Greenwich CT Real Estate & Homes for Sale

Built in 2000 & updated in 2018 this craftsman style colonial features a open floor plan with lots of light and hardwood floors. The gourmet kitchen with stainless steel appliances and granite countertops opens to a very nice family room and dining room. You will find a formal living room with fireplace and French doors opening to an office and spacious deck. On the 2nd floor the primary bedroom offers 2 walk-in closets, a vaulted ceiling and large bath with tub and separate shower. 3 additional bedrooms, hall bath and laundry. Partially finished lower level with great storage and a entrance out to the gardens. Lower level not included in the sq. footage. Please note this is 23 Pleasant Street in Riverside not Cos Cob.

Single family home, one of 2 in the community, and original model, nestled in the rear of Avenue-Terrace, a private 6 home community. Brilliantly bright 20'x20' family room; Sub Zero and Wolf appliances; fireplace, built-ins and shiplap paneled walls; separate 1st floor office. Sumptuous primary bath and beamed ceiling primary bedroom with fully outfitted walk-in closet; separate laundry room; lower level family room/media room with built-ins and fireplace; sun-filled bedroom with ensuite bath; complete privacy fencing with sound attenuation that renders sounds of bustling downtown to fade away. Four minutes to the center of Greenwich Avenue and Metro North railroad.

Luxurious townhouse with a serene tiered garden, waterfall, and Koi Pond. Elegant living space with gas fireplace, French doors leading to secluded sanctuary. Expansive primary suite with cathedral ceilings, walk-in closet, lavish master bath. Second floor boasts a second bedroom, renovated bath, laundry, and sitting area. Third floor offers oversized bedroom with sitting area. Lower level features Porcelanosa bath, wet bar, secondary laundry, ample closets, heated porcelain tile room for office or media. Minutes from Bruce Park, tennis courts, Bruce Museum, downtown shopping, ferry to Island Beach, Metro North station. Ideal corner unit location.

Step back in time with this 1790 colonial farmhouse situated on almost 2 picturesque acres of land providing a serene and private retreat. This 4 bedroom, 3 bathroom home features wide plank hardwood floors throughout and a vintage kitchen boasting copper countertops and an antique stove. There is a first floor primary suite along with a second floor primary suite. Update to your standards or rebuild up to a 7448 square foot home.

A timeless Connecticut Compound in mid-country Greenwich custom designed and built by a coveted team. Resting on 4.7 private level acres with a two bedroom guest house and barn/accessory garage. The sun-filled stylish interior features 10+foot ceilings, grand front-to-back entrance hall, refined living and dining rooms; large handsome library and five inviting fireplaces all with bespoke finishes. The gourmet kitchen and breakfast room seamlessly connect to three exposure family room perfect for gatherings. Five en suite bedrooms including primary suite with spacious terrace, sitting room and double walk-in closets and luxurious baths. Third floor space is open and bright for versatile use. The exceptional lower level has multiple recreation rooms, a wine cellar, potential media room, and space for arts & crafts. Outdoor spaces offer all the amenities to enjoy the seasons; pool, spa, fire pit, expansive lawns and combination of open & covered spaces for entertainment and relaxation. The guest cottage, fronted behind an old world stone wall, has a charming covered front porch and it's own driveway entrance. For driving enthusiasts there is garaging for 5 cars. A unique opportunity on a lovely country road close to schools and parks, 45 minutes to NYC.

