Guilford, CT Homes for Sale

Nestled on a serene 2.19-acre lot at the end of a cul-de-sac on a private road, this Colonial is flanked by similar homes, offering a peaceful and picturesque setting. Featuring 4 bedrooms and 3.5 baths across three finished levels. A circular driveway and paver walkway lead to a charming covered front porch; perfect for morning coffee or welcoming guests. Inside, the foyer opens to a living room

Rose Ciardiello William Raveis Real Estate

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

Located at the entrance of a quiet cul-de-sac, this expansive contemporary Cape sits on over an acre and offers 4 bedrooms and 2 full and 2 half baths. The first-floor primary suite and open-concept layout provide flexible living options. Features include an indoor 10ft-deep saltwater pool with sauna, a loft ideal for an office or den, and both attached and detached two-car garages, one with an

Melanie Taylor Berkshire Hathaway NE Prop.

Charming Waterfront Community Opportunity - Bring Your Vision! Welcome to 55 Harbor View Road, nestled in one of Guilford's most treasured waterfront neighborhoods. This property offers the rare combination of a peaceful coastal lifestyle and unlimited potential to create your dream retreat. Situated on a spacious lot with mature trees and established plantings, this single-level home features 3

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

Back on Market! Appraised, inspected, and ready for a quick, smooth closing. Here's your second chance to own a slice of coastal paradise in Guilford! Perfectly located within walking distance to Metro-North Railroad, Jacob's Beach, local parks and playgrounds, the historic Guilford Green, charming shops, and the town docks - this property blends seaside serenity with everyday convenience. The

Lindsay Walsh Coldwell Banker Realty

RARE OPPORTUNITY TO OWN TWO BUILDINGS IN GUILFORD ~ Unlock the potential of this prime commercial property on the bustling Boston Post Road, just one block from Guilford's historic town Green. Within the PV zone (Post Road Village Zone District, this offering includes 2 buildings (see listing #1058 Boston Post Road) that share a driveway and provide dedicated parking; an ideal setup for

Rose Ciardiello William Raveis Real Estate

This captivating colonial in the heart of North Guilford is 2800 sq ft located on a 1.9 acre lot. This residence is being built on one of the 7 parcels known as Mountain View subdivision on Jans Way. The main floor offers an open concept kitchen and great room, perfect for entertaining the family. Formal dining room and office are located on first floor with one half bath. Second floor features

Matthew Murchison Berkshire Hathaway NE Prop.

Welcome to 40 Kenneth Circle, located in one of Guilford's most desirable residential areas. This three-bedroom, two-bath home offers a comfortable layout on a level lot just under one-half acre. The property features bright living areas with good natural light and flexible spaces suitable for a variety of uses. This home provides convenient access to town amenities, the historic Guilford Green,

Adam Sebastian Regency Real Estate, LLC

Newly painted throughout! Discover the perfect blend of comfort and convenience in this sun-filled single-level home Nestled just moments from the Historic Guilford Green, this meticulously maintained three-bedroom home creates an idyllic escape with its private backyard oasis featuring mature perennial gardens and sparkling in-ground pool. Bathed in natural light, this welcoming home showcases

Sue Knapp William Pitt Sotheby's Int'l

Lakefront Opportunity in Guilford Lakes - Make It Shine! Set along the tranquil shoreline of Guilford Lakes, this 3-bedroom, 2-bath home offers more than 2000 square feet of space and endless potential to create your dream waterfront retreat. Priced to reflect updates needed, and "as is " condition, this property presents a rare opportunity to invest in one of Guilford's most desirable lakefront

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

Welcome to 104 Sperry Drive-a timeless ranch that's ready to write its next chapter. This spacious home with great bones, unique features, and endless potential offers the perfect opportunity to breathe new life into it. The perfect blank canvas to make your own! As you step inside, you'll find wonderfully-preserved hardwood floors throughout the main floor. A large living room features a

Gina Williams Preston Gray Real Estate

Looking for privacy and space close to town? This classic Colonial offers 4 bedrooms, 2 full baths, and sits on a level .90-acre lot. The main level features a bright living room with a wood-burning fireplace and a large picture window overlooking the front yard, flowing easily into the dining room. The kitchen includes a breakfast bar and built-in pantry storage. A spacious family room with a

