Old Saybrook CT Real Estate & Homes 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 floating tub. Three additional bedrooms and a full bath on the upper level offer comfort and privacy for family and guests. The finished basement features flex space for office, gym, storage... The cleared backyard offers a deck and patio perfect for grilling and hosting outdoor gatherings. This home update includes New roof, New windows, New exterior doors, freshly painted outside, New garage door and opener, New drywall, New gas forced hot air furnace, New central AC, Updated electric Custom kitchen, Quartz countertop, Natural gas appliances New hardwood floors, New carpet, fully renovated bathrooms House was appraised over the sales price.

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 ample closet space and natural light. With its timeless design, the full bath is ready for your personal touch to make it truly yours. The home sits on a beautifully landscaped lot with mature trees and a private backyard, ideal for summer barbecues or quiet evenings under the stars. The detached garage provides additional storage or workshop space. This home is a rare find in a community known for its friendly atmosphere and scenic beauty. Whether you're looking to relax on the beach, explore local shops and restaurants, or enjoy outdoor activities, this location has it all. Don't miss out on this opportunity to create your perfect haven. Have your agent make an appointment today and envision your future in this delightful Dutch Colonial. Welcome home!

Life is good in Old Saybrook and this gorgeous Colonial has the space you need in a neighborhood close to town and commuter routes yet no highway noise! Located approximately 1.8 miles to Main St., this home has been carefully looked after by the current owners who have made too many upgrades to list. Seeking privacy while still close to everything? The outdoor environment offers a winding private driveway and a buffer of trees to achieve that privacy. This property is more than a spacious home, it's a lifestyle choice for those yearning for the calm of this iconic beach town and a spacious and luxurious family retreat. Must be seen to be appreciated, come see it this Sunday!

DIRECT WATERFRONT!!! This year round home features outstanding views from most rooms. This also includes the lot at 10 Mulberry .48acs for a total of 1.1ac. Enjoy your kayak or small boat from your back yard. First floor primary bedroom plus 3 additional bedrooms on second floor. Large eat in kitchen with plenty of cabinet space. Sliders off living room lead to deck and private back yard. Brick exterior for low maintenance along with a 2 car garage and full basement. Walking distance to Main St for shopping and restaurants or to Saybrook Point and Marina. A few hours to either NY or Boston. Close to train station and I95 Total acs is 1.1acs

Discover the epitome of waterfront living with this exquisite North Cove home, built in 1994 and offering private access to the serene cove. Wake up each day to unobstructed water views and enjoy watching the boats pass by from the comfort of your home. If you love sunsets, you'll be captivated by the beautiful views of North Cove from this quality construction home, which sits high on a manicured lot, providing wonderful breezes, excellent bird watching, and leisurely walks around the historic neighborhood. The location is perfect for strolls to Saybrook Point and downtown Old Saybrook. Inside, the home boasts two fireplaces, one in the Primary Suite and one in the Living Room, adding warmth and charm. There are two ensuite bedrooms, providing privacy and convenience, along with hardwood floors throughout. The oversized one-car garage offers ample storage space. A wonderful family room overlooks the private backyard, which features lovely gardens and a brick patio, perfect for entertaining or relaxing. This property also includes the waterfront lot, ensuring your views are protected and providing direct access to North Cove. Don't miss the opportunity to own this exceptional home that blends luxury, comfort, and breathtaking natural beauty. Schedule your private tour today!

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 for relaxation. The entertainer's kitchen opens onto a patio with a retractable awning, making it ideal for gatherings. The home includes four generously-sized bedrooms with vaulted ceilings, offering amazing water views from the second floor. An oversized two-car garage provides ample storage, and there is room for a pool, allowing for further customization of your outdoor space. Experience the natural beauty and gentle sounds of your private oasis, designed to accommodate a full house of overnight guests. Whether for year-round living or summer memories, this home provides comfort and elegance. Conveniently close to all amenities and equidistant to New York City and Boston, this extraordinary home in a beautiful coastal town is waiting for you. Note: AKA 525 Maple Ave.

Come experience beach life at Cornfield Point. With stunning views, this New England charmer has an open floor plan and wood floors throughout most of the home, new roof in 2024, 2023 kitchen remodel, split AC/heating units up and downstairs, Thermopane windows, 200 amp service, composite decking, paver brick driveway, and hot tub placed in the backyard to enjoy the Plum Bank Creek and marsh views. There is nothing to do in this home but move right in!

