Old Greenwich, CT Homes for Sale under $2,000,000

Wonderful opportunity to own a well-maintained two-family home in Greenwich! Situated on a level 0.21-acre lot with front and back yards and a detached 2-car garage. Unit 1 offers 2 bedrooms, 1 bath, living room, dining room, kitchen, and in-unit washer/dryer. Unit 2 features 3 bedrooms, 2 baths, living room, dining room, kitchen, walk-out deck and in-unit washer/dryer. Move right in, rent for

Mary Childs Berkshire Hathaway NE Prop.

Nestled on a cul-de-sac just south of Post Road in charming Old Greenwich, this single-level, newly renovated 4-bedroom, 2-bath cottage seamlessly blends classic character with modern conveniences. Sun-filled rooms feature hardwood floors & a cozy wood-burning fireplace. The updated kitchen boasts elegant quartz countertops and stainless-steel appliances. Storage is abundant, with an attic & full

Evelyn Wilson BHHS New England Properties

Nestled on a quiet, tree-lined lane in one of Darien's most desirable neighborhoods, this expanded cape offers the perfect blend of timeless charm, generous living space, & endless potential. A welcoming foyer leads to elegant formal living & dining rooms, where the inviting living room is anchored by a dramatic floor-to-ceiling stone fireplace, while the spectacular oversized family room

Aaron Ramkalawan Keller Williams Prestige Prop.

Tucked into a parklike half-acre south of the Post Road, 33 Sachem Road is a commuter's dream a block from the train, parks, and shops. This beautifully maintained 3+ bedroom, 3-bath home features an open floor plan, an eat-in kitchen with center island and skylights, and a luxurious primary suite. A rare in-home elevator adds ease across every level, while the finished lower level offers a

Jessica Sigmund Compass Connecticut, LLC

Water Views, Without the Waterfront Price Tag. Set toward the top of a gently sloping street, this home captures sweeping views of Long Island Sound from an elevated vantage point - the visual benefit of waterfront living, without the taxes or price premium that come with it. A rare position in Shippan Point. A grand two-story entry welcomes you in, anchored by a curved staircase and open-air

Ryan Dichter Compass Connecticut, LLC

Well-maintained & fully renovated 2-family property offering exceptional flexibility, strong rental potential, and owner-user appeal. Truly a perfect investment opportunity. Unit 1 features a newly updated 2 to 3-bedroom layout with modern kitchen, in-unit laundry, private deck, and off-street parking. Unit 2 offers 3 bedrooms, open-concept eat-in kitchen & living area, den/study, 2 full baths, &

Kelly Feda Coldwell Banker Realty

Welcome to 354 Oaklawn Avenue, a hidden haven where timeless craftsmanship, sophisticated design, exceptional privacy, and elevated outdoor living come together to create a truly remarkable custom-built Colonial. Rebuilt in 2017, this property offers over 6,500 square feet of thoughtfully designed living space, this home delivers the rare combination of grand-scale luxury and everyday comfort.

Jeremy Gonzalez Keller Williams Prestige Prop.

Tucked at the end of a quiet cul-de-sac, this classic Cape offers a rare blend of convenience and timeless Riverside charm. Backed by a lush protected forest, the property provides privacy and an ideal setting for everyday living, outdoor play, gardening, or unwinding, balancing a secluded feel with a well-located address. Inside, sun-filled rooms and flexible spaces support relaxed routines and

Jenny Allen Compass Connecticut, LLC

Great opportunity for a buyer or investor to own this Bruce Park walk to train and town center two-family home. There are 2 side-by-side units. The 700 SF unit (A) is a luxurious 2-Bedroom 1 bath retreat with designer touches: gut renovated gem offers a harmonious blend of modern comfort and upscale living. Custom-designed kitchen which boasts a Bertazoni range and custom cabinetry, creating a

Hannelore Kaplan William Raveis Real Estate

Original farm house (unit 1) was renovated in 2018. The tiled entry leads to the family room w adjoining dining room and full bath.. Kitchen features modern white cabinets, quartz countertops, stainless steel appliances and separate pantry. Second floor features a landing leading to the bedroom with ensuite bath and large office/WIC. Separate laundry area and door to access the rear yard. 3rd

Michael Thornton White Oak Realty, Inc.

Beautifully refreshed, this inviting 4-bedroom home blends classic character with modern comfort just moments from downtown Greenwich. As one of only two homes in a Planned Unit Development, this charming home features an updated kitchen that opens to a comfortable family room, along with a welcoming living room and formal dining room - ideal for both everyday living and entertaining. The second

Joanne Mancuso Houlihan Lawrence

Set in Stamford's coveted Shippan Point waterfront community, this renovated home offers a flexible, livable layout. The main level features hardwood floors, a chef-caliber kitchen with high-end appliances and generous prep space, a large dining area, a comfortable living room, and a wraparound deck overlooking a private patio. Three nicely sized bedrooms on the main level include one of two

Thaddea Sheridan William Raveis Real Estate

Welcome to 31 Hawthorne Street, an impeccably renovated Colonial in Greenwich. Beautifully updated with sophisticated finishes and designer décor throughout, this turnkey residence effortlessly combines timeless elegance with modern luxury. Spanning approximately 3,100 square feet, the home offers 5 bedrooms, 3.5 bathrooms, and thoughtfully designed living spaces that are both refined and

