Old Saybrook, CT homes for sale & real estate

Old Saybrook, CT home for sale

SUMMERWOOD 2BR Condo - Newly Renovated with Stunning Views This meticulously maintained, newly renovated 2-bedroom condo with both comfort and spectacular views. Located in the highly sought-after, friendly community of Old Saybrook, SUMMERWOOD provides a vacation-like atmosphere year-round. Relax on the expanded private deck, taking in the scenic marsh, water views, and private beach of Long Island Sound. From summer's osprey and egrets to the enhanced view of the tidal river in the fall, every season with its unique beauty. The main floor features an open-concept living, dining, and kitchen area, all recently renovated. You'll find quartz countertops, custom millwork cabinetry, stainless

Old Saybrook, CT home for sale

Welcome to this charming 4-bedroom colonial, nestled on a stunningly landscaped, flat 1-acre lot in the peaceful neighborhood of Ayer's Point. Lovingly maintained by its original owner since 1968, this home offers both character and potential for those seeking to create their dream space. With a first-floor master bedroom, hardwood floors throughout, and a bright and airy 4-season room, you'll find endless possibilities to make this house your own. Recent updates include a newer roof, septic system, and furnace, ensuring the home is in excellent structural condition. The expansive lot provides plenty of outdoor space for a pool or additional garages, while the dry basement with a workshop a

Old Saybrook, CT home for sale

Presenting a newly constructed high-end home nearing completion. This magnificent 4,300 sq. ft. coastal-inspired New England style residence boasts 5 bedrooms and 4.5 baths, nestled on a private, gated 1.36-acre lot. The secluded primary suite on the first floor features an expansive walk-in closet and an opulent bathroom with a sizable shower, standalone soaking tub, and plentiful natural light from Andersen windows. An additional flexible first-floor bedroom with an en suite bath can double as an office, nursery, or gym. The chef's kitchen, flowing into the great room and dining area, will host premium appliances such as a Bertazzoni range, Sub-Zero refrigerator, wine chiller, and more. I

Old Saybrook, CT home for sale

Welcome to Chalker Beach! Welcome to Beach Living! Spend your summers having fun and making lifelong memories and friends in this sought after private beach community with white sandy beaches. Golf cart friendly, Friday night bingo, weekend arts and crafts, bands on the beach, a store and deli, card nights, annual block parties and fourth of July parades, there is something fun for everyone. And the good times don't end just because the season does. This year round home is situated in the perfect spot to enjoy the off season as well, taking in peaceful views of the saltwater tidal meadows and breathing in the salt air. This seaside home is nestled on a double lot adjacent to the well manicu

Old Saybrook, CT home for sale

Very rarely does one of the most elegant and opulent residences at the Connecticut shoreline hit the market! Offering unparalleled panoramic waterfront views from almost every single room in the home, 450 Maple Avenue is crafted the convenience of modern amenities with extraordinary attention to detail and pride of ownership. Situated on immaculately manicured grounds with over 100 feet of water frontage, this crown jewel offers an open floor plan perfect for entertaining. The gourmet chef's kitchen is a culinary masterpiece showcasing granite countertops, an oversized island with seating at it for 4, abundance of white cabinetry, subway tile backsplash and stainless-steel appliances includ

Old Saybrook, CT home for sale

Welcome to Old Saybrook! Enjoy this spacious and renovated 4 bedrooms, 2.1 baths home offers over 2,700 sq ft of flexible open concept space along with a unique lifestyle that can be enjoyed all year round! The main level features a large open-floor kitchen, dining, and living room with an electric double-sided fireplace. Great room boasting cathedral ceilings and brick fireplace. The updated kitchen is a chef's delight, equipped with stainless steel appliances, soft close cabinets, an over-sized island and elegant quartz countertops. primary bedroom with access to the deck located conveniently on the first floor. boasting a walk-in closet, and an ensuite bathroom with tiled shower and a fl

