Newest Homes for Sale in Old Greenwich, CT

/23
$22,000,000
- 8 Beds
- 12 Baths
- 14,071 Sq Ft
8 Fox Run Ln, Greenwich, CT 06831

Ultra-stylish 2024 custom-built Contemporary from visionary developer SBP Homes graces nearly 5.5 private, gated acres very close to town with pool, spa, two-bedroom pool house, porches, outdoor kitchen, fireplace and tennis court designed for optimum indoor/outdoor entertaining and relaxed living. Luxurious details elevate the 11,000+ sq. Interior with Bulthaup kitchen, living room bar; walls

James Hoffman Houlihan Lawrence

8 Fox Run Ln, Greenwich, CT 06831
/28
$997,000 New Construction
- 3 Beds
- 3 Baths
- 3,150 Sq Ft
105 Houston Terrace, Stamford, CT 06902

Single family home in The Cove. Walk to Beach, walk to public transportation, moments to I-95 at Exit 9. Can launch your boat at the Cove Harbor Marina/ramp with permit. Cove Park also offers Basketball, Tennis Courts, Ice Rink (indoor), and many acres of natural beauty (Stamford charges to access by the day). RARE OPPORTUNITY to live in a brand new home while keeping the home to a size that

Heide Moeller Coldwell Banker Realty

105 Houston Terrace, Stamford, CT 06902
/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
/50
$5,750,000
- 6 Beds
- 7 Baths
- 7,600 Sq Ft
6 Dorchester Ln, Riverside, CT 06878

Just Completed! 2025 Luxury new construction in a fabulous Riverside location! This beautifully designed home features a double height entrance with front to back views, a sophisticated living room with coffered ceiling, dining room, and office with access to a covered terrace and outdoor fireplace. The gourmet kitchen with high-end appliances and breakfast area is next to the family room with a

Gloria Gimenez-Ferrer Berkshire Hathaway HS NE Prop.

6 Dorchester Ln, Riverside, CT 06878
/15
$512,900 Open Sat 3PM - 5PM
- 3 Beds
- 1.5 Baths
- 1,302 Sq Ft
28 Linden Place Unit 4, Stamford, CT 06902

28 Linden Place, Stamford, CT is ideally situated near Washington Boulevard, offering easy access to Stamford's vibrant downtown area. Conveniently located close to I-95 and Route 1, this property provides excellent transportation links, making it a prime location for commuters and those looking to enjoy the amenities of downtown Stamford.

Evelin Rojas Keller Williams Realty Group

28 Linden Place Unit 4, Stamford, CT 06902
/22
$518,000
- 1 Bed
- 1.5 Baths
- 1,106 Sq Ft
1 Broad St Unit 17C, Stamford, CT 06901

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. Current TENANT Lease To Transfer to Buyer. Sophisticated, spacious 1BR 1100sqft with 1.5 Baths. Hardwood floors in ALL rooms. Open floorplan with Gourmet kitchen. Primary Suite with Extra-large Bedroom and Extra-large

Sharon Giglio Sharon Giglio Real Estate LLC

1 Broad St Unit 17C, Stamford, CT 06901
/50
$13,750,000
- 6 Beds
- 8 Baths
- 9,418 Sq Ft
52 Carriglea Dr, Riverside, CT 06878

Experience unparalleled luxury in this extraordinary custom-built Riverside waterfront residence. Nestled on 1.45 acres with 9,418 square feet of living space, this exceptional home, designed by acclaimed architect Cormac Byrne, boasts a seamless open-concept layout that promotes effortless flow throughout. Soaring ceilings and expansive windows flood the interiors with natural light,

Stephen Archino Sotheby's International Realty

52 Carriglea Dr, Riverside, CT 06878
/39
$1,829,999
- 4 Beds
- 4.5 Baths
- 2,773 Sq Ft
51 Forest Ave Unit 98, Old Greenwich, CT 06870

Bright and Near Everything!This rare 4-bedroom, 4.5-bath residence in Old Greenwich Gables offers sun-filled living just steps from the train, Binney Park, and the new Civic Center. With primary suites on both the first and second floors, a private balcony and patio, and access to luxury amenities—including a heated pool, squash court, gym, and garage—this home delivers effortless comfort in

