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1701 Guernseytown Rd, Watertown
$519,900
4 Beds ⋅ 2 Baths ⋅ 24219859 MLS
Beautiful and move-in ready! This charming 4-bedroom Cape sits on 1.61 acres in a sought-after Watertown location. Offering nine rooms, this inviting home blends classic character with spacious living areas and thoughtful improvements. The generous living room features wood floors, a fireplace, French paneling, and a bay window that fills the space with natural light. The eat-in kitchen features wood-mode cabinetry, abundant cabinet space, and a cozy breakfast nook. A welcoming family room with vaulted ceilings and a wood stove provides the perfect setting for relaxing. Remodeled bathrooms and a newly expanded upper level with dormers add to the home's appeal. Recent improvements include a new high-efficiency boiler with three heating zones and a hot-water circulator, a septic tank replaced in 2023, and new garage doors on the two-car garage. Enjoy the private backyard with plenty of room for outdoor entertaining, gardening, or simply unwinding. A wonderful combination of charm, comfort, and space!

1701 Guernseytown Rd, Watertown

4 Bayview Cir, 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. SOLD AS IS. "SELLER'S CONCESSONS $5,000.00 back to the buyer for their closing cost. Don't miss it!!

4 Bayview Cir, Watertown

27 Scott Rd, Prospect
$494,999
3 Beds ⋅ 2 Baths ⋅ 24202648 MLS
This meticulously maintained brick ranch offers 3 bedrooms, 1.5 baths, and 1,736 square feet of comfortable one-level living in a convenient Prospect location. Set back from the road, the home combines privacy with easy accessibility. A circular driveway with two access points makes entering and exiting simple while providing ample off-street parking. Inside, a fresh coat of paint and hardwood floors throughout create a warm and inviting atmosphere. The spacious living and dining area features vaulted ceilings, a skylight, and a beautiful centrally located fireplace that is perfect for holiday gatherings or cozy winter nights. The eat-in kitchen, dedicated office space, generous main-floor storage, central air, and ceiling fans in the bedrooms add everyday comfort and flexibility. Outside, enjoy well-maintained landscaping and a flat backyard with plenty of room for outdoor activities and entertaining. Major improvements include a brand-new roof with a transferable warranty. The basement also features additional water-protection measures installed proactively by current owners for added peace of mind. Located near Routes 68 and 69, with convenient access to I-84 and Route 8. Enjoy nearby shopping, dining, parks, recreation, and local schools. This move-in-ready home offers the space, care, convenience, and setting you have been waiting for. Schedule your showing today!

27 Scott Rd, Prospect

27 Roberts Ave, Watertown
$470,000
4 Beds ⋅ 2 Baths ⋅ 24216969 MLS
Rich in New England charm, this Colonial blends timeless character with inviting outdoor spaces in a desirable Watertown location. The home welcomes you with a convenient mudroom, leading to a sun filled kitchen that continues the New England charm with a distinctive tin ceiling, farmhouse sink, and granite countertops with all stainless steel appliances. The main level also features a traditional foyer, a spacious dining room, and a living room anchored by the fireplace, with access to a covered side porch great for hosting or just sipping on a morning coffee. Upstairs, four bedrooms with hardwood floors throughout, a full bath, and a large walk up attic offering endless possibilities for the future or just as great storage. Rounding out the house is a detached two car garage, greenhouse, and a peaceful brook winding along the property, all complemented by established gardens throughout the entire exterior that only add to the property's appeal! Meanwhile, a new roof on both the house and garage in 2025 provides a valuable recent update. Ideally situated a short walk away from Watertown's historic Main Street, local shops, restaurants, major routes, and Taft School, this distinctive property combines the character of an older charm with a setting and location that are hard to find!

