Middlesex, CT Homes in ZIP Code 06498

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  /38

  $650,000

  • 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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  /2

  Call for Price

  Worthington Manor

  1 Bed

  34 Worthington Dr, Westbrook, CT 06498

  34 Worthington Dr, Westbrook, CT 06498
• 

  $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
• 

  Est $700,075 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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  /32

  $639,900

  • 3 Beds
  • 1 Bath
  • 1,170 Sq Ft

  7 Parker Ln, Westbrook, CT 06498

  Charming Year-Round Shoreline Retreat - 3 Bedrooms, 1 Bath Discover the perfect coastal escape in this well-maintained ranch-style home, just a short stroll from the shore. Whether you're looking for a peaceful year-round residence or a seasonal getaway, this home offers comfort, convenience, and charm in a sought-after location. Inside, you'll find a warm and inviting gas fireplace, perfect for

  

  Jaime Dasilva

  William Raveis Real Estate

  (860) 846-4710

  7 Parker Ln, 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
• 

  $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
• 

  Est $878,391 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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  /40

  $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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  /37

  $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
• 

  $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
• 

  Est $550,326 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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  /34

  $875,000 Under Contract

  • 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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  /14

  $2,400 per month

  • 3 Beds
  • 1 Bath
  • 735 Sq Ft
  • House for Rent

  734 Old Clinton Rd, Westbrook, CT 06498

  Available immediately, this newly renovated three-bedroom, one-bath year-round rental offers comfort and convenience in a prime Westbrook location close to I-95 and the shoreline beaches. The entire interior has been freshly painted and updated with a brand-new kitchen, new flooring, carpeting in the living room and porch, and new appliances including a washer and dryer. Energy-efficient AC/heat

  Jay Lafleur William Pitt Sotheby's Int'l

  734 Old Clinton Rd, Westbrook, CT 06498
• 

  $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
• 

  Est $678,086 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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  /39

  $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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  /29

  $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
• 

  $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 $1,969,279 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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  /38

  $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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  /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
• 

  $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
• 

  Est $771,838 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
• 

  

  /37

  $1,499,999

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft

  51 Sunrise Rd, Westbrook, CT 06498

  Charming, rare find, water front New England Beach home. The views are breath taking! Watch the sunrise and sunset from your Bedroom suit balcony, your Kitchen, Living room or Den. All while having a view of a large beach, Long Island sound and Duck Island. Imagine being able to wake up every day living this experience. The kitchen has a beautiful granite island with stools for your comfort and

  Darlene White Coldwell Banker Realty

  51 Sunrise Rd, Westbrook, CT 06498
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  /20

  $2,300 per month

  • 4 Beds
  • 1.5 Baths
  • 1,540 Sq Ft
  • House for Rent

  82 Menunketesuck Rd, Westbrook, CT 06498

  Academic rental furnished , available 10/1-5/31, some flexibility. Double lot, access to water for kayaking, views of LIS and River, private beach. Charming cape style 4 bedrooms with new carpeting, 1,5 bath, updated eat-in Kitchen, living room w/fire place and gleaming wood floors. Enjoy beach community and the off season. Off street parking. Pets restriction, cat might be allowed, no smoking.

  Svetlana Goletz Compass Connecticut, LLC

  82 Menunketesuck Rd, Westbrook, CT 06498
• 

  $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 $458,415 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
• 

  

  /40

  $1,125,000

  • 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
• 

  

  /17

  $2,000 per month

  • 1 Bed
  • 2 Baths
  • 650 Sq Ft
  • Apartment for Rent

  441 Toby Hill Rd, Westbrook, CT 06498

  Academic rental available for the first time all winter! It can come furnished or unfurnished, your choice. It has an open floor plan with kitchen, dining area and living room all flowing into each other. Main bedroom has a walk in closet and a private bath that has been beautifully remodeled. There is another full bath and a private den off the living room. This Apartment is located under the

  Dawn Famiglietti William Raveis Real Estate

  441 Toby Hill Rd, Westbrook, CT 06498
• 

  $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
• 

  Est $564,430 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
• 

  

  /40

  $899,000

  • 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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  /10

  $3,000 per month

  • 3 Beds
  • 2 Baths
  • 1,872 Sq Ft
  • House for Rent

  19 Underway Dr, Westbrook, CT 06498

  Stunning waterfront home available from 9/15/25 - 5/15/26. Fully furnished and beautifully decorated. Central air. Front patio overlooking the water. Two bedrooms on first floor and waterfront master bedroom overlooking water on second floor. Full bath on both floors. No pets. No smokers. Owner/Agent.

  Mary Beth Murphy Shimkus, Murphy & Lemkuil

  19 Underway Dr, Westbrook, CT 06498
• 

  $1,835,000 Sold Jul 30, 2025

  • 2,499 Sq Ft
  • $734/SF
  • 242 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2006

  442 Seaside Ave, Westbrook, CT 06498

  Discover the ideal beachfront home or investment property with this exceptional turnkey waterfront residence. Already a successful summer rental this stunning property showcases breathtaking, unobstructed views of Long Island Sound from nearly every room, along with direct water access. The main floor features a spacious open layout, highlighted by a gourmet kitchen equipped with a Wolf range,

  Robin Linares William Pitt Sotheby's Int'l

  442 Seaside Ave, Westbrook, CT 06498
• 

  Est $910,709 Not Listed For Sale

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

  1 Whittemore Place, Westbrook, CT 06498

  1 Whittemore Place, Westbrook, CT 06498
• 

  

  /40

  $1,424,900

  • 4 Beds
  • 2.5 Baths
  • 3,381 Sq Ft

  2 Lake Louise Dr, Westbrook, CT 06498

  Stunning remodeled home in the Lake Louise community of fine homes! This home has been tastefully updated from top to bottom! Architectural details & mouldings throughout! A chef's gourmet kitchen with top of the line appliances: a sub-zero refrigerator, a European Gas range with double electric ovens, a commercial range hood, an oversized cast iron sink, custom cabinets, a 10 foot granite

  Laura Bitondo Berkshire Hathaway NE Prop.

  2 Lake Louise Dr, Westbrook, CT 06498
• 

  

  /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-April 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 of

  Salvatore Carabetta William Raveis Real Estate

  156 Old Kelsey Point Rd, Westbrook, CT 06498
• 

  $158,000 Sold Jul 29, 2025

  • 672 Sq Ft
  • $235/SF
  • 34 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 2013

  52 Linden Ave N, Westbrook, CT 06498

  CHARMING AND AFFORDABLE! EASY LIVING IN THIS DESIRABLE 55+ COMMUNITY. THIS 2013 1 BR,1 BATH HOME HAS EVERYTHING YOU NEED AND NO WORK TO BOOT! JUST PACK YOUR BAGS AND ENJOY THE QUIET AND CONVENIENCE OF THIS SHORELINE LIFESTYLE. IF IT'S THE BEACH YOU LOVE YOU HAVE 2 BEACHES WITHIN A COUPLE OF MINUTES. FINE DINING, SO MANY CHOICES. SHOPPING? EVERYTHING IS CLOSE BY. MAYBE JUST A COOL DRINK ON YOUR

  Judith DuMouchel J.M. REALTY

  52 Linden Ave N, Westbrook, CT 06498
• 

  Est $707,530 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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