Greenwich, CT Houses for Sale

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  /36

  $5,495,000

  • 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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  /36

  $2,900,000

  • 3 Beds
  • 2.5 Baths
  • 4,670 Sq Ft

  98 Hunting Ridge Rd, Greenwich, CT 06831

  Anchored into a hillside, this three level Mid Century Marvel is proof that two things can be true at the same time, as it both blends into, and stands out in, the surrounding natural habitat of native plants and massive rocks sculpted by a long-forgotten glacier. This property in North Greenwich is truly one of a kind, designed and built by the visionary artist and architect Norman Hoberman, it

  

  Betsy Anderson

  William Pitt Sotheby's Int'l

  (475) 275-0824

  98 Hunting Ridge Rd, 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

  (475) 255-6696

  79 Richmond Hill Rd, Greenwich, CT 06831
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  /29

  $9,950,000

  • 6 Beds
  • 8 Baths
  • 8,896 Sq Ft

  35 Club Rd, Riverside, CT 06878

  Sought after Riverside location showcases a stunning six-bedroom Colonial built by Sound Beach Partners with pool, porches, outdoor fireplace and grill on beautifully manicured .71 acres with private yard dotted with sequentially flowering trees. Offers easy access to trains, schools, water and Yacht Club. This pristine home exudes classic elegance with superb architectural details, wood floors,

  

  Andrew Smith

  Houlihan Lawrence

  (475) 265-6383

  35 Club Rd, Riverside, CT 06878
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  /37

  $8,490,000

  • 5 Beds
  • 7 Baths
  • 4,448 Sq Ft

  10 W Crossway, Old Greenwich, CT 06870

  Welcome to your dream vacation-like setting! This bright and spacious 5 bed 7 bath property boasts a tranquil ambiance with stunning sunsets that will take your breath away. Perfect for cozy evenings looking at the water. Multiple options for offices including bonus space above the garage are the perfect Zoom refuge. Entertain and relax on the inviting patios while taking in the breathtaking

  Christian Perry Sotheby's International Realty

  10 W Crossway, Old Greenwich, CT 06870
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  /7

  $8,750,000

  • 6 Beds
  • 7.5 Baths
  • 10,400 Sq Ft

  11 Winterset Rd, Greenwich, CT 06830

  Mid Country New Construction smart home on 2.16 exquisite level acres will be completed by early fall, 2025. 10K+ SF of finished space on 4 floors with extra height ceilings throughout. Primary suite and 4 en-suite bedrooms on 2nd floor and a 6th en-suite bedroom on 3rd floor. Custom kitchen with Subzero/Wolf Appliances, island and breakfast area. Spectacular indoor / outdoor living is designed

  Amanda Bates Houlihan Lawrence Inc.

  11 Winterset Rd, Greenwich, CT 06830
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  /29

  $7,995,000

  • 5 Beds
  • 9 Baths
  • 8,728 Sq Ft

  36 Baldwin Farms N, Greenwich, CT 06831

  Introducing a Turn-Key Custom Designed home by Judith Larson Associates and built by the Gardiner team! This serene oasis features a beautifully designed five-bedroom layout, complete with entertaining terraces and an approved pool site, all nestled on two landscaped acres. Built to the highest standards, the stunning multi-level interior showcases 10 Ft ceilings and a bright, airy atmosphere

  Joanne Mancuso Houlihan Lawrence

  36 Baldwin Farms N, Greenwich, CT 06831
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  /39

  $6,200,000

  • 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 and 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. Built in 2005 and recently redesigned, the open floor plan + soaring ceilings create a bright, airy

  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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  /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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  /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 Scialpi-Malloy Serhant Connecticut LLC

  34 Edgewood Dr, Greenwich, CT 06831
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  /20

  $5,850,000

  • 5 Beds
  • 5.5 Baths
  • 8,818 Sq Ft

  12 Dwight Ln, Greenwich, CT 06831

  Experience the charm of a genuine 17th-century Elizabethan manor, meticulously reconstructed on over four acres of beautifully landscaped grounds showcasing exquisite gardens, stunning masonry, and exceptional amenities. Located on a picturesque private lane, this home preserves the architectural essence of a classic English manor, featuring historic wooden beams sourced and carefully dismantled

