Old Saybrook CT Real Estate & Homes for Sale

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.

Welcome to 10 Allendale Rd! From hardwood floors to wooden beamed cathedral ceilings, this split level ranch gives you everything to enjoy and nothing to do but move-in. Open concept gives you a large entertaining area with the kitchen/dining/living room combination. Kitchen equipped with SS appliances, granite countertop, a built-in bench and an oversized island. Living room has gorgeous wood beam ceilings with a "center of it all", "eye catching" wood-burning stone fireplace. Three bedrooms are nicely separated upstairs with hardwood floors, and two full bathrooms. Lower level is for your entertaining, home gym, office or a separate lounge space. Laundry and half bath are also on this lower level. From the dining room slider, walk outside onto the deck and enjoy a luscious backyard with oversized storage shed, hot tub and a bluestone patio. Close proximity to a Dilly Bar and other cool treats, beaches for walks, runs or sunset strolls, and tons of restaurants. Solar panels keep the bills low and home energy efficient! Come see this one and be Wow'd!

Location! Welcome home to this waterfront year round home. Set on your own secluded private beach, yet close to all activities Indian Town Association and Marina have to offer! Completely updated inside and out. New kitchen with high end SMEG refrigerator, butcher block countertops and ship lap detail. Bathroom is renovated with tile shower and new vanity. Brand new flooring throughout. Sunroom adds extra square footage and provides an additional dining area and the perfect place to watch the sunrise and relax. There is an outdoor shower and changing room outside. Spacious living room with water views, fireplace and built ins. New roof, Siding, patio and walkway. Indian Town association is a premier community with 2 private beaches, clubhouse, playscape, basketball court and Marina for boat lovers! This home is in the very rare location, super private, peaceful and relaxing.

Welcome home to your own private retreat! This meticulously maintained home features an open floor plan, kitchen with expansive island with plenty of seating, pantry, overlooking spacious living area with natural sunlight, cathedral ceilings, beautiful windows overlooking the expansive yard, fireplace, built-ins and dining area which leads out to the patio and pool. This home is perfect for hosting friends and family! The main level also features a bedroom with an adjoining full bath along with 2 additional bedrooms. Upstairs enter your private primary bedroom suite which includes, a sitting room or office, large walk in closet, bathroom with oversized shower and whirlpool tub and large front facing windows which bathe the room in sunlight. The finished walk out basement offers additional living space perfect for a play room or gym, additional bedroom, wood stove, craft room and plenty of storage. Unwind in the tranquility of your private oasis outdoors, with a salt water inground pool fully refurbished in 2023, inviting you to soak up the sun and enjoy lazy afternoons! Whether you're lounging poolside or hosting summertime barbecues this backyard is a must have. This house features a new roof completed in December 2022.

Welcome to the lovely shoreline town of Old Saybrook! This charming four-bedroom, two-and-a-half bath home offers 2170 square feet of living space and is ideally located only half a mile from the nearest boat launch and one-and-a-half miles from the beach. Situated approximately half mile to Old Saybrook Town Center, this diamond in the rough is 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 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.

Elegant Custom-built brick colonial, situated on a cul de sac in a beautiful shoreline community. This pristine home is both an entertainer's and a gardener's dream! The recently updated main floor now offers an open floor plan and fresh paint. The foyer leads to a front-to-back living/family room with recessed lighting, hardwood floors, sleek custom fireplace and sliders to a large deck. The updated kitchen opens into the formal dining room. This level rounds out with a powder room and mudroom that accesses the attached 2-car garage. On the second floor, the primary suite features a tray ceiling, full bath with jet tub/separate shower, and a walk-in closet. The second primary suite, with full bath, has a balcony overlooking the backyard. Additionally on this level are a third bedroom, an office/4th bedroom and the third full bath. The lower level is well-appointed for entertaining. Currently used as a game lounge, this area has a built-in granite bar with sink, cooktop, and small refrigerator. Tons of storage and a full bathroom create potential for an inlaw suite. Walk out to a covered patio, hot tub and sprawling yard with beautiful mature plantings and a large fenced garden area. A double detached garage with second-floor loft, located at the rear of the property, is perfect for car and toy collectors and offers even more storage. Area for RV or boat storage too. Conveniently located two hours from New York/Boston, easy access to Amtrak/highways. The perfect retreat!

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.

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.

New high-end construction now underway! An exquisite 4,300 +/- SF five bedroom, four and one-half bath coastal-inspired New England style home sited on a private, gated-entry 1.36 acre lot. Beautiful CT River Valley views. A first floor primary suite is nestled in its own wing. It includes a large walk-in closet, luxurious primary bath with spacious shower, freestanding soaking tub and abundant light through plentiful Andersen windows. A multiple-use first floor room with full bath can serve as office/bedroom/nursery/fitness area. The open concept chef's kitchen adjacent to the great room & dining room will feature a wine chiller, Wolf, Subzero and other fine appliances, a pot-filler, walk-in pantry and prep sink. First floor laundry room w/utility shower, plus second level laundry. First floor rooms have 9' ceilings. Three bedrooms, sitting area and two full baths upstairs. Above the three-bay attached garage is 800SF roughed-in for a full bath, ready for an in-law suite or other use. 9' height basement offers endless storage and options to be finished, complete with wine cellar. A showcase for transitional Luxe finishes and custom millwork throughout! James Hardie siding, custom entry & garage doors, screened porch, terrace w/fireplace. Room for optional pool. Old Saybrook fine dining, shops and theatre nearby. Less than a mile from marinas w/quick CT River access to Long Island Sound. Easy access to Routes 9, I-95 and Saybrook Junction train station. Builder ready to meet!

