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$559,000
5 Beds 3 Baths 24186398 MLS
Move right into this beautifully renovated 6-bedroom, 2.5-bath home offering over 2,700 square feet of living space on a picturesque 1.69-acre lot. Extensive updates include a brand-new roof, vinyl siding with new insulation, gutters, 28 replacement windows, a new furnace, three energy-efficient mini-split systems, updated lighting, refinished hardwood floors, and a remodeled kitchen with modern finishes. The home also features all-new appliances, including a new washer and dryer. The flexible floor plan offers spacious living and entertaining areas, including a formal dining room, a large family room with a propane stove and patio access, a comfortable living room with wood stove, updated full baths, a newly added half bath, and generously sized bedrooms. Outside, enjoy a new front entry door and steps, a side entry with Trex porch, professionally landscaped grounds with decorative plantings and river rock, and a level backyard with a fire pit. The renovated two-car garage includes brand-new garage doors and a durable epoxy-coated floor. Surrounded by mature trees and stone walls, this turnkey property blends modern updates with classic New England charm. Conveniently located near schools, shopping, and commuter routes, there's nothing left to do but move in and enjoy.

20 Hydelor Ave, Prospect

$550,000
3 Beds 3 Baths 24182042 MLS
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 cozy focal point to the home. Each bedroom is generously sized, including a spacious primary bedroom with its own private bathroom. A slider in the living room leads out to the backyard patio, creating an easy connection between indoor and outdoor living. Outside, enjoy a flat, private yard complete with a firepit - the perfect setting for relaxing evenings and outdoor gatherings. The finished basement adds valuable additional living space, perfect for a family room, home office, gym, guest area, or recreation space. Conveniently located near Route 8 and I-84, this home offers easy commuter access to Waterbury, Hartford, Danbury, and surrounding towns while still providing the privacy and comfort of a neighborhood setting. Spacious, versatile, and move-in ready, this Oakville ranch is ready to welcome its next owner.

300 Hilltop Rd, Watertown

$539,900
3 Beds 3 Baths 24176428 MLS
Welcome home to this beautifully updated Colonial, situated on a private 1.18-acre lot on a quiet cul-de-sac in one of Prospect's most desirable neighborhoods. Maintained by its original owner, this 3-bedroom, 2.5-bath home offers the perfect blend of New England charm and modern updates. At the heart of the home is a stunning open-concept kitchen and dining area. This space has been thoughtfully remodeled with premium cabinetry, quartz countertops, an oversized center island, farmhouse-style sink, KitchenAid appliances, under-cabinet lighting, and a stylish coffee bar. The living areas feature hardwood flooring, a cozy wood-stove, updated finishes, and an inviting flow that makes everyday living effortless. Upstairs, the primary suite offers a beautifully renovated spa-inspired bath, while the second bath boasts an extra large soaking tub. Step outside to experience the full appeal of this picturesque setting, offering space to enjoy every season. A no-maintenance rear deck with Trex railings, fire pit area, and welcoming front porch create inviting spaces for relaxing evenings. Extensive improvements throughout, including an updated roof, LeafGuard gutters, thermopane windows, carriage house steel garage doors, and a new water heater. Offering privacy without sacrificing convenience, this move-in-ready home is just minutes from shopping, dining, parks, and Route 8. Rarely does a home so meticulously cared for and thoughtfully updated become available-not to be missed!

