Greenwich, CT Homes for Sale with Acreage

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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

  (475) 265-6175

  15 Vineyard Ln, Greenwich, CT 06831
• Explore Greenwich

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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

  $6,395,000

  • 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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  /31

  $6,495,000

  • 5 Beds
  • 9 Baths
  • 13,474 Sq Ft

  386 North St, Greenwich, CT 06830

  This magnificent 9,974 sq ft estate seamlessly blends grand scale, craftsmanship, and modern luxury following an extensive 2025-2026 renovation. Set on 2.3 parklike acres in coveted Mid-Country Greenwich, just minutes from town, the home makes an immediate impression with a soaring two-story foyer introducing exquisitely appointed interiors defined by custom details and rich materials. Completed

  Jennifer Leahy Compass Connecticut, LLC

  386 North St, Greenwich, CT 06830
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  /27

  $8,495,000

  • 6 Beds
  • 7.5 Baths
  • 9,113 Sq Ft

  13 Wyckham Hill Ln, Greenwich, CT 06831

  Framed by mature trees, this brick Georgian-style home overlooks sweeping lake views on 4.26 sylvan acres with a pool and squash court. Custom-built by the current owners, the house blends traditional design with contemporary finishes and offers a sophisticated floor plan with six bedrooms, seven bathrooms, three double-sided fireplaces. Exquisite Christopher Peacock kitchen, walk-out lower level

  Leslie McElwreath Sotheby's International Realty

  13 Wyckham Hill Ln, 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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  /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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  /67

  $15,600,000

  • 8 Beds
  • 14 Baths
  • 17,121 Sq Ft

  164 Round Hill Rd, Greenwich, CT 06831

  Unrivaled in its beauty, design, build and landscape, this unparalleled Mid-Country estate showcases an extensive 4 year restoration and renovation by leading industry visionaries Sam Mitchell and Nordic Builders. This stunning eight-bedroom English Manor sits at the end of a long, gated driveway on Round Hill Road with spectacular European-inspired gardens, sparkling pool and three bed/three

  Julie Church Houlihan Lawrence

  164 Round Hill Rd, Greenwich, CT 06831
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  /8

  $8,995,000 New Construction

  • 6 Beds
  • 10 Baths
  • 10,216 Sq Ft

  2 Stillman Ln, Greenwich, CT 06831

  Exceptional 2026 new construction offering resort-style living across a main residence + pool house on a private one-acre lot close to town. Designed by Schettino, the main house features 5 bedrooms, 7 full baths + 2 powder rooms with a seamless, light-filled floor plan ideal for entertaining and everyday living. The second floor incl a luxurious primary suite w balcony, dual walk-in closets, +

  Amanda Bates Houlihan Lawrence

  2 Stillman 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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  /40

  $15,945,000

  • 6 Beds
  • 10 Baths
  • 11,211 Sq Ft

  30 Meadowcroft Ln, Greenwich, CT 06830

  Sited on over two acres of private, west-facing land in the heart of Greenwich's coveted Golden Triangle, this architectural modern masterpiece commands attention. Designed in collaboration with renowned architect William D. Earls, this 11,000+ sq ft six-bedroom estate showcases timeless design, masterful craftsmanship, and refined sophistication. Completed in 2018, the residence blends bold

  Jeffrey Jackson Corcoran Centric Realty

  30 Meadowcroft 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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  /18

  $7,450,000

  • 4 Beds
  • 5.5 Baths
  • 5,140 Sq Ft

  47 Husted Ln, Greenwich, CT 06830

  Elegant Regency style single-level living in a fabulous Greenwich location. This beautifully designed four-bedroom, five-and-one-half bath Home offers approximately 5,100 square feet of sun-filled living space with refined finishes and gracious proportions throughout. Expansive living and entertaining rooms, a stunning dining room, and a beautifully appointed kitchen create an effortless flow for

  Salley Maloney Houlihan Lawrence

  47 Husted Ln, Greenwich, CT 06830
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  /42

  $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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  /28

  $10,950,000

  • 6 Beds
  • 7 Baths
  • 9,834 Sq Ft

  174 Round Hill Rd, Greenwich, CT 06831

  Spectacular lifestyle - this custom built handsome Colonial is set up high on 2 exceptional acres in the coveted Golden Triangle and just minutes from town and schools. This sun-filled 6-bedroom home with 10' ceilings is designed for seamless indoor-outdoor living. Gracious formal and informal rooms, a gourmet eat-in kitchen, and family room open to an expansive terrace with outdoor fireplace and

  B.K. Bates Houlihan Lawrence

  174 Round Hill Rd, Greenwich, CT 06831
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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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  /27

  $2,995,000

  • 4 Beds
  • 2.5 Baths
  • 2,998 Sq Ft

  45 Hillcrest Park Rd, Old Greenwich, CT 06870

  Set on 1.35 level acres in the desirable Hillcrest Park private association, this 2025 renovated 4-bedroom, 2.1-bath home offers move-in ready living with expansion potential. 1st floor-large living room with french doors to welcoming covered porch, sun-filled family room with french doors to stone terrace, eat-in-kitchen, and generously sized mudroom. 2nd floor-spacious primary suite with

  Alexandra Kelly Sotheby's International Realty

  45 Hillcrest Park Rd, Old Greenwich, CT 06870
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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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  /37

