7,465

Fairfield, CT Homes

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  • /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
  • /9

    $4,600 per month

    • 1 Bed
    • 1 Bath
    • 965 Sq Ft
    • Apartment for Rent

    340 Heights Rd Unit 308, Darien, CT 06820

    Welcome to Heights Crossing-Darien's premier luxury apartment community offering upscale living with unmatched convenience. Located directly across from the Metro North train station, Heights Crossing provides effortless access to New York City while nestled in a vibrant coastal town. This newly constructed 1-bedroom, 1-bath apartment combines refined design with modern functionality. The

    Beth Vaccaro Brown Harris Stevens

    340 Heights Rd Unit 308, Darien, CT 06820
  • 23 Cherry St, Darien, CT 06820

    $900,000 Sold Jul 18, 2025

    • 1,109 Sq Ft
    • $812/SF
    • 34 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1949

    23 Cherry St, Darien, CT 06820

    This updated 2/3 bedroom home is filled with natural light and newly refinished hardwood floors. The kitchen features marble countertops and new stainless steel appliances. The main-level primary bedroom connects to an updated bathroom with heated floors and polished nickel hardware. Upstairs are two bedrooms-one used as an "In-home office"-with a closet and second-floor laundry. A spacious deck

    Sean Dobel Houlihan Lawrence

    23 Cherry St, Darien, CT 06820
  • /27

    $940,000

    • 2 Beds
    • 2 Baths
    • 1,278 Sq Ft

    10 Pine Brook Ln, Darien, CT 06820

    Sophisticated two-bedroom, two full bathroom townhouse walkable to town and train. Cathedral ceilings, light-filled and completely renovated. Enter through the attached one car garage with epoxy floor or foyer with herringbone brick, shiplap wall and built-in bench. Sunny kitchen with Calcutta gold quartz counters, dual side-by-side refrigerators, and abundant storage opens to the living room

    Sara Hesli Houlihan Lawrence

    10 Pine Brook Ln, Darien, CT 06820
  • /9

    $4,450 per month

    • 1 Bed
    • 1 Bath
    • 841 Sq Ft
    • Apartment for Rent

    340 Heights Rd Unit 304, Darien, CT 06820

    Welcome to Heights Crossing-Darien's premier luxury apartment community offering upscale living with unmatched convenience. Located directly across from the Metro North train station, Heights Crossing provides effortless access to New York City while nestled in a vibrant coastal town. This newly constructed 1-bedroom, 1-bath with office apartment combines refined design with modern functionality.

    Beth Vaccaro Brown Harris Stevens

    340 Heights Rd Unit 304, Darien, CT 06820
  • 19 Stephanie Ln, Darien, CT 06820

    $2,700,000 Sold Jul 18, 2025

    • 2,976 Sq Ft
    • $907/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    19 Stephanie Ln, Darien, CT 06820

    Welcome to this classic 4-bedroom Colonial set on a level 2-acre property in a prime cul-de-sac location within the coveted Ox Ridge School district. Beautifully updated throughout, this home features a stunning gourmet kitchen with top-of-the-line appliances and timeless finishes. The spacious layout includes a finished lower level with a playroom and gym-ideal for today's lifestyle.A new patio

    Janine Tienken Houlihan Lawrence

    19 Stephanie Ln, 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
  • /9

    $4,450 per month

    • 1 Bed
    • 1 Bath
    • 938 Sq Ft
    • Apartment for Rent

    340 Heights Rd Unit 312, Darien, CT 06820

    Welcome to Heights Crossing-Darien's premier luxury apartment community offering upscale living with unmatched convenience. Located directly across from the Metro North train station, Heights Crossing provides effortless access to New York City while nestled in a vibrant coastal town. This newly constructed 1-bedroom, 1-bath apartment combines refined design with modern functionality. The

    Beth Vaccaro Brown Harris Stevens

    340 Heights Rd Unit 312, Darien, CT 06820
  • 176 Middlesex Rd, Darien, CT 06820

    $4,025,000 Sold Jul 18, 2025

    • 6,293 Sq Ft
    • $640/SF
    • 5 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 2014

