Newest Homes for Sale in Old Greenwich, CT

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  $4,995,000

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

  177 Indian Head Rd, Riverside, CT 06878

  Set on nearly 2 acres in one of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living and a sense of privacy and tranquility. A new cedar roof 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

  Remy Cook Corcoran Centric Realty LLC

  177 Indian Head Rd, Riverside, CT 06878
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  /28

  $5,475,000

  • 4 Beds
  • 3.5 Baths
  • 3,821 Sq Ft

  636 Steamboat Rd Unit 3ABE, Greenwich, CT 06830

  LUXURY WATERFRONT LIVING IN HEART OF DOWNTOWN GREENWICH!Experience the best of luxury and convenience in this newly constructed 4-bedroom, 3.1-bath New York-style Co-op, featuring three private balconies... two balconies with breathtaking views of Greenwich Harbor extending to the open Sound.Designed for both style and function, the spectacular chef's kitchen boasts a sleek center island,

  Giselle Gibbs BHHS New England Properties

  636 Steamboat Rd Unit 3ABE, Greenwich, CT 06830
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  $16,750,000

  • 5 Beds
  • 9 Baths
  • 13,031 Sq Ft

  50 Dingletown Rd, Greenwich, CT 06830

  Peace and tranquility amid 7.37 lush acres, just minutes from Downtown Greenwich: this is Harkaway Farm, a distinguished Georgian Colonial estate set behind stately stone pillars and impressive gates. A meandering drive carries you over a stone bridge fording a gentle stream, to the recently transformed home. Built exceptional craftsmanship the facade of the stately manner was preserved and

  Francine Ehrlich Sotheby's International Realty

  50 Dingletown Rd, Greenwich, CT 06830
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  /19

  $799,000

  • 4 Beds
  • 2 Baths
  • 1,857 Sq Ft

  28 Anderson St, Stamford, CT 06902

  2Family Multifamily in Stamford -- 1st Unit is middle and bottom floor w attached garage -- 2 br, 1 bath on middle floor / 1 br, 1 bath on bottom floor. 2nd unit (3rd floor) unit has 2 bedroom / 1 bath. Two electrical meters. Nice back yard & deck. Interior needs work. Tenant currently upstairs, will be leaving when sold. 14 Minute walk to downtown. New Developments being built up nearby. Own

  Brent Hanson BHGRE Shore & Country

  28 Anderson St, Stamford, CT 06902
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  /37

  $775,000

  • 3 Beds
  • 1.5 Baths
  • 1,568 Sq Ft

  90 Courtland Hill St, Stamford, CT 06906

  Welcome to this updated Colonial in the neighborhood of Glenbrook! Featuring three bedrooms, multiple baths, and flexible bonus rooms, this home offers a layout designed for both comfort and versatility. The main level includes a dining room that opens to a bright kitchen with quartz countertops and stainless-steel appliances, a separate living room, and a family room. A convenient half bath

  Jose Javier Flores BHHS Darien/New Canaan

  90 Courtland Hill St, Stamford, CT 06906
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  /31

  $1,999,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,540 Sq Ft

  37 Miltiades Ave, Riverside, CT 06878

  This timeless Colonial, completely rebuilt in 2002, offers sun-filled living with hardwood floors and water views from several rooms. The main level includes a living room with fireplace, formal dining, family room, and a kitchen with island, stainless appliances, quality cabinetry, and ample counter space, plus a mudroom to a wisteria-covered deck. A versatile office/bedroom and half bath

  Linda Blackwell Houlihan Lawrence

  37 Miltiades Ave, Riverside, CT 06878
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  /11

  $315,000

  • 2 Beds
  • 1.5 Baths
  • 1,070 Sq Ft

  107 Lockwood Ave Unit 1B, Stamford, CT 06902

  Welcome to this warm and cozy 2 bedroom, 1.5 bath condo unit in the Cove area. The layout works perfectly with the living room flowing into the dining area and then into the kitchen. You will love the shiny hardwood floors, the high ceiling, central air and having your own laundry right in the laundry. The location is super convenient. It's just minutes away from restaurants, shopping schools,

  Gedna Jean-Pierre Keller Williams Prestige Prop.

