Newest Homes for Sale in Watertown, CT

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  $399,900

  • 3 Beds
  • 1 Bath
  • 1,182 Sq Ft

  128 Middlebury Rd, Watertown, CT 06795

  One of Watertown's most sought after neighborhoods, less than 1 block to Prestigous Taft School, This cozy 3 br ranch home is updated with lovely kitchen with new cabinets, granite counters, stainless appliances, full remodeled bathroom, gleaming hardwood floors, main level enclosed sunroom off the kitchen overlooking huge level back yard with unlimited possibilites, potential in basement for

  Mike Grady Brass City Homes Real Est. LLC

  128 Middlebury Rd, Watertown, CT 06795
• Explore Watertown

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  /7

  $299,000

  • 3 Beds
  • 1.5 Baths
  • 1,304 Sq Ft

  251 Williamson Cir, Oakville, CT 06779

  HIGHEST AND BEST SUNDAY 12PM. Discover this adorable ranch-style home offering 3 bedrooms and 1.5 baths with a bright, open floor plan. The interior has been freshly painted and features beautiful hardwood floors, along with new carpeting in the spacious family room. The finished walkout lower level offers additional living space and excellent potential for a possible in-law setup, home office,

  Debbie Lupo Regency Real Estate, LLC

  251 Williamson Cir, Oakville, CT 06779
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  /6

  $235,900

  • 2 Beds
  • 2 Baths
  • 856 Sq Ft

  54 Buckingham St, Oakville, CT 06779

  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

  Arben Demiraj West View Properties, LLC

  54 Buckingham St, Oakville, CT 06779
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  /27

  $279,900

  • 4 Beds
  • 1 Bath
  • 1,461 Sq Ft

  54 Litchfield Rd, Watertown, CT 06795

  Rich in history, this enchanting 1869 Colonial welcomes you with its traditional architecture and classic layout. The main floor boasts distinct living spaces, including a warm living room, a gracious dining room, and an intimate den that invites relaxation. Four generously sized bedrooms offer ample space for family or guests. Outside, a standalone detached garage adds functionality while

  Sherry Cosmos Proe Regency Real Estate, LLC

  54 Litchfield Rd, Watertown, CT 06795
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  /29

  $914,900

  • 3 Beds
  • 2.5 Baths
  • 3,893 Sq Ft

  555 Davis St, Oakville, CT 06779

  Single Owner - Custom Built 3093sqft all Brick and Stone Colonial set on 6.11 estate like acres with heated in-ground swimming pool, pool house, basketball court, and plenty of parking. Potential for further development with additional 1 acre lot included. Quality construction includes hardwood, tile, and granite countertops throughout. Living room with Fireplace and crown molding. Dining room

  John Donato Jr Showcase Realty, Inc.

  555 Davis St, Oakville, CT 06779
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  /40

  $925,000

  Open Sun 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 3,286 Sq Ft

  67 Curtiss Ln, Watertown, CT 06795

  Welcome to this meticulously maintained Colonial, ideally situated in a highly desirable neighborhood and offering over 4,000 sq. ft. of beautifully finished living space. Quality craftsmanship is evident throughout, with extensive custom moldings, detailed woodwork, transom windows, built-ins, and thoughtful architectural details in nearly every room. The main level features a formal living room

  

  Ken Demirs

  Regency Real Estate, LLC

  67 Curtiss Ln, Watertown, CT 06795
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  /28

  $580,000

  Open Sat 1PM - 3PM

  • 7 Beds
  • 3 Baths
  • 3,515 Sq Ft

  125 Clematis Ave, Waterbury, CT 06708

  Beautifully renovated multi-family home offering a great blend of comfort, updates, and outdoor space. The property features upgraded siding, a newer roof, central air, and gas heating, along with ample private parking. The beautiful backyard provides a welcoming space to relax, entertain, or enjoy the outdoors. With major improvements already completed and plenty to appreciate, ready for you to

  Jonathan Minerick Homecoin.com

  125 Clematis Ave, Waterbury, CT 06708
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  /31

  $325,000

  Open Sun 1PM - 3PM

  • 2 Beds
  • 1 Bath
  • 1,028 Sq Ft

  39 Killorin Rd, Watertown, CT 06795

  Escape to this 2 bedroom knotty pine cottage/ranch nestled on 2.5 picturesque acres in one of the most desirable locations in Watertown. Let your design style run wild because all the BIG ticketed mechanicals have all been updated. All you need to focus on is creating a space that reflects your unique design style. UPDATES include: NEW SEPTIC System installed 2010, NEW Roof, (GAF Timberline

  Martha Chouinard Showcase Realty, Inc.

