Greenwich, CT Homes for Sale with Acreage

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  /36

  $5,495,000 Open Sun 1PM - 3PM

  • 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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  /30

  $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 and clapboard home on 2 stunning acres near town and top schools. Designed by Rich Granoff, this 7-bedroom, 7.2-bath residence offers exceptional indoor/outdoor living with pool, spa, covered terrace with fireplace + firepit—all on a quiet cul-de-sac. Built in 2005 and recently redesigned, the open floor plan and soaring ceilings create a

  B.K. Bates Houlihan Lawrence

  28 Thunder Mountain Rd, Greenwich, CT 06831
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  /31

  $13,400,000

  • 6 Beds
  • 9 Baths
  • 11,157 Sq Ft

  31 Meadow Ln, Greenwich, CT 06831

  Exceptional Tanner White ultra-luxurious six-bedroom modern residence in the estate area of Greenwich. The open floor plan with 12+ foot ceilings is filled with natural light and allows for versatile use of the dramatic formal and casual rooms, all leading to a captivating outdoor living space complete with a fireplace overlooking the serene pool with spa and verdant lawn. The interior design and

  Leslie McElwreath Sotheby's International Realty

  31 Meadow Ln, Greenwich, CT 06831
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  /28

  $6,195,000

  • 6 Beds
  • 8 Baths
  • 5,210 Sq Ft

  2 Sparrow Ln, Greenwich, CT 06830

  Redesigned in 2019 by renowned architect Doug Vanderhorn, this 6-bedroom, 6.5-bathroom home blends exceptional craftsmanship with natural light throughout. The main level features formal living and dining rooms, a private office, and an open-concept kitchen and family room, all opening to a patio and level grounds with a playground. Upstairs, the second level features 5 en-suite bedrooms,

  Jennifer Leahy Compass Connecticut, LLC

  2 Sparrow Ln, Greenwich, CT 06830
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  /20

  $5,850,000

  • 5 Beds
  • 6 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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  /54

  $8,250,000

  • 6 Beds
  • 10 Baths
  • 9,600 Sq Ft

  828 North St, Greenwich, CT 06831

  Pristine stone Georgian colonial set on over four acres of verdant level lawn in back country Greenwich. Custom built, this 9,600+/- SF home was crafted with high ceilings, custom moldings and superb attention to detail on all three levels serviced by an elevator. Stunning double height entry, elegant formal rooms, gourmet kitchen with sun-filled breakfast area adjoining double height family room

  Leslie McElwreath Sotheby's International Realty

  828 North St, Greenwich, CT 06831
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  /40

  $8,850,000

  • 6 Beds
  • 8 Baths
  • 9,440 Sq Ft

  34 Carrington Dr, Greenwich, CT 06831

  A rare offering in back-country Greenwich, this timeless estate is set on 3.58 exquisitely landscaped and gated acres, masterfully blending classic architecture with contemporary luxury. Designed for both grand-scale entertaining and intimate everyday living, the residence offers a sun-filled interior with soaring ceilings, custom millwork, and modern, bespoke finishes throughout. The grand

  Carissa Larriuz Houlihan Lawrence

  34 Carrington Dr, Greenwich, CT 06831
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  /43

  $6,700,000

  • 6 Beds
  • 11 Baths
  • 10,036 Sq Ft

  280 Round Hill Rd, Greenwich, CT 06831

  Ideally sited on more than two acres just minutes from town, this timeless and light-filled colonial offers the perfect blend of classic elegance and modern luxury. Graciously scaled rooms begin with an expansive foyer that provides a stunning front-to-back view, setting the tone for the rest of the home.The main residence features a private gym, home theater, custom 1,000-bottle wine cellar,

