Discover a truly enchanting antique home nestled in the heart of Old Saybrook's quaint, historic charm. This beautiful 4/5 bedroom residence overflows with character and period details, offering a rare opportunity to own a piece of local history. Adding to its significant appeal is a separate, legal 1-bedroom guest suite, providing an excellent source of income or a private space for guests or extended family. Experience small-town New England living at its finest, combining timeless elegance with modern flexibility.
Welcome to 23 Clinton Avenue, Old Saybrook - a stunning, fully renovated 3-bedroom, 2-bathroom home spanning 1,500 square feet, where modern farmhouse charm meets coastal elegance. Just a few hundred feet from the water and over a mile from the Old Saybrook Point Inn, this picture-perfect retreat is ideally situated for convenient access to downtown, the town beach, and the Fenwick area. Whether you're seeking a weekend getaway or full-time coastal living, this like-new gem offers water views from the second-floor deck and is the ultimate haven in the heart of it all. Step through the front door into an inviting open floorplan that seamlessly blends the living room, dining area, kitchen, and a newly added front space, creating an airy and welcoming atmosphere. The home exudes a modern farmhouse vibe with thoughtful coastal accents throughout. The gourmet kitchen is a standout, featuring upgraded stainless steel appliances, custom shaker two-tone cabinetry, a seashell-inspired backsplash that infuses beachy vibes, a gas oven with hood, drawer microwave, designer hardware, and a perfect pantry for all your storage needs. On the first floor, a convenient mudroom greets you at the side entry, leading to an airy bedroom and a spacious bathroom boasting an oversized standup tile shower, stunning finishes, and an integrated laundry room. Ascend the custom staircase beneath a vaulted ceiling to the second-floor landing, where two additional bedrooms await - both with captivating wate
Fenwood Beach Association! This beautifully renovated home is ready for you to move right in to this newly updated home. The light-filled interior offers an open flow between the kitchen, dining, and living areas, perfect for relaxed coastal living. The primary suite features a gorgeous new full bath, while the finished lower level adds 700 sq ft of flexible space currently used as a family room and third bedroom. Step outside to a park-like backyard with a covered patio, creating a shaded, year-round retreat. Situated on a .19-acre lot outside the flood zone. Free extras: 3 wall mounted tvs included, Prepaid oil per contract and oil in tank included, Service contract up to renewal date on heating system and oil tank included Generator (in shed) included, Home security system as installed included (new owner must pay for monitoring services) 7. Home Warranty included up to renewal date. Low taxes under $6000 annually.
Most beach homes ask you to choose: location or amenities, space or style, primary home or vacation retreat. This one says "why not both?" Perfectly positioned just 50 steps from Knollwood Beach, this spacious 3-bedroom 3-bath sanctuary delivers the rare combination of prime beach access and every amenity you'd expect from a year-round residence. A stress free move-in is possible here, as this residence is offered fully furnished.* Start your morning with coffee in the primary suite, with a balcony overlooking the ocean. Work from your spacious private home office with inspiring views. Prepare dinner in a gourmet kitchen designed for serious cooking. End your evening soaking in the hot tub under the stars, taking in panoramic ocean vistas. When it's time to unwind, choose your pleasure: a private sauna for relaxation, a freshly renovated home theater with surround sound for entertainment, or simply the comfort of thoughtfully designed living spaces enhanced by custom built-ins. Resort style amenities include several outdoor living areas to have a lively gathering or a serene quiet moment, ample closet and storage space including a butler's pantry/laundry room combo that ensures there's a space for everything, and private parking- a rare beach find. Enjoy the practical luxuries that make beach living effortless with plenty of room to truly live-not just visit. *some staging items including bedding do not convey
Great mixed-use opportunity. Fully leased office building with town-approved one-bedroom apartment on Second Floor with kitchen, full bath including washer/dryer. Great opportunity to own a mixed-use property on beautiful Main Street in Old Saybrook. Established salon with long term lease on first floor. The one bedroom apartment on the second floor has been carpeted and painted and has separate heat control from all office spaces. Opportunities exist for additional apartments with proper permitting. The front of the building faces the heart of Downtown Old Saybrook with shops, restaurants, art and dance studios and The Kate all within walking distance. The rear of the building faces Pine Street and boasts a 25-car parking lot surrounded by chain link fencing and a storage shed. Opportunities exist for other uses of this area with proper permitting. The building has a full sprinkler system with associated central station alarms. Easy access to RT. 95 and RT.9.