5 N. Meadow Rd is one of Saybrook's best-kept secrets located on The Oyster River this is a dream location. Imagine the adventures you can have starting in your backyard. Would you like to have your kayaks, and paddle boards just steps from your door? Oyster River will take you from your home to Long Island Sound for a great day on the open water. How about dinner on your private deck overlooking the river with a beautiful sunset? You can have all of this with shopping just around the corner & walking distance to all of Saybrooks downtowns main street dining and events. This home is truly in move-in condition and has so many extras finished lower level, workshop storage room, outside shower, 2 car garage w/ overhead storage lots of closet space. Located 2 minutes from I-95. This is not your average home it's a summer oasis with fabulous year-round views! (owner is a realtor)

Welcome to your dream home in the desirable beach community of Cornfield Point! This charming 3-bedroom, 2-bathroom residence offers 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 to its elegance and easy maintenance. Cozy up by the gas fireplace on cooler evenings. The heart of the home boasts a stunning kitchen equipped with premium Dacor stainless steel appliances, perfect for culinary enthusiasts. The family room offers direct access to the yard and patio, making it ideal for indoor-outdoor living and entertaining. Perfectly situated on a corner lot, the property offers beautiful views of the marsh and Long Island Sound. Just a few blocks from Cornfield Point Beach, making beach days a regular part of your life. Enjoy access to association amenities including a private beach, boat launch, tennis and pickleball courts and a clubhouse.

Indulge in the ease and sophistication of this beautifully maintained condo/townhouse, nestled in a prime location in beautiful Old Saybrook. This residence boasts a two-bedroom layout with flex space, including a luxurious primary suite on the main level, ensuring utmost comfort and convenience. The open floor plan exudes a light and airy ambiance, perfect for modern living and effortless entertaining. Enjoy the large open concept main level with a sunny chefs kitchen, living room with propane fireplace and sliders leading to a stone patio for enjoying afternoon sun. For those who love the water, the property is a short distance from serene beaches and inviting marinas, allowing you to enjoy coastal living. This townhouse is an ideal retreat for those seeking a blend of community charm and relaxed beachside living. Steps to Main St. where you can enjoy many restaurants and shops.

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 offers a wood burning fireplace perfect for fall evenings. The half bath powder room and laundry on the first level possibly could be renovated into a second full bath, if needed. The second level has the primary bedroom with large walk-in closets, a second bedroom, full bath and the spiral staircase to the third level "flex" space - perfect for office, gym, yours to decide! The townhouse has been freshly painted and carpets have been cleaned --- ready to move into! What are you waiting for -- still some prime weeks to enjoy all the outdoor amenities and to be part of a wonderful community that offers so much!!

Welcome to Knollwood Beach! This beautiful, newly reconstructed 1920 sq ft home offers luxurious coastal living with its stunning design and prime location. Featuring 4 bedrooms and 3.1 bathrooms, this residence includes a convenient first-floor bedroom suite and an elegant upstairs primary bedroom. The large, sun-filled kitchen is perfect for cooking and entertaining, while the home boasts all new mechanicals and central air for modern comfort. Step outside to enjoy the gorgeous new patio and meticulously landscaped yard. This exceptional property is a rare find in the sought-after Knollwood Beach community includes a club house, kayak stand, beach parking, basketball court, tennis/pickleball courts, trash pickup for a low annual association fee. NOT in a flood zone. Don't miss the chance to own this coastal gem! Room for garage if needed.

One of the shorelines most beautiful homes located a short walk to all the amenities that Old Saybrook offers including restaurants, parks, schools, the library and beaches. Three large and tastefully appointed bedrooms with two and a half baths with stunning tile and trim. The Master Bath has an expansive tile and steam shower with radiant heat throughout. The Master Suite is open and inviting with coffered ceiling. The Living Room and Dining Room flow with gorgeous hardwood floors and an open concept with a beautiful floor to ceiling stone fireplace. The Kitchen is appointed with all high-end stainless appliances, tile backsplash and a beverage/wine cooler. Granite countertops and a large granite island with its own sink complete this masterful layout and provides a complete functionality for family and entertaining. A fully finished Great Room above an oversized two-car garage with radiant heat creates a great additional living space. The yard, plantings, and irrigation system are all professionally maintained.

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 garage. The home features a 55 ft turret with rooftop accessibility and 4 porches with commanding views of the Long Island Sound and surrounding communities. The grounds include an inground pool with spa, cement/stone sea wall, large marble fountain, fire pit, gated driveway and direct stair access to the beach.

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 window seat, elegant dining room for hosting gatherings, and gourmet kitchen equipped with commercial-grade appliances, custom cabinetry, and a Butler's pantry. The luxurious primary suite offers ample space and modern amenities, while the large in-law/au pair apartment is perfect for extended family or guests. The spacious backyard offers breathtaking Connecticut River views and features an in-ground heated pool and spa, perfect for relaxation and entertaining. The picturesque 2.4-acre lot provides ample space for outdoor activities, with peaceful tree-lined walks and private access to the Connecticut River. This home is thoughtfully designed for multi-generational living, making it an ideal choice for creating lasting memories. Don't miss the opportunity to own this beautiful

