Cannondale Homes

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  /34

  $1,269,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,455 Sq Ft

  565 Danbury Rd, Wilton, CT 06897

  Conveniently located, set back from Danbury Road on a private driveway. This sun-filled Colonial offers 4 Bedrooms and 4 full baths. First floor offers a chef Kitchen with professional grade appliances, granite counters, custom cabinetry and slider leading to a large Deck for outdoor entertaining, Dining Room, Living Room and Family Room with fireplace, hardwood floors throughout. Mud Room with

  

  Kevin O'Brien

  O'Brien Premier Properties

  (203) 456-9119

  565 Danbury Rd, Wilton, CT 06897
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  /5

  $7,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,803 Sq Ft
  • House for Rent

  332 Belden Hill Rd, Wilton, CT 06897

  House is being renovated and painted Inside and Out. It will return as soon as it is ready to show. Historic Antique Colonial in South Wilton - 4 Beds | 2.5 Baths | 2,803 Sq Ft + Unfinished Walk-Out Lower Level | 4.81 Acres. Known as the historic "James Benedict" house, this central chimney, 2-story, post and beam construction residence is one of the notable and better-preserved 18th century

  

  Cosmo Iadanza

  Century 21 AllPoints Realty

  (203) 916-5930

  332 Belden Hill Rd, Wilton, CT 06897
• 

  $3,293,000 Sold Jul 29, 2025

  • 9,084 Sq Ft
  • $363/SF
  • 172 Days On Market

  • 5 Beds
  • 8 Baths
  • Built 1994

  39 Keelers Ridge Rd, Wilton, CT 06897

  Luxurious Keelers Ridge Estate: A Serene Sanctuary of Sophistication and Comfort Nestled on a private cul-de-sac in the prestigious Keelers Ridge neighborhood, this executive property is a testament to luxury, tranquility, and meticulous upkeep. Spanning over 2 acres of meticulously curated gardens and specimen plantings, this oasis promises an ambiance of refined elegance and natural beauty. As

  Aileen Mastey William Pitt Sotheby's Int'l

  39 Keelers Ridge Rd, Wilton, CT 06897
• 

  Est $1,676,600 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,175 Sq Ft

  223 Cannon Rd, Wilton, CT 06897

  223 Cannon Rd, Wilton, CT 06897
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  /39

  $2,650,000

  • 5 Beds
  • 4.5 Baths
  • 6,400 Sq Ft

  433 Belden Hill Rd, Wilton, CT 06897

  NEW PRICE DECREASE! Exceptional Custom Designed Contemporary Colonial Farmhouse Style Estate in South Wilton. Set on 3.1 pristine acres of flat, manicured land in coveted South Wilton, this newly constructed 6,400 +/- square foot masterpiece sets a new standard for luxury living. No expense has been spared in creating this exceptional residence, where thoughtful design meets uncompromising

  Alison Mark Berkshire Hathaway NE Prop.

  433 Belden Hill Rd, Wilton, CT 06897
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  /29

  $5,000 per month

  • 5 Beds
  • 4 Baths
  • 3,410 Sq Ft
  • House for Rent

  434 Hurlbutt St, Wilton, CT 06897

  Charming 18th century Antique Colonial, 7 fireplaces, hand hewn beams & wide-plank chestnut floors & many built ins. Large Rooms with great ceiling height. 5 Bedrooms and 4 full baths. 3 stairways to the second floor. Finished third floor with two room for extra space. Shared driveway with cottage and barn tenants. Landlord takes care of ground maintenance and snow removal. Convenient location

  

  Kevin O'Brien

  O'Brien Premier Properties

  (203) 989-4486

  434 Hurlbutt St, Wilton, CT 06897
• 

  $1,325,000 Sold Jul 28, 2025

  • 3,782 Sq Ft
  • $350/SF
  • 27 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1956

  66 Saunders Dr, Wilton, CT 06897

  Great location, walk to schools, sports fields and train! Thoughtfully and beautifully expanded in 2001 by the award-winning architect Rob Sanders, this 4-Bed, 4 Full-Bath Colonial effortlessly blends gracious elegance with a relaxed, family-friendly vibe. The spacious eat-in chef's kitchen features a professional Viking range with an infrared warming shelf, new refrigerator and dishwasher,

