12

Guilford, CT Homes for Sale with Acreage

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  • /39

    $640,000

    • 5 Beds
    • 2 Baths
    • 3,629 Sq Ft

    154 Wilburs Ln, Guilford, CT 06437

    Welcome to 154 Wilbur Ln, a truly distinctive property that sets itself apart from the rest providing over four and half acres of privacy. This home boasts five spacious bedrooms and two full baths, along with a large versatile studio or den that provides additional options for your needs. As you enter, a convenient mudroom is to the left and down the hall leads you into the kitchen where you

    Krystal Davis RE/MAX One

    154 Wilburs Ln, Guilford, CT 06437
  • /38

    $2,595,000 New Construction

    • 4 Beds
    • 5.5 Baths
    • 4,700 Sq Ft

    23 Sheep Pasture Rd, Madison, CT 06443

    Built by a highly regarded shoreline builder known for uncompromising attention to detail, this residence is designed for buyers who appreciate elevated finishes, enduring quality, and effortless livability. The home features an open floor plan with white oak hardwood floors, 9-foot ceilings, custom millwork, and oversized Pella windows throughout. A stunning bluestone entry leads to an elegant

    Steve Wollman Wollman Realty

    23 Sheep Pasture Rd, Madison, CT 06443
  • /4

    $989,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,814 Sq Ft

    0 Long Hill Rd Unit 24156467, Guilford, CT 06437

    Here is your opportunity to build this beautifully designed 2,814 sq ft Cape-style home privately situated on a rear lot! This thoughtfully crafted To Be Built home blends classic New England charm with today's clean farmhouse aesthetic - board-and-batten accents, striking black windows, and timeless architectural lines. The open-concept main level is designed for today's lifestyle, featuring a

    Dori Degennaro William Raveis Real Estate

    0 Long Hill Rd Unit 24156467, Guilford, CT 06437
  • /40

    $989,000

    • 3 Beds
    • 2.5 Baths
    • 2,677 Sq Ft

    397 Moose Hill Rd, Guilford, CT 06437

    Multiple offers received. Offers due by Friday 3.27.2026 @ noon. Nestled on a serene and expansive setting, 397 Moose Hill Road offers a unique combination of comfort, character, and privacy. The home itself is warm and inviting, featuring rich hardwood floors throughout, abundant natural light, and a thoughtful layout that balances everyday living with spaces ideal for gathering and

    Jules Gaughran - Etes William Pitt Sotheby's Int'l

    397 Moose Hill Rd, Guilford, CT 06437
  • /40

    $5,950,000

    • 6 Beds
    • 5.5 Baths
    • 6,603 Sq Ft

    39 Vineyard Place, Guilford, CT 06437

    Where New England architecture meets timeless elegance! Experience the pinnacle of shoreline living in this spectacular waterfront estate, perfectly positioned on a private, peninsula-like setting in Sachem's Head community. Boasting breathtaking, panoramic views of Long Island Sound, this 1930s residence is a masterwork of historic character and unique architectural artistry. The home's rich

    Ana Russo William Pitt Sotheby's Int'l

    39 Vineyard Place, Guilford, CT 06437
  • /26

    $1,099,750 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,200 Sq Ft

    147 Blue Hills Dr, Guilford, CT 06437

    Rarely do you find such a gem as the upcoming construction on Blue Hills Dr! Nestled in a tranquil neighborhood at the end of a cul-de-sac and surrounded by lush woods, this under construction home promises to be your dream home. No expense was spared in this perfectly done dream home. Handsome hardwood floors and recessed lighting run through this entire home, enhancing all of the other features

    Joseph Gregory Toledo Realty

    147 Blue Hills Dr, Guilford, CT 06437
  • /31

    $950,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,718 Sq Ft

    110 Clapboard Hill Rd, Guilford, CT 06437

    Set on a private 1.40-acre interior lot, this meticulously maintained 4-bedroom, 2.5-bath home offers the perfect blend of modern luxury and total peace of mind. Since 2022, nearly every major system has been upgraded, including a new roof, a comprehensive high-efficiency HVAC system with a heat pump and dual-zone split, a Navien tankless water heater, and a whole-house humidifier. The interior