  Yashmin Lloyds Compass Connecticut, LLC

  12 Dwight Ln, Greenwich, CT 06831
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  /38

  $4,350,000

  • 5 Beds
  • 6.5 Baths
  • 5,257 Sq Ft

  331 Round Hill Rd, Greenwich, CT 06831

  Built in 1758 and masterfully updated, 331 Round Hill Road offers a rare opportunity where historic character and modern comfort exist in perfect balance. Wide-plank floors, hand-hewn beams, and wood-burning fireplaces showcase early American craftsmanship, while a reimagined kitchen with premium appliances and renovated baths provides seamless functionality. The large living room offers a quiet

  Jack Sarsen Compass Connecticut, LLC

  331 Round Hill Rd, Greenwich, CT 06831
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  /15

  $5,900,000

  • 6 Beds
  • 7 Baths
  • 7,000 Sq Ft

  6 Dorchester Ln, Riverside, CT 06878

  Luxury new construction (Sept 2025) 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 fireplace,

  Gloria Gimenez-Ferrer Berkshire Hathaway HS NE Prop.

  6 Dorchester Ln, Riverside, CT 06878
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  /47

  $6,195,000

  • 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

  $5,325,000

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

  52 Breezemont Ave, Riverside, CT 06878

  Renovated in2025 luxury 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 a 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

  Jennifer Danzi-glenn Jennifer M Danzi, Broker

  52 Breezemont Ave, Riverside, CT 06878
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  /35

  $4,995,000

  • 6 Beds
  • 7.5 Baths
  • 8,221 Sq Ft

  427 Taconic Rd, Greenwich, CT 06831

  This peerless estate sits less than one short mile from the Banksville shopping center where the acclaimed gourmet & coffee shop entices locals to linger and chat. A 3-story entry is flooded with natural light from the glass dome above, and open plan living flows seamlessly. Formal living & dining rooms give way to the kitchen/great room with massive central island, wide open dining area, &

  Julie Grace Burke Compass Connecticut, LLC

  427 Taconic Rd, Greenwich, CT 06831
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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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  /30

  $4,599,000

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

  6 Coachlamp Ln, Greenwich, CT 06830

  Discover refined living in this elegant center hall colonial, ideally set on a private cul-de-sac just minutes from downtown Greenwich. Meticulous attention to detail is evident throughout, from sophisticated coffered ceilings to exceptional craftsmanship. The open-concept gourmet kitchen is the heart of the home, with generous counter space and a seamless flow into the spacious family room. Five

  Barbara Zaccagnini Coldwell Banker Realty

  6 Coachlamp Ln, Greenwich, CT 06830
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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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  /38

  $4,500,000

  • 5 Beds
  • 4.5 Baths
  • 5,272 Sq Ft

  33 Cliffdale Rd, Greenwich, CT 06831

  Stunning estate in Greenwich's prestigious Back Country. Set on 4 acres of rolling lawns, this 5,200+ sq ft Colonial blends timeless charm with modern luxury and privacy. Enter through a gated stone entrance to a home beautifully renovated by renowned Lighthouse Architects, with plans for expansion. The magnificent primary suite features a private boudoir, mahogany vaulted ceiling, and fireplace.

  Marli Meier Corcoran Centric Realty LLC

  33 Cliffdale Rd, Greenwich, CT 06831
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  /13

  $4,350,000

  • 5 Beds
  • 4.5 Baths
  • 3,858 Sq Ft

  121 Round Hill Rd, Greenwich, CT 06831

  This home was built with great bones and is now ready for a full renovation. OR, take it down and build new - see photos. Gorgeous 2.3 acres combine with a premier Round Hill Rd. address! The topography of 121 Round Hill Road offers uncommon long vistas from all floors with a unique blend of openness and privacy. Irrigated, manicured lawns, plantings, old stonewalls, and natural areas provide a

  Sabine Schoenberg Primesites, Inc.

  121 Round Hill Rd, Greenwich, CT 06831
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  /23

  $4,350,000

  • 6 Beds
  • 4.5 Baths
  • 4,958 Sq Ft

  121 Round Hill Rd, Greenwich, CT 06831

  Rare find - property on one of Greenwich' estate roads, Round Hill Rd. Oversized, private property, pool, stable, with a perfect blend of tranquil, manicured and natural landscapes. Enjoy your morning coffee gazing across beautiful east-facing rear vistas.Move right into this 5 bedroom 4 1/2 bath home, featuring upgrades like generator, irrigation, and largely new windows. Create your

  Sabine Schoenberg PrimeSites, Inc.

