25

Colonial Homes for Sale in Darien, CT

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  • /24

    $4,295,000

    $5K PRICE DROP
    • 6 Beds
    • 8 Baths
    • 6,274 Sq Ft

    28 Shields Rd, Darien, CT 06820

    28 Shields Road offers the lifestyle today's buyers seek-refined design, effortless flow, and spaces equally suited for relaxed evenings or lively gatherings. Set along one of Darien's most desirable streets, this six-bedroom residence spans four finished levels, filled with natural light, crisp architectural lines, and thoughtfully updated interiors that feel both current and timeless. The

    Deirdre McGovern Compass Connecticut, LLC

    28 Shields Rd, Darien, CT 06820
  • /38

    $1,649,000

    • 4 Beds
    • 3 Baths
    • 2,094 Sq Ft

    61 Raymond St, Darien, CT 06820

    Steeped in history and thoughtfully updated for modern living, this charming 4-bedroom, 3-bathroom home seamlessly blends the character of its 1884 origins with today's conveniences. Filled with natural light and timeless architectural details, the home offers inviting spaces designed for both everyday comfort and effortless entertaining. Relax on the welcoming front porch overlooking the

    Marina Meyers BHHS Darien/New Canaan

    61 Raymond St, Darien, CT 06820
  • /39

    $5,195,000

    • 5 Beds
    • 7 Baths
    • 7,306 Sq Ft

    38 Three Wells Ln, Darien, CT 06820

    Set on two private acres in coveted northern Darien, this exceptional Colonial offers refined living, timeless design, and superior craftsmanship throughout. A gracious living room with fireplace provides a warm and sophisticated gathering space, while the formal dining room is perfectly complemented by an adjacent butler's pantry, ideal for seamless entertaining. A richly appointed study/library

    Laura Hoglund Berkshire Hathaway NE Prop.

    38 Three Wells Ln, Darien, CT 06820
  • /40

    $5,250,000

    $240K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 6,151 Sq Ft

    13 Sunswyck Rd, Darien, CT 06820

    Introducing 13 Sunswyck Rd, a distinguished custom residence set within Darien's prestigious Delafield Island. Completed in 2020, this architecturally refined home offers a seamless balance of modern sophistication and timeless design, with an emphasis on light, scale, and craftsmanship. Offering 5 bedrooms (with a possible 6th in the unfinished attic), 4 full and 2 half baths, 2 office spaces

    Cheryl Williams Brown Harris Stevens

    13 Sunswyck Rd, Darien, CT 06820
  • /34

    $1,999,000

    • 5 Beds
    • 3.5 Baths
    • 2,667 Sq Ft

    93 West Ave, Darien, CT 06820

    Perfectly positioned just steps from downtown Darien, the train station, schools, and the vibrant new Corbin District, this beautifully updated Colonial offers the ideal blend of convenience, charm, and move-in-ready living. Freshly painted throughout with newly refinished hardwood floors, this 5-bedroom, 3.5-bath home features generous living spaces including a formal living room, dining room,

    Tami Hanford Hughes Houlihan Lawrence

    93 West Ave, Darien, CT 06820
  • /38

    $4,199,000

    $701K PRICE DROP
    • 5 Beds
    • 8 Baths
    • 6,535 Sq Ft

    20 Marianne Rd, Darien, CT 06820

    New construction from foundation up and ready for 2026! On a coveted Darien cul-de-sac, this modern colonial boasts 6500sf of elegance and comfort. Step through the welcoming foyer, complete with a coat room and powder room, and into a spacious, light-flooded living room, perfect for gatherings that stretch into the evening. The custom kitchen is a true centerpiece, with a grand stone island,