Welcome to lake front living. Unique opportunity to live directly on Frye Lake with stunning water views and private dock. Located on a quiet cul-de-sac, great walking neighborhood. This substantially updated 5 bedroom home is sited high on 2.55 acres, is not in a flood zone. The floor plan is open, the house is bright facing east/west. This beautiful home smartly blends traditional with modern on both the exterior and interior. Gorgeous kitchen and baths! Primary bedroom plus 3 other bedrooms are together on 2nd floor. Private home office and guest bedroom separate from main part of home. Plenty of floor area ratio for future additions. The location is convenient to town, the train, schools and particularly close to Greenwich Country Day Upper School and Burning Tree Club

INVITING, LIGHT FILLED HOME in the Greenwich countryside. Ideal for a family compound. Features a stylish cottage, barn and stables. Enjoy the peaceful surroundings of nature only 39 miles from NYC. Bordered by hundreds of acres of Audubon nature preserves and over 125 miles of riding trails, this property is a nature lover's dream! The home's open space floor plan is extremely versatile. A plethora of windows keep the space cheerful and bright while generous gathering spaces encourage joyful entertaining of extended family and friends. Two primary suites in separate wings allow for a privacy. The sunny walkout lower level offers another suite of room away from household distractions. Updated mechanical systems and back up generator assure a worry free lifestyle. THE COTTAGE has been remodeled into a sweet space. Sited away from the main house with a private driveway access, this sophisticated charmer contains a living/dining area, bedroom, full bathroom, kitchen and walkout lower level with a full laundry and storage area. Ideal for a guest cottage, an office or a caretaker's residence. THE STABLES were thoughtfully constructed in 2010 to house quality competition horses. Some 12 x12 box stalls include attached paddocks. A tack room, feed room, wash room, hay lofts and turn out areas are also included. The riding arena was designed and built with excellent footing and drainage. Property abuts miles of well-groomed riding trails. A fabulous family retreat.

A rare opportunity to experience coastal living in Greenwich's most coveted neighborhoods - The Belle Haven Association. This beautiful 6 bedroom home spans approximately 8,350 square feet across three levels, boasting a meticulously designed home with expansive covered terraces and inviting outdoor spaces. All bedrooms are ensuite with with walk-in closets with the exception of one bedroom on the lower level. This home has a Whisperkool platinum split wine cellar, a gym and yoga room. Conveniently located near schools, upscale shopping destinations and a wealth of recreational opportunities, this home offers the perfect blend of luxury, lifestyle and coastal charm.

Welcome to 84 Meadow Road. This six-bedroom, eight-bathroom luxurious home is located in Riverside's Willowmere Association with deeded rights to the private beach and dock. The exterior is classic stone and stucco with exquisitely landscaped gardens and mature trees. Inside you'll be amazed by the natural flow and bright spaces. Entertaining is a breeze in the open living spaces - from the living room with fireplace, dining room, to the sophisticated parlor with bar, top of the line kitchen, family room & second fl game room with vaulted ceilings. Not to mention the fabulous outdoor stone terrace and fireplace. There is even an in-law suite over the garage. Don't miss the opportunity to move right into this beautiful home!

Handsome custom stick-built colonial home boasting beautiful fieldstone detailing and a gracious front porch overlooking a landscaped island at the end of a cul-de-sac. The deep, private backyard is complemented by two stone patios, one bluestone and one Colorado sandstone, and gorgeous hand-stacked stone walls. Special features include four full baths, one which is adjacent to a first-floor bedroom, and another of which adds flexibility to the bright, finished lower level, with full-sized windows, perfect for exercise studio, hangout haven, au pair or guest suite. Two wood-burning fireplaces add coziness to the primary bedroom and living room. Generous and varied expansion possibilities!

Discover this impeccably maintained residence situated in a prime location, offering picturesque winter water views. The main living area boasts an open concept design with vaulted ceilings, seamlessly connecting the living and dining rooms to the eat-in kitchen, ideal for entertaining. Featuring 3 bedrooms and 2 full baths, including a primary en-suite, the main level provides a comfortable and stylish living space. Descend to the lower level, where a delightful family room awaits, complete with a cozy fireplace. This level also offers a versatile 4th bedroom or office, a full bath, and a convenient kitchenette, providing generous space for various lifestyle needs, including as an in-law apartment or au pair suite. Embrace the convenience and charm of this centrally located home, where comfort and functionality converge seamlessly.

