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All Old Greenwich Houses For Sale

58 Shore Rd, Greenwich image
58 Shore Rd, Greenwich $19,995,000

You don't look at your home...you look out from it. Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineer...

  • 5 Beds
  • 7 Baths
  • 24164225 MLS
58 Shore Road, Old Greenwich image
58 Shore Road, Old Greenwich $19,995,000

You don't look at your home...you look out from it. Set directly on the waterfront in Old Greenwich, this newly constructed residence is a masterclass in design, engineer...

  • 5 Beds
  • 7 Baths
  • 125810 MLS
4 Little Cove Ln, Greenwich image
4 Little Cove Ln, Greenwich $13,890,000 ▼

Exceptional new construction waterfront home set on a private cul-de-sac in one of Old Greenwich's most desirable enclaves. This custom-built residence offers 180-degree ...

  • 5 Beds
  • 7 Baths
  • 24172344 MLS
4 Little Cove Lane, Old Greenwich image
4 Little Cove Lane, Old Greenwich $13,890,000 ▼

Exceptional new construction waterfront home set on a private cul-de-sac in one of Old Greenwich's most desirable enclaves. This custom-built residence offers 180-degree ...

  • 5 Beds
  • 7 Baths
  • 124890 MLS
200 Shore Road, Old Greenwich image
200 Shore Road, Old Greenwich $11,250,000

One of only 11 waterfront homes in the Lucas Point Association. At 200 Shore Road, the water is not just a view, it is a way of life. Mornings arrive with a stillness onl...

  • 6 Beds
  • 6 Baths
  • 124693 MLS
203 Shore Rd, Greenwich image
203 Shore Rd, Greenwich $9,875,000

Hamptons-Inspired Elegance in Waterfront Lucas Point Experience the ease of coastal living just one hour from New York City in the coveted private waterfront association ...

  • 5 Beds
  • 6 Baths
  • 24196984 MLS
203 Shore Road, Old Greenwich image
203 Shore Road, Old Greenwich $9,875,000

Hamptons-Inspired Elegance in Waterfront Lucas Point Experience the ease of coastal living just one hour from New York City in the coveted private waterfront association...

  • 5 Beds
  • 6 Baths
  • 125412 MLS
25 Cove Road, Old Greenwich image
25 Cove Road, Old Greenwich $5,995,000

Experience unparalleled luxury in this brand-new, just-completed masterpiece by Braydan Construction. Located in the exclusive Lucas Point association, this stunning 4-be...

  • 4 Beds
  • 5 Baths
  • 125351 MLS
24 Rocky Point Road, Old Greenwich image
24 Rocky Point Road, Old Greenwich $5,150,000

Set on one of Old Greenwich's most coveted private roads, 24 Rocky Point Road is a coastal-modern retreat capturing exceptional, multi-level views of the Long Island Soun...

  • 5 Beds
  • 5 Baths
  • 125804 MLS
326 Sound Beach Avenue, Old Greenwich image
326 Sound Beach Avenue, Old Greenwich $5,100,000

Perfectly positioned in the heart of Old Greenwich, this iconic village residence showcases exceptional craftsmanship and timeless design, blending classic architecture w...

  • 5 Beds
  • 5 Baths
  • 125510 MLS
1 Deepwoods Lane, Old Greenwich image
1 Deepwoods Lane, Old Greenwich $4,025,000

Nestled in a sought-after neighborhood bordering Binney Park Nature Trails, this exceptional 4,500sf home offers the perfect blend of privacy, space and convenience. The ...

  • 5 Beds
  • 4 Baths
  • 125755 MLS
14 Shoreham Club Rd, Greenwich image
14 Shoreham Club Rd, Greenwich $4,000,000

A rare Shorehame Association lot with unobstructed Long Island Sound sight lines offered as an amazing opportunity to build new or reimagine the existing residence in one...