Old Saybrook, CT home for sale

Beautiful fully renovated L-shaped 3 bedroom ranch set in the Fenwood Beach Community. This home features an open floorpan, and is located on a quaint private cul-de-sac. Rare dock access into a marsh waterway that meanders thru the marsh into Saybrook's South Cove via kayak or small boat. Current owners completed renovations in 2015, including a custom kitchen with granite countertops, a living/dining room with a dual sided gas fireplace, a large combination family/mud room containing laundry/utility room. Home boasts central air, tankless water heater, 200 amp electrical, propane fired furnace with attic location, all new doors and windows with custom wood blinds, tiled and hardwood floor

Old Saybrook, CT home for sale

This quietly elegant property is well-sited in Watrous Point. Well-planned space features extensive millwork and lofted ceilings and allows for complete first floor living and plenty of second floor space for family and guests. A stunning hardscape and barrel-vaulted entry greets you with a heated lower landing. Enter a soaring gallery flanked by the library built to house the most extensive collections. The hexagonal cherry kitchen commands an 8-burner Wolf range, two Gaggenau convection ovens with warming drawers and dual Subzeros. The large eat in area with a fieldstone fireplace will be the center point of your gatherings. There is a dream pantry. The adjacent great room with the second

Old Saybrook, CT home for sale

Charming Antique Colonial with North Cove and Connecticut River Views. Step into a piece of history with this enchanting Antique Colonial, gracefully positioned on 1.30 acres with captivating views. Spanning 3,518sqft this residence is a harmonious blend of classic charm featuring 4 bedrooms & 4.1 baths. The allure of this home begins with its landscaped grounds, complete with a private deep water dock, and in-ground pool, and a distinctive pool house. The beautifully designed blue stone patio is perfect for alfresco dining and entertaining amidst the tranquil backdrop of the cove. Inside, you'll be greeted by stunning wide board floors that flow throughout, leading you through light-

Old Saybrook, CT home for sale

WELCOME TO YOUR NEW HOME IN OLD SAYBROOK! THIS IVITING FOUR-BEDROOM, SPLIT-LEVEL HOME OFFERS THE PERFECT BLEND OF CONVENIENCE. THE PRIMARY BEDROOM FEATURES A PRIVATE HALF BATHROOM, PROVIDING A LITTLE EXTRA PRIVACY. THE BONUS ROOM ON THE GROUND LEVEL INCLUDES AN ADDITIONAL BATHROOM AND DIRECT ACCESS TO THE BACK YARD, MAKING IT A GREAT SPACE FOR GUESTS OR A HOME OFFICE. YOU'LL LOVE THE GLEAMING HARDWOOD FLOORS THROUGHOUT THE HOME, ADDING A TOUCH OF ELEGANCE AND WARMTH. THE UPDATED KITCHEN IS PERFECTFOR COOKING UP FAVORITE MEALS, AND THE OPEN CONCEPT OF LIVING AND DINING AREAS CREATE A SPACIOUS FEEL THAT'S IDEAL FOR EVERYDAY LIVING. COZY UP BY THE FIREPLACE IN THE LIVING ROOM DURRING COOLER MO

Old Saybrook, CT home for sale

This Chatham Condo has 2 spacious bedrooms and 2 full baths. It has a large Dining room and living room with fireplace. Open feel for easy entertaining. This unit has a half-finished lower level for additional living area, with one year old new Kohler generator and new gas furnace and air conditioning 2019. This unit has a 2-car attached garage. Laundry is located in the hall closet for easy access. Large attic with pull downstairs for easy access and additional storage. Walk to town for a stroll down Main Street for coffee or lunch. New Roof and skylights will be started in September. Close to shopping, health club, restaurants.

