Fairfield, CT Homes

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  /37

  $1,850,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,511 Sq Ft

  28 Great Hill Rd, Darien, CT 06820

  Discover a special opportunity to own this sun-filled, spacious cape on a cul-de-sac close to downtown Darien, Rowayton, and a short walk to Tokeneke school. Set on a generous half-acre lot in a quiet neighborhood, this beautifully refreshed home offers 4 spacious bedrooms and 3.5 bathrooms across 3,511 SF of living space. Culinary enthusiasts will love the newly renovated European-style kitchen

  Maureen DeBoisbriand Compass Connecticut, LLC

  28 Great Hill Rd, Darien, CT 06820
• 

  

  

  /9

  $4,350 per month

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

  340 Heights Rd Unit 210, Darien, CT 06820

  Welcome to Heights Crossing-Darien's premier new construction luxury apartment community offering modern living with unbeatable convenience. Situated directly across from the Metro North train station, Heights Crossing offers seamless access to NYC while being rooted in a vibrant, coastal New England town. This stylish 1-bedroom, 1-bath apartment features a thoughtfully designed open layout with

  Beth Vaccaro Brown Harris Stevens

  340 Heights Rd Unit 210, Darien, CT 06820
• 

  $3,250,000 Sold Jul 02, 2025

  • 6,233 Sq Ft
  • $521/SF
  • 65 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 1999

  6 Bouton Ln, Darien, CT 06820

  Welcome to 6 Bouton Lane - a beautifully designed Colonial offering six bedrooms in a prime location. Step into the grand three-story foyer, where elegant millwork and a sweeping staircase set the tone for this timeless home. Gorgeous skylights and expansive windows flood the interiors with natural light, enhancing the home's airy, welcoming ambiance. Both the formal living room and expansive

  Janine Tienken Houlihan Lawrence

  6 Bouton Ln, Darien, CT 06820
• 

  Est $4,205,372 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 4,436 Sq Ft

  10 Whaling Rd, Darien, CT 06820

  10 Whaling Rd, Darien, CT 06820
• 

  

  

  /27

  $1,250,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,251 Sq Ft

  475 Hoyt St, Darien, CT 06820

  ** Please submit offers by 5pm 7/1/25** Opportunity knocks near the greens! This 4 Bedroom, 3 full bath ranch home, nestled just steps from a private golf course, offers incredible potential in a highly desirable location. Set on a scenic, wooded lot with handsome, mature landscaping and an in-ground pool, the property is bursting with character and ready for its next chapter, offering ample

  Mary Kate Klemish-Boehm Brown Harris Stevens

  475 Hoyt St, Darien, CT 06820
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  /8

  $4,000 per month

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

  440 Heights Rd Unit 201, Darien, CT 06820

  Experience elevated living at Heights Crossing-Darien's premier luxury apartment community designed for comfort, style, and convenience. Perfectly positioned across from the Metro North station, this prime location offers seamless access to New York City while embracing the charm of coastal Connecticut. This beautifully built 1-bedroom, 1-bath residence offers a refined layout and high-end

  Beth Vaccaro Brown Harris Stevens

  440 Heights Rd Unit 201, Darien, CT 06820
• 

  $1,060,000 Sold Jul 02, 2025

  • 1,410 Sq Ft
  • $752/SF
  • 23 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  14 Sedgewick Village Ln, Darien, CT 06820

  Sun-filled oasis with ample privacy, yet still a convenient walk to Old Kings Market, town, train, and Tilley Pond Park. Well-maintained home with enclosed courtyard and garden area, perfect for outdoor entertaining. Eat-in kitchen, living/dining room with fireplace, 2 bedrooms with cathedral ceilings, 2.5 baths. Laundry on 2nd floor. Plenty of storage with two attics, hatch in unit and pull-down

  John Tibbets CT Waterfront Properties

  14 Sedgewick Village Ln, Darien, CT 06820
• 

  Est $3,439,127 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 5,046 Sq Ft

  124 Goodwives River Rd, Darien, CT 06820

  124 Goodwives River Rd, Darien, CT 06820
• 

  

  /36

  $1,325,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,343 Sq Ft

  33 Ridgeley St, Darien, CT 06820

  Welcome Home to this Storybook Cape Cod style set beneath a Picturesque Magnolia Tree. This 3 bedroom two full bath house offers the perfect blend of character, comfort and convenience. Inside you'll find beachy floors and freshly painted walls that give the home a light, breezy feel. The thoughtfully designed layout is ideal for a family including an expansive finished basement with fireplace

