Old Greenwich, CT Homes

• 

  

  

  /39

  $712,985

  Pending

  • 5 Beds
  • 3 Baths
  • 2,358 Sq Ft

  224 Seaside Ave, Stamford, CT 06902

  INVESTORS & OWNER-OCCUPANTS TAKE NOTICE! Opportunity knocks with this spacious Stamford two-family offering an impressive 5 bedrooms, 4 full baths and approximately 2,358 square feet of living space. With two separate living spaces, this property offers tremendous flexibility-ideal as an income-producing investment, an owner-occupied home where rental income can help offset expenses, or a

  

  Susan Hanson

  William Raveis Real Estate

  224 Seaside Ave, Stamford, CT 06902
• 

  

  

  /69

  Starting at $2,548

  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
• 

  

  

  /29

  $3,500,000

  Sold Sep 18, 2026

  13 Hidden Brook Rd, Riverside, CT 06878

  • 4 Beds
  • 4 Baths
  • 3,342 Sq Ft
  • Built 1936

  Last Sold Summary

  • 19% Above List Price
  • $1,047/SF
  • 6 Days On Market

  Current Estimated Value $3,207,196

  Last Listing Agent Sally Maloney Houlihan Lawrence

  13 Hidden Brook Rd, Riverside, CT 06878
• 

  Not Listed For Sale

  65 Glenbrook Rd Unit 10G, Stamford, CT 06902

  • 1 Bed
  • 1.5 Baths
  • 1,080 Sq Ft
  • Built 1964

  65 Glenbrook Rd Unit 10G, Stamford, CT 06902

  Last Sold Summary

  • 30 Days On Market

  Last Listing Agent Alex Capozzoli Keller Williams Realty
• 

  

  

  /24

  $196,500

  • 1 Bed
  • 1 Bath
  • 855 Sq Ft

  28 Courtland Ave Unit 1, Stamford, CT 06902

  Welcome to 28 Courtland Avenue, Unit 1, a thoughtfully maintained 1-bedroom, 1-bath co-op offering a spacious layout, abundant natural light, and move-in-ready living in Stamford. As an end unit, the home benefits from additional natural light that creates a bright and welcoming atmosphere throughout. Beautiful hardwood floors complement the generously sized living spaces, while the

  

  David Quito

  Modern Day Real Estate

  28 Courtland Ave Unit 1, Stamford, CT 06902
• 

  

  /19

  $3,750 Per Month

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

  12 Grigg St Unit 1, Greenwich, CT 06830

  Welcome to this stylish, freshly renovated 2-bedroom apartment conveniently located near Greenwich Avenue. Thoughtfully updated throughout, the apartment offers a bright, modern feel with comfortable living spaces and easy access to shops, restaurants, the train, and all that downtown Greenwich has to offer. Includes two off-street parking spaces, laundry in the lower level, and a designated

  

  Spencer Sodokoff

  Houlihan Lawrence

  12 Grigg St Unit 1, Greenwich, CT 06830
• 

  $615,000

  Sold Oct 24, 2025

  42 Sylvan Knoll Rd, Stamford, CT 06902

  • 4 Beds
  • 1 Bath
  • 1,238 Sq Ft
  • Built 1948

  Last Sold Summary

  • 1% Above List Price
  • $497/SF
  • 55 Days On Market

  Current Estimated Value $668,704

  Last Listing Agent Glenn Marr Marr Caruso Realty Group

  42 Sylvan Knoll Rd, Stamford, CT 06902
• 

  Not Listed For Sale

  1 Strawberry Hill Ave Unit 16D, Stamford, CT 06902

  • 2 Beds
  • 2 Baths
  • 1,150 Sq Ft
  • Built 1974

  1 Strawberry Hill Ave Unit 16D, Stamford, CT 06902

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Elayne Jassey Berkshire Hathaway NE Prop.
• 

  

  /38

  $775,000

  • 3 Beds
  • 1.5 Baths
  • 1,488 Sq Ft

  17 Alton Rd, Stamford, CT 06906

  Fall in love from the moment you step inside! Timeless character meets sophisticated modern style in this beautifully updated Stamford home, perfectly set on a picturesque, tree-lined street. Rich hardwood floors, graceful archways and glass-paneled doors create warmth and architectural charm, while stunning updates give this home the fresh, polished look today's buyers crave. The showstopping

  

  Todd Auslander

  Keller Williams Prestige Prop.

