Colonial Homes for Sale in Old Greenwich, CT

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  /37

  $8,995,000

  $755K PRICE DROP

  • 6 Beds
  • 8 Baths
  • 11,567 Sq Ft

  31 Sawmill Ln, Greenwich, CT 06830

  Beautifully picturesque, a long, shared drive leads to the 1920 stone manor sitting high on park-like grounds bordered by 29 acres of wooded conservation land. Renovated and expanded, this warmly inviting residence offers 10,664± square feet with six bedrooms, six full and two half baths, plus eight fireplaces. Above the three-bay detached garage is a renovated two-bedroom, 903-square-foot

  Joseph Barbieri Sotheby's International Realty

  31 Sawmill Ln, Greenwich, CT 06830
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  /28

  $1,499,000

  • 5 Beds
  • 3.5 Baths
  • 2,629 Sq Ft

  57 Revonah Ave, Stamford, CT 06905

  Timeless elegance meets modern luxury in this meticulously restored vintage Colonial, Ideally situated in the highly sought after Revonah neighborhood just a short walk to everything downtown Stamford has to offer. Rich in architectural character, this exceptional home showcases coffered 9' ceilings, classic wainscoting, custom millwork, built-ins, handsome hardwood floors, and gracious

  Tom Vozzella Berkshire Hathaway NE Prop.

  57 Revonah Ave, Stamford, CT 06905
• 

  

  

  /19

  $1,800,000

  • 3 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  55 Cos Cob Ave, Cos Cob, CT 06807

  Beautifully renovated and move-in ready. This turnkey 3-bedroom, 2.5-bath home is set in a desirable Cos Cob neighborhood and offers four finished levels of comfortable, flexible living space. Updates include an all-new kitchen, renovated bathrooms, new appliances, and new heating and cooling systems. The home also features a 1-car garage, fenced-in yard, patio, and additional outdoor space for

  Milo Ceci Milo Ceci

  55 Cos Cob Ave, Cos Cob, CT 06807
• 

  

  

  /19

  $675,000

  $14K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 3,024 Sq Ft

  707 Hope St, Stamford, CT 06907

  Beautifully-maintained single-family home offers the perfect blend of convenience, comfort, and opportunity. Ideally situated within walking distance of the Springdale Train Station. Thoughtfully updated for peace of mind, major improvements include a newer roof, central air conditioning, boiler, and efficient gas heating, ensuring year-round comfort and energy efficiency. Main-level washer and

  Eileen Carpanzano William Pitt Sotheby's Int'l

  707 Hope St, Stamford, CT 06907
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  /35

  $950,000

  $200K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,179 Sq Ft

  387 Stillwater Ave, Stamford, CT 06902

  Thoughtfully designed for both comfortable everyday living and effortless entertaining, this spacious home offers an inviting layout and a backyard setting overlooking the E. Gaynor Brennan Golf Course. A dramatic two-story foyer greets you upon entry and leads to a formal living room and formal dining room. Adjacent to the dining room, the large kitchen features a center island, breakfast nook,

  Chris Carozza RE/MAX Right Choice

  387 Stillwater Ave, Stamford, CT 06902
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  /40

  $999,000

  • 4 Beds
  • 5 Baths
  • 3,584 Sq Ft

  3 Megan Ln, Stamford, CT 06905

  Set on a level one acre lot along a private road in desirable Newfield neighborhood, 3 Megan Lane pairs classic Colonial curb appeal with a spacious, modern interior designed for both everyday living and entertaining. The expansive main level features generously proportioned rooms, three fireplaces, formal living and dining rooms, and a flexible den or home office. At the heart of the home is the

  Max Dober Keller Williams Prestige Prop.

