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Connecticut Homes for Sale with In-Law Suite

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  • /58

    $2,995,000

    • 6 Beds
    • 7 Baths
    • 9,664 Sq Ft

    91 Algonquin Rd, Fairfield, CT 06825

    Iconic Georgian Manor. A rare offering of architectural significance, this distinguished 1922 Georgian Colonial is set on 1.88 acres of level, park-like grounds in a desirable Fairfield enclave. Encompassing over 10,000 Sqft, this 6-bedroom estate seamlessly blends historic grandeur with elevated, modern living. A stately presence is immediately felt through classic Georgian symmetry, framed by

    Agent Photo

    Danielle Malloy

    Serhant Connecticut LLC

    (475) 271-2961

    91 Algonquin Rd, Fairfield, CT 06825
  • /44

    $3,795,000

    • 4 Beds
    • 5 Baths
    • 3,421 Sq Ft

    88 Water St, Stonington, CT 06378

    At the edge of Stonington Harbor, where sailboats move slowly through the water and the village wakes each morning to the rhythm of the tide, 88 Water Street offers a rare opportunity to live directly within one of New England's most beloved coastal communities. This historic home dates to 1840, yet today it feels distinctly current following an extensive renovation completed in 2022. The result

    Agent Photo

    Danielle Malloy

    Serhant Connecticut LLC

    (860) 483-3587

    88 Water St, Stonington, CT 06378
  • /50

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 4,250 Sq Ft

    5 Upland Pastures Rd, Sherman, CT 06784

    A striking blend of modern design and timeless barn-inspired architecture, this exceptional 4,250 SF home sits privately on 12.77 acres and offers a rare sense of space, light, and tranquility. Built in 2022, the residence still feels brand new, with 5 bedrooms, 4 full baths, and 1 half bath over 3 levels, including a legal accessory apartment. A dramatic two-story foyer sets the tone, showcasing

    Claudia Jiskra McGrath Realty Inc

    5 Upland Pastures Rd, Sherman, CT 06784
  • /32

    $1,795,000

    • 4 Beds
    • 2.5 Baths
    • 2,410 Sq Ft

    16 Kent Place, Cos Cob, CT 06807

    In the heart of Cos Cob, just steps to schools, restaurants, and the library, this charming and thoughtfully expanded home offers the perfect blend of character and modern living. Set on a level property with an enclosed vegetable garden, this home combines a charming front-porch farmhouse feel with a seamless addition.The original home features a light-filled living room adjacent to a formal

    Tracey Koorbusch Sotheby's International Realty

    16 Kent Place, Cos Cob, CT 06807
  • /31

    $6,495,000

    • 5 Beds
    • 9 Baths
    • 9,974 Sq Ft

    386 North St, Greenwich, CT 06830

    This magnificent 9,974 sq ft estate seamlessly blends grand scale, craftsmanship, and modern luxury following an extensive 2025-2026 renovation. Set on 2.3 parklike acres in coveted Mid-Country Greenwich, just minutes from town, the home makes an immediate impression with a soaring two-story foyer introducing exquisitely appointed interiors defined by custom details and rich materials. Completed

    Jennifer Leahy Compass Connecticut, LLC

    386 North St, Greenwich, CT 06830
  • /35

    $7,750,000

    • 6 Beds
    • 10 Baths
    • 12,510 Sq Ft

    119 Proprietors Crossing, New Canaan, CT 06840

    119 Proprietors Crossing is an entertainer's dream, featuring stunning architecture by James E. Gearity. Nestled on four private acres, this six-bedroom estate blends timeless elegance with modern luxury. A private drive leads to an elegant fountain, setting an unforgettable tone. Inside, a soaring foyer showcases a dramatic Baccarat chandelier and seven fireplaces, enhancing the warm atmosphere.

    Molly Rubins Nest Seekers International

    119 Proprietors Crossing, New Canaan, CT 06840
  • /50

    $1,795,000

    • 5 Beds
    • 5.5 Baths
    • 4,962 Sq Ft

    6A Rock Ridge Ct, New Fairfield, CT 06812

    Perched high above Candlewood Lake, this extraordinary custom-built residence was crafted by a six-time HOBI Award-winning builder for himself and embodies the finest craftsmanship with timeless sophistication. Spanning 4,962 sq. ft., the home blends classic Southern Fairfield County architectural details with breathtaking four-season mountain and Candlewood Lake views. Inside, rich

    Angelina Valentini Coldwell Banker Realty

    6A Rock Ridge Ct, New Fairfield, CT 06812
  • /31

    $2,350,000

    • 5 Beds
    • 5 Baths
    • 3,598 Sq Ft

    201 Shore Rd, Greenwich, CT 06830

    On sought-after Belle Haven peninsula near town, this 2008 expanded 5 bed, 3.2 bath home boasts breathtaking Greenwich Harbor views. Perfectly designed for harborside living & entertaining, the sunlit gourmet chef's kitchen & great room boast an expansive island, custom cabinetry and a wall of windows overlooking harbor & park. The spacious living room, complete with wood burning fireplace &

    Meg McAuley Kaicher Coldwell Banker Realty

    201 Shore Rd, Greenwich, CT 06830
  • /29

    $2,450,000 Coming Soon

    • 4 Beds
    • 4.5 Baths
    • 4,161 Sq Ft

    150 N Old Stone Bridge Rd, Greenwich, CT 06807

    Nestled at 150 N Old Stone Bridge Road in Cos Cob, this charming home seamlessly blends classic elegance with modern updates. Surrounded by mature trees and lush landscaping, it offers a peaceful retreat minutes from downtown Greenwich and train station. Inside, enjoy sunlit living spaces, a beautifully updated kitchen with high-end appliances, and a cozy fireplace in the living room. The primary

    Cesar Rabellino Compass Connecticut, LLC

    150 N Old Stone Bridge Rd, Greenwich, CT 06807
  • /37

    $15,000,000

    • 7 Beds
    • 10 Baths
    • 9,129 Sq Ft

    4800 Congress St, Fairfield, CT 06824

    The Ultimate East Coast Sanctuary-Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is engineered for the world's most discerning icons who demand seclusion with proximity to NYC. This 38.91-acre compound ,is the mid century former home of Richard Rodgers, composer of The Sound of Music. Restored and expanded to incorporate 7 bedrooms and 7

    Leslie Razook William Pitt Sotheby's Int'l

    4800 Congress St, Fairfield, CT 06824
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