Fairfield, CT Homes

• 

  

  

  /31

  $1,099,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,828 Sq Ft

  102 Rose Ln, Darien, CT 06820

  Welcome to 102 Rose Lane, a perfect oasis in a wonderful neighborhood setting. This classic colonial is full of charm and has been beautifully updated for you to move right in. A covered porch and an adjacent slate patio are great for eating outdoors, a cozy living room with fireplace and built-in bookshelves leads to a bright family room with vaulted ceilings, bay window and more built-ins, a

  Linda Terhune Houlihan Lawrence

  102 Rose Ln, Darien, CT 06820
• 

  

  /2

  $5,495 per month

  • 3 Beds
  • 1 Bath
  • 1,512 Sq Ft
  • House for Rent

  18 Harriet Ln, Darien, CT 06820

  Located on a peaceful cul-de-sac in the heart of Darien, this 3-bedroom, 1-bath home features a recently renovated kitchen, brand-new recessed lighting, and a spacious finished basement perfect for a home office, a home gym, or a second TV room. The level lot offers plenty of outdoor space, and there's ample parking in the driveway. Enjoy unbeatable convenience-just minutes from Darien Train

  Colin Capparelle eXp Realty

  18 Harriet Ln, Darien, CT 06820
• 

  $3,000,750 Sold Jun 30, 2025

  • 4,376 Sq Ft
  • $686/SF
  • 10 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1926

  50 Mansfield Ave, Darien, CT 06820

  Experience the best of Darien in this extraordinary in-town retreat - a rare blend of luxury, lifestyle, and location. Steps from top-rated schools, Metro North, shops, and dining, this home is a true sanctuary with every modern amenity. Beyond the gracious front entry, discover light-filled spaces designed for effortless entertaining: an elegant living room with fireplace, an inspiring

  Genevieve Schettino Compass Connecticut, LLC

  50 Mansfield Ave, Darien, CT 06820
• 

  

  

  /47

  Est $4,717,261 Not Listed For Sale

  • 5 Beds
  • 7 Baths
  • 4,301 Sq Ft

  15 Waverly Rd, Darien, CT 06820

  15 Waverly Rd, Darien, CT 06820
• 

  

  

  /29

  $2,795,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,261 Sq Ft

  37 Salisbury Rd, Darien, CT 06820

  Welcome to 37 Salisbury Road - a picturesque sanctuary minutes from downtown Darien and New Canaan. Custom designed and constructed by Kent Eppley with substantial millwork and curved archways, home was built with flexibility in mind and accommodates various lifestyles. One-level living with generous spaces including a private guest wing, high-end chef's kitchen with river rock fireplace, family

  Sharon Rodda Houlihan Lawrence

  37 Salisbury Rd, Darien, CT 06820
• 

  $2,801,000 Sold Jun 27, 2025

  • 3,638 Sq Ft
  • $770/SF
  • 9 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2002

  24 Casement St, Darien, CT 06820

  Nestled in a close-knit neighborhood with front yard playdates and backyard barbecues, this 5 bedroom classic colonial, set on a flat .5 acre lot, is a perfect blend of tradition and modern comfort. Located just moments from Noroton Heights Train Station, the vibrant energy of Darien Commons, shopping, restaurants and local beaches, this home offers a rare combination of convenience and serene

  Genevieve Schettino Compass Connecticut, LLC

  24 Casement St, Darien, CT 06820
• 

  Est $2,506,534 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,748 Sq Ft

  5 Shipway Rd, Darien, CT 06820

  5 Shipway Rd, Darien, CT 06820
• 

  

  /38

  $4,500,000 Pending

  • 5 Beds
  • 8 Baths
  • 6,118 Sq Ft

  300 Hollow Tree Ridge Rd, Darien, CT 06820

  Modern Luxury & Exceptional Craftsmanship- Custom built in 2021 by Oliver Wilson. Introducing a stunning home offering the perfect blend of modern design and timeless elegance. Thoughtfully crafted with premium materials and high-end finishes, this custom-built residence delivers superior quality and comfort throughout. Situated on a beautifully landscaped .88 lot, this spacious home features 5

  Carla Kupiec William Raveis Real Estate

  300 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  $2,400,000 Sold Jun 26, 2025

  • 4,376 Sq Ft
  • $548/SF
  • 10 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1938

  6 Chester Rd, Darien, CT 06820

  Welcome to this beautifully remodeled home in one of Darien's most sought-after neighborhoods, offering over 4,000 square feet of living space. This classic colonial has been thoughtfully updated twice, first in 2012 and again in 2022, where it was expanded and meticulously redesigned. The main floor features a spacious layout, perfect for both everyday living and entertaining. A stunning dining

  Amanda Spatola Houlihan Lawrence

  6 Chester Rd, Darien, CT 06820
• 

  

