Greenwich, CT Homes

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  $7,995,000

  • 8 Beds
  • 11.5 Baths
  • 10,646 Sq Ft

  68 Dearfield Dr, Greenwich, CT 06831

  Perched high on a hill in downtown Greenwich, 66 Dearfield is unparalleled in its grandeur with 10,646 square feet of luxury living spanning 4 floors. Close to Greenwich Library, Greenwich Avenue, the train and all downtown amenities. This exquisite colonial boasts stone chimneys with extra height ceilings on each floor. Upon entry, the 2 story foyer nestled between the living room and dining

  Nina Frandson BHHS New England Properties

  68 Dearfield Dr, Greenwich, CT 06831
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  $4,400 total monthly price

  • 4 Beds
  • 2 Baths
  • 1,420 Sq Ft
  • Apartment for Rent

  53 Richland Rd, Greenwich, CT 06830

  Step into this bright and welcoming renovated first floor unit, offering 3-4 bedrooms and 2 full baths. Enjoy an open concept floor plan filled with natural light, complemented by beautifully finished hardwood flooring. The modern kitchen features stainless steel appliances, flowing seamlessly into the living and dining areas perfect for everyday living & entertaining. The finished lower level

  Kelly Feda Coldwell Banker Realty

  53 Richland Rd, Greenwich, CT 06830
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  $5,480,000 Sold Apr 23, 2025

  70 Sumner Rd, Greenwich, CT 06831

  • 6 Beds
  • 6.5 Baths
  • 9,340 Sq Ft
  • Built 1986

  Last Sold Summary

  • $587/SF
  • 19 Days On Market

  Current Estimated Value $5,871,274

  Last Listing Agent Danielle Malloy Serhant Connecticut LLC

  70 Sumner Rd, Greenwich, CT 06831
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  Not Listed For Sale

  264 Taconic Rd, Greenwich, CT 06831

  • 4 Beds
  • 5.5 Baths
  • 3,694 Sq Ft
  • Built 1848

  264 Taconic Rd, Greenwich, CT 06831

  Last Sold Summary

  • 37% Below List Price
  • $1,002/SF
  • 98 Days On Market

  Last Sold Price $3,700,000

  Last Listing Agent Alice Duff Sotheby's International Realty
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  /31

  $3,195,000

  • 3 Beds
  • 3.5 Baths
  • 3,512 Sq Ft

  403 Stanwich Rd, Greenwich, CT 06830

  Come see this total and complete renovation!. New design, expanded Sq ft, custom hand built kitchen, all new mechanicals, roof, siding, windows, baths, etc. New granite pool deck, private 1.23 acres on desirable Stanwich rd. location.

  Stephen Kane Sotheby's International Realty

  403 Stanwich Rd, Greenwich, CT 06830
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  $3,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,348 Sq Ft
  • Condo for Rent

  40 Orchard Place Unit 2, Greenwich, CT 06830

  This charming second floor, two-bedroom, one-bath apartment in the heart of Greenwich offers unbeatable convenience. Nestled close to the train station, Bruce Park, and Greenwich Avenue, you'll enjoy effortless access to the area's best shopping, dining, and entertainment. Inside, enjoy a spacious living room with a cozy fireplace, a formal dining room, and a well-equipped kitchen. This unique

  Max Bak RE/MAX RIGHT CHOICE

  40 Orchard Place Unit 2, Greenwich, CT 06830
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  $2,801,035 Sold Aug 04, 2025

  35 Druid Ln, Riverside, CT 06878

  • 4 Beds
  • 2 Baths
  • 3,114 Sq Ft
  • Built 1951

  Last Sold Summary

  • 10% Above List Price
  • $899/SF
  • 6 Days On Market

  Last Listing Agent Carolyn Petersen Compass Connecticut, LLC

  35 Druid Ln, Riverside, CT 06878
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  Est $4,203,990 Not Listed For Sale

