135 Old Quarry Rd , Guilford, CT 06437

Narrows Island- Private, exceptional waterfront estate! Located 90 miles from NYC, 15 miles from New Haven this property is nestled right in the Thimble Islands on a secluded peninsula. Perched high above Long Island Sound, in a park like setting with 360 degree views, this home does not require flood insurance. As you enter through the granite pillars you are entering your own exclusive compound! The main house has expansion possibilities to accommodate 5 bedrooms. Also on the property is a cabana which was designed by renowned architect, Douglas Orr. It has a shower and a full bath with sweeping views of Sachem’s Head to the Thimble Island sunsets! The two sandy beaches are great for kayaking or taking a dip on a hot summer’s day! The dock has a dock house to store all your yachting gear. Also included is a deep water mooring in a protected cove. With 1400 feet of waterfront and total privacy, there is nothing like it on the Connecticut Shoreline!

134 Old Quarry Rd , Guilford, CT 06437

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.

171 Andrews Rd , Guilford, CT 06437

Through the stone pillars to a spectacular peninsula setting,.83 acre parcel, 165′ on Long Island Sound. Full view of Little Harbor. High above sea level, luxurious and substantial, custom built in 2007-just one owner. Stone fireplace in kitchen/great room leading out to full deck to enjoy sunrise and sunset skies. High ceilings, millwork lots of glass and sun. Three levels with views-SF shown includes finished lower level (walk out). Over 700 sf of decks and porches. Boater’s dream. Enjoy sandy beach and dock at Little Harbor.

65 Little Harbor Rd , Guilford, CT 06437

Waterfront Ranch on Little Harbor with private access & spectacular views from every room, high above Long Island Sound. Open floor plan, Gourmet kitchen with Subzero, three full baths, master bedroom suite with walk-in closet. In addition to your own water access from the deck and ramp, it is a short walk to association beach and a long pier with floating docks. No flood insurance, elevation certificate is available. Low property taxes.

267 Old Sachems Head Rd , Guilford, CT 06437

Stunning direct waterfront contemporary prominently sited high and private with sweeping views of Long Island Sound and Joshua Cove. Magnificent sunsets from nearly every room. 4293 sq ft of versatile and finely appointed living space. Entertain in the dramatic Great room among soaring cathedral ceilings, a striking Stony Creek granite fireplace and tall expanses of glass. French doors open to a fabulous multi level deck overlooking the water. A breathtaking sunroom, highlighted by a vaulted ceiling, skylights and walls of windows overlooks the cove. The chef’s kitchen is complete with Woodmode cabinetry, gas cooktop, and center island. Four bedrooms and three full baths provide ample space for family and guests. On the upper level, a loft area with built-ins is open to the Great room below and is ideal as a library or study area. The master suite affords a luxurious escape with sitting area and private master bath, while another bedroom also enjoys an en-suite bath. This exquisite home sited above flood elevation also features a 3 car garage. Truly a rare combination of exceptional quality, amenities and location for the water enthusiast.

39 Vineyard Pl , Guilford, CT 06437

One of Guilford’s iconic shoreline residences, 39 Vineyard Place was conceived by renowned New Haven architect, Douglas Orr and completed in 1930. The 6.600 square foot residence is surrounded on 3 sides by water and is a formidable structure composed predominantly of Stony Creek granite and has stood tall during all of Mother Nature’s occasional tantrums. One of Mr. Orr’s signature details are the “porthole” windows located in the Family Great Room which boasts beautifully detailed walls “pecky” cypress. The library addition boasts spectacular views and was completed in 1978 with a cedar shingle façade. This addition was designed by Frank Winder and Associates and constructed by The Field Company. Adjacent to the library, and of particular note, is the spacious dining room featuring endless views of Long Island Sound; but memorable because of its curved, ribbed ceiling designed to resemble “carlins” used in the “overhead” of a ship’s cabin. The large kitchen area features a separate prep area, center island and breakfast nook overlooking the water. This was the hub of activity for the numerous outdoor club functions and for fund raising events. The second floor welcomes guests with six bedrooms while the third floor boasts an informal game room overlooking Long Island Sound. The prior owner was an avid yachtsman. His summer commute consisted of boarding his tender, moored in the adjacent cove and “commuting” out to his 48 foot sailboat which he kept at Sachems Head Harbor.

55 Vineyard Pl , Guilford, CT 06437

WATERFRONT – SACHEMS HEAD AREA/VINEYARD POINT A true waterfront treasure, stone and wood construction, diamond in the rough. Located in a private 12 home enclave that features, tennis court, sandy beach and acres of open space. Walls of glass offer 180 degree views of Long Island Sound. Open floor plan, stone fireplace in kitchen and family room. New price point allows for major remodel or build new. A MUST SEE for the serious waterfront enthusiast. Convenient to train, village and Yale. 75 mi NYC

40 Rock Point Ln , Guilford, CT 06437

Just Reduced to almost $400,000 below Town’s recent appraisal. Waterfront location boasting 180 degree views of Long Island Sound out to the Thimble Islands; nestled within a select enclave of homes on Rock Point Lane. Home offers a large granite kitchen which opens to a spacious family room and wall of glass overlooking Long Island Sound and the Salt Marshes. Large wrap around deck is perfect for entertaining anytime of day or night. Full guest Apartment / In-law Suite has separate entryway, full bath, kitchen and balcony overlooking the Sound. Whole House Generator for Mother Nature’s occasional tantrums.