Cannondale, CT Homes for Sale

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  /38

  $925,000

  $70K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,028 Sq Ft

  24 White Birch Rd, Ridgefield, CT 06877

  Price Reduction! Welcome to this beautifully updated Cape Cod home located in a quiet South Ridgefield neighborhood, offering the perfect blend of classic charm and modern upgrades. The heart of the home is the stunning newly designed chef's kitchen featuring all new GE Cafe appliances, including a refrigerator, 6-burner gas range with griddle and 1.5 ovens, French door convection oven,

  Derek Heering Property Twins Real Estate

  24 White Birch Rd, Ridgefield, CT 06877
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  /37

  $679,900

  • 3 Beds
  • 2 Baths
  • 1,515 Sq Ft

  38 Ravenwood Dr, Weston, CT 06883

  Welcome to 38 Ravenwood Drive, a classic Cape Cod-style home set on a private 2-acre parcel in desirable Weston. Offering approximately 1,515 square feet of living space, this 3-bedroom, 2-full-bath residence features a comfortable layout with two fireplaces, central air. A standout feature is the expansive wrap-around deck, offering a wonderful outdoor setting for entertaining, relaxing, and

  Jonathan Gineo Silver and Oak Realty

  38 Ravenwood Dr, Weston, CT 06883
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  /14

  $279,000

  • Land
  • 2.09 Acres
  • $133,493 per Acre

  3 Highwood Ln, Wilton, CT 06897

  2.09 AC buildable/conforming lot on idyllic/scenic side street. One of the best lots on the street - the lot is priced at a discount because of the power lines that run through a portion of the property. Plenty of room to build a large center hall colonial/dream home - the owner built 9 Highwood Lane and has house plans/survey/etc available if interested. The lot is triangle shaped with 368' of

  Joe Rohinsky Coldwell Banker Realty

  3 Highwood Ln, Wilton, CT 06897
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  /27

  $2,750,000

  • 5 Beds
  • 3.5 Baths
  • 3,200 Sq Ft

  44 Benedict Hill Rd, New Canaan, CT 06840

  Welcome to the iconic Evans House - a striking work of mid-century modern architecture. Designed in 1961 by renowned architect James Evans, this one-of-a-kind residence showcases a striking hyperbolic paraboloid roof that allows for a completely open main level filled with soaring floor-to-ceiling windows. Every room is immersed in natural light and surrounded by serene wooded views, offering

  John-Michael Rachinsky-Wood Harbor Bridge Realty

  44 Benedict Hill Rd, New Canaan, CT 06840
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  /40

  $899,000

  $51K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,974 Sq Ft

  43 Alvin Dr, Norwalk, CT 06850

  Settled at the end of a quiet cul-da-sac on nearly 1.5 level acres in historic Silvermine, this inviting and sunlit four/five-bedroom Colonial offers endless opportunity for indoor/outdoor entertaining with large terrace and a heated pool. Enjoy easy terrace/pool access from the living room, with a WB FP, family room + newly updated chef's kitchen with all new appliances. Desirable floor plan

  Amanda Bates Houlihan Lawrence

  43 Alvin Dr, Norwalk, CT 06850
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  /40

  $2,000,000

  Open Sat 1PM - 3PM

  • 5 Beds
  • 6.5 Baths
  • 7,261 Sq Ft

  30 Soundview Farm, Weston, CT 06883

  Refreshed and gorgeous, 30 Soundview Farm Road is a timeless Nantucket-style colonial in one of Weston's most desirable locations. Designed by renowned Fairfield County architect Michael Greenberg, this home blends classic elegance with a layout made for today's lifestyle. Flooded with natural light, brand-new light hardwood floors lend an air of coastal Connecticut, all tucked away on a private

  Lisa Holler Compass Connecticut, LLC

  30 Soundview Farm, Weston, CT 06883
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  /40

  $1,049,000

  • 3 Beds
  • 2.5 Baths
  • 3,199 Sq Ft

  252 Florida Hill Rd, Ridgefield, CT 06877

  This picturesque ca 1780 farmhouse retains all of its historic charm but has been updated & expanded for today including significant 3 car garage addition with magnificent great room above. Stunning 2.09 acres with scenic pond for kayaking & skating, rolling lawn, front porch, rear screened porch & deck, electrified cottage/shed, chicken coop, horse barn with one stall, fruit trees including

  Laura Ancona William Pitt Sotheby's Int'l

  252 Florida Hill Rd, Ridgefield, CT 06877
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  /7

  $2,995,000

  $905K PRICE INCREASE

  • 5 Beds
  • 7 Baths
  • 6,900 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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  /38

  $1,495,000

  $195K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,326 Sq Ft

  2 Tommys Ln, South Salem, NY 10590

  Step inside Tommy’s Lane, where understated architecture gives way to unforgettable design. From the curb, this timeless transitional Colonial sits quietly on just shy of two flat, sun-drenched private acres with a pool. Open the dramatic custom black glass front doors, however, and the entire experience changes. A dramatic two-story foyer introduces interiors that feel as though Restoration

  Melissa Marcogliese Compass Greater NY, LLC

  2 Tommys Ln, South Salem, NY 10590
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  /2

  $250,000

  • Land
  • 1.69 Acres
  • $147,929 per Acre

  58 Umpawaug Rd, Redding, CT 06896

  Great chance to build your dream home or renovate barn in to dream home. Small cottage and gristmill in addition to Large Barn on sloping property with pond. House (#53)across street can be bought together with this land. This land is in a trust which was included in Saltbox across Street. There are not plans, perk or maps for the property so buyers please do you due dilegence. Property is being

  Margaret Upton-Mirowski Coldwell Banker Realty

  58 Umpawaug Rd, Redding, CT 06896
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  /36

  $1,799,000

  Open Sat 2PM - 4PM

  • 4 Beds
  • 3.5 Baths
  • 3,702 Sq Ft

  7 White Oak Ln, Weston, CT 06883

  Embrace the ultimate country club lifestyle at this stunning two-acre estate, where privacy and recreation meet in perfect harmony. The grounds are rich with amenities, including a sparkling Gunite pool and spa, a private tennis court, and a separate sport court. The thoughtfully designed pool house elevates every gathering with its summer kitchen, changing room, half bath, and refreshing outdoor

  Randy Musiker Compass Connecticut, LLC

  7 White Oak Ln, Weston, CT 06883
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  /39

  $1,299,900

  $100K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,768 Sq Ft

  235 Newtown Turnpike, Weston, CT 06883

  Set on 1.57 picturesque acres this beautifully reimagined farmhouse colonial pairs timeless New England character with a comprehensive top-to-bottom renovation. From the original windows and hand-laid stone floors to the reclaimed shiplap walls and solid wood doors, every detail honors the home's 1959 roots with modern systems and design. A recent full-scale renovation touched virtually every

  Frank Fonteyn Prestige Realty Group

  235 Newtown Turnpike, Weston, CT 06883
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  /40

  $2,445,000

  $150K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 4,977 Sq Ft

  284 Georgetown Rd, Weston, CT 06883

  Completed in 2025, this extensively renovated and expanded residence lives like new construction, offering exceptional craftsmanship, luxury finishes, and a thoughtfully designed open floor plan. Featuring 5 bedrooms with potential for a 6th bedroom, 5 full baths, and 1 powder room, the home blends elegant design with comfortable everyday living. Rich hardwood floors flow throughout, complemented

  Kasia Babinski William Raveis Real Estate

  284 Georgetown Rd, Weston, CT 06883
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  /38

  $849,999

  Open Sat 1PM - 3PM $45K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,003 Sq Ft

  31 Granite Dr, Norwalk, CT 06851

  Significant Price Improvement! Motivated seller has repositioned this exceptional home to present an outstanding opportunity in one of Norwalk's most sought-after neighborhoods. Nestled on a picturesque tree-lined street in Cranbury, this beautifully maintained 4-bedroom, 3.5-bath Colonial offers a rare combination of flexible multigenerational living, exceptional privacy, and generous

  Aaron Ramkalawan Keller Williams Prestige Prop.

  31 Granite Dr, Norwalk, CT 06851
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  $3,900,000

  $600K PRICE DROP

  • 6 Beds
  • 5.5 Baths
  • 25,115 Sq Ft

  80 Comstock Hill Rd, New Canaan, CT 06840

  YOUR HORSE. YOUR BARN. YOUR VISION. Set on more than 7 level acres in the heart of Fairfield County, 80 to 90 Comstock Hill Avenue presents a rare opportunity to own an established equestrian estate with exceptional scale, flexibility, and a unique combination of land, location, and infrastructure. Whether your vision is a training facility, elite boarding operation, equestrian wellness retreat,

  Libby Mattson Houlihan Lawrence

  80 Comstock Hill Rd, New Canaan, CT 06840
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  /31

  $3,350,000

  • 6 Beds
  • 7 Baths
  • 6,899 Sq Ft

  112 Vista Rd, Wilton, CT 06897

  Located moments from Wilton Town Center, this fully reimagined 6-bedroom, 5.2-bath residence blends timeless character with modern luxury. Set on more than two pristine acres with a designated pool site and overlooking the Silvermine River, the home has been extensively renovated, showcasing exceptional craftsmanship and thoughtful design throughout. The interior features 9-foot ceilings,

  Jennifer Dineen Houlihan Lawrence

  112 Vista Rd, Wilton, CT 06897
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  /18

  $3,895,000

  New Construction

  • 6 Beds
  • 5.5 Baths
  • 6,000 Sq Ft

  8 Norfield Woods Rd, Weston, CT 06883

  Luxury new construction opportunity in Lower Weston! Currently slated for completion in less than a year, this meticulously crafted estate offers a rare opportunity to secure your forever home on a private Lower Weston cul-de-sac. Take advantage of your opportunity to live in the most convenient Weston location within minutes of their top rated schools and town center. Plus enjoy the convenience

  Lauren Turner Corcoran Centric Realty

  8 Norfield Woods Rd, Weston, CT 06883
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  /40

  $739,000

  • 4 Beds
  • 3.5 Baths
  • 3,312 Sq Ft

  274 Lyons Plain Rd, Weston, CT 06883

  This is very special. $7,500 per month income! 3 Units! INVESTOR'S DREAM !! AN AMAZING OPPORTUNITY IN LOWER WESTON-DIRECT SAUGATUCK RIVER FRONT VIEWS - Beautiful home with separate living spaces featuring living rooms, family rooms, dining areas, newer kitchens & baths, wraparound decks with serene river views and so much more. Beautiful hardwood floors throughout, updated bathrooms and kitchens,

  Dagny Eason Dagny's Real Estate

  274 Lyons Plain Rd, Weston, CT 06883
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  /40

  $695,000

  Open Sat 12PM - 3PM

  • 4 Beds
  • 2 Baths
  • 2,444 Sq Ft

  9 Stonecrop Rd, Norwalk, CT 06851

  Restore, renovate, or rebuild in one of Norwalk's most architecturally significant neighborhoods. Set on a peaceful corner lot in the desirable Cranbury section of Norwalk, this 4-bedroom, 2-bath Mid-Century Modern ranch offers a rare opportunity to create a truly special home. Designed by designer/builder P. William Nathan as part of his celebrated Chestnut Hill Corners neighborhood, the home

  Karen Liss-uomoleale Coldwell Banker Realty

  9 Stonecrop Rd, Norwalk, CT 06851
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  /39

  $1,369,900

  • 5 Beds
  • 4 Baths
  • 5,398 Sq Ft

  4 Aspetuck Hill Ln, Weston, CT 06883

  Thoughtfully sited high above Aspetuck Country Club's picturesque 16th fairway, this 5-bedroom, 4-bath residence offering over 5,300+ square feet was curated from the ground up to celebrate its extraordinary setting. Walls of glass, soaring vaulted ceilings, skylights, and multiple decks were thoughtfully designed to capture the ever-changing play of natural light-from the first rays of sunrise

  Vickie Kelley Camelot Real Estate

  4 Aspetuck Hill Ln, Weston, CT 06883
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  /40

  $2,595,000

  Open Sat 1PM - 3PM

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

  4 Crawford Rd, Westport, CT 06880

  Privately nestled in Westport's coveted Old Hill neighborhood, this distinctive five-bedroom New England residence blends timeless character with thoughtful modern updates. Sun-filled interiors, beautifully scaled rooms, and original architectural details create warmth and authenticity throughout. The chef's kitchen is designed for both everyday living and entertaining, while the stunning,

  Barbara Sweeney Coldwell Banker Realty

  4 Crawford Rd, Westport, CT 06880
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  /39

  $1,300,000

  • 4 Beds
  • 3 Baths
  • 2,882 Sq Ft

  41 Silver Hill Rd, Ridgefield, CT 06877

  Completely renovated from top to bottom, this stunning 4bedroom, 3bath home blends modern luxury with timeless comfort. Set on 1.16 acres of beautifully landscaped grounds and mature trees, the property offers privacy, elegance, and exceptional indooroutdoor living. The renovated kitchen is designed to impress, featuring custom cabinetry, Carrera marble countertops, builtin KitchenAid

  Ken Morris Coldwell Banker Realty

  41 Silver Hill Rd, Ridgefield, CT 06877
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  /11

  $1,400,000

  • 4 Beds
  • 3.5 Baths
  • 2,397 Sq Ft

  141 Saint Johns Rd, Ridgefield, CT 06877

  Contemporary elegance meets exceptional living in sought-after South Ridgefield. Designed for those who appreciate dramatic architecture and comfortable everyday living, this exceptional home blends striking design with effortless functionality. A stunning great room takes center stage, featuring soaring ceilings, fireplace, skylights, and expansive floor-to-ceiling windows that bathe the space

  Laura Brodie Coldwell Banker Realty

  141 Saint Johns Rd, Ridgefield, CT 06877
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  /22

  $5,900,000

  • 7 Beds
  • 7.5 Baths
  • 9,800 Sq Ft

  22 Cavalry Rd, Westport, CT 06880

  Set behind private gates in Westport's prestigious Red Coat estate area, this extraordinary luxury residence offers the utmost in privacy and sophisticated design. Thoughtfully conceived with elegant architecture, exceptional proportions, soaring 10-foot ceilings on the main level, 9-foot ceilings on the second floor and finished lower level, and light-filled interiors, the home blends

  Cyd Hamer William Pitt Sotheby's Int'l

  22 Cavalry Rd, Westport, CT 06880
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  /40

  $2,195,000

  • 5 Beds
  • 5.5 Baths
  • 5,131 Sq Ft

  159 Newtown Turnpike, Weston, CT 06883

  This exceptional 150-year-old antique estate in Lower Weston has been thoughtfully and stylishly reimagined, seamlessly blending timeless historic character with the luxurious amenities of contemporary living. The main residence strikes a perfect balance between grand, flowing entertaining spaces and cozy, intimate nooks tailored for remote work or quiet relaxation. At the heart of the home, an

  Peter Depalo William Raveis Real Estate

  159 Newtown Turnpike, Weston, CT 06883
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  /39

  $879,000

  $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,876 Sq Ft

  299 Redding Rd, Redding, CT 06896

  Back on the market with a fresh new look! The sellers have professionally seeded the yard, offering the ultimate fresh start with a brand new lawn coming in nicely. Experience modern luxury in this beautifully renovated Colonial. The gourmet chef's kitchen boasts a massive waterfall quartz island and high-end appliances. The open-concept main level flows into a spacious living room with brick

  Natalia Rathbauer William Pitt Sotheby's Int'l

  299 Redding Rd, Redding, CT 06896
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  /40

  $1,567,000

  • 5 Beds
  • 3.5 Baths
  • 3,533 Sq Ft

  136 Flat Rock Dr, Ridgefield, CT 06877

  Imagine the privacy and convenience of this South Ridgefield 5 BR Colonial, showcasing a modern open floor plan, numerous renovations and great outdoor spaces for recreation and entertaining! Welcome to 136 Flat Rock Dr, set on 4.45 acres close to Ridgefield's vibrant downtown & just minutes from the NY border. Enter the home to a spacious Family Room with wood-burning fireplace framed by custom

  Dianne DeWitt Berkshire Hathaway NE Prop.

