Old Greenwich, CT Homes

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  /36

  $5,495,000

  • 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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  /15

  $1,950 per month

  • 1 Bed
  • 1 Bath
  • 841 Sq Ft
  • Apartment for Rent

  7 4th St Unit 2G, Stamford, CT 06905

  Discover the perfect blend of space and convenience with this oversized one-bedroom condo, located in Stamford's sought-after Edgewater building. Ideally positioned in a prime mid-city location, you'll be just minutes from downtown restaurants, shopping, the train station, and major highways. Freshly painted and move-in ready, this bright second-floor unit offers an open layout with a spacious

  

  Adam Wagner

  Keller Williams Prestige Prop.

  (203) 587-8060

  7 4th St Unit 2G, Stamford, CT 06905
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  /4

  $1,225,000 Sold May 07, 2025

  • 1,540 Sq Ft
  • $795/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1941

  529 E Putnam Ave, Greenwich, CT 06830

  Opportunity awaits in this prime downtown Greenwich location! Right off Stanwich Road, this Cape Cod style home is situated on a spacious 0.46 acre lot providing ample space for renovation and customization. The main level includes a living room w/fireplace, dining room, kitchen and powder room, with 3 bedrooms and full bath upstairs. This property features a 2-car garage and is serviced by Town

  Erin Brooks Sotheby's International Realty

  529 E Putnam Ave, Greenwich, CT 06830
• 

  Est $545,890 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,612 Sq Ft

  187 West Ave Unit 6, Stamford, CT 06902

  187 West Ave Unit 6, Stamford, CT 06902
• 

  

  

  /15

  $419,000

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

  65 Glenbrook Rd Unit 6B, Stamford, CT 06902

  Experience the convenience of single-level living in this stunning and expansive 2-bedroom, 2-bathroom condo at the highly sought-after Vista Towers, offering breathtaking city views. This is a corner unit with ample sunlight from both sides. Step onto the balcony to savor your morning coffee while taking in the scenic vistas. Ideally situated near public transportation, the train station,

  

  Adam Wagner

  Keller Williams Prestige Prop.

  (475) 252-4939

  65 Glenbrook Rd Unit 6B, Stamford, CT 06902
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  /17

  $2,100 per month

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

  50 Courtland Ave Unit A4, Stamford, CT 06902

  Updated 1 Bedroom/ 1 Bath Condo in Stamford. Updated Sun-Splashed Kitchen Offers an Abundance of Cabinetry Built-in Pantry Closet, Tile Floor, Granite Counter-tops, Stainless Steel Appliances. Bright Unit w/ Recessed Lighting, Clean Carpet, Newer Windows, Freshly Painted w/ Crown Moldings. Updated bathroom w/ Tiled Shower, Granite top Vanity. Reserved Parking Right Outside of the Unit. Great

  

  Federico Martinez

  Keller Williams Prestige Prop.

  (203) 635-5218

  50 Courtland Ave Unit A4, Stamford, CT 06902
• 

  

  /22

  $1,600,000 Sold May 07, 2025

  • 3,635 Sq Ft
  • $440/SF
  • 172 Days On Market

  • 3 Beds
  • 5 Baths
  • Built 2005

  54 Valley Rd Unit B, Cos Cob, CT 06807

  Sunny tri-level ADA accessible smart home lives like a single family home with all the ease of a condo. Set back from the road, this 3 bed, 3 full + 2 half home features elevator, 9' ceilings throughout, full house generator, town utilities, lutron lighting, level backyard and 2 car garage. High end custom kitchen with pantry. Fully finished walkout lower level outfitted as an office with

  Amanda Bates Houlihan Lawrence

  54 Valley Rd Unit B, Cos Cob, CT 06807
• 

  Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  305 Sylvan Knoll Rd, Stamford, CT 06902

  305 Sylvan Knoll Rd, Stamford, CT 06902
• 

  

