Homes for Sale near Swift Middle School

• 

  

  

  /40

  $795,000

  • 4 Beds
  • 4 Baths
  • 3,856 Sq Ft

  59 J Ryan Way, Watertown, CT 06795

  Welcome to 59 J Ryan Way in Watertown a stunning four-bedroom home thoughtfully designed for both everyday living and exceptional entertaining. Offering over 3,800 square feet of beautifully finished space, this residence makes an immediate impression from the moment you step into the dramatic two-story foyer. This expansive home features 11 well-appointed rooms, including four generously sized

  

  Ken Demirs

  Regency Real Estate, LLC

  59 J Ryan Way, Watertown, CT 06795
• 

  Explore Swift Middle School

• 

  

  

  /40

  $789,000

  Open Sat 12PM - 1:30PM

  • 4 Beds
  • 4 Baths
  • 3,072 Sq Ft

  195 Town Line Hwy, Watertown, CT 06795

  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

  

  Ken Demirs

  Regency Real Estate, LLC

  195 Town Line Hwy, Watertown, CT 06795
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  /40

  $779,900

  $15K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,209 Sq Ft

  55 Butternut Ln, Watertown, CT 06795

  Motivated Seller Price Improved 15K Welcome to 55 Butternut Ln, Watertown! Tucked away on 3.5 private acres, this custom-built 2006 home offers over 3,200 sq. ft. of living space thoughtfully designed for both comfort and entertaining. The open floor plan showcases soaring two-story ceilings, a spacious dining room/living room with wet bar, ice machine, and wine chiller, a welcoming family room

  

  Ken Demirs

  Regency Real Estate, LLC

  55 Butternut Ln, Watertown, CT 06795
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  /39

  $329,900

  • 3 Beds
  • 1.5 Baths
  • 2,600 Sq Ft

  30 Maplewood St, Waterbury, CT 06708

  Spacious and beautiful 3-bed, 1.5-bath ranch in a quiet location! 100% move-in ready with nothing to do but enjoy, this exceptionally well-maintained home is the one! Bright, cheerful and clean spaces throughout its 1,300sf of above-grade living space, with the kitchen/dining area and living room both measuring a roomy 21 x 12. The "windowed" wall opening between these 2 rooms allows for a visual

  

  Kenneth Viele, Jr.

  Coldwell Banker Realty

  30 Maplewood St, Waterbury, CT 06708
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  /35

  $969,900

  • 4 Beds
  • 3.5 Baths
  • 3,146 Sq Ft

  217 Hinman Rd, Watertown, CT 06795

  Own a Piece of Paradise! Builders' own home! Nestled nearly 1,000 feet from the road on 65 breathtaking acres of conservation-protected land, this extraordinary custom Cape offers the perfect blend of privacy, luxury, and nature. Enjoy spectacular sunsets from your front porch, peaceful country living, and abundant wildlife right outside your door. Built in 2019, this exceptional home offers 3146

  

  Dawn Cabral

  West View Properties, LLC

  217 Hinman Rd, Watertown, CT 06795
• 

  

  /40

  $329,000

  Open Sun 12PM - 2PM $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  50 Porter St, Watertown, CT 06795

  4 Level Split Level on Corner Lot, 3 Bedroom, 1 1/2 Bath's, 12x17 Living Room / Dining Room with Hardwood Floors & Electric F/place, Eat-In Kitchen with Granite Countertops and Stacked Stone Backsplash & Bamboo Floor,Lower-Level Family Room / Living Room 11x20, 12x12 Rear Deck,Peeling Paint on the Outside of House only( CHFA/FHA )will (NOT) work for this Home, Central A/C Does NOT Work

  

  Paul Roger

  Full Service Realty LLC

  50 Porter St, Watertown, CT 06795
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  /38

  $479,900

  $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,496 Sq Ft

  541 Middlebury Rd, Watertown, CT 06795

  Spacious 4-bedroom, 3.5-bath Colonial set on 1.04 acres in a desirable Middlebury Road location, close to Taft School with easy access to town, shopping, and local amenities. This inviting home offers a gorgeous eat-in kitchen, a formal dining room, and a warm living room with a masonry fireplace. Features include hardwood floors throughout, crown molding, French doors, and generous living space.

