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

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Greenwich, CT
A rare blend of privacy, luxury + modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres w a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living + entertaining spaces. Primary suite features vaulted ceiling + dual dressing rooms, while a dramatic FR showcases soaring ceiling + three walls of windows. The new chef's kitchen boasts a large island, Sub-Zero appliances, butler's pantry w wine fridge + custom cabinetry. Multiple gathering spaces incl formal living + dining rooms plus family rooms on 2nd floor + walk-out LL. Outdoor living is enhanced by a spacious terrace w kitchen overlooking the pool + land

$5,995,000

5 beds5.5 baths8,208 sq ft

20 Cutler Rd, Greenwich, CT 06831

Private acres • Custom cabinetry • Butler's pantry

Houlihan Lawrence Inc.

ABOUT THIS HOME
5 Bedroom Homes for Sale in Greenwich, CT
Beautifully updated Colonial offers an open floor plan with four floors of living. A sun-drenched, chef-caliber kitchen and adjoining family room form the heart of the home, complemented by elegant formal rooms and a private ground-floor office and sunroom with full bath. The upper level includes a primary suite with a large dressing room, fireplace and a superbly updated bath along with two ensuite bedrooms. The third floor features a private retreat with two adjoining bedrooms and a full bath. Enhancing the lifestyle experience, the lower level features a gym and sauna, while the outdoors showcase a pool with spa, sport court, and a level, private yard. Move in ready.

$2,995,000

5 beds5.5 baths5,216 sq ft

4 Banksville Rd, Greenwich, CT 06831

0.71 acre lot • Pool • Built 1985

ABOUT THIS HOME
5 Bedroom Homes for Sale in Greenwich, CT
Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq. ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c. 1885 Queen Anne-style cottage with sleeping loft, kitchenette, and full bath -the only remaining structure from one of Greenwich's Great Estates. Tremendous potential to build new 10,584 sq. ft. house offering unparalleled waterfront living. Close proximity to Byram Park with a public pool, beach, marina and boat launch for G

$10,350,000

5 beds4 baths8,223 sq ft

111 Byram Shore Rd, Greenwich, CT 06830

Antique cottage • 80 ft dock • Sandy boat launch

ABOUT THIS HOME
5 Bedroom Homes for Sale in Greenwich, CT
Reynwood Manor | set on completely flat 4 serene acres in coveted Back Country Greenwich, this impressive contemporary estate blends striking architecture with comfortable, light-filled living. The main level showcases 9-ft + ceilings, hardwood floors, and walls of glass that open to expansive terraces and level lawns. A gracious living room with fireplace, formal dining room, and library with custom built-ins complement the cathedral-ceiling family room and wet-bar den, creating ideal flow for entertaining. The primary suite on the main floor provides a peaceful retreat with a remodeled bath, walk-in closet, hardwood floors, and private sliders to the terrace. Upstairs are four additional

$4,495,000

5 beds5.5 baths5,670 sq ft

6 Reynwood Mnr, Greenwich, CT 06831

Private sliders • Flat 4 acres • Expansive terraces

VIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Greenwich, CT
Move right into this five-bedroom Colonial on . 88 of an acre on a quiet street. Interior features a bright eat-in kitchen that opens to a great room with dining area, stone fireplace and multiple French doors leading to yard and terraces, great for relaxing or entertaining. There is also a large family room with pool table, full bath and fireplace. Spacious guest suite or office with its own entrance to outside, and mudroom with full bath finish out the main level. The upstairs offers a flexible layout. Primary suite features a dressing room, walk-in closet, and two full baths. Open hallway with Juliet balcony leads to a bedroom with en-suite bathroom and walk-in closet, two additional bed