Constance Stuart Jones Coldwell Banker Realty

51 Forest Ave Unit 98, Old Greenwich, CT 06870
/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
/15
$379,000
- 2 Beds
- 2 Baths
- 1,324 Sq Ft
1 Strawberry Hill Ct Unit 2B, Stamford, CT 06902

This spacious 2 bedroom 2 bath unit offers generous living space of over 1,300 square feet, six large closets throughout, a spectacular 30' living room with sliders to a balcony where the sunsets are spectacular. Updated bathrooms, 1 garage space. Regency Towers also features a live-in superintendent, door staff, laundry on each floor, updated security monitoring throughout the common areas and

Jeff Roberts William Pitt Sotheby's Int'l

1 Strawberry Hill Ct Unit 2B, Stamford, CT 06902
/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
/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
/27
$584,999
- 3 Beds
- 1 Bath
- 1,289 Sq Ft
18 Oaklawn Ave, Stamford, CT 06905

Please come see this beautiful antique home in the Newfield section of Stamford. This house has Three Beautiful Large Bedrooms and Two Full Baths. This New England style cape has a wrap around porch with skylights. Built in 1790 this home has very unique features: wide plank flooring, built-ins, nooks, clawfoot tub, and antique windows. The main level has a large Living Room w/fireplace and

Kenny Clyburn BHGRE Shore & Country

18 Oaklawn Ave, Stamford, CT 06905
/33
$1,250,000
- 2 Beds
- 2.5 Baths
- 1,611 Sq Ft
147 Holly Hill Ln Unit 2, Greenwich, CT 06830

This sun-filled condo features an open-plan first level with a spacious living room with fireplace, dining area and kitchen with stainless steel appliances. A first floor powder room is perfect for visitors. The second level has a large primary bedroom with two closets (one walk-in) and bathroom with shower and bathtub. Second bedroom has an ensuite bathroom with tub/shower combo. Enjoy your

Roseann Benedict Compass Connecticut, LLC

147 Holly Hill Ln Unit 2, Greenwich, CT 06830
/40
$2,400,000
- 6 Beds
- 5.5 Baths
- 6,543 Sq Ft
86 Wallacks Dr, Stamford, CT 06902

Prestigious Waterfront Estate at Wallack's Point Experience the pinnacle of coastal luxury with this once-in-a-lifetime opportunity to own 1.46 acres of DIRECT Long Island Sound frontage in the gated enclave of Wallack's Point. With sweeping, unobstructed water views and nightly sunsets that feel like art, this premier waterfront property is among the most coveted on the Connecticut shoreline.

Carla Kupiec William Raveis Real Estate

86 Wallacks Dr, Stamford, CT 06902
/49
$6,500,000
- 5 Beds
- 10 Baths
- 7,632 Sq Ft
21 Calhoun Dr, Greenwich, CT 06831

Welcome to ''Park Hill'', a stunning English Tudor Revival Manor known as ''The House of Seven Gables''. Updated in 2025, this renovated gem nestled in the heart of Greenwich on a 1.81-acre oversized lot, offers privacy & a unique blend of timeless elegance with modern conveniences. Located in the desirable Calhoun Drive Association, this property boasts both beauty & charm. The manor's

Danielle Claroni Sotheby's International Realty

21 Calhoun Dr, Greenwich, CT 06831
/15
$2,200,000
- Land
- 0.46 Acre
- $4,782,609 per Acre
50 Signal Rd, Stamford, CT 06902

Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this private enclave showcases breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The

Leslie McElwreath Sotheby's International Realty

50 Signal Rd, Stamford, CT 06902
/15
$2,200,000
- Land
- 0.46 Acre
- $4,782,609 per Acre
46 Signal Rd, Stamford, CT 06902

Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this private enclave showcases breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The

Leslie McElwreath Sotheby's International Realty

46 Signal Rd, Stamford, CT 06902
/15
$2,200,000
- Land
- 0.53 Acre
- $4,150,943 per Acre
42 Signal Rd, Stamford, CT 06902

Sound Beach Landing, an exceptional new waterfront community, where luxury meets tranquility in Stamford, Connecticut. Nestled along the beachfront shores of the Long Island Sound, this private enclave showcases breathtaking views of the historic Stamford Lighthouse. Design your new home on one of four half-acre lots, each boasting 100 feet of sandy beach and direct water frontage. The

