Darien, CT Homes

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  /40

  $2,895,000 Open Mon 12PM - 2PM

  • 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
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  /30

  $6,820 total monthly price

  • 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
• 

  $2,825,000 Sold Oct 03, 2025

  • 5,329 Sq Ft
  • $530/SF
  • 13 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 2001

  21 Park Place, Darien, CT 06820

  There is so much more to discover here than meets the eye at first glance! The understated outdoor charm of this storybook colonial, sitting on a flat, level .66 acre at the end of a private lane and away from the main road, will delight you with a surprisingly large, open, modern home. Quietly nestled in one of Darien, Connecticut's highly sought-after, friendly, and welcoming neighborhoods,

  Ingrid Hess Compass Connecticut, LLC

  21 Park Place, Darien, CT 06820
• 

  Est $5,785,390 Not Listed For Sale

  • 6 Beds
  • 6 Baths
  • 4,807 Sq Ft

  1 Coves End Rd, Darien, CT 06820

  1 Coves End Rd, Darien, CT 06820
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  $4,449,000 New Construction

  • 5 Beds
  • 6 Baths
  • 7,833 Sq Ft

  72 Old Kings Hwy S, Darien, CT 06820

  Exceptional NEW CONSTRUCTION - Walk to Town - Experience refined luxury living in this custom-built home by V&A Construction Inc., a respected local builder highly regarded for exceptional craftsmanship, meticulous attention to detail and upscale finishes. Set near Great Island and Pear Tree Point Beach, this home offers the best of coastal living with the ease of everyday convenience, just a

  Katherine Kuras BHHS Darien/New Canaan

  72 Old Kings Hwy S, Darien, CT 06820
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  /6

  $4,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,519 Sq Ft
  • House for Rent

  257 Noroton Ave, Darien, CT 06820

  Three Bedroom home within walking distance to train, schools, and shops.Large living room with vaulted ceiling and hardwood floors. Landlord pays for alarm and sewer. Tenant responsible for all other utilities, cable, lawn care and snow removal. Pet restrictions apply.

  Katherine Balanoff Houlihan Lawrence

  257 Noroton Ave, Darien, CT 06820
• 

  $2,350,000 Sold Sep 30, 2025

  • 3,780 Sq Ft
  • $622/SF
  • 32 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2008

  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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  /2

  Est $6,864,871 Not Listed For Sale

  • 5 Beds
  • 8 Baths
  • 5,148 Sq Ft

  26 Searles Rd, Darien, CT 06820

  26 Searles Rd, Darien, CT 06820
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  /35

  $2,775,000 New Construction

  • 6 Beds
  • 3.5 Baths
  • 4,000 Sq Ft

  30 Lake Dr, Darien, CT 06820

  Spectacular, luxury new construction nestled in one of Darien's most lovely neighborhoods. Thoughtfully designed and impeccably crafted, this home combines timeless sophistication with modern comforts. A dramatic double-height paneled foyer welcomes you inside, leading to a soaring vaulted ceilinged living room, which is anchored by a refined shiplapped gas fireplace. The space opens seamlessly

  Alison Hanson Compass Connecticut, LLC

  30 Lake Dr, Darien, CT 06820
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  /22

  $6,700 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,656 Sq Ft
  • House for Rent

  21 Anthony Ln, Darien, CT 06820

  Enjoy all Darien has to offer at 21 Anthony Lane. This home is located on a private road close to town, shops and beaches. The chef's kitchen is fully equipped with high end appliances and a gorgeous large island, perfect for entertaining. A large family room with vaulted ceilings has slider access to the backyard of this well-maintained property. Relax in the generous master suite. Two

  Nellie Snell William Raveis Real Estate

  21 Anthony Ln, Darien, CT 06820
• 

  $3,373,000 Sold Sep 30, 2025

  • 5,025 Sq Ft
  • $671/SF
  • 13 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2015

  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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  /2

