Watertown, CT Homes

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  $364,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 1,794 Sq Ft

  319 Thomaston Rd Unit 33, Watertown, CT 06795

  Welcome to Old Farms unit 33, Watertown. Discover this beautifully maintained 3-bedroom, 2.5-bath Dartmouth Model offering 1,518+ sq ft of comfortable living space in the highly sought-after Old Farms community. Nestled in a serene, tree-lined section of the neighborhood, this condo boasts a desirable private location with easy access to everything Watertown has to offer. The inviting kitchen

  

  Dawn Cabral

  West View Properties, LLC

  (860) 926-0135

  319 Thomaston Rd Unit 33, Watertown, CT 06795
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  /10

  $2,300 per month plus fees

  • 2 Beds
  • 1 Bath
  • 1,536 Sq Ft
  • Condo for Rent

  50 Sunnyside Ave, Watertown, CT 06779

  Welcome to your new home in the beautiful Oakville district of Watertown, CT! This charming property offers a serene living environment, perfect for those seeking convenience and comfort in their daily lives.Utilities include ( electricity, water, heat). High speed internet (Wi-Fi ) available for additional fee each month. Off street parking. Brand new refrigerator, stove and deck.

  50 Sunnyside Ave, Watertown, CT 06779
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  $380,000 Sold Dec 05, 2025

  • 1,177 Sq Ft
  • $323/SF
  • 85 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1965

  71 Concord Dr, Watertown, CT 06795

  Move-In Ready 4-Bedroom Split-Level Home located to nearby Lake Winnemaug! This spacious and freshly painted split-level home offers 4 bedrooms and a flexible layout perfect for modern living. The lower level features a cozy family room, a convenient half bath, and a private bedroom - ideal for guests, in-laws, or a home office. On the main level, enjoy a bright and open living room with a

  Sherry Cosmos Regency Real Estate, LLC

  71 Concord Dr, Watertown, CT 06795
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  Est $594,556 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,650 Sq Ft

  45 Pepperidge Tree Rd, Watertown, CT 06795

  45 Pepperidge Tree Rd, Watertown, CT 06795
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  $1,250,000

  • 5 Beds
  • 4.5 Baths
  • 7,490 Sq Ft

  176 Hidden Pond Dr, Watertown, CT 06795

  Experience elevated living in this stunning and fully custom 5-bedroom, 4.5-bath home. Bespoke woodwork throughout; seamlessly blends modern design and welcoming comfort around every corner. As you step inside, the grand staircase sets a tone of elegance that resonates throughout this exceptional residence. The great room draws you in with soaring ceilings, a built-in bar and the first of four

  

  Matthew Egan

  Regency Real Estate, LLC

  (860) 735-3714

  176 Hidden Pond Dr, Watertown, CT 06795
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  /16

  $1,800 total monthly price

  • 3 Beds
  • 1 Bath
  • 1,156 Sq Ft
  • House for Rent

  78 Tucker Ave, Oakville, CT 06779

  Bright & Spacious 2-3 Bedroom First-Floor Apartment Enjoy this clean, quiet, and well-maintained first-floor apartment featuring a sparkling, spacious full bath and in-unit laundry hookup. The kitchen offers abundant cabinet space, and the dining room includes a charming built-in hutch - perfect for storage or display. Step outside to your private backyard, ideal for relaxing or entertaining.

  Pam Famiglietti William Raveis Real Estate

  78 Tucker Ave, Oakville, CT 06779
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  $380,000 Sold Dec 05, 2025

  • 1,194 Sq Ft
  • $318/SF
  • 33 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1966

  47 Westview Dr, Oakville, CT 06779

  Move right in and enjoy this beautifully maintained 3-bedroom, 1.5-bath home in a desirable neighborhood! With refinished hardwood floors, a remodeled kitchen, new windows, and central air, this home perfectly combines comfort and style. The professionally landscaped yard and new stone patio provide an ideal space for outdoor entertaining. The lower level offers great potential - ready to be

  Heather Dever Showcase Realty, Inc.

