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541 Middlebury Rd, Watertown
$469,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

56 Orient St, Watertown
$379,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212838 MLS
Welcome to 56 Orient Street, a beautifully updated 4-bedroom, 2-full-bath home has over 1,898 square feet of finished living space in a beautiful, well-established Watertown neighborhood. Step inside to find a bright, move-in-ready interior featuring a brand-new kitchen with new appliances, new flooring, fresh paint, and numerous updates throughout. With four bedrooms and two full bathrooms, the home has plenty of room and flexibility for today's lifestyle.. A separate side entrance provides direct access to a bedroom with an attached full bathroom, creating an excellent setup for extended family, guests, a private home office, or anyone looking for additional separation and privacy. Outside, enjoy a spacious backyard, a good-sized deck, relaxing or entertaining, a storage shed, and newly completed landscaping that adds to the home's curb appeal. The location is another major highlight. Situated in a beautiful, well-established neighborhood and approximately 1/4 mile from Polk School, this home combines a quiet residential setting with convenient access schools.

56 Orient St, Watertown

114 Plainfield Dr, Watertown
$384,999
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24212700 MLS
Well-maintained and move-in ready, this spacious split-level home offers a flexible layout with plenty of room to make it your own. Featuring 4 bedrooms plus additional Lower-level space that can work well as a home office, den, hobby room, or guest area, the home offers versatility for a variety of needs. Inside, you'll find hardwood floors, a comfortable living room, dining area, an efficient kitchen with ample cabinet space, and a family room with a wood-burning stove. The additional 12' x 24' lower-level room provides even more usable space, while the walk-out lower level, attic, closets, and garage offer excellent storage throughout. The home has been thoughtfully maintained with several updates over the years, including vinyl siding, energy-efficient windows, gas forced-air heat, central air conditioning, a newer garage door and opener, and a newer hot water heater. Outside, enjoy a level, fenced backyard with attractive plantings, a garden area, patio, and storage shed. A double driveway and one-car garage provide added convenience. Conveniently located near shopping, schools, parks, medical facilities, public transportation, and higher education, this home is a strong option for a first-time buyer, downsizer, or anyone looking for a property that has been cared for and is ready for its next chapter. Come see it in person and experience the space, condition, and possibilities for yourself.

114 Plainfield Dr, Watertown

2581 Litchfield Rd, Watertown
$549,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24211799 MLS
Beautiful Litchfield County property, 18.26 Acres, with year round cottage & post and beam barn with loft. Options include year round cottage living, hunting,cross country skiing, BMX, Snowmobiling, ATVing, agriculture, hunting, recreation and building. Additional land available for a house. Live in the cottage while building or relax and enjoy and leave the land as a legacy for future generations! See MLS Listing #24182179 . Nice fields, woods, small pond, and farm setup. Barn is 24x 36 overall and has a finished loft apartment with kitchen, living areas, bedroom and bathroom. Current rent for the cottage is $1,900.00/mo and the most recent rent for the barn loft was $1,650.00/Mo.The lot lines have been adjusted and new map will be filed with sale at closing.. Selling as is and as two parcels. Tax information to be determined by town at closing.

2581 Litchfield Rd, Watertown

145 Edge Rd, Watertown
$495,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24210946 MLS
Welcome to 145 Edge Road! This beautifully updated, move-in-ready raised ranch offers a bright, spacious layout with an amazing finished lower-level living space. Inside, the home features hardwood flooring throughout, three comfortable bedrooms, and a well-appointed kitchen with white shaker cabinetry, granite countertops, stainless-steel appliances, and ample counter space with seating. The adjoining dining area is surrounded by windows overlooking the backyard and large deck, perfect for everyday living or entertaining. An updated bath features a granite double-sink vanity, modern finishes, and a convenient laundry area. Downstairs, the well-designed finished lower level provides an abundance of additional living space, including a second kitchen with granite countertops, stainless-steel appliances, plenty of cabinetry, a generous living room, an additional bedroom or private home office, and a full bath with a tiled walk-in shower, all suited for extended family or college students returning home. Outside, the large rear deck overlooks a well-maintained lawn and fenced-in backyard area surrounded by mature trees, providing a great setting for entertaining and relaxing while offering plenty of privacy. The home is situated on a corner lot and conveniently located near Route 8, shopping, dining, parks, recreation, and all that Watertown has to offer. A must-see!

