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4 Sachem Ln, Greenwich
$3,500,000
4 Beds ⋅ 5 Baths ⋅ 24187684 MLS
Beautifully reimagined modern farmhouse on a quiet Greenwich cul-de-sac, offering 4 bedrooms, 4 full & 1 half baths across four finished levels. Renovated with a timeless coastal feel, featuring wide-plank white oak floors, abundant natural light, town utilities, natural gas, bluestone patios, EV-ready charge & a level backyard with possible pool site. The chef's kitchen, designed by an award-winning designer, offers Thermador appliances, custom cabinetry, center island, designer finishes & a custom banquette eat-in area, opening to the family room with fireplace and sliders to the blue-stone patio. The primary suite features two walk-in closets and a spa-like bath with radiant heated floors. Finished lower level offers flexible space. Finished walk-up attic with full bath provides ideal guest or office space. Minutes to Greenwich Ave, train & nature preserve, close to shopping, dining, parks, and nearby schools.

4 Sachem Ln, Greenwich

185 Valley Rd, Greenwich
$3,000,000
4 Beds ⋅ 4 Baths ⋅ 24167767 MLS
A rare and magnificent architectural offering designed by award-winning architect Paul Haigh, where sophisticated simplicity meets the quiet poetry of Bauhaus influence. Set along the serene Mianus River, this home is a masterful composition of nature, light, and form-where every space is intentionally designed to engage with its surroundings. From the moment you enter the oversized foyer crowned by a striking cupola, there is an immediate sense of volume, light, and quiet drama. This architectural introduction unfolds into a home that is both expansive and deeply connected to nature. Walls of glass frame ever-changing river views, while the great room-with its soaring vaulted ceiling, white brick fireplace, and curated built-ins-offers a balance of openness and intimacy. Light moves effortlessly throughout the day, casting warmth across rich hardwood floors and transforming each window into a living work of art. The kitchen is refined and purposeful, with clean lines, natural materials, and a generous central island-all surrounded by soft, ambient light. It is a space equally suited for quiet mornings or gathering with ease. Just beyond, a screened-in porch floats above the river, offering a serene vantage point for coffee at sunrise or long, lingering evenings immersed in the sounds of nature. There are four bedrooms and baths, each thoughtfully composed with a palette of stone, glass, and warm earth tones. The primary suite offers a peaceful retreat with tranquil

185 Valley Rd, Greenwich

98 Hillcrest Park Rd, Greenwich
$2,610,000
4 Beds ⋅ 4 Baths ⋅ 24154215 MLS
A timeless Colonial residence in the highly desirable North Mianus school district, 98 Hillcrest Park Road blends classic charm with thoughtful updates and comfortable, elegant living. This four-bedroom, three-and-one-half-bath home offers approximately 2,464 square feet of well-balanced interior space, and a fully finished lower level perfect for both everyday living and gracious entertaining, in a peaceful setting on a generous one-third acre parcel. Light-filled living spaces feature rich hardwood floors, a welcoming fireplace, and an intuitive layout that flows seamlessly from formal to casual areas. The heart of the home is defined by a kitchen and dining area designed to accommodate both intimate dinners and larger gatherings, while adjacent rooms provide flexibility for relaxed family living or refined social occasions. Upstairs, the serene primary suite and generous secondary bedrooms offer privacy and comfort. The unfinished lower level is ideal for a media room, home gym, or additional living space. Situated on a beautiful, maturely landscaped lot in a coveted neighborhood with top-rated schools nearby, this residence offers a rare opportunity to enjoy classic architectural presence with modern ease and lifestyle appeal.

98 Hillcrest Park Rd, Greenwich

20 Ridge Rd, Greenwich
$2,503,000
3 Beds ⋅ 4 Baths ⋅ 24174599 MLS
Built in 1928 on a quiet corner lot in one of Cos Cob's most desirable neighborhoods, this move-in ready Colonial has the character of its era with the updates today's buyers are looking for. The kitchen flows into the family room, where extra-height ceilings and a skylight pour in natural light. A fireplace anchors the living room, and a full bath on the main level adds everyday convenience. Upstairs, the sun-filled primary suite includes a steam shower, with two additional bedrooms and a full hall bath. The finished lower level complete with a half bath, which works as a home office, playroom or guest suite. Outside, a private deck and an oversized lot offer real potential. Proximity to town, to commuting options, to the water: it's all there.

