28

Darien, CT Houses for Sale

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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
  • /36

    $1,410,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,552 Sq Ft

    17 Lynn Ct, Darien, CT 06820

    This is the one you've been waiting for! Spacious 4 BR, 3 BA home in coveted, friendly neighborhood conveniently located within walking distance to Holmes School. Recent 2-story addition includes dreamy new primary suite with 10' ceiling, large new primary bath with jacuzzi tub, walk-in closet, upper-level laundry and walk-up attic-one of TWO attics! Three more bedrooms and two full baths, formal

    Agent Photo

    Karen Finn

    Gatehouse Realty Inc

    (203) 780-0811

    17 Lynn Ct, 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
  • /34

    $3,450,000

    • 5 Beds
    • 4.5 Baths
    • 3,581 Sq Ft

    98 Rowayton Ave, Norwalk, CT 06853

    Welcome to 98 Rowayton Ave, in the heart of Rowayton where you can walk to it all! This historic home has been thoughtfully renovated, combining luxury with advanced technology for modern living. The first floor boasts new hardwood floors, a first floor en suite bedroom with radiant heat marble bathroom floors. The gourmet kitchen features Wolf and Sub Zero appliances, heated quartzite

    Elizabeth Beinfield Compass Connecticut, LLC

    98 Rowayton Ave, Norwalk, CT 06853
  • /35

    $2,995,000 Open Sun 1PM - 4PM

    • 6 Beds
    • 3.5 Baths
    • 4,000 Sq Ft

    30 Lake Dr, Darien, CT 06820

    Spectacular, luxury new construction nestled in one of Darien's most lovely neighborhoods. Thoughtfully designed and impeccably crafted, this home combines timeless sophistication with modern comforts. A dramatic double-height paneled foyer welcomes you inside, leading to a soaring vaulted ceilinged living room, which is anchored by a refined shiplapped gas fireplace. The space opens seamlessly

    Alison Hanson Compass Connecticut, LLC

    30 Lake Dr, Darien, CT 06820
  • /40

    $6,795,000

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

    10 Cross Rd, Darien, CT 06820

    If prime location and exceptional craftsmanship are what you've been looking for, look no further than 10 Cross Road. Designed and built in 2006 by Louise Brooks & Artisan Builders, this exquisite custom built home is situated on an artistically landscaped knoll in the private Tokeneke Association. Extensive woodwork & moldings, 10 foot & cathedral ceilings, and recent exterior improvements,

    Kathryn DeSalvo Compass Connecticut, LLC

    10 Cross Rd, Darien, CT 06820
  • /21

    $6,600,077 Open Sun 1PM - 3PM

    • 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

    $2,895,000 Open Sun 1PM - 3PM

    • 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
  • /8

    $2,800,000 New Construction

    • 6 Beds
    • 5.5 Baths
    • 6,794 Sq Ft

    130 West Ave, Darien, CT 06820

    Brand New Home in the Heart of Town. Discover this exceptional 6-bedroom, 5.5-bathroom new construction, thoughtfully crafted with the highest quality materials and meticulous attention to detail. Designed for both comfort and sophistication, this home offers a spacious, open flow ideal for today's lifestyle. Enjoy the prime location - just a short walk to town, trains, shops, and restaurants.

    Pam Pokorny Compass Connecticut, LLC

    130 West Ave, 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
  • /40

    $3,275,000

    • 5 Beds
    • 3.5 Baths
    • 4,274 Sq Ft

    259 Rowayton Ave, Norwalk, CT 06853

    Discover the allure of 259 Rowayton Avenue-a quintessential Victorian masterpiece that could soon be yours. This enchanting 5-bedroom, 3.5-bathroom home seamlessly marries the elegance of classic architecture with modern sophistication, offering 4,274 square feet of beautifully updated living space. The home's multiple living areas gracefully span three floors, providing abundant space for

    Elizabeth Beinfield Compass Connecticut, LLC

    259 Rowayton Ave, Norwalk, CT 06853
  • /37

    $1,295,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 2 Baths
    • 2,844 Sq Ft

    45 Hecker Ave, Darien, CT 06820

    In one of Darien's most convenient locations, this move-in-ready home is just a short distance to Noroton Train Station, Corbin District, Darien Commons, and nationally recognized Darien Library. The renovated kitchen features new cabinetry, quartz countertops and high-end vinyl floors. A new full bath with step-in shower, quartz counters, and a new washer/dryer sits off the hallway. The first

