Recently Sold Homes near Middlesex Middle School

• 

  $1,212,000 Sold Jun 06, 2025

  • 1,428 Sq Ft
  • $849/SF
  • 1 Day On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1945

  36 Park Place, Darien, CT 06820

  Welcome to this charming 3-bedroom, 1.5-bath home nestled in a quiet, well-established neighborhood and sitting on a level corner lot. As you enter this classic Cape, the welcoming layout of the main level immediately makes you feel at home. This well-loved family home has been occupied by the same family for over 70 years. It is now ready for a new family to personalize and make your own. The

  Valerie Applebaum Berkshire Hathaway NE Prop.

  36 Park Place, Darien, CT 06820
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• 

  $4,250,000 Sold Jun 06, 2025

  • 8,239 Sq Ft
  • $516/SF
  • 28 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2006

  2 Driftway Ln, Darien, CT 06820

  Welcome to 2 Driftway, a stunning 5-bedroom, 8,239 sq. ft. New England Colonial set on 2 acres in Darien's sought-after Tokeneke neighborhood. Built with A+ construction and high-end European craftsmanship, this home features cathedral ceilings, a dramatic dining room with two-story windows and radiant floor heating, and 18+ foot vaulted ceilings in the formal living, and family rooms, flooding

  Anika Charron Compass Connecticut, LLC

  2 Driftway Ln, Darien, CT 06820
• 

  $6,800,000 Sold Jun 06, 2025

  • 9,872 Sq Ft
  • $689/SF
  • 327 Days On Market

  • 6 Beds
  • 7.5 Baths
  • Built 2023

  28-A Old Farm Rd, Darien, CT 06820

  Nestled within the prestigious Tokeneke Association, this exceptional modern farmhouse is a masterpiece of design, offering a luxurious lifestyle on a grand scale. Boasting 9872 square feet of exquisitely crafted living space, this architectural gem seamlessly combines the timeless charm of a farmhouse with the sophistication of modern luxury. Upon entering, you are greeted by an impressive foyer

  Keiley Fuller Compass Connecticut, LLC

  28-A Old Farm Rd, Darien, CT 06820
• 

  $3,000,500 Sold Jun 05, 2025

  • 5,722 Sq Ft
  • $524/SF
  • 17 Days On Market

  • 7 Beds
  • 6 Baths
  • Built 2016

  15 Gardiner St, Darien, CT 06820

  PRICE IMPROVEMENT. Stunning Colonial. Enjoy low-maintenance living in a spacious, custom-built home on one of Darien's most sought-after streets.7 bedrooms and 6 fulls baths all with detailed millwork make this elegant home an exceptional find. The open, light-filled kitchen with a center island is the heart of the main floor, effortlessly flowing into the gracious family room on one side and a

  Kathryn Bates Compass Connecticut, LLC

  15 Gardiner St, Darien, CT 06820
• 

  $2,351,000 Sold Jun 03, 2025

  • 2,762 Sq Ft
  • $851/SF
  • 13 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1964

  4 Duffys Ln, Darien, CT 06820

  Welcome to your new home! This fully renovated 4-bedroom, 2.5-bath beauty is tucked away on a quiet cul-de-sac, just over a mile from the beach in a top-rated, award-winning school district. Inside, you'll love the bright, open layout, updated kitchen, and modern finishes throughout. There's plenty of space to relax, entertain, and make memories. The bedrooms are spacious and comfortable,

  Stephanie Slatkow Houlihan Lawrence

  4 Duffys Ln, Darien, CT 06820
• 

  $1,950,000 Sold Jun 02, 2025

  • 2,692 Sq Ft
  • $724/SF
  • 7 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1951

  22 Cherry St, Darien, CT 06820

  Walk to train and town from this 4-bedroom sun filled home with soaring 9 foot ceilings and hardwood floors throughout. The generous entry foyer welcomes you to a spacious family room with beautiful moldings, an electric fireplace and sunlight galore! The formal dining room with gorgeous, detailed molding is great for holiday gatherings and is adjacent to the gourmet kitchen with a large island,

  Casey Lange Compass Connecticut, LLC

  22 Cherry St, Darien, CT 06820
• 

  $1,600,000 Sold May 30, 2025

  • 2,633 Sq Ft
  • $608/SF
  • 12 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1957

  4 Kelsey St, Darien, CT 06820

  A Commuter's Delight! Beginning from the lower level & up, this terrific new listing is as close to brand new as you can get! The unique floor plan offers great flexibility w/open entertaining space on the main level in addition to a bonus den/office/potential 5th BR & full bathroom. The 2nd floor delivers a stylish Primary bedroom suite w/plentiful closet space & a luxurious en-suite bathroom.

