Greenwich, CT Houses for Sale

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  /53

  $4,995,000

  • 4 Beds
  • 6 Baths
  • 5,244 Sq Ft

  34 Edgewood Dr, Greenwich, CT 06831

  Tucked discreetly at the end of a long, private drive in coveted mid-country Greenwich, masterfully renovated in 2025 this Colonial offers a harmonious blend of heritage architecture and sophisticated modernity. Designed to accommodate both grand-scale entertaining and intimate daily living, the residence unfolds across three levels and over 7,000 square feet of meticulously curated

  

  Danielle Malloy

  Serhant Connecticut LLC

  (203) 769-9185

  34 Edgewood Dr, Greenwich, CT 06831
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  /36

  $5,100,000

  • 6 Beds
  • 8 Baths
  • 7,930 Sq Ft

  20 Sherwood Farm Ln, Greenwich, CT 06831

  Step into luxury with this newly staged custom built home in one of Greenwich's prestigious associations. Perfectly situated near downtown, this elegant property offers a blend of sophistication and convenience- now at an improved price! A stunning custom built white Georgian Colonial in the coveted mid country Sherwood Farm Association is sited on a picturesque level acre lot. This six bedroom

  

  Richard Higgins

  Higgins Group Bedford Square

  (203) 433-0559

  20 Sherwood Farm Ln, Greenwich, CT 06831
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  /27

  $6,250,000

  • 6 Beds
  • 8 Baths
  • 7,447 Sq Ft

  79 Richmond Hill Rd, Greenwich, CT 06831

  Completely renovated exquisitely designed Colonial-style home, nestled on 4 park-like acres. Custom millwork, built-ins, designer lighting, and European fixtures. Light-filled family dining area featuring a 20-foot curved sliding glass wall that opens to the patio and pool. The Primary Suite boasts private balcony, large dressing room, and luxurious bath complete with radiant heated floors,

  

  Kevin Stone

  Sotheby's International Realty

  (203) 601-7487

  79 Richmond Hill Rd, Greenwich, CT 06831
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  /30

  $8,750,000

  • 5 Beds
  • 8 Baths
  • 9,619 Sq Ft

  10 Birch Ln, Greenwich, CT 06830

  Impeccably constructed colonial in Greenwich's Golden Triangle on 1.35 acres with pool bordered by a scenic pond. A double-height foyer leads to the formal living room and library, both with fireplaces. Chef's kitchen adjoins the family room with fireplace, butler's pantry, and formal dining room. French doors open to terrace with heated pool, barbecue and firepit. Mudroom and attached 4-car

  Joseph Barbieri Sotheby's International Realty

  10 Birch Ln, Greenwich, CT 06830
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  /27

  $6,495,000

  • 5 Beds
  • 8 Baths
  • 7,044 Sq Ft

  116 Birch Ln, Greenwich, CT 06830

  A meticulous renovation and expansion has transformed this quintessential New England Colonial into a refined retreat on 1 beautifully landscaped acre with pool, set along one of Mid-Country's most premier streets. Thoughtful design and attention to detail create over 6,000 sq. ft. of light-filled living space with sweeping views of the lush grounds. Elegant formal rooms are complemented by a

  Jennifer Leahy Compass Connecticut, LLC

  116 Birch Ln, Greenwich, CT 06830
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  /34

  $8,250,000

  • 6 Beds
  • 9 Baths
  • 9,295 Sq Ft

  34 Dublin Hill Rd, Greenwich, CT 06830

  Ideally located on a picture-perfect cul-de sac, this Shingle Style house has had just one owner since it was built in 2005. A well-conceived 9,295 +/-SF floor plan comprises six bedrooms, seven full bathrooms and two powder rooms, plus five fireplaces. High ceilings invite an abundance of light, while exquisite millwork, rich hardwood floors and a desirable layout highlight the appealing

  Leslie McElwreath Sotheby's International Realty

  34 Dublin Hill Rd, Greenwich, CT 06830
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  /39

  $13,995,000

  • 6 Beds
  • 8 Baths
  • 10,286 Sq Ft

  7 Parsonage Rd, Greenwich, CT 06830

  An extraordinary newly constructed residence in the heart of Greenwich, Seven Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously designed living

  Leslie McElwreath Sotheby's International Realty

  7 Parsonage Rd, Greenwich, CT 06830
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  /24

  $7,900,000

  • 4 Beds
  • 5.5 Baths
  • 8,188 Sq Ft

  577 Round Hill Rd, Greenwich, CT 06831

  Set on 6.58 elevated acres on prestigious Round Hill Rd, this distinguished property—once part of the 200+ acre Wilshire Farms estate—offers a rare opportunity to own a piece of local history. A dramatic, gated quarter-mile driveway past white split-rail fencing leads to a 1910 carriage house. The property includes a 4-bedroom guest cottage, a detached 3-car garage, 3-stall stables, a pool with

