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31 Duncan Dr, Greenwich
$2,276,000
4 Beds ⋅ 5 Baths ⋅ 24151005 MLS
First time on the market, welcome to the highly desirable Bailiwick Association. This original 1969 Perry Duncan-designed Cape offers timeless architecture and endless possibilities to make it your own. The home features 4 bedrooms and 3.2 bathrooms with an open floor plan, a true main-floor primary suite, generously sized rooms, and a covered rear terrace ideal for indoor-outdoor living. A partially finished lower level adds flexibility, while the property is beautifully sited behind a classic stone wall on 1.07 level acres with expansion potential. Enjoy summer to the fullest with the 2023 custom in-ground swimming pool and the peace of mind provided by a new generator. Set in a vibrant, sought-after neighborhood, this home offers the perfect balance of privacy and convenience-just minutes to the thriving Glenville downtown, Greenwich Avenue, Metro-North, and an easy commute to New York City. A true neighborhood setting in an unbeatable location. There's truly no place else you'll want to be.

31 Duncan Dr, Greenwich

189 Riversville Rd, Greenwich
$2,200,000
4 Beds ⋅ 3 Baths ⋅ 24161843 MLS
Charming home once part of a majestic Greenwich estate is set on 2.03 picturesque acres framed by classic stone walls. Thoughtfully updated while preserving its timeless charm and intimate scale, the farmhouse-style home blends character with modern comfort. Sun-filled interiors feature hardwood floors throughout, an updated kitchen that opens seamlessly to the family room & dining area, ideal for everyday living. A separate living room offers additional gathering space, while a cozy den w/ fireplace provides an inviting ambiance.The home includes 4 BR & 2.5 BA highlighted by a spacious primary suite w/ an adjoining sitting room and an upstairs family/playroom. Outdoors, the setting is truly exceptional. A large level play area, pool, stone patio & charming gazebo ideally located less than three minutes from the hamlet of Glenville and less than ten minutes from Greenwich Ave, this special property combines character and everyday convenience with endless potential to expand.

189 Riversville Rd, Greenwich

31 Thornhill Rd, Greenwich
$2,050,000
4 Beds ⋅ 4 Baths ⋅ 24159022 MLS
Welcome to 31 Thornhill Rd in Greenwich's Riverside neighborhood, a renovated home that feels like new and is backed by a new construction warranty. Rebuilt from the ground up, the property features a reinforced foundation, all new framing and walls, plus a new roof and siding for long-term peace of mind. Inside, enjoy wide white oak floors, a custom kitchen, and a Viking appliance package designed for both everyday living and entertaining. Efficiency and comfort are enhanced with spray foam and soundproof insulation, natural gas heat, a new heating and cooling system, and Davinci aluminum-clad windows with energy-efficient glass. The home is smart-home pre-wired with Control4 automation and built-in speakers. Outdoor living includes a private patio and deck, automated sprinkler system, and garage parking, completing this thoughtfully rebuilt and move-in ready residence.

31 Thornhill Rd, Greenwich

201 Shore Road, Greenwich
$2,025,000
5 Beds ⋅ 5 Baths ⋅ 881581 MLS
On sought-after Belle Haven peninsula near town, this 2008 expanded 5 bed, 3.2 bath home boasts breathtaking Greenwich Harbor views. Perfectly designed for harborside living & entertaining, the sunlit gourmet chef's kitchen & great room boast an expansive island, custom cabinetry and a wall of windows overlooking harbor & park. The spacious living room, complete with wood burning fireplace & copious built-in shelves, adds to the home's charm. The elegant dining room, with an adjacent butler's pantry and second dishwasher, is ideal for hosting gatherings. The upper level includes a primary suite along with three additional bedrooms, while the lower level features a private guest suite with separate entrance, large living area, and bedroom with a full bath/shower. Perennial gardens and stone walls enhance landscaping.

201 Shore Road, Greenwich

201 Shore Rd, Greenwich
$2,025,000
5 Beds ⋅ 5 Baths ⋅ 24053927 MLS
1st house on Belle Haven peninsula offers bucolic commuter convenience in a most sought-after enclave overlooking Greenwich Harbor. Positioned atop slope with outstanding Harbor views, this 5 bed, 3 full & two half bathroom residence spans 3,598 sqft. Cleverly renovated to maximize water views with upgraded systems & interior improvements, this home marries smart functional privacy with today's luxury expectations. Amplifying exceptional waterside position, house's Great Room/kitchen features wall of glass opening to comfortable balcony showcasing morning sunrise. Nature can be fully embraced from center island seating six. Light-filled living room with wood-burning fireplace maximizes entertaining ease. DR has adjoining butler's pantry with second dishwasher, sink & warming drawer. Powder room adjacent. Sliding glass doors open to the spacious level backyard featuring flowering tree & side yards. Lower level can live as a stand-alone apartment featuring antique mahogany entry door with Parisian hardware. Adjoining main room space (can be a separate office) is large bedroom with double closets. Stone tile bathroom. Upstairs primary suite as well as another bedroom. A second upstairs level features two more large light-filled bedrooms each with double closets. Double sink bath with separate area shower/toilet/tub & sizable; study overlooking harbor. Laundry room & pantry. Attached two car garage; stone walls and botanical plantings. .62 acre. 4 minute walk to train.