4 Woodland Ter, Prospect

$539,000
2 Beds 3 Baths 24181908 MLS Regency At Prospect BLDG.
Welcome to Regency at Prospect, a beautifully maintained townhouse located in this desirable 55+ gated community on a cul-de-sac. Designed for comfortable, low-maintenance living, the main level features a spacious primary suite complete with a full bath and walk-in closet. The bright kitchen offers Corian countertops and flows seamlessly into the dining area and family room, highlighted by vaulted ceilings, hardwood floors, and a cozy gas fireplace. A convenient half bath and main level laundry complete the first floor. Upstairs, you will find a generously sized second bedroom, walk in closet, full bath and a versatile loft area ideal as a home office, den, or additional living space. Additional features include a spacious two car garage, a private deck with an automatic sun awning overlooking a peaceful backyard and a large unfinished basement with a cedar closet offering abundant storage or future expansion potential. Residents enjoy exceptional community amenities, including a clubhouse, fitness center, heated pool, tennis, pickleball and bocce courts. A vibrant social calendar to participate in community events. Located minutes from I-84, medical centers, shopping, golf course, restaurants and everyday conveniences. This home offers the perfect blend of comfort, lifestyle and location.

10 Ash Ln Unit 10, Prospect

$509,999
3 Beds 3 Baths 24181079 MLS
Welcome home to this beautifully maintained raised ranch offering space, privacy, and flexibility. The main level features soaring ceilings, hardwood floors, and a stunning remodeled kitchen complete with granite countertops, stainless steel appliances, double wall ovens, a pot filler, custom cabinetry, and a beautiful tiled backsplash. A slider off of the kitchen leads to an expansive deck overlooking the private backyard, creating the perfect setting for outdoor entertainment. The inviting living room boats vaulted ceilings and a gas fireplace. Down the hall you'll find 3 spacious bedrooms along with a beautifully remodeled full size bath. The amazing primary suite offers a true retreat with radiant heated floors in the en-suite bath, double sinks, ample storage, a beautifully tiled steam shower, & granite countertops. The finished lower level adds an impressive 1,352 sq ft of living space with two sliders bringing in a ton of natural light, a second kitchen, full bath, and direct access to a large private patio-ideal for entertaining or potential in-law living. Additional highlights include an oversized 2 car garage with EV charger, whole house generator, newer CA(25') & a dual-fuel heating system that can run on oil or propane. This home is a must see!! Subject to probate court approval. Back on Market due to buyer inability to obtain financing. House previously appraised at $510,000

7 Williams Dr, Prospect

$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

$499,900
3 Beds 3 Baths 24193338 MLS
Welcome to this Colonial located in the lovely town of Prospect! Offering a fantastic floor plan and endless potential, this well-built home is ready for its next owner. The main level features a spacious kitchen with tile flooring, center island, and plenty of room for an eating area, along with a formal dining room, comfortable living room, and a convenient half bath with laundry. The second floor offers 3 generously sized bedrooms, including a primary suite with a walk-in closet and full bathroom, plus an additional full bath. The lower level includes a finished area perfect for entertaining, a family room, game room, or home office, along with ample storage space. Outside, you'll find a large yard, oversized shed, and a second structure ideal for chickens or hobby farming. Solidly constructed and full of opportunity, this home is a blank canvas waiting for your personal touches. A must-see property!

109 Summit Rd, Prospect

$499,000
3 Beds 3 Baths 24183152 MLS
This 3 Bedroom, 2.5 Bath Charming Well-Maintained Colonial in the heart of Watertown offers a perfect blend of modern updates with everyday comfort. Situated on a beautiful landscaped .61 acre lot, the property boasts breathtaking views from a custom concrete patio overlooking a private, wooded backyard. The peaceful setting provides an ideal retreat for relaxing, and enjoying nature year-round. The inviting interior features a bright eat-in kitchen, formal dining room, dedicated first-floor office ideal for remote work, and a spacious family room highlighted by a dramatic vaulted ceiling. Significant updates provide peace of mind, including a newer central air system and a recently replaced hot water tank, while the primary bedroom serves as a true retreat with its beautifully remodeled en-suite bathroom. This exceptional property is situated in a prime location, just minutes away from shopping, restaurants, schools, parks and all local town amenities, offering both convenience and tranquility.

