Orient NY Real Estate & Homes for Sale

This traditional Fenwick cedar shingle style home has spectacular water views of the Connecticut River and South Cove. It also enjoys Fenwick's unique lifestyle: beach, tennis courts, Yacht Club and famed golf course. The 2,634 home built in 2006 with the highest craftsmanship and state-of-the-art materials has wideboard floors throughout. The great room with a coffered ceiling has a wall of windows above the long banquette, a large beach stone fireplace and built-in cabinets. French doors on the main level open to a full width porch, which overlook the long water views and beautiful professionally landscaped gardens. The open kitchen is flooded with sunlight and is a chef's delight with all top of the line appliances. Rich mahogany cabinetry and marble counters and sit down island are custom made. The first floor 15x15 master suite has built-ins, and has access to the porch. A guest room/office off the kitchen has a beadboard ceiling, shiplap walls, and state-of-the-art Murphy bed built into custom cabinetry. Mudroom side entrance with outdoor shower, includes extra built-in cabinets, farm sink and washer/dryer. Two guest rooms on the second level, one with built-in beds have access to the balcony with views of the hydrangea border gardens and water. This beautiful dream home sits on a private .46 acre parcel and has full mechanicals including a full house generator. Located half way between New York and Boston and is only minutes to all major transportation.

Welcome to 9 Pettipaug Avenue, a truly exquisite waterfront property in the charming borough of Fenwick, in Old Saybrook, CT. This stunning residence offers panoramic views of the LI Sound and provides an unparalleled level of luxury and comfort. The property has been completely renovated, making sure to preserve the home's historical beauty. The meticulous design emphasizes its commanding beachfront, fabulous indoor-outdoor family entertainment flow and glorious sunrises and sunsets. The main level offers a large gourmet kitchen with custom cabinets, marble countertops and large island, formal dining room w/fireplace, butler's pantry and a living room with fieldstone fireplace and breathtaking water views. The stunning primary ste. w/balcony has a gas fireplace, custom closets and bath. 6 additional bedrooms, and possible in-law suite all provide luxurious accommodations for family and guests. Outside enjoy quiet moments on the stunning screened in porch, and open air wrap-around covered porch which overlooks the beautiful private beach. The outdoor kitchen is perfect for summer entertaining. Enjoy the famed Fenwick 9-hole golf course, tennis and boating. The Katherine Hepburn Theatre, shopping and fine dining are minutes away. Experience the epitome of waterfront living in this remarkable Old Saybrook estate.

A Fenwood Beach home on a beautiful level .50 acre lot! Totally rebuilt in 2014 Enjoy over 3200 sq. ft. of comfort. This stylish home boasts central air conditioning, a large "dream-like" Carrera marble white kitchen which opens to large great-room and dining-room. The kitchen has a large island that sits 6 comfortably, a large rear work area, a breakfast area, and all the bells and whistles. The Great-room includes a beach-stone fireplace, and French doors to a rear stamped concrete patio area. The open dining-room over-looks the lovely spacious back-yard. First floor also includes a charming foyer area, a front to back living-room (could be converted to a first floor master) and a mudroom with a half bathroom off kitchen area. The second level has 4 bedrooms in total consisting of the master-suite with large his & her closets with built-ins and a sitting area plus an office. The guest-bedroom has an en-suite bathroom, and two additional bedrooms share a 3rd full bathroom. The home has a large dry basement.The home has an outdoor shower, golf cart shed big enough for two carts, and a two car over-sized garage. Exterior is expensive maintenance - free cement board (Hardy board) siding. The Shed was remodeled recently with internet and electricity and used as a exercise room. Home has irrigation. Walking distance to Fenwood Association Beach. Steps to path leading to Fenwick golf course. Home is NOT in a flood zone.

