Old Greenwich, CT Homes for Sale

/25
$7,995,000
- 7 Beds
- 8 Baths
- 7,862 Sq Ft
44 W Brother Dr, Greenwich, CT 06830

Enchanting lakefront home in the private Milbrook Association with 24-hr security. Banks of windows overlook an inviting stone terrace and picturesque views of the lake. Expanded kitchen and breakfast area adjoins welcoming family room with stone fireplace. Formal living and dining rooms, library, powder room and en-suite bedroom on first floor. Second floor with 5 bedrooms including spacious

Joseph Barbieri Sotheby's International Realty

44 W Brother Dr, Greenwich, CT 06830
/26
$2,250,000
- 5 Beds
- 4 Baths
- 3,090 Sq Ft
11 Roberta Ln, Greenwich, CT 06830

Great opportunity to own this 5-bedroom, 4-bath home on 1 acre located in one of the most sought-after neighborhoods in Greenwich. Nestled on a quiet cul-de-sac, this home offers the perfect balance of convenience and tranquility. Spacious kitchen with breakfast nook leads to a stone patio great for entertaining and outdoor fun. Full-sized, partially finished lower level and unfinished area

Jennifer Ho Douglas Elliman of Connecticut

11 Roberta Ln, Greenwich, CT 06830
/20
$635,000
- 3 Beds
- 1 Bath
- 1,798 Sq Ft
34 Saint Charles Ave, Stamford, CT 06907

Pristine colonial home on tree lined street, walking distance to all transportation including metro north. Featuring living room with fireplace, dining area, large kitchen, 3 bed 1 full renovated bathroom. Full basement with washer and dryer. 1 car detached garage. Won't last!.

Kathleen Zaccagnino Rye Port Real Estate

34 Saint Charles Ave, Stamford, CT 06907
/13
$126,000
7 River Rd Unit Boat Slip E-8, Cos Cob, CT 06807

Looking for the perfect home for your boat? Don't let this one slip away... Situated in centrally located Palmer Point marina it will comfortably accommodate a boat of 44-50 feet. There is 30 and 50 amp electric power available. A year-round bubble system, cable, fresh water and shower facilities are available and ready for your use. The harbor was recently dredged. No marina would be complete

Danielle Claroni Sotheby's International Realty

7 River Rd Unit Boat Slip E-8, Cos Cob, CT 06807
/3
$325,000
- 2 Beds
- 1 Bath
- 1,050 Sq Ft
258 Glenbrook Rd Unit D, Stamford, CT 06906

In the process of being painted. Great Location, close to town, I-95 Within 5 minutes of Train Station. Close to SHS track and tennis courts. This Linden House, 2nd Floor apartment is spacious and light filled. Large Primary Bedroom with ample closet space. Second bedroom also has large closet. Card acces laundry in the building, storage space available. Reserved parking space #84. Heat and

Louise Petersen Century 21 AllPoints Realty

258 Glenbrook Rd Unit D, Stamford, CT 06906
/9
$899,000
- 3 Beds
- 2.5 Baths
- 1,830 Sq Ft
99 Woodbury Ave, Stamford, CT 06907

Expanded Cape/Colonial in the heart of Newfield. First floor features living room, dining room and roomy kitchen as well as a den that allows flexibility as a potential fourth bedroom. Upstairs are 3 bedrooms, hall bath and primary suite with a walk in closet. A finished lower level provides additional living space. One car attached garage. Nestled on a picturesque 0.35-acre property, this home

Chris Carozza RE/MAX Right Choice

99 Woodbury Ave, Stamford, CT 06907
/37
$574,500
- 2 Beds
- 2.5 Baths
- 1,896 Sq Ft
668 Glenbrook Rd Unit 22, Stamford, CT 06906

Welcome to this lovely condominium in the highly sought-after Glenbrook area of Stamford, located on the Darien town line. Situated in the charming, well-maintained Riverwalk complex, this unit provides a perfect blend of comfort and convenience. Inside, you'll find 2 spacious bedrooms plus a versatile loft that can be used as a home office, additional living space, recreation or workout space.

