Fairfield, CT Homes

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  /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
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  /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
• 

  $3,825,000 Sold Jul 15, 2025

  • 4,295 Sq Ft
  • $891/SF
  • 10 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2013

  162 Leroy Ave, Darien, CT 06820

  This stunning 5-bedroom, center hall colonial, built in 2013, seamlessly blends timeless architecture with modern luxury. Ideally situated on a level 1-acre lot in a prime location close to town and the Darien train station, this home offers the perfect balance of convenience and comfort. Inside, you'll find a thoughtfully designed open floor plan featuring a spacious family room with soaring

  Stephanie Slatkow Compass Connecticut, LLC

  162 Leroy Ave, Darien, CT 06820
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  /34

  Est $2,250,599 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,595 Sq Ft

  5 Rebel Ln, Darien, CT 06820

  5 Rebel Ln, Darien, CT 06820
• 

  

  

  /12

  $4,700,000

  • Land
  • 1.00 Acre
  • $4,700,000 per Acre

  1 Pratt Island, Darien, CT 06820

  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 property overlooks Darien Harbor in one direction and Stamford's Shippan

  Keiley Fuller Compass Connecticut, LLC

  1 Pratt Island, Darien, CT 06820
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  /38

  $8,500 per month

  • 3 Beds
  • 2 Baths
  • 1,508 Sq Ft
  • House for Rent

  32 Greenwood Ave, Darien, CT 06820

  Stunning, immediate move-in condition with all modern amenities! Fully renovated, featuring white oak wood flooring, white kitchen cabinetry, quartz countertops, new stainless steel Bosch appliances, gas furnace and stove, and tankless gas water heater. New windows and bright, dimmable lighting throughout. Meticulously maintained, the first floor's open layout overlooking the backyard seamlessly

  Tamara Hanford Hughes Houlihan Lawrence

  32 Greenwood Ave, Darien, CT 06820
• 

  $2,705,000 Sold Jul 15, 2025

  • 3,801 Sq Ft
  • $712/SF
  • 5 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2014

  1 Laforge Rd, Darien, CT 06820

  As you step inside this Stunning House you are greeted with a light filled two story foyer, 9 foot ceilings and a sophisticated ambiance that flows effortlessly throughout the house. The spacious living areas, adorned with quality finishes, provide the perfect backdrop for both intimate gatherings and grand entertaining in the gorgeous oversized dining room. A Custom Kitchen by Peter Deane with

  Kathryn Bates Compass Connecticut, LLC

  1 Laforge Rd, Darien, CT 06820
• 

  Est $2,611,025 Not Listed For Sale

  • 5 Beds
  • 4 Baths
  • 3,606 Sq Ft

  53 Cedar Gate Rd, Darien, CT 06820

  53 Cedar Gate Rd, Darien, CT 06820
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  /38

  $17,000,000

  • 6 Beds
  • 9 Baths
  • 10,197 Sq Ft

  865 Hollow Tree Ridge Rd, Darien, CT 06820

  Combining refined elegance with complete privacy, this 9.5-acre estate is the quintessential sanctuary for those seeking an elevated, sophisticated lifestyle in a tranquil and secluded setting. Situated at the end of a gravel drive lined with Bradford Pear trees, the compound features a 10,000-square-foot main house, a luxurious pool and pool house, a charming two-bedroom guest cottage, and an

  Ashley Dineen Compass Connecticut, LLC

  865 Hollow Tree Ridge Rd, Darien, CT 06820
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  /9

  $4,350 per month

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

  440 Heights Rd Unit 202, Darien, CT 06820

  Welcome to Heights Crossing-Darien's premier luxury apartment community offering elevated living with unmatched convenience. Ideally located directly across from the Metro North train station, Heights Crossing offers effortless access to New York City while nestled in the heart of a vibrant coastal town. This newly constructed 1-bedroom, 1.5-bath apartment blends refined design with modern

  Beth Vaccaro Brown Harris Stevens

  440 Heights Rd Unit 202, Darien, CT 06820
• 

  $1,450,000 Sold Jul 14, 2025

  • 1,693 Sq Ft
  • $856/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1910

  8 Rebel Ln, Darien, CT 06820

  Tucked away on a quiet cul-de-sac just minutes from town, this beautifully updated Craftsman style home offers the perfect blend of tranquility and convenience. Thoughtfully renovated, it marries timeless charm with modern luxury. The heart of the home is the updated kitchen, featuring top-of-the-line appliances and a welcoming eat-in area. Original details like a fieldstone fireplace, beamed