  

  Dawn Cabral

  West View Properties, LLC

  541 Middlebury Rd, Watertown, CT 06795
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  /10

  $210,000

  • 1 Bed
  • 1 Bath
  • 676 Sq Ft

  243 Echo Lake Rd Unit 4, Watertown, CT 06795

  Why rent when you can own? Welcome to The Ledges at Echo Lake, a newly built community completed in 2024 and designed for modern, low-maintenance living. This desirable first-floor ranch-style unit offers the convenience of one-level living with an open floor plan and bright, spacious living room that flows seamlessly into the fully applianced kitchen. The kitchen features stylish and durable

  Kurt Jain NextHome Real Estate Services

  243 Echo Lake Rd Unit 4, Watertown, CT 06795
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  /10

  $79,500

  • Land
  • 35.22 Acres
  • $2,257 per Acre

  TBD (Lot 29) Deer Trail Ct, Pueblo, CO 81004

  Discover wide open Colorado skies and endless potential on this beautiful raw parcel in the peaceful Verde Valley area. Rolling hills, native brush, and panoramic views create the perfect backdrop for your dream build or weekend retreat. This land is raw — meaning zero utilities — but ready for your own touch and vision. Escape busy, compact city living and embrace a quiet, slower lifestyle

  Morgan Bennett EXIT Realty DTC, Cherry Ck, P.P

  TBD (Lot 29) Deer Trail Ct, Pueblo, CO 81004
• 

  

  /19

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft

  159 Riverside St, Oakville, CT 06779

  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

  Don Fabrizio-Garcia Fab Real Estate LLC

  159 Riverside St, Oakville, CT 06779
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  Chatham Plan at Turnberry Estates, Watertown, CT 06795

  Lovley Development Builder

  27 Turnberry Ct Unit 39414676, Watertown, CT 06795
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  /12

  $749,000

  New Construction $46K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,611 Sq Ft

  Lot 20 Bassett Rd, Watertown, CT 06795

  ASK ABOUT HOW YOU CAN OWN THIS HOME FOR JUST 5% DOWN TOTAL! Privacy at its finest at this Custom built Ranch with exquisite architecture and expansive open floor plan! Plot plan comes with a designated area to have a potential built-in pool. This property is a ready to build in this established neighborhood. Attractive, flat, 1.14 acres, FULLY APPROVED building lot. Enjoy high-end finishes

  David Aurigemma Regency Real Estate, LLC

  Lot 20 Bassett Rd, Watertown, CT 06795
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  /27

  $589,000

  • Land
  • 18.26 Acres
  • $32,256 per Acre

  2581 Litchfield Rd, Watertown, CT 06795

  18.26 Acres of beautiful Litchfield County land with summer cottage AND post and beam barn with loft. Some options include building a home / estate, practicing agriculture, conservation, outdoor recreation, or just relaxing and enjoying! Live in the cottage while building. Nice fields, woods, small pond, and farm setup. Barn is 24x 36 overall and has 2 box stalls and a straight stall, hay or

  Vincent Gualtieri Town & Country Real Estate

  2581 Litchfield Rd, Watertown, CT 06795
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  /16

  $159,900

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  237 Porter St Unit 237, Watertown, CT 06795

  Rare opportunity to own this well-maintained condo as a part of 5-unit condo association with low taxes and easy to manage. Property features kitchen with tile flooring, living room with new laminate flooring and sliding door that leads to a wooded patio for relaxing or family gatherings. The 2 good sized bedrooms are located on the back of the unit, and both have laminate flooring. Currently is

  Koco Pela William Raveis Real Estate

  237 Porter St Unit 237, Watertown, CT 06795
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  /19

  $199,900

  • 2 Beds
  • 1 Bath
  • 918 Sq Ft

  239 Porter St, Watertown, CT 06795

  Here is the chance to get your hands on a well maintained and rare 3 units condos sold together 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