  Est $6,704,701 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 7,515 Sq Ft

  8 Butlers Island Rd, Darien, CT 06820

  8 Butlers Island Rd, Darien, CT 06820
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  /40

  $2,700,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 4,155 Sq Ft

  26 Birch Rd, Darien, CT 06820

  Wonderful opportunity in one of Darien's most sought after neighborhoods; 4,000+ sqft of custom, renovated space that is truly in move-in condition. Designed by a renowned local architect, the home has charm, sophistication with a light filled open floor plan well suited for entertaining. Beautifully sited on .68 acres with mature trees and lush landscaping, there is ample room to expand and add

  Stephan Von Jena William Pitt Sotheby's Int'l

  26 Birch Rd, Darien, CT 06820
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  /107

  $40,000 total monthly price

  • 4 Beds
  • 4.5 Baths
  • 4,117 Sq Ft
  • House for Rent

  19 Weeds Landing, Darien, CT 06820

  Luxury Designer-Furnished Turnkey Rental - Available 11/1 A HOBI Award-winning renovation and design by the TREC/ WayStay team, Weeds Landing is Darien's fully furnished, flexible-term, luxury rental. Perfect for those renovating, relocating, testing out life in Darien, or seeking a weekend retreat. Located at the end of a quiet cul-de-sac on Holly Pond with sweeping views of Long Island Sound,

  LOUIS BATTISTA TREC Realty LLC

  19 Weeds Landing, Darien, CT 06820
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  $2,250,000 Sold Sep 29, 2025

  • 4,068 Sq Ft
  • $553/SF
  • 5 Days On Market

  • 3 Beds
  • 4.5 Baths
  • Built 2014

  27 Kensett Ln Unit 27, Darien, CT 06820

  Nestled in one of Kensett's most coveted locations, this stunning Norwood townhome backs to serene conservation land and blends refined luxury with modern comfort. Soaring 10-foot ceilings, gleaming hardwood floors, and abundant natural light create an inviting atmosphere. The gourmet kitchen features high-end appliances, a center island, and a Butler's pantry with walk-in storage. French doors

  Luke Broughton Compass Connecticut, LLC

  27 Kensett Ln Unit 27, Darien, CT 06820
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  /39

  Est $7,712,991 Not Listed For Sale

  • 7 Beds
  • 8.5 Baths
  • 8,491 Sq Ft

  12 Butlers Island Rd, Darien, CT 06820

  12 Butlers Island Rd, Darien, CT 06820
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  /39

  $2,995,000 Pending

  • 4 Beds
  • 5 Baths
  • 3,162 Sq Ft

  5 Mayflower Rd, Darien, CT 06820

  MODERN ELEGANCE MEETS WATERFRONT LIVING Discover this spectacular 4-bedroom Colonial designed for today's living. The impressive open-concept floor plan provides a seamless flow from the gourmet kitchen to the spacious living areas, perfect for hosting friends and family. The home includes 3 full baths a 2 half baths, offering convenience and comfort for everyone. Step outside to a

  Sheree Frank Houlihan Lawrence

  5 Mayflower Rd, Darien, CT 06820
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  $7,000 total monthly price

  • 4 Beds
  • 4.5 Baths
  • 3,341 Sq Ft
  • House for Rent

  91 Raymond St, Darien, CT 06820

  5 Bedroom Classic colonial for rent in Darien. This spacious five bedroom offers complete privacy with easy access to town and train. Walk through the welcoming front door into gracious foyer opening up to formal living room with fireplace, built in bookshelves, a bay window and french doors leading outside to a built-in fire pit and expansive deck area great for outdoor activities and

  Holly Hurd Houlihan Lawrence

  91 Raymond St, Darien, CT 06820
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  $1,476,000 Sold Sep 26, 2025

  • 1,776 Sq Ft
  • $831/SF
  • 9 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  64 Gardiner St, Darien, CT 06820

  ***HIGHEST & BEST - WEDNESDAY 7/2 by 3PM. Please submit offer memo, proof of funds and signed lead disclosure with your offer packet. Opportunity knocks! Ideal location to build your dream home in Darien. Half acre, level lot surrounded by mature plantings. Sought after neighborhood - close to train, schools, beaches, park, transportation and the newly developed Darien Commons. This is an

  AnneMarie Rayhill Houlihan Lawrence

  64 Gardiner St, Darien, CT 06820
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  Est $1,953,652 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  45 Old Farm Rd, Darien, CT 06820

