Greenwich, CT Homes

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  /32

  $4,500,000 Pending

  • 7 Beds
  • 7 Baths
  • 5,842 Sq Ft

  379 Round Hill Rd, Greenwich, CT 06831

  This beautifully renovated backcountry retreat with a pool, guest cottage, and garage apartment sits on just over an acre on Round Hill Road. The main home welcomes you with a sunlit living room anchored by a bay window and fireplace, a cozy library lined with built-ins, and an elegant formal dining room perfect for gatherings. The gourmet kitchen—with double islands, a breakfast area, and French

  Julie Church Houlihan Lawrence

  379 Round Hill Rd, Greenwich, CT 06831
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  /32

  $11,500 total monthly price

  • 2 Beds
  • 3 Baths
  • 1,906 Sq Ft
  • Condo for Rent

  250 Milbank Ave Unit B, Greenwich, CT 06830

  Rent this luxurious and modern light-filled duplex with hardwood floors in the heart of downtown Greenwich. Cook gourmet meals in the chef's kitchen while looking at the Greenwich skyline through the French doors to the sunny deck. Entertain friends seated at the center island or in the adjoining open plan living space with gas fireplace. A comfortable guest bedroom with en-suite bath and an

  Danielle Claroni Sotheby's International Realty

  250 Milbank Ave Unit B, Greenwich, CT 06830
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  /61

  $3,395,000 Sold Apr 30, 2025

  7 Robin Place, Old Greenwich, CT 06870

  • 5 Beds
  • 4.5 Baths
  • 4,050 Sq Ft
  • Built 1954

  Last Sold Summary

  • $838/SF
  • 28 Days On Market

  Current Estimated Value $3,580,217

  Last Listing Agent Nancie Schwarzman BHHS New England Properties

  7 Robin Place, Old Greenwich, CT 06870
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  /39

  Not Listed For Sale

  191 Milbank Ave Unit G, Greenwich, CT 06830

  • 3 Beds
  • 4.5 Baths
  • 5,965 Sq Ft
  • Built 2007

  191 Milbank Ave Unit G, Greenwich, CT 06830

  Last Sold Summary

  • $805/SF
  • 2 Days On Market

  Last Sold Price $4,800,000

  Last Listing Agent Monica Webster Douglas Elliman of Connecticut
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  /23

  $3,999,995

  • 5 Beds
  • 4.5 Baths
  • 4,187 Sq Ft

  16 Summit Rd, Riverside, CT 06878

  Stop-the-Car and come inside this 4,187 sq ft Riverside Colonial built in 2002 and thoughtfully updated to today's standards. This 5-bedroom, 4.1-bath home blends classic architecture with the comfort and flow buyers seek. A dramatic two-story foyer opens to gracious living and dining rooms, a private library, and a beautifully designed kitchen with center island that flows into a sun-filled

  Felipe Dutra Leite Compass Connecticut, LLC

  16 Summit Rd, Riverside, CT 06878
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  /20

  $6,794 total monthly price

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  3 Woodland Dr Unit SI ID1225819P, Greenwich, CT 06830

  The advertised rate of $7,139/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 26, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  3 Woodland Dr Unit SI ID1225819P, Greenwich, CT 06830
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  $1,529,000 Sold Jun 16, 2025

  20 Old Wagon Rd, Old Greenwich, CT 06870

  • 2 Beds
  • 1 Bath
  • 1,066 Sq Ft
  • Built 1958

  Last Sold Summary

  • 28% Above List Price
  • $1,434/SF
  • 6 Days On Market

  Last Listing Agent Tara Chlupsa Coldwell Banker Realty

  20 Old Wagon Rd, Old Greenwich, CT 06870
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  Not Listed For Sale

  45 Sound Beach Ave, Old Greenwich, CT 06870

  • 3 Beds
  • 3 Baths
  • 2,105 Sq Ft
  • Built 1948

  45 Sound Beach Ave, Old Greenwich, CT 06870

  Last Sold Summary

  • $767/SF
  • 125 Days On Market

  Last Sold Price $1,615,000

  Last Listing Agent Janet Milligan Sotheby's International Realty
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  /31

