Guilford Real Estate Search

Guilford Properties for Sale

Our website features the best Guilford real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

Guilford is a town in New Haven County on the Connecticut shoreline.  The town population is approximately 22,000.  Guilford is Connecticut's 7th oldest town established in 1639.  This fact is clearly present in its famous traditional New England town green.  


The Guilford Green is home to an assortment of unique boutique stores, amazing restaurants and thriving local businesses.  Located a short drive to the water, the town green serves as the hub of the quintessential New England Town.


There are several historic landmarks in town including the Henry Whitfield House, the Thomas Griswold House and Faulkner’s Island Lighthouse.


Among the top things to do in Guilford is a visit to Bishop’s Orchards.  A family run orchard dating back to 1871.


No trip to Guilford would be complete without dining at the Guilford Lobster Pound or The Place.  


With its picturesque coastline, top rated schools, and charming downtown, Guilford draws visitors year round for both seasonal living and full time residents.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Guilford real estate market? Sign up for a  Guilford Real Estate Market Report to see what’s active, under contract, and sold!

Newest Guilford Properties for Sale

4 Beds 3 Baths 24025283 MLS
Welcome to 30 Michelle Lane in scenic Guilford, CT! This charming home offers a perfect canvas for your personal touch. Hardwood floors throughout (redone in 2018) provide a timeless foundation, while the kitchen, remodeled 9 years ago, features granite countertops and oversized white cabinets, ideal for both casual meals and gourmet cooking. The spacious eat-in area and formal dining room are perfect for entertaining. Upstairs, you'll find four generous bedrooms and two full bathrooms, including a primary suite with an attached bath for a relaxing retreat. An oversized bedroom/study on the second floor boasts a cozy fireplace, adding character and warmth. The main floor includes a convenient half bathroom for guests. The family room also features a fireplace, creating a welcoming atmosphere for gatherings. The home is equipped with a newer 40-gallon natural gas water heater, installed in 2019, and a 200-amp electrical system, ensuring efficiency for your daily needs. The property benefits from natural gas and city water, rare finds in Guilford, enhancing comfort and convenience. The two-car attached garage offers shelter and security for your vehicles. Located close to shopping amenities and the picturesque Guilford Green, this home is ideally situated for both convenience and community engagement. Bring your imagination and make this beautiful Guilford residence your own! Don't miss out on this great deal and the opportunity to create your dream home.

30 Michelle Lane, Guilford

5 Beds 9 Baths 24024520 MLS
THE PITKIN MANSION - An unmatched preservation of the fabric of American heritage & unquestionably one of the finest restorations in New England, the Pitkin house is a true historical treasure. Considered one of the finest examples of pre-Revolutionary architecture in CT. In its early glory, notable guests are said to have been General Washington & Count de Rochambeau. Originally sited in East Hartford, the residence was dismantled & re-erected in 1955 on its present site in Guilford where it is nestled within a nearly 4-acre setting of 300 year old dogwood trees, manicured lawns, & magical gardens. Recognized in 1979 by the National Register of Historic Places, this classic revival is sure to be celebrated by any home lover. First time on the market in over half a century, this is a once in a lifetime stewardship opportunity not to be missed. Contemporary comforts include poured concrete foundation, geothermal system, full house generator, humidifier, central A/C, propane gas, Pella windows, heavy shake wooden roof w/under rubber membrane, hardy board siding, fiber optic cables, irrigation system, security system, city water, & underground utilities, to name a few. Significant upgrades & additions include detached 2-car garage with 1/2 bath & expansive bonus room, pool & pool house, tennis court, & garage barn w/full apartment. Remarkably private off quiet cul-de-sac road. Circular motor courtyard. Broad gambrel roof, 2 handmade English brick chimneys, & double door entry.