  860 North St, Greenwich, CT 06831

  • 5 Beds
  • 6 Baths
  • 4,871 Sq Ft
  • Built 1971

  860 North St, Greenwich, CT 06831

  Last Sold Summary

  • 17% Above List Price
  • $740/SF
  • 10 Days On Market

  Last Sold Price $3,605,000

  Last Listing Agent Lisa Migliardi Compass Connecticut, LLC
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  $2,995,000

  • 3 Beds
  • 2 Baths
  • 2,859 Sq Ft

  40 Bruce Park Dr, Greenwich, CT 06830

  Nestled on a scenic knoll in the heart of Greenwich just moments from downtown & directly across from picturesque Bruce Park, this fully renovated home offers the perfect blend of timeless mid-century design & modern luxury. Boasting an open-concept layout, the sun-drenched interior features three spacious bedrooms & two elegant bathrooms. The gourmet kitchen flows effortlessly into the dining &

  Danielle Claroni Sotheby's International Realty

  40 Bruce Park Dr, Greenwich, CT 06830
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  $6,300 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,591 Sq Ft
  • House for Rent

  29 Fado Ln, Cos Cob, CT 06807

  Beautifully kept 3Bedroom, 2Bath home comes with 2 car garage. on quiet cul-de-sac street. Painted, all bathrooms are just renovated, 2026, hardwood floors refinished and beautiful. Dining room to large deck overlooking private backyard and rock garden. Great for entertainment Also family room on the 1st floor connect to outdoor space and backyard.

  Miyoko Matsuo Relo Redac Inc

  29 Fado Ln, Cos Cob, CT 06807
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  $11,375,000 Sold Jan 09, 2026

  10 Copper Beech Rd, Greenwich, CT 06830

  • 7 Beds
  • 10 Baths
  • 9,992 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $1,138/SF
  • 50 Days On Market

  Current Estimated Value $8,278,428

  Last Listing Agent Roberta Jurik Berkshire Hathaway NE Prop.

  10 Copper Beech Rd, Greenwich, CT 06830
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  Not Listed For Sale

  3 Hekma Rd, Greenwich, CT 06831

  • 7 Beds
  • 10 Baths
  • 13,433 Sq Ft
  • Built 2011

  3 Hekma Rd, Greenwich, CT 06831

  Last Sold Summary

  • 45% Below List Price
  • $819/SF
  • 127 Days On Market

  Last Sold Price $11,000,000

  Last Listing Agent Jennifer Leahy Compass Connecticut, LLC
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  $33,000,000 Pending

  • 8 Beds
  • 14 Baths
  • 18,954 Sq Ft

  555 Lake Ave, Greenwich, CT 06830

  Overlooking 8+park-like acres, this majestic brick Georgian was transformed to blend top of the line appointments with a rich array of custom detailing. Crowned by a 3-story chandelier, the impressive reception hall with Wenge walnut parquetry floor opens to a formal Dining Room with fireplace and elegant Living Room with fireplace and custom bar. Distinguished two-story English mahogany library

  Leslie McElwreath Sotheby's International Realty

  555 Lake Ave, Greenwich, CT 06830
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  $2,850 total monthly price

  • 2 Beds
  • 1 Bath
  • Apartment for Rent

  26 Hawthorne St S Unit A, Greenwich, CT 06831

  Spacious, two bedroom one bath apartment. Living room, dining room, eat-in kitchen. Enclosed porch. Freshly painted, brand new carpet and new blinds to be installed. Washer and dryer in unit, One off street parking spot . All utilities included.

