In the 1720's the back of this house faced the road. In the 2000's the owner had the house lifted, rotated 180 degrees and reset on a new full basement. They spared no effort or expense to retain the rare charm of a true antique home while giving this rare jewel all the conveniences of the 21st Century. Step back in time without sacrificing modern convenience. Built in 1723, this exquisite antique colonial blends rich history with thoughtful updates in a truly one-of-a-kind setting. Featuring 3 bedrooms and 3 full bathrooms, this home showcases wide plank floors, exposed beams, and timeless character throughout-while offering an updated kitchen, central air, a whole house Generac generator, and other modern essentials. Every room tells a story yet lives comfortably for today. Outside, the property is a private sanctuary. Set on its own pond, with tranquil water views, the grounds are perfect for simply enjoying the changing seasons. Homes like this rarely come along-a piece of Guilford's past, lovingly preserved and move-in ready.
Guilford Country Living on Over an Acre! Welcome to this beautifully reinvented 4-bedroom, 2.5-bath colonial set in the heart of Guilford, CT-a town known for its scenic beauty, historic charm, and coastal New England lifestyle. Nestled in a country setting, this home offers privacy and tranquility, with tall green arborvitae shrubs creating a natural screen between neighbors. Inside, hardwood floors flow throughout the open-concept main level, featuring a stunning kitchen with new cabinets, counters, backsplash, and stainless-steel appliances that open to the dining and living areas. From there, sliding doors lead to an expansive wraparound deck-the perfect spot for entertaining, relaxing, and enjoying the serene outdoors year-round. The first-floor primary suite with a luxurious bath and multiple closets provides flexibility and comfort. The main floor has a sleek half bath with laundry hookups, plus separate office space. Upstairs, three additional bedrooms and a modern jack and jill full bath. The third floor has finished 250 square feet, ideal for a playroom, gym, or guest space. Outside, an oversized 1600 Square foot barn with a new roof and electricity offers endless possibilities, includes a car lift, multiple separate areas, and its own driveway. Potential uses may include rentals, contractor space, or a possible accessory dwelling unit, subject to local regulations. Buyers should verify all permitted uses with the town.
The Perfect Holiday Family Gift! Your own resort-like getaway minutes from Guilford's renown Town Green, sandy beaches and parks. Great sites to experience should you decide to venture out of your private oasis. Spring and summer enjoy your heated Gunite pool adjacent to the homes expansive covered deck cooled by ceiling fans. Or challenge family and friends to a game of tennis or pickleball on your private courts. In the evening enjoy your favorite beverage by the homes' outdoor fireplace adorned with a pizza oven. Inside this Adirondack-style estate enjoy an open and very flexible floor plan; perfect for entertaining just about all of your family and friends. The estate boasts 6 bedrooms suites including one situated on the first floor. The granite kitchen embraces beautiful custom cabinetry, top of the line appliances and is adjacent to what could be either a large butler's pantry, eating area or office. The second floor offers four-bedroom suites and a spacious laundry room. When not enjoying the outdoor amenities make your way downstairs to the homes spacious recreation room complimented by a home theatre, gym, full bath and wet bar area. For guests who may desire more privacy, a studio apartment with full bath is available above the detached carriage house. Why leave home?
Turnkey and available for immediate occupancy! This totally reimagined ranch offers the best of one level and low-maintenance living in one of the most desirable shoreline towns! Nice, central location on a level lot & a short distance to beaches, farms, highways and schools. Modern & light in soothing neutral tones, the home features 3 bedrooms, one of which is an en suite with custom closet. The spacious, eat-in kitchen features classic white cabinetry and quartz countertops, with room enough for those special gatherings. The living room has a fireplace for chilly nights and gets great natural light during the day. Aside from the easy one level floor plan, you'll love the finished basement and the options it provides - this home could easily live like a 4 bedroom. The list of improvements is long: new kitchen, flooring, heating system, bathrooms, appliances, custom trim & carpentry, paint, doors and more that there's not enough space to list. In an area with very limited housing stock, this is a rare opportunity..prompt viewing recommended!