27 Roberts Ave, Watertown

541 Middlebury Rd, Watertown
$469,900
4 Beds ⋅ 3 Baths ⋅ 24213420 MLS
Discover comfort and space in this 2,500+ sq ft, 4-bedroom 3-1/2 bath Colonial situated on 1.04 acres in a sought-after Middlebury Road location, just minutes from Taft School, shopping, and local amenities. Designed for both everyday living and entertaining, this home welcomes you with a spacious eat-in kitchen, an elegant formal dining room, an inviting living room featuring a classic masonry fireplace, and a first-floor den or office. Hardwood flooring, crown molding, and French doors add timeless character throughout. The generously sized primary suite offers a walk-in closet and private full bath. The finished walk-out lower level provides exceptional versatility, complete with an additional full bath and direct access to the expansive, level backyard. Step outside to the impressive 25' x 16' deck, ideal for outdoor dining, gatherings, or simply enjoying the peaceful surroundings. Additional highlights include a septic system replaced in 2002. This home offers generous living space, classic appeal, and a wonderful setting, and is ready for its next chapter!

541 Middlebury Rd, Watertown

6 Boulder Brook Ct Unit U-63, Prospect
$450,000
2 Beds ⋅ 2 Baths ⋅ 24217370 MLS ⋅ Boulder Brook BLDG.
Set at the rear of Boulder Brook, a 35 home 55-plus enclave, this true end unit offers a tucked-away setting beside the woods, close to the community walking trail and charming covered bridge. Start the morning on your composite deck overlooking the woods, with an electric SunSetter awning for shade, then head inside to a living space defined by soaring vaulted ceilings, high windows and wood beams. The generous kitchen features extra-tall cherry cabinetry, while the adaptable main floor offers room for gathering, reading, or lingering over a glass of wine. The former main-level bedroom has been opened to an inviting parlor, and the traditional dining area currently serves as an additional sitting space. Upstairs, the primary suite includes its own bath and walk-in closet. Approximately 600 plus square feet of finished walkout lower-level space adds another dimension: full-size windows, natural light, and direct outdoor access, with separate areas for an office, hobbies, or creative work, and a larger recreation or media room currently used as a music studio. A distinctive combination of end-unit privacy, architectural character, and flexible living space, all within a small community convenient to Prospect's everyday essentials.

6 Boulder Brook Ct Unit U-63, Prospect

19 Pythian Ave, Watertown
$435,000
8 Beds ⋅ 3 Baths ⋅ 24209524 MLS
ASSUMABLE MORTGAGE 5.5%. Investor-ready three-unit multifamily offering strong cash-flow potential in Watertown. 19 Pythian Avenue features two spacious side-by-side 3-bedroom units, plus a fully finished lower-level 2-bedroom unit, creating multiple income streams under one roof. This property is built for an investor looking for a straightforward addition to their portfolio - collect the keys, collect the rents, and start generating income. Major improvements include a roof approximately three years old, helping reduce near-term capital expenditure concerns. A standout feature is the property's solar system, which provides an additional income stream to the landlord through energy sold back to the grid, currently generating approximately $640+ per month. Combined with rental income from all three units, this creates an attractive opportunity to maximize the property's overall revenue potential. The property also offers convenient off-street parking and a practical multifamily layout that supports strong tenant demand. Whether you're expanding an existing portfolio, purchasing your first multifamily investment, or looking for an income-producing property with multiple revenue streams, 19 Pythian Avenue presents a compelling opportunity in Watertown. Three units. Multiple income streams. Parking. Newer roof. Solar revenue. Ready to cash flow. SOLD AS IS

19 Pythian Ave, Watertown

63 Scott Rd, Prospect
$434,900
3 Beds ⋅ 2 Baths ⋅ 24202894 MLS
Welcome to 63 Scott Road, a spacious home offering exceptional potential on a desirable corner-level lot. This well-maintained property is ready for your personal updates and vision, with an impressive list of recent improvements. The enormous kitchen features a ceiling fan, a half bath just off the kitchen, and convenient first-floor laundry with a newer washer & dryer (2025). Step outside to the patio and partially fenced yard, perfect for the dog lover. The expansive living room offers some hardwood flooring, a wood-burning fireplace with accent lighting, and a tiled entry. The primary bedroom features hardwood flooring, a ceiling fan, and double closets, while the two additional bedrooms also offer hardwood floors and ceiling fans. The main bath has double sinks and is ready for updating. A very large unfinished basement provides abundant storage or future possibilities, plus a pull-down attic for even more storage. A four-car garage is a rare find and ideal for the car enthusiast, hobbyist, or additional storage. Additional highlights include central air, security alarm system, generator with dedicated hookup, newer well pump (2025), newer furnace and hot water heater, new oil tank (2025), and roof replaced in 2020. A solid home with great space, great features, and an opportunity to make it your own! Convenient to restaurants, shopping and the park! Being sold AS IS.

