Old Greenwich, CT Homes

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  /26

  $1,990,000

  $410K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 2,280 Sq Ft

  9 Columbus Ave, Greenwich, CT 06830

  Rare Greenwich opportunity! This side-by-side duplex at 9 Columbus Ave sits on a quiet dead-end street in Chickahominy - offering the perfect house-hack setup: live in one unit and rent the other, or hold both as a turnkey investment. Each unit features 2 bedrooms and 1.5 baths across 1,112 sq ft of well-designed living space, for a total of 2,280 sq ft. Built in 1997, this move-in ready property

  

  Arian Hoxha

  Serhant Connecticut, LLC

  9 Columbus Ave, Greenwich, CT 06830
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  /29

  Starting at $2,772

  Total Monthly Price

  • Studio - 3 Beds

  18 Dock St, Stamford, CT 06902

  18 Dock is Stamford's newest standard of sophistication. Tailored with your lifestyle in mind, our exquisitely crafted apartments, ranging from studio to 3 bedrooms, redefine luxury living. Indulge in an oasis with resort-style amenities, offering an unrivaled experience. With convenient transportation access and thoughtfully designed living spaces adorned with lavish finishes, bespoke details,

  18 Dock Apartments

  18 Dock St, Stamford, CT 06902
• 

  $885,000

  Sold Jun 11, 2026

  67 View St W, Greenwich, CT 06830

  • 3 Beds
  • 2 Baths
  • 2,570 Sq Ft
  • Built 1930

  Last Sold Summary

  • 3% Below List Price
  • $344/SF
  • 17 Days On Market

  Last Listing Agent Amy Repik Compass Connecticut, LLC

  67 View St W, Greenwich, CT 06830
• 

  Est $3,591,542

  Not Listed For Sale

  4 Echo Dr, Darien, CT 06820

  • 5 Beds
  • 6 Baths
  • 5,348 Sq Ft
  • Built 2016

  4 Echo Dr, Darien, CT 06820

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Keiley Fuller Compass Connecticut, LLC
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  /21

  $179,000

  $19K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  22 Courtland Ave Unit 4, Stamford, CT 06902

  Welcome to this charming 1-bedroom, 1-bath co-op perfectly situated in one of Stamford's most convenient locations. Just minutes from I-95, the beach, shopping, restaurants, theaters, and all the vibrant amenities the city has to offer, this home makes everyday living effortless. Inside, enjoy a nicely updated kitchen featuring granite countertops, tile flooring, and a classic beveled subway-tile

  

  Todd Auslander

  Keller Williams Prestige Prop.

  22 Courtland Ave Unit 4, Stamford, CT 06902
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  /24

  $3,600 Per Month

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Apartment for Rent

  41 Southfield Ave, Stamford, CT 06902

  Spacious apartment in Stamford's up-and-coming Waterside neighborhood. SIGN ONE YEAR LEASE AND RECEIVE ONE-MONTH FREE RENT... This bright and functional unit features a flexible floor plan, an updated kitchen with quartz countertops, a subway tile backsplash, and stainless-steel appliances. Dedicated on-site parking and prime location near Metro-North, the marina, and restaurants.

  

  Glenn Marr

  Marr Caruso Realty Group

  41 Southfield Ave, Stamford, CT 06902
• 

  $760,000

  Sold Apr 21, 2026

  51 Saint Charles Ave, Stamford, CT 06907

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft
  • Built 1961

  Last Sold Summary

  • 2% Below List Price
  • $540/SF
  • 33 Days On Market

  Current Estimated Value $751,498

  Last Listing Agent Seamus Costigan Marr Caruso Realty Group

  51 Saint Charles Ave, Stamford, CT 06907
• 

  Est $2,465,716

  Not Listed For Sale

  39 Briar Brae Rd, Darien, CT 06820

  • 4 Beds
  • 3 Baths
  • 3,242 Sq Ft
  • Built 1955

  39 Briar Brae Rd, Darien, CT 06820

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Carla Kupiec William Raveis Real Estate
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  /25

  $1,275,000

  $75K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  56 Prospect St, Greenwich, CT 06830