Direct beachfront property offering roughly 130 feet of unobstructed Long Island Sound views! Welcome to 29 West Shore Drive- a breathtaking westerly facing waterfront residence that promises magnificent sunsets, gentle seaside breezes and the picturesque lifestyle you've been dreaming of. For the first time in over 30 years this exquisite property is now available for sale, offering a unique opportunity to own a piece of paradise. Featuring 4 well-appointed bedrooms and 3 full bathrooms, this home is designed to accommodate and delight. Furthermore, you'll find a spacious living space with a stately stone fireplace that combines comfort with elegance, making it the perfect backdrop for creating lasting memories with loved ones. Through the living room French doors, enter a lovely sitting area with 180-degree views of ocean. The uniquely large, flat yard is perfect for gatherings or simply enjoying the peaceful ambiance of seaside living. This home is part of Cornfield Point Association - sandy beach, club house, basketball & tennis court & boat ramp. Easy access via I-95 and the train. Two hours from NY or Boston. Close to all amenities - restaurants, cafes, shopping, marinas, The Kate Theater & Fenwick Golf Course. Whether you're looking for a year-round home or a seasonal getaway, 29 West Shore Drive provides a rare blend of tranquility, beauty, and convenience in one of Old Saybrook's most sought-after locations. Don't miss the chance to make this dream home yours.

Fantastic renovated Knollwood Beach home on .89 acre lot with views of South Cove and Beaman creek. Ez walk to beautiful beach and neighborhood access to Beaman Creek for kayaking. This lovely home enjoys both a first floor master suite and a gorgeous 2nd floor master suite with sitting room. The combination living room / dining room is spacious with vaulted ceilings and newer Windows taking in the lovely marsh and South Cove water-views! Love nature? The bird watching is incredible, and the amazing 4 season room is very large with a dining area and perfect for watching the sunsets! The second-floor addition and oversized one car garage were added in 2009. The 2nd floor interior balcony office has a stunning view of the Cove. The home has a finished lower level as well adding to the living area if needed.

INVESTMENT OPPORTUNITY - CORNFIELD POINT BEACH ASSOCIATION! This property presents a rare opportunity to own a versatile space that combines commercial and residential appeal. Whether you're seeking a lucrative investment, envisioning your own Airbnb, or own beach escape, this property offers endless possibilities. Situated in the sought-after Cornfield Point Beach Association, this property is at the entry of this very desirable beach community with many residents and guests driving by daily! The property boasts a flexible layout, featuring a spacious storefront ideal for retail, caf?, breakfast/lunch destination or ice cream! Additionally, there's a separate residential unit upstairs with 4 bedrooms, oversized deck, plenty of parking, full bath providing a rental opportunities. Maximize your investment with dual income streams. Whether you choose to lease out the storefront, rent the residential unit, or utilize both spaces for personal and commercial purposes, this property promises lucrative returns and financial flexibility. There is also the option of converting the storefront into 1-2 apartments. Walk or bike to Cornfield Point Beach/two town beaches, Main Street's shops, restaurants are a short drive/bike ride away, as are the Kate Cultural Arts Center, Fenwick Golf Course and Saybrook Point. Just a few hours from NYC or Boston, your private shoreline retreat is calling you. No flood insurance required.

Nestled in the prestigious Cornfield Point Beach Association neighborhood, this upgraded ranch offers one-level living at its finest with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, central air, this home provides comfort and style. A spacious open plan living room welcomes you home with a wall of windows that flood the space with light and air; durable wood-look plank flooring offers easy maintenance. With vaulted ceilings, gas log fireplace, and ceramic tile flooring, your family room offers a cozy, inviting atmosphere. An immaculate updated kitchen with cherry cabinetry, breakfast bar island, stainless appliances, and granite counters is perfect for hosting. Spacious and light-filled, bedrooms feature updated carpeting and ample storage. A large driveway and detached garage provide plenty of off-street parking, while mature privacy hedging and greenspace creates an ideal space to relax with friends and family. HOA fees include trash, playground, tennis court & snow removal on the main road! Experience the incomparable quality of life Old Saybrook has to offer: blocks from the ocean, enjoy magnificent sunsets, local eateries, and beautiful nature preserves. With easy access to the train station for a quick commute into NYC, this home is perfect for year-round living, or seasonal enjoyment. Don't miss your opportunity to own this superlative one-level property; schedule your showing today!