63 Scott Rd, Prospect

1774 Bunker Hill Rd, Watertown
$424,999
3 Beds ⋅ 2 Baths ⋅ 24204824 MLS
****Offer deadline is Sunday the 20th at 6pm**** 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

319 Thomaston Rd Unit 71, Watertown
$415,000
3 Beds ⋅ 2 Baths ⋅ 24215086 MLS ⋅ Watertown Old Farms BLDG.
Remodeled ranch, Eaton style end-unit with attached garage and ideal location in back of complex. Remodeled eat-in-kitchen with granite countertops, tile backsplash, center island with breakfast bar, stainless steel appliances, high ceilings with skylights, and hardwood floors. Large living room with high ceiligns, corner fireplace, and hardwood floors. Master bedroom with california closets and attached full bath that was recently remodeled. 2nd bedroom with built-ins. 3rd bedroom amply sized. Remodeled full bath with wainescoating and tile surround shower and floor. Large deck off of kitchen with privacy from other units. Full basement with walk-out is partially above grade! Central air, natural gas heat and hot water, city sewer and city water. This is quite possibly the nicest unit in the complex because of its location/privacy, attached garage, updates and ranch style for single level living.

319 Thomaston Rd Unit 71, Watertown

200 Cook Rd, Prospect
$415,000
2 Beds ⋅ 2 Baths ⋅ 24212965 MLS
Welcome to this bright and beautiful, fully renovated ranch situated on a desirable corner lot! Step inside to a welcoming living room that flows seamlessly into the updated kitchen featuring black stainless steel appliances. Down the hall, you'll find two generously sized bedrooms and a full bathroom. The spacious, completely renovated lower level offers exceptional versatility, featuring a separate family room, dedicated bar area, additional recreation room or playroom, and a convenient half bath. New flooring throughout the finished basement adds a fresh, updated touch, providing plenty of space for entertaining, relaxing, or everyday living. Outside, enjoy the expansive, level backyard with a large deck featuring a jacuzzi tub, creating the perfect setting for relaxing or hosting gatherings. Additional exterior highlights include a large driveway offering ample parking, a powered shed with electrical outlets, and distinctive stamped concrete with decorative horseshoe accents. The home offers numerous updates, most completed in 2023 and 2024, providing added value and peace of mind. Improvements include a new boiler, new oil tank, water pressure tank, water softener and filtration system, two sump pumps, newer roof and septic system and an installed electrical subpanel.

200 Cook Rd, Prospect

77 Hubbell Ave, Watertown
$415,000
4 Beds ⋅ 2 Baths ⋅ 24167524 MLS
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, Outdoor paver patio and level yard across two lots offering great outdoor entertainment in those Summer months. Public Water & Sewer connected. This home is move in ready with tons of recent upgrades, including a new furnace. Don't miss your chance to explore this hidden gem & schedule your private showing today!

77 Hubbell Ave, Watertown

59 Watertown Rd, Watertown
$414,900
24185775 MLS
Established and profitable golf cart business offering sales, service, and rentals with a strong reputation and numerous long-standing relationships with private schools, event coordinators, wedding venues, and other repeat commercial clients. The sale includes 28 golf carts, two Ford F-250 trucks, three trailers, a utility lift, a large parts inventory, and much more, making this a true turnkey opportunity. The current owner has intentionally maintained the business at its present size and has chosen not to aggressively expand, leaving substantial room for growth for a new owner. With an established customer base and numerous opportunities to increase revenue, a motivated buyer can take the business to the next level. To ensure a seamless transition, the owner is willing to work closely with the buyer and provide guidance after the sale. This includes introducing key accounts, transferring long-standing relationships, and sharing operational knowledge to help maintain continuity and position the new owner for continued success. An exceptional opportunity to acquire a well-established business with a solid foundation and significant upside potential.

