Fairfield, CT Homes

• 

  

  

  /40

  $1,800,000

  • 6 Beds
  • 5 Baths
  • 3,461 Sq Ft

  47 Hollow Tree Ridge Rd, Darien, CT 06820

  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 young couples seeking rental income. Historic Charm, Modern Comfort: * Two

  

  Karen Finn

  Gatehouse Realty Inc

  (475) 325-5924

  47 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  Explore Darien

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  /16

  $3,250 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  3 Wild Rose Ln Unit COTTAGE, Darien, CT 06820

  Charming, partially furnished cottage located on private, wooded estate near Tokeneke/Delafield Island area. Spacious Bedroom with walk-in-closet. Updated Eat-in-Kitchen with open-concept Living Room with Vaulted Ceilings and skylight. Remodeled Full bath. Sliders that head out to a private deck off your bedroom and also from your living room. Separate Driveway/Parking. On-site laundry in the

  

  Karen Finn

  Gatehouse Realty Inc

  (203) 463-5464

  3 Wild Rose Ln Unit COTTAGE, Darien, CT 06820
• 

  $3,750,000 Sold Aug 01, 2025

  • 5,475 Sq Ft
  • $685/SF
  • 31 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2005

  16 Morley Ln, Darien, CT 06820

  Tucked away at the end of a private cul-de-sac in Darien's highly coveted Delafield Island, this custom 5BR, 4.5BA Colonial offers 5,475 sq. ft. of luxury living on over one acre. Built by a renowned high-end homebuilder, this home combines in-town convenience with the privacy of a resort-style backyard featuring a heated free-form infinity saltwater pool, spa, waterfall, and freestanding stone

  Carla Kupiec William Raveis Real Estate

  16 Morley Ln, Darien, CT 06820
• 

  Est $1,660,729 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,444 Sq Ft

  11 Hampton Rd, Darien, CT 06820

  11 Hampton Rd, Darien, CT 06820
• 

  

  

  /40

  $1,795,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,023 Sq Ft

  11 Cedar Gate Rd, Darien, CT 06820

  Welcome to 11 Cedar Gate Road, a coastal-style charmer located at the edge of Delafield Island in Darien's private Cedar Gate Association. Completely renovated and expanded in 2014, this Nantucket-style Colonial offers the best of the suburban lifestyle. With 4 bedrooms, 3 full bathrooms, and 2,447 square feet of beautifully designed living space, the home is filled with thoughtful architectural

  

  Anika Charron

  Compass Connecticut, LLC

  (475) 215-2297

  11 Cedar Gate Rd, Darien, CT 06820
• 

  

  /22

  $6,950 per month

  • 3 Beds
  • 2.5 Baths
  • 2,326 Sq Ft
  • House for Rent

  27 Hollow Tree Ridge Rd, Darien, CT 06820

  As good as it gets FURNISHED rental property. One year lease term preferred. Stylishly updated and furnished, this charming colonial has 3 bedrooms and 2.1 baths and everything else a renter could possibly want. The main floor is configured with a formal dining room and spacious living room with fireplace. The recently renovated eat-in kitchen has stainless steel appliances and a cozy breakfast

  

  Robert Marchesi

  Compass Connecticut, LLC

  (475) 215-2593

  27 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  $4,022,500 Sold Aug 01, 2025

  • 4,932 Sq Ft
  • $816/SF
  • 19 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1940

  39 Deepwood Rd, Darien, CT 06820

  Set in one of Darien's most desirable neighborhoods, this impeccably renovated home blends timeless charm with modern luxury- all within walking distance to schools, the train station, and the shops and restaurants of Noroton Commons. The location simply can't be beat. Sitting on nearly one flat acre, the stunning and ultra-private backyard feels like your own secluded retreat. Mature landscaping

  Amanda Spatola Houlihan Lawrence

  39 Deepwood Rd, Darien, CT 06820
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  /2

  Est $1,090,089 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  4 Edmond St, Darien, CT 06820

  4 Edmond St, 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

  