Newly remodeled 4 bedroom 3.5 bath Victorian/colonial home walking distance to the Green with sweeping water views of the tidal river, marsh and harbor. Spectacular brand new kitchen with BIG CHILL appliances, granite and soap stone counters, massive island and vaulted ceilings. Hardwood floors throughout. This property also features a two car detached garage with a newly renovated carriage house above the garage that can be used as a rental, guest house or professional office for the homeowner. In addition there is a 2 bedroom four season cottage rental for extra income. Rental income is projected to be in excess of 50k per year for both rear buildings. All mechanicals and roof are brand new.
Set on a peaceful and private 1.36-acre lot, this Contemporary Colonial home offers comfort, style, and a connection to nature. As you enter, you'll notice the home's open layout and soaring vaulted ceilings that create a bright and airy feel. The spacious living room includes beautiful hardwood floors, a pellet stove for cozy winter nights, and sliding doors that lead to a wraparound deck - perfect for relaxing or entertaining. The remodeled eat-in kitchen is both stylish and functional, with custom cabinetry, Corian countertops, and a sunroom just off the dining area. Step through the sliders to enjoy peaceful views of the backyard. The primary bedroom is located on the main floor with direct access to a beautifully updated bathroom. Upstairs, two additional bedrooms with cathedral ceilings and a second full bath provide plenty of space for family, guests, or a home office. Additional highlights include a full partially finished basement, main-level laundry, a one-car attached garage, and a wraparound porch overlooking the wooded lot. The home is equipped with a private well, septic system, and a mix of electric, oil, and wood pellet heating options. Newer roof and driveway. Enjoy the quiet, natural setting while still being within a short drive of Guilford's town center, shopping, schools, and local beaches.
Situated on over 2 acres of private, wooded, park-like grounds, this spacious Split Level home is ready to move in and put your touches on it and make it your own. Upon entrance you'll be greeted by a cozy living room with beautiful stone fireplace and new hardwood floors with large windows that flood the room with natural light. The kitchen offers a breakfast bar and an antique cast iron, wood burning oven built into the chimney providing classic New England charm and opens up to the dining area with large windows and a slider that walks out to the back patio. The upper level offers a spacious office nook with a high ceiling and skylight and a large half bath with laundry that has room to make it a full bath and conveniently leads to the backyard which makes for a convenient mud room. Lastly, on this side of the home is the one of a kind master suite boasting vaulted ceilings, 2 walk-in closets, a large bathroom with stand up shower and jacuzzi tub, and best of all a private, covered porch overlooking the pond in the front yard. On the other side of the home is 2 additional bedrooms with large, double closets and the second full bathroom with plenty of room for a double vanity. New hardwood floors throughout, a brand new roof and plenty more features you won't find anywhere else make this unique home a must see.
Welcome to Guilford's newest luxury community, Village on State. This development features 25 -2 bedroom townhomes each having over 2000 sqft of living space, full basements and 2 car garages. This unit has sweeping views of the grassland adjacent to the complex. This complex has stunning curb appeal with black windows,metal roof accents,and decorative stone. Interior finishes are above and beyond the norm with stylish kitchens and full tile baths.
Welcome to 33 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 18 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in closet, a study and a large loft area. This model features 2,197 square feet of beautiful living space. Village on State is a short distance to the historic Guilford Green, shopping, restaurants, the town library and community center. These stunning townhomes will have the ultimate curb appeal. On the exterior will be black windows, black metal roof accents, a mix of siding styles and beautiful decorative stone.