  Susan Larsen William Raveis Real Estate

  66 Saunders Dr, Wilton, CT 06897
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  Est $2,402,013 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  141 Cannon Rd, Wilton, CT 06897

  141 Cannon Rd, Wilton, CT 06897
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  /40

  $1,295,000

  • 4 Beds
  • 5 Baths
  • 4,529 Sq Ft

  305 Thayer Pond Rd, Wilton, CT 06897

  Stunning 2 acre property features both a main house and separate cottage. Situated on the New Canaan line on one of Wilton's most sought-after streets & steps to The Lake Club, this elegant and sophisticated, impeccably maintained Colonial has over $350k in renovations and upgrades! Approached by stately stone pillars & walls w/a NEW paved driveway, 3-car garage w/NEW EV wall charge & boasting

  Gaynor Brennan BHHS Darien/New Canaan

  305 Thayer Pond Rd, Wilton, CT 06897
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  /17

  $4,400 per month

  White Oaks at Wilton

  2 Beds

  116 Danbury Rd, Wilton, CT 06897

  White Oaks at Wilton is perched on a picturesque hill, enveloped by lush greenery. Offering a range of one-, two-, and three-bedroom apartments, our residential community also includes townhomes with the option of a private garage for a cozy atmosphere. Additionally, we provide one and two-bedroom lofts to suit your preferences.

  116 Danbury Rd, Wilton, CT 06897
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  $2,200,000 Sold Jul 25, 2025

  • 4,426 Sq Ft
  • $497/SF
  • 16 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1985

  24 Silver Spring Rd, Wilton, CT 06897

  This home isn't just beautiful-it's unforgettable. Fully renovated with exceptional craftsmanship and a designer's eye, it offers the kind of refined comfort and effortless style you see in the pages of Architectural Digest. But here, it's real-and it's yours. Welcome to your private sanctuary nestled between the charming towns of Wilton, Ridgefield, and New Canaan, CT, and just minutes from

  Stacy Book William Raveis Real Estate

  24 Silver Spring Rd, Wilton, CT 06897
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  Est $1,570,348 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 4,200 Sq Ft

  25 Wilton Acres, Wilton, CT 06897

  25 Wilton Acres, Wilton, CT 06897
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  /7

  $2,090,000

  • 5 Beds
  • 7 Baths
  • 5,100 Sq Ft

  0 Mountain Rd, Wilton, CT 06897

  This proven luxury home builder wants to build your future dream home on this rarely available one of a kind private lot. Drive down a private, hidden 1000+ foot driveway to find a property totaling over 2.00+ acres of unmatched and untouched exclusivity surrounded by protected state land. Add pool and tennis too! Two amazing potential lot sites. In addition, and even a possibility of

  Evan Sheftel Millstone Real Estate Corp

  0 Mountain Rd, Wilton, CT 06897
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  /19

  $5,500 per month

  • 3 Beds
  • 2.5 Baths
  • 2,184 Sq Ft
  • House for Rent

  11 Crowne Pond Ln Unit 11, Wilton, CT 06897

  Welcome to Crowne Pond Lane A beautiful South Wilton community of just 26 homes, ideally located in the heart of Wilton Center. This beautifully maintained 3-bedroom, 2.5-bath colonial, built in 2001, offers nearly 3,000 square feet of thoughtfully designed living space. With 9-foot ceilings, hardwood floors on the main level, and luxury vinyl tile on the second floor, this home blends timeless

  Dagny Eason Dagny's Real Estate

  11 Crowne Pond Ln Unit 11, Wilton, CT 06897
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  $1,220,000 Sold Jul 24, 2025

  • 3,660 Sq Ft
  • $333/SF
  • 66 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1830

  61 Nod Hill Rd, Wilton, CT 06897

  Welcome to the Betts Pope House, a treasured Wilton landmark dating back to 1830, offering the perfect blend of historic charm and modern amenities. Nestled on iconic Nod Hill Road-one of the most coveted streets in the country- this elegant Colonial features 4 bedrooms, 3.5 baths, including a first-floor ensuite primary/guest room with stunning views of the 22 acres of protected conservation

  Lynne Murphy Berkshire Hathaway NE Prop.

