Colonial Homes for Sale in Guilford, CT

Bluff View Estates! Picture your perfect summer evening: pool lights glowing, a warm breeze, and friends laughing around a fire pit on a massive deck-welcome to 216 Bluff View Drive. Tucked away in Guilford's desirable North Guilford Neighborhood, this 4-bedroom, 2.5-bath open-concept Colonial delivers 3,410 square feet of pure comfort across two beautifully styled levels. The home boasts

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

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

Shoreline charm meets unlimited potential at 208 Boston Street. This quintessential New England gem, set on a rare and sprawling 1.03-acre level lot, offers the ultimate "walk-to-town" lifestyle just steps from the historic Guilford Green. Whether you are looking for a savvy investment, a multi-generational living solution, or a grand single-family estate, this versatile property delivers.

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

Mixed-use property (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". First Floor: Professional medical office space, 4 office space + half bath. Second Floor: 1-bedroom, living

Jason Saphire www.HomeZu.com

Perfectly sited on 2.75 private acres overlooking a sweeping lawn, this distinguished Georgian Revival estate 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,

Linda Toscano Coldwell Banker Realty

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

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

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

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

Beautifully renovated four bedroom, five full bathroom home close to everything Guilford has to offer. The curb appeal is undeniable with the home sitting perched on a hill, set back from the road. This home features a completely redesigned kitchen, foyer, and master bathroom. As you enter, you see the foyer with 18 foot ceilings and an elegant, curved staircase. Next is the dining room perfect

Vincent Engingro William Raveis Real Estate

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

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

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

Just one mile from the historic Guilford Green, this like-new Contemporary Farmhouse offers a rare blend of modern comfort, coastal charm, and beautiful natural views. Set on one acre with views of the marsh and West River, the home is designed to feel both private and connected to one of Guilford's most desirable village settings. The open floor plan is ideal for everyday living and

Willard Finkle Coldwell Banker Realty

Looking for a serene sanctuary that perfectly blends antique charm and modern convenience? Welcome home to 50 Ledge Hill Road! This delightfully updated and maintained 19th century colonial represents a rare opportunity to own a truly peaceful and picturesque retreat on six and a half acres of tranquil land. Inside, the home offers a versatile layout with five bedrooms and one-and-a-half

Melanie Abbott William Pitt Sotheby's Int'l

Welcome to 737 Leetes Island Road, a stone's throw from Shell Beach, one of Guilford's most desirable shoreline areas! With some TLC, the potential for this property is endless! Situated on beautiful grounds, 737 embraces all the natural elements of this area...salt water breeze coupled with lightly wooded, open space. This property was known as the "Marilyn House", as it was said that Marilyn

Carissa Mastriano GRL & Realtors, 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

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

Positioned on a premier corner lot at the end of a quiet cul-de-sac with 3.19 private acres, this exceptional 5-bedroom, 3.5-bath Colonial is being reintroduced with a significant improvement package. Before closing, the seller will install a NEW ROOF, NEW HEATING and COOLING systems, a New Rear Deck, improvements to the wraparound front porch, and additional landscaping enhancements, offering

Mustafa Muaremi Coldwell Banker Realty

Brand NEW CONSTRUCTION. Move in Ready! This modern, luxurious 3284sf, 4-bedroom, 3.5-bathroom home is designed to captivate. Located only 1.5 miles from the quintessential Guilford Town Green, you'll enjoy the charm of local shops, restaurants, and a vibrant community. Plus, it's just 2.5 miles to the Guilford Marina, Guilford Yacht Club & Jacob's Beach. With quick highway access, proximity to

Anne Marie Straka Compass Connecticut, LLC

Luxury Property Auction: 11-25 June. Current High Bid: $1,400,000. Estimated Sale Price: $2,200,000 - $2,800,000. 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

Lee Leslie Concierge Auctions, LLC