20 Ridge Rd, Greenwich

10 Steep Hollow Ln, Greenwich
$2,499,000
4 Beds ⋅ 3 Baths ⋅ 24188875 MLS
Private Cos Cob oasis designed for effortless single-level living, with the added flexibility of a spacious second-floor great room ideal as second home office, fitness studio, media or playroom. A stunning, light-filled foyer with generous closet space welcomes you into the spacious living room, anchored by a cozy wood-burning fireplace. The adjoining floor-to-ceiling glass sunroom offers tranquil views & creates the feeling of being immersed in nature throughout every season. The dining room features soaring ceilings & flows seamlessly into the well-appointed eat-in kitchen, complete with a charming greenhouse-style space-the perfect place to enjoy your morning coffee. Hidden laundry in kitchen. Just off the kitchen, you'll find a home office, a convenient secondary entrance, a powder room, direct access to the attached two-car garage & backyard. A dedicated wet bar makes entertaining effortless. The thoughtfully designed bedroom wing provides abundant storage & includes two generously sized bedrooms, a whimsical hallway full bath, & a spacious primary suite featuring a large walk-in closet & an en-suite bath with dual vanities & a double shower. A fourth bedroom offers direct access to a sparkling pool & fully-fenced deck with various entertaining options. 10 Steep Hollow Ln offers exceptional quiet indoor-outdoor living, & yet is located close to all of Cos Cob's offerings. This remarkable home delivers the comfort, versatility & lifestyle you've been waiting for!

10 Steep Hollow Ln, Greenwich

681 River Rd, Greenwich
$2,445,000
4 Beds ⋅ 5 Baths ⋅ 24143732 MLS
Chalet d'Amour This home is priced at least a cool $1 million below the floor for comparable Greenwich houses - and below what the empty land alone would cost. So the 3,826-square-foot, architect-designed contemporary? Effectively free. Both claims are easy to check. The land: every comparable Greenwich lot - same town, same schools, two-plus acres - is offered for more than the asking price here, with no house on it at all. The sales: run these filters on Zillow - single-family houses, 3,500+ sq ft, 2+ acres, built 1985 or later, sold in the last 12 months. Fifty-five homes. Not one sold below $3.6 million, and the median was roughly $7.5 million. (Zillow flags one apparent exception, 43 Hunting Ridge Rd, but it has only 3,262 sq ft above grade - the rest is finished basement - and sits on regulated wetlands.) This home sits at least a cool $1 million below that floor, and roughly a third of the median. And this is no teardown. Across from Mianus River Park, Chalet d'Amour is an architecturally crafted contemporary unlike anything else on the market: soaring vaulted ceilings, two dramatic stone fireplaces, walls of glass, and light pouring in from every direction. The first-floor primary suite features cathedral ceilings, dual baths, dual walk-in closets, and a grand whirlpool tub beneath peaked windows. Upstairs, three more en-suite bedrooms - one with a steam shower - plus generous closets throughout. Five full baths and one half bath in all.

681 River Rd, Greenwich

9 Deluca Dr, Greenwich
$2,350,000
4 Beds ⋅ 4 Baths ⋅ 24182954 MLS
Tucked at the end of a quiet cul-de-sac in one of Greenwich's most coveted school districts, this beautifully updated 4-bedroom home delivers the rare combination of move-in condition and real upside. The fully reimagined primary suite stuns with high-end marble, dual vanities, and a custom walk-in closet. Open-concept kitchen and family room -- anchored by one of two fireplaces -- flow through French doors to expansive new decks. The second level offers three bedrooms and two full baths, including a serene ensuite. A renovated basement delivers flexible living space for a gym, office, or playroom. Two-car attached garage, updated appliances, tankless water heater, split A/C, and generator check every box. Over 1,000 SF of expansion potential awaits. North Mianus Elementary.

9 Deluca Dr, Greenwich

34 1/2 Orchard St, Greenwich
$2,022,000
4 Beds ⋅ 3 Baths ⋅ 24175545 MLS
If your wishlist sounds something like: ''Greenwich, updated, bright, great for entertaining, and close to everything'' than 34 1/2 Orchard St. in beloved Cos Cob is what you've been waiting for. Nestled on a 1/4 acre just a short stroll to the best restaurants, shops, and school, this stone and sustainable shingle colonial feels welcoming from the moment you come down the driveway. Whether enjoying a quiet day at home or hosting a party overflowing with friends, you'll find this residence spacious, fun, & easy to live in. Updated in 2022, the oversized Dining Room opens to the fresh Kitchen w/white quartz counters & door to the bluestone patio. The large, light-filled Living Room flows into a cozy Family Room w/a stone fireplace & sliders to the yard. Upstairs are the 4 family bedrooms - you'll love the primary bedroom with walk-in closet and full bath. The lower level, complete w/fireplace offers ''potential'' should you ever need extra room.

