1,510 houses for sale in Oakville, Watertown town Litchfield County Connecticut

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Located in a quiet Watertown, CT neighborhood just minutes from shopping, dining, and major conveniences, this 4-bedroom, 2.5-bath home offers space and flexibility. The upper level features a bright kitchen, dining area, and a spacious family room with skylights that fill the home with natural light, along with three generously sized bedrooms, a full bath, and a half bath in the primary bedroom. The lower level is ideal for an in-law setup, complete with a full kitchen, large living room with fireplace, bedroom, full bath, and private entrance. Outside, enjoy a fenced backyard with a private deck offering plenty of space and privacy. Subject to probate court approval

HIGHEST and BEST DEADLINE MONDAY 9PM 7/27/26* THE ONE THAT IS ALREADY DONE. Most homes arrive with a punch list. This one arrives finished. Rebuilt from top to bottom through eight years of meticulous ownership, 332 Williamson Circle is the turnkey raised ranch Oakville rarely sees. The open main level is anchored by a fully remodeled kitchen with white cabinetry, center island, and stainless appliances, flowing into bright living and dining space over hardwood floors that run throughout. Every bathroom has been tastefully renovated and a wood burning fireplace warms the heart of the home. The finished walkout lower level flexes as family room, office, or gym, with a laundry closet and direct access to the yard and side entry two car garage. The systems tell the same story. Owned rooftop solar installed in 2021 transfers with no lease to assume and pairs with ductless heating and cooling added in 2024 to keep utility costs remarkably low. A new electrical panel with professional rewiri

Charming, well-maintained split-level home featuring three levels of functional living space. The main level offers a bright living room with hardwood floors and an oversized, eat-in kitchen perfect for entertaining. Upstairs, find three comfortable bedrooms with carpet protecting the original hardwood floors, alongside a classic full tile bath. The cozy lower-level family room includes a convenient half bath and Laundry Room. Enjoy outdoor relaxation on the covered patio. New mini splits installed to provide comfortable living during those hot summer days. This home has been lovingly cared for by the same owner for many years, make some personal touches and you can make this your Home for many more years

Well-maintained 3-bedroom, 2 full bath home situated on a desirable corner lot. The interior offers a warm, inviting layout with great natural light and a beautifully kept living space. Two pellet stoves provide efficient supplemental heat to help offset winter heating costs. The attached 2-car garage adds convenience and storage. The lower level includes a second kitchen, creating excellent flexibility for in-law or multigenerational living possibilities. A versatile, move in ready home with room for everyone. BEST AND FINAL OFFERS DUE 11:59 PM Tuesday 07/07/2026

REDUCED! Watertown/Oakville Raised Ranch in desirable quiet neighborhood! Property includes a living room with a fireplace, three bedrooms, and one and a half baths. Updated kitchen with stainless steel appliances. Lower level provides a large, finished family room, plus an additional large sunroom and another den/office area. Nice deck leading out to level yard. Efficient propane hot water heat, plus the propane Lupi stove for added comfort and heating. A one-car garage completes this very nice home. New Roof and New skylights just installed on 7/18/26. SUBJECT TO PROBATE APPROVAL! Being Sold AS IS

Move-In Ready! Welcome home to this beautifully renovated 3-bedroom, 1.5-bath Ranch offering convenient one-level living. Built in 1952, this turnkey home has been thoughtfully updated with new flooring, fresh interior paint, remodeled bathrooms, a stunning new kitchen featuring quartz countertops, new cabinetry, and stainless steel appliances. The spacious primary bedroom measures approximately 16.7' x 11.6' and includes two closets, providing plenty of storage. Two additional well-sized bedrooms provide flexibility for family, guests, or a home office. The bright, inviting living room opens onto a private rear deck overlooking a peaceful backyard, a place for relaxing/ entertaining. The home also features a large, freshly painted walk-out basement with endless possibilities for additional living space, including a rec. room, playroom, home gym, or workshop. An under-house garage provides convenient parking and direct access to the basement. Ideally located with easy access to major h

Located in a quiet Watertown, CT neighborhood just minutes from shopping, dining, and major conveniences, this 4-bedroom, 2.5-bath home offers space and flexibility. The upper level features a bright kitchen, dining area, and a spacious family room with skylights that fill the home with natural light, along with three generously sized bedrooms, a full bath, and a half bath in the primary bedroom. The lower level is ideal for an in-law setup, complete with a full kitchen, large living room with fireplace, bedroom, full bath, and private entrance. Outside, enjoy a fenced backyard with a private deck offering plenty of space and privacy. Subject to probate court approval

Welcome to this beautiful ranch style home in Oakville, offering a large open kitchen with granite countertops and an island, with plenty cabinet space and stainless steel appliance. Offering 3 comfortable bedrooms, living room with fireplace, detached 2 car garage with a loft area for office or playroom. A private yard surrounding the home perfect for outdoors activities and entertaining. Property has a shared driveway. Huge reduction on price, seller relocating

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

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. C

Welcome to this well-maintained 3-bedroom ranch, ideally situated on a level lot in a quiet neighborhood. Step inside to a spacious living room that flows seamlessly into the eat-in kitchen, creating a comfortable layout for everyday living. Just off the kitchen is a bright three-season sunroom with central air conditioning, offering the perfect place to enjoy your morning coffee while taking in the natural sunlight. The main level also features three generously sized bedrooms and a full bath. A thoughtful addition provides a versatile bonus room ideal for a home office, playroom, or additional living space. The partially finished lower level offers even more room for a recreation area, home gym, or storage. Outside, enjoy a low-maintenance Trex-style deck overlooking a spacious backyard with plenty of room for a pool while still leaving ample green space for entertaining and play. Additional highlights include a newer oil tank, fresh carpeting in the upper-level bonus room and basemen