  /30

  $1,399,000

  • 5 Beds
  • 3 Baths
  • 3,166 Sq Ft

  42 Severance Dr, Stamford, CT 06905

  Fully Renovated 2-Family Home in Prime Stamford Location - Perfect for Investment or Multi-Generational Living Welcome to 42 Severance Drive, a beautifully renovated two-family home nestled in one of Stamford's most desirable neighborhoods. This turn-key property offers modern living with the benefit of rental income or extended family accommodations. Each unit boasts brand-new kitchens with

  Dominic Discala

  Christofor Realty II LLC

  (203) 702-4688

  42 Severance Dr, Stamford, CT 06905
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  /28

  $7,000 per month

  • 4 Beds
  • 3 Baths
  • 2,224 Sq Ft
  • House for Rent

  302 Westwood Rd, Stamford, CT 06902

  Incredible opportunity to live in the Lovely Westwood Neighborhood of Stamford. This Home provides 2250 square Feet of Living Space! Enter the Home through the Front Door and head up to the Living Room which has Hardwood Floors and Terrific Light through large Bay windows. Through the opening into the Formal Dining Room is an elegant Brass chandelier and Large Picture which looks out into the

  

  Dena Liberman

  Weichert, Realtors-On The Mark

  (475) 256-1495

  302 Westwood Rd, Stamford, CT 06902
• 

  $530,000 Sold May 06, 2025

  • 1,476 Sq Ft
  • $359/SF
  • 20 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1970

  249 Hamilton Ave Unit 7, Stamford, CT 06902

  Immaculate townhouse in one of Stamford's most desirable complexes! This beautifully maintained home features two spacious bedrooms, 2.5 bathrooms, and an open floor plan with a cozy den. Enjoy central A/C, abundant closet space, and sliders leading to a private patio. The unit includes a separately deeded garage, offering future flexibility use, along with additional parking throughout the

  Michael Carriero Compass Connecticut, LLC

  249 Hamilton Ave Unit 7, Stamford, CT 06902
• 

  

  /21

  Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 3,072 Sq Ft

  30 Georgetowne N, Greenwich, CT 06831

  30 Georgetowne N, Greenwich, CT 06831
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  /5

  $300,000

  • 2 Beds
  • 2 Baths
  • 1,145 Sq Ft

  125 Prospect St Unit 6F, Stamford, CT 06901

  Location, Location, Location! Lovely Over-sized 2 Bedroom Top Floor Unit in the Heart of Downtown, Units in this Well Maintained Building do not Come up Often, Don't Miss out! Walk to Shops, Restaurants, Bars, Theaters, Parks. Commuters' Dream, Train & Transportation Nearby, Convenient to I-95. Fully Equipped Kitchen with Gas/Oven Range, Stainless Steel Refrigerator and Backsplash. The Primary

  

  Federico Martinez

  Keller Williams Prestige Prop.

  (475) 255-0993

  125 Prospect St Unit 6F, Stamford, CT 06901
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  /10

  $2,700 per month

  • 1 Bed
  • 1 Bath
  • Apartment for Rent

  20 Church St W Unit 1st floor, Greenwich, CT 06830

  Brand new. Totally redone pre war first floor classic. FREE heat, ,electricity, water, snow and trash removal. Washer dryer and dishwasher included. Front porch and a back deck with lawn. Close to train, pool or beach. Storage for bicycles. Parking behind the house. No pets.

  

  Scott Kadison

  Scott Kadison Real Estate

  (475) 267-6729

  20 Church St W Unit 1st floor, Greenwich, CT 06830
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  /30

  $920,000 Sold May 06, 2025

  • 1,176 Sq Ft
  • $782/SF
  • 46 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1932

  45 Nicholas Ave, Greenwich, CT 06831

  Listed for the first time in 25 years, this charming 1930s home—complete with hardwood floors throughout—is move-in ready. Featuring two bedrooms on the second floor, patio off hallway, a formal dining area, an attached garage with direct access to the kitchen & laundry, and a private backyard, 45 Nicholas Ave has everything you need. Additionally, the full-height walkout basement (not included

  Scott Elwell Douglas Elliman of Connecticut

  45 Nicholas Ave, Greenwich, CT 06831
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  /27

  Est $1,682,000 Not Listed For Sale

  • 5 Beds
  • 5 Baths
  • 4,793 Sq Ft

  35 Walnut Ridge Ct, Stamford, CT 06905

  35 Walnut Ridge Ct, Stamford, CT 06905
• 

  

