9

Homes for Sale near Middlesex Middle School

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  • /40

    $1,750,000

    • 6 Beds
    • 5 Baths
    • 3,461 Sq Ft

    47 Hollow Tree Ridge Rd, Darien, CT 06820

    PRICE ADJUSTMENT. A Rare Darien Gem and opportunity to own this historic Federal Colonial 2-family home, one of Darien's few multi-family properties. Spanning over 3,460 SF on .47 acres, this turn-key furnished residence blends timeless elegance with modern versatility, ideal for investors, families, multi-generational households, or those seeking rental income. Historic Charm, Modern Comfort: *

    Agent Photo

    Karen Finn

    Gatehouse Realty Inc

    (475) 325-5924

    47 Hollow Tree Ridge Rd, Darien, CT 06820
  • /12

    $3,499,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 6,444 Sq Ft

    20 Locust Hill Rd, Darien, CT 06820

    Welcome to 20 Locust Hill Road, a stunning new construction opportunity in the heart of Darien, CT. This modern colonial/farmhouse-style home, constructed by an experienced builder renowned for high-end residential properties throughout Fairfield County, offers 5 bedrooms, 4.5 bathrooms, and an expansive 4,897 square feet of living space. Situated on a generous .50 acre in-town lot, this home

    Agent Photo

    Robert Marchesi

    Compass Connecticut, LLC

    (475) 253-5609

    20 Locust Hill Rd, Darien, CT 06820
  • /40

    $6,295,000 New Construction

    • 6 Beds
    • 7.5 Baths
    • 8,680 Sq Ft

    10 Stony Brook Rd, Darien, CT 06820

    This exceptional Shingle Style Colonial blends form and function to inspire elegant everyday living. Set on a private 1.4-acre lot, it offers four levels of thoughtfully designed space by Daniel Conlon Architects with refined millwork details & finishes throughout. The main level features a two-story foyer, formal living and dining rooms, a chef's kitchen with walk-in pantry, and a great room

    David Hawes Compass Connecticut, LLC

    10 Stony Brook Rd, Darien, CT 06820
  • /38

    $17,000,000

    • 6 Beds
    • 9 Baths
    • 10,197 Sq Ft

    865 Hollow Tree Ridge Rd, Darien, CT 06820

    Blending refined elegance with complete privacy, this 9.5-acre estate is a true sanctuary for those seeking a sophisticated lifestyle. At the end of a Bradford Pear-lined gravel drive, the compound features a 10,000 sq. ft. main house, pool and pool house, two-bedroom guest cottage, and a breathtaking field house by architect Louise Brooks. The main home marries historic charm with sleek, modern

    Ashley Dineen Compass Connecticut, LLC

    865 Hollow Tree Ridge Rd, Darien, CT 06820
  • /33

    $4,900,000 New Construction

    • 5 Beds
    • 8 Baths
    • 6,535 Sq Ft

    20 Marianne Rd, Darien, CT 06820

    Nearly Complete - A Modern Colonial Haven in Darien. Tucked away on a private, level 1.2 acres at the end of a coveted Darien cul-de-sac, this modern colonial is where timeless design meets contemporary comfort. Step through the welcoming foyer - with a walk-in coat room and powder room - and into a spacious living room, perfect for gatherings that stretch into the evening. The custom kitchen is

    Serena Richards Brown Harris Stevens

    20 Marianne Rd, Darien, CT 06820
  • /36

    $9,350,000

    • 7 Beds
    • 10 Baths
    • 9,649 Sq Ft

    18 Tokeneke Trail, Darien, CT 06820

    This magnificent Round Meadows estate with a fantastic 9700 sf house on 5.346 acres of private property is now on the market for the first time in more than 54 years. Located in the private Tokeneke Association with protected land trust property to the East and West of it, Round Meadows is the ultimate in privacy and natural beauty. The owners had the vision to preserve, restore and ultimately

    Robin Stineman William Pitt Sotheby's Int'l

    18 Tokeneke Trail, Darien, CT 06820
  • /11

    $4,500,000

    • Land
    • 1.24 Acres
    • $3,629,032 per Acre

    92 Pear Tree Point Rd, Darien, CT 06820

    This is a rare opportunity to build the home of your dreams on Long Neck Point - one of the most sought after and picturesque communities on the Eastern Seaboard! As part of a 4 unit subdivision, you will have shared use of two boat docks and Long Island Sound access! Your newly constructed home will enjoy amazing views to Gorham's Pond and Long Island Sound. Walk or bike to Pear Tree Point or

    Jon Magnotta Outlook Realty

    92 Pear Tree Point Rd, Darien, CT 06820
  • /11

    $4,500,000

    • Land
    • 1.14 Acres
    • $3,947,368 per Acre

    88 Pear Tree Point Rd, Darien, CT 06820

    This is a rare opportunity to build the home of your dreams on Long Neck Point - one of the most sought after and picturesque communities on the Eastern Seaboard! As part of a 4 unit subdivision, you will have shared use of two boat docks and Long Island Sound access! Your newly constructed home will enjoy amazing views to Gorham's Pond and Long Island Sound. Walk or bike to Pear Tree Point or

    Jon Magnotta Outlook Realty

    88 Pear Tree Point Rd, Darien, CT 06820
  • /34

    $2,999,000

    • 4 Beds
    • 3.5 Baths
    • 3,411 Sq Ft

    561 Middlesex Rd, Darien, CT 06820

    In the heart of Darien, where history lingers and owls whisper through the trees, stands a timeless 1800s home at 561 Middlesex Road - a place where memory breathes and dreams take root. Set upon 2.6 serene and level acres, yet close to all amenities, this enchanting farmhouse rests within a world of quiet beauty, where a secret garden path winds softly beneath the shade, inviting you to wander,

    Serena Richards Brown Harris Stevens

    561 Middlesex Rd, Darien, CT 06820
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