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Weston, CT Houses for Sale

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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
  • /40

    $2,495,000

    • 4 Beds
    • 4 Baths
    • 4,190 Sq Ft

    48 Cavalry Rd, Westport, CT 06880

    Idyllically set on 600 feet of the West Branch of the Saugatuck River, this 4 acre property is the ideal setting to create your dream lifestyle. The homeowner/developer of the original 111 acre subdivision chose this site, above all others, to build his legacy compound comprised of two acres in Westport and two in Weston. Enjoy, expand or recreate the well cared for 3,800 square foot Colonial

    Laurie Crouse Coldwell Banker Realty

    48 Cavalry Rd, Westport, CT 06880
  • /40

    $2,189,000

    • 5 Beds
    • 7 Baths
    • 7,166 Sq Ft

    275 Newtown Turnpike, Weston, CT 06883

    Nestled in a serene and private setting, this stunning custom colonial offers the perfect blend of elegance and comfort. Tucked away on over 2 acres of pristine landscape, this meticulously maintained home boasts an inviting layout with exceptional craftsmanship throughout. The sun-filled interior features a beautifully designed custom kitchen, perfect for entertaining. Step outside to a

    Adriana Radu Coldwell Banker Realty

    275 Newtown Turnpike, Weston, CT 06883
  • /39

    $3,350,000

    • 6 Beds
    • 9 Baths
    • 9,483 Sq Ft

    95 Kettle Creek Rd, Weston, CT 06883

    A Timeless Colonial Retreat in Lower Weston less than 10 minutes from downtown Westport, 5 minutes to the Merritt, & 3 minutes from Weston Town Center, library, & award winning Weston schools. This stunning Ralph Lauren-inspired Colonial offers classic elegance with modern luxury and entertainment, making it the dream home you've been waiting for. This 9,000 SF estate features CT stone walls &

    Hannelore Kaplan William Raveis Real Estate

    95 Kettle Creek Rd, Weston, CT 06883
  • /39

    $2,650,000

    • 5 Beds
    • 7.5 Baths
    • 7,481 Sq Ft

    28 Partridge Ln, Weston, CT 06883

    28 Partridge Lane -Look no further - this private oasis is impeccably maintained, sun drenched, cathedral ceilings,incredible floor plan, specimen plantings, salt water pool and spa, entire home and pool generator, conveniently located.From sipping tea on your front porch to relaxing around the outdoor fireplace entertaining family and friends in the heated in-ground salt-water gunite pool and

    Mersene Norbom William Pitt Sotheby's Int'l

    28 Partridge Ln, Weston, CT 06883
  • /40

    $3,200,000

    • 6 Beds
    • 9 Baths
    • 9,057 Sq Ft

    4 Farrell Rd, Weston, CT 06883

    Welcome to this custom Connecticut Colonial defined by symmetry, stonework and sophistication. With classic lines, enduring stone walls and all the comforts of modern living, this home is an inviting and comfortable retreat. Set on a lush, private 2 acre property in desirable lower Weston, this stunning residence offers impeccably appointed living spaces and exceptional indoor-outdoor flow. This

    Ellen Fusco Compass Connecticut, LLC

    4 Farrell Rd, Weston, CT 06883
  • /3

    $1,895,000

    • 4 Beds
    • 3.5 Baths
    • 3,900 Sq Ft

    153 Valley Forge Rd, Weston, CT 06883

    Charming 4 bedroom Farmhouse with breathtaking mountain and river views. Step into timeless elegance with this newly renovated 4 bedroom, 3.5-bath farmhouse nestled in a picturesque setting. This stunning home blends classic charm with modern comforts, featuring antique exposed beams, wide plank hardwood floors, and four cozy fireplaces that add warmth and character throughout. The spacious

    Ian Defronze The Bridge Realty Inc

    153 Valley Forge Rd, Weston, CT 06883
  • /40

    $2,075,000

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

    30 Soundview Farm, Weston, CT 06883

    Welcome to your own private oasis at 30 Soundview Farm Road, sequestered on over 2 acres of breathtaking landscape; a Michael Greenberg original. This remarkable home is nestled at the end of a quaint cul-de-sac, overlooking the 3rd hole of the Aspetuck Valley Country Club; conveniently located in lower Weston, bordering Easton & Fairfield. The grounds begin this home's story as a picturesque

