Old Greenwich, CT Houses for Sale

/36
$5,495,000 Open Sun 1PM - 3PM
- 6 Beds
- 8 Baths
- 7,930 Sq Ft
20 Sherwood Farm Ln, Greenwich, CT 06831

Step into luxury with this newly staged custom built home in one of Greenwich's prestigious associations. Perfectly situated near downtown, this elegant property offers a blend of sophistication and convenience- now at an improved price! A stunning custom built white Georgian Colonial in the coveted mid country Sherwood Farm Association is sited on a picturesque level acre lot. This six bedroom

Richard Higgins

Higgins Group Bedford Square

(203) 433-0559

20 Sherwood Farm Ln, Greenwich, CT 06831
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/2
$2,575,000 Coming Soon
- 5 Beds
- 4.5 Baths
- 7,176 Sq Ft
194 Long Close Rd, Stamford, CT 06902

An unparalleled beauty, this European Chateau was custom built with the finest materials. As you pass through the stone pillars of 194 Long Close Rd, you are immediately impressed by its park-like manicured grounds. The Spanish imported brick exterior & new Cedar shingle roof accentuates the beauty of these grounds.Entering the two-story foyer you are enveloped in opulence with the marble floors,

Terri Tournas

Coldwell Banker Realty

(475) 271-1607

194 Long Close Rd, Stamford, CT 06902
/49
$6,800,000
- 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 historic 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
/37
$5,500,000
- 5 Beds
- 6 Baths
- 5,012 Sq Ft
50 North St, Greenwich, CT 06830

Nestled in the heart of Greenwich, this romantic 1905 Victorian home sits on an oversized .94 acre flat lot with mature trees. High ceilings, expansive rooms & private terraces exude timeless elegance. This spacious home features 5 bedrooms, 5 1/2 bathrooms & two-car garage with port cochere. The sports court, pool, & spacious pool house welcome you home for a relaxing day. Enjoy your front

Danielle Claroni Sotheby's International Realty

50 North St, Greenwich, CT 06830
/35
$3,495,000 Open Sun 1PM - 4PM
- 5 Beds
- 8 Baths
- 5,800 Sq Ft
10 Lakeview Dr, Riverside, CT 06878

Located on a cul-de-sac in the award-winning North Mianus section of Riverside, this beautifully appointed 5 bedroom home, enjoying winter water views with deeded access to the Mianus River, offers sun-filled spaces, exceptional finishes, and a thoughtfully designed layout—just moments to the beach, train, and shops. The main level features a grand cathedral-ceiling foyer, formal living and

Angela Swift Compass Connecticut, LLC

10 Lakeview Dr, Riverside, CT 06878
/32
$5,250,000
- 6 Beds
- 7 Baths
- 5,839 Sq Ft
5 Spring St, Riverside, CT 06878

Welcome to 5 Spring Street, a distinguished 6 bedroom, 5.2 bath residence in picturesque Riverside. This grand estate offers a perfect blend of modern elegance & sophistication, set on an expansive lot, emphasizing privacy & tranquility. Upon entering, you are greeted by a gracious foyer that sets the tone for the thoughtfully expanded home. The main level boasts a chef's kitchen perfect for

Lindsay Sheehy Compass Connecticut, LLC

5 Spring St, Riverside, CT 06878
/36
$3,750,000
- 4 Beds
- 4 Baths
- 4,140 Sq Ft
19 Crescent Rd, Riverside, CT 06878

Stylish and sophisticated colonial recently renovated in the heart of Riverside. This light filled home features a welcoming foyer and a classic staircase. Chic dining room and a front to back living room with a fireplace are ideal for formal entertaining. Handsome library with custom built-ins and a fireplace for quiet reflection. Gourmet kitchen with center island and breakfast banquette opens

Leslie McElwreath Sotheby's International Realty

19 Crescent Rd, Riverside, CT 06878
/35
$2,495,000 Open Sun 1PM - 4PM
- 4 Beds
- 3.5 Baths
- 3,801 Sq Ft
1 Laforge Rd, Darien, CT 06820

