25

Darien, CT Houses for Sale

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  • /40

    $1,750,000 Open Sat 1PM - 4PM

    • 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
  • /23

    $648,778

    • 4 Beds
    • 3 Baths
    • 1,972 Sq Ft

    28 Powder Horn Rd, Norwalk, CT 06850

    Gracious and full of charm, this High Ranch offers a prime location near the Darien border and minutes to New Canaan. Perfect for entertaining or unwinding, the outdoor space features a pool and a generous yard at the end of a quiet, private cul-de-sac. Inside, enjoy abundant natural light, hardwood floors throughout, fresh interior and exterior paint, and newer windows and doors-ready for your

    Agent Photo

    Susan Hanson

    William Raveis Real Estate

    (475) 473-8265

    28 Powder Horn Rd, Norwalk, CT 06850
  • /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
  • /39

    $2,995,000

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

    37 Hillside Ave, Darien, CT 06820

    This welcoming 5-bedroom, 4.5-bath residence, rebuilt and expanded from the ground up in 2013, blends timeless style with modern comfort. The custom kitchen features a Carrara marble island, honed granite counters, and bespoke cabinetry, opening seamlessly to a sun-filled family room with fireplace and French doors to the patio. The primary suite offers twin closets and a spa-like bath adorned

    Janine Tienken Houlihan Lawrence

    37 Hillside Ave, Darien, CT 06820
  • /34

    $2,995,000

    • 4 Beds
    • 3.5 Baths
    • 3,294 Sq Ft

    35 Outlook Dr, Darien, CT 06820

    Move right in and start living your dream in this fully renovated gem on one of Hindley's most sought-after streets! Bathed in natural light, the open kitchen-family room showcases stunning views of Holly Pond and flows seamlessly to a brand-new deck-perfect for morning coffee or sunset dinners. With 4 bedrooms, 4 baths, a versatile homework room/office, and a walk-out lower level, this .95-acre

    Genevieve Schettino Compass Connecticut, LLC

    35 Outlook Dr, Darien, CT 06820
  • /21

    $6,600,077

    • 6 Beds
    • 7.5 Baths
    • 7,580 Sq Ft

    14 5 Mile River Rd, Darien, CT 06820

    World class one of a kind newly constructed modern masterpiece designed by award winning architect Vita Design with stunning unobstructed water views from every room in the house. This custom coastal build sets luxury to the highest level. The home features tall ceilings with an abundance of open space filled with natural light coming in through the floor to ceiling oversized European style

    Jennifer DaSilva Mixer William Raveis Real Estate

    14 5 Mile River Rd, Darien, CT 06820
  • /40

    $4,375,000

    • 6 Beds
    • 8 Baths
    • 6,762 Sq Ft

    66 Stanton Rd, Darien, CT 06820

    Welcome to 66 Stanton Rd! Yes, that fabulous home with the beautiful VT slate roof! Sitting proudly atop 1.34 manicured acres, this handsome 1938 clapboard clad colonial demands to be noticed. This house underwent a major renovation and expansion that was completed in 2009. Entertaining spaces abound both formal and casual, perfect for hosting both gatherings intimate and large in scale. Step

    Nancy Peter Houlihan Lawrence

    66 Stanton Rd, Darien, CT 06820
  • /40

    $2,895,000

    • 4 Beds
    • 4.5 Baths
    • 4,643 Sq Ft

    44 Scofield Farms, Darien, CT 06820

    Nestled at the end of a serene cul-de-sac is a 4-acre sanctuary where luxury and enchantment intertwine. Designed for the ultimate entertainer, the heated pool, complete with a swim-up bar, invites endless summer soirees under the stars, while the adjacent outdoor kitchen transforms every gathering into a culinary spectacle. A full tennis court and full basketball court promises spirited matches

    Melissa Engel Douglas Elliman of Connecticut

    44 Scofield Farms, Darien, CT 06820
  • /38

    $6,795,000

    • 5 Beds
    • 8 Baths
    • 6,959 Sq Ft

    10 Cross Rd, Darien, CT 06820

    With timeless appeal, this quintessential New England stone & shingle style colonial offers finely crafted architectural details with thoughtful design and exceptional quality. Designed and built in 2006 by Louise Brooks & Artisan Builders, this exquisite home is situated on a beautifully landscaped hillside knoll in the private Tokeneke Association. With four levels of living the list of first

    Kathryn DeSalvo Compass Connecticut, LLC

    10 Cross Rd, Darien, CT 06820
  • /16

    $4,700,000 New Construction

    • 6 Beds
    • 7 Baths
    • 8,500 Sq Ft

    1 Pratt Island, Darien, CT 06820

    Proposed site plan and new construction drawings by Hatley Homes Design. Are you looking for a private, waterfront haven to build your dream home? Look no further than 1 Pratt Island. This 1 acre property is at the end of a private association with sunrise and sunset views. The lot comes with easements to a deep water dock and an incredible sandy beach steps away. With gorgeous mature trees, this