    Julie Vanderblue Higgins Group Real Estate

    30 Soundview Farm, Weston, CT 06883
  • /36

    $2,095,000

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

    100 Georgetown Rd, Weston, CT 06883

    This beautifully constructed modern farmhouse situated on 2.91 acres offers the perfect blend of luxury, functionality, and tranquility. Every corner of this home showcases top-tier craftsmanship and custom details, creating a truly unique living experience. Discover the open-concept layout designed for modern living. The heart of the home is the chef-inspired kitchen, featuring a stunning

    Jared Randall Redfin Corporation

    100 Georgetown Rd, Weston, CT 06883
  • /40

    $1,799,000

    • 5 Beds
    • 4.5 Baths
    • 5,645 Sq Ft

    225 Good Hill Rd, Weston, CT 06883

    Modern Transitional Colonial! Crafted to perfection & designed for modern living, no expense was spared creating this well designed home. The epitome of craftsmanship, using only the finest quality materials the fastidious attention to detail & inspired design is evident in every inch of the space.The stunning Kitchen WOWS with white custom cabinetry and top of the line appliances opening to the

    Todd David Miller William Raveis Real Estate

    225 Good Hill Rd, Weston, CT 06883
  • /27

    $1,795,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,942 Sq Ft

    18 Cardinal Rd, Weston, CT 06883

    Nestled on a quiet cul-de-sac in desirable Lower Weston, this exceptional 4-bedroom residence offers unparalleled privacy and a lifestyle of leisure. Step into a world where every day feels like a vacation, with resort-style amenities right in your own backyard. This beautifully appointed home boasts spacious living areas, perfect for both family gatherings and elegant entertaining. Sunlight

    Peter Depalo William Raveis Real Estate

    18 Cardinal Rd, Weston, CT 06883
  • /25

    $2,700,000

    • 5 Beds
    • 3 Baths
    • 4,170 Sq Ft

    70 Redding Rd, Easton, CT 06612

    This magnificent country estate includes the historic Thorp House on 8.8 acres of riverfront property, as well as a charming one bedroom cottage with attached 2 car garage. The main house, built in 1750, is listed on the National Register of Historic Places. Authentic period details grace the home with unique old world charm. Cathedral ceilings in the kitchen and great room make a stately

    Charlotte Cotton William Raveis Real Estate

    70 Redding Rd, Easton, CT 06612
  • /31

    $1,749,000

    • 3 Beds
    • 6 Baths
    • 3,638 Sq Ft

    1240 Westport Turnpike, Fairfield, CT 06824

    5,000+ sq ft with 4 full floors of living space! 3 en suite bedrooms, including Primary, and laundry together on 2nd floor. Finished upper level w/1/2 bath perfect for gym, office or rec room, fully finished lower level w/separate entrance/walk-out and full bath perfect for in-law, au pair. Private yet close to everything! 12 minutes to downtown Westport, 9 Minutes to Black Rock Tnpk., 10 minutes

    Georgia Rojas Brown Harris Stevens

    1240 Westport Turnpike, Fairfield, CT 06824
  • /32

    $649,000

    • 4 Beds
    • 1.5 Baths
    • 1,938 Sq Ft

    6 Maple St, Weston, CT 06883

    Wonderful 4BR Colonial/Cape with loads of charm and natural light, just minutes from the shops and restaurants of Georgetown! Located on a fabulous and level piece of property, with an adorable front porch, this home has been lovingly maintained and updated! The main level includes a living room, dining room, newer kitchen and office/den as well as a half bath and the laundry room. The kitchen

    Tim Dent Coldwell Banker Realty

    6 Maple St, Weston, CT 06883
  • /34

    $980,000

    • 4 Beds
    • 4 Baths
    • 4,299 Sq Ft

    8 Oak Ln, Weston, CT 06883

    8 Oak Lane is a welcoming, tranquil retreat located on a quiet cul de sac in the bucolic town of Weston. Set back off the road, this home offers a private setting with lush, level lawns, lovely gardens/landscaping, a circular driveway, & alluring topography. This home combines the best features of colonial & contemporary elements with its high, vaulted ceilings, skylights, open layout, wood

