Homes for Sale near Western Middle School

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  /31

  $8,880,000

  • 6 Beds
  • 8 Baths
  • 7,718 Sq Ft

  15 Vineyard Ln, Greenwich, CT 06831

  Location, location, location! This stunning stone colonial sits on 2 park like acres just minutes from downtown Greenwich. With over 9,000 sq ft of beautiful living space, this 6-bedroom, 6.5-bath home offers graciously scaled rooms and an exceptional floor plan. The luxurious primary suite features a fireplace, dual bathrooms, and walk-in closets. Enjoy the spacious playroom over the garage, a

  

  Megan Sullivan

  Douglas Elliman of Connecticut

  15 Vineyard Ln, Greenwich, CT 06831
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  Explore Western Middle School

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  /14

  $14,495,000

  • 7 Beds
  • 11 Baths
  • 14,000 Sq Ft

  532 Round Hill Rd, Greenwich, CT 06831

  Set along prestigious Round Hill Road in backcountry Greenwich, this new construction estate offers a rare opportunity to create a modern country retreat of exceptional scale and refinement. At approximately 14,000 +/- SF with 7 bedrooms, the residence blends classic Greenwich architecture with a more contemporary sense of light, glass, and indoor-outdoor living. Plans include gracious formal and

  

  Danielle Malloy

  Serhant Connecticut LLC

  532 Round Hill Rd, Greenwich, CT 06831
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  /26

  $2,400,000

  • 4 Beds
  • 4 Baths
  • 2,280 Sq Ft

  9 Columbus Ave, Greenwich, CT 06830

  Rare Greenwich opportunity! This side-by-side duplex at 9 Columbus Ave sits on a quiet dead-end street in Chickahominy - offering the perfect house-hack setup: live in one unit and rent the other, or hold both as a turnkey investment. Each unit features 2 bedrooms and 1.5 baths across 1,112 sq ft of well-designed living space, for a total of 2,280 sq ft. Built in 1997, this move-in ready property

  

  Arian Hoxha

  Serhant Connecticut, LLC

  9 Columbus Ave, Greenwich, CT 06830
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  /50

  $7,395,000

  $400K PRICE INCREASE

  • 6 Beds
  • 10 Baths
  • 6,799 Sq Ft

  306 Round Hill Rd, Greenwich, CT 06831

  Honored for its remarkable architectural reimagining with the 2021 HOBI Award for Best New Old Home Remodel, this privately set 6-bedroom estate--originally built in 1804 and rebuilt in 2015 by Roger Ferris + Partners--rests on approximately 2.53 gated acres behind a gracious motor court, pairing classic architecture with contemporary design. Natural light pours through oversized windows across a

  

  Megan Sullivan

  Douglas Elliman of Connecticut

  306 Round Hill Rd, Greenwich, CT 06831
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  /66

  $6,250,000

  $550K PRICE DROP

  • 5 Beds
  • 10 Baths
  • 7,632 Sq Ft

  21 Calhoun Dr, Greenwich, CT 06831

  Welcome to Park Hill, a legacy property--reimagined for the way you live today. This 1923 English Manor tucked within a prestigious private association, offering the perfect escape just moments from NYC. Thoughtfully updated for today's lifestyle while preserving its timeless architectural pedigree, this is a rare opportunity to own a true Greenwich estate with the ease and sophistication sought

  

  Danielle Claroni

  Sotheby's International Realty

  21 Calhoun Dr, Greenwich, CT 06831
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  /43

  $19,950,000

  $1M PRICE DROP

  • 8 Beds
  • 12 Baths
  • 14,071 Sq Ft

  8 Fox Run Ln, Greenwich, CT 06831

  Perfectly sited on a quiet lane minutes from Greenwich Avenue, this 2024 SBP home offers serenity on nearly 5.5 gated acres. Walls of glass flood the interiors with natural light, highlighting 7'' white oak floors, a dramatic foyer, Calacatta marble fireplaces and Bocci lighting across 11,000+ sq ft. The open plan features a Bulthaup kitchen, living room with bar, and main-level bedroom suite or

  