    Serena Richards Brown Harris Stevens

    20 Marianne Rd, Darien, CT 06820
  • /40

    $1,975,000

    • 4 Beds
    • 3.5 Baths
    • 3,511 Sq Ft

    1644 Boston Post Rd, Darien, CT 06820

    Built by an award-winning builder and thoughtfully updated throughout, this exceptional home offers timeless design, quality craftsmanship, and a highly desirable location close to town, shopping, and everyday conveniences. A welcoming open floor plan features elegant living and dining spaces, a private home office, and a gourmet kitchen that seamlessly flows into the sun-filled family room with

    Robin Halsey Compass Connecticut, LLC

    1644 Boston Post Rd, Darien, CT 06820
  • /40

    $8,495,000

    $500K PRICE DROP
    • 9 Beds
    • 10 Baths
    • 8,188 Sq Ft

    16 East Trail, Darien, CT 06820

    Set within the coveted Tokeneke Association, 16 East Trail is a rare legacy property where architectural pedigree meets modern luxury. Originally built in 1908 as one of the enclave's earliest residences, the home reflects the timeless elegance of McKim, Mead & White and Delano & Aldrich-thoughtfully reimagined for today's living. A masterful renovation by architect Peter Pennoyer preserves the

    Ashley Dineen Compass Connecticut, LLC

    16 East Trail, Darien, CT 06820
  • /4

    $2,525,000

    • 8 Beds
    • 3 Baths
    • 3,443 Sq Ft

    2646 Boston Post Rd, Darien, CT 06820

    Home with seasonal water views of Holly Pond. Present use: Boarding House. Sold "As Is".

    Angela Abate William Raveis Real Estate

    2646 Boston Post Rd, Darien, CT 06820
  • /40

    $7,900,000

    • 7 Beds
    • 9 Baths
    • 8,100 Sq Ft

    246 Brookside Rd, Darien, CT 06820

    Introducing a one-of-a-kind gem in Darien: the historic Eliaseph Whitney House, originally built in 1770, nestled on an expansive 4.12-acre parcel- one of the largest of its kind in town. This iconic property effortlessly blends centuries-old charm with modern-day functionality. Step inside to discover timeless details like wood-beamed ceilings and floors, multiple fireplaces, a cozy den and

    Keiley Fuller Compass Connecticut, LLC

    246 Brookside Rd, Darien, CT 06820
  • /39

    $3,995,000

    • 5 Beds
    • 6 Baths
    • 6,764 Sq Ft

    107 Raymond St, Darien, CT 06820

    Peace, Privacy, and Timeless Elegance in Darien Discover the perfect antidote to busy life in this beautifully refreshed, custom-built colonial. Lovingly maintained by its original owners, 107 Raymond Street offers an idyllic blend of quiet sophistication and spacious comfort. Step into a grand two-story foyer with herringbone oak floors, leading to formal spaces rich in architectural

    Melissa Engel Douglas Elliman of Connecticut

    107 Raymond St, Darien, CT 06820
  • /37

    $9,250,000

    New Construction
    • 6 Beds
    • 8.5 Baths
    • 11,314 Sq Ft

    175 Brookside Rd, Darien, CT 06820

    Exceptional new construction estate by K&C Builders Inc., set on over 2.5 private acres on coveted Brookside Road. Offering approximately 11,000 SF across four finished levels, this stunning residence features 6 bedrooms, 8 full baths, and 1 half bath. Designed for elegant entertaining and everyday living, the home showcases a spectacular great room, gourmet chef's kitchen, private study,

    Sylwia Kozlowski William Raveis Real Estate

    175 Brookside Rd, Darien, CT 06820
  • /25

    $19,000,000

    • 5 Beds
    • 8.5 Baths
    • 8,248 Sq Ft

    207 Long Neck Point Rd, Darien, CT 06820

    This dramatic property offers 200 feet of waterfront frontage with your own private beach in the premier Long Neck Point area of Darien. Offering two separately deeded parcels ( that create this magical estate to ensure the peace and tranquility of your own private oasis. East facing views are enjoyed from most rooms in this spectacular home offering natural light throughout the day. Once owned