  Koco Pela William Raveis Real Estate

  239 Porter St, Watertown, CT 06795
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  /11

  $54,900

  • Studio
  • 1 Bath
  • 376 Sq Ft

  243 Porter St, Watertown, CT 06795

  Opportunity is knocking to get to an investment property with less work to maintain and increase your profits as you go. The stand-alone building condo/studio is part of a 5-unit association with low taxes, which make it more appealing to investors or owner occupied alike. Currently rented to a long-term tenant this unit is basically one bedroom, one bath, kitchen and living area good enough for

  Koco Pela William Raveis Real Estate

  243 Porter St, Watertown, CT 06795
• 

  Price To Be Determined

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft

  Blantyre Plan at Turnberry Estates, Watertown, CT 06795

  Lovley Development Builder

  27 Turnberry Ct Unit 39414668, Watertown, CT 06795
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  /40

  $409,000

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  77 Westbury Park Rd, Watertown, CT 06795

  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

  Jason Malagutti Dave Jones Realty, LLC

  77 Westbury Park Rd, Watertown, CT 06795
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  /23

  $1,100,000

  • 4 Beds
  • 3.5 Baths
  • 3,836 Sq Ft

  114 Wheeler Farm Rd, Watertown, CT 06795

  Custom-Built Home on 1.45 Acres with Luxury Finishes & Outdoor Oasis in Watertown, CT!! Welcome to this stunning custom-built home offering over 4,600 square feet of beautifully crafted living space on 1.45 private acres. Designed with comfort and entertaining in mind, this home features 4 spacious bedrooms with the possibility of a 5th, along with 4 full bathrooms and 1 half bath, including a

  Arben Belica William Raveis Real Estate

  114 Wheeler Farm Rd, Watertown, CT 06795
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  /39

  $459,900

  • 4 Beds
  • 3.5 Baths
  • 2,972 Sq Ft

  287 Cherry Ave, Watertown, CT 06795

  Spacious Colonial offering over 2,048 square feet of living space, plus additional living space with an in-law/guest space-perfect for multigenerational living, guests, or flexible living arrangements which was added to the home in 2024. The accessory space features a private entrance, kitchenette/living area combo, bedroom with double closets, full bath with laundry hook-up, and additional

  Jennifer Bundock Coldwell Banker Realty

  287 Cherry Ave, Watertown, CT 06795
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  /32

  $499,000

  $61K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,954 Sq Ft

  63 Northwest Dr, Watertown, CT 06795

  This 3 Bedroom, 2.5 Bath Charming Well-Maintained Colonial in the heart of Watertown offers a perfect blend of modern updates with everyday comfort. Situated on a beautiful landscaped .61 acre lot, the property boasts breathtaking views from a custom concrete patio overlooking a private, wooded backyard. The peaceful setting provides an ideal retreat for relaxing, and enjoying nature year-round.

  Sharon Martino Regency Real Estate, LLC

  63 Northwest Dr, Watertown, CT 06795
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  /40

  $424,900

  • 4 Beds
  • 2 Baths
  • 2,006 Sq Ft

  87 Woodruff Ave, Watertown, CT 06795

  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

  Mark Tavares Mark Tavares Realty, LLC

  87 Woodruff Ave, Watertown, CT 06795
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  /25

  $374,900

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft

  38 Highwood Ave, Oakville, CT 06779

  Watertown 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 finished family room, plus a sunroom and den/office. Nice deck leading out to level yard. Efficient propane hot water heat, plus the propane Lupi stove for added comfort and

  James Kane Showcase Realty, Inc.

  38 Highwood Ave, Oakville, CT 06779
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  /30

  $205,000

  Open Sat 12:30PM - 2:30PM

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft

  245 Cherry Ave Unit A24, Watertown, CT 06795

  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

  Kendra Bobowick Berkshire Hathaway NE Prop.