145 Edge Rd, Watertown

104 Northwest Dr, Watertown
$615,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24211413 MLS
Custom Craftsmanship, Unparalleled Curbside Appeal, and Pride of ownership to a Majestic Magnitude on full display with this 4 Bedroom 2.5 Bath, 2800sf+ Watertown Colonial. A master class in skilled carpentry abounds immediately upon entry into this open concept, hardwood laden main level living space. The Living room adorns built ins, recessed lighting, and a wood burning masonry fireplace tastefully encased w/ ornate woodwork. Eat-In Kitchen w/ island is equipped with stainless steel appliances, beaming granite countertops, tile flooring and offers slider access to the freshly revitalized Trex decking guiding owners to the lush emerald, green rear grounds, bursting with leisurely potential. The sundrenched formal dining room features bay windows and crown molding. A cavernous family room w/ cathedral ceiling and split system rounds out the main level living space. Upper level features a Capacious primary bedroom suite w/ recently remodeled full bath. Each of the additional 3 spacious bedrooms has ample closet space, plush carpeting and ceiling fans. Brand new, finished lower level w/ walkout adorns engineered wood flooring and a delightful addition of 550+ sf to enjoy. Precision, focus and skillful detail noted upon Every nook of this spectacular home. A highly advantageous solar program, thorough updating, soothing earth tone vibes and a desirable neighborhood further distinguish this estate from all its peers. The time is Now to Capture this Captivating Watertown Jewel.

104 Northwest Dr, Watertown

36 Falls Ter, Watertown
$349,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24210723 MLS
If you are looking for a flat piece of land with modern updates throughout, this is for you. Move in ready 3 bed 2 bath Overlook nearly half an acre of cleared land from your newly installed Trex deck with gazebo. Home offers a comfortable layout with beautiful wood kitchen cabinetry, granite countertops, and plenty of windows that fill the space with natural light. The current owners have lovingly called this their first home for the past 10 years and have taken great care of the property. They made the most of the space, creating a home that is comfortable and functional for their children. They planted Evergreens along the front lawn, adding backyard privacy for years to come. A large, cleared yard, inviting outdoor space, updated interior, and a home that has been truly cared for make this one worth seeing.

36 Falls Ter, Watertown

23 Woodpark Dr, Watertown
$299,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24210349 MLS
Welcome to 23 Woodpark Drive in Watertown!Discover comfort, convenience, and exceptional value in this beautifully refreshed home, featuring numerous recent improvements designed to enhance both its appeal and functionality. Recent updates include fresh interior and exterior paint, a new garage door opener, and a variety of additional repairs and enhancements throughout the property. Adding even more value, a brand-new driveway and a new oil-fired furnace will be installed, providing significant improvements for the future homeowner. The home offers inviting, comfortable living spaces, a functional layout, and wonderful opportunities to personalize each room to your taste. Ideally situated in a desirable Watertown location, the property provides convenient access to shopping, dining, schools, recreational amenities, and major commuting routes. With numerous improvements already completed and additional upgrades on the way, this home presents an excellent opportunity for buyers seeking comfort, convenience, and long-term value.

23 Woodpark Dr, Watertown

96 Neill Dr, Watertown
$599,900
5 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24208411 MLS
WELCOME to 96 Neill Drive this Beautifully remodeled Colonial with Finished basement, located in one of the area's most sought-after neighborhoods! This home features 5 SPACIOUS bedrooms and 3.5 updated bathrooms with stylish tile flooring. You'll love the open-concept layout that includes a bright family room, an eat-in kitchen with custom solid-wood cabinets, Corian countertops, and a center island - Perfect for Entertaining. The formal dining room opens seamlessly into a large living room, ideal for gatherings. Additional highlights include GLEAMING HARDWOOD FLOORS THROUGHOUT Central air and Central vacuum, Fireplace in the living area French doors leading to a Covered wood deck overlooking a private backyard. Convenient mudroom/laundry room off the garage Remodeled bathrooms with modern finishes The Finished Basement fully remodeled and features its own private entrance (walkout basement), open floor plan, 1 bedroom, and a full bath - perfect for extended family or guests. Located close to the Prestigious Taft School and Watertown Golf Club Whether you're looking for multigenerational living or simply a spacious and updated home in a desirable location, this property has it all. Schedule your private showing today!

96 Neill Dr, Watertown

215 Smith Pond Rd, Watertown
$545,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24209717 MLS
Custom Crafted Cape nestled on level private 1.35 acre lot is destined to impress! Main level offers an open flow in the floor plan with living room, dining area with sliding glass doors to spacious deck, stunning kitchen appointed with cherry cabinets, granite counter tops, center island and stainless appliances. Main level primary bedroom boasting full bath, walk in closet and ceiling fan, half bath with laundry and hardwood flooring throughout complete this level. The upper story features 2 generous sized bedrooms, bonus room and second full bath with double vanities. The lower level features recreational room, and plenty of storage space. Additional amenties include oversized two car garage, central air conditioning, cost effective propane gas heating, fenced lot and storage shed. This gem is located just minutes to Interstates 8 and 84 as well as multiple restaurants, golf course, parks and shopping!