  $3,950,000 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,643 Sq Ft

  17 Pintail Ln, Greenwich, CT 06830

  Sophisticated and timeless, this beautifully crafted colonial offers refined living in a private Greenwich setting. Designed with both elegance and functionality in mind, the home features 5 bedrooms, 4.1 baths, sun-filled interiors, and graciously scaled rooms ideal for entertaining and everyday living. The heart of the home is the chef's kitchen, seamlessly flowing into the main living spaces.

  Joy Kim Metalios Houlihan Lawrence

  17 Pintail Ln, Greenwich, CT 06830
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  /21

  $4,300 total monthly price

  • 3 Beds
  • 1.5 Baths
  • 1,450 Sq Ft
  • House for Rent

  55 Valley Rd, Cos Cob, CT 06807

  Wonderful and unusual privacy for an in town property. Classic Farm house on .84 acres and only .3 miles to shops and even closer to deli and pizza. Rocking chair front porch. Hardwood floors. Owner will cut the grass, clear snow and pay for water.

  Scott Kadison Scott Kadison Real Estate

  55 Valley Rd, Cos Cob, CT 06807
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  $2,850,000 Sold Aug 13, 2025

  99 Stanwich Rd, Greenwich, CT 06830

  • 4 Beds
  • 3.5 Baths
  • 2,720 Sq Ft
  • Built 1925

  Last Sold Summary

  • 14% Above List Price
  • $1,048/SF
  • 3 Days On Market

  Current Estimated Value $2,821,620

  Last Listing Agent Irina Straw William Pitt Sotheby's Int'l

  99 Stanwich Rd, Greenwich, CT 06830
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  /15

  Not Listed For Sale

  21 Ridge St, Greenwich, CT 06830

  • 3 Beds
  • 2 Baths
  • 1,124 Sq Ft
  • Built 1904

  21 Ridge St, Greenwich, CT 06830

  Last Sold Summary

  • $1,335/SF
  • 20 Days On Market

  Last Sold Price $1,500,000

  Last Listing Agent Sally Parris Coldwell Banker Realty
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  /30

  $4,995,000

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

  177 Indian Head Rd, Riverside, CT 06878

  One of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living with a sense of privacy and tranquility set on nearly 2 acres. A new cedar 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 kitchen,

  Remy Cook Corcoran Centric Realty LLC

  177 Indian Head Rd, Riverside, CT 06878
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  /20

  $17,720 total monthly price

  • 4 Beds
  • 2 Baths
  • Condo for Rent

  3 Woodland Dr Unit SI ID1225820P, Greenwich, CT 06830

  The advertised rate of $18,634/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 30, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  3 Woodland Dr Unit SI ID1225820P, Greenwich, CT 06830
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  /22

  $1,000,000 Sold Jun 30, 2025

  34 Silo Cir, Riverside, CT 06878

  • 3 Beds
  • 2.5 Baths
  • 1,732 Sq Ft
  • Built 1976

  Last Sold Summary

  • $577/SF
  • 39 Days On Market

  Last Listing Agent Frann Ward Houlihan Lawrence

  34 Silo Cir, Riverside, CT 06878
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  /23

  Not Listed For Sale

  161 Lake Ave, Greenwich, CT 06830

  • 5 Beds
  • 4.5 Baths
  • 4,535 Sq Ft
  • Built 1931

  161 Lake Ave, Greenwich, CT 06830

  Last Sold Summary

  • $915/SF
  • 11 Days On Market

  Last Sold Price $4,150,000

  Last Listing Agent Yashmin Lloyds Compass Connecticut, LLC
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  /36

  $1,150,000

  • 2 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  60 Prospect St Unit A58, Greenwich, CT 06830