Eagleview at Guilford - Where Luxury Meets Lifestyle. Discover Guilford's newest luxury coastal condominium community, where superior craftsmanship, modern design, and breathtaking views of Long Island Sound redefine Connecticut shoreline living. Whether you're enjoying a sunset from your private balcony, entertaining in your chef's kitchen, or exploring Guilford's vibrant coastal village, Eagleview is more than a home, it's a lifestyle. Experience 6,200 SF of refined living space (expandable to over 8,000 SF) perfectly positioned to capture the tranquil salt marshes and shimmering expanse of Long Island Sound. Each residence includes multiple private balconies that invite you to relax and savor the natural beauty that surrounds you. Unmatched craftsmanship & comfort, this community of only 11 luxury units blends architectural excellence with everyday ease. Every residence features 10-foot ceilings, custom crown moldings, and a Chef's Dream Kitchen equipped with professional-grade appliances and elegant finishes designed for both function and style. Modern conveniences include private elevators, heated 4-car garages with EV charging stations, central air, central vacuum systems, and backup generators. Flexible open floor plans allow you to create spaces that reflect your personal lifestyle and vision. Ideally situated just a 1/2 mile stroll to Jacob's Beach and the Guilford Green, Eagleview offers easy access to an array of restaurants, boutique shopping, and cafes.
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 throughout. The kitchen is a chef's dream, featuring a breakfast area with fireplace, double ovens, Viking gas range, Sub-Zero refrigerator, wine chiller, and a butler's pantry for effortless entertaining. The home offers 5 en-suite bedrooms, including a master suite with fireplace and a walk-in closet with center island. Enjoy game nights in the handsome Billiard Room and Pub with rich wood paneling, coffered ceiling, and custom bar. The family room with cathedral ceilings overlooks the professionally landscaped grounds; complete with an in-ground Gunite pool, outdoor kitchen with fireplace, fire pit, and two gazebos. Additional highlights include a third-floor guest or in-law suite, remote control awnings, a huge unfinished basement with cedar closet, and a hookup for a whole-house generator. While some areas await finishing touches, the home is priced accordingly; offering exceptional value and strong return on investment potential in one of the area's most desirable neighborhoods. Ideally located just minutes from the town beach, Green, shopping, dining, golf and major routes.
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 owner include bathrooms and kitchen remodeled using local antique wood, some of which came from the floor of a neighboring barn. With four bedrooms and three baths, the house can easily accommodate family and guests. The flow of the entrance, parlor, keeping room and library is anchored by three magnificent fireplaces -- emphasizing the presence of the colossal central chimney stack. The house is set in almost a half acre of carefully designed and maintained gardens. A roomy terrace and graceful pergola adjacent to the kitchen ell make a perfect setting for surveying the gardens, and for outdoor dining. 52 Fair Street is a rare offering on one of downtown Guilford's most historic blocks, and is in the Guilford Town Center Historic District.
Welcome to this delightful 3-bedroom Cape Cod on historic State Street, just a short stroll from Guilford's beautiful town green, local shops, and restaurants. Enjoy all the benefits of in-town living in a home that's full of warmth and character. The first-floor primary suite makes everyday living easy, and the updated kitchen and bathrooms add a fresh, modern touch. You'll love the hardwood floors throughout the first floor and the cozy family room with a gas fireplace-perfect for relaxing at the end of the day. There's also a formal living room and a separate office or study, great for working from home and suitable for seeing clients or just a quiet spot to read. Upstairs, you'll find two comfortable bedrooms and a half bath. The home also features a two-car attached garage, a full unfinished basement with plenty of storage, and natural gas forced-air heating with central air on the first floor for year-round comfort. Enjoy the outdoors from your three-season screened porch or patio, ideal for morning coffee or evening get-togethers. If you've been looking for a home that offers classic New England charm, modern updates, and an unbeatable in-town location, this one checks all the boxes!