  245 Cherry Ave Unit A24, Watertown, CT 06795
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  /35

  $399,000

  • 3 Beds
  • 2 Baths
  • 1,557 Sq Ft

  52 Wheeler St, Watertown, CT 06795

  Step into a piece of Watertown's rich history at 52 Wheeler Street, a residence brimming with antique character and timeless appeal. This home offers a rare blend of preserved original details and essential modern updates. Situated on a quiet, level lot just one block from the prestigious Taft School, the property welcomes you with a classic wraparound porch, featuring a screened-in section

  Jaider Osorno Alpha Capital Realty, LLC

  52 Wheeler St, Watertown, CT 06795
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  /7

  $1,200,000

  • Land
  • 83.99 Acres
  • $14,287 per Acre

  00 Litchfield Rd, Watertown, CT 06795

  An exceptional opportunity to acquire / develop 84.01 of land on Litchfield Road in Watertown, Connecticut. The portion with frontage is zoned R-30 consists of 27.38 acres. The other portion consisting of 56.63 Acres is situated in the R-70 Zone Residential land with frontage on Butternut Lane. [BUTTERNUT ROAD IS SUBSTANDARD & PAPER IN PART] This expansive parcel offers outstanding potential for

  Robert Ghent Ghent Realty Advisors

  00 Litchfield Rd, Watertown, CT 06795
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  /29

  $299,999

  • 3 Beds
  • 1 Bath
  • 1,624 Sq Ft

  82 Porter St, Watertown, CT 06795

  Back on Market & Mostly Cleared Out! For the first time since hitting the market, this property is almost empty, making it clean, safe, and incredibly easy to show. Now, buyers can truly see and appreciate every inch of this home's solid bones and massive potential. Step into timeless character with this classic 1919 Colonial nestled on a generous, level 0.52-acre lot. Offering 1,624 square feet

  Steve Schappert Connecticut Real Estate

  82 Porter St, Watertown, CT 06795
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  /21

  $549,000

  $50K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft

  2581 Litchfield Rd, Watertown, CT 06795

  Cottage with post and beam Barn with loft on 15+ acres. Fields, woods, small pond, farm. Barn is 24x 36 overall and has 2 box stalls and a straight stall, hay or other storage a wash stall, and a finished loft apartment with kitchen, living areas, bedroom and bathroom. Options include practicing agriculture, hunting, relaxing and building an estate. Additional land available for a house. See MLS

  Vincent Gualtieri Town & Country Real Estate

  2581 Litchfield Rd, Watertown, CT 06795
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  /32

  $874,900

  • 4 Beds
  • 2.5 Baths
  • 3,528 Sq Ft

  193 Stoney Brook Ln, Watertown, CT 06795

  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

  Sarah Hull Coldwell Banker Realty

  193 Stoney Brook Ln, Watertown, CT 06795
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  /26

  $439,900

  • 4 Beds
  • 3.5 Baths
  • 1,496 Sq Ft

  15 Monroe St, Oakville, CT 06779

  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.

  Tom Dorso Mapleridge Realty

  15 Monroe St, Oakville, CT 06779
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  /34

  $369,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  462 Davis St, Oakville, CT 06779

  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

  Breanna Goebel Compass Connecticut, LLC

  462 Davis St, Oakville, CT 06779
• 

  

  /21

  $160,000

  • Land
  • 2.5 Acres
  • $64,000 per Acre

  0 Litchfield Rd Unit 24148536, Watertown, CT 06795

  Spectacular Mountaintop Land! You will be surrounded by forest, farms, fields and wildlife. Private 2.5 acre interior lot. One of the highest spots in Watertown CT. Property is on the Bethlehem town line and close to the Morris town line. Zoning Permit previously issued. Words cannot describe how fantastic a property this is. If privacy is what you want, this is for you. A distinct place for a

  Vincent Gualtieri Town & Country Real Estate

  0 Litchfield Rd Unit 24148536, Watertown, CT 06795
• 

  

  /30

  $325,000

  $15K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,504 Sq Ft

  319 Thomaston Rd Unit 13, Watertown, CT 06795

  Desirable Watertown Old Farms townhome offering open-concept living, custom stone, natural gas fireplace with built-in shelving, granite kitchen, and a private deck overlooking serene wooded surroundings. The bright living and dining area features warm wood-style flooring, a natural gas fireplace framed by custom stonework and flanked by built-in bookshelves, and a sliding door that leads to a

  Taylor O'Keefe Drakeley Real Estate, Inc.

