11

Studio to 7 Bedroom Homes for Sale in Greenfield Hill

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  • /40

    $2,995,000

    • 5 Beds
    • 5.5 Baths
    • 5,965 Sq Ft

    2015 Redding Rd, Fairfield, CT 06824

    Majestically sited on 2 private acres of professionally landscaped grounds, this exceptional SMART modern farmhouse surpasses new construction standards with uncompromising attention to detail. This 5,500+ SF estate exemplifies architectural integrity with handcrafted millwork and bespoke finishes throughout. Superior craftsmanship shines in every detail-from rich white oak hardwood floors to

    Agent Photo

    Susan Lieberman

    The Riverside Realty Group

    (475) 252-9450

    2015 Redding Rd, Fairfield, CT 06824
  • /9

    $3,750,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,000 Sq Ft

    22 Brett Rd, Fairfield, CT 06824

    Greenfield Hill proposed new construction on a 2.65-acre lot along a Town-designated Scenic Road, to be built by award-winning design-builder Bonnie Paige in collaboration with Vicente Burin Architects. The proposed residence is based on a design sold in Southport Village; interested buyers may tour similar homes and meet the team to tailor plans, finishes, and timeline. The property sits among

    Andrew Whiteley Brown Harris Stevens

    22 Brett Rd, Fairfield, CT 06824
  • /3

    $2,199,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,700 Sq Ft

    180 Catamount Rd, Fairfield, CT 06824

    New Construction of a farm house style colonial in the prestigious Greenfield Hill section of Fairfield. Approvals in place for this home on a designated scenic road. 193 feet of frontage plus city water available in the street. This is an excellent opportunity to customize your dream home on a beautiful, cleared and leveled Greenfield Hill lot surrounded by nature, charming New England stone

    Mona Cascella William Raveis Real Estate

    180 Catamount Rd, Fairfield, CT 06824
  • /39

    $3,649,000

    • 5 Beds
    • 4.5 Baths
    • 4,771 Sq Ft

    2683 Bronson Rd, Fairfield, CT 06824

    In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate offers a rare opportunity in one of Fairfield's most coveted locations. Set on more than two acres of beautifully landscaped grounds with distant views of Long Island Sound, the property reflects timeless elegance and a sense of place that is hard to replicate today. Across from a distinguished

    Tara Hawley Coldwell Banker Realty

    2683 Bronson Rd, Fairfield, CT 06824
  • /40

    $15,000,000

    • 7 Beds
    • 10 Baths
    • 9,129 Sq Ft

    4800 Congress St, Fairfield, CT 06824

    The Ultimate East Coast Sanctuary-Where Privacy Meets Pinnacle Luxury. Surrounded by high stone walls, a fortress of modern architecture is invisible from the street and engineered for the world's most discerning icons who demand seclusion with proximity to NYC. This 38.91-acre compound is a one of a kind Fairfield County estate. The former home of Richard Rodgers, composer of The Sound of Music,

    Leslie Razook William Pitt Sotheby's Int'l

    4800 Congress St, Fairfield, CT 06824
  • /40

    $4,995,000

    • 5 Beds
    • 4.5 Baths
    • 4,191 Sq Ft

    2281 Redding Rd, Fairfield, CT 06824

    Feels like Litchfield. Lives like Fairfield. Tucked behind a private gate in Greenfield Hill, this estate offers what few properties can: sweeping space, true privacy, and serene beauty-just 60 miles from Manhattan. A long stone drive leads to the 1941 main residence, reimagined with timeless craftsmanship. Sunlight floods rooms finished with reclaimed wood beams and wide-plank floors. The chef's

    Cindy Raney Coldwell Banker Realty

    2281 Redding Rd, Fairfield, CT 06824
  • /40

    $5,200,000

    • 6 Beds
    • 12 Baths
    • 13,979 Sq Ft

    2959 Congress St, Fairfield, CT 06824

    Prepare to be wowed by this extraordinary estate featuring six bedrooms and ten-and-a-half bathrooms, spanning four meticulously designed floors. Enter through a breathtaking two-story grand foyer, leading into beautifully appointed formal and informal rooms perfect for entertaining and a gourmet kitchen that any discerning chef would envy. The luxurious primary suite serves as a private retreat,

    Anissa Paolillo Redfin Corporation

    2959 Congress St, Fairfield, CT 06824
  • /18

    $9,995,000 New Construction

    • 7 Beds
    • 10 Baths
    • 10,800 Sq Ft

    688 Hulls Farm Rd, Southport, CT 06890

    This is the iconic property everyone is talking about! Introducing an extraordinary new custom residence set in the beloved estate area of Upper Southport near private equestrian facilities and public trails, beaches, restaurants, train, and shopping. Masterfully designed and customized to YOUR every whim with exquisite main house, separate party barn and/or guest house, pool with spa, tennis

    Jaclyn Picarillo Higgins Group Bedford Square

    688 Hulls Farm Rd, Southport, CT 06890
  • /16

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    11 Judges Hollow Rd, Fairfield, CT 06824

    Eight minutes from downtown Westport, escape to 11 Judges Hollow-a 1930's rustic hunting cabin on 1.6 private wooded acres at the end of a long secluded driveway. A one of a kind private in holding completely surrounded by the 180 acre Brett Woods Conservation Area, this rare property offers ultimate privacy with protected open space as your permanent neighbor. Judges Hollow is nestled within

    Lisa Hartmann William Pitt Sotheby's Int'l

    11 Judges Hollow Rd, Fairfield, CT 06824
  • /36

    $1,695,000

    • 6 Beds
    • 4.5 Baths
    • 5,325 Sq Ft

    212 Fence Row Dr, Fairfield, CT 06824

    Set on over two private acres in the gated community of The Ridge, this stunning estate combines modern comfort with timeless design. Residents enjoy resort-style amenities including a clubhouse, pool, tennis courts, playground, basketball court, private recreation facilities, and 24/7 gate security. Step inside through a soaring vaulted foyer that opens to a sun-filled living room framed by a

    Adele Higgins Higgins Group Real Estate

    212 Fence Row Dr, Fairfield, CT 06824
  • /40

    $2,498,000

    • 5 Beds
    • 8 Baths
    • 8,136 Sq Ft

    88 Merry Meet Cir, Fairfield, CT 06824

    Modern elegance meets estate living at 88 Merry Meet Circle, set on 3+ manicured acres in Fairfield's premier gated community, The Ridge. Perfectly positioned where Fairfield meets Westport, this gracious colonial manor offers 5+ bedrooms, 6 full and 2 half baths, and 4 beautifully finished levels-just minutes from vibrant downtowns, beaches, dining, and trains. A grand two-story foyer with a

    Erin Bremen melson The Agency

    88 Merry Meet Cir, Fairfield, CT 06824

Home Trends in Greenfield Hill, CT

Housing Trends

Median Sale Price
$1,600,000
Median Single Family Sale Price
$1,697,500
Average Price Per Sq Ft
$520
Number of Homes for Sale
11
Last 12 months Home Sales
77
Months of Supply
1.70
Median List Price
$1,599,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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