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$1,100,000
4 Beds 4 Baths 24135269 MLS
Custom-Built Home on 1.45 Acres with Luxury Finishes & Outdoor Oasis in Watertown, CT!! Welcome to this stunning custom-built home offering over 4,600 square feet of beautifully crafted living space on 1.45 private acres. Designed with comfort and entertaining in mind, this home features 4 spacious bedrooms with the possibility of a 5th, along with 4 full bathrooms and 1 half bath, including a potential in-law suite setup. Step inside to find hardwood floors throughout, an open-concept layout, and custom stonework that adds timeless character across the property. The expansive kitchen, living, and dining areas flow seamlessly to create an inviting and functional living environment. Outside, enjoy the ultimate entertaining space with a custom patio, pizza oven, and firepit, perfect for gatherings year-round. 12X22 Shed with garage for extra storage. Additional highlights include 3 car attached garage, forced hot air heating, generous storage and closet space, flexible layout ideal for multigenerational living or home office needs. This one-of-a-kind property combines luxury, functionality, and craftsmanship in a picturesque setting. A true must-see!

114 Wheeler Farm Rd, 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

$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

$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

$874,900
4 Beds 3 Baths 24185421 MLS
Nestled at the end of a long, private driveway on a quiet cul-de-sac, this custom-built colonial has been a private treasure - until now. Set on nearly 5 acres of lush, wooded land near the Litchfield border, this distinguished four-bedroom home spans just over 3,500 square feet of thoughtfully designed living space in one of the area's most sought-after neighborhoods. Lovingly maintained since its construction, it showcases the kind of craftsmanship that's hard to find today. Step inside to discover a home that has been beautifully updated where it matters most. The remodeled kitchen and bathrooms deliver elevated finishes throughout, balancing function and elegance, while the generous floor plan flows naturally between intimate gathering spaces and room to breathe. The bedrooms are genuinely spacious, and a private second-floor balcony off the bedroom level adds an elevated outdoor retreat. When warmer months arrive, the screened patio with mahogany flooring becomes an extension of the home itself, perfect for three seasons of use with wooded views and privacy just steps from the main living area. Beyond the patio, the property includes access to a shared spring-fed pond enjoyed by a small number of neighboring homes. Completing the home is an attached three-car garage, topped with an unfinished space that offers incredible potential for an in-law suite, home office, or guest quarters with its own entrance.

193 Stoneybrook Ln, Watertown

$769,900
4 Beds 4 Baths 24178994 MLS
Welcome to 195 Town Line Highway, Watertown! Ideally situated on the Watertown-Bethlehem town line. This custom-built Colonial offers the perfect blend of elegance, space, and privacy. Built in 2004 and offering over 3,000 square feet of living space, this impressive 4-bedroom, 2 full bath, 2 half bath home is nestled on a picturesque 2.89-acre lot with beautiful views and a desirable neighborhood setting. The exterior is highlighted by a 3-car garage, stamped concrete driveway, bluestone patio, and expansive outdoor living areas perfect for entertaining or simply enjoying the peaceful surroundings. Inside, you'll find a thoughtfully designed floor plan featuring a spacious kitchen that opens seamlessly to the family room, complete with a cozy fireplace and direct access to the patio. The formal dining and living rooms also offer patio access, creating an ideal flow for indoor and outdoor entertaining. A dramatic two-story foyer welcomes you inside, while a first-floor home office provides the perfect space for remote work or study. The main level also features a convenient mudroom/laundry room and hardwood flooring throughout, complemented by beautiful crown molding and quality craftsmanship. Upstairs, you'll find 4 generously sized bedrooms, including an inviting primary suite featuring a luxurious full bath with a soaking tub, separate shower, and spacious his-and-her walk-in closets. Don't miss out on this one!!!

195 Town Line Hwy, Watertown

$749,000
4 Beds 4 Baths 24081427 MLS
ASK ABOUT HOW YOU CAN OWN THIS HOME FOR JUST 5% DOWN TOTAL! Privacy at its finest at this Custom built Ranch with exquisite architecture and expansive open floor plan! Plot plan comes with a designated area to have a potential built-in pool. This property is a ready to build in this established neighborhood. Attractive, flat, 1.14 acres, FULLY APPROVED building lot. Enjoy high-end finishes throughout. Boasting an open floor plan upon entering with cathedral ceilings and gas fireplace. Kitchen offers granite countertops, stainless steel appliances and large center island. Great room/living room leads out to screened in porch. Hardwood flooring runs throughout. Primary bedroom with two walk-in closets and on-suite bathroom, 3 additional spacious bedrooms, full bathroom, bonus room above garage, laundry, plus access to the 2-car garage. 4th bedroom can be turned into a study/office upon request. Enjoy living in Litchfield country within minutes to the center of Watertown and 15 minutes to the center of Litchfield. BUILD THIS ONE LEVEL CUSTOM RANCH OR YOUR HOUSE OF CHOICE!

Lot 20 Bassett, 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

$725,000
4 Beds 4 Baths 24186419 MLS
Hard to find 1st floor 3 room in-law setup in this 9 room custom built brick split level home on a private and level 1.38 acre lot in a quiet Guernseytown subdivision minutes from town and hand-crafted in 1985 by a builder who intended it to outlast other homes. There is a total of 4 bedrooms and 4 full bathrooms in this unique European style multi level home with an attached 2 car oversize garage, a covered front porch with a balcony above off the 2nd floor and a fabulous rear covered patio all done with a level of architectural detail and craftsmanship that the current market simply does not produce. The main level is organized for real life; a living room with a fireplace, a large dining room with a slider to the patio, a full bathroom, and an eat-in kitchen generous in every dimension with loads of cabinets and counter space & GE Profile appliances. The upper level has 3 good size bedrooms and 2 full bathrooms, one with a steam shower. The ground level 3 room in-law is a proper, fully realized suite - built into the home from the beginning, designed to be lived in with dignity and independence with a full kitchen with appliances and garage access. There is a full basement under the main house for plenty of storage area with an unheated finished rec room. Other amenities include underground utilities, 2 split air conditioning units, an automatic Generac generator, a Vigilant cast-iron stove in the foyer, custom brick work making this an inviting and carefree residence.

190 Charter Oak Dr, 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

$649,900
4 Beds 3 Baths 24174072 MLS
Like new Colonial in a prime location convenient to commuting, shopping, and local amenities. This energy-efficient home features a spacious open-concept layout that seamlessly connects the kitchen, dining area, and living room, all accented by beautiful hardwood floors throughout. The living room offers sliding glass doors leading to the deck and fenced side yard, perfect for indoor-outdoor living. Just off the kitchen, you'll find a practical mudroom with laundry and a half bath, providing direct access to the garage. The main level also includes a desirable primary bedroom suite with a full bath and walk-in closet. A welcoming front porch and spacious entryway create a warm first impression for guests. Upstairs, there are three generously sized bedrooms and a stylish full bath. An additional unfinished space at the top of the stairs offers endless possibilities for a future bedroom, recreation room, or home office. The walk-out basement, complete with sliding doors to the backyard, also provides excellent potential for additional finished living space. Exceptionally low utility costs are the perfect finishing touch to this wonderful home.

65 J Ryan Way, 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

$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

$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

$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

$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

$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

$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

$369,900
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 three 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

$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

$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

$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

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