Rare opportunity! Contemporary Greenwich gem nestled on over one acre of tranquil, park-like grounds bordering 100+ acres of conservation land. This 3,900+ sf residence offers the perfect blend of privacy and convenience, with 4 beds, 4 baths, and optimal proximity to shops and transportation in the sought-after North Street School district. The main level showcases a spacious kitchen/family room opening onto a large deck, ideal for entertaining or unwinding amidst serene surroundings. Seamlessly connected are a living room with fireplace, dining room and a sitting room. Tucked away off a quiet hallway you will also find a large office. Indulge in the luxurious main-level primary suite boasting cathedral ceilings, an expansive walk-in closet, and a spa-like bathroom with dual sinks, separate shower, and tub. Upstairs, discover three additional generously sized bedrooms and 2 full baths, offering ample space for family and guests. The lower level with walk-out sliders is an entertainment haven, featuring a large bonus room with stone fireplace and an additional game room/home theater. Step outside to direct access to Montgomery Pinetum's 100+ acres of conservation land, offering 2 miles of walking trails and ponds-a paradise for outdoor enthusiasts and dog owners. Yet Cos Cob train station to NYC is less than five minutes away! A convenient two-car garage completes this exceptional offering.

Large, Light, Bright Updted 2,708sf 4BR, 2.5B Home w/HrdWd Thruout in Flrs in DR w/Pict. Wndow, LR w/Pict. Wndow & Fpl, the Upper Hall & 4BRs. Grassy, level yrd w/back-yrd rock gardn. Lg. Deck off updated EIK w/Granit Countrs, Lots of Storage, Newish Electric Double (2) Wall Ovens & 36'' Rangemaster glass cooktop, 42'' Sub-Zro Refrig./Freezer. FR w/1/2-Bath & Sliders to Level Lg. Slate Patio w/back yrd. Lndry Rm off FR-w/Newish Washer, Elect. Dryer & Utility Sink. 2-Zone Heat & A/C. 2-Car Gar. w/Elec. Drs. Storage Off Garage & in 2 Attics. NEW in Basement: OilTank, Electrical Panel & Meter + CT Basement System Water Proofing System. Easy commute to Westchester Airport, NYC, White Plains, Rye, & CT areas of Glenville, Greenwich, Stamford, Etc. Close to public/private schools & Merritt Pkwy.

Welcome to 1 Stepping Stone Lane, a harmonious blend of gracious architecture and mature landscaping, where every detail has been thoughtfully crafted to create a sanctuary of natural beauty. The open-concept living area boasts soaring ceilings and large windows that flood the space with natural light, offering panoramic views of the wooded landscape. The large welcoming marble foyer with an elegant staircase, leads to an open-concept living area with high ceilings and large windows that flood the space with natural morning and afternoon light. The white kitchen with black granite counter tops, opens to the rear patio, ready for al fresco dining. On one side are the laundry room, pantry and powder room. The family room with its bar and natural gas fireplace, adjoins the kitchen. Off the foyer, is the long gallery hallway leading to two large master bedrooms with en suite bathrooms and walk in closets. The bedrooms with many large windows, allow for light and garden views. The second floor has two additional extra large bedrooms with their own brand new marble bathrooms. The hallway, with three walk in closets, affords plentiful storage. The picture window study sits between the two bedrooms.. The house has natural hardwood flooring throughout. The 2030 sq ft basement, with its high ceilings, awaits your transformation! Outside the landscaping with stone patio and fenced-in backyard, boasts many specimen plantings and perennials.The house located in a tree lined cul

Stately gated 6-bedroom Georgian Colonial set on four picturesque manicured acres with 50' pool and expansive terraces provides the ideal family home minutes from the towns of Greenwich, Armonk and Bedford in peaceful backcountry Greenwich. Classically appointed, bright interior showcases well-scaled rooms with 10' ceilings and custom millwork. Highlights include an open plan kitchen, breakfast room, double height family room with wood-burning fireplace and oversized windows that fill the room with light. Elegant wood-clad office, sunroom, and main floor bedroom with sitting/music room allows for privacy when guests come to stay or could be transformed into a first floor primary suite.