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 wood-burning fireplace and an abundance of natural light, perfect for plants and pets who enjoy lazing around in the sun. The eat-in kitchen and formal dining room offer plenty of room for family gatherings, while 3 generously-sized bedrooms provide ample living and closet space. The primary suite features skylights, vaulted ceilings and access to a private deck, creating a bright and inviting retreat. Downstairs, the finished basement includes a large recreation room with bar and a second wood-burning fireplace, second full bathroom, and a storage room that can easily be converted back into a one-car garage (as it was previously), offering flexibility for your lifestyle needs. Outside, enjoy a brand-new roof, two driveways for ample parking, and a level lot on a quiet street. The backyard is a gardener's dream, offering a private oasis that's ready to be brought back to its original beauty, plus a natural haven for observing birds and wildlife. Don't miss this incredible opportunity to customize and restore a truly special property to its full potential. Home is being sold "As Is".
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 cozy wood stove and skylight fills the space with natural light, while the adjoining sunporch, featuring two exterior doors, opens to the backyard. Upstairs, you'll find four bedrooms, all with hardwood floors (including one currently carpeted), and a full bath with double sinks and a tub/shower combo. The large, level lot provides ample space for outdoor entertaining, gardening, or play. Additional highlights include a 2-car garage, full walk-out basement with laundry area (washer & dryer convey) and utility sink, plus an outdoor storage shed. While the home would benefit from updating, it offers an excellent opportunity to personalize and create your dream home in a desirable location. Conveniently located just minutes from Guilford's historic town center and the Green, beach, schools... with quick and easy access to I-95 and Metro North, and 15 minutes to downtown New Haven and Yale. Bring your vision and make this special property shine!
Built in 1845, this in-town colonial is located four doors down from the Guilford Green. Originally, a single-family home, it was a two-family dwelling for many years and more recently, a combined residence and home law office, it could now 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 floor bedroom, full bath with shower in tub and room for a nicely sized kitchen which would need to be installed. There is a stairwell to the second floor and a bonus room and mudroom providing access to both a fenced-in yard and the attached large garage. Two rooms on the first floor have fireplaces that have not been used by the current owner but could potentially be reopened if desired. The first floor is also served by a town approved ramp entrance. In 2006 the previous three-room second floor was significantly expanded by a Nelson Denny designed additions including a great room consisting of a large living room with high (10'to 14') ceilings, lots of windows and a belvedere providing natural light, as well as a gas fireplace, floor to ceiling bookshelves and cabinetry. The second floor can be reached by either a stairwell from the front door or a second stairwell providing access from the living room to a covered patio, fenced side yard and parking area. The dining area in the great room is equally spacious and perfect for either intimate meals or large dinner parties.
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 covered deck overlooking the lower patio, pool, and backyard with beautiful gardens and a variety of perennials. The finished lower level offers an additional 1,129 SF of living space. If you're looking for space, this home has it all! Just minutes to the center of town, shopping, restaurants, highway, and schools. Plus, on city water.
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. Enjoy seamless indoor-outdoor living from the screened in porch overlooking the perennial gardens always in bloom. A private guest/in-law suite, complete with its own entrance, kitchen and bathroom can also serve as a rentable one bedroom apartment for added income or flexibility. With a three car garage and an ideal location in one of Guilford's most scenic areas this property offers country serenity just minutes from the town green, beaches and top rated schools.
Amazing Location! Historic remodeled home with flexible living layout. Located in downtown Guilford, a vibrant community with shops, restaurants, library and cultural attractions. This 2783 sq.ft. colonial two-family home which can be changed to a single family home has a flexible layout featuring a larger unit that lives like a single-family home with 5 bedrooms, 3 full baths, family room, dining room w/fireplace, eat-in kitchen, butler's pantry w/wet bar, media/family room and laundry room. The second smaller unit has 1 bedroom, 1 full bath, eat-in kitchen and living room and offers income potential. First time offered for sale in nearly 75 years! Recent updates include many remodeled rooms, new roof, programable thermostats, appliances, fresh interior paint, lighting, trex deck, LVT flooring and some original flooring that has been nicely refinished. The large, level backyard is perfect for entertaining, sports or relaxation and highlights 2 professionally installed putting greens a large workshop with electricity that would also make a great studio. Full lawn automatic sprinkler system with several zones and public water. Located half a block to the 7+ acre heart of the town, and town center which fosters a lively atmosphere to explore while experiencing Guilford's downtown community charm. Whether you're looking for multi-generational living, in-law with separate entrance, in-home office, rental income or family vacation retreat, this property checks all of the boxes.