  Carlalisa Giansanti Outlook Realty

  4 Kelsey St, Darien, CT 06820
• 

  $7,400,000 Sold May 29, 2025

  • 10,829 Sq Ft
  • $683/SF
  • 107 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 2025

  92 Half Mile Rd, Darien, CT 06820

  New Construction

  Kathryn Bates Compass Connecticut, LLC

  92 Half Mile Rd, Darien, CT 06820
• 

  $3,033,000 Sold May 29, 2025

  • 2,787 Sq Ft
  • $1088/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1928

  13 Outlook Dr, Darien, CT 06820

  Move right into this completely renovated home on a sought-after street in the Hindley School district. The kitchen and bathrooms have all been thoughtfully remodeled for today's lifestyle while preserving the charm and integrity of this classic Tudor. With a sunny open kitchen-family room, separate vaulted ceiling office/sunroom, and living and dining rooms, the spacious floor plan allows for

  Carolyn Brook William Pitt Sotheby's Int'l

  13 Outlook Dr, Darien, CT 06820
• 

  $2,215,000 Sold May 29, 2025

  • 2,374 Sq Ft
  • $933/SF
  • 10 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1953

  13 Pasture Ln, Darien, CT 06820

  GIVEN THIS IS A HOLIDAY WEEKEND THE TRUSTEES FOR THIS PROPERTY HAVE REQUESTED OFFERS BE SUBMITTED VIA EMAIL TO THE LISTING BROKERS BY NOON WEDNESDAY APRIL 23RD. Located on one of Darien's most sought-after cul-de-sacs this Cape Cod Colonial on 1.14 acres and an East / West orientation is available for the first time in over 70 years. This property is perfect for those looking to bring their

  Holly Hawes Compass Connecticut, LLC

  13 Pasture Ln, Darien, CT 06820
• 

  $4,400,000 Sold May 29, 2025

  • 6,805 Sq Ft
  • $647/SF
  • 10 Days On Market

  • 5 Beds
  • 6.5 Baths
  • Built 1960

  12 Kona Rd, Darien, CT 06820

  Welcome to 12 Kona Rd-Where Elegance Meets Modern Sophistication. Nestled on over an acre at the end of a quiet cul-de-sac, this stunning 5 bedroom,6.5 bath colonial offers the perfect blend of privacy, tranquility & convenience in one of Darien's most coveted neighborhoods. With 6,805 sq. ft of beautifully updated living space, this home is just minutes from town, trains & top-rated schools.

  Patricia Redican Houlihan Lawrence

  12 Kona Rd, Darien, CT 06820
• 

  $1,976,000 Sold May 27, 2025

  • 1,918 Sq Ft
  • $1030/SF
  • 7 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1939

  35 Intervale Rd, Darien, CT 06820

  Old England meets New England in this stylish and sophisticated 1939 cape. Thoughtful, full-house renovation includes all new Anderson Architect A-series windows, Maibec white cedar shingles, Azek trim, new roof, and copper gutters. Custom kitchen cabinetry built by New England Artisans finished with lacquered brass hardware, plus Carrera marble counters, Shaws fireclay sinks and top-of-the-line

  Sara Hesli Houlihan Lawrence

  35 Intervale Rd, Darien, CT 06820
• 

  $2,355,000 Sold May 23, 2025

  • 2,388 Sq Ft
  • $986/SF
  • 9 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1916

  2620 Post Rd, Darien, CT 06820

  Welcome to 2620 Post Road - A Waterfront Retreat with Unmatched Convenience. Discover the perfect blend of tranquility and accessibility in this architectural gem, perched high above Holly Pond with breathtaking water views and stunning sunsets. Built in 1916, this meticulously maintained four-bedroom, 3.5-bath home seamlessly balances historic charm with thoughtful updates, while preserving its

