19

Darien, CT Homes 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
  • /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 Open Sun 1PM - 3PM

    • 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
  • /23

    $1,495,000

    • 4 Beds
    • 3 Baths
    • 2,180 Sq Ft

    77 Maple St, Darien, CT 06820

    This classic colonial offers spacious, light-filled living and dining areas anchored by a recently renovated eat-in kitchen. A comprehensive renovation and expansion in 2007 brought modern systems, updated finishes, and a more functional layout, giving the home the fresh feel of a much newer build. With four bedrooms-three upstairs plus a generous first-floor guest room-and an optional fifth

    Genevieve Schettino Compass Connecticut, LLC

    77 Maple St, Darien, CT 06820
  • /33

    $3,149,500

    • 5 Beds
    • 3.5 Baths
    • 4,817 Sq Ft

    109 Stephen Mather Rd, Darien, CT 06820

    This classic Colonial has character, charm and generous space. The formal Living Room has a fireplace and adjoins the Music Room. The spacious Dining Room has a fireplace bordered by Dutch tiles and features a custom "River" mural. The kitchen has a bright copper exhaust hood, gas stove and opens to the family room with cathedral ceiling, skylights, fireplace and French Doors to the terrace. The

    Suzanne Okie Brown Harris Stevens

    109 Stephen Mather Rd, Darien, CT 06820
  • /15

    $1,100,000

    • 2 Beds
    • 2.5 Baths
    • 1,410 Sq Ft

    8 Sedgewick Village Ln, Darien, CT 06820

    In-town oasis with ample privacy, yet still a convenient walk to Old King's Market, town, train, and Tilley Pond Park. Well-maintained home with enclosed courtyard and garden area, perfect for outdoor entertaining. Eat-in kitchen, living/dining room with fireplace, 2 bedrooms with cathedral ceilings, 2.5 baths. Laundry on 2nd floor. Plenty of storage with two attics, pull-down stairs on 2nd floor

    John Tibbets CT Waterfront Properties

    8 Sedgewick Village Ln, 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
  • /27

    $1,499,000

    • 4 Beds
    • 2.5 Baths
    • 2,156 Sq Ft

    19 Littlebrook Rd, Darien, CT 06820

    Move right into this spacious home that just completed a remodel and is waiting for a new owner! The stunning new kitchen, open to family room and dining area creates the perfect hub for everyday living and entertaining. The inviting living room with fireplace is the ideal setting for cold weather days. The remodel includes renovations to primary bath, family bath and powder room, central air

    Sarah Keena Brown Harris Stevens

    19 Littlebrook 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
  • /30

    $1,199,000

    • 3 Beds
    • 2 Baths
    • 2,154 Sq Ft

    7 Tommys Ln, Norwalk, CT 06850

    Nestled on a tranquil cul-de-sac, this extensively renovated home sits on a picturesque half-acre lot with a park-like setting. This property is ideal for those looking to downsize or for first-time buyers eager to move right in. Step inside to an open floor plan featuring an exquisite gourmet kitchen, a warm and inviting living area, and a formal dining room perfect for entertaining. A cozy den

    Sarah Keena Brown Harris Stevens

    7 Tommys Ln, Norwalk, CT 06850
  • /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
  • /31

    $635,000

    • 3 Beds
    • 4 Baths
    • 1,800 Sq Ft

    95 Columbus Place Unit 6, Stamford, CT 06907

    Welcome home! Step inside this beautifully cared-for 3-bedroom townhouse condo and enjoy three levels of bright, comfortable, move-in-ready living. The main floor offers an open, sun-filled layout perfect for hosting friends or enjoying a cozy night in with a modern kitchen, dining area, and a welcoming living room that opens directly onto your private deck with peaceful river views. Upstairs,

    Megan Cooper Houlihan Lawrence

    95 Columbus Place Unit 6, Stamford, CT 06907
  • /30

    $925,000

    • 3 Beds
    • 5 Baths
    • 3,301 Sq Ft

    88 Maple Tree Ave Unit G, Stamford, CT 06906

    Welcome to The Maples, an exceptional townhome community nestled in a private, wooded enclave on the Darien border. This expansive 3,300 sq. ft. residence offers 3 bedrooms, 3 full baths, and 2 half baths spread across four finished levels. The main floor is designed for entertaining, featuring an open-concept layout that seamlessly connects the bright white kitchen-complete with marble

    Megan Pavia Berkshire Hathaway NE Prop.

    88 Maple Tree Ave Unit G, Stamford, CT 06906
  • /40

    $2,875,000

    • 3 Beds
    • 2.5 Baths
    • 2,873 Sq Ft

    166 Rowayton Ave Unit 2, Norwalk, CT 06853

    A historic home with heart in the iconic seaside town of Rowayton, Welcome to Winthrop House. A distinguished residence commissioned by coveted developer Andy Glazer, perfectly nestled in the center of Rowayton. This exquisite home offers 2,873 sf of refined living space, reflecting a blend of historic charm on the exterior and modern elegance on the interior. This 1846 residence was meticulously

    Nancy R Dauk Compass Connecticut, LLC

    166 Rowayton Ave Unit 2, Norwalk, CT 06853
  • /24

    $1,275,000

    • 7 Beds
    • 3 Baths
    • 3,167 Sq Ft

    16 Columbus Place, Stamford, CT 06907

    Exceptional Multi-Family with Approved Plans for Additional Single-Family Home in Springdale. Unique opportunity to own an income-producing two-family property in the heart of Springdale with approved plans and permits in place to build a 2,500 sq.ft. detached single-family home. The existing structure includes two spacious units plus a detached garage: Unit 1: 3 bedrooms, 1,575 sq. ft. of

    Dominic Altamura Dominic A. Altamura

    16 Columbus Place, Stamford, CT 06907

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.

Frequently Asked Questions

What is the average home price in Darien, CT?
Homes for sale in Darien, CT have an average home price of $3,023,305.
How many homes have sold over the last 12 months in Darien, CT?
245 homes have sold in Darien, CT over the last 12 months.
What are the most popular zip codes in Darien, CT?
The most popular zip codes in Darien, CT include 06820, 06902, 06906, 06853 and 06901.
How much do you need to make to afford a house in Darien?
The median home price in Darien is $2,200,000. If you put a 20% down payment of $440,000 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $10,800 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $463K a year to afford the median home price in Darien. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Darien, CT?
Darien, CT has highly rated public and private schools. Some of the best schools in Darien based on Niche Grades are Darien High School, King School Inc and New Canaan High School. Browse all the schools in Darien, CT to learn more.

Home Trends in Darien, CT

Housing Trends

Median Sale Price
$2,355,000
Median Single Family Sale Price
$2,455,000
Median Townhouse Sale Price
$1,312,000
Median 1 Bedroom Sale Price
$755,000
Average Price Per Sq Ft
$813
Number of Homes for Sale
11
Last 12 months Home Sales
245
Months of Supply
0.50
Median List Price
$2,200,000
Median Change From 1st List Price
-6%
Median Home Sale Price YoY Change
20%
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