257 houses for sale in Sachem Head

One-of-a-Kind Opportunity in Guilford! Rarely available, this 4-unit multi-family property is ideally located on a large in-town lot in the beautiful shoreline community of Guilford. Built in 1900 and offering 2,392 sq. ft. of living space, the property features one 2-bedroom unit and three 1-bedroom units. Each unit has been thoughtfully updated and includes its own washer/dryer. Three of the four units are currently occupied, providing immediate income potential. With city water and the possibility for future expansion, this property offers both flexibility and value. Conveniently situated close to Guilford's historic Green, shops, restaurants, and shoreline attractions. A rare find you won't want to miss!

Impressive 4-bedroom, 2.5-bath Colonial in North Branford, located near Twin Lakes Golf Course and ready for its next owners. Beautifully maintained, this 2,179 sq ft home offers thoughtful updates and smart technology upgrades throughout. Designed for the entertainer, the spacious main level features hardwood floors, abundant natural light, a formal living room, a large family room with a fireplace, a formal dining room and half bathroom. The kitchen includes S/S appliances, granite countertops, pantry, ample cabinet and counter space, a gracious eat-in area and a charming slider that opens to an exceptional patio. Upstairs, the primary suite offers wall-to-wall carpeting, generous closet space, smart switches and a private full bath featuring a smart mirror, bidet and tub/shower combination. Three additional carpeted bedrooms share a spacious full bathroom complete with a smart mirror, oversized vanity and tub/shower combination, finishing the second floor. Outdoor entertaining truly

Welcome home to this inviting raised ranch, perfectly situated on a scenic 0.69-acre lot in Guilford. Offering 3 bedrooms and 2 full baths, this home features newly refinished hardwood flooring, freshly painted interior, spacious sun-filled living areas, and an eat-in kitchen with ample storage and a breakfast bar. A new front door welcomes you inside, where sliding doors lead to a generous deck overlooking the expansive backyard, creating an ideal space for outdoor entertaining and everyday enjoyment. The finished lower level, updated with new vinyl flooring and an open feel after the removal of the drop ceiling, adds valuable living space with a charming wood-burning stove and endless flexibility for today's lifestyle. Additional amenities include central air conditioning, natural gas heat, a one-car garage, and a Navien tankless heating and hot water system. Enjoy a peaceful setting while remaining just minutes from Guilford's Town Green, beaches, parks, restaurants, shopping, and c

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 and 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 and Location Highlights: Beautiful landscaping and privacy-enhancing arborvitae fence. Newly built covered po

Set on over an acre, this 3 bedroom, 2 1/2 bath Colonial offers a wonderful floor plan with spacious rooms and wonderful indoor and outdoor living space. The kitchen offers granite countertops, a center island, and pantry, and is open to the family room and dining area with built-in storage and a convenient serving bar. A front-to-back living room offers additional flexibility, with ample space for both living and dining. The spacious family room features a wood-burning fireplace with brick surround, a bay window overlooking the front yard, and access to the screened-in porch. Enjoy views of the mature gardens and an in-ground pool, creating an inviting setting for relaxing and entertaining. All three bedrooms are located on the second floor and have hardwood flooring. The master bedroom offers a walk-in closet and private full bath with shower, while a second full bath with tub/shower serves the additional bedrooms. The fenced backyard area provides privacy and space surrounding the i

Welcome to 89 Janeway Drive, a well-maintained, charming Cape set in a delightful neighborhood. Bright and airy, the home features hardwood floors throughout, an open floor plan, and spacious bedrooms. Beautiful flagstone steps lead to both the front and back of the house, complemented by stone walls along the property. Many recent upgrades add to the appeal of this property, including a new driveway, wood stove, and finished basement. The interior and exterior have been recently painted, trees have been cleared from the property, and the thoughtfully renovated kitchen features an expansive quartz island, granite countertops, plenty of cabinet storage, and stainless-steel appliances. The home also offers tastefully updated baths. A tranquil, serene backyard with both a trex deck and flagstone patio offer a private setting for outdoor entertaining, play, or quiet relaxation. Complete with a whole-house generator and 200-amp electrical service, this home offers easy access to schools, I-