  Jaime Sneddon William Pitt Sotheby's Int'l

  8 Rebel Ln, Darien, CT 06820
• 

  /2

  Est $3,815,930 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,360 Sq Ft

  4 Settlers Trail, Darien, CT 06820

  4 Settlers Trail, Darien, CT 06820
• 

  

  /3

  $4,000,000

  • Land
  • 1.00 Acre
  • $4,000,000 per Acre

  74 Long Neck 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

  74 Long Neck Point Rd, Darien, CT 06820
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  /24

  $11,250 per month

  • 4 Beds
  • 2.5 Baths
  • 2,490 Sq Ft
  • House for Rent

  73 Coachlamp Ln, Darien, CT 06820

  Step inside this fully renovated and modern Cape nestled on a quiet street in a sought after neighborhood in the Hindley Elementary School district. As you enter, you will be greeted by the inviting ambiance lighting and stunning hardwood floors that lead you through this open concept home. The gourmet kitchen, featuring elevated stainless steel appliances, wine fridge and large center island, is

  Maureen DeBoisbriand Compass Connecticut, LLC

  73 Coachlamp Ln, Darien, CT 06820
• 

  $4,200,000 Sold Jul 14, 2025

  • 5,308 Sq Ft
  • $791/SF
  • 8 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 2017

  29 Stony Brook Rd, Darien, CT 06820

  Experience the pinnacle of elegance in this stunning custom colonial, built in 2017 by HOBI Award-winning builder Paul Harris. Thoughtfully designed with impeccable attention to detail, this home offers an unparalleled blend of sophistication, comfort, and modern convenience. From the moment you step into the sun-drenched foyer, you'll be captivated by soaring 10 foot ceilings, gleaming hardwood

  Janine Tienken Houlihan Lawrence

  29 Stony Brook Rd, Darien, CT 06820
• 

  Est $4,693,325 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 5,603 Sq Ft

  14 Locust Hill Rd, Darien, CT 06820

  14 Locust Hill Rd, 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
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  /31

  $8,200 per month

  • 3 Beds
  • 2 Baths
  • 1,791 Sq Ft
  • House for Rent

  8 Hillcrest Ave, Darien, CT 06820

  Year-Round Rental in Noroton Heights- This stylish three bedroom/two bathroom home has a sun-filled living room with fireplace and a large picture window. Newly renovated eat-in kitchen has ample cabinetry, quartz countertops, a sleek glass backsplash, and new stainless steel appliances. Glass doors open to a private deck-perfect for outdoor entertaining or peaceful mornings with coffee. This

  Sally Bohling Coldwell Banker Realty

  8 Hillcrest Ave, Darien, CT 06820
• 

  $1,951,000 Sold Jul 10, 2025

  • 2,852 Sq Ft
  • $684/SF
  • 13 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1910

  11 Christie Hill Rd, Darien, CT 06820

  Situated high on a fully fenced private half acre surrounded by mature plantings sits this meticulously maintained 1910 Colonial Farmhouse. Covered porches welcome visitors into this sunny and gracious home featuring four bedrooms, three full baths (primary bathroom and hall bath with radiant heat), living room with fireplace and coffered ceiling, dining room, eat-in kitchen, and family room with

  Mary Lou Ball Houlihan Lawrence

  11 Christie Hill Rd, Darien, CT 06820
• 

  /2

  Est $3,490,678 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 3,346 Sq Ft

  25 Winding Ln, Darien, CT 06820

  25 Winding Ln, 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
• 

  

  /11

  $9,135 per month

  • 2 Beds
  • 2.5 Baths
  • 1,740 Sq Ft
  • Apartment for Rent

  1040 Boston Post Rd Unit 305, Darien, CT 06820

  Step into this luxury corner unit that offers refined elegance, modern design, and privacy all in the heart of downtown Darien's premier neighborhood, The Corbin District. With over 1700 SF, 2 spacious bedrooms w/ ensuite baths, this residence features an open floor plan with 9' ceilings and oversized windows that provide abundant lighting. There is a private lobby dedicated to the building with