As you step inside this Stunning House you are greeted with a light filled two story foyer, 9 foot ceilings and a sophisticated ambiance that flows effortlessly throughout the house. The spacious living areas, adorned with quality finishes, provide the perfect backdrop for both intimate gatherings and grand entertaining in the gorgeous oversized dining room. A Custom Kitchen by Peter Deane with

Kathryn Bates Compass Connecticut, LLC

1 Laforge Rd, Darien, CT 06820
/33
$2,595,000 Open Sun 12PM - 3PM
- 5 Beds
- 6 Baths
- 5,271 Sq Ft
129 Long Close Rd, Stamford, CT 06902

Introducing 129 Long Close Rd - a 5,300 sq ft architectural masterpiece nestled on 5 acres in the highly desirable Westover neighborhood, just minutes from the Greenwich border and downtown Stamford. Thoughtfully redesigned by Eric Baker Architects - a renowned architect - for his own family, every element of this exceptional home reflects a passion for quality, craftsmanship, & timeless design.

Jen Turano Compass Connecticut, LLC

129 Long Close Rd, Stamford, CT 06902
/38
$2,750,000
- 4 Beds
- 4 Baths
- 3,151 Sq Ft
17 Perryridge Rd, Greenwich, CT 06830

Outstanding in-town brick and shingle home with beautiful level land on sidewalk street a short distance from Greenwich Avenue. This impressively constructed, solid home features 10 Ft. ceilings on the first floor, oak floors throughout and recently updated kitchen and primary bath. The spacious primary bedroom and three additional bedrooms complete the second floor. The walk-out lower-level

Christopher Finlay Brown Harris Stevens CT, LLC

17 Perryridge Rd, Greenwich, CT 06830
/33
$2,400,000 Open Sun 2:30PM - 4:30PM
- 5 Beds
- 3.5 Baths
- 3,638 Sq Ft
24 Casement St, Darien, CT 06820

Nestled in a close-knit neighborhood with front yard playdates and backyard barbecues, this 5 bedroom classic colonial, set on a flat .5 acre lot, is a perfect blend of tradition and modern comfort. Located just moments from Noroton Heights Train Station, the vibrant energy of Darien Commons, shopping, restaurants and local beaches, this home offers a rare combination of convenience and serene

Genevieve Schettino Compass Connecticut, LLC

24 Casement St, Darien, CT 06820
/32
$2,450,000 Open Sun 1PM - 3PM
- 4 Beds
- 3.5 Baths
- 3,665 Sq Ft
19 Stanwich Rd, Greenwich, CT 06830

This recently renovated (2023), classic home is conveniently located just minutes from everything. The beautifully updated eat-in kitchen with stainless appliances and granite countertops, and living room with fireplace and bay window, both open out to the deck overlooking the yard. Just off the kitchen are the family room with fireplace and formal dining room. On the upper level are two

Cesar Rabellino Berkshire Hathaway HS NE Prop.

19 Stanwich Rd, Greenwich, CT 06830
/32
$2,850,000
- 5 Beds
- 5 Baths
- 3,837 Sq Ft
15 Red Coat Ln, Greenwich, CT 06830

Welcome to 15 Red Coat Ln! This classic colonial on a quiet cul-de-sac off North St. has been home to its current owners for over 20 years. A 2014 renovation on the main level created a great open kitchen/family room while maintaining separate formal living and dining rooms as well as a private office and great mudroom accessed from garage with washer/dryer. Upstairs you will find the Primary

Michael Erensen BHHS New England Properties

15 Red Coat Ln, Greenwich, CT 06830
/29
$2,395,000
- 4 Beds
- 4 Baths
- 3,061 Sq Ft
20 Linwood Ave, Riverside, CT 06878

Welcome to 20 Linwood Avenue! A rare opportunity awaits in this sought-after Riverside neighborhood. Seize the chance to secure your slice of tranquility and comfort. The location truly sets this property apart, featuring a spacious, fully fenced backyard perfect for outdoor activities, gardening, or simply relaxing in privacy. Inside, updated hardwood flooring upstairs and a renovated primary

Joy Kim Metalios Houlihan Lawrence

20 Linwood Ave, Riverside, CT 06878
/75
$3,295,000
- 5 Beds
- 5 Baths
- 4,543 Sq Ft
147 Old Church Rd, Greenwich, CT 06830