  Kathryn Bates Compass Connecticut, LLC

  33 Ridgeley St, Darien, CT 06820
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  /9

  $3,950 per month

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

  340 Heights Rd Unit 207, 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 207, Darien, CT 06820
• 

  $1,810,000 Sold Jul 01, 2025

  • 2,913 Sq Ft
  • $621/SF
  • 11 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1954

  345 Hollow Tree Ridge Rd, Darien, CT 06820

  Seize the incredible opportunity to transform 345 Hollow Tree Ridge Road into your dream abode. The current residence features four spacious bedrooms and two and a half bathrooms, providing a solid foundation for customization. With 2,913 square feet of living space, including two inviting fireplaces, this home combines comfort and charm. Set on a generous 1-acre lot that basks in plenty of

  Carolyn Nally Compass Connecticut, LLC

  345 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  Est $10,199,867 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 4,323 Sq Ft

  230 Long Neck Point Rd, Darien, CT 06820

  230 Long Neck Point Rd, Darien, CT 06820
• 

  

  /34

  $1,699,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,045 Sq Ft

  24 Laforge Rd, Darien, CT 06820

  Step right into this inviting 3-4 bedroom home, ideally situated in a desirable, quiet neighborhood just minutes from all the conveniences of town. The open kitchen flows seamlessly into the family room, which leads out to a spacious deck overlooking a private backyard-perfect for relaxing or entertaining. The primary bedroom features built-in storage to keep everything neatly organized, while a

  Linda Terhune Houlihan Lawrence

  24 Laforge Rd, Darien, CT 06820
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  /15

  $15,000 per month

  • 3 Beds
  • 3.5 Baths
  • 1,977 Sq Ft
  • Apartment for Rent

  340 Heights Rd Unit 322, Darien, CT 06820

  Welcome to this expansive 1,977 sq ft corner residence at Heights Crossing-Darien's premier new development offering elevated coastal living across the street from the Metro North station. This 3-bedroom, 3.5-bath home features three private en-suite bedrooms, a dedicated office, and a spacious open-concept layout filled with natural light from skylights and full-sized windows or French doors in

  Beth Vaccaro Brown Harris Stevens

  340 Heights Rd Unit 322, Darien, CT 06820
• 

  $2,775,000 Sold Jul 01, 2025

  • 3,618 Sq Ft
  • $767/SF
  • 10 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 1936

  24 Sunswyck Rd, Darien, CT 06820

  Charming Shingled Colonial nestled in the heart of coveted Delafield Island, this beautifully updated home offers the perfect blend of classic charm and modern luxury. Ideally located just a short walk to the beach and a scenic bike ride to town, train or Great Island, this home combines convenience with coastal tranquility. Thoughtfully designed for both comfort and entertaining, the home

  Janine Tienken Houlihan Lawrence

  24 Sunswyck Rd, Darien, CT 06820
• 

  Est $5,725,993 Not Listed For Sale

  • 6 Beds
  • 6.5 Baths
  • 6,683 Sq Ft

  136 Pear Tree Point Rd, Darien, CT 06820

  136 Pear Tree Point Rd, Darien, CT 06820
• 

  /2

  $995,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,776 Sq Ft

  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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  /19

  $8,978 per month

  • 2 Beds
  • 2.5 Baths
  • 1,710 Sq Ft
  • Apartment for Rent

  1040 Boston Post Rd Unit 301, 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 301, Darien, CT 06820
• 

  $2,695,000 Sold Jul 01, 2025

  • 3,947 Sq Ft
  • $683/SF
  • 18 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1948

  23 Miles Rd, Darien, CT 06820

  Welcome to 23 Miles Drive, a beautifully rebuilt 5-bedroom, 3-bath home offering nearly 4,000 sq ft of move-in ready living space in one of Darien's most desirable neighborhoods. Completely rebuilt down to the foundation in 2007, this home features a bright white eat-in kitchen that opens to a spacious family room and a private deck and patio overlooking a professionally landscaped, level

  John Schiaroli Coldwell Banker Realty

  23 Miles Rd, Darien, CT 06820
• 

  Est $6,116,776 Not Listed For Sale

  • 6 Beds
  • 9 Baths
  • 8,807 Sq Ft

  58 Pear Tree Point Rd, Darien, CT 06820

  58 Pear Tree Point Rd, Darien, CT 06820
• 

  