  39 Killorin Rd, Watertown, CT 06795
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  $265,000

  • 2 Beds
  • 1.5 Baths
  • 947 Sq Ft

  26 Fairview St, Oakville, CT 06779

  A Painstakingly Preserved, Serene, 2 Bedroom, 940SF+ Capacious Cape Oozing with potential in the Heart of Oakville. This timeless abode is Beaming with Period Era Custom Craftsmanship, perfectly balanced with functional comforts. The open concept, main level, boasts warm original wood flooring, encapsulated beneath the current carpeting, intricate custom woodwork, vintage fully-glassed sunroom

  Jason Malagutti Dave Jones Realty, LLC

  26 Fairview St, Oakville, CT 06779
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  /8

  $387,000

  • Land
  • 3.24 Acres
  • $119,444 per Acre

  100 Loop Rd, Watertown, CT 06795

  All building permits in place. Approved, recently poured foundation and approved plot plan for a 3-5 bedroom house with walkout. Beautiful 3.24 acre lot. Ready to build. The largest lot in Highview Estates, possibly subdividable. Short drive to 84, 8, and 6; well-located. All utilities are underground at CURBSIDE: water, sewer, electric, gas, cable. Ready to build your dream house and don't want

  Amy Lapierre Coldwell Banker Realty

  100 Loop Rd, Watertown, CT 06795
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  /39

  $469,000

  • 3 Beds
  • 2.5 Baths
  • 2,345 Sq Ft

  183 Plainfield Dr, Oakville, CT 06779

  Welcome to this beautifully updated raised ranch with IN-LAW STYLE SET-UP! Step inside to a spacious living room featuring a cozy gas fireplace and gleaming oak hardwood flooring that flows throughout the main level. The open-concept layout seamlessly connects the living room to the bright, updated kitchen, complete with stainless steel appliances and plenty of cabinet space. Just off the

  David Aurigemma Regency Real Estate, LLC

  183 Plainfield Dr, Oakville, CT 06779
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  /31

  $645,000

  • 3 Beds
  • 3.5 Baths
  • 3,343 Sq Ft

  240 Skilton Rd, Watertown, CT 06795

  Off a quiet country road this circa 1941 Cape Cod style home is perched privately in the center of an idylic eight acre country estate. Reimagined and renovated 3 bedroom 3.5 bath 3343 square foot home features expanded kitchen, updated baths, new carpet, built-ins, and is ready for its new owner! Closets galore. New roof, new ductless mini split system. Upper level master bedroom suite boasts

  George Mclean William Raveis Real Estate

  240 Skilton Rd, Watertown, CT 06795
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  /27

  $350,000

  $35K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,314 Sq Ft

  34 Shelter Hill Ave, Oakville, CT 06779

  This 4-bedroom, 1.5-bathroom single-family home is located at 34 Shelter Hill Ave, in the Oakville section of Watertown, in Litchfield County and was built in 1910. This home offers 1,314 square feet of living space with 7 total rooms and has been continually upgraded by the owner; however, they are no longer motivated to put more time into creating their vision (rendering included in photos).

  William Piccirillo BHGRE Gaetano Marra Homes

  34 Shelter Hill Ave, Oakville, CT 06779
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  /29

  $339,000

  • 3 Beds
  • 1 Bath
  • 990 Sq Ft

  48 Rockdale Ave, Oakville, CT 06779

  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.