  Megan Sullivan

  Douglas Elliman of Connecticut

  8 Fox Run Ln, Greenwich, CT 06831
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  /28

  $2,400,000

  • 8 Beds
  • 4 Baths
  • 5,250 Sq Ft

  11 Columbus Ave, Greenwich, CT 06830

  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

  

  Arian Hoxha

  Serhant Connecticut, LLC

  11 Columbus Ave, Greenwich, CT 06830
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  /48

  $2,100,000

  • 4 Beds
  • 4 Baths
  • 3,986 Sq Ft

  14 Rockland Place, Greenwich, CT 06831

  Spacious Colonial with nearly 4,000 sq ft on a quiet cul-de-sac in the heart of Pemberwick. The bright main level offers a living room with a fireplace, an open eat-in kitchen with an island and breakfast bar, a pantry, a dining area, one bedroom, and a full bath. Upstairs features the primary suite with a walk-in closet and en-suite bath, two additional bedrooms, a hall bath, laundry, and a

  

  Juliana Serrao

  William Raveis Real Estate

  14 Rockland Place, Greenwich, CT 06831
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  /44

  $2,699,000

  • 5 Beds
  • 4.5 Baths
  • 3,216 Sq Ft

  43 Burdsall Dr, Greenwich, CT 06831

  Elegant 2023 new construction/renovation offering 5 bedrooms, 4 full and 1 half baths on four finished levels of exceptional living. Designed w/custom millwork, sophisticated finishes, and all-new systems throughout. The gourmet kitchen features premium SS appliances, dual seating areas, and a walk-in pantry, opening to beautifully scaled living and entertaining spaces. A sun-drenched living room

  Kelly Feda Coldwell Banker Realty

  43 Burdsall Dr, Greenwich, CT 06831
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  /53

  $5,450,000

  • 6 Beds
  • 9 Baths
  • 7,738 Sq Ft

  897 Lake Ave, Greenwich, CT 06831

  This exceptional contemporary home on a quiet cul-de-sac has been transformed with a complete meticulous custom renovation. The dramatic yet highly functional home is being offered fully furnished with Roche Bobois furniture in addition to Barovier & Toso Venetian light fixtures throughout the home. The beautiful parklike grounds encompass 4 acres including a tennis court, pool with spa and large

  Christopher Finlay Brown Harris Stevens CT, LLC

  897 Lake Ave, Greenwich, CT 06831
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  /19

  $899,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,624 Sq Ft

  17 Rex St, Greenwich, CT 06831

  Welcome to 17 Rex Street, where charm & comfort come together in one of Greenwich's most convenient neighborhoods. Set within the Glenville School District, the home enjoys excellent proximity to parks, schools, shopping, dining, highways, & public transportation. Just minutes from the heart of Glenville, you'll enjoy quick access to some of Greenwich's newest restaurants, shops, & neighborhood

  Jen Turano Compass Connecticut, LLC

  17 Rex St, Greenwich, CT 06831
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  /41

  $1,525,000

  $174K PRICE DROP

  • 6 Beds
  • 3 Baths
  • 2,592 Sq Ft

  37 Prospect St, Greenwich, CT 06830

  Well-maintained & fully renovated 2-family property offering exceptional flexibility, strong rental potential, and owner-user appeal. Truly a perfect investment opportunity. Unit 1 features a newly updated 2 to 3-bedroom layout with modern kitchen, in-unit laundry, private deck, and off-street parking. Unit 2 offers 3 bedrooms, open-concept eat-in kitchen & living area, den/study, 2 full baths, &

  Kelly Feda Coldwell Banker Realty

  37 Prospect St, Greenwich, CT 06830
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  /45

  $4,495,000

  Open Sat 12PM - 3PM $500K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 5,482 Sq Ft

  7 Bailiwick Rd, Greenwich, CT 06831

  This stunning new construction filled with natural light features an open floor plan and soaring ceilings. The three -story foyer leads into an expansive living room, elegant formal dining room with access to the bluestone deck and a generous family room. Spectacular kitchen boasts top of the line sub-zero and wolf appliances, two large islands, skylights, a bright breakfast area and built-in

