Old Saybrook CT Real Estate & Homes for Sale

Welcome to 16 George Dr. A ranch style home with deeded beach rights to Cornfield Point beach, located in the idyllic shoreline town of Old Saybrook. A home that is the perfect combination of New England Charm and Coastal Living. This is a 3 bed, 2 full bath home that has been completely updated with beautiful finishes throughout. The inviting open floor plan greets you and leads to the renovated kitchen with dining directly off the kitchen. Lots of windows make this home warm and bright. Off the dining room you will find a room perfect for an office or bedroom, you decide. A most delightful sunroom encased with sliding doors, wainscotting and a cathedral ceiling complete with propane fireplace is sure to become your favorite room in the house. The sunroom is placed perfectly to enjoy the professionally landscaped and completely fenced private backyard with generous patio to make entertaining a breeze. Partially finished lower level has a wood burning fireplace for those cozy winters and additional living space not to mention plenty of storage. Dining, boutique shops, Katherine Hepburn Theater, Fenwick Golf, are all minutes from this home. Easy access to I-95 and Route 9 eases commuting and historic Old Saybrook Train Station brings NYC and Boston within 2.5 hours of Old Saybrook.

Step into the serene coastal retreat at 90 Chalker Beach, boasting 4 bedrooms, 1.5 baths, and a detached one-car garage. This year-round oasis is nestled on over a quarter of an acre in the sought after Chalker Beach Association. Boasting an open-concept first floor and spacious kitchen with recessed lighting, granite center island/seating four, a double sink and stainless steel appliances with gas stove. Also on the first floor is the primary bedroom and an additional large bedroom/home office. Located on an expansive corner lot, the home offers a private backyard sanctuary overlooking tranquil marshland. Relax and unwind on the outdoor patio featuring Trex flooring, retractable awning and outdoor shower. Conveniently located minutes from the beach, within this community residence stroll, cycle or cruise in a golf cart to enjoy the many amenities of Chalker Beach including two clubhouses, a beach store and expansive private beach. Minutes away from the heart of Old Saybrook, explore the towns many boutique shops, award winning restaurants, marinas and much more. Enjoy life on the CT shoreline today!

Beautifully Renovated Contemporary Raised Ranch on a quiet cul-de-sac with seasonal views of South Cove and deeded beach rights to Cornfield Point Beach. Approx. 2000 sq. ft. 3 bdrm with 2 full baths. Cathedral ceilings with an open-concept floor plan offer a spacious living area. New transom windows let in plenty of light. Kitchen island, quartz countertops, stainless steel appliances and hardwood flooring on the upper level. The upper bath has a lighted vanity mirror, double sink, and tastefully tiled shower area. The Lower Level has an expansive family/gathering room. A bedroom with en-suite full bath and large walk-in closet offers in-law living possibilities or work-from-home office space. Luxury vinyl tile flooring throughout lower level. Half-acre level yard with large deck for entertaining and summer BBQs. Oversized shed for kayaks and beach gear. Brand new split a/c unit, 200 amp service, and septic system. This quiet street is perfectly centered between scenic Fenwick with golf to the east, Harvey beach sunsets to the west, Main streets' restaurants and shopping to the north, and plenty of open ocean to the south. Agent related.

Welcome to 83 Old Post Road in Old Saybrook. This antique colonial offers a unique blend of historical charm and great potential, nestled on a sprawling 1.7-acre lot within walking distance to the heart of town. Boasting 5+ bedrooms and 2.5 bathrooms, this spacious home exudes timeless character with features such as wide pine wood floors, covered porches, period details, and abundant natural light throughout. The true allure of this property lies in its potential for expansion and possible subdividing. With 1.7 acres of land at your disposal, there's ample room to bring your vision to life and create the ultimate dream home. Whether you're looking to add a pool, a guest house, or explore the option of subdividing, there are endless possibilities. Conveniently located within walking distance to town, this exceptional property enjoys easy access to local shops, restaurants, beaches, and more. Don't miss your chance to own a piece of Old Saybrook history and start imagining the possibilities!

