22

Colonial Homes for Sale in Guilford, CT

Section Image Section Image
  • /40

    $399,900

    • 4 Beds
    • 2 Baths
    • 1,148 Sq Ft

    3198 Durham Rd, Guilford, CT 06437

    Peaceful living awaits in this charming 4-bedroom, 2-bath home in shoreline, Guilford with access to Lake Quonnipaug, where the soothing sounds of the nearby creek create a relaxing setting year-round. Inside, hardwood floors flow throughout most of the home, adding warmth and timeless appeal. The living room showcases a striking stone fireplace with a reclaimed 150-year-old barn door feature,

    Agent Photo

    Shawna Rohan

    eXp Realty

    3198 Durham Rd, Guilford, CT 06437
  • /38

    $1,399,000

    $196K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,966 Sq Ft

    147 Boston St, Guilford, CT 06437

    Discover the vibrant energy of the historic town green just outside your doorstep. The inviting sidewalk guides you to the lively center, only 600 yards away. There, you'll find a treasure trove of quaint shops, restaurants, the recreational center, and cozy coffee spots to enjoy. Join in the community spirit at concerts and local events, and explore the area's rich history and character-all

    Vicky Welch William Raveis Real Estate

    147 Boston St, Guilford, CT 06437
  • /40

    $711,000

    $12K PRICE INCREASE
    • 3 Beds
    • 1.5 Baths
    • 1,672 Sq Ft

    294 Church St, Guilford, CT 06437

    Mixed-use property (convertible to full commercial or multi units with town permits) 2,005 sq ft total / 1,672 sq ft finished living space..30 acre lot with generous parking (10+ vehicles) Year built: 1893 with numerous modern updates. Rare to find a house in Guilford with "city water". First Floor: Professional medical office 4 office spaces + half bath. Second Floor: 1-bedroom, living room,

    Jason Saphire www.HomeZu.com

    294 Church St, Guilford, CT 06437
  • /40

    $1,299,900

    $75K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 5,267 Sq Ft

    625 State St, Guilford, CT 06437

    Perfectly sited on 2.75 private acres overlooking a sweeping lawn, this distinguished Georgian Revival home makes an unforgettable first impression, approached by a circular driveway that creates a true sense of arrival. Recently refreshed with newly painted interiors and enhanced landscaping, the property presents beautifully from the moment you enter. Once a Connecticut Designer Showhouse, the

    Linda Toscano Coldwell Banker Realty

    625 State St, Guilford, CT 06437
  • /40

    $7,500,000

    • 4 Beds
    • 4.5 Baths
    • 5,475 Sq Ft

    620 Colonial Rd, Guilford, CT 06437

    This is not simply waterfront living. This is a waterfront lifestyle unlike any other. Tucked within the coveted enclave of Sachem's Head, this extraordinary estate commands direct Long Island Sound frontage with unobstructed harbor views and breathtaking sunsets. Masterfully crafted in 2003 and transformed by the current owners with uncompromising quality, the 6,000 SF+ residence is defined by

    Susan Santoro William Pitt Sotheby's Int'l

    620 Colonial 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
  • /2

    $650,000

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,352 Sq Ft

    289 S Hoop Pole Rd, Guilford, CT 06437

    For the first time ever, the original owners are proud to present this lovingly maintained 4-bedrm, 2.5-bath Colonial! This secluded property offers peace, quiet and privacy. Best of all, ownership includes access to the beautiful Meadow Hills Lake Assoc. so you can enjoy the perfect blend of private tranquility and community recreation! The home features a traditional floor plan with hardwood

    Lisa Rollins Team Compass Connecticut, LLC

    289 S Hoop Pole Rd, Guilford, CT 06437
  • /36

    $909,000

    New Construction $66K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 3,634 Sq Ft