$2,700,000

5 beds7 baths5,607 sq ft

53 Shady Ln, Greenwich, CT 06831

0.88 acre lot • 3 garage spots • Built 1901

Property at 145 Porchuck Rd, Greenwich, CT 06831, 5 beds, 4.5 baths

$3,195,000

5 beds4.5 baths4,209 sq ft

145 Porchuck Rd, Greenwich, CT 06831

Property at 201 Shore Rd, Greenwich, CT 06830, 5 beds, 4 baths

$2,350,000

5 beds4 baths3,598 sq ft

201 Shore Rd, Greenwich, CT 06830

Coldwell Banker Realty

Property at 7 Curt Ter, Greenwich, CT 06831, 5 beds, 4.5 baths

$2,995,000

5 beds4.5 baths7,720 sq ft

7 Curt Ter, Greenwich, CT 06831

Property at 399 Stanwich Rd, Greenwich, CT 06830, 5 beds, 4.5 baths

$3,499,000

5 beds4.5 baths5,389 sq ft

399 Stanwich Rd, Greenwich, CT 06830

Property at 50 Dingletown Rd, Greenwich, CT 06830, 5 beds, 8 baths

$16,750,000

5 beds8 baths13,031 sq ft

50 Dingletown Rd, Greenwich, CT 06830

Property at 48 Lexington Ave, Greenwich, CT 06830, 5 beds, 5.5 baths

$7,699,000

5 beds5.5 baths7,028 sq ft

48 Lexington Ave, Greenwich, CT 06830

William Raveis Real Estate

Property at 868 North St, Greenwich, CT 06831, 5 beds, 6 baths

$5,200,000

5 beds6 baths5,040 sq ft

868 North St, Greenwich, CT 06831

Property at 10 Birch Ln, Greenwich, CT 06830, 5 beds, 6.5 baths

$8,750,000

5 beds6.5 baths9,619 sq ft

10 Birch Ln, Greenwich, CT 06830

Property at 21 Calhoun Dr, Greenwich, CT 06831, 5 beds, 8.5 baths

$6,500,000

5 beds8.5 baths7,632 sq ft

21 Calhoun Dr, Greenwich, CT 06831

Property at 59 Locust St Unit A, Greenwich, CT 06830, 5 beds, 6.5 baths

$3,995,000

5 beds6.5 baths4,570 sq ft

59 Locust St Unit A, Greenwich, CT 06830

Property at 65 Sherwood Pl, Greenwich, CT 06830, 5 beds, 5.5 baths

$2,695,000

5 beds5.5 baths2,885 sq ft

65 Sherwood Pl, Greenwich, CT 06830

Property at 65 Sherwood Pl #65, Greenwich, CT 06830, 5 beds, 5.5 baths

$2,695,000

5 beds5.5 baths2,885 sq ft

65 Sherwood Pl #65, Greenwich, CT 06830

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Greenwich, CT
* All offers are requested by Monday, 12/22 at Noon for seller consideration. Location, Location, Location! An exceptional opportunity in a sought-after Westover cul-de-sac neighborhood, this home sits on 1.4 acres of level, usable land with city water and city sewer. Thoughtfully designed, it offers generous rooms, great flow, and abundant natural light-an ideal canvas ready to shine again with your personal touch. Entertaining is effortless with a hardwood-floor living room that opens to a large dining room. The sun-filled eat-in country kitchen and family room feature a fireplace and sliders to an expansive deck, creating seamless indoor-outdoor living with serene views. A main-level hom

$1,000,000

5 beds4 baths3,252 sq ft

136 Knobloch Ln, Stamford, CT 06902

1.4 acres of land • Large dining room • Westover cul-de-sac

ABOUT THIS HOME
5 Bedroom Homes for Sale in Greenwich, CT
EXTRAORDINARY RYE ESTATE; 2 HOMES on 5 SPRAWLING ACRES. .. .. A RARE FIND! 5BR / 4.5Bth STATELY COLONIAL incl nearly 5000SF of Living Space + Modern 3BR / 3Bth 1600+SF GUESTHOUSE. MAIN HOUSE offers Grand Entry Foyer, Formal Dining Room, Livingroom w/ Wood-Burning Fireplace & Study. Eat-in kitchen w/ Lg Center Island, Stainless Steel Appliances + Terrace with Scenic Views. Adjoining Warm & Inviting Family Room anchored by a stone fireplace & Entertainment Alcove w/ Wet Bar. Glass Enclosed Sunroom w/ Atrium-style Windows & Sweeping Views of Park-like Grounds during every Season. Privacy & Comfort are offered on the upper level in the Primary Bedroom w/ Ensuite in

