Westbrook, CT Homes

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  $1,200,000 Coming Soon

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

  207 Salt Island Rd, Westbrook, CT 06498

  Is ocean life calling you? Don't miss your chance to own a piece of Westbrook's OCEAN front! Hear the waves splash?! This YEAR ROUND shoreline gem with fixed mooring is a rare offering. Enjoy panoramic views of Long Island Sound and Salt Island. This home has been lovingly updated and elevated to an exceptional standard by the current owners. It is fully booked on VRBO, making it an excellent

  

  Kristin DeMarco

  Coldwell Banker Realty

  (860) 979-6136

  207 Salt Island Rd, Westbrook, CT 06498
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  Explore Westbrook

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  $1,875 per month

  • 2 Beds
  • 1 Bath
  • 875 Sq Ft
  • Condo for Rent

  88 Chapman Beach Rd Unit 1, Westbrook, CT 06498

  Furnished 2-bedroom, 1-bath apartment for academic rental September thru May in beautiful, private Chapman Beach community...just a COUPLE OF MINUTES WALK TO THE BEACH. A comfortable, relaxing, year-round apartment with a cozy cottage feel.Apartment is fully furnished including 2 queen beds, furnished living and dining space, as well as screened in porch.Wi-Fi, water, washer/dryer,

  88 Chapman Beach Rd Unit 1, Westbrook, CT 06498
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  $700,000 Sold Sep 12, 2025

  • 1,981 Sq Ft
  • $353/SF
  • 159 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  76 Osprey Cir, Westbrook, CT 06498

  Welcome to exquisite living in Westbrook, Connecticut! Prime location in the desirable Osprey Circle subdivision, this extraordinary custom-built ranch is just 1/2 mile from Long Island Sound. Enjoy walking to area beaches, marinas, and restaurants or take a quick 3-minute drive to West Beach. This 2000-square-foot home features vaulted, custom wood-paneled ceilings, perfectly placed skylights,

  Gigi Giordano Taylor Compass Connecticut, LLC

  76 Osprey Cir, Westbrook, CT 06498
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  Est $749,187 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,014 Sq Ft

  71 Fiske Ln, Westbrook, CT 06498

  71 Fiske Ln, Westbrook, CT 06498
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  $899,000 Under Contract

  • 6 Beds
  • 5.5 Baths
  • 4,940 Sq Ft

  94 Waldron Dr, Westbrook, CT 06498

  Coastal Duplex in Chapman Beach Association. Set on nearly half an acre in the desirable Chapman Beach Association, this unique and spacious duplex blends coastal charm with modern comfort. Each unit offers 3 bedrooms, 3 baths, an attached garage, and an expansive deck for relaxing or entertaining. The main level includes a bedroom, full bath, and a kitchen with stainless steel appliances that

  

  Cathy Lynch

  Coldwell Banker Realty

  (860) 852-6114

  94 Waldron Dr, Westbrook, CT 06498
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  /13

  $2,300 per month

  • 4 Beds
  • 4 Baths
  • 2,390 Sq Ft
  • House for Rent

  Unlisted Address

  Welcome to our year round over-sized one bedroom rental unit with a huge dining and living room area with two full baths located on second floor. This Rental Property, is located in a private beach community with easy access to Island View Beach. We have off street parking for added comfort and convenience. A lovely back yard to relax in at the end of a long day! This rental has fresh paint,

  Terry McDonald McDonald Real Estate, LLC

  Unlisted Address
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  $385,000 Sold Sep 05, 2025

  • 2,376 Sq Ft
  • $162/SF
  • 73 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1809

  9 Essex Rd, Westbrook, CT 06498

  Newly acquired deeded easement allowing for parking on the property. Nestled in the heart of Westbrook this 1809 two family colonial is ideal for individual or investor seeking a home with income opportunity as a rental or business. Situated in the commercial town center on the town green, residents enjoy the serene beauty of a quintessential New England setting, along with the convenience of