  LUX CONDO GREENWICH-Downtown Greenwich at your fingertips! Rare first floor 2 bedroom and 2 full ensuite bathrooms and 1/2 bath pristine condo built in 2018. Do not miss this duplex with beautiful hardwood floors and high ceilings throughout this thoughtful, sun drenched open floor plan. Large great room leads into the dining area and attached gourmet kitchen with 5 burner gas range, coffee

  Holly Giordano William Pitt Sotheby's Int'l

  60 Prospect St Unit A58, Greenwich, CT 06830
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  /20

  $5,950 total monthly price

  • 4 Beds
  • 3 Baths
  • 2,550 Sq Ft
  • House for Rent

  25 Alexander St Unit B, Greenwich, CT 06830

  Beautifully renovated 4 bed, 3 bath unit. Driveway parking with 1 car garage, hardwood floors and shared backyard. The first level features a sunny living room, separate dining room, full bath and generously sized kitchen. Second level offers 4 bedrooms with an updated bath. Finished lower level with laundry area adds an extra living space and a 5th bedroom with an en-suite. Charming one way

  Joy Kim Metalios Houlihan Lawrence

  25 Alexander St Unit B, Greenwich, CT 06830
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  /26

  $2,500,000 Sold May 02, 2025

  108 Butternut Hollow Rd, Greenwich, CT 06830

  • 4 Beds
  • 2.5 Baths
  • 2,918 Sq Ft
  • Built 1976

  Last Sold Summary

  • 4% Above List Price
  • $857/SF
  • 17 Days On Market

  Last Listing Agent Krissy Blake Sotheby's International Realty

  108 Butternut Hollow Rd, Greenwich, CT 06830
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  /48

  Est $5,469,045 Not Listed For Sale

  23 Carrington Dr, Greenwich, CT 06831

  • 5 Beds
  • 8 Baths
  • 8,883 Sq Ft
  • Built 2005

  23 Carrington Dr, Greenwich, CT 06831

  Last Sold Summary

  • 35% Below List Price
  • $940/SF
  • 37 Days On Market

  Last Sold Price $8,350,000

  Last Listing Agent Stephen Archino Sotheby's International Realty
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  /17

  $3,995,000 Under Contract

  • 5 Beds
  • 8 Baths
  • 6,441 Sq Ft

  45 Sunshine Ave, Greenwich, CT 06878

  Brand-new, bespoke modern Colonial offering over 6400 square feet of thoughtfully designed living space on .4 acres with a 15 x 30 pool and auto cover. Tucked at the end of a quiet street, this home boasts modern finishes and clean architectural lines. Four fully finished floors include five or six bedrooms, four full and two half baths, a dedicated gym, office, multiple playrooms, and a

  Amanda Bates Houlihan Lawrence

  45 Sunshine Ave, Greenwich, CT 06878
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  /13

  $2,800 total monthly price

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  290 Bruce Park Ave Unit 4, Greenwich, CT 06830

  290 Bruce Park Ave Unit 4, Greenwich, CT 06830
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  /2

  $1,600,000 Sold Jun 23, 2025

  28 Sound Beach Ave, Old Greenwich, CT 06870

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1940

  Last Sold Summary

  • $952/SF
  • 29 Days On Market

  Current Estimated Value $1,645,622

  Last Listing Agent Julie Church Houlihan Lawrence

  28 Sound Beach Ave, Old Greenwich, CT 06870
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  /38

  Est $3,585,045 Not Listed For Sale

  64 Howard Rd, Greenwich, CT 06831

  • 5 Beds
  • 6 Baths
  • 5,497 Sq Ft
  • Built 1970

  64 Howard Rd, Greenwich, CT 06831

  Last Sold Summary

  • 24% Above List Price
  • $526/SF
  • 65 Days On Market

  Last Sold Price $2,890,000

  Last Listing Agent Kevin Stone Sotheby's International Realty
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  /42