Sean McMurtry Compass Connecticut, LLC

Opportunity awaits in one of Greenwich's most desirable communities. Located on a quiet residential street in Cos Cob, this spacious home offers 3,597 square feet of living space across two levels, featuring 4 bedrooms and 3 full bathrooms. A new roof and recently painted interior provide added value, while the generous floor plan offers exceptional flexibility for today's lifestyle.The

Jose Cuartas Corcoran Centric Realty LLC

Located in one of Greenwich's most desirable neighborhoods, this meticulously maintained home offers the perfect blend of timeless elegance and modern comfort. Thoughtfully designed living spaces are filled with natural light and feature gracious proportions ideal for both everyday living and entertaining. The inviting open floor plan showcases spacious formal and casual gathering areas with

Roberta Jurik BHHS New England Properties

Jakob Satir William Raveis Real Estate

This exceptional four-family house, located in a sought-after Stamford neighborhood, offers a unique blend of modern luxury and investment practicality. Situated just minutes from vibrant local shopping centers and easily accessible to major highways, it is a prime location for professionals and working families seeking both convenience and a suburban feel. The property is designed with a clear

Scott Kadison Scott Kadison Real Estate

Desirable Cove Location ! 6 Family Apartment Building 3 Floors. Well maintained property. All apartments are 4 rooms in a railroad configuration. 2 apartments per floor. All 6 apartments are separately metered gas and electric. All tenants are responsible for their heat, hot water and electric. Secure storage room in basement for each tenant. Each apartment is separately metered for electric and

Enrico DiFilippo BHGRE Shore & Country

Exceptional NEW construction in a coveted mid-city location offers the perfect blend of refined comfortable living. This sensational 5-bedroom, 4.5 bathroom home with well proportioned rooms throughout, showcases sophisticated design together with an open-concept. The gourmet kitchen serves as the heart of the home, boasting a large center island, walk-in pantry, and abundant cabinet and counter

Barbara Hickey William Pitt Sotheby's Int'l

Beautifully designed & maintained, this stylish home is tucked away on a quiet street in Old Greenwich. An inviting front porch welcomes you into well appointed interiors featuring soaring 12 foot ceilings in the living/dining rooms, a fireplace, custom built-ins, and abundant natural light. A gourmet chef's kitchen outfitted with high-end appliances, quartz countertops & a generous center

Maria Crowley Houlihan Lawrence

Unparalleled water views and boater's dream. Quality renovation, includes 30' boat slip, 16 units at River Landing. Channel access to Long Island Sound. Common fees include private dock. Updated eat-in kitchen w/Bosch SS appliances. Dining room features river views. Relax by the fireplace in LR or step through sliders onto your scenic deck. Primary suite w/completely updated bath, Waterworks

Roxana Bowgen Sotheby's International Realty

Exceptional Opportunity in Old Greenwich! Rarely does a flat, build-ready lot with mature landscaping become available in one of Old Greenwich's most sought-after neighborhoods. Whether you choose to renovate, expand, or build a spectacular custom home, this exceptional property offers endless possibilities.The existing 3-bedroom, 2-bath Ranch is set on a beautifully level .41-acre lot in the

Lisa Stugart Brown Harris Stevens CT, LLC

An enduring Riverside classic, reimagined. Set along Riverside Avenue, this three-bedroom, three-and-a-half-bath home lives like a four and blends character with a refined collection of updates. Custom cherry cabinetry, professional-grade appliances, luxurious baths, and thoughtfully modernized throughout. Endless updates make this home truly move-in ready. Impeccably appointed landscaping makes

Devin McCrossan Douglas Elliman of Connecticut

Spacious Colonial in the sought-after Hindley Elementary School district! Offering over 2500sf on the main and upper levels, this 5-bedroom, 3 full and 1 half bath home is designed for comfortable everyday living and entertaining. The oversized primary suite is complemented by generous living spaces, while 500sf finished lower level with wet bar provides an ideal recreation room, media room, home

Fay Goebert William Raveis Real Estate

Welcome to 61 Center Drive, a move-in-ready Old Greenwich home on a dead-end lot. Thoughtfully updated across two levels, this 5-bedroom, 3-full bath home offers approximately 2,300 square feet with bright gathering spaces, renovated finishes, and multiple areas to work, host, relax, or spread out. The main level features hardwood floors, a newly updated kitchen that easily flows into a spacious

Jason Saphire www.HomeZu.com

Beautifully sited on a professionally landscaped corner lot, this turnkey home offers the perfect blend of comfort, flexibility, and convenience. The thoughtfully designed floor plan features four bedrooms and three updated full baths, including two spacious bedrooms and a renovated bath on the main level, plus two additional bedrooms upstairs with a large shared bath and a convenient

Genevieve Schettino Compass Connecticut, LLC

Well-maintained side-by-side two-family in Byram featuring two mirror-image units, each offering 2 bedrooms and 1.1 baths. Spacious layouts include living rooms, eat-in kitchens with breakfast areas, and private outdoor space. Each unit offers hardwood floors, central air, in-unit laundry, and a 2-car tandem garage with driveway. Benefit from Greenwich's extremely low property taxes while living

Michael Parelli Mike Parelli Real Estate LLC