  Tony Semproni William Pitt Sotheby's Int'l

  9 Essex Rd, Westbrook, CT 06498
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  Est $925,546 Not Listed For Sale

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

  2 Autumn Ridge, Westbrook, CT 06498

  2 Autumn Ridge, Westbrook, CT 06498
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  $549,900 Under Contract

  • 5 Beds
  • 2.5 Baths
  • 2,379 Sq Ft

  41 S Main St, Westbrook, CT 06498

  **HIGHEST AND BEST BY 8/19/25 at 12pm.** Charming Single-Family with views of the marsh ready for new owners who appreciate the ambiance of Shoreline living. This property is in a desirable location South of Rt 1 near the Center of Westbrook, a short walk to Middle Beach, marinas, playground, bank, busline, restaurants, and shopping. This is currently being used as a legal two-family with

  

  Amy Rio

  Executive Real Estate Inc.

  (860) 891-2925

  41 S Main St, Westbrook, CT 06498
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  /2

  Call for Price

  Worthington Manor

  1 Bed

  34 Worthington Dr, Westbrook, CT 06498

  34 Worthington Dr, Westbrook, CT 06498
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  $815,000 Sold Aug 29, 2025

  • 2,537 Sq Ft
  • $321/SF
  • 10 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1998

  1340 Old Clinton Rd Unit 7, Westbrook, CT 06498

  Welcome to 1340 Old Clinton Road, Unit #7 - a spacious 2,500 sq ft free-standing home in the sought-after Spencer's Landing community, a quiet enclave of just 13 custom residences nestled along the picturesque Patchogue River in Westbrook. This beautifully updated 3-bedroom, 2.5-bath home offers stunning views of the river and surrounding nature, including frequent sightings of ospreys and other

  Gigi Giordano Taylor Compass Connecticut, LLC

  1340 Old Clinton Rd Unit 7, Westbrook, CT 06498
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  Est $555,138 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  164 Hammock Rd N Unit 23, Westbrook, CT 06498

  164 Hammock Rd N Unit 23, Westbrook, CT 06498
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  $1,300,000

  • 3 Beds
  • 2 Baths
  • 2,170 Sq Ft

  448 Grove Beach Rd N, Westbrook, CT 06498

  A very special offering on 3.39 acres with substantial frontage on the Menunketesuck River which leads directly out to Long Island Sound. There are two houses on this property. The main house is an exceptional antique cape 3+ BR 2FB c.1745. The separate guest house is great for inlaw or rental income and has a kitchen, living room, 1BR, 1FB cathedral ceilings and a private patio, also plenty of

  

  Al Chiarito

  Chiarito Real Estate LLC

  (860) 792-5356

  448 Grove Beach Rd N, Westbrook, CT 06498
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  $2,000 per month

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

  162 Old Kelsey Point Rd, Westbrook, CT 06498

  Live at the beach all from September to May, steps to beautiful private Old Kelsey Point Hill and Beach Association. The house has been totally remodeled in 2023, with hardwood floors throughout, new heating system and so much more, great area for walking swiming riding your bike and more.

  Cheryl Cook Re/Max Valley Shore

  162 Old Kelsey Point Rd, Westbrook, CT 06498
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  $585,000 Sold Aug 22, 2025

  • 2,843 Sq Ft
  • $206/SF
  • 73 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1972

  958 Essex Rd, Westbrook, CT 06498

  Modern, Turnkey Living Just 1.5 Miles from the Shoreline Welcome to 958 Essex Road, where modern design meets coastal convenience in the heart of Westbrook, Connecticut. Tucked away on over an acre of private, low-maintenance land, this updated home offers nearly 2,800 square feet of thoughtfully designed living space - ideal for those seeking comfort, flexibility, and a connection to the

  Gigi Giordano Taylor Compass Connecticut, LLC

  958 Essex Rd, Westbrook, CT 06498
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  Est $680,444 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,446 Sq Ft

  8 Osprey Cir, Westbrook, CT 06498

  8 Osprey Cir, Westbrook, CT 06498
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  $599,000 Open Sun 11:30AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  7 Parker Ln, Westbrook, CT 06498

