163

Greenwich, CT Homes for Sale

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  • /38

    $6,300,000

    • 9 Beds
    • 6.5 Baths
    • 6,841 Sq Ft

    78 Khakum Wood Rd, Greenwich, CT 06831

    78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

    Deborah Huffard Houlihan Lawrence

    78 Khakum Wood Rd, Greenwich, CT 06831
  • /37

    $18,500,000

    • 6 Beds
    • 9 Baths
    • 10,275 Sq Ft

    41 Meadow Wood Dr, Greenwich, CT 06830

    With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height

    Jennifer Ho Douglas Elliman of Connecticut

    41 Meadow Wood Dr, Greenwich, CT 06830
  • /26

    $9,500,000

    • 7 Beds
    • 12 Baths
    • 10,058 Sq Ft

    35 Andrews Farm Rd, Greenwich, CT 06831

    Exquisitely designed home defines elegance and exclusivity. This one of a kind 7 bedroom, 7/5 bath, 10,000+ square foot estate home in the Andrews Farm Association, nestled in the prestigious back country of Greenwich. Situated on 4 manicured acres, this property boasts an awe-inspiring garden designed by Penelope Hobhouse; featuring fruit orchards, a greenhouse, raised vegetable gardens,

    Kevin Sneddon Compass Connecticut, LLC

    35 Andrews Farm Rd, Greenwich, CT 06831
  • /27

    $11,500,000

    • 7 Beds
    • 12 Baths
    • 10,058 Sq Ft

    35 Andrews Farm Rd, Greenwich, CT 06831

    Elegantly updated & impeccably maintained, this 10K+ SF estate is set on 8 manicured acres in the exclusive, gated Andrews Farm Association. Offering 7 bedrooms & 7.5 baths, this timeless home blends classic architecture with modern convenience, including a recent renovation featuring modern systems & smart home technology. The grounds, designed by renowned landscape architect Penelope Hobhouse,

    Kevin Sneddon Compass Connecticut, LLC

    35 Andrews Farm Rd, Greenwich, CT 06831
  • /29

    $2,660,000

    • 9 Beds
    • 7.5 Baths
    • 7,437 Sq Ft

    26 Shady Ln, Greenwich, CT 06831

    Discover the enduring beauty of this stately 1900 Georgian Colonial. Set on a corner lot on one acre offers over 7,500 square feet of living space, 9 bedrooms, 7 full bathrooms, and 8 fireplaces, a true testament to timeless elegance and old-world craftsmanship. Step inside and you're greeted by exquisite period details, ornate millwork, soaring 12ft ceilings, original leaded glass windows and

    Kaori Higgins Higgins Group Greenwich

    26 Shady Ln, Greenwich, CT 06831
  • /57

    $4,795,000

    • 5 Beds
    • 10 Baths
    • 10,640 Sq Ft

    8 Chieftans Rd, Greenwich, CT 06831

    GRAND, GRAND, GRAND with 10,000+ sq.ft. lifestyle. Greenwich's prestigious loc. CHIEFTANS offering 24/7 gatehouse sec.+concierge serv. Impressive wrought iron gates swing open, they reveal the allee of pear trees to paradise.This est's prop. was the orig. 1911 Borden Milk fortune. Bespoke without maintenance. One of the larger palatial gems sitting back against the Fairchild Gardens Nature

    Janet Milligan Sotheby's International Realty

    8 Chieftans Rd, Greenwich, CT 06831
  • /49

    $6,500,000 Open Sun 1PM - 4PM

    • 5 Beds
    • 10 Baths
    • 7,632 Sq Ft

    21 Calhoun Dr, Greenwich, CT 06831

    Welcome to ''Park Hill'', a stunning English Tudor Revival Manor known as ''The House of Seven Gables''. Updated in 2025, this renovated gem nestled in the heart of Greenwich on a 1.81-acre oversized lot, offers privacy & a unique blend of timeless elegance with modern conveniences. Located in the desirable Calhoun Drive Association, this property boasts both beauty & charm. The manor's

    Danielle Claroni Sotheby's International Realty

    21 Calhoun Dr, Greenwich, CT 06831
  • /49

    $5,950,000

    • 7 Beds
    • 8 Baths
    • 8,068 Sq Ft

    2 Winding Ln, Greenwich, CT 06831

    LOCATION, LOCATION LOCATION Set back on 2 private acres very close to town & landscaped to perfection, this exquisite property with over sized salt water pool, tennis court, children's playground, exquisite gardens & entertaining terraces offer today's buyers the perfect lifestyle. 8000+sq.ft. brick residence w/ new slate composite roof features 6 bdrms/6 bths, private office., lg light filled

