Weston, CT Homes

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  $2,474,000

  • 4 Beds
  • 5 Baths
  • 4,013 Sq Ft

  30 Cavalry Rd, Westport, CT 06880

  Designed for flexibility & privacy, fully renovated Westport residence offers TWO distinct living levels w/bdrm suites on both floors. Ideal for today's evolving lifestyles. Main-level living is complemented by a private lower-level retreat, perfect for guests, home offices, or extended living needs, all set on beautiful, serene property.Prepare to be wowed by this stunningly reimagined

  

  Hyleri Katzenberg

  Compass Connecticut, LLC

  (475) 275-9243

  30 Cavalry Rd, Westport, CT 06880
• Explore Weston

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  /20

  $2,250 per month plus fees

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

  1Newtown Turnpike Unit Studio, Weston, CT 06883

  Property Id: 1735921Please read all info below before inquiring. Furnished Studio with 1 private bathroom + kitchen. Ideal for a professional working traveler, intern, or temporary housing needs. We book online typically, multiple 5 star reviews on the popular platforms. Save money booking direct. PROMOTION: Currently offering a discount of $2,250/month for only first

  1Newtown Turnpike Unit Studio, Weston, CT 06883
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  $2,170,000 Sold Nov 10, 2025

  28 Wells Hill Rd, Weston, CT 06883

  • 5 Beds
  • 3.5 Baths
  • 5,750 Sq Ft
  • Built 1979

  Last Sold Summary

  • 5% Below List Price
  • $377/SF
  • 23 Days On Market

  Last Listing Agent Dee Cohen Compass Connecticut, LLC

  28 Wells Hill Rd, Weston, CT 06883
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  Est $1,220,246 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 4,066 Sq Ft

  178 Davis Hill Rd, Weston, CT 06883

  178 Davis Hill Rd, Weston, CT 06883
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  $799,000 Under Contract

  • 5 Beds
  • 3 Baths
  • 2,788 Sq Ft

  1 Greenlea Ln, Weston, CT 06883

  This charming 5-bedroom, 3-full-bath home offers 2,788 sq. ft. of beautifully designed living space, set on a generous 2-acre corner lot. Perfect for entertaining, the home boasts a convenient location with easy access to everything Weston has to offer. Main floor, eat-in Kitchen, Dining Room, Living Room with fireplace, Three Bedrooms with hall Bath and Primary Bedroom with Bath, Laundry Room,

  

  Kevin O'Brien

  O'Brien Premier Properties

  (203) 632-9988

  1 Greenlea Ln, Weston, CT 06883
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  /23

  $6,500 total monthly price

  • 3 Beds
  • 3 Baths
  • 2,810 Sq Ft
  • House for Rent

  21 Pent Rd, Weston, CT 06883

  Stunning Contemporary Retreat Abutting Devil's Den Preserve~ Nestled in nature, this impeccably maintained contemporary home offers peaceful living with unmatched access to hiking, birdwatching, and year-round outdoor exploration. A short stroll brings you to LaChat Town Farm, a beloved community hub offering farm programs, environmental education, seasonal events, and cultural experiences for

  Catherine McGee Coldwell Banker Realty

  21 Pent Rd, Weston, CT 06883
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  $1,150,000 Sold Aug 01, 2025

  23 Tubbs Spring Dr, Weston, CT 06883

  • 4 Beds
  • 4 Baths
  • 2,612 Sq Ft
  • Built 1963

  Last Sold Summary

  • 15% Above List Price
  • $440/SF
  • 51 Days On Market

  Current Estimated Value $1,118,008

  Last Listing Agent Kathleen O'Connell Coldwell Banker Realty

  23 Tubbs Spring Dr, Weston, CT 06883
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  Est $1,791,136 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 6,213 Sq Ft

  34 Pheasant Hill Rd, Weston, CT 06883

  34 Pheasant Hill Rd, Weston, CT 06883
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  $524,000

  • 2 Beds
  • 2 Baths
  • 1,544 Sq Ft

  20 Georgetown Rd, Weston, CT 06883

  Beautifully updated Colonial in an excellent location, close to downtown Weston! This 2-bedroom, 2-bath Colonial features a spacious living room, large kitchen with granite countertops, and a formal dining room with a full bath and separate laundry room. The second level has two bedrooms, a shared bathroom and an office area. The bonus room on the 3rd level has full-sized windows and its own

  Jared Randall Redfin Corporation

  20 Georgetown Rd, Weston, CT 06883
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  $8,500 total monthly price

  • 5 Beds
  • 2 Baths
  • 2,925 Sq Ft
  • House for Rent

  33 Riverfield Dr, Weston, CT 06883

  This beautiful, tastefully furnished home enjoys a serene and picturesque waterfront location on the Weston/Westport border. Spectacular property with gunite pool and pool house. Recently renovated with an open floor plan, new kitchen, and hardwood floors throughout, this home is sure to please. The first level consists of the eat-in kitchen, family room with a fireplace, formal dining room with