  121 Round Hill Rd, Greenwich, CT 06831
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  /37

  $5,600,000

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

  27 Stiles Ln, Greenwich, CT 06831

  Grand Greenwich Estate | Luxurious Living on 4.3 AcresTucked at the end of a quiet cul-de-sac, 27 Stiles Lane is a magnificent brick manor set on 4.3 acres of private, manicured grounds. With 7,438 sq. ft. of refined living space, this estate offers six ensuite bedrooms for ultimate privacy. The home features two fireplaces and a beautiful library with custom millwork. The resort-style

  Fatou Niang William Pitt Sotheby's Int'l

  27 Stiles Ln, Greenwich, CT 06831
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  /9

  $4,295,000

  • 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
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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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  /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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  /37

  $6,950,000

  • 6 Beds
  • 9 Baths
  • 11,615 Sq Ft

  21 Sterling Rd S, Armonk, NY 10504

  Where design meets purpose—this award-winning home brings together architectural innovation and serene luxury. Created by Carol Kurth Architecture and built by Legacy Construction NE, exceptional craftsmanship is seen throughout the home, showcased by a mix of natural materials and bold structural details. A cantilevered fireplace, floating staircases and cathedral ceilings are some of the

  Brian Milton Compass Greater NY, LLC

  21 Sterling Rd S, Armonk, NY 10504
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  /40

  $1,399,000

  • 3 Beds
  • 3 Baths
  • 2,175 Sq Ft

  88 Indian Field Rd, Greenwich, CT 06830

  Welcome to 88 Indian Field Road, where convenience meets comfort in this updated 3 bed, 3 bath cape. Seconds from the Cos Cob Train station, Greenwich schools, parks, and dozens of dining & shopping options, this home offers unparalleled accessibility. Highlights of the surprisingly spacious layout include the living room's w/b fireplace, renovated kitchen and inviting family room perfect for

  PJ Collins Keller Williams Realty Group

  88 Indian Field Rd, Greenwich, CT 06830
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  /43

  $3,895,000

  • 6 Beds
  • 5.5 Baths
  • 5,175 Sq Ft

  119 Hendrie Ave, Riverside, CT 06878

  This spacious Riverside Colonial is located on one of the less traveled streets extending from Riverside School to Binney Park. Artfully expanded & renovated from its original 40's design, the main rooms feature high ceilings, wide windows and generous scale. The dramatic three-story entrance hall is flanked by a formal living room & large family room , both w handsome fireplaces, & it extends

  Heather Platt Sotheby's International Realty

  119 Hendrie Ave, Riverside, CT 06878
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  /40

  $2,149,500

  • 4 Beds
  • 3.5 Baths
  • 2,531 Sq Ft

  47 Grey Rock Dr, Greenwich, CT 06831

  Be the first to enjoy this thoughtfully renovated 4-bedroom home in the heart of historic Glenville which has been completely remodeled and expanded in 2025 with a low maintenance lifestyle in mind. The home is flooded with natural light and features an open floor plan with the option of a first-floor primary bedroom. The kitchen and dining area includes a large island, stainless steel appliances

  Marje Vance Allocco Sotheby's International Realty

  47 Grey Rock Dr, Greenwich, CT 06831
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  /28

  $3,895,000

  • 5 Beds
  • 3.5 Baths
  • 3,647 Sq Ft

  258 Riverside Ave, Riverside, CT 06878

  Tucked away down a private driveway off Riverside Avenue, this stylishly updated, cedar-clad home offers the perfect blend of classic charm and modern farmhouse appeal. Set on over a half an acre of level lawn, this peaceful retreat is just minutes from the train, town and coastline. The sun-filled living room, framed by twin picture windows, sets a warm and welcoming tone. At the center

