Refine Search
Sort by
849 Litchfield Rd, Watertown
$770,000
3 Beds ⋅ 2 Baths ⋅ 24214067 MLS
EXCEPTIONAL EQUESTRIAN PROPERTY WITH DEVELOPMENT POTENTIAL IN LITCHFIELD COUNTY. Set on 8.38 acres, this distinctive ranch with split-level features offers room to ride, room to grow, and room to live. A fieldstone foyer with a decorative stone planter welcomes you inside. Off of the foyer, a light-filled room with windows rising to an arched ceiling makes an ideal guest room, music room, or flex space, with a full bath nearby. There is also an office to the right of the front door too. One step down from the foyer and you're in the Great Room. It impresses with a cathedral ceiling, wood paneling, fireplace, tall windows, and access to an open-air porch. One step up from the Great Room is the formal dining room, which leads to the eat-in kitchen with a new refrigerator, newer double oven, and a dining area overlooking the entire backyard. The adjacent laundry/pantry connects to both a back door and the foyer. A few steps up, the bedroom wing offers three bedrooms plus a media/hobby room. The Primary Bedroom features a romantic balcony with glass Fench Doors overlooking the backyard and His and Hers closets. For horse lovers, the 1,728 square foot barn (built 2005) includes 5 stalls, a loft, and a paddock. Existing plot maps show the property can be divided into 4 residential lots, with access from both Litchfield and Trolane Roads. Plot maps available upon request. Property is being Sold "AS IS."

849 Litchfield Rd, Watertown

15 Hughes Ave, Watertown
$400,000
4 Beds ⋅ 2 Baths ⋅ 24213921 MLS
Charming, well-maintained, one owner brick home situated in a quiet neighborhood! This comfortable 4-bedroom home offers solid construction, great bones, and numerous desirable features. The first floor includes a new full bath, while hardwood floors lie beneath the living room carpet. The lower level features ceramic tile flooring and a walk-out basement, offering additional space and possibilities. Enjoy the privacy of the backyard, manicured lawn, and convenience of a 2-car garage. Additional highlights include thermal windows, updated electrical, city water, and a brand new septic system. Smoke-free and pet-free home that has been lovingly cared for over the years. A wonderful opportunity to own a solid brick home with space, privacy and plenty of potential. Don't miss the many added bonuses this property has to offer!

15 Hughes Ave, Watertown

275 Davis St, Watertown
$309,900
2 Beds ⋅ 1 Baths ⋅ 24216513 MLS
Welcome to 275 Davis Street, a well-cared-for 1945 two-story home in a convenient Oakville neighborhood. It has 5 rooms, 2 bedrooms and a full bath across 1,136 square feet. The interior mixes hardwood floors and wall-to-wall carpeting, and new Andersen windows throughout bring in plenty of natural light. The four-season sunroom is a favorite spot all year, whether for morning coffee, a home office or a quiet place to read. Outside, the newly painted exterior and a beautiful paver walkway give the home great curb appeal. Out back, an expansive deck is ready for grilling and entertaining, and the fenced side yard is perfect for pets. The large basement is ideal for a hobbyist, a workshop or extra storage, and a one-car garage adds off-street parking. You're close to Oakville's shops, parks, schools and restaurants, with quick access to Route 8 and I-84 for commuting. Move-in ready with great updates. Schedule your showing today!

275 Davis St, Watertown

78 Tower Rd, Watertown
$219,900
2 Beds ⋅ 1 Baths ⋅ 24210862 MLS
Opportunity awaits! Bring your vision and creativity to this spacious two bedroom home offering plenty of potential for investors, contractors, or buyers looking for a renovation project. Situated on a nice, level .81 acre lot, this property offers a great opportunity to make it your own. The main level features a spacious living room w/fireplace, dining area, kitchen, full bathroom & 2 bedrooms w/hardwood floors. In addition, off the dining area is an all season room to provide for additional year round living. The home has a walk-up attic and a 9' x 8' wood deck. With its convenient layout, appealing lot, and possibilities for improvement, this property is ready for its next chapter. Bring your ideas and explore the potential!