34 1/2 Orchard St, Greenwich

4 Miami Ct, Greenwich
$1,885,000
4 Beds ⋅ 3 Baths ⋅ 24149277 MLS
Don't miss this charming, completely renovated home quietly tucked away, yet exceptionally located in the heart of Cos Cob. A beautiful covered front porch leads to the inviting foyer with interior windows, open plan living room, dining area, and gorgeous kitchen featuring a huge island and French door access to deck and backyard. Main level bedroom with barn door and en-suite bath is also the perfect spot for an office. Serene primary suite offers built-ins, spa bath with radiant floors, towel warmer, and soaking tub. Two additional bedrooms, a full bath, and a great laundry room complete the second floor. The lower level was completed in 2025 and you can customize it to fit your needs; using the large space as a playroom, gym, or family room. Also has outdoor access to the fenced-in backyard. Home was fully gutted in 2018 with new roof, siding, electrical, windows and sprinkler system; driveway and Trex deck were redone in the last few years as well. Close to Cos Cob Village, Cos Cob and Loughlin Parks, and enjoy being just minutes away from Cos Cob school, restaurants, and the train. Total sq. footage including finished basement is about 2,260. ALL OFFERS SHOULD BE SUMBITTED BY MONDAY, 1/26 3PM.

4 Miami Ct, Greenwich

33 Sachem Rd, Greenwich
$1,750,000
3 Beds ⋅ 3 Baths ⋅ 24184423 MLS
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 spacious family room perfect for relaxing or entertaining. Bonus room and bonus full bath compliments the lower level fitting for guests. Complete with a 3-car garage, anyone else thinking golf simulator? Private deck for outdoor dining, and serene tree-lined grounds all within the sought after Greenwich school district and just 35 miles from Manhattan.

33 Sachem Rd, Greenwich

24 Harold St Unit E, Greenwich
$1,660,000
4 Beds ⋅ 4 Baths ⋅ 24140429 MLS ⋅ Harold Street BLDG.
Experience luxury living with this modern townhouse. The open floor plan is ideal for everyday living and entertaining featuring multiple sun-filled sitting areas that seamlessly connect to beautiful private outdoor spaces. At the center of the home is a gourmet kitchen with top of the line appliances, sleek cabinetry and high-end finishes. Large living/family room is equipped with gas fireplace for cosy evenings. Third floor features a spacious primary suite with walk-in closet, spa-like bathroom with soaking tub and glass shower. Two large bedrooms with custom built-ins provide flexibility for family, guests or home office needs. An additional bedroom and full bath are located on the first floor. Total sq-ft includes 264 sq-ft of finished basement. This home is not to be missed!

24 Harold St Unit E, Greenwich

4 Cos Cob Ave, Greenwich
$1,530,000
4 Beds ⋅ 3 Baths ⋅ 24182748 MLS
Move right into this beautifully maintained 4-bedroom home in the heart of Cos Cob! The first floor offers a wonderful open-concept family room flowing seamlessly into the eat-in kitchen, creating the perfect space for everyday living and entertaining. A formal dining room, full bath, private office, and study complete the main level. Upstairs, you'll find four generously sized bedrooms and two full bathrooms, including access to a walk-up attic from one of the bedrooms, providing excellent storage or future expansion potential. Outside, enjoy a flat backyard and detached two-car garage. Ideally located just moments from parks, shops, restaurants, schools, and the train, this home offers the perfect combination of space, convenience, and lifestyle.

4 Cos Cob Ave, Greenwich

24 Taylor Dr, Greenwich
$1,395,000
3 Beds ⋅ 2 Baths ⋅ 24157194 MLS
Welcome to 24 Taylor Drive! Beautifully maintained 3-bedroom Cape nestled on a cul-de-sac in Cos Cob. Enjoy the ease of being just moments from the train, elementary school, library, and local shops-an unbeatable location for everyday living. Inside, a spacious and thoughtfully designed layout with an inviting living room and wood-burning fireplace. The kitchen blends style and function, perfect for both daily living and entertaining. Seamless indoor-outdoor flow creates versatile outdoor living space ideal for relaxing or gathering with friends and family. Whether you're searching for the perfect first home or looking to downsize without compromise, this turn-key property offers comfort, convenience, and community all in one. Don't miss the opportunity to make it yours.