  47 Westview Dr, Oakville, CT 06779
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  Est $417,564 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,884 Sq Ft

  319 Thomaston Rd Unit 90, Watertown, CT 06795

  319 Thomaston Rd Unit 90, Watertown, CT 06795
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  $659,900 Under Contract

  • 4 Beds
  • 2.5 Baths
  • 3,114 Sq Ft

  239 Old Farms Rd, Watertown, CT 06795

  Price Improved - Motivated Sellers. Welcome to 239 Old Farms Road - This custom-built Colonial is ideally situated on a picturesque 1.5-acre cul-de-sac lot in one of Watertown's most desirable neighborhoods. Offering the perfect blend of privacy, convenience, and comfort, this well-maintained home is connected to underground city utilities and surrounded by scenic beauty. Inside, you'll find four

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 329-4221

  239 Old Farms Rd, Watertown, CT 06795
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  /2

  $1,300 total monthly price

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Condo for Rent

  701 Main St Unit 1-2, Watertown, CT 06795

  Large one bedroom apartment with full size bath, large kitchen, no pets, walk in closets, including hot water and heat.

  701 Main St Unit 1-2, Watertown, CT 06795
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  $165,000 Sold Dec 05, 2025

  • 1,098 Sq Ft
  • $150/SF
  • 155 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1969

  148 Westbury Park Rd Unit C, Watertown, CT 06795

  Welcome to 148 Westbury Park Rd Unit-C Watertown. This Townhouse style Condo features four well-appointed rooms, spacious living room, eat-in-kitchen with slider to deck, two bedrooms and one and a half baths, the home offers both comfort and functionality. The full basement provides excellent storage or potential for additional living space. Located in a small, complex of just eight units, this

  Ken Demirs Regency Real Estate, LLC

  148 Westbury Park Rd Unit C, Watertown, CT 06795
• 

  Est $567,667 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,719 Sq Ft

  82 Buckwheat Hill Rd, Watertown, CT 06795

  82 Buckwheat Hill Rd, Watertown, CT 06795
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  $389,900 Under Contract

  • 3 Beds
  • 2 Baths
  • 1,728 Sq Ft

  101 Cutler St, Watertown, CT 06795

  Welcome to this spacious 3-bedroom, 2-bath ranch that combines comfort, charm, and endless potential. Step inside to the spacious living room offering wood floors, a front-to-back fireplace, fresh paint, and a large picture window that fills the home with natural light. The eat-in kitchen/dining combo is generously sized and ready for your personal updating. Enjoy the outdoors on an oversized

  

  Dawn Cabral

  West View Properties, LLC

  (860) 362-2718

  101 Cutler St, Watertown, CT 06795
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  /10

  $1,650 per month

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • House for Rent

  Unlisted Address

  Immaculate 3BR upstairs unit. Remodeled tiled kitchen with stainless appliances, oversized refrigerator. Tiled bath. Large LR. All the BRS and living room have laminate flooring. Washer and Dryer inside the unit. 2 parking spaces. Dead end street. Close to highways and shopping.

  Margaret Plekan West View Properties, LLC

  Unlisted Address
• 

  $450,000 Sold Dec 05, 2025

  • 1,927 Sq Ft
  • $234/SF
  • 12 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2004

  166 Ice House Rd Unit 6, Oakville, CT 06779

  Hard to find a better set up for one floor living. This special unit located in Reflections at Echo Lake adult community has all the features you can ask for. Walk into the spacious great room with cath ceilings, formal dining room with two tiered tray ceiling, kitchen loaded with cabinet space, granite c/tops and breakfast nook. Sitting room with fireplace and door leading to rear private deck.

