Greenwich, CT Homes for Sale with Acreage

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  /63

  $7,495,000

  • 6 Beds
  • 6.5 Baths
  • 6,943 Sq Ft

  530 Round Hill Rd, Greenwich, CT 06831

  Set on 4.3 picturesque acres along coveted Round Hill Rd, the original main residence of historic Field View Farm is a distinguished pre-war Georgian Colonial of exceptional quality, long associated with one of the area's notable legacy estates. A long sweeping private driveway introduces the stately brick and clapboard home, thoughtfully and comprehensively renovated to today's highest standards

  

  Danielle Malloy

  Serhant Connecticut LLC

  (203) 350-6918

  530 Round Hill Rd, Greenwich, CT 06831
• Explore Greenwich

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  /3

  $7,500,000 New Construction

  • 6 Beds
  • 9 Baths
  • 10,134 Sq Ft

  94 Porchuck Rd, Greenwich, CT 06831

  2026 NEW CONSTRUCTION - CAN FULLY CUSTOMIZE AT THIS STAGE. Set back on a quiet private drive in a coveted central Greenwich location, this 12,000+/- sq ft modern masterpiece sits on 5.59 serene acres with exceptional landscaping and privacy. Designed for today's lifestyle, it offers 6 ensuite bedrooms, 7 full and 2 half baths, and four levels of refined living. Expansive windows, soaring

  

  Brett Lieberman

  The Riverside Realty Group

  (475) 473-9501

  94 Porchuck Rd, Greenwich, CT 06831
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  /7

  $1,995,000

  • Land
  • 2.35 Acres
  • $848,936 per Acre

  484 Cognewaugh Rd, Cos Cob, CT 06807

  Beautiful setting abutting 14+ Acres of Greenwich Land Trust and 3 minutes to Mianus River Park.

  Mairead O'Sullivan Compass Connecticut, LLC

  484 Cognewaugh Rd, Cos Cob, CT 06807
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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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  /47

  $6,500,000

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

  21 Calhoun Dr, Greenwich, CT 06831

  Welcome to ''Park Hill'', a reimagined 1923 English Manor in a Prestigious Private Association. Thoughtfully refreshed for modern living while preserving the architectural character that makes it timeless. Set on 1.81 private, park-like acres, this 7,632 sq. ft. manor blends historic charm with contemporary luxury in a way few properties can. 1923 English Tudor Revival with 2025 updates. Rare

  Danielle Claroni Sotheby's International Realty

  21 Calhoun Dr, Greenwich, CT 06831
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  /17

  $1,550,000

  • 3 Beds
  • 2.5 Baths
  • 1,940 Sq Ft

  50 Church St Unit 5, Greenwich, CT 06830

  Spectacular and immaculate modern design with an open floor plan. The eat-in kitchen has generous counter space and flows freely to a dining area with an oversized glass window allowing in ample light. The living room hosts a wood-burning fireplace, hardwood floors, and is easily accessible to the center foyer, central air, a large rear yard with a patio and easy access to restaurants, shops,

  Barbara Zaccagnini Coldwell Banker Realty

  50 Church St Unit 5, Greenwich, CT 06830
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  /7

  $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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  /49

  $3,499,000

  • 5 Beds
  • 4.5 Baths
  • 5,389 Sq Ft

  399 Stanwich Rd, Greenwich, CT 06830

  Set amid scenic beauty, this custom-built Colonial offers over 5,300± square feet of elegant living space across four levels, complete with an indoor swimming pool and a charming guest cottage. Sun-filled formal living and dining rooms showcase soaring ceilings and beautiful natural light, while the kitchen with breakfast room opens to a comfortable family room. The serene primary suite provides

  Leslie McElwreath Sotheby's International Realty

  399 Stanwich Rd, Greenwich, CT 06830
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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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  /32

  $6,650,000

  • 7 Beds
  • 8.5 Baths
  • 10,723 Sq Ft

  28 Thunder Mountain Rd, Greenwich, CT 06831

  Bathed in natural light, this exquisitely designed stone and clapboard home embodies today's look & lifestyle. The stunning residence set on 2 lovely acres in a quiet neighborhood blends timeless architecture with modern elegance. Soaring ceilings and an airy layout connect the double-height foyer, elegant formal rooms and a chef's eat-in kitchen adjoining the vaulted family room. The serene