  Move-in ready and beautifully renovated, this turnkey townhome blends convenience and modern style just minutes from town, train, parks, beaches, the library, and shopping. The welcoming entry opens to a sun-filled living room. An updated kitchen with breakfast bar and stainless steel appliances flows into the dining area, ideal for casual meals and entertaining. A comfortable family room at the

  

  Megan Sullivan

  Douglas Elliman of Connecticut

  56 Prospect St, Greenwich, CT 06830
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  /69

  Starting at $2,613

  Total Monthly Price

  • Studio - 3 Beds

  150 Southfield Ave, Stamford, CT 06902

  Enjoy our state-of-the-art 2-level athletic club with Matrix Series 7xi equipment, outdoor swimming pool facing the harbor, and indoor basketball and racquetball courts. Relax in the cafe lounge with fresh coffee and Wi-Fi or take a walk on our scenic boardwalk overlooking Stamford Harbor. Walk along the boardwalk and enjoy all of the restaurants Stamford Harbor has to offer. Enjoying an

  TGM Anchor Point

  

  150 Southfield Ave, Stamford, CT 06902
• 

  $1,849,000

  Sold Feb 27, 2026

  18 Sound Beach Ave, Old Greenwich, CT 06870

  • 4 Beds
  • 3.5 Baths
  • 1,576 Sq Ft
  • Built 2025

  Last Sold Summary

  • $1,173/SF
  • 51 Days On Market

  Last Listing Agent Roberta Jurik Berkshire Hathaway NE Prop.

  18 Sound Beach Ave, Old Greenwich, CT 06870
• 

  Est $351,563

  Not Listed For Sale

  1 Strawberry Hill Ct Unit 2D, Stamford, CT 06902

  • 1 Bed
  • 1.5 Baths
  • 1,057 Sq Ft
  • Built 1969

  1 Strawberry Hill Ct Unit 2D, Stamford, CT 06902

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Jeff Roberts William Pitt Sotheby's Int'l
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  /12

  $1,295,000

  • 2 Beds
  • 2 Baths
  • 1,087 Sq Ft

  47 Lafayette Place Unit 5H, Greenwich, CT 06830

  Set within one of Greenwich's storied residential buildings, this exceptional two-bedroom, two-bath residence has been completely reimagined following an extensive eight-month gut renovation where no surface was left untouched. Unobstructed views of Long Island Sound and abundant natural light create a remarkable backdrop throughout. The expanded kitchen features exceptional custom cabinetry, a

  

  Michael Carey

  Sotheby's International Realty

  47 Lafayette Place Unit 5H, Greenwich, CT 06830
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  /28

  $3,500 Per Month

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

  98 Southfield Ave Unit 105, Stamford, CT 06902

  Life your best life in this beautifully renovated waterfront home! Located in a first-class community with beautiful grounds, inground pool and garage + guest parking, this is a first-floor garden apartment overlooking the marina and boardwalk. Enjoy the open new kitchen with designer sea glass cabs, window-lined living room leading to the pretty patio, fabulous new bath, high ceilings, laminate

  

  Melanie Healey

  Coldwell Banker Realty

  98 Southfield Ave Unit 105, Stamford, CT 06902
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  /34

  $2,400,000

  Sold Feb 25, 2026

  24 Valley Rd, Cos Cob, CT 06807

  • 4 Beds
  • 4.5 Baths
  • 3,221 Sq Ft
  • Built 1925

  Last Sold Summary

  • 3% Below List Price
  • $745/SF
  • 11 Days On Market

  Last Listing Agent Angela Swift Compass Connecticut, LLC

  24 Valley Rd, Cos Cob, CT 06807
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  Not Listed For Sale

  159 Colonial Rd Unit 5, Stamford, CT 06906

  • 3 Beds
  • 2.5 Baths
  • 3,196 Sq Ft
  • Built 2018

  159 Colonial Rd Unit 5, Stamford, CT 06906

  Last Sold Summary

  • 14 Days On Market

  Last Listing Agent Julie Lumento Realty ONE Group Connect
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  /13