  $24,900,000

  • 7 Beds
  • 8 Baths
  • 18,217 Sq Ft

  44 & 40 Mayo Ave, Greenwich, CT 06830

  Nestled within the prestigious Belle Haven, Fairholme Estate is a magnificent English Manor that exudes timeless elegance and grandeur. Set on 2.74 beautifully landscaped acres, this seven-bedroom masterpiece features a spectacular pool, gracious wraparound porch, formal gardens, and expansive lawns, complemented by a charming coachman's cottage. Meticulously preserved to honor its historic

  Joanne Mancuso Houlihan Lawrence

  44 & 40 Mayo Ave, Greenwich, CT 06830
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  /30

  $4,995,000

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

  177 Indian Head Rd, Riverside, CT 06878

  One of Riverside's most coveted waterfront enclaves, this elegant colonial offers refined living with a sense of privacy and tranquility set on nearly 2 acres. A new cedar 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 kitchen,

  Remy Cook Corcoran Centric Realty LLC

  177 Indian Head Rd, Riverside, CT 06878
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  /31

  $3,120,000

  • 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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  /36

  $8,895,000

  • 8 Beds
  • 10 Baths
  • 8,391 Sq Ft

  212 Bedford Rd, Greenwich, CT 06831

  Step into the reimagined 'Sunset Farm,' where historic charm meets modern luxury. Originally a Dutch Colonial from 1840, this landmarked property was completely rebuilt in 2006, blending timeless craftsmanship with contemporary elegance. The grand living and dining rooms, showcasing custom moldings and bespoke details, are perfect for entertaining, while the spacious chef's kitchen flows into a

  Yashmin Lloyds Compass Connecticut, LLC

  212 Bedford Rd, Greenwich, CT 06831
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  /31

  $15,995,000

  • 6 Beds
  • 8 Baths
  • 8,962 Sq Ft

  44 Khakum Wood Rd, Greenwich, CT 06831

  Located in Khakum Wood Association, a premier Greenwich location. The extensive 3 year expansion & renovation completed in 2025 is the collaboration of Top 100 Architectural Digest designers and architects: McAlpine House,Studio Mellone, Mario Neivera,with construction by the Tallman Builders.Reimagined for today's living.Pool, Carriage house with apartment, gym, infrared sauna, Savant smart

  Robin Kencel Compass Connecticut, LLC

  44 Khakum Wood Rd, Greenwich, CT 06831
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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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  /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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  /43

  $6,345,000

  • 5 Beds
  • 5.5 Baths
  • 6,233 Sq Ft

  164 Stanwich Rd, Greenwich, CT 06830

  Welcome to this exquisitely updated Colonial on 1.16 landscaped acres near Greenwich Country Club and minutes from town. A grand foyer with gleaming hardwood floors and sweeping staircase introduces the elegant interior. The main level includes a formal living room, dining room, two studies, and a gourmet kitchen with Wolf appliances, Palissandro marble, Thermador coffee station, a custom wet bar

  Jeffrey Jackson Corcoran Centric Realty LLC

  164 Stanwich Rd, 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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  /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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  /36

  $5,350,000

  • 4 Beds
  • 5 Baths
  • 5,417 Sq Ft

  129 Doubling Rd, Greenwich, CT 06830

  Set on 1.79 gated acres in the heart of mid-country Greenwich, this extraordinary property offers a rare combination of complete privacy, refined elegance, and modern luxury living. Tucked far back from a quiet country road and within a neighborhood of $10+ million estates, this property unfolds like a private botanical retreat--featuring sweeping perennial gardens, flowering shrubs, magnificent

  Jeffrey Jackson Corcoran Centric Realty

  129 Doubling Rd, Greenwich, CT 06830
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  /40

  $2,690,000 Open Sat 6PM - 8PM

  • 9 Beds
  • 7.5 Baths
  • 7,437 Sq Ft

  26 Shady Ln, Greenwich, CT 06831

  Set on a private one-acre corner lot, this stately 1900 Georgian Colonial offers over 7,500 sqft of living space, blending timeless architecture with modern updates. Featuring 9 bedrooms, 8.5 baths, and 8 fireplaces, the home showcases exceptional scale and craftsmanship. Inside, you'll find 12-foot ceilings, intricate millwork, leaded glass windows, and custom built-ins that reflect its historic

  Alexander Walton RE/MAX Heritage

  26 Shady Ln, Greenwich, CT 06831
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  $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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  /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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  /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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  /44

  $3,895,000

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

  43 Sterling Rd, Greenwich, CT 06831

  Opportunity to acquire an exceptional 6.5 acre Greenwich country compound set amongst very high-end homes in a private, gated association. There are stunning vistas & a bucolic setting w/manicured & mature plantings plus expansive lawns for horses. Amenities include pool & spa, pool house, tennis & basketball courts, spaces for vegetable & flower gardens, carriage house or art studio & office.

  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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  /33

  $3,495,000

  • 5 Beds
  • 4.5 Baths
  • 6,330 Sq Ft

  41 Londonderry Dr, Greenwich, CT 06830

  Overlooking the 5th tee of Burning Tree Country Club with sweeping golf course views, this distinctive 6,330 SF, 5-bedroom, 41⁄2-bath residence comes to market for the first time in 49 years. Set on 2.15 private acres, the home blends mid-century modern style with sophistication and comfort.Walls of glass, soaring ceilings and abundant natural light draw the outdoors in, creating a seamless

  Cheryl Makrinos Sotheby's International Realty

  41 Londonderry Dr, Greenwich, CT 06830

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