  B.K. Bates Houlihan Lawrence

  28 Thunder Mountain Rd, Greenwich, CT 06831
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  /18

  $15,000,000

  • 8 Beds
  • 10.5 Baths
  • 10,171 Sq Ft

  16 Windrose Way, Greenwich, CT 06830

  Waterfront estate in coveted Mead Point, one of a few gated communities in Greenwich, ready for the next chapter. Prominently sited on 2 glorious acres with 225' of shorefront, luxurious pool and expansive open lawns. Amazing privacy with the Windrose Association 5-acre park next door, which has dock with electricity & water. Seven ensuite bedrooms; main floor primary suite. Grand reception hall

  Amanda Miller Houlihan Lawrence

  16 Windrose Way, Greenwich, CT 06830
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  /29

  $4,200,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 5.5 Baths
  • 6,150 Sq Ft

  10 Wyckham Hill Ln, Greenwich, CT 06831

  Completely renovated inside and out in 2019, this Georgian-style brick estate lives like new, offering approximately 6,100 square feet of elegant living space, including a 1,323-square-foot finished lower level. Set on over 4 manicured acres at the end of a quiet cul-de-sac and bordered by open space and the 297-acre Babcock Preserve, the property provides exceptional privacy and tranquil views.

  Eva Penson Sotheby's International Realty

  10 Wyckham Hill Ln, Greenwich, CT 06831
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  /30

  $8,750,000

  • 5 Beds
  • 8 Baths
  • 9,619 Sq Ft

  10 Birch Ln, Greenwich, CT 06830

  Impeccably constructed colonial in Greenwich's Golden Triangle on 1.35 acres with pool bordered by a scenic pond. A double-height foyer leads to the formal living room and library, both with fireplaces. Chef's kitchen adjoins the family room with fireplace, butler's pantry, and formal dining room. French doors open to terrace with heated pool, barbecue and firepit. Mudroom and attached 4-car

  Joseph Barbieri Sotheby's International Realty

  10 Birch Ln, Greenwich, CT 06830
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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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  /32

  $4,500,000

  • 7 Beds
  • 7 Baths
  • 5,842 Sq Ft

  379 Round Hill Rd, Greenwich, CT 06831

  This beautifully renovated backcountry retreat with a pool, guest cottage, and garage apartment sits on just over an acre on Round Hill Road. The main home welcomes you with a sunlit living room anchored by a bay window and fireplace, a cozy library lined with built-ins, and an elegant formal dining room perfect for gatherings. The gourmet kitchen—with double islands, a breakfast area, and French

  Julie Church Houlihan Lawrence

  379 Round Hill Rd, Greenwich, CT 06831
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  /40

  $7,950,000 Coming Soon

  • 6 Beds
  • 9 Baths
  • 11,472 Sq Ft

  108 Husted Ln, Greenwich, CT 06830

  A rare offering of refined luxury and meticulous craftsmanship, 108 Husted Lane is a stunning estate that has been extensively renovated and enhanced, blending timeless architecture with modern sophistication. Set behind stone walls and surrounded by mature landscaping, this exceptional residence offers unparalleled privacy, scale, and comfort. The home has undergone significant, high-caliber

  Joy Kim Metalios Houlihan Lawrence

  108 Husted Ln, Greenwich, CT 06830
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  /39

  $13,995,000

  • 6 Beds
  • 8 Baths
  • 10,286 Sq Ft

  7 Parsonage Rd, Greenwich, CT 06830

  An extraordinary newly constructed residence in the heart of Greenwich, Seven Parsonage Road is a masterfully crafted white brick manor on 1.12 acres, defined by timeless elegance and modern sophistication. Spanning four expansive light filled levels served by an elevator, this six-bedroom, six full and two half-bathroom home offers over 10,200+/- square feet of meticulously designed living

  Leslie McElwreath Sotheby's International Realty

  7 Parsonage Rd, Greenwich, CT 06830
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  /44

  $18,500,000

  • 6 Beds
  • 9 Baths
  • 10,275 Sq Ft

  41 Meadow Wood Dr, Greenwich, CT 06830

  With breathtaking views of Long Island Sound, this custom-built Mediterranean-style home is nestled in an exclusive gated community known as Quarry Farm in Belle Haven. Featuring a terracotta-tiled roof, this luxurious home boasts 6-bedrooms and 6.3 baths on 4.7 acres of land. The central courtyard, which serves as the heart of the home, is surrounded by common living areas with extra-height