  3 Megan Ln, Stamford, CT 06905
• 

  

  /14

  $28,500,000

  • 7 Beds
  • 12 Baths
  • 18,370 Sq Ft

  39 Brookridge Dr, Greenwich, CT 06830

  Set along a quiet street 3 mins from town, this exceptional 2027 new construction blends timeless architecture with modern livability. A striking white brick façade, steep gables, and dark-framed windows create a refined yet welcoming presence. Warm interior light highlights expansive living spaces, including a dramatic kitchen and family room designed for both everyday living and elevated

  Amanda Bates Houlihan Lawrence Inc.

  39 Brookridge Dr, Greenwich, CT 06830
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  /60

  $6,995,000

  $955K PRICE DROP

  • 5 Beds
  • 8 Baths
  • 8,911 Sq Ft

  74 Rock Maple Rd, Greenwich, CT 06830

  Set on four beautifully landscaped acres in Greenwich, 74 Rock Maple Road is a classic Georgian-style residence that blends timeless architecture with exceptional modern amenities. Recently updated with a stunning new kitchen and beautifully renovated bathrooms, the home is designed for both elegant entertaining and comfortable everyday living. Gracious sun-filled interiors, a thoughtful floor

  Jenny Allen Compass Connecticut, LLC

  74 Rock Maple Rd, Greenwich, CT 06830
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  /37

  $3,100,000

  • 4 Beds
  • 4.5 Baths
  • 3,866 Sq Ft

  22 Ocean Dr N, Stamford, CT 06902

  Experience luxurious waterfront living in this stunning home in the coveted Shippan Point neighborhood, offering breathtaking water views, seamless indoor-outdoor entertaining spaces, & private access to the ALC association's private park, beach, & playground with an annual membership. The open-concept first floor features a gourmet kitchen with a gas Wolf Range, Sub-Zero refrigerator, breakfast

  Dannel Malloy NestSeekers International

  22 Ocean Dr N, Stamford, CT 06902
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  /32

  $699,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  80 Leonard St, Stamford, CT 06906

  Classic charm, endless potential, and a desirable Glenbrook location. This 3-bedroom, 2-bath Colonial offers nearly 2,000 SF on a level lot at the end of a quiet street. A welcoming front porch, mature landscaping, and detached 2-car garage create exceptional curb appeal. Inside, hardwood floors, abundant natural light, and timeless character complement a functional layout featuring a spacious

  Mike Parelli Mike Parelli Real Estate, LLC

  80 Leonard St, Stamford, CT 06906
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  /19

  $674,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  218 Knickerbocker Ave, Stamford, CT 06907

  Welcome to 218 Knickerbocker Avenue - a beautifully maintained 3-bedroom, 2-bath Colonial nestled in the highly sought-after Springdale section of Stamford. This move-in ready home has been freshly painted and is ready for its new owner. The first level offers a gracious flow with formal living and dining rooms, perfect for entertaining, plus sliders leading out to a large deck overlooking the

  Gedna Jean-Pierre Keller Williams Prestige Prop.

  218 Knickerbocker Ave, Stamford, CT 06907
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  /40

  $14,500,000

  • 6 Beds
  • 8 Baths
  • 8,738 Sq Ft

  379 Ocean Dr W, Stamford, CT 06902

  Completed in 2023 and designed by Michael Smith Architects, this extraordinary six bedroom waterfront residence offers more than 8,700 square feet of luxury living along one of Stamford's most coveted stretches of Ocean Drive West. Built two feet above FEMA flood elevation requirements and featuring sweeping views of Long Island Sound from every principal room, the home combines timeless coastal

  Joshua Weisman William Raveis Real Estate

  379 Ocean Dr W, Stamford, CT 06902
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  /38

  $3,250,000

  • 4 Beds
  • 7 Baths
  • 4,074 Sq Ft

  13 Lia Fail Way, Cos Cob, CT 06807

  Set on over an acre at the end of a quiet cul-de-sac within the private Lia Fail Association in Greenwich, CT (Cos Cob), this exceptional stone and clapboard Colonial masterfully blends timeless style with resort-like amenities across approximately 6,300 square feet of beautifully designed living space. The property offers ultimate privacy and an expansive yard designed for grand-scale

  Rachel Overton Berkshire Hathaway HS NE Prop.

