Old Greenwich, CT Homes for Sale

/26
$11,000,000
- 1,611 Sq Ft
147 Holly Hill Ln, Greenwich, CT 06830

Prime opportunity to acquire a turn-key investment property featuring 9 duplex-style townhomes nestled in a well-maintained, established community. Each spacious unit offers 2 bedrooms, 2 full bathrooms, plus a convenient powder room on the main level, with thoughtfully designed interiors that include a bright living room with gas fireplace, dedicated dining area, and a charming wrap-around front

Greenwich Streets Team at Compass Compass Connecticut, LLC

147 Holly Hill Ln, Greenwich, CT 06830
/31
$3,495,000
- 5 Beds
- 5 Baths
- 3,056 Sq Ft
175 Lake Ave, Greenwich, CT 06830

Originally built in 1915, this distinguished Greek Revival farmhouse has been recently renovated with modern amenities, blending timeless architecture with modern comfort. Ideally located within close distance to downtown Greenwich, it offers exceptional convenience in a coveted setting. The open-concept main level is perfect for both elegant entertaining and everyday living. Upstairs features a

Joy Kim Metalios Houlihan Lawrence

175 Lake Ave, Greenwich, CT 06830
/50
$6,400,000
- 5 Beds
- 8 Baths
- 7,492 Sq Ft
101 Perkins Rd, Greenwich, CT 06830

Situated high above Perkins Road on 2.6 acres this gated mid country 5 bedroom/5 bath residence is the ultimate in CHIC style and architectural SOPHISTICATION while also offering cozy comfort. It is the perfect MULTI-GENERATIONAL home: 2 wings offering privacy for all with generous central gathering spaces. This beautiful property has recently been updated by the current owner with many major

Francine Ehrlich Sotheby's International Realty

101 Perkins Rd, Greenwich, CT 06830
/39
$1,250,000
- 4 Beds
- 2.5 Baths
- 2,781 Sq Ft
50 Carriage Dr S, Stamford, CT 06902

Welcome to this elegant home nestled on a peaceful cul-de-sac just one mile from town center and a quick 10-minute commute to the train. Blending timeless charm with modern comfort, this gracious residence features gleaming hardwood floors, an open-concept gas kitchen with dual ovens, and a spacious family room ideal for entertaining. The formal dining room centers around a cozy fireplace, while

Staci Zampa Compass Connecticut, LLC

50 Carriage Dr S, Stamford, CT 06902
/39
$2,199,000
- 5 Beds
- 4 Baths
- 3,210 Sq Ft
10 Hassake Rd, Old Greenwich, CT 06870

Stunning fully renovated and expanded Colonial in the heart of Old Greenwich seamlessly blends timeless charm with modern luxury. Set on a quiet, tree-lined street just minutes from Old Greenwich Village, Metro North, and Tod's Point beach, this 5-bedroom, 4-bath home offers refined living in a prime location. The brand-new chef's kitchen showcases custom cabinetry, premium fixtures and finishes,

Fernanda Ramos Keller Williams Realty

10 Hassake Rd, Old Greenwich, CT 06870
/40
$5,495,000
- 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
/31
$6,500,000
- 6 Beds
- 4 Baths
- 2,833 Sq Ft
0 Rich Island Unit 24092237, Greenwich, CT 06830

A one-of-a-kind offering, this property provides sweeping views of Long Island Sound and the allure of your own island. The expansive half-acre property, shaded by mature trees, also features its own boat dock and two boats for exploration of nearby waters and islands. Meticulously landscaped grounds with beautiful perennial gardens provide a picturesque setting for outdoor events. A beautiful

Margriet McGowan Sotheby's International Realty

0 Rich Island Unit 24092237, Greenwich, CT 06830
/37
$6,500,000
- 6 Beds
- 4 Baths
- 2,833 Sq Ft
0 Rich Island Unit KEY855821, Greenwich, CT 06830

