The median home value in Old Saybrook, CT is $622,074.
This is
higher than
the county median home value of $299,950.
The national median home value is $308,980.
The average price of homes sold in Old Saybrook, CT is $622,074.
Approximately 67% of Old Saybrook homes are owned,
compared to 11% rented, while
22% are vacant.
Old Saybrook real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Old Saybrook real estate agent to arrange a tour today!
Learn more about Old Saybrook.
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.
Open House:
Saturday, 3/30 10:00-12:00PM
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.
Welcome home to your own private getaway! Step into this meticulously maintained home which features an open floor plan, hardwood floors on main level, central air, architect designed custom built kitchen by "Point One" with natural sunlight, granite countertops, expansive island and sliding doors to the pool, overlooking a cozy family room with a propane fireplace creating an ideal setting for gatherings with family and friends. The custom-built office is perfect for working from home or doing homework. The house features 4 generously sized bedrooms upstairs along with 2 newly renovated bathrooms and a walk-up attic with plenty of storage space. The finished basement offers additional living space perfect for a play room or gym. generator ready. Unwind in the tranquility of your private oasis outdoors, with a propane heated inground pool, 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. There are 3 garages, at the end of a Cul de sac with plenty of privacy and beautiful landscaping. Old Saybrook offers Two town beaches, Main Street's shops, restaurants, The Kate Cultural Arts Center, Town Park, The Preserve for hiking trails, Saybrook Point and Fenwick Golf Course are a short drive away. Convenient to I95 and the train Just a few hours from NYC or Boston! Your private shoreline retreat is waiting for you!
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.
Open House:
Saturday, 4/6 11:00-3:00PM
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.
Welcome to your dream getaway in the sought-after Chalker Beach Association of Old Saybrook, CT. THIS HOUSE, PER THE TOWN OF OLD SAYBROOK MUST BE LIFTED TO FEMA COMPLIANCE OR DEMOLISHED FOR FUTURE USE. Now a fully updated home a serene and compact living space. Bask in the sun, jump in for cooling swims, or indulge in a leisurely stroll along the shoreline just steps away from your front door. A year round home. Tankless hotwater heater. Ductless A/C and New Appliances! This home gives a life of beachy and beautiful. There's a wonderful yard, not too much to mow, and the deck overlooking the lush plantings. Convenience and entertainment in Old Saybrook - a wide range of fantastic local restaurants nearby. Savor delicious seafood. Looking for investment potential? This property offers the flexibility to rent it out, allowing you to generate income while enjoying your own private retreat. Seize the opportunity to own this fully furnished beach house, complete with updated HVAC systems, a beautiful bath and kitchen, and a stunning backyard deck for enjoying picturesque sunsets. With its exceptional location and hassle-free lifestyle, this home represents the epitome of value in Old Saybrook. Included with puchase will be; survey, permitting, zoning and construction due diligence.
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!
Spacious contemporary set high up on a hill and located privately on over 5 acres. This home is the perfect option for someone who is handy or wants to remodel to suit their specs. Inground pool is present but not usable. The property offers privacy and could potentially be subdivided and would require extensive site work but worth it for the right application. Commercial building lot also available separately or as part of a package MLS #170618499.
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.
Own a piece of history in this Circa 1816 center chimney Cape Cod - the Sylvester Chalker house - offering many original features such as wide board pine floors, exposed beams and five fireplaces! Opportunity awaits in this sunlit home boasting generously sized rooms and a flexible floor plan. Formerly a successful Art Gallery, this vintage home offers a first floor Primary suite addition plus an expansive Great Room addition with a massive fireplace and vaulted ceiling. An excellent location for your business in a convenient, high visibility, high traffic area in the desirable town of Old Saybrook! The detached oversized two car garage with annex offers potential warehouse space, boat storage or room for a hobbyist. Maximum off street parking is available in the rear, with almost an acre of level land offering seasonal Oyster River views. Low taxes, great restaurants and amenities, proximity to Long Island Sound beaches, plus the increased summer resident population make this thriving community the ideal place to own and grow your own business. Many possibilities for almost unlimited uses - great potential! Zoning is B3 commercial, see Zoning Regulations online for more information.
Introducing an extraordinary waterfront oasis nestled in the prestigious Chalker Beach Association. This custom-built home, constructed in 2006, offers an unparalleled living experience with its impeccable craftsmanship and breathtaking water views that envelop the entire property. Prepare to be captivated by the sweeping panoramas of Hagar Creek and glimpses of the majestic Long Island Sound from the expansive exterior decks. One of the highlights of this remarkable property is the private dock situated on Hagar Creek, providing the perfect launchpad for your boat or jetski adventures on the sound. As you approach the home via a private drive, you'll discover a secluded parking spot conveniently located beneath the house, ensuring both privacy and ease of access. Step inside and be greeted by an inviting floor plan that effortlessly combines style and functionality. The first floor features a bedroom, a bathroom, and an open-concept kitchen, living, and dining area. The kitchen boasts stainless steel appliances, including an induction stovetop, catering to the needs of even the most discerning cooks. Upstairs, you'll find two more bedrooms, two bathrooms, and an additional living room/entertaining space, providing ample room for relaxation and entertainment. Indulge in the comfort of radiant in-floor heating throughout the home, creating a cozy ambiance on even the chilliest days.
Beautiful Slip Available at "Ferry Landing Marina" formerly known as Between The Bridges Marina Dock 5, Slip 10 Under New Ownership "Ferry Landing Marina" Located in historic Old Saybrook, Connecticut, situated on the Connecticut River just two miles from the mouth of Long Island Sound. The marina is a full service marina and boatyard offering, rack and winter storage, sales, and repair services by certified master technicians. The marina is located minutes from town with wonderful restaurants, quaint shops and lots of shoreline activities. Train station is close if you have guests that want to meet up for the day or the weekend while enjoying your boat on the beautiful CT River. Close to Essex and Hamburg Cove a true boaters delight!
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.
Century 21 Classic Homes
2239 Main Street
Glastonbury, CT 06033
Phone: 860-633-2192
Email: [email protected]
Website designed by Constellation1, a division of Constellation Web Solutions, Inc.