  61 Nod Hill Rd, Wilton, CT 06897
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  Est $3,054,184 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 8,065 Sq Ft

  28 Riding Club Rd, Wilton, CT 06897

  28 Riding Club Rd, Wilton, CT 06897
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  /39

  $1,995,000

  • 4 Beds
  • 5 Baths
  • 5,976 Sq Ft

  21 Woods End Dr, Wilton, CT 06897

  Tucked away in South Wilton on a cul-de-sac near both Wilton and New Canaan centers, this striking contemporary offers architectural elegance, refined finishes, and a serene natural settling with a private dock on Thayer Pond. The friendly neighborhood is very walkable, and perfect for biking and jogging, and taking your dog for a stroll. Bathed in natural light, this home features sweeping

  Alice Morgan Higgins Group Real Estate

  21 Woods End Dr, Wilton, CT 06897
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  /50

  $2,995 - $5,744 per month

  Riverside Wilton

  1-3 Beds

  141 Danbury Rd, Wilton, CT 06897

  Riverside Wilton is designed for your alluring lifestyle. Elevated by an impressive collection of features and amenities, your new address is surrounded by parks, fine dining, educational opportunities, and charming retail establishments.

  141 Danbury Rd, Wilton, CT 06897
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  $1,694,750 Sold Jul 24, 2025

  • 5,368 Sq Ft
  • $316/SF
  • 38 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1984

  301 Sturges Ridge Rd, Wilton, CT 06897

  Welcome to your dream home in the heart of Wilton. Nestled just moments from Wilton Center, this beautifully maintained and thoughtfully designed 4-bedroom, 4.5 bath Contemporary residence offers a perfect balance of elegance, functionality, and comfort. Step inside to discover the perfect floor plan ideal for modern living. The main level boasts a dedicated home office, perfect for remote work

  Ryan Sullivan Berkshire Hathaway NE Prop.

  301 Sturges Ridge Rd, Wilton, CT 06897
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  Est $2,216,384 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 6,175 Sq Ft

  97 Grumman Hill Rd, Wilton, CT 06897

  97 Grumman Hill Rd, Wilton, CT 06897
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  /37

  $1,275,000 Open Mon 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 3,006 Sq Ft

  6 Downe Ln, Wilton, CT 06897

  Historic Elegance meets Modern Living at 6 Downe Lane Welcome to 6 Downe Lane - a property rich in history and timeless charm, originally occupied by the Gaylord family, one of Wilton's earliest settlers. This beautifully preserved and thoughtfully updated home offers a rare opportunity to own a piece of the town's heritage, gracefully nestled on a quiet cul-de-sac in a sought-after South Wilton

  Lisa Nuzzo RE/MAX Heritage

  6 Downe Ln, Wilton, CT 06897
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  /22

  $2,100 per month

  • 1 Bed
  • 1 Bath
  • 519 Sq Ft
  • Apartment for Rent

  62 Village Walk, Wilton, CT 06897

  Enjoy the best of modern living in this beautifully updated 1-bedroom apartment, ideally located just a short stroll from Wilton Center and scenic Schenck's Island. This sun-filled corner unit features brand new hardwood floors throughout and a fully renovated kitchen with sleek stainless steel appliances and ample storage. Additional highlights include a spacious bathroom, the convenience of

  Todd Auslander Keller Williams Prestige Prop.

  62 Village Walk, Wilton, CT 06897
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  $1,625,000 Sold Jul 23, 2025

  • 4,224 Sq Ft
  • $385/SF
  • 36 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1973

  104 Cheesespring Rd, Wilton, CT 06897

  Welcome to your dream escape! This classic colonial is all about blending privacy with convenience. Tucked away on a lush lot, it's a perfect spot for the forever home. Step inside to find a sprawling 4,200 square feet of space with four comfy bedrooms and three-and-a-half baths. The kitchen is the heart of the house with its open-concept design. Cook up a storm all while enjoying the views. When

  Marion Filley Compass Connecticut, LLC

  104 Cheesespring Rd, Wilton, CT 06897
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  Est $1,412,962 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 4,224 Sq Ft

  342 New Canaan Rd, Wilton, CT 06897

  342 New Canaan Rd, Wilton, CT 06897
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  /37

  $1,285,000

  • 4 Beds
  • 3 Baths
  • 3,425 Sq Ft

  262 Linden Tree Rd, Wilton, CT 06897

  A beautifully updated Colonial Rambler, tucked into one of Wilton's most sought-after neighborhoods-perfectly situated between New Canaan and Wilton town centers. This sun-drenched 4-5 bedroom home blends classic New England charm with thoughtful updates and timeless style. The heart of the home is a stunning eat-in kitchen featuring a large picture window and a vaulted, beamed ceiling that adds

  Kim Burke Berkshire Hathaway NE Prop.

