Old Greenwich, CT Homes for Sale

/39
$5,195,000
- 6 Beds
- 6 Baths
- 5,417 Sq Ft
95 Indian Head Rd, Riverside, CT 06878

This fully renovated 6-Bed, 5.5-Bath home nestled on a private acre in Riverside, offers a fabulous open, light-filled floor plan. The updated Kitchen is spacious with a BfastArea, opening to a FamilyRm perfect for entertaining. The Living and DiningRm are thoughtfully designed to flow seamlessly for easy gatherings. A home Office provides a quiet workspace, while the luxurious PrimarySuite

Daphne Lamsvelt-pol Sotheby's International Realty

95 Indian Head Rd, Riverside, CT 06878
/30
$375,000
- 1 Bed
- 1 Bath
- 831 Sq Ft
127 Greyrock Place Unit 908, Stamford, CT 06901

Wake up to beautiful morning sunrises in this bright and airy 1-bedroom, 1-bath condo on the 9th floor, offering over 800 sqft of spacious living with the building's largest 1BR layout. The open floor plan is designed for modern living and entertaining, with expansive wall-to-wall windows that fill the space with natural light. The modern kitchen features stainless steel appliances, granite

Kim Papachristou William Raveis Real Estate

127 Greyrock Place Unit 908, Stamford, CT 06901
/34
$6,590,000
- 4 Beds
- 5 Baths
- 5,372 Sq Ft
1 Home Place Unit A / B, Greenwich, CT 06830

INVESTORS OPPORTUNITY! TWO UNITS COMBINED. Incredible opportunity for the saavy investor; Unit A leased until 12/25, $15,000/mth. Unit B is $15,500/mth until 7/26. Both units are mirror images of eachother, with some differences in fixtures and colors. Listing details are for 1 unit. Spanning over 10,000 sq ft combined, featuring French oak hardwood floors and a gourmet Porcelanosa kitchen with

Steven Magnuson Douglas Elliman of Connecticut

1 Home Place Unit A / B, Greenwich, CT 06830
/17
$7,995,000
- Land
- 1.90 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
/40
$14,900,000
- 6 Beds
- 10 Baths
- 10,579 Sq Ft
Unlisted Address

Home by the Sea is set majestically behind stone pillars and gates on one of the largest Long Neck Point parcels, affording its residents 3.2 landscaped acres of privacy. As you enter, the peaceful setting of the secluded cove takes your breath away. There are wrap-around decks, velvet lawns, flowering gardens and water views for miles. Nature lovers will be in Heaven. The acclaimed architect

Candace Blackwood BHHS Darien/New Canaan

Unlisted Address
/35
$799,900
- 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
- 1.90 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
$4,595,000
- 4 Beds
- 3 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
/18
$899,000
- 3 Beds
- 2 Baths
- 1,345 Sq Ft
154 Henry St, Greenwich, CT 06830

Rare completely renovated single family 3 bed/2 bath home with great parking and garage, central air, and a private yard. Brand new kitchen with adjacent dining and living room. Living room leads out to a private intimate backyard. 3 bedrooms, with a main bedroom with fireplace. Finished lower level features great storage and or more living space. Laundry room also in basement. Lower level not

Mike Parelli Mike Parelli Real Estate LLC

154 Henry St, Greenwich, CT 06830
/37
$1,299,000 Open Sun 1PM - 3PM
- 4 Beds
- 4 Baths
- 3,232 Sq Ft
37 Maplewood Dr, Cos Cob, CT 06807

Reduced for Quick Sale - Incredible Value in Cos Cob! Don't miss this opportunity to own a spacious, versatile home in desirable Cos Cob! Nestled at the end of a quiet cul-de-sac, this one-of-a-kind property offers amazing space, flexibility, and value-perfect for multi-generational living or investment potential. Yes, it backs to I-95, but that also means ultra-convenient access for

Kurt Jain NextHome Real Estate Services

37 Maplewood Dr, Cos Cob, CT 06807
/39
$2,450,000
- 5 Beds
- 7.5 Baths
- 9,440 Sq Ft
25 Cogswell Ln, Stamford, CT 06902

This stunning 5-bedroom, 7.5 bath brick contemporary blends timeless elegance with modern sophistication. From the grand foyer, showcasing skylights and a limestone feature wall, to the living room with a quartzite fireplace and cathedral ceiling, every space in this home is designed for both beauty and function. The formal dining room, features a large bay window, offering picturesque views. The

