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Connecticut Homes for Sale in a Gated Community

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  • /10

    $16,750,000

    • 8 Beds
    • 11 Baths
    • 16,300 Sq Ft

    90 Oneida Dr, Greenwich, CT 06830

    Build your legacy in one of Greenwich, CT's most sought-after downtown gated communities. Approved plans and ready to break ground with local Award winning developer, Greenwich Custom Homes. A magnificent estate will be built with precision and finished with elegance, continuing to raise the bar for the finest living in Greenwich CT. This waterfront Georgian Colonial blends timeless elegance with

    Brian Milton Compass Connecticut, LLC

    90 Oneida Dr, Greenwich, CT 06830
  • /37

    $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
  • /27

    $11,500,000

    • 7 Beds
    • 12 Baths
    • 10,058 Sq Ft

    35 Andrews Farm Rd, Greenwich, CT 06831

    Elegantly updated & impeccably maintained, this 10K+ SF estate is set on 8 manicured acres in the exclusive, gated Andrews Farm Association. Offering 7 bedrooms & 7.5 baths, this timeless home blends classic architecture with modern convenience, including a recent renovation featuring modern systems & smart home technology. The grounds, designed by renowned landscape architect Penelope Hobhouse,

    Kevin Sneddon Compass Connecticut, LLC

    35 Andrews Farm Rd, Greenwich, CT 06831
  • /46

    $17,500,000

    • 7 Beds
    • 13 Baths
    • 16,597 Sq Ft

    11 Conyers Farm Dr, Greenwich, CT 06831

    Breathtaking lake, waterfall and nature views enhance this architecturally sundrenched Colonial with unrivaled amenities on 19.69 private acres-best location in Conyers Farm. On the market for the 1st time, this custom designed Home by architect Robert Lamb Hart takes full advantage of the beautiful setting with walls of windows overlooking the lake in a stunning open floor plan. Easy access to

    Anne Ward Houlihan Lawrence

    11 Conyers Farm Dr, Greenwich, CT 06831
  • /21

    $1,625,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 2,894 Sq Ft

    77 Havemeyer Ln Unit 90, Stamford, CT 06902

    This custom, meticulously maintained 3-bedroom, 3.1-bath townhouse is set within the coveted, gated Palmer Hill community on the Old Greenwich/Stamford border. Designed for both comfort and elegance. The heart of the home is the expanded gourmet kitchen, featuring stainless steel appliances, a large custom island, quartz countertops, and additional cabinetry, complemented by a butler's pantry.

    Joy Kim Metalios Houlihan Lawrence

    77 Havemeyer Ln Unit 90, Stamford, CT 06902
  • /36

    $8,250,000

    • 6 Beds
    • 10 Baths
    • 8,146 Sq Ft

    26 Andrews Farm Rd, Greenwich, CT 06831

    Gated Private Association with the excellent security and privacy. Classical brick Georgian set on 4 acres is perfectly sited on the lot for a wonderful first impression set back from the street yet retaining an excellent rear yard. Perfectly scaled interiors with oversized windows and great ceiling height. Exceptionally generous first floor primary suite with two sep baths and generous closet

    Robert Johnson Brown Harris Stevens CT, LLC

    26 Andrews Farm Rd, Greenwich, CT 06831
  • /42

    $1,950,000

    • 3 Beds
    • 3 Baths
    • 2,489 Sq Ft

    402 W Lyon Farm Dr, Greenwich, CT 06831

    A stunning sun-lit 3 bedroom, 3 full bath updated unit! Living room w/fireplace and cathedral ceiling has a bank of windows with bucolic views of manicured gardens, stone walls and conservation land. Formal dining room with sliding doors open to a large entertaining deck overlooking beautiful lawns. Professionally outfitted gourmet kitchen with oversized island has triple exposure. The

    Mary Jones Sotheby's International Realty

    402 W Lyon Farm Dr, Greenwich, CT 06831
  • /37

    $3,950,000

    • 4 Beds
    • 8 Baths
    • 8,681 Sq Ft

    12 Stallion Trail, Greenwich, CT 06831

    Welcome to 12 Stallion Trails, a unique modern masterpiece located within a private gated association. This architecturally stunning home spans 8,826 square feet, offering a perfect blend of design and function.Featuring an open floor plan, the home boasts soaring ceilings, impeccable stonework and oversized windows that flood the space with natural light and offer views of the lush

    Yashmin Lloyds Compass Connecticut, LLC

    12 Stallion Trail, Greenwich, CT 06831
  • /38

    $7,950,000

    • 6 Beds
    • 9 Baths
    • 8,970 Sq Ft

    105 Woodside Dr, Greenwich, CT 06830

    This stately prewar stone manor, located in the exclusive gated community of Milbrook, has been thoughtfully expanded and reimagined for modern living while preserving its timeless elegance. Stepping into the grand foyer, graced with a beautiful curved staircase, the home reveals its extraordinary character and sophistication.Designed for both comfortable living and exceptional entertaining,

    Sarah Muir Houlihan Lawrence

    105 Woodside Dr, Greenwich, CT 06830
  • /34

    $1,495,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 3.5 Baths
    • 2,986 Sq Ft