    Barbara Goetsch William Pitt Sotheby's Int'l

    110 Clapboard Hill Rd, Guilford, CT 06437
  • /40

    $35,000,000

    • 6 Beds
    • 4.5 Baths
    • 5,354 Sq Ft

    215 Uncas Point Rd, Guilford, CT 06437

    Waterfront.. Sachems Head - Welcome to a Unique opportunity to purchase some of the finest waterfront properties to ever become available on the entire Connecticut Shoreline. Combined 3 properties span 13.03 rolling green Acres w/1900 feet of waterfront, 3 Docks, Boat Lift, Vineyard, Orchards, Beautiful Gardens, Fruit Trees, Tennis/Basketball Court, Go Kart Track, 2 Houses and a Carriage House.

    Joseph Piscitelli Coldwell Banker Realty

    215 Uncas Point Rd, Guilford, CT 06437
  • /40

    $999,999 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,600 Sq Ft

    4 Jans Way, Guilford, CT 06437

    Welcome to this stunning new construction Colonial located in the heart of North Guilford, offering 2,800(Additional 900 Square feet of finished basement) square feet of living space on a private 1.9 acre lot. Situated in the sought-after Mountain View subdivision on Jans Way, this home is one of only seven exclusive parcels, providing a rare combination of privacy, space, and modern design. The

    Matthew Murchison Berkshire Hathaway NE Prop.

    4 Jans Way, Guilford, CT 06437
  • /40

    $2,950,000

    • 4 Beds
    • 4.5 Baths
    • 5,620 Sq Ft

    76 Sachem Head Rd, Guilford, CT 06437

    Resort-like gated estate perched high above Sachem Head Road overlooking a saltwater tidal marsh nestled on 2.3 professionally landscaped acres, a short bike ride to the Town center. Grab your morning cup of coffee or favorite evening beverage and step outside to your private resort complete with infinity pool, dual spas, pizza oven and outdoor bar surrounded by gates adorned with grape vines.

    John Campbell Compass Connecticut, LLC

    76 Sachem Head Rd, Guilford, CT 06437
  • /40

    $1,295,000

    • 4 Beds
    • 5 Baths
    • 5,875 Sq Ft

    65 Ironwood Rd, Guilford, CT 06437

    Custom-Built Mediterranean Estate | Privately sited on 1.84 acres in the highly sought-after Woodlands subdivision, this stunning Country French-inspired residence combines timeless craftsmanship with architectural elegance. A grand two-story foyer with marble flooring and a sweeping spiral staircase sets the tone for the sophisticated interiors. Lovely millwork and custom built-ins are showcased

    Rose Ciardiello William Raveis Real Estate

    65 Ironwood Rd, Guilford, CT 06437
  • /31

    $1,100,000

    • Land
    • 3.67 Acres
    • $299,728 per Acre

    4 Boston Post Rd, Madison, CT 06443

    Rarely does a Legacy Property, with a "Shovel-Ready" vision, arrive with the hardest yards of coastal development already complete. East River Landing is a fully de-risked, 3.67-acre asset at the Madison/Guilford gateway, combining an extensive marina income opportunity with unprecedented residential scalability. Approved Maritime Asset. Forget proposed plans-this is a fully built, 46-slip marina

    Michael Barnes Silver and Oak Realty

    4 Boston Post Rd, Madison, CT 06443

Home Trends in Guilford, CT

Housing Trends

Median Sale Price
$633,500
Median Single Family Sale Price
$635,000
Median Townhouse Sale Price
$921,031
Median 2 Bedroom Sale Price
$1,112,500
Average Price Per Sq Ft
$372
Number of Homes for Sale
35
Last 12 months Home Sales
306
Months of Supply
1.40
Median List Price
$649,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
8%
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