Guilford, CT Houses for Sale

Set at the end of a quiet cul-de-sac, this beautifully renovated 5-bedroom, 3.5-bath colonial delivers the space, privacy, and finishes today's buyers are searching for - all on 3.19 private acres. Step through the dramatic two-story foyer with a chandelier and sidelights into a home thoughtfully updated from top to bottom. The main level flows seamlessly from the formal living room - anchored by

Mustafa Muaremi Coldwell Banker Realty

This 4-bedroom Cape Cod offers a nice sense of privacy, set back on a quiet cul-de-sac street. Sitting on 1.21 acres, there is plenty of outdoor space to enjoy, including a brand-new deck that's perfect for grilling or relaxing. The interior is light and bright with hardwood floors throughout, updated kitchen and bathrooms. It's a great opportunity for anyone looking for a comfortable home with a

Rob McConville RE/MAX Heritage

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

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

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

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 well-maintained ranch offers easy single-level living with a layout designed for comfort and convenience. Expanded and renovated to the studs in 2008, the home now features a new 1,500-gallon septic tank for a potential 5th bedroom and a radon-in-air mitigation system. Hardwood floors run throughout a bright, open floor plan with central air, while the spacious primary suite includes dual

Linda Toscano Coldwell Banker Realty

This special neighborhood is cherished for its sense of community, tranquility, and generations of families who return year after year. Take evening strolls along the shoreline, watch breathtaking sunsets over Long Island Sound, and embrace the vacation lifestyle every day. This Cape Cod style home offers 4 bedrooms, 1 1/2 bath and sits on a generous .23-acre double lot, offering potential

Rose Ciardiello William Raveis Real Estate

Tucked away at the end of a peaceful cul-de-sac in sought-after Sam Hill area, this architecturally distinctive contemporary offers a rare blend of privacy, natural beauty, and convenience. Set on over 2 private, lush acres just one mile from the historic Guilford Green, this home is a true retreat. Walls of glass fill the home with natural light and frame picturesque woodland views. The dramatic

Renee Mascia RE/MAX Right Choice

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

Discover the Perfect Coastal Retreat at 19 Seaside Avenue! Ideally situated in the heart of Guilford's coveted shoreline community, this charming residence offers the rare opportunity to enjoy a "best of both worlds" lifestyle. Located just a short, scenic stroll from the historic Guilford Green and minutes from the vibrant town center, you'll have premier access to boutique shopping, gourmet

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

The George W. Seward House - Circa 1888 A rare opportunity to own a piece of Guilford history. Known as the George W. Seward House, this distinguished Queen Anne Victorian residence was originally constructed in 1888 by prominent local builder George W. Seward, whose work helped shape the architectural character of Guilford. Located a short distance from the historic Guilford Green, the home

Sean Krom RE/MAX Alliance

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

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

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

43 Chestnut Grove.. offering approx. 6,700 sq ft with a prime location on a cul-de-sac street w/ 1.78 acres features a beautiful 2-story covered front entry featuring an arched opening, columns & woodwork/moldings throughout along with beautiful inlaid hardwood floors. At the heart of the home, the expansive great room features a gas fireplace & an impressive entertainment space complete with a

Lauren Freedman 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

Welcome to this inviting 3-bedroom, 2.5-bath home on one of the most scenic roads in Guilford. The spacious primary suite is a true highlight of this home -- a retreat featuring a fireplace, private office or sitting area, en-suite bath, expansive closet space, and newly installed hardwood floors. Hardwood and tile flooring flow throughout much of the home, filled with abundant natural light. The

Kim Vigliotti Coldwell Banker Realty

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

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

Charming seasonal cottage located in the desirable Guilford Lakes community. This cozy retreat offers lake views and access to private beach rights, making it an ideal getaway for summer enjoyment. The home features a rustic interior with an open living area, kitchen, and comfortable sleeping spaces. Situated on a lightly wooded, sloping lot, the property provides a peaceful setting close to the

Timothy Serpe Citi Atlas Real Estate Co LLC

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

Welcome to Waystone Farm, an award-winning, energy-efficient gentleman's farm and potential horse property. Proud winner of the 2016 Highly Insulated Passive House Standard Award, this estate masterfully blends sustainability with luxury living.The main residence features newly refinished hardwood floors and a bright, open floor plan. A sun-filled great room flows into the chef's kitchen,

Bette Zollshan William Pitt Sotheby's Int'l

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

"Vermont in Guilford": Extraordinary hilltop privacy surrounded by woods and fields in North Guilford. This well-maintained 3-bedroom, 1.5-bath home with attached 2-car garage is ideally sited atop a hill in a desirable setting. Recent updates include mini-splits, a new roof, fresh interior paint, and gleaming hardwood floors. The main level features an open living area with wood stove, offering

Tim Galvin William Raveis Real Estate

Don't miss this adorable one-level home, thoughtfully updated to offer the perfect blend of charm, comfort, and flexibility. Nestled on a scenic country road, the property sits on 1.7 acres with ample room for future expansion if desired. Ideal for first-time buyers, down-sizers, or anyone seeking peaceful country living. Bright and airy throughout, the home features an open floor plan with

Kim Vigliotti Coldwell Banker Realty

Welcome to the Treehouse, a thoughtfully updated Mid-Century Modern home set high above 2.4 acres of private woodland with seasonal views overlooking the West River. Combining architectural character with modern updates, this unique property offers privacy, tranquility, and a seamless connection to nature. The dramatic living room showcases soaring vaulted ceilings, exposed wood beams, a

Mark McElrath William Pitt Sotheby's Int'l

Live, Love, Laugh and Play a short walk to Guilford Center, Library, Public Transportation, Dining and Shopping! The expanded Cape offers a newer Great Room addition offering the perfect space to entertain in style with doors to yard and future patio. The adjacent kitchen was updated 6yrs ago when addition was added and boast granite counters, SS appliances and adjacent original dining room for

Diane Beckwith Popolizio William Raveis Real Estate

Discover 9 Sunset Ridge Drive, an elegant colonial residence constructed in 2015 and updated throughout 2024-2025. From the grand foyer with detailed millwork to the bright, open layout, every inch of this home has been meticulously refined. The stunning kitchen anchors the home with marble countertops, stainless steel appliances, a gas cooktop, and a spacious pantry-flowing effortlessly into the

Barbara Goetsch William Pitt Sotheby's Int'l

Tucked away at the end of a quiet cul-de-sac in Guilford's Meadow Hills neighborhood, this beautifully maintained 4-bedroom Garrison Colonial offers the perfect blend of privacy, natural beauty, and neighborhood charm. Set on a picturesque 1-acre lot and surrounded by Guilford Land Trust property, the setting feels peaceful and secluded while still being part of a welcoming community known for

Rose Ciardiello William Raveis Real Estate

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

Absolutely stunning 5+ bedroom light-filled home offers the perfect blend of elegance & modern updates. A dramatic 2-story foyer with a striking contemporary fixture sets the tone. The living room with glass French doors offers flexibility as a first-floor office. The oversized family room features a soaring ceiling, custom built-ins & stone fireplace, flowing seamlessly into the remodeled

Susan Santoro William Pitt Sotheby's Int'l

Luxury Property Auction: 11-25 June. 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 stream and the preserved stone

Lee Leslie Concierge Auctions, LLC