A one-of-a-kind offering, this property provides sweeping views of Long Island Sound and the allure of your own island. The expansive half-acre property, shaded by mature trees, also features its own boat dock and two boats for exploration of nearby waters and islands. Meticulously landscaped grounds with beautiful perennial gardens provide a picturesque setting for outdoor events. A beautiful

Margriet McGowan Sotheby's International Realty

0 Rich Island Unit KEY855821, Greenwich, CT 06830
/37
$6,500,000
- 6 Beds
- 4 Baths
- 2,833 Sq Ft
0 Rich Island Unit 122625, Greenwich, CT 06830

A one-of-a-kind offering, this property provides sweeping views of Long Island Sound and the allure of your own island. The expansive half-acre property, shaded by mature trees, also features its own boat dock and two boats for exploration of nearby waters and islands. Meticulously landscaped grounds with beautiful perennial gardens provide a picturesque setting for outdoor events. A beautiful

Margriet McGowan Sotheby's International Realty

0 Rich Island Unit 122625, Greenwich, CT 06830
/26
$2,450,000
- 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 to 4-5 bedrooms, 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
/38
$2,175,000
- 5 Beds
- 5 Baths
- 2,775 Sq Ft
39 Riverside Ave, Riverside, CT 06878

This light and bright 5BR, 4.1BA Colonial, renovated to the studs in 2021, features modern conveniences with original charm. The open floor plan offers a gourmet kitchen with quartz/marble countertops, new luxury baths, a woodburning fireplace, built-ins, convenient laundry/mudroom, and a finished 3rd floor with office, bedroom and full bath. Finished lower level (additional 365+ sf) with

Gloria Gimenez-Ferrer BHHS New England Properties

39 Riverside Ave, Riverside, CT 06878
/20
$2,500,000
- 2 Beds
- 2 Baths
- 1,465 Sq Ft
40 W Elm St Unit 2K, Greenwich, CT 06830

Introducing a highly desirable condominium in the acclaimed Harbor View Association. Experience the convenience of single-level living in an elevator doorman building. This beautifully updated corner unit with water views overlooking Havemeyer Park features 2 spacious bedrooms, 2 full bathrooms. The renovated kitchen boasts elegant marble countertops & custom cabinetry, DR, inviting living room

Jennifer Danzi-glenn Jennifer M Danzi, Broker

40 W Elm St Unit 2K, Greenwich, CT 06830
/40
$2,487,000
- 5 Beds
- 4 Baths
- 3,099 Sq Ft
551 River Rd, Cos Cob, CT 06807

Bright newer five bedroom Center Hall Colonial near North Mianus school and minutes to Eastern Middle school , Riverside and Cos Cob shopping and RR stations. Third floor separate suite with bedroom, bath and office or sitting room. Hardwood floors , fenced in backyard. Great flow for day-to-day indoor and outdoor living and entertaining. Move-in condition.

Maria Arning BHHS New England Properties

551 River Rd, Cos Cob, CT 06807
/50
$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
/42
$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
/31
$5,250,000
- 6 Beds
- 7 Baths
- 6,469 Sq Ft
5 Spring St, Riverside, CT 06878

Welcome to 5 Spring Street, a distinguished 6 bedroom, 5.2 bath English Cotswold in Riverside. This grand estate blends modern elegance with sophistication on a double, expansive lot, emphasizing privacy & tranquility with room for expansion. Upon entering, a gracious foyer sets the tone for the thoughtfully expanded home. The main level features a chef's kitchen, renovated in 2020, perfect for

Lindsay Clauss Sheehy Compass Connecticut, LLC

5 Spring St, Riverside, CT 06878
/9
$650,000
- 1 Bed
- 1 Bath
- 1,069 Sq Ft
9 River Rd Unit 408, Cos Cob, CT 06807

Welcome to Palmer Point! A waterfront condominium community with spectacular water views only half a mile from Cos Cob train station. This one bedroom with a den unit features a large living room with a gas fireplace and sliding glass door to a private serene balcony. Enjoy the convenience of an in-unit washer/dryer, covered assigned parking in a gated garage, ample visitor parking and private