    Helene Barre Sotheby's International Realty

    2 Winding Ln, Greenwich, CT 06831
  • /14

    $35,000,000

    • Land
    • 66 Acres
    • $530,303 per Acre

    10 Cliffdale Rd, Greenwich, CT 06831

    Spanning approximately 66 acres, this exceptional parcel on Cliffdale Road in Greenwich features a harmonious blend of open pastures, mature woodlands, and cultivated areas. The landscape is rich and varied, with gently rolling fields giving way to dense forest and scenic natural trails, ideal for walking, horseback riding, or enjoying the serene surroundings. Measuring roughly half a mile in

    Peter Janis BHHS New England Properties

    10 Cliffdale Rd, Greenwich, CT 06831
  • /17

    $7,995,000

    • Land
    • 1.9 Acres
    • $4,207,895 per Acre

    2 Vista Dr, Greenwich, CT 06830

    Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

    Barbara Wells Houlihan Lawrence

    2 Vista Dr, Greenwich, CT 06830
  • /17

    $7,995,000

    • Land
    • 1.9 Acres
    • $4,207,895 per Acre

    2 Vista Dr, Greenwich, CT 06830

    Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

    Barbara Wells Houlihan Lawrence

    2 Vista Dr, Greenwich, CT 06830
  • /9

    $3,995,000

    • 4 Beds
    • 2.5 Baths
    • 3,650 Sq Ft

    30 Milbank Ave, Greenwich, CT 06830

    Welcome to The Robert Mead House - a magnificent 1854 Federal with a prominent downtown location in Greenwich. Sensitively preserved and extensively renovated over the past 18 years, this elegant building has immense character and charm. Large scale rooms, 12' ceiling height with beautiful mill work and tall windows throughout. With many different ways to enjoy this property please see

    B.K. Bates Houlihan Lawrence

    30 Milbank Ave, Greenwich, CT 06830
  • /40

    $6,450,000

    • 6 Beds
    • 8 Baths
    • 9,321 Sq Ft

    182 Taconic Rd, Greenwich, CT 06831

    Set on a serene, level 4.15-acre lot and perfectly sited for privacy, exceptional 6 bed, 6.2 bath, center-hall Georgian Colonial with a charming guest house offers the ultimate in luxury living. A harmonious blend of classic architecture and modern updates, this meticulously maintained residence is turnkey and move-in ready. The elegant, front-to-back foyer welcomes you into beautifully scaled

    Stacy Young William Raveis Real Estate

    182 Taconic Rd, Greenwich, CT 06831
  • /63

    $2,595,000

    • 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
  • /6

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,007 Sq Ft

    57 Prospect St, Greenwich, CT 06830

    Rach Style Home in great location .Don't miss this opportunity to own a wonderful ranch house close to I-95

    Iryna Rosales Smart Realty Services Corp

    57 Prospect St, Greenwich, CT 06830
  • /51

    $10,300,000

    • 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
  • /29

    $2,350,000

    • 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
  • /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
  • /28

    $13,950,000

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

    537 North St, Greenwich, CT 06830

    Exquisite six-bedroom stone manor executed to the highest standards sited on a majestic knoll amidst 2.97 picturesque acres in the heart of Mid-Country Greenwich. Chic and sophisticated interiors by Amy Hirsch throughout three levels of light filled living space with extra high ceilings, oversized custom windows and all modern amenities. Elegant double height entry hall with marble flooring and a

    Leslie McElwreath Sotheby's International Realty

    537 North St, Greenwich, CT 06830
  • /16

    $4,250,000

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    6 Benedict Place, Greenwich, CT 06830

    Welcome to this newly renovated 3,500 sq ft gem nestled in the heart of downtown Greenwich, CT. A quick walk to MetroNorth and steps away from the amenities, restaurants and shops, this unique space is designed with the modern executive or family in mind. The home seamlessly blends comfort, functionality, and style and can be adapted effortlessly to suit your needs.Benedict Place is

    Wendy Hill Sotheby's International Realty

    6 Benedict Place, Greenwich, CT 06830
  • /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
  • /20

    $3,995,000

    • 5 Beds
    • 6.5 Baths
    • 4,570 Sq Ft

    59 Locust St Unit A, Greenwich, CT 06830

    Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is walking distance to everything the downtown area has to offer- train, shops, library and restaurants.

    Nina Frandson Berkshire Hathaway NE Prop.

