5-Bedroom Homes for Sale in Greenwich, CT

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  /19

  $2,799,000

  • 5 Beds
  • 5.5 Baths
  • 4,525 Sq Ft

  32 Jeffrey Rd, Greenwich, CT 06830

  A hidden gem close to town, updated and at the end of a cul-de-sac on a great quiet street, this beautiful 4,525-square-ft home on 1 acre offers a perfect blend of tranquility and convenience, located just minutes from town, the property boasts offices, 5 bedrooms, 5.5 baths, creating flexible layout, a perfect lifestyle for today's owner. Perfect for working from home or pursuing your passions.

  Lin Lavery Coldwell Banker Realty

  32 Jeffrey Rd, Greenwich, CT 06830
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  /37

  $4,275,000

  • 5 Beds
  • 7.5 Baths
  • 6,725 Sq Ft

  490 North St, Greenwich, CT 06830

  Rare opportunity to own a 200 year old Barn on one mid-country acre, designed in the 70's by renowned architect Charles Gwathmey. Owners updated it to add additional bedrooms and seamlessly connect indoor and outdoor spaces offering year-round entertainment. Main entrance opens to an expansive 30 X 35' Great room filled with natural light, original beams, and impressive fireplace. A generous

  Spencer Sodokoff Houlihan Lawrence

  490 North St, Greenwich, CT 06830
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  /63

  $2,595,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 3,975 Sq Ft

  979 Lake Ave, Greenwich, CT 06831

  Welcome to 979 Lake. Conveniently located only minutes from shopping in Greenwich, Armonk or Bedford, this modern home was renovated in 2022. Picture yourself on your expansive, heated ipe deck enjoying family & friends while getting serenaded by birds in spring & summer or take in the dramatic views through large picture windows throughout the house all year long. Frolic in the new heated

  Danielle Claroni Sotheby's International Realty

  979 Lake Ave, Greenwich, CT 06831
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  /40

  $4,995,000

  • 5 Beds
  • 5.5 Baths
  • 4,286 Sq Ft

  29 Lockwood Dr, Old Greenwich, CT 06870

  Stylish five-bedroom Contemporary provides a modern oasis with stunning pool, Ipe wood decks and secluded backyard on a quiet drive south of the village near shops, trains, school and beach. Striking architectural details ranging from maple wood floors, glass stair railings on three levels, high ceilings, expansive windows, sliding doors and skylights enhance 4,286 sq. ft. interior. Boasts sleek

  Julie Lowe Houlihan Lawrence

  29 Lockwood Dr, Old Greenwich, CT 06870
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  /33

  $4,995,000

  • 5 Beds
  • 5.5 Baths
  • 4,286 Sq Ft

  29 Lockwood Dr, Old Greenwich, CT 06870

  Stylish five-bedroom Contemporary provides a modern oasis with stunning pool, Ipe wood decks and secluded backyard on a quiet drive south of the village near shops, trains, school and beach. Striking architectural details ranging from maple wood floors, glass stair railings on three levels, high ceilings, expansive windows, sliding doors and skylights enhance 4,286 sq. ft. interior. Boasts sleek

  Julie Lowe Houlihan Lawrence

  29 Lockwood Dr, Old Greenwich, CT 06870
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  /11

  $4,350,000

  • Land
  • 2.30 Acres
  • $1,891,304 per Acre

  121 Round Hill Rd, Greenwich, CT 06831

  Rare find - property on one of Greenwich' estate roads, Round Hill Rd. Oversized,2.3 acres of private estate level property, pool, stable, with a perfect blend of tranquil, manicured and natural landscapes. Enjoy your morning coffee gazing across beautiful east-facing rear vistas. Property can't be appreciated from the street. This custom-designed 10,000 SF home (plan only)

  Sabine Schoenberg PrimeSites, Inc.

  121 Round Hill Rd, Greenwich, CT 06831
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  /41

  $10,950,000

  • 6 Beds
  • 7.5 Baths
  • 9,258 Sq Ft

  142 Cedar Cliff Rd, Riverside, CT 06878

  Exquisite 2016 French Normandy manor designed by premier architect, Douglas VanderHorn blends classic elegance with 3 levels of stunning modern aesthetics in coveted Riverside association with Shoreline pool and neighborhood private beach. Sophisticated, custom crafted interior with Italian marble mantels framing four fireplaces, quarter-sawn white oak flooring, 10 ft. ceilings, French doors to

  Alison Farn-Leigh BHHS New England Properties

  142 Cedar Cliff Rd, Riverside, CT 06878
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  /39

  $24,950,000

  • 10 Beds
  • 19 Baths
  • 17,878 Sq Ft

  97 Pecksland Rd, Greenwich, CT 06831

  Truly unique 19 Acre estate in the heart of mid country! Prepared to be captivated by this custom built masterpiece of design and craftsmanship. Completed in 2009, and offered to the market for the first time since completion, 97 Pecksland has an unrivaled combination of lot size, quality and privacy. Enter through the grand gated entrance and dramatic driveway to the elevated main house on the