Old Saybrook, CT home for sale

This charming home features a new roof, open floor plan, hardwood floors, kitchen with island, stainless steel appliances, door that leads you to a covered deck to enjoy lazy afternoons, cozy eating area with windows allowing for natural sunlight, overlooks family room with inviting fireplace perfect for entertaining, spacious living room and dining room, primary bedroom with skylight and full bathroom, 3 additional generously sized bedrooms upstairs, 2 brand new garage doors, new water treatment system and new oil tank, full basement with plenty of storage. Old Saybrook has two town beaches, Main Street's shops, restaurants, The Kate Cultural Arts Center, Town Park, The Preserve for hiking

Old Saybrook, CT home for sale

Experience coastal luxury in this stunning 3-bedroom, 2-bathroom home nestled in Knollwood Beach. Set on a rare . 89-acre lot, it offers picturesque marsh and South Cove views. Step inside to discover a newly remodeled interior featuring a grand staircase with wrought iron and white oak railings/spindles, massive pine clad ceiling beams, and an expansive remodeled white kitchen with quartz counters, white washed wood ceiling, large center island and a charming coffee bar with live edge countertop. The family room boasts a dramatic propane fireplace, while a sunlit dining room/sunroom offers panoramic views of the marsh and Cove. Choose between a first-floor primary bedroom or an upstairs re

Old Saybrook, CT home for sale

Your dream home awaits! Stunning year round waterfront property in Old Saybrook. Walk to Saybrook Point Inn and Marina, Main Street and "The Kate". Breathtaking views of South Cove and Saybrook Light House. Enjoy the natural wildlife including an osprey nest while sitting on your new deck with awning. The south cove is separated by the causeway so there are no motor boats coming in and out. Kayak, paddleboard, fish or go crabbing all from your front yard. Situated on a half acre, there is plenty of room to set up a tent for a formal affair or have a picnic with outdoor activities. Easy commute by train or car from NYC.

Old Saybrook, CT home for sale

Welcome to 23 Clinton Ave, a beautiful home nestled in the beautiful Fenwick neighborhood of Old Saybrook, CT. This delightful residence has the perfect blend of classic New England charm and modern convenience, all set in a picturesque location with stunning water views. Featuring 3 bedrooms and 2 full bathrooms, it has plenty of room for your family and friends. With a little cosmetic work make this cottage into your own modern summer retreat. This home at 23 Clinton Ave has a unique opportunity to experience the best of Old Saybrook living. Whether you are looking for a peaceful retreat or a place to entertain family and friends, this property is sure to impress. Make your appointment AS

Old Saybrook, CT home for sale

NEW CONSTRUCTION! Don't miss out on this rare opportunity to own a special 2.5-acre building lot to build your custom dream home in the revered District of Otter Cove in the coastal community of Old Saybrook. With potential distant seasonal views of the scenic CT River Valley and abutting preserved land, this unique opportunity offers an endless palette of ideas to create your private oasis. The lot has been surveyed, tested, and approved with endless possibilities such as pool, patio, detached garage, equine etc. The listing agent is a licensed professional engineer and can assist with any lot development or zoning related matters to maximize efficiency in making your dream become reality.

Old Saybrook, CT home for sale

Welcome to your dream home! Nestled in the heart of an established and highly sought-after neighborhood, this charming 3-bedroom Dutch Colonial offers the perfect blend of classic elegance and modern potential. With deeded beach rights to the pristine Cornfield Point Beach, you can enjoy coastal living at its finest just steps from your front door. As you enter, you'll be greeted by a warm, inviting living space that exudes character and charm. The main floor features a spacious living room and dining room perfect for entertaining and a cozy kitchen brimming with possibilities. A convenient half bath completes the first floor. Upstairs, you'll find three generously sized bedrooms offering a

Old Saybrook, CT home for sale

Extraordinary Indirect Waterfront Home Overlooking Long Island Sound! Welcome to your dream home with stunning views of the Fenwick Lighthouses! This recently renovated home boasts panoramic views from every room and is move-in ready. Situated on a unique private water-view lot, the property features a lush green lawn, landscaped gardens, and is just steps away from the beautiful Fenwood Association Beach. Enjoy breathtaking sunrises and moonrises over the glistening waters of Long Island Sound. The prime location offers a short walk to the Fenwick golf course or Saybrook Point. Inside, the large living room with a fireplace and hardwood floors overlooks the water, creating a perfect space

