11

Newest Homes for Rent in Weston, CT

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  • /40

    $10,000 Per Month

    • 4 Beds
    • 4 Baths
    • 3,822 Sq Ft
    • House for Rent

    129 Davis Hill Rd, Weston, CT 06883

    Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary

    Georgia Wasserman Coldwell Banker Realty

    129 Davis Hill Rd, Weston, CT 06883
  • /40

    $30,000 Per Month

    • 4 Beds
    • 4 Baths
    • 3,822 Sq Ft
    • House for Rent

    129 Davis Hill Rd, Weston, CT 06883

    Set privately in Weston, this extraordinary home is an early masterpiece by Michael Greenberg, featuring a meticulously relocated Vermont barn, rebuilt with exceptional care and craftsmanship. Rich in character, the residence blends rustic authenticity with refined, modern updates. The stunning great room is anchored by a dramatic three-story fieldstone fireplace, while the first-floor primary

    Georgia Wasserman Coldwell Banker Realty

    129 Davis Hill Rd, Weston, CT 06883
  • /33

    $8,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 3,316 Sq Ft
    • House for Rent

    896 Westport Rd, Easton, CT 06612

    Charming retreat in lower Easton nestled on 3+ acres just over the Westport border! This warm & inviting home exudes character and charm with the comforts of modern day amenities such as central AC and generator. Enter through the welcoming screened in porch where you can relax in the morning with your coffee in hand and at night with your favorite drink. Enjoy the sunny great room/art studio and

    Jordan Dolger Higgins Group Real Estate

    896 Westport Rd, Easton, CT 06612
  • /36

    $17,000 Per Month

    • 6 Beds
    • 6.5 Baths
    • 7,649 Sq Ft
    • House for Rent

    29 Rogues Ridge, Weston, CT 06883

    This exquisite custom estate on 4.7+/- acres is an incredible opportunity available for lease, and will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a

    Alex Chingas Coldwell Banker Realty

    29 Rogues Ridge, Weston, CT 06883
  • /24

    $4,700 Per Month

    • 1 Bed
    • 1 Bath
    • 736 Sq Ft
    • House for Rent

    286 Lyons Plain Rd, Weston, CT 06883

    Tucked along the water's edge of the Saugatuck River, this enchanting one-bedroom cottage is a true slice of heaven - serene, private, and utterly removed from the everyday. Wake to the soft sound of the river and spend your days surrounded by nature's quiet perfection. The open great room invites you to gather, unwind, and stay a while - anchored by a magnificent stone fireplace that becomes the

    Susan Seath Compass Connecticut, LLC

    286 Lyons Plain Rd, Weston, CT 06883
  • /40

    $11,000 Per Month

    • 5 Beds
    • 3.5 Baths
    • 6,118 Sq Ft
    • House for Rent

    112 Birch Hill Rd, Weston, CT 06883

    A rare opportunity for lovers of contemporary design-the architect-designed Glass House of Weston is available for rent. This renovated home boasts an open floorplan flooded w/natural light from floor-to-ceiling windows and skylights, offering serene views of its well-maintained natural surroundings, lush foliage, and striking rock outcroppings. The LR features soaring ceilings, mahogany windows,

    Barbara Bross Coldwell Banker Realty

    112 Birch Hill Rd, Weston, CT 06883
  • /33

    $9,500 Per Month

    • 4 Beds
    • 5 Baths
    • 4,500 Sq Ft
    • House for Rent

    55 Blueberry Hill Rd, Weston, CT 06883

    At the End of a Coveted Cul-de-sac in Lower Weston - Welcome to 55 Blueberry Hill! A picture-perfect lifestyle awaits in this thoughtfully reimagined and beautifully appointed country home. This stunning 4-bedroom, 3-full and 2-half bath residence spans over 4,500 sq.ft., offering a gracious layout, gleaming hardwood floors throughout, and timeless architectural details. The custom center-hall

    Vickie Kelley Camelot Real Estate

    55 Blueberry Hill Rd, Weston, CT 06883
  • /17

    $6,300 Per Month

    • 4 Beds
    • 3 Baths
    • 2,851 Sq Ft
    • House for Rent

    24 N Calvin Rd, Weston, CT 06883

    Welcome to 24 N Calvin Rd, an exceptional residence set in the prestigious enclave of Weston, where timeless elegance meets serene New England beauty. Perfectly positioned on a private, picturesque setting, this distinguished home offers a rare combination of sophistication, comfort, and refined living. Thoughtfully designed with attention to detail, the home features expansive, light-filled

    Irsannia Gallardo eRealty Advisors, Inc.

    24 N Calvin Rd, Weston, CT 06883
  • /34

    $9,500 Per Month

    • 4 Beds
    • 4.5 Baths
    • 3,100 Sq Ft
    • House for Rent

    145 Lyons Plain Rd, Weston, CT 06883

    Charming Restored Antique with River Frontage in Lower Weston. Available for Yearly Rental. 3100 SF of refined living space with 4 beds and 4 full 1 half baths. Enter thru the expansive Foyer with fireplace and half bath Powder Room. The large Living Room/Dining Room with fireplace offers ample space. Library/Den with fireplace, wet bar and built ins. Solarium with sky lights perfect for enjoying

    Robert Appell Coldwell Banker Realty

    145 Lyons Plain Rd, Weston, CT 06883
  • /20

    $2,500 Plus Fees

    • Studio
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    1Newtown Turnpike Unit Studio, Weston, CT 06883

    Property Id: 1735921Furnished Studio (Airbnb Favorite) D I S C O U N T (Normally $2,600/m)A V A I L A B L E - September 2026 No Phone calls, message this ad please. -----------------------------------------T E R M S 3-month minimum in general. 4-month minimum from October/November. No exceptions.6-12 months also available for the right candidate. Send

    1Newtown Turnpike Unit Studio, Weston, CT 06883
  • /20

    $3,600 Plus Fees

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Condo for Rent

    2 Newtown Turnpike Unit ., Weston, CT 06883

    Property Id: 1332235Airbnb available for direct bookings. Beautiful, ideal location on a wooded property. (15 min. to all major highways, trains). D E S C R I P T I O N:You'll enjoy a peaceful serene, wooded environment that's only minutes away from the town center and nearby Westport, Norwalk, Wilton, Ridgefield which offer great shopping/attractions. This rental is set in a

    2 Newtown Turnpike Unit ., Weston, CT 06883

Frequently Asked Questions

How much does it cost to rent a home in Weston, CT?
The median rent for a home in Weston, CT is $9,500 per month, though prices vary by neighborhood, size, and property type. As of July 2026, condos tend to be the most affordable option while single-family homes are currently more expensive.
How much do you need to make to afford rent in Weston, CT?
To comfortably afford the median rent in Weston, CT, a household needs to earn roughly $380,000 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 $9,500 per month in Weston, CT, renters typically need to show $28,500 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 Weston, CT?
In Weston, CT, the price-to-rent ratio is 12.3, 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.
What neighborhoods in Weston, CT are best for renting a home?
The best neighborhood for renting in Weston, CT depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Coleytown, Old Hill, Westport Village, Cranbury and Staples, each with its own character and price range.

Rental Home Trends

Number of Homes for Rent
11
Median Rent
$9,500
Median Single Family Home Rent
$6,800
Median Condo Rent
$3,050
How to Rent a Home