  107 Lockwood Ave Unit 1B, Stamford, CT 06902
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  /14

  $240,000

  • 2 Beds
  • 1 Bath
  • 900 Sq Ft

  104 Strawberry Hill Ave Unit 2, Stamford, CT 06902

  Price Reduction-Welcome to Hampshire House, Quiet, Affordable & Comfortable Co-Op Living in Great Mid City Location. Two Spacious Bedrooms with Large Ample Closets, in Unit Full Size Laundry, Hardwood Floors Throughout, Sunny First Floor, One Level, End Unit, Beautiful Grounds, Heat and Hot Water, Taxes Included in Common Charges. Co -ops are Owner Occupied Only, No Rentals Allowed, Assigned

  Eileen Carpanzano William Pitt Sotheby's Int'l

  104 Strawberry Hill Ave Unit 2, Stamford, CT 06902
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  /22

  $395,000

  • 2 Beds
  • 1 Bath
  • 1,069 Sq Ft

  700 Summer St Unit 4L, Stamford, CT 06901

  Great Investor property in desirable Downtown Stamford. Occupied by Tenant in place until June, 2026. Large and spacious 2 BR / 1 Full bath, end unit apartment with walk out Balcony located near Stamford Town Center Mall, Metro North Train, restaurants, theaters, and more. This building is very well maintained and managed. Heat, hot water and cooking gas are included in common charges. Included

  Louise Petersen Century 21 AllPoints Realty

  700 Summer St Unit 4L, Stamford, CT 06901
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  /7

  $85,000

  7 River Rd Unit Boat Slip A-2, Cos Cob, CT 06807

  Boat slip at palmer point marina located at A-2.

  James Capparelle Coldwell Banker Realty

  7 River Rd Unit Boat Slip A-2, Cos Cob, CT 06807
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  /11

  $235,000

  • 1 Bath
  • 491 Sq Ft

  1856 Summer St Unit 1856, Stamford, CT 06905

  INVEST IMMEDIATELY OR LIVE IN LATER! LEASE IN PLACE UNTIL MARCH 2026. This Bright, open and well presented studio is tucked away in the heart of mid-city and features your own private entrance & reserved parking - this fabulous studio has a newer white kitchen that leads to a sunny open floor plan, featuring great lighting, private storage and a little patio space to enjoy the outdoors. Your

  

  Melanie Healey

  Coldwell Banker Realty

  (203) 816-6362

  1856 Summer St Unit 1856, Stamford, CT 06905
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  /29

  $1,299,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  104 Ritch Ave W Unit 6, Greenwich, CT 06830

  Beautifully designed brick townhouse in the heart of Byram. Built in 1999, this 2,446 sq ft home offers 3 bedrooms, 3.5 baths, and a two-car detached garage. The sun-filled interior features hardwood floors, an open-concept living area with fireplace, and a chef's kitchen with stainless steel appliances, stone countertops, and ample cabinetry. Upstairs includes a spacious primary suite with

  Peter Janis BHHS New England Properties

  104 Ritch Ave W Unit 6, Greenwich, CT 06830
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  /32

  $995,000

  • 3 Beds
  • 2 Baths
  • 1,581 Sq Ft

  4 Putnam Hill Unit 4, Greenwich, CT 06830

  CREATE AN EASY LIFESTYLE. Welcome to the sough-after Putnam Hill. Rare top-floor, 1,581 SF renovated coop in downtown Greenwich, 2 blocks from Greenwich Avenue. Entertain in the bright 22' X 13' living room with a 22' expanse of east-facing windows.10.3' x 11.7' custom kitchen, 9'.11' x11.7' dining area, single-family sized laundry (full-size W/D). 17.7' x 12' primary bedroom with south-east

  Edward Mortimer Sotheby's International Realty

  4 Putnam Hill Unit 4, Greenwich, CT 06830
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  /29

  $1,495,000

  • 3 Beds
  • 2 Baths
  • 1,655 Sq Ft

  33 Halsey Dr, Old Greenwich, CT 06870

  This charming Old Greenwich home in the highly sought-after North Mianus/ Eastern school district is the perfect starter or the best condo alternative. A picturesque setting, this single-family dwelling comes with low property taxes, low maintenance responsibilities and costs. The first floor offers comfortable living and family room spaces, a newer kitchen with quartz countertop and stainless

  Anthony Ardino William Raveis Real Estate

  33 Halsey Dr, Old Greenwich, CT 06870
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  /28

  $1,200,000

  • 2,236 Sq Ft

  14 Sherman Ave, Greenwich, CT 06830

  James Hoffman Greenwich Connecticut Properties

  14 Sherman Ave, Greenwich, CT 06830
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  /23

  $2,695,000

  • 5 Beds
  • 5.5 Baths
  • 2,885 Sq Ft

  65 Sherwood Place, Greenwich, CT 06830

  Exquisite individual custom built 2014 condominium unit it a two unit complex. Prime In Town location, walk to Greenwich Avenue. Unit has four levels with four bedrooms and three baths on second floor, Bedroom and bath on attic level. Bedroom and full bath with fireplace on lower level.