  45 Old Farm Rd, Darien, CT 06820
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  /40

  $2,795,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,851 Sq Ft

  20 Seagate Rd, Darien, CT 06820

  Tucked at the end of a quiet cul-de-sac, 20 Seagate Road is a rare find in one of Darien's most sought-after waterfront neighborhoods. With direct water views and a private dock, this property has a lot to offer. The backyard is the real standout - a large pool surrounded by mature trees and open lawn, all overlooking Holly Pond and the Long Island Sound. It's the kind of space that's perfect for

  Janine Tienken Houlihan Lawrence

  20 Seagate Rd, Darien, CT 06820
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  /7

  $15,000 total monthly price

  • 5 Beds
  • 6.5 Baths
  • 5,600 Sq Ft
  • House for Rent

  13 Fox Hill Ln, Darien, CT 06820

  SHORT TERM FURNISHED RENTAL - Move right into this beautifully updated and lovingly maintained classic colonial centrally located on a quiet street in Darien. Formal entertaining rooms, a library, spacious kitchen with dining area and cathedral-ceilinged great room provide ample space for comfortable living. Five bedrooms, 3 car garage, a game room, finished basement playroom, upper level laundry

  Heather Raymond Sotheby's International Realty

  13 Fox Hill Ln, Darien, CT 06820
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  $4,325,000 Sold Sep 25, 2025

  • 6,762 Sq Ft
  • $640/SF
  • 73 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 1938

  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
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  /2

  Est $1,581,738 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft

  35 Old Farm Rd, Darien, CT 06820

  35 Old Farm Rd, Darien, CT 06820
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  /35

  $2,500,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 3,506 Sq Ft

  23 Maplewood Dr, Darien, CT 06820

  Located at the end of a quiet, tree lined street in the desirable, scenic Stephen Mather neighborhood, is this gracious 5 bedroom, 3.5 bath home awaiting its new owners. Occupied and loved by the same family for almost 50 years, this beautiful, cul-de-sac property is set on 2 lush, private acres enhanced by spectacular seasonal plantings and natural light, which pours into the house through

  Meredith Derosa William Pitt Sotheby's Int'l

  23 Maplewood Dr, Darien, CT 06820
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  /11

  $4,300 total monthly price

  • 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). New kitchen cabinets and countertops being installed. (See renderings in the photos.) 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.

  John Tibbets CT Waterfront Properties

  88 Old Kings Hwy S, Darien, CT 06820
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  $4,060,000 Sold Sep 23, 2025

  • Land
  • 1 Acre
  • $4,060,000 per Acre

  • 301 Days On Market

  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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  /2

  Est $4,785,072 Not Listed For Sale

  • 5 Beds
  • 6 Baths
  • 4,890 Sq Ft

  13 Searles Rd, Darien, CT 06820

  13 Searles Rd, Darien, CT 06820
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  /8

  $2,800,000 Pending

  • 6 Beds
  • 5.5 Baths
  • 6,794 Sq Ft

  130 West Ave, Darien, CT 06820

  Brand New Home in the Heart of Town. Discover this exceptional 6-bedroom, 5.5-bathroom new construction, thoughtfully crafted with the highest quality materials and meticulous attention to detail. Designed for both comfort and sophistication, this home offers a spacious, open flow ideal for today's lifestyle. Enjoy the prime location - just a short walk to town, trains, shops, and restaurants.

  Pam Pokorny Compass Connecticut, LLC

  130 West Ave, Darien, CT 06820
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  /37

  $12,000 total monthly price

  • 6 Beds
  • 3.5 Baths
  • 5,577 Sq Ft
  • House for Rent

  531 Hollow Tree Ridge Rd, Darien, CT 06820

  Welcome to this exceptional, generously sized home located in one of the area's most sought-after towns, known for its top-rated schools and vibrant community. Designed with space, comfort, and functionality in mind, this residence offers everything you need for elevated living. Step inside to discover expansive living areas perfect for both everyday life and entertaining. The home features a

  omar arce Marr Caruso Realty Group

  531 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  $1,675,000 Sold Sep 17, 2025

