Guilford, CT Houses for Sale

A spacious home offering 2,336 square feet of living space set on 1.3 acres. The main level features a comfortable flow between the living room, dining room, and kitchen, with a fireplace adding a central focal point. Hardwood flooring is present throughout much of the home, and a first-floor bedroom provides flexible use of space. The upper level includes the primary bedroom with a walk-in

Jeremy Oliver William Raveis Real Estate

Just minutes to downtown Guilford, this striking 4 bedroom contemporary offers exceptional living space & bold architectural design. A dramatic floating staircase & soaring ceilings create an unforgettable first impression the moment you enter. The expansive great room is the heart of the home, featuring a stunning floor to ceiling fireplace, walls of glass that fill the space with natural light,

Alicia Mahon William Pitt Sotheby's Int'l

Enjoy in-town living! This charming home is just a block and a half from the Guilford green and all the town center has to offer - including shopping, dining, library. Located in the historic district on Fair Street - one of Guilford's treasured neighborhoods of architecturally diverse antique homes. Wide board floors, custom wooden shutters. Large fireplace with stone hearth provides a family

Laurie Trulock Compass Connecticut, LLC

*Multiple Offers Received***Highest and Best by 6pm April 13* Set in a picturesque neighborhood in the charming coastal town of Guilford, this classic Colonial offers over 3,300 square feet of comfortable, well-designed living space. With 4 bedrooms and 2.5 baths, the layout balances everyday functionality with effortless entertaining. A welcoming foyer opens to a spacious living room with

Linda Toscano Coldwell Banker Realty

Where gardens flourish and privacy surrounds you, this Moose Hill retreat offers a lifestyle rooted in beauty, nature, and quiet sophistication. Light-filled interior features oversized and bow windows, Hardie cement siding, and Marvin windows throughout. Extraordinary gardens showcase three-season blooms, perennial herbs, berry plantings, fruit trees, irrigation, and a fenced vegetable garden

Mary Pont William Pitt Sotheby's Int'l

Welcome to 148 Highwoods Drive in Guilford-a beautifully maintained 4-bedroom, 2-bath home set on over 1.29 acres of meticulously manicured grounds. This property offers the perfect blend of comfort, space, and outdoor living. Step inside to an open-concept main level featuring hardwood floors throughout and a stunning living room with vaulted ceilings, a stunning floor to ceiling brick

Gigi Giordano Taylor Compass Connecticut, LLC

Opportunities like this are RARE in Guilford-a true live/work property offering exceptional flexibility, space, and income potential. Set on 1.04 acres in Guilford, this updated 4-bedroom, 2.5-bath home is complemented by a standout feature: an approximately 2,000+ sq ft warehouse with electricity, a car lift, multiple work areas, and its own separate driveway. Ideal for contractors, small

Patsy Metcalf Compass Connecticut, LLC

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

Mixed-use zoning (convertible to full commercial or multi unit 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 "public water". Current layout: First Floor: Professional medical office space, 4 office space + half bath. Second Floor:

Jason Saphire www.HomeZu.com

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

Enjoy living in one of CT's most coveted historical treasures, the Pelatiah Leete House! Perched on a private, sweeping knoll with WATERVIEWS of Shell Beach Lagoon running into Long Island Sound, (located across the road) this Colonial Home is as close as one gets to genuine American History. Only 5 families have inhabited this 1710 English Post & Beam home that has survived Colonial Times & a

Mary Jo McAvey William Raveis Real Estate

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

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

Ideally located in the heart of downtown Guilford, 26 Water Street is now officially available. Situated within the Guilford Green District, this property offers exceptional versatility with a wide range of permitted uses (see attached zoning regulations, Section 4.1). The existing use may continue as a non-conforming use if desired. The current layout is configured similarly to a multi-family

Lauren Freedman Coldwell Banker Realty

Antique charming house, modern quality updates with preserved antique charm and character, beautiful details, quality, character, and lovingly well-maintained. Stainless steel appliances, tiled bathrooms, bookcases galore, FENCED YARD. Upgrades include ducted central air, 4 heat zones, newer landscaping; many rooms with beautiful antique oak flooring; newer windows, roof, garage doors; vaulted

Gloria Gibney Gibney Real Estate

Perfectly positioned just moments from Guilford's iconic Green, this exceptional Greek Revival residence offers a refined blend of timeless architecture and modern living. Set along historic Broad Street, the home is within easy reach of charming shops, dining, the beach, train station, and local marinas. Built in 2002, the residence showcases period-inspired design with a light-filled, open

Michelle Wininger William Pitt Sotheby's Int'l

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

Rare opportunity to own an in-town retreat just steps from the historic Guilford Green. This unique and well maintained two-family home offers a combination of flexibility, charm, and outdoor space that is nearly impossible to find this close to town. Whether you're seeking multi-generational living, rental income, or a lifestyle property with room to spread out, this home delivers exceptional

Claudia Bartlett William Raveis Real Estate

Exceptional Contemporary Direct Waterfront Estate. Located in Guilford, CT, on a private cove of Little Harbor, this stunning home has a private Beach, pier / dock and pool. Built in 1969 and designed by renowned architect Judith Chafee, the thoughtfully designed open-concept floor plan maximizes water views from almost every room and boundless natural light throughout. The Living Room, with

Kirsten Adams William Pitt Sotheby's Int'l

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

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

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.

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

Opportunity to enjoy privacy and space in one of Guilford's convenient locations. Tucked away on a private cul-de-sac just minutes from the historic Guilford Green, this 4 bedroom, 4 full bath Colonial perched on a lightly wooded 2.16-acre lot with serene views, this home features light-filled interior spaces, a flowing floor plan with hardwood floors, crown molding, and recessed lighting

Rose Ciardiello William Raveis Real Estate

Tucked away at the end of private Cedar Grove Road in the serene enclave of Tuttle's Point, this charming cedar shake classic cottage offers the kind of lifestyle most people only dream about. Perched high above the floodplain on a lush 1/3-acre lot, 59 Cedar Grove Road enjoys spectacular, million-dollar views of Long Island Sound, surrounded by mature perennial plantings in a secret garden

Jeanne Kempton Century 21 AllPoints Realty

Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined craftsmanship, and natural beauty. Surrounded by mature woodlands, the property is a private retreat, complete with a gently winding stream and the preserved stone remnants of a historic mill-an evocative nod to the land's rich past. Inside, the

Mark McElrath William Pitt Sotheby's Int'l