  Joseph Barbieri Sotheby's International Realty

  577 Round Hill Rd, Greenwich, CT 06831
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  /38

  $7,950,000

  • 6 Beds
  • 9 Baths
  • 8,970 Sq Ft

  105 Woodside Dr, Greenwich, CT 06830

  This stately prewar stone manor, located in the exclusive gated community of Milbrook, has been thoughtfully expanded and reimagined for modern living while preserving its timeless elegance. Stepping into the grand foyer, graced with a beautiful curved staircase, the home reveals its extraordinary character and sophistication.Designed for both comfortable living and exceptional entertaining,

  Sarah Muir Houlihan Lawrence

  105 Woodside Dr, Greenwich, CT 06830
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  /32

  $5,995,000

  • 4 Beds
  • 4 Baths
  • 4,188 Sq Ft

  60 Meadow Rd, Riverside, CT 06878

  A timeless Georgian Colonial, beautifully expanded and reimagined, set on over an acre of exquisitely landscaped grounds designed by renowned landscape architect Robert Fernandez. Masterfully updated by Sound Beach Partners in 2010, this residence blends classic architectural detail with modern sophistication. The gourmet kitchen flows seamlessly to a striking family room with soaring ceilings,

  Ann Simpson BHHS New England Properties

  60 Meadow Rd, Riverside, CT 06878
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  /24

  $4,995,000

  • 4 Beds
  • 3.5 Baths
  • 6,915 Sq Ft

  177 Indian Head Rd, Riverside, CT 06878

  Set on nearly 2 acres in one of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living and a sense of privacy and tranquility. A new cedar roof just completed in 2025. The first level features a living room with fireplace, expansive family room, formal dining room, and sunny gallery passageway with French doors. Access the secluded back patio from the open

  Remy Cook Corcoran Centric Realty LLC

  177 Indian Head Rd, Riverside, CT 06878
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  /50

  $5,500,000

  • 5 Beds
  • 5.5 Baths
  • 7,569 Sq Ft

  50 North St, Greenwich, CT 06830

  Nestled in the heart of Greenwich, this classic 1905 Victorian home sits on an oversized 0.96 acre flat lot with mature trees. High ceilings, expansive rooms & private terraces exude timeless elegance. This spacious home features 5 bedrooms, 5 1/2 bathrooms & two-car garage with port cochere. The sports court, pool & pool house welcome you home for a relaxing day. Enjoy your front porch, where

  Danielle Claroni Sotheby's International Realty

  50 North St, Greenwich, CT 06830
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  /49

  $5,200,000

  • 6 Beds
  • 9 Baths
  • 7,738 Sq Ft

  897 Lake Ave, Greenwich, CT 06831

  Peaceful, serene and private best describes this property located on a lane off Lake Avenue adjacent conservation. Meticulously renovated with both functionality and playfulness in mind. The stunning entry foyer has soaring windows inviting in an abundance of natural light. A Bilotta designed kitchen, has custom cabinetry and high-end appliances and finishes. There is a spacious primary with

  Marjorie Marianacci Coldwell Banker Realty

  897 Lake Ave, Greenwich, CT 06831
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  /50

  $6,400,000

  • 5 Beds
  • 8 Baths
  • 7,492 Sq Ft

  101 Perkins Rd, Greenwich, CT 06830

  Situated high above Perkins Road on 2.6 acres this gated mid country 5 bedroom/5 bath residence is the ultimate in CHIC style and architectural SOPHISTICATION while also offering cozy comfort. This beautiful home has been recently updated by the current owner with many major high end improvements... including a new cedar roof, new HVAC system and conversion to propane. Second floor primary

  Francine Ehrlich Sotheby's International Realty

  101 Perkins Rd, Greenwich, CT 06830
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  /39

  $5,795,000

  • 6 Beds
  • 5.5 Baths
  • 5,577 Sq Ft

  21 Ridge St, Greenwich, CT 06830

  Situated on a quiet St. in the heart of Greenwich, this cedar/stone house is beautifully designed with the style and comfort to meet the needs in today's living. Taken down to the studs, expanded, and professionally designed by the owners. A welcoming front porch opens to the two-story, dramatically lit entry hall w/ repetitive archways passing by a gracious LR, into the light, bright