This home is being sold "AS IS".Right place at the right time! This home now wants a new owner. Renovations are needed but location, location, location.Water views with walking ability to Saybrook Point and Fenwick golf course. Ranch with 3 beds and 2 baths. This is an opportunity to enjoy Old Saybrook at its best.
Downtown Old Saybrook Home First-Floor Primary Suite Walk to Town & Beach. This classic New England-style home nestled on a quiet dead-end street just steps from downtown Old Saybrook. Enjoy sidewalks leading to shops, restaurants, library, beaches, parks, and schools-everything you love is within easy reach. Set on a cleared half-acre lot, this property features professional landscaping with ever-blooming perennials. Inside, the spacious living room with a cozy fireplace and large open eat-in kitchen offer endless potential to make the space your own. The first-floor primary suite adds comfort and convenience, and the three-season screened porch is perfect for relaxing or entertaining. Explore all that Old Saybrook living has to offer catch a show at The Kate, enjoy a round at Fenwick Golf Course, or spend the day boating from Safe Harbor Marinas and strolling the scenic waterfront at Saybrook Point. Commuters and travelers will appreciate nearby Amtrak service, offering easy connections to New York City and Boston, making weekend getaways or city commutes effortless. With so much nearby every day feels like a getaway. Full of character and opportunity, this home invites your personal touch and vision. Come make this special Old Saybrook home your own.
Discover the best of Connecticut shoreline living at 11 Trolley Crossing in Old Saybrook-a private 3+ acre compound blending classic Colonial architecture with modern luxury. Designed for those who value space, comfort, and connection, this 3,600 sq ft residence invites you to experience an exceptional lifestyle surrounded by nature and minutes from the coast. A covered front porch opens to expansive, light-filled rooms where timeless craftsmanship meets everyday convenience. The kitchen fireplace creates a welcoming centerpiece for gatherings, while a second fireplace in the living room adds warmth and style. The first-floor primary suite allows for true one-level living, complemented by four additional bedrooms upstairs. The walk-out lower level features a third fireplace, half bath, and flexible space ideal for an in-law, recreation room, guest suite, or studio. Step outside to your own resort-style oasis an in-ground pool, pool house with full bathroom, and extensive stone patio designed for entertaining and relaxation. A heated, oversized 30x20 outbuilding offers additional garage or workshop space, joined by a detached three-car garage. The fenced yard and stone wall surround enhance privacy in a serene natural setting close to beaches, marinas, golf, and Old Saybrook's vibrant Main Street.Luxury, space, and versatility combine at 11 Trolley Crossing a property that invites you to visit, explore, and stay. Easy commute on Amtrak to New York City. Only 2hrs door - door
Enjoy your summers at Cornfield Point with a 5 bedroom Colonial with large of space for everyone. After a refreshing day at the beach come home to plenty of space for fun family gatherings. Parking is plentiful with extra storage. Your summers can be filled with boating, beaching, amazing sunsets, and fine dining at a many local restaurants. Don't miss your change to chance to live in Cornfield Point. brand new heat and a/c new windows kitchen and baths .all permits closed ready for your new life at the beach
Welcome to 5 Sunrise Ave., Old Saybrook on the Connecticut Shoreline nothing to do with this one level ranch. This lovely home has three bedrooms, updated bath, updated kitchen, dining / living room. Hardwood floors, Stainless Steel Appliances, white cabinetry and an island for the inspiring chef to create and perfect their culinary skills. Entertain at home enjoy a lovely backyard with an outdoor fire pit. Enjoy the family, friends and outdoor living at its best with a nice level lot ... making this one level ranch. easy to enjoy and live on the shoreline! Newer roof, shed for all your storage needs. PRICE TO SELL! This property won't last long close to beaches, wonderful restaurants , downtown with easy access to 95 north and south and Rt 9.