  Scott Kelland CLS Group

  65 Sherwood Place, Greenwich, CT 06830
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  /40

  $997,000

  • 3 Beds
  • 3 Baths
  • 3,150 Sq Ft

  105 Houston Terrace, Stamford, CT 06902

  This three-bedroom, three-bathroom house sits on approximately 0.2 acres of land and offers around 2,100 square feet of living space. The primary bedroom features ample closet space and an en-suite spa like bathroom. The two additional bedrooms are can accommodate a variety of furniture configurations. The three-bathroom layout provides convenience and privacy. The hall bath offers double sinks

  Heide Moeller Coldwell Banker Realty

  105 Houston Terrace, Stamford, CT 06902
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  /29

  $7,000,000

  • 5,088 Sq Ft

  63 Church St Unit A, Greenwich, CT 06830

  5.5% Cap Investment with 5 Units in downtown Greenwich. Presenting The Midtown by Fisk Hospitality: Exclusive Luxury Living, Hotel-Style Comfort. A boutique collection of four Manhattan-style lofts and one townhome at 63 Church Street, The Midtown seamlessly blends modern sophistication with classic Greenwich charm. These spacious residences boast open-concept layouts, soaring ceilings,

  Mike Parelli Mike Parelli Real Estate LLC

  63 Church St Unit A, Greenwich, CT 06830
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  /22

  $518,000

  • 1 Bed
  • 1.5 Baths
  • 1,106 Sq Ft

  1 Broad St Unit 17C, Stamford, CT 06901

  Happy Holidays - No Show at this time Current TENANT Renewed Lease 2026. High Style luxury living at ''1 BROAD STREET''. High Style luxury living at ''1 BROAD STREET''. Luxury Downtown High Rise with 24/7 Concierge. Special Unobstructed VIEWS over the Mill River Park- Beautiful Sunsets. Sophisticated, spacious 1BR 1100sqft with 1.5 Baths. Hardwood flrs in ALL rooms. Open floorplan with Gourmet

  Sharon Giglio Sharon Giglio Real Estate LLC

  1 Broad St Unit 17C, Stamford, CT 06901
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  /38

  $6,300,000

  • 9 Beds
  • 6.5 Baths
  • 6,841 Sq Ft

  78 Khakum Wood Rd, Greenwich, CT 06831

  78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

  Deborah Huffard Houlihan Lawrence

  78 Khakum Wood Rd, Greenwich, CT 06831
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  /40

  $1,750,000

  • 6 Beds
  • 5 Baths
  • 3,461 Sq Ft

  47 Hollow Tree Ridge Rd, Darien, CT 06820

  PRICE ADJUSTMENT. A Rare Darien Gem and opportunity to own this historic Federal Colonial 2-family home, one of Darien's few multi-family properties. Spanning over 3,460 SF on .47 acres, this turn-key furnished residence blends timeless elegance with modern versatility, ideal for investors, families, multi-generational households, or those seeking rental income. Historic Charm, Modern Comfort: *

  

  Karen Finn

  Gatehouse Realty Inc

  (475) 325-5924

  47 Hollow Tree Ridge Rd, Darien, CT 06820
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  /37

  $18,500,000

  • 6 Beds
  • 9 Baths
  • 10,275 Sq Ft

  41 Meadow Wood Dr, Greenwich, CT 06830

  With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height

  Jennifer Ho Douglas Elliman of Connecticut

  41 Meadow Wood Dr, Greenwich, CT 06830
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  /47

  $6,500,000 Open Sun 1PM - 4PM

  • 5 Beds
  • 10 Baths
  • 7,632 Sq Ft

  21 Calhoun Dr, Greenwich, CT 06831

  Welcome to ''Park Hill'', a reimagined 1923 English Manor in a Prestigious Private Association. Thoughtfully refreshed for modern living while preserving the architectural character that makes it timeless. Set on 1.81 private, park-like acres, this 7,632 sq. ft. manor blends historic charm with contemporary luxury in a way few properties can. 1923 English Tudor Revival with 2025 updates. Rare

