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203 Shore Rd, Greenwich
$9,500,000
5 Beds ⋅ 6 Baths ⋅ 24196984 MLS
Hamptons-Inspired Elegance in Waterfront Lucas Point Experience the ease of coastal living just one hour from New York City in the coveted private waterfront association of Lucas Point in Old Greenwich. Residents enjoy an exceptional lifestyle anchored by a private sandy beach, dock, and boat storage, while the neighborhood's charming privet-lined lanes foster a true sense of community--where neighbors gather on their porches to share conversation and watch the evening sunset. A ''Coastal Shingle Style Residence'', 2016 HOBI Award winning home, designed by noted Greenwich Architect Steven Mueller, sits atop one of the highest elevations in Lucas Point, on one of the neighborhood's largest properties. The level half-acre parcel lies outside the flood zone and offers dual access from Shore

203 Shore Rd, Greenwich

189 Shore Rd, Greenwich
$7,950,000
4 Beds ⋅ 4 Baths ⋅ 24157191 MLS
An extraordinary waterfront residence in Old Greenwich, offers a rare opportunity for sophisticated coastal living with spectacular, unobstructed water views from virtually every room. Meticulously redesigned by renowned architect Rick Swann, this exceptional home is defined by dramatic architectural details, soaring ceilings, and an open, light-filled floor plan that seamlessly blends indoor elegance with the serenity of Long Island Sound vistas. First-floor rooms are anchored by expansive walls of glass and French doors that open to a wrap-around deck, the ideal setting for refined entertaining against the backdrop of ever-changing waterfront panoramas. The gourmet kitchen showcases marble countertops, a generous island, and state-of-the-art appliances, reflecting both style and performance. Thoughtfully designed living spaces offer flexibility and grace, with a first-floor den that can serve as a fifth bedroom, private guest suite, or executive office. Each room is elevated by exceptional light and continuous water views, creating an immersive connection to the coastal environment. Set on a premier waterfront parcel with private dock access to Long Island Sound, this distinguished property embodies the ultimate in seaside refinement; a sanctuary of light, luxury, and lifestyle in one of Connecticut's most coveted coastal enclaves.

189 Shore Rd, Greenwich

348 Sound Beach Ave, Greenwich
$4,500,000
6 Beds ⋅ 6 Baths ⋅ 24136087 MLS
Only four blocks south of the village, experience the best of Old Greenwich living in this sophisticated Nantucket Shingle-Style Colonial. Built in 2007, this residence has been meticulously refreshed with a contemporary aesthetic and modern amenities to meet the demands of today's buyer. Set in a coveted central location, the home offers an expansive 5,500 square feet of finished living space, featuring a specious 6-bedroom, 5 1/2-bathroom layout. The airy, open-concept design seamlessly blends formal entertaining areas with casual family living. The main level is anchored by a gourmet chef's kitchen with professional-grade appliances, which flows into the family room with generous built-in cabinets and a fireplace. Adjacent to the family room is a tranquil sun-filled sun room. French doors lead out onto the stone patio and private backyard. Architectural details include a welcoming mahogany wrap-around front porch and a unique leaded glass antique front door, a sweeping entry, high ceilings throughout, custom built-ins. Upstairs, the master suite provides a peaceful retreat with a luxurious bath and two custom walk-in closets, while additional bedrooms offer space and comfort for family or guests. The finished lower level includes a fireplace in the family room, a bedroom, a complete bathroom, a generous wet bar and a second washer and dryer, as well as ample storage space.

348 Sound Beach Ave, Greenwich

2 Wahneta Rd, Greenwich
$4,220,000
6 Beds ⋅ 5 Baths ⋅ 24180733 MLS
A rare opportunity to own a classic Shore Colonial in one of Old Greenwich's most sought-after neighborhoods. Set on 0.36 acres and significantly expanded in 2004, this spacious 6 BR 4.5 BA residence offers over 4300 SF of thoughtfully designed living space, blending comfort, functionality, and timeless appeal. A welcoming wraparound porch leads to elegant formal living and dining rooms, a cozy family room, and a bright eat-in kitchen with direct access to a bluestone patio and expansive private backyard, perfect for summer entertaining, outdoor dining, and everyday enjoyment. The second floor features a primary BR with luxurious bath, fireplace, walk-in closet, and private sun deck, along with four more bedrooms and an additional full bath. The third floor offers flexible space for family and guests. The walkout lower level includes a recreation room, exercise area, and another full bath. Ideally located midway between the shops, schools, and train in OG Village and the sandy shores of beautiful Tod's Point Beach. Zoned for Old Greenwich and Eastern Middle Schools.