  Maria Ruggeberg William Raveis Real Estate

  7 Bailiwick Rd, Greenwich, CT 06831
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  /8

  $18,999,000

  New Construction

  • 6 Beds
  • 12 Baths
  • 17,197 Sq Ft

  528 Round Hill Rd, Greenwich, CT 06831

  Stunning New Construction. A Grand Estate of Architectural Distinction. This Incredible new build was Conceived and will be Constructed without Compromise. A build of enduring significance beautifully set on 4 acres. Spanning 17,197 square feet, this residence achieves extraordinary vertical volume with 11-foot ceilings on the main level and a breathtaking two-and-a-half-story family room framed

  Kathryn Bates Compass Connecticut, LLC

  528 Round Hill Rd, Greenwich, CT 06831
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  /28

  $24,000,000

  • 10 Beds
  • 16 Baths
  • 15,820 Sq Ft

  5 & 7 John St, Greenwich, CT 06831

  Robin Hill Farm' and 'Smokey Hill Farm' are situated at one of the highest points in Greenwich in bucolic backcountry. This magnificent estate encompasses the main house, represented in this listing data sheet, two cottages, stables and gorgeous paddocks, Indoor and outdoor pools, tennis house, tennis court, and two ethereal fountains. Originally designed in 1937 by Augusta L.Noel (designer of

  Shelly Tretter Lynch Compass Connecticut, LLC

  5 & 7 John St, Greenwich, CT 06831
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  /19

  $1,150,000

  • 3 Beds
  • 2.5 Baths
  • 2,240 Sq Ft

  149 Byram Rd Unit B, Greenwich, CT 06830

  This sunlit townhouse effortlessly combines style, comfort, and convenience. With 9-foot ceilings and hardwood floors on the first two levels, the open-concept design flows into a gourmet kitchen featuring stainless steel appliances, granite countertops, and a center island with a breakfast bar. Conveniently located 1/2 bathroom next to the front door. Step outside to a private stone terrace,

  Cesar Rabellino Compass Connecticut, LLC

  149 Byram Rd Unit B, Greenwich, CT 06830
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  /29

  $4,250,000

  $250K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 4,573 Sq Ft

  16 Vineyard Ln, Greenwich, CT 06831

  Set on two picturesque acres in a premier Greenwich estate neighborhood, this exceptional property offers the perfect canvas to design and build your ultimate dream home. Surrounded by natural beauty with a serene, park-like setting, it provides both privacy and prestige. Ideally located just minutes from downtown, Greenwich Avenue, top-rated schools, and the Metro-North train station, offering

  Alison Farn-Leigh Brown Harris Stevens CT, LLC

  16 Vineyard Ln, Greenwich, CT 06831
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  /44

  $1,590,000

  • 2 Beds
  • 3 Baths
  • 2,406 Sq Ft

  30 Chapel St, Greenwich, CT 06831

  Original farm house (unit 1) was renovated in 2018. The tiled entry leads to the family room w adjoining dining room and full bath.. Kitchen features modern white cabinets, quartz countertops, stainless steel appliances and separate pantry. Second floor features a landing leading to the bedroom with ensuite bath and large office/WIC. Separate laundry area and door to access the rear yard. 3rd

  Michael Thornton White Oak Realty, Inc.

  30 Chapel St, Greenwich, CT 06831
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  /27

  $7,599,000

  $396K PRICE DROP

  • 5 Beds
  • 8 Baths
  • 9,716 Sq Ft

  24 Stillman Ln, Greenwich, CT 06831

  Sport lovers dream - Set on a quiet cul-de-sac within Sherwood Farms, this custom-built 2013 residence offers four finished levels of thoughtfully designed living space paired with exceptional recreational and lifestyle amenities. High ceilings, abundant natural light and seamless flow define the main level, where formal living and dining rooms connect effortlessly to an expansive open-concept

  Amanda Bates Houlihan Lawrence Inc.

