$2,900 Plus Fees
13 Waterbury St, Weston, CT 06883
Property Id: 987925 Down a country lane and sitting on pretty farmland, is this cozy late 50's 2Bdrm-shingled cottage -Easy one level living that includes newly updated kitchen with new,app's, nice tile /counters-and bath- all- freshly painted and move in ready. Enjoy the convenient yet private location, just across the street from popular Bisceglie-Scribner Park, comprised of 53.5 acres
$2,500 Plus Fees
1Newtown Turnpike Unit Studio, Weston, CT 06883
Property Id: 1735921 (Available Fall) (90+ days only) (Book direct or on the popular sites) This studio has all you need for a relaxing stay. It's a 500 sq ft. space w/kitchen, bartop, desk, & more. Inside a cottage style house w/gorgeous stone private entry on a 3 acre property in beautiful nature. -All furniture included -Private bathroom -Washer/Dryer -Fully
$3,600 Plus Fees
2 Newtown Turnpike Unit ., Weston, CT 06883
Property Id: 1332235 (90+ days only) (Recommended you read the entire listing before reaching out) Enjoy a large relaxing apartment in a cottage style house with modern living amenities. On 2nd floor with it's own entry door & 1,400 square feet of living space. -All furniture included (only rented furnished) -2 large bedrooms -2 large bathrooms -Washer/Dryer
$6,200 Per Month
42 Blueberry Hill Rd, Weston, CT 06883
Welcome to this spacious annual rental in one of Weston's most desirable neighborhoods! Set on a private 1-acre lot, this well-maintained ranch offers comfortable single-level living with generous room sizes, hardwood floors, and an attached two-car garage. Enjoy a bright, inviting living area, an eat-in kitchen, multiple bedrooms, two full bathrooms, and a convenient laundry room. Step outside
Christine Oleynick Keller Williams Realty
$8,500 Per Month
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
$10,000 Per Month
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
$4,700 Per Month
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
$11,500 Per Month
21 Walker Ln, Weston, CT 06883
Recently renovated from top to bottom, the home features a stunning new kitchen, beautifully updated bathrooms, new flooring, designer lighting, and updated plumbing throughout. The spacious, open layout offers oversized rooms, abundant natural light, and comfortable living spaces designed for both everyday living and entertaining. Move right in and enjoy a fully equipped home complete with
Kim Harizman Compass Connecticut, LLC
$9,500 Per Month
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
$11,000 Per Month
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
$6,300 Per Month
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.
$6,500 Per Month
82 Newtown Turnpike, Weston, CT 06883
Tucked behind private gates right on the Westport border, this 3.3 acre Weston retreat is a masterclass in riverfront living. The moment you arrive, the waterfall provides soothing sounds and a breathtaking backdrop that feels worlds away from the everyday hustle. The home is defined by soaring walls of glass that invite the outdoors in, ensuring the river is part of your daily view. The main
Heather Lewandowski Compass Connecticut, LLC
$15,000 Per Month
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
$4,000 Per Month
102 Ladder Hill Rd N Unit Cottage, Weston, CT 06883
Experience the elegance and tranquility of this exquisite two-bedroom cottage nestled within a picturesque lakeside estate. Bathed in natural light, this like-new home radiates charm and luxury. Revel in the open floor plan with granite kitchen counters and newer appliances, while the spacious bedrooms offer a haven of comfort. Discover quality finishes, high ceilings, and gorgeous hardwood
Len Schwartz Keller Williams Prestige Prop.
$8,500 Per Month
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
Weston, Connecticut, founded in 1787, is a small town located 58 miles northeast of New York City, surrounded by woodlands and countryside. The town center hosts local businesses, schools, the Weston Public Library, and the Weston Senior Center. Weston is known for its community spirit and scenic beauty, with single-family homes ranging from 18th-century cottages to 21st-century mansion estates, often set on 2- to 4-acre lots with mature trees. Popular home features include covered patios, board-and-batten windows, and multi-car garages. Bisceglie-Scribner Park, the town's main green space, offers Little League fields, pickleball courts, and a swimming pond, while Devil’s Den Preserve provides over 20 miles of trails for hiking and birdwatching. The private Aspetuck Valley Country Club features an 18-hole golf course and pickleball courts. Weston’s public schools are highly rated, with Hurlbutt Elementary, Weston Intermediate, Weston Middle, and Weston High School all receiving high marks. The town hosts various events, such as the Memorial Day Fair and Weston Founders Day, fostering a tight-knit community. Weston Shopping Center includes Lily’s Weston Market and Lunch Box, with additional shopping and dining options available in nearby Wilton. Commuting to NYC is common, with Westport Station 7 miles away offering rail service. Norwalk Hospital is 9 miles away, and John F. Kennedy International Airport is 56 miles away.
There are currently 15 homes available for rent in Weston, CT. The median rent is $6,300 per month, with single-family homes renting at $6,500 and condos at $3,050.
|
Number of Homes for Rent
15
|
Median Rent
$6,300
|
|
Median Single Family Home Rent
$6,500
|
Median Condo Rent
$3,050
|
Copyright © 2026 CoStar Group
