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Browse All Greenwich CT 5 Bedroom Properties for Sale

37 Midbrook Ln, Greenwich image
37 Midbrook Ln, Greenwich $2,795,000

Walk to town, train, Binney Park and bike to beach and come home to a private gated setting. Located on a quiet lane in Old Greenwich, this recently renovated 5 bedroom r...

  • 5 Beds
  • 4 Baths
  • 24216790 MLS
8 Hickory Dr, Greenwich image
8 Hickory Dr, Greenwich $3,599,000

A striking expression of modern luxury, 8 Hickory Drive delivers sophisticated design, exceptional craftsmanship and high-end finishes across four beautifully finished le...

  • 5 Beds
  • 8 Baths
  • 24213048 MLS
18 Booth Pl, Greenwich image
18 Booth Pl, Greenwich $1,497,000 ▲

A rare, prestinely move-in ready multifamily opportunity in Greenwich. Fully turn-key side-by-side two-family home tucked away on a quiet dead-end street in Greenwich's C...

  • 5 Beds
  • 4 Baths
  • 24216424 MLS
25 Westview Pl, Greenwich image
25 Westview Pl, Greenwich $1,699,000

Welcome home to this beautifully expanded Cape, perfectly positioned on a sought-after cul-de-sac. Completely renovated in 2021, this residence effortlessly blends timele...

  • 5 Beds
  • 2 Baths
  • 24212623 MLS
73 Cos Cob Ave, Greenwich image
73 Cos Cob Ave, Greenwich $1,395,000

Rare, fully leased legal three-family in the heart of Cos Cob--a turnkey investment in one of Greenwich's most desirable neighborhoods. All three units are occupied and i...

  • 5 Beds
  • 3 Baths
  • 24211176 MLS
38-48-58 Quaker Ln, Greenwich image
38-48-58 Quaker Ln, Greenwich $30,000,000

Behind iron gates, a private drive winds to a stately shingle-style residence set high above the landscape, with sweeping western views. Exquisitely renovated, the home o...

  • 5 Beds
  • 7 Baths
  • 24210105 MLS
1 Loch Ln, Greenwich image
1 Loch Ln, Greenwich $6,950,000

Privately positioned on 3.5 acres at the end of a quiet mid-country Greenwich cul-de-sac, this distinguished stone and brick estate offers an exceptional blend of timeles...

  • 5 Beds
  • 8 Baths
  • 24209049 MLS
246 E Middle Patent Rd, Greenwich image
246 E Middle Patent Rd, Greenwich $2,895,000

Exquisite center hall Colonial presents classic architectural details paired with a thoroughly modern design on two private, peaceful acres with pool, waterfall and spa o...

  • 5 Beds
  • 6 Baths
  • 24208649 MLS
99 Porchuck Rd, Greenwich image
99 Porchuck Rd, Greenwich $3,000,000

Impeccably updated 5 bedroom colonial with a modern feel, convenient to town, yet private and quiet. Beautiful hardwood floors, 9 ft ceilings on the main level. Gourmet k...

  • 5 Beds
  • 5 Baths
  • 24206695 MLS
58 Halsey Dr, Greenwich image
58 Halsey Dr, Greenwich $4,395,000 ▼

Experience exceptional new construction by Build Casa Tua on Halsey Drive. Spanning four finished levels, this home blends timeless architecture with modern luxury. A dra...

  • 5 Beds
  • 7 Baths
  • 24206524 MLS
58 Shore Rd, Greenwich image
58 Shore Rd, Greenwich $19,995,000

You don't look at your home...you look out from it. Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineer...

  • 5 Beds
  • 7 Baths
  • 24164225 MLS
21 Calhoun Dr, Greenwich image
21 Calhoun Dr, Greenwich $6,150,000

A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with e...

  • 5 Beds
  • 8 Baths
  • 24205524 MLS
61 Center Dr, Greenwich image
61 Center Dr, Greenwich $1,575,000 ▲

Welcome to 61 Center Drive, a move-in-ready Old Greenwich home at the end of a cul de sac. Thoughtfully updated across two levels, this 5-bedroom, 3-full bath home offers...

