5 Bedroom homes for sale & real estate in Darien, CT

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Darien, CT
In Darien, Connecticut, this gracious colonial is a rare combination of space, light, location and value! Beautifully updated and impeccably maintained, this 5-bedroom, 4.5-bath Colonial offers over 5,000 sq. ft. of gracious living on a welcoming Darien cul-de-sac. High ceilings and abundant natural light create a wonderful sense of openness throughout. The remodeled eat-in kitchen flows seamlessly into a spectacular sun-filled, eating area, two-story family room with soaring vaulted ceilings, built-ins, and fireplace. The spacious first floor also offers formal living and dining rooms, a private home office, and bonus/playroom with fireplace. Upstairs are 5 generously sized bedrooms, 3 ful

$2,699,000

5 beds4.5 baths4,084 sq ft

53 Country Club Rd, Darien, CT 06820

Abundant storage • Private home office • 0.5 acre lot

ABOUT THIS HOME
5 Bedroom Homes for Sale in Darien, CT
Set on a protected cove that never goes to mud flats even at low tide, 3 Coves End Road started as a Colonial built in 1912, now completely reimagined as a stunning light-filled contemporary home on a quiet no-outlet street. Long water views and abundant sunlight from every side define the house, with custom French doors opening to multiple decks. The custom kitchen is built for serious cooking and entertaining: wood beams, three sinks including one in the island, Wolf 6-burner cooktop, two Wolf convection wall ovens, two Miele dishwashers and two Sub-Zero refrigerators, plus an oversized mudroom and a Butler's Pantry w/ a 100+ bottle Sub-Zero wine cooler. Formal dining room, study/office w

$7,995,000

5 beds6.5 baths5,172 sq ft

3 Coves End Rd, Darien, CT 06820

Custom kitchen • Lifetime zinc roof • Butler's pantry

ABOUT THIS HOME
5 Bedroom Homes for Sale in Darien, CT
New Construction by noted developer Ritzzo Development. This striking Contemporary Colonial offers 10,000 SF of elevated living on three finished floors. Set on two manicured acres with a heated saltwater pool and built-in BBQ, this house boasts extensive 2026 improvements - including new paint, refinished wide-plank white oak floors, new trim, updated AV, a whole-house generator, and a fully reimagined lower level. Inside, extra high ceilings, custom millwork, and luxurious finishes define every room. The open-plan chef's kitchen features a marble waterfall island and flows into a sun-filled breakfast room + formal living room. A dramatic great room boasts a wet bar, a vaulted beamed ceili

$6,995,000

5 beds7 baths10,213 sq ft

460 Middlesex Rd, Darien, CT 06820

Landscaped acres • Handmade stone walls • Butler's pantry

FOR SALE BY OWNER

ABOUT THIS HOME
5 Bedroom Homes for Sale in Darien, CT
Welcome to your private urban oasis. This meticulously updated home seamlessly blends sleek, contemporary design with massive, functional spaces. Property Highlights Expansive Space: Enjoy 4,600 square feet of freshly renovated interior space. Modern Design: Features an open-concept layout outfitted with high-end, premium finishes. Bonus Storage: Includes a massive attic, perfect for all your extra storage needs. Prime Location While the property itself is engineered for exceptional privacy and quiet relaxation, you are only steps away from local conveniences: Downtown Dining: Vibrant restaurants and entertainment are just around the corner. Family Friendly: Located within short walking dis

$2,200,000

5 beds4 baths4,600 sq ft

13 Silver Lakes Dr, Darien, CT 06820

Massive attic • Nearby train station • Open-concept layout

ABOUT THIS HOME
5 Bedroom Homes for Sale in Darien, CT
Welcome to this beautifully maintained 1994 Colonial, perfectly situated on a premier, flat, dry acre at the end of a quiet, Private Cul-de-Sac. The experience begins the moment you turn down the picturesque driveway, offering a beautiful approach and an immediate sense of privacy upon arrival. Boasting 4,423 square feet of above-grade living space, this home is bathed in incredible natural light throughout. The thoughtfully designed layout features 5 spacious bedrooms and 4.5 well-appointed baths, offering plenty of room for family and guests alike. The heart of the home provides a seamless flow and an incredible space for entertaining friends and family, whether hosting formal dinners or