Be Ready to Enjoy the Shore in 2024! Come to the beach and indulge with 2 floors of Living. This Beach House offers 3 Bedrooms, a Full Bath and Full kitchen on Each floor (Lower level has a private entrance), along with washer/dryer (conveys) on one floor and hookups on the other. Enjoy your time with family and friends, then you can each retire to your own sanctuary when the day is done! Both floors have private access, open floor plans, enclosed porch and access to the oversized patio and yard. The circular driveway with paved side area offers plenty of parking for your get togethers, reunions, and all that are invited to join you at the beach for the day, summer season, or anytime during the year. A short distance to the beach With Parking!! Gated in the Summer Season for privacy, Golf Carts are allowed with Association Registration. New microwaves and New dishwashers on Both Levels. The home has split units for cooling but is set up to convert to central air if desired. This is an excellent property for those that want to enjoy the Beach with family, friends and guests, but still have their own space . Make your appointment to view this wonderful opportunity soon!!

Charming Colonial with something for everyone. Serene location on private street but only a short distance to the center of town. Beautiful living room with hardwood floors, raised panels and coffered ceiling along with built in bookcases. Large formal dining room with bay window offering an abundance of natural sunlight. The fully applianced country kitchen has a pantry and fireplace, recessed lighting and access to a glass sunroom with tile floor. Access to the deck and rear yard enhance the desirability of this room. Perfect room to sit and just relax or locate your piano here and make it a stunning music room. Upstairs you will find 3 spacious bedrooms and 2 full bathrooms. Primary bedroom includes a full bath with tub, two walk in closets and an atrium door to access the second sunroom with views of South Cove. New carpet in the primary bedroom, both walk in closets and the sunroom make this enclave a warm and cozy area to enjoy a good book or private office. Perfect size deck on the rear of the house with quick and easy access to the inground pool on those warm summer nights. Full basement, Oil forced hot air heat and Central Air. With the proximity to the town center you will be able to catch a show at "The Kate", hit the gym or use the pickleball courts for a quick game or just meander along visiting all of the great shops and restaurants on Main St. This house offers the complete package. Don't let this opportunity pass you by.

Charming beach community of Old Lyme, this ranch-style home offers a perfect blend of coastal living and modern comfort. Located in the sought-after Miami Beach association, this residence is a haven for those who appreciate the tranquility of a private beach setting. Step inside, and you'll discover a thoughtfully remodeled interior that seamlessly combines classic charm with contemporary design. The three bedrooms provide comfortable living spaces, each designed to maximize space and functionality. The full bathroom features modern fixtures and tasteful finishes, ensuring a relaxing retreat. The heart of this home is the custom kitchen adorned with stainless steel appliances and quartz countertops. The tile floors add a touch of elegance. The outdoor shower perfect for rinsing off after a day spent at the beach. C/A. The proximity to the beach is a major highlight, allowing residents to enjoy the sun, sand, and surf just a short walk from their doorstep.

Discover the allure of this charming year-round Cape House, nestled in the Miami Beach Association community. Only a brief stroll to a private beach, this 3 bedroom, 2 Full bath home is delightful blend of indoor comfort and outdoor entertainment. Complete with an outdoor grill-center, deck and patio, this residence invites you to make lasting memories in a costal oasis. No need to stress over setting up the house or the cost associated with putting it all together - this home is impeccably decorated and being offered fully furnished and fully stocked with household essentials. All you need to do is move right in and enjoy! The house being near the beach, offers the option of earning great weekly summer rents or the opportunity to buy and move in right away. The choice is yours.

Introducing Premier living near Black Hall Golf Course in Old Lyme! Meticulously designed with attention to detail, this farm style home boasts contemporary architecture, spacious interiors, and an abundance of natural light. There is a builders allowance for kitchen appliances. The convenient open floor plan allows an easy flow throughout the home. The primary en-suite has a soaking tub and full sized shower. There are two more large guest bedrooms with a shared bath. Working from home is simplified with your in home office space!! Enjoy the allure of a home where front and rear porches serve as fantastic spaces for entertaining. Close to Old Lyme Beaches, Old Lyme Country Club and across the street from Horseneck Creek Landing. Come enjoy all Old Lyme has to offer!!

