuring gorgeous quartz countertops, large center island, and plenty of space for cooking and entertaining. The bright living area flows seamlessly into a screened-in three-season porch, creating an incredible extension of the home's living space. Lower level offers two additional bedrooms and a full bathroom with a walk-in shower. This impressive in-law style suite features a bedroom, full bathroom, kitchenette, and separate exterior access from the rear and left side of the property, providing a comfortable and private space for extended family or guests. Additional highlights include 4-zone oil heat, a newer oil-fired hot water heater, and a 2023 roof on both the house and detached garage. Enjoy the expansive level backyard with a heated saltwater pool, perfect for entertaining! a detached two-car garage offers ample storage and a large unfinished loft with convenient driveway access. MOVE QUICK

41 Clyde St, Watertown

$645,000

3 Beds ⋅ 4 Baths ⋅ 24194045 MLS

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 high ceilings, fireplace, and a Juliet balcony overlooking secret gardens and patio area with a "courting bench". 4 fireplaces. Whole house generator. Large red barn with walk-up stairs to extra storage space. Oversized 2 car detached garage with finished upper level apartment. The property itself is everything you might hope for: Trellis and arbor patio overlooking a waterfall, walking paths, stone walls, mature landscaping, specimen trees...simply amazing!

240 Skilton Rd, Watertown

$395,000

4 Beds ⋅ 2 Baths ⋅ 24194925 MLS

Welcome to this spacious Cape-style home, ideally situated in one of the towns sought-after subdivisions. A covered front porch with Trex-style decking adds welcoming curb appeal. As you enter the home, you're welcomed into the living room, where a beautiful stone-faced fireplace with a raised stone hearth and built-in cast-iron wood-burning insert creates a warm and inviting focal point. From the living room, you're led into the attractive oak kitchen, which opens to the dining/eat-in area featuring hardwood flooring and a sliding glass door that lead to the rear deck and backyard. The main level also offers two spacious bedrooms with ample closet space. One bedroom closet is currently configured as a convenient laundry area. The full bath features ceramic tile, oak vanity and mirrored medicine cabinet. Upstairs you'll find generously sized bedrooms with ample closets, hardwood flooring in the hallway, a linen closet and additional storage. The upper-level full bath features a skylight, tub/shower, tile flooring and oak vanity. Off the upper level bedroom is a finished and heated storage/closet area offering additional, versatile space. A large, fourth bedroom rounds out this level. Solid oak doors add character throughout. Enjoy central A/C, a spacious level backyard that's partially fenced, irrigation system, large shed/outbuilding and a generous Trex-style deck with vinyl railings-perfect for outdoor dining and entertaining. MOVE QUICK!

77 Jenta Ln, Watertown

$350,000

4 Beds ⋅ 2 Baths ⋅ 24184049 MLS

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). The home sits on a 0.65-acre level grass lot. It is served by municipal sewer, water and natural gas. There is an Invisible animal containment fence included and a storage shed. Great Bones, and some nice detail. Needs to be finished. This would be a good candidate for a renovation loan, 203K loan.

34 Shelter Hill Ave, Watertown

$359,000

3 Beds ⋅ 3 Baths ⋅ 24197215 MLS ⋅ Artillery Hill BLDG.

Three-bedroom condominiums are a rare find in Watertown, and this spacious end-unit townhouse at Artillery Hill offers an exceptional combination of space, flexibility, and low-maintenance living. With more than 1,500 square feet, 2.5 baths, an attached garage, central air, and a full basement, the home provides many of the features of a single-family residence with the convenience of condominium ownership. The main level features an updated kitchen with white cabinetry, stainless steel appliances, a Carrera-style backsplash, and pantry storage. The adjoining dining area opens to a private deck, while the comfortable living room is anchored by a wood-burning fireplace. Two generously sized bedrooms and an updated full bath with a walk-in shower offer the possibility of convenient main-level living. Upstairs, a private bedroom suite with a full bath and walk-in closet creates an ideal primary retreat, guest suite, or dedicated home office. A skylight above the staircase fills the interior with natural light, and laundry hookups are available on the main level. The expansive unfinished basement offers excellent storage and direct access to the attached one-car garage. Additional guest parking is conveniently located across from the unit, and Artillery Hill residents enjoy access to the community's in-ground pool.

20 Cannon Ridge Dr Unit 20, Watertown

$499,900

3 Beds ⋅ 2 Baths ⋅ 24184918 MLS

Located in a well-established Watertown neighborhood just moments from Smith Pond, this well-maintained 3-bedroom, 2-bath Raised Ranch offers a great combination of space, updates, and convenience. Set on a beautiful 1-acre lot, the property provides plenty of outdoor space while remaining close to shopping, dining, parks, major commuter routes, and the Watertown school district. Inside, you'll find hardwood floors throughout the main level, a versatile floor plan, and a partially finished lower level that's ideal for a family room, home office, or recreation space. The all-season sunroom adds valuable living space and provides easy access to the fully fenced backyard, perfect for entertaining, pets, gardening, or play. Recent improvements include a brand-new furnace and central A/C system, new refrigerator and gas range, and newer windows with a transferable warranty. A whole-house generator offers added peace of mind. Whether you're a first-time buyer, looking for more space, or searching for a home in an established neighborhood, this property offers an excellent opportunity to make it your own. With its spacious lot, thoughtful updates, and convenient location, it's ready for its next chapter.