  Michelle Genovesi William Raveis Real Estate

  33 Riverfield Dr, Weston, CT 06883
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  $1,299,000 Sold May 08, 2025

  17 Fresh Meadow Rd, Weston, CT 06883

  • 3 Beds
  • 3 Baths
  • 3,274 Sq Ft
  • Built 1972

  Last Sold Summary

  • 4% Below List Price
  • $397/SF
  • 50 Days On Market

  Current Estimated Value $1,290,963

  Last Listing Agent Mary Kate Klemish-Boehm Brown Harris Stevens

  17 Fresh Meadow Rd, Weston, CT 06883
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  Est $1,574,618 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,938 Sq Ft

  166 Newtown Turnpike, Weston, CT 06883

  166 Newtown Turnpike, Weston, CT 06883
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  $3,999,999

  • 5 Beds
  • 9 Baths
  • 11,450 Sq Ft

  64 Old Redding Rd, Weston, CT 06883

  Discover a stunning custom-crafted luxury home, complete with a separate one-bedroom guest pool house, that stands as an architecturally significant estate designed to be cherished. Nestled on meticulously landscaped grounds with picturesque views of Pawtucket Valley Country Club, this grand colonial residence offers every amenity for a refined lifestyle. As you enter the soaring foyer, you are

  Anissa Paolillo Redfin Corporation

  64 Old Redding Rd, Weston, CT 06883
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  $3,500 total monthly price

  • 2 Beds
  • 1.5 Baths
  • 957 Sq Ft
  • House for Rent

  213 Georgetown Rd, Weston, CT 06883

  Discover the perfect sanctuary for those seeking peace, privacy, and effortless tranquility. This charming two-bedroom, one-and-a-half-bath residence offers a warm and inviting retreat that has been beautifully maintained A highlight of the home is the heated (and ac cooled) sun porch, wrapped in wall-to-wall windows and bathed in natural light-an ideal space to savor year-round views of the

  Vienna DiPiave William Pitt Sotheby's Int'l

  213 Georgetown Rd, Weston, CT 06883
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  $1,252,500 Sold Dec 01, 2025

  29 Old Stage Coach Rd, Weston, CT 06883

  • 5 Beds
  • 4.5 Baths
  • 4,898 Sq Ft
  • Built 1957

  Last Sold Summary

  • 3% Below List Price
  • $256/SF
  • 13 Days On Market

  Last Listing Agent Laurie Crouse Coldwell Banker Realty

  29 Old Stage Coach Rd, Weston, CT 06883
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  Est $931,833 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,132 Sq Ft

  23 Oakwood Dr, Weston, CT 06883

  23 Oakwood Dr, Weston, CT 06883
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  $2,000,000 Pending

  • 6 Beds
  • 6 Baths
  • 6,275 Sq Ft

  81 Norfield Rd, Weston, CT 06883

  NEW LISTING!! Weston estate on prestigious Norfield Rd. Walk to Weston center, library & schools, while still enjoying TOTAL privacy. 2 acres of lush gardens & specimen plantings with irrigation, landscape lighting & deer fence surround this 6300 -+ sq ft, well maintained, charming, vintage colonial rambler with 6 bedrooms, 4 full & 2 half baths. Sun drenched with high ceilings and many

  Joelle Malec William Raveis Real Estate

  81 Norfield Rd, Weston, CT 06883
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  $7,200 total monthly price

  • 4 Beds
  • 3 Baths
  • 2,791 Sq Ft
  • House for Rent

  188 Godfrey Rd E, Weston, CT 06883

  Escape to quaint Weston Connecticut // 188 Godfrey is a wonderful blend of entertaining and everyday comfort. It's also something different, in the best way. Magical ingredients include: vaulted ceilings in all the main spaces, a wrap around elevated deck with treetop views, multiple bluestone patios, walls of glass that bring the outside in. The main level Living Room features a native stone

  Carrie Perkins RE/MAX Heritage

  188 Godfrey Rd E, Weston, CT 06883
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  $1,700,000 Sold Aug 05, 2025

  100 Georgetown Rd, Weston, CT 06883

  • 4 Beds
  • 4.5 Baths
  • 4,667 Sq Ft
  • Built 2019

  Last Sold Summary

  • 3% Below List Price
  • $364/SF
  • 88 Days On Market

  Current Estimated Value $1,720,989

  Last Listing Agent Jared Randall Redfin Corporation

  100 Georgetown Rd, Weston, CT 06883
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  Est $1,428,136 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,804 Sq Ft