  /40

  $1,695,000 Pending

  • 3 Beds
  • 4.5 Baths
  • 3,861 Sq Ft

  566 Hoyt St, Darien, CT 06820

  Experience over $800,000 in exquisite luxury upgrades designed to captivate even the most discerning buyers. The first floor's open floor plan seamlessly flows from formal to casual to intimate spaces, including a formal dining room with a gas fireplace, luxury kitchen with 7-foot island with granite countertop, and a formal living room with a wood-burning masonry fireplace and a welcoming family

  Sara Littlefield BHHS Darien/New Canaan

  566 Hoyt St, Darien, CT 06820
• 

  

  /17

  $25,000 per month

  • 5 Beds
  • 8 Baths
  • 5,028 Sq Ft
  • House for Rent

  128 Mansfield Ave, Darien, CT 06820

  Looking to get away this summer? Explore all that Darien has to offer in this gracious colonial located one mile from town and the highly anticipated Corbin District project featuring new shops and restaurants. Set within a beautiful waterfront community with two area beaches life in this home will be a welcome respite! Beautiful new gourmet kitchen with breakfast room adjacent to family room,

  Amy Barsanti William Pitt Sotheby's Int'l

  128 Mansfield Ave, Darien, CT 06820
• 

  $4,400,000 Sold Jul 01, 2025

  • 5,328 Sq Ft
  • $826/SF
  • 7 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 1986

  84 Nearwater Ln, Darien, CT 06820

  Nestled on Nearwater Lane just moments from the beach, this beautifully renovated 5-bedroom/5 and a half bath home offers the perfect blend of luxury, comfort, and functionality. Step inside to discover a thoughtfully designed floor plan that flows effortlessly from room to room. The heart of the home is the stunning, fully renovated kitchen-complete with top-of-the-line appliances, sleek

  Janine Tienken Houlihan Lawrence

  84 Nearwater Ln, Darien, CT 06820
• 

  Est $2,079,405 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,808 Sq Ft

  160 Nearwater Ln, Darien, CT 06820

  160 Nearwater Ln, Darien, CT 06820
• 

  

  /40

  $4,295,000 Pending

  • 4 Beds
  • 6 Baths
  • 5,561 Sq Ft

  1 Fox Hill Ln, Darien, CT 06820

  Better than new and completely reimagined by a local designer, this stunning 4-bedroom Colonial offers the perfect blend of luxury, comfort, and functionality. Set on a beautifully manicured one-acre lot, this home welcomes you with soaring 9-foot ceilings and a flexible floor plan designed to suit every lifestyle. The heart of the home is a gourmet kitchen featuring a large island-ideal for

  Janine Tienken Houlihan Lawrence

  1 Fox Hill Ln, Darien, CT 06820
• 

  

  /9

  $4,395 per month

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

  340 Heights Rd Unit 212, 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 1 BR, 1 bath unit features a beautiful bay window in the living room, GE appliances, custom cabinetry, wood-style Luxury Vinyl Tile flooring, and well-appointed finishes. Open floor plan, large

  Beth Vaccaro Brown Harris Stevens

  340 Heights Rd Unit 212, Darien, CT 06820
• 

  $6,125,000 Sold Jul 01, 2025

  • 8,454 Sq Ft
  • $725/SF
  • 212 Days On Market

  • 6 Beds
  • 8 Baths
  • Built 2023

  26 Peach Hill Rd, Darien, CT 06820

  This newly constructed Nantucket-Style Colonial, exudes timeless elegance. The 6 bedroom and 6.2 bathroom home is meticulously designed with high-end finishes and exquisite millwork throughout. An impressive 3-story foyer anchors the expansive main level as formal living and dining rooms seamlessly flow to the family room and gourmet kitchen. While French doors lead to a patio overlooking the

  Janine Tienken Houlihan Lawrence

  26 Peach Hill Rd, Darien, CT 06820
• 

  Est $3,046,631 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,343 Sq Ft

  5 Plymouth Rd, Darien, CT 06820

  5 Plymouth Rd, Darien, CT 06820
• 

  

  /29

  $1,450,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  4 Old Stone Rd, Darien, CT 06820

  Beautifully maintained 3 bedroom, 2 bathroom Cape Cod home nestled on Old Stone Road in the heart of Darien just a very short distance to the Darien Train station, Whole Foods and the new Corbin District. This home offers the perfect blend of small-town charm and modern convenience including an updated kitchen with new appliances, a dedicated work-from-home space, and abundant natural light