Coastal Charm Meets Modern Comfort at 254 Hidden Cove Rd, Unit #254, Old Saybrook. Step inside to discover a fresh, modern interior featuring brand-new flooring, updated finishes, and a bright, open layout perfect for both relaxing and entertaining. The spacious living room flows seamlessly into the dining area and kitchen, creating a warm and inviting atmosphere. New Kitchen cabinets, Quartz counter tops, Bosch appliances, Hard wood floors throughout, Upstairs, adding one full Bathroom creating on-suite Primary room, also moving the laundry to the second floor. two generously sized bedrooms provide peaceful sanctuaries, while the updated bathrooms offer stylish convenience. Enjoy the best of shoreline living with access to amenities including: A private beach just moments away Community swimming pool for sunny summer days Tennis and pickleball courts for active lifestyles Beautifully maintained grounds in a tranquil, wooded setting Located just minutes from Old Saybrook's charming downtown, you'll love the proximity to boutique shopping, fine dining, and the scenic Connecticut shoreline. Whether you're downsizing, investing, or searching for a vacation home, this turnkey property offers the perfect blend of comfort, leisure, and location.
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, a huge bonus room you can convert to a third bedroom, 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, pantry, 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. 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!
Beautiful Condominium offered in Sheltered Cove. Set within the serene, meticulously maintained grounds of Sheltered Cove, this charming two-story condominium offers a rare chance to enjoy North Cove and the Connecticut River. Expansive lawns, picturesque views and tranquil surroundings create a setting that feels both private and welcoming. Residents enjoy a newly remodeled swimming pool, clubhouse, and ample guest parking. Located on the southern end of the association, along the estuary, this lovingly kept home features a kitchen that opens seamlessly to the dining area and a warm, light living room with a wood-burning fireplace framed by custom-built-in cabinets. A large glass slider with a custom wood valance opens to a private patio and garden overlooking lush landscaping, home to perennials, ornamental grasses and the resident osprey pair, Romeo and Juliet. Upstairs, two bedrooms provide generous closets. The primary suite includes a full bath and sweeping seasonal views. Near the guest bath, a full laundry and double-door closet offer storage, while another closet has been transformed into a home office. The partially finished lower level features custom woodwork. A one-car garage adds storage and convenience. Sheltered Cove offers lush grounds, mature trees, and easy access to beaches, marinas, and Old Saybrook's vibrant downtown-with shops, dining, and the Kate Hepburn Cultural Arts Center-all just a short distance away.
Did you ever dream of owning two vacation homes, one near the water within walking distance to a beach, and another quiet cabin somewhere in the mountains or woods where you are surrounded by natural beauty? This unique home is both! Tucked away on 2+ private acres in the coveted Indian Town Beach Association, it is a spacious custom-built post and beam timber frame with amenities that rival a country club resort. A lovely blue stone patio leads up to the wrap around cedar deck surrounding the house. There is an artesian spa that seats 6, an outdoor shower on the deck, and below, a 3200 ft. bentgrass golf green with lighting for nighttime golfing. The outdoor space that isn't landscaped is surrounded by mature trees, so there is plenty of wildlife for bird watchers and nature lovers to observe. Inside, you will appreciate why this house won a national design award. The first-floor great room features a soaring 19-foot ceiling, floor to ceiling windows, and a wood-burning fireplace. The chef's kitchen has custom poured concrete counters (look for the imbedded ammonites!), stainless steel appliances, a subway tile backsplash, island,and a sunny breakfast nook. A family room, bedroom, and full bath are also on the first level. Upstairs is a loft area perfect for getting lost in a good book, and a primary bedroom suite with radiant floor heating walk-in closets, and an ensuite bathroom radiant floor heating with a spacious steam shower and soaking tub.