    176 Middlesex Rd, Darien, CT 06820

    Look no further-176 Middlesex Road is the home that truly has it all. Blending timeless character with modern comfort, this exceptional 6-bedroom, 5.5-bath residence offers three full floors of living space plus a beautifully finished basement-designed for effortless entertaining and relaxed everyday living. The main level features an open-concept kitchen and living area with premium appliances,

    Ashley Dineen Compass Connecticut, LLC

    176 Middlesex Rd, Darien, CT 06820
    • /2

      Est $2,697,998 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,440 Sq Ft

      64 5 Mile River Rd, Darien, CT 06820

      64 5 Mile River Rd, Darien, CT 06820
  • /32

    $1,395,000

    • 4 Beds
    • 2.5 Baths
    • 2,659 Sq Ft

    14 Maple St, Darien, CT 06820

    SELLERS REPLACING ROOF. Will be completed by Brown Roofing by end of July. Well maintained colonial in prime location walking distance to Noroton Heights train station and Darien Commons. Backyard is an oasis including a deck with hot tub overlooking level yard that backs up to Baker Park. Same owners for 36 years! Thoughtfully updated throughout the years with central air, laundry on main level,

    Abigail Forbes Realty ONE Group Connect

    14 Maple St, Darien, CT 06820
  • /9

    $4,650 per month

    • 1 Bed
    • 1 Bath
    • 965 Sq Ft
    • Apartment for Rent

    340 Heights Rd Unit 309, Darien, CT 06820

    Welcome to Heights Crossing-Darien's premier luxury apartment community offering upscale living with unmatched convenience. Located directly across from the Metro North train station, Heights Crossing provides effortless access to New York City while nestled in a vibrant coastal town. This newly constructed 1-bedroom, 1-bath apartment combines refined design with modern functionality. The

    Beth Vaccaro Brown Harris Stevens

    340 Heights Rd Unit 309, Darien, CT 06820
  • 7 Circle Rd, Darien, CT 06820

    $2,130,000 Sold Jul 17, 2025

    • 3,512 Sq Ft
    • $606/SF
    • 2 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1941

    7 Circle Rd, Darien, CT 06820

    Quintessential Cape with pool on a desirable private road in Darien. This wonderful four-bedroom, three-and-a half bath home with hardwood floors throughout, is set on a generous .84-acre yard. The first floor includes a spacious living room with fireplaced, separate formal dining room, a large eat-in kitchen and a sun-drenched family room. In addition, the first floor features a convenient

    Sheree Frank Houlihan Lawrence

    7 Circle Rd, Darien, CT 06820
    • /75

      Est $6,807,535 Not Listed For Sale

      • 5 Beds
      • 7 Baths
      • 8,725 Sq Ft

      20 Driftway Ln, Darien, CT 06820

      20 Driftway Ln, Darien, CT 06820
  • /40

    $4,375,000 Open Sun 1PM - 3PM

    • 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
  • /15

    $8,200 per month

    • 2 Beds
    • 2.5 Baths
    • 1,507 Sq Ft
    • Apartment for Rent

    340 Heights Rd Unit 213, Darien, CT 06820

    Welcome to Heights Crossing, Darien's premier luxury apartment community, ideally located directly across from the Metro North station. This newly constructed 2-bedroom, 2.5-bath residence offers refined design, modern finishes, and exceptional convenience in a vibrant coastal setting. The open-concept living and dining area is framed by oversized bay windows that flood the space with natural

    Beth Vaccaro Brown Harris Stevens

    340 Heights Rd Unit 213, Darien, CT 06820
  • 44 Hale Ln, Darien, CT 06820

    $1,500,000 Sold Jul 17, 2025

    • 1,460 Sq Ft
    • $1027/SF
    • 30 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1987

    44 Hale Ln, Darien, CT 06820

    This light filled two bedroom townhouse at Middlesex Commons is in a premier park like setting . A two story pavilion of windows offers a serene environment overlooking beautiful landscaping and a water feature. The open living/ dining area has a fireplace, and sliders to the spacious deck for outdoor enjoyment. The kitchen has a light filled dining area.Upstairs are two generous en suite