Rose Ciardiello William Raveis Real Estate

Desirable cul-de-sac location on a private 1.72-acre lot. This spacious home sits back from the cu-de-sac and features an open layout with hardwood floors, central A/C, freshly painted interior, and abundant natural light. Enjoy 4 bedrooms and 2 1/2 full baths, 2-car garage, and a park-like backyard with an in-ground pool (NEW liner); perfect for relaxing or entertaining. Kitchen opens to a

Rose Ciardiello William Raveis Real Estate

Built in 1845 this in-town colonial is located four doors from the Guilford Green. Originally, a single-family home, it was a 2-family dwelling for many years and, more recently, a combined residence and home law office It could be either a one-family home, a two-family home, or a home office. It includes a stunning first floor consisting of a formal Living Room, Dining Room, Family Room, first

Leigh Whiteman William Raveis Real Estate

Welcome to your private sanctuary in the historic town of Guilford. A timeless country estate like, professionally landscaped property with lush gardens and in ground pool. A truly unique 12 room 4800 sqft home includes 5 bedrooms 5 bathrooms a spacious kitchen with updated appliances formal living and dining rooms a cozy family room with stone fireplace and beautiful library with built-ins.

Jonathan Wallace Compass Connecticut, LLC

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

A rare downtown opportunity! This Historic Home located in the heart of downtown Guilford boasts 18 rooms, 2783 sq ft. This spacious legal 2-family home with 2 separate entrances features a larger unit that lives like a single-family home on 2 levels w/ 4-5 bedrooms, family room, dining room w/wood burning fireplace, eat-in kitchen, butler's pantry, media room, laundry room, 3 full baths & office

Claudia Bartlett William Raveis Real Estate

Welcome to 360 Jefferson Drive! This charming four-bedroom, 2.5 bath colonial is set back from the road on a beautiful level lot with a wooded border, offering both privacy and curb appeal. Inside, you'll find a spacious layout featuring a comfortable family room with a fireplace, a formal living room, and a dining room perfect for entertaining. The kitchen includes a relaxed eating area,

Beth Cantor Coldwell Banker Realty

Tucked away in Guilford's sought-after Westwoods neighborhood, this fully renovated 3-bedroom, 2-bath ranch combines modern updates with rare natural privacy. Set on a wooded lot with no visible neighbors, the home features a stunning kitchen with two-tone shaker cabinets, quartz countertops, and stainless steel appliances, a spacious living room with a wood-burning fireplace, refinished hardwood

Katelin Rosello Rosello Realty Advisors

Welcome to State Street Haven, an exquisite Georgian-inspired mansion at 625 State Street in the heart of Guilford. Ideally located just minutes from town and nearby neighborhoods, this home offers both convenience and a prestigious address. Every detail exudes sophistication-from the sweeping staircase and soaring ceilings to the updated kitchen and luxurious bathrooms with chandeliers. Four

Paige Slocum William Raveis Real Estate

Tucked at the end of a private drive, 7 Hart Road in Guilford is an architectural gem wrapped in history and elegance. The Thorn Birds author Colleen McCullough designed and built this home as her personal sanctuary-a retreat balancing creative solitude with proximity to New York. Featuring 6 beds, 5 baths, and two primary suites, the residence showcases a grand marble foyer, sweeping staircase,

Taylor Burns KW Legacy Partners

Welcome to this beautifully remodeled and expanded 5 bedroom raised ranch at 1028 Moose Hill Road in Guilford. Originally built in 1972, this home underwent a complete transformation in 2021, resulting in a bright and spacious residence perfect for modern living and entertaining. The heart of the home is the open-concept living, dining, and kitchen area. This expansive space is bathed in natural

Melissa Lawson Dow Della Valle

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

This stunning luxury condominium seamlessly blends sophistication and comfort. Completely customized and upgraded in 2023, this "double" upper unit in the Leete Building of The Residences at 66 High Street has seen very light use since completion. This home features a generously sized living room with fireplace, perfect for entertaining or unwinding in style and a dedicated dining area with