  • 5 Beds
  • 3 Baths
  • 24200241 MLS
89 Indian Field Rd, Greenwich image
89 Indian Field Rd, Greenwich $2,995,000 ▼

Beautifully designed and thoughtfully finished, this exceptional New home blends sophisticated style with modern comfort and effortless everyday living. From the moment y...

  • 5 Beds
  • 5 Baths
  • 24201665 MLS
7 Bailiwick Rd, Greenwich image
7 Bailiwick Rd, Greenwich $3,950,000 ▼

The best of brand-new living! Set on 1.4+ beautifully level acres in Greenwich's coveted Bailiwick Association, this 5,400+ SF custom transitional Colonial offers excepti...

  • 5 Beds
  • 6 Baths
  • 24205146 MLS
37 Mary Ln, Greenwich image
37 Mary Ln, Greenwich $2,999,000

Completely reimagined and expanded to nearly twice its original footprint, this exceptional Riverside residence is the result of a meticulous gut renovation by Abode Inte...

  • 5 Beds
  • 4 Baths
  • 24201047 MLS
74 Glenville Rd, Greenwich image
74 Glenville Rd, Greenwich $4,390,000 ▼

A Greenwich classic, this distinguished five-bedroom residence combines timeless architecture, exceptional craftsmanship, and grand-scale rooms designed for both entertai...

  • 5 Beds
  • 6 Baths
  • 24202628 MLS
42 Gerry St, Greenwich image
42 Gerry St, Greenwich $1,189,000

Welcome to 42 Gerry Street, a thoughtfully updated two-family property where the big-ticket improvements are already checked off the list, so you can spend more time enjo...

  • 5 Beds
  • 2 Baths
  • 24198916 MLS
1 Hendrie Dr Extension, Greenwich image
1 Hendrie Dr Extension, Greenwich $3,300,000

A once-in-a-generation waterfront opportunity in Old Greenwich, perched above Greenwich Cove with breathtaking sunsets, expansive water views, and direct access to "The C...

  • 5 Beds
  • 3 Baths
  • 24194050 MLS
64 Hillside Rd, Greenwich image
64 Hillside Rd, Greenwich $7,495,000

Exceptional, new 2027 construction showcases an architecturally stunning in-town Colonial on .72 acres with pool, private yard and resort-style amenities close to world-c...

  • 5 Beds
  • 8 Baths
  • 24194488 MLS
43 Burdsall Dr, Greenwich image
43 Burdsall Dr, Greenwich $2,249,000 ▼

Experience exceptional craftsmanship and modern luxury in this stunning 2023-built residence, offering 5 bedrooms, 4 full baths, and 1 half bath across four beautifully f...

  • 5 Beds
  • 5 Baths
  • 24189668 MLS
11 Butternut Hollow Rd, Greenwich image
11 Butternut Hollow Rd, Greenwich $3,495,000

Sun-filled Colonial set on 2 private acres with desirable east/west exposures, offering exceptional privacy and natural beauty. Thoughtfully updated throughout, the home ...

  • 5 Beds
  • 6 Baths
  • 24185738 MLS
991 Lake Ave, Greenwich image
991 Lake Ave, Greenwich $6,250,000 ▼

Some homes must be experienced to be fully appreciated. Set on 4 beautifully landscaped, secluded acres in backcountry Greenwich, this European-inspired residence offers ...

  • 5 Beds
  • 7 Baths
  • 24182061 MLS
4 Little Cove Ln, Greenwich image
4 Little Cove Ln, Greenwich $12,900,000 ▼

Exceptional new construction waterfront home set on a private cul-de-sac in one of Old Greenwich's most desirable enclaves. This custom-built residence offers 180-degree ...

  • 5 Beds
  • 7 Baths
  • 24172344 MLS
38 Partridge Hollow Rd, Greenwich image
38 Partridge Hollow Rd, Greenwich $6,995,000 ▼

Set on 8 private acres in one of Greenwich's most prestigious enclaves, 38 Partridge Hollow Road offers luxury and tranquility and the ultimate privacy. Boarded by protec...

  • 5 Beds
  • 8 Baths
  • 24164139 MLS

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

5 Bedroom Greenwich Real Estate

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Michael Parsell
Trusted Realty Partners
(203) 880-9675
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Trusted Realty Partners, LLC

324 Elm Street, Suite 105B

Monroe, CT 06468

Broker: John Fontana REB.0794755

(203) 880-9675
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