  17 Alton Rd, Stamford, CT 06906
• 

  

  /99

  Starting at $2,635

  Total Monthly Price

  • 1 - 2 Beds

  545-573 Bedford St, Stamford, CT 06901

  Located just steps from downtown Stamford's bustling Bedford Street retail, restaurant and entertainment corridor, Bedford Hall is a luxury rental community boasting sleek one and two bedroom residences. With a walk score of 95, you are truly in the center of it all. Bedford Hall features 12 expertly designed floor plans from sleek junior 1 bedroom to airy 2 bedroom apartments. These stylish

  Bedford Hall

  

  545-573 Bedford St, Stamford, CT 06901
• 

  $765,000

  Sold Apr 17, 2026

  91 Dann Dr, Stamford, CT 06905

  • 3 Beds
  • 2.5 Baths
  • 1,413 Sq Ft
  • Built 1955

  Last Sold Summary

  • 11% Above List Price
  • $541/SF
  • 13 Days On Market

  Current Estimated Value $753,643

  Last Listing Agent Nick Jaku William Raveis Real Estate

  91 Dann Dr, Stamford, CT 06905
• 

  Not Listed For Sale

  10 Willowbrook Ct Unit 10, Stamford, CT 06902

  • 2 Beds
  • 1 Bath
  • 907 Sq Ft
  • Built 1960

  10 Willowbrook Ct Unit 10, Stamford, CT 06902

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Emiliano Navarro Keller Williams Realty
• 

  

  /12

  $1,295,000

  Pending

  • 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
• 

  

  /13

  $2,100 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
• 

  $595,000

  Sold Jun 12, 2026

  143 Hoyt St Unit 1N, Stamford, CT 06905

  • 2 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 1976

  Last Sold Summary

  • 8% Below List Price
  • $324/SF
  • 23 Days On Market

  Last Listing Agent Patricia Rattray William Pitt Sotheby's Int'l

  143 Hoyt St Unit 1N, Stamford, CT 06905
• 

  Not Listed For Sale

  20 Daly St Unit 2C, Stamford, CT 06902

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft
  • Built 1987

  20 Daly St Unit 2C, Stamford, CT 06902

  Last Sold Summary

  • 89 Days On Market

  Last Listing Agent Chris Chaparro eXp Realty
• 

  

  /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
• 

  

  /25

  Starting at $2,650

  Total Monthly Price

  • 1 - 2 Beds

  201 Commons Park S, Stamford, CT 06902

  Come experience the best in apartment community living at Infinity Harbor Point in Stamford, Connecticut. Our fabulous area gives you breathtaking views of Long Island Sound and beautiful Manhattan. In addition to the amazing surroundings, our elite location places you minutes from the Connecticut Turnpike, restaurants, shopping, and entertainment venues all nearby. Come live the lifestyle you

  Infinity Harbor Point

  

  201 Commons Park S, Stamford, CT 06902
• 

  $380,000

  Sold Sep 26, 2025

  65 Glenbrook Rd Unit 8B, Stamford, CT 06902

  • 2 Beds
  • 2 Baths
  • 1,336 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Below List Price
  • $284/SF
  • 75 Days On Market

  Last Listing Agent Ying Gao Golden Heights LLC

  65 Glenbrook Rd Unit 8B, Stamford, CT 06902
• 

  Not Listed For Sale

  59 Courtland Ave Unit 3Q, Stamford, CT 06902

  • 2 Beds
  • 2 Baths
  • 1,035 Sq Ft
  • Built 1972

  59 Courtland Ave Unit 3Q, Stamford, CT 06902

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Victor Jaquez Coldwell Banker Realty
• 

  