  13 Lia Fail Way, Cos Cob, CT 06807
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  /30

  $1,495,000

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,119 Sq Ft

  12 Walnut Ridge Ct, Stamford, CT 06905

  Don't miss this rare opportunity to own NEW construction in a desirable mid city, cul de sac neighborhood location. One of only two homes remaining in this 10-lot subdivision. This 5 bedroom, 3.5 bath colonial is comfortably proportioned and thoughtfully designed throughout with a relaxed, transitional style. The main level features an open and welcoming floor plan that easily connects living

  Barbara Hickey William Pitt Sotheby's Int'l

  12 Walnut Ridge Ct, Stamford, CT 06905
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  /14

  $3,600,000

  • 8 Beds
  • 3 Baths
  • 2,372 Sq Ft

  37 Arch St, Greenwich, CT 06830

  Potential for residential conversion in the heart of downtown Greenwich. Located just two doors from Greenwich Avenue and moments from the Metro-North train station, 37 Arch Street presents an exceptionally rare opportunity to create a one-of-a-kind in-town residence, mixed-use property, or continue as boutique commercial space. Situated within the Central Greenwich Business District zone, the

  Liz Eckert William Raveis Real Estate

  37 Arch St, Greenwich, CT 06830
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  /24

  $1,150,000

  • 2 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  8 Greenwich Hills Dr, Greenwich, CT 06831

  Beautifully positioned within the sought-after Greenwich Hills community, this elegant townhouse offers a rare combination of privacy, space and effortless Greenwich living. Light-filled interiors unfold through graciously scaled living and entertaining spaces, complemented by two bedrooms and a seamless connection to the outdoors. Thoughtfully designed for both comfort and ease, the residence

  Leslie McElwreath Sotheby's International Realty

  8 Greenwich Hills Dr, Greenwich, CT 06831
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  /40

  $16,495,000

  • 10 Beds
  • 12 Baths
  • 11,944 Sq Ft

  155 Long Neck Point Rd, Darien, CT 06820

  Set on 2.93 private acres along coveted Long Neck Point, this extraordinary waterfront Colonial offers a rare combination of sweeping water views, privacy, and direct access to the water. Spanning more than 10,000 square feet, the residence is designed to embrace its spectacular setting, with expansive living spaces and breathtaking vistas from nearly every room. The eight-bedroom main residence

  Janine Tienken Houlihan Lawrence

  155 Long Neck Point Rd, Darien, CT 06820
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  /29

  $1,425,000

  $25K PRICE INCREASE

  • 5 Beds
  • 3 Baths
  • 4,416 Sq Ft

  89 W Bank Ln, Stamford, CT 06902

  Nestled at the end of one of Westover's most sought after cul-de-sacs, this exceptional five bedroom residence offers the perfect blend of privacy, elegance, and convenience. Ideally positioned on the Greenwich border, you'll enjoy quick access to downtown Stamford, Metro North, and vibrant downtown Greenwich, while returning home to a peaceful, secluded setting surrounded by nature. Designed

  Nancy Rondano Keller Williams Prestige Prop.

  89 W Bank Ln, Stamford, CT 06902
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  /39

  $749,000

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  13 Ledge Ln, Stamford, CT 06905

  Bright and charming three-story Colonial tucked away on a convenient cul-de-sac in one of Stamford's most walkable neighborhoods. The thoughtfully designed first floor offers excellent flow for everyday living and entertaining, featuring a living room, den/home office, kitchen, mudroom, full bath, and a dining room with French doors opening to the family room. Upstairs, you'll find three bedrooms

  Elizabeth Forrest Douglas Elliman of Connecticut

  13 Ledge Ln, Stamford, CT 06905
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  /37

  $1,975,000

  • 5 Beds
  • 4.5 Baths
  • 5,929 Sq Ft

  97 Brookhollow Ln, Stamford, CT 06902

  A Westover Masterpiece of Luxury, Comfort & Style. Set in one of Stamford's most sought-after neighborhoods, this exceptional residence offers a rare combination of timeless elegance, sophisticated updates, and effortless everyday living. Once owned by renowned basketball player and coach Doc Rivers, the home has been thoughtfully enhanced while retaining its grand architectural character. From

  Aimee Sciglimpaglia Keller Williams Prestige Prop.

