Greenwich CT Real Estate & Homes for Sale

Do not miss the opportunity to invest in this prime piece of real estate located in Greenwich, CT at 2 Homestead Lane. Greenwich Gate is a newly constructed condominium from 2005 complete with elevator, fitness center/gym, indoor parking garage and is in close proximity to town, parks, beaches, and perfect for commuting via train and highway. Unit 212 is situated as a corner unit on the second floor offering additional privacy, ample natural lighting and outdoor balcony. Complete with granite counter tops, stainless steel kitchen appliances, breakfast bench and open spacious living room, this unit is perfectly suited for entertaining guests. This unit has two parking spaces both indoor garage and outside with close entry to building. Affordable monthly condo dues Trash, Snow Removal, and ground maintenance. Hot water is included. This space is ideal for anyone who wishes to make the condo their perfect forever home or looking to upgrade and sell in the future for further investment!

Set high above western Greenwich, this adorable 2 bedroom pre war colonial, with wood floors throughout, has a vibe that must be seen to be appreciated. The enclosed sunporch is the perfect place to work from home or create your next artistic masterpiece. The backyard is low maintenance and pollinator friendly, filled with meadowscaping, beautiful tall flowers and a fruit producing apple tree with plenty of room for additional plantings and gardens. The roof, clapboard siding, and furnace were all replaced in approximately 2013 and the water heater was replaced in 2021.

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 suite offers a private and comfortable retreat for guests or extended family members, complete with its amenities.

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 suite offers a private and comfortable retreat for guests or extended family members, complete with its amenities.

Experience the charm of a genuine 17th-century Elizabethan manor, meticulously reconstructed on over four acres of beautifully landscaped grounds showcasing exquisite gardens, stunning masonry, and exceptional amenities. Located on a picturesque private lane, this home preserves the architectural essence of a classic English manor, featuring historic wooden beams sourced and carefully dismantled in England. With over 10,000 sq. ft. of living space, it offers gracious formal rooms, remarkable details, and a true chef's kitchen. For car enthusiasts, the property features 8 garage bays. The outdoor recreational area invites relaxation with a luxurious infinity pool, outdoor kitchen, a generous pool house/guest suite, a lighted Har-Tru tennis court, and a beautifully designed putting green.

Stunning Colonial in Havemeyer Park, Old Greenwich, on a 0.38-acre cul-de-sac lot, offers resort-style living with a pool, deck, and built-in barbecue. Inside, find hardwood floors and sunlit rooms. The main floor includes a living room, family room with fireplace, breakfast room, gourmet kitchen with Sub-Zero and Wolf appliances, dining room, powder room, and mudroom. The second floor boasts a primary suite with tray ceiling, walk-in closets, spa bath, plus three bedrooms, hall bath, and laundry. A private guest suite is above the garage with a separate entrance.The lower level features a full bath, playroom, and utility room. Minutes from Old Greenwich Village, Metro North, and Tod's Point beach.

Situated on a serene 1.23-acre, private street just minutes from the shops & restaurants on Greenwich Avenue, this custom 5BR/6.5BA stone and shingle home is a showcase of timeless architecture & exceptional craftsmanship, built by acclaimed builder Jonathan Sparks. A dramatic two-story foyer sets the tone for the elegant interior, where high ceilings and light filled spaces flow seamlessly throughout. Formal living and dining rooms provide a sophisticated backdrop for entertaining and the designer chef's kitchen is outfitted with high-end appliances, a butler's pantry, and exquisite Akdo white mountain quartzite countertops. The kitchen opens to a spacious great room with 11 ft coffered ceilings and one of the home's three fireplaces, creating an inviting atmosphere for everyday living Step outside to a screened-in porch overlooking the backyard and Horseneck Brook where the soothing sound and the private setting offer a peaceful escape. A first-floor office or guest bedroom with a full bath adds flexibility for today's lifestyles. Upstairs, the luxurious primary suite features a sitting area w/cozy fireplace, bath, and walk-in closets.Three additional en-suite bedrooms offer comfort and privacy, while an oversized bonus room with full bath is ideal as a playroom, media room, or extra bedroom. Additional highlights include a 3-car garage, and a full lower level ready to be finished for added living space perfect for a home gym, theater, or recreation area. Blending classic elegance with modern amenities and an unbeatable location, this extraordinary home offers privacy, space, and refined living just minutes from the best of Greenwich.