  Robert Johnson Brown Harris Stevens CT, LLC

  97 Pecksland Rd, Greenwich, CT 06831
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  /38

  $5,995,000

  • 6 Beds
  • 7 Baths
  • 6,673 Sq Ft

  7 Jones Park Dr, Riverside, CT 06878

  Nestled on a beloved tree-lined cul-de-sac, this custom-built residence perfectly blends a traditional coastal Connecticut shingle style with a sun-filled, modern open-plan interior all just steps from Riverside Yacht Club, schools, and train. Thoughtfully designed, the home incorporates bespoke architectural elements including tall ceilings, custom millwork, expansive windows and wide-plank

  Ellen Mosher Houlihan Lawrence

  7 Jones Park Dr, Riverside, CT 06878
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  /42

  $8,950,000

  • 10 Beds
  • 9 Baths
  • 9,483 Sq Ft

  14 Meadow Dr, Greenwich, CT 06831

  DISCOVER BREEZEMORE Experience the rare opportunity to own a piece of history with the stunning Breezemore estate located in Greenwich, Connecticut. Built in 1909, this magnificent property offers 10,000 square feet of architectural splendor, old-world charm, and modern conveniences. Set high on 3.2 private, park-like acres within close distance of downtown Greenwich, this property stands

  Ryan Hoffman Houlihan Lawrence

  14 Meadow Dr, Greenwich, CT 06831
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  /51

  $11,300,000

  • 12 Beds
  • 16 Baths
  • 16,487 Sq Ft

  724 North St, Greenwich, CT 06831

  Eight private, gated acres showcase a sprawling back-country home with stone terraces, secluded backyard, fountain and resort-style amenities including tennis court, indoor pool, spa, steam room and separate office. Thoughtful floor plan accommodates both grand scale entertaining as well as comfortable everyday living with elegant formal rooms, fireplaces in living, family rooms and library;

  Julie Church Houlihan Lawrence

  724 North St, Greenwich, CT 06831
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  /32

  $8,950,000

  • 6 Beds
  • 10 Baths
  • 8,146 Sq Ft

  26 Andrews Farm Rd, Greenwich, CT 06831

  Classic brick Georgian updated for today's lifestyle. Just renovated, the residence features high ceilings, oversized windows, hardwood flooring, tasteful stone and tile throughout three levels, a splendid backdrop for both formal and casual entertaining. One of a kind first-floor primary suite with two stunning bathrooms and two dressing rooms. Elegant formal rooms open to a west-facing brick

  Leslie McElwreath Sotheby's International Realty

  26 Andrews Farm Rd, Greenwich, CT 06831
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  /29

  $2,499,000 Open Sun 11:30AM - 1:30PM

  • 5 Beds
  • 5 Baths
  • 3,598 Sq Ft

  201 Shore Rd, Greenwich, CT 06830

  1st house on Belle Haven peninsula offers bucolic commuter convenience in a most sought-after enclave overlooking Greenwich Harbor. Positioned atop slope with outstanding Harbor views, this 5 bed, 3 full & two half bathroom residence spans 3,598 sqft. Cleverly renovated to maximize water views with upgraded systems & interior improvements, this home marries smart functional privacy with today's

  Meg McAuley Kaicher Coldwell Banker Realty

  201 Shore Rd, Greenwich, CT 06830
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  /35

  $44,600,000

  • 6 Beds
  • 8 Baths
  • 12,492 Sq Ft

  545 Indian Field Rd, Greenwich, CT 06830

  An idyllic coastal resort, this regal stone Georgian features 450 feet of direct waterfront acreage with expansive water views of the Long Island Sound to the NYC skyline, inside the exclusive Mead Point Association with 24hr guard-gated security. Masterfully designed and meticulously constructed in 2014 with inspiration from the original 1928 stone manor, this sophisticated residence offers

  Leslie McElwreath Sotheby's International Realty

  545 Indian Field Rd, Greenwich, CT 06830
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  /28

  $14,900,000

  • 6 Beds
  • 12 Baths
  • 15,171 Sq Ft

  537 North St, Greenwich, CT 06830

  Exquisite six bedroom, 8.4 bathroom stone manor executed to the highest standards sited on 2.97 picturesque acres. Chic and sophisticated interiors by Amy Hirsch throughout three levels of living space with extra high ceilings, oversized custom windows and all modern amenities. Elegant entry hall with a sweeping staircase and 3 stop elevator opens to a floor plan ideal for both formal and casual