  Looking for the perfect home by the beach? This well-kept ranch is just a short walk to the shore and offers everything you need for year-round living or a fun-filled family getaway. Inside, you'll enjoy a cozy gas fireplace for relaxing nights together and central air to keep everyone comfortable on hot summer days. A separate laundry room makes everyday life easier, and the outdoor shower is

  

  Jaime Dasilva

  William Raveis Real Estate

  (860) 846-4710

  7 Parker Ln, Westbrook, CT 06498
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  /31

  $2,200 per month

  • 2 Beds
  • 2 Baths
  • 976 Sq Ft
  • House for Rent

  30 Menunketesuck Rd, Westbrook, CT 06498

  This light, bright, completely remodeled home is in a desirable location. Walk to the Grove Beach Association beach. The rental term to until May 15, 2026.

  Bonnie Fillion Berkshire Hathaway NE Prop.

  30 Menunketesuck Rd, Westbrook, CT 06498
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  $452,000 Sold Aug 20, 2025

  • 1,940 Sq Ft
  • $233/SF
  • 110 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1964

  343 Pond Meadow Rd, Westbrook, CT 06498

  Beautiful, spacious, classic-style Cape features multiple perennial gardens throughout the property offering blooms from the early Spring through October. Bright open floor plan offers many opportunities for dining, entertaining or just relaxing. The year round sun room is warm and inviting, has 22 windows and offers sunshine from morning till the sun sets at night. The dining room and living

  Craig Milton Re/Max Valley Shore

  343 Pond Meadow Rd, Westbrook, CT 06498
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  Est $1,941,351 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,534 Sq Ft

  60 Captains Dr, Westbrook, CT 06498

  60 Captains Dr, Westbrook, CT 06498
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  /34

  $875,000 Pending

  • 3 Beds
  • 3 Baths
  • 3,081 Sq Ft

  49 Economy Dr, Westbrook, CT 06498

  Experience breathtaking views of Long Island Sound with this exceptional shoreline property, a perfect opportunity for those seeking a vacation home, investors looking for an Airbnb, or buyers interested in a primary residence with an Accessory Dwelling Unit (ADU). Nestled in the charming town of Westbrook, this home allows you to enjoy refreshing salt air and warm summer breezes from the

  

  Kelly Puorro

  Puorro Realty Group

  (860) 968-0162

  49 Economy Dr, Westbrook, CT 06498
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  /16

  $1,650 per month

  • 1 Bath
  • 460 Sq Ft
  • House for Rent

  358 Toby Hill Rd, Westbrook, CT 06498

  Absolutely adorable fully furnished loft apartment over owner's garage on quiet, peaceful road in Westbrook! This cozy home has been rented in the past with rave reviews. Enjoy the comfort of your own space - living area, kitchen with refrigerator and stove top, full bath with shower stall and sleeping area separated by a half wall. HEAT, A/C, ELECTRIC, WATER, WI-FI, CABLE ALL INCLUDED!!!!!!!!!

  Lisa Genovali Re/Max Valley Shore

  358 Toby Hill Rd, Westbrook, CT 06498
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  $830,000 Sold Aug 15, 2025

  • 1,272 Sq Ft
  • $653/SF
  • 3 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1946

  57 Sagamore Terrace Rd, Westbrook, CT 06498

  A short stroll to the private Sagamore Terrace Beach Association, this year-round ranch home exudes light and warmth. This 1946 seasonal cottage was added onto, fully remodeled and winterized in 2011. Chef's can interact easily with guests and family from this open well - equipped kitchen. Caesar stone countertops, stainless steel appliances and custom reclaimed barnwood shelves contribute to the

  Michele Fox William Pitt Sotheby's Int'l

  57 Sagamore Terrace Rd, Westbrook, CT 06498
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  Est $809,337 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 3,759 Sq Ft

  101 Johnson Pond Ln, Westbrook, CT 06498

  101 Johnson Pond Ln, Westbrook, CT 06498
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  $650,000 Under Contract

  • 3 Beds
  • 2 Baths
  • 2,191 Sq Ft

  79 Pine Lake Rd, Westbrook, CT 06498

  Lovingly owned for 37 years, this farmhouse-style Cape offers charm, space, and peaceful country living. The main level features a nice custom foyer and mudroom. The exceptional post-and-beam great room has custom knotty pine cathedral ceilings, skylights, a floor-to-ceiling brick chimney fireplace, thick hearth, a dry bar, and sliders to a multi-level deck. There's also a cozy living room with