  $1,958,000

  • 4 Beds
  • 4.5 Baths
  • 3,263 Sq Ft

  282 Bruce Park Ave Unit 2, Greenwich, CT 06830

  5 min walking distance to Metro North train station! 4BR, 4.5 Bath Luxury Four-story Condo locates at downtown Greenwich. Top floor - 1b/1b with sky windows full of nature lights. plus an extra office space or gym room; 2nd floor - 2b/2b, Master bedroom suite has custom designed walking in closet/dressing room and jacuzzi bath with gas fireplace; Guest room also has full bath with dress room. 1st

  

  Glenn Marr

  Marr and Caruso Realty Group

  282 Bruce Park Ave Unit 2, Greenwich, CT 06830
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  /54

  Starting at $5,075

  Total Monthly Price

  • 1 - 2 Beds

  100 E Putnam Ave, Greenwich, CT 06830

  100 East is a residential building truly fit for the vibrant neighborhood that surrounds it. The proximity to downtown & the Metro north train station, makes for a spirited connection between popular attractions. Bright, sleek and spacious one & two bedrooms apartments.OUR AMENITIESAmenities are designed to provide the ultimate in style, convenience and comfort for our apartment

  100 East

  100 E Putnam Ave, Greenwich, CT 06830
• 

  $1,245,000

  Sold Jul 31, 2026

  122 Berrian Rd, Stamford, CT 06905

  • 5 Beds
  • 2.5 Baths
  • 2,576 Sq Ft
  • Built 1955

  Last Sold Summary

  • 31% Above List Price
  • $483/SF
  • 7 Days On Market

  Current Estimated Value $1,019,083

  Last Listing Agent Joseph Schinella Arena Real Estate Services LLC

  122 Berrian Rd, Stamford, CT 06905
• 

  Est $976,815

  Not Listed For Sale

  56 Leonard St, Stamford, CT 06906

  • 4 Beds
  • 2.5 Baths
  • 2,176 Sq Ft
  • Built 1960

  56 Leonard St, Stamford, CT 06906

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Michelle Lorenzetti Premier Re Group LLC
• 

  

  /22

  $515,000

  $24K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,421 Sq Ft

  104 North St Unit 804, Stamford, CT 06902

  Penthouse-style 2-bedroom residence in a desirable downtown Stamford location, just moments from restaurants, shopping, entertainment, and everyday conveniences. From the moment you enter, the natural light, spacious layout, and sweeping views immediately stand out. The open living and dining area is bright and inviting, anchored by a wood-burning fireplace and sliding glass doors leading to a

  

  Kaitlyn D'Ambrosio

  Compass Connecticut, LLC

  104 North St Unit 804, Stamford, CT 06902
• 

  

  /12

  $2,200 Per Month

  • 1 Bath
  • 468 Sq Ft
  • House for Rent

  140 Grove St Unit 5J, Stamford, CT 06901

  Exceptionally Sunny + Accommodating Downtown Studio! RENT INCLUDES: Heat, Hot Water, Assigned Parking & Cooking Gas! Get Ready to Enjoy life in the heart of vibrant Downtown Stamford in this newly renovated 5th floor apartment in a secure mid-rise building. This tucked away space features an open flow with extra windows, new flooring, a modern white kitchen and excellent storage/closet space!

  

  Melanie Healey

  Coldwell Banker Realty

  140 Grove St Unit 5J, Stamford, CT 06901
• 

  $240,000

  Sold Apr 24, 2026

  8 Wardwell St Unit 5, Stamford, CT 06902

  • 1 Bed
  • 1 Bath
  • 510 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Below List Price
  • $471/SF
  • 86 Days On Market

  Current Estimated Value $236,495

  Last Listing Agent Lenka Hladikova Keller Williams Prestige Prop.