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.
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 floors, and recessed lighting, along with two completely remodeled bathrooms showcasing floor-to-ceiling tile showers and custom vanities. The primary suite offers backyard views and an en-suite bath, while the walk-out lower level provides a dedicated laundry area and flexible space ideal for a home gym, office, or playroom. Outside, enjoy a newer deck overlooking the secluded lot, fresh landscaping, an expanded driveway with one-car garage, and quick access to the Westwoods Trails for hiking and biking. With its blend of privacy, style, and proximity to the Guilford Green, beaches, train, and I-95, this turn-key home offers the best of both retreat living and everyday convenience.
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 chapter in the Revolutionary War. One of the first CT structures to be admitted to the National Register of Historical Places, NO building restrictions! Lovingly restored to its authentic past, this Crimson seaside beauty is an antique purist's dream come true! Attention to period details is evident: 4 Fireplaces (beehive ovens) Original Wide Board Chestnut Flooring, Built-Ins, Post & Beam Architecture, Corner Cupboards. Formal Dining Room, Parlor & large Living Room all w/Fireplaces; Den & 1st Fl Full Bath. Kitchen has wine cooler, Pantry & recently updated Carrara Marble counter tops. Dutch Door leads to gracious Patio. 2nd Level offers 2 Bedrooms & Updated, spacious full Bath & Laundry Room. *Town has 2 Bedrooms listed on field card b/c of septic size; the Den w/full Bath on 1st level and a Library on 2nd Level have been used as Bedrooms in the past* Crushed white stones & specimen plantings surround the 4 Garden Rooms magically located throughout the property. The Pelatiah Leete House marries American history with subtle, modern living. Mins to town & beach 2h drive to NYC & Boston
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, and a 72-foot-long living room with soaring ceilings and panoramic views. Enjoy a 920 sq. ft. open-air deck, indoor pool, and owned solar panels on 10+ buildable acres of serene land located right next to Cockaponset State Forest. Perfect for those who appreciate architectural artistry and don't mind adding their own modern touch. Minutes to Guilford Green, Bishop's Orchards, Westwoods Trails, and I-95, this property blends privacy, history, and endless potential.
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 expansive bedrooms, three full baths, and two half baths provide comfort and versatility for families, entertaining, or hosting guests in style. Spacious living areas, grand architectural details, and impeccable finishes create a home that is at once stately and welcoming-a rare balance of grandeur and warmth. State Street Haven is truly a residence where elegance, comfort, and distinction come together flawlessly.
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. Spectacular outdoor environment complimented by views of the meadow below and the various forms of wildlife that enjoy it. Inside, the granite kitchen, adorned with top of line appliances, opens to both the home's family room, with 90 gallon salt aquarium, and formal dining room. A full bath is conveniently adjacent to the covered patio and pool for a quick rinse off after an afternoon swim. The second floor embraces the home's primary suite with large balcony overlooking the pool area and two additional bedrooms that share a full bath. The third floor is finished and currently used as an office. The lower level boast a home theater and a fourth bedroom with full bath. One of Guilford's most unique properties.

Guilford is located in Connecticut. Guilford, Connecticut has a population of 22,113. Guilford is more family-centric than the surrounding county with 34.65% of the households containing married families with children. The county average for households married with children is 26.84%.
The median household income in Guilford, Connecticut is $115,171. The median household income for the surrounding county is $75,043 compared to the national median of $69,021. The median age of people living in Guilford is 48.9 years.
The average high temperature in July is 83.6 degrees, with an average low temperature in January of 19.6 degrees. The average rainfall is approximately 46.6 inches per year, with 31.6 inches of snow per year.