  Eileen Murphy William Pitt Sotheby's Int'l

  2620 Post Rd, Darien, CT 06820
• 

  $1,856,000 Sold May 22, 2025

  • 2,555 Sq Ft
  • $726/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1926

  129 Holmes Ave, Darien, CT 06820

  Fantastic opportunity to own this sun-filled, turn-key 4 bedroom, 2 1/2 bath home in a lovely Darien neighborhood, walkable to the Noroton Heights train station and adjacent to Woodland Park Nature Preserve! As you step into this quintessential 1926 colonial, you are greeted by open space and an extra large living room that flows into a sweet separate alcove and a gracious formal dining room. The

  Michelle Donzeiser Compass Connecticut, LLC

  129 Holmes Ave, Darien, CT 06820
• 

  $3,815,139 Sold May 21, 2025

  • 5,950 Sq Ft
  • $641/SF
  • 6 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2017

  25 Gardiner St, Darien, CT 06820

  Welcome to 25 Gardiner Street - a stunning modern farmhouse thoughtfully blending contemporary elegance with timeless design. Offering three full floors of living space plus a beautifully finished basement, this 6-bedroom home is ideal for both relaxed living and effortless entertaining. Step inside to find soaring ceilings, abundant natural light, and high-end finishes throughout. The

  Nellie Snell William Raveis Real Estate

  25 Gardiner St, Darien, CT 06820
• 

  $4,450,325 Sold May 21, 2025

  • 6,012 Sq Ft
  • $740/SF
  • 7 Days On Market

  • 5 Beds
  • 7 Baths
  • Built 2019

  10 Holly Ln, Darien, CT 06820

  Welcome to 10 Holly Lane, a custom modern Colonial built in 2019 by Fox Hill Builders nestled in one of Darien's most sought-after neighborhoods. This exquisite residence offers the perfect blend of elegance and comfort. Its 10' ceilings on the first floor allow natural light to stream throughout the home making it an ideal sanctuary for discerning homeowners. Boasting approximately 6,012 square

  Chichi Mayhew Compass Connecticut, LLC

  10 Holly Ln, Darien, CT 06820
• 

  $2,600,000 Sold May 20, 2025

  • 3,192 Sq Ft
  • $815/SF
  • 63 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1957

  362 Hollow Tree Ridge Rd, Darien, CT 06820

  Oversize 5+ acre lot with charming home in 2 acre zone. Home features a 1st floor primary suite and adjacent solarium. Gracious living room with large fireplace, home office with fireplace, formal dining room and step down sun room/family room opens to the terrace and swimming pool. Mud room with laundry and powder room as well as rear entrance from the pool sits adjacent to the cooks kitchen.

  Deborah Ward Sotheby's International Realty

  362 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  $4,350,000 Sold May 19, 2025

  • 7,500 Sq Ft
  • $580/SF
  • 14 Days On Market

  • 6 Beds
  • 8.5 Baths
  • Built 2024

  250 Tokeneke Rd, Darien, CT 06820

  Welcome to 250 Tokeneke Road, a breathtaking 7,500 sq. ft. custom-built home that blends luxury, comfort, and convenience just minutes from Rowayton Village, the Corbin District, and downtown Darien. New construction at its finest! Step inside to soaring ceilings, exquisite millwork, and high-end finishes that create an elegant yet inviting atmosphere. The open-concept design seamlessly connects

  Nellie Snell William Raveis Real Estate

  250 Tokeneke Rd, Darien, CT 06820
• 

  

  /37

  $4,500,000 Sold May 16, 2025

  • 7,555 Sq Ft
  • $596/SF
  • 16 Days On Market

  • 6 Beds
  • 9 Baths
  • Built 2025

  118 Leroy Ave, Darien, CT 06820

  Exquisite newly constructed home with 4 finished levels boasts 6 bedrooms, 7 full baths and 2 half baths with over 7,500 sq ft of beautiful finished living space. Thoughtfully designed, the main level features an open floor plan highlighted by a two story entryway, large windows that flood the house with natural light, and elegant living and dining rooms. Custom kitchen complete with butler's

  George Flagg William Raveis Real Estate

  118 Leroy Ave, Darien, CT 06820
• 

  $4,710,000 Sold May 16, 2025

  • 5,000 Sq Ft
  • $942/SF
  • 49 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2013

  35 Plymouth Rd, Darien, CT 06820

  This stunning custom-designed waterfront Colonial, crafted by the renowned architect, Roger Bartels, is located in the coveted Noroton Bay Association, with private beach, kayak storage, mooring berths, snack bar, and playground. Completed in 2014, this exquisite residence features 5 bedrooms and 6 bathrooms, showcasing meticulous attention to detail, beautifully handcrafted floating staircases,