201 Shore Rd, 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

13 Hickory Dr, Greenwich
$1,940,000
4 Beds ⋅ 4 Baths ⋅ 24184092 MLS
This stunning 4 bedroom home offers an exceptional blend of elegance, comfort, and beautiful design. Featuring gorgeous finishes throughout and a fantastic floor plan, it is perfectly suited for both everyday living, and entertaining. The chef's Kitchen serves as the heart of the home, showcasing lots of cabinetry and counterspace, quality craftsmanship, and a vaulted ceiling with beams that add character and an architectural twist. The main level office/den is very comfortable with vaulted ceiling and lots of windows for natural light. A recent renovation has transformed this beautiful home into an expanded Cape by seamlessly incorporating the walk-up attic into an amazing 4th bedroom, Rec Room or guest quarters, complete with gorgeous full bathroom, added storage and customized walk-in-closet. The lower level provides outstanding expansion potential, offering flexibility for future living space, recreation, fitness, and mudroom. Outside, enjoy a private outdoor retreat with beautiful stone walls and mature trees. The patio and firepit area create the perfect setting for relaxing evenings and gatherings with family and friends, while landscape lighting enhances the property's ambiance after sunset. The stone facade and paver driveway add a unique flair to the curb appeal. Ideally located, this exceptional home is just minutes from town, train, parks, shopping, and all the conveniences the area has to offer.

13 Hickory Dr, Greenwich

11 Columbus Ave, Greenwich
$1,900,000
8 Beds ⋅ 4 Baths ⋅ 24191639 MLS
Rare four-unit multi-family opportunity in Greenwich's Chickahominy neighborhood. 11 Columbus Ave offers 8 bedrooms and 4 bathrooms total across four separate units on a private lot, close to downtown Greenwich Avenue, Metro-North rail, and I-95/Merritt Parkway access. Offering approximately 5,250 square feet, with separate utilities/meters and off street parking. Each unit features 2 beds, 1 bath and a living room. Ideal for an owner-occupant looking to offset their mortgage with rental income, or an investor seeking a four-unit income asset in a strong rental market. Minutes from Greenwich's shops, restaurants, schools, and parks, with easy access to NYC via Metro-North. Multi-family inventory of this scale is limited in Greenwich - schedule your showing today.

11 Columbus Ave, Greenwich

21 Zygmont Ln, Greenwich
$1,850,000
4 Beds ⋅ 3 Baths ⋅ 24157235 MLS
Turnkey living on a flat .57-acre lot in a quiet cul-de-sac with a beautifully manicured yard. This well-maintained Colonial offers 4 bedrooms including a primary ensuite and 2.5 baths. The home features a spacious open living and dining room, plus a comfortable family room with hardwood floors and fireplace. The kitchen with stainless steel appliances and granite countertops opens to a bright sunroom with gas fireplace and wet bar perfect for entertaining. Glass sliders lead to a spacious deck where you can watch beautiful sunsets, while the sunroom overlooks the backyard and fills the home with natural light. Lower level offers a flexible workout or playroom. Convenient to the Merritt Parkway, shopping, and all that Greenwich has to offer.

21 Zygmont Ln, Greenwich

36 Almira Dr Unit A, Greenwich
$1,805,000
4 Beds ⋅ 4 Baths ⋅ 24188168 MLS ⋅ Pemberwick Greens Condo Association - Pending BLDG.
A rare opportunity to own a 2018-built stand-alone townhouse condo that lives like a single family home - thoughtfully designed, impeccably finished, low maintenance and move-in ready. KEY HIGHLIGHTS 2018 construction with luxury finishes - hardwood floors, marble countertops, custom built-ins throughout Chef's kitchen with premium stainless appliances, marble island, subway tile backsplash Butler's pantry with wine fridge and glass-front cabinetry - perfect for entertaining Grand primary suite - 17'6"14'7" bedroom, walk-in closet, spa bath with soaking tub & glass shower Finished basement with dedicated guest suite plus flexible family room & office space Private fenced backyard with bluestone patio and professional landscaping 1-car garage plus 2 additional outdoor parking spaces - total 3 spots