Gorgeous pre-war home perched high near the end of a private in-town lane. Stunning renovated 5-bedroom, 3-bath Cotswold/European style home on .75 acres blends timeless elegance with contemporary comfort. A chef's dream kitchen, adjacent to a large FR, offers top-of-the-line appliances, and plenty of space for ideal entertaining. Chill out by the fireplace in the L/R, unwind in the year round

Roxana Bowgen Sotheby's International Realty

147 Old Church Rd, Greenwich, CT 06830
/54
$2,985,000
- 4 Beds
- 5 Baths
- 3,826 Sq Ft
681 River Rd, Cos Cob, CT 06807

Timeless , this architecturally designed contemporary home blends soaring vaulted ceilings with panoramic views, creating a seamless connection to the outdoors. Thoughtfully sited on 2.32 peaceful, private acres, the home embraces natural light as the seasons change, all while remaining minutes from every convenience possible.The open-concept floor plan is ideal for both grand entertaining

Paula Waldman BHHS New England Properties

681 River Rd, Cos Cob, CT 06807
/13
$3,200,000
- 4 Beds
- 5 Baths
- 3,816 Sq Ft
9 Hillside Dr, Greenwich, CT 06831

This unique home offers the best of Greenwich with a private, park like setting in the exclusive Rock Ridge Association. Originally built in 1911, the large scaled public rooms are highlighted with natural light and beautiful detail. The open foyer welcomes you to the timeless characteristics throughout the house. Updated Kitchen with breakfast nook, primary bedroom suite, and outdoor

Shelly Tretter Lynch Compass Connecticut, LLC

9 Hillside Dr, Greenwich, CT 06831
/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
/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
/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
/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
/28
$2,499,000
- 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
/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
$2,995,000 Open Sun 2AM - 4PM
- 5 Beds
- 4 Baths
- 4,476 Sq Ft
52 Morningside Dr, Greenwich, CT 06830

This stunning 5-bedroom, 4-bathroom home, built in 2023, offers contemporary living w/high ceilings & grand two-story entrance. The kitchen opens to a cozy family room w/fireplace & French doors. First level includes a living room, dining room w/Butler's pantry, bedroom, full bath & mudroom. The second level boasts a primary suite w/spa-like bathroom, three additional bedrooms, two full

Kelly Feda Coldwell Banker Realty

52 Morningside Dr, Greenwich, CT 06830
/52
$3,295,000 New Construction
- 4 Beds
- 5 Baths
- 4,600 Sq Ft
3 Finney Knoll Ln, Riverside, CT 06878

Welcome to the luxurious 3 Finney Knoll! Located on a cul-de-sac, close to shopping areas, beaches and parks. This beautiful 4 bedroom, 4.5 bathroom home has a 2-car garage and is equipped with state of the art appliances, 9 foot ceilings and high end finishes such as Carrara Gold Quartz counters. The Primary Suite has 2 separate walk in closets and the bathroom has a large double sink vanity

Kaltrina Xhema-Latifi Higgins Group Greenwich

3 Finney Knoll Ln, Riverside, CT 06878
/26
$2,450,000 Coming Soon
- 3 Beds
- 3 Baths
- 2,950 Sq Ft
2 Lakeview Dr, Greenwich, CT 06878

From a welcoming front porch to its cheerful canary-yellow door, 2 Lakeview Dr invites you in with warmth & personality. Nearly rebuilt in 2013 & offering approx. 3,000sf across 3 finished levels with existing expansion possibilities, this 3-bed, 2.5-bath home is turnkey. The main level is filled with natural light & features an open-concept layout that connects a spacious dining room, elegant

Jen Turano Compass Connecticut, LLC

2 Lakeview Dr, Greenwich, CT 06878
/41
$2,499,000 Coming Soon
- 5 Beds
- 4 Baths
- 4,320 Sq Ft
7 Grey Rock Dr, Greenwich, CT 06831

Perched in the heart of downtown Glenville, this turn-key beauty sits on a .28 acre, meticulously manicured and fenced lot. Discover this spacious and sun-filled 5 bedroom, 3.1 bath home with a 3-story staircase, and 4 fully finished floors. Showcasing modern finishes throughout, the great room is both elegant and warm with its vaulted ceiling, gas fireplace, and lofted area with beautiful