$4,250,000

5 beds4.5 baths4,796 sq ft

415 Grace Church St, Rye, NY 10580

Covered patio • Scenic views • 5 sprawling acres

Listing by ERA Insite Realty Services

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Greenwich, CT
Don't miss this rare opportunity to own NEW construction in a desirable mid city, cul de sac neighborhood location. One of only two homes remaining in this 10-lot subdivision. This 5 bedroom, 3.5 bath colonial is comfortably proportioned and thoughtfully designed throughout with a relaxed, transitional style. The main level features an open and welcoming floor plan that easily connects living spaces. First and second floor home office options. The finished lower level adds versatility with a bedroom featuring a large-scale window for natural light, full bathroom, and pleasant sitting room-ideal for guest accommodations, in-law suite, teen retreat, or rec space. Excellent storage throughout

$1,495,000

5 beds3.5 baths3,119 sq ft

12 Walnut Ridge Ct, Stamford, CT 06905

New construction • 10-lot subdivision • Home office options

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Greenwich, CT
Exceptional NEW construction in a coveted mid-city location offers the perfect blend of refined easy living. This sensational 5-bedroom, 4.5 bathroom home with well proportioned rooms throughout, showcases sophisticated design together with an open-concept. The gourmet kitchen serves as the heart of the home, boasting a large center island, walk-in pantry, and abundant cabinet and counter space for the discerning chef. A fireplace and wet bar enhance the space with seamless access to an oversized deck. Four second floor bedrooms, 3 full baths and a full sized laundry room add to the comfort of this level. Thoughtful details include a fabulous mudroom with built ins for everyday convenience.

$1,849,000

5 beds4.5 baths4,278 sq ft

6 Walnut Ridge Ct, Stamford, CT 06905

Large center island • Oversized deck • Gourmet kitchen

ABOUT THIS HOME
5 Bedroom Homes for Sale in Greenwich, CT
Nestled at the edge of Shippan Point, this stunning coastal retreat offers modern luxury and serene water views just moments from the Long Island Sound. Built in 2011 above the flood plain-with a transferable FEMA policy under $800/year-this 5-bedroom, 3.5-bath home combines timeless design with practical comfort across a light-filled, open layout. The heart of the home is a gourmet kitchen with a marble backsplash, premium fixtures, and seamless flow into the family room with fireplace and formal dining area-perfect for entertaining. The main level also features a bright second living room, home office, and guest suite. Recent upgrades include a new electrical system, enhanced mechanicals,

$2,125,000

5 beds3.5 baths4,154 sq ft

75 Saddle Rock Rd, Stamford, CT 06902

0.3 acre lot • Built 1930 • Listed 49 days

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Greenwich, CT
Welcome to 150 Wildwood Road, an exceptional new construction residence that perfectly blends timeless colonial architecture with modern sophistication. Set on 1.12 private acres in one of Stamford's most sought-after neighborhoods, this 9,349-square-foot masterpiece showcases superior craftsmanship and thoughtful design by a respected local builder known for quality and attention to detail. This modern colonial offers four fully finished levels of luxurious living space, designed for both everyday comfort and elegant entertaining. From the moment you enter, you're greeted by a 2-story foyer, sun-filled open spaces, and exquisite mill work throughout. The main level features a grand foyer,