36 Almira Dr Unit A, Greenwich

19 Lakeview Dr, Greenwich
$1,800,000
24163785 MLS
Build your dream home on this exceptional parcel at 19 Lakeview Dr in Riverside, offering a rare opportunity to create a custom residence in one of Greenwich's most desirable neighborhoods. This property comes with a thoughtfully designed proposed site plan featuring a spacious new single-family home, modern driveway approach, and integrated stormwater management system, providing a strong foundation for future development. With approximately 18,507 square feet in the R-12 zone, the lot offers flexibility for a generous home footprint, outdoor living areas, and potential enhancements such as terraces or landscaped gardens, all while taking advantage of the natural topography. Ideally situated near local parks, shopping and transportation, this is a unique chance to bring your vision to life in a well-established residential setting. Buyers to perform their own due diligence and verify all approvals. House on land is sold as-is

19 Lakeview Dr, 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

9 Rex St, Greenwich
$1,749,000
4 Beds ⋅ 3 Baths ⋅ 24169199 MLS
Beautiful 4-bedroom, 3-full bath Colonial home built in 2000, situated at the end of a quiet cul-de-sac. This residence offers water views of Caroline Pond along the Byram River directly from the front porch. The home features 9-foot ceilings and hardwood floors throughout. Key highlights include: Main Floor: A light-filled open flow featuring an eat-in kitchen, a living room with a fireplace, a dining room with a bay window, a private office, and a mudroom entry. Second Floor: A primary suite with a full bath and walk-in closets, plus three additional spacious bedrooms and a hall bath. Outdoor Space: An entertaining patio equipped with a wood-burning pizza oven and a fire pit. The property provides easy access to Pemberwick Park's hiking trails, tennis courts, and playground, and is located just minutes away from the train station and Greenwich Avenue.

9 Rex St, Greenwich

11 Lafayette Ct Unit 1C, Greenwich
$1,700,000
2 Beds ⋅ 3 Baths ⋅ 24169594 MLS ⋅ Greenwich Towers BLDG.
Renovated down to the studs in 2023, no expense was spared in redesigning this two-story residence in a beautiful art deco luxury building in the heart of central Greenwich. The eat-in kitchen with marble countertops, custom cabinets and Thermador appliances is open to the dining area and living room with electric fireplace. Beside the kitchen is a built-in home office and door to your private terrace. On the second floor is the primary bedroom with dual closets and an ensuite bathroom featuring dual sinks, a soaking tub, large shower, and marble throughout. The second bedroom, bathroom, and in-unit laundry complete this floor. Amenities include a common rooftop with L.I. Sound and NYC views, a storage unit, and 2 dedicated parking spaces in secure garage. Highest and Best - Monday April 27 - 5 pm.

11 Lafayette Ct Unit 1C, Greenwich

21 Amherst Rd, Greenwich
$1,700,000
5 Beds ⋅ 3 Baths ⋅ 24155152 MLS
First Time on the Market! Set on a quiet, sought-after street, this spacious five-bedroom, three-bath split-level home spans 2,911 square feet of bright, comfortable space. The main level features an eat-in kitchen and a large open dining and family room with an electric fireplace, ideal for gathering and everyday living. Sliders off the dining and family area lead to a generous deck overlooking a level yard, well suited for indoor-outdoor entertaining. A sun-filled living room with a bay window adds welcoming charm. The upper level includes a large great room, providing valuable flexible space for recreation, work, or relaxing. A walk-out lower level adds even more versatility, well suited to a playroom, home office, gym, or multi-generational living needs. Central air, a one-car garage, and abundant space throughout complete this desirable opportunity in Riverside.

21 Amherst Rd, Greenwich

Greenwich
$1,675,000
4 Beds ⋅ 4 Baths ⋅ 24174070 MLS
Charming Cotswold-style home in a convenient Western Greenwich neighborhood, custom built by its builder/owner with exceptional attention to detail and timeless aesthetic. This beautifully designed residence offers 4 bd and 3.5 ba. including a relaxing private sauna. The gourmet kitchen opens to a formal dining room featuring custom built-ins, perfect for entertaining. A spacious, light-filled living room with fireplace and built-ins creates a warm and inviting atmosphere. Upstairs includes a lovely primary bedroom with walk-in closet and French doors and two charming double bedrooms with a hall bath. The large walkout lower level includes a bdrm/rec room, mudroom, sauna, and access to the garage with an additional storage room. A rare blend of character, comfort, and convenience in a sought location.

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

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

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

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

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