  Jennifer Ho Douglas Elliman of Connecticut

  41 Meadow Wood Dr, Greenwich, CT 06830
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  /34

  $8,250,000

  • 6 Beds
  • 9 Baths
  • 9,295 Sq Ft

  34 Dublin Hill Dr, Greenwich, CT 06830

  Ideally located on a picture-perfect cul-de sac, this Shingle Style house has had just one owner since it was built in 2005. A well-conceived 9,295 +/-SF floor plan comprises six bedrooms, seven full bathrooms and two powder rooms, plus five fireplaces. High ceilings invite an abundance of light, while exquisite millwork, rich hardwood floors and a desirable layout highlight the appealing

  Leslie McElwreath Sotheby's International Realty

  34 Dublin Hill Dr, Greenwich, CT 06830
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  /17

  $7,995,000

  • Land
  • 1.9 Acres
  • $4,207,895 per Acre

  2 Vista Dr, Greenwich, CT 06830

  Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

  Barbara Wells Houlihan Lawrence

  2 Vista Dr, Greenwich, CT 06830
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  /47

  $1,895,000

  • 3 Beds
  • 3 Baths
  • 3,994 Sq Ft

  198 E Middle Patent Rd, Greenwich, CT 06831

  GREENWICH'S ''Glass House'' — A Waterfront Wonder!Greenwich address, Stamford taxes & schools. Almost 4,000 sq.ft. of home.Step into a world of magic and light! This dazzling retreat offers shimmering pond views, a private dock for fishing, skating or canoeing for new memories. There is unforgettable architecture that brings nature indoors. Floor-to-ceiling windows flood the space with

  Janet Milligan Sotheby's International Realty

  198 E Middle Patent Rd, Greenwich, CT 06831
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  /31

  $3,195,000

  • 3 Beds
  • 3.5 Baths
  • 3,512 Sq Ft

  403 Stanwich Rd, Greenwich, CT 06830

  Come see this total and complete renovation!. New design, expanded Sq ft, custom hand built kitchen, all new mechanicals, roof, siding, windows, baths, etc. New granite pool deck, private 1.23 acres on desirable Stanwich rd. location.

  Stephen Kane Sotheby's International Realty

  403 Stanwich Rd, Greenwich, CT 06830
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  /14

  $35,000,000

  • Land
  • 66 Acres
  • $530,303 per Acre

  10 Cliffdale Rd, Greenwich, CT 06831

  Spanning approximately 66 acres, this exceptional parcel on Cliffdale Road in Greenwich features a harmonious blend of open pastures, mature woodlands, and cultivated areas. The landscape is rich and varied, with gently rolling fields giving way to dense forest and scenic natural trails, ideal for walking, horseback riding, or enjoying the serene surroundings. Measuring roughly half a mile in

  Peter Janis BHHS New England Properties

  10 Cliffdale Rd, Greenwich, CT 06831
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  /9

  $4,350,000

  • Land
  • 4 Acres
  • $1,087,500 per Acre

  6 Reynwood Manor, Greenwich, CT 06831

  Reynwood Manor | Exceptional opportunity to build on a coveted private road in Back Country Greenwich on 4 completely flat acres. FAR allows for up to 10,890 square feet of living space above grade. Moments from the Greenwich Polo Club, Babcock Preserve and Greenwich Audubon Center all while being 13 mins to Greenwich Avenue.

  Ryan Ciambriello Houlihan Lawrence

  6 Reynwood Manor, Greenwich, CT 06831
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  /17

  $7,995,000

  • Land
  • 1.9 Acres
  • $4,207,895 per Acre

  2 Vista Dr, Greenwich, CT 06830

  Stunning waterfront building lot in the private downtown Indian Harbor Association with 24-hour security. This gated community has many luxury waterfront homes in the district. The expansive lot has 1.9 acres in a 1/2 zone, allowing for a substantial home to be built. This lot is not subdividable. There is 290 feet of waterfront on Long Island Sound with its own pier and dock. The owners had