$3,099,000

5 beds6 baths9,394 sq ft

150 Wildwood Rd, Stamford, CT 06903

Private acres • New construction • Thoughtful design

Property at 271 Hunting Ridge Rd, Stamford, CT 06903, 5 beds, 3.5 baths

$2,150,000

5 beds3.5 baths5,593 sq ft

271 Hunting Ridge Rd, Stamford, CT 06903

Property at 340 Locust Ave, Port Chester, NY 10573, 5 beds, 3 baths

$890,000

5 beds3 baths2,868 sq ft

340 Locust Ave, Port Chester, NY 10573

Listing by Santos Realty Group, LLC

Property at 76 Glen Oaks Dr, Rye, NY 10580, 5 beds, 4.5 baths

$3,495,000

5 beds4.5 baths3,984 sq ft

76 Glen Oaks Dr, Rye, NY 10580

Listing by Houlihan Lawrence Inc.

Property at 185 Interlaken Rd, Stamford, CT 06903, 5 beds, 4.5 baths

$1,488,000

5 beds4.5 baths6,274 sq ft

185 Interlaken Rd, Stamford, CT 06903

Property at 6 Love Ln, Harrison, NY 10528, 5 beds, 5 baths

$2,300,000

5 beds5 baths6,704 sq ft

6 Love Ln, Harrison, NY 10528

Listing by Julia B Fee Sothebys Int. Rlty

Property at 20 Stonewall Cir, West Harrison, NY 10604, 5 beds, 5.5 baths

$3,250,000

5 beds5.5 baths6,932 sq ft

20 Stonewall Cir, West Harrison, NY 10604

Listing by HomeSmart Homes & Estates

Property at 1 Cedar Ln, Purchase, NY 10577, 5 beds, 6 baths

$3,795,000

5 beds6 baths9,088 sq ft

1 Cedar Ln, Purchase, NY 10577

Listing by Julia B Fee Sothebys Int. Rlty

Property at 147 Mianus River Rd, Bedford, NY 10506, 5 beds, 5 baths

$4,550,000

5 beds5 baths4,437 sq ft

147 Mianus River Rd, Bedford, NY 10506

Listing by Compass Greater NY, LLC

Property at 171 Proprietors Xing, New Canaan, CT 06840, 5 beds, 3.5 baths

$2,675,000

5 beds3.5 baths5,748 sq ft

171 Proprietors Xing, New Canaan, CT 06840

Property at 19 Skymeadow Dr, Stamford, CT 06903, 5 beds, 4 baths

$3,350,000

5 beds4 baths5,133 sq ft

19 Skymeadow Dr, Stamford, CT 06903

Property at 3747 Purchase St, Purchase, NY 10577, 5 beds, 5.5 baths

$3,550,000

5 beds5.5 baths5,665 sq ft

3747 Purchase St, Purchase, NY 10577

Listing by Comfort Homes & Prop. Mgmt LLC

Property at 40 Hoyclo Rd, Stamford, CT 06903, 5 beds, 5 baths

$2,575,000

5 beds5 baths10,420 sq ft

40 Hoyclo Rd, Stamford, CT 06903

Based on information submitted to the MLS GRID as of Fri Dec 26 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

5 Bedroom Homes for Sale in Greenwich

There are currently 17 5 bedroom homes in Greenwich. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Greenwich stay on the market for 65 days and receive 1 offers. Popular neighborhoods include North Stamford, Eastern Greenwich, Purchase, West Harrison, and Shippan Point. This map is refreshed with the newest listings in Greenwich every 15 minutes.

In the past month, 60 homes have been sold in Greenwich. In addition to houses in Greenwich, there were also 54 condos, 0 townhouses, and 15 multi-family units for sale in Greenwich last month. Find your dream home in Greenwich 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 Greenwich are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Greenwich. Our Greenwich real estate stats and trends will give you more information about home buying and selling trends in Greenwich. If you're looking to sell your home in the Greenwich area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Greenwich with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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