Wende Foreman William Pitt Sotheby's Int'l

9 River Rd Unit 408, Cos Cob, CT 06807
/44
$6,750,000
- 5 Beds
- 9 Baths
- 9,974 Sq Ft
386 North St, Greenwich, CT 06830

This 9,974 sq. ft. estate, nestled in 2.3 acres of pristine, park-like grounds, epitomizes understated luxury. A handcrafted brick façade and hand-split shingle roof frame interiors adorned with rare materials and custom millwork. A grand, 2-story foyer leads to a formal area designed for refined entertaining. The luxury primary suite provides a serene retreat with a double private office and a

Stephen Archino Sotheby's International Realty

386 North St, Greenwich, CT 06830
/18
$11,000,000
- 8 Beds
- 7 Baths
- 8,751 Sq Ft
111 Byram Shore Rd, Greenwich, CT 06830

Experience panoramic views from this 1.5-acre waterfront estate. The views stretch across the Long Island Sound from Greenwich to Oyster Bay, allowing you to enjoy both sunrises and sunsets over the water- all in complete privacy from neighboring properties. This one-of-a-kind distinctive contemporary offers a truly unique blend of cutting-edge modern design and historic charm, complete with

Julie Church Houlihan Lawrence

111 Byram Shore Rd, Greenwich, CT 06830
/13
$1,995,000
- Land
- 1.00 Acre
- $1,995,000 per Acre
33 Parsonage Rd, Greenwich, CT 06830

Beautiful property, on a desirable road, in the heart of Greenwich. Conveniently located close to schools and downtown. Move in, renovate, or build your dream home!*newly subdivided lot, assessment and taxes determined at time of sale.

Bryan Tunney Brown Harris Stevens CT, LLC

33 Parsonage Rd, Greenwich, CT 06830
/13
$1,995,000
- 4 Beds
- 2 Baths
33 Parsonage Rd, Greenwich, CT 06830

Beautiful property, on a desirable road, in the heart of Greenwich. Conveniently located close to schools and downtown. Move in, renovate, or build your dream home!*newly subdivided lot, assessment and taxes determined at time of sale.

Bryan Tunney Brown Harris Stevens CT, LLC

33 Parsonage Rd, Greenwich, CT 06830
/24
$560,000
- 2 Beds
- 1 Bath
19 Putnam Park, Greenwich, CT 06830

Beautifully located Central Greenwich Putnam Park 2 bedroom, one bath, 2nd floor co-op. Sweeping views of Long Island Sound in the distance create a sun-filled home ready to move in and enjoy all of the wonderful amenities of town! Shopping, Whole Foods, Starbucks, dining and schools are very close to this charming unit! The bright granite-clad kitchen and bedrooms have great northern views.

Holly Grinnell BHHS New England Properties

19 Putnam Park, Greenwich, CT 06830
/24
$364,999
- 1 Bed
- 1 Bath
- 764 Sq Ft
127 Greyrock Place Unit 1013, Stamford, CT 06901

Discover your dream urban retreat at The Biltmore in the heart of downtown Stamford. A stunning one-bedroom corner unit located on the 10th floor. This beautifully designed residence boasts breathtaking panoramic views of the city skyline, providing a perfect backdrop for both relaxation and entertainment. Inside, you'll find a spacious bedroom featuring a walk in closet, a modern kitchen

Maritza Ruiz R Connecticut

127 Greyrock Place Unit 1013, Stamford, CT 06901
/28
$695,000
- 3 Beds
- 3 Baths
- 2,500 Sq Ft
30 Nichols Ave, Stamford, CT 06905

*Elegant Colonial Home with In-Law Suite* Welcome to 30 Nichols Ave, a stunning four-bedroom, three-bathroom colonial home nestled in a desirable Stamford neighborhood. This beautifully maintained single-family residence boasts an impressive layout, perfect for families, multi-generational living, or those seeking a smart investment opportunity. The main level features a bright and airy living

Juan Garcia Sunbelt Sales & Development

30 Nichols Ave, Stamford, CT 06905
/64
$43,000,000
- 6 Beds
- 11 Baths
- 11,500 Sq Ft
579 Indian Field Rd, Greenwich, CT 06830