Charming 3 bedroom, 2 bath Cape with sun-filled rooms and hardwood floors. Fabulous location close to schools, train, shops and water on a well loved street with cul de sac in Cos Cob. Has separate laundry room, office, stone terrace and white fence. Opportunity to expand. A must see!

Stately Georgian brick Colonial located on a private cul-de-sac with 2 landscaped acres. Enter via a gated entrance to a circular driveway. This elegant, beautifully decorated home boasts 5,613 SF (add. SF in finished lower level), hardwood & stone floors plus 5 fireplaces. Spacious entry foyer leads to a gourmet kitchen with Sub Zero, Viking & Bosch appliances, adjacent to family room with French doors to patio. First level has formal dining room, living room, den/library and office. Upstairs primary suite w/fireplace, walk-in closet & 2 primary baths. There are 4 more bedrooms & 3 baths. Lower level features bonus/game/play room & bath. Large stone terrace, pool w/spa & level lawn, perfect for entertaining. Relax & enjoy this private setting surrounded by nature. Adj conservation land.

Built in 1758 and thoughtfully updated, this exceptional residence offers a rare blend of historic craftsmanship and modern luxury. Original wide-plank hardwood floors, hand-hewn beams, and wood-burning fireplaces preserve its character, while the reimagined kitchen with premium appliances and elegant, updated baths provide a high standard of comfort. The interiors are expansive yet inviting, including a formal parlor, a gracious dining room with wet bar, and sunlit living spaces designed for both everyday living and entertaining. Set on four acres, the estate features a 2013 heated saltwater pool, a mature apple orchard, and a 19th-century red barn with architectural plans available for renovation.

Move right into this townhouse minutes from Greenwich Avenue and Whole Foods. The light-filled interior features stunning hardwood floors throughout and an open-concept living, dining, and kitchen area. The living room offers a cozy wood-burning fireplace and leads out to a private patio. Enjoy an updated kitchen and baths, a primary suite with vaulted ceilings, skylight, and heated bathroom floors, plus an additional bedroom with en-suite bath. The lower level includes a second fireplace and flexible space ideal as a third bedroom, playroom, or office. Recent upgrades include freshly painted interior and exterior, new appliances, custom closets and shades, and an updated security system. The attached garage has a Tesla charger, Equinox-style rubber flooring, and storage system. New roof being installed fall of 2025. Fully funded HOA with reserves.

Move right into this townhouse minutes from Greenwich Avenue and Whole Foods. The light-filled interior features stunning hardwood floors throughout and an open-concept living, dining, and kitchen area. The living room offers a cozy wood-burning fireplace and leads out to a private patio. Enjoy an updated kitchen and baths, a primary suite with vaulted ceilings, skylight, and heated bathroom floors, plus an additional bedroom with en-suite bath. The lower level includes a second fireplace and flexible space ideal as a third bedroom, playroom, or office. Recent upgrades include freshly painted interior and exterior, new appliances, custom closets and shades, and an updated security system. The attached garage has a Tesla charger, Equinox-style rubber flooring, and storage system. New roof being installed fall of 2025. Fully funded HOA with reserves.

Just off Round Hill Road in an extremely attractive elevated setting - 30 Buckfield Lane is the back country opportunity you've been waiting for. More charm than you can imagine, and an old world farmhouse feel, perfect for the discerning buyer looking for their country home. Enter the upper floor from the beautifully planted front of the property and notice the double height living room below. Primary bedroom suite and 2 further ensuite guest rooms plus an office are on this floor. The larger first floor footprint features a country kitchen with adjacent sunroom for informal dining, formal dining room, oversized / double height living room, fantastic wood paneled den, family room and fourth guest suite. Multiple exterior access points leading to the freshly planted gardens. Large bluestone area with grill area off the kitchen leading to delightful pergola and entertaining areas. Separate greenhouse structure with heat / electric. Covered porch with seating area leading to expansive lawns and an attractive pond with year round bird life. Bonus space on lower level. Automated gate and generator. Extensive storage space in attic area.

