10

Tudor Style Homes for Sale in Fairfield County CT

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  • /40

    $1,475,000

    • 5 Beds
    • 4.5 Baths
    • 3,817 Sq Ft

    7 Topping Ln, Norwalk, CT 06854

    Back on the market with the pool open and updates completed. Tucked away at the end of a private road in Norwalk's Brookside neighborhood, 7 Topping Lane offers rare privacy and space on 2.39 acres. This 5-bedroom 4.5-bath Tudor-style home combines timeless charm with modern updates. The open-concept main level features dramatic 17-foot cathedral ceilings, a striking wood-burning stone fireplace,

    Brandy Hall Higgins Group Real Estate

    7 Topping Ln, Norwalk, CT 06854
  • /39

    $1,695,000

    • 4 Beds
    • 3.5 Baths
    • 3,686 Sq Ft

    365 Toilsome Hill Rd, Fairfield, CT 06825

    Truly One-of-a-Kind. This iconic Fairfield Tudor Revival blends rich architectural heritage with elevated modern luxury. Set on just under an acre, it offers the quiet elegance of a private estate-yet just beyond the drive, sidewalks lead to playgrounds, friendly neighbors, and the charm of a walkable community. Built in stone and stucco with a polychromatic slate roof, copper gutters, and

    Cindy Raney Coldwell Banker Realty

    365 Toilsome Hill Rd, Fairfield, CT 06825
  • /33

    $1,395,000

    • 4 Beds
    • 2.5 Baths
    • 3,496 Sq Ft

    5 Tall Oaks Rd, Wilton, CT 06897

    Classic Tudor charm meets thoughtful updates in this beautifully redesigned home, tucked away on a quiet cul-de-sac just moments from Weir Farm National Park. Nestled on nearly 2 acres of professionally landscaped grounds and surrounded by mature trees, this property features a private pond with a charming water fountain feature. Step inside to a dramatic 2-story skylit foyer, where new white oak

    Lianna Tomas Fetko Brown Harris Stevens

    5 Tall Oaks Rd, Wilton, CT 06897
  • /40

    $1,585,000

    • 4 Beds
    • 3.5 Baths
    • 2,878 Sq Ft

    20 Cook Rd, Stamford, CT 06902

    A French Normandy Tudor home situated on a private peninsula within the Waterside community of Davenport Point. Nestled just beyond the Old Greenwich line within the coveted, private enclave of three neighborhood associations, this extraordinary French Normandy Tudor is a rare offering for the buyer seeking timeless elegance, architectural distinction, & a vibrant coastal lifestyle. Residents

    Max Dober Keller Williams Prestige Prop.

    20 Cook Rd, Stamford, CT 06902
  • /38

    $849,900

    • 4 Beds
    • 2.5 Baths
    • 4,231 Sq Ft

    16 Mon Tar Dr, Monroe, CT 06468

    Nestled on a beautifully landscaped property, this 4-bedroom, 2.5-bath split-level Tudor seamlessly blends timeless charm with modern updates. From the moment you arrive, the gated driveway with dual entrances sets the tone for the elegance and privacy this home offers. Step inside to discover a thoughtfully designed layout featuring a stunning kitchen at its heart-complete with a large center

    Brian Christy William Raveis Real Estate

    16 Mon Tar Dr, Monroe, CT 06468
  • /40

    $1,199,000

    • 4 Beds
    • 4 Baths
    • 4,014 Sq Ft

    19 Pumpkin Hill Rd, Trumbull, CT 06611

    Welcome to 19 Pumpkin Hill Road located in Trumbull's highly sought-after Tashua neighborhood! This stunning Tudor style colonial offers the perfect blend of classic charm and comfortable living with 4 bedrooms, 4 baths, and over 4,000 SQ FT of living space. If you're looking for a peaceful retreat on a serene end of the cul-de-sac, this 1.4 acres has it all! From the moment you arrive you'll

    Scott Palma William Raveis Real Estate

    19 Pumpkin Hill Rd, Trumbull, CT 06611
  • /31

    $1,085,000

    • 4 Beds
    • 2.5 Baths
    • 4,081 Sq Ft

    15 Tunxis Trail, Redding, CT 06896

    STATELY ENGLISH STONE TUDOR sited on 2.65 private acres on a cul de sac with lush lawns, stone walls and gardens. The stone pillared entrance leads to the 4000 square ft. home that blends stucco, stone, and timber to form a fairytale aesthetic. The home captivates with its architectural richness and contemporary interior. As featured in the New York Times, the 35-foot high timbered great room is

    Christine Poppy Compass Connecticut, LLC

    15 Tunxis Trail, Redding, CT 06896
  • /30

    $899,000

    • 4 Beds
    • 2.5 Baths
    • 2,498 Sq Ft

    2 Kramer Ln, Weston, CT 06883

    PRICE IMPROVEMENT to $899,000 Located in the picturesque town of Weston, Connecticut, 2 Kramer Lane is a charming Tudor-style home with four bedrooms and two and a half bathrooms spread over 2,498 square feet. Set on a spacious 2.03-acre lot, the home features classic brown trim, stucco, and a robust asphalt shingle roof. Inside, a cozy fireplace and a forced air heating system provide year-round

    Beth Mengel Compass Connecticut, LLC

    2 Kramer Ln, Weston, CT 06883
  • /38

    $6,300,000

    • 9 Beds
    • 6.5 Baths
    • 6,841 Sq Ft

    78 Khakum Wood Rd, Greenwich, CT 06831

    78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

    Deborah Huffard Houlihan Lawrence

    78 Khakum Wood Rd, Greenwich, CT 06831
  • /50

    $6,800,000

    • 5 Beds
    • 10 Baths
    • 7,632 Sq Ft

    21 Calhoun Dr, Greenwich, CT 06831

    Welcome to ''Park Hill'', a stunning English Tudor Revival Manor known as ''The House of Seven Gables''. Updated in 2025, this historic gem nestled in the heart of Greenwich on a 1.81-acre oversized lot, offers privacy & a unique blend of timeless elegance with modern conveniences. Located in the desirable Calhoun Drive Association, this property boasts both beauty & charm. The manor's

    Danielle Claroni Sotheby's International Realty

    21 Calhoun Dr, Greenwich, CT 06831
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