  Robert Marchesi

  Compass Connecticut, LLC

  (475) 253-5609

  20 Locust Hill Rd, Darien, CT 06820
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  /26

  $6,000 per month

  • 3 Beds
  • 2 Baths
  • 1,422 Sq Ft
  • House for Rent

  49 Hollow Tree Ridge Rd, Darien, CT 06820

  A rare, unique "Nathaniel B. Weed" historic Antique Federal Colonial home in Darien, CT updated with modern conveniences being offered TURNKEY and tastefully FURNISHED - just bring your suitcase and enjoy! 3 BR, 2 BA townhouse- style unit where all three levels are loaded with charm and character. Features include a Mansard roof, wide plank flooring, hand hewn beams, multiple fireplaces, newer

  

  Karen Finn

  Gatehouse Realty Inc

  (203) 693-9554

  49 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  $2,385,000 Sold Aug 01, 2025

  • 3,153 Sq Ft
  • $756/SF
  • 10 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1949

  27 Richmond Dr, Darien, CT 06820

  Discover Darien luxury in this custom-designed 2018 home. From the moment you enter, you'll appreciate the superior quality materials and finishes that define every inch of this residence, complemented by soaring 9' ceilings. The bright, open and airy first floor has a thoughtful design, enhanced by striking lighting fixtures, including chandeliers by Moooi and Allegri. The gourmet eat-in kitchen

  Shelley Sheridan Houlihan Lawrence

  27 Richmond Dr, Darien, CT 06820
• 

  Est $2,334,958 Not Listed For Sale

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

  65 Kensett Ln Unit 65, Darien, CT 06820

  65 Kensett Ln Unit 65, Darien, CT 06820
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  /39

  $2,400,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,678 Sq Ft

  2 Knollwood Ln, Darien, CT 06820

  Welcome to this inviting four-bedroom home perfectly situated on one of Darien's most coveted in-town streets, renowned for its strong sense of community and vibrant neighborhood gatherings. Just steps from Royle Elementary School and a short walk to town, train, and schools, this property offers the ultimate in convenience and lifestyle. At the heart of the home is a spacious eat-in gourmet

  Amy Barsanti William Pitt Sotheby's Int'l

  2 Knollwood Ln, Darien, CT 06820
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  /38

  $3,750 - $15,000 per month

  Heights Crossing

  1 - 3 Beds

  340-440 Heights Rd, Darien, CT 06820

  Heights Crossing brings elevated living to the heart of Noroton Heights, Darien. This thoughtfully designed 65-unit, mixed use community blends modern comfort with everyday convenience, with the metro north train station steps away. The open-concept living and dining areas are framed by oversized windows that flood the space with natural light. The designer kitchens features Quartz countertops,

  340-440 Heights Rd, Darien, CT 06820
• 

  $2,358,000 Sold Aug 01, 2025

  • 3,242 Sq Ft
  • $727/SF
  • 11 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1955

  39 Briar Brae Rd, Darien, CT 06820

  Welcome to 39 Briar Brae Road, Darien 3200 sq ft , Nestled in a sought-after cul-de-sac neighborhood, this sun-drenched home offers a versatile and comfortable floor plan perfect for modern living. The first floor features a formal dining room just off the updated kitchen, a spacious living room, comfortable family room, sunroom, and a convenient first-floor bedroom with full bath. Upstairs,

  Carla Kupiec William Raveis Real Estate

  39 Briar Brae Rd, Darien, CT 06820
• 

  Est $2,471,273 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 4,081 Sq Ft

  67 Kensett Ln, Darien, CT 06820

  67 Kensett Ln, Darien, CT 06820
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  /26

  $2,350,000

  • 5 Beds
  • 4 Baths
  • 3,897 Sq Ft

  76 Deepwood Rd, Darien, CT 06820

  Set on a full acre in one of Darien's most sought-after neighborhoods, this property presents a rare and versatile opportunity for visionary buyers. Whether you choose to undertake a renovation-reviving the charm of mid-century modern design-or build a custom new construction estate from the ground up, the potential here is extraordinary. Surrounded by multi-million dollar homes, this centrally