Welcome to 25 Indian Harbor Dr, a stunning condo in the heart of Greenwich, CT, offering a blend of modern elegance and exceptional amenities. This spacious 1,912 square foot residence features 3 bedrooms and 2.5 bathrooms, perfectly designed to cater to a sophisticated lifestyle. Upon entering, you'll be greeted by a bright and airy ambiance, accentuated by exposures north, south, and west. The open kitchen is a chef's dream, boasting a central island and state-of-the-art appliances, all enhanced by recent renovations. The home flows seamlessly with beautiful hardwood floors and recessed lighting throughout, creating a warm and inviting atmosphere. The living room is centered around a working fireplace, perfect for cozy evenings. The primary suite offers a luxurious ensuite bathroom and ample storage with a walk-in closet and California closet system. Step outside to your private patio and yard, ideal for relaxing or entertaining. Additional outdoor features include a common courtyard and patio area. The property also includes assigned parking and ample storage options, such as a bike room and common storage facilities. Experience comfort with central AC and forced air heat, and enjoy the convenience of in-unit laundry with a washer and dryer. This residence promises a lifestyle of ease and sophistication, nestled in a vibrant and desirable location. Don't miss the opportunity to make this exceptional condo your new home. Private Remarks

Welcome to 25 Indian Harbor Dr, a stunning condo in the heart of Greenwich, CT, offering a blend of modern elegance and exceptional amenities. This spacious 1,912 square foot residence features 3 bedrooms and 2.5 bathrooms, perfectly designed to cater to a sophisticated lifestyle. Upon entering, you'll be greeted by a bright and airy ambiance, accentuated by exposures from the north, south, and west. The open kitchen is a chef's dream, boasting a central island and state-of-the-art appliances, including a dishwasher, all enhanced by recent renovations. The home flows seamlessly with beautiful hardwood floors and recessed lighting throughout, creating a warm and inviting atmosphere. The living room is centered around a working fireplace, perfect for cozy evenings. The primary suite offers a luxurious ensuite bathroom and ample storage with a walk-in closet and California closet system. Step outside to your private patio and yard, ideal for relaxing or entertaining. Additional outdoor features include a common courtyard and patio area. The property also includes assigned parking and ample storage options, such as a bike room and common storage facilities. Experience comfort with central AC and forced air heat, and enjoy the convenience of in-unit laundry with a washer and dryer. This residence promises a lifestyle of ease and sophistication, nestled in a vibrant and desirable location. Don't miss the opportunity to make this exceptional condo your new home.

LUXURY WATERFRONT LIVING IN HEART OF GREENWICH! Experience the best of luxury and convenience in this newly constructed 3-bedroom, 3.1-bath New York-style Co-op, featuring three private balconies... two balconies with breathtaking views of Greenwich Harbor extending to the open Sound. Designed for both style and function, the spectacular chef's kitchen boasts a sleek center island, premium appliances, and custom finishes - perfect for entertaining or casual dining. Enjoy a thoughtfully designed open floor plan, spacious en-suite bedrooms, and high-end finishes throughout. Just minutes to Metro North, world-class shopping on Greenwich Avenue, and an array of acclaimed restaurants. This residence offers the ideal blend of urban sophistication and coastal charm.

This Classic Colonial thoughtfully designed and custom built for the current owner is sited on .24 level acres. Quality construction with high ceilings, large windows and hardwood floors. The traditional layout features a welcoming double-height marble entry foyer, formal living and dining rooms and a gourmet kitchen adjacent to an enormous family room with stone fireplace. French doors lead to the rear deck for peaceful outdoor enjoyment. Second floor is complete with 4 bedrooms including a gracious primary suite with fireplace, 3 full baths and separate laundry room. Finished lower level can be used as playroom, gym, or home theater. Oversized two car garage, walk-up attic, and numerous additional features. Close to train, highway and North Mianus Elementary School.

Charming 1929 home in one of Cos Cob's most desirable neighborhoods, close to town and schools. Sun-filled open floor plan with hardwood floors, classic detailing and beautiful landscaping. Living and dining rooms feature two walls of windows and a wood burning fireplace. Eat in kitchen with new appliances, breakfast nook, and family room with built-ins open to a stone terrace and tiered, fenced backyard - ideal for entertaining. Upstairs features 3 bedrooms, 1 full bath, and finished attic playroom. A 4th bedroom and second bath above the 2-car garage make a perfect guest suite or office. Play area and level yard complete this special property. Expansion potential with available FAR. Move-in ready with timeless character, modern updates, and space to grow in a truly welcoming community.