  Tracey Koorbusch Sotheby's International Realty

  258 Riverside Ave, Riverside, CT 06878
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  /32

  $1,100,000

  • 4 Beds
  • 2.5 Baths
  • 2,347 Sq Ft

  263 Byram Rd, Greenwich, CT 06830

  A welcoming front porch invites you to this bright and sunny four bedroom, two and a half bath Center Hall Colonial. The inviting entryway leads to a bright and airy main level, where you can enjoy family gatherings. There is 2347 square feet of living space with plenty of storage in the partially finished basement and garage. Conveniently located, this home is just minutes away from Byram

  Diana Whyte BHHS New England Properties

  263 Byram Rd, Greenwich, CT 06830
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  /31

  $3,450,000

  • 4 Beds
  • 3.5 Baths
  • 3,187 Sq Ft

  87 Orchard Dr, Greenwich, CT 06830

  Chic California-style residence in the coveted Milbrook Association, set on .88 acre with sweeping lake views and 200 ft of waterfront. Tucked at the end of a peaceful road, this light-filled home features floor-to-ceiling windows, skylight, original English brick fireplace, and an open layout perfect for entertaining. Gourmet kitchen with Sub-Zero and Wolf appliances, vaulted family room,

  Krissy Blake Sotheby's International Realty

  87 Orchard Dr, Greenwich, CT 06830
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  /29

  $1,495,000

  • 3 Beds
  • 2 Baths
  • 1,655 Sq Ft

  33 Halsey Dr, Old Greenwich, CT 06870

  This charming Old Greenwich home in the highly sought-after North Mianus/ Eastern school district is the perfect starter or the best condo alternative. A picturesque setting, this single-family dwelling comes with low property taxes, low maintenance responsibilities and costs. The first floor offers comfortable living and family room spaces, a newer kitchen with quartz countertop and stainless

  Anthony Ardino William Raveis Real Estate

  33 Halsey Dr, Old Greenwich, CT 06870
• 

  

  /15

  $1,495,000

  • 4 Beds
  • 2 Baths
  • 2,073 Sq Ft

  15 Ridge Rd, Cos Cob, CT 06807

  Elegant Cape-Style Home in the Heart of Cos Cob Nestled in the desirable heart of Cos Cob, this beautifully maintained Cape offers timeless charm and spacious comfort. Featuring four well-appointed bedrooms and two full baths, the home boasts a gracious living and dining area, a sunlit eat-in kitchen that flows seamlessly into a cozy family room, and abundant storage-including a cedar-lined

  Ryan Ciambriello Houlihan Lawrence

  15 Ridge Rd, Cos Cob, CT 06807
• 

  

  /21

  $1,675,000

  • 3 Beds
  • 3.5 Baths
  • 3,104 Sq Ft

  150 Pemberwick Rd, Greenwich, CT 06831

  This modern residence offers an open floor plan with oversized windows and doors framing stunning views of the Byram River. Set high above the water, it combines privacy with scenic beauty. Beautiful and spacious fenced play yard.Features include three ensuite bedrooms with marble baths and custom walk-in closets, a sleek white kitchen with stainless steel appliances and marble finishes, a

  Amanda Miller Houlihan Lawrence

  150 Pemberwick Rd, Greenwich, CT 06831
• 

  

  /25

  $1,250,000

  • 3 Beds
  • 1.5 Baths
  • 1,333 Sq Ft

  5 Hunter St, Old Greenwich, CT 06870

  Great opportunity to own this well maintained 3 bedroom 1 1⁄2 bath colonial located at the end of a cul-de-sac in Old Greenwich. Home has an eat-in kitchen, formal dining room, living room with fireplace, spacious three season sunroom off the kitchen, deck, covered front porch, a 1 car garage, and a large .38 of an acre parcel of land.

  Calvin Darula William Raveis Real Estate

  5 Hunter St, Old Greenwich, CT 06870
• 

  

  /36

  $2,149,000

  • 5 Beds
  • 3.5 Baths
  • 3,506 Sq Ft

  46 Bowman Dr, Greenwich, CT 06831

  Experience the exceptional craftsmanship and refined details in this meticulously maintained home within the prestigious King Merritt association. The chef's kitchen is a culinary masterpiece, featuring Wolf and Sub-Zero appliances, a double oven, wine cooler, stunning oversized Carrara marble center island, and an additional stacked washer/dryer. Seamlessly integrated with a spacious

  Joy Kim Metalios Houlihan Lawrence

  46 Bowman Dr, Greenwich, CT 06831

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