  Danielle Claroni Sotheby's International Realty

  21 Calhoun Dr, Greenwich, CT 06831
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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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  /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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  /9

  $3,995,000

  • 4 Beds
  • 2.5 Baths
  • 3,650 Sq Ft

  30 Milbank Ave, Greenwich, CT 06830

  Welcome to The Robert Mead House - a magnificent 1854 Federal with a prominent downtown location in Greenwich. Sensitively preserved and extensively renovated over the past 18 years, this elegant building has immense character and charm. Large scale rooms, 12' ceiling height with beautiful mill work and tall windows throughout. With many different ways to enjoy this property please see

  B.K. Bates Houlihan Lawrence

  30 Milbank Ave, Greenwich, CT 06830
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  /23

  $465,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  56 Bradley Place, Stamford, CT 06905

  Attention Visionaries!! Small but Cozy 3 Bedroom & 1 Bath Ranch located in one of the best neighborhoods in Stamford. Lots of potential for adding square footage to this jewel. A MUST SEE !!

  Juan Garcia Sunbelt Sales & Development

  56 Bradley Place, Stamford, CT 06905
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  /13

  $1,995,000

  • 4 Beds
  • 4.5 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) 601-7427

  282 Bruce Park Ave Unit 2, Greenwich, CT 06830
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  /29

  $2,350,000

  • 5 Beds
  • 5 Baths
  • 3,598 Sq Ft

  201 Shore Rd, Greenwich, CT 06830

  1st house on Belle Haven peninsula offers bucolic commuter convenience in a most sought-after enclave overlooking Greenwich Harbor. Positioned atop slope with outstanding Harbor views, this 5 bed, 3 full & two half bathroom residence spans 3,598 sqft. Cleverly renovated to maximize water views with upgraded systems & interior improvements, this home marries smart functional privacy with today's

  Meg McAuley Kaicher Coldwell Banker Realty

  201 Shore Rd, Greenwich, CT 06830
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  /16

  $4,250,000

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  6 Benedict Place, Greenwich, CT 06830

  Welcome to this newly renovated 3,500 sq ft gem nestled in the heart of downtown Greenwich, CT. A quick walk to MetroNorth and steps away from the amenities, restaurants and shops, this unique space is designed with the modern executive or family in mind. The home seamlessly blends comfort, functionality, and style and can be adapted effortlessly to suit your needs.Benedict Place is

  Wendy Hill Sotheby's International Realty

  6 Benedict Place, Greenwich, CT 06830
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  /34

  $22,000,000

  • 7 Beds
  • 5.5 Baths
  • 6,166 Sq Ft

  36, 38, 0 Game Cock Rd, Greenwich, CT 06830

  36, 38 and 0 Game Cock Road make up this 1.1+ acre island property that has been enjoyed as a multi generational family compound. One of only a few Island properties in Greenwich, let alone the Connecticut shoreline, to have it's own private bridge for access. The property boasts a 7 bedroom, 5 bath 6166 SQ FT main house, 3 en-suite bedroom 3238 SQ FT guest house, boathouse for entertaining,

  Brett Smith Brown Harris Stevens CT, LLC

  36, 38, 0 Game Cock Rd, Greenwich, CT 06830
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  /11

  $4,500,000

  • Land
  • 1.24 Acres
  • $3,629,032 per Acre

  92 Pear Tree Point Rd, Darien, CT 06820

  This is a rare opportunity to build the home of your dreams on Long Neck Point - one of the most sought after and picturesque communities on the Eastern Seaboard! As part of a 4 unit subdivision, you will have shared use of two boat docks and Long Island Sound access! Your newly constructed home will enjoy amazing views to Gorham's Pond and Long Island Sound. Walk or bike to Pear Tree Point or

  Jon Magnotta Outlook Realty

  92 Pear Tree Point Rd, Darien, CT 06820
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  /11

  $4,500,000

  • Land
  • 1.14 Acres
  • $3,947,368 per Acre

  88 Pear Tree Point Rd, Darien, CT 06820

  This is a rare opportunity to build the home of your dreams on Long Neck Point - one of the most sought after and picturesque communities on the Eastern Seaboard! As part of a 4 unit subdivision, you will have shared use of two boat docks and Long Island Sound access! Your newly constructed home will enjoy amazing views to Gorham's Pond and Long Island Sound. Walk or bike to Pear Tree Point or

  Jon Magnotta Outlook Realty

  88 Pear Tree Point Rd, Darien, CT 06820

Showing Results 121 - 153, Page 4 of 4