  Susan Holey Sotheby's International Realty

  280 Round Hill Rd, Greenwich, CT 06831
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  /50

  $14,250,000

  • 6 Beds
  • 8 Baths
  • 9,418 Sq Ft

  52 Carriglea Dr, Riverside, CT 06878

  Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

  Stephen Archino Sotheby's International Realty

  52 Carriglea Dr, Riverside, CT 06878
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  /38

  $7,250,000

  • 5 Beds
  • 6 Baths
  • 6,714 Sq Ft

  21 Aiken Rd, Greenwich, CT 06831

  Introducing a timeless Round Hill estate, on the market for the first time in over 50 years. Nestled midway along a quiet cul-de-sac, this pastoral property spans over 10+ sweeping, private acres with mature plantings and specimen tress overlooking a tranquil pond. The main residence features beautifully proportioned, sun-filled rooms, 5 bedrooms, 4 full and 2 half baths, and a walk-out lower

  Krissy Blake Sotheby's International Realty

  21 Aiken Rd, Greenwich, CT 06831
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  /38

  $6,300,000

  • 9 Beds
  • 7 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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  /52

  $13,995,000

  • 5 Beds
  • 9 Baths
  • 10,431 Sq Ft

  190 North St, Greenwich, CT 06830

  Nor Tor stands as one of Greenwich's finest English Manors, an extraordinary estate spanning nearly 3.5 acres of breathtaking beauty. Meticulously preserved, the manor underwent an extensive three year restoration and expansion, completed in 2010, blending historical integrity with seamless enhancements. This masterful renovation was led by architect Ira Grandberg, resulting in a breathtaking

  Leslie McElwreath Sotheby's International Realty

  190 North St, 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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  /34

  $6,995,000

  • 5 Beds
  • 7 Baths
  • 8,685 Sq Ft

  118 John St, Greenwich, CT 06831

  Extraordinary, custom-built 5 bedroom stone + shingle Colonial is tucked away on 10 beautifully landscaped gated acres in serene backcountry. Sunlit 8685SF interior boasts generously scaled rooms w high ceils + stunning details incl four WB FPs + wide plank floors. The house is designed to take full advantage of picturesque setting bringing the outside in from all rooms. 1st floor has an open

  B.K. Bates Houlihan Lawrence

  118 John St, Greenwich, CT 06831
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  /36

  $7,500,000

  • 7 Beds
  • 9 Baths
  • 14,066 Sq Ft

  4 Cowdray Park Dr, Greenwich, CT 06831

  Nestled within the confines of Conyers Farm, this French Normandy chateau epitomizes exclusivity and grandeur. Blending exquisite architecture with lavish comforts and resort amenities that elevate luxury living to new heights. Showcasing impeccable materials, palatial entertaining spaces, a luxurious kitchen, family room, paneled library, and a sprawling terrace overlooking the pool. Seven

  Joan Marks Christie's International Real Estate

  4 Cowdray Park Dr, Greenwich, CT 06831
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  /49

  $7,250,000

  • 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
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  /47

  $6,590,000

  • 6 Beds
  • 8 Baths
  • 7,921 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
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  /38

  $7,995,000

  • 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
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  /29

  $7,995,000 New Construction

  • 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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  /4

  $7,995,000 New Construction

  • 6 Beds
  • 7.5 Baths
  • 9,460 Sq Ft

  11 Winterset Rd, Greenwich, CT 06830

  Move in late summer 2025 to this Mid Country New Construction smart home on 2.16 exquisite level acres will be ready for mid fall move in. 9400+ SF of finished space on 3 floors with extra height ceilings throughout. Primary suite and 4 en-suite bedrooms on 2nd floor and a 6th bedroom in the walkup lower level. Custom kitchen with Subzero/Wolf Appliances, island and breakfast area. Spectacular

  Amanda Bates Houlihan Lawrence

  11 Winterset Rd, Greenwich, CT 06830
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  $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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  /38

  $2,395,000

  • 5 Beds
  • 4.5 Baths
  • 4,331 Sq Ft

  10 Old Forge Rd, Greenwich, CT 06830

  Elegant Center Hall Colonial nestled on a serene mid-country cul-de-sac. Encompassing 4,300 square ft, this gracious home features an expansive kitchen/family room, flexible entertaining spaces, a first-floor bedroom, and an office. A newly built deck and patio overlook two tranquil acres, perfect for outdoor gatherings. Sunlight pours through skylights on the second floor, enhancing the home's