173 Highwoods Drive, Guilford

5 Beds 7 Baths 24026269 MLS
Tucked away in a desirable cul-de-sac neighborhood, this expansive residence provides ample space to meet all your needs across its 4 levels of finished living space. Step into luxury as you enter the main floor, designed for effortless entertaining and comfortable living. The open floor plan seamlessly connects the living room (or office), dining room, and a chef's kitchen featuring a center island with granite countertops, wet bar with large walk-in pantry. Gather with loved ones in the cozy family room, complete with a gas fireplace, while overlooking the expansive Trex deck adorned with a charming wooden pergola-the perfect spot for al fresco dining. Featuring 5 generously sized bedrooms, with 4 of them boasting their own private bathrooms, this home ensures that everyone can enjoy their own space and privacy. Need even more versatility? Discover the spacious bonus room, accessible via its dedicated staircase, ideal for guests or in-home business. Ascend to the finished 3rd floor, offering yet another full bathroom, providing endless possibilities for customization. Unwind in the finished lower level, featuring a full bathroom & walkout access to a serene patio area. Rest easy knowing that this home is not only spacious but well maintained, with a new furnace recently installed and the septic system upgraded to accommodate five bedrooms in 2016. Convenient to all of Guilford's amenities while providing a peaceful sanctuary to call your own.

5 Chestnut Grove, Guilford

5 Beds 4 Baths 24024408 MLS
Discover your own secluded haven with this expanded Cape Cod home with a wraparound front porch, ideal for unwinding while soaking in the serene sounds of nature. A farmhouse style home with over 3000 SF of living space. Entryway leads to the living room featuring a fireplace with a wood stove insert, while the dining room seamlessly transitions into a spacious family room enhanced by a large bump-out window and a 1900's Glenwood Stove, adaptable for both cooking and heating during chilly winters. The light-filled kitchen offers shiplap and crown molding, a large stainless steel farmhouse sink, granite countertops, stainless steel appliances, a storage cabinet, and a prep station with a bamboo top. Glass doors lead to the upper deck overlooking the backyard. The main level includes a bedroom with full bath access, alongside a versatile second room with its own full bath, suitable for guests or a home office. Upstairs, discover 4 additional bedrooms sharing a hall bath, including the master suite with a dressing room and full bath. This home offers the flexibility of an in-law setup. Nestled on 4.25 acres, the property features a cleared, level backyard with a fire pit and shed, and abuts a brook. Conveniently located near Route 80, enjoy an easy commute to New Haven, Yale, and area attractions. A 10-minute drive takes you to the historic town Green, where you'll enjoy an array of restaurants, boutiques, coffee shops and town beach.

160 Hart Road, Guilford

4 Beds 3 Baths 24021022 MLS
Move in just in time to enjoy summer in Guilford! This well-maintained center-hall colonial is full of appeal. Featuring 4 bedrooms and 2.5 baths, there's ample space for the entire family or guests to stay. The focal point of the house is the family room - bright, airy with a vaulted ceiling and fireplace - this room is the perfect spot to gather and unwind. The expansive rear deck, recently refinished, presents an ideal setting for entertaining guests and privately enjoying the surrounding natural splendor. Situated in a lovely neighborhood, this property is far enough away from the hustle and bustle, yet conveniently positioned with easy access to I-95 for commuting. The location of this home can't be beat -- just a short drive to downtown Guilford where you can enjoy the assortment of quaint shops, dining spots, picturesque town Green, and town beach. Hiking trails and Lake Quonnipaug are also located under fifteen minutes from this home. All of these attractions and more are within easy reach! Recent enhancements to this home include a newer roof, vinyl siding, freshly painted interior, and refinished deck. The house has been wired for use of a portable generator during outages and the generator is included. Finally, don't overlook the beautiful hardwood floors throughout the entire home. Schedule your viewing today and see for yourself all this home has to offer! *Professional Photos Coming 6/27/24. Active 6/28/24.