    Shelly Tretter Lynch Compass Connecticut, LLC

    207 Long Neck Point Rd, Darien, CT 06820
  • /10

    $3,850,000

    • 6 Beds
    • 6.5 Baths
    • 5,113 Sq Ft

    30 Inwood Rd, Darien, CT 06820

    Set on 2.9 private acres in one of Darien's most coveted locations, this exceptional 1937 residence seamlessly blends timeless architectural character with modern luxury. Encompassing approximately 5,700 square feet, the home offers six bedrooms, six full baths, and beautifully proportioned living spaces designed for both everyday living and elegant entertaining. A gracious foyer introduces

    Ashley Dineen Compass Connecticut, LLC

    30 Inwood Rd, Darien, CT 06820
  • /31

    $3,649,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 6,406 Sq Ft

    20 Locust Hill Rd, Darien, CT 06820

    Welcome to 20 Locust Hill Road, a stunning in-town, new construction opportunity in 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

    Robert Marchesi Compass Connecticut, LLC

    20 Locust Hill Rd, Darien, CT 06820
  • /33

    $3,245,000

    $250K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 6,195 Sq Ft

    5 Middlesex Rd, Darien, CT 06820

    Step into a truly special offering- a stately New England home, thoughtfully RENOVATED and completely MOVE-IN READY. Conveniently located close to the train, elementary school, downtown shopping/dining, and parks. Situated on over half an acre this home also enjoys access to a private Cul de sac ideal for bike rides and walks, creating a true neighborhood feel. As you enter the home, you are

    Allison Santopietro William Raveis Real Estate

    5 Middlesex Rd, Darien, CT 06820
  • /40

    $2,795,000

    • 5 Beds
    • 3.5 Baths
    • 3,553 Sq Ft

    21 Nearwater Ln, Darien, CT 06820

    Discover elegant coastal living in this updated 4-5 bedroom, 3.5-bathroom home offering 3,553 sf of thoughtfully designed living space on a flat, private .65-acre property. Ideally located a short distance from Weed Beach and only steps from Darien's award-winning Blue Ribbon elementary school, this home combines convenience, comfort, and versatility. Located within the desirable Noroton Manor

    Debbie Previte Compass Connecticut, LLC

    21 Nearwater Ln, Darien, CT 06820
  • /34

    $2,595,000

    • 5 Beds
    • 3.5 Baths
    • 4,173 Sq Ft

    20 Walmsley Rd, Darien, CT 06820

    Nestled in one of Darien's most coveted neighborhoods, this exceptional light-filled 5 bedroom 3.5 bath home with 2 car garage offers the perfect blend of comfort, storage, convenience and timeless appeal. Thoughtfully designed for todays lifestyle with open floor plan for everyday living and effortless entertaining. The chef's kitchen with high end appliances, wine refrigerator, white quartz

    AnneMarie Rayhill Houlihan Lawrence

    20 Walmsley Rd, Darien, CT 06820
  • /4

    $1,825,000

    Coming Soon
    • 5 Beds
    • 3.5 Baths
    • 3,069 Sq Ft

    333 West Ave Unit 5, Darien, CT 06820

    Privately positioned within Darien's sought-after Noroton Greens community, this exceptional residence offers a sophisticated blend of luxury, comfort, and convenience. Thoughtfully designed for effortless living and entertaining, the home features expansive living spaces, timeless finishes, and an ideal layout for today's lifestyle. Oversized windows fill the home with natural light, while

    Meg Schwanhausser Compass Connecticut, LLC

    333 West Ave Unit 5, Darien, CT 06820
  • /40

    $3,295,000

    • 5 Beds
    • 4.5 Baths
    • 5,777 Sq Ft

    12 Settlers Trail, Darien, CT 06820

    Nestled on a private 1.4-acre cul-de-sac property in Darien's sought-after Tokeneke school district, this gracious Colonial offers over 5,700 square feet of living space, exceptional privacy, and effortless indoor-outdoor living. Surrounded by landscaping and an expansive lawn, the home is a true retreat complete with a saltwater pool, patio with built-in grill, and greenhouse. Designed for