Welcome home to this adorable Cape-style gem, where timeless charm meets everyday comfort. From the moment you arrive, you'll be captivated by its inviting curb appeal, cozy atmosphere, and classic architectural details. Step inside to discover bright, welcoming living spaces filled with natural light, creating the perfect setting for relaxing evenings or entertaining. The thoughtfully designed layout offers a comfortable flow between the living room, dining area, and kitchen, making daily living both functional and enjoyable. The spacious bedrooms provide peaceful retreats, while the home's character shines through with charming details. Outside, enjoy a lovely yard with plenty of space for gardening, outdoor gatherings, or simply unwinding after a long day. This delightful Cape offers the perfect blend of charm, comfort, and convenience. Located close to shopping and commuter routes, it's a place you'll love coming home to. Don't miss the opportunity to make this picture-perfect home

Calling all investors and owner-occupants! This well-maintained 3-family property in the heart of Oakville offers immediate cash flow with two long-term tenants already in place paying solid rents, plus a newly renovated lower-level unit ready for an owner-occupant or new tenant. The lower-level apartment features 1 bedroom and 1 full bathroom and has been tastefully updated, making it an ideal option for offsetting your mortgage while building equity. Recent capital improvements include a newer roof (approximately 2 years old), two updated hot water heaters, and a new garage door. Additional highlights include natural gas heat, newer vinyl flooring throughout, a detached 1-car garage, and a private back patio area. With low-maintenance features, strong in-place income, and upside potential from the renovated unit, this is a turnkey opportunity for investors seeking reliable cash flow or buyers looking to live in one unit while tenants help cover the mortgage. Move quickly-income-produ

This spacious high ranch offers 3 bedrooms and 2.5 baths, perfectly situated on a private.79 acre cul-de-sac property. Features include a 2 car garage, central air conditioning, and a cozy pellet stove for added comfort. The home boasts a large eat-in kitchen with sliders leading to a deck, ideal for entertaining or relaxing outdoors. Enjoy generous living space both inside and out in this desirable setting. The of this property is contingent upon sellers finding suitable housing

Welcome to this well-maintained home in a desirable Watertown neighborhood, offering numerous quality updates and timeless features. Beneath the wall-to-wall carpeting, you'll find hardwood flooring throughout, providing an excellent opportunity to reveal the home's original character. The spacious interior is complemented by central air conditioning, a whole-house fan, and added attic insulation for enhanced year-round comfort and energy efficiency. Major improvements include a new furnace (2024), water heater (2018), New windows installed 2018 throughout, and a roof replaced approximately 8 years ago. Outside, enjoy relaxing or entertaining on the low-maintenance Trex deck overlooking the yard. The driveway was replaced just 3 years ago, adding to the home's curb appeal and long-term value. With strong mechanical updates already completed, this move-in-ready property offers peace of mind while allowing the next owner to add their own personal touches. Conveniently located near school

Charming, well-maintained split-level home featuring three levels of functional living space. The main level offers a bright living room with hardwood floors and an oversized, eat-in kitchen perfect for entertaining. Upstairs, find three comfortable bedrooms with carpet protecting the original hardwood floors, alongside a classic full tile bath. The cozy lower-level family room includes a convenient half bath and Laundry Room. Enjoy outdoor relaxation on the covered patio. New mini splits installed to provide comfortable living during those hot summer days. This home has been lovingly cared for by the same owner for many years, make some personal touches and you can make this your Home for many more years

Charming and 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 and 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 and 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 and schedule your private showing today!

This well maintained raised ranch located at the end of the culdesac offers privacy and relaxing living in a well established neighborhood. This home offers 3 good size bedrooms with hardwood floors and 2 full baths. Roof is newer and also has central air! The basement offers a mostly complete lower level adding more square footage and could possibly be an inlaw entering thru the garage. This home has a laundry room off the main living floor which could possibly be turned into another bathroom. This home needs some minor updating but new owners could move in and update as they go! A show is a ! Needs probate approval. More pics Monday

HIGHEST and BEST DEADLINE MONDAY 9PM 7/27/26* THE ONE THAT IS ALREADY DONE. Most homes arrive with a punch list. This one arrives finished. Rebuilt from top to bottom through eight years of meticulous ownership, 332 Williamson Circle is the turnkey raised ranch Oakville rarely sees. The open main level is anchored by a fully remodeled kitchen with white cabinetry, center island, and stainless appliances, flowing into bright living and dining space over hardwood floors that run throughout. Every bathroom has been tastefully renovated and a wood burning fireplace warms the heart of the home. The finished walkout lower level flexes as family room, office, or gym, with a laundry closet and direct access to the yard and side entry two car garage. The systems tell the same story. Owned rooftop solar installed in 2021 transfers with no lease to assume and pairs with ductless heating and cooling added in 2024 to keep utility costs remarkably low. A new electrical panel with professional rewiri

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

Lovely 5-room ranch in desirable Watertown featuring beautiful hardwood floors throughout. Enjoy a spacious yard perfect for entertaining, outdoor gatherings, and everyday relaxation. This charming home offers comfortable one-level living with great potential inside and out

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank