Cannondale, CT Homes for Sale

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  /3

  $1,800,000

  $200K PRICE INCREASE

  • Land
  • 2 Acres
  • $900,000 per Acre

  30L Huckleberry Hill Rd, New Canaan, CT 06840

  Wonderful Opportunity To Build Your Dream Home On This Prime, level 2 Acre Lot With An Approved Five Bedroom Septic. Maps Are Available for review. This is a land listing

  Mitchell Moore Brown Harris Stevens

  30L Huckleberry Hill Rd, New Canaan, CT 06840
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  /37

  $3,495,000

  • 3 Beds
  • 5 Baths
  • 4,407 Sq Ft

  700 N Wilton Rd, New Canaan, CT 06840

  This luxury custom designed home in a private country setting offers maximum privacy and comfortable living. The main level offers single floor living featuring a private primary suite with dressing room, full bath and French doors to a full screened porch with fireplace. The living room under a cathedral ceiling with fireplace and its own terrace access. An eat in kitchen with bay windows,

  Melissa Engel Douglas Elliman of Connecticut

  700 N Wilton Rd, New Canaan, CT 06840
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  /40

  $2,000,000

  Open Sat 12PM - 3PM

  • 3 Beds
  • 4 Baths
  • 3,039 Sq Ft

  46 Valley Forge Rd, Weston, CT 06883

  WOW! Gorgeous MID CENTURY MODERN nestled on over 300 feet of direct Saugatuck river frontage! Enter to sweeping views of the leafy bucolic scenes of nature through the walls of glass on both levels. Light and bright white kitchen opens to lovely deck for effortless entertaining. The inviting living room has a stunning floor to ceiling fireplace for cozy fall evenings. The primary bedroom suite is

  Amy Otworth Dagny's Real Estate

  46 Valley Forge Rd, Weston, CT 06883
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  /38

  $3,800,000

  • 3 Beds
  • 3.5 Baths
  • 4,386 Sq Ft

  24 Graenest Ridge Rd, Wilton, CT 06897

  Mid-Century Modern, Reimagined. This singular residence is a compelling conversation between two architectural eras, where a gracious 1950s post-and-beam home designed by Robert Peterson, who studied under Mies van der Rohe, meets a striking contemporary addition by architect Zehra Kuz Mackin. The original structure, defined by its low-slung roofline and classic Mid-Century proportions, has been

  Marion Filley Compass Connecticut, LLC

  24 Graenest Ridge Rd, Wilton, CT 06897
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  /39

  $2,750,000

  • 6 Beds
  • 7 Baths
  • 10,304 Sq Ft

  25 Hermit Ln, Westport, CT 06880

  Privately nestled in Red Coat, this distinctive classically designed Colonial offers just over 7,000 square feet of living space, with 6 bedrooms, 5 full and 2 half baths, and an attached 3-car garage. Set on 1.59 beautifully landscaped acres, this home pairs timeless architecture with sophisticated finishes, and an effortless flow designed for entertaining, working, and everyday living. The

  Nicholas Mastrangelo Coldwell Banker Realty

  25 Hermit Ln, Westport, CT 06880
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  /31

  $2,250,000

  • 4 Beds
  • 5.5 Baths
  • 5,605 Sq Ft

  6 Old Orchard Dr, Weston, CT 06883

  Nestled on over 3 breathtaking acres with over 500 feet of frontage on the west branch of the Saugatuck River, this exceptional property offers the perfect blend of privacy, outdoor living and natural beauty. Surrounded by mature trees and lush lawns, the setting is nothing short of spectacular--truly one of the most beautiful in Weston. The spacious home is thoughtfully designed with an open

  Kristi Law William Pitt Sotheby's Int'l

  6 Old Orchard Dr, Weston, CT 06883
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  /37

  $2,950,000

  $100K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 6,261 Sq Ft

  215 Cross Ridge Rd, New Canaan, CT 06840

  Come see this spectacular colonial farmhouse as seen in publications such as Connecticut Cottages & Gardens, Country Living, Architectural Digest along with numerous catalogues, books, and advertising campaigns this bucolic and exquisitely designed 5 bedroom, 5.5 bath is not to be missed. Design by a renowned kitchen and bath designer as her personal house and then elevated by a leader in the

  Maxwell Erni The Bridge Realty Inc.

  215 Cross Ridge Rd, New Canaan, CT 06840
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  /2

  $499,000

  • Land
  • 8.89 Acres
  • $56,130 per Acre

  65 Umpawaug Rd, Redding, CT 06896

  Glorious interior lot in pine setting on scenic Umpawaug Rd. Owner architect/builder can design and build to suit. See listing #170511696 Owner/agent

  Jodi Langford Coldwell Banker Realty

  65 Umpawaug Rd, Redding, CT 06896
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  /22

  $1,999,000

  • 4 Beds
  • 3 Baths
  • 4,183 Sq Ft

  0 Gravel Island Rd, New Canaan, CT 06840

  A Frazier Peters masterpiece awaits its next steward on a private two-acre sanctuary in New Canaan. Enchanting stone steps lead the way to this magical home, where a great room with a soaring cathedral ceiling and large wood burning fireplace anchors the residence - flanked on one side by effortless entertaining spaces including a gourmet kitchen, formal dining room, and wet bar, as well as the

  Amanda Bryan Compass Connecticut, LLC

  0 Gravel Island Rd, New Canaan, CT 06840
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  /40

  $1,499,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 3,834 Sq Ft

  235 Silvermine Ave, Norwalk, CT 06850

  Nestled in the heart of Silvermine, this exceptional home embodies understated elegance and timeless sophistication. Exquisite millwork, soaring ceilings, and beautifully proportioned rooms create an atmosphere that is both refined and inviting. Designed for effortless living and entertaining, the thoughtfully curated floor plan centers around a stunning chef's kitchen with premium appliances, a

  Kelly McAllen Coldwell Banker Realty

  235 Silvermine Ave, Norwalk, CT 06850
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  /5

  $1,699,000

  • Land
  • 4.75 Acres
  • $357,684 per Acre

  533L N Wilton Rd, New Canaan, CT 06840

  Breathtaking waterfront acreage. High flat land w/ meadow, pond, stone walls. this is a land listing.

  Mitchell Moore Brown Harris Stevens

  533L N Wilton Rd, New Canaan, CT 06840
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  /29

  $599,900

  • 3 Beds
  • 2 Baths
  • 1,332 Sq Ft

  261 Newtown Turnpike, Weston, CT 06883

  Welcome to an incredible opportunity in the highly desirable town of Weston! Set back from Newtown Turnpike on a secluded, level 1.33 acre lot, this exceptionally well maintained 3 bedroom, 2 full bath ranch offers 1,332 square feet of comfortable single level living with hardwood floors throughout and a detached two car garage. Ideally located near the Saugatuck Reservoir, Merritt Parkway, and

  Eric Chou eXp Realty

  261 Newtown Turnpike, Weston, CT 06883
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  /31

  $1,900,000

  Open Sun 12PM - 2PM

  • 5 Beds
  • 5.5 Baths
  • 5,657 Sq Ft

  39 Powder Horn Hill Rd, Wilton, CT 06897

  Set on a private, serene two-acre lot surrounded by mature trees and lush landscaping, this spacious home offers a rare combination of comfortable living, flexibility, and additional income potential. Just steps from the main residence, a detached, self-contained legal cottage features one bedroom, one full bath, a kitchen, and a private deck-ideal for guests, extended family, a home office, or

  Benjamin Howell Coldwell Banker Realty

  39 Powder Horn Hill Rd, Wilton, CT 06897
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  /37

  $4,450,000

  New Construction Open Sun 12PM - 4PM

  • 6 Beds
  • 8 Baths
  • 8,356 Sq Ft

  159 Easton Rd, Westport, CT 06880

  Are you dreaming of an estate property? Something a bit more than the generic flat acre on a cul de sac? How do two acres on the Aspetuck River sound to you? With views from your bedroom? The sounds of a waterfall next door lulling you to sleep? Having sunnies tickle your toes in the summertime? Maybe a bit of fly fishing for trout? Or perhaps some paddleboarding? Yes, of course, there's a 20x40

  Maryann Levanti Higgins Group Bedford Square

  159 Easton Rd, Westport, CT 06880
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  /40

  $2,395,000

  • 5 Beds
  • 7 Baths
  • 8,685 Sq Ft

  249 Chestnut Hill Rd, Wilton, CT 06897

  Sophisticated South Wilton Colonial: This Nantucket shingle-style residence blends timeless architectural elegance with seamless modern luxury, ideally positioned for effortless commuting to town, the train, and the Merritt Parkway. Thoughtfully designed for both grand entertaining and everyday comfort, the home features gorgeous custom details, extensive high-end upgrades, and an integrated

  Meghan Gatt William Raveis Real Estate

  249 Chestnut Hill Rd, Wilton, CT 06897
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  /25

  $399,900

  $20K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,224 Sq Ft

  56 Portland Ave Unit 3, Redding, CT 06896

  NEW PRICE - $399,900! Spacious, Sun-Filled Condo with Exceptional Loft Flexibility! Looking for more space without the price tag of a traditional two-bedroom? This charming Georgetown condo offers a bright, open layout plus a generously sized loft with endless possibilities. Vaulted ceilings and abundant natural light create an airy, inviting main living space, while the expansive loft provides

  Michelle Woodward Coldwell Banker Realty

  56 Portland Ave Unit 3, Redding, CT 06896
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  /33

  $1,250,000

  • 4 Beds
  • 4.5 Baths
  • 3,319 Sq Ft

  25 Sunset Hill Rd, Wilton, CT 06897

  Nestled on a picturesque one-acre property in Wilton's desirable neighborhood, this beautifully updated Colonial offers the perfect blend of timeless charm, modern design, & exceptional functionality. The home showcases quality craftsmanship, an open-concept layout, & thoughtfully designed living spaces ideal for today's lifestyle The heart of the home is a stunning gourmet kitchen featuring

  Jimmy Benincaso The Bridge Realty Inc.

  25 Sunset Hill Rd, Wilton, CT 06897
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  /32

  $4,695,000

  • 5 Beds
  • 4.5 Baths
  • 7,907 Sq Ft

  300 Sturges Ridge Rd, Wilton, CT 06897

  Within easy reach of Manhattan, 300 Sturges Ridge Rd is a private modern retreat created for an extraordinary way of living. Set on 2.6 beautifully landscaped acres adjoining protected open space, the property offers exceptional privacy in a spectacular natural setting. Walls of glass, soaring ceilings and abundant natural light create interiors that feel open and connected to the outdoors. The

  Jennifer Leahy Compass Connecticut, LLC

  300 Sturges Ridge Rd, Wilton, CT 06897
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  /14

  $894,999

  • 4 Beds
  • 1.5 Baths
  • 2,500 Sq Ft

  9 Laurel Rd, South Salem, NY 10590

  Welcome to 9 Laurel Road, a spacious home set on 1.5 acres along a quiet residential street in the desirable South Salem area. Surrounded by mature trees and wooded views, the property offers a peaceful setting with plenty of privacy, a generous lawn, and expansive backyard space. The home features 4 bedrooms, hardwood floors, a spacious living room, dining area, eat-in kitchen, and a comfortable

  Blaise Nastasio Manhattan Network Inc

  9 Laurel Rd, South Salem, NY 10590
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  /32

  $1,795,000

  Open Sat 12:30PM - 2:30PM

  • 5 Beds
  • 4.5 Baths
  • 4,640 Sq Ft

  122 Millstone Rd, Wilton, CT 06897

  The most spectacular and unique offering in Wilton! Welcome to "La Barn," a chic estate where timeless character meets exceptional design and resort-style living. Originally a barn, this extraordinary home has been thoughtfully expanded, renovated, and lovingly maintained over the last century, creating a one-of-a-kind property rich in charm, history, and modern comfort. At its heart is a

  Katharine Gray Bunoski Compass Connecticut, LLC

  122 Millstone Rd, Wilton, CT 06897
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  /19

  $565,000

  Open Sat 1PM - 3PM $35K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,129 Sq Ft

  9 Glen Ridge, Wilton, CT 06897

  Welcome to this beautifully updated two-story townhouse in the highly desirable Glen River community, ideally located just moments from the heart of Wilton Village. Enjoy the convenience of walking to shops, restaurants, the library, parks, the Norwalk River Valley Trail, and the Metro-North train. Inside, the open-concept main level features gleaming hardwood floors, a spacious living and dining

  Danna Rogers Higgins Group Bedford Square

  9 Glen Ridge, Wilton, CT 06897
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  /20

  $949,000

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  22 Bittersweet Trail, Wilton, CT 06897

  Welcome to this inviting 4-bedroom, 2-bath Hi-Ranch, ideally situated on a quiet cul-de-sac in desirable South Wilton. Designed for comfortable everyday living and easy entertaining, the main level features a bright living room that flows seamlessly into the dining room and an updated kitchen with granite countertops, opening to a den. The primary bedroom, two additional bedrooms, and a full bath

  Lynne Murphy Berkshire Hathaway NE Prop.

  22 Bittersweet Trail, Wilton, CT 06897
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  /5

  $2,299,000

  New Construction

  • 4 Beds
  • 5.5 Baths
  • 5,600 Sq Ft

  15 Cannondale Rd, Weston, CT 06883

  UNDER CONSTRUCTION - Photos are architectural renderings and are intended to illustrate the home's anticipated finished appearance. Actual finishes, materials, features, and landscaping may vary. Be the first to own this exceptional new luxury home in one of Weston's most desirable locations. Situated on approximately 2 private acres, this custom-designed 5,600 SF residence offers 4 bedrooms, 4

  Pilar Rios US Asset Realty

  15 Cannondale Rd, Weston, CT 06883
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  /23

  $549,000

  $41K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 525 Sq Ft

  457 Newtown Turnpike, Weston, CT 06883

  Set in a convenient Weston location, this adorable 2 bedroom ranch offers an inviting opportunity to enjoy one of Fairfield County's most desirable communities. Filled with character and easy living, this home offers a bright and comfortable layout featuring a modern kitchen, lovely living room, 2 bedroom, office nook and a full bath. A dry basement provides excellent storage. Highlights include

  Jennifer Lockwood Coldwell Banker Realty

  457 Newtown Turnpike, Weston, CT 06883
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  /36

  $1,100,000

  • 3 Beds
  • 2 Baths
  • 1,778 Sq Ft

  24 Good Hill Rd, Weston, CT 06883

  Imagine a storybook Cape along a babbling brook, surrounded by overflowing hydrangeas and mature plantings... this inviting lower Weston home feels like a private English country refuge. Pass through the white driveway gates, and you'll admire the classic cottage charm complete with new cedar roof. Inside, abundant natural light streams through multiple skylights, oversized windows, and French

  Amy Swanson William Raveis Real Estate

  24 Good Hill Rd, Weston, CT 06883
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  /14

  $1,250,000

  $250K PRICE DROP

  • Land
  • 38.01 Acres
  • $32,886 per Acre

  0 Old Mill Rd, Wilton, CT 06897

  Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous

  Tania Stergue William Raveis Real Estate

  0 Old Mill Rd, Wilton, CT 06897
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  /7

  $900,000

  • Land
  • 15.27 Acres
  • $58,939 per Acre

  67 Umpawaug Rd, Redding, CT 06896

  Exceptional land on scenic Umpawaug Rd. House site overlooks spectacular quartz quarry to the rear with panoramic views to the front. Perfect for breathtaking hideaway in the country. Owner/architect can design and build to suit. Additional land available. Owner/agent

  Jodi Langford Coldwell Banker Realty

  67 Umpawaug Rd, Redding, CT 06896
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  /40

  $1,779,000

  • 5 Beds
  • 5.5 Baths
  • 7,611 Sq Ft

  28 Old Orchard Dr, Weston, CT 06883

  Experience dramatic, modern living in this grand home with a glorious gunite pool & exceptional architectural appeal. Custom-designed, the quality of this residence is readily apparent as you approach from the centrally-located, multi-million dollar neighborhood of fine homes. The stone front, Belgium block-lined drive and specimen landscaping greet you, leading to the soaring two-story foyer.

  Barbara Bross Coldwell Banker Realty

  28 Old Orchard Dr, Weston, CT 06883
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  /40

  $2,195,000

  Open Sun 12PM - 3PM $100K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 7,105 Sq Ft

  30 Whipstick Rd, Ridgefield, CT 06877

  True pride of ownership in this exceptional colonial that has been extensively renovated. Top location on scenic private lane with stone pillared entry and Belgian block apron on 2.88 picturesque acres bordered by open space with mature flowering trees, multiple stone patios, wrap around deck, & future pool site. Elegant with modern open floor plan, this generous home offers 7,289 sf on 3

  Laura Ancona William Pitt Sotheby's Int'l

  30 Whipstick Rd, Ridgefield, CT 06877
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  /40

  $2,449,000

  Open Sat 12:30PM - 2PM

  • 5 Beds
  • 7 Baths
  • 6,073 Sq Ft

  5 Aspetuck Glen, Weston, CT 06883

  Incredibly located on a gorgeous cul-de-sac of fine homes in a prime Lower Weston location, this luxurious Colonial is a showcase of style and comfort. Designed with tremendous attention to detail, the home's beauty begins with the landscaped setting and many outdoor amenities including a stunning pool and spa. The shingle exterior with stone accents greets your arrival into the soaring two-story

  Alex Chingas Coldwell Banker Realty

  5 Aspetuck Glen, Weston, CT 06883
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  /40

  $3,200,000

  Open Sat 1AM - 3PM

  • 4 Beds
  • 6 Baths
  • 6,198 Sq Ft

  32 Bernhard Dr, Weston, CT 06883

  Welcome to an exceptional luxury retreat in the heart of Weston, where privacy, elegance, and resort-style living come together in a truly remarkable setting. Privately positioned at the end of a long driveway on a desirable cul-de-sac, this distinctive estate offers an extraordinary lifestyle with sophisticated indoor and outdoor spaces designed for both grand entertaining and everyday

  Sandy Chang Century 21 Scala Group

  32 Bernhard Dr, Weston, CT 06883
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  /13

  $1,850,000

  Coming Soon

  • 5 Beds
  • 5.5 Baths
  • 5,866 Sq Ft

  10 Weddington Ln, Weston, CT 06883

  Set on a premier cul-de-sac across from the beautiful grounds of the prestigious Aspetuck Valley Country Club, this gorgeous all-brick Colonial makes a spectacular first impression. A new circular driveway through the landscaped 2 acres leads to this architecturally distinctive custom home which was designed & built to exacting standards. Varied roof lines, bay windows, copper accents,

  Alex Chingas Coldwell Banker Realty

  10 Weddington Ln, Weston, CT 06883
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  /39

  $3,250,000

  • 4 Beds
  • 5 Baths
  • 6,518 Sq Ft

  347 Nod Hill Rd, Wilton, CT 06897

  Set on one of Wilton's most coveted roads, this exceptional custom colonial is beautifully sited amid mature gardens, sweeping lawns and sunset views. Outdoor living is a highlight with a stunning pool, expansive stone patio, authentic Argentine Asado grill and level recreation lawn-an ideal setting for football and soccer games on Thanksgiving, entertaining and gatherings. Inside the main

  Lynne Murphy Berkshire Hathaway NE Prop.

  347 Nod Hill Rd, Wilton, CT 06897
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  /39

  $1,000,000

  Open Sun 12PM - 2PM Coming Soon

  • 4 Beds
  • 3 Baths
  • 2,826 Sq Ft

  163 Kellogg Dr, Wilton, CT 06897

  Discover the charm and possibilities of this spacious split-level home nestled on 2 picturesque, tree-lined acres in scenic Wilton, where classic New England character meets everyday convenience. Surrounded by natural stone walls, the property offers a peaceful sense of privacy while remaining just a 10-minute drive to Wilton Center, with its local shops, restaurants, community events and access

  Christine Shaw Coldwell Banker Realty

  163 Kellogg Dr, Wilton, CT 06897
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  /18

  $2,200,000

  New Construction

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

  96 Georgetown Rd, Weston, CT 06883

  Bring your vision to life in the heart of Weston with this rare opportunity to collaborate with a premier local builder. Sited on a sprawling, private 2.1-acre lot, this sophisticated new construction offers 4,500 square feet of meticulously designed living space, including a finished 900-square-foot lower level. The heart of the home is an expansive chef's kitchen that flows seamlessly into the

  Christine Poppy Compass Connecticut, LLC

  96 Georgetown Rd, Weston, CT 06883
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  /38

  $2,495,000

  Open Sat 12PM - 2PM

  • 6 Beds
  • 5.5 Baths
  • 7,200 Sq Ft

  20 Cherry Ln, Wilton, CT 06897

  A magnificent Colonial estate offering an extraordinary blend of elegance, privacy and resort-style living on 2.45 beautifully manicured acres, adjoining 50 acres of conservation land. Grand in scale yet thoughtfully designed for today's lifestyle, the residence features 6 bedrooms, 6 full and 1 partial bath, including a sumptuous primary suite with two walk-in closets, dressing room, spa bath

  Lynne Murphy Berkshire Hathaway NE Prop.

  20 Cherry Ln, Wilton, CT 06897
• 

  

  /14

  $1,250,000

  $250K PRICE DROP

  • Land
  • 3.3 Acres
  • $378,788 per Acre

  00 Old Mill Rd, Wilton, CT 06897

  Incredible Opportunity in Wilton - 41 Acres. Priced to Sell. A rare chance to own a combined 41 acres in highly desirable Wilton. This very private wooded retreat offers underground utilities and city water at the property line. Just minutes from top restaurants, shopping, and three Metro-North stations, with easy access to the Route 7 corridor. Offered as a single package, these two contiguous

  Kris Forland Forland Realty Group LLC

  00 Old Mill Rd, Wilton, CT 06897
• 

  

  /25

  $495,000

  • 2 Beds
  • 1 Bath
  • 892 Sq Ft

  205 Mountain Rd, Wilton, CT 06897

  Marvelous opportunity at 205 Mountain Road in Wilton! This ranch-style home is set on approximately 1.60 acres with a lightly wooded, sloping lot. The property features one-level living, a screened porch, a private well, and a private septic system. Its existing layout offers a solid starting point for renovation and value creation. Update the current home, redesign the interior, or explore

  Timothy Serpe Citi Atlas Real Estate Co LLC

  205 Mountain Rd, Wilton, CT 06897
• 

  

  /40

  $1,880,000

  • 5 Beds
  • 3 Baths
  • 3,965 Sq Ft

  62 Wells Hill Rd, Weston, CT 06883

  Mid-century modern, completely reimagined and taken down to the studs. Set on a private Lower Weston cul-de-sac near the Westport/Fairfield border, this striking 5-bedroom home pairs architectural character with a comprehensive, design-driven renovation. The custom walnut-and-Fenix kitchen features Dekton counters, integrated lighting, and Wolf/Sub-Zero appliances, radiant heat, custom lit

  Marion Filley Compass Connecticut, LLC

  62 Wells Hill Rd, Weston, CT 06883
• 

  

  /25

  $895,000

  • 3 Beds
  • 4 Baths
  • 2,798 Sq Ft

  146 Westport Rd, Wilton, CT 06897

  HIGHEST & BEST Deadline: Monday, September 14th, 12PM. A private retreat designed for easy, modern living. Tucked away from the road on 1.86 beautifully landscaped acres, this bright and airy ranch combines a sleek, clean aesthetic with an open concept floor plan and vaulted ceilings throughout. Thoughtfully maintained and move in ready, the main residence features an updated kitchen and baths,

  Chau Ngo Compass Connecticut, LLC

  146 Westport Rd, Wilton, CT 06897

Showing Results 41 - 80, Page 2 of 4