  262 Linden Tree Rd, Wilton, CT 06897
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  /20

  $3,200 per month

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

  106 Spoonwood Rd, Wilton, CT 06897

  Charming Cottage with Loft Bedroom in Desirable Wilton Setting Welcome to this beautifully maintained 600 sq ft cottage nestled in a peaceful and private setting in Wilton, CT. This unique home features a bright and airy open layout with vaulted ceilings, great natural light, and a cozy fireplace, perfect for relaxing year-round. The loft-style bedroom offers a charming retreat, while the main

  106 Spoonwood Rd, Wilton, CT 06897
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  $2,202,805 Sold Jul 22, 2025

  • 7,523 Sq Ft
  • $293/SF
  • 14 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2010

  72 Cannon Rd, Wilton, CT 06897

  HIGHEST and BEST by 5pm Tuesday May 6th. COLONIAL IN COVETED CANNONDALE! Discover unparalleled luxury at 72 Cannon Road, a magnificent 5/6 bdr custom home set on pristine grounds in Wilton's sought-after neighborhood. Approach via elegant circular drive to the welcoming mahogany porch of this 6,000+ sq ft masterpiece with an additional 1,300 sq ft of finished lower level. Step through the

  Kim Burke Berkshire Hathaway NE Prop.

  72 Cannon Rd, Wilton, CT 06897
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  Est $1,534,916 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,212 Sq Ft

  181 Old Kings Hwy, Wilton, CT 06897

  181 Old Kings Hwy, Wilton, CT 06897
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  /40

  $1,675,000

  • 4 Beds
  • 5 Baths
  • 3,199 Sq Ft

  56 Turtleback Rd, Wilton, CT 06897

  Timeless elegance and serene privacy define this beautifully renovated and expanded 1930s Colonial, peacefully set on over 4 acres of beautifully balanced meadow and woodland bordering the Weir Farm Nature Conservancy. Thoughtfully updated throughout, the home blends historic charm with modern sophistication, filled with natural light, original hardwood floors, and captivating views from every

  Jennifer Lockwood Coldwell Banker Realty

  56 Turtleback Rd, Wilton, CT 06897
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  /38

  $6,600 per month

  • 3 Beds
  • 3 Baths
  • 3,292 Sq Ft
  • House for Rent

  19 Gaylord Dr N, Wilton, CT 06897

  Charming Colonial in Prime Wilton Location! Welcome to 19 Gaylord Dr N, a beautifully maintained and spacious Colonial off route 7 on a dead end road, tree-lined street in the heart of Wilton. This warm and inviting home features 3 generously sized bedrooms, 3 full bathrooms, and three full levels of living space, offering flexible room for every lifestyle. Enjoy classic colonial charm with a

  Sandra Paredes BHHS Darien/New Canaan

  19 Gaylord Dr N, Wilton, CT 06897
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  $1,350,000 Sold Jul 18, 2025

  • 3,454 Sq Ft
  • $391/SF
  • 37 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1985

  92 Silver Spring Rd, Wilton, CT 06897

  Welcome to this rare opportunity to own a Beautiful Home in a Private Neighborhood of 14 homes framed behind stone pillars on the former Firestone Family property and thoroughbred horse training oval. This 4 bedroom, 2.5 bath beautiful home is in a truly special setting and location close to Wilton Town Center and trains to Stamford, NYC. Also minutes from Ridgefield Town Center- the ACT Theater,

  Lori Egan Keller Williams Realty

  92 Silver Spring Rd, Wilton, CT 06897
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  Est $935,692 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  14 Kings Ln, Wilton, CT 06897