  Scott Bayne Century 21 Bay-Mar Realty

  166 Ice House Rd Unit 6, Oakville, CT 06779
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  Est $552,576 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  161 Concord Dr, Watertown, CT 06795

  161 Concord Dr, Watertown, CT 06795
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  /6

  $149,900 Under Contract

  • Land
  • 0.23 Acre
  • $651,739 per Acre

  429 Main St, Watertown, CT 06795

  Attention Developers - Prime Mixed-Use Opportunity in the Heart of Watertown! A rare find on Main Street. This centrally located property is approved for mixed-use commercial and residential development, offering incredible potential in one of Watertown's most visible and active areas. The previous building featured two commercial spaces and three residential apartments, all lost in a fire, but

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 744-5730

  429 Main St, Watertown, CT 06795
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  $1,600 total monthly price

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • House for Rent

  37 Hungerford Ave Unit 3, Oakville, CT 06779

  Adorable 2-Bedroom Unit - Oakville This very well-maintained 2-bedroom unit is located in the heart of Oakville. Featuring beautiful hardwood floors throughout, the kitchen offers a gas stove and a convenient pantry with ample storage for food, cookware, and more. A smaller room in addition to the bedrooms would make an ideal office. A washer and dryer are included in the unit for added

  David McDuff West View Properties, LLC

  37 Hungerford Ave Unit 3, Oakville, CT 06779
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  $343,000 Sold Dec 04, 2025

  • 1,748 Sq Ft
  • $196/SF
  • 125 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1990

  1302 Winslow Dr Unit 1302, Watertown, CT 06795

  A very quaint, peaceful and desirable complex that offers ample visitor parking, a huge common area that includes a Gazebo and space for your outdoor functions not to mention a fabulous view of the sunsets!! Streets are newly paved, grounds are pristine. Enter to a spacious foyer leading to the dining and living room area. Living room has sliders to a 16x13 deck that overlooks the common area.

  Janice Peluso G & W Real Estate

  1302 Winslow Dr Unit 1302, Watertown, CT 06795
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  Est $539,405 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 4,151 Sq Ft

  405 Neill Dr, Watertown, CT 06795

  405 Neill Dr, Watertown, CT 06795
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  /2

  $249,900 Pending

  • Land
  • 1.98 Acres
  • $126,212 per Acre

  Lot#21 Bella Vista Dr, Watertown, CT 06795

  Location Location!!! This Is The Last Lot in this Subdivision and Boy It's a Real Nice One with Amazing Views in both Directions. 1.98 Acre Approved Building Lot with 208 feet of road frontage. This lot is cleared and ready to Go Build your Dream House or Ask us to Build it for you. We Have several House plans and Builders. Underground utilities, Well and Septic required. Don't miss out your

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 854-3050

  Lot#21 Bella Vista Dr, Watertown, CT 06795
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  $1,550 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,488 Sq Ft
  • House for Rent

  40 Hillside Ave, Oakville, CT 06779

  Enjoy comfortable living in this 5-room main-level unit of a split-level home, featuring very spacious rooms plus a smaller room ideal for an office or nursery, Off-street parking, Electric heat (shared 50/50 with owner), In-unit laundry, shared use of the yard and deck. Owner occupies the lower level Requirements: 2 months' security Good credit Verifiable income and employment Positive rental

  Lynn LaForme Showcase Realty, Inc.

  40 Hillside Ave, Oakville, CT 06779
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  $427,000 Sold Dec 02, 2025

  • 1,480 Sq Ft
  • $289/SF
  • 4 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1930

  27 Baldwin St, Watertown, CT 06795

  Charming Colonial that Shines in Litchfield County! This Exceptional Home Blends Timeless Character with Modern Updates. Meticulously maintained inside and out, the home showcases a free-flowing layout, beautiful kitchen with granite countertops and stainless steel appliances, large living room, dining room with a slider leading out to a deck, and a half bath on the main level. The upper level

  Sharon Martino Regency Real Estate, LLC

  27 Baldwin St, Watertown, CT 06795
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  Est $486,498 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,829 Sq Ft

  166 Ice House Rd Unit 36, Oakville, CT 06779

  166 Ice House Rd Unit 36, Oakville, CT 06779
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  $599,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,807 Sq Ft