  $3,995,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,524 Sq Ft

  47 Owenoke Way, Riverside, CT 06878

  Picturesque Riverside Colonial with private backyard retreat. Features custom pool renovated in 2025 by Glengate with new plaster, tile, and state-of-the-art equipment. Superb proximity to Binney Park, Riverside schools, OG Village and train station. 2024 kitchen update delivers timeless sophistication with Sub-Zero refrigerator, wine fridge, and Rutt custom cabinetry. Generous living and dining

  Julie Lowe Houlihan Lawrence

  47 Owenoke Way, Riverside, CT 06878
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  /17

  $5,900 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,600 Sq Ft
  • Townhouse for Rent

  37 Windy Knolls, Greenwich, CT 06831

  Welcome to this beautifully renovated, sun-filled 3-bedroom, 2-bathroom townhome, thoughtfully updated throughout. This spacious home features fresh paint,hardwood floors,newly renovated bathrooms, and modern ceiling lighting.The main level offers an open and airy layout ideal for entertaining, with a covered front entrance and direct access off the kitchen to a enclosed private porch that

  Lisa Castellana BHGRE Shore & Country Properties

  37 Windy Knolls, Greenwich, CT 06831
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  /2

  $5,100,000 Sold Aug 05, 2025

  459 Field Point Rd, Greenwich, CT 06830

  • 5 Beds
  • 4.5 Baths
  • 4,766 Sq Ft
  • Built 1888

  Last Sold Summary

  • $1,070/SF
  • 38 Days On Market

  Last Listing Agent John McAtee Coldwell Banker Realty

  459 Field Point Rd, Greenwich, CT 06830
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  /15

  Not Listed For Sale

  403 Taconic Rd, Greenwich, CT 06831

  • 4 Beds
  • 2 Baths
  • 2,920 Sq Ft
  • Built 1858

  403 Taconic Rd, Greenwich, CT 06831

  Last Sold Summary

  • 38% Below List Price
  • $1,027/SF
  • 307 Days On Market

  Last Sold Price $3,000,000

  Last Listing Agent Virginia Hamilton Houlihan Lawrence
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  /57

  $4,795,000 Pending

  • 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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  /19

  $2,875 total monthly price

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

  90 Havemeyer Ln, Greenwich, CT 06830

  Bright and beautiful one-bedroom apartment including a bonus room, living room, eat-in-kitchen and a full bathroom (with a tub). This completely renovated apartment has all new doors, windows, flooring, cabinets, appliances, and 5-burner gas stove. Other features includes washer and dryer, designated off street parking, separate entrance, and INCLUDES UTILITIES (heat, A/C, gas, electric,

  90 Havemeyer Ln, Greenwich, CT 06830
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  /23

  $1,200,000 Sold Jul 31, 2025

  57 Orchard St, Cos Cob, CT 06807

  • 3 Beds
  • 2.5 Baths
  • 1,836 Sq Ft
  • Built 1964

  Last Sold Summary

  • 9% Above List Price
  • $654/SF
  • 15 Days On Market

  Last Listing Agent Liz Eckert William Raveis Real Estate

  57 Orchard St, Cos Cob, CT 06807
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  /35

  Est $3,423,506 Not Listed For Sale

  469 Taconic Rd, Greenwich, CT 06831

  • 5 Beds
  • 4.5 Baths
  • 4,616 Sq Ft
  • Built 1938

  469 Taconic Rd, Greenwich, CT 06831

  Last Sold Summary

  • 10% Above List Price
  • $672/SF
  • 9 Days On Market

  Last Sold Price $3,100,000

  Last Listing Agent Joy Kim Metalios Houlihan Lawrence
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  /39

  $5,150,000

  • 6 Beds
  • 4.5 Baths
  • 6,006 Sq Ft

  21 Lake Dr, Riverside, CT 06878

  The house you've been waiting for in Riverside! Perfect location, sweet neighborhood, 6 bedrooms, 4.5 bathrooms, 2 offices, wrap around porch, beautiful view of the lake, close to the train and schools.. The house you dreamed you grew up in. Classic charm but fully renovatedl in 2025.