Jim Caldarone William Pitt Sotheby's Int'l

25 Cogswell Ln, Stamford, CT 06902
/37
$4,595,000
- 5 Beds
- 8 Baths
- 6,725 Sq Ft
490 North St, Greenwich, CT 06830

Rare opportunity to own a 200 year old Barn on one mid-country acre, designed in the 70's by renowned architect Charles Gwathmey. Owners updated it to add additional bedrooms and seamlessly connect indoor and outdoor spaces offering year-round entertainment. Main entrance opens to an expansive 30 X 35' Great room filled with natural light, original beams, and impressive fireplace. A generous

Spencer Sodokoff Houlihan Lawrence

490 North St, Greenwich, CT 06830
/18
$799,000
- 1 Bed
- 1 Bath
- 809 Sq Ft
47 Lafayette Place Unit 3H, Greenwich, CT 06830

Perched at the highest point in central Greenwich, The Greenwich Lodge offers a commanding presence with sweeping southeast views of the Long Island Sound and the picturesque town below. This stunningly renovated 1-bedroom, 1-bath residence is magazine-worthy, blending modern luxury with timeless charm. Original hardwood floors, soaring ceilings, and an abundance of natural light create an

Michael Carey Sotheby's International Realty

47 Lafayette Place Unit 3H, Greenwich, CT 06830
/39
$959,000 Open Sat 12PM - 2PM
- 5 Beds
- 2 Baths
- 1,701 Sq Ft
46 Stamford Ave, Stamford, CT 06902

LOCATION~ LOCATION~ LOCATION!!! Wonderful opportunity to live in the beautiful Shippan area of Stamford. Walking distance to Stamford Yacht Club. Owner has lived in this home for 45 years. This home has been beautifully maintained with newer roof, gutters & skylights (2020), A/C (2019), Hot Water Heater (11/2024). Open Kitchen/Dining/Living Room area. This home is filled with bright light,

Dina Begetis Iron Gates Realty

46 Stamford Ave, Stamford, CT 06902
/18
$799,000
- 1 Bed
- 1 Bath
- 809 Sq Ft
47 Lafayette Place Unit 3H, Greenwich, CT 06830

Perched at the highest point in central Greenwich, The Greenwich Lodge offers a commanding presence with sweeping southeast views of the Long Island Sound and the picturesque town below. This stunningly renovated 1-bedroom, 1-bath residence is magazine-worthy, blending modern luxury with timeless charm. Original hardwood floors, soaring ceilings, and an abundance of natural light create an

Michael Carey Sotheby's International Realty

47 Lafayette Place Unit 3H, Greenwich, CT 06830
/19
$415,000 Open Sun 1PM - 3PM
- 1 Bed
- 1 Bath
- 1,000 Sq Ft
3 Putnam Hill Rd Unit 3F, Greenwich, CT 06830

Perched just two blocks from Greenwich Avenue and moments from renowned shopping and dining, this spacious one bedroom offers an exceptional opportunity to reside in Greenwich. Bruce Museum, Bruce Park, Greenwich Harbor, Whole Foods Market, YMCA and public transportation are within a mile. Enjoy the convenience of in-town living, while surrounded by the tranquility of a 10 acre park-like setting.

Cheryl Farley Century 21 AllPoints Realty

3 Putnam Hill Rd Unit 3F, Greenwich, CT 06830
/24
$839,000 Open Sun 1PM - 3PM
- 1 Bed
- 1 Bath
- 766 Sq Ft
47 Lafayette Place Unit 4C, Greenwich, CT 06830

Beautifully Renovated Condo in a Prime Downtown Greenwich Location. Nestled in the heart of Greenwich, atop the renowned Greenwich Avenue, this stunning south-facing, sunlit 1-bedroom condo offers an open layout that has been meticulously maintained. The extensive list of improvements includes major upgrades such as refinished original oak floors, a brand-new eat-in kitchen with LG appliances and

Jennifer Marrelli Compass Connecticut, LLC

47 Lafayette Place Unit 4C, Greenwich, CT 06830
/39
$2,490,000
- 9 Beds
- 6.5 Baths
- 6,363 Sq Ft
1209 Westover Rd, Stamford, CT 06902