Old Saybrook, CT home for sale

Charming New Englander four season home in private Cornfield Point Beach Association. Overlooks Plum Bank Creek with extensive sunset views. Short walk to private beach with boat ramp, Kayak racks and fishing. This home has been lovingly cared for and has new kitchen (2023), new roof (2024), as well as a sunset spa/outdoor shower. NO FLOOD INSURANCE REQUIRED! This home has expansion possibilities while staying well out of a hazardous flood zone.

Old Saybrook, CT home for sale

Welcome to your dream home in the desirable beach community of Cornfield Point! This charming 3-bedroom, 2-bathroom residence features a perfect blend of modern convenience and coastal charm. Enjoy a spacious layout designed for seamless living and entertaining. Large windows throughout the home flood the space with sunlight, creating a warm and inviting atmosphere. The main level features a comfortable bedroom and a full bathroom, ideal for guests or as a primary bedroom. The upper level includes two additional bedrooms, a dedicated office space, and a remodeled bathroom, providing ample space for family and work-from-home needs. Beautiful hardwood flooring runs throughout the home, adding

Old Saybrook, CT home for sale

WELCOME to Summer Wood Condominiums! This association is well known for it's peaceful, natural setting that allows for a lifestyle of a friendly neighborhood where everyone waves "hello"! Living in Summer Wood includes relaxing at it's own private beach overlooking beautiful Long Island Sound, dive into the cool and inviting pool, usage of top notch tennis and pickle ball courts. This townhouse unit offers generous sized rooms throughout and one of a very few with a THIRD level loft accessed by a spiral stairway! The kitchen with newer cabinets, counters and appliances opens to the bright dining room with sliders to a large deck overlooking a quiet back yard; the living room offer

Old Saybrook, CT home for sale

Historic Hartland's Castle, built in 1908 by Colt Heiress, Elizabeth Beach. Designed by Alfredo S. G. Taylor in the English Tudor Revival style modeled after Newport "cottages". The house was lovingly restored over two years in 2007. The castle boasts 200+ feet of direct frontage on Long Island Sound at 30 foot above sea level. The stone structure is 15,000 square feet including 10 bedrooms, 11 baths, 11 fireplaces, gentleman's smoking room, lavish dining room, gourmet kitchen, 3 story hand carved cherry staircase, in-law apartment with separate amenities, butler's pantry, media room, 3 laundry rooms and elevator. Additionally, there is a caretaker apartment over the two- car gara

Old Saybrook, CT home for sale

Welcome to 55 Otter Cove Dr, a charming New England residence that offers an unparalleled multi-generational living experience in the prestigious Otter Cove Estates. This exquisite home, located in a serene community with private beach access to the Connecticut River, is more than just a house-it's a lifestyle. Property Features: 5 Beds, 4 Baths, 4,792 SqFt on 2.4 Acres with Water Views of the CT River, private beach access, in-ground heated pool/spa, and full in-law/ au pair apartment. Step through the carved wood entry doors and admire the high-quality construction and attention to detail. The spacious open floor plan, features an expansive living room with a marble gas fireplace and cozy

Old Saybrook, CT home for sale

Act Now to Secure This Shoreline Dream Home at 18 King Street, Old Saybrook. Don't miss out on the opportunity to own this exquisite home that embodies the ease of one-level living combined with modern updates and a prime location near vibrant town life. Imagine stepping into a world where residential charm meets sidewalk access to delightful restaurants and coveted amenities. Every inch of this home has been elevated through recent renovations, featuring a state-of-the-art kitchen for culinary adventures, sleekly designed bathrooms, and a cozy insert fireplace anchoring the living room, creating warmth and ambiance for all your gatherings. The expansive ranch-style layout offers abundant s

