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Homes for Rent near Westbrook Middle School

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  • /34

    $23,000 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,606 Sq Ft
    • House for Rent

    226 Old Kelsey Point Rd, Westbrook, CT 06498

    Spectacular Waterfront Home on Long Island Sound Step into a world of timeless elegance at this beautifully updated waterfront cottage, where classic New England charm meets modern comfort. This fully furnished three-bedroom, two-bath home features a sun-drenched living and dining area, a bright and well-appointed kitchen, and a serene sunroom offering panoramic views of the Sound. From the

    Agent Photo

    Nick Prevost

    William Raveis Real Estate

    (860) 784-7758

    226 Old Kelsey Point Rd, Westbrook, CT 06498
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    Call for Price

    Worthington Manor

    1 Bed

    34 Worthington Dr, Westbrook, CT 06498

    34 Worthington Dr, Westbrook, CT 06498
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    $3,250 total monthly price

    • 3 Beds
    • 2 Baths
    • 1,920 Sq Ft
    • House for Rent

    11 Pond Circle Rd, Westbrook, CT 06498

    **11 Pond Circle - Newly Renovated 3 Bedroom, 2 Bath Home for Rent** Welcome to **11 Pond Circle**, a beautifully renovated 3-bedroom, 2-full-bath home offering modern comfort, style, and efficiency. Be the first to live in this completely updated space featuring brand-new finishes, systems, and design throughout. Step inside to discover an inviting open layout with new flooring, fresh paint,

    Steven Joseph Coldwell Banker Realty

    11 Pond Circle Rd, Westbrook, CT 06498
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    $1,550 total monthly price

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

    1856 Boston Post Rd Unit 1, Westbrook, CT 06498

    1856 Boston Post Rd Unit 1, Westbrook, CT 06498
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    $2,300 total monthly price

    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft
    • Townhouse for Rent

    9 Essex Rd, Westbrook, CT 06498

    Discover 9 Essex Rd (YEAR ROUND RENTAL) a renovated spacious 3-bedroom, 1-bathroom home in beautiful downtown Westbrook. This property features an updated kitchen, modern bath, and a shared yard. Enjoy immediate access to the town beach, restaurants, Shoreline East train, and I-95. Water and trash removal are included; tenants are responsible for all other utilities. Pets will be considered.

    Toni Iandoli William Pitt Sotheby's Int'l

    9 Essex Rd, Westbrook, CT 06498
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    $2,750 total monthly price

    • 3 Beds
    • 2 Baths
    • 2,218 Sq Ft
    • House for Rent

    1306 Boston Post Rd, Westbrook, CT 06498

    Truly One of a Kind !! Spacious Post & Beam Contemporary in Downtown Westbrook / EZ Walking w/Sidewalks to Shopping, Restaurants & Public Sandy Beach on Long Island Sound / First Floor Primary Bedroom with Sitting Room & Private Bath / Open Floor Plan on both Levels makes this Very Flexible for Different Lifestyles

    Tom Clancy William Pitt Sotheby's Int'l

    1306 Boston Post Rd, Westbrook, CT 06498
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    $1,050 total monthly price

    • 1 Bed
    • 1 Bath
    • 1,462 Sq Ft
    • House for Rent

    168 Cold Spring Dr, Westbrook, CT 06498

    This is for one bedroom and shared space for the common areas, including kitchen, bath, living room, deck and access to the in-ground pool. Rent includes electricity.

    John Zubretsky Century 21 AllPoints Realty

    168 Cold Spring Dr, Westbrook, CT 06498
  • /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
  • /12

    $2,000 total monthly price

    • 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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    $4,025 total monthly price

    • 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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    $2,400 total monthly price

    • 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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    $3,900 total monthly price

    • 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
  • /29

    $2,700 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,318 Sq Ft
    • House for Rent

    92 Grove Beach Rd S, Westbrook, CT 06498

    ACADEMIC RENTAL - Recently renovated this 3 bedroom, 1.5 bathroom, located in a shoreline community, with amazing ocean views. Just a short walk to a private. Home has additional space in basement with a half bath. The yard has 2 patios, an electric awning, outdoor kitchen (runs on propane), private changing/wash area & storage shed off patio.

    Jay Cusack Executive Real Estate Inc.

    92 Grove Beach Rd S, Westbrook, CT 06498
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    $3,800 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,176 Sq Ft
    • House for Rent

    42 Chapman Beach Rd, Westbrook, CT 06498

    Academic rental. Fully furnished, renovated 1920 Dutch Colonial in private beach community, 3 Bedroom, 1 1/2 bath, new high efficiency heat and air conditioning, updated kitchen with stainless steel appliances with quartz counter top, hardwood floors throughout, new washer and dryer, open floor plan and 3 season front porch. Large open lot, private backyard, short walk to beach. Located in the

    Marta Elmasry Coldwell Banker Realty

    42 Chapman Beach Rd, Westbrook, CT 06498
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    $4,575 total monthly price

    • 4 Beds
    • 3 Baths
    • 2,544 Sq Ft
    • House for Rent

    173 Captains Dr, Westbrook, CT 06498

    AVAILABLE 2 weeks in August, then September - May. OCEAN VIEWS from many Luxurious rooms, spacious 4 bedroom, 4 floor, rental in the beautiful PILOTS POINT section of Westbrook, a most desired location on the Ct. Shore. Year round contemporary home with stunning front OCEAN VIEWS of Long Island sound. PRIVATE BEACH access just steps away. Back of house has beautiful views of the MARINA. Gourmet

    Abby Goodman Keller Williams Realty-Longmdw

    173 Captains Dr, Westbrook, CT 06498
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