  8 Wardwell St Unit 5, Stamford, CT 06902
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  Not Listed For Sale

  5 Hundley Ct Unit 1C, Stamford, CT 06902

  • 2 Beds
  • 1 Bath
  • 1,132 Sq Ft
  • Built 1880

  5 Hundley Ct Unit 1C, Stamford, CT 06902

  Last Sold Summary

  • 334 Days On Market

  Last Listing Agent Shani Cassells eXp Realty
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  /24

  $1,695,000

  • Land
  • 17,424 Sq Ft
  • $4,237,500 per Acre

  25 Circle Dr, Greenwich, CT 06830

  A rare opportunity to create your dream home on this .40-acre parcel ideally situated on a quiet cul-de-sac in a sought-after neighborhood. The property offers the ability to build a custom residence of just over 5,000 square feet and is being offered with full architectural plans and an approved demolition permit already in place, providing a streamlined path to construction. Residents enjoy

  

  Danielle Malloy

  Serhant Connecticut LLC

  25 Circle Dr, Greenwich, CT 06830
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  /49

  Starting at $2,395

  Total Monthly Price

  • 1 - 2 Beds

  695 Atlantic St, Stamford, CT 06902

  Metro Green Terrace is Stamford's newest apartment community, offering studio, one and two bedroom apartment homes. This vibrant LEED Gold Certified community features a rooftop terrace, Wi-Fi lounge, community garden, and entertaining kitchen.

  Metro Green Terrace

  695 Atlantic St, Stamford, CT 06902
• 

  

  /32

  $1,075,000

  Sold Nov 21, 2025

  291 Delavan Ave, Greenwich, CT 06830

  • 4 Beds
  • 2.5 Baths
  • 2,021 Sq Ft
  • Built 1926

  Last Sold Summary

  • 8% Above List Price
  • $532/SF
  • 6 Days On Market

  Last Listing Agent Rick Scott Keller Williams Prestige Props

  291 Delavan Ave, Greenwich, CT 06830
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  Not Listed For Sale

  51 Highland Rd Unit 51, Stamford, CT 06902

  • 1 Bed
  • 1.5 Baths
  • 965 Sq Ft
  • Built 1981

  51 Highland Rd Unit 51, Stamford, CT 06902

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Theresa Negast Christie's International Real Estate
• 

  

  /22

  $795,000

  Under Contract

  • 2 Beds
  • 2 Baths
  • 1,027 Sq Ft

  107 Pemberwick Rd, Greenwich, CT 06831

  Unique and charming, this Sears kit home, model Collingwood from 1927, brings one back to a by-gone era. Located in the Pemberwick neighborhood, this unique home features beautiful woodwork and simple beauty. This inviting property is very near Pemberwick Park, offering direct access to tennis courts, baseball fields, basketball courts, open green space and nature trails - perfect for active

  

  Danielle Claroni

  Sotheby's International Realty

  107 Pemberwick Rd, Greenwich, CT 06831
• 

  

  /30

  $5,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,110 Sq Ft
  • Townhouse for Rent

  7 River Rd Unit 306, Cos Cob, CT 06807

  Location, location, location: Easy 5 minutes away from Cos Cob train station. Discover the beauty of waterfront living in this spacious 2-bedroom, 2-bathroom condominium at Palmer Point. Perfectly situated along the Mianus River, Unit 306 offers serene water views, a well-designed floor plan, and effortless access to all that Cos Cob has to offer. The sun-filled living and dining area is anchored

  

  Urs Klarer

  Coldwell Banker Realty

  7 River Rd Unit 306, Cos Cob, CT 06807
• 

  $510,000

  Sold Sep 05, 2025

  25 Adams Ave Unit 108, Stamford, CT 06902

  • 2 Beds
  • 2 Baths
  • 1,226 Sq Ft
  • Built 2007

  Last Sold Summary

  • 3% Below List Price
  • $416/SF
  • 30 Days On Market

  Current Estimated Value $540,443

  Last Listing Agent Eric Chou eXp Realty

  25 Adams Ave Unit 108, Stamford, CT 06902
• 

  Est $1,279,017

  Not Listed For Sale

  1 Broad St Unit PHD5, Stamford, CT 06901

  • 3 Beds
  • 3.5 Baths
  • 3,048 Sq Ft
  • Built 2009

  1 Broad St Unit PHD5, Stamford, CT 06901

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Andrei Balaj Higgins Group Real Estate
• 

  