    Leslie Razook William Pitt Sotheby's Int'l

    44 Hale 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. Mooring available with approved Town application, and permitting for a deeper

    Breda Casey Brown Harris Stevens

    25 Tokeneke Trail, Darien, CT 06820
  • /10

    $4,800 per month

    • 3 Beds
    • 1.5 Baths
    • 1,188 Sq Ft
    • House for Rent

    88 Old Kings Hwy S, Darien, CT 06820

    Charming, spacious, recently-freshened single-family home. Sun porch overlooking front yard. Potential 4th BR on finished (unheated) 3rd floor (eaves). Convenient walk to downtown Darien and train. Tenant pays for heating oil, gas (for stove), trash removal, window AC units, and one half of water and electric. Lawn care provided by landlord. 500 pet fee if approved. Rental application and credit

    John Tibbets CT Waterfront Properties

    88 Old Kings Hwy S, Darien, CT 06820
  • 27 Waverly Rd, Darien, CT 06820

    $3,395,000 Sold Jul 16, 2025

    • 4,257 Sq Ft
    • $798/SF
    • 14 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1959

    27 Waverly Rd, Darien, CT 06820

    Ready for coastal living? Located in Darien's coveted Noroton Bay Association, this beautifully renovated and expanded shingle-style Colonial is just a short golf cart ride away from the private beach, a kayak launch point, snack bar, and waterfront playground. Fully renovated in 2018, this turnkey home features 5 bedrooms and 4.5 bathrooms. The main level boasts a sun-drenched open floor plan

    Jennifer Leahy Compass Connecticut, LLC

    27 Waverly Rd, 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
  • /9

    $4,550 per month

    • 1 Bed
    • 1 Bath
    • 848 Sq Ft
    • Apartment for Rent

    340 Heights Rd Unit 205, Darien, CT 06820

    Welcome to Heights Crossing-Darien's premier luxury apartment community offering upscale living with unmatched convenience. Located directly across from the Metro North train station, Heights Crossing provides effortless access to New York City while nestled in a vibrant coastal town. This newly constructed 1-bedroom, 1-bath apartment with patio combines refined design with modern functionality.

    Beth Vaccaro Brown Harris Stevens

    340 Heights Rd Unit 205, Darien, CT 06820
  • 3 Edgehill Dr, Darien, CT 06820

    $4,325,000 Sold Jul 16, 2025

    • 3,919 Sq Ft
    • $1104/SF
    • 20 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1921

    3 Edgehill Dr, Darien, CT 06820

    Experience the perfect blend of charm and sophistication in this beautifully updated Nantucket-style Colonial, located within the Tokeneke Association. Originally built in 1921, this home has been thoughtfully expanded and renovated, preserving its classic architecture while introducing contemporary comfort and style. Perched on a naturally elevated lot, the home enjoys sweeping views of Scott's

    Ashley Dineen Compass Connecticut, LLC

    3 Edgehill Dr, Darien, CT 06820
    • /28

      Est $6,989,454 Not Listed For Sale

      • 5 Beds
      • 9 Baths
      • 6,683 Sq Ft

      8 Homewood Ln, Darien, CT 06820

      8 Homewood Ln, Darien, CT 06820
  • /24

    $1,238,000

    • 3 Beds
    • 3 Baths
    • 1,636 Sq Ft

    128 West Ave, Darien, CT 06820

    The home you've been waiting for! Move-in ready and minutes to Darien train station, downtown, Noroton Heights, multiple parks, and the town's pristine beaches. Beautifully updated with an open floor plan, the bright and spacious living room flows seamlessly into the renovated kitchen with a large center island. The adjoining dining area opens directly to the outdoor living space. The main level

    Jennifer Leahy Compass Connecticut, LLC

    128 West Ave, Darien, CT 06820
  • /9

    $4,350 per month

    • 1 Bed
    • 1 Bath
    • 937 Sq Ft
    • Apartment for Rent

    340 Heights Rd Unit 211, Darien, CT 06820

    Welcome to Heights Crossing-Darien's premier luxury apartment community offering upscale living with unmatched convenience. Located directly across from the Metro North train station, Heights Crossing provides effortless access to New York City while nestled in a vibrant coastal town. This newly constructed 1-bedroom, 1-bath apartment combines refined design with modern functionality. The