  Carolyn Brook William Pitt Sotheby's Int'l

  76 Deepwood Rd, Darien, CT 06820
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  /19

  $5,515 per month

  • 2 Beds
  • 2.5 Baths
  • 1,379 Sq Ft
  • Apartment for Rent

  77 Leroy Ave Unit 204, Darien, CT 06820

  Rent a newer construction luxury apartment at conveniently located Pemberton16! Enjoy spacious one-floor living, 9' ceilings & open floor plans. Just steps from Darien's Tilley Pond Park, train station & downtown shops, dining & entertainment. Additional amenities: elevator, auto garage opener for gated garage w/assigned parking, washer/dryer in unit, hardwd flrs thru-out, sec. sys. Pets allowed

  Diane Farrell Compass Connecticut, LLC

  77 Leroy Ave Unit 204, Darien, CT 06820
• 

  $3,725,000 Sold Aug 01, 2025

  • 5,265 Sq Ft
  • $708/SF
  • 5 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1959

  2 Dogwood Ln, Darien, CT 06820

  Welcome to 2 Dogwood Lane, a stunning home nestled in the prestigious Tokeneke Association. This elegant home offers the perfect blend of modern luxury and timeless design, with an expansive 5,265 square feet of living space on a beautifully landscaped 1.5 acre lot. Step inside to discover a tastefully renovated interior featuring high ceilings, tons of light and spacious living areas. The home

  Keiley Fuller Compass Connecticut, LLC

  2 Dogwood Ln, Darien, CT 06820
• 

  Est $4,998,077 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,595 Sq Ft

  12 Locust Hill Rd, Darien, CT 06820

  12 Locust Hill Rd, Darien, CT 06820
• 

  

  /40

  $2,499,000

  • 5 Beds
  • 4.5 Baths
  • 3,780 Sq Ft

  71 West Ave, Darien, CT 06820

  Live the Commuter's Dream with City Sophistication. Custom built by renowned local builders and perfectly situated within a short stroll to Metro North and the buzzing new Darien downtown, this home blends small-town charm with modern luxury and convenience. Inside, an open layout with tall ceilings, spacious rooms and custom millwork offers effortless flow for entertaining and daily living. The

  Christine Oleynick Keller Williams Realty

  71 West Ave, Darien, CT 06820
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  /27

  $4,005 - $7,564 per month

  Everly Darien

  1 - 3 Beds

  137 Hollow Tree Ridge Rd, Darien, CT 06820

  Venture up a tree-lined street and you will find a secluded retreat designed around your lifestyle. Everly Darien's apartments and townhomes are the most spacious in Darien and feature direct entry, classic finishes, and attached garages in select layouts. Elegant amenities ? including a heated pool, sleek fitness center, lounge and co-working areas ? are designed for connection and wellness. And

  137 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  $2,150,000 Sold Jul 31, 2025

  • 3,436 Sq Ft
  • $626/SF
  • 24 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1954

  178 Christie Hill Rd, Darien, CT 06820

  This is an extraordinary opportunity to build new home in a top Darien location. literally minutes to all schools k-12 ,Noroton Heights station and the all new Darien Commons with multiple restaurants and shopping. Level 2.86 acres. Plenty of room for pool, pool house or sports court. House offered as is. New survey available shortly.

  Douglas Milne Houlihan Lawrence

  178 Christie Hill Rd, Darien, CT 06820
• 

  Est $3,551,563 Not Listed For Sale

  • 5 Beds
  • 4.5 Baths
  • 4,141 Sq Ft

  11 Arrowhead Way, Darien, CT 06820

  11 Arrowhead Way, Darien, CT 06820
• 

  

  /40

  $2,995,000

  • 5 Beds
  • 4.5 Baths
  • 5,025 Sq Ft

  22 Gardiner St, Darien, CT 06820

  *PLEASE SUBMIT ALL OFFERS BY 12PM, FRIDAY, AUG. 1ST Welcome to 22 Gardiner Street - a 2015 custom built colonial. Walk through the front door and be greeted by a bright and spacious open floor plan including a living room and dinning room, eat-in kitchen and family room - all boasting 9 ft. ceilings, custom millwork and beautiful hardwood floors. The gourmet kitchen includes custom cabinetry,

