Guilford Real Estate

Welcome to Guilford, Connecticut – a picturesque coastal town nestled in the heart of New Haven County. Known for its rich colonial history, charming New England architecture, and vibrant community spirit, Guilford is a hidden gem that offers a perfect blend of small-town charm and modern living.

With its stunning shoreline along the Long Island Sound, Guilford boasts an array of outdoor activities for nature enthusiasts and families alike. Enjoy leisurely strolls along the scenic beaches, or explore the numerous parks and nature reserves that dot the landscape. The town is also home to the historic Guilford Green, a beautiful park area surrounded by quaint shops, delightful eateries, and cultural landmarks that reflect the town's storied past.

Guilford's vibrant community is highlighted by its commitment to education, with top-rated schools that provide a nurturing environment for students of all ages. The town hosts various events throughout the year, from summer concerts on the Green to charming farmers' markets, fostering a strong sense of community and connection among residents.

For those who appreciate the arts, Guilford offers a thriving cultural scene, with galleries, theaters, and local artisans showcasing their talents. The town's proximity to New Haven allows for easy access to even more cultural attractions, including world-class dining and entertainment.

Whether you’re looking for a serene retreat or an active lifestyle, Guilford, CT, is a place where you can truly feel at home. Discover the charm and warmth of this coastal community, and find your perfect piece of Guilford today!

Newest Listings in Guilford

$549,900

3 Beds ⋅ 2 Baths ⋅ 24194561 MLS

Step inside this beautifully maintained three-bedroom, two-bath raised ranch, located in the desirable town of Guilford. The main level offers a warm and welcoming living room, three well-appointed bedrooms, a full bath, and the convenience of a main-level laundry area, providing both comfort and functionality. The spacious eat-in kitchen features direct access to a two-level deck overlooking an above-ground pool, a large level lot, and a fire pit area, creating a private backyard retreat perfect for relaxation and summer gatherings. The finished, heated lower level significantly expands the home's living space, featuring a family room with a wood-burning fireplace insert that creates a cozy retreat during the cooler months. Additional highlights include a second full bath, a recreation room ideal for a home gym, game room, or media space, and a separate office with the flexibility to serve as a guest room or private workspace. Full-size windows fill the lower level with natural light, while the walkout provides convenient access to the driveway and backyard. A great opportunity to own a home that combines both comfort, functionality, and lasting appeal. Don't miss your chance to make it yours.

289 New England Rd, Guilford

$999,000

4 Beds ⋅ 3 Baths ⋅ 24193540 MLS

This approximately 3,000 square foot house sits on nearly 1 acre of lush, tranquil land. The property features a charming exterior with an inviting entryway, surrounded by well-maintained landscaping and greenery. The spacious lot provides ample room for outdoor living and recreation, creating a peaceful retreat from the everyday. The home's interior offers four bedrooms and two and a half bathrooms, providing ample space and privacy. The generous square footage and open floor plan with Hardwood Bamboo floors allows for a versatile living experience. The inviting entryway leads to a spacious area, setting the tone for the rest of the home. Outside, the property boasts a spacious Trex deck, and a private oasis with a soothing salt water pool, all nestled in a secluded setting. The expansive fenced yard and greenery create a serene, peaceful atmosphere, ideal for relaxation and outdoor enjoyment.

67 Christopher Ln, Guilford

$550,000

3 Beds ⋅ 3 Baths ⋅ 24193826 MLS

Welcome home... offering approximately 2,400 square feet of living space over two levels, set back on a private 1+ acre lot framed by classic New England stone walls and a generous front yard. The main level features a living room with hardwood flooring and a wood-burning fireplace, a dining room with hardwood floors and a charming corner curio cabinet, and an eat-in kitchen with tile flooring, granite countertops, tile backsplash, and stainless steel appliances. Just beyond the kitchen, the inviting family room features a cathedral ceiling with exposed beams, skylights, ceiling fan, and windows overlooking the peaceful backyard. Sliders lead to a composite deck complete with a remote-controlled awning, creating the perfect space for outdoor entertaining. An adjoining enclosed sunroom offers wood flooring, a vaulted ceiling with skylights and ceiling fan, plus two built-in cabinets. The main level includes three bedrooms, all with hardwood flooring, including a master with a walk-in closet and full bath with shower. A second full bath with tub/shower combination and convenient laundry area completes the level. The finished lower level provides exceptional flexibility with a spacious den featuring a second wood-burning fireplace, bay window, crown molding, composite flooring, a full bath with shower, and sliders leading to a lower patio and the private backyard. This versatile space is ideal for a recreation room, home office, guest accommodations, or potential 4th bedroom.