Set back from the road on a private drive shared by just four homes, this inviting contemporary offers privacy and convenience in a desirable Guilford location. The open, light-filled interior features cathedral ceilings with skylights, hardwood flooring throughout, and an open floor plan designed for comfortable living and entertaining. The first-floor master bedroom offers direct access to an updated full bath. Two additional bedrooms and a full bath are located on the second floor, along with a versatile loft area ideal for a home office or reading nook. The finished lower level with walkout provides flexible bonus spaces and includes laundry. Enjoy the outdoors from the composite deck, paver patio, and wooded yard with natural rock outcroppings. Two sheds provide additional storage, and the attached two-car garage adds everyday convenience. A wonderful combination of privacy, natural light, and easy living in idyllic Guilford, with its charming village green offering historic chara

Multiple offers received, Seller requests highest and best by Weds 7/29 at 5:00 pm* Welcome home to 54 Deforest Drive! Set on a quiet street in an idyllic neighborhood, this appealing split-level is just what you have been waiting for. With a beautiful front lawn, plus a patio and deck in the back, the outside spaces are the first draw. Inside, hardwood floors grace every level of this home. The living room is spacious, light and bright with an attractive bow window. A separate dining room includes a door to the back deck in case you want to spread out while entertaining. The kitchen is well-equipped and large enough to have a small table. Finishing off the main level is a convenient half bath. Upstairs are the three bedrooms and the full bath. The lower level has a comfortable family room with a fireplace, and a door leading out to the backyard patio. Add your touches over time to make this home your own! Being part of the Cedar Lake Association allows access to the private beach at t

Multiple offers received, Seller requests highest and best by Weds 7/29 at 5:00 pm* Welcome home to 54 Deforest Drive! Set on a quiet street in an idyllic neighborhood, this appealing split-level is just what you have been waiting for. With a beautiful front lawn, plus a patio and deck in the back, the outside spaces are the first draw. Inside, hardwood floors grace every level of this home. The living room is spacious, light and bright with an attractive bow window. A separate dining room includes a door to the back deck in case you want to spread out while entertaining. The kitchen is well-equipped and large enough to have a small table. Finishing off the main level is a convenient half bath. Upstairs are the three bedrooms and the full bath. The lower level has a comfortable family room with a fireplace, and a door leading out to the backyard patio. Add your touches over time to make this home your own! Being part of the Cedar Lake Association allows access to the private beach at t

Situated on a private 0.92-acre lot in a highly sought-after neighborhood, this classic four-bedroom, two-and-a-half-bath Colonial combines high-end interior updates with direct access to local nature. The main level centers around a fully renovated kitchen outfitted with the finest finishes, custom cabinetry, premium appliances, and a dedicated pantry for extra storage. Everyday living and entertaining options abound with a huge family room featuring vaulted ceilings, a cozy traditional living room with a fireplace, and a flexible main-floor room with French doors ideal as a formal dining space or dedicated home office. Upstairs, the primary bedroom suite offers a generous walk-in closet alongside an exquisitely updated full bath, joined by three additional bedrooms and a second beautifully updated full bath. Outdoor living centers on a large deck overlooking the expansive yard. Step directly from the property onto adjoining open space and scenic trail networks leading straight into t

New Development. 25 units. Now under construction, Units over 2200 sqft. Full Basement and 2 car garages. Walking distance to town. 3 models to pick from with various locations throughout subdivision

COME EXPERIENCE THIS ONE-OF-A-KIND, FULLY RENOVATED MADISON HOME ON A RARE DOUBLE LOT WITH PRIVATE BEACH RIGHTS! Just 300 feet from the sandy shoreline, this exceptional home has been completely reimagined from a traditional raised ranch into a stunning elevated ranch with a bright, open-concept floor plan designed for modern living and effortless entertaining. Every detail has been thoughtfully curated to blend contemporary elegance with coastal charm. The main level features a spectacular chef's kitchen anchored by a nearly 10-foot white quartz island, premium appliances, and exceptional finishes. Two driveways provide ample parking, while two sets of washers and dryers offer added convenience. Multiple living spaces are bathed in natural light, including a breathtaking sunroom with brand-new oversized Marvin picture windows framing serene views toward Long Island Sound. A spacious hallway leads to a beautifully renovated full bath, a conveniently located laundry area, and the luxuri