  Dorothy Salisbury Coldwell Banker Realty

  21 Ridge St, Greenwich, CT 06830
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  /31

  $6,550,000

  • 7 Beds
  • 9 Baths
  • 10,723 Sq Ft

  28 Thunder Mountain Rd, Greenwich, CT 06831

  Elegance & luxury define this light-filled modern stone + clapboard home on 2 stunning acres near town + schools. Designed by Rich Granoff, this 7-bedroom, 7.2-bath residence offers exceptional indoor/outdoor living w pool, spa, covered terrace w fireplace + firepit—all on a quiet cul-de-sac. Recently redesigned, the open floor plan + soaring ceilings create a bright, airy feel throughout

  B.K. Bates Houlihan Lawrence

  28 Thunder Mountain Rd, Greenwich, CT 06831
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  /18

  $5,360,000

  • 4 Beds
  • 5 Baths
  • 4,261 Sq Ft

  209 Shore Rd, Greenwich, CT 06870

  Lucas Point Association Fabulous shore colonial on oversize corner lot with private beach ,dock and boatyard.A rare find, first time on the market in 60 years...Steps from Tod's Point, and close to Old Greenwich Village and Train

  John Horan William Raveis Real Estate

  209 Shore Rd, Greenwich, CT 06870
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  /12

  $5,900,000

  • 6 Beds
  • 7 Baths
  • 7,600 Sq Ft

  6 Dorchester Ln, Riverside, CT 06878

  Just Completed! 2025 Luxury new construction in a fabulous Riverside location! This beautifully designed home features a double height entrance with front to back views, a sophisticated living room, dining room with tray ceiling, and office with access to a covered terrace and outdoor fireplace. The gourmet kitchen with high-end appliances and breakfast area is next to the family room with a

  Gloria Gimenez-Ferrer Berkshire Hathaway HS NE Prop.

  6 Dorchester Ln, Riverside, CT 06878
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  /47

  $5,995,000

  • 6 Beds
  • 9 Baths
  • 6,520 Sq Ft

  25 Dialstone Ln, Riverside, CT 06878

  Discover the perfect blend of modern luxury and thoughtful design in this 6-bedroom, 7.2 half-bath home with room for a pool tucked away on a quiet cul-de-sac in Riverside. Just steps from top schools, transportation, parks, and Old Greenwich village, this 6,500 sq. ft. residence spans four finely crafted levels, offering ultimate convenience and comfort. The main level impresses with soaring 10+

  Carol Zuckert Sotheby's International Realty

  25 Dialstone Ln, Riverside, CT 06878
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  /27

  $4,975,000

  • 6 Beds
  • 6.5 Baths
  • 5,970 Sq Ft

  52 Breezemont Ave, Riverside, CT 06878

  Renovated in 2025 this exquisite home features a grand triple-height foyer and stunning hardwood floors throughout. A bright living room flows seamlessly onto a wraparound porch. Inviting eat- in kitchen includes Viking appliances, a center island, a wine refrigerator and elegant marble countertops. Family room has a wet bar and fireplace while the dining room is adorned with wainscoting and

  Jennifer Danzi-glenn Jennifer M Danzi, Broker

  52 Breezemont Ave, Riverside, CT 06878
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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
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  /41

  $5,900,000

  • 6 Beds
  • 10 Baths
  • 7,438 Sq Ft

  27 Stiles Ln, Greenwich, CT 06831

  Grand Greenwich Estate | Luxurious Living on 4.3 Acres Nestled at the end of a quiet cul-de-sac, 27 Stiles Lane is a magnificent brick manor set on 4.3 private acres of lush, manicured grounds. Offering 7,438 square feet of refined living space, this exceptional estate is designed for those who appreciate elegance, comfort, and unparalleled amenities. Inside, the grandeur unfolds with six ensuite

  Fatou Niang Julia B Fee Sothebys Int. Rlty

  27 Stiles Ln, Greenwich, CT 06831
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  /57

  $5,495,000

  • 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
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  /31

  $6,500,000

  • 6 Beds
  • 4 Baths
  • 2,833 Sq Ft

  0 Rich Island Unit 24092237, Greenwich, CT 06830

  A one-of-a-kind offering, this property provides sweeping views of Long Island Sound and the allure of your own island. The expansive half-acre property, shaded by mature trees, also features its own boat dock and two boats for exploration of nearby waters and islands. Meticulously landscaped grounds with beautiful perennial gardens provide a picturesque setting for outdoor events. A beautiful