  /40

  $2,399,000

  • 4 Beds
  • 4.5 Baths
  • 4,531 Sq Ft

  1076 Westover Rd, Stamford, CT 06902

  Completely rebuilt and reimagined, this exceptional Westover residence blends timeless design with the quality, efficiency, and comfort of new construction. Privately set on over an acre, the property offers an unparalleled indoor-outdoor lifestyle featuring a Gunite pool, expansive 1,500 SF patio, and 400 SF entertaining deck. Thoughtfully designed living spaces are enhanced by wide-plank 4''

  

  Glenn Marr

  Marr and Caruso Realty Group

  1076 Westover Rd, Stamford, CT 06902
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  /20

  Starting at $2,206

  Total Monthly Price

  • 1 - 2 Beds

  100 Morgan St, Stamford, CT 06905

  If you're looking for a luxury living experience in Stamford, CT, look no further than Arrive Stamford! With downtown Stamford only a few blocks away, you'll have convenient access to exceptional shopping and dining, art exhibits, weekly street market exhibits, and concerts! Residents also love taking a stroll through nearby Scalzi Park or walking along the Long Island Sound. Stamford Hospital,

  Arrive Stamford

  

  100 Morgan St, Stamford, CT 06905
• 

  $2,310,000

  Sold Jul 14, 2026

  18 Charles St, Darien, CT 06820

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 1954

  Last Sold Summary

  • 22% Above List Price
  • $770/SF
  • 10 Days On Market

  Current Estimated Value $1,900,985

  Last Listing Agent Gaynor Brennan BHHS Darien/New Canaan

  18 Charles St, Darien, CT 06820
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  Not Listed For Sale

  305 Sylvan Knoll Rd, Stamford, CT 06902

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1955

  305 Sylvan Knoll Rd, Stamford, CT 06902

  Last Sold Summary

  • 54 Days On Market

  Last Listing Agent Rita Magyar William Raveis Real Estate
• 

  

  /40

  $330,000

  $45K PRICE DROP

  • 1 Bed
  • 1.5 Baths
  • 1,071 Sq Ft

  50 Glenbrook Rd Unit 5G, Stamford, CT 06902

  CITY LIVING AT IS BEST! Affordable convenient city living close to vibrant downtown Stamford. Secure doorman building. Spacious 1 bedroom, 1 and 1/2 bath condo with slider to private screened balcony. End Unit. Laminate floors throughout. Private parking in space # 57 plus guest parking available. This light filled end unit offers an open floor plan, large living room, separate dining area,

  

  Jim Cullinan

  Coldwell Banker Realty

  50 Glenbrook Rd Unit 5G, Stamford, CT 06902
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  /27

  Starting at $2,679

  Total Monthly Price

  • 1 - 2 Beds

  1340 Washington Blvd, Stamford, CT 06902

  The best part about your Parallel life? It's unparalleled. An incredible location in the heart of downtown, close to absolutely everything. The finest amenities available, elegantly designed with sleek lines, calming hues and inviting textures. This Parallel life is unlike anything you can find in Stamford, and it's real. Think of it as a first class upgrade for your lifestyle. Parallel 41. Where

  Parallel 41

  

  1340 Washington Blvd, Stamford, CT 06902
• 

  $2,503,000

  Sold Jul 31, 2026

  20 Ridge Rd, Cos Cob, CT 06807

  • 3 Beds
  • 3.5 Baths
  • 1,839 Sq Ft
  • Built 1928

  Last Sold Summary

  • 39% Above List Price
  • $1,361/SF
  • 8 Days On Market

  Current Estimated Value $1,775,112

  Last Listing Agent Kaitlin Kelly Compass Connecticut, LLC

  20 Ridge Rd, Cos Cob, CT 06807
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  /32

  Not Listed For Sale

  550 River Rd, Greenwich, CT 06807

  • 6 Beds
  • 5.5 Baths
  • 4,645 Sq Ft
  • Built 2017

  550 River Rd, Greenwich, CT 06807

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Cora Lynch-O'Meara Brown Harris Stevens CT, LLC

Showing Results 81 - 120, Page 3 of 18