  Leslie McElwreath Sotheby's International Realty

  537 North St, Greenwich, CT 06830
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  /31

  $35,000,000

  • 8 Beds
  • 9 Baths
  • 9,300 Sq Ft

  10 Cliffdale Rd, Greenwich, CT 06831

  Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

  Peter Janis BHHS New England Properties

  10 Cliffdale Rd, Greenwich, CT 06831
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  /25

  $5,000,000

  • 6 Beds
  • 3.5 Baths
  • 3,074 Sq Ft

  35 Park Ave, Old Greenwich, CT 06870

  Best of both world on this oversized double lot .44 acre. in the heart of downtown Old Greenwich. This stately home featuring gorgeous natural light, oak floors, with large windows showcasing the remarkable setting. Highlights include an elegant dining room, a sunlit living room with a fireplace, and a chef's kitchen with a soaring ceiling and sitting area. French doors open front and back

  Steven Magnuson Douglas Elliman of Connecticut

  35 Park Ave, Old Greenwich, CT 06870
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  /34

  $22,000,000

  • 7 Beds
  • 5.5 Baths
  • 6,166 Sq Ft

  36, 38, 0 Game Cock Rd, Greenwich, CT 06830

  36, 38 and 0 Game Cock Road make up this 1.1+ acre island property that has been enjoyed as a multi generational family compound. One of only a few Island properties in Greenwich, let alone the Connecticut shoreline, to have it's own private bridge for access. The property boasts a 7 bedroom, 5 bath 6166 SQ FT main house, 3 en-suite bedroom 3238 SQ FT guest house, boathouse for entertaining,

  Brett Smith Brown Harris Stevens CT, LLC

  36, 38, 0 Game Cock Rd, Greenwich, CT 06830
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  /28

  $34,500,000

  • 10 Beds
  • 16 Baths
  • 15,820 Sq Ft

  7 John St, Greenwich, CT 06831

  'Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of

  Shelly Tretter Lynch Compass Connecticut, LLC

  7 John St, Greenwich, CT 06831
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  /12

  $17,875,000 New Construction

  • 6 Beds
  • 12 Baths
  • 14,126 Sq Ft

  382 North St, Greenwich, CT 06830

  Exceptional commanding luxury estate under development in prime mid country location. The 2.39 acre gated & elevated site includes a 13,326 SF main house with 6 bedrooms / 8.3 bathrooms across 4 levels of custom crafted living space with indoor parking for 7 cars - plus an outfitted 800 SF luxury pool house with vaulted ceilings, heated floors, stone fireplace & full bathroom overlooking a large

  Kevin Sneddon Compass Connecticut, LLC

  382 North St, Greenwich, CT 06830
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  /42

  $7,800,000 New Construction

  • 8 Beds
  • 11 Baths
  • 8,567 Sq Ft

  148 E Elm St Unit 1&2, Greenwich, CT 06830

  Discover an investment opportunity or the perfect setting for multigenerational living at 148 East Elm St, Unit 1 and 2. These luxurious townhomes, together offering over 8,944 square feet of living space, feature a combined total of 8 bedrooms and 8.3 bathrooms. Each unit is thoughtfully designed with high-end amenities: an elevator, a gourmet kitchen with top-tier appliances, and an expansive

  Jenny Allen Compass Connecticut, LLC

  148 E Elm St Unit 1&2, Greenwich, CT 06830
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  /11

  $19,999,000 New Construction

  • 8 Beds
  • 13 Baths
  • 20,020 Sq Ft

  457 Field Point Rd, Greenwich, CT 06830

  An unparalleled luxury residence awaits on the prestigious Belle Haven peninsula, offering sweeping water views of Greenwich Harbor & the Long Island Sound. Meticulously crafted by Skyview Builders, this world-class home is set on .80+/- acres, with an additional .30+/- acres of adjoining open space for ultimate privacy. Featuring KLAR Studio Windows and Doors, this architectural masterpiece is

  Doug Bross Coldwell Banker Realty

  457 Field Point Rd, Greenwich, CT 06830
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  /42

  $4,550,000

  • 7 Beds
  • 6.5 Baths
  • 7,139 Sq Ft

  69 Taconic Rd, Greenwich, CT 06831

  A true home connoisseur's dream! Newly renovated Mid-century modern home is reimagined for today! Great for multi-generational living arrangements or for addt'l WFH offices needed. Sep priv entrance leads to sep bdrm ensuite perfect for guests, family, au-pairs. The home is surrounded by harmonizing nature visible thru soaring double-height glass walls. Perched on serene 4+ acres yet minutes to

  Tina Angelos BHHS New England Properties

  69 Taconic Rd, Greenwich, CT 06831
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  /7

  $3,195,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 5.5 Baths
  • 6,128 Sq Ft

  10 East Ln, Armonk, NY 10504

  Welcome to 10 East Lane -your future modern villa nestled on over an acres of private land in an exclusive new 3 -Lot subdivision in Armonk. With a 9- month construction timeline, you can look forward to moving in by March 2026. Now is the ideal moment to secure your dream home and personalize every detail to suit your lifestyle.Designed to embrace the best of the outdoors, this home

  Jaimme Pudalov Houlihan Lawrence Inc.

  10 East Ln, Armonk, NY 10504

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