  14 Kings Ln, Wilton, CT 06897
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  /39

  $1,275,000

  • 4 Beds
  • 4 Baths
  • 3,817 Sq Ft

  63 Pipers Hill Rd, Wilton, CT 06897

  Spacious and gracious turn-key Colonial on ideally sited 2 acre property on popular Pipers Hill. This meticulously maintained 4 bedroom, 4 full bath home offers newly painted rooms, gleaming hardwood floors and amazing storage throughout. The truly flexible floor plan encompasses over 3800SF of living space including a full, walk-out lower level. Newer roof and updated systems ensure carefree

  Patricia Prenderville Higgins Group Real Estate

  63 Pipers Hill Rd, Wilton, CT 06897
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  /25

  $6,750 per month

  • 4 Beds
  • 3 Baths
  • 3,615 Sq Ft
  • House for Rent

  10 Gaylord Dr S, Wilton, CT 06897

  Charming, private retreat in the heart of Wilton!Discover this sprawling ranch, offering convenient single-level living tucked away at the end of a quiet cul-de-sac. The home sits on 1.1 acres bordered by conservation land, with direct access to the scenic NRVT trail from your backyard! Minutes from town, train stations, and highways, this home is perfect for commuters.Inside

  10 Gaylord Dr S, Wilton, CT 06897
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  $625,000 Sold Jul 17, 2025

  • 1,406 Sq Ft
  • $445/SF
  • 32 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1913

  5 New Street Extension, Wilton, CT 06897

  An exceptional value in North Wilton, this 2-3 bedroom, 1.5-bath beautiful farmhouse boasts enduring charm, solid architectural quality, and modern open-concept living-all in a premier location offering coveted access to Wilton's top-ranked schools, scenic beauty, and unmatched conveniences. Superbly situated just minutes from the vibrant village centers of both Ridgefield & Wilton, and only 1 mi

  Samira Malek William Pitt Sotheby's Int'l

  5 New Street Extension, Wilton, CT 06897
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  Est $921,994 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,729 Sq Ft

  367 New Canaan Rd, Wilton, CT 06897

  367 New Canaan Rd, Wilton, CT 06897
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  /40

  $1,425,000

  • 5 Beds
  • 2.5 Baths
  • 4,303 Sq Ft

  300 Ridgefield Rd, Wilton, CT 06897

  Step Back in Time with the ultimate charm of yesteryear blended with the modern comforts of today - The Samuel Middlebrook House, circa 1830. This beautifully preserved 5-bedroom antique residence offers timeless character and plenty of charm. Rich in period detail, the home features wide plank wood floors, exposed beams, original fireplaces with hand-carved mantels, and a charming bee-hive

  Deborah Burnaman William Raveis Real Estate

  300 Ridgefield Rd, Wilton, CT 06897
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  /37

  $7,000 per month

  • 5 Beds
  • 3.5 Baths
  • 3,866 Sq Ft
  • House for Rent

  2 Deforest Rd, Wilton, CT 06897

  Originally built in 1726 by Jeremiah Mead on 30 acres for his new wife. The house was initially run as a tavern since it was well-situated between Wilton, New Canaan and Ridgefield. The main house has been expanded over the years, offering lots of light and openness, a feature rarely found in homes of this vintage. There are three staircases, a ground-floor bedroom with a full bath and four

  Marion Filley Compass Connecticut, LLC

  2 Deforest Rd, Wilton, CT 06897
• 

  $1,152,000 Sold Jul 17, 2025

  • 3,856 Sq Ft
  • $299/SF
  • 7 Days On Market

  • 2 Beds
  • 4 Baths
  • Built 1978

  16 Bristol Place, Wilton, CT 06897

  Welcome to this sun-filled and beautifully updated Ranch, offering the perfect blend of comfort, functionality, and modern updates. There are two bedrooms upstairs, and another two downstairs on the walk-out basement level. Nestled on a peaceful cul-de-sac, this move-in ready home features a flexible floor plan with generous living space across two levels. The thoughtfully renovated kitchen

  Susie Cornicello Houlihan Lawrence

  16 Bristol Place, Wilton, CT 06897
• 

  Est $1,503,359 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,471 Sq Ft

  321 Thayer Pond Rd, Wilton, CT 06897

  321 Thayer Pond Rd, Wilton, CT 06897

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