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Newest Homes for Rent in Westbrook, CT

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  • 19 Underway Dr, Westbrook, CT 06498
    19 Underway Dr, Westbrook, CT 06498
    19 Underway Dr, Westbrook, CT 06498
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    $3,500 Per Month

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

    19 Underway Dr, Westbrook, CT 06498

    Stunning waterfront home available from 9/15/26 - 5/15/27. 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
  • 505 Seaside Ave, Westbrook, CT 06498
    505 Seaside Ave, Westbrook, CT 06498
    505 Seaside Ave, Westbrook, CT 06498
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    $30,000 Per Month

    • 2 Beds
    • 3.5 Baths
    • 3,420 Sq Ft
    • House for Rent

    505 Seaside Ave, Westbrook, CT 06498

    Indulge in an extraordinary shoreline escape in this exceptional luxury coastal retreat-far beyond the ordinary beach house rental. This rare and exclusive summer residence with 2 Bedrooms, 3 Full and 1 Half baths, 2 Flex spaces, and an office presents a unique opportunity to experience elevated seaside living in one of the shoreline's most coveted settings. Set on a spacious half-acre lot, this

    Allison Ciarcia William Raveis Real Estate

    505 Seaside Ave, Westbrook, CT 06498
  • 58 Chapman Ave, Westbrook, CT 06498
    58 Chapman Ave, Westbrook, CT 06498
    58 Chapman Ave, Westbrook, CT 06498
    /22

    $4,000 Per Month

    • 3 Beds
    • 4 Baths
    • 2,353 Sq Ft
    • House for Rent

    58 Chapman Ave, Westbrook, CT 06498

    Relax and unwind in this beautifully renovated beach home nestled within the desirable Chapman Beach Association. Steps from the beach, this home has been tastefully updated and is equipped with the latest amenities. Boasting beaming hardwood floors throughout this academic rental available starting SEPTEMBER 1, 2026, features 3 bedrooms, 3 baths and has been completely remodeled. Enjoy views of

    Cheryl Cook Re/Max Valley Shore

    58 Chapman Ave, Westbrook, CT 06498
  • 14 Leeway Dr, Westbrook, CT 06498
    14 Leeway Dr, Westbrook, CT 06498
    14 Leeway Dr, Westbrook, CT 06498
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    $2,300 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • House for Rent

    14 Leeway Dr, Westbrook, CT 06498

    Immaculate 4 room ranch with living/dining combo, full kitchen, hardwood floors, 2 large bedrooms, plus small room for den with extra day bed, bath and a half plus shower outside in fenced in yard, short walk to beach, View of Long Island sound from deck facing the water!!

    Salome Kirkutis SKS Realty

    14 Leeway Dr, Westbrook, CT 06498
  • 8 Lewis Ave, Westbrook, CT 06498
    8 Lewis Ave, Westbrook, CT 06498
    8 Lewis Ave, Westbrook, CT 06498
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    $1,700 Per Month

    • 1 Bed
    • 2 Baths
    • 2,390 Sq Ft
    • House for Rent

    8 Lewis Ave, Westbrook, CT 06498

    Welcome to your year-round coastal retreat! This spacious one-bedroom rental boasts an oversized living area, two full bathrooms, and a layout designed for comfort and ease. Located in a private beach community with effortless access to Island View Beach, this home also features off-street parking, a peaceful backyard perfect for unwinding, generous closet space, and ample room for storage.

    Craig Milton Re/Max Valley Shore

    8 Lewis Ave, Westbrook, CT 06498
  • 89 Grove Beach Rd S, Westbrook, CT 06498
    89 Grove Beach Rd S, Westbrook, CT 06498
    89 Grove Beach Rd S, Westbrook, CT 06498
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    $3,500 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,441 Sq Ft
    • House for Rent

    89 Grove Beach Rd S, Westbrook, CT 06498

    Two week JULY RENTAL, AVAILABLE 6/28/2026 - 7/11/2026 or 7/12/2026- 7/25/2026 Only steps to Grove Beach in this charming Cape style 3 bedroom, 1 & half bath home with one bedroom, the full bath and study on the main floor for easy living. The eat-in kitchen is open to the living room and looks out to the beautifully landscaped large back yard. The generously sized primary bedroom and third

    Mark McElrath William Pitt Sotheby's Int'l

    89 Grove Beach Rd S, Westbrook, CT 06498
  • 34 Worthington Dr, Westbrook, CT 06498
    34 Worthington Dr, Westbrook, CT 06498
    /2

    Call for Price

    • 1 Bed

    34 Worthington Dr, Westbrook, CT 06498

    Worthington Manor

    (959) 265-0586

    34 Worthington Dr, Westbrook, CT 06498
Connecticut Middlesex County Westbrook

Newest Homes for Rent in Westbrook, CT

Frequently Asked Questions

How much does it cost to rent a home in Westbrook, CT?
The median rent for a home in Westbrook, CT is $3,500 per month, though prices vary by neighborhood, size, and property type. As of May 2026, single-family homes tend to be the most affordable option while townhouses are currently more expensive.
How much do you need to make to afford rent in Westbrook, CT?
To comfortably afford the median rent in Westbrook, CT, a household needs to earn roughly $140,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $3,500 per month in Westbrook, CT, renters typically need to show $10,500 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Westbrook, CT?
In Westbrook, CT, the price-to-rent ratio is 15.6, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

Rental Home Trends in Westbrook, CT

There are currently 7 homes available for rent in Westbrook, CT. The median rent is $3,500 per month, with single-family homes renting at $2,300 and townhouses at $2,700.

Rental Home Trends

Number of Homes for Rent
7
Median Rent
$3,500
Median Single Family Home Rent
$2,300
Median Townhouse Rent
$2,700
How to Rent a Home

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