    59 Locust St Unit A, Greenwich, CT 06830
  • /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
  • /38

    $7,395,000

    • 6 Beds
    • 10 Baths
    • 10,796 Sq Ft

    230 Taconic Rd, Greenwich, CT 06831

    A timeless Connecticut Compound in mid-country Greenwich custom designed and built by a coveted team. Resting on 4.7 private level acres with a two bedroom guest house and barn/accessory garage. The sun-filled stylish interior features 10+foot ceilings, grand front-to-back entrance hall, refined living and dining rooms; large handsome library and five inviting fireplaces all with bespoke

    Ellen Mosher Houlihan Lawrence

    230 Taconic Rd, Greenwich, CT 06831
  • /11

    $6,150,000

    • 4 Beds
    • 2 Baths
    • 5,889 Sq Ft

    75 Mason St, Greenwich, CT 06830

    Own a corner in downtown Greenwich. Exclusive opportunity to purchase and renovate or develop two adjoining parcels, totaling .40 acres , with 20 parking spots, in the CGB Zone These mixed use properties are located at 75 Mason Street & 6 Lincoln Avenue in Greenwich, CT. This downtown prime corner location is in the heart of the thriving business and residential community, steps away from

    Stacy Young William Raveis Real Estate

    75 Mason St, Greenwich, CT 06830
  • /2

    $2,995,000

    • Land
    • 4 Acres
    • $748,750 per Acre

    37 Andrews Farm Rd, Greenwich, CT 06831

    Exceptional opportunity to construct your dream property in the coveted Andrews Farm Community. This expansive four-acre parcel offers the potential to develop over 10,000 square feet of luxurious living space.

    Kevin Sneddon Compass Connecticut, LLC

    37 Andrews Farm Rd, Greenwich, CT 06831
  • /29

    $1,300,000

    • 2,208 Sq Ft

    18 Sherman Ave, Greenwich, CT 06830

    Hon Cheung Park Allyn Realty Associates,

    18 Sherman Ave, Greenwich, CT 06830
  • /28

    $1,200,000

    • 2,236 Sq Ft

    14 Sherman Ave, Greenwich, CT 06830

    James Hoffman Greenwich Connecticut Properties

    14 Sherman Ave, Greenwich, CT 06830
  • /23

    $6,685,000 New Construction

    • 6 Beds
    • 8.5 Baths
    • 9,638 Sq Ft

    18 Edgar Rd, Greenwich, CT 06831

    Another gorgeous home by CG Homes Group of Manhattan, Westchester County and now Greenwich, CT. Completion by March 2026. This curated lifestyle home sits on over 9 acres which includes a conservation parcel to ensure complete privacy and tranquility. Every detail has been configured to create a seamless transition; inviting nature into each space in the home. A true modern home that will endure

    Shelly Tretter Lynch Compass Connecticut, LLC

    18 Edgar Rd, Greenwich, CT 06831
  • /16

    $9,800,000 New Construction

    • 6 Beds
    • 9.5 Baths
    • 10,078 Sq Ft

    41 Mohawk Ln, Greenwich, CT 06831

    Set on 4 acres of gated, private, west-facing land in the heart of Backcountry Greenwich, this 10,000+ sq ft modern masterpiece is a triumph of minimalist design and exceptional craftsmanship. Conceived by a bespoke local builder in collaboration with renowned Vakota Architecture, the 6 bed, 9.1 bath residence blends timeless architecture with the finest European design elements. A grand entrance

    Jeffrey Jackson Corcoran Centric Realty

    41 Mohawk Ln, Greenwich, CT 06831
  • /36

    $1,899,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,977 Sq Ft

    18 Sound Beach Ave, Old Greenwich, CT 06870

    The build is complete - welcome to 18 Sound Beach Avenue! This exceptional NEW 4-bedroom, 3.5-bathroom home has been fully reconfigured and thoughtfully designed with modern elegance and functionality in mind. The exterior showcases timeless white James Hardie siding, sleek black windows, and clean architectural lines that create striking curb appeal. Step inside to a bright, open-concept main

    Karly Worth Call It Closed Realty

    18 Sound Beach Ave, Old Greenwich, CT 06870
  • /40

    $9,850,000 New Construction

    • 6 Beds
    • 8.5 Baths
    • 10,745 Sq Ft

    3 Anderson Rd, Greenwich, CT 06830

    2025 New Consruction residence sits on 0.78 acres combines privacy, elegance, and timeless design just moments Greenwich Ave. Built by Hobi Award winner, RA Land Development, interiors by the acclaimed Laura Michael Design. This home features soaring ceilings, light filled rooms, and seamless indoor-outdoor living. Highlights include a rooftop deck with Long Island Sound views that crowns the

    Sabrina Adorno William Raveis Real Estate

    3 Anderson Rd, Greenwich, CT 06830
  • /38

    $7,699,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 7,028 Sq Ft

    48 Lexington Ave, Greenwich, CT 06830

    Extraordinary new construction crafted by a highly regarded local builder. Every detail of this 5-bedroom, 5.1-bathroom home timeless design exudes excellence offering the best that in-town living can be! Tucked away on a quiet street, it offers the perfect balance of privacy and convenience to everything downtown Greenwich has to offer. An open floor plan, meticulously crafted with exceptional