  Lin Lavery Coldwell Banker Realty

  21 Lake Dr, Riverside, CT 06878
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  /20

  $6,500 total monthly price

  • 2 Beds
  • 2 Baths
  • 1,130 Sq Ft
  • Townhouse for Rent

  84 E Putnam Ave, Cos Cob, CT 06807

  Short/Long Term Rental. 2 Bedroom/2 Bath Duplex, Beautifully Renovated 2017 with High-End Finishings...Furnished and Fully StockedImmediate Occupancy (could be unfurnished for 1 year+ lease)

  Robert DiDonato William Raveis Real Estate

  84 E Putnam Ave, Cos Cob, CT 06807
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  /29

  $1,550,000 Sold Jul 01, 2025

  53 Valleywood Rd, Cos Cob, CT 06807

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft
  • Built 1952

  Last Sold Summary

  • 19% Below List Price
  • $842/SF
  • 84 Days On Market

  Current Estimated Value $1,623,145

  Last Listing Agent Heather Platt Sotheby's International Realty

  53 Valleywood Rd, Cos Cob, CT 06807
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  /29

  Not Listed For Sale

  6 Pleasant View Place, Old Greenwich, CT 06870

  • 5 Beds
  • 5.5 Baths
  • 6,068 Sq Ft
  • Built 2023

  6 Pleasant View Place, Old Greenwich, CT 06870

  Last Sold Summary

  • $529/SF
  • 194 Days On Market

  Last Sold Price $3,212,500

  Last Listing Agent Jackie Hammock Coldwell Banker Realty
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  /46

  $4,495,000

  • 6 Beds
  • 5 Baths
  • 5,744 Sq Ft

  40 Howard Rd, Greenwich, CT 06831

  Utilizing only the finest materials, this luxurious turnkey home will impress even the most discerning buyer. Completely rebuilt from top to bottom in 2025, it is essentially a brand-new house. Set on a serene 4.4-acre equestrian estate, the property offers exceptional privacy and outdoor enjoyment with a heated inground pool, horse barn with tack room, and expansive paddocks, adjacent to the

  Stefanie Lacoff BHHS New England Properties

  40 Howard Rd, Greenwich, CT 06831
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  /29

  $4,000 total monthly price

  • 3 Beds
  • 2 Baths
  • 2,060 Sq Ft
  • House for Rent

  10 Highland Rd Unit Lower, Greenwich, CT 06830

  Spacious apartment - 2060 Sq. ft. 3 Bedroom, 2 Full Bathroom lower unit in Byram neighborhood of Greenwich, CT. Also includes a living-room and sunroom. Dishwasher. Washer and dryer in basement. Shared usage of front and backyard. On-street parking. Property is available in March of 2026.

  10 Highland Rd Unit Lower, Greenwich, CT 06830
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  /26

  $9,600,000 Sold Dec 30, 2025

  147 Holly Hill Ln, Greenwich, CT 06830

  • 1,611 Sq Ft
  • Built 2005

  Last Sold Summary

  • 13% Below List Price
  • $5,959/SF
  • 207 Days On Market

  Last Listing Agent Dena Zarra Compass Connecticut, LLC

  147 Holly Hill Ln, Greenwich, CT 06830
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  /19

  Not Listed For Sale

  1535 E Putnam Ave Unit 209, Old Greenwich, CT 06870

  • 1 Bed
  • 1 Bath
  • 674 Sq Ft
  • Built 1975

  1535 E Putnam Ave Unit 209, Old Greenwich, CT 06870

  Last Sold Summary

  • $490/SF
  • 64 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Pollie Seidel Sotheby's International Realty

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