  Jennifer Leahy Compass Connecticut, LLC

  35 Plymouth Rd, Darien, CT 06820
• 

  $2,150,000 Sold May 15, 2025

  • 2,513 Sq Ft
  • $856/SF
  • 28 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1927

  64 Middlesex Rd, Darien, CT 06820

  Located in a most convenient and desirable Darien location this Circa 1927 Colonial exudes vintage charm seamlessly blended with today's most sought after amenities. Light-filled principal rooms include a large Living Room with fpl. and Formal Dining Room with chair rail molding and French Doors to the heart of the house, the chef-worthy Kitchen and adjoining Family Rm. The Kitchen is a culinary

  Ginny Fingelly William Pitt Sotheby's Int'l

  64 Middlesex Rd, Darien, CT 06820
• 

  

  /7

  $2,000,000 Sold May 09, 2025

  • Land
  • 8 Acres
  • $262,123 per Acre

  • 43 Days On Market

  660 Hollow Tree Ridge Rd, Darien, CT 06820

  An exceptional and unique opportunity awaits — rarely, if ever, does land of this quality and location come to market! Dream, create and escape to your sanctuary with this breathtaking and flat 7.62-acre property nestled in coveted Darien, CT. Boasting 2.74 buildable acres, this one-of-a-kind parcel offers an unparalleled canvas to create your custom masterpiece. Imagine waking up to serene

  Jennifer Leahy Compass Connecticut, LLC

  660 Hollow Tree Ridge Rd, Darien, CT 06820
• 

  $2,300,000 Sold May 08, 2025

  • 3,599 Sq Ft
  • $639/SF
  • 13 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1942

  15 Phillips Ln, Darien, CT 06820

  Welcome to 15 Phillips Lane! This inviting residence is nestled in one of Darien's most sought-after neighborhoods. Originally part of The Phillips Estate, this home combines historical charm with modern updates for a truly unique living experience. Meticulously maintained and thoughtfully updated, you'll find space for everyone that's both stylish and functional. Spanning 3,599 square feet, this

  Cristina Veeder Compass Connecticut, LLC

  15 Phillips Ln, Darien, CT 06820
• 

  $1,700,000 Sold May 08, 2025

  • 3,658 Sq Ft
  • $465/SF
  • 12 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1975

  520 Hoyt St, Darien, CT 06820

  This classic Colonial blends timeless elegance with modern comforts. The sunlit interiors feature a formal living room, dining room, and a cozy family room with a fireplace. The gourmet kitchen, with high-end appliances and a large island, serves as the heart of the home. Upstairs includes a serene primary suite with bath, three additional bedrooms, and another full bath. The finished lower

  Janine Tienken Houlihan Lawrence

  520 Hoyt St, Darien, CT 06820
• 

  $3,108,000 Sold May 07, 2025

  • 3,948 Sq Ft
  • $787/SF
  • 9 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1916

  24 Swifts Ln, Darien, CT 06820

  Discover timeless elegance in this wonderful colonial nestled on 1.39 acres on a desirable private street in the Hindley district. With nearly 4000 sf of living space, this home marries historic charm with modern updates including kitchen and baths. Great flow between rooms, with sunny and well sized spaces throughout, the home has delightful views of the expansive property. Featuring a large

  Keiley Fuller Compass Connecticut, LLC

  24 Swifts Ln, Darien, CT 06820
• 

  $7,423,000 Sold May 06, 2025

  • 4,319 Sq Ft
  • $1719/SF
  • 133 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1906

  3 Pratt Island, Darien, CT 06820

  Exceptional opportunity to own one the finest waterfront properties in Fairfield County! Welcome to 3 Pratt Island, a 1.4 acre lot with a 200' south-facing private beach. The location comes with an oversized, protected deep water dock with multiple slips. Stunning water views are yours from all angles. Enjoy being lulled to sleep with the sound of lapping waves. The property is nestled in a

  Keiley Fuller Compass Connecticut, LLC

  3 Pratt Island, Darien, CT 06820
• 

  $3,611,850 Sold May 05, 2025

  • 3,738 Sq Ft
  • $966/SF
  • 9 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1961

  10 Winding Ln, Darien, CT 06820

  Just Perfect! Nestled in the heart of the prestigious Tokeneke Association, 10 Winding Lane is a masterfully remodeled smart home, designed for effortless luxury and year-round comfort. Freshly painted and meticulously maintained, this turnkey 4-bedroom, 3 1/2-bath retreat blends timeless elegance with modern convenience. At the heart of the home, the gourmet DEANE-designed kitchen is a chef's