  /37

  Est $7,658,758 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 8,804 Sq Ft

  11 Pratt Island, Darien, CT 06820

  11 Pratt Island, Darien, CT 06820
• 

  

  /39

  $2,895,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,690 Sq Ft

  4 Rabbit Ln, Darien, CT 06820

  This contemporary Colonial, crafted by Alfieri Enterprises and thoughtfully reimagined in 2025 by Gill & Gill Architects, blends timeless charm with modern sophistication. Nestled on a sought-after cul-de-sac convenient to downtown Darien, this nearly 3,690 SF home offers 5 bedrooms, 3.5 bathrooms-perfectly designed for both everyday living and elegant entertaining. The main level boasts open

  Becky Munro Brown Harris Stevens

  4 Rabbit Ln, Darien, CT 06820
• 

  $2,495,000 Sold Jun 25, 2025

  • 4,520 Sq Ft
  • $552/SF
  • 8 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1935

  19 Bayberry Ln, Darien, CT 06820

  Tucked away on 1.15 acres along a private lane, just minutes from downtown Darien and Rowayton, this beautifully updated five-bedroom home offers an exceptional blend of comfort, style, and privacy. A grand two-story foyer welcomes you, leading to a spacious living room featuring a striking fieldstone fireplace, expansive floor-to-ceiling windows, and French doors that open to a serene, park-like

  Ashley Dineen Compass Connecticut, LLC

  19 Bayberry Ln, Darien, CT 06820
• 

  Est $6,599,866 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,896 Sq Ft

  1 Baywater Dr, Darien, CT 06820

  1 Baywater Dr, Darien, CT 06820
• 

  

  /33

  $1,395,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,770 Sq Ft

  334 West Ave, Darien, CT 06820

  Immaculate, Fully Renovated Home in Darien. Welcome to this beautifully updated 4-bedroom, 2.5-bath home. Completely renovated in 2015 with every modern upgrade for maximum energy efficiency and low-maintenance living. This property offers an unbeatable location-just a short walk to the train, Darien Commons, and all the town's vibrant amenities. Inside, the open floor plan is perfect for today's

  Kathryn Bates Compass Connecticut, LLC

  334 West Ave, Darien, CT 06820
• 

  $2,440,000 Sold Jun 25, 2025

  • 3,618 Sq Ft
  • $674/SF
  • 11 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2000

  45 Brookside Rd, Darien, CT 06820

  Welcome to 45 Brookside Road, a move-in ready Colonial gem nestled in the heart of Darien, CT. This expansive residence offers 3,618 square feet of well-appointed living space, perfectly situated on a generous .79 acres. As you step into the grand foyer, you'll immediately appreciate the spaciousness that defines this home. The main level features an inviting eat-in kitchen, ideal for culinary

  Deirdre McGovern Compass Connecticut, LLC

  45 Brookside Rd, Darien, CT 06820
• 

  Est $869,887 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 941 Sq Ft

  15 Catalpa Terrace, Darien, CT 06820

  15 Catalpa Terrace, Darien, CT 06820
• 

  

  /35

  $1,095,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 1,802 Sq Ft

  11 Greenwood Ave, Darien, CT 06820

  Welcome to 11 Greenwood Avenue-a beautifully renovated farmhouse-style Colonial. This inviting four-bedroom home blends timeless charm with thoughtful modern updates. The bright, renovated kitchen opens seamlessly into the family room, creating the perfect flow for everyday living and entertaining. Step outside onto the expansive back deck, where you're surrounded by blossoming trees and a lush,

  Nellie Snell William Raveis Real Estate

  11 Greenwood Ave, Darien, CT 06820
• 

  $6,500,000 Sold Jun 24, 2025

  • 6,474 Sq Ft
  • $1004/SF
  • 3 Days On Market

  • 5 Beds
  • 8 Baths
  • Built 2007

  40 Old Farm Rd, Darien, CT 06820

  Nestled within the prestigious Tokeneke Association, this expansive 6,500 square foot Roger Bartels shingle-style home offers a rare blend of seclusion and luxury. With five/six spacious bedrooms, it accommodates both family living and entertaining with ease. The property boasts a stunning pool, perfect for summer relaxation, while the finished basement and 6th flex bedroom/playroom adds

  Pam Pokorny Houlihan Lawrence

  40 Old Farm Rd, Darien, CT 06820
• 

  Est $2,940,628 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,880 Sq Ft

  5 Weeds Landing, Darien, CT 06820

  5 Weeds Landing, Darien, CT 06820
• 

  

  /38

  $2,995,000 Pending

  • 5 Beds
  • 6 Baths
  • 5,348 Sq Ft

  4 Echo Dr, Darien, CT 06820

  Welcome home to this fabulous like new construction home on a sought after street in Darien. Incredible updates and high end finishes will blow you away including light fixtures and window treatments throughout. Opportunity awaits to live in this amazing 5348 SF center hall colonial with gorgeous Wagner pool! Flow is everything here at 4 Echo Drive. Sun drenched rooms flow into the next with