  • 4 Beds
  • 3 Baths
  • 24205297 MLS
15 Shorelands Place, Old Greenwich image
15 Shorelands Place, Old Greenwich $3,795,000

Classic Old Greenwich character meets modern living in this beautifully renovated 1907 Shore Colonial. A covered wraparound porch welcomes you to light-filled interiors, ...

  • 4 Beds
  • 4 Baths
  • 125816 MLS
14 Highview Avenue, Greenwich image
14 Highview Avenue, Greenwich $3,495,000

Rich with classic character, this 1918 Colonial sits on a coveted street in Old Greenwich. A quintessential wraparound porch opens to a spacious entry, living room with h...

  • 5 Beds
  • 3 Baths
  • 125771 MLS
14 Highview Ave, Greenwich image
14 Highview Ave, Greenwich $3,495,000

Rich with classic character this 1918 Colonial sits on one of the most coveted streets in Old Greenwich. With an expansive 3,670 square feet, this charm filled home pairs...

  • 4 Beds
  • 3 Baths
  • 24203497 MLS
18 Shady Brook Lane, Old Greenwich image
18 Shady Brook Lane, Old Greenwich $3,450,000

Beautifully renovated by the current owners, this 5 bedroom, 5 bath home features refinished hardwood floors throughout, a modern open floor plan with eat-in kitchen/dini...

  • 5 Beds
  • 5 Baths
  • 125791 MLS
1 Hendrie Dr Extension, Greenwich image
1 Hendrie Dr Extension, Greenwich $3,300,000

A once-in-a-generation waterfront opportunity in Old Greenwich, perched above Greenwich Cove with breathtaking sunsets, expansive water views, and direct access to "The C...

  • 5 Beds
  • 3 Baths
  • 24194050 MLS
1 Hendrie Drive Extension, Old Greenwich image
1 Hendrie Drive Extension, Old Greenwich $3,300,000

A once-in-a-generation waterfront opportunity in Old Greenwich, perched above Greenwich Cove with breathtaking sunsets, expansive water views, and direct access to ''The ...

  • 5 Beds
  • 3 Baths
  • 125607 MLS
20 Sound Beach Avenue, Old Greenwich image
20 Sound Beach Avenue, Old Greenwich $2,999,999

Remarks: Brand New Luxury Home in Old Greenwich Experience luxury living in this stunning New Construction, minutes away from Old Greenwich train station, Tod's Point and...

  • 6 Beds
  • 6 Baths
  • 125824 MLS
6 Meadowbank Rd, Greenwich image
6 Meadowbank Rd, Greenwich $2,995,000

Updated with a Modern flair this four-bedroom home is near the water, Tod's Point & located on a quiet cul-de-sac in Old Greenwich. Spacious & bright, there is an open de...

  • 4 Beds
  • 4 Baths
  • 24177489 MLS
6 Meadowbank Road, Old Greenwich image
6 Meadowbank Road, Old Greenwich $2,995,000

Updated with a Modern flair this four-bedroom home is near the water, Tod's Point & located on a quiet cul-de-sac in Old Greenwich. Spacious & bright, there is an open de...

  • 4 Beds
  • 4 Baths
  • 125067 MLS
1 Midbrook Lane, Old Greenwich image
1 Midbrook Lane, Old Greenwich $2,095,000

Great value and opportunity in this spacious five-bedroom Old Greenwich home! Set South of the Post Road with a flat fenced-in backyard in a wonderful neighborhood. Expa...

  • 5 Beds
  • 3 Baths
  • 125739 MLS
61 Center Dr, Greenwich image
61 Center Dr, Greenwich $1,549,000

Welcome to 61 Center Drive, a move-in-ready Old Greenwich home at the end of a cul de sac. Thoughtfully updated across two levels, this 5-bedroom, 3-full bath home offers...