    Lori Elkins William Raveis Real Estate

    8 Oak Ln, Weston, CT 06883
  • /34

    $1,199,000

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

    255 Newtown Turnpike, Weston, CT 06883

    A gated entry & a belgian block lined driveway lead you to this fabulous 4 BR, 3 1/2 bath colonial home offering the perfect blend of elements of charm & modern conveniences. A gracious light-filled entry w/ open staircase & balcony introduces a welcoming home & connects to a mudroom w/ built-ins & laundry room. Enjoy nights by the brick fireplace in the Living room w/ tongue groove ceiling,

    Carrie Shea Camelot Real Estate

    255 Newtown Turnpike, Weston, CT 06883
  • /40

    $2,450,000

    • 5 Beds
    • 6 Baths
    • 6,684 Sq Ft

    6 Winthrop Hills, Weston, CT 06883

    Experience the perfect blend of luxury, comfort and natural beauty in this unparalleled countryside escape on private cul-de-sac. With 5 bedrooms including a private au-pair/in-law suite, this home is the perfect haven for families seeking both ease & endless amenities. The showstopping, brand new completely renovated kitchen boasts a huge kitchen island perfect for gathering, top-of-the-line

    Christine Oleynick Keller Williams Realty

    6 Winthrop Hills, Weston, CT 06883
  • /40

    $975,000

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

    60 Old Farm Rd, Weston, CT 06883

    You'll fall in love with this Bucolic, 3-acre, park-like flat property with golf course-type grounds the moment you enter! Located on a private Weston cul de sac location this welcoming spectacular 2 storey walls of glass foyer opens into expansive light-filled living spaces. The large main living area boasts a stunning living room with vaulted ceilings, hardwood inlaid floors, skylights, a

    Nadine Chikuni William Raveis Real Estate

    60 Old Farm Rd, Weston, CT 06883
  • /37

    $2,375,000

    • 4 Beds
    • 4 Baths
    • 5,226 Sq Ft

    1 Banks Dr, Weston, CT 06883

    This custom 2015 colonial, crafted by Banks Period Homes, masterfully replicates the timeless beauty of a historic New England residence-with all the comfort and efficiency of modern construction. Privately perched on a hilltop with eastern exposure and sunrise views, it offers 4-5 bedrooms, 4 full baths, and multiple bonus spaces for flexible living. Rich in detail, it features reclaimed

    Cindy Raney Coldwell Banker Realty

    1 Banks Dr, Weston, CT 06883
  • /35

    $2,400,000

    • 6 Beds
    • 7 Baths
    • 6,342 Sq Ft

    3 Mayflower Ln, Weston, CT 06883

    3 Mayflower Lane offers a perfect blend of modern sophistication and timeless charm. This beautiful home is set on over two idyllic acres, overlooking the Aspetuck Valley Country Club Golf Course. It has been meticulously maintained and upgraded, offering a fresh, contemporary feel while retaining its classic charm. Upon entering the grand foyer with double hight ceilings and a spiral staircase,

    Kim Harizman Compass Connecticut, LLC

    3 Mayflower Ln, Weston, CT 06883
  • /40

    $699,000

    • 3 Beds
    • 2 Baths
    • 1,603 Sq Ft

    105 Ladder Hill Rd N, Weston, CT 06883

    Storybook Charm Meets Modern Convenience in Lower Weston! Perched atop a gentle knoll, this stunning 3-bedroom, 2-bath retreat is a rare gem, offering breathtaking sunsets, serene pond views, and endless charm. Perfectly situated in Lower Weston, just a few miles from the Westport train station, I-95 and the Merit Parkway this home offers a seamless NYC or Stamford commute while surrounding you

    William Gill Compass Connecticut, LLC

    105 Ladder Hill Rd N, Weston, CT 06883
  • /33

    $615,000

    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    20 Georgetown Rd, Weston, CT 06883

    This Charming 3-bedroom, 2-bath Colonial is ideally located close to downtown Weston! Featuring 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 office area. The expansive primary bedroom is located on the 3rd level with full-sized windows and its own

    Jared Randall Redfin Corporation

    20 Georgetown Rd, Weston, CT 06883
  • /40

    $1,700,000

    • 5 Beds
    • 4.5 Baths
    • 5,685 Sq Ft

    17 Tannery Ln N, Weston, CT 06883

    Nestled on a sought-after cul-de-sac in lower Weston, this exquisite custom home-completely rebuilt in 2007-showcases superior craftsmanship throughout its intentionally designed sprawling single-level layout for effortless living. The hearth of the home features a stunning gourmet kitchen with vaulted ceilings, premium granite countertops, and high-end appliances, creating an incredible open