Lisa Migliardi Compass Connecticut, LLC

7 Grey Rock Dr, Greenwich, CT 06831
/24
$9,950,000
- 6 Beds
- 8 Baths
- 8,896 Sq Ft
35 Club Rd, Riverside, CT 06878

Sought after Riverside location showcases a stunning six-bedroom Colonial built by Sound Beach Partners with pool, porches, outdoor fireplace and grill on beautifully manicured .71 acre with private yard dotted with sequentially flowering trees. Offers easy access to trains, schools, water and Yacht Club. This pristine home exudes classic elegance with superb architectural details, wood floors,

Andrew Smith Houlihan Lawrence

35 Club Rd, Riverside, CT 06878
/40
$27,950,000
- 8 Beds
- 12 Baths
- 13,428 Sq Ft
45 Binney Ln, Old Greenwich, CT 06870

This unparalleled custom-built modern waterfront estate, winner of 2021 HOBI-award, is a true oasis with 300'+ water frontage, pool, guest house, boat house, spa, expansive terraces integrated with gardens and deep water pier. Joeb Moore + Partners, Arthur Dunnam for Jed Johnson Studio, Reed Hilderbrand & Prutting Custom Builders collaborated on this spectacular LEED certified 13,428 sf compound

Ellen Mosher Houlihan Lawrence

45 Binney Ln, Old Greenwich, CT 06870
/38
$799,000
- 4 Beds
- 3.5 Baths
- 2,980 Sq Ft
472 Westover Rd, Stamford, CT 06902

Location! Fantastic opportunity in desirable Westover neighborhood. Create a dream home by remodeling/renovating this spacious split-level home featuring 10 rooms with versatile floor plan. Open concept stylish living room features vaulted ceiling and raised brick fireplace. Sundrenched kitchen boasts wall of windows overlooking natural setting with pond and beautiful level property. First floor

Patricia Walker Coldwell Banker Realty

472 Westover Rd, Stamford, CT 06902
/38
$2,125,000 Open Sun 1PM - 4PM
- 5 Beds
- 4 Baths
- 3,023 Sq Ft
19 Pond Place, Cos Cob, CT 06807

Welcome to this beautifully expanded and meticulously renovated Cape Cod-style home, nestled on a quiet, family-friendly street in the heart of Cos Cob. Boasting 5 spacious bedrooms including a large primary suite and 4 full bathrooms, this home perfectly blends classic charm with modern amenities. The heart of the home is a stunning custom gourmet kitchen, seamlessly connected to a sun-filled

Catherine Aaron BHHS New England Properties

19 Pond Place, Cos Cob, CT 06807
/24
$895,000 Open Sun 1PM - 3PM
- 3 Beds
- 2 Baths
- 1,113 Sq Ft
1 Relay Ct, Cos Cob, CT 06807

Charming single-family home in the heart of Cos Cob, an ideal condo alternative for first-time buyers or downsizers! This 3-bedroom, 2-bath home features a spacious living room, dining room, kitchen, and walk-in pantry. Enjoy a walkable lifestyle with easy access to village shops, restaurants, schools, and the train. Part of Greenwich, Cos Cob offers a friendly, small-town vibe with big-town

Nora Giovati BHHS New England Properties

1 Relay Ct, Cos Cob, CT 06807
/33
$999,999 Open Sun 12PM - 3PM
- 3 Beds
- 2 Baths
- 1,368 Sq Ft
52 Locust St, Greenwich, CT 06830

JUST LISTED! An extraordinary opportunity in a highly sought-after in-town location. This cherished home is being offered for the first time in over 40 years. Whether you envision restoring and elevating the exisiting property or creating your dream home of up to 3,354 sq.ft. (per FAR), the possibilities are endless.Property being sold as is.