  37 Loop Rd, Watertown, CT 06795

  Coming Soon in highly sought-after Highview Estates! Set majestically on .70 acres, this beautifully maintained colonial offers the perfect blend of elegance, comfort, and modern updates. Step onto the charming covered front porch and enter into the inviting two-story foyer that sets the tone for this beautiful layout. The main level features a formal living room and formal dining room, perfect

  

  Dawn Cabral

  West View Properties, LLC

  (860) 864-5886

  37 Loop Rd, Watertown, CT 06795
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  $1,300 total monthly price

  • 1 Bed
  • 1 Bath
  • 2,669 Sq Ft
  • House for Rent

  118 Pullen Ave, Oakville, CT 06779

  Clean and private 1-bedroom, 1-bath apartment available in a well-maintained single-family home. Separate entrance offers added privacy. Shared stove/cooktop access with owner on main level. Conveniently located near local shops, dining, and major routes. Credit check, income verification, and references required. No smoking; no pets.

  Sebastian Campos eRealty Advisors, Inc.

  118 Pullen Ave, Oakville, CT 06779
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  $310,000 Sold Dec 02, 2025

  • 864 Sq Ft
  • $359/SF
  • 37 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1955

  55 Augusta St, Oakville, CT 06779

  Welcome to 55 Augusta Street! This charming 2-bedroom ranch-style home offers warmth, comfort, and thoughtful finishes throughout. Inside you will find a cozy living room highlighted by a wood-burning fireplace, hardwood floors, and a large window that fills the space with natural light. The kitchen offers plenty of space with stainless steel appliances and granite-tiled countertops. Adjacent to

  Samantha Halladay Coldwell Banker Realty

  55 Augusta St, Oakville, CT 06779
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  Est $386,267 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,588 Sq Ft

  112 Woodruff Ave Unit A, Watertown, CT 06795

  112 Woodruff Ave Unit A, Watertown, CT 06795
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  $364,900 Under Contract

  • 3 Beds
  • 1.5 Baths
  • 1,594 Sq Ft

  134 Plainfield Dr, Oakville, CT 06779

  Welcome to this well-maintained Raised Ranch located in the desirable Oakville neighborhood. This home offers a welcoming double front door entry with split staircase leading to each living level. The main level features wood floors, a formal living room highlighted by a large bay window, a formal dining room, and an eat-in kitchen. Three bedrooms and 1-1/2 baths complete the main floor. The

  

  Dawn Cabral

  West View Properties, LLC

  (860) 773-4313

  134 Plainfield Dr, Oakville, CT 06779
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  $1,800 total monthly price

  • 3 Beds
  • 1 Bath
  • 2,240 Sq Ft
  • Apartment for Rent

  290 Buckingham St, Oakville, CT 06779

  Immaculate second floor apartment for rent in Watertown! 3 bedrooms, kitchen, living room and 1 full size bathroom. Washer, Dryer conveniently located in the kitchen. New carpeting throughout. Tenant has their own driveway with plenty of parking. Shared patio area with firepit and large back yard. No Pets and No smoking. Tenant responsible for Cable, Internet, and Electric. HEAT is INCLUDED

  Amanda Nemense Showcase Realty, Inc.

  290 Buckingham St, Oakville, CT 06779
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  $305,000 Sold Dec 01, 2025

  • 1,132 Sq Ft
  • $269/SF
  • 66 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1985

  101 Westbury Park Rd, Watertown, CT 06795

  Nestled on a quarter acre, this appealing home has the opportunity for room to grow! Main level offers an open floor plan with kitchen, dining area and living room. The bright and airy living room delivers with natural light from the oversized picture window while the dining area absorbs brightness from the new slider doors access to an above ground deck. Main hallway showcases full bath with

  Shane Kropo RE/MAX RISE

  101 Westbury Park Rd, Watertown, CT 06795
• 

  Est $369,339 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,588 Sq Ft

  136 Woodruff Ave Unit A, Watertown, CT 06795

  136 Woodruff Ave Unit A, Watertown, CT 06795
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  $379,900 Under Contract