    77 Havemeyer Ln Unit 45, Stamford, CT 06902

    Charming window boxes span the upper level while a covered entrance with easy access welcomes you to this stunning end unit townhome in the highly coveted Palmer Hill Association, a gated community on the Old Greenwich/Stamford border. The first floor has 9 ft ceiling height, wide flooring (just refinished), gracious open living areas, large granite-clad island and high-end appliances, gas

    Martha Jeffrey Sotheby's International Realty

    77 Havemeyer Ln Unit 45, Stamford, CT 06902
  • /22

    $518,000

    • 1 Bed
    • 1.5 Baths
    • 1,106 Sq Ft

    1 Broad St Unit 17C, Stamford, CT 06901

    High Style luxury living at ''1 BROAD STREET''. Luxury Downtown High Rise with 24/7 Concierge. Special Unobstructed VIEWS over the Mill River Park- Beautiful Sunsets. Current TENANT Lease To Transfer to Buyer. Sophisticated, spacious 1BR 1100sqft with 1.5 Baths. Hardwood floors in ALL rooms. Open floorplan with Gourmet kitchen. Primary Suite with Extra-large Bedroom and Extra-large

    Sharon Giglio Sharon Giglio Real Estate LLC

    1 Broad St Unit 17C, Stamford, CT 06901
  • /38

    $6,300,000

    • 9 Beds
    • 6.5 Baths
    • 6,841 Sq Ft

    78 Khakum Wood Rd, Greenwich, CT 06831

    78 Khakum Wood occupies a premier position in one of Greenwich's most distinguished private enclaves. Originally envisioned by Newton Phelps Stokes and developed in collaboration with the renowned Olmsted Brothers, this exceptional property is set on 2.95 beautifully landscaped acres. The residence showcases its charming Tudor architecture with the characteristic pitched gabled roof, decorative

    Deborah Huffard Houlihan Lawrence

    78 Khakum Wood Rd, Greenwich, CT 06831
  • /57

    $5,495,000

    • 5 Beds
    • 10 Baths
    • 10,640 Sq Ft

    8 Chieftans Rd, Greenwich, CT 06831

    GRAND, GRAND, GRAND with 10,000+ sq.ft. lifestyle. Greenwich's prestigious loc. CHIEFTANS offering 24/7 gatehouse sec.+concierge serv. Impressive wrought iron gates swing open, they reveal the allee of pear trees to paradise.This est's prop. was the orig. 1911 Borden Milk fortune. Bespoke without maintenance. One of the larger palatial gems sitting back against the Fairchild Gardens Nature

    Janet Milligan Sotheby's International Realty

    8 Chieftans Rd, Greenwich, CT 06831
  • /31

    $8,950,000

    • 6 Beds
    • 5.5 Baths
    • 5,040 Sq Ft

    33 Meadow Wood Dr, Greenwich, CT 06830

    In the gated Quarry Farm neighborhood of the enchanting Belle Haven Association with 24hr security, this property offers a unique opportunity to renovate or build new, 16,000+ sq ft waterfront home. Overlooking Byram Harbor and Long Island Sound, the current 6-bedroom house sits on 2.78 acres with a pool, adjacent to a 1.09-acre protected lot. Once a quarry and later acquired as part of the

    Joseph Barbieri Sotheby's International Realty

    33 Meadow Wood Dr, Greenwich, CT 06830
  • /47

    $25,000,000

    • 6 Beds
    • 12 Baths
    • 12,312 Sq Ft

    24 Conyers Farm Dr, Greenwich, CT 06831

    In one of the most beautiful settings in the exclusive Conyers Farm Association, this stately, ivy-clad stone manor is majestically sited overlooking 25 rolling acres. Long southern views extend over 2 lots, with exquisite formal gardens, an inviting pool and putting green. Recently renovated with impeccable taste, the gracefully scaled 12,312 sq ft floorplan offers 6 bedrooms and 6 baths.

    Joseph Barbieri Sotheby's International Realty

    24 Conyers Farm Dr, Greenwich, CT 06831
  • /40

    $6,450,000

    • 5 Beds
    • 7 Baths
    • 5,567 Sq Ft

    46 Compo Mill Cove, Westport, CT 06880

    Imagine crossing a footbridge into a world without cars, where the scent of salt air lingers and the only sounds are waves and wind. This is Compo Mill Cove—a private beachfront enclave unlike anywhere else. Designed by Brooke Girty, this timeless shingle-style home offers 5,567 SF of coastal elegance with reclaimed French oak floors, a sculptural 3-story spiral stair case, and endless views of

    Evangela Brock Douglas Elliman of Connecticut

    46 Compo Mill Cove, Westport, CT 06880
  • /13

    $6,999,000 New Construction

    • 6 Beds
    • 9 Baths
    • 12,781 Sq Ft

    1 Element Ln, Greenwich, CT 06831

    Exceptional luxury estate inside ELEMENT, Greenwich's newest gated community where modern details meet natural beauty. This south-facing 12,781 sq ft new construction features 6 bedrooms / 9 baths with a transitional minimalist design. Step through the soaring two-story foyer with gorgeous floating stairs into light filled spaces w/ towering ceilings & walls of glass framing the sunset views over

    Michael Ferraro Compass Connecticut, LLC

    1 Element Ln, Greenwich, CT 06831
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