    4 Jans Way, Guilford, CT 06437

    Welcome to Jans Way - Where Luxury Meets Lifestyle in the Heart of North Guilford this breathtaking brand-new Colonial is the new construction opportunity you've been waiting for, offering an impressive 2,734 square feet of beautifully designed living space plus an additional 900 square feet of fully finished walk-out basement, totaling an extraordinary 3,634 square feet of move-in ready

    Thomas Simjian Keller Williams Coastal

    4 Jans Way, Guilford, CT 06437
  • /36

    $999,500

    New Construction $100K PRICE DROP
    • 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 new 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 that

    Joseph Gregory Toledo Realty

    147 Blue Hills Dr, Guilford, CT 06437
  • /26

    $1,150,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,920 Sq Ft

    189 3 Mile Course, Guilford, CT 06437

    SO CLOSE TO TOWN! Rare opportunity to own NEW CONSTRUCTION south of Boston Post Road and close to the Guilford Center. This quality built Colonial offers a stylish from porch and is set back from the street for privacy. Professionally landscaped with dramatic hardscape features, it borders the Westwood Trails. Light and bright with large windows and high ceilings. The kitchen is a Chef's delight

    Deborah Rowe William Raveis Real Estate

    189 3 Mile Course, Guilford, CT 06437
  • /40

    $1,100,000

    • 5 Beds
    • 2.5 Baths
    • 2,879 Sq Ft

    1640 Little Meadow Rd, Guilford, CT 06437

    Coming soon..... Historic Charm, Modern Living - On 3+ Acres in Guilford If you've been searching for something truly different, this is it. This beautifully crafted 1700s reproduction home sits on over three peaceful acres and stands alone as a property with no comparable in all of Guilford. Character abounds throughout - three fireplaces, including a stunning walk-in fireplace, give every room

    Steven Koleno Beycome of Connecticut

    1640 Little Meadow Rd, Guilford, CT 06437
  • /40

    $1,949,000

    $46K PRICE DROP
    • 5 Beds
    • 9 Baths
    • 5,414 Sq Ft

    173 Highwoods Dr, Guilford, CT 06437

    A MAGNIFICENT REVIVAL & TIMELESS BLEND OF SOMETHING OLD & SOMETHING NEW. One of the finest restorations in New England, the Pitkin mansion is a true historical treasure. Carefully dismantled & moved to its current site in 1955, the property is nestled within nearly 4 acres of mature trees, manicured lawns, & magical gardens. This classic revival will be celebrated by the most discerning antique

    Kiara Rusconi William Raveis Real Estate

    173 Highwoods Dr, 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
  • /25

    $599,000

    • 4 Beds
    • 3 Baths
    • 1,804 Sq Ft

    29 Hungry Hill Cir, Guilford, CT 06437

    CLASSIC COLONIAL on CUL-DE-SAC! Location, Location, Location, AND 4 Bedrooms and 3 Full Baths! First time offered in 52 years! This home has been lovingly updated and maintained by the original owner. Updates include: new furnace (2025), new hot water heater (2025), new AC compressor ((2019), new patio (2021), new roof (2014). The family room features wide pine flooring, a raised-hearth

    Stephen Burke Coldwell Banker Realty

    29 Hungry Hill Cir, Guilford, CT 06437
  • /12

    $1,075,000

    $150K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,392 Sq Ft

    51 Pearl St, Guilford, CT 06437

    Rare opportunity in Guilford! This home is currently used as a multifamily but can revert to a one family residence. Approximately 2400 sqft with the possibility of future expansion. Conveniently located close to Guilford's Historic Green, shops, restaurants, beaches and shoreline attractions.