155 Wilderwood Drive, Guilford

5 Beds 4 Baths 24023822 MLS
This timeless colonial sits on a private 3.69 acre lot, including mature trees, spectacular landscaping, inviting backyard and stone patio including a new hot tub - Perfect for entertaining! This property includes a spacious two car garage and impressive circular driveway which leads you to the front door. Enter into the charming foyer, that showcases an elegant staircase. The newly remodeled open concept kitchen is an entertainer's dream, with a Viking refrigerator and timeless granite countertops. Just steps away from the eat-in kitchen you will find the grand living room including 14 foot ceilings and a spectacular stone fireplace. The home office has classic charm with its own fireplace near the front entrance of the home. The large formal dining room also has its own fireplace just off of the kitchen and foyer. The convenient laundry room and pantry is steps away from the two car garage and kitchen. Upstairs you will be impressed with the unique feature of having TWO PRIMARY bedrooms. The first is a lovely suite, the sitting area features its own fireplace. An excellent option for a multigenerational living, or guest wing. The bathroom has been completely remodeled in this suite with two large walk-in closets. Step down into the large sleeping quarters - a true sanctuary. You will find one additional primary just down the hall, this has a large walk in closet and remodeled bathroom within. With three additional bedrooms and one remodeled full bathroom on this floor,

99 Laurel Cliffs Road, Guilford

2 Beds 3 Baths 24023056 MLS The Residences At 66 High Street BLDG.
Experience the best of Guilford living at 66 High Street, where convenience meets luxury. Located just minutes from the tranquil beaches of Long Island Sound and a short walk to the town center, this prime location offers easy access to everything you need. The train station, marina, and Jacobs Beach are about a mile away, while the lively town green-filled with restaurants, boutique shopping, and community activities-is just a few blocks from your doorstep. This residence beautifully marries the historical charm of the original Mill with modern, upscale finishes and appliances for a lifestyle of unmatched sophistication and ease. As you step inside, you're greeted by stunning hardwood floors, exposed brick, and beam ceilings, anchored by a large, welcoming gas fireplace. The kitchen offers a bright space equipped with top-tier appliances, making cooking a pleasure. Upstairs, unwind in comfort with bedrooms that feature heated bathroom floors, ample closet space, and a primary suite that includes a luxury shower, double sinks, and a spacious walk-in closet. Enhance your lifestyle with an array of thoughtfully designed amenities. Keep active in the modern fitness room, cool off in the refreshing inground pool, or cultivate your green thumb in the community garden. The complex also provides kayak racks, a designated bird watching area, and a dog park, catering to all aspects of life. Don't miss out on living in one of CT's most sought-after, award-winning communities.

66 High Street Unit 66, Guilford

4 Beds 5 Baths 24017978 MLS
Welcome to your dream home minutes to town.Beautifully set in this cul-de-sac neighborhood, this stunning residence w/ over 4400 SF of luxurious living space. You will be greeted by exquisite craftsmanship & attention to detail at every turn. Starting with a spacious 3 car garage& extra storage. Inside, you'll find extensive handsome moldings, high ceilings & hardwood floors throughout. 9'ceilings & large windows flood the home with natural light. The main floor is designed for both functionality & elegance. A huge eat-in cherry kitchen awaits with a large island & updated appliances, perfect for the culinary enthusiast and opens to an expansive Family room with a fireplace. Both of these rooms exit to the oversized deck.Adjacent is a formal dining room with a fireplace, ideal for hosting. Work from home? a gorgeous study with glass French doors offers the perfect solution. The 1st floor also offers 2 1/2 baths & an incredible mudroom/laundry providing convenience & organization. A second staircase leads up to a huge amazing light filled bonus room with yet another fireplace. Upstairs, the second floor continues to impress with a private guest suite featuring a beautiful bath. A second full bath with 2 sinks and two more oversized bedrooms. The primary is a true suite boasting two walk-in closets and a gorgeous full bath with a spa tub for the ultimate in relaxation Recent upgrades include refinished floors, new boiler, interior painting & so much more. Large yard w/fire-pit