This stunning 2.72 acre waterfront property in Mead Point has panoramic South and Easterly views across the Sound to Long Island, New York and to Tods Point and Riverside. Enjoy sunrises from almost every room in this custom-built stone and shingle colonial. The current owners intention to preserve the original house, was not possible, and they built new with the goal of retaining old world

Heather Platt Sotheby's International Realty

579 Indian Field Rd, Greenwich, CT 06830
/31
$1,895,000
- 3 Beds
- 4 Baths
- 2,292 Sq Ft
101 Lewis St Unit E, Greenwich, CT 06830

Chic and sleek design one block from Greenwich Ave. Enjoy the ease of downtown living with all amenities nearby. Leave the car at home and head to restaurants, shopping, library and coffee! This fabulous 3 bedroom end unit offers an open floor plan with upscale kitchen and access to the patio from the living and dining rooms. Hardwood floors throughout. 1 1/2 car garage allows space for a

Laurie Meyer Brown Harris Stevens CT, LLC

101 Lewis St Unit E, Greenwich, CT 06830
/32
$330,000
- 1 Bed
- 1 Bath
- 927 Sq Ft
154 Cold Spring Rd Unit 71, Stamford, CT 06905

Why rent the ordinary when you can own extraordinary? Welcome to the best unit at Candlelight, pure waterfront from all the windows and decks. This isn't just a 1-bedroom, 1-bath condo-it's your upgrade from "just getting by" to living surrounded by natural beauty and comfort. Perched directly on the Rippowam River in Candlelight Terrace, this waterfront gem delivers the kind of serene views and

Aida Pedroza William Pitt Sotheby's Int'l

154 Cold Spring Rd Unit 71, Stamford, CT 06905
/25
$1,395,000
- 2 Beds
- 3 Baths
- 1,950 Sq Ft
52 Brookside Dr Unit A, Greenwich, CT 06830

Newly constructed (2017) luxury town home located close to train, shops, restaurants & movie theaters. This spectacular duplex residence has expansive open living areas, soaring 9 feet ceilings, hardwood floors throughout and a gas burning fireplace. The gourmet kitchen features European-style cabinetry, quartz counter-tops and stainless appliances. The second-floor offers two spacious bedrooms

Bonnie Paolucci Elk Homes Realty LLC

52 Brookside Dr Unit A, Greenwich, CT 06830
/19
$415,000
- 1 Bed
- 1 Bath
- 720 Sq Ft
25 Forest St Unit 11C, Stamford, CT 06901

Super Styling Stamford Downtown Condo! High Floor with Stunning Views! Enjoy Luxury Living at ''The Classic'' 25 Forest, A 24/7 Concierge Upscale High Rise. This Gem includes 1BR/1BATH/Wash-Dry/Balcony/Garage. Beautiful herringbone wood floors throughout. Freshly painted, A well-maintained condo. Sunny Balcony overlooking the city. Gourmet Kitchen w Granite Counters and breakfast bar. Beautiful

Sharon Giglio Sharon Giglio Real Estate LLC

25 Forest St Unit 11C, Stamford, CT 06901
/21
$499,000
- Land
- 0.30 Acre
- $1,663,333 per Acre
18 Highland Rd, Stamford, CT 06902

Calling all builders !! A developers dream in the heart of downtown Stamford yet tucked away. This RM-1 zoned land at .30 acres... possible 2/3 townhomes built at 3750 SQFT each. City views! There are 2 entrances / exits to property . Value is in the land . There is a house and two out buildings on property. Gas, Sewer, Public Water are all in street and readily available to connect. Buyer to do

Shelly Olivadoti Berkshire Hathaway NE Prop.

18 Highland Rd, Stamford, CT 06902
/32
$2,995,000
- 5 Beds
- 4.5 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
/4
$125,000
7 River Rd Unit Boat Slip C-8, Cos Cob, CT 06807

Boat slip at the Palmer Point Marina for sale - located on the C dock with room for a 44' foot boat. Perfect location to cruise out into Long Island Sound!