Renia Marini Coldwell Banker Realty

668 Glenbrook Rd Unit 22, Stamford, CT 06906
/17
$499,000
- 2 Beds
- 1 Bath
- 1,060 Sq Ft
2 Putnam Hill Rd Unit 4D, Greenwich, CT 06830

Discover the potential of this home. Freshly painted, bright & sunny two-bedroom, one-bath unit, perfectly situated on the top floor of the desirable Putnam Hill complex. Opportunity to make it your own. This home features a new oven/stove and dishwasher, a large living and dining area, hardwood floors, and plenty of closet space. Enjoy expansive views from the spacious private balcony, which is

Susan Janart Houlihan Lawrence

2 Putnam Hill Rd Unit 4D, Greenwich, CT 06830
/10
$1,469,000
- 4,965 Sq Ft
18 Beech St, Greenwich, CT 06830

An industrial area, office space, and two garages in one unique commercial property. Super accessible location; Seconds from I-95 and just over the border of Westchester, in the Byram Area of Greenwich. It's an ideal mix of space for an owner/user. Almost 4000 sq currently being used as a fabrication woodshop. Above that, about 1000 sq ft of pristine office space and below, 1000 sq ft of

Mike Parelli Mike Parelli Real Estate LLC

18 Beech St, Greenwich, CT 06830
/12
$4,700,000
- Land
- 1.00 Acre
- $4,700,000 per Acre
1 Pratt Island, Darien, CT 06820

Are you looking for a private, waterfront haven to build your dream home? Look no further than 1 Pratt Island. This 1 acre property is at the end of a private association with sunrise and sunset views. The lot comes with easements to a deep water dock and an incredible sandy beach steps away. With gorgeous mature trees, this property overlooks Darien Harbor in one direction and Stamford's Shippan

Keiley Fuller Compass Connecticut, LLC

1 Pratt Island, Darien, CT 06820
/28
$2,499,000 Open Sat 1PM - 4PM
- 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
/4
$299,000
- Land
- 1.01 Acres
- $296,040 per Acre
0 High Ridge Rd Unit 24049430, Stamford, CT 06904

Welcome to an incredible opportunity to own a 1-acre building lot in the desirable North Stamford area! This enchanting parcel is surrounded by trees, offering a serene and private setting for your future home. While the lot requires some clearing, it presents a blank canvas for your vision. This prime location in North Stamford not only allows for a tranquil living experience but also serves

Charles Driza Houlihan Lawrence

0 High Ridge Rd Unit 24049430, Stamford, CT 06904
/3
$150,000
- Land
- 0.14 Acre
- $1,071,429 per Acre
0 Toms Rd Unit LOT 56, Stamford, CT 06906

Don't miss this exceptional opportunity to own a prime building lot in the highly sought-after Glenbrook! This ready-to-build lot is situated behind the charming home at the corner of Central St and Toms Rd, offering a perfect setting for your dream home. With few vacant lots available in the neighborhood, you can create the ideal space tailored to your lifestyle. Enjoy the convenience of nearby

Charles Driza Houlihan Lawrence

0 Toms Rd Unit LOT 56, Stamford, CT 06906
/27
$3,395,000
- 5 Beds
- 7 Baths
- 4,269 Sq Ft
48 Sound Beach Ave, Old Greenwich, CT 06870

Location Location Location! Close to everything! This property has all the bells and whistles right in town! 1st floor opens up to a 2 story foyer, gourmet kitchen compliments the great room/FP 20ft ceilings with access to patio overlooking the beautiful yard, DR, laundry/mudroom/half bath with garage access, office/possible bdrm/full bath make up the first fl. The Primary bdrm/bath,