Welcome to 1209 Westover Rd, the ideal estate package with two strategically placed properties w/ 8 Bedrooms 6.5 baths a total of 6,863 sq ft on its prime, sought after location on 1.93 park-like acres straddling the Greenwich /Stamford townline. The Main House is a stately Georgian with superior craftsmanship incorporating the finest materials with a steel frame, oak-hardwood floors interspersed

Demetrios Frazis William Pitt Sotheby's Int'l

1209 Westover Rd, Stamford, CT 06902
/34
$2,170,000
- 5 Beds
- 4 Baths
- 3,317 Sq Ft
35 Deep Gorge Rd, Greenwich, CT 06831

This is a must see spacious Mid- Century 5 bedroom, 3 ½ bath. 3317 SF of structure beautifully rebuilt and renovated in 2023 on a very quiet cul de sac on 1.25 acre of land. It has features unmatched in comparably priced homes with soaring ceilings flooding in natural light environment. It has not one but two contemporary fireplaces in separate living areas, an open dream kitchen with stainless

Simin Kayod Coldwell Banker Realty

35 Deep Gorge Rd, Greenwich, CT 06831
/18
$2,949,000
- 3 Beds
- 4 Baths
- 3,500 Sq Ft
69 W Brother Dr, Greenwich, CT 06830

Exquisite Milbrook Association home close to Greenwich Ave. This lovely 3 bedroom, 4 bath home has hardwood floors throughout and renovations to the highest standard. Formal living room with bay window and fireplace adjoins dining room with French doors to deck. Eat in kitchen with top-of-the line appliances and custom cabinetry. Family room/library with built ins. First-floor bedroom with lots

Blanche O'Connell Miha Zajec

69 W Brother Dr, Greenwich, CT 06830
/22
$324,000
- 1 Bed
- 1 Bath
- 557 Sq Ft
127 Greyrock Place Unit 1409, Stamford, CT 06901

Welcome to the Biltmore. A beautifully updated 1 bedroom 1 bathroom apartment in Stamford downtown. 24 hour concierge service in doorman building, top of the line fitness center, community room and large exterior courtyard. Free shuttle to Metro North Train Station. Walking distance to shopping mall, restaurants, entertainment, library, businesses, parks & more! Easy access to major highways &

Ginger Zhu Century 21 AllPoints Realty

127 Greyrock Place Unit 1409, Stamford, CT 06901
/40
$4,995,000
- 5 Beds
- 5.5 Baths
- 4,286 Sq Ft
29 Lockwood Dr, Old Greenwich, CT 06870

Stylish five-bedroom Contemporary provides a modern oasis with stunning pool, Ipe wood decks and secluded backyard on a quiet drive south of the village near shops, trains, school and beach. Striking architectural details ranging from maple wood floors, glass stair railings on three levels, high ceilings, expansive windows, sliding doors and skylights enhance 4,286 sq. ft. interior. Boasts sleek

Julie Lowe Houlihan Lawrence

29 Lockwood Dr, Old Greenwich, CT 06870
/33
$4,995,000
- 5 Beds
- 6 Baths
- 4,286 Sq Ft
29 Lockwood Dr, Old Greenwich, CT 06870

Stylish five-bedroom Contemporary provides a modern oasis with stunning pool, Ipe wood decks and secluded backyard on a quiet drive south of the village near shops, trains, school and beach. Striking architectural details ranging from maple wood floors, glass stair railings on three levels, high ceilings, expansive windows, sliding doors and skylights enhance 4,286 sq. ft. interior. Boasts sleek

Julie Lowe Houlihan Lawrence

29 Lockwood Dr, Old Greenwich, CT 06870
/15
$235,000
- 1 Bed
- 1 Bath
- 750 Sq Ft
7 4th St Unit L1, Stamford, CT 06905

Nicely appointed 1st floor unit with large living room open to kitchen with gas range and dishwasher. Good closet space. Bedroom tucked away to the side. Includes one assigned parking space. Conveniently located downtown Stamford near Ridgeway Shopping Plaza, restaurants, and public transportation. Scalzi park nearby with playground, bocce ball courts and skate park, and abundant walking paths.