  Lynne Somerville Compass Connecticut, LLC

  1040 Boston Post Rd Unit 305, Darien, CT 06820
• 

  $1,725,000 Sold Jul 10, 2025

  • 2,301 Sq Ft
  • $750/SF
  • 77 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1880

  221 Old Kings Hwy N, Darien, CT 06820

  Bursting with charm, this home has a rare blend of classic old-world character and modern updates and amenities. The thoughtfully designed chef's kitchen features a vaulted ceiling, custom moldings, and a center island, serving as the heart of the home. An open layout connects the kitchen, living spaces, and outdoor areas, making it ideal for both daily living and entertaining. French doors

  Zoe Hamann Compass Connecticut, LLC

  221 Old Kings Hwy N, Darien, CT 06820
• 

  /2

  Est $2,000,108 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft

  113 Old Kings Hwy S, Darien, CT 06820

  113 Old Kings Hwy S, Darien, CT 06820
• 

  /2

  $699,000

  • 2 Beds
  • 1.5 Baths
  • 1,460 Sq Ft

  225 Hoyt St, Darien, CT 06820

  Darien, CT: Welcome to 225 Hoyt St. A blank canvas - a perfect location for those wanting to live a Stamford/New Canaan life and benefit from both Darien schools as well as low taxes! This home is perfect for someone with vision and an eye for customization! The fact that 225 Hoyt St. has been in the same family for 50+ years suggests that the property's well-loved; there's huge potential to make

  Fiona Porter Keller Williams Realty

  225 Hoyt St, Darien, CT 06820
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  /28

  $6,925 per month

  • 3 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • House for Rent

  138 Hollow Tree Ridge Rd Unit 1802, Darien, CT 06820

  Understated elegance, modern conveniences and a peaceful, wooded location come together to create a community that feels like a tranquil retreat in the heart of Darien, Connecticut. Our heated pool, sleek fitness center, lounge and co-working areas are designed for connection and wellness. Classic finishes, like shaker-style cabinets, chrome hardware and tiled back splashes give our homes a

  jarah tuttle Jarah Tuttle

  138 Hollow Tree Ridge Rd Unit 1802, Darien, CT 06820
• 

  $5,250,000 Sold Jul 10, 2025

  • 7,538 Sq Ft
  • $696/SF
  • 36 Days On Market

  • 6 Beds
  • 6.5 Baths
  • Built 2010

  29 Plymouth Rd, Darien, CT 06820

  This stunning custom-designed waterfront shingle-style home, built from the ground up in 2013, sits on 1.03 acres in the highly sought-after Noroton Bay neighborhood. Located on a quiet cul-de-sac, this exceptional property offers deeded access to a private beach, mooring field, clubhouse, snack bar, pier, and dock. The 7,600 sq. ft. residence boasts 6 bedrooms and 6.5 baths, all filled with

  Caroline Schoudel Houlihan Lawrence

  29 Plymouth Rd, Darien, CT 06820
• 

  /2

  Est $3,007,722 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 4,009 Sq Ft

  2 Morley Ln, Darien, CT 06820

  2 Morley Ln, 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
• 

  

  /11

  $10,815 per month

  • 2 Beds
  • 2.5 Baths
  • 2,060 Sq Ft
  • Apartment for Rent

  1040 Boston Post Rd Unit 304, Darien, CT 06820

  Step into this luxury corner unit that offers refined elegance, modern design, and privacy all in the heart of downtown Darien's premier neighborhood, The Corbin District. With over 2000 SF, 2 spacious bedrooms w/ ensuite baths, this residence features an open floor plan with 9' ceilings and oversized windows that provide abundant lighting. There is a private lobby dedicated to the building with

  Lynne Somerville Compass Connecticut, LLC

  1040 Boston Post Rd Unit 304, Darien, CT 06820
• 

  $3,525,000 Sold Jul 08, 2025

  • 7,446 Sq Ft
  • $473/SF
  • 11 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2004

  32 Old Oak Rd, Darien, CT 06820

  32 Old Oak Road is a stunning 6,000 square foot, turn-key home featuring 5 bedrooms and 4.5 bathrooms located on a quiet cul-de-sac within the coveted Boulder Ridge Association. From the moment you step inside, the high ceilings, custom finishes, and abundant natural light reflect the comforts and elegance of modern living. The main level includes: formal living and dining rooms, family room with