Vanessa Savio Coldwell Banker Realty

48 Sound Beach Ave, Old Greenwich, CT 06870
/36
$5,095,000
- 6 Beds
- 8 Baths
- 7,000 Sq Ft
60 Park Ave, Greenwich, CT 06830

Don't miss this fabulous new construction Shore Colonial on desirable Park Ave in Old Greenwich Ct! Minutes to everything! Open floor plan 6 bedrooms, 6.2 bathes, in ground pool with auto cover, all the latest and greatest systems in place. Additional Information: ParkingFeatures:2 Car Attached,

Lynne Carriello Coldwell Banker Realty

60 Park Ave, Greenwich, CT 06830
/46
$2,199,999
- 6 Beds
- 5 Baths
- 4,210 Sq Ft
12B Hickory Dr, Greenwich, CT 06831

This charming property seamlessly blends classic elegance with modern comforts, offering an ideal sanctuary for both relaxation and entertaining.This home features newly upgraded roof, Kitchen and state of the art appliances, flooring, bathrooms, fixtures, door handles and hinges. The open layout flows effortlessly into the living room making it perfect for hosting gatherings. The in-law

Daminder Sawhney BHHS New England Properties

12B Hickory Dr, Greenwich, CT 06831
/33
$44,600,000
- 6 Beds
- 8 Baths
- 12,492 Sq Ft
545 Indian Field Rd, Greenwich, CT 06830

An idyllic coastal resort, this regal stone Georgian features 450 feet of direct waterfront acreage with expansive water views of the Long Island Sound to the NYC skyline, inside the exclusive Mead Point Association with 24hr guard-gated security. Masterfully designed and meticulously constructed in 2014 with inspiration from the original 1928 stone manor, this sophisticated residence offers

Leslie McElwreath Sotheby's International Realty

545 Indian Field Rd, Greenwich, CT 06830
/34
$4,625,000
- 7 Beds
- 8 Baths
- 6,500 Sq Ft
190 Lake Ave, Greenwich, CT 06830

Gorgeous quiet estate like compound with large one acre flat yard with Greenwich Avenue and Metro North in very close proximity. Perfect for a multi-generational family to live with privacy yet side by side, or for a family with frequent guests or large home office needs. Offering a European style mixed with many modern lifestyle benefits, including a private accessed 3rd floor nanny apartment.

Shelly Tretter Lynch Compass Connecticut, LLC

190 Lake Ave, Greenwich, CT 06830
/11
$15,495,000
- 6 Beds
- 12 Baths
- 15,171 Sq Ft
537 North St, Greenwich, CT 06830

Exquisite six bedroom, 8.4 bathroom stone manor executed to the highest standards sited on 2.97 picturesque acres. Chic and sophisticated interiors by Amy Hirsch throughout three levels of living space with extra high ceilings, oversized custom windows and all modern amenities. Elegant entry hall with a sweeping staircase and 3 stop elevator opens to a floor plan ideal for both formal and casual

Leslie McElwreath Sotheby's International Realty

537 North St, Greenwich, CT 06830
/18
$1,997,500
- 4 Beds
- 2 Baths
- 1,846 Sq Ft
25 Mary Ln, Riverside, CT 06878

Rare opportunity for a 4 Bedroom home and almost 5 acres in coveted Riverside. You can keep as one lot and build/expand your dream home. Plenty of square footage with the excess acreage. Or finish the process of subdividing, Seller’s have engaged with S.E. Minor and feedback shows a likely subdivision to two lots. Build your home and keep, build/develop, and or sell the extra lot. In addition,

Mike Parelli Mike Parelli Real Estate LLC

25 Mary Ln, Riverside, CT 06878
/33
$5,000,000
- 6 Beds
- 4 Baths
- 3,074 Sq Ft
35 Park Ave, Old Greenwich, CT 06870

For true privacy and beauty, look no further than 35 Park Avenue. The magical landscape brimming with specimen plantings has been artfully designed on nearly half an acre in the heart of Old Greenwich, close to the town center, schools, parks, and beaches. Inside, the home epitomizes understated luxury, featuring gorgeous natural light, oak floors, and large windows showcasing the remarkable