  Joy Kim Metalios Houlihan Lawrence

  10 Old Forge Rd, Greenwich, CT 06830
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  /31

  $2,149,000 Open Sat 1PM - 3PM

  • 5 Beds
  • 4 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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  /32

  $1,600,000

  • 4 Beds
  • 4 Baths
  • 3,874 Sq Ft

  226 Stanwich Rd, Greenwich, CT 06830

  Sandwich Road Colonial with In-Law Apartment - A Rare Find! Welcome to Sandwich Road, one of Greenwich's most sought-after locations-where timeless charm meets modern convenience. This two-story Colonial offers 4 spacious bedrooms and 3 full bathrooms, perfectly designed for comfortable living and effortless entertaining. Features: A private 1-bedroom in-law/au pair suite with its own entrance,

  Jan Jagush Scalzo Real Estate

  226 Stanwich Rd, Greenwich, CT 06830
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  /27

  $4,195,000

  • 4 Beds
  • 5 Baths
  • 4,019 Sq Ft

  160 Stanwich Rd, Greenwich, CT 06830

  Welcome to this classically designed home that blends thoughtful architecture with gracious living. Perfectly positioned on over one level acre, 160 Stanwich Road is uniquely situated to provide expansive views of the Greenwich Country Club golf course creating a serene and tranquil setting while conveniently located minutes to town.A charming center hall is welcoming, bright, and

  Wendy Hill Sotheby's International Realty

  160 Stanwich Rd, Greenwich, CT 06830
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  /28

  $2,500,000

  • 5 Beds
  • 4 Baths
  • 3,772 Sq Ft

  43 Buckfield Ln, Greenwich, CT 06831

  Nestled at the end of a quiet street in one of the most prestigious towns in the country, this rare 8.5-acre estate in Greenwich, offers an exceptional opportunity for those seeking space, privacy, and potential. Built in 1936, this stately residence features 5 bedrooms, 4 full bathrooms, and over 3,700 square feet of living space, all set on a sprawling flat parcel rarely found in the area. The

  Jolanta Rojek eXp Realty

  43 Buckfield Ln, Greenwich, CT 06831
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  /28

  $3,495,000

  • 6 Beds
  • 8 Baths
  • 5,613 Sq Ft

  4 Mountain Laurel Dr, Greenwich, CT 06831

  Stately Georgian brick on a private cul-de-sac w/2 landscaped acres, stunning pool & spa. Approach via wrought iron gates to a circular driveway. Elegant, beautifully decorated home boasts 5,613 SF (add. 1000+/- sf in finished part of garden level), high ceilings, hardwood & stone floors & 5 fireplaces. Spacious entry foyer leads to gourmet kitchen w/Sub Zero, Viking & Bosch appliances, adj.

  Barbara Wells Houlihan Lawrence

  4 Mountain Laurel Dr, Greenwich, CT 06831
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  /49

  $5,200,000 Open Sun 1PM - 3PM

  • 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, this masterfully renovated 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 interiors.The

  Danielle Scialpi-Malloy Serhant Connecticut LLC

  34 Edgewood Dr, Greenwich, CT 06831
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  /35

  $2,495,000

  • 8 Beds
  • 3 Baths
  • 3,454 Sq Ft

  295 Taconic Rd, Greenwich, CT 06831

  Incredible opportunity to own this stunning property on 5.2 level acres near Stanwich Country Club. The Brush-Lockwood House features a charming front porch, gazebo, and 8 bedrooms spanning 4 levels with well-scaled rooms and high ceilings. The bright interior offers wide plank hardwood floors, spacious great room with fireplace, and restored floor-to-ceiling windows. Privacy awaits you on the