    Maureen Sullivan William Raveis Real Estate

    12 Settlers Trail, Darien, CT 06820
  • /40

    $3,800,000

    New Construction $649K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 7,833 Sq Ft

    72 Old Kings Hwy S, Darien, CT 06820

    Exceptional NEW CONSTRUCTION - Walk to Town - Experience a thoughtfully designed home by V&A Construction, a highly regarded local builder known for exceptional craftsmanship. Just a short walk to town, shops, restaurants and the train, the location is as convenient as it is desirable. The home features handcrafted cabinetry and millwork, wide-plank white oak floors and high ceilings throughout.

    Katherine Kuras BHHS Darien/New Canaan

    72 Old Kings Hwy S, Darien, CT 06820
  • /17

    $5,997,000

    • 6 Beds
    • 8.5 Baths
    • 6,860 Sq Ft

    14 5 Mile River Rd, Darien, CT 06820

    Designed by custom home builder Vita Design, this exciting newly constructed modern residence is a refined architectural statement that balances scale and light, capturing direct 5 Mile River views and a connection to its natural surroundings. Finished across four levels, the home features dramatic 10- and 16-foot ceilings and a main level wrapped in floor-to-ceiling European-style windows

    Jennifer DaSilva Mixer William Raveis Real Estate

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

    $5,595,000

    $300K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,387 Sq Ft

    43 Rowayton Ave, Norwalk, CT 06853

    Set along the picturesque Five Mile River with its own private beach and dock, this exceptional waterfront home captures sweeping views of the Long Island Sound and unforgettable sunsets from multiple outdoor living spaces, including a terrace with a gas fireplace and two expansive decks. Located in the heart of the sought-after Rowayton Beach Association, the residence offers a bright, open

    Douglas Milne Houlihan Lawrence

    43 Rowayton Ave, Norwalk, CT 06853
  • /39

    $3,595,000

    • 5 Beds
    • 4.5 Baths
    • 4,619 Sq Ft

    5 Wilson Ave, Norwalk, CT 06853

    Designed by Beinfield Architecture and built in 2013, this exceptional modern colonial blends timeless craftsmanship with the ease and sophistication of in-town Rowayton living. The home offers the quality of new construction enhanced by warm, custom details and a fresh, inviting aesthetic throughout. Perfectly situated moments from the Five Mile River, train, village shops, and local beaches,

    Peter Stuart Houlihan Lawrence

    5 Wilson Ave, Norwalk, CT 06853
  • /24

    $10,495,000

    • 4 Beds
    • 5.5 Baths
    • 6,045 Sq Ft

    7 Rowayton Ave, Norwalk, CT 06853

    Set prominently along the coveted shoreline of Rowayton, this extraordinary residence is a true architectural masterpiece that defies the standard coastal trope. Designed by award-winning Cardello Architects, the home is a fortress of design-a structural marvel built with an uncompromising integrity that feels as permanent as the tides. The silhouette is bold and commanding, yet every element

    Libby Mattson Houlihan Lawrence

    7 Rowayton Ave, Norwalk, CT 06853

Home Prices in Darien, CT

Home Price Trends

Median Sale Price
$2,400,000
Median Single Family Sale Price
$2,705,000
Median Townhouse Sale Price
$1,862,500
Median 2 Bedroom Sale Price
$1,005,000
Median 1 Bedroom Sale Price
$755,000
Average Price Per Sq Ft
$834
Number of Homes for Sale
32
Last 12 months Home Sales
240
Months of Supply
1.60
Median List Price
$2,400,000
Median Change From 1st List Price
-6%
Median Home Sale Price YoY Change
8%
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