Leslie McElwreath Sotheby's International Realty

42 Signal Rd, Stamford, CT 06902
/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
/35
$754,500
- 4 Beds
- 2 Baths
- 1,620 Sq Ft
17 Alden St, Stamford, CT 06902

West Side Charmer - This well maintained 2 family home will impress buyers the moment you drive by. Great curb appeal from the manicured fenced-in property, private patio and beautiful artisan stone wall that shows pride ownership by current owner. Each floor features a spacious eat-in kitchen, living room, two bedrooms and 1 bath. First floor tenant is currently using the partially finished

Antoinette Mallozzi William Raveis Real Estate

17 Alden St, Stamford, CT 06902
/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
/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
/2
$1,198,888
- 4 Beds
- 3 Baths
- 2,125 Sq Ft
700 Summer St, Stamford, CT 06901

### **Downtown Stamford Investment Portfolio - 3 Income-Producing Condos**### **Offered as a Turnkey Package | Listing Price: $1,198,888** **Monthly Rental Income: $7,700 | Annual Income: $92,400** **Total Living Area: Approx. 2,125 Sq Ft | Monthly Maintenance: $1,452 | Annual Taxes: $5,929** **Property Overview:** An exceptional opportunity to acquire a portfolio of **three fully leased

Richard Esman Douglas Elliman of Connecticut

700 Summer St, Stamford, CT 06901
/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
/6
$750,000
- 3 Beds
- 2 Baths
- 1,007 Sq Ft
57 Prospect St, Greenwich, CT 06830

Rach Style Home in great location .Don't miss this opportunity to own a wonderful ranch house close to I-95

Iryna Rosales Smart Realty Services Corp

57 Prospect St, Greenwich, CT 06830
/9
$265,000
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
421 Sylvan Knoll Rd, Stamford, CT 06902

Priced to sell - Sylvan Knoll Complex-owner occupied only. 2-bedroom 2 baths (lower-level bath w/jacuzzi) Eat-in kitchen, partially finished basement with laundry area -Great location of complex with park-like rear grounds - lovely patio. Pet friendly and convenient to beaches and Highway - Proof of funds and pre-approval required. This is a wonderful opportunity to make this your home. Seller

Antoinette Mallozzi William Raveis Real Estate

421 Sylvan Knoll Rd, Stamford, CT 06902
/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
/29
$2,350,000 Open Sat 12PM - 2PM
- 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
/28
$13,950,000
- 6 Beds
- 11 Baths
- 15,171 Sq Ft
537 North St, Greenwich, CT 06830

Exquisite six-bedroom stone manor executed to the highest standards sited on a majestic knoll amidst 2.97 picturesque acres in the heart of Mid-Country Greenwich. Chic and sophisticated interiors by Amy Hirsch throughout three levels of light filled living space with extra high ceilings, oversized custom windows and all modern amenities. Elegant double height entry hall with marble flooring and a

Leslie McElwreath Sotheby's International Realty

537 North St, Greenwich, CT 06830
/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
/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
/20
$3,995,000
- 5 Beds
- 6.5 Baths
- 4,570 Sq Ft
59 Locust St Unit A, Greenwich, CT 06830

Unparalleled opportunity to own a luxury condo with elevator right in the heart of downtown Greenwich. This is one of the most sought-after locations in Greenwich. This quiet tree lined one way street is walking distance to everything the downtown area has to offer- train, shops, library and restaurants.

Nina Frandson Berkshire Hathaway NE Prop.

59 Locust St Unit A, Greenwich, CT 06830
/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
/3
$4,000,000
- Land
- 1 Acre
- $4,000,000 per Acre
74 Long Neck 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

74 Long Neck Point Rd, Darien, CT 06820
/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
/11
$6,150,000
- 4 Beds
- 2 Baths
- 5,889 Sq Ft
75 Mason St, Greenwich, CT 06830

Own a corner in downtown Greenwich. Exclusive opportunity to purchase and renovate or develop two adjoining parcels, totaling .40 acres , with 20 parking spots, in the CGB Zone These mixed use properties are located at 75 Mason Street & 6 Lincoln Avenue in Greenwich, CT. This downtown prime corner location is in the heart of the thriving business and residential community, steps away from

Stacy Young William Raveis Real Estate

75 Mason St, Greenwich, CT 06830

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