Laurie Meyer Brown Harris Stevens

7 4th St Unit L1, Stamford, CT 06905
/40
$1,075,000
- 4 Beds
- 2 Baths
- 4,672 Sq Ft
49 Plymouth Rd, Stamford, CT 06906

GLENBROOK INVESTORS, TAKE NOTICE! This fully occupied, two-family home is primed for its next owner! Currently rented at market-value rates, this four-story property delivers strong cash flow now, with incredible potential for future growth. Both units are beautifully renovated 2-bedroom, 1-bath apartments featuring spacious layouts that live much larger. Each includes an additional den/office,

Michael A Tarallo Giner Real Estate

49 Plymouth Rd, Stamford, CT 06906
/10
$390,000
- 2 Beds
- 1.5 Baths
- 1,236 Sq Ft
86 Myrtle Ave Unit 15, Stamford, CT 06902

Back in the market , buyer unable to perform. Welcome to this spacious and charming move-in ready 2-bedroom, 1.5 bathroom townhouse. Main floor features living room that connects to open concept kitchen. Calacatta statuary quartz countertops, new kitchen cabinets with gold accents. Second level has two double closets with full height mirrors and skylight. Updated full bathroom located

Genesis Hernandez BHGRE Shore & Country

86 Myrtle Ave Unit 15, Stamford, CT 06902
/23
$415,000
- 1 Bed
- 1.5 Baths
- 1,069 Sq Ft
2437 Bedford St Unit C19, Stamford, CT 06905

If you have been here before, take another look. Unit has been cleaned and painted and can be shown anytime!! This charming one bedroom 1.5 bath condo offers the perfect balance of comfort and convenience. The spacious living room with its striking vaulted ceiling and cozy fireplace creates a warm and airy atmosphere that's perfect for relaxing and entertaining. A separate dining room adds a

Jim Caldarone William Pitt Sotheby's Int'l

2437 Bedford St Unit C19, Stamford, CT 06905
/38
$1,625,000
- 4 Beds
- 4 Baths
- 3,266 Sq Ft
968 Westover Rd, Stamford, CT 06902

Nestled in the heart of desirable Westover, this exceptional modern gem, built in 2022, is privately set on a level, picturesque property. A true sanctuary, this estate features an exquisite main residence, a charming separate cottage, and a resort-inspired pool area-creating an unparalleled living experience. The main house is a masterpiece of design, boasting three bedrooms and three full

Michael Spindler RE/MAX Right Choice

968 Westover Rd, Stamford, CT 06902
/11
$4,500,000
- Land
- 2.30 Acres
- $1,956,522 per Acre
121 Round Hill Rd, Greenwich, CT 06831

This property is one of the premier addresses in Greenwich, CT. This oversized, 2.3-acre property is located only minutes to town, public and private schools, and convenient to NYC. Land can't be appreciated from the street. 121 RHR offers a unique blend of privacy and open, magnificent backyard. Manicured lawns, plantings, and old stonewalls bordered by Nature provide the

Sabine Schoenberg PrimeSites, Inc.

121 Round Hill Rd, Greenwich, CT 06831
/31
$945,000
- 6 Beds
- 3 Baths
- 2,880 Sq Ft
95 Frederick St, Stamford, CT 06902

Take notice! Legal two family dwelling in sought after Cove section of Stamford. Each unit features four rooms, two good size bedrooms, one full bath, eat in kitchen. This can be used as a full investment property or you can occupy one floor and rent the other for positive cash flow. Enclosed porch, large level rear yard with shed, close to many local businesses. Don't miss this one, this could

Rosania Melo Century 21 Scala Group

95 Frederick St, Stamford, CT 06902
/41
$10,950,000
- 6 Beds
- 8 Baths
- 9,258 Sq Ft
142 Cedar Cliff Rd, Riverside, CT 06878

Exquisite 2016 French Normandy manor designed by premier architect, Douglas VanderHorn blends classic elegance with 3 levels of stunning modern aesthetics in coveted Riverside association with Shoreline pool and neighborhood private beach. Sophisticated, custom crafted interior with Italian marble mantels framing four fireplaces, quarter-sawn white oak flooring, 10 ft. ceilings, French doors to

Alison Farn-Leigh BHHS New England Properties

142 Cedar Cliff Rd, Riverside, CT 06878
/39
$24,950,000
- 10 Beds
- 19 Baths
- 17,878 Sq Ft
97 Pecksland Rd, Greenwich, CT 06831

Truly unique 19 Acre estate in the heart of mid country! Prepared to be captivated by this custom built masterpiece of design and craftsmanship. Completed in 2009, and offered to the market for the first time since completion, 97 Pecksland has an unrivaled combination of lot size, quality and privacy. Enter through the grand gated entrance and dramatic driveway to the elevated main house on the