    Christine Oleynick Keller Williams Realty

    17 Tannery Ln N, Weston, CT 06883
  • /27

    $1,375,000

    • 4 Beds
    • 4 Baths
    • 2,386 Sq Ft

    17 Huckleberry Ln, Weston, CT 06883

    Idyllic Riverfront Property in Lower Weston - A Builder's Dream Opportunity! Nestled along the serene Saugatuck River on a private road, this exceptional 2.12-acre property boasts over 350 feet of direct waterfront, complete with a picturesque waterfall. Located just one mile from the Westport line, this is a rare and exciting opportunity for a builder or visionary homeowner to create something

    Jay Cannone William Raveis Real Estate

    17 Huckleberry Ln, Weston, CT 06883
  • /40

    $1,399,000

    • 4 Beds
    • 5 Baths
    • 3,064 Sq Ft

    2 Aspetuck Hill Ln, Weston, CT 06883

    2 Aspetuck Hill Lane in Weston, CT, is a luxurious single-family home that spans an impressive 5,228 square feet. Built in 1974, this residence boasts 4 spacious bedrooms and 5 bathrooms, offering an ideal balance of privacy and grandeur. With such a substantial size, the home features expansive living spaces, high-end finishes, 2 sizeable offices and various amenities that provide both comfort

    Thomas Mele Dorrance Realty

    2 Aspetuck Hill Ln, Weston, CT 06883
  • /40

    $1,349,000

    • 5 Beds
    • 4.5 Baths
    • 3,794 Sq Ft

    43 Old Easton Turnpike, Weston, CT 06883

    STUNNING LOWER WESTON COLONIAL ANTIQUE!! Step into timeless elegance at 43 Old Easton Turnpike, where classic charm meets modern sophistication. Nestled on an expansive 2.03 acres corner lot in Weston, CT, this distinguished 3,794-square-foot residence offers a main house with 4 beautifully crafted bedrooms and 3.5 updated bathrooms. The home retains its antique allure with a formal dining room,

    David Krasnoff Compass Connecticut, LLC

    43 Old Easton Turnpike, Weston, CT 06883
  • /39

    $959,900

    • 4 Beds
    • 2.5 Baths
    • 2,702 Sq Ft

    20 Ravenwood Dr, Weston, CT 06883

    Contemporary Colonial in a desirable neighborhood which has been completely updated with attention to detail throughout. Set on a private lot this home offers new vinyl siding, new roof, new windows and new driveway. The kitchen has been completely updated with beautiful tile flooring, white shaker cabinets, quartz counters and stainless appliances. Main level also has large living room with

    Steven Lage Coldwell Banker Realty

    20 Ravenwood Dr, Weston, CT 06883
  • /38

    $1,650,000

    • 4 Beds
    • 4 Baths
    • 4,037 Sq Ft

    44 Wildwood Ln, Weston, CT 06883

    This exceptional home & property will undoubtedly captivate you! Nestled at the end of a cul-de-sac, on one of Weston's most coveted & centrally located streets - the location is a treasure & this property stands at the very heart of it all - a quick walk to Weston's renowned schools, town center and just minutes to Westport amenities. A 4 bedroom home that has been recently renovated, it's just

    Sandra Calise Cenatiempo Settlers & Traders

    44 Wildwood Ln, Weston, CT 06883
  • /31

    $1,499,000

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    157 Good Hill Rd, Weston, CT 06883

    New construction for under 2 Million? YES! Dont miss the opportunity to be the first to occupy this newly erected Modern Farmhouse sited on 1.3 acres of picturesque property just steps away to the Katharine Ordway Nature Preserve. Flooded with natural light and southern exposure, this home offers many special features including hardwood floors, 7 1/2 foot kitchen island with Quartz countertops,

    Carrie Shea Camelot Real Estate

    157 Good Hill Rd, Weston, CT 06883
  • /40

    $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
  • /40

    $1,350,000

    • 4 Beds
    • 3.5 Baths
    • 4,184 Sq Ft

    115 Steep Hill Rd, Weston, CT 06883

    Nestled on a picturesque 2-acre lot, this stunning Colonial-style home in Weston, offers over 4,000 square feet of living space and the perfect blend of classic charm and modern updates. Designed for both everyday living and grand entertaining, this home features 4 bedrooms, 3.1 bathrooms, and a 2-car attached garage. Step inside to discover refinished hardwood floors throughout, adding warmth