This multi family home is an ideal entry point for investors and home owners with two manageable units. As an investment; a 1 bed and 2 bed unit always in high demand. Light updating and ready to increase to total market rents of $5000/m. As a ''house hack''; live in the one bed unit and rent out the second unit for $3000/m. As a single family; reopen a sheetrocked door to make functional 3 bed/3 bath with curb appeal and large level yard. Whatever the use, it's in a great home in a great location. Unit 2 a 2 bed 2 bath unit not shown in photos. Great layout and space. Subject to probate approval.

This multi family home is an ideal entry point for investors and home owners with two manageable units. As an investment; a 1 bed and 2 bed unit always in high demand. Light updating and ready to increase to total market rents of $5000/m. As a ''house hack''; live in the one bed unit and rent out the second unit for $3000/m. As a single family; reopen a sheetrocked door to make functional 3 bed/3 bath with curb appeal and large level yard. Whatever the use, it's in a great home in a great location. Unit 2 a 2 bed 2 bath unit not shown in photos. Great layout and space. Subject to probate approval.

Welcome to 25 Evergreen, a beautifully updated colonial originally built in 1924 situated on a peaceful cut-de-sac in lower mid country. This timeless residence offers a perfect blend of classic charm & modern sophistication. Boasting 5 BR/5.5BA w/ an abundance of space for family living & entertaining. Main level features a flowing floorpan with a spacious living room adorned with fireplace & French doors. Formal dining room, generously scaled family room w/ fireplace & dine in chefs kitchen showcasing marble clad countertops, butlers pantry. Upstairs primary suite offers ample closet space & balcony. 4 additional bedrooms ideal for family/guests. 3rd floor playroom/office. Landscaped yard, covered porch & flagstone patio offer endless possibilities. Minutes to schools, town and train.

Less than a block from all the excitement of shops and restaurants on Greenwich Avenue, "62 Mason" is a special property meant to be your new address. The Orlando Development Team, in this their fifth downtown community, has brought all the style and grace that they have been known for with this French Country styled building accented by Parisienne elegance. This quiet yet convenient location features one floor living; elevator from parking garage; 3 bedrooms; 2 1/2 baths; 2 secure underground parking spaces/storage; 2 outdoor balconies for indoor/outdoor flow; 10' ceilings; 8' doors and lush landscaping.

Welcome to 545 Indian Field Road in Greenwich CT. This stunning Georgian Colonial on 1.6 waterfront acres commands awe-inspiring vistas of the Long Island Sound in the guard-gated enclave of Mead Point Association. Timeless architecture and meticulously selected finishes, that are inspired by both the past and present, were impeccably crafted in 2014. The first floor reflects a sophisticated design that encompasses the beauty of the natural and built environments throughout the formal and informal spaces. There are 6 en-suite bedrooms and 2 additional half baths. The luxurious primary suite includes a seating area, a spa-like bath with sauna, dual dressing rooms and an oversized balcony. The art of luxury and wellness are perfected outside in the multiple seaside seating areas, the oversized pool, dock, private beach and cove, ideal for swimming, kayaking and fishing, achieving an ideal balance of privacy and serenity.