Monica Webster Douglas Elliman of Connecticut

35 Park Ave, Old Greenwich, CT 06870
/12
$1,199,000
- 7 Beds
- 3 Baths
- 2,509 Sq Ft
43 Mohegan Ave, Stamford, CT 06902

Welcome to 43 Mohegan Ave, a wonderful opportunity to own this Charming 2 family home in Shippan - a beautiful waterfront community in Stamford. The property is in close proximity to Restaurants, Grocery, Harbor Point, Cove Island, Chelsea Piers and the Vibrant city of Stamford. Metro North is 8 minutes away or drive to Manhattan in under an hour. This amazing income producing property is ready

Jennifer Runnette Brown Harris Stevens

43 Mohegan Ave, Stamford, CT 06902
/16
$4,250,000
- 4 Beds
- 4 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
- 6 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
/30
$5,900,000
- 7 Beds
- 4 Baths
- 6,636 Sq Ft
14 Zaccheus Mead Ln, Greenwich, CT 06831

First time on the market in over 50 years, 1906 stone house fashioned after European castle with two guest cottages on 7.81 acres (2-acre zone) in the private Rock Ridge Association. Sited atop a hill surrounded by mature trees, the one-of-a-kind main house is filled with antique wood carvings, original paneling, beamed and tracery plaster ceilings. A 2-bedroom guest cottage shares the main

Joseph Barbieri Sotheby's International Realty

14 Zaccheus Mead Ln, Greenwich, CT 06831
/39
$4,300,000
- 5 Beds
- 7 Baths
- 7,353 Sq Ft
16 Fairview Ave, Stamford, CT 06902

Beachfront luxury in Shippan! This grand colonial home is boasting 5 bedrooms and 7 bathrooms. The main level features a chef's kitchen that's been meticulously updated, where cooking becomes an art form. Host in your formal dining room, brilliant family room, oversized living room, or home office completed with coffered ceilings; this home is a beyond stunning! Bask in panoramic views of the LI

Jodi Boxer Keller Williams Prestige Prop.

16 Fairview Ave, Stamford, CT 06902
/24
$13,200,000
- 4 Beds
- 9 Baths
- 9,879 Sq Ft
120 Oneida Dr, Greenwich, CT 06830

Exclusive, gated Indian Harbor Association with 24-hour security showcases an elegant waterfront home set atop manicured .85 acre with private dock, verandas and potential pool site. This 2015 custom built home is nothing short of perfection with great attention to every detail. Grand entry hall unfolds into stunning formal rooms, gourmet eat-in kitchen, butler's pantry, family room with

Joanne Mancuso Houlihan Lawrence

120 Oneida Dr, Greenwich, CT 06830
/36
$14,750,000
- 7 Beds
- 11 Baths
- 9,416 Sq Ft
88 Cedar Cliff Rd, Riverside, CT 06878

Magnificent one of a kind Riverside Estate designed by award winning architect Douglas Vanderhorn showcases sweeping waterviews and stunning interior brimming with classical elements and luxurious finishes. This thoughtfully 2008 custom built home boasts impeccable details, high ceilings with walls of windows facing the Sound and fabulous covered porches, ideal for indoor / outdoor living, pool

Joanne Mancuso Houlihan Lawrence

88 Cedar Cliff Rd, Riverside, CT 06878
/3
$4,000,000
- Land
- 1.00 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
- 1.24 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
/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
/21
$1,200,000
- 8 Beds
- 5.5 Baths
- 5,231 Sq Ft
16 Greenwood Hill St, Stamford, CT 06902

Ideal opportunity for this recently updated Rare find, large multi family home, bring your in-laws! Each side has 5+ bedrooms and 2.5 baths, gas boilers, updated electrical and much more. 48 hour notice.