Located on a corner lot in the District of Fenwood with views of the water, this house has all of the comforts of home. The spacious main level entry offers the living room, family room with a fireplace, formal dining room, full bath, and kitchen. The kitchen is complete with an island breakfast bar, and wet bar where the view of the cove is evident of the peaceful neighborhood. Upstairs are the 3 generous bedrooms one of which is the master suite. Pass by the full hallway bath and enter the great room with the second fireplace. This room can be utilized as an office, recreation room, or even sleeping quarters. The large double level patio is accessible from both the dining room, and family room. It is very quiet, and has great natural cover from the elements. Enjoy a cup of coffee and meals here as well as access to the outdoor shower, and storage shed. The attached 2 bay garage has plenty of storage for the outdoorsman or the handyman, and enters into the family room. Access to the private Fenwood beach is walkable and included in the HOA. The home is minutes from the village of Old Saybrook, and all of its marine amenities. The salt life awaits you at 96 Fenwood Drive!
An EXTRAORDINARY MODERN MASTERPIECE: Inspired by renowned architect Frank Lloyd Wright, sited to take full advantage of an exceptional, private 1.6 acre waterfront location overlooking North Cove and the CT River, and constructed with meticulous care and the best of the best curated materials, 20 Saltus Drive offers a luxurious, comfortable lifestyle with panoramic water views from almost every room. Perfect for entertaining, the great room (30' x 40') has soaring ceilings, a remarkable, double sided stone FP and a window wall creating a continuous expanse of glass facing picture perfect water views. Glass pocket doors open to the DR which flows into the impressive kitchen with table & counter seating & equipped to please the most discriminating chef. Additional notable spaces on this level are a home theater with an 8'+ screen and two bedroom suites (all 5 bedrooms have en suite baths; 4 also enjoy separate sitting rooms). Access the 2nd level either by elevator or a striking marine stainless steel, floating staircase. To the left are 2 additional BR suites while to the right is the palatial primary suite which includes a BR with FP, a large bathroom with a shower and tub, walk-in closets, a laundry, an office and a sitting room. These three suites also have water view decks. Step outside to enjoy the expansive 3500 s.f. red granite terrace, a heated, saltwater swimming pool, a deepwater dock & glorious pool house equipped with a full kitchen, bath & seating for 10.
Adorable seasonal beach cottage nestled in the heart of Old Saybrook! This charming 2-bedroom, 1 bath retreat offers the perfect blend of coastal charm and convenience. Enjoy the large deep back yard and outdoor shower after you return from a day at the beach. Connected to public water and ideally located just a short stroll to town, or the Saybrook Point Inn. Whether you're dreaming of summer memories by the shore or re-imagining this as a year-round residence, this sweet cottage is full of potential. Don't miss your chance to own a slice of shoreline serenity.!
Welcome to this beautifully updated ranch-style home, where modern charm meets cozy comfort! With 1,196 square feet, this inviting residence offers three spacious bedrooms and an exceptional full bathroom. The heart of the home is its chef-inspired kitchen, complete with sleek new appliances, chic cabinetry, and stunning quartz countertops; perfect for whipping up daily meals or hosting lively gatherings. Bright and airy living spaces are filled with natural light, creating a warm and welcoming atmosphere in this single-level gem. Nestled just steps from the beach, this move-in-ready home is ready to welcome its new owners. Don't wait-this one won't last long!