Completely Renovated to the Studs and to the highest standards in 2024 - 5 Bed, 4.1 Bath, 4458 sq ft - Nestled south of the village in Old Greenwich, this stunning home has been meticulously renovated down to the studs by a noted local builder, offering an exquisite blend of classic charm and modern luxury. Spanning 4,458 square feet, this residence boasts five bedrooms and four and a half bathrooms, providing ample space for comfortable living and entertaining. Step inside to discover a bright and airy two-story entry, where beautiful quarter-sawn white oak floors lead you through the spacious layout. The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, custom cabinetry, elegant finishes, and a large walk-in pantry. An adjacent breakfast room and family room make this the hub of a welcoming and relaxing environment. The primary suite is a true sanctuary, offering a peaceful retreat with a luxurious spa-like bath, a private expansive balcony, and two walk-in closets. Additional bedrooms are generously sized, perfect for family or guests. A bonus area on the third floor provides additional flexible living space, ideal for a playroom or a teen hang out, plus an en suite bedroom and a possible office, with views of magnificent sunsets, sometimes in brilliant hues of orange, pink, and purple! The Euro-wall in the family room blurs the lines between indoors and outdoors, leading to an ample patio creating an inviting private oasis for outdoor enjoyment.

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 primary lot of 8.71 acres, with 2 further sep parcels of 5.3 and 5.13 acres for a total of 19.14 acres in the 2 acre zone. A substantial amount of mature trees balance wide open park like spaces with lawns to the front and rear of the main home. Classically designed to show a high degree of architectural integrity and balance. The Grand entry foyer with double staircase set the tone for the living spaces within. Large informal and formal spaces blend for an ideal venue for large scale entertaining, both inside and out. First floor features an oversized living room / bar area, multiple office spaces, guest suite, dining room, kitchen / fam room and kennel room for 3 large dogs. 3 car garage off the mudroom along with 3 car port cochere for day to day parking. A car collectors dream awaits in the lower level with further parking for over 30 cars. Lower level also features a generous wine cellar, tasting room and golf sim. A huge master suite with terrace overlooking the rear yard, master sitting room and multiple bathrooms and walk in closets. 6 further fam / guest suites and large

Welcome to this charming 1963-built home nestled in the heart of Old Greenwich, CT. This timeless residence, being offered ''as is,'' presents a unique opportunity to customize and revitalize a piece of local history. This 1,481 sq. ft. home offers 4 bedrooms and 1.5 baths. Step inside to discover features awaiting your personal touch, from hardwood floors to retro fixtures. Outside, the expansive yard provides endless possibilities for outdoor living, entertaining or simply enjoying the tranquil surroundings. Located in a desirable neighborhood, this property offers proximity to local amenities, top-rated schools, shopping, clubs and Greenwich Point. Don't miss this chance to make this classic your own. Embrace the opportunity to restore and rejuvenated this Old Greenwich treasure in the home of your dreams.

Welcome to 3 Finney Knoll - a premier luxury property in the most convenient location of Riverside. Do not let this one get away! Totally renovated and finished to new construction standards by a local expert builder. This outstanding home boasts main level 9' ceilings, Master suite with walk in closets soaking tub, 3 additional bedrooms, possible 1st floor 5th bedroom. 3.5 baths all tucked neatly on a cul-de-sac right here in the heart of Riverside. Stonework and natural stone are used throughout. Wide plank White Oak Flooring same. The kitchen includes custom cabinets, high-end appliances, Carrara Gold Quartz counter tops. Large center island. Cathedral ceilings in the great living room. A beautifully constructed wood burning fireplace. Multi-zone heating and cooling. 2 Natural gas furnaces with six total zones. Finished third floor with full bath. Possible first floor bedroom conversion if needed. 2 Car attached garage with basement access.

Welcome to 20 Linwood Riverside! A rare opportunity awaits in this sought-after Riverside neighborhood. With little to no homes currently on the market here, seize the chance to secure your slice of tranquility and comfort. Location truly sets this property apart. Boasting a spacious, fully fenced backyard, this property offers ample space for outdoor activities, gardening, or simply relaxing in privacy. The heart of the home features an inviting eat-in kitchen, perfect for gatherings and everyday meals. Equipped with new appliances, meal preparation becomes a delight in this culinary space. Don't miss out on the opportunity to make 20 Linwood Riverside your own. Schedule a viewing today and discover the potential of this remarkable property!