Amanda Bates Houlihan Lawrence

7 River Rd Unit Boat Slip C-8, Cos Cob, CT 06807
/34
$5,595,000
- 5 Beds
- 5 Baths
- 3,231 Sq Ft
477 Lake Ave, Greenwich, CT 06830

Seize the opportunity to own a rare piece of Greenwich's prestigious ''Golden Triangle.'' This exceptional 2.83-acre property, available for the first time since 1988, is a true gem, offering a private, level, and beautifully landscaped lot. With town water, gas, and sewer already in place, this is an unparalleled find. This 1962 classic brick and clapboard home spans 3,231 sq. ft. of refined

Stephen Archino Sotheby's International Realty

477 Lake Ave, Greenwich, CT 06830
/32
$2,575,000
- 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
/9
$11,900,000
- 6 Beds
- 9 Baths
- 9,836 Sq Ft
32 Pheasant Ln, Greenwich, CT 06830

Welcome to 32 Pheasant Lane, a stunning completely rebuilt and expanded modern Colonial on one of Greenwich's most coveted streets. This exceptional 6 bedroom, 7.2 bath home offers over 9800 square feet of luxurious finished living space on 4 levels. An expansive front porch invites you inside where you will discover an open, airy floor plan with 10ft ceilings and custom details. White oak floors

Maria Crowley Houlihan Lawrence

32 Pheasant Ln, Greenwich, CT 06830
/13
$339,900
- 2 Beds
- 1 Bath
- 819 Sq Ft
426 Courtland Ave Unit 1, Stamford, CT 06906

Welcome to this delightful 2-Bedroom, 1-bath Condominium offering both comfort and convenience in an unbeatable location! Situated just a short stroll from the train station for easy access to public transportation, as well as close proximity to shops, restaurants, and other local amenities. The living room offers a Fireplace and plenty of space. Includes 2 reserved parking spaces. Needs some

omar arce Marr Caruso Realty Group

426 Courtland Ave Unit 1, Stamford, CT 06906
/26
$3,885,000
- 5 Beds
- 7 Baths
- 6,017 Sq Ft
17 Rustic View Rd, Greenwich, CT 06830

This peaceful 5-bedroom home is situated in a quiet cul-de-sac, offering easy access to schools, public transit, and highways. It features two luxurious primary suites, with the first-floor suite boasting a spacious walk-in closet and en-suite bathroom. Upstairs, the second suite impresses with vaulted ceilings and elegant finishes. The bright family room flows into a modern kitchen with updated

Joy Kim Metalios Houlihan Lawrence

17 Rustic View Rd, Greenwich, CT 06830
/75
$14,250,000
- 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
/21
$1,995,000
- 4 Beds
- 3 Baths
- 3,284 Sq Ft
297 Cognewaugh Rd, Cos Cob, CT 06807

Welcome to your dream home at 297 Cognewaugh Road! Nestled in the picturesque landscape on two wooded acres, this delightful 4-bedroom, 3-bathroom residence offers a sprawling 3,284 square feet of living space. From the moment you step inside, you'll be captivated by the warmth of the hardwood floors and the sun-drenched rooms. The spacious formal dining room is perfect for hosting gatherings,

Russell Pruner Compass Connecticut, LLC

297 Cognewaugh Rd, Cos Cob, CT 06807
/30
$990,000
- 5 Beds
- 3 Baths
- 2,868 Sq Ft
340 Locust Ave, Port Chester, NY 10573

Presenting an upgraded legal three-family residence, offering a blend of classic charm and modern amenities. This property is ideal for investors seeking strong rental income or homeowners looking for an owner-occupant opportunity with supplemental revenue.• Unit 1: Spacious 3-bedroom, 1-bathroom apartment featuring a large eat-in kitchen with stainless steel appliances. This ground-floor unit

Carmen Santos Santos Realty Group, LLC

340 Locust Ave, Port Chester, NY 10573

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