Introducing Premier living near Black Hall Golf Course, to be built, in Old Lyme by Reagan Homes. Meticulously designed with attention to detail, this Colonial farm style home boasts contemporary architecture, spacious interiors, and an abundance of natural light. There is a builders allowance for kitchen appliances. The convenient open floor plan allows an easy flow throughout the home. The primary en-suite has a soaking tub and full sized shower. There are three more large guest bedrooms with en suite bathrooms. Working from home is simplified with your in home office space!! Enjoy the allure of a home where front and rear porches serve as fantastic spaces for entertaining. Close to Old Lyme Beaches, Old Lyme Country Club and across the street from Horseneck Creek Landing. Come enjoy all Old Lyme has to offer!!

Discover the epitome of coastal living at OLD COLONY BEACH, a coveted private beach community nestled along the stunning shores of The Long Island Sound. Embrace the tranquility and convenience of this family-friendly enclave, boasting gated streets, seasonal security, and amenities like kayak/canoe/paddle board racks. This highly sought-after location offers unparalleled access to the beach, carousel, bustling bars, savory restaurants, and eclectic retail destinations, all within walking distance. Seize the opportunity to own a piece of this unique paradise, featuring a spacious layout with 3 large bedrooms and one cozy Bedroom. Relish in the ultimate relaxation with a private enclosed outdoor shower and a large outdoor shed for essential storage of beach, garden, and recreational gear. The yard is a serene haven, sheltered for privacy on three sides, perfect for outdoor gatherings and cherished moments. Entertain with ease on the expansive outdoor deck, complete with a large dining table, umbrella, and grill, ideal for savoring coastal breezes and creating lasting memories. Property is being sold as is, offering endless potential to customize and make this beach retreat your own. Don't miss this rare opportunity to have OLD COLONY BEACH as your summer home!

Nestled along the shoreline, this newly constructed beach house epitomizes the essence of coastal elegance. As you approach, you're greeted by a charming facade adorned with crisp grey siding and expansive windows that flood the interior with natural light. Large outdoor deck and lower possible patio area perfect for enjoying cool sea breezes and breathtaking sunsets, beckons you to step inside. Upon entering, you're welcomed into the spacious and airy living area, adorned with hardwood floors that evoke the warmth of sandy beaches. The open-concept layout seamlessly connects the living room to the gourmet kitchen, creating an ideal space for entertaining guests or relaxing with family. Open concept with custom kitchen features custom cabinetry, and granite countertops, providing both style and functionality for culinary enthusiasts. A large island with bar seating offers a casual dining option, while the adjacent dining area provides a more formal setting for enjoying meals with loved ones. Retreat to the luxurious master suite, where tranquility awaits. The expansive bedroom with octagon tray ceiling boasts double closets. The en-suite bathroom exudes spa-like serenity, full tiled walk-in shower, oversized vanity.

Live, or demolish & build here at 125 Shore Rd! This parcel, which is a total of 4 acres combined sits at the most photographed location for sunsets in town! Wide open views of LI sound, both Old Saybrook Lighthouses, and impressive optics over the marsh and Black Hall River! Currently, a 1,476 sq/ft Farmhouse Colonial home sits here. Enjoy this home as it stands with its updated interior including the maple shaker kitchen cabinets, granite countertops, SS appliances, and views from almost every room. THE MAIN ATTRACTION here is the potential to demolish & build the proposed home which is rendered that has the same style as the one two doors down (pictured.) Take note of the aerial photos that have been edited to visualize the opportunity. Take a look at those renderings too! Currently working on approvals, so now is a great time to get involved and claim your spot! Special model-home viewing option available! Proposed home will be approx. 3,000 sq/ft. Additional building options available, or perhaps you have your own plans; bring em'! They don't make land anymore, especially a spot like this! Stop getting a glimpse from only your car - it's time to enjoy the view from your couch, kitchen, shower or pool!