  Tamara Hanford Hughes Houlihan Lawrence

  10 Winding Ln, Darien, CT 06820
• 

  $1,938,000 Sold May 05, 2025

  • 1,996 Sq Ft
  • $971/SF
  • 5 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1921

  88 Gardiner St, Darien, CT 06820

  Showings start Saturday, 3/8!! Nestled in one of Darien's most sought-after neighborhoods, this beautifully updated and extensively renovated move-in ready 3-bedroom, 4-bathroom home offers the perfect blend of space, charm, and convenience. Situated just moments from the Noroton Heights train station and the new developments at Darien Commons and Heights Crossing, the location provides easy

  Katharine Gray Bunoski Compass Connecticut, LLC

  88 Gardiner St, Darien, CT 06820
• 

  $1,052,000 Sold May 02, 2025

  • 1,285 Sq Ft
  • $819/SF
  • 15 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1988

  7 Darien Close, Darien, CT 06820

  Spacious and spotless! This is a private end unit condo at Darien Close in the heart of downtown Darien. Walk to shops,restaurants and Tilley Park. The unit is full of light in every room. It's all freshly painted and baths have been updated with new vanities and showers.This is an open floor plan with two story ceilings in every room. There is new carpet in the bedrooms,a new oven and new

  karen Brewer William Pitt Sotheby's Int'l

  7 Darien Close, Darien, CT 06820
• 

  $2,600,000 Sold May 01, 2025

  • 3,316 Sq Ft
  • $784/SF
  • 8 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1930

  177 Leroy Ave, Darien, CT 06820

  Welcome to The Wedding Cottage. This charming colonial was built in 1930 and is nestled on a 2.98-acre lot in the heart of town. With exquisite period moldings and millwork, stunning architectural details, brick and wide plank flooring, in a rare and unique setting; it's a special place to call home. It offers a large kitchen with gourmet appliances and a gas fireplace, a beautifully paneled

  Kim Swift Houlihan Lawrence

  177 Leroy Ave, Darien, CT 06820
• 

  $1,205,000 Sold May 01, 2025

  • 2,106 Sq Ft
  • $572/SF
  • 14 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1956

  13 Ridgeview Ave, Darien, CT 06820

  This lovely Colonial-style home is situated on a peaceful cul-de-sac, offering both comfort and convenience on a beautifully landscaped .18 acres. With four bedrooms and three full baths, it provides flexible living spaces ideal for a variety of lifestyles. The main level features a bright family room perfect for relaxing. The kitchen, equipped with stainless steel appliances, opens seamlessly to

  Deborah Hidy Houlihan Lawrence

  13 Ridgeview Ave, Darien, CT 06820
• 

  $2,900,000 Sold Apr 29, 2025

  • 2,860 Sq Ft
  • $1014/SF
  • 5 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1953

  14 Driftway Ln, Darien, CT 06820

  TENNIS ANYONE? Welcome to this stunning residence located on the sought-after Driftway Lane in Darien, CT. This spacious and light-filled home offers everything you need for comfortable living and entertaining. Nestled on an expansive 1.51-acre lot, the property features a private tennis court, perfect for both avid players and those seeking an active lifestyle. With 2,860 square feet of living

  Deirdre McGovern Compass Connecticut, LLC

  14 Driftway Ln, Darien, CT 06820
• 

  $1,150,000 Sold Apr 28, 2025

  • 1,866 Sq Ft
  • $616/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1947

  44 Walmsley Rd, Darien, CT 06820

  Location, location location........Move right into this 3 BR cape, a very short distance to the new Heights Shopping Center and New Haven railroad and located in one of Darien's most sought after neighborhoods. As you enter the home, you walk into a sun filled living room that flows directly into the updated, eat in kitchen. Completing the first floor are a 4th bedroom/office, a dining room and a

  Debbie Lawrence Brown Harris Stevens

  44 Walmsley Rd, Darien, CT 06820
• 

  $1,350,000 Sold Apr 25, 2025

  • 2,808 Sq Ft
  • $481/SF
  • 14 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1916