24 Taylor Dr, Greenwich

88 Indian Field Rd, Greenwich
$1,200,000
3 Beds ⋅ 3 Baths ⋅ 24114762 MLS
Welcome to 88 Indian Field Road, where convenience meets comfort in this updated 3 bed, 3 bath cape. Seconds from the Cos Cob Train station, Greenwich schools, parks, and dozens of dining & shopping options, this home offers unparalleled accessibility. Highlights of the surprisingly spacious layout include the living room's w/b fireplace, renovated kitchen and inviting family room perfect for gathering with loved ones. The floor plan is flexible with baths on each of the home's 3 levels supporting a variety of uses including WFH, in-law or au pair suites. Outside, a relaxing backyard oasis awaits with a deck off the family room with stairs down to the patio and pool areas. Super low taxes, R-12 zoning, & 1,000+ additional buildable square feet only add to 88 Indian Field Road's appeal!

88 Indian Field Rd, Greenwich

6 Caroline Farms Rd Unit 4, Greenwich
$1,190,000
2 Beds ⋅ 4 Baths ⋅ 24175137 MLS ⋅ Pine Wood BLDG.
Beautiful townhouse in Quiet, Peaceful Cul-de-sac Setting located a short distance to Cos Cob retail amenities and the Metro-North Railroad. This 2 (3) bedroom condo is in move-in condition with a freshly painted first floor. Open floor plan with living room, dining room and breakfast nook overlooking a large private deck and yard. Oversized Master Suite with walk-in closet, vaulted ceiling, skylight bathroom, and private balcony. Second floor landing area can be converted to a flex space, such as a home office, reading nook, or library area. Finished walkup attic can serve as a bedroom, playroom, or home gym. Fully finished basement with full bath can serve as a bedroom, play area, media room, home gym, and offer spacious storage space. This home has been thoughtfully updated with vinyl flooring (Hardwood floor under it on first floor), upgraded deck, attic HVAC replacement (2024), water heater replacement (2026), and a fully renovated basement (Dec 2023) featuring full perimeter water protection, and dehumidifier system. Basement space has been significantly enhanced for comfortable additional living and recreation use. Attached one garage and 2 additional parking spaces opposite unit. Unit offers substantially more functional living space than the listed square footage indicates.

6 Caroline Farms Rd Unit 4, Greenwich

17 Meadow Dr, Greenwich
$1,152,000
3 Beds ⋅ 2 Baths ⋅ 24136231 MLS
Charming 3-Bedroom Home with endless potential in prime location. Nestled in one of the most desirable neighborhoods, this classic 3-bedroom, 2-bath home offers a rare opportunity to create your dream space. While the interior awaits your personal touch, the home features a finished lower level and sits on a beautiful, level lot perfect for outdoor enjoyment or future expansion. Enjoy the convenience of being close to train, schools, parks, tennis courts, town, restaurants, and shopping. With plenty of potential to renovate or add square footage, this property is ideal for buyers looking to customize and invest in a sought-after location. Whether you're a first-time buyer, investor, or someone ready to make a home truly your own, this gem is full of possibilities.

17 Meadow Dr, Greenwich

49 Harold St Unit 1, Greenwich
$975,000
2 Beds ⋅ 3 Baths ⋅ 24200938 MLS ⋅ Mianus Park Townhomes - Under Review BLDG.
Beautifully appointed 2BR, 3BA condo offers 1,428 SF of low-maintenance living with 9' ceilings in the desirable Cos Cob neighborhood of Greenwich, CT. The gourmet kitchen features abundant cabinetry, high-end stainless appliances, stone countertops, breakfast bar, and built-in desk. The expansive open-concept living room has room to dine and a freestanding gas stove nestled in the corner. A versatile lower-level family room provides space for relaxing, entertaining, or a home office. Both bedrooms are ensuite with custom closets, while 2nd-floor laundry adds convenience. Ideally located less than 5 minutes from Cos Cob's shops, restaurants, waterfront, parks, schools and Metro-North train station, this exceptional condo combines comfort, convenience, and the best of the Cos Cob lifestyle.

49 Harold St Unit 1, Greenwich

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