Luxury Homes in CT
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  Luxury Homes For Sale in
        Guilford, Connecticut

Luxury Homes in CT: 134  Old Quarry Rd (Guilford, CT 06437)
Guilford, CT 06437  134 Old Quarry Rd
5 Bed / 8 Bath / 7445 Sqft $9,875,000
A gracious estate with over 2,500 feet of frontage on long island sound, situated on a 4.24-acre island nestled among the thimble islands and connected to the mainland with a car-accessible causeway and beach. broad views of long island sound can be enjoyed from virtually every room. this elegant georgian manor was built in 2004, to hurricane standards to resist 115 mph wind load, by one of fairfield county’s finest builders and features an open floor plan and many elegant details including a sweeping stairway, crown moldings, brass hardware, antique fireplace mantels and mahogany doors. the 14-room home offers more than 7,400 square feet of luxurious living space with five bedrooms, seven full bathrooms and one half bathroom. other highlights include a spacious kitchen with walls of windows and french doors leading to a wrap-around bluestone patio with expansive open views of the sound; a master bedroom suite with his and hers bathrooms, a fireplace and french doors that open to a balcony; five fireplaces; five outdoor balconies; an elevator; protected water dock, mooring, and a two-car garage with upper level luxurious guest quarters with sound view balcony. acreage includes map & parcel # 06e001 & map & parcel # 012085. helicopter accessible possible. see features attachment for more details. 75 miles nyc. by appointment only – no drive bys.
Luxury Homes in CT134  Old Quarry Rd (Guilford, CT 06437)
Luxury Homes in CT: 135  Old Quarry Rd (Guilford, CT 06437)
Guilford, CT 06437  135 Old Quarry Rd
4 Bed / 3 Bath / 4300 Sqft $7,900,000
A private drive and quaint bridge connects you to classic picturesque new england seashore -- over 2,100 feet of water frontage nestled among the thimble islands with broad water views from virtually every room. two homes, the main house, a guest house, an architect designed stone cabana, two beaches, and a dock. just 90 minutes from nyc and 15 miles to new haven -- immerse yourself into an island lifestyle. a seashore enclave of gentle sea-scented winds, mystical moorings, a pageantry of sunsets and sleepy tides of timelessness. entertain in privacy by water's way or picnic in the tree canopied serene gardens. guilford is a classic shoreline town with a charming, historic, village atmosphere. victorian families escaped the big cities and came to guilford for summer vacations to enjoy its natural beauty and serene beaches. guilford is now one of the prettiest and most dignified towns along the shoreline. replete with boutique shopping, restaurants that offer a wide variety of cuisine, boating, beaches, hiking trails, antique shops, art galleries and historical home museums that display the town's heritage. railroad service is available right in town. the picturesque nostalgic expansive "town green" is at the heart of guilford. a benchmark in the elegant history of connecticut, rich and full of life. come and be a part of something special. (tenant occupancy precluded interior photos)
Luxury Homes in CT135  Old Quarry Rd (Guilford, CT 06437)
Luxury Homes in CT: 133  Old Quarry Rd (Guilford, CT 06437)
Guilford, CT 06437  133 Old Quarry Rd
5 Bed / 5 Bath / 7369 Sqft $6,299,000
Magnificent private waterfront estate never before on the market! built to exacting standards in 2000 on a manicured 1.42 acres with 920 ft of l. i.s. frontage, this elegant, meticulously maintained 7300 s f shingle- style colonial home redefines gracious living.high ceilings and exceptional proportions with commanding water views from every room. balconies, dining terrace and covered porches extend the living/entertaining areas. a covered entry porch opens to a large, double height foyer flowing into a coffered ceiling living room with fireplace. french doors lead to a waterside 1000 s f covered terrace. the first floor also includes a formal dining room, a sitting room, and a screened porch. the sitting room has a full ensuite bath and could serve as a first floor guest room. the cook’s kitchen has a center island and handsome cabinetry. the kitchen is open to a large family room with fireplace and french doors to the terrace. the master suite includes two floor to ceiling closets, a master bath with a tub and separate shower and an adjoining office. there are two additional bedrooms each with ensuite bath; one has a balcony and its own sitting room.there is a small private beach, a stone dock and a boat house to complete this one of a kind offering.