  7 Church Ln, Weston, CT 06883

  7 Church Ln, Weston, CT 06883
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  $1,569,000 Under Contract

  • 5 Beds
  • 5.5 Baths
  • 3,579 Sq Ft

  145 Lyons Plain Rd, Weston, CT 06883

  Historic Elegance meets today's lifestyle in this 1845 Antique w/ 145' of scenic river frontage but not in the flood zone, in Lower Weston. A property rich in history, timeless charm & character is known as the Curtis Wood House. This beautifully restored & thoughtfully modernized home features 5BRS & 4.5 baths in the main house & a legal rental cottage (480 sf included in the SF) w/ a LR,

  Marilyn Heffers Coldwell Banker Realty

  145 Lyons Plain Rd, Weston, CT 06883
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  /16

  $3,750 total monthly price

  • 4 Beds
  • 2 Baths
  • 960 Sq Ft
  • House for Rent

  515 Newtown Turnpike, Weston, CT 06883

  Public Remarks Attention Nature Lovers...Secluded and private 4 bedroom ranch surrounded by beautiful woods, wildlife and extensive watershed.Walk to Saugatuck Reservoir from your back yard.NEW ENGINEERED FLOOR ON SECOND FLOOR.Unique Layout makes it perfect for extended families or in home office. Updated spacious ranch style living with 2 bedrooms up and 2 downstairs. Full bath on each floor.

  Peter Sullivan Camelot Real Estate

  515 Newtown Turnpike, Weston, CT 06883
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  $985,000 Sold Jun 13, 2025

  60 Old Farm Rd, Weston, CT 06883

  • 5 Beds
  • 3.5 Baths
  • 3,073 Sq Ft
  • Built 1977

  Last Sold Summary

  • 1% Above List Price
  • $321/SF
  • 29 Days On Market

  Current Estimated Value $1,006,135

  Last Listing Agent Nadine Chikuni William Raveis Real Estate

  60 Old Farm Rd, Weston, CT 06883
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  Est $1,374,006 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 6,226 Sq Ft

  152 Old Hyde Rd, Weston, CT 06883

  152 Old Hyde Rd, Weston, CT 06883
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  $1,500,000 Pending

  • 6 Beds
  • 9.5 Baths
  • 11,726 Sq Ft

  262 Lyons Plain Rd, Weston, CT 06883

  A Premier New England Property & Extraordinary Opportunity! Riversbend is a singular opportunity to own a one-of-a-kind stone and cedar shake New England Colonial located on a spectacular 1.7 acre property on the Saugatuck River. The Estate was home for 30 years to an international family who entertained many family & friends from around the world - heads of hotels & restaurants - and in great

  Rita Kirby William Pitt Sotheby's Int'l

  262 Lyons Plain Rd, Weston, CT 06883
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  $8,000 total monthly price

  • 3 Beds
  • 4.5 Baths
  • 4,025 Sq Ft
  • House for Rent

  58 Wells Hill Rd, Weston, CT 06883

  Do you love modern homes but the charm of wood beams? This 3/4 bedroom rental home is for you! This architecturally significant home is a wonderful former Westport barn that is now a light-filled modern home. The first floor's two-story open living area has a living room with fireplace, dining room, and kitchen, while also offering a library and full bath. Upstairs is the master bedroom suite

  Merry Hampton William Raveis Real Estate

  58 Wells Hill Rd, Weston, CT 06883
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  $1,288,000 Sold Jan 29, 2025

  25 Grays Farm Rd, Weston, CT 06883

  • 4 Beds
  • 2.5 Baths
  • 2,656 Sq Ft
  • Built 1971

  Last Sold Summary

  • 62% Above List Price
  • $485/SF
  • 24 Days On Market

  Current Estimated Value $1,297,692

  Last Listing Agent David Weber Compass Connecticut, LLC

  25 Grays Farm Rd, Weston, CT 06883
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  Est $1,114,223 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,677 Sq Ft

  36 September Ln, Weston, CT 06883

  36 September Ln, Weston, CT 06883
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  /85

  $3,795,000

  • 7 Beds
  • 10 Baths
  • 11,075 Sq Ft

  214 Good Hill Rd, Weston, CT 06883

  Modern luxury meets historic charm on 5 private acres in lower Weston. Set at the end of a long, tree-lined drive, this reimagined Tudor Revival estate—once the retreat of Godspell creator John-Michael Tebelak—offers exceptional privacy and turnkey living. Renovated and expanded by architect Jack Franzen, the main home features 7 bedrooms, 8 full and 2 half baths, a dramatic two-story

  Eva Penson Sotheby's International Realty

  214 Good Hill Rd, Weston, CT 06883
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  $13,000 total monthly price

  • 4 Beds
  • 4.5 Baths
  • 6,244 Sq Ft
  • House for Rent

  9 Grey Fox Ln, Weston, CT 06883

  Tucked away on a quiet cul-de-sac off Osborn Farm Rd, this newer custom home offers 4 bedrooms, 4 full baths, and 1 half bath in a thoughtfully designed layout. The main floor features the spacious primary suite with a walk-in closet, spa-like bath, and access to a shared balcony overlooking the backyard. A second bedroom on the main level adds flexibility for guests or multigenerational living.