  Eileen Zawatski William Raveis Real Estate

  26 Hawthorne St S Unit A, Greenwich, CT 06831
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  /2

  $3,100,000 Sold Jun 18, 2025

  9 Hillside Dr, Greenwich, CT 06831

  • 4 Beds
  • 5 Baths
  • 3,816 Sq Ft
  • Built 1911

  Last Sold Summary

  • 3% Below List Price
  • $812/SF
  • 37 Days On Market

  Last Listing Agent Shelly Tretter Lynch Compass Connecticut, LLC

  9 Hillside Dr, Greenwich, CT 06831
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  Not Listed For Sale

  28 Scott Rd, Greenwich, CT 06831

  • 4 Beds
  • 3 Baths
  • 2,639 Sq Ft
  • Built 1962

  28 Scott Rd, Greenwich, CT 06831

  Last Sold Summary

  • 13% Below List Price
  • $549/SF

  Last Sold Price $1,450,000

  Last Listing Agent Mike Parelli Mike Parelli Real Estate LLC
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  $8,895,000

  • 8 Beds
  • 10 Baths
  • 8,391 Sq Ft

  212 Bedford Rd, Greenwich, CT 06831

  Step into the reimagined 'Sunset Farm,' where historic charm meets modern luxury. Originally a Dutch Colonial from 1840, this landmarked property was completely rebuilt in 2006, blending timeless craftsmanship with contemporary elegance. The grand living and dining rooms, showcasing custom moldings and bespoke details, are perfect for entertaining, while the spacious chef's kitchen flows into a

  Yashmin Lloyds Compass Connecticut, LLC

  212 Bedford Rd, Greenwich, CT 06831
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  $9,000 total monthly price

  • 4 Beds
  • 2.5 Baths
  • 2,034 Sq Ft
  • House for Rent

  277 Taconic Rd, Greenwich, CT 06831

  This updated 1930, 4-bedroom, 2.1-bath single-family home is set on 4 bucolic acres in a convenient backcountry location, offering privacy and nature, yet just a short distance from downtown Greenwich. All 3 bathrooms have been beautifully renovated, and the kitchen features granite countertops with all of the modern conveniences one would expect. The flexible floor plan provides multiple spaces

  Stefanie Lacoff BHHS New England Properties

  277 Taconic Rd, Greenwich, CT 06831
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  $695,000 Sold Feb 26, 2026

  95 Byram Rd, Greenwich, CT 06830

  • 2 Beds
  • 1 Bath
  • 881 Sq Ft
  • Built 1932

  Last Sold Summary

  • 7% Below List Price
  • $789/SF
  • 77 Days On Market

  Last Listing Agent Stephen Archino Sotheby's International Realty

  95 Byram Rd, Greenwich, CT 06830
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  Not Listed For Sale

  1035 North St, Greenwich, CT 06831

  • 3 Beds
  • 3 Baths
  • 3,023 Sq Ft
  • Built 1852

  1035 North St, Greenwich, CT 06831

  Last Sold Summary

  • 3% Below List Price
  • $513/SF
  • 159 Days On Market

  Last Sold Price $1,550,000

  Last Listing Agent Liz Forrest Douglas Elliman of Connecticut
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  /22

  $945,000

  • 2 Beds
  • 2 Baths
  • 1,205 Sq Ft

  15 River Rd Unit 222, Cos Cob, CT 06807

  DIRECT WATERFRONT! Experience the serenity of living on the water in this beautifully renovated, sun-filled end unit! The open concept floor plan features a living room with a wood-burning fireplace, dining area, gourmet kitchen with stone countertops, stainless steel appliances and white custom cabinetry and a full size laundry. There is a first floor bedroom/den and a full bathroom. The second

  MJ Bates-Hvolbeck Sotheby's International Realty

  15 River Rd Unit 222, Cos Cob, CT 06807
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  $8,500 total monthly price

  • 3 Beds
  • 2 Baths
  • 1,443 Sq Ft
  • House for Rent

  10 Anthony Place, Riverside, CT 06878

  Come see this charming 3-bedroom, 2-full-bath Colonial on a quiet street in the heart of Riverside. Featuring hardwood floors throughout and a gorgeous, flat backyard with deck. Ideally located close to trains, town, Riverside School, and Eastern Middle. Finished lower level with laundry. Not to be missed!