  Kimberly Hyde William Pitt Sotheby's Int'l

  22 Gardiner St, Darien, CT 06820
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  /26

  $2,450 per month

  • 1 Bed
  • 1 Bath
  • 620 Sq Ft
  • House for Rent

  682 Post Rd, Darien, CT 06820

  Charming One-Bedroom Apartment - All Utilities Included! Cute as a button! This cozy second-floor one-bedroom apartment is nestled in a delightful antique colonial home and comes with full third-floor attic for storage. The bright kitchen features a freestanding oven/range, refrigerator, and microwave, with space left for a dining table. A convenient in-unit washer/dryer is neatly tucked into a

  Yulka Markevich Iron Gates Realty

  682 Post Rd, Darien, CT 06820
• 

  $1,268,000 Sold Jul 31, 2025

  • 2,240 Sq Ft
  • $566/SF
  • 23 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1927

  15 Devonshire Dr, Darien, CT 06820

  Just beyond the stone walls and perennial gardens you will find this charming, 1927 storybook home in move-in condition. Special features incl: LR/FPL, FR/FPL, spacious EIK w/granite cttps.. Primary en-suite, 2 additional bedrooms, 2.5 baths, walk-up attic, 20 kw generator & 2-bay garage. Only 1/2 mile from the Norton Heights train, restaurants, and shops. Owner broker.

  Caron Bott William Pitt Sotheby's Int'l

  15 Devonshire Dr, Darien, CT 06820
• 

  Est $1,034,391 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,348 Sq Ft

  273 West Ave, Darien, CT 06820

  273 West Ave, Darien, CT 06820
• 

  

  /40

  $3,095,000

  • 6 Beds
  • 6 Baths
  • 4,848 Sq Ft

  9 Point o Woods Rd S, Darien, CT 06820

  Charming Cape with Guest Cottage & Pool in Coveted Ox Ridge District Tucked away on a peaceful cul-de-sac in the highly sought-after Ox Ridge School district, this enchanting 4-bedroom Cape style home offers timeless charm, exceptional privacy, and flexible living options. A breezeway connects the main residence to a delightful 2-bedroom cottage-perfect for guests, in-laws, or a private home

  Margot Klingman Houlihan Lawrence

  9 Point o Woods Rd S, Darien, CT 06820
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  /15

  $3,250 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • House for Rent

  3 Wild Rose Ln, Darien, CT 06820

  Charming, furnished 1 Bedroom cottage located on private, wooded estate near Tokeneke/Delafield Island area. Spacious Bedroom with walk-in-closet. Updated Eat-in-Kitchen with open-concept Living Room with Vaulted Ceilings and skylight. Remodeled Full bath. Sliders that head out to a private deck off your bedroom and also from your living room. Separate Driveway/Parking. On-site laundry in

  3 Wild Rose Ln, Darien, CT 06820
• 

  $1,850,000 Sold Jul 31, 2025

  • 3,540 Sq Ft
  • $523/SF
  • 40 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2005

  1745 Post Rd, Darien, CT 06820

  FULLY AVAILABLE. Tucked Gracefully back from the road this Elegant 4 bedroom & 5 bath home is not to be missed! When you walk through the Oversized Doors into the Grand front hall with soaring ceilings you will fall in love with this beautiful home. Incredible 9 foot ceilings throughout. A formal living and dining room with custom millwork, coffered ceilings & french doors. Enjoy the family room

  Kathryn Bates Compass Connecticut, LLC

  1745 Post Rd, Darien, CT 06820
• 

  Est $852,740 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  168 Hollow Tree Ridge Rd, Darien, CT 06820