  Margriet McGowan Sotheby's International Realty

  0 Rich Island Unit 24092237, Greenwich, CT 06830
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  /37

  $6,500,000

  • 6 Beds
  • 4 Baths
  • 2,833 Sq Ft

  0 Rich Island Unit KEY855821, Greenwich, CT 06830

  A one-of-a-kind offering, this property provides sweeping views of Long Island Sound and the allure of your own island. The expansive half-acre property, shaded by mature trees, also features its own boat dock and two boats for exploration of nearby waters and islands. Meticulously landscaped grounds with beautiful perennial gardens provide a picturesque setting for outdoor events. A beautiful

  Margriet McGowan Sotheby's International Realty

  0 Rich Island Unit KEY855821, Greenwich, CT 06830
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  /37

  $6,500,000

  • 6 Beds
  • 4 Baths
  • 2,833 Sq Ft

  0 Rich Island Unit 122625, Greenwich, CT 06830

  A one-of-a-kind offering, this property provides sweeping views of Long Island Sound and the allure of your own island. The expansive half-acre property, shaded by mature trees, also features its own boat dock and two boats for exploration of nearby waters and islands. Meticulously landscaped grounds with beautiful perennial gardens provide a picturesque setting for outdoor events. A beautiful

  Margriet McGowan Sotheby's International Realty

  0 Rich Island Unit 122625, Greenwich, CT 06830
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  /50

  $6,800,000

  • 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 historic 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
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  /44

  $6,750,000

  • 5 Beds
  • 9 Baths
  • 9,974 Sq Ft

  386 North St, Greenwich, CT 06830

  This 9,974 sq. ft. estate, nestled in 2.3 acres of pristine, park-like grounds, epitomizes understated luxury. A handcrafted brick facade and hand-split shingle roof frame interiors adorned with rare materials and custom millwork. A grand, 2-story foyer leads to a formal area designed for refined entertaining. The luxury primary suite provides a serene retreat with a double private office and a

  Stephen Archino Sotheby's International Realty

  386 North St, Greenwich, CT 06830
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  /15

  $15,945,000

  • 6 Beds
  • 10 Baths
  • 11,411 Sq Ft

  30 Meadowcroft Ln, Greenwich, CT 06830

  Sited on over two acres of private, west-facing land in the heart of the Golden Triangle, this 11,000+ sq ft modern masterpiece commands attention. Designed with renowned architect William D. Earls, this six-bedroom estate blends timeless architecture with the finest craftsmanship and materials. Featuring bespoke interiors with elegant finishes, the 2018 custom-built residence offers rare

  Jeffrey Jackson Corcoran Centric Realty LLC

  30 Meadowcroft Ln, Greenwich, CT 06830
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  /39

  $4,500,000

  • 4 Beds
  • 3.5 Baths
  • 4,810 Sq Ft

  52 Round Hill Rd, Greenwich, CT 06831

  Experience the art of gracious living in this exquisite residence, where every detail has been thoughtfully curated for comfort, style, and effortless functionality. A grand marble-floored foyer sets the tone, leading to a formal dining room and a dramatic living room adorned with a tray ceiling, a stately marble fireplace, and French doors that open to an expansive terrace -ideal for

  Leslie McElwreath Sotheby's International Realty

  52 Round Hill Rd, Greenwich, CT 06831
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  /42

  $24,995,000

  • 6 Beds
  • 10 Baths
  • 19,950 Sq Ft

  65 Upper Cross Rd, Greenwich, CT 06831

  Spectacular Converse Lake direct waterfront estate in coveted Conyers Farm Association. Featuring a custom Shope Reno Wharton designed residence and two bedroom guest house with full kitchen both completely renovated down to studs and redesigned for today's lifestyle. Enter to see sophisticated and chic interiors throughout three floors of light filled living space with dramatic open views to the

  Leslie McElwreath Sotheby's International Realty

  65 Upper Cross Rd, Greenwich, CT 06831
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  /31

  $3,295,000

  • 5 Beds
  • 3.5 Baths
  • 3,424 Sq Ft

  1 Sound View Terrace, Greenwich, CT 06830

  Minutes away from all Greenwich has to offer. Charming 5 bedroom home is within close distance to the train, park, shops and restaurants. The sun-filled, open layout features an entry that leads to a living room with a cozy fireplace, and a formal dining room perfect for entertaining. Kitchen with plenty of seating and office nook opens to a bright family room with access to a deck, ideal for

  Julie Church Houlihan Lawrence

  1 Sound View Terrace, Greenwich, CT 06830
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  /37

  $3,950,000

  • 4 Beds
  • 8 Baths
  • 8,681 Sq Ft

  12 Stallion Trail, Greenwich, CT 06831

  Welcome to 12 Stallion Trails, a unique modern masterpiece located within a private gated association. This architecturally stunning home spans 8,826 square feet, offering a perfect blend of design and function.Featuring an open floor plan, the home boasts soaring ceilings, impeccable stonework and oversized windows that flood the space with natural light and offer views of the lush