$3,600,000

5 beds4.5 baths4,423 sq ft

18 Bates Farm Ln, Darien, CT 06820

Natural light • Freshly painted • Picturesque driveway

Property at 700 Hollow Tree Ridge Rd, Darien, CT 06820, 5 beds, 5.5 baths

$3,699,500

5 beds5.5 baths5,500 sq ft

700 Hollow Tree Ridge Rd, Darien, CT 06820

Property at 209-209 Long Neck Point Rd, Darien, CT 06820, 5 beds, 7.5 baths

$12,995,000

5 beds7.5 baths7,610 sq ft

209-209 Long Neck Point Rd, Darien, CT 06820

Property at 222 Brookside Rd, Darien, CT 06820, 5 beds, 5.5 baths

$3,695,000

5 beds5.5 baths10,000 sq ft

222 Brookside Rd, Darien, CT 06820

Property at 20 Locust Hill Rd, Darien, CT 06820, 5 beds, 4.5 baths

$3,249,000

5 beds4.5 baths6,406 sq ft

20 Locust Hill Rd, Darien, CT 06820

Property at 20 Marianne Rd, Darien, CT 06820, 5 beds, 7 baths

$4,199,000

5 beds7 baths6,535 sq ft

20 Marianne Rd, Darien, CT 06820

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Darien, CT
Behind a gated driveway at the quiet end of an Upper Newfield cul de sac sits 1.1 private acres built around a resort style pool with a waterfall, grotto and swim up bar. A stone patio wraps the water with a built in grill, framed by stone walls and mature trees. The house is a five bedroom ranch with three full & 1 1/2 bath, single floor living with a flexible layout that works for extended family, guests or working from home. Light pours in from skylights and an abundance of windows, and the entire back of the house looks out over the pool and grounds. The open living and dining area anchors the main level with a fireplace, hardwood floors and room for multiple seating zones. The ki

$1,450,000

5 beds3.5 baths4,177 sq ft

121 Parry Rd, Stamford, CT 06907

Private acres • Waterfall grotto • Resort style pool

ABOUT THIS HOME
5 Bedroom Homes for Sale in Darien, CT
Experience the pinnacle of in-town living in this meticulously reimagined New Canaan residence. Situated in the heart of the village, this home has undergone a complete rebuild and expansion, resulting in a stunning transformation that mirrors the quality of new construction. Spanning three finished floors, the interior offers five bedrooms and 4.5 luxurious baths. The open light filled floor plan was thoughtfully designed to balance modern practical functionality with exquisite design aesthetic. Outside, the property boasts a rare, large backyard and deck-a private oasis perfect for relaxation or play. Enjoy the ultimate convenience of "walk-to-everything" capability, with a back

$2,895,000

5 beds4.5 baths2,778 sq ft

16 Grace St, New Canaan, CT 06840

Large backyard • Gourmet kitchen • Hardie board siding

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Darien, CT
1716 Shippan Avenue represents a rare opportunity to own a legacy estate on 1.01 acres in Stamford's sought-after Shippan neighborhood. This distinguished Tudor home is comprised of approximately 6,000 square feet of timeless architectural character, sophisticated modern updates, and a thoughtfully designed 2016 renovation by Granoff Architects. With 5 bedrooms, 3 full and 2 half baths, the home is rich in detail, including original stained glass, oak paneling, unique solid oak arched interior doors, and three wood-burning fireplaces. Custom millwork, a Vermont slate roof, and new Marvin windows throughout further showcase the home's exceptional craftsmanship. The beautifully updated second

$4,995,000

5 beds4 baths6,018 sq ft

1716 Shippan Ave, Stamford, CT 06902

Oak paneling • 2016 renovation • Custom millwork

ABOUT THIS HOME
5 Bedroom Homes for Sale in Darien, CT
Exceptional opportunity to own a spacious two-family offering impressive layouts, outdoor living and tremendous future potential. The 1st-floor unit spans approximately 1,365 sq. ft. with 3 bedrooms, 1 full bath, hardwood floors, a large living room with fireplace, formal dining room and well-sized kitchen. A huge screened-in porch and adjoining deck extend the living space and overlook the yard. Upstairs, the expansive 2-bedroom, 1-bath unit features hardwood floors, an oversized eat-in kitchen with pantry, remarkably large bedrooms, excellent closet space and a flexible living room offering potential as a 3rd bedroom. Adding significant value is the 1,300+ sq. ft. walkout lower level with