Luxury Homes in CT133  Old Quarry Rd (Guilford, CT 06437)
Luxury Homes in CT: 137  West Ln (Guilford, CT 06437)
Guilford, CT 06437  137 West Ln
4 Bed / 5 Bath / 3994 Sqft $4,360,000
Extraordinary waterfront home on long island sound, this elegant home radiates privacy, warmth and comfort. thoughtfully sited on almost two acres of lawns and gardens, this american shingle style home captures broad views of the ocean, safe from storms with no need for flood insurance. its 187 feet of ocean front and a deep-water mooring allow fishing, swimming and boating. award-winning terry architecture designed this home featuring a real working custom chef's kitchen, first floor bedroom suite, oak and mahogany library, living and dining room that lead out to a wraparound porch and bluestone terrace. the intimate interior features fine detail, superior quality, master craftsmanship with well-defined open spaces, three beautiful stone fireplaces, built in furnishings, and a widows walk terrace with 360 degree vista. a finished out-building can be transformed into a three car garage and permanent deep water dock permit has been secured. a kitchen garden, an orchard, a discrete heated gunite pool surrounded by a striking limestone terrace that overlooks faulkner's island complement this private secure refuge from a busy world. convenient to yale, train, guilford green, 90 minutes to nyc, 120 minutes to boston. click on or the virtual tour link for interactive floor plan and drone video.
Luxury Homes in CT137  West Ln (Guilford, CT 06437)
Luxury Homes in CT: 345  Vineyard Point Rd (Guilford, CT 06437)
Guilford, CT 06437  345 Vineyard Point Rd
5 Bed / 10 Bath / 8071 Sqft $3,999,900
Stunning custom contemporary with fabulous ocean views. superior craftsmanship and unparalleled attention to detail throughout. this property is absolutely not be missed. features to include 8000+ sq ft main house, guest/pool house, and equestrian facility. smart house technology. contact agent for complete list of amenities.
Luxury Homes in CT345  Vineyard Point Rd (Guilford, CT 06437)
250  Joshua Point Rd (Guilford, CT 06437)
Guilford, CT 06437  250 Joshua Point Rd
5 Bed / 5 Bath / 4325 Sqft $3,495,000
A spectacular value! a short 2 miles from the guilford town green, is the community of leetes island; a peninsula of small homes which have been passed down from generation to generation. at the tip of the peninsula sits an estate that boasts a 4,325 square foot home built in 2003 to south carolina hurricane standards and is nestled between island bay and joshua cove on a spectacular 2 waterfront acres. the main residence is sited to match the original home of 1907 capturing the ideal thimble island sunset view. once inside the home’s grand foyer one’s eye immediately is drawn to the wall of pella glass framing the rear property surrounded on three sides by water. upon passing through the foyer visitors are greeted by a two story family room highlighted by clapboard ceilings and a living room overlook inspired by a home the family vacationed at in jamaica. the family room transitions to a large formal dining room, scaled and conceived of the perfect place to celebrate thanksgiving. the oversized kitchen features a large center island and breakfast nook with views that would dwarf those of prominent waterfront restaurants. the home features 5 bedrooms including multiple suites; one of which is a first floor guest suite providing visitors and family members an extra element of privacy. adjacent to the main residence is a 2 car garage, designed by duo dickenson that has been converted to comfortable living space. seller will pay new owner's first year's property taxes.
250  Joshua Point Rd (Guilford, CT 06437) style=
Luxury Homes in CT: 80  Prospect Ave (Guilford, CT 06437)
Guilford, CT 06437  80 Prospect Ave
5 Bed / 7 Bath / 5216 Sqft $3,088,000
Surround yourself in the warmth, charm, and character of this showroom quality gracious elegant home in sachem’s head that shows like new. exquisite detail and refinements, gourmet kitchen, and large gathering spaces --- with a cast of majestic passing sails, ships, and an iconic historic lighthouse. included is a rare opportunity to offer friends, family, teens or in-laws their own luxury guest house! both homes architecturally designed to perfectly fit the contours of this waterfront lot. al fresco courtyard dining surrounded by a symphony of seascapes and a pageantry of sunsets. retreat to a privately positioned master bedroom suite veiled by seaside solitude. built above all normal standards with storm resistant construction, and a motorized automatic steel rollshutter storm protection system, at the flick of a switch --- a harbinger of safety. immerse into the sachem’s head lifestyle --- a seashore enclave of gentle sea scented winds and classic rocky new england shores. the yacht club is a minute away -- beach, paddle tennis, boat launch & deep water mooring. summer camp, tennis, swimming, and sailing lessons for the tikes. evening dinners, cocktail parties, and black tie affairs. guilford has a small-town, historic, charming atmosphere and is a classic historic new england, shoreline town. guilford high school is one of the very few schools in ct offering the international baccalaureate program (ib) headquartered in geneva. come and be a part of something special.