    Keiley Fuller Compass Connecticut, LLC

    1 Pratt Island, Darien, CT 06820
  • /2

    $4,900,000 New Construction

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

    20 Marianne Rd, Darien, CT 06820

    Dreaming of customizing your new home? Nestled on a private and flat 1.2 acres on a desirable Darien cul-du-sac, this modern-colonial stunner will feature a custom kitchen with breakfast room that opens to a sizable deck overlooking the private yard and flows into a huge great room with gas fireplace. An oversized living room is perfect for entertaining, while the first floor bedroom/office

    Serena Richards Brown Harris Stevens

    20 Marianne Rd, Darien, CT 06820
  • /24

    $975,000

    • 3 Beds
    • 1.5 Baths
    • 1,883 Sq Ft

    415 West Ave, Darien, CT 06820

    Welcome to the well maintained 415 West Ave. Character meets charm! A must see to get the full beauty. This classic 1927 colonial-style home occupies a lush 0.30acre lot, offering privacy and a beautiful outdoor setting. With 3 bedrooms and 1.5 baths across approximately 1,900 sqft, it features original character, including a wood-burning fireplace and a layout ripe for entertaining. Upstairs,

    Jennifer Baukol Coldwell Banker Realty

    415 West Ave, Darien, CT 06820
  • /39

    $9,250,000

    • 5 Beds
    • 6.5 Baths
    • 6,689 Sq Ft

    101 Long Neck Point Rd, Darien, CT 06820

    Perched high on the bluff of Long Neck Point, this 6680sf custom-built brick estate offers you unmatched privacy and panoramic water views, all in this captivating natural environment where land and sea converge in harmony. Set on 1.38 acres with 175 feet of shoreline, the home enjoys 180-degree views over Long Island Sound, with main floor rooms capturing the stunning scenery and the

    Becky Munro Brown Harris Stevens

    101 Long Neck Point Rd, Darien, CT 06820
  • /29

    $2,350,000

    • 5 Beds
    • 4 Baths
    • 3,897 Sq Ft

    76 Deepwood Rd, Darien, CT 06820

    Set on a full acre in one of Darien's most sought-after neighborhoods, this property presents a rare and versatile opportunity for visionary buyers. Whether you choose to undertake a renovation-reviving the charm of mid-century modern design-or build a custom new construction estate from the ground up, the potential here is extraordinary. Surrounded by multi-million dollar homes, this centrally

    Carolyn Brook William Pitt Sotheby's Int'l

    76 Deepwood Rd, Darien, CT 06820
  • /39

    $1,649,000

    • 4 Beds
    • 2.5 Baths
    • 3,630 Sq Ft

    489 Hoyt St, Darien, CT 06820

    **Watch video link below!** Charming New England Farmhouse with golf course views. Perfect for sunset enjoyments from the covered front porch. Inside, a welcoming Center Hall Colonial features a formal living room, elegant dining area with a butler's pantry and wet bar-great for entertaining. The eat-in kitchen offers granite countertops, stainless steel appliances, and an open view to the family

    Kim Tromba Keller Williams Realty

    489 Hoyt St, Darien, CT 06820
  • /39

    $1,995,000

    • 4 Beds
    • 3 Baths
    • 3,544 Sq Ft

    358 Hoyt St, Darien, CT 06820

    Gorgeous Nantucket-Style Retreat with Spacious Layout & Private Backyard Set behind stately stone pillars, this stunning Nantucket shingle-style home, fully renovated in 2010, offers timeless curb appeal and modern comforts throughout. With 4 bedrooms, 3 full baths, and thoughtfully updated newer construction, this home is designed for today's lifestyle. The heart of the home is the beautifully

    Kathryn Bates Compass Connecticut, LLC

    358 Hoyt St, Darien, CT 06820
  • /36

    $1,999,999

    • 6 Beds
    • 5.5 Baths
    • 3,266 Sq Ft

    254 West Ave, Darien, CT 06820

    Located in the highly sought-after Noroton Heights neighborhood of Darien, this move-in-ready 6 bedroom with 5.5 bath residence offers the perfect blend of convenience and flexibility. Just steps from the vibrant new Darien Commons, residents will enjoy easy access to shopping, dining, school, health club, Metro-North for commuters & major highways, making this an ideal location for today's

    AnneMarie Rayhill Houlihan Lawrence

    254 West Ave, Darien, CT 06820
  • /37

    $8,795,000

    • 5 Beds
    • 7 Baths
    • 6,108 Sq Ft

    25 Tokeneke Trail, Darien, CT 06820

    Welcome to 25 Tokeneke Trail, an exceptional waterfront residence in the private Tokeneke Association. Perfectly positioned to capture panoramic water views from nearly every room and not in a flood zone, this home blends coastal charm with the finest in modern living. The property offers direct water access via a dock. Mooring available with approved Town application, and permitting for a deeper

    Breda Casey Brown Harris Stevens

    25 Tokeneke Trail, Darien, CT 06820
  • /21

    $2,325,000

    • 3 Beds
    • 2 Baths
    • 2,220 Sq Ft

    23 Beach Dr, Darien, CT 06820

    Ideally located in the heart of the sought-after Noroton Manor Association and within the coveted Hindley Blue Ribbon school district, this delightful three-bedroom, two-bath home offers the perfect blend of charm and convenience. Enjoy exclusive access to a private beach and tennis courts, all within a welcoming, close-knit community. Inside, you'll find a spacious eat-in kitchen with an island,