31 Dover Court, Guilford

3 Beds 3 Baths 24010741 MLS
Phenomenal contemporary known as "The see through house" is more than a home, it's a living masterpiece. Crafted with an artful fusion of glass & handcrafted wood, every inch of this multi-level marvel is seamlessly integrated with natural landscape & captivating views of Long Island Sound.A glass bridge leads to an open floor plan with wooden beams, soaring ceilings & loads of natural light. Huge sunken great room with built ins & a wall of windows.The heart of the home lies in its kitchen with a 2 story atrium, birch cabinets, a 7' butcher block island & high end appl. The adjacent dining room has an oversized picture window, offering uninterrupted views of LI Sound & meticulously landscaped gardens. The main floor exits to a new oversized Thermory ash deck, to host incredible parties,bird watching, or take in the jaw dropping sunrise/sunsets.The 2nd level bathed in sunlight has a reading/TV loft & full bath.The 3rd & 4th level feature amazing bedrooms with endless water views including a dramatic primary suite with an oak barrel ceiling, teak floors & spa tub. Ascend a few steps from a rooftop deck to behold a studio/office space that defies gravity, seemingly floating above the peaceful gardens below, an architectural marvel in its own right. Words fail to capture this extraordinary home which combines a shoreline lifestyle with natural surroundings & stunning architecture. You must experience it firsthand.New boiler, roofs & HW.Min to Guilford center.Deeded beach rights.

50 High Ridge Road, Guilford

2 Beds 2 Baths 24004388 MLS
Perched atop a gentle rise overlooking Shell Beach lagoon across the road, and Long Island Sound in the distance, is the Pelatiah Leete House, one of Guilford's oldest and most completely preserved 18th century dwelling houses. Built circa 1710 by Pelatiah Leete, grandson of Guilford founder and first governor of the united Connecticut colony, William Leete, the house is a classic New England saltbox, with a Georgian style facade arranged around the original carved pediment and pilasters flanking the formal entry door. Built in the medieval English post and beam/plank on frame construction manner, the house is a perfect cube of solid American Chestnut, with massive two story high chestnut planks nailed vertically to the framing, and centered around a massive three story center chimney built of the local granite stone. Pelatiah Leete House was one of the first Connecticut buildings added to the National Register of Historic Places in 1974, and was later designated in 1990 as a contributing structure for the National Register Route 146 Historic District, which follows the contours of State Route 146 in front of the dwelling, and is the only National Register-listed building along the Guilford portion of that district. Over the years it has attracted consistent interest from architectural historians and travel writers alike, appearing first in a 1960s New York Times travel article, as well as the front cover and interior of the 1976 bicentennial year book "Restored America".

575 Leetes Island Road, Guilford

3 Beds 3 Baths 24007240 MLS
A restorative sense of calm embraces you the moment you enter this understated, yet luxurious, retreat and absorb the expansive, captivating views of Long Island Sound that stretch to the soft silhouette of Faulkner Island; a mere three miles off the Guilford coast. Immediately you imagine a morning cup of coffee or an evening cocktail comfortably perched on your deck overlooking the beach and Sound; all the way to the shores of Long Island. Upon entering this completely renovated residence an open plan living room - dining room draws all eyes to the southwest ocean views, where oversize windows and large french doors immediately dissolve indoor / outdoor boundaries. A chef's kitchen boast top of line appliances that include a Sub-Zero refrigerator, Thermadore range with Wolf hood, Bosch dishwasher, granite countertop and unique center island; and is adjacent to the home's multi-media room. A large first floor primary suite offers a substantial walk-in closet and ensuite bath appointed with dual stone vanity, walk-in shower and jetted tub. Upstairs two generous bedrooms offer multiple possibilities including a second bedroom suite or office boasting amazing views from the upper deck. Out back relax in your private backyard overlooking the wildlife filled salt marshes. Tired of relaxing? Take your car or bike on a short ride to Guilford's Green and enjoy the many culinary options the town has to offer.