  

  Al Chiarito

  Chiarito Real Estate LLC

  (860) 499-3475

  79 Pine Lake Rd, Westbrook, CT 06498
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  $4,025 per month

  • 3 Beds
  • 2 Baths
  • 1,998 Sq Ft
  • House for Rent

  158 Captains Dr, Westbrook, CT 06498

  Experience coastal living at its finest in this gorgeous furnished rental located directly on the waterfront, overlooking the serene beauty of Long Island Sound. Available for monthly or academic rental, this newly renovated beachfront home invites you to relax and unwind while enjoying breathtaking sunrises and sunsets. Nestled in the highly sought-after Pilots Point Community, the heart of the

  Philip Degennaro Coldwell Banker Realty

  158 Captains Dr, Westbrook, CT 06498
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  $405,000 Sold Aug 14, 2025

  • 1,389 Sq Ft
  • $292/SF
  • 22 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2013

  450 Spencer Plains Rd Unit 3, Westbrook, CT 06498

  Stylish shoreline townhouse in the vibrant town of Westbrook. This stunning 2 Bedroom, 2 1/2-bathroom gem has been freshly painted throughout. Enjoy seamless open concept living, an entertainer's delight! The kitchen has stainless steel appliances, granite countertops and there is even a center island! The living room creates an ideal area for relaxation and shares space with dining area.

  Alex Brigandi William Pitt Sotheby's Int'l

  450 Spencer Plains Rd Unit 3, Westbrook, CT 06498
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  Est $469,128 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,672 Sq Ft

  523 Essex Rd, Westbrook, CT 06498

  523 Essex Rd, Westbrook, CT 06498
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  /40

  $975,000

  • 4 Beds
  • 3 Baths
  • 3,644 Sq Ft

  407 Grove Beach Rd N, Westbrook, CT 06498

  The Scranton House. This Quintessential New England historic Greek Revival blends old world charm with modern luxury living! Built by a prominent Connecticut businessman and government leader, was constructed circa 1830 and first stood on the grounds of the Madison memorial library and was moved to its current location in 1988. Nestled on two immaculately manicured park-like acres and backing up

  Sam Manandhar RE/MAX Heritage

  407 Grove Beach Rd N, Westbrook, CT 06498
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  $2,400 per month

  • 3 Beds
  • 2 Baths
  • 1,386 Sq Ft
  • House for Rent

  151 Chapman Beach Rd, Westbrook, CT 06498

  Live by the water & walk to your private beach! This Furnished Academic Rental is located in the Chapman Beach Association. Available from September 15, 2025 to May 15, 2026. A Charming 3 bedroom furnished home. The Primary bedroom has a queen size bed & the other 2 bedrooms have full size beds. The primary bedroom has a sitting area with water views. The first floor has an open floor plan

  Susan Clifford Coldwell Banker Realty

  151 Chapman Beach Rd, Westbrook, CT 06498
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  $500,000 Sold Aug 06, 2025

  • 1,321 Sq Ft
  • $379/SF
  • 35 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1900

  7 Meriden Ave, Westbrook, CT 06498

  Have you always wanted to own a summer cottage at the beach? Rare find Seasonal cottage available at OLD KELSEY POINT BEACH in Westbrook. Cottage sleeps 8-9. Fully furnished 3 blocks from the private association beach. 1st floor bedroom. Open floor plan. 2nd floor has 2 bedrooms, a sitting room with a couch that opens to a twin bed, a sunroom with another bed and a full bath. The sunroom would

  Pam Rizy Berkshire Hathaway NE Prop.