    Jolanta Rojek eXp Realty

    115 Steep Hill Rd, Weston, CT 06883
  • /40

    $2,999,000

    • 6 Beds
    • 6.5 Baths
    • 7,649 Sq Ft

    29 Rogues Ridge, Weston, CT 06883

    This exquisite custom estate with pool site on 4.7+/- acres (poss./potential to divide) will take your breath away. Set atop one of the highest points in the area, this luxurious retreat blends modern luxury, convenience, privacy and treetop vistas into one irresistible package. Sited to capture the incomparable views, every room and multiple terraces have gorgeous panoramas, with a circulating

    Alex Chingas Coldwell Banker Realty

    29 Rogues Ridge, Weston, CT 06883
  • /39

    $2,699,000 New Construction

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

    32 Kettle Creek Rd, Weston, CT 06883

    Welcome Home to 32 Kettle Creek Road - Where Effortless Elegance Redefines Luxury Living~ This impressive modern farmhouse features 5-6 bedrooms, 5.5 bathrooms, and over 5,500 square feet of thoughtfully designed living space that seamlessly blends contemporary aesthetics with timeless design elements. Across three levels, the architecture exudes a sense of sumptuousness with a slightly edgy

    Vickie Kelley Camelot Real Estate

    32 Kettle Creek Rd, Weston, CT 06883
  • /35

    $1,049,000 Open Sat 12PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,317 Sq Ft

    1 Graystone Ln, Weston, CT 06883

    Classic Clapboard Colonial Farmhouse -Sitting Pretty Atop a Knoll -Welcome to this charming farmhouse perched gracefully at the corner of Lords Hwy. and Graystone Lane, in a peaceful enclave. The home greets you with an inviting front porch and a thoughtfully designed floor plan that blends comfort and character. The sunny eat-in kitchen features updated back splash and light maple cabinetry,

    Vickie Kelley Camelot Real Estate

    1 Graystone Ln, Weston, CT 06883
  • /40

    $2,495,000 Coming Soon

    • 5 Beds
    • 5.5 Baths
    • 7,225 Sq Ft

    32 Steep Hill Rd, Weston, CT 06883

    This country estate,commanding views of three acres of natural beauty centered by a 1.2 acre pond, masterfully blends 18th century farmhouse charm with newly-built modern luxury. Original features include chestnut posts and beams, wide-plank pine floors, and a flued brick oven. Gather in the spacious chef's kitchen, sunroom, and family room anchored by a semi-circular fireplace crafted from the

    Michelle Genovesi William Raveis Real Estate

    32 Steep Hill Rd, Weston, CT 06883
  • /40

    $10,950,000

    • 6 Beds
    • 10 Baths
    • 12,440 Sq Ft

    5 Fraser Rd, Westport, CT 06880

    Prepare to experience the extraordinary and discover the future at this new residence by Skyview Builders. Now complete and ready for immediate enjoyment, this world-class estate elevates the standard against which all others are measured. Set on two spectacular, level acres in the heart of Westport's premier estate section, long considered a haven for celebrities & influential figures. The gated

    Doug Bross Coldwell Banker Realty

    5 Fraser Rd, Westport, CT 06880
  • /24

    $3,899,000

    • 5 Beds
    • 3 Baths
    • 4,170 Sq Ft

    70 Redding Rd, Easton, CT 06612

    This magnificent country estate includes the historic Thorp House on 24.5 acres of riverfront property, as well as a charming 1 bedroom rental cottage with attached 2 car garage. The main house, built in 1750, is listed on the National Register of Historic Places. Authentic period details grace the home with unique old world charm. Cathedral ceilings in the kitchen and great room make a stately

    Charlotte Cotton William Raveis Real Estate

    70 Redding Rd, Easton, CT 06612
  • /3

    $7,850,000 New Construction

    • 6 Beds
    • 7.5 Baths
    • 9,032 Sq Ft

    9 Grays Farm Rd, Westport, CT 06880

    Skyview Builders presents a unique opportunity - unmatched for both the modern expression of luxurious living it embodies, as well as the captivating private setting over which the residence presides. Two acres of your own private park-like property, nestled against the Paul Newman-Poses Preserve, will create an unforgettable backdrop for this European-inspired home for all seasons. The long,

    Doug Bross Coldwell Banker Realty

    9 Grays Farm Rd, Westport, CT 06880
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