    Philip Warner William Pitt Sotheby's Int'l

    51 Pearl St, Guilford, CT 06437
  • /40

    $525,000

    Open Sun 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 2,756 Sq Ft

    123 Janeway Dr, Guilford, CT 06437

    Beautifully maintained 3-bedroom Raised Colonial nestled on 1.5 private acres at the end of a quiet cul-de-sac. This move-in ready home offers an open, sun-filled floor plan ideal for everyday living and entertaining. The welcoming lower-level family room features a cozy wood stove, while upstairs the spacious living room is highlighted by a striking brick wood-burning fireplace framed by custom

    Sean Krom RE/MAX Alliance

    123 Janeway Dr, Guilford, CT 06437
  • /23

    $739,000

    • 4 Beds
    • 2.5 Baths
    • 2,793 Sq Ft

    70 Stepstone Hill Rd, Guilford, CT 06437

    Privately set on over 2.5 beautifully maintained acres. Inside, you'll find formal living and dining rooms, a bright kitchen with newer appliances, a breakfast nook, and a large family room with a fireplace and access to the deck and backyard.The second floor features a generous primary suite with a private bath, three additional bedrooms, and a full hall bath. A finished third-floor room with

    Abigail Khaledi RE/MAX One

    70 Stepstone Hill Rd, Guilford, CT 06437
  • /28

    $3,300,000

    • 3 Beds
    • 2.5 Baths
    • 2,891 Sq Ft

    57 Faulkner Dr, Guilford, CT 06437

    Custom built with exceptional craftsmanship and attention to detail, this stunning coastal-area estate sits on one of the largest properties in the neighborhood with water views from every room, three separate deeds totaling approximately two acres, including two separate waterfront lots, with one being the perfect site for your future docking needs. Designed for both luxury and comfort, the home

    janet colello Century 21 AllPoints Realty

    57 Faulkner Dr, Guilford, CT 06437
  • /35

    $3,750,000

    • 5 Beds
    • 7 Baths
    • 5,185 Sq Ft

    28 Walden Hill Rd, Guilford, CT 06437

    A true once in a lifetime opportunity! As you wind through picturesque Sachem's Head onto Walden Hill Road, a circular driveway will lead you to an unparalleled waterview estate on almost two acres. The coastal home sits above Long Island Sound on one of the highest points in Sachem's Head and spans 5,185 square feet. The main level features walls of windows that provide unforgettable views of

    Barbara Goetsch William Pitt Sotheby's Int'l

    28 Walden Hill Rd, Guilford, CT 06437
  • /34

    $725,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 3,342 Sq Ft

    7 Bailey Dr, Guilford, CT 06437

    Tucked at the end of a quiet cul-de-sac on 1.4 private acres, this one-owner Guilford Colonial has been waiting 38 years for its second chapter and it's ready to tell a new story. Start your mornings on the covered back porch, coffee in hand, ceiling fans turning, watching the yard wake up and end summer nights out there too, because this porch is where this house does its living. Inside, the

    Heidi DeRusso Coldwell Banker Realty

    7 Bailey Dr, Guilford, CT 06437
  • /40

    $715,000

    • 4 Beds
    • 2.5 Baths
    • 2,352 Sq Ft

    98 Pond View Cir, Guilford, CT 06437

    Well located at the end of a quiet cul-de-sac in the desirable Meadow Hills Lake community, this spacious 4-bedroom center hall Colonial offers the perfect balance of privacy, comfort, and neighborhood amenities, including private lake access and a sandy beach. Designed for both everyday living and entertaining, the main level features formal living and dining rooms, an eat-in kitchen, and an

    Kathy Mitchell William Pitt Sotheby's Int'l

    98 Pond View Cir, Guilford, CT 06437
  • /18

    $1,150,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,028 Sq Ft

    450 Bluff View Dr, Guilford, CT 06437

    Dreaming of a new construction home without the wait? This 3,028-square-foot modern farmhouse has just been completed and offers exceptional curb appeal with a sharp white exterior and striking black windows. Inside you will experience the perfect blend of modern luxury and classic New England charm with a thoughtfully designed layout. The open-concept first floor is filled with natural light and

    Dori Degennaro William Raveis Real Estate

    450 Bluff View Dr, Guilford, CT 06437
How to Buy a Home How to Finance a Home How to Sell a Home