The John Collins II House at 205 State Street is recognized as one of the finest colonial homes in Historic Guilford. Built in 1707, this handsome saltbox has been thoughtfully restored and updated while preserving its extraordinary historic character. Since 2005, the owners have invested extensively in maintaining original features including working fireplaces, chamfered beams, beaded corner boxes, hardwood floors, and wood paneling. Modern amenities include central air, warm-air heat, 200-amp electric service, city water, and natural gas. The front door opens to a traditional foyer with access to two first-floor chambers and the turned staircase. The formal living room features a fireplace, dual bake ovens, a deep closet, and an authentic Guilford Cupboard. A spacious Keeping Room spans the rear of the original house, anchored by a large fireplace with cooking crane and bake oven. At the south end of the Keeping Room is a formal dining room with garden access. The first-floor primary

Quintessential New England coastal living, just moments from the beach. Nestled in Madison's desirable Seafields Association on a corner lot, 9 Bassett Lane blends the charm and character of a classic shoreline cottage with beautifully updated, modern interiors. Thoughtfully renovated throughout, the home feels fresh and inviting while retaining the warmth and character that makes a New England beach home so special. The sunroom offers plenty of natural light and is the perfect spot for morning coffee, reading or simply unwinding after a day by the water. With a main level primary suite and additional three bedrooms on the second level plus a versatile flex room, ideal for a home office, den or additional guest space, there's plenty of room for everyday living and summer visitors. Outside, the fenced backyard creates a private setting for entertaining, relaxing, pets or play. But it's the location that truly captures the Madison lifestyle. Spend the day at the beach, come home to relax

Embrace the enchantment of Shoreline Living at its finest with this sun-drenched haven at 3 Arrowhead, a jewel nestled in a quaint community with the river at your doorstep. As you step into this radiant abode, you're welcomed by a symphony of natural light and the serene melodies of local birdsong. The home's design harmoniously blends the outdoors with the indoors, creating a tranquil retreat. The heart of the home is the designer kitchen, which seamlessly transitions into an elegant dining room and a spacious living room, crafting an ideal setting for memorable gatherings. Journey upstairs to discover the luxurious Primary Bedroom, a sanctuary featuring a stone-adorned en-suite bathroom and a private deck that beckons you to unwind and soak in the picturesque views. Two additional generously-sized bedrooms, a well-appointed bath, and a convenient laundry area complete the upper level. Ascend to the versatile spacious living area offering a half bath, additional sleeping quarters, a

BEACH HOME! BEACH RIGHTS! NEEDS WORK! It is not everyday that an opportunity to own a double lot in such a shoreline area. This charming English Cottage-style Cape, situated on a generous footprint for the area, is ready for it's next chapter-whether that involves a thoughtful renovation or the construction of a brand-new coastal home perhaps. Residents enjoy deeded rights to a private association sandy beach located just at the end of the street! The main residence of which there are no photos for obvious reasons once you see it (NEEDS WORK) currently features three bedrooms and 1.5 baths but adding to the property's versatility is a delightful in good condition accessory apartment, which offers a full kitchen, full bath, a private bedroom and a cozy living area anchored by a stone fireplace and two separate exterior entrances. This setup is ideal for multi-generational living, a great guest suite or potential rental income. Maybe live in this while redoing the other portion. The prop

Welcome to 23 Esterly Farms, an exceptional end-unit townhouse offering the perfect blend of style, comfort, and turnkey convenience in one of Madison's most sought-after condominium communities. This meticulously maintained 2-bedroom, 2.5-bath home has been thoughtfully updated throughout, allowing you to move right in and enjoy worry-free living. The sun-filled interior showcases fresh paint, all-new Harvey replacement windows, updated lighting, new window treatments, and a beautifully remodeled primary bath. The refreshed kitchen features brand-new stainless steel appliances, while the inviting living area is highlighted by a fireplace with elegant new glass doors. Additional upgrades include a new washer and dryer, delivering everyday convenience and modern functionality. Significant mechanical improvements provide added peace of mind, including a new furnace, central air condenser, and hot water heater. Nearly every major system has been updated, making this home truly move-in rea