This FEMA compliant coastal residence in Old Saybrook offers panoramic views of South Cove at the mouth of the Connecticut River, where the river meets the sound. The property features a new deck, providing an ideal vantage point for observing the sunrise and local wildlife each morning, as well as evening views of Lynde Lighthouse and passing boats.The house has been lifted out of the flood zone, the interior has been thoughtfully remodeled and boasts a sun-filled, open floor plan connecting the living room, brand-new kitchen, and primary suite. The primary bathroom features elegant updates, including a slipper tub and tile shower, creating a spa-like atmosphere. A second bedroom is situated next to the kitchen, along with an additional full bath. The dining area is enhanced by a bay window overlooking South Cove, while the living room features a custom loft ladder leading to a bonus upper-level space with skylights and a large window showcasing views of the backyard and marsh-ideal for an office or private retreat.Additional highlights include walking access to downtown restaurants, cultural venues, Saybrook Point amenities, and convenient proximity to I-95, Route 9, and the Saybrook Junction train station. Recent upgrades encompass a new septic system, roof, heating system, air conditioning, siding, and a fully renovated interior. This property combines modern comfort with scenic coastal living, approximately 2.5 hours from both New York City and Boston by train.
Discover the serenity of Ayers Point in this spacious 3400 sq ft home with captivating views of the Connecticut River and surrounding marshland. Privately set with a beautiful inground pool and lush gardens, this retreat is perfect for those seeking a coastal lifestyle near boating and village charm. The home features both main and upper level primary suites, offering flexibility and comfort for guests or multigenerational living. A chef's kitchen anchors the generous living spaces, which include two fireplaces (one is gas) and large windows framing stunning water and nature views. The finished walkout lower level adds valuable living space, and the three full bathrooms are thoughtfully designed. The two-car garage, garden shed, and professionally landscaped yard enhance the property's appeal. Ideally located near marinas and the villages of Essex and Old Saybrook, with easy access to I-95 and Route 9, this special home offers tranquility without isolation-all in a no-flood zone setting.
Mid-Century Modern Gem with Marsh Views and sunsets in Cornfield Point. Welcome to this stunning mid-century modern split-level home, perfectly situated on a serene half-acre lot in the sought-after Cornfield Point waterfront community. Backing directly to the marsh with water access to Long Island Sound, this beautifully updated home offers the ideal blend of timeless architectural style and contemporary comfort. Inside, you'll find a completely renovated interior with an open floor plan, soaring vaulted ceilings, and abundant natural light. The flexible layout includes three to four spacious bedrooms and two full bathrooms, thoughtfully designed for both everyday living and entertaining. The stylish living room flows seamlessly into a sunlit dining area and modern kitchen, while the lower level features a cozy family room with in-law potential, offering great separation of space for guests or multigenerational living. Step outside to enjoy the peaceful surroundings and picturesque marsh views from your backyard and explore the beauty of the Sound. Whether you're enjoying quiet evenings at home or entertaining guests by the water, this unique property is a rare offering in one of the shoreline's most desirable beach communities. Enjoy deeded beach rights, the charm of Cornfield Point, and the ease of move-in ready living in this one-of-a-kind home. Total square footage is 2044.
Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy fireplace, floor to ceiling windows and opens to a 750 square foot inviting deck ideal for relaxing, entertaining, soaking in the hot tub, peaceful sunsets or simply taking in the ever-changing river views. A lower level 750 square foot patio overlooks landscaped grounds, gardens and new stone fire pit area. The chef's kitchen is a dream featuring an oversized granite island, high-end stainless-steel appliances, custom cabinetry, wet bar, wine chiller that invites both gourmet cooking and effortless hosting. Designed for comfort, the home offers multiple luxurious bedroom suites each with sweeping views, spa like bathrooms, walk in closets, hardwood floors and high ceilings. It is perfect for an in-law bedroom or an au pair suite. Spacious additional bedrooms with views, entertainment room, private office with views, a loft, 4.5 bathrooms. A 5-car garage provides ample space for cars, outdoor lawn equipment or storage. A luxury lifestyle experience unlike any other on the Connecticut shoreline.