  7 Meriden Ave, Westbrook, CT 06498
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  Est $580,198 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,834 Sq Ft

  789 Toby Hill Rd, Westbrook, CT 06498

  789 Toby Hill Rd, Westbrook, CT 06498
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  /40

  $999,999

  • 5 Beds
  • 6 Baths
  • 5,028 Sq Ft

  1 Lake Louise Dr, Westbrook, CT 06498

  Custom-Built Waterfront Home in Coveted Lake Louise Neighborhood Welcome to this stunning custom-built home located in the highly desirable Lake Louise community, offering beautiful water views and 1/3 ownership of the lake. Enjoy peaceful waterfront living with private access for kayaking, canoeing, and more. Step inside to find gleaming hardwood floors throughout the main level and an open

  David Hughes Century 21 AllPoints Realty

  1 Lake Louise Dr, Westbrook, CT 06498
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  /15

  $3,900 per month

  • 3 Beds
  • 2 Baths
  • 1,996 Sq Ft
  • House for Rent

  57 Mohican Rd, Westbrook, CT 06498

  This is an academic rent available August 5 through May 15, 2026. In the Grove Beach Point association, this year around oasis is slightly elevated to provide stunning 180 degree views of Long Island sound. With recent whole house renovations, this home is comfortable and gorgeous inside and out. Come the ocean views and sandy beaches.

  Bonnie Fillion Berkshire Hathaway NE Prop.

  57 Mohican Rd, Westbrook, CT 06498
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  $450,000 Sold Aug 05, 2025

  • 1,680 Sq Ft
  • $268/SF
  • 127 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1973

  89 Norris Ave, Westbrook, CT 06498

  Welcome to 89 Norris Avenue! Location, comfort and opportunity come together on 0.73 acres in the heart of Westbrook. This beautiful, modern ranch offers the perfect blend of tranquility and convenience - just minutes from the beach, downtown Westbrook, top-rated schools, shopping, dining and less than 30 minutes to Yale University & Hospital. Step inside to the bright, open-concept living area

  Samantha Rosano Marella Realty

  89 Norris Ave, Westbrook, CT 06498
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  Est $939,557 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,642 Sq Ft

  1 Whittemore Place, Westbrook, CT 06498

  1 Whittemore Place, Westbrook, CT 06498
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  /40

  $879,000

  • 3 Beds
  • 1.5 Baths
  • 1,318 Sq Ft

  92 Grove Beach Rd S, Westbrook, CT 06498

  ALSO AVAILABLE AS ACADEMIC RENTAL. Recently renovated this 3 bedroom, 1.5 bathroom, located in a shoreline community, with amazing ocean views is a fantastic opportunity if you missed it. Just a short walk to a private, beautiful beach that is shared by only 8 properties. Home has additional space in basement with a half bath. The yard has not 1 but 2 patios, an electric awning, outdoor kitchen

  Jay Cusack Executive Real Estate Inc.

  92 Grove Beach Rd S, Westbrook, CT 06498
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  /22

  $5,000 per month

  • 4 Beds
  • 3 Baths
  • 1,618 Sq Ft
  • House for Rent

  156 Old Kelsey Point Rd, Westbrook, CT 06498

  This exceptional waterfront home, available for academic rental October-May, seasonally, or annually, has been meticulously updated to offer the ultimate in waterfront living. Boasting a spacious open floor plan, four generously-sized bedrooms, and a sprawling backyard with an in-ground pool that overlooks the serene Long Island Sound. This property is an idyllic retreat for those seeking a blend

  Salvatore Carabetta William Raveis Real Estate

  156 Old Kelsey Point Rd, Westbrook, CT 06498
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  $652,000 Sold Aug 01, 2025

  • 1,916 Sq Ft
  • $340/SF
  • 88 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1961

  510 McVeagh Rd, Westbrook, CT 06498

  Extraordinary home! Beautiful Colonial home with all new update's that include: brand new driveway, new vinyl siding, new roof, brand new septic tank, newer windows. new boiler and a new kitchen with stainless steel appliances, quartz countertops and a pot filler. Hardwood flooring has been refinished including the upper level. The second floor consists of 4 bedrooms and 2 full baths. For your

  Fred Romano Flat Fee Realty LLC

  510 McVeagh Rd, Westbrook, CT 06498
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  Est $766,830 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 2,064 Sq Ft

  27 Broadway S, Westbrook, CT 06498

  27 Broadway S, Westbrook, CT 06498

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