Welcome to Old Lyme Shores Beach Community, a private beach community offering one of the most desirable private beach's in Old Lyme. This stunning to- be- built bungalow is your dream home, in your dream location. Year round or your weekend and summer family retreat, this modified Build-to Suit is on the last approved building lot in the Community. This new construction home will be breaking ground soon and awaiting your customizable opinion on the details, to call your own. This home offers outstanding craftsmanship and meticulous detail will be shown through the property. The first floor living space features a state-of the art kitchen that is equally as stunning as the main level great room. The master bedroom offers an ensuite bathroom and an additional loft space upstairs. Three floors of windows provide for a calm serene living area to come home to. Whether it is vibrant colors of the changing seasons, the tranquil waves of high and low tides, or the magnificent sunsets that paint the sky, this home has it all. This modern bungalow style home boasts two levels of decks, master suite on the first level, two spacious bedrooms upstairs and an additional loft space for family or guests. Private Beach rights in this association, just a few houses the beach! Grab your chair and walk down to this little slice of heaven!

Welcome to beautiful Old Lyme Shores! This is perfect timing to get that beach getaway you always dreamed of. This truly turn-key seasonal property is all updated and ready for you to move right in, grab your beach bag and head down the street to the beach; come back and enjoy lazy afternoons in your sunporch doing that jigsaw puzzle and balmy summer evenings on your deck with friends. This is the beach life we all plan for. The town lists this as a 2 bedroom home, but there is another room behind the partial garage that serves as a 3rd bedroom. The beautifully updated kitchen has stainless appliances and quartz countertops with plenty of storage. Bathrooms are also updated. Company can spill over from the open dining area out to the deck with the remote-controlled awning to protect you from the sun or light showers. This home sits on a larger lot than is usually found in beach communities and offers plenty of privacy in back where you have the convenience of an enclosed outside shower. This one has it all!

Welcome! This charming four-bedroom, two-and-a-half bath home offers 2170 square feet of living space and is ideally located- close to schools, library, & community center! Only half a mile from the nearest boat launch and one-and-a-half miles from the beach. This diamond in the rough has a great location - close to shops, restaurants, cafes, and The Katharine Hepburn Cultural Arts Center. The updated bathrooms are beautifully done, complemented by a new front door for a welcoming entrance. Inside, a floor-to-ceiling wood burning fireplace graces the vaulted ceiling living room, creating a cozy atmosphere. Additional features include new kitchen floor, a newer laundry room, upgraded electrical panel, public water, central air, and septic system, making this home both comfortable and functional. Schedule your private tour now.

North Cove WATERFRONT home built in 1994 with private access to the cove. Wake up to unobstructed water-views and watch the boats pass by. Love sunsets? This quality construction home sits high on its manicured lot and enjoys beautiful views of the North Cove, wonderful breezes, bird watching and leisurely walks around the historic neighborhood and to Saybrook Point or lovely downtown Old Saybrook. Enjoy 2 fireplaces, one in Primary Suite, one in Livingroom, 2 ensuite bedrooms, hardwood floors throughout, oversized one car garage, a wonderful family room overlooking a private backyard with lovely gardens and a brick patio. Property includes the waterfront lot which protects your views and provides the access to North Cove.

If you are searching for an historic Main Street property, explore converting the iconic James Pharmacy building to a single-family residence. The property is currently a bed and breakfast and a main level bistro. Anna James, the first African American female pharmacist operated and resided at the pharmacy for decades. Her niece, noted novelist Anna Petry, was born here and assisted Miss James. The main floor restaurant retains the historic pharmacy built-ins and soda fountain. Arched glass windows offer Main Street views. Innkeeper quarters are on the main level. Extensive renovation and updates transformed the building to current standards while preserving its historic architecture. Four bedrooms include main level innkeeper quarters and three second floor bedrooms each with an ensuite bath and gas fireplace. There are two half baths on the main level. A full basement houses mechanicals and exceptional storage. All mechanicals are updated including oil heat, central air and the septic system. There is city water. Main Street restaurants, shops, The Kate arts center and Saybrook Station are all a short stroll. Also listed as commercial MLS ID 24006903.