Old Saybrook, CT home for sale

15 Cottage Place, Old Saybrook, CT - Don't miss the chance to own a hidden gem in the heart of Old Saybrook's Shoreline. This charming Cape Cod home, sold "as is, " boasts solid construction and endless potential, making it a smart investment for those looking to add their personal touch. Ideally located within walking distance to local favorites like "The Kate, " schools, the library, parks, and Harvey's Beach. Inside, you'll find a bright, open layout where the kitchen and living area blend seamlessly, perfect for gatherings and everyday living. The home features two cozy bedrooms on the first floor, great for guests or a home office, and two additional retreats upstai

Old Saybrook, CT home for sale

Located in the Central Business District this charming mixed use building was originally built in 1930 and has been lovingly updated over the years. Currently being used as a law office and single family home this property sits in the vibrant, pedestrian-oriented village center with wide shady sidewalks amongst other mixed-use buildings that enhance and define the historic qualities of quintessential Old Saybrook. Walk to and enjoy all the fine restaurants and shops. The law office occupies the front first floor of the building and the residential living area currently offers 2 bedrooms with an easy option to add a 3rd bedroom. Recent updates include a new boiler, septic system (designed fo

Old Saybrook, CT home for sale

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

Old Saybrook, CT home for sale

Old Saybrook, 32+ Acres FARM for sale! "Gentleman's Farm" with barns, farmhouse, outbuildings, pastures and beautiful treed acres with subdivision possibilities or an idyllic location for your private estate or compound. This is truly a rare opportunity to own over 32 acres in Old Saybrook. Caution! 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-

Old Saybrook, CT home for sale

Vacant lot with great exposure for business application. B2 zone with survey map and soil tests available. Great location for multiple uses in a high traffic area.

Old Saybrook, CT home for sale

NOT BUILDABLE LOT! . 80 acres overlooking Chalkers Millpond on cul-de-sac .

Old Saybrook, CT home for sale

Build Your Dream Home in Coastal Old Saybrook! A rare opportunity awaits you. .. Are you ready to create your shoreline oasis? Look no further than this Fully Approved Residential Building Lot with many enticing features that make it a special gem. Come enjoy salty breezes and serene water views. .. sunsets and seagulls await! Located in a residential neighborhood on a road with two other homes on the street and just a stone's throw away from Saybrook Point and downtown area, easy walking or biking to most any activities offered in this quaint shoreline town. Skip the red tape! We've already secured all necessary approvals from the town. You can dive straight into building an already tow

Old Saybrook, CT home for sale

Picturesque waterfront 8.1 acre lot on the tranquil Oyster River in historic Old Saybrook has over 1400 ft of river frontage leading to Long Island Sound, allowing for all types of seaside recreation. This much loved pastural farmland has been privately owned for more than a century and has long been valued for its fertile soil and scenic vistas. Bald Eagles, ospreys and other rarely seen flora and fauna also make this extraordinary lot their home. The location is perfect. I-95 is easily accessible, and the lot is minutes away from Old Saybrook’s beautiful beaches and charming Main Street with its quaint shops and fine dining. The sky’s the limit with this lovely waterfront esca

Old Saybrook, CT home for sale

Builders and Developers Take Notice! Very large development opportunity. 124 acres of residential land. Located on Middlesex Turnpike right next to I95. Very convenient location minutes from downtown Old Saybrook and all the town beaches. The possibilities are endless.

Old Saybrook, CT home for sale

Builders and Developers Take Notice! Development Opportunity. 17 Acre Residential building lot on Middlesex Turnpike in a very convenient location near I95. Right behind multiple available Commercial and Residential building lots.

Old Saybrook, CT home for sale

Builders and Developers Take Notice! 1.65 Acre Commercial building lot on Middlesex Turnpike in a very convenient location. Right next to multiple available Commercial and Residential building lots.