Welcome to 45 Deerfield Drive, three acres of prime Guilford real estate. Situated on a desirable cul-de-sac, 45 Deerfield Drive offers a sense of space and privacy that is becoming increasingly hard to find. This beautifully 4-bedroom Colonial is uniquely positioned bordering protected open space, ensuring your connection to the natural landscape remains undisturbed and expansive. Beyond the impressive acreage, the home's exceptional layout is designed for modern living. The standout feature is the beautifully finished lower level, which serves as the ultimate hub for indoor-outdoor entertaining or a potential multi-generational in-law apartment. Complete with a custom built-in entertainment center, a full kitchen, and a full bathroom, this versatile space offers a seamless transition to the outdoors. Open the sliders and walk right out to your own private oasis, featuring a stunning inground pool surrounded by nature. A rare retreat that perfectly balances peaceful seclusion with sop

Introducing 15 Cambridge Drive, an exceptional Madison Townhouse style Condo in the heart of it all. Accessible, yet private this residence is a rare find. Tucked away at the end of Cambridge Dr, right off Island Ave this 2,200+ square foot townhouse is an unexpected combination of polished elegance, charm and thoughtfulness in renovation and design. The sophisticated Living and Dining room are appointed with custom cabinetry, an office nook, a clever bookcase coat closet and stunning lighting fixtures. This space is both refined and expansive, and ideal for hosting an intimate dinner party or a holiday fete for all. The Chef's Kitchen opens to the everyday dining space and makes week night dinners a pleasure. The Family Room has add'l custom cabinetry, vaulted ceilings, skylights and views of the exceptional private patio. The outdoor space feels like an enchanted secret English garden. The Sunroom, flooded with natural light, and refined Powder room round out this floor. Upstairs you

Indulge in refined living at our Barberry Farm Open Space subdivision with Waterside Building and Development. Your bespoke home, spanning 3,000 to 4,000+ sq ft, promises not just spacious elegance but high-end finishes and meticulous craftsmanship. Situated within walking distance to Madison beaches and a golf course, this enclave blends luxury with convenience. Revel in the exquisite details of your home, surrounded by the coastal charm of Madison. Barberry Farm is only minutes to the historic town center with beautiful shops and restaurants. Let us build your custom dream home. Agent is related to developer The floor plans and exteriors can be custom and change per buyers needs. The pool is an optional extra

Set back and sited high on a hill overlooking 1.6 aces of estate-like grounds with seasonal views of Long Island Sound and Madison Country Club's 18-hole golf course, this residence was constructed by one of the town's most esteemed builders as his own home, and it shows in every detail. Nine-foot ceilings and abundant light define the first floor, which includes a living/dining room and elegant den, each with a woodburning fireplace, an office (currently a playroom), and a powder room. The living room opens to large veranda ideal for outdoor living and Fourth of July parties overlooking Madison's annual fireworks display. A spectacular top of the line kitchen has double ovens, A Sub-Zero refrigerator, counter and table seating, as well as an inviting sitting area. Upstairs, the vaulted primary suite offers a sitting area with yet another fireplace, two enormous walk-in closets sure to please, and a fabulous bathroom with double vanity, walk-in shower, and soaking tub. A bedroom with e

Move right into this meticulously maintained home, proudly offered for sale for the very first time by its original owners. This distinctive contemporary 3-bedroom home welcomes you with an inviting natural setting surrounded by mature trees, charming stone walls, and striking rock outcroppings. Inside, abundant natural light fills the thoughtfully designed living spaces, including a formal living room, dining room, and a cozy family room with a gas fireplace. The sunroom is a true highlight, featuring cathedral ceilings, skylights, and walls of windows that bring the beauty of the outdoors inside, creating a peaceful retreat to enjoy throughout the seasons. The fully applianced eat-in kitchen offers a breakfast bar, tile flooring, and a comfortable dining area ideal for morning coffee, casual meals, and entertaining. Upstairs, the spacious front-to-back primary suite serves as a private retreat with its own full bath, a walk-in closet, and a second lighted closet. Two generously sized