  168 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  

  /40

  $2,895,000

  • 4 Beds
  • 4.5 Baths
  • 4,643 Sq Ft

  44 Scofield Farms, Darien, CT 06820

  Nestled at the end of a serene cul-de-sac is a 4-acre sanctuary where luxury and enchantment intertwine. Designed for the ultimate entertainer, the heated pool, complete with a swim-up bar, invites endless summer soirees under the stars, while the adjacent outdoor kitchen transforms every gathering into a culinary spectacle. A full tennis court and full basketball court promises spirited matches

  Melissa Engel Douglas Elliman of Connecticut

  44 Scofield Farms, Darien, CT 06820
• 

  

  /5

  $8,200 per month

  • 4 Beds
  • 2.5 Baths
  • 1,912 Sq Ft
  • House for Rent

  17 Silver Lakes Dr, Darien, CT 06820

  Spacious raised ranch style home with newly installed kitchen and baths. New central air system being installed. Newly painted and hardwood floors refinished inside. Outside paint and driveway replacement in process. Potential for one or two year lease.

  George Flagg William Raveis Real Estate

  17 Silver Lakes Dr, Darien, CT 06820
• 

  $2,205,000 Sold Jul 31, 2025

  • 2,521 Sq Ft
  • $875/SF
  • 7 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1946

  7 Walmsley Rd, Darien, CT 06820

  Charming Renovated Colonial in Prime Darien Neighborhood Nestled in one of Darien's most sought-after neighborhoods, this beautifully renovated and expanded custom Colonial offers the perfect blend of classic charm and modern comfort. Thoughtfully updated in 2017 & 2023, this 4-bedroom, 3 full-bath home features sun-drenched living spaces and a versatile layout designed for today's lifestyle. At

  Janine Tienken Houlihan Lawrence

  7 Walmsley Rd, Darien, CT 06820
• 

  Est $4,543,249 Not Listed For Sale

  • 6 Beds
  • 5.5 Baths
  • 5,893 Sq Ft

  68 Arrowhead Way, Darien, CT 06820

  68 Arrowhead Way, Darien, CT 06820
• 

  

  /21

  $2,325,000

  • 3 Beds
  • 2 Baths
  • 2,220 Sq Ft

  23 Beach Dr, Darien, CT 06820

  Ideally located in the heart of the sought-after Noroton Manor Association and within the coveted Hindley Blue Ribbon school district, this delightful three-bedroom, two-bath home offers the perfect blend of charm and convenience. Enjoy exclusive access to a private beach and tennis courts, all within a welcoming, close-knit community. Inside, you'll find a spacious eat-in kitchen with an island,

  Janine Tienken Houlihan Lawrence

  23 Beach Dr, Darien, CT 06820
• 

  

  /20

  $4,500 per month

  • 3 Beds
  • 1 Bath
  • 1,350 Sq Ft
  • Condo for Rent

  3 Park Ln, Darien, CT 06820

  This delightful three-bedroom, one-bathroom townhouse in Darien, presents an excellent opportunity for individuals or families seeking a comfortable, modern living space in a desirable location. Outdoor space including porch area on front and second floor deck. Located on a private street. Home will be ready for move in August 1 2025

  3 Park Ln, Darien, CT 06820
• 

  $13,428,423 Sold Jul 31, 2025

  • 10,579 Sq Ft
  • $1269/SF
  • 68 Days On Market

  • 6 Beds
  • 10 Baths
  • Built 2008

  Unlisted Address

  Home by the Sea is set majestically behind stone pillars and gates on one of the largest Long Neck Point parcels, affording its residents 3.2 landscaped acres of privacy. As you enter, the peaceful setting of the secluded cove takes your breath away. There are wrap-around decks, velvet lawns, flowering gardens and water views for miles. Nature lovers will be in Heaven. The acclaimed architect

  Candace Blackwood BHHS Darien/New Canaan

  Unlisted Address
• 

  /2

  Est $5,950,934 Not Listed For Sale

  • 4 Beds
  • 5 Baths
  • 4,562 Sq Ft

  86 Delafield Island Rd, Darien, CT 06820

  86 Delafield Island Rd, Darien, CT 06820

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