Coming Soon! Wonderful opportunity in Old Saybrook!!!!! This home has been in the same family since 1964 and it's now time for new owners to love living here as they have! Approximately 1300 sq. ft. Ranch, sits on a beautiful and serene 1/3 acre level lot with mature plantings and offers a large combo living/dining room, roomy kitchen, beautiful bright and cheery sun room plus 3 nicely-sized bedrooms. There is a walk-up floored attic space with high ceiling that offers some potential. Full basement with hatchway offers additional possibilities. Lots of storage! Close to Main Street, commuter roads, train station, restaurants, shopping. Here's your chance to make your home in one of Connecticut's most beloved towns!

Nestled in the picturesque coastal community of Old Saybrook, this charming saltbox exudes elegance and charm. As you step through the threshold, the hardwood floors welcome you into a warm and spacious living space. The first floor has two convenient bedrooms, a full bath, large eat-in kitchen and a grand living room with a wood burning fireplace. Upstairs is a primary suite with ensuite bath and walk-in closet, along with two more bedrooms, full bath, and a storage room. Outside, a new shed and a flat fenced yard provides a private oasis for relaxation or outdoor gatherings. With its close proximity to beaches, shopping, and restaurants, every day feels like a vacation in this idyllic locale. The home features new central air installed in 2021 and easy access to the highway simplifies commuting and exploration of nearby attractions, making this home a perfect blend of convenience and coastal serenity. Deeded access to the CT River is a short walk for your kayak or canoe. Don't miss this opportunity to own this New England charmer!

Welcome to the Henry S Chapman House, sitting proudly in Old Saybrook village since 1837, with an addition in 1881 by Charles Pratt. It's is a wonderful blend of old-world craftsmanship and modern amenities, such as all new windows, new HVAC, a new kitchen and a new primary suite. The first floor includes a timeless kitchen with custom Mouser cabinetry, GE Profile and Bosch appliances, radiant heat and Brazilian soapstone countertops. A large bay window looks out onto the back yard and is flooded with southern light. A wide cased opening extends the kitchen into the living room, creating a more current open floorplan. The living room includes a gas fireplace retrofit to the original woodwork, with a Colonial "warming drawer", historically used to keep food warm close to the chimney. Generous windows in the office welcome great natural light while a wood burning fireplace, wide-plank "King's wood" floorboards, and a wall of bookshelves add to the ambiance. The picture perfect dining room also has built-ins, a gas fireplace with the original detailed wood mantle, built-in bookshelves and wide-plank floors. The enormous family room has the feel of a renovated barn, with exposed rough-hewn beams, fan windows, a loft and new French doors that exit to the patio.

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.

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.

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.

Turnkey home in Old Saybrook. It's hard to determine the best part of this property. The back yard oasis with a heated saltwater gunite pool and hot tub, gazebo, patio and decks and beautiful landscaping or the fantastic indoor entertaining space: open kitchen and a fabulous light filled breakfast "nook" with oversized windows, a large great room with a wood burning fireplace. Or is it the finished 3rd floor au pair suite complete with a full bath, laundry and walk in closet. Or is it the bonus room over the garage with stairs off of the kitchen which would be a perfect movie theater or play room. This home is filled with wonderful features and plenty of room - whether you have a large family, lots of guests or need multiple home offices. If you like to entertain, there are so many different spaces both indoors and out. Options are limitless in this beautiful home. Don't miss this one!

Discover coastal living at its finest in Old Saybrook. Nestled in a peaceful neighborhood, yet close to all the essentials, this residence offers the ideal blend of tranquility and convenience. Enjoy leisurely strolls to nearby restaurants, beaches, and downtown attractions, making every day feel like a vacation. Experience the best of the Connecticut shoreline in this extraordinary property. Rest assured, this listing will exceed your expectations! This meticulously upgraded home boasts a newly designed kitchen featuring elegant white shaker style cabinets, an expansive island, sleek granite countertops, and stainless steel appliances. Step inside to find stained hardwood floors, beamed cathedral ceilings, and a captivating stone fireplace, creating a warm and inviting atmosphere. The updated bathrooms and generously sized bedrooms offer comfort, style and privacy. Entertain with ease in the recreation area on the lower level, complete with a separate laundry room and additional half bath for added convenience. Outside, enjoy the spacious backyard and oversized shed equipped with electricity, perfect for storage or a workshop. Experience sustainable living at its finest with this modernized home boasting upgraded insulation, windows, roof, siding, and solar panels.

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.

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.

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.