DIRECT WATERFRONT! Wake up every morning with an ocean breeze! This year round beach home features one floor living, open floor plan, 3 bedrooms, private beach at your door step, breathtaking water views from every window, granite countertops, completely updated and furnished, propane heat, central air, cathedral pine ceilings that accentuates the home, plenty of privacy with a fence, easily can fit 5 cars in the parking area, Saybrook Manor Association has two private beaches for residents only, a club house with many Summer activities including July 4th fireworks and extra parking if needed, right in front of the house there is a designated swimming area, fishing and crabbing to the right of the swimming area and during low tide you can walk the sand bar almost a mile, Spacious patio perfect for entertaining and relaxing while enjoying the spectacular views! Main Street's shops, restaurants are a short drive/bike ride away, as are the Kate Cultural Arts Center, Fenwick Golf Course and Saybrook Point. Just a few hours from NYC or Boston, your private shoreline retreat is calling you!

Welcome to your custom-built eco-friendly dream home nestled within the exclusive Chalker Beach Association, offering unparalleled vistas of the majestic Long Island Sound. Step into your 2000sqft. sanctuary, meticulously crafted to harmonize with its natural surroundings and cater to your every comfort. This enchanting abode boasts three spacious bedrooms and three full bathrooms, ensuring ample space for relaxation and rejuvenation. Conveniently located beneath your home lies private parking, ensuring effortless access and convenience for you and your guests. The first floor invites you into a serene retreat, featuring a lavishly appointed bedroom and bathroom, seamlessly integrated with an open-concept kitchen. Adorned with stainless steel appliances and an induction stovetop, the kitchen is a culinary haven where you can unleash your culinary creativity. Gather around the dining table, capable of hosting a summer soiree for ten, while you soak in the tranquil water views from the adjacent great room. Ascending to the second floor, you'll discover two additional bedrooms, and two luxurious full bathrooms. The crowning jewel of this level is yet another breathtaking great room, offering panoramic vistas that inspire the creation of cherished memories for years to come. Radiant in-floor heating throughout the home ensures warmth and comfort even during the coldest New England winters, enveloping you in a cozy embrace year-round.

Owned by just two families over the past 74 years, this house makes you feel like you have arrived home. Easy sidewalk access to Main Street and the village center brings you to all the wonderful restaurants and shops, services, the town green, town hall, the Kate Theater, the library, parks, two schools and in the other direction, you can easily reach two shopping centers. Situated on just under a half acre with a large level yard, oversized 2 car carport to keep you and your vehicles dry and in front an enclosed front porch to enjoy. Inside you'll find the updated eat-in kitchen with built-in corner cabinet, formal dining room with picture window, spacious living room with fireplace and charming window seat. The first floor also has two bedrooms and a updated full bath with tile floor and custom details including arched doorways. The second floor features a large bedroom with custom built cabinetry, a cedar closet, newer full bath and walk-in attic storage. Even more living space in the fully heated basement where you'll find a finished bonus room, a workshop and the laundry room. The Buderus Boiler keeps you toasty warm and in the summer you can keep cool with a newer split air system. This is a special home in a great location and ready for new owners to move right in!

You'll love this gorgeous spacious Ranch in the sought after Indian town Beach Association with a private marina, town hall, and three beautiful beaches. The stunning remodeled home features an open floor plan with a stunning kitchen, brand new stainless steel appliances and granite countertops You will enjoy cooking in this kitchen with plenty of natural sunlight coming in from the large window that overlooks a private fenced in backyard in addition to the great room with a cathedral skylight ceiling. Get ready to cozy up and enjoy the natural gas fireplace that features decorative glass doors and an oak mantle to "wow" your guests! The newly sanded hardwood floors throughout the house are easy to keep clean with a built-in central vacuum system. The two Full baths reflect today's modern trends with glass doors. The impressive master suite features a private bathroom, and large windows. The sitting area has an amazing view of the backyard with sliders to the deck. The insulated garage has a polyurea floor that is not only attractive but a great place to keep all your beach gear from a golf cart to jet skis, and beach chairs when taken in the sun. The mechanicals of the house featured ducted central air, tankless on-demand water heater, and Viessman natural gas boiler. Get ready to enjoy beach life at its finest in Old Saybrook in a walkable friendly community with plenty to do in a turnkey home. This home is a must see and will not last! Schedule your private tour today!