  /31

  $725,000

  $24K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,302 Sq Ft

  29 Division St W Unit 3, Greenwich, CT 06830

  Welcome home to this beautifully refreshed, 2-bedroom corner townhouse condo nestled in a highly sought-after, well-maintained complex. Boasting low common charges and an unbeatable location, this townhouse condo offers the perfect blend of coastal living and commuter convenience. Features an extra office/den, easily customizable as a possible 3rd bedroom or remote workspace. Anchor your evenings

  

  Glenn Marr

  Marr and Caruso Realty Group

  29 Division St W Unit 3, Greenwich, CT 06830
• 

  

  /14

  $2,310 Per Month

  • 1 Bed
  • 1 Bath
  • 804 Sq Ft
  • Townhouse for Rent

  4 Westwood Dr Unit 4, Stamford, CT 06902

  Tucked back from the road, 4 Westwood Drive feels like a home with its own private entrance ~ and the rent price is the actual price - WITH NO ADDITIONAL FEES. This Newer, Spacious apartment in sought after Westwood features an open designer kitchen with stainless steel appliances, granite countertops (being installed) sunny rooms lined with large windows, hardwood floors, central air, gas heat,

  

  Melanie Healey

  Coldwell Banker Realty

  4 Westwood Dr Unit 4, Stamford, CT 06902
• 

  $803,000

  Sold Oct 03, 2025

  123 Harbor Dr Unit 311, Stamford, CT 06902

  • 2 Beds
  • 2.5 Baths
  • 1,525 Sq Ft
  • Built 1985

  Last Sold Summary

  • 10% Above List Price
  • $527/SF
  • 10 Days On Market

  Current Estimated Value $832,727

  Last Listing Agent Susan Pitkin-Rudnick William Raveis Real Estate

  123 Harbor Dr Unit 311, Stamford, CT 06902
• 

  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
• 

  

  /19

  $265,411

  Open Sun 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 775 Sq Ft

  26 Revere Dr Unit 3, Stamford, CT 06902

  BACK ON THE MARKET & READY FOR A NEW OWNER! Welcome to this well-maintained 2-bedroom, 1-bath home in a convenient Stamford location. Offering comfortable one-level living, this home features hardwood floors, plenty of natural light and a functional floor plan. The spacious living room offers plenty of room to relax or entertain, while the kitchen provides ample cabinet space and an easy everyday

  

  Susan Hanson

  William Raveis Real Estate

  26 Revere Dr Unit 3, Stamford, CT 06902
• 

  

  /78

  Starting at $2,288

  Total Monthly Price

  • Studio - 3 Beds

  121 Towne St, Stamford, CT 06902

  Located in the heart of Harbor Point, just south of downtown Stamford, Connecticut, 121 Towne Apartments provide you with access to shopping, local dining fare, and irresistible entertainment. Our charming community was designed with your comfort and convenience in mind. Access to Interstates 95 and State Hwy 1 ensures your stressful commute is a thing of the past. Your future begins here at 121

  121 Towne Apartments

  

  121 Towne St, Stamford, CT 06902
• 

  $398,000

  Sold Sep 08, 2026

  463 Cove Rd Unit 6, Stamford, CT 06902

  • 2 Beds
  • 1 Bath
  • 804 Sq Ft
  • Built 1974

  Last Sold Summary

  • 6% Below List Price
  • $495/SF
  • 74 Days On Market

  Current Estimated Value $420,199

  Last Listing Agent Rosa Aquino eXp Realty

  463 Cove Rd Unit 6, Stamford, CT 06902
• 

  

  /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
• 

  

  /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
• 

  

  /13

  $2,600 Per Month

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft
  • Townhouse for Rent

  569 Hope St, Stamford, CT 06907

  Townhouse style 2 bedroom 1 bath duplex available for rent. Home has newer kitchen with Cherry Cabinets, granite counter tops and stainless steel appliances. Also has a walk-in/standup shower. Very close to downtown Stamford (5+ min drive) and walking distance to Springdale train station. Also next door to the popular Springdale coffee shop (Humbled Coffeehouse), close to local shopping and

  