  Yashmin Lloyds Compass Connecticut, LLC

  12 Stallion Trail, Greenwich, CT 06831
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  /10

  $16,750,000

  • 8 Beds
  • 11 Baths
  • 16,300 Sq Ft

  90 Oneida Dr, Greenwich, CT 06830

  Build your legacy in one of Greenwich, CT's most sought-after downtown gated communities. Approved plans and ready to break ground with local Award winning developer, Greenwich Custom Homes. A magnificent estate will be built with precision and finished with elegance, continuing to raise the bar for the finest living in Greenwich CT. This waterfront Georgian Colonial blends timeless elegance with

  Brian Milton Compass Connecticut, LLC

  90 Oneida Dr, Greenwich, CT 06830
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  /21

  $2,995,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 3 Baths
  • 2,882 Sq Ft

  267 Riversville Rd, Greenwich, CT 06831

  Nestled at the end of a quiet dead-end street, this 3-bedroom, 3-bath home offers a rare blend of privacy and possibility. Surrounded by a peaceful setting, the property provides an excellent canvas for updates and customization, allowing the creation of something truly special. This open and airy home has a flexible floor plan and a primary bedroom with easy access to a private pool and

  Barbara Zaccagnini Coldwell Banker Realty

  267 Riversville Rd, Greenwich, CT 06831
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  /34

  $3,250,000

  • 3 Beds
  • 3.5 Baths
  • 3,648 Sq Ft

  10 Tomahawk Ln, Greenwich, CT 06830

  Ideally located near everything, this beautifully updated modern farmhouse-style home offers a perfect blend of comfort and elegance. Situated on a quiet cul-de-sac in Mid Country Greenwich, this private and peaceful residence features a custom design with striking architectural details.The spacious, open-concept living area boasts soaring 24-foot cathedral ceilings, a floor-to-ceiling

  Alison Farn-Leigh BHHS New England Properties

  10 Tomahawk Ln, Greenwich, CT 06830
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  /25

  $2,165,000

  • 4 Beds
  • 2.5 Baths
  • 3,358 Sq Ft

  29 Griffith Rd, Riverside, CT 06878

  Perfectly located on a sought after Riverside cul-de-sac in the North Mianus/Eastern school district. Move right into this beautiful 4 bedroom/2.5 bath colonial with modern updates, including a chef's kitchen with Wolf/ SubZero appliances, gorgeous hardwood floors & custom moldings throughout. Large primary suite with walk in closet, high end bath with oversized shower. Spacious interior ideal

  Janine Corticelli Houlihan Lawrence

  29 Griffith Rd, Riverside, CT 06878
• 

  

  /31

  $4,150,000

  • 3 Beds
  • 3 Baths
  • 2,286 Sq Ft

  20 Meadow Place, Old Greenwich, CT 06870

  Available for the 1st time in over 50 years, this stunning waterfront property offers 180 degree Southern views from East to West over Greenwich Cove from its 100 feet of private shoreline. Remodel or build the waterfront home of your dreams on this .36 acre level property which includes a dock and deeded access to the private ''Little Beach'' This cape style home offers long water views over

  Elizabeth Smith William Raveis Real Estate

  20 Meadow Place, Old Greenwich, CT 06870
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  /26

  $1,525,000

  • 3 Beds
  • 2 Baths
  • 2,096 Sq Ft

  68 Valleywood Rd, Cos Cob, CT 06807

  Nestled high above one of the most desirable streets in Cos Cob, you will enter into a timeless light filled home ready for a new generation. A classic living room with wood burning fireplace, sun porch/office and formal dining room, all with period arches and great views. The recently updated kitchen leads out to an expansive deck overlooking the large private backyard. Three bedrooms plus an

  Marje Vance Allocco Sotheby's International Realty

  68 Valleywood Rd, Cos Cob, CT 06807
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  /30

  $4,300,000

  • 5 Beds
  • 5.5 Baths
  • 5,400 Sq Ft

  57 Lockwood Ave, Old Greenwich, CT 06870

  This beautifully scaled five-bedroom Colonial offers refined living in one of Old Greenwich's most coveted neighborhoods, just moments from the beach, park, train, schools and dining. Set on a meticulously landscaped 1/2 acre, the 5400-square-foot sun-drenched five bedroom boasts a stone terrace, French doors, wraparound porch, butler's pantry, grand chef's kitchen with island open to the family

  Noah Finz Houlihan Lawrence

  57 Lockwood Ave, Old Greenwich, CT 06870

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