    Beth Vaccaro Brown Harris Stevens

    340 Heights Rd Unit 211, Darien, CT 06820
  • 2 Tanglewood Trail, Darien, CT 06820

    $4,500,000 Sold Jul 16, 2025

    • 5,338 Sq Ft
    • $843/SF
    • 8 Days On Market
    • 5 Beds
    • 6 Baths
    • Built 2012

    2 Tanglewood Trail, Darien, CT 06820

    Welcome to this beautifully renovated custom-designed home, perfectly situated steps from town and train for ultimate convenience. Nestled on a quiet Darien cul-de-sac, this light-filled, modern retreat blends timeless design with thoughtful updates throughout. Renovated in 2022-2023, the home features 9.5 ft ceilings, new hardwood floors, custom lighting, and a stunning chef's kitchen with

    Genevieve Schettino Compass Connecticut, LLC

    2 Tanglewood Trail, Darien, CT 06820
    • /2

      Est $3,776,154 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 4,199 Sq Ft

      21 Driftway Ln, Darien, CT 06820

      21 Driftway Ln, 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
  • /9

    $4,750 per month

    • 1 Bed
    • 1 Bath
    • 839 Sq Ft
    • Apartment for Rent

    340 Heights Rd Unit 204, Darien, CT 06820

    Welcome to Heights Crossing, Darien's premier luxury apartment community offering upscale living with unmatched convenience. Perfectly positioned directly across from the Metro North train station, Heights Crossing offers effortless access to New York City while nestled in a vibrant coastal town. This newly constructed 1-bedroom, 1-bath residence with a private office blends refined design with

    Beth Vaccaro Brown Harris Stevens

    340 Heights Rd Unit 204, Darien, CT 06820
  • 19 Edgerton St, Darien, CT 06820

    $1,700,000 Sold Jul 15, 2025

    • 2,083 Sq Ft
    • $816/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1949

    19 Edgerton St, Darien, CT 06820

    19 Edgerton Street in Darien, Connecticut, is a charming Cape Cod-style home situated in the desirable Noroton Heights neighborhood. Built in 1949, this 3-bedroom, 2.5-bathroom residence offers 2,083 square feet of living space on a 0.25-acre lot. This home features a large living room with wood burning fireplace, a spacious eat-in kitchen, and abundant natural light throughout. A rear deck is

    ANA Blaze Houlihan Lawrence

    19 Edgerton St, 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
  • /15

    $7,200 per month

    • 2 Beds
    • 2.5 Baths
    • 1,325 Sq Ft
    • Apartment for Rent

    440 Heights Rd Unit 207, Darien, CT 06820

    Heights Crossing, a new, upscale apartment development in Darien, offering luxury amenities combined with immediate access to New York City via the train station across the street. This new construction 2 BR, 2-1/2 bath unit features GE appliances, custom cabinetry, wood-style Luxury Vinyl Tile flooring, and well-appointed finishes. Open floor plan, large eat-in kitchen w/ Quartz countertops,

    Beth Vaccaro Brown Harris Stevens

    440 Heights Rd Unit 207, Darien, CT 06820
  • 25 5 Mile River Rd, Darien, CT 06820

    $3,440,000 Sold Jul 15, 2025

    • 3,674 Sq Ft
    • $936/SF
    • 18 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1973

    25 5 Mile River Rd, Darien, CT 06820

    Don't miss this rare opportunity to live directly on the historic Five Mile River. This stunning, light-filled Colonial was completely rebuilt in 2004 and offers a seamless blend of luxury, comfort, and breathtaking views. Featuring four bedrooms, three and a half baths, 3,674 square feet of living space, .50 acres of beautifully landscaped grounds including private waterfront with a dock

    Cristina Veeder Compass Connecticut, LLC

    25 5 Mile River Rd, Darien, CT 06820

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