$889,000

5 beds2 baths2,490 sq ft

114 Pine Hill Ave, Stamford, CT 06906

Walkout lower level • Outdoor living • Adjoining deck

ABOUT THIS HOME
5 Bedroom Homes for Sale in Darien, CT
Welcome Investors, First-Time Homebuyers & Owner-Occupants! Don't miss this incredible opportunity to own a well-maintained 2-family home in the heart of Stamford. Whether you're looking to build wealth through real estate, offset your mortgage with rental income, or expand your investment portfolio, this property offers exceptional versatility and immediate cash flow. Unit 2 is currently rented month-to-month for $2,500/month, providing instant income with the flexibility to continue leasing or occupy in the future. Live in one unit while the rental income helps your mortgage, or rent both units to maximize your return. Ideally located just minutes from Downtown Stamford, Metro-North

$899,000

5 beds2 baths2,900 sq ft

93 George St, Stamford, CT 06902

2 family home • Immediate cash flow • Strong rental demand

FLOOR PLAN

ABOUT THIS HOME
5 Bedroom Homes for Sale in Darien, CT
Nestled on picturesque Morehouse Lane in coveted West Norwalk, just moments from New Canaan and Darien, this exceptional Colonial offers the perfect blend of timeless elegance and modern luxury along the scenic Five Mile River. A dramatic two-story foyer welcomes you into a sun-filled home featuring 9'+ ceilings, rich hardwood floors, and an open-concept layout designed for both everyday living and effortless entertaining. The inviting family room is anchored by a stunning stone fireplace and flows seamlessly into the chef's kitchen, complete with granite countertops, a center island, stainless steel appliances, and an adjacent powder room. Step outside to an expansive Trex deck overlooking

$1,059,000

5 beds3.5 baths3,425 sq ft

22 Morehouse Ln, Norwalk, CT 06850

Water views • Cathedral ceilings • Stone fireplace

Property at 34 Downs Ave, Stamford, CT 06902, 5 beds, 3 baths

$1,295,000

5 beds3 baths3,094 sq ft

34 Downs Ave, Stamford, CT 06902

Property at 68 Old Stamford Rd, New Canaan, CT 06840, 5 beds, 2.5 baths

$1,495,000

5 beds2.5 baths2,788 sq ft

68 Old Stamford Rd, New Canaan, CT 06840

Property at 44 Toms Rd, Stamford, CT 06902, 5 beds, 3.5 baths

$824,999

5 beds3.5 baths2,846 sq ft

44 Toms Rd, Stamford, CT 06902

Property at 48 Driftway Ln, New Canaan, CT 06840, 5 beds, 6 baths

$6,500,000

5 beds6 baths10,655 sq ft

48 Driftway Ln, New Canaan, CT 06840

Property at 36 Larkin St, Stamford, CT 06907, 5 beds, 3.5 baths

$999,000

5 beds3.5 baths2,714 sq ft

36 Larkin St, Stamford, CT 06907

Property at 123 Saddle Rock Rd, Stamford, CT 06902, 5 beds, 5.5 baths

$10,995,000

5 beds5.5 baths5,560 sq ft

123 Saddle Rock Rd, Stamford, CT 06902

Property at 34 Raymond St, Stamford, CT 06902, 5 beds, 2 baths

$949,000

5 beds2 baths3,044 sq ft

34 Raymond St, Stamford, CT 06902

Property at 61 Hobson St, Stamford, CT 06902, 5 beds, 4 baths

$2,000,000

5 beds4 baths3,644 sq ft

61 Hobson St, Stamford, CT 06902

5 Bedroom Homes for Sale in Darien

There are currently 10 5 bedroom homes in Darien. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Darien stay on the market for 27 days and receive 1 offers. Popular neighborhoods include West Norwalk, Rowayton, South Norwalk, Glenbrook, and Long Island. This map is refreshed with the newest listings in Darien every 15 minutes.

In the past month, 16 homes have been sold in Darien. In addition to houses in Darien, there were also 3 condos, 0 townhouses, and 1 multi-family unit for sale in Darien last month. Darien is a minimally walkable city in Fairfield County with a Walk Score of 28. Darien is home to approximately 20,912 people and 7,634 jobs. Find your dream home in Darien using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Darien are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Darien. Our Darien real estate stats and trends will give you more information about home buying and selling trends in Darien. If you're looking to sell your home in the Darien area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Darien with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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