  Rudy Pierre

  YellowBrick Real Estate LLC

  569 Hope St, Stamford, CT 06907
• 

  $890,000

  Sold Oct 30, 2025

  11 Bel Aire Dr, Stamford, CT 06905

  • 3 Beds
  • 2.5 Baths
  • 2,463 Sq Ft
  • Built 1957

  Last Sold Summary

  • 5% Above List Price
  • $361/SF
  • 11 Days On Market

  Current Estimated Value $927,362

  Last Listing Agent Edward Zislis Higgins Group Real Estate

  11 Bel Aire Dr, Stamford, CT 06905
• 

  

  /36

  Not Listed For Sale

  1 Stepping Stone Ln, Greenwich, CT 06830

  • 4 Beds
  • 4.5 Baths
  • 4,115 Sq Ft
  • Built 1975

  1 Stepping Stone Ln, Greenwich, CT 06830

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Sally Maloney Houlihan Lawrence
• 

  

  /17

  $500,000

  Open Sat 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,080 Sq Ft

  850 E Main St Unit 202, Stamford, CT 06902

  Welcome to Eastside Commons, where contemporary comfort, thoughtful amenities, and a convenient location come together for easy urban living. This freshly painted 2-bedroom, 2-bath condo features 9-foot ceilings and updated LVP flooring, creating a bright, open feel throughout. The kitchen features an island breakfast bar and has been updated with freshened cabinetry, a new microwave, and newer

  

  Suzette Kraus

  Compass Connecticut, LLC

  850 E Main St Unit 202, Stamford, CT 06902
• 

  

  /30

  Starting at $2,643

  Total Monthly Price

  • Studio - 2 Beds

  150 Broad St, Stamford, CT 06901

  Meet The AsherWhere evolved residential design and feature-forward apartments thoughtfully collide with luxury community amenities and a curated sense of place, smack dab in the center of Stamford. The Asher offers residents next-level living with architecturally distinctive apartment floor plans, unsurpassed amenities including: a private rooftop lounge and pool overlooking the city,

  The Asher

  

  150 Broad St, Stamford, CT 06901
• 

  

  /61

  $3,195,500

  Sold Aug 06, 2026

  14 Upland Dr, Greenwich, CT 06831

  • 4 Beds
  • 4.5 Baths
  • 4,113 Sq Ft
  • Built 1936

  Last Sold Summary

  • $777/SF
  • 18 Days On Market

  Current Estimated Value $3,300,726

  Last Listing Agent Roseann Benedict Compass Connecticut, LLC

  14 Upland Dr, Greenwich, CT 06831
• 

  

  /20

  Not Listed For Sale

  5 Putnam Hill Unit 2H, Greenwich, CT 06830

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1956

  5 Putnam Hill Unit 2H, Greenwich, CT 06830

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Krissy Blake Sotheby's International Realty
• 

  

  /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
• 

  

  /17

  $3,100 Per Month

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft
  • Townhouse for Rent

  49 Fairgate Dr, Stamford, CT 06902

  Located on the brim of vibrant downtown Stamford and in the heart of the popular Fairgate community, this newer townhome is so private + accommodating! Inside you'll find a designer kitchen with cool new granite countertops, opening to the large window-lined living-dining area featuring new laminate flooring + fresh paint. Upstairs you'll find 2 generous bedrooms, including a primary bedroom with

  

  Melanie Healey

  Coldwell Banker Realty

  49 Fairgate Dr, Stamford, CT 06902
• 

  

  /31

  $1,575,000

  Sold Mar 12, 2026

  45 Sound Beach Avenue Extension, Greenwich, CT 06878

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • Built 1953

  Last Sold Summary

  • 1% Below List Price
  • $1,172/SF
  • 56 Days On Market

  Current Estimated Value $1,543,167

  Last Listing Agent Susan Isaak Coldwell Banker Realty

  45 Sound Beach Avenue Extension, Greenwich, CT 06878
• 

  Not Listed For Sale

  39 Riverside Ave Unit 3B, Stamford, CT 06905

  • 2 Beds
  • 2 Baths
  • 1,193 Sq Ft
  • Built 1976

  39 Riverside Ave Unit 3B, Stamford, CT 06905

  Last Sold Summary

  • 6 Days On Market

  Last Listing Agent Nicholas Tarquino Carbutti & Co., Realtors

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