  136 Flat Rock Dr, Ridgefield, CT 06877
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  /31

  $1,099,000

  • 4 Beds
  • 2.5 Baths
  • 2,844 Sq Ft

  241 Mountain Rd, Wilton, CT 06897

  Move right into this extensively updated 4-bedroom Colonial, where the major work has already been completed. Set on 2.14 picturesque, professionally landscaped acres, this inviting home offers a renovated interior, abundant natural light and hardwood floors throughout the main living areas. The beautifully updated kitchen is designed for cooking and gathering, with generous workspace, abundant

  Linda Sweeny William Raveis Real Estate

  241 Mountain Rd, Wilton, CT 06897
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  /39

  $2,349,000

  $150K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 5,471 Sq Ft

  77 Old Boston Rd, Wilton, CT 06897

  Move right into one of South Wilton's most desirable areas. Set on 2.2 beautifully landscaped acres, this exceptional, elegant blend of timeless architecture, refined interiors, and extraordinary outdoor living was built by Tomas Brothers. Professionally designed and fully irrigated gardens create a private, resort-like setting surrounding the home, with mature plantings and thoughtfully curated

  Lynne Boehm Howard Hanna Rand Realty

  77 Old Boston Rd, Wilton, CT 06897
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  /9

  $369,000

  • Land
  • 2 Acres
  • $184,500 per Acre

  B Bridge Rd, Weston, CT 06883

  Rare oppotunity to purchase a magical 2 acre parcel of land w/ a little slice of frontage on Aspetuck River in coveted Stonybrook Association. Beautiful lot with fabulous views in true lower Weston on Westport border! Stonybrook is a unique enclave of homes in Weston and offers swimming, boating, tennis, zipline, basketball court, playground, picnic benches and more, all for the use of homeowners

  Carrie Shea Camelot Real Estate

  B Bridge Rd, Weston, CT 06883
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  /39

  $1,249,000

  Open Sun 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 4,336 Sq Ft

  21 Deepwood Rd, Weston, CT 06883

  Nestled at the end of a quiet cul-de-sac on two picturesque acres, this extraordinary five-bedroom, three full bath residence offers a rare combination of timeless elegance and peaceful seclusion. Overlooking a gently flowing brook, the property is surrounded by natural beauty, creating a private retreat just minutes from the vibrant shops, acclaimed restaurants, beaches, and Metro-North train

  Michael Spindler Real Broker CT

  21 Deepwood Rd, Weston, CT 06883
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  /40

  $1,049,000

  Open Sun 2PM - 4PM $36K PRICE DROP Pre-Foreclosure

  • 4 Beds
  • 3 Baths
  • 3,300 Sq Ft

  311 Mountain Rd, Wilton, CT 06897

  Beautifully situated on a spacious corner lot, this exceptional home enjoys the added privacy of a quiet dead-end street as its crossroad. Offering over 3,300 sq. ft of living space, this versatile floor plan provides generous room for today's lifestyle w/ endless possibilities for customization. The bright & inviting main level features a spacious living room, dining area, updated kitchen w/

  Denise Napoleone William Raveis Real Estate

  311 Mountain Rd, Wilton, CT 06897
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  /39

  $1,149,000

  $51K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,420 Sq Ft

  15 Mountain View Dr, Weston, CT 06883

  Reminiscent of an European Estate this 4420 square-foot home features, four bedrooms, two full bathrooms and two half bathrooms on an open acre of land. It's extensive outdoor patio and entertainment areas wrap around the rear of the property, a cobblestone lined driveway, and specimen landscaping are all situated on a cul-de-sac in an easy to get to everything location. The gourmet kitchen

  Peter Hastings Hastings Real Estate

  15 Mountain View Dr, Weston, CT 06883

Showing Results 121 - 153, Page 4 of 4