  319 Middlesex Rd, Darien, CT 06820

  Welcome to 319 Middlesex, where classic charm meets modern comfort! This stunning 4-bed, 3-full-bath home boasts a spacious and thoughtfully designed layout, featuring 9-foot ceilings on the 1st floor and a beautifully renovated kitchen. Nestled on a level lot, the home offers inviting spaces both inside & out. A sun-drenched sunroom welcomes you, perfect for greeting guests or enjoying peaceful

  Sarah Fair William Raveis Real Estate

  319 Middlesex Rd, Darien, CT 06820
• 

  $2,450,000 Sold Apr 18, 2025

  • 3,204 Sq Ft
  • $765/SF
  • 21 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1939

  15 Chester Rd, Darien, CT 06820

  Beautiful, fully-renovated colonial with a modern farmhouse style located on a quiet dead-end street, backing up to a 64 acre Woodland Park Nature Preserve within walking distance to schools. Enjoy the beautiful finishes with period charm, hardwood floors with walnut inlays, pocket doors and original brass/glass hardware. Chefs kitchen with high-end Bosch appliances, 10K Fisher Paykel gas stove,

  Katherine Geerer Coldwell Banker Realty

  15 Chester Rd, Darien, CT 06820
• 

  $3,525,000 Sold Apr 18, 2025

  • 4,900 Sq Ft
  • $719/SF
  • 7 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1953

  5 Fox Hill Ln, Darien, CT 06820

  Nestled in the heart of one of Darien's most coveted neighborhoods, 5 Fox Hill Lane is a remarkable residence that is not to be missed! Upon entering, you are greeted by a gracious foyer with a vaulted ceiling, which bathes the space in natural light and creates a smooth flow into the rest of the home. The kitchen and family room, two of the most utilized spaces in the home, do not disappoint.

  Kristin Nemec William Pitt Sotheby's Int'l

  5 Fox Hill Ln, Darien, CT 06820
• 

  $3,875,000 Sold Apr 17, 2025

  • 4,924 Sq Ft
  • $787/SF
  • 16 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 1970

  3 Contentment Island Rd, Darien, CT 06820

  Serenity. Bright and cheerful, this picturesque home with water views in the heart of Tokeneke will take your breath away. Designed with enjoyment in mind, the balconies from the second floor capture Long Island Sound, Scotts Cove and majestic views of your own private salt water pond with fountain on this 1.4 level acre property. Spend your evening unwinding in your screened in porch or step

  Nancy R Dauk Compass Connecticut, LLC

  3 Contentment Island Rd, Darien, CT 06820
• 

  $1,400,000 Sold Apr 15, 2025

  • 1,440 Sq Ft
  • $972/SF
  • 7 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1926

  223 Middlesex Rd, Darien, CT 06820

  Welcome to 223 Middlesex Road, a charming 3-bedroom, 1.5-bathroom Colonial home nestled in the heart of Darien, Connecticut. Built in 1926, this residence spans a total of 1,440 square feet and is situated on a 0.21-acre lot. As you step inside, you'll be greeted by a warm and inviting atmosphere that seamlessly blends classic charm with modern amenities. The main floor features a spacious

  Cristina Veeder Compass Connecticut, LLC

  223 Middlesex Rd, Darien, CT 06820
• 

  $2,100,000 Sold Apr 15, 2025

  • 2,856 Sq Ft
  • $735/SF
  • 9 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1977

  107 Leroy Ave, Darien, CT 06820

  Welcome to this move-in ready Colonial home located at 107 Leroy Avenue in the heart of Darien, CT. This warm and inviting residence offers the perfect blend of classic elegance and modern comfort, nestled on an expansive .71 acre lot. Step inside to discover a spacious 2,166 square foot interior thoughtfully designed for both relaxation and entertaining. The heart of the home is the beautifully

  Deirdre McGovern Compass Connecticut, LLC

  107 Leroy Ave, Darien, CT 06820
• 

  $3,310,000 Sold Apr 15, 2025

  • 4,931 Sq Ft
  • $671/SF
  • 8 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1965

  16 Stonewall Ln, Darien, CT 06820

  Nestled on a quiet cul-de-sac, this sprawling Cape is the perfect blend of classic charm and modern updates. Ideally located just moments from Darien's vibrant town center and train station, you'll enjoy ultimate convenience without sacrificing privacy or tranquility. Set on a flat, expansive lot that backs up to one of Darien's most prestigious golf courses, the property boasts sweeping views

  Amanda Spatola Houlihan Lawrence

  16 Stonewall Ln, Darien, CT 06820

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