2 Wahneta Rd, Greenwich

Greenwich
$3,875,000
4 Beds ⋅ 3 Baths ⋅ 24162737 MLS
Ideally positioned in the heart of Old Greenwich, this charming residence offers an exceptional blend of timeless appeal, convenience, and coastal lifestyle. Set on .34 acres of beautifully level property, the home features 4 bedrooms and 2.1 baths, with all bedrooms thoughtfully situated on the second level, as well as a versatile bonus space on the third floor. A gracious front porch welcomes you into sun-drenched interiors designed for both comfortable everyday living and effortless entertaining. The expansive, level backyard provides a rare and inviting outdoor setting perfect for gatherings. Complete with a 2 car detached garage and located just moments from town, train, and Tod's Point beach, this home presents a wonderful opportunity to enjoy the very best of Old Greenwich living.

Greenwich

12 Ricki Beth Ln, Greenwich
$3,525,000
5 Beds ⋅ 4 Baths ⋅ 24165639 MLS
Tucked at the end of a quiet cul-de-sac in coveted Hillcrest Park, this superbly renovated 5-bedroom, 3.1-bath Colonial offers 5,213 square feet of refined living on 1.11 manicured acres in the heart of Old Greenwich, CT. Close to top-rated North Mianus Elementary School and just minutes from the Old Greenwich train station, downtown shops, and the beach, this is the rare Greenwich estate that delivers space, privacy, and walkability in equal measure. A double-height entry with gleaming hardwood floors sets the tone, opening to a sun-filled living room with fireplace and French doors, formal dining room, and a stunning chef's kitchen featuring a Sub-Zero refrigerator, Dacor double ovens, wine refrigerator, large center island, and a built-in eating area. The main level also includes a library/den, family room with fireplace and French doors to the terrace, and a powder room. Upstairs, the primary suite is a private retreat with a walk-in dressing area and bath. Four additional bedrooms, two full baths, a dedicated laundry room, and a flexible office/sitting area complete the second floor. The finished lower level adds a media room, playroom, and studio ideal for entertaining, working from home, or growing families. Additional features include central air, a 2-car attached garage, security system, expansive deck and terrace, and beautifully landscaped grounds. Renovated in 2016 and meticulously maintained.

12 Ricki Beth Ln, Greenwich

18 Shady Brook Ln, Greenwich
$3,500,000
5 Beds ⋅ 5 Baths ⋅ 24202309 MLS
Beautifully renovated by the current owners, this 5 bedroom, 5 bath home features refinished hardwood floors throughout, a modern open floor plan with eat-in kitchen/dining that opens to a generous new deck overlooking the level yard, and a versatile main-floor bedroom with a full bathroom that adds flexibility for guests, family, or working from home. The 2nd floor offers 3 well-proportioned bedrooms (one en-suite) and a hall bathroom, a few steps up, a primary bedroom/primary bath, luxurious walk-in-closet, and ample storage. The walk-out Lower Level is fully finished with a playroom, rec room, full bath and den/gym, separate laundry room and lots of storage. Located in a quiet Old Greenwich neighborhood no car needed to get to Binney Park, Perrot Library, Metro North and OG Town.

18 Shady Brook Ln, Greenwich

67 Benjamin St, Greenwich
$3,200,000
4 Beds ⋅ 3 Baths ⋅ 24189215 MLS
Exceptional opportunity in the heart of Old Greenwich! A rare opportunity to own a flat, build-ready lot in the heart of Old Greenwich, offering the perfect setting to expand the existing home or create a stunning new custom residence. Set on a level lot in a highly sought-after neighborhood, this spacious 4-bedroom, 2.1-bath Colonial offers over 2,346 square feet of living space with generously sized rooms. The main level features a welcoming foyer, large living room with fireplace, formal dining room, expansive sunroom, and a spacious family room. The eat-in kitchen provides ample workspace and storage, with a conveniently located half bath nearby. Upstairs offers four generously sized bedrooms, two full baths, multiple walk-in closets, and additional closet space throughout. The home's functional layout, oversized rooms, and abundance of living space provide excellent flexibility for everyday living and entertaining.

67 Benjamin St, Greenwich

7 Heusted Dr, Greenwich
$3,100,000
4 Beds ⋅ 4 Baths ⋅ 24168405 MLS
Set in the desirable Edgewater neighborhood, 7 Heusted Drive offers a flexible layout, multiple living options, and exceptional convenience in the heart of Old Greenwich. The home is designed to adapt to a variety of needs, with open, well-proportioned living spaces, high ceilings, and thoughtful detailing throughout. A central kitchen with a large island connects seamlessly to the main living areas and opens to a private rear patio, creating an easy flow for both everyday living and entertaining. The second level features a primary suite with private balcony and a luxurious bath with steam shower, heated floors and soaking tub, along with additional bedrooms and a conveniently located laundry area. A finished third floor adds valuable flexible space, offering options for work, recreation, or extended living. A separate two-story cottage provides a unique and highly functional extension of the home, complete with a spacious bedroom and full bath. Ideal for guests, private workspace, or creative use, this space adds meaningful versatility. Additional highlights include flexible room configurations, ample storage, and professionally landscaped grounds designed for low-maintenance living. Located just moments from the village, train, shoreline, restaurants, schools, and shopping, the property offers a rare combination of adaptability, comfort, and convenience in one of Old Greenwich's most sought-after neighborhoods.