724 Mulberry Point Road, Guilford

5 Beds 4 Baths 24007037 MLS
Discover the perfect blend of charm, potential, and functionality in this spacious 5 bedroom, 3 1/2-bathroom sprawling Cape situated on 8.37 private park-like acres offering a harmonious blend of comfort, functionality, and serenity. As you step into this haven, you are greeted by a spacious solarium that infuses the interior with natural light and provides a tranquil space for relaxation or indoor gardening. The house offers newer mechanicals, ensuring efficiency and modern convenience. The highlight of the outdoor space is the inviting inground pool, surrounded by beautifully landscaped vibrant shrubs, and fruitful trees that add to the picturesque park-like setting. The spacious deck provides an ideal spot for outdoor entertaining or simply enjoying the peaceful surroundings. For ultimate relaxation, there's an outdoor hot tub offering seclusion and a soothing escape. The large barn offers a workshop, office space, abundant storage, possible in-law apartment with versatile layout that includes room for crafts or hobbies, making it a haven for creativity. While the house could benefit from updates, its solid structure and functional layout offer a canvas for customization, allowing any new owner to create their dream space. Conveniently located near town, amenities, shops, services, I-95 and commuter rail. Whether you seek a peaceful retreat or space for work and play, this property offers a rare combination of functionality, comfort, and convenience.

252 Murray Lane, Guilford

4 Beds 5 Baths 24000626 MLS
Words cannot describe the grandeur of this magnificent Estate surrounded by captivating gardens on just under 5 very private and sub-dividable acres. Nestled just outside Guilford's Sachems Head Association and a short bike ride to the Town Green and Long Island Sound this four bedroom Colonial transports you locations in England where stately homes offer significant privacy and lush landscaped gardens fit for the Royal Family. Once inside this formidable residence you cannot help but feel overwhelmed by the 10 foot ceilings and captivated by the alluring elegance and inviting warmth exuding from the beautifully proportioned rooms, flooded with an abundance of natural light. Throughout the home you are greeted by exceptionally high ceilings, wide oak flooring, impressive baseboard and ceiling trim, custom cabinetry,and four fireplaces. Enjoy a morning cup of coffee in the home's breakfast room while taking in the spectacular gardens through walls of glass. The kitchen is a chef's dream adorned with top of line appliances and granite counter-tops. Walk through the kitchens french doors to the backyard and immediately be teleported to one of England's famous grand estate gardens where you can enjoy your favorite beverage, a light lunch or, yes, a cup of tea. Upstairs three bedrooms await you on the second floor with a fourth nestled privately on the homes third floor complete with sitting room and full bath. The estate exudes the definitions of both grand and private.

221 Vineyard Point Road, Guilford

2 Beds 2 Baths 170612836 MLS The Residences At 66 High Street BLDG.
Experience the extraordinary lifestyle awaiting you at The Residences at 66 High Street. Discover an exceptional blend of historic preservation, luxurious amenities, and cosmopolitan living in this exceptional development. The Chittenden Building, the final addition to the esteemed 66 High Street, completes the ensemble. With its previous three buildings sold out, this development has garnered accolades, shattered New Haven County's luxury condo records, and provided unmatched value to its residents. Indulge in the allure of each single-level luxury residence, meticulously designed with open floor plans, soaring ceilings, crown moldings, exquisite bathrooms, and high-end finishes throughout. Set in the heart of Guilford, you'll be treated to sweeping views of the salt marsh and Long Island Sound while being just steps away from the vibrant downtown center and Green. The community offers an array of amenities to enrich your daily life, including underground parking with a central elevator, a modern fitness and training room, a refreshing inground pool, a community garden, bicycle racks, a designated bird watching area, and a dog park. Recognized with the esteemed Home Builders and Remodelers Association of Connecticut HOBI Award for Project of the Year and Best Luxury Condo Development, this prestigious luxury condominium development embodies unparalleled opulence, prime location, and sophistication.

66 High Street Unit 52, Guilford

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