  David Aurigemma Regency Real Estate, LLC

  48 Rockdale Ave, Oakville, CT 06779
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  /40

  $995,000

  New Construction

  • 4 Beds
  • 3 Baths
  • 3,485 Sq Ft

  191 Northfield Rd, Watertown, CT 06795

  Coming Soon! Exceptional New Construction on 6.59 private acres in Watertown with breathtaking views and a setting that's perfect for horse enthusiasts, car collectors, or anyone seeking the ultimate country retreat. This stunning 3 or 4 bedroom, 3 full bath home offers a bright, open floor plan with soaring vaulted ceilings, gorgeous hardwood floors throughout, and a spacious bonus room over the

  

  Ken Demirs

  Regency Real Estate, LLC

  191 Northfield Rd, Watertown, CT 06795
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  /40

  $899,900

  • 6 Beds
  • 6.5 Baths
  • 3,740 Sq Ft

  47 Academy Hill, Watertown, CT 06795

  The Mary A. Merriman Residence, circa 1871, is one of Watertown's most distinctive historic homes, combining exceptional architectural significance with timeless craftsmanship and modern comfort. Listed on the National Register of Historic Places and just a five-minute walk from The Taft School, this remarkable Victorian-era residence was originally part of the Heminway family estate. Beautifully

  Tim Drakeley Drakeley Real Estate, Inc.

  47 Academy Hill, Watertown, CT 06795
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  /9

  $89,900

  • Land
  • 2.75 Acres
  • $32,691 per Acre

  0 Old Colonial Rd, Watertown, CT 06795

  Prime 2.75 acre lot in Oakville. Perfect for your dream home! Discover this incredible opportunity to own a spacious 2.75-acre lot in the desirable Oakville neighborhood of Watertown, Connecticut. Nestled on a peaceful dead-end street, this property offers ultimate privacy and tranquility, making it the perfect setting to build your dream home or create a stunning compound. Whether you're

  Jaquan Jones RE/MAX Right Choice

  0 Old Colonial Rd, Watertown, CT 06795
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  $369,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,510 Sq Ft

  161 Chestnut Grove Rd, Watertown, CT 06795

  Welcome to 161 Chestnut Grove Road, where timeless charm meets everyday comfort. Nestled on a peaceful half acre lot, this inviting 3/bed, 2/bath bungalow offers over 1500 sq/ft. of living space filled with character and natural light. The spacious dining room features a classic built-in hutch and flows into the living room, complete with French doors leading to a generous deck overlooking the

  Dawn Ciappetta Coldwell Banker Realty

  161 Chestnut Grove Rd, Watertown, CT 06795
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  /37

  $324,900

  Open Sun 12PM - 2PM $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,425 Sq Ft

  230 Reynolds Bridge Rd, Thomaston, CT 06787

  Step into the warmth and charm of this storybook Cape, where timeless character meets thoughtful updates. This inviting 3-bedroom, 1.5-bath home is filled with beautiful original exposed beams and stunning wide-plank hardwood floors that showcase its classic New England appeal. At the heart of the home is a striking double-sided fireplace, perfectly positioned between the living and dining rooms,

  Amber Segetti RE/MAX RISE

  230 Reynolds Bridge Rd, Thomaston, CT 06787
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  /26

  $314,900

  $14K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft

  98 Greenwood St, Watertown, CT 06795

  3 Bedroom Ranch with remodeled eat-in-kitchen, garage, and large fully finished basement! Eat-in-kitchen with stainless steel appliances and tile countertops. Living Room with hardwood parquet floors. 3 bedrooms with laminate faux wood floors. 1 and a half bathrooms. Lower level family room and additional room. Front and back deck. Home has a gas heater in the basement that owner used to heat the

  John Donato Jr Showcase Realty, Inc.