Luxury Homes in CT80  Prospect Ave (Guilford, CT 06437)
Luxury Homes in CT: 31  Loyal Ledge Ln (Guilford, CT 06437)
Guilford, CT 06437  31 Loyal Ledge Ln
3 Bed / 5 Bath / 3657 Sqft $2,850,000
There is something about waterfront homes built in the early 1900’s that harkens us back to memories that are dear to us. memories of events and gatherings, certain milestones in life, or precious moments alone with a loved one, rush back in a wave of nostalgia. the iconic loyal ledge was built in 1902 and has been lovingly cared for, now, by four appreciative generations the residence itself is perched on the water at the end of a very private road with views that define the word panoramic and is the perfect structure to adorn such a majestic environment. a huge portico welcomes visitors to the home and beckons them to a large stone covered patio that overlooks the private swimming cove and dock; not to mention endless views of the sound. this patio is replicated on the south side of the home and is connected by walkway to a stone crow’s nest which has surely hosted more than an occasional evening gathering. inside the home views abound from almost every room; including the formal dining room and living room which opens to a large 26 x 14 four season room highlighted by five picture windows to the water. from the dining room guests enter a beautiful and spacious granite kitchen and family room. the second floor is offers three bedrooms and a large den including a 30 x 18 master bedroom suite that includes an 18x18 sitting area. the third floor is partially finished and a favorite campsite for younger visitors. the attached video provides the perfect description.
Luxury Homes in CT31  Loyal Ledge Ln (Guilford, CT 06437)
Luxury Homes in CT: 49  Old Quarry Rd (Guilford, CT 06437)
Guilford, CT 06437  49 Old Quarry Rd
5 Bed / 6 Bath / 5657 Sqft $2,495,000
Old quarry – waterfront point location. this dramatic property extends deep into long island sound nearly touching the thimble islands (bear island). enjoy sunrises and sunsets from this one of a kind waterfront property. a rare unparalleled opportunity to experience unspoiled and natural surroundings, immersed in privacy with serene natural beauty and expansive panoramic views. interior features include eat-in kitchen with granite countertops, vaulted ceiling, 6 burner stove, sliders to 32 x 16 ipe deck. first floor master suite with vaulted ceiling, his & her bathrooms, walk-in closet and cedar closet. living room with vaulted ceilings, 34 x 18 greenhouse with hot tub, office with built-ins, lower level family room. outdoor features gunite pool, permitted dock and boat ramp, fruit trees, room for garden and outdoor family activities. two car garage. old quarry association offers tennis court, safe harbor and beach. a must see for the waterfront enthusiast.
Luxury Homes in CT49  Old Quarry Rd (Guilford, CT 06437)
Luxury Homes in CT: 199  Falcon Road (Guilford, CT 06437)
Guilford, CT 06437  199 Falcon Road
3 Bed / 5 Bath / 4565 Sqft $2,099,999
Elegance, comfort, and pride of ownership exudes in every facet of this home nestled in desirable sachem's head of guilford. this home sits proudly on the rocky point where once stood sachems head hotel, a fashionable watering hole between ny and newport. built in 2005 by current owners, the flowing floor plan creates endless possibilities with water views at almost every turn. 2 front entrances each have their own foyer & staircase to take you upstairs. large custom eat in kitchen with cherry cabinets, formal dining room with fabric covered walls designed to match your view, and front to back living room with access to blue stone patio creates a space perfect for large or small gatherings. sit on the oversized window seat and watch the tide come in and out or catch up on work in your sun filled home office. relax in one of two master bedroom suites-one with radiant heat bathroom floor, both with walk in closets. window filled second floor family room with large closet, has multiple possibilities as does the full 1,364 sqft finished basement with wet bar just waiting for your home theatre and/or pool table! go for a run along the sound and cool down or warm up in your outside shower. hydro air heating, propane fueled generator, security & audio systems, in ground irrigation, 3 car garage & underground utilities are but a few of the extra touches that make this the perfect everyday home as well as that special weekend retreat. added bonus-not in flood zone!! view virtual tour!
Luxury Homes in CT199  Falcon Road (Guilford, CT 06437)

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