  /21

  $710,000

  • 2 Beds
  • 4 Baths
  • 2,636 Sq Ft

  2539 Bedford St Unit 36B, Stamford, CT 06905

  Welcome to Chesterfield, one of Stamford's most sought-after gated communities. Spacious Bristol model situated in a secluded corner of the complex, it offers access through the serene Old North Stamford Road entrance This meticulously cared for 4- level Townhouse features living room w/fpl and slider leading to balcony, dining area, half bath and bright and airy eat-in Kitchen w/ greenhouse

  

  Glenn Marr

  Marr Caruso Realty Group

  (475) 465-6626

  2539 Bedford St Unit 36B, Stamford, CT 06905
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  /91

  $2,345 - $6,345 per month

  Beacon Harbor Point

  Studio-2 Beds

  1 Harbor Point Rd, Stamford, CT 06902

  Beacon Harbor Point is a community offering a great residential environment, upscale amenities and excellent service for our residents. We offer studio, one and two bedroom apartment homes that are sure to please even those with the most discriminating tastes. Whether you want to relax on our Rooftop Terrace and take in our great views of the Long Island Sound or host a party in our great room,

  1 Harbor Point Rd, Stamford, CT 06902
• 

  $660,000 Sold May 06, 2025

  • 2,036 Sq Ft
  • $324/SF
  • 61 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1932

  68 Knickerbocker Ave, Stamford, CT 06907

  Welcome to this charming 4BR, 2BA Colonial home in the highly sought-after neighborhood of Springdale. Less than 1 mile to Metro North and close to I-95 and the Merritt Pkwy. Springdale offers shopping, restaurants, houses of worship and a lovely community. Estate sale, house sold as-is.

  Seamus Costigan Marr Caruso Realty Group

  68 Knickerbocker Ave, Stamford, CT 06907
• 

  Est $709,673 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,045 Sq Ft

  20 3rd St Unit 14, Stamford, CT 06905

  20 3rd St Unit 14, Stamford, CT 06905
• 

  

  /13

  $1,995,000

  • 4 Beds
  • 5 Baths
  • 3,363 Sq Ft

  282 Bruce Park Ave Unit 2, Greenwich, CT 06830

  Close to Metro North train station! 4BR, 4.5 Bath Luxury Four-story Living-Top floor - 1b/1b with sky windows full of nature lights. plus an extra office space or gym room; 2nd floor - 2b/2b, Primary bedroom suite has custom designed walk-in closet/dressing room and jacuzzi bath with gas fireplace; Guest room also has full bath with dress room. 1st fl - open floor plan, Gourmet kitchen has

  

  Glenn Marr

  Marr and Caruso Realty Group

  (203) 962-1444

  282 Bruce Park Ave Unit 2, Greenwich, CT 06830
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  /21

  $2,130 per month

  • 1 Bath
  • 550 Sq Ft
  • House for Rent

  42 John St Unit 328, Stamford, CT 06902

  The Hazel is located in Harbor Point, one of Stamford's most desirable neighborhoods and home to a unique blend of vibrant urban living and scenic waterfront vistas. This studio features a gourmet kitchen, stainless steel appliances- dishwasher, microwave, gleaming hardwood floors, large closets, in unit washer/dryer, central air conditioning, many amenities- pool, professional gym, garage, pets

  jarah tuttle Jarah Tuttle

  42 John St Unit 328, Stamford, CT 06902
• 

  $7,500,000 Sold May 06, 2025

  • 4,319 Sq Ft
  • $1737/SF
  • 133 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 1906

  3 Pratt Island, Darien, CT 06820

  Exceptional opportunity to own one the finest waterfront properties in Fairfield County! Welcome to 3 Pratt Island, a 1.4 acre lot with a 200' south-facing private beach. The location comes with an oversized, protected deep water dock with multiple slips. Stunning water views are yours from all angles. Enjoy being lulled to sleep with the sound of lapping waves. The property is nestled in a