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!

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.

Views abound! This beautiful waterfront home sits on 3 ? acres with 263ft of waterfront on the Connecticut River with a dock. This white brick and stone architecturally designed contemporary offers the ultimate in luxury with an open floor plan that flows seamlessly. The formal living room with a floor to ceiling bay window brings in light and views, and a beautifully carved white marble fireplace completes the room. A bright spacious open kitchen and breakfast room has skylights and a Palladium window. A large island with high end appliances makes this kitchen a chef's delight! The family room with fireplace is off the kitchen and the sunroom too, with a dramatic high hexagonal ceiling. The first floor primary suite has a bay window overlooking the river and has five closets. The white marble bath has radiant heated floors, beautifully carved twin basins and a Jacuzzi and walk-in shower. A guest bedroom and Library completes the first floor. Most rooms have moldings, 9' ceilings and/or tray ceilings and take advantage of the fabulous views. Stairs with a brass balustrade lead to the second floor two ensuite bedrooms one with a fireplace, a walk-in closet. A path from the house leads past flower gardens and over the expansive manicured lawn to the dockside stone patio, an ideal area for entertaining and to enjoy the stunning 180 degree river views. A two car garage completes this impeccably maintained, beautiful and unique property.

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!

Welcome to this stunning fully remodeled 3 bedroom, 2 Bath Home situated in a desirable neighborhood here in Beautiful Old Saybrook, As you step inside, you are greeted with an open concept layout that is perfect for entertaining and everyday living.This home features lots of windows that fill the space with natural light. The living room has hardwood flooring and a pellet stove as an additional heat source to cozy up on those cold nights! The dining area flows seamlessly into the newly updated gourmet kitchen, which boasts Quartz countertops, contemporary lighting, brand new stainless steel appliances and ample cabinet space The primary bedroom is a true retreat, complete with a huge walk in closet, cathedral ceilings, skylights and a luxurious en-suite bathroom featuring modern style Tile design, fixtures and lighting. the two additional bedrooms are generously sized and completely updated. Outside you will find a private backyard with a patio/deck area , perfect for enjoying barbecues or simply relaxing after a long day. this home also features a spacious attached 2 car garage with plenty of storage. This beautiful home is move in ready!!! 6 minute drive to Old Saybrook town beach, schools and golf course very close by. Easy access to 95

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!

New construction. Beautiful home site on private road backing up to open space. 4 Bedroom colonial. Underground utilities, custom kitchen, hardwood floors through out this open floor plan. Propane heat/ central air, and on demand hot water. Still time to choose fixtures & finishes.

Built to Last! Rare opportunity to own an updated Ranch in the heart of Old Saybrook. This property features 3 beds, 1 bath over 1400 square feet, an open floor plan, living room with fireplace and built-ins, dining area, updated kitchen with stainless appliances, central air, a 1 car garage, full house generator, and fenced in yard. Amazing proximity to shopping, restaurants, and the center. The 3rd bedroom is currently being used as a laundry room. A true turn key property!

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!

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.

Welcome to a stunning property nestled in the heart of Old Saybrook! This expansive home, discreetly tucked in a secure enclave, offers not just a residence but a lifestyle. Boasting 6 bedrooms and 4.5 baths, this meticulously maintained home features a legal accessory apartment, a coveted asset generating excellent income. Beyond its spacious interiors, this residence emphasizes convenience and leisure. Picture-perfect for summer days, the just-completed summer porch invites you to relax and savor the tranquility of the serene front yard. For beach enthusiasts, the proximity to the Town Beach in Old Saybrook makes it an ideal spot for endless summer fun. Discover the allure of Old Saybrook's vibrant amenities! Indulge in culinary delights at the renowned Fresh Salt restaurant located at Saybrook Point, offering exquisite dining overlooking picturesque views. Explore the evolving charm of Main Street, a hub teeming with eclectic eateries and shopping options, creating a dynamic destination right at your doorstep.Old Saybrook is celebrated for its reputation as a safe town, ensuring peace of mind for residents and visitors alike. Additionally, this property's versatile layout offers the opportunity for effortless conversion into a spectacular single-family home. The three-car garage is not something you'll always find. Here's your chance for versatile living, income potential, and prime location, perfectly encapsulating the sought-after lifestyle in Old Saybrook.

This charming and spacious colonial home seamlessly blends comfort, style and convenience. Town records list it as a 3-bedroom but the upper level office connecting the Jack & Jill bath can easily be used as a 4th bedroom. A large family room with fireplace opens to the kitchen with newer stainless steel appliances, providing the perfect setting for gatherings and entertaining. Situated on a private treed lot, this property offers a serene retreat from the hustle and bustle of daily life. This location provides easy access to the highway and you are just a stone's throw away from shopping, restaurants, and beautiful beaches. Schedule a viewing today and discover the endless possibilities that await you in this exceptional home in desirable Old Saybrook.

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.

Old Saybrook, 32+ Acres for sale! How do you spell OPPORTUNITY? How about T-O-W-N L-I-N-E F-A-R-M! This is truly a rare opportunity to own over 32 acres in Old Saybrook including a working "Gentleman's Farm" with barns, farmhouse, outbuildings, pastures and beautiful treed acres with subdivision possibilities or an idyllic location for your private estate. Caution! Large animals on premises! Please do not go on property without an appointment. Thank you. Livestock not included in sale. PARCEL DETAILS: The parcel consist of tax map 62 Lot 35, 5.93 acres, a portion in forestry, zoned B-3 including a house, barn, shed & numerous outbuildings along with 26.41 acres from tax map 62, Lot 14, 15 & 16, All AA-1 Zone and in forestry. Being sold as-is.