  24 Stillman Ln, Greenwich, CT 06831
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  /57

  $5,400,000

  • 5 Beds
  • 9 Baths
  • 8,603 Sq Ft

  20 Oak St, Greenwich, CT 06831

  Set on a quiet private lane, this 8,600-square-foot residence spans four finished levels with elevator access throughout. A marble entry gallery with soaring ceilings introduces expansive living and entertaining spaces, including a formal dining room with wet bar, chef's kitchen with Viking, Bosch, and Sub-Zero appliances, and a sunlit family room opening to outdoor dining areas. The home offers

  Matthew Tallett Brown Harris Stevens CT, LLC

  20 Oak St, Greenwich, CT 06831
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  /23

  $1,595,000

  • 4 Beds
  • 3.5 Baths
  • 2,674 Sq Ft

  151 Hamilton Ave, Greenwich, CT 06830

  Beautifully refreshed, this inviting 4-bedroom home blends classic character with modern comfort just moments from downtown Greenwich. As one of only two homes in a Planned Unit Development, this charming home features an updated kitchen that opens to a comfortable family room, along with a welcoming living room and formal dining room - ideal for both everyday living and entertaining. The second

  Joanne Mancuso Houlihan Lawrence

  151 Hamilton Ave, Greenwich, CT 06830
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  /22

  $759,000

  • 2 Beds
  • 2.5 Baths
  • 1,366 Sq Ft

  150 Prospect St Unit 26, Greenwich, CT 06830

  This spacious two-bedroom, two-and-a-half-bathroom Greenwich townhouse offers an ideal blend of modern open-concept living and unbeatable in-town convenience. The main level features an updated kitchen with stainless appliances, dining room area, and large living room with fireplace that flow together seamlessly. A powder room completes this floor. Upstairs, two en-suite bedrooms each include a

  Judy Croughan William Pitt Sotheby's Int'l

  150 Prospect St Unit 26, Greenwich, CT 06830
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  /42

  $7,599,000

  • 5 Beds
  • 9 Baths
  • 9,716 Sq Ft

  24 Stillman Ln, Greenwich, CT 06831

  Sport Lovers Dream - Set at end of a quiet cul-de-sac on Stillman Lane, this custom-built 2013 residence offers 4 finished levels of thoughtfully designed living space on 1.2 level acres w putting green. High ceilings, abundant natural light and seamless flow define the main level, where formal living and dining rooms connect effortlessly to an expansive open-concept kitchen and family room with

  Amanda Bates Houlihan Lawrence

  24 Stillman Ln, Greenwich, CT 06831
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  /28

  $990,000

  $110K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  22 Nedley Ln, Greenwich, CT 06831

  Lovingly maintained by the same family for 54 years, this charming 3-bedroom, 2.5-bath home offers the perfect blend of seclusion and convenience. Set back at the end of a cul-de-sac, it is a private, tranquil oasis. Thoughtful updates include a newer roof, gorgeous new kitchen cabinetry, fresh paint, and new lower-level flooring. An expansive yard and two stunning decks invite you to relax and

  Monica Collins Anderson Associates, Ltd.

  22 Nedley Ln, Greenwich, CT 06831
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  /12

  $8,495,000

  • Land
  • 9.3 Acres
  • $913,441 per Acre

  65 John St, Greenwich, CT 06831

  Rare opportunity to create your own sophisticated country retreat comprising 9.3 private, peaceful acres overlooking Closes Pond and bordering the Audubon Preserve with miles of scenic trails in the heart of bucolic Backcountry. This extraordinary parcel is steeped in natural beauty with an allee of crab apple trees, grove of Linden trees and sweeping views. Tucked away behind a gated entry and

  James Hoffman Houlihan Lawrence

  65 John St, Greenwich, CT 06831
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  /36

  $2,495,000

  • 4 Beds
  • 4 Baths
  • 3,492 Sq Ft

  33 Mead Ave, Greenwich, CT 06830

  Welcome to the Cummings-Wilson House, built in 1835 for a ship captain, a rare Federal-style antique in the heart of Cos Cob. This 4-bedroom, 4-bath home, including two en-suite baths, spans 3,492+ sqft on a 0.28-acre fenced, level lot. Preserved details include unadorned plaster walls and 9-foot ceilings throughout. A 2010 addition matches the original architecture seamlessly, while a