  Keiley Fuller Compass Connecticut, LLC

  4 Echo Dr, Darien, CT 06820
• 

  $3,625,000 Sold Jun 24, 2025

  • 4,223 Sq Ft
  • $858/SF
  • 7 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1924

  9 Beach Dr, Darien, CT 06820

  Impeccably designed, this stylish 5-bedroom, 3.5-bath 1920s Colonial-located on one of Darien's most coveted streets-is a rare and special find. Thoughtfully updated to reflect a modern, chic sensibility, the home also honors its original architectural integrity. The main level features an open-concept kitchen and living area, seamlessly blending style and functionality. A bright kitchen with

  Nellie Snell William Raveis Real Estate

  9 Beach Dr, Darien, CT 06820
• 

  Est $2,813,363 Not Listed For Sale

  • 4 Beds
  • 4.5 Baths
  • 4,863 Sq Ft

  6 Weeds Landing, Darien, CT 06820

  6 Weeds Landing, Darien, CT 06820
• 

  

  /37

  $1,499,000 Pending

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

  365 West Ave, Darien, CT 06820

  Discover the epitome of modern living at 365 West Avenue. This one-of-a-kind residence boasts a contemporary and stylish aesthetic, highlighted by unique materials and finishes with a distinct Danish flair. This home is thoughtfully designed to blend comfort with sophistication. Step inside to find a fully renovated kitchen featuring a Viking gas range & hood, and a breakfast bar with room for 3

  Maggie Marchesi Compass Connecticut, LLC

  365 West Ave, Darien, CT 06820
• 

  $3,400,000 Sold Jun 23, 2025

  • 3,417 Sq Ft
  • $995/SF
  • 3 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1930

  9 Sunset Rd, Darien, CT 06820

  An Exceptional Offering in the Heart of Darien. A unique opportunity not to be missed, this gracious four-bedroom Dutch Colonial masterfully blends timeless 1930s charm with modern sophistication. Nestled on one of Darien's most sought-after in-town streets-known for its deep-rooted traditions and close-knit community-this exceptional home is set on a lush, level, one-acre lot in a coveted

  Amy Barsanti William Pitt Sotheby's Int'l

  9 Sunset Rd, Darien, CT 06820
• 

  /2

  Est $3,939,755 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 5,183 Sq Ft

  2 Seagate Rd, Darien, CT 06820

  2 Seagate Rd, Darien, CT 06820
• 

  

  /36

  $3,150,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 6,860 Sq Ft

  326 Hollow Tree Ridge Rd, Darien, CT 06820

  Welcome to 324 Hollow Tree Ridge Road! Setback from the street on a generous 1.6+ acres this house has everything you need including a beautiful inground swimming pool. Convenient to everything, DHS is right around the corner, MMS down the street, a short distance to town and the train, you are truly at the center of it all! Offering 5 bedrooms, 4 1/2 baths and a combined 6900 ft.2 of living

  Nancy Peter Houlihan Lawrence

  326 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  $3,650,000 Sold Jun 23, 2025

  • 3,659 Sq Ft
  • $998/SF
  • 6 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1974

  7 Homewood Ln, Darien, CT 06820

  Welcome to 7 Homewood Lane, an entertainer's delight, offering tranquility in the heart of the desirable Darien Tokeneke Association. Beautifully perched on one of the highest points in the association on 1.36 acres, this five-bedroom, three full and one half-bath home has been extensively renovated with a flexible floor plan that is designed to flow seamlessly for easy gatherings and everyday

  Karen Bonner Brown Harris Stevens

  7 Homewood Ln, Darien, CT 06820
• 

  Est $3,573,053 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 5,192 Sq Ft

  11 Lighthouse Way, Darien, CT 06820

  11 Lighthouse Way, Darien, CT 06820
• 

  

  /38

  $1,799,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,337 Sq Ft

  16 Dubois St, Darien, CT 06820

  Welcome home to 16 Dubois! This lovely Cape exudes charm and character throughout. Bright filled rooms with special built-ins, newer kitchen and baths, hardwood floors, wood burning fireplace, freshly painted interior and a 4th bedroom added and expanded guest bathroom, all of this on a highly desirable street. The exterior boasts an attached two car garage, cedar shingles, copper gutters and a

  Cheryl Williams Brown Harris Stevens

  16 Dubois St, Darien, CT 06820
• 

  $1,850,000 Sold Jun 20, 2025

  • 2,869 Sq Ft
  • $645/SF
  • 13 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1956