215 Smith Pond Rd, Watertown

59 Dalton St, Watertown
$325,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24208943 MLS
This beautifully maintained Cape is tucked away on a quiet back street, offering a welcoming setting and a fully fenced backyard-perfect for pets, play, relaxing, and entertaining. Step inside to find gleaming hardwood floors and updated tile throughout. With bedrooms and a full bath on both floors, the flexible layout offers comfortable living for a variety of needs. The convenient mudroom provides the perfect place to unload at the end of the day and opens directly to a spacious deck overlooking the gorgeous backyard. You'll especially appreciate the comfort of radiant heat on the first floor along with cozy steam heat throughout the home. Important mechanical updates include 200-amp electrical service, a Burnham boiler, and a double-wall stainless-steel oil tank, providing added confidence for years to come. Warm, comfortable, and beautifully cared for-this is a home you'll want to see!

59 Dalton St, Watertown

21 Lancaster St, Watertown
$389,900
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

263 Georgetown Dr, Watertown
$650,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 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

286 North St, Watertown
$399,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24204811 MLS
Cute as a button, this expanded Cape is conveniently located near Taft School and within walking distance to downtown Watertown. Hardwood floors run throughout much of the home, where the first floor offers a spacious living room with a pellet stove, dining room, kitchen, and full bath. Just off the kitchen, the sunken family room is a welcome addition, featuring a propane fireplace flanked by built-ins and access to the back deck. Upstairs, the primary suite offers an updated bathroom and generous closet space, along with two additional bedrooms, including one with built-ins. Outside, enjoy the large back deck, a level yard with room to play, and a one-car under-house garage. A charming home in a convenient Watertown location!

286 North St, Watertown

245 Cherry Ave Unit O21, Watertown
$179,900
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24203065 MLS ⋅ Highgate BLDG.
Charming One- Bedroom Condominium with a Beautiful Tree-Lined View!! Welcome home to this inviting one bedroom condominium featuring a wonderful combination of comfort, style and peaceful surroundings. The updated kitchen offers attractive butcher block and granite countertops, and plenty of cabinetry for all your storage needs. The spacious living room and dining area provide plenty of room for relaxing and entertaining with access to your private deck- the perfect spot to enjoy your morning coffee or unwind at the end of the day while taking in the beautiful views of the treed lined yard. A comfortable bedroom and full bath complete this lovely condo. Surrounded by mature trees and natural beauty , this lovely condo offers a peaceful setting while providing the convenience and easy maintenance of condominium living.

245 Cherry Ave Unit O21, Watertown

116 Pond View Dr, Watertown
$579,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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

54 Buckingham St, Watertown
$229,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24200579 MLS
MOVE-IN READY & BEAUTIFULLY UPDATED! Don't let the size fool you-this charming Oakville home offers more living space than you might expect! The main level features a bright, updated interior with modern finishes and a comfortable, easy-to-maintain layout. The finished, heated walk-out lower level provides valuable additional living space complete with a second kitchen and full bathroom-ideal for extended living, guests, a home office, or recreation space. Enjoy the convenience of central air, natural gas, public water and sewer, plus exterior improvements including newer retaining walls and stairs. Conveniently located near shopping, restaurants, schools, and major routes. A great alternative to renting or condo living! Move right in and make it yours!

54 Buckingham St, Watertown

48 Rockdale Ave, Watertown
$325,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24195402 MLS
Welcome to this beautifully renovated 3-bedroom home, perfectly situated on a spacious, level lot overlooking attractive Brooke views. Completely updated from top to bottom, this move-in ready property offers modern finishes and effortless living. The bright, inviting kitchen features stainless steel appliances, stylish cabinetry, and plenty of workspace for everyday cooking and entertaining. Outside, you'll find a large, flat backyard with a fire pit, creating the perfect setting for relaxing evenings, gatherings with friends, or enjoying the outdoors. With nothing left to do but unpack, this home is an excellent opportunity for first-time buyers, downsizers, or anyone looking for a turnkey property. MOVE QUICK!

48 Rockdale Ave, Watertown

190 Charter Oak Dr, Watertown
$695,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

87 Woodruff Ave, Watertown
$345,900
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 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 ⋅ ACTIVE Status ⋅ 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

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