  Keiley Fuller Compass Connecticut, LLC

  3 Pratt Island, Darien, CT 06820
• 

  Est $713,815 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,785 Sq Ft

  20 3rd St Unit 13, Stamford, CT 06905

  20 3rd St Unit 13, Stamford, CT 06905
• 

  

  /22

  $749,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft

  130 Shadow Ridge Rd, Stamford, CT 06905

  Welcome to this beautifully updated ranch where modern elegance meets timeless charm. The open-concept kitchen features Calacatta Gold countertops, premium appliances, and flows into a bright living area with recessed lighting and hardwood floors. Step outside to a serene travertine patio and landscaped backyard, complete with a built-in sprinkler system perfect for relaxing or entertaining. The

  

  Barbara Pincione

  Houlihan Lawrence

  (203) 599-7826

  130 Shadow Ridge Rd, Stamford, CT 06905
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  /62

  $2,745 - $4,195 per month

  NV @ Harbor Point

  1-2 Beds

  100-110 Commons Park N, Stamford, CT 06902

  Leasing Center now open. Experience Stamford’s best new place to call home, NV@ Harbor Point. NV offers new modern/industrial-inspired spaces featuring, reclaimed wood design plank flooring, 24-Hour Matrix Fitness gym, rooftop pool, grills, fire-pits as well as energy efficient appliances, walk-in closets and the spacious master bedroom that you deserve. NV@ Harbor Point offers an urban living

  100-110 Commons Park N, Stamford, CT 06902
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  /12

  $1,250,000 Sold May 06, 2025

  • 1,831 Sq Ft
  • $683/SF
  • 225 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1900

  7 Tait Rd, Old Greenwich, CT 06870

  Classic Old Greenwich summer house, long-since converted to all-year use. Nice flat yard, delightful front porch, house is set back from road, very quiet and private. Great address puts you close to Tod's Point Beach, OG School, village, and train.

  Gideon Fountain Houlihan Lawrence

  7 Tait Rd, Old Greenwich, CT 06870
• 

  Est $680,801 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,810 Sq Ft

  20 3rd St Unit 11, Stamford, CT 06905

  20 3rd St Unit 11, Stamford, CT 06905
• 

  

  /39

  $2,575,000 Open House 5/18

  • 5 Beds
  • 4.5 Baths
  • 7,176 Sq Ft

  194 Long Close Rd, Stamford, CT 06902

  An unparalleled beauty, this European Chateau was custom built with the finest materials. As you pass through the stone pillars of 194 Long Close Rd, you are immediately impressed by its park-like manicured grounds.The Spanish imported brick exterior & new Cedar shingle roof accentuates the beauty of these grounds. Entering the two-story foyer you are enveloped in opulence with the marble floors,

  

  Terri Tournas

  Coldwell Banker Realty

  (475) 271-1607

  194 Long Close Rd, Stamford, CT 06902
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  /11

  $5,000 per month

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft
  • House for Rent

  31 Cognewaugh Rd, Cos Cob, CT 06807

  This charming 3 bedroom cape in the North Mianus School District is available immediately with flexible occupancy. It features a living room with fireplace, a first floor primary and has a flexible floor plan. The lower level provides a full basement for storage.

  Rita Magyar William Raveis Real Estate

  31 Cognewaugh Rd, Cos Cob, CT 06807
• 

  

  /34

  $2,700,000 Sold May 05, 2025

  • 2,537 Sq Ft
  • $1064/SF
  • 3 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1977

  35 Turner Dr, Greenwich, CT 06831

  Welcome to this light-filled 4-bedroom, 2.5-bath home perched on a private 1.14-acre lot in the sought-after Calhoun Association. Located at the end of Turner Dr, the home offers privacy on an exquisitely redeveloped street. Designed for easy living, the first floor boasts an updated eat-in kitchen that flows into a family room with a fireplace and sliding doors to a large deck overlooking the

  Deborah Ward Sotheby's International Realty

  35 Turner Dr, Greenwich, CT 06831
• 

  Est $777,161 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  77 Havemeyer Ln Unit 314, Stamford, CT 06902