7 Heusted Dr, Greenwich

15 Audubon Ln, Greenwich
$3,000,000
4 Beds ⋅ 4 Baths ⋅ 24134407 MLS
Welcome to 15 Audubon Lane, a modern sanctuary set on 4.2 serene, private acres in one of Greenwich's most coveted backcountry locations. Quietly nestled at the end of a cul-de-sac and surrounded by mature woodlands and premier estates, this architectural retreat offers a rare blend of tranquility, exclusivity, and turnkey luxury. Redesigned by Stuart Shanks and Frank Dong and fully renovated to the highest standards, the residence features a new standing-seam metal roof and all-new plumbing, electrical, and HVAC systems. Inside, refined living unfolds with white oak select flooring, custom cabinetry and closets, and a gourmet kitchen featuring Wolf and Fisher & Paykel appliances set against sleek granite countertops. A new TimberTech deck creates the ideal outdoor setting for entertaining or unwinding in nature. Located in one of Greenwich's most tranquil and private backcountry settings-just minutes from the Merritt Parkway, Glenville, and Westchester County amenities-this is Greenwich backcountry living at its finest.

15 Audubon Ln, Greenwich

20 Center Dr, Greenwich
$2,940,000
5 Beds ⋅ 5 Baths ⋅ 24124945 MLS
Welcome to this beautiful 5 bedroom, 4.5 bath home in the heart of Old Greenwich and the coveted Dundee International school district. Incredibly convenient to Binney Park, Perrot Library, Metro-North train, and all that OG village has to offer, this transformative, to the studs renovation and expansion was designed by award winning Greenwich architect, Krist Dodaro. The open-concept main floor features a stunning new kitchen flowing seamlessly into the dining and family room, with beautiful limestone-clad fireplace and French doors leading to the stone patio and expansive, fully fenced in back yard. A light-filled office, living room & half-bath complete this level. A gorgeous primary suite, 3 additional bedrooms and laundry room make up the 2nd floor while the versatile 3rd floor includes a play room, 5th bedroom and full bath. A rare opportunity to own a turn-key home in one of Greenwich's most beloved neighborhoods.

20 Center Dr, Greenwich

7 Pleasant View Pl, Greenwich
$2,300,000
4 Beds ⋅ 4 Baths ⋅ 24117426 MLS
In Old Greenwich, ideally located in one of the area's most desirable neighborhoods, this charming Colonial sits on a .68-acre lot at the end of a peaceful cul-de-sac. It offers a perfect blend of timeless character and exciting potential. A gracious layout is enhanced by oversized windows and open spaces that flood the home with natural light. The main level features generous formal living and dining rooms, each with its own fireplace. A modern kitchen with center island connects seamlessly to the adjoining family room, which opens onto a spacious deck. Upstairs are four bedrooms, including a primary suite with an en-suite bath. The finished lower level includes a recreation area, full bath, and laundry. The expansive backyard adds even more appeal. Convenient to the village, schools, shops, and train.

7 Pleasant View Pl, Greenwich

18 Sound Beach Ave, Greenwich
$1,849,000
4 Beds ⋅ 4 Baths ⋅ 24145048 MLS
Spectacular home in the heart of sought after Old Greenwich! Beautifully finished four bedroom 3.5 bath Colonial with open floor plan. First floor includes an eat in chef's kitchen with top of the line stainless steel appliances highlighted by a unique serving window, which flows seamlessly into the living room and dining area, French doors leading out to the expansive deck which overlooks a beautifully landscaped back yard. Primary suite with a luxurious ensuite bath, two additional bedrooms and another full bath complete the second floor. Finished lower level with a fourth bedroom, full bath and gym/playroom or guest area with walk out to yard. White oak hardwood floors throughout. Exterior showcases with white James Hardie siding, sleek black windows and clean architectural lines that create striking curb appeal! Minutes to schools, train, beaches, parks, library, shops, restaurants and I-95 for an easy commute/trip into NYC! Enjoy everything that Greenwich has to offer, including the lowest property taxes in the entire area! As per builder original foundation, and first floor joists and decking under the hardwood is original. Additional sq footage in finished lower level is approx. 682. Great investment opportunity!