  97 Brookhollow Ln, Stamford, CT 06902
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  /28

  $4,500,000

  • 5 Beds
  • 5.5 Baths
  • 4,937 Sq Ft

  74 Glenville Rd, Greenwich, CT 06831

  A Greenwich classic, this distinguished five-bedroom residence combines timeless architecture, exceptional craftsmanship, and grand-scale rooms designed for both entertaining and everyday living. Perched high above sweeping, beautifully landscaped grounds, the home enjoys a commanding setting with privacy, mature plantings, and expansive westerly views across the property. A slate roof, custom

  Chelsea Hammerschmidt William Pitt Sotheby's Int'l

  74 Glenville Rd, Greenwich, CT 06831
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  /38

  $12,100,000

  • 6 Beds
  • 13 Baths
  • 11,668 Sq Ft

  524 Lake Ave, Greenwich, CT 06830

  A gated drive opens to this elegant six-bedroom Mid-Country Manor overlooking tranquil views of Horseneck Brook. A stone courtyard introduces the dramatic four-story residence with elegant foyer, where sweeping butterfly staircases and limestone floors create a striking architectural welcome. From the gracious gallery hall, beautifully proportioned formal and informal rooms unfold-including

  Leslie McElwreath Sotheby's International Realty

  524 Lake Ave, Greenwich, CT 06830
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  /38

  $3,925,000

  • 4 Beds
  • 3.5 Baths
  • 4,093 Sq Ft

  20 Lighthouse Way, Darien, CT 06820

  Welcome to 20 Lighthouse Way, where coming home means stepping straight into a waterfront lifestyle. With a private boat mooring and the Long Island Sound at your doorstep, the transition from the workday to the water is effortless. Launch a paddleboard for a sunset outing, hop in a kayak, take the boat out for a spontaneous cruise, or enjoy waterskiing-all from your own backyard. Here, the best

  Keiley Fuller Compass Connecticut, LLC

  20 Lighthouse Way, Darien, CT 06820
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  /37

  $750,000

  • 3 Beds
  • 1.5 Baths
  • 1,520 Sq Ft

  16 Lindsey Ave, Stamford, CT 06905

  Storybook charm meets effortless living in this beautifully maintained Colonial, ideally situated behind a classic white picket fence on a level quarter-acre lot along a quiet cul-de-sac in desirable lower Newfield. Warm and inviting throughout, the home features a gracious formal living room centered around a wood-burning fireplace and an updated kitchen with Caesarstone countertops and a gas

  Max Dober Keller Williams Prestige Prop.

  16 Lindsey Ave, Stamford, CT 06905
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  /40

  $1,795,000

  $100K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 3,049 Sq Ft

  52 Francis Ln, Greenwich, CT 06831

  Located in one of Greenwich's most desirable neighborhoods, this meticulously maintained home offers the perfect blend of timeless elegance and modern comfort. Thoughtfully designed living spaces are filled with natural light and feature gracious proportions ideal for both everyday living and entertaining. The inviting open floor plan showcases spacious formal and casual gathering areas with

  Roberta Jurik Berkshire Hathaway NE Prop.

