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116 Pond View Dr, Watertown
$579,000
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 and furnace 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

79 Turnberry Ct Unit 19, 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

555 Davis St, Watertown
$800,000
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

191 Northfield Rd, Watertown
$895,000
4 Beds ⋅ 3 Baths ⋅ 24192726 MLS
"Price Improved"Exceptional New Construction on 6.59 private acres in Watertown with breathtaking views and a setting that's perfect for horse enthusiasts, car collectors, or anyone seeking the ultimate country retreat. This stunning 3 or 4 bedroom, 3 full bath home offers a bright, open floor plan with soaring vaulted ceilings, gorgeous hardwood floors throughout, and a spacious bonus room over the garage. Designed with today's lifestyle in mind, the finished walk-out lower level with a full bath provides exceptional flexibility and presents an outstanding opportunity for multigenerational living. With only minimal modifications, this space could easily accommodate an in-law suite, guest quarters, or a private living area, making it ideal for extended family or long-term visitors. The primary suite features direct access to an expansive deck overlooking the picturesque property, with additional deck access from the family room, creating the perfect setting for relaxing or entertaining while taking in the spectacular views. At the rear of the property sits an impressive 24' x 48' two-story post-and-beam barn, with an approximate replacement value of $250K. Whether you're an equestrian looking for exceptional horse facilities or car enthusiast this remarkable barn is a true showpiece. Offering the perfect blend of privacy, and versatility, this rare new construction combines modern design with endless possibilities.Coming to the market next week. Available by appointment only

191 Northfield Rd, Watertown

47 Academy Hl, Watertown
$849,900
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

Old Colonial Rd, 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

239 Porter St Unit 239, Watertown
$199,900
2 Beds ⋅ 1 Baths ⋅ 24188866 MLS ⋅ Porter East BLDG.
Here is the chance to get your hands on a well maintained and rare 3 units condos sold as a part of 5-unit association with long-term tenants in place. Current unit is leased for $1500 per month and has 2 bedrooms and 1 bath, kitchen and living room, all in a good condition and updated throughout years. Kitchen has nice cabinets and laminate flooring put in lately and extends on the other rooms. A good size living room following in the back of the kitchen area with a sliding door that leads to outside porch, which is freshly painted and used as a hangout place. The only full bathroom has tile flooring and updated cabinets. Primary bedroom is spacious compared to the size of the unit and layout of the space which allows for maximum usage of the whole area. Unit has 2 assigned parking spaces as well as stackable washer and dryer (both new). Call today to find out for more details!

239 Porter St Unit 239, Watertown

190 Charter Oak Dr, Watertown
$695,000
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

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

245 Cherry Ave Unit A24, Watertown
$205,000
2 Beds ⋅ 2 Baths ⋅ 24187354 MLS ⋅ Highgate BLDG.
Welcome home to this spacious, two-bed, two bath, upper level end unit in a quiet, peaceful complex! Enjoy well-maintained grounds, open fields, scenic views, and a swimming pool that is perfect for summer. Find a beautiful built-in entertainment center/bookshelf/display case built and installed by the current owner. A roomy kitchen overlooks an open lawn. Two large bedrooms both have ample closet space and large windows to let in a lot of natural light! A small hall between bedrooms has a full bathroom, while the main bedroom has its own full bathroom. Find extra storage space in a walk-up attic. Relax in a large living/dining area. The Highgate complex is located in a pretty, small-town, picturesque neighborhood. Come make this home your own! Minutes from highways for commuters, shopping, schools, restaurants, recreation, local lakes, and more.

245 Cherry Ave Unit A24, Watertown

805 Main St, Watertown
$3,668,000
7 Beds ⋅ 3 Baths ⋅ 24185537 MLS
Rare opportunity to acquire a well-maintained 28-unit multifamily portfolio spanning 8 buildings across 4 tax parcels in Watertown, CT. The portfolio includes 15 Pythian Ave, 20 Pythian Ave, 28, 38, 48, 58 and 68 Atwood Court, and 805 Main St. Under single ownership for five years, the current owner has completed significant capital improvements including new roofs, siding, and porches throughout, with the majority of units already renovated. At 96.4% occupancy, long-term tenants have kept rents below market, creating immediate upside as units turn over. Current rents generate $32,665/month across a diversified mix of 1, 2, and 3 bedroom units. At $3,668,000 ($131K/door), the property delivers a 7.54% in-place cap rate on current signed leases. Watertown boasts a median household income of $103,200, well above neighboring Waterbury, supporting strong and consistent rental demand. Quiet, private setting within walking distance to local retail. Simple 4-parcel closing structure. Turnkey value-add with the heavy lifting already done.