  Catherine Russell Brown Harris Stevens

  4 Old Stone Rd, Darien, CT 06820
• 

  

  /9

  $4,650 per month

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

  340 Heights Rd Unit 311, 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 1 BR, 1 bath unit features a large open floorplan, GE appliances, custom cabinetry, wood-style Luxury Vinyl Tile flooring, and well-appointed finishes. The spacious eat-in kitchen features Quartz

  Beth Vaccaro Brown Harris Stevens

  340 Heights Rd Unit 311, Darien, CT 06820
• 

  $1,900,000 Sold Jun 30, 2025

  • 2,265 Sq Ft
  • $839/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1916

  10 Fairfield Ave, Darien, CT 06820

  Charming Colonial in Prime Location: Welcome to this beautifully maintained 3-bedroom, 2.1-bath Colonial, perfectly situated in one of the area's most desirable neighborhoods-just moments from schools, train, and town. Offering a seamless floor plan ideal for both everyday living and entertaining, this home features a thoughtfully renovated gourmet kitchen with a center island, premium finishes,

  Janine Tienken Houlihan Lawrence

  10 Fairfield Ave, Darien, CT 06820
• 

  Est $3,686,201 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,386 Sq Ft

  10 Plymouth Rd, Darien, CT 06820

  10 Plymouth Rd, Darien, CT 06820
• 

  

  /39

  $6,175,000 Pending

  • 6 Beds
  • 5.5 Baths
  • 6,586 Sq Ft

  31 Contentment Island Rd, Darien, CT 06820

  Escape to a world of elegance and serenity at this custom waterfront estate that captures the enchanting essence of New England's coastal charm. Gold Coast Luxury in exclusive Tokeneke Association. Set on a sprawling perched lot, this residence offers an unparalleled living experience with 6 generously sized bedrooms and 5.5 bathrooms. Every room in this meticulously crafted home provides

  Nancy R Dauk Compass Connecticut, LLC

  31 Contentment Island Rd, Darien, CT 06820
• 

  

  /15

  $7,400 per month

  • 2 Beds
  • 2.5 Baths
  • 1,407 Sq Ft
  • Apartment for Rent

  340 Heights Rd Unit 202, 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 with oversized balcony, 2 -1/2 bath unit features a beautiful patio, GE appliances, custom cabinetry, wood-style Luxury Vinyl Tile flooring, and well-appointed finishes. Open floor plan,

  Beth Vaccaro Brown Harris Stevens

  340 Heights Rd Unit 202, 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
• 

  Est $3,856,950 Not Listed For Sale

  • 5 Beds
  • 3.5 Baths
  • 3,431 Sq Ft

  16 Mayflower Rd, Darien, CT 06820

  16 Mayflower Rd, Darien, CT 06820
• 

  

  /28

  $1,995,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,790 Sq Ft

  12 Abbey Rd, Darien, CT 06820

  Welcome to 12 Abbey Road, a picturesque home in one of Darien's most sought-after neighborhoods. This classic colonial has been thoughtfully updated. The main floor features a spacious layout, perfect for both everyday living and entertaining. A stunning dining room flows seamlessly into the newly renovated and spacious eat-in-kitchen. The kitchen has significant counter space, top of the line

  Sarah Caras Houlihan Lawrence

  12 Abbey Rd, Darien, CT 06820
• 

  /2

  $12,500 per month

  • 4 Beds
  • 4.5 Baths
  • 3,186 Sq Ft
  • House for Rent

  2 Sherry Ln, Darien, CT 06820

  Welcome to your Darien escape-pool included. Tucked away on a peaceful cul-de-sac, this beautifully renovated 4-bedroom, 4.1-bathroom home offers the perfect blend of style and comfort. The bright new kitchen features an inviting eat-in nook and flows effortlessly to stone terraces designed for seamless indoor/outdoor entertaining. With multiple living spaces-including a formal dining room,

  Janine Tienken Houlihan Lawrence

  2 Sherry Ln, 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
• 

  /2

  Est $3,055,474 Not Listed For Sale

  • 4 Beds
  • 4 Baths
  • 2,855 Sq Ft

  6 Mayflower Rd, Darien, CT 06820

  6 Mayflower Rd, Darien, CT 06820

Showing Results 161 - 200, Page 5 of 18