  Medina Kovaci William Raveis Real Estate

  9 Grey Fox Ln, Weston, CT 06883
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  $1,185,000 Sold Mar 07, 2025

  17 Stonehenge Rd, Weston, CT 06883

  • 6 Beds
  • 3.5 Baths
  • 3,250 Sq Ft
  • Built 1963

  Last Sold Summary

  • 10% Above List Price
  • $365/SF
  • 14 Days On Market

  Current Estimated Value $1,149,902

  Last Listing Agent Meredith Kamo Compass Connecticut, LLC

  17 Stonehenge Rd, Weston, CT 06883
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  Est $1,432,576 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,475 Sq Ft

  34 Trails End Rd, Weston, CT 06883

  34 Trails End Rd, Weston, CT 06883
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  /40

  $1,160,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,910 Sq Ft

  27 Rogues Ridge, Weston, CT 06883

  Bringing the Indoors and Outdoors Together with Mid-Century Rustic Elegance... Designed by renowned Broadway scenic designer Ralph Alswang-whose legacy includes nearly 100 productions and iconic venues such as the George Gershwin Theatre-this extraordinary Weston home reflects his theatrical eye for light, space, and natural beauty. Alswang, who also designed a handful of homes for notable

  Vickie Kelley Camelot Real Estate

  27 Rogues Ridge, Weston, CT 06883
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  $1,400,000 Sold Nov 10, 2025

  17 Grays Farm Rd, Weston, CT 06883

  • 4 Beds
  • 3.5 Baths
  • 3,166 Sq Ft
  • Built 1963

  Last Sold Summary

  • 12% Below List Price
  • $442/SF
  • 106 Days On Market

  Last Listing Agent Mary Palmieri Gai Berkshire Hathaway NE Prop.

  17 Grays Farm Rd, Weston, CT 06883
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  Est $3,019,684 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 8,069 Sq Ft

  16 Equestrian Trail, Weston, CT 06883

  16 Equestrian Trail, Weston, CT 06883
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  $1,799,000

  • 5 Beds
  • 4.5 Baths
  • 4,106 Sq Ft

  335 Georgetown Rd, Weston, CT 06883

  Discover the serenity of 335 Georgetown Road, where a grand, private approach leads you through exquisitely landscaped grounds adorned with lush foliage, natural stone, and vibrant blooms. This contemporary masterpiece is perched on 3.38 acres, featuring a professionally lit Tartan basketball court, expansive side deck and a secluded pool. The main floor primary suite has two generously sized

  Karen Hagen Compass Connecticut, LLC

  335 Georgetown Rd, Weston, CT 06883
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  $1,150,000 Sold Mar 06, 2025

  132 Georgetown Rd, Weston, CT 06883

  • 3 Beds
  • 2.5 Baths
  • 2,890 Sq Ft
  • Built 1976

  Last Sold Summary

  • 7% Above List Price
  • $398/SF
  • 90 Days On Market

  Current Estimated Value $1,153,002

  Last Listing Agent James Wood Coldwell Banker Realty

  132 Georgetown Rd, Weston, CT 06883
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  Not Listed For Sale

  45 Treadwell Ln, Weston, CT 06883

  45 Treadwell Ln, Weston, CT 06883
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  /40

  $3,500,000

  • 3 Beds
  • 3 Baths
  • 8,500 Sq Ft

  4 Good Hill Rd, Weston, CT 06883

  Exquisite 1970 Renovated 3 Bedroom House with Renovated Barn and Private Art Museum in Weston, CT Nestled in the heart of Lower Weston, Connecticut, this exceptional 3.25 acre property offers a unique blend of historic charm and modern luxury. Situated on a meticulously landscaped estate, this renovated 3-bedroom house presents an unparalleled opportunity to experience gracious living alongside

  Kim Harizman Compass Connecticut, LLC

  4 Good Hill Rd, Weston, CT 06883
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  $2,310,000 Sold Feb 10, 2025

  7 Hills End Ln, Weston, CT 06883

  • 5 Beds
  • 6 Baths
  • 4,500 Sq Ft
  • Built 2024

  Last Sold Summary

  • 3% Above List Price
  • $513/SF
  • 129 Days On Market

  Current Estimated Value $2,414,222

  Last Listing Agent Jeff Craw William Raveis Real Estate

  7 Hills End Ln, Weston, CT 06883

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