805 Main St, Watertown

193 Stoneybrook Ln, 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

87 Woodruff Ave, Watertown
$345,900
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

462 Davis St, Watertown
$325,000
3 Beds ⋅ 1 Baths ⋅ 24183305 MLS
Welcome to a classic Colonial brimming with character, warmth, and opportunity. Situated on a generous corner lot in one of Oakville's established neighborhoods, this inviting three-bedroom home offers timeless appeal and comfortable everyday living. Step inside to discover sun-filled living spaces accented by hardwood floors, original door hardware, and classic New England charm. The bright kitchen flows effortlessly into the home's main living area, creating a welcoming environment for both daily life and entertaining. Upstairs, three comfortable bedrooms provide flexibility for family, guests, or a home office. Outside, the private backyard with secret garden vibes that offers space to relax, garden, or enjoy outdoor gatherings, while the detached garage and full walk-out basement provide valuable storage and future potential. Whether you're a first-time homeowner, downsizing, or searching for a home with character and room to personalize, this property delivers exceptional value. Conveniently located near shopping, dining, schools, parks, and major commuter routes, 462 Davis Street combines small-town charm with everyday convenience. Walk to shops and restaurants! This is a wonderful opportunity to own a classic Oakville home and enjoy all that the Watertown community has to offer.

462 Davis St, Watertown

195 Town Line Hwy, 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

French St, Watertown
$740,000
24181208 MLS
PRESENTING FRENCH HILL ESTATES - a rare, FULLY APPROVED-SHOVEL READY, 18-lot subdivision in desirable Watertown, CT! This development offers an immediate opportunity to break ground, WITH APPROVALS IN PLACE UNTIL 2029, eliminating years of planning and zoning/wetland delays. Set on approximately 14 scenic acres in an R-12.5 zone, the subdivision includes 18 approved lots ranging from 13,800 to 69,129 square feet, providing a versatile mix of homesites. The property is nestled in the rolling hills of Litchfield County and features mature woodlands, a tranquil brook, conservation easements, and a cul-de-sac design that enhances privacy and neighborhood appeal. All lots are fully serviced by municipal water and sewer, adding significant value and simplifying development. Conveniently located near schools, shopping, dining, recreation, and public services, with easy access to Route 8 and I-84 for commuting. Watertown is known for its strong community feel, New England charm, and attractive tax structure, making this an exceptional location for new construction demand. An outstanding turnkey opportunity for builders, developers, or investors to capitalize on a high-demand market. Plans and approved maps are available upon request. MOVE QUICK!

French St, Watertown

300 Hilltop Rd, 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

82 Nova Scotia Hill Rd, Watertown
$665,000
5 Beds ⋅ 4 Baths ⋅ 24179966 MLS
Story Book Setting and the house to match. Come see this beautiful home and you will not want to leave. Approach from a long gravel driveway, past willow trees and apple trees, over the brook into your private world. Custom built in 1934 and modernized to include central air, new windows, new bathrooms, and newer eat-in kitchen. The spacious living room has high ceilings, and a fireplace. The library/den has a fireplace and really cozy on cold winter days. The Florida Room brings the outdoors indoors and enjoyable most of the year. There are five bedrooms, three & half baths and plenty of closet space. The spacious primary suite has a dressing room and great closet space. This home is incredible in so many ways. Come see for yourself.

82 Nova Scotia Hill Rd, Watertown

603 Sunnyside Ave, Watertown
$375,000
3 Beds ⋅ 2 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. Heat and central air are also in the basement, for future additional living space. Ideally located with easy access to major highways, this home combines comfort, convenience, and modern updates in a desirable setting. This property also has an elevator. A beautiful updated move-in ready home!

603 Sunnyside Ave, Watertown

71 Turnberry Ct Unit 17, Watertown
$558,465
3 Beds ⋅ 3 Baths ⋅ 24177232 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.

71 Turnberry Ct Unit 17, Watertown

75 Turnberry Ct Unit 18, Watertown
$610,700
3 Beds ⋅ 3 Baths ⋅ 24173521 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.

75 Turnberry Ct Unit 18, Watertown

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

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