63 Northwest Dr, Watertown

$498,000
4 Beds 4 Baths 24177877 MLS
You'll be the one everyone wants to visit this summer as you relax by your private inground pool! Set on over 2 picturesque acres in one of Watertown's most desirable locations, this charming 1840 Colonial offers the perfect blend of historic character, modern comfort, and resort-style outdoor living. This spacious 4-bedroom, 3.5-bath home features over 2,000 square feet of living space with eight well-proportioned rooms designed for everyday living and entertaining. Inside, you'll find three fireplaces, original wide-board wood floors, a large loft-style bedroom, an attached barn/shed with unlimited potential, clapboard siding, and inviting gathering spaces filled with timeless New England charm. Step outside and discover what truly sets this property apart. The sparkling inground pool is the centerpiece of your own private backyard retreat, complemented by an expansive patio, a charming gazebo, and multiple outdoor living spaces perfect for summer barbecues, pool parties, or simply unwinding in complete privacy. The expansive grounds provide exceptional space, tranquility, and room to enjoy the outdoors all season long. Conveniently located while offering a peaceful residential setting, this special property also features remote-controlled radiant heated floors in the dining room/enclosed porch for year-round comfort. From sunny afternoons by the pool to cozy evenings by the fire, this home offers the best of every season. You will fall in love with this beauty!

635 Northfield Rd, Watertown

$495,000
3 Baths 24194650 MLS
mixed-use investment opportunity! This income-producing property features a two-family residence with a commercial retail storefront, offering outstanding versatility for investors or owner-occupants. The residential portion offers a total of 2,012 square feet. The first-floor apartment features 2 bedrooms and includes a washer, dryer, refrigerator, range and dishwasher. The second-floor apartment offers 3 bedrooms and includes a refrigerator, range, washer and dryer. Both units provide spacious layouts and strong rental potential. The commercial space consists of approximately 1,660 square feet and is currently operating as a successful restaurant, providing an established retail presence with excellent visibility and additional income potential. Whether you're looking to expand your investment portfolio or occupy one of the units while generating rental income, this unique property offers multiple income streams and endless possibilities. Conveniently located near shopping, restaurants, schools, and major highways, this is a rare opportunity to own a versatile mixed-use property with both residential and commercial appeal.

202 Main St, Watertown

$469,900
4 Beds 4 Baths 24174413 MLS
Spacious 4-bedroom, 3.5-bath Colonial set on 1.04 acres in a desirable Middlebury Road location, close to Taft School with easy access to town, shopping, and local amenities. This inviting home offers a gorgeous eat-in kitchen, a formal dining room, and a warm living room with a masonry fireplace. Features include hardwood floors throughout, crown molding, French doors, and generous living space. The large primary bedroom includes a walk-in closet and a full bath. The finished lower level offers additional flexible living space, a full bath, and walk-out access to the private, level backyard. Enjoy outdoor entertaining on the 25x16 deck overlooking the yard. Septic replaced in 2002. A must-see home, priced to sell!

541 Middlebury Rd, Watertown

$449,900
4 Beds 2 Baths 24189851 MLS
Prepare to feel right at Home here at 12 Woolson Street. Full of character & meticulously maintained by its current owners, this Circa 1870 antique Colonial is so inviting & will speak to your senses. In the heart of Watertown & situated on a gorgeous acre lot w/access to a babbling brook (no flood ins) the grounds are truly a gardener's paradise. Lovers of nature will be drawn to the botanical gardens. 3 finished permitted levels provide 4 bdrms- Primary Bdrm is on top level w/wonderful sunrise views. Main full bath feels like you are entering a Spa -complete w/both a walk-in shower as well as a claw soaking tub. Main level offers a wonderful living room w/built-in bookshelves & Year 2022 wood stove that heats the entire house. Dining Rm w/blt-in corner hutch & Kitchen are so spacious! Half-bath is updated & lovely. New Thermal Windows. Hardwood flrs, chair railing, crown molding, 6-panel wood doors, bead board paneling & wall sconces grace this home w/integrity. Lower level recently designed into living/play area w/kitchenette & walks out to backyard. French doors in finished downstairs office lead right outdoors. There's also plenty of storage in the basement. The grounds are park-like w/patios, a deck, a Pergola, stone wall, area for winter sledding, a fire pit area & gardens galore. 2-car det. garage is huge w/extra bay below that walks out. Mechanical systems all up to date. Public Water & Sewer. 12 Woolson St. is a magical place where Your Story is to be created!