145 Peddlers Rd, Guilford

$1,150,000

4 Beds ⋅ 3 Baths ⋅ 24192596 MLS

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 lends itself perfectly for everyday living. The second floor has a Primary suite as well as 3 bedrooms. This home as a unique private staircase to the bonus room which is an excellent feature because it gives buyers a flexible space that feels almost like a separate wing of the home. Step outside to enjoy the private backyard, ideal for relaxing or entertaining, all while enjoying the tranquility of North Guilford's picturesque setting. Built with today's energy-efficient standards and quality craftsmanship, this home offers the peace of mind and convenience that come with brand-new construction.

450 Bluff View Dr, Guilford

$711,000

2 Baths ⋅ 24194401 MLS

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, kitchen & full bath. Owner-occupied, well maintained Interior Features: 6 total rooms + kitchen + 1 1/2 baths-Brand-new 21 windows + 4 basement and 2 attic windows.-New electrical panel, 220 amp service. Alarm system with cameras. Public gas with new gas furnace. Central cooling + warm air system. Updated plumbing with insulated piping. Renovated bathrooms. Concrete basement floor with drainage system. Unfinished walk-up attic offering 800+ sq ft of storage or future living space. Exterior & Location Highlights: Beautiful landscaping and privacy-enhancing arborvitae fence. Newly built covered porch. New sidewalk and walking path. Property is half a mile from police and fire department, road receives priority plowing and electricity during major storms, ensuring excellent storm reliability. Walking distance to:-Adams High School, Guilford Green-2 miles to Jacob Beach. Perfect visibility for: attorney, accountant, esthetician, medical practice, chiropractor, therapy, insurance, or satellite real estate office. Ideal for live-work professional or investment.Averaging14,000 vehicles a day

294 Church St, Guilford

$800,000

4 Beds ⋅ 3 Baths ⋅ 24194162 MLS

Nestled at the end of a serene cul-de-sac in desirable West River, this move-in ready 4-Bedroom, 3-Bath Colonial offers an exceptional turn-key retreat on 2 private acres with direct views and access along the scenic West River. Thoughtfully updated and meticulously cared for, the home features high-end replacement windows and exterior doors throughout, as well as young, well-maintained mechanical systems for ultimate efficiency and peace of mind. Spanning nearly 3,000 sq. ft., the bright and flowing floor plan boasts 2 cozy fireplaces, sun-drenched living spaces, and a primary bedroom suite. Relax or entertain on the covered deck and patio while soaking in the quiet wooded grounds and tranquil river views. A full walk-out basement and a floored walk-up attic provide extensive storage or future expansion potential. Complete with central air, public water, and an attached 2-car garage. A true natural sanctuary just minutes from the historic Guilford Green, top-rated schools, beaches, and commuter routes!

20 Riverside Ct, Guilford

$525,000

3 Beds ⋅ 2 Baths ⋅ 24193513 MLS

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 and plenty of space for gatherings. Upstairs, the spacious living room is highlighted by a striking brick wood-burning fireplace framed by custom floor-to-ceiling built-ins, creating a warm and inviting focal point. Hardwood floors and crown molding flow into the beautifully renovated kitchen, complete with solid wood cabinetry, granite countertops, tile backsplash, stainless steel appliances, and a breakfast bar. Sliding doors lead to a spacious deck overlooking the private wooded backyard, providing the perfect setting to relax or entertain. The primary suite offers a walk-in closet and updated full bath, while two additional bedrooms and a second renovated full bath complete the main level. Additional features include a partially floored attic with pull-down stairs, generous storage, a two-car garage, and a storage shed. Offering the perfect blend of privacy, tasteful updates, and a desirable neighborhood location, this home is ready for its next owners.