  • 5 Beds
  • 3 Baths
  • 24200241 MLS
61 Center Drive, Old Greenwich image
61 Center Drive, Old Greenwich $1,549,000

Welcome to 61 Center Drive, a move-in-ready Old Greenwich home at the end of a cul de sac. Thoughtfully updated across two levels, this 5-bedroom, 3-full bath home offers...

  • 5 Beds
  • 3 Baths
  • 125787 MLS
4 Hassake Rd, Greenwich image
4 Hassake Rd, Greenwich $1,495,000

Move right in and enjoy this charming 3-bedroom home, immediate occupancy and a quick closing. Whether you're looking to settle in before the school year begins or create...

  • 3 Beds
  • 2 Baths
  • 24195428 MLS
4 Hassake Road, Old Greenwich image
4 Hassake Road, Old Greenwich $1,495,000

Move right in and enjoy this charming 3-bedroom home, available for immediate occupancy and a quick closing. Whether you're looking to settle in before the school year b...

  • 3 Beds
  • 2 Baths
  • 125506 MLS
29 Amherst Road, Riverside image
29 Amherst Road, Riverside $1,295,000

Discover comfort and convenience in this well maintained Riverside home. Highlights include a bright bay-window family room, main-level primary bedroom, and an open dinin...

  • 4 Beds
  • 2 Baths
  • 125650 MLS
22 Northway, Old Greenwich image
22 Northway, Old Greenwich $32,000

Move into this furnished rental in Old Greenwich with spectacular 200 feet of waterfront views of Manhattan and Long Island sound. Amazing vistas from every room of this ...

  • 5 Beds
  • 5 Baths
  • 125617 MLS
20 Sound Beach Avenue, Old Greenwich image
20 Sound Beach Avenue, Old Greenwich $23,000

Brand New Luxury Home in Old Greenwich Experience luxury living in this stunning New Construction, minutes away from Old Greenwich train station, Tod's Point and top rate...

  • 6 Beds
  • 6 Baths
  • 125825 MLS
5 Grimes Road, Old Greenwich image
5 Grimes Road, Old Greenwich $22,500

Rare waterfront rental in private Shorelands Association. This exceptional home features direct Greenwich Cove frontage, spectacular western sunsets, and Long Island Soun...

  • 5 Beds
  • 4 Baths
  • 125468 MLS
32 Highview Avenue, Old Greenwich image
32 Highview Avenue, Old Greenwich $20,000

Old Greenwich - Renovated Victorian South of the VillageThis beautifully renovated and spacious Victorian home (approx. 5,500 SF) is ideally situated south of the village...

  • 6 Beds
  • 5 Baths
  • 125751 MLS
8 Highview Avenue, Old Greenwich image
8 Highview Avenue, Old Greenwich $16,500 ▼

Beautiful, spacious Victorian house for rent close distance to the Old Greenwich village for shopping, restaurants, train to NYC and schools. Totally renovated and expand...

  • 6 Beds
  • 7 Baths
  • 125101 MLS
6 Meadowbank Road, Old Greenwich image
6 Meadowbank Road, Old Greenwich $15,200

Updated with a Modern flair this four-bedroom home is near the water, Tod's Point & located on a quiet cul-de-sac in Old Greenwich. Spacious & bright, there is an open de...

  • 4 Beds
  • 4 Baths
  • 125768 MLS
28 W End Avenue, Old Greenwich image
28 W End Avenue, Old Greenwich $15,000

Charming and ideally located, this stylish 3/4-bedroom, 3-bath home is just steps from the village of Old Greenwich, with its shops, restaurants, schools and Metro-North ...

  • 4 Beds
  • 3 Baths
  • 125719 MLS
1 Cherry Lane, Old Greenwich image
1 Cherry Lane, Old Greenwich $15,000

Location, Location, Location! Wonderful long term OG rental, south of the village on Cherry Lane. 5 Bed Rooms, 3.5 renovated bath rooms. mudroom, home office, formal livi...