Luxurious downtown Greenwich doorman building. Incredibly spacious 3rd floor unit with south and west exposures. Exceptional entryway foyer and sitting area, large living room with southern exposure, formal dining room, kitchen with newer stainless appliances. Primary suite with bath, great closets. Two large secondary bedrooms with shared bath. and southwest facing balcony. The location is one block to Greenwich Avenue, Whole Foods, the YMCA and more. Metro-North Train is 5 minutes away. Loads of retail and dining. Building is across the street from the luxurious Townhouse restaurant. One indoor garage space is available for $80/mo. Heat and water included. Gorgeous new lobby.

Discover refined living in this elegant center hall colonial, ideally set on a private cul-de-sac just minutes from downtown Greenwich. Meticulous attention to detail is evident throughout, from sophisticated coffered ceilings to exceptional craftsmanship. The open-concept gourmet kitchen is the heart of the home, with generous counter space and a seamless flow into the spacious family room. Five ensuite bedrooms offer comfort and privacy, highlighted by a luxurious primary suite with its own sitting room for a serene retreat. Versatile living areas provide endless options for a home office, study, playroom, or home theatre. Additional features include a three-car garage, finished basement, and fenced yard.

Listing for sale includes 0 Hollis Street (0.144 acres) ID 07-2039/S and 9 Carleton Street (0.1751 acres) ID 07-2108/S. All tax and property information includes both properties. Centrally located near town amenities, the two abutting properties totaling 0.32 acres in R-7 zone comprise a vacant lot and a lot with a single family 1,683 SF ranch with a studio in the lower level not included in the SF. The vacant property can be accessed via Hollis St from Prescott Lane or Carleton Street.

Brand New Development consisting of four Luxury 3 bedroom 3.5 bathroom New Construction Townhomes located on quiet dead-end street minutes from shopping, train, parks, and schools. Built with the best finishes In mind, you'll enjoy a flexible open floor plan, hardwood floors throughout and the ultimate dream kitchen featuring custom cabinetry, large pantry, stainless steel chefs appliances, white oak island with built-in microwave and 2'' quartz countertops. The open space flows seamlessly from kitchen, to dining to family room for easy living or entertaining . Wait until you enter into to the absolutely spectacular primary bedroom suite with walk-in closet, oversized windows, and bathroom that will take your breath away featuring 7ft walk in shower, double sink vanity, and heated floors.

Brand New Development consisting of four Luxury 3 bedroom 3.5 bathroom New Construction Townhomes located on quiet dead-end street minutes from shopping, train, parks, and schools. Built with the best finishes In mind, you'll enjoy a flexible open floor plan, hardwood floors throughout and the ultimate dream kitchen featuring custom cabinetry, large pantry, stainless steel chefs appliances, white oak island with built-in microwave and 2'' quartz countertops. The open space flows seamlessly from kitchen, to dining to family room for easy living or entertaining . Wait until you enter into to the absolutely spectacular primary bedroom suite with walk-in closet, oversized windows, and bathroom that will take your breath away featuring 7ft walk in shower, double sink vanity, and heated floors. Additional features include, Hi efficiency hydro tankless boiler, central air, on demand hot water system, WIFI thermostats, and spray foam insulation ensuring energy efficiency throughout.

Don't miss this rare opportunity to own a spacious and versatile seven bedroom, five and a half bath colonial in sought-after Cos Cob! Set on a generous half-acre lot, this home offers 4,258+/- square feet of flexible living space-ideal for multi-generational living arrangement-with a private entrance for added comfort and independence. The main level features a welcoming living room, bright eat-in kitchen with sliders to an oversized deck with built-in benches-ideal for outdoor entertaining-and a spacious bonus room great for a home office, playroom, guest suite, or gym. The finished walk-out lower level includes a cozy family room with a fireplace that opens to a patio and expansive yard. Located close to schools, parks, and the train, this home offers space and flexibility.