  Jeffrey Jackson Corcoran Centric Realty

  33 Mead Ave, Greenwich, CT 06830
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  /7

  $2,895,000

  • Land
  • 4.31 Acres
  • $671,694 per Acre

  67 Bedford Rd, Greenwich, CT 06831

  Discover a rare opportunity to build your dream estate on more than 4 beautiful, level acres in backcountry Greenwich. Surrounded by multi-million-dollar homes, this exceptional property offers both privacy and convenience, located near Audubon with easy access to the Merritt Parkway, Glenville, and Armonk. Adding to its appeal, the previous structure has been removed, along with the underground

  Natalya Parker William Raveis Real Estate

  67 Bedford Rd, Greenwich, CT 06831
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  /19

  $2,650,000

  • 4 Beds
  • 3.5 Baths
  • 2,120 Sq Ft

  73 Thunder Mountain Rd, Greenwich, CT 06831

  Charming center hall colonial at the end of a quiet mid country cul-de-sac. The location is convenient yet offers wonderful seclusion. Set on a park-like, level 2.3 acres, this property is abuts conservation land and exudes privacy. This 4 bedroom and 3+ bath home has an updated kitchen with Bosch appliances, a finished lower level with a sauna as well a generous living room with wood burning

  Brett Smith Brown Harris Stevens CT, LLC

  73 Thunder Mountain Rd, Greenwich, CT 06831
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  /47

  $1,895,000

  Open Sat 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 3,049 Sq Ft

  52 Francis Ln, Greenwich, CT 06831

  Located in one of Greenwich's most desirable neighborhoods, this meticulously maintained home offers the perfect blend of timeless elegance and modern comfort. Thoughtfully designed living spaces are filled with natural light and feature gracious proportions ideal for both everyday living and entertaining. The inviting open floor plan showcases spacious formal and casual gathering areas with

  Roberta Jurik BHHS New England Properties

  52 Francis Ln, Greenwich, CT 06831
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  /23

  $949,000

  • 3 Beds
  • 2 Baths
  • 2,202 Sq Ft

  117 Hamilton Ave, Greenwich, CT 06830

  Spacious 2-Family home in the heart of Chickahominy offering a unique opportunity for investors, contractors, or buyers looking to create value. Renovate, rent out as investment property, live in one, and have the 2nd apartment help pay your mortgage, or restore back to single family residence in a great neighborhood location. Sidewalk to downtown Greenwich & train (.6 mile), elementary school

  Vicky Harris William Raveis Real Estate

  117 Hamilton Ave, Greenwich, CT 06830
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  /44

  $1,650,000

  • 4 Beds
  • 3 Baths
  • 2,495 Sq Ft

  347 Delavan Ave, Greenwich, CT 06830

  Jakob Satir William Raveis Real Estate

  347 Delavan Ave, Greenwich, CT 06830
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  /31

  $1,295,000

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,843 Sq Ft

  14 Greenwich Hills Dr Unit 14, Greenwich, CT 06831

  Spacious and thoughtfully renovated condominium offering the perfect blend of comfort, style and functionality. The heart of the home is an open concept gourment kitchen with island ideal for both everyday living and entertaining. The second floor features three generously sized bedrooms including an en-suite primary with walk in closet. The large finsihed lower level provides exceptional

  Marje Vance Allocco Sotheby's International Realty

  14 Greenwich Hills Dr Unit 14, Greenwich, CT 06831
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  /34

  $1,995,000

  • 3 Beds
  • 2.5 Baths
  • 2,243 Sq Ft

  24 Hardscrabble Rd, Greenwich, CT 06831

  Spectacular setting! A true nature lover's paradise-where privacy and natural beauty meet.At the end of a private lane,this home offers a serene escape in the heart of back-country Greenwich.The 2 acre property is bordered on 3 sides by the beautiful Audubon property. Enjoy breathtaking woodland views from almost every room. Relax on the deck and listen to birds. Forget the ''to-do'' list--it's

  Elizabeth Johnson BHHS New England Properties

  24 Hardscrabble Rd, Greenwich, CT 06831
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  /39

  $7,995,000

  • 7 Beds
  • 7 Baths
  • 9,608 Sq Ft

  27 Locust Rd, Greenwich, CT 06831

  Set on 4.1 beautifully landscaped acres at the corner of Locust Road and Carpenters Brook, this exceptional Greenwich estate blends timeless elegance, privacy, and resort-style living. A sweeping circular driveway leads to the approximately 8,300-square-foot main residence, surrounded by mature trees, flowering gardens, stone walls, and expansive lawns designed by Wesley Stout Landscape