18 Sound Beach Ave, Greenwich

52 Center Dr, Greenwich
$1,600,000
4 Beds ⋅ 3 Baths ⋅ 24188202 MLS
Enjoy the summer in this 4 bedroom Old Greenwich home, where character, comfort, and outdoor enjoyment come together. The inviting living room with fireplace creates a warm and welcoming space, while the spacious family room offers additional room to relax and entertain. A lovely formal dining room provides even more space for gatherings. The eat-in kitchen flows to the deck and private fenced backyard, where a heated swimming pool creates your own personal summer oasis. Enjoy afternoons poolside, outdoor dining, and easy entertaining in this tranquil setting. The main level features a generously sized bedroom with its own ensuite bath, offering convenience and one-level living. Upstairs you'll find 3 additional bedrooms, including an ensuite bedroom/second primary + a full hall bath. Updates include a whole house generator, new electrical panel, new boiler (2025), new roof (2019), new pool pump (2026), central a/c, and a new washer and dryer. All in a convenient location near one of Greenwich's beautiful beaches - Tod's Point, great parks, schools, shopping, dining and transportation. A wonderful opportunity to enjoy Old Greenwich and make every day feel like a vacation -- a wonderful place to call home!

52 Center Dr, Greenwich

33 Halsey Dr, Greenwich
$1,410,000
3 Beds ⋅ 2 Baths ⋅ 24112915 MLS
This charming Old Greenwich home in the highly sought-after North Mianus/ Eastern school district is the perfect starter or the best condo alternative. A picturesque setting, this single-family dwelling comes with low property taxes, low maintenance responsibilities and costs. The first floor offers comfortable living and family room spaces, a newer kitchen with quartz countertop and stainless steel appliances, along with 1 bedroom and a new hall bath. The 2nd floor consists of 2 bedrooms (one with spacious cedar closet) and another newer full bath. The private backyard with a bluestone patio provides a serene outdoor environment, surrounded by mature trees and plantings. Many updates throughout the house; all public utilities; home is in R-7 zoning and can be expanded. This property is not in a flood zone. An Elevation Certificate and FEMA letter is available. The location is wonderful as it is quiet and convenient to all that Greenwich has to offer.

33 Halsey Dr, Greenwich

33 Center Dr, Greenwich
$1,300,000
3 Beds ⋅ 2 Baths ⋅ 24189792 MLS
Nestled on a tree-lined road, this storybook Cape offers 3 bedrooms, 1 full and 1 half bath, surrounded by lush grounds offering privacy and timeless character. A welcoming front porch, immersed in nature, is the perfect place to enjoy your morning coffee. The tiered backyard features multiple terraces and a winding path to a hilltop shed ideal as a yoga studio, home office, or creative escape. Inside, a center-island kitchen flows into the breakfast room and living room. The spacious dining room is perfect for entertaining, while the primary suite offers a sitting area, office nook, and gas fireplace. The back patio creates seamless indoor-outdoor living. Easy walk to Binney Park, town, and shopping. Offered for the first time since 1998, this enchanting retreat is truly one of a kind.

33 Center Dr, Greenwich

10 Maple Dr, Greenwich
$1,258,000
3 Beds ⋅ 2 Baths ⋅ 24163995 MLS
Situated in the charming community of Old Greenwich, this three-bedroom, two-bath stone cape has been thoroughly redone over the last year. On the main level there is a new kitchen, living room with fireplace, updated full bath, and bedroom. The office on the main floor could serve as a 4th bedroom. Upstairs another bedroom and the primary share a bath. This home is conveniently located near Binney Park, Old Greenwich village and Tod's Point. There is also a new on-demand furnace that heats the house and hot water, new central AC, new vanities in both bathrooms, new lighting throughout and the basement is now a finished playroom. This is a great home in a great neighborhood! (see documents for a complete list of improvements)

10 Maple Dr, Greenwich

51 Forest Ave Unit 23, Greenwich
$905,000
1 Beds ⋅ 2 Baths ⋅ 24167755 MLS ⋅ Old Greenwich Gables BLDG.
Welcome to Old Greenwich! A great opportunity to own a 1-bedroom plus den, 2 full bath garden-level condo in the sought-after Old Greenwich Gables. This inviting home features a newly updated kitchen with white cabinetry and granite countertops, along with an open layout that offers comfortable everyday living. The unit has been freshly painted, and the hardwood floors have been refinished, creating a clean, move-in ready feel. Sliders lead to a private patio overlooking the beautifully landscaped courtyard. The spacious primary suite includes a luxurious bath, while the versatile den is ideal for a home office, guest room, or additional living space. Additional highlights include garage parking, central air, in-unit washer and dryer, and storage. Enjoy access to community amenities such as a pool, gym, squash court, and clubhouse. Conveniently located near the Old Greenwich train, shops, restaurants, Binney Park, Tod's Point, and the new Civic Center. An exceptional opportunity to enjoy the Old Greenwich lifestyle. --

51 Forest Ave Unit 23, Greenwich

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