  77 Havemeyer Ln Unit 314, Stamford, CT 06902
• 

  

  /15

  $300,000 Under Contract

  • 2 Beds
  • 1.5 Baths
  • 1,300 Sq Ft

  7 Piave St Unit 13, Stamford, CT 06902

  Opportunity to renovate this tri-level townhouse with 2 bedrooms, 1 1/2 baths. Spacious living/dining area with balcony, plus 2 good-sized bedrooms, one with vaulted ceiling and skylights. Lower-Level bonus room for office or extra bedroom and 2 car garage. Conveniently located minutes from downtown and I-95. Low taxes and common charges. Being sold in "as is" condition. Don't miss out!

  

  Glenn Marr

  Marr Caruso Realty Group

  (203) 601-6398

  7 Piave St Unit 13, Stamford, CT 06902
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  /84

  $2,350 - $2,650 per month

  Bedford Hall Apartments in Downtown Stamford

  1 Bed

  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

  545-573 Bedford St, Stamford, CT 06901
• 

  

  /39

  $6,050,000 Sold May 05, 2025

  • 5,615 Sq Ft
  • $1077/SF
  • 12 Days On Market

  • 5 Beds
  • 6 Baths
  • Built 1959

  34 Sawmill Ln, Greenwich, CT 06830

  Experience refined luxury in this meticulously remodeled retreat, tucked on a tranquil lane off North Street. Moments from downtown Greenwich, country clubs, top schools, and major highways, this mid-country sanctuary offers both privacy and convenience. Thoughtfully renovated, this move-in ready home exudes timeless elegance, featuring a gourmet kitchen, updated baths, and sophisticated living

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

  34 Sawmill Ln, Greenwich, CT 06830
• 

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,720 Sq Ft

  43 Harbor Dr Unit 300, Stamford, CT 06902

  43 Harbor Dr Unit 300, Stamford, CT 06902
• 

  

  /23

  $525,000 Under Contract

  • 2 Beds
  • 2 Baths
  • 1,199 Sq Ft

  2539 Bedford St Unit 33B, Stamford, CT 06905

  Welcome to Chesterfield, one of Stamford's most sought-after gated communities. Experience first-floor living in this 2-bedroom, 2-bathroom unit situated in a very private section of the complex. The living room is bright and spacious, complete with a fireplace and hardwood floors throughout. The dining room opens to a deck that overlooks a green common area. A primary bedroom features California

  

  Glenn Marr

  Marr Caruso Realty Group

  (203) 496-4841

  2539 Bedford St Unit 33B, Stamford, CT 06905
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  /32

  $19,000 per month

  • 5 Beds
  • 4 Baths
  • 2,987 Sq Ft
  • House for Rent

  60 Lockwood Ave, Old Greenwich, CT 06870

  Enjoy all Old Greenwich has to offer in this five bedroom three-and-a-half bath home. The inviting front porch is perfect for your morning coffee, evening wine and to greet your guests. Enter to the front to back hallway with the formal living room on one side, the formal dining room on the other which leads to the kitchen. From there step down to the expansive family room. There are four

  Noah Finz Houlihan Lawrence

  60 Lockwood Ave, Old Greenwich, CT 06870
• 

  

  /41

  $4,525,000 Sold May 05, 2025

  • 3,886 Sq Ft
  • $1164/SF
  • 16 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 2001

  10 Edgewood Dr Unit 5B, Greenwich, CT 06831

  The Cotswolds is a private, gated community in downtown Greenwich, not far from stores, restaurants, etc. This condo is one of 14 sophisticated one-floor units. The 10-foot ceilings, custom millwork and sunlit rooms create an inviting and spacious ambiance for exceptional entertaining. The kitchen has Viking, Wolf and Bosch appliances, an eat-in area, and an island. The living room and library

  Patte Nusbaum Sotheby's International Realty

  10 Edgewood Dr Unit 5B, Greenwich, CT 06831
• 

  Not Listed For Sale

  • Studio
  • 1 Bath
  • 425 Sq Ft

  54 W North St, Stamford, CT 06902

  54 W North St, Stamford, CT 06902

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