    Kim Petre William Raveis Real Estate

    45 Hecker Ave, Darien, CT 06820
  • /34

    $1,650,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,308 Sq Ft

    15 Sunnyside Ave, Darien, CT 06820

    Opportunity awaits on this picturesque side street nestled in one of Darien's charming neighborhoods. Originally built in 1926, this impeccably maintained Colonial sits on a lovely, level lot, complete with a fully fenced backyard, professionally landscaped gardens and stone patio. The home seamlessly blends timeless vintage character-including thoughtful millwork, custom built-ins, and antique

    Kristin Saltzman Houlihan Lawrence

    15 Sunnyside Ave, Darien, CT 06820
  • /35

    $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
  • /39

    $10,895,000

    • 6 Beds
    • 4.5 Baths
    • 7,174 Sq Ft

    17 Contentment Island Rd, Darien, CT 06820

    Introducing one of Tokeneke's most iconic waterfront estates-available for the first time in 50 years. This rare and storied compound is set on 2.4 acres of exquisitely landscaped grounds with 180 feet of private shoreline along Long Island Sound. It offers an unrivaled blend of historic charm, timeless elegance, and breathtaking coastal beauty. A sweeping two-story paneled foyer leads to a

    Douglas Milne Houlihan Lawrence

    17 Contentment Island Rd, Darien, CT 06820
  • /24

    $1,425,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    223 Middlesex Rd, Darien, CT 06820

    223 Middlesex Road is a picture-perfect, early 1900's Colonial in the heart of Darien, Connecticut. Upon entering this charming home, you'll be embraced by a delightful blend of classic elegance and contemporary comfort. The main level features a welcoming living/family room complete with a cozy fireplace, creating the perfect setting for evenings of relaxation. The kitchen is a culinary haven

    Kelly Connell Compass Connecticut, LLC

    223 Middlesex Rd, Darien, CT 06820
  • /24

    $975,000 Open Sun 12PM - 2PM

    • 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
  • /36

    $1,800,000

    • 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
  • /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

    $1,395,000

    • 4 Beds
    • 3 Baths
    • 2,124 Sq Ft

    3 Turnabout Ln, Darien, CT 06820

    Stunning, fully updated 4-bedroom Colonial in highly sought-after Noroton Heights. Featuring an ideal first-floor primary suite for convenience and privacy. Enjoy a spacious, level backyard perfect for outdoor entertaining or play. This home is in move-in condition with modern finishes throughout, located close to all area amenities-shopping, dining, top-rated schools, parks, and beaches. Superb

    Tara Travers Century 21 AllPoints Realty

    3 Turnabout Ln, 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 and mooring, and permitting for a deeper water dock is underway. A three-year

    Robert Johnson Brown Harris Stevens CT, LLC

    25 Tokeneke Trail, Darien, CT 06820
  • /21

    $2,299,000

    • 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
  • /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
  • /40

    $725,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,164 Sq Ft

    49 Regent Ct, Stamford, CT 06907

    Highly Coveted & Desirable 4 Bed/ 2 Full Bath Colonial on cul de sac in Woodway Acres neighborhood of Upper Springdale. Move-in ready home features main level open floor plan Kitchen w/ stainless steel steel appliances incl 5-burner Thermador gas cooktop, breakfast bar & lg pantry cabinets, bright Dining Area, large Living Room overlooking rear sun deck, potential first floor Primary Bedroom (or

    Christopher Sinatra Higgins Group Real Estate

    49 Regent Ct, Stamford, CT 06907
  • /37

    $775,000

    • 3 Beds
    • 1.5 Baths
    • 1,568 Sq Ft

    90 Courtland Hill St, Stamford, CT 06906

    Welcome to this updated Colonial in the neighborhood of Glenbrook! Featuring three bedrooms, multiple baths, and flexible bonus rooms, this home offers a layout designed for both comfort and versatility. The main level includes 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

    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
$2,358,000
Median Single Family Sale Price
$2,440,000
Median Townhouse Sale Price
$940,000
Median 1 Bedroom Sale Price
$755,000
Average Price Per Sq Ft
$804
Number of Homes for Sale
26
Last 12 months Home Sales
257
Months of Supply
1.20
Median List Price
$2,200,000
Median Change From 1st List Price
-5%
Median Home Sale Price YoY Change
21%
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