  98 Greenwood St, 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
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  /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
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  /40

  $399,000

  $30K 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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  /30

  $205,000

  • 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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  /13

  $230,000

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,085 Sq Ft

  245 Cherry Ave Unit E24, Watertown, CT 06795

  Welcome home to this well-maintained 2-bedroom, 2-bath condo offering over 1,000 square feet of comfortable living space. Inside, you'll find a clean, inviting interior with spacious rooms and well-kept carpeting throughout. Step outside onto the low-maintenance Trex deck, the perfect spot to enjoy your morning coffee while overlooking the peaceful backyard. Tucked away in a quiet setting, this

  Montanna Lambrecht RE/MAX RISE

  245 Cherry Ave Unit E24, 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
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  /7

  $69,500

  • Land
  • 35.2 Acres
  • $1,974 per Acre

  TBD (Lot 28) 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 28) Deer Trail Ct, Pueblo, CO 81004
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  /32

  $874,900

  • 4 Beds
  • 3 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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  /19

  $314,900

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,396 Sq Ft

  33 Maplewood St, Waterbury, CT 06708

  Nestled on a knoll at the end of a quiet cul-de-sac, this charming 6-room Colonial sits on over half an acre in a peaceful setting while remaining close to all amenities. The home features spacious room sizes, a brand-new roof, updated electrical panel, new hot water heater, and a recently renovated bathroom. A 2-car garage and oversized driveway provides ample parking and storage, and the

  Lynn LaForme Regency Real Estate, LLC

  33 Maplewood St, Waterbury, CT 06708
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  /27

  $589,000

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

  2581 Litchfield Rd, Watertown, CT 06795

  Beautiful Litchfield County land, 18.26 Acres, with summer vacation cottage & post and beam barn with loft. Live in the cottage while building or relax and enjoy and leave the land as a legacy for future generations! Options include year round cottage living, hunting,cross country skiing, BMX, Snowmobiling, ATVing, etc. Nice fields, woods, small pond, and farm setup. Barn is 24x 36 overall and

  Vincent Gualtieri Town & Country Real Estate

  2581 Litchfield Rd, Watertown, CT 06795
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  /40

  $399,500

  $25K PRICE DROP

  • 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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  $345,000

  $24K PRICE DROP

  • 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
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  /40

  $789,000

  • 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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  /7

  $740,000

  • Land
  • 14 Acres
  • $52,857 per Acre

  0 French St Unit 24181208, Watertown, CT 06795

  PRESENTING FRENCH HILL ESTATES - a rare, FULLY APPROVED-SHOVEL READY, 18-lot subdivision in desirable Watertown, CT! This development offers an immediate opportunity to break ground, WITH APPROVALS IN PLACE UNTIL 2029, eliminating years of planning and zoning/wetland delays. Set on approximately 14 scenic acres in an R-12.5 zone, the subdivision includes 18 approved lots ranging from 13,800 to

  David Aurigemma Regency Real Estate, LLC

  0 French St Unit 24181208, Watertown, CT 06795
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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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  /37

  $725,000

  • 5 Beds
  • 3.5 Baths
  • 2,890 Sq Ft

  82 Nova Scotia Hill Rd, Watertown, CT 06795

  Story Book Setting and the house to match. Come see this beautiful home and you will not want to leave. Approach from a long gravel driveway, past willow trees and apple trees, over the brook into your private world. Custom built in 1934 and modernized to include central air, new windows, new bathrooms, and newer eat-in kitchen. The spacious living room has high ceilings, and a fireplace. The

  Pierre Moran William Pitt Sotheby's Int'l

  82 Nova Scotia Hill Rd, Watertown, CT 06795
• 

  

  /40

  $480,000

  $120K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,225 Sq Ft

  635 Northfield Rd, Watertown, CT 06795

  An amazing opportunity awaits. Sellers are looking to sell this home in as-is condition and are willing to entertain any and all reasonable offers. Set on over 2 picturesque acres in one of Watertown's most desirable locations, this charming 1840 Colonial offers the perfect blend of historic character, modern comfort, and resort-style outdoor living. This spacious 4-bedroom, 3.5-bath home

  Michael Magas BHGRE Gaetano Marra Homes

  635 Northfield Rd, Watertown, CT 06795
• 

  

  /28

  $395,500

  $4K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,382 Sq Ft

  603 Sunnyside Ave, Oakville, CT 06779

  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

  Steven Koleno Beycome of Connecticut

  603 Sunnyside Ave, Oakville, CT 06779

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