  • 2,724 Sq Ft
  • $615/SF
  • 17 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1963

  3 Andrews Dr, Darien, CT 06820

  This hilltop haven offers privacy and convenience! The living room with cathedral ceiling and fireplace, opens to the formal dining room that has sliders to the balcony/deck. The sparkling 2021 kitchen has a cathedral ceiling as well, a center island and charming custom Dutch tile scene above the cook top. The spacious walk out family room has a fireplace and sliders to the flagstone terrace. The

  Suzanne Okie Brown Harris Stevens

  3 Andrews Dr, Darien, CT 06820
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  Est $4,368,935 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,030 Sq Ft

  11 Searles Rd, Darien, CT 06820

  11 Searles Rd, Darien, CT 06820
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  /27

  $1,549,000

  • 4 Beds
  • 2.5 Baths
  • 2,156 Sq Ft

  19 Littlebrook Rd, Darien, CT 06820

  Move right into this spacious home that just completed a remodel and is waiting for a new owner! The stunning new kitchen, open to family room and dining area creates the perfect hub for everyday living and entertaining. The inviting living room with fireplace is the ideal setting for cold weather days. The remodel includes renovations to primary bath, family bath and powder room, central air

  Sarah Keena Brown Harris Stevens

  19 Littlebrook Rd, Darien, CT 06820
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  /14

  $5,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,418 Sq Ft
  • House for Rent

  86 Hecker Ave, Darien, CT 06820

  Short term rental to March 2026 - This 3BR, 2BA cape is conveniently located to the train (Noroton Heights), Darien Commons shops and restaurants, the park, playground, library, and just a short drive to the beach and stunning waterfront views and nature walks at Great Island! Features include a first floor bedroom, office/dining room, 2 upper level bedrooms, 2 baths, living room with fireplace,

  Gloria Gimenez-Ferrer Berkshire Hathaway NE Prop.

  86 Hecker Ave, Darien, CT 06820
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  $3,706,313 Sold Sep 12, 2025

  • 6,069 Sq Ft
  • $611/SF
  • 17 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 2016

  74 Brookside Rd, Darien, CT 06820

  Built in 2016 this turnkey home combines classic charm with modern convenience all just steps from downtown Darien, Cherry Lawn Park, train and shops. The beautifully landscaped yard and welcoming exterior radiate warmth and character. Step onto the front porch and through the front door into a bright and gracious entryway leading to the formal living and dining rooms and private office. As you

  Kristin Nemec William Pitt Sotheby's Int'l

  74 Brookside Rd, Darien, CT 06820
• 

  Est $5,116,754 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 5,783 Sq Ft

  7 Berry Ln, Darien, CT 06820

  7 Berry Ln, Darien, CT 06820
• 

  

  /23

  $1,050,000

  • 4 Beds
  • 1.5 Baths
  • 1,770 Sq Ft

  98 Holmes Ave, Darien, CT 06820

  Welcome to 98 Holmes Avenue - a charming and inviting home offering warmth, flexibility, and a convenient lifestyle. With approximately 1,770 square feet of living space, the main level flows beautifully and features a spacious living room with fireplace, a sunroom that can either serve as a playroom or office, a dining room, and a kitchen that opens to a large screened-in porch - perfect for

  Genevieve Schettino Compass Connecticut, LLC

  98 Holmes Ave, Darien, CT 06820
• 

  

  /22

  $5,400 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,437 Sq Ft
  • House for Rent

  43 Camp Ave, Darien, CT 06820

  This charming Colonial home in Darien beautifully combines classic character with thoughtful modern updates. The expansive, private backyard and secluded patio create a perfect setting for outdoor relaxation or entertaining. Inside, abundant natural light fills every room, and generous closet space adds convenience throughout. Hardwood floors on the main level bring timeless warmth, while a

  Mackenzie Curtin William Pitt Sotheby's Int'l

  43 Camp Ave, Darien, CT 06820
• 

  $1,225,000 Sold Sep 10, 2025

  • 1,828 Sq Ft
  • $670/SF
  • 24 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1930

  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

  Est $2,876,662 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

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