  Julie Church Houlihan Lawrence

  27 Locust Rd, Greenwich, CT 06831
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  /57

  $12,900,000

  • 8 Beds
  • 13 Baths
  • 13,268 Sq Ft

  550 Round Hill Rd, Greenwich, CT 06831

  Nestled on 4.09 acres in Greenwich, CT, this breathtaking 8-bedroom Georgian Colonial estate offers unparalleled elegance and privacy. Commanding spectacular big sky views from its perch 560' above sea level, the property features exquisite formal gardens, and pool. Inside, grand-scale rooms with soaring ceilings, masterful stonework, elegant millwork, and arches create a luxurious atmosphere.

  Stephen Archino Sotheby's International Realty

  550 Round Hill Rd, Greenwich, CT 06831
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  /18

  $799,000

  • 2 Beds
  • 2 Baths
  • 1,258 Sq Ft

  15 Henry St, Greenwich, CT 06830

  Multifamily development opportunity. Currently a single family home. Ideal for investors, builders, or end-users looking to customize. Convenient access to Metro-North in a downtown up and coming Byram location. As-Is. Unit mix listed is proposed.

  Mike Parelli Mike Parelli Real Estate, LLC

  15 Henry St, Greenwich, CT 06830
• 

  

  /16

  $1,500,000

  Coming Soon

  • 1 Bed
  • 1 Bath
  • 1,512 Sq Ft

  1365 King St, Greenwich, CT 06831

  This home is set on 2 level acres in a 4 acres zone with incredible light and potential. The private location is conveniently located to Greenwich's Griff Public Golf Course, Augustine's Farm, Merritt Parkway, 684, Glenville, and Armonk. Create a custom estate with your builder/architect on this special tranquil property. House sold as is.

  Jill Kelly Sotheby's International Realty

  1365 King St, Greenwich, CT 06831
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  /7

  $150,000

  • Land
  • 5,719 Sq Ft
  • $1,142,422 per Acre

  28 1/2 Pilgrim Dr, Port Chester, NY 10573

  Attention! An exceptional opportunity awaits you! Seize the chance to own a plot of land nestled in a residential neighborhood. This inviting .131 acre property is now available at an incredibly reasonable price, just waiting for someone like you to embark on the exciting journey of exploration and development. Unlock the potential of this land and explore the numerous possibilities it offers.

  Iris Kalt Berkshire Hathaway HS NY Prop

  28 1/2 Pilgrim Dr, Port Chester, NY 10573
• 

  

  /23

  $10,350,000

  • 5 Beds
  • 4 Baths
  • 8,223 Sq Ft

  111 Byram Shore Rd, Greenwich, CT 06830

  Dramatic views of Long Island Sound extend from this spectacular 1.50-acre property with 185 ft of direct water frontage, an 80-ft dock, a sandy boat launch and a 528 sq.ft. antique cottage. Walls of glass in the current 5-bedroom residence open to a spectacular deck with pool and panoramic views. Once part of the 43-acre Edgar Marston estate, the property includes c.1885 Queen Anne-style cottage

  Joseph Barbieri Sotheby's International Realty

  111 Byram Shore Rd, Greenwich, CT 06830
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  /32

  $3,990,000

  $260K PRICE DROP

  • 5 Beds
  • 6 Baths
  • 5,230 Sq Ft

  34 Thunder Mountain Rd, Greenwich, CT 06831

  Welcome to 34 Thunder Mountain Rd - Set on a quiet cul-de-sac with easy access to Glenville, Central Greenwich and Westchester. Substantially re-built in 2024/2025 this meticulous home has had many improvements since the current owner purchased - including generator, custom closets, landscaping, irrigation, custom window treatments, and humidification / water filtration system. Modern light

  Robert Johnson Brown Harris Stevens CT, LLC

  34 Thunder Mountain Rd, Greenwich, CT 06831

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