  52 Francis Ln, Greenwich, CT 06831
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  /28

  $1,399,000

  New Construction $200K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,931 Sq Ft

  115 Ridge Park Ave, Stamford, CT 06905

  Welcome to Stamford's coveted Mid-Ridges neighborhood, where this newly constructed Colonial offers luxury new construction, thoughtfully designed living, and expansive outdoor space in one of the city's most desirable residential settings. Offering nearly 3,000 square feet across three finished levels, 115 Ridge Park Avenue features 3 upstairs bedrooms, 3 full bathrooms, 1 half bath, a dedicated

  Matt Ramos ASJ Realty Partners

  115 Ridge Park Ave, Stamford, CT 06905
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  /40

  $1,900,000

  • 4 Beds
  • 5 Baths
  • 3,164 Sq Ft

  47 Summit Ridge Rd, Stamford, CT 06902

  Modern Sophistication Meets Suburban Serenity in Westover - Tucked away on a tranquil cul-de-sac, this recently built architectural gem offers a masterclass in modern living, blending refined elegance with the vibrant energy of nearby downtown Stamford. The residence unfolds through a dramatic two-story foyer into a sun-drenched, open-concept sanctuary, where a chef-inspired kitchen-adorned with

  Jaime Sneddon William Pitt Sotheby's Int'l

  47 Summit Ridge Rd, Stamford, CT 06902
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  /35

  $5,745,000

  • 6 Beds
  • 7.5 Baths
  • 6,878 Sq Ft

  580 Lake Ave, Greenwich, CT 06830

  There are homes you visit, and there are homes you never want to leave. Rich in character & thoughtfully reimagined, this classic residence is the latter. A rare blend of timeless architecture, designer-appointed details, & easy living just minutes from the train, schools and vibrant Greenwich Avenue. The first floor features a gracious dining room that frames the backyard through an oversized

  Maria Crowley Houlihan Lawrence

  580 Lake Ave, Greenwich, CT 06830
• 

  /2

  $700,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  61 Putnam Park Unit 61, Greenwich, CT 06830

  SUNNY 3 BEDROOM, 2 BATH END UNIT IN A COVETED CORNER OF PUTNAM PARK. Tucked away in a delightful, secluded courtyard, this spacious home has 3 exposures, flexible floor plan, 1-level living on 2nd floor, and wide open views of lush lawns, gardens & greenery. Living Room with balcony facing courtyard could be a Living/Dining Room. The 3rd Bedroom could be a Family Room, Home Office or Formal

  Marguerite Vauclair William Raveis Real Estate

  61 Putnam Park Unit 61, Greenwich, CT 06830
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  /28

  $2,195,000

  $200K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 10,746 Sq Ft

  677 W Hill Rd, Stamford, CT 06902

  Rare 3.75-Acre Builder Opportunity on W Hill Road Exceptional opportunity to own 3.75 private acres in one of the area's most prestigious and sought-after locations-W Hill Road. This unique property features an existing 4,400 sq ft main residence plus a separate 900 sq ft cottage, offering endless possibilities for builders, investors, or end-users seeking a private estate setting. The current

  Antonio LaRocca The LaRocca Group

  677 W Hill Rd, Stamford, CT 06902
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  /57

  $2,850,000

  • 3 Beds
  • 3.5 Baths
  • 3,647 Sq Ft

  154 Valley Rd, Cos Cob, CT 06807

  Gently tucked away off Valley Road at the base of one of the many hills along the Mianus River, you will find this distinguished all level elevator access classic center hall colonial, glowing with enduring elegance. Beyond the welcoming two-story foyer accented by a bejeweled crystal chandelier, step into this impeccably crafted Cos Cob home perfect for entertainment and gatherings, with a

  Jakob Satir William Raveis Real Estate

  154 Valley Rd, Cos Cob, CT 06807
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  /46

  $12,250,000

  $850K PRICE DROP

  • 6 Beds
  • 8 Baths
  • 10,286 Sq Ft

  7 Parsonage Rd, Greenwich, CT 06830

  SUMMER FUN BEGINS HERE! An extraordinary newly constructed residence in the heart of Greenwich,7 Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously

  Leslie McElwreath Sotheby's International Realty

  7 Parsonage Rd, Greenwich, CT 06830

Showing Results 81 - 112, Page 3 of 3