  108 Colony Rd, Darien, CT 06820

  Exciting opportunity to live on Colony Road, one of the most coveted neighborhoods in Darien, known for its warmth, character and community feel! Lovingly cared for by the same family for the past 50+ years, this cherished 4/5 bedroom, 2 1/2 bath Colonial home is ready for its next owner to reinvent and make it their own, and offers a formal living room with fireplace and picture window, a dining

  Meredith Derosa William Pitt Sotheby's Int'l

  108 Colony Rd, Darien, CT 06820
• 

  Est $4,248,270 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 4,319 Sq Ft

  26 Lighthouse Way, Darien, CT 06820

  26 Lighthouse Way, Darien, CT 06820
• 

  

  /35

  $3,250,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,977 Sq Ft

  16 Lighthouse Way, Darien, CT 06820

  Tucked away on the highly desirable cul-de-sac (with all buried utilities!) on Holly Pond, this beautifully updated home offers nearly 4,000 sf of stylish and sun-filled living space. The heart of the home is the designer kitchen, newly renovated and opens to a bright breakfast room, connecting seamlessly to the upstairs vaulted playroom and other expansive living areas. A stunning floor to

  Becky Munro Brown Harris Stevens

  16 Lighthouse Way, Darien, CT 06820
• 

  $2,705,000 Sold Jun 20, 2025

  • 3,896 Sq Ft
  • $694/SF
  • 10 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1940

  19 Birch Rd, Darien, CT 06820

  Welcome to 19 Birch Road! This charming 4-bedroom, 3.5-bathroom Colonial home is just what you've been looking for. Located in one of Darien's favorite neighborhoods, this sun-drenched beauty is set on a flat half-acre lot abutting the Darien Land Trust. At the back of the property, you'll find a gate that opens to the Darien Nature Center paths and all the fun amenities at Cherry Lawn Park, like

  Lynne Somerville Compass Connecticut, LLC

  19 Birch Rd, Darien, CT 06820
• 

  /2

  Est $3,316,492 Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 4,254 Sq Ft

  8 Beach Dr, Darien, CT 06820

  8 Beach Dr, Darien, CT 06820
• 

  

  /32

  $1,325,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  39 Dubois St, Darien, CT 06820

  Move right into this beautifully renovated three-bedroom Colonial nestled in sought-after neighborhood. Conveniently located near Hindley School, trains, beaches and town amenities. This well-maintained home features a sun-filled living room with fireplace which opens to a stunning kitchen and dining area perfect for entertaining. Sunroom offers additional space ideal for an office, playroom or

  Deborah Hidy Houlihan Lawrence

  39 Dubois St, Darien, CT 06820
• 

  $755,000 Sold Jun 20, 2025

  • 900 Sq Ft
  • $839/SF
  • 47 Days On Market

  • 1 Bed
  • 1.5 Baths
  • Built 1987

  33 Hale Ln, Darien, CT 06820

  Enjoy easy, FIRST FLOOR living right in the heart of downtown Darien. Tucked into one of the most private corners of the complex, this home has been thoughtfully updated to blend style and function.The open floor plan includes a kitchen with dedicated dining area, a spacious living room with wood wood-burning fireplace, a covered balcony, and a primary suite with ample storage. The kitchen

  Robin Halsey Compass Connecticut, LLC

  33 Hale Ln, Darien, CT 06820
• 

  /2

  Est $2,674,576 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,436 Sq Ft

  10 Beach Dr, Darien, CT 06820

  10 Beach Dr, Darien, CT 06820
• 

  

  /40

  $3,250,000 Pending

  • 5 Beds
  • 6 Baths
  • 4,358 Sq Ft

  12 Driftway Ln, Darien, CT 06820

  Welcome to your dream home! Nestled on a picturesque street, this stunning 5 bedroom colonial boasts incredible curb appeal that will captivate you from the moment you arrive. As you step inside, you'll be greeted by an inviting flow that seamlessly connects the spacious living area, all bathed in natural light thanks to the abundance of windows and elegant french doors. Picture yourself

  Pam Pokorny Houlihan Lawrence

  12 Driftway Ln, Darien, CT 06820
• 

  $2,185,000 Sold Jun 20, 2025

  • 3,818 Sq Ft
  • $572/SF
  • 17 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1992

  15 Cliff Ave, Darien, CT 06820

  This stunning, fully updated four-bedroom Colonial seamlessly blends modern luxury with timeless charm. The main level, with 9 ft ceilings, boasts multiple living spaces, including a formal living room with gas fireplace, a cozy family room with wood-burning fireplace, and a spacious dining room-perfect for entertaining. The eat-in kitchen features radiant heat flooring and ample

  Genevieve Schettino Compass Connecticut, LLC

  15 Cliff Ave, Darien, CT 06820
• 

  Est $4,305,499 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 5,466 Sq Ft

  19 Beach Dr, Darien, CT 06820

  19 Beach Dr, Darien, CT 06820

Showing Results 201 - 240, Page 6 of 18