12 Woolson St, Watertown

$439,900
3 Beds 2 Baths 24196760 MLS
Down a quiet private road, where the trees close in and the world fades behind you, sits this cozy split-level home on nearly one and a half acres. The covered front porch welcomes guests as they enter the spacious vestibule. Step up to the main level, which offers a light and bright living room, dining room with French doors to the back deck, and an eat-in kitchen with granite countertops. Hardwood floors flow throughout the main level. 3 bedrooms and a full bathroom with shower/jetted tub are found on the upper level. Brand-new, lush carpeting warms the bedrooms and hallway while freshly painted walls await their new owners' personal touches. A renovated full bathroom with laundry plus a large bonus room are conveniently located just steps down from the kitchen. The finished basement adds even more room to spread out or entertain. Practical upgrades give this home true peace of mind: a new roof (2015), a new septic tank (2018), public water, a generator hookup for storm-ready confidence, and a central vacuum system for effortless everyday living. A 2-car garage provides plenty of storage and convenience. Private, updated, and ready for its next chapter - 14 Lombard Drive is a rare find offering both acreage and comfort in a sought-after Prospect location.

14 Lombard Dr, Prospect

$429,999
3 Beds 3 Baths 24193923 MLS
***HIGHEST & BEST DEADLINE MONDAY 9PM 7/27/26*** THE ONE THAT IS ALREADY DONE. Most homes arrive with a punch list. This one arrives finished. Rebuilt from top to bottom through eight years of meticulous ownership, 332 Williamson Circle is the turnkey raised ranch Oakville rarely sees. The open main level is anchored by a fully remodeled kitchen with white cabinetry, center island, and stainless appliances, flowing into bright living and dining space over hardwood floors that run throughout. Every bathroom has been tastefully renovated and a wood burning fireplace warms the heart of the home. The finished walkout lower level flexes as family room, office, or gym, with a laundry closet and direct access to the yard and side entry two car garage. The systems tell the same story. Owned rooftop solar installed in 2021 transfers with no lease to assume and pairs with ductless heating and cooling added in 2024 to keep utility costs remarkably low. A new electrical panel with professional rewiring in 2018, a roof about four years young, Andersen windows throughout, and city water and sewer complete the picture. Outside, a three season sunroom overlooks a covered patio at the walkout, while a custom retaining wall patio turns a sloped corner of the yard into a private outdoor patio framed by garden beds and a newer shed. Level lot on a quiet Oakville street, minutes to Route 8 and Main Street shops, restaurants, schools, and parks.

332 Williamson Cir, Watertown

$425,000
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

$415,000
4 Beds 3 Baths 24188056 MLS
Welcome to 35 Ball Farm Road, a charming 4-bedroom home that blends classic character with thoughtful updates. Inside, you'll find beautiful original woodwork, gleaming hardwood floors, spacious connected living and dining areas, and abundant natural light throughout. The kitchen offers stainless-steel appliances, generous cabinetry, quartz counters, and a bright adjoining sunroom-an ideal spot for morning coffee, dining, or a home office. The home also features a first-floor accessible full bath with walk-in shower, a welcoming front porch, and an exterior ramp for convenient access. Set in a convenient Watertown location, this home offers space, warmth, and timeless appeal. Schedule your private showing today!