    Stacy Young William Raveis Real Estate

    48 Lexington Ave, Greenwich, CT 06830
  • /34

    $1,725,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 2,736 Sq Ft

    24 Harold St Unit E, Cos Cob, CT 06807

    Experience luxury living with this modern and comfortable townhouse. The open floor plan is ideal for everyday living and entertaining featuring multiple sun-filled sitting areas that seamlessly connect to beautiful outdoor spaces. At the center of the home is a gourmet kitchen with top of the line appliances, sleek cabinetry and high-end finishes. Large living/family room is equipped with gas

    Elena Pymm Coldwell Banker Realty

    24 Harold St Unit E, Cos Cob, CT 06807
  • /9

    $1,495,000

    • Land
    • 0.17 Acre
    • $8,794,118 per Acre

    33 Halsey Dr, Old Greenwich, CT 06870

    A rare opportunity to create your dream home in Old Greenwich. Tucked away in Havemeyer Park surrounded by million-dollar homes, this parcel offers an exceptional opportunity to build your own sanctuary. Enjoy the peace and serenity of this idyllic setting while being just minutes from the heart of town and top-rated schools. It is a chance to design and build a substantially sized home in a

    Anthony Ardino William Raveis Real Estate

    33 Halsey Dr, Old Greenwich, CT 06870
  • /65

    $4,500,000

    • 6 Beds
    • 6.5 Baths
    • 4,246 Sq Ft

    8 Park Ave, Old Greenwich, CT 06870

    Perfectly placed just blocks away from the Old Greenwich train station—with an effortless ride into Grand Central—Old Greenwich School, Binney Park, and to Greenwich Point (Tod's Point), a coastal haven with panoramic views of New York City and Long Island. Close to coffee shop, bank, restaurants, post office, grocery store and other convenience stores.This Shore Colonial with 4,300 s.f. of

    Robert Pulitano BHHS New England Properties

    8 Park Ave, Old Greenwich, CT 06870
  • /18

    $1,249,000

    • 3 Beds
    • 3 Baths
    • 1,830 Sq Ft

    5 Hadley Rd, Armonk, NY 10504

    EXCEPTIONAL OPPORTUNITY in Armonk’s Prestigious Yale Farms Estates. Discover the potential of this unique and private property, nestled in one of Armonk’s most sought-after neighborhoods. Set on a level, two-acre lot this location offers endless possibilities for those with the vision to expand, renovate or to build a brand-new dream home perfectly suited to their lifestyle. This Cape Cod styled

    Katherine Cresci Houlihan Lawrence Inc.

    5 Hadley Rd, Armonk, NY 10504
  • /23

    $425,000 Open Sun 12PM - 2PM

    • 1 Bed
    • 1 Bath
    • 1,066 Sq Ft

    1 Landmark Square Unit 530, Port Chester, NY 10573

    Welcome to The Landmark — Port Chester’s most iconic residence, once known as the historic Lifesaver Building. This rare duplex loft blends industrial charm and modern luxury. Unit #530 is a 1-bedroom that lives like a 2-bedroom with over 1,000 sq. ft. of bright, open space, a must see to believe. Located on the top floor of the east-facing side, enjoy peace and privacy with no one above you. The

    Brittany Sandarciero Keller Williams NY Realty

    1 Landmark Square Unit 530, Port Chester, NY 10573
  • /24

    $345,000 Open Sun 2:30PM - 4:30PM

    • 1 Bath
    • 1,206 Sq Ft

    1 Landmark Square Unit 109, Port Chester, NY 10573

    Welcome to One Landmark Square! This expansive studio is the largest in the building ! The very spacious entryway affords a host of possibilities including extra sleeping space for guests. Continue on into the expansive living room/dining area with soaring 15-foot ceilings and hardwood floors located throughout the first floor. The updated kitchen boasts new hardwood cabinets, granite countertops

    Jason Mehler William Raveis-New York LLC

    1 Landmark Square Unit 109, Port Chester, NY 10573
  • /20

    $849,000

    • 7 Beds
    • 2 Baths
    • 2,888 Sq Ft

    48 Banksville Ave, Bedford, NY 10506

    Welcome to this inviting Colonial Farmhouse in the award-winning Byram Hills School District—a location known for its beautiful surroundings and convenience. Set on a peaceful property with mature trees, this home offers timeless character and covered front porch. Inside, you’ll find generous living spaces filled with natural light and a versatile layout that’s ready for your personal touch.

    Aurora Banaszek Compass Greater NY, LLC

    48 Banksville Ave, Bedford, NY 10506

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