  Barbara Wells Houlihan Lawrence

  2 Vista Dr, Greenwich, CT 06830
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  /46

  $4,495,000

  • 6 Beds
  • 5 Baths
  • 5,744 Sq Ft

  40 Howard Rd, Greenwich, CT 06831

  Utilizing only the finest materials, this luxurious turnkey home will impress even the most discerning buyer. Completely rebuilt from top to bottom in 2025, it is essentially a brand-new house. Set on a serene 4.4-acre equestrian estate, the property offers exceptional privacy and outdoor enjoyment with a heated inground pool, horse barn with tack room, and expansive paddocks, adjacent to the

  Stefanie Lacoff BHHS New England Properties

  40 Howard Rd, Greenwich, CT 06831
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  /20

  $5,200,000

  • 5 Beds
  • 7 Baths
  • 5,040 Sq Ft

  868 North St, Greenwich, CT 06831

  Offered for the first time in nearly four decades, this exceptional 4 acre estate borders the 12th hole of the prestigious Stanwich Country Club. Perfectly level and beautifully landscaped ,the grounds surround a stately 5,000 sq. ft. Georgian Colonial residence featuring 5 bedrooms and 5 full and 2 half baths. French doors from all principal rooms open to a generous stone terrace--ideal for

  Harvey Thomas Sotheby's International Realty

  868 North St, Greenwich, CT 06831
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  /40

  $4,750,000

  • 6 Beds
  • 4.5 Baths
  • 6,106 Sq Ft

  23 Meeting House Rd, Greenwich, CT 06831

  2021 fully gut-renovated modern farmhouse awaits! Park-like property, secluded backcountry environment, on a charming cul-de-sac. A total transformation brings the traditional home into the 21st century with modern style. This home offers generous space, large walls of sunny windows, and a versatile floor plan for everyday living and entertaining. Situated on a private road without through

  Mikhail Faifman William Raveis Real Estate

  23 Meeting House Rd, Greenwich, CT 06831
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  /64

  $16,750,000

  • 5 Beds
  • 9 Baths
  • 13,031 Sq Ft

  50 Dingletown Rd, Greenwich, CT 06830

  Peace and tranquility amid 7.37 lush acres, just minutes from Downtown Greenwich: this is Harkaway Farm, a distinguished Georgian Colonial estate set behind stately stone pillars and impressive gates. A meandering drive carries you over a stone bridge fording a gentle stream, to the recently transformed home. Built exceptional craftsmanship the facade of the stately manner was preserved and

  Francine Ehrlich Sotheby's International Realty

  50 Dingletown Rd, Greenwich, CT 06830
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  /33

  $2,995,000

  • 4 Beds
  • 5.5 Baths
  • 4,500 Sq Ft

  38 Bedford Rd, Greenwich, CT 06831

  Welcome to Inspiration Farm, the first time this equestrian property is on the market in over 23 years. Between 2 stone pillars, enter a long, private, newly paved driveway, to approach a hidden gem that is now ready to be loved by new owners. This house contains 4+ generously sized bedrooms and 5.1 bathrooms with an easy flow floor plan. The gourmet, eat-in kitchen contains all recently updated

  Stefanie Lacoff BHHS New England Properties

  38 Bedford Rd, Greenwich, CT 06831
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  /32

  $2,850,000

  • 3 Beds
  • 3 Baths
  • 2,203 Sq Ft

  630 Steamboat Rd Unit 4AN, Greenwich, CT 06830

  Indian Harbor House is set on 2.27 acres of waterfront property and offers a rare opportunity to own a three-bedroom, three-bath penthouse with direct views of Greenwich Harbor in downtown Greenwich. This move-in-ready residence features an open, formal floor plan with a primary bedroom suite, spacious secondary bedrooms and baths, abundant closet space, formal living and dining rooms, an eat-in

  Curtis Wood William Raveis Real Estate

  630 Steamboat Rd Unit 4AN, Greenwich, CT 06830
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  /27

  $12,495,000

  • 6 Beds
  • 11 Baths
  • 10,421 Sq Ft

  537 North St, Greenwich, CT 06830

  Exquisite six-bedroom stone manor, executed to the highest standards, and sited atop a majestic knoll on 2.97 picturesque acres in the heart of Mid-Country Greenwich. Chic, sophisticated interiors by Amy Hirsch unfold across three levels of light-filled living space, highlighted by soaring ceilings, oversized custom windows, and every modern amenity. An elegant double-height entry hall with