Mitchell Stevenson William Raveis Real Estate

16 Greenwood Hill St, Stamford, CT 06902
/26
$7,495,000
- 12 Beds
- 12 Baths
- 14,149 Sq Ft
140 Wallacks Dr, Stamford, CT 06902

Private 3.5-acre ''Caritas Island'' on Long Island Sound with 300-degree cinematic waterfront views. Accessed by a gated causeway, the expansive compound includes: a c1909 stone main house with 12 bedrooms and 10 baths, stunning waterside terraces and a lap pool; a c1870 3-bedroom stone guest cottage and a 6-car detached garage with 2 staff apartments above. Protected by a stone breakwater, the

Joseph Barbieri Sotheby's International Realty

140 Wallacks Dr, Stamford, CT 06902
/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
/2
$730,000
- 5 Beds
- 2 Baths
- 1,458 Sq Ft
12 Nurney St, Stamford, CT 06902

Exceptional opportunity! Don't miss this spacious 2-unit property with side-by-side units and ample parking. Minutes from downtown Stamford. Sold as-is. Book your showing today!

Kamrun Mannan US Asset Realty

12 Nurney St, Stamford, CT 06902
/2
$1,300,000
- 4 Beds
- 3 Baths
- 2,125 Sq Ft
700 Summer St, Stamford, CT 06901

Investment Sale: 3 condos for sale being sold as one entity and may not be spilt up Property Overview: Price: $1,300,000 Rent Roll: $ 6,675 (monthly) Total Beds: 6 Total Baths: 3 Approx. SF: 2,125 Monthly Maintenance Fee: $1,452 Annual Taxes: $9,789 Units: 3 (2-bedroom,) Lease Types: One unit has a long-term lease. Two units have annual leases. Location: Downtown Stamford, a prime area

Richard Esman Douglas Elliman of Connecticut

700 Summer St, Stamford, CT 06901
/2
$625,000
- 4 Beds
- 2 Baths
- 1,926 Sq Ft
72 Maher Rd, Stamford, CT 06902

(tenant occupied, exterior view only) Located entirely in the R-75 single family zone and near the end of a quiet side street, this vintage colonial has had just two owners in its 96 years and has always been meticulously maintained. A rocking chair front porch with an elevated Western exposure, highlights the distant sights of this bustling city. Hardwood floors will be found in just about every

Ahdehroh Lambert Mortimore Premier Properties of CT

72 Maher Rd, Stamford, CT 06902
/41
$1,999,000 Open Sun 1PM - 3PM
- 2,495 Sq Ft
347 Delavan Ave, Greenwich, CT 06830

Jakob Satir William Raveis Real Estate

347 Delavan Ave, Greenwich, CT 06830
/35
$10,900,000 New Construction
- 7 Beds
- 10 Baths
- 12,461 Sq Ft
406 Stanwich Rd, Greenwich, CT 06830

Sophisticated, high-end 2023 construction with pool on 2.6 gated acres. This custom 7 bdrm/8 bath transitional-style home with western exposure offers contemporary spaces enhanced by 10-11 foot ceilings & wide-plank, white oak flooring. Designer gourmet kitchen adjoins sunny breakfast/dining room and family room. Exquisite primary suite with fireplace and private deck. Superb 500+ sq. ft.

Joseph Barbieri Sotheby's International Realty

406 Stanwich Rd, Greenwich, CT 06830
/12
$13,850,000 New Construction
- 7 Beds
- 9 Baths
- 10,496 Sq Ft
133 Doubling Rd, Greenwich, CT 06830

Stunning 6-bedroom colonial in Mid-Country currently underway (Summer '26 completion). Designed to impress by the renowned Alex Kaali-Nagy with a traditional exterior look, quintessential Greenwich, but a transitional interior with 4 finished levels and thoughtful design touches throughout, including extensive millwork. Exceptional primary suite with walk-in dressing rooms, plus 5 additional

Amanda Miller Houlihan Lawrence

133 Doubling Rd, Greenwich, CT 06830

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