Robert Johnson Brown Harris Stevens CT, LLC

97 Pecksland Rd, Greenwich, CT 06831
/37
$5,995,000
- 6 Beds
- 7 Baths
- 6,673 Sq Ft
7 Jones Park Dr, Riverside, CT 06878

Nestled on a beloved tree-lined cul-de-sac, this custom-built residence perfectly blends a traditional coastal Connecticut shingle style with a sun-filled, modern open-plan interior all just steps from Riverside Yacht Club, schools, and train. Thoughtfully designed, the home incorporates bespoke architectural elements including tall ceilings, custom millwork, expansive windows and wide-plank oak

Ellen Mosher Houlihan Lawrence

7 Jones Park Dr, Riverside, CT 06878
/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
/7
$136,500
7 River Rd Unit Boat Slip D-14, Cos Cob, CT 06807

A prime docking space in the very popular Palmer Point Marina. Easy to navigate and very close to open water, this slip can accommodate a boat up to 49 1/2'. Palmer Point boasts a year-round bubble system, provides electric power of 30 and 50 amps, fresh water, shower facilities. Fuel and a marine supply store are on the property. Monthly association dues are $258.00.

Barbara Stephens Sotheby's International Realty

7 River Rd Unit Boat Slip D-14, Cos Cob, CT 06807
/33
$8,750,000
- 5 Beds
- 9 Baths
- 9,295 Sq Ft
34 Dublin Hill Dr, Greenwich, CT 06830

Magnificent home seamlessly blending a desirable floor plan with high ceilings, light filled rooms and exquisite design on a convenient and bucolic cul-de-sac. Generous Gourmet kitchen with breakfast nook and butler's pantry. Gracious formal living room and elegant dining room both with fireplaces. Family room with stone fireplace and paneled library with fireplace. Private first floor guest

Leslie McElwreath Sotheby's International Realty

34 Dublin Hill Dr, Greenwich, CT 06830
/42
$9,450,000
- 10 Beds
- 9 Baths
- 9,483 Sq Ft
14 Meadow Dr, Greenwich, CT 06831

DISCOVER BREEZEMORE https://www.breezemoregreenwich.com/ Experience the rare opportunity to own a piece of history with the stunning Breezemore estate located in Greenwich, Connecticut. Built in 1909, this magnificent property offers 10,000 square feet of architectural splendor, old-world charm, and modern conveniences. Set high on 3.2 private, park-like acres within close distance of downtown

Ryan Hoffman Houlihan Lawrence

14 Meadow Dr, Greenwich, CT 06831
/29
$799,000
- 3 Beds
- 3 Baths
- 1,598 Sq Ft
37 Old Barn Rd S, Stamford, CT 06905

Great 3 Bedroom 3 Bath home in convenient location set on .21 acre level property. Eat-In Kitchen with Dining Area opens to both the Living and Family Rooms allowing for open flow. Family Room has skylight, french doors to the patio and a separate Full Bath. Spacious Primary Bedroom with walk-in closet is also located on the main level and has an ensuite bath. Separate Laundry room with sink and

Irene Cheung BHGRE Shore & Country

37 Old Barn Rd S, Stamford, CT 06905
/24
$1,730,000
- 3,333 Sq Ft
14 N Water St, Greenwich, CT 06830

In a Greenwich Market that sees very few 3 family homes, don't miss this rare opportunity in the downtown Byram area to create immediate cashflow and benefit from long term appreciation. The building consists of 3 Apartments; Unit 1: 1st Floor - 2 Bed/1 Bath | Unit 2: 2nd & 3rd Floor - 3 Bed/2 Bath | Unit 3: Lower Level - 1 Bed/1 Bath - For a savvy investor it's prime to achieve strong market

Mike Parelli Mike Parelli Real Estate LLC

14 N Water St, Greenwich, CT 06830
/7
$2,695,000
- Land
- 0.17 Acre
- $15,852,941 per Acre
18 Grigg St, Greenwich, CT 06830

This property, on one of the most charming streets in town, has been determined by the Greenwich Historic District (HDC) to be of historical merit or a significant element of the streetscape. HDC can support the Owner before Greenwich Planning & Zoning to receive additional FAR from 30% to 90% maximum floor area with the potential of up to 6,700 SF. Located in the CGB zone allows for residential,

Jennifer Danzi-glenn Jennifer M Danzi, Broker

18 Grigg St, Greenwich, CT 06830

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