Margaret Muir William Pitt Sotheby's Int'l

Immaculately maintained and move-in ready, this 2-bedroom condo is located in the highly desirable Long Hill Farm community. Perfectly positioned to overlook a lush, open field, the home offers a private and serene setting where you can enjoy the beauty of nature all year long. Inside, you'll find a bright and inviting open floor plan with stunning hardwood floors, a cozy gas fireplace, and a

Holli Shanbrom Coldwell Banker Realty

One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the

Philip Warner William Pitt Sotheby's Int'l

This single-level ranch home offers the ease and convenience of true one-floor living, perfect for today's lifestyle. Rebuilt to the studs in 2008, everything was replaced-including the roof, siding, windows, electric, plumbing, insulation, kitchen, and baths-giving you the benefits of a newer home with timeless style. Equipped with solar panels for enhanced energy efficiency and reduced utility

Linda Toscano Coldwell Banker Realty

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

A must see! This ranch style home situated on 0.62 acres and a corner lot offers 2 bedroom / with possible 3rd bedroom, a full bath, a living room with fireplace, dining room and eat in kitchen. Currently the dining room is used as a bedroom in the main house. An interior breezeway with sliders connects the main home to a 2 car garage, above which is an in-law suite. This separate area boasts a

Joanne Fowler Bishop, Edward & Roberts, LLC

Welcome to 20 Copper Hill Drive-where city convenience meets coastal charm. This freestanding 2-bed, 2-bath Cape-style condo lives like a private single-family home, minus the maintenance and noisy neighbors. Freshly painted with newly refinished floors, the entire first level feels light, bright, and turnkey. Enjoy high-end kitchen finishes like a Sub-Zero fridge and Viking range, plus a gas

Devon Taylor Assael Dave Jones Realty, LLC

Waterfront - Guilford. Set Sail in Style and experience the charm of Guilford Yacht Club, a premier marina in one of Connecticut's most picturesque coastal towns. This 46-foot slip offers ample space and immediate access to Long Island Sound, ensuring effortless adventures on the water. Guilford is rich in history and natural beauty, making it an ideal destination for boaters. At the Guilford

Linda Coyle William Raveis Real Estate

Experience Elevated Living at The Residences at 66 High Street. Step into a lifestyle of sophistication and comfort-where luxury amenities meet cosmopolitan charm. This expansive third-floor residence in the Leete Building is one of the largest in the community and offers breathtaking, unobstructed views of the West River, Long Island Sound, and Faulkner's Island. Thoughtfully designed with 3

Nicole White William Raveis Real Estate

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

Direct lake front home with 85' frontage on one of the beautiful Guilford lakes. Your own private dock area to kayak, fish or swim. Your new home is part of the Guilford Lakes Association which offers members access to two private beaches. The Guilford Lakes Golf course is a public golf course and a neighborhood gem often referred to as the "Little Augusta". The water views from your new home are

Susan Fair Fair Realty

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

Introducing the Dalton! 14 Village Circle is located at Guilford's newest luxury community, Village on State. 14 Village Circle is an end unit and construction is well under way! This model features 2,625 square feet of beautiful living space. The main floor is open concept with a large great room and dining room and kitchen, which is perfect for entertaining. On the upper level you will find the

Vincent Engingro William Raveis Real Estate

New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages.

Vincent Engingro William Raveis Real Estate

Built in 1770, this gracious house has been a prominent presence on Fair Street since it was first built and occupied by Noah Hodgkin. The house was grand when it was built, and remains so 255 years later. Structural evidence indicates that the builders were fine craftsmen, and that the two ells were added in 1860 (north ell) and 1875 (south ell). Recent restoration projects completed by the late

Patricia Pierce CENTURY 21 Shutters & Sails

Tucked away on a quiet cul-de-sac in Guilford, one of the state's most sought-after towns, this classic Colonial offers the perfect blend of comfort, space, and timeless charm. Set on over 3 acres of beautifully maintained land, this 4-bedroom, 2.5-bath home is the ideal retreat for those seeking both privacy and convenience. Step inside to discover an inviting layout with a cozy family room

Adam West William Raveis Real Estate