  Lisa Stugart Brown Harris Stevens CT, LLC

  10 Anthony Place, Riverside, CT 06878
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  /21

  $1,235,000 Sold Dec 23, 2025

  70 Glenville St, Greenwich, CT 06831

  • 4 Beds
  • 2.5 Baths
  • 2,124 Sq Ft
  • Built 1952

  Last Sold Summary

  • 30% Above List Price
  • $581/SF
  • 8 Days On Market

  Last Listing Agent Elsa Case Houlihan Lawrence

  70 Glenville St, Greenwich, CT 06831
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  Not Listed For Sale

  11 Zygmont Ln, Greenwich, CT 06831

  • 4 Beds
  • 2.5 Baths
  • 2,203 Sq Ft
  • Built 1972

  11 Zygmont Ln, Greenwich, CT 06831

  Last Sold Summary

  • 14% Above List Price
  • $488/SF
  • 13 Days On Market

  Last Sold Price $1,075,000

  Last Listing Agent Ryan Ciambriello Houlihan Lawrence
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  $2,995,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 5,216 Sq Ft

  4 Banksville Rd, Greenwich, CT 06831

  Beautifully updated Colonial offers an open floor plan with four floors of living. A sun-drenched, chef-caliber kitchen and adjoining family room form the heart of the home, complemented by elegant formal rooms and a private ground-floor office and sunroom with full bath. The upper level includes a primary suite with a large dressing room, fireplace and a superbly updated bath along with two

  Brian Milton Compass Connecticut, LLC

  4 Banksville Rd, Greenwich, CT 06831
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  /12

  $2,950 total monthly price

  • 2 Beds
  • 1 Bath
  • Apartment for Rent

  91 Prospect St Unit A, Greenwich, CT 06830

  Bright, sunny, and well-maintained first floor apartment of a duplex close to central Greenwich. Two bedrooms, laundry, an outdoor patio and off-street parking. Conveniently located near the downtown Greenwich train station, world-class shopping and dining on Greenwich Avenue. Great opportunity!

  Brian Amen Houlihan Lawrence

  91 Prospect St Unit A, Greenwich, CT 06830
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  $7,300,000 Sold Apr 03, 2025

  14 Anderson Rd, Greenwich, CT 06830

  • 5 Beds
  • 8 Baths
  • 5,280 Sq Ft
  • Built 2019

  Last Sold Summary

  • $1,383/SF
  • 0 Days On Market

  Last Listing Agent NON MLS NON MLS

  14 Anderson Rd, Greenwich, CT 06830
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  Est $1,461,493 Not Listed For Sale

  31 The Ave, Greenwich, CT 06831

  • 3 Beds
  • 2.5 Baths
  • 2,398 Sq Ft
  • Built 1974

  31 The Ave, Greenwich, CT 06831

  Last Sold Summary

  • 13% Above List Price
  • $542/SF
  • 14 Days On Market

  Last Sold Price $1,299,000

  Last Listing Agent Danielle Powers Houlihan Lawrence
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  /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
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  /17

  $3,000 total monthly price

  • 1 Bed
  • 1 Bath
  • 784 Sq Ft
  • Condo for Rent

  1465 E Putnam Ave Unit 532, Old Greenwich, CT 06870

  Serene pond views in one of the best spots in the desirable Old Greenwich Complex. Enter to an airy and sunny open layout with high ceilings and sky lights. An updated kitchen with pass through window and adjacent dining space. Area below stairs a perfect display for a spirit of wine collection. The dining flows to a living room punctuated by a wall of windows and a sliding door to an intimate

  Michael Parelli Mike Parelli Real Estate LLC

  1465 E Putnam Ave Unit 532, Old Greenwich, CT 06870
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  $450,000 Sold Jun 13, 2025

  172 Putnam Park, Greenwich, CT 06830

  • 2 Beds
  • 1 Bath
  • 920 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Below List Price
  • $489/SF
  • 36 Days On Market

  Last Listing Agent Roberta Jurik Berkshire Hathaway NE Prop.