  Leslie McElwreath Sotheby's International Realty

  537 North St, Greenwich, CT 06830
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  /25

  $5,795,000

  • 5 Beds
  • 5.5 Baths
  • 8,208 Sq Ft

  20 Cutler Rd, Greenwich, CT 06831

  A rare blend of privacy, luxury and modern design, this stunningly renovated 5-bed, 5-bath Colonial is set on 4 private acres with a heated pool. Spanning over 8,000 SF across three light-filled levels, the home offers exceptional living and entertaining spaces. Primary suite features vaulted ceiling and dual dressing rooms, while a dramatic family room showcases soaring ceiling and three walls

  B.K. Bates Houlihan Lawrence

  20 Cutler Rd, Greenwich, CT 06831
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  /30

  $4,995,000

  • 4 Beds
  • 3.5 Baths
  • 6,915 Sq Ft

  177 Indian Head Rd, Riverside, CT 06878

  Set on nearly 2 acres in one of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living and a sense of privacy and tranquility. A new cedar roof just completed in 2025. The first level features a living room with fireplace, expansive family room, formal dining room, and sunny gallery passageway with French doors. Access the secluded back patio from the open

  Remy Cook Corcoran Centric Realty LLC

  177 Indian Head Rd, Riverside, CT 06878
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  /31

  $2,350,000

  • 5 Beds
  • 5 Baths
  • 3,598 Sq Ft

  201 Shore Rd, Greenwich, CT 06830

  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 &

  Meg McAuley Kaicher Coldwell Banker Realty

  201 Shore Rd, Greenwich, CT 06830
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  /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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  /45

  $3,895,000

  • 7 Beds
  • 8 Baths
  • 9,267 Sq Ft

  43 Sterling Rd, Greenwich, CT 06831

  Exceptional 6.5 acre country compound located in a private gated association in Greenwich. This bucolic property unfolds with so much to offer. Manicured lawns, mature plantings and vistas complement the amenities which include a pool & spa, pool house, tennis & basketball courts & art studio or apartment. The home has a masterful blend of timeless architecture with hipped roofs, horizontal lines

  Barbara Wells Houlihan Lawrence

  43 Sterling Rd, Greenwich, CT 06831
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  /31

  $35,000,000

  • 8 Beds
  • 9 Baths
  • 9,300 Sq Ft

  10 Cliffdale Rd, Greenwich, CT 06831

  Nestled on 66 acres of picturesque pastures and woods, the historic Beinecke estate features a stunning 9,300 sq. ft. Georgian Colonial home. The main floor includes a grand entry hall, a cozy library with custom wood paneling, and a spacious living room with two fireplaces. A large screened porch offers sweeping views. The second floor boasts a luxurious primary suite with a fireplace, along

  Peter Janis BHHS New England Properties

  10 Cliffdale Rd, Greenwich, CT 06831
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  /32

  $2,950,000 Open Sun 1PM - 3PM

  • 5 Beds
  • 4.5 Baths
  • 4,209 Sq Ft

  145 Porchuck Rd, Greenwich, CT 06831

  Tucked away on two park-like acres, this expanded 1930s Cape blends timeless charm with modern comfort. Thoughtful updates inside and out create a seamless connection to nature: sweeping lawns, curated gardens, patios, and decks designed for entertaining or peaceful retreat. Sunlight pours through walls of windows and skylights, illuminating open living spaces that include a marble and granite

  Brendon DeSimone Compass Connecticut, LLC

  145 Porchuck Rd, Greenwich, CT 06831
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  /34

  $2,995,000

  • 3 Beds
  • 3.5 Baths
  • 3,648 Sq Ft

  10 Tomahawk Ln, Greenwich, CT 06830

  Ideally located near everything, this beautifully updated modern farmhouse-style home offers a perfect blend of comfort and elegance. Situated on a quiet cul-de-sac in Mid Country Greenwich, this private and peaceful residence features a custom design with striking architectural details. The spacious, open-concept living area boasts soaring 24-foot cathedral ceilings, a floor-to-ceiling

  Alison Farn-Leigh Brown Harris Stevens CT, LLC

  10 Tomahawk Ln, Greenwich, CT 06830

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