78 Tower Rd, Watertown

26 Shelter Hill Ave, Watertown
$310,000
3 Beds ⋅ 1 Baths ⋅ 24217048 MLS
Opportunity knocks in sought-after Oakville! This move-in ready 3-bedroom ranch has the updates buyers want, in a neighborhood they keep coming back to. The covered front porch welcomes you home and is made for slow mornings and easy evenings. Step inside and the cathedral ceiling makes an instant impression, opening up a bright, airy layout where the living room flows right into the dining area and updated kitchen. It's perfect for entertaining or keeping everyone connected. An updated full bath and one-level living keep every day simple. Need more room? The partially finished lower level is ready to become a home office, gym, rec room, or convenient storage. The big-ticket items are already done, with a newer gas heating system and a newer garage door, so your budget can go toward making it your own. A one-car garage under the house, a rear deck for summer cookouts, public water and sewer, and low-maintenance vinyl siding round out this 0.23-acre property. One-level living, real updates and an Oakville address: this is the one you've been waiting for. Come see it before someone else calls it home.

26 Shelter Hill Ave, Watertown

60 Rockdale Ave, Watertown
$289,900
3 Beds ⋅ 2 Baths ⋅ 24213412 MLS
Welcome to this charming 3-bedroom, 2-full-bath Colonial, situated on a level lot in Oakville with easy access to town and highways. Expanded in 2019, this inviting home blends rustic charm with updates for comfortable everyday living. Enter through the front sun porch, a welcoming space to relax and enjoy the seasons. Inside, recessed lighting adds a warm touch throughout, while the spacious primary bedroom features a vaulted ceiling. One of the two full baths offers a jetted tub for unwinding at the end of the day. Updates include plumbing, wiring and electrical improvements, along with the installation of central air. A full basement provides plenty of storage, and attractive blue vinyl siding offers easy maintenance. Come discover the charm and convenience this Oakville home has to offer!

60 Rockdale Ave, Watertown

22 Houlton St, Watertown
$232,000
3 Beds ⋅ 1 Baths ⋅ 24217075 MLS
Enjoy one-level living in this 3-bedroom, 1-bath home featuring hardwood floors. The screened-in porch opens to a spacious back deck, creating additional space to relax or entertain outdoors. A full unfinished basement offers abundant storage or the opportunity to customize the space to suit your needs. An attached 2-car garage adds everyday functionality. Access to Routes 8 and 6 connects you to local shopping, dining, schools, and services. Nearby recreation includes Echo Lake Park, Veterans Memorial Park, Crestbrook Park's golf course and tennis courts, and Black Rock State Park, offering opportunities for hiking, fishing, swimming, and enjoying the outdoors. A wonderful opportunity to make this home your own!

22 Houlton St, Watertown

48 Rockdale Ave, Watertown
$309,900
3 Beds ⋅ 1 Baths ⋅ 24217028 MLS
Beautifully renovated with modern finishes and thoughtful updates throughout, this charming three-bedroom home offers an inviting blend of style, comfort, and everyday functionality. The beautifully updated kitchen features all-new appliances, creating a fresh and welcoming space for cooking and gathering. A conveniently located first-floor bedroom adds flexibility to the home's layout, while the additional bedrooms provide comfortable living spaces. Set on approximately 0.30 acres, the property offers outdoor space to relax, entertain, and enjoy the changing seasons. Completely renovated and move-in ready, this home offers modern comfort in an established neighborhood. Nestled in the Oakville section of Watertown, it enjoys a convenient location close to shopping, dining, parks, and everyday essentials, with easy access to Waterbury and major commuter routes. A wonderful place to call home, with everything you need just moments away.

48 Rockdale Ave, Watertown

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

27 Roberts Ave, Watertown

70 Eastwood Hall Rd, Watertown
$615,000
3 Beds ⋅ 3 Baths ⋅ 24216854 MLS
Located in Watertown's desirable Taft area with views of Watertown Golf Club, this 3 bedroom, 2.5 bath Colonial offers light filled spaces and modern updates throughout. MAJOR UPDATES in the last 5 years include: Roof, Siding, Windows, Furnace, Central Air and Solar Panels. Enjoy hardwood floors, a remodeled kitchen with granite counters, stainless steel appliances, beverage bar and custom pantry with butcher block top. The family room features vaulted ceilings, a fireplace and double doors leading to a newly installed deck-perfect for indoor/outdoor entertaining. Completing the main floor is a dining room with large picture window offering views of the private yard and a formal living area. This space offers flexibility for your growing needs! Upstairs, you have 3 nicely sized bedrooms, a full bath and laundry for convenience. A remodeled primary suite features a walk in closet and private bath. Move right in and enjoy the perfect blend of modern updates, outdoor living and room to entertain in Watertown's sought after Taft area!