  • 3 Beds
  • 1 Bath
  • 1,120 Sq Ft

  46 Hart St, Watertown, CT 06795

  Welcome to this beautifully updated three-bedroom, one-bath home just a short walk to downtown Watertown. Designed with today's lifestyle in mind, this property features an open-concept main living area filled with natural light. The brand-new kitchen is the heart of the home, boasting 14-foot vaulted ceilings, white shaker cabinets, granite countertops, subway tile backsplash, stainless steel

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 831-4657

  46 Hart St, Watertown, CT 06795
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  $370,000 Sold Dec 01, 2025

  • 1,248 Sq Ft
  • $296/SF
  • 133 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1928

  35 Buckingham Ct, Oakville, CT 06779

  Nestled on a tranquil, low-traffic dead-end street, this beautifully updated antique colonial offers a rare blend of timeless character and modern sophistication. Thoughtfully updated throughout, the home welcomes you with a large front porch-perfect for morning coffees, evening relaxation, or simply enjoying the peaceful neighborhood ambiance. The heart of the home is the stunning, brand new

  Jim Treanor Jr ERA Treanor Real Estate

  35 Buckingham Ct, Oakville, CT 06779
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  Est $688,151 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,073 Sq Ft

  180 Apple Hill Dr, Watertown, CT 06795

  180 Apple Hill Dr, Watertown, CT 06795
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  $329,900 Under Contract

  • 2 Beds
  • 2.5 Baths
  • 1,308 Sq Ft

  27 Russell Ave Unit A, Oakville, CT 06779

  Well-maintained and move-in ready, this spacious 2-bedroom, 2.5-bath townhouse offers the perfect blend of comfort and convenience. The main level features a large eat-in kitchen, living room with a cozy electric fireplace, and hardwood floors throughout. The kitchen is equipped with Brand New stainless steel appliances, granite countertops and plenty of workspace for everyday living or

  

  Ken Demirs

  Regency Real Estate, LLC

  (860) 454-6667

  27 Russell Ave Unit A, Oakville, CT 06779
• 

  $1,325,000 Sold Nov 26, 2025

  • 6,201 Sq Ft
  • $214/SF
  • 123 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1926

  325 Woodbury Rd, Watertown, CT 06795

  Own a grand architectural gem. This 1926 Georgian Revival slate-roofed brick mansion is impeccably restored to 21st century high standards with 3.33 professionally landscaped acres, a natural pond, specimen trees and gunite pool tucked into flourishing gardens having a hundred year's growth under the loving hands of avid gardeners, all breathtaking to behold. Known as The Lilley House, built for

  GRACE FRANJOLA Berkshire Hathaway NE Prop.

  325 Woodbury Rd, Watertown, CT 06795
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  Est $335,365 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,308 Sq Ft

  27 Russell Ave Unit 1, Oakville, CT 06779

  27 Russell Ave Unit 1, Oakville, CT 06779
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  $649,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,540 Sq Ft

  278 Georgetown Dr, Watertown, CT 06795

  NEW CONSTRUCTION! Don't miss this chance to own a stunning new construction home nestled in a peaceful Watertown neighborhood, located conveniently to shopping and major highways! Set on a private, interior 2.92-acre level lot, this home offers over 2,500 sq ft of quality craftsmanship and thoughtful design. Step inside to an open-concept floor plan ideal for modern living and entertaining. The

  

  Dawn Cabral

  West View Properties, LLC

  (860) 935-6877

  278 Georgetown Dr, Watertown, CT 06795
• 

  $330,000 Sold Nov 25, 2025

  • 1,952 Sq Ft
  • $169/SF
  • 0 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1990

  1301 Winslow Dr, Watertown, CT 06795

  ***OPEN HOUSE FOR 11/2 IS CANCELED***Discover the ease of condo living with the comfort of a private home in this desirable Westview Village end unit offering 1472 sq ft of living space! The spacious sunken living room is filled with natural light and includes a slider that opens directly to a large, secluded deck, complete with retractable awning - perfect for entertaining or relaxing. Enjoy the

  Jennifer Bundock Coldwell Banker Realty

  1301 Winslow Dr, Watertown, CT 06795

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