Sue Frano Coldwell Banker Realty

52 Locust St, Greenwich, CT 06830
/38
$3,925,000
- 5 Beds
- 5 Baths
- 4,254 Sq Ft
10 Ben Ct, Old Greenwich, CT 06870

Uniquely set on a quiet cul-de-sac in Old Greenwich, this 5-bedroom, 4.5-bath home was thoughtfully expanded and fully renovated by the current owners. It now offers a seamless, modern floorplan centered around a custom kitchen with high-end appliances, which flows directly into the spacious family room—perfect for everyday living and entertaining. French doors lead to a flagstone patio and a

Daphne Lamsvelt-pol Sotheby's International Realty

10 Ben Ct, Old Greenwich, CT 06870
/43
$1,595,000
- 4 Beds
- 4 Baths
- 5,283 Sq Ft
54 Munko Dr, Stamford, CT 06902

Tucked at the end of a quiet cul-de-sac in Stamford's desirable Westover neighborhood, this inviting 4-bedroom, 3.5-bath home offers 5,283 sq ft of beautifully designed living space on 1.01 private, landscaped acres—blending privacy, volume, and distinctive architectural details tailored for modern living and entertaining.The main level features a dramatic great room with soaring ceilings and a

Benjamin Cohen Coldwell Banker Realty

54 Munko Dr, Stamford, CT 06902
/39
$819,000 Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,960 Sq Ft
46 Janice Rd, Stamford, CT 06905

Located on a beautiful and convenient Newfield street, this updated ranch blends classic charm with modern comfort. A custom California Closets mudroom welcomes you into a spacious family room featuring a large bay window and a cozy fireplace. The chef's kitchen impresses with lighted cabinetry, a new Bosch induction cooktop, a new Fisher & Paykel oven, ample pantry storage, and a generous island

Seema Dohil Brown Harris Stevens

46 Janice Rd, Stamford, CT 06905
/36
$3,999,000 Open Sun 1PM - 3PM
- 5 Beds
- 5 Baths
- 4,078 Sq Ft
512 North St, Greenwich, CT 06830

Welcome to 512 North Street, a meticulous colonial nestled on 2.97 manicured and private acres, south of the Merritt Parkway. As you step into this distinguished home, you are greeted by an inviting formal living room adorned with a fireplace and french doors leading to a screened-in porch that offers tranquil views of the pool. Separating the living room and kitchen is a charming den with wet

Stephen Lasko Compass Connecticut, LLC

512 North St, Greenwich, CT 06830
/24
$3,495,000
- 4 Beds
- 5 Baths
- 3,986 Sq Ft
80 Sawmill Ln, Greenwich, CT 06830

Tucked back on a serene mid-country lane in the North Street School district, this masterfully built Colonial offers exceptional craftsmanship, timeless design, and a tranquil setting surrounded by mature landscaping and majestic trees.Every inch of the home reflects quality—from the custom millwork and gleaming hardwood floors to the expansive walls of windows that flood the interiors with

Ellen Mosher Houlihan Lawrence

80 Sawmill Ln, Greenwich, CT 06830
/29
$1,725,000 Open Mon 2PM - 4PM
- 4 Beds
- 4 Baths
- 2,633 Sq Ft
4 Kelsey St, Darien, CT 06820

A Commuter's Delight! Beginning from the lower level & up, this terrific new listing is as close to brand new as you can get! The unique floor plan offers great flexibility w/open entertaining space on the main level in addition to a bonus den/office/potential 5th BR & full bathroom. The 2nd floor delivers a stylish Primary bedroom suite w/plentiful closet space & a luxurious en-suite bathroom.

Carlalisa Giansanti Outlook Realty

4 Kelsey St, Darien, CT 06820
/32
$1,295,000 Open Sun 12PM - 2PM
- 5 Beds
- 2 Baths
- 2,983 Sq Ft
85 Indian Field Rd, Greenwich, CT 06830

First time on the market since 1971!This bright and sunny five-bedroom, 2 bath home, situated on a spacious 0.36-acre lot, boasts great bones and awaits someone with creative vision to make it their own. Featuring high ceilings, fireplaces in both the living room and lower level, a sauna, and a two-car garage, this property offers ample potential. Conveniently located near the train, schools,

Kelly Feda Coldwell Banker Realty

85 Indian Field Rd, Greenwich, CT 06830

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In Old Greenwich, there are currently 174 houses for sale, offering an array of options for potential buyers. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Old Greenwich, CT and find the perfect place to call home.

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