    Janine Tienken Houlihan Lawrence

    23 Beach Dr, Darien, CT 06820
  • /40

    $1,375,000

    • 5 Beds
    • 3.5 Baths
    • 3,327 Sq Ft

    64 Old Kings Hwy S, Darien, CT 06820

    Own a piece of history with the Quintard-Frost House, a stunning antique Dutch Colonial home built in 1715 that seamlessly blends historic charm with modern comfort. This 5-bedroom, 3.5-bathroom residence showcases timeless craftsmanship, including original wide-plank floors, exposed beams, and period details throughout. At the heart of the home is a true antique bar with fireplace, a rare and

    Seema Dohil Brown Harris Stevens

    64 Old Kings Hwy S, Darien, CT 06820
  • /38

    $29,500,000

    • 6 Beds
    • 7.5 Baths
    • 8,684 Sq Ft

    0 Hay Island Unit 24078034, Darien, CT 06820

    HAY ISLAND: Breathtaking, unobstructed views of the Long Island Sound stretch from this private island at the end of a gated causeway on Darien's cherished waterfront coast. Held by one family for over a century, this waterfront sanctuary features a meticulously crafted 8,684 SF New England colonial built in 2010. Positioned high above the water, with sweeping southeasterly views the six-bedroom,

    Leslie McElwreath Sotheby's International Realty

    0 Hay Island Unit 24078034, Darien, CT 06820
  • /41

    $29,500,000

    • 6 Beds
    • 7.5 Baths
    • 8,684 Sq Ft

    157 Long Neck Point Rd, Darien, CT 06820

    HAY ISLAND: Breathtaking, unobstructed views of the Long Island Sound stretch from this private island at the end of a gated causeway on Darien's cherished waterfront coast. Held by one family for over a century, this waterfront sanctuary features a meticulously crafted 8,684 SF New England colonial built in 2010. Positioned high above the water, with sweeping southeasterly views the six-bedroom,

    Leslie McElwreath Sotheby's International Realty

    157 Long Neck Point 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
  • /36

    $1,800,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,064 Sq Ft

    5 Wakeman Rd, Darien, CT 06820

    Charming 3-bedroom Darien colonial on quiet cul-de-sac offers 2,064 sf of beautifully appointed living space on a lush 0.52-acre parcel with large rear private patio with a low maintenance setting with tasteful landscaping. Inside the home flows effortlessly, with a spacious living room featuring hardwood floors and a cozy fireplace. The heart of the home - an open kitchen with center island that

    Paul Incerto William Raveis Real Estate

    5 Wakeman Rd, Darien, CT 06820
  • /3

    $775,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,568 Sq Ft

    90 Courtland Hill St, Stamford, CT 06906

    Welcome to this updated Colonial in the neighborhood of Glenbrook! The main level features a dining room that opens to a bright kitchen with quartz countertops and stainless-steel appliances, a separate living room, and a family room. A convenient half bath completes the first floor. Upstairs, you'll find three bedrooms and a full bathroom, including a primary bedroom with a walk-in closet and

    Jose Javier Flores BHHS Darien/New Canaan

    90 Courtland Hill St, Stamford, CT 06906

Why Live in Darien

Darien, CT, is a picturesque community with scenic views of Long Island Sound and premier golf courses. Residents enjoy a mix of stunning colonial properties, sprawling waterfront estates, and more modest Cape Cods and ranchers on private lanes. The area is known for its affluence and convenient commuting options, with a nearby train station and easy access to Interstate 95. Darien's public schools, including Royle Elementary School, Middlesex Middle School, and Darien High School, are highly rated, offering students a nationally recognized music program. For outdoor enthusiasts, Woodway Country Club provides golf, tennis, and beach club access, while Noroton Yacht Club offers sailing and kayaking. Pear Tree Point Beach and Weed Beach are popular spots for swimming and sunbathing. Woodland Park Nature Preserve and Tilley Pond Park offer trails and serene spaces for relaxation. Grocery shopping is convenient with Palmer’s Market, Trader Joe’s, and Stop & Shop, while local dining options include Roost, Darien Diner, and Jennifer’s Kitchen @ White Bridge. Darien hosts 30 annual events, such as the Holiday Scavenger Hunt and the Daddy Daughter Dance. The Norton Heights train station provides direct access to NYC, and the nearest airport is 22 miles away in Westchester County.

Home Trends in Darien, CT

Housing Trends

Median Sale Price
$2,356,500
Median Single Family Sale Price
$2,467,500
Median Townhouse Sale Price
$2,151,000
Median 1 Bedroom Sale Price
$755,000
Average Price Per Sq Ft
$784
Number of Homes for Sale
25
Last 12 months Home Sales
320
Months of Supply
0.90
Median List Price
$2,225,000
Median Change From 1st List Price
-2%
Median Home Sale Price YoY Change
21%
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