  Christopher Conetta Houlihan Lawrence

  295 Taconic Rd, Greenwich, CT 06831
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  /29

  $5,000,000

  • 5 Beds
  • 7 Baths
  • 5,071 Sq Ft

  1 Brookside Park, Greenwich, CT 06831

  Situated on a serene 1.23-acre, private street just minutes from the shops & restaurants on Greenwich Avenue, this custom 5BR/6.5BA stone and shingle home is a showcase of timeless architecture & exceptional craftsmanship, built by acclaimed builder Jonathan Sparks. A dramatic two-story foyer sets the tone for the elegant interior, where high ceilings and light filled spaces flow seamlessly

  Maria Crowley Houlihan Lawrence

  1 Brookside Park, Greenwich, CT 06831
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  /38

  $4,350,000

  • 5 Beds
  • 7 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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  /51

  $19,900,000

  • 7 Beds
  • 10 Baths
  • 18,000 Sq Ft

  37 Burying Hill Rd, Greenwich, CT 06831

  Custom designed and built to exacting standards, this phenomenal back country lakefront compound was built to exacting standards offering fabulous privacy and flexibility for families, guests and staff. Prominent local design build firm created a masterpiece that combines a pre war elegance with substantial entertaining and modern lifestyle amenities. Multiple structures, including a large pool

  Robert Johnson Brown Harris Stevens CT, LLC

  37 Burying Hill Rd, Greenwich, CT 06831
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  /49

  $2,650,000

  • 4 Beds
  • 5 Baths
  • 4,447 Sq Ft

  5 Whitney Dr, Greenwich, CT 06831

  Stone pillars and a serene Koi pond set the tone as you enter this beautiful property offering 4.58acres abutting the Audubon Sanctuary and trails. This easy living ranch home offers an open and sundrenched layout. The dramatic foyer boasts soaring ceilings and walls of windows and doors surrounding you. Take a gracious step down into the living room with fireplace and doors to an expansive

  Lisa DeFonce Houlihan Lawrence

  5 Whitney Dr, Greenwich, CT 06831
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  /33

  $2,195,000

  • 4 Beds
  • 5 Baths
  • 4,193 Sq Ft

  33 Carrington Dr, Greenwich, CT 06831

  Elegant Colonial on a picturesque tree-lined street with resort-style amenities on 2 acres. Gorgeous gunite pool, flagstone terrace, gazebo, and bocce court create the ultimate outdoor escape. Clive Christian gourmet kitchen with vaulted ceilings flows into a sunroom and expansive family room. Sun-filled living and dining rooms offer impressive scale for entertaining. Flexible layout with a

  Mary Ann Grabel Sotheby's International Realty

  33 Carrington Dr, Greenwich, CT 06831
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  /44

  $19,500,000

  • 8 Beds
  • 17 Baths
  • 26,454 Sq Ft

  11 Langhorne Ln, Greenwich, CT 06831

  Famed architect Boris Baranovich designed this extraordinary stone Georgian estate of 26,000+/- square feet on 8.788 secluded acres off of Round Hill Road. Exquisitely executed, this stately manor home offers eight bedrooms and twelve full and five half bathrooms throughout four levels of living space. Mature trees and lush lawn surround this exceptional estate with two gated entrances: one to

  Leslie McElwreath Sotheby's International Realty

  11 Langhorne Ln, Greenwich, CT 06831
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  /27

  $2,400,000

  • 4 Beds
  • 5 Baths
  • 3,308 Sq Ft

  301 Riversville Rd, Greenwich, CT 06831

  Gorgeous hilltop property has been in the current family for over sixty years. Built in 1904, this home has been updated over the last twenty years. Large entry foyer and staircase are reminescent of a period of time that ensured great craftmanship and detail. Beautifully scaled living room and dining room offer formal entertinaing or casual living. Situated on over four acres in a two acre

  Shelly Tretter Lynch Compass Connecticut, LLC

  301 Riversville Rd, Greenwich, CT 06831

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