70 Eastwood Hall Rd, Watertown

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

6 Burnham St, Watertown

245 Riverside St, Watertown
$288,000
4 Beds ⋅ 2 Baths ⋅ 24213411 MLS
Looking for land? This home comes with an additional lot. Discover space, character, and room to make it your own at 245 Riverside Street! This inviting four-bedroom Cape offers the convenience of a location close to shopping and local amenities, paired with an expansive outdoor setting. The sale includes the home's .44-acre lot plus a separate parcel of just over three-quarters of an acre, providing generous space for gardening, outdoor enjoyment, and hobbies. Inside, hardwood floors throughout much of the home add warmth and charm, while a living room, separate dining room, and four upper-level bedrooms provide a versatile layout. The walk-out lower level offers additional space to accommodate your needs. A large barn - needs work- with a basement and a second smaller outbuilding, formerly used as a chicken coop, adds storage and possibilities for creative pursuits. The rear parcel features cleared land with surrounding natural buffers that enhance the setting. Natural gas heat, public water and sewer, replacement windows, and 200-amp electrical service add everyday practicality. With its combination of usable outdoor space, outbuildings, and convenient location, this property offers a wonderful opportunity to bring your vision to life. Potential with improvements.

245 Riverside St, Watertown

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

319 Thomaston Rd Unit 71, Watertown

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

46 Central Ave, Watertown

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

541 Middlebury Rd, Watertown

2581 Litchfield Rd, Watertown
$549,000
2 Beds ⋅ 1 Baths ⋅ 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
$460,000
3 Beds ⋅ 2 Baths ⋅ 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, complete with a private exterior entrance and interior access, 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

36 Falls Ter, Watertown
$339,000
2 Beds ⋅ 1 Baths ⋅ 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

85 Claxton Ave, Watertown
$349,900
3 Beds ⋅ 2 Baths ⋅ 24210793 MLS
Welcome to this beautifully maintained Cape, ideally situated in an established Watertown neighborhood and filled with the warmth and character that make a house feel like home. Set on a level.27-acre lot framed by mature trees, the property offers wonderful curb appeal, a private fenced backyard, and a covered porch perfect for relaxing, entertaining, or enjoying a quiet morning coffee. Inside, hardwood floors and charming architectural details add character throughout. The spacious front-to-back living room features a wood-burning fireplace and built-in cabinetry, while the formal dining room offers additional built-ins and plenty of space for gathering. The eat-in kitchen, a first-floor bedroom, and a full bath provide a comfortable and flexible main-level layout. Upstairs, you'll find two generously sized bedrooms, including the current primary bedroom, along with a convenient half bath. The finished lower level provides even more living space and features its own heating zone-ideal for a family room, home office, recreation area, gym, or combination of uses. A detached one-car garage, newer roof, windows, and siding add to the home's appeal. With its classic Cape architecture, inviting outdoor spaces, flexible floor plan, and desirable Watertown location, this is a home you'll want to see in person.

85 Claxton Ave, Watertown

23 Woodpark Dr, Watertown
$299,900
3 Beds ⋅ 1 Baths ⋅ 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

57 Sunnyside Ave, Watertown
$359,900
4 Beds ⋅ 2 Baths ⋅ 24209970 MLS
ATTENTION INVESTORS & OWNER-OCCUPANTS! This longtime-owned two-family in the Oakville section of Watertown offers a unique opportunity with multiple possibilities. Set on a beautiful & spacious 1.17 acres, the property is ideal for an owner-occupant, investment, or multi-generational living arrangement. The second-floor owner's unit is filled with charm and character, featuring one bedroom with a bright bonus room right off of it flooded with natural light-perfect for a home office, art room, library and reading sanctuary or quiet retreat. The living room offers hardwood floors and a custom cherry built-in wood cabinet, while the partially finished third-floor attic includes two additional rooms with built-in beds and dressers. The first-floor apartment is ready for its next chapter, with much of the space already gutted to the studs, insulated and prepared for renovation. Major updates include a newer furnace, hot water heater, updated electrical and replacement windows. Add a welcoming front porch with the original antique carved hardwood front door with custom glass window, carport, off-street parking and convenient access to Route 8, I-84, shopping and area amenities. Bring your vision and make this unique property your own!

57 Sunnyside Ave, Watertown

96 Neill Dr, Watertown
$599,900
5 Beds ⋅ 4 Baths ⋅ 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

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

19 Pythian Ave, Watertown

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

How much is your home worth?

Get instant property value now!