A rare opportunity at one of Madison's most storied shoreline addresses. Set back from the water on a lush, professionally landscaped acre, this sophisticated four-level residence offers resort-like living with deeded private beach rights directly across the street, a distinctive touch on the Connecticut shoreline. Nearly 6,000 square feet of impeccably designed living space unfolds across six bedrooms, five full baths, and two half baths. French doors invite the summer air into an oversized eat-in kitchen, expansive family room, home office, and formal living and dining rooms, all conceived by a celebrated design eye. A show-stopping third-floor retreat with two bedrooms, a hangout area, and a full bath beneath high ceilings adds an unexpected finishing touch. Outside, a custom saltwater pool is framed by mature grounds maintained to an exacting standard. A classic front porch beckons for rocking chairs and evening cocktails overlooking bobbing sailboats and the quiet parade of mornin

HIGHEST AND BEST OFFERS DUE SATURDAY, AUG 29TH BY 6 PM. Perfectly remodeled and move-in ready, this inviting Guilford home offers an ideal blend of comfort, style, and an unbeatable shoreline location. Just 1.5 miles to the beautiful and historic Guilford Town Green, you'll enjoy easy access to charming shops, restaurants, cafes, and community events. Chaffinch Island Park, recognized as one of Connecticut's top spots, is less than a mile away, as is beloved Jacobs Beach and the sparkling waters of Long Island Sound. Thoughtfully renovated from top to bottom, this home features a flexible open floor plan with three bedrooms and two and a half beautifully updated baths. The bright living and dining areas flow into a bright updated kitchen with a huge central island, creating a wonderful space for everyday living and entertaining. Sliding glass doors open to a spacious composite deck that is perfect for summer gatherings and relaxing outdoors. The primary bedroom offers a stylish ensuite

Located in the Barns, this private and quiet second-floor unit offers peaceful woodland views and incredible potential for customization. Step inside to an inviting open-concept layout highlighted by soaring vaulted ceilings, a cozy fireplace in the main living space, and direct access to a private deck overlooking a serene tree-lined setting. The well-proportioned layout features two bedrooms and two full bathrooms, including a primary suite with a huge walk-in closet. Complete with a dedicated one-car garage, this home provides both convenience and extra storage. Unbeatable location just minutes from the vibrant Guilford Town Green, Jacob's Beach, the train station, local shopping, medical facilities, and I-95 for an effortless commute

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 with Wolf stove, under counter microwave, huge center island with granite counters and open to the family room. Storage galore! including a large pantry for all your needs. Open to the family room with gas Fireplace and French doors to the stone patio and private area for entertainment. Spacious front room can be used as a private office. Enormous great room offers tremendous flexibility. Formal Dining room for gracious dining. The spacious bedrooms and the spa like primary bath will soothe and delight you. A walkup attic and full basement will accommodate all your storage needs. This home has

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

A MAGNIFICENT REVIVAL and TIMELESS BLEND OF SOMETHING OLD and SOMETHING NEW. One of the finest restorations in New England, the Pitkin mansion is a true historical treasure. Carefully dismantled and moved to its current site in 1955, the property is nestled within nearly 4 acres of mature trees, manicured lawns, and magical gardens. This classic revival will be celebrated by the most discerning antique home enthusiasts and home lovers alike. Modern flair has been discreetly integrated to enhance function and enjoyment. Contemporary comforts include a poured concrete foundation, geothermal system, full house generator, humidifier, CENTRAL A/C, propane gas, Pella windows, security system, CITY WATER, underground utilities, NEW SEPTIC SYSTEMS, and much more. Significant additions include attached 2-car garage, detached 2-car garage w/half bath and upper bonus room, pool and pool house w/half bath and kitchenette, tennis court, garage barn w/FULL APARTMENT, all exemplifying a harmonious fu

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 water and community amenities. Perfect opportunity for a seasonal escape or weekend retreat

LIVE. WORK. PLAY! Opportunity to own a property offering an in-home business location. Your business occupies the ground level while your residence is nestled on the luxurious second and third floors, offering comfortable distance between your home and professional workspace to meet with clients. Custom built with high quality appointments and thoughtfully constructed with your personal and professional needs in mind. Designed to offer a comfortable, low maintenance lifestyle. The main level offers a conference room, two offices, kitchenette and half bath. The residence above embraces an amazing kitchen with heated floors and high end appliances a guest bedroom and impressive full bath. The Primary Suite occupies the entire third level with large walk in closet and luxuriously appointed full bath, Garage is heated and offers an electric car charging station. A unique opportunity to LIVE, WORK, and PLAY at Home!