35 Ball Farm 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

$405,000
3 Beds 2 Baths 24157227 MLS
Experience the exceptional quality of this fully reimagined residence, where timeless structure meets sophisticated modern design. This home has undergone a comprehensive, top-to-bottom renovation with no expense spared, delivering elevated finishes and complete peace of mind. All major systems have been newly installed, including plumbing, heating, electrical, well, and septic - offering the confidence and efficiency of modern infrastructure. The exterior has been thoughtfully transformed with a new roof, siding, deck, driveway, and fencing, creating striking curb appeal and seamless indoor-outdoor living. Inside, the home showcases refined craftsmanship and contemporary finishes throughout. Every space has been meticulously updated, providing a fresh, cohesive aesthetic and truly turnkey experience. A rare opportunity to own a fully renovated home where design, quality, and comfort come together effortlessly. Basement sealed and waterproofed with a lifetime warranty by CT BASEMENT SYSTEM-SEE DOCUMENTS **** MOTIVATED SELLER ****

2 Mixville Rd, Prospect

$399,900
4 Beds 3 Baths 24172397 MLS
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 both everyday living and entertaining. Conveniently located near local amenities, schools, and major routes. Outside, you'll find a nicely sized backyard with plenty of room for outdoor gatherings, gardening, or simply relaxing, along with ample parking to accommodate multiple vehicles. Schedule your private showing today and come see everything this wonderful home has to offer!

93 Main St, Watertown

$399,500
4 Beds 2 Baths 24184144 MLS
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 two bedrooms, a full bathroom, a cozy living room, a dining area, and a functional kitchen with a walk-in pantry, providing a great layout for extended family or rental income potential. Located just a short walk from Watertown's vibrant downtown, you'll enjoy easy access to local shops, restaurants, parks, and public transportation. Whether you're looking for an investment opportunity or a place to call home, this property has it all.

87 Woodruff Ave, Watertown

$399,500
3 Beds 1 Baths 24177459 MLS
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 16.7' x 11.6' and includes two closets, providing plenty of storage. Two additional well-sized bedrooms provide flexibility for family, guests, or a home office. The bright, inviting living room opens onto a private rear deck overlooking a peaceful backyard, a place for relaxing/ entertaining. The home also features a large, freshly painted walk-out basement with endless possibilities for additional living space, including a rec. room, playroom, home gym, or workshop. An under-house garage provides convenient parking and direct access to the basement. Ideally located with easy access to major highways, this home combines comfort, convenience, and modern updates in a desirable setting. An elevator is also included with the property. It is currently operational using the switch located in the garage; however, the controls inside the elevator are not functional. The seller makes no representations or warranties regarding the elevator, and it is being conveyed as-is. Buyers may choose to repair, remove, or use it for storage. A beautiful updated move-in ready home!

603 Sunnyside Ave, Watertown

$399,000
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

$399,000
3 Beds 2 Baths 24185455 MLS
Step into a piece of Watertown's rich history at 52 Wheeler Street, a residence brimming with antique character and timeless appeal. This home offers a rare blend of preserved original details and essential modern updates. Situated on a quiet, level lot just one block from the prestigious Taft School, the property welcomes you with a classic wraparound porch, featuring a screened-in section perfect for tranquil summer evenings. The interior reflects the craftsmanship of a bygone era, anchored by a cozy fireplace and a formal dining room. The layout is both functional and inviting, highlighted by a charming step-down eat-in kitchen and a convenient main-level full bath with integrated laundry. Upstairs, three spacious bedrooms surround a versatile flex space, ideal for a home office or playroom, while a second full bath completes the level. Beyond its historic beauty, the home boasts significant practical improvements for total peace of mind, including a new roof (2022), a newer boiler, and a one-year-old water heater. Abundant storage space-a rare find for a home of this age-is supplemented by a newer outdoor shed and off-street parking. This distinctive property presents a rare opportunity to own a storied historic home in one of Watertown's most desirable neighborhoods.

52 Wheeler St, Watertown

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