Welcome to Chalker Beach, a private beach association, and a short walk to a large white sandy beach that is among Connecticut's best. You are home when you enter the sunny, open main living area filled with natural light. The living room, open to the kitchen, leads to a year-round sunroom with a cathedral ceiling feature crowned by a beautiful palladium window. The room overlooks an expansive lawn, the association park, and a distant saltwater tidal meadow, offering water views and a nature refuge for aquatic and migrating birds, with direct access to the terrace for alfresco dining, relaxing, or morning coffee - with a pageantry of sunrises and awe-inspiring moons. The main level includes a large primary suite and a full bath, which can also serve as a guest room. The second floor, with nice water views, provides another primary suite option, plus bedrooms 3 and 4. Enjoy access to the beach, clubhouses, playground, baseball diamond, BB court, and a playscape. Summer seasons are packed with events reminiscent of a bygone era: imagine the little ones riding bikes, playing at the beach, ice cream sundae parties, bingo nights, movies on the beach, crafts, golf cart bicycle parades, and more! This house offers a welcoming, carefree place to live on Long Island Sound and transforms your life as part of this vibrant community. Imagine life at the beach, where you and your loved ones can create lifelong memories and friendships. Room sizes estimated. Please see the floor plans.

Welcome to 76 Obed Heights Road ... "Coast and Country" ... located in the lovely seaside town of Old Saybrook, follow quiet country road to this charming 3 bedroom colonial set on a picturesque 1.55 ac lot not far from two town beaches, amazing restaurants, small local shops, breweries, The Kate Theater along with close commuter roads and train station. This home offers a very popular floor plan --- front-to-back living room with hardwood floors and a fireplace for those cozy winter evenings, a generous sized kitchen opens to dining room plus there's a family room with sliders to a large deck with a delightful pergola, perfect for outdoor fun. On the second floor is a primary bedroom with walk-in closet and en-suite bath; there are two other bedrooms and another full bath-- all with gleaming hardwood floors! There is a wonderful finished space in the walk-out lower level complete with tile floors, closets, sink area and a french door to the outdoors.---- this space is perfect for a play area, hobby room, in-home office, exercise room ---- come make it your space!! Old Saybrook is waiting for you!

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 space, ensuring comfort and privacy for a growing family. 4+ bedrooms and 3.5 baths. Each room is a testament to thoughtful design, providing personal retreats for everyone. The outdoor area is equally impressive with a fenced-in yard and a welcoming deck, perfect for relaxation or entertainment. Every detail has been meticulously addressed, including new siding, a robust new roof, and countless other 'new' features, making this home the perfect blend of contemporary living and timeless family charm. If 18 King Street calls to you as the shoreline dream home you've been searching for, now is the moment to act. Opportunities like this are rare-make this incredible home your own before it's too late.

15 Cottage Place, Old Saybrook, CT -Don't miss your chance to own a gem in the heart of the Shoreline of Old Saybrook. This charming Cape Cod home, being sold "as is," boasts strong bones and limitless potential, making it a savvy investment for anyone ready to add their personal touch. Perfectly situated for those who cherish the convenience of strolling to town, this delightful property is steps away from local favorites like "The Kate," schools, the library, parks, and Harvey's Beach. Inside, you'll find a bright, open space where the kitchen and living area converge, ideal for gatherings and daily living. Imagine creating memories, hosting events, or simply enjoying quiet moments in this inviting space. The home features two comfortable bedrooms on the first floor-perfect for guests or a home office-and two more private retreats upstairs. With two full baths, morning routines become a breeze. The outdoor space is versatile and ready for anything, whether it's a BBQ, gardening, or simply relaxing in the serene backyard. Move-in ready, the home still offers opportunities for updates to perfectly reflect your style. Living here feels like a perpetual vacation, with community treasures all within an easy stroll. It's more than just a house; it's a lifestyle waiting for you. Schedule a visit today and see how this Shoreline spot can become the perfect canvas for your new beginning.

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 for 3 bedrooms) and a new roof. The detached oversized garage has plenty of room for cars and storage. Ample on and off street parking.

Tremendous location!! This nicely appointed craftsman ranch located high above the CT River with stunning upper level & seasonal main level views of the CT River Basin offers the amenities that can make all your dreams come true! As you pull-up the driveway to the 2 car garage you know that something special is about to unveil itself. The blooming trees & plantings abound as you approach the home that boasts surroundings that take your breath away. Large open back yard, wrap around deck with awnings accessed from both the kitchen & living room, spot-on landscaping & the feeling that you're now in an oasis trapped in time! The home is mostly single floor living that features an eat-in kitchen with granite counters & slider to the deck, separate dining room, fabulous living room with vaulted ceilings & sliders reaching the deck on both sides of the gas fireplace, three bedrooms including the original primary suite with walk-in closet & full bath, main foyer with open access to the lower level & main level sleeping quarter. The upper level was tastefully added in 2014 & features the 2nd & true primary suite with sitting room, dual walk-in closets, full bath & the stunning river views. The lower level is mostly unfinished & offers 2 sliders that walk-out to the expansive yard & storage. Other features include the Buderus hydro air HVAC system, full home Generac 18kw generator, central vac, work bench, storage shed & much, much more. Come see where dreams will be made!

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.

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!

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.