123 Janeway Dr, Guilford

$399,900

4 Beds ⋅ 2 Baths ⋅ 24192906 MLS

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, creating a truly unique focal point. The spacious primary suite offers a walk-in closet with motion-activated lighting, while the upstairs bath features a classic clawfoot soaking tub. An expansive wraparound deck provides easy access to the backyard and plenty of space for entertaining or unwinding outdoors. Recent updates include a new water heater and whole-house water filtration system for added peace of mind. Blending character, comfort, and thoughtful improvements, this one-of-a-kind home is ready for its next chapter.

3198 Durham Rd, Guilford

$725,000

3 Beds ⋅ 3 Baths ⋅ 24193021 MLS

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 open-concept kitchen anchors it all: granite island, stainless appliances, and a sightline that runs straight to the brick fireplace in the family room, so whoever's cooking never misses a moment. When the weather turns, this is a cozy-nights-by-the-fire kind of home. The flexible main level keeps up with real life a bonus room off the dining area ready to become a walk-in pantry or office, and a den with half bath that could be a second office, opening to a 675 sq ft studio that's begging to be a home gym, workshop, creative space, or garage once again. Upstairs, the freshly painted primary suite with brand-new carpet stretches nearly 40 feet sitting room, walk-in closet, private laundry, full bath, and French doors to your own balcony over the treetops. Two additional bedrooms serviced by an updated full bath, a floored walk-up attic, central air (2025), and 3,300+ sq ft of room to grow. Minutes to Universities, I-95, Yale New Haven Shoreline Medical, and area universities with Guilford's town green and beaches just down the road. Come fall in love.

7 Bailey Dr, Guilford

$269,900

2 Beds ⋅ 2 Baths ⋅ 24193061 MLS ⋅ West River Village BLDG.

Welcome to easy condo living in this inviting 2-bedroom, 1 1/2 bathroom townhouse with an extra finished room ideal for a home office, extra space, or hobby area. Filled with natural light from the new windows and designed for everyday living, this residence features an, a functional kitchen, , a 1-car garage, and a layout that works beautifully for relaxing, entertaining, or working from home. A Bright and welcoming living area with flexible furniture options, plus both bedrooms offer walk in closets. All in close proximity to downtown Guilford, I95 and shopping. Whether you are a first-time buyer, downsizing, investing, or looking for a low-maintenance lifestyle, this condo is a wonderful opportunity. It does require some cosmetics, but its ready for you to make it your own!

274 Church St Unit 8C, Guilford

$519,000

2 Beds ⋅ 2 Baths ⋅ 24187342 MLS

Welcome to 70 Hoadley Creek Circle! Tucked away on a lush, wooded acre, this one-owner, custom-built contemporary ranch offers the ultimate blend of privacy and coastal Connecticut convenience. Located on a peaceful residential circle near the Hoadley Creek preserve, this 1,580-square-foot retreat feels worlds away while remaining just minutes from the historic Guilford Green, the Marina, and Jacob's Beach. Inside, the home is bathed in natural light, creating an airy and inviting atmosphere. The heart of the living space features a cozy fireplace, perfect for unwinding on crisp New England evenings. Designed for effortless single-level living, the floor plan includes two spacious bedrooms and two full bathrooms. For those needing extra flexibility, the upper-level space-currently used as a den and an office-easily serves as a third bedroom, with a septic system already rated for three. Modern convenience is a hallmark of this property. You'll have total peace of mind with a whole-house generator and a spacious two-car detached garage, ideal for vehicles, a workshop, or extra storage. The true showstopper, however, is the expansive rear deck. It serves as your private front-row seat to 120 acres of protected Guilford Land Conservation Trust property, offering a serene, evergreen backdrop that will never be developed. Whether you are sipping morning coffee or hosting a summer dinner, the connection to nature here is unmatched.

70 Hoadley Creek Cir, Guilford

$739,000

4 Beds ⋅ 3 Baths ⋅ 24192692 MLS

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 new skylights and carpeting provides flexible space for a home office, playroom, or guest retreat, while the finished lower level includes a media room, laundry area, and abundant storage. Enjoy your own backyard oasis with an in-ground pool, expansive lawn, and exceptional privacy. Major updates include a new roof, skylights, and HVAC system (2023), plus a new hot water heater and kitchen appliances (2021), offering peace of mind for years to come. Ideally located just minutes from Guilford's high school, town center, beaches, marina, restaurants, and hiking trails, with convenient access to New Haven, Hartford, and New York City.

70 Stepstone Hill Rd, Guilford

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.