59 Watertown Rd, Watertown

101 Cannon Ridge Dr Unit 101, Watertown
$379,999
3 Beds ⋅ 2 Baths ⋅ 24201695 MLS ⋅ Artillery Hill BLDG.
BACK ON MARKET, BUYER UNABLE TO PERFORM. 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. Turn-key, meticulously maintained, and full of upgrades.

101 Cannon Ridge Dr Unit 101, Watertown

11 Cheshire Rd, Prospect
$379,900
3 Beds ⋅ 1 Baths ⋅ 24201850 MLS
Welcome to 11 Cheshire Road in Prospect - a beautifully remodeled 3-bedroom, 2-bath home offering modern updates and flexible living space throughout. Step inside to find a completely refreshed interior featuring stunning quartz countertops, brand-new bathrooms, and stylish finishes in every room. The spacious kitchen flows seamlessly into the main living areas, creating the perfect setup for everyday living and entertaining. Downstairs, the finished basement provides additional living space ideal for a family room, home office, gym, or playroom. Step outside to enjoy the large, beautiful deck overlooking the backyard - perfect for relaxing, hosting gatherings, or enjoying warm summer evenings. Move-in ready and thoughtfully updated from top to bottom, this home combines comfort, style, and functionality in a desirable Prospect location.

11 Cheshire Rd, Prospect

6 Colonial Dr, Prospect
$379,900
3 Beds ⋅ 1 Baths ⋅ 24191784 MLS
Welcome home to this inviting 3-bedroom Ranch featuring timeless hardwood floors and comfortable living spaces throughout. The eat-in kitchen opens to a bright sunroom and a trex deck, creating an ideal setting for morning coffee, entertaining, or relaxing while overlooking beautifully manicured grounds filled with flowering plants. The spacious living room features bookcases, adding warmth and character. Additional highlights include central air conditioning, a newer furnace, roof and vinyl siding, a finished walk-out lower level complete with a wood stove-perfect for a family room, home office, hobby space, or additional living area. A versatile bonus room can also serve as a darkroom or wine cellar. Conveniently located close to town, parks, and shopping, this home combines charm, comfort, and an excellent location. A wonderful opportunity to enjoy both inviting indoor spaces and beautifully landscaped outdoor living

6 Colonial Dr, Prospect

77 Westbury Park Rd, Watertown
$379,000
4 Beds ⋅ 2 Baths ⋅ 24187591 MLS
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 investment. Each unit offers a main level eat in kitchen, a generous family room with front porch access, and spacious rear sunroom. Units upper living space adorns 2 commodious bedrooms and full bathrooms. Bring your vision as you convert and transform this home to optimize investment income! This jewel of an investment is ripe for the taking!

77 Westbury Park Rd, Watertown

15 Hughes Ave, Watertown
$375,000
4 Beds ⋅ 2 Baths ⋅ 24213921 MLS
Charming, well-maintained, one owner brick home situated in a quiet neighborhood! This comfortable 4-bedroom home offers solid construction, great bones, and numerous desirable features. The first floor includes a new full bath, while hardwood floors lie beneath the living room carpet. The lower level features ceramic tile flooring and a walk-out basement, offering additional space and possibilities. Enjoy the privacy of the backyard, manicured lawn, and convenience of a 2-car garage. Additional highlights include thermal windows, updated electrical, city water, and a brand new septic system. Smoke-free and pet-free home that has been lovingly cared for over the years. A wonderful opportunity to own a solid brick home with space, privacy and plenty of potential. Don't miss the many added bonuses this property has to offer!