  Kristin Nemec William Pitt Sotheby's Int'l

  32 Old Oak Rd, Darien, CT 06820
• 

  /2

  Est $1,439,558 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,169 Sq Ft

  1 Waring Ln, Darien, CT 06820

  1 Waring Ln, 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
• 

  

  /11

  $6,930 per month

  • 1 Bed
  • 1.5 Baths
  • 1,320 Sq Ft
  • Apartment for Rent

  1040 Boston Post Rd Unit 303, Darien, CT 06820

  Step into this luxury unit that offers refined elegance, modern design, and privacy all in the heart of downtown Darien's premier neighborhood, The Corbin District. With over 1300 SF, this spacious one-bedroom w/ ensuite bath, features an open floor plan with 9' ceilings and oversized windows that provide abundant lighting. There is a private lobby dedicated to the building with an elevator from

  Lynne Somerville Compass Connecticut, LLC

  1040 Boston Post Rd Unit 303, Darien, CT 06820
• 

  $4,800,000 Sold Jul 08, 2025

  • 8,972 Sq Ft
  • $535/SF
  • 445 Days On Market

  • 6 Beds
  • 7 Baths
  • Built 2003

  276 Mansfield Ave, Darien, CT 06820

  Introducing "Les Pierres Dorees", a unique European-style Chateau boasting 6 bedrooms and 6 bathrooms. This magnificent home is constructed with hand-selected stones from the Champlain Valley and is situated on a 1.3-acre property overlooking the signature 12th hole of the Darien Country Club. Step inside through the authentic wrought iron door and be greeted by a breathtaking entry foyer

  Federico Martinez Keller Williams Prestige Prop.

  276 Mansfield Ave, Darien, CT 06820
• 

  Est $5,255,894 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,080 Sq Ft

  38 Goodwives River Rd, Darien, CT 06820

  38 Goodwives River Rd, Darien, CT 06820
• 

  

  /33

  $1,595,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,884 Sq Ft

  24 Noroton Ave, Darien, CT 06820

  Just beyond a lovely fieldstone wall is 24 Noroton Avenue - a charming traditional Connecticut colonial in the heart of Darien, close to both Darien beaches, Baker Park, Blue Ribbon Hindley Elementary School and Roost Coffee just to name a few. The new Darien Commons, Heights Crossing along with the Noroton Train Station are also a short distance away with sidewalk access. The first floor

  Robyn DeCastro Brown Harris Stevens

  24 Noroton Ave, Darien, CT 06820
• 

  

  /35

  $10,000 per month

  • 5 Beds
  • 6 Baths
  • 5,082 Sq Ft
  • House for Rent

  83 Camp Ave, Darien, CT 06820

  Distinctive blend of new open floor plan with luxury kitchen, bedrooms and baths and a grand, historic schoolhouse converted to Great Room with 11 ft+ ceiling, elegant moldings and trim plus powder room. The updated kitchen with island, skylight, pantry and breakfast nook opens to a family room with floor-to-ceiling stone wood-burning fireplace and sliders to back patio for BBQs and dining al

  Sara Littlefield BHHS Darien/New Canaan

  83 Camp Ave, Darien, CT 06820
• 

  $2,750,000 Sold Jul 03, 2025

  • 4,229 Sq Ft
  • $650/SF
  • 14 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2005

  31 Pleasant St, Darien, CT 06820

  Welcome to this Beautifully maintained 4-bedroom, 4.5-bath colonial nestled on a peaceful cul-de-sac in one of the area's most desirable neighborhoods. With its classic curb appeal, inviting front porch, and thoughtfully designed layout, this home offers comfort, style, and room to grow. Step inside to discover high ceilings and an abundance of natural light that enhance the spacious feel of the

  Kathryn Bates Compass Connecticut, LLC

  31 Pleasant St, Darien, CT 06820
• 

  Est $8,371,847 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 9,835 Sq Ft

  67 Salem Straits, Darien, CT 06820

  67 Salem Straits, Darien, CT 06820

Showing Results 121 - 160, Page 4 of 18