379 Smith Pond Rd, Watertown

$325,000

3 Beds ⋅ 1 Baths ⋅ 24195402 MLS

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. Outside, you'll find a large, flat backyard with a fire pit, creating the perfect setting for relaxing evenings, gatherings with friends, or enjoying the outdoors. With nothing left to do but unpack, this home is an excellent opportunity for first-time buyers, downsizers, or anyone looking for a turnkey property. MOVE QUICK!

48 Rockdale Ave, Watertown

$340,000

3 Beds ⋅ 2 Baths ⋅ 24193146 MLS

Welcome to this well-maintained home in a desirable Watertown neighborhood, offering numerous quality updates and timeless features. Beneath the wall-to-wall carpeting, you'll find hardwood flooring throughout, providing an excellent opportunity to reveal the home's original character. The spacious interior is complemented by central air conditioning, a whole-house fan, and added attic insulation for enhanced year-round comfort and energy efficiency. Major improvements include a new furnace (2024), water heater (2018), New windows installed 2018 throughout , and a roof replaced approximately 8 years ago. Outside, enjoy relaxing or entertaining on the low-maintenance Trex deck overlooking the yard. The driveway was replaced just 3 years ago, adding to the home's curb appeal and long-term value. With strong mechanical updates already completed, this move-in-ready property offers peace of mind while allowing the next owner to add their own personal touches. Conveniently located near schools, parks, shopping, and major commuting routes, this is a wonderful opportunity to own a beautifully cared-for home in Watertown.

78 Westview Dr, Watertown

$369,900

3 Beds ⋅ 2 Baths ⋅ 24194409 MLS

Highest & Best offer deadline is TONIGHT, Sunday (8/2), at 8:00 PM. PRIME WATERTOWN LOCATION ON ALMOST 1 ACRE! Nestled on a private 0.90 acre lot right down the street from Veterans Memorial Park, this 3 bedroom, 1.5 bath Ranch offers a functional layout and unbeatable local convenience. Step inside to a sun drenched living room anchored by a large bay window and gleaming hardwood floors that extend throughout the main level. The heart of the home features a spacious eat in kitchen complete with warm cherry cabinetry, tiled flooring, recessed lighting, and newer stainless steel appliances. Sliders off the kitchen lead directly to an expansive Trex deck overlooking a peaceful backyard, perfect for outdoor entertaining. The main level offers 3 comfortable bedrooms with hardwood floors, including a primary suite with a private half bath, plus a full hall bathroom. Downstairs, the finished walk out lower level delivers versatile bonus space for a family room, home office, or gym, along with a dedicated laundry area, tiled floors, direct access to the attached 2 car garage, and a door leading out to a covered patio. Unmatched Location: Walk to Veterans Memorial Park for sports fields, pavilion, and playground. Enjoy quick access to Crestbrook Park and Golf Course, local schools, shopping, and major routes. Endless potential in a top tier neighborhood!

532 Nova Scotia Hill Rd, Watertown

$899,900

6 Beds ⋅ 7 Baths ⋅ 24192575 MLS

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 preserved period details include soaring ceilings, intricate millwork, custom built-ins, floor-to-ceiling windows, multiple fireplaces, original lighting, and a striking butterfly staircase. A spectacular 60-foot mahogany-covered porch sets the tone for the gracious interiors beyond. Generous living spaces include formal dining and living rooms, a great room, library, sunroom, and updated kitchen with an expansive butler's pantry. Several en suite bedrooms offer flexibility, while the impressive primary suite includes multiple private rooms and its own balcony. Outside, mature grounds, a stone patio, original greenhouse, and an in-ground pool create a private setting for entertaining and relaxation. Carefully maintained for generations, this is a rare opportunity to own a truly extraordinary piece of Watertown history.

47 Academy Hl, Watertown

$89,900

24193739 MLS

Prime 2.75 acre lot in Oakville. Perfect for your dream home! Discover this incredible opportunity to own a spacious 2.75-acre lot in the desirable Oakville neighborhood of Watertown, Connecticut. Nestled on a peaceful dead-end street, this property offers ultimate privacy and tranquility, making it the perfect setting to build your dream home or create a stunning compound. Whether you're envisioning a sprawling estate, a modern retreat, or a personal sanctuary, this expansive lot gives you the flexibility to design and customize every detail. Surrounded by nature yet conveniently close to local amenities, schools, and major roadways, this is the ideal location for those seeking both serenity and accessibility. Buyer are to do their own due diligence.

Old Colonial Rd, Watertown

$367,750

3 Beds ⋅ 2 Baths ⋅ 24191323 MLS

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 private backyard and established gardens. The flexible floor plan includes a first-floor primary bedroom and full bath, while two bedrooms and a second full bath are located upstairs. Outside, enjoy a partially fenced year, patio and a detached 2-car garage with an attach workshop-ideal for hobbies, storage or additional workspace. Conveniently located just minutes from Watertown's town center, schools, shopping, parks and commuter routes, this home offers the perfect blend of privacy, charm and accessibility.

161 Chestnut Grove Rd, Watertown

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