15 Hughes Ave, Watertown

6 Burnham St, Watertown
$375,000
3 Beds ⋅ 2 Baths ⋅ 24216156 MLS
Welcome to 6 Burnham St in Watertown, located in the section of town formerly known as Oakville! This raised ranch sits on a level corner lot with driveway access from both streets, offering excellent parking options. The main level features hardwood flooring in the living room and kitchen, along with a recently remodeled kitchen that adds a fresh, updated feel to the home. Just off the back, enjoy the newer decking on the back deck, a great spot to relax and soak up the sunshine while overlooking the private, fenced-in backyard complete with a storage shed. The lower level has also been updated with new vinyl flooring and offers a convenient layout with a half bath, laundry area, and direct access to the garage. With great natural light throughout and a sunny outdoor space, this home offers comfortable living both inside and out, all while being conveniently located just minutes from major highways, restaurants, and local amenities!

6 Burnham St, Watertown

46 Central Ave, Watertown
$369,000
3 Beds ⋅ 2 Baths ⋅ 24214684 MLS
Step inside the welcoming foyer and discover this beautifully updated home featuring gleaming hardwood floors and a spacious, semi-open-concept main level. The inviting living room flows seamlessly into the dining area and eat-in kitchen, complete with stainless steel appliances and plenty of space for everyday living and entertaining. Just off the kitchen, you'll find an additional well-appointed living space, a versatile office or playroom, a full bathroom, and the convenience of main-level laundry. A stunning turned staircase leads to the second floor, where you'll find three generously sized bedrooms, including an exceptionally spacious primary bedroom with a large walk-in closet. The beautifully updated second-floor bathroom features a bathtub and tasteful finishes. A large unfinished basement provides plenty of storage and potential for additional living space. Additional highlights include efficient natural gas heating, a Navien on-demand heating system, and a high-efficiency hot water heater. Outside, enjoy the large, level, partially fenced backyard, offering plenty of space for outdoor entertaining, recreation, or simply relaxing. Thoughtfully updated throughout, this move-in-ready home offers the perfect combination of comfort, style, and functionality! MOVE QUICK!

46 Central Ave, Watertown

394 Colonial St, Watertown
$365,000
2 Beds ⋅ 2 Baths ⋅ 24218569 MLS
Fall in love with this meticulously maintained ranch, built in 2011 and beautifully updated throughout! Don't let the square footage fool you-this home lives large, with spacious rooms, a wonderful open and inviting floor plan, and thoughtful details that make everyday living a pleasure. Featuring 2 generously sized bedrooms, 2 full bathrooms, gleaming hardwood floors, an abundance of cabinetry, and closets galore, you'll love the comfort and functionality this home offers. Enjoy year-round comfort with propane heat and central air conditioning. Step outside and discover your own private retreat! The completely fenced-in yard offers plenty of space to relax, garden, entertain, or simply enjoy the outdoors. The spacious deck, just 2 years young, is the perfect spot for morning coffee, summer barbecues, and gathering with family and friends. A detached one-car garage adds even more convenience. Beautifully cared for, thoughtfully updated, and truly move-in ready-this is one home you'll want to see for yourself! Come take a look and fall in love!

394 Colonial St, Watertown

368 Hamilton Ave, Watertown
$365,000
3 Beds ⋅ 2 Baths ⋅ 24199743 MLS
Set in the highly sought-after Taft area, this 3-bedroom, 2-bath Cape offers a spacious 1.97-acre setting with calm stream & large lawn space, classic character, and plenty of opportunity. The park-like yard, small stream, fruit trees, and garden areas create a peaceful backdrop, while the location puts you close to amenities, downtown Watertown, and the Watertown Country Club. Inside, the home offers 1,238 square feet with a refreshed eat-in kitchen featuring granite counters and hardwood floors, a comfortable living room and dining room, and convenient main-level laundry room. The enclosed front porch adds additional flexible relaxation space and could easily become a favorite gathering spot or cozy retreat. Upstairs, the primary bedroom has direct access to it's deck, along with two additional bedrooms and a full bath. The outdoor spaces offer even more to enjoy, including the 2 decks, shed, an outdoor shower, and unique steam room heated by a wood stove which can be refreshed and utilized, or simply used as an extra space for storage. An attached over-sized garage provides valuable room and convenience. The home has had the major cost items done such as the roof & water system, plus a regularly-serviced mechanical system. With its desirable location, generous lot size, and unique features, this property offers a wonderful opportunity to create a home that truly reflects you! Come check it out!

368 Hamilton Ave, Watertown

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