  • 5 Beds
  • 4 Baths
  • 125478 MLS
12 Norton Lane, Old Greenwich image
12 Norton Lane, Old Greenwich $15,000

THIS HANDSOME WHITEWASHED BRICK AND SHINGLE COLONIAL IS BEAUTIFULLY SITED ON A LEVEL, ONE ACRE PARK-LIKE CUL-DE-SAC SETTING. BOASTING A TRADITIONAL LAYOUT WITH FRONT TO B...

  • 4 Beds
  • 4 Baths
  • 125099 MLS
17 Center Road, Old Greenwich image
17 Center Road, Old Greenwich $13,500

Available immediately. Charming and sun-filled, this thoughtfully renovated Old Greenwich home is ideally located just moments from village shops, the train station, libr...

  • 4 Beds
  • 4 Baths
  • 125713 MLS
11 Maple Drive, Old Greenwich image
11 Maple Drive, Old Greenwich $13,000

Built in 2012 and ideally located in the heart of Old Greenwich, this beautifully designed home offers modern comfort across approximately 4,750 sq. ft. on three finished...

  • 5 Beds
  • 4 Baths
  • 125020 MLS
3 Old Wagon Road, Old Greenwich image
3 Old Wagon Road, Old Greenwich $10,950

Spacious colonial zoned for North Mianus Elementary and Eastern Middle School. The versatile, open floor plan boasts high ceilings on the 1st and 2nd floors, with options...

  • 5 Beds
  • 7 Baths
  • 125673 MLS
396A Sound Beach Avenue, Old Greenwich image
396A Sound Beach Avenue, Old Greenwich $10,500 ▼

Tucked away at the end of a long, private driveway, 396A Sound Beach Avenue offers a rare ''backlot'' sanctuary in the heart of Old Greenwich. This is where coastal charm...

  • 4 Beds
  • 3 Baths
  • 125604 MLS
124 Shore Road, Old Greenwich image
124 Shore Road, Old Greenwich $9,500 ▼

Live near the Water! Ideally located south of the village.Most recently gutted to the studs like New Construction. Spacious Floor Plan , kitchen boasting high end applia...

  • 3 Beds
  • 3 Baths
  • 125432 MLS
58 Sound Beach Avenue, Old Greenwich image
58 Sound Beach Avenue, Old Greenwich $8,600

Beautiful rental in the heart of Old Greenwich offering exceptional comfort, convenience, and coastal living. Bright, sun-filled interiors feature an updated kitchen, coz...

  • 3 Beds
  • 2 Baths
  • 125729 MLS
12 Stuart Drive, Old Greenwich image
12 Stuart Drive, Old Greenwich $8,500

SPACIOUS COLONIAL. COUNTRY KITCHEN, LIVING ROOM WITH FP, FAMILY ROOM, FORMAL DINING ROOM, PRIVATE REAR YARD WITH LARGE DECK.

  • 4 Beds
  • 3 Baths
  • 125704 MLS
31 Hassake Road, Old Greenwich image
31 Hassake Road, Old Greenwich $8,000 ▼

Spacious, immaculate and bright 4 bedroom home in an ideal location close to schools, train, the village of Old Greenwich with its shops and restaurants, the picturesque ...

  • 4 Beds
  • 2 Baths
  • 125382 MLS
6 Halsey Drive, Old Greenwich image
6 Halsey Drive, Old Greenwich $7,900 ▼

Great 4 bedroom 3 full bath home with new kitchen in lovely Havemeyer Park, minutes to the village, train, beach and North Mianus school. Updated kitchen with stainless s...

  • 4 Beds
  • 3 Baths
  • 125154 MLS
193 Sound Beach Avenue Unit 2N, Old Greenwich image
193 Sound Beach Avenue Unit 2N, Old Greenwich $3,950

Recently renovated, spacious and sunny 1 bedroom apartment downtown Old Greenwich with a sun room and a private rooftop deck. This apartment features a gourmet kitchen, h...

  • 1 Beds
  • 1 Baths
  • 125077 MLS

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

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