  172 Putnam Park, Greenwich, CT 06830
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  Not Listed For Sale

  58 Shore Rd, Old Greenwich, CT 06870

  • 2 Beds
  • 2.5 Baths
  • 1,382 Sq Ft
  • Built 1993

  58 Shore Rd, Old Greenwich, CT 06870

  Last Sold Summary

  • $2,696/SF
  • 7 Days On Market

  Last Sold Price $3,726,000

  Last Listing Agent Stephen Archino Sotheby's International Realty
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  /21

  $2,999,999

  • 5 Beds
  • 4 Baths
  • 3,302 Sq Ft

  51 Glen Rd, Greenwich, CT 06830

  Close to town from this rare in-town Greenwich gem -- a corner lot home on a quiet cul-de-sac, just steps from Greenwich Avenue's shops, restaurants, and cafés, the Greenwich Library, renowned private schools including Brunswick School and Greenwich Academy, and minutes to Metro-North Greenwich Station, with effortless access to parks, the waterfront, and all that downtown Greenwich offers. This

  Monica Webster Douglas Elliman of Connecticut

  51 Glen Rd, Greenwich, CT 06830
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  $2,850 total monthly price

  • 2 Beds
  • 1 Bath
  • Apartment for Rent

  77 Valley Rd Unit 2, Cos Cob, CT 06807

  Super bright and sunny two bedroom apartment in the heart of Cos Cob. Fresh paint with new floors and stainless steel appliances. Full size washer dryer. Close distance to a fabulous deli with hot home cooking. Great schools, parks and beaches. Close to train and highway.

  Scott Kadison Scott Kadison Real Estate

  77 Valley Rd Unit 2, Cos Cob, CT 06807
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  $1,250,000 Sold May 06, 2025

  7 Tait Rd, Old Greenwich, CT 06870

  • 4 Beds
  • 2.5 Baths
  • 1,831 Sq Ft
  • Built 1900

  Last Sold Summary

  • 4% Below List Price
  • $683/SF
  • 225 Days On Market

  Last Listing Agent Gideon Fountain Houlihan Lawrence

  7 Tait Rd, Old Greenwich, CT 06870
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  Not Listed For Sale

  11 Lighthouse Ln, Old Greenwich, CT 06870

  • 5 Beds
  • 5.5 Baths
  • 4,986 Sq Ft
  • Built 2007

  11 Lighthouse Ln, Old Greenwich, CT 06870

  Last Sold Summary

  • $1,003/SF
  • 82 Days On Market

  Last Sold Price $5,000,000

  Last Listing Agent Noah Finz Houlihan Lawrence
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  /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
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  /12

  $2,150 total monthly price

  • 1 Bed
  • 1 Bath
  • 515 Sq Ft
  • House for Rent

  44 Sinawoy Rd, Cos Cob, CT 06807

  Welcome to a fully renovated 1-bedroom, 1-bath apartment that blends classic Victorian charm with modern comfort. This sun-filled unit offers 515 sq ft of well-designed space in Cos Cob. The living room and bedroom feature hardwood floors, large windows, and abundant natural light that highlights the home's classic architectural details. A renovated kitchen boasts stainless steel appliances,

  Jack Daniel Pyramid R.E. & Mgmt Co.

  44 Sinawoy Rd, Cos Cob, CT 06807
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  /21

  $1,375,000 Sold Apr 04, 2025

  16 Windy Knolls Unit A, Greenwich, CT 06831

  • 3 Beds
  • 2.5 Baths
  • 2,590 Sq Ft
  • Built 2001

  Last Sold Summary

  • $531/SF
  • 21 Days On Market

  Current Estimated Value $1,420,164

  Last Listing Agent Barbara Zaccagnini Coldwell Banker Realty

  16 Windy Knolls Unit A, Greenwich, CT 06831
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  /13

  Not Listed For Sale

  52 Shore Rd, Old Greenwich, CT 06870

  • 4 Beds
  • 2 Baths
  • 1,916 Sq Ft
  • Built 1800

  52 Shore Rd, Old Greenwich, CT 06870

  Last Sold Summary

  • $2,897/SF
  • 28 Days On Market

  Last Sold Price $5,550,000

  Last Listing Agent Amanda Miller Houlihan Lawrence

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