  319 Thomaston Rd Unit 13, Watertown, CT 06795
• 

  

  /21

  $425,000

  • 4 Beds
  • 2 Baths
  • 1,558 Sq Ft

  77 Hubbell Ave, Oakville, CT 06779

  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,

  Maria Vilar Lamacchia Realty

  77 Hubbell Ave, Oakville, CT 06779
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  /40

  $550,000

  • 3 Beds
  • 3 Baths
  • 2,520 Sq Ft

  300 Hilltop Rd, Oakville, CT 06779

  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

  Desiree Meister William Pitt Sotheby's International Realty

  300 Hilltop Rd, Oakville, CT 06779
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  /6

  $110,000

  $10K PRICE DROP

  • Land
  • 16,988 Sq Ft
  • $282,051 per Acre

  111 Fairview Ave, Oakville, CT 06779

  NEWLY SPLIT LOT FOR BUILDING A DUPLEX RESIDENTIAL, YOU CAN BUILD A TRIPLEX UNIT, BUT VARIANCE IS REQUIRED FOR PARKING SPACE, ANY STRUCTURAL THAT WILL BE BUILD IN THE SAID LOT HAS TO BE APPROVED BY PLANNING AND ZONING BY SUBMITING YOUR OWN PLANS. NATURAL GAS LINE ON THE STREET, AS WELL AS PUBLIC WATER AND SEWER MAKES THIS LOT MORE INTERESTED AND MORE AFFORDABLE TO BUILD.

  Koco Pela William Raveis Real Estate

  111 Fairview Ave, Oakville, CT 06779
• 

  

  /24

  $299,999

  $75K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,034 Sq Ft

  251 Riverside St, Oakville, CT 06779

  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.

  Ketty Daffron William Raveis Real Estate

  251 Riverside St, Oakville, CT 06779
• 

  

  /40

  $725,000

  • 4 Beds
  • 4 Baths
  • 2,528 Sq Ft

  190 Charter Oak Dr, Watertown, CT 06795

  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

  Stephen Briotti Lamacchia Realty

  190 Charter Oak Dr, Watertown, CT 06795
• 

  

  /25

  $8,000,000

  • Land
  • 122.65 Acres
  • $65,226 per Acre

  0 Frost Bridge Rd Unit 24118953, Watertown, CT 06795

  Big beautiful land for sale in the Watertown Business Park area. Total of 8 land parcels that equal 122.65 acres of record. See map on file for visual of the large parcels that abut. See the Rt 262 frontage, Echo Lake Road frontage, Dinunzio Road and Ledge Road access. Wonderful curb appeal and very close Route 8 highway on/off access. Land is currently zoned for office, industrial, retail &

  Laurie Lukasavage Showcase Realty, Inc.

  0 Frost Bridge Rd Unit 24118953, Watertown, CT 06795
• 

  

  /20

  $399,900

  • 4 Beds
  • 3 Baths
  • 2,054 Sq Ft

  93 Main St, Watertown, CT 06795

  Back on the Market - No Fault of the Property. Welcome home to this beautifully maintained 4-bedroom, 3-bath property offering spacious living areas and a versatile layout. The finished basement includes a full bathroom and provides additional flexibility for storage, recreation, a home office, or other personal needs. Enjoy comfortable bedrooms, ample storage, and a home designed for both

  Nathaly Almanzar MoveWise Real Estate LLC

  93 Main St, Watertown, CT 06795

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