Why settle for a remodel when you can own brand-new construction on Old Saybrook's shoreline? Surrounded by water and bathed in natural light, this architectural retreat captures the beauty of South Cove with walls of glass, soaring ceilings, and effortless flow between indoor and outdoor living. Built from the ground up, this home blends modern design with coastal charm - just steps from beaches, marinas, and the village center. The open-concept main level features a Bertazzoni appliance suite from Italy, natural granite island, and high-end cabinetry that elevates every detail. The spa-inspired primary suite offers a serene escape with dual vanities, glass shower, and a private (den) getaway. Elevator-ready design allows easy one-level living, while smart-home technology puts comfort and security at your fingertips. Ownership includes exclusive membership at Saybrook Point Inn & Spa, granting year-round access to pools, fitness center, and dockside amenities. This is more than a home - it's a rare chance to live the Old Saybrook shoreline lifestyle in brand-new luxury.
Presenting a single level light-filled mid-century modern masterpiece, set on a prominent 2.7 acre private waterfront peninsula! Enjoy 875' of frontage along the CT River and adjacent Turtle Creek nature preserve. This dreamlike property comes with two docks. A deep water dock on the river, plus a second dock on Turtle Creek! Drink in views from Essex Harbor to the north, across the river to Old Lyme and south towards Long Island sound. Birdsong fills the air, and sightings of wildlife will keep you in touch with nature. Step inside to a 5,536 SF home that strikes the perfect balance of open and intimate spaces, suited for relaxing, entertaining, following your fitness routine, or simply enjoying the moment in comfort and style. The chef's kitchen is as beautiful as it is functional. Indoor or al fresco dining options are yours. Cozy up to one of five fireplaces with a book, or head to one of two offices to catch up on work or your portfolio. (Quick tip - pick the office with the wall of bookshelves, AND a fireplace)! The primary suite offers walls of windows, walls of closets, a fireplace, and a remodeled spa-like bathroom. An additional five bedrooms and 3.1 baths provide plenty of room for multi-generational living or sleepovers for weekend guests! Complete with three-car garage, a dumbwaiter to the kitchen, generator, workshop, thermopane windows, and radiant heated floors in the primary bath and elsewhere. A world apart, just two hours from NYC or Boston.
This FULLY FURNISHED seasonal cottage offers all the cozy beach vibes you've been looking for. Pull into the paver stone driveway with room for multiple vehicles, golf carts, or beach cruisers. A shed at the end of the driveway provides easy storage for all your beach gear. Step into the beautifully manicured, fully fenced backyard complete with a paver stone patio, open lawn for play or entertaining, and a private deck ideal for bonfires. Rinse off after the beach at the outdoor shower and enter through the side door into a functional eat-in kitchen with all essential appliances and recessed lighting, or walk up the front steps to a welcoming, bright entryway that opens into the main living space. The living room features cathedral ceilings, an electric fireplace, and a mounted picture frame flat-screen TV-creating a cozy spot to unwind after a day at the beach. The primary bedroom is on the main level, with two flexible bedrooms upstairs for family, guests, or a home office. Located in the desirable Chalker Beach Association, just steps from the sand and shoreline fun, this home blends comfort, character, and coastal charm. The beach community amenities include private beach access, two clubhouses available for special events, a park and a basketball court. There are many ongoing summer activities for families and members such as arts and crafts on the beach and 4th of July golf cart parades. Don't forget the infamous Chalker Beach Store for sandwiches, snacks & coffee!

Old Saybrook is located in Connecticut. Old Saybrook, Connecticut 06475has a population of 10,506. Old Saybrook 06475 is less family-centric than the surrounding county with 21.55% of the households containing married families with children. The county average for households married with children is 27.85%.
The median household income in Old Saybrook, Connecticut 06475 is $95,795. The median household income for the surrounding county is $90,833 compared to the national median of $69,021. The median age of people living in Old Saybrook 06475 is 56.1 years.
The average high temperature in July is 79.7 degrees, with an average low temperature in January of 22.7 degrees. The average rainfall is approximately 47.8 inches per year, with 25.9 inches of snow per year.