Old Saybrook CT Real Estate & Homes for Sale

Step into this Nantucket-style gem in the heart of historic Old Saybrook, Connecticut-a beautifully updated 3,600 sqft home offering endless charm and versatility. With 5 spacious bedrooms and 3 bathrooms, including a private in-law or au-pair suite, this home has room for everything-family, guests, or rental income potential. A brand-new 20'x20' garage, built by renowned local builder BWC Construction (@bwc_constructionllc), includes a 100amp subpanel, ideal for charging your electric vehicle and powering the included hot tub. Inside, cozy up to the warmth of a gas fireplace, and enjoy recent updates like a two-meter electrical service, chimney reflashing, and a new high-capacity hot water heater. Set on nearly an acre of fenced-in privacy, the property features lush gardens, a koi pond, an outdoor shower, and a greenhouse-perfect for gardening enthusiasts or outdoor lovers. Located between downtown Old Saybrook and Saybrook Point, this home invites you to enjoy scenic walks, cycling, and access to the Town's lighted pickleball courts. With shops, restaurants, and waterfront activities just moments away, 26 College Street offers the rare opportunity to enjoy both coastal and downtown living in one of Connecticut's most desirable shoreline towns. Priced at $1,199,500, this is a must-see coastal retreat!

Welcome to Sheltered Cove, D19. Experience luxurious living in this stunning condominium boasting fabulous water views of the Connecticut River, North Cove and tidal wetlands. The open concept living and dining area is anchored by a custom designed fireplace creating a warm and inviting ambiance. Step out onto the patio from the living room and soak in the breathtaking vistas. The eat in kitchen features both style and functionality, perfect for casual dining. Retreat to the large master bedroom with an en-suite bath for ultimate comfort. A second well appointed bedroom and an additional bath complete this exceptional condominium. Additional features include a full basement perfect for storage or potential expansion. Also there is a detached garage for your convenience. Residents also enjoy access to the newly remodeled clubhouse with a large entertainment room, kitchen and bathe as well as a large swimming pool for leisure. Located within easy proximity to dining, shopping and entertainment options. This property provides the perfect blend of comfort, style and convenience.

Deeded Beach Rights to Cornfield Point Beach! Discover your dream year-round beach retreat in the sought-after Cornfield Beach area! This beautifully maintained expandable ranch offers a perfect blend of comfort, convenience, and charm. Set on a professionally landscaped lot with fencing, the home features a welcoming front porch where you can take in distant views of Long Island Sound and enjoy breathtaking sunsets. Inside, the home is move-in ready, boasting central air for comfort and a spacious basement full of potential for finishing to suit your needs. A large handy sheds and a paved driveway with a carport garage complete the outdoor amenities. The .20 lot is lovely and enjoys a private backyard. Just a short walk to the beach, this nearly 1200 sq ft home is just perfect for those seeking the coastal lifestyle. Best of all, low taxes (under $4000 annually) make it an affordable slice of paradise. Don't miss this opportunity to embrace a lifestyle of relaxation and natural beauty! Newer 1500 gallon Septic tank. Newer windows, roof (2 yrs old 50 yr shingles) and mechanicals in good condition (oil tank replaced 2018 , furnace and hot water tank replaced in 2008). Being sold "as is" to settle estate. Offers must note "subject to probate approval" which is almost completed.

This exquisite design merges the historic charm of colonial New England with the elegance and comfort of modern living. The 2020 comprehensive restoration of this flagship historic landmark has been executed with precision, ensuring every detail and world-class design element is perfect. Upon entry, the harmonious blend of 18th-century allure with contemporary technology, oak flooring, Shiplap walls, a spacious open floor plan, high vaulted ceilings, heated floors and original beams aged 300 years, alongside panoramic waterfront views, is striking. The main level is devoted to the serene North Cove waterfront, boasting a glass-partitioned office, a grand room with a luxurious gourmet kitchen, dining spaces, pantry, cozy seating area with a wood-burning fireplace, a secluded den, a full bathroom for the pool, and a primary bedroom suite with all amenities. Ascending past the unique gallery, the second floor reveals a primary suite, four delightful guest bedrooms each with private bathrooms. The third-floor walkup, featuring original vaulted beams and a half bath, creates a playful space for guests or a media/recreation room. Designed for entertainment, the property includes a saltwater, heated Gunite pool, a propane fire pit, a dog run, and a Party Boathouse for launching kayaks and jet skis. The three-car garage/barn allows for further expansion or storage, and the private dock with a hydraulic boat lift accommodates your maritime needs. A seamless fusion of past and present

Discover the perfect coastal retreat in this beautifully updated ranch, ideal for those seeking the charm of seaside living. With 3 bedrooms and 1.5 baths, this home has been meticulously maintained and brought to new condition, featuring a new roof, windows,updated mechanicals, and central air conditioning. Situated on a level half-acre lot, the property offers exciting potential for future additions, such as garages or even a pool, tailored to your lifestyle. Enjoy the convenience of walking to three picturesque beaches, with deeded beach rights to Cornfield Point Beach providing an exclusive touch. The backyard is a true gem-flat and expansive, perfect for gardening or outdoor activities, and complemented by a spacious deck and masonry patio for effortless entertaining. Whether you're ready to relax by the shore or explore endless opportunities for outdoor fun, this home offers the best of both worlds in a prime location. Make it yours and embrace the coastal lifestyle! Low taxes of $4324. Professional photos to come soon.

Nestled in a peaceful cul-de-sac, this rare stand-alone condo provides the perfect blend of coastal charm and modern convenience in one of Old Saybrook's most desirable neighborhoods. Just steps from the library, downtown shops, restaurants, schools, and the water, you'll also enjoy the option to bike to the beach or stroll through the vibrant town center. Step inside to discover a bright and airy living space featuring vaulted ceilings and an open floor plan, designed for comfort and ease. The spacious living room is bathed in natural light, creating a welcoming ambiance for relaxing or entertaining. A private three season room invites you to unwind and take in the serene surroundings, with the gentle coastal breeze. If it's morning coffee or evening gatherings, this space is perfect for enjoying the best of New England living. Additional features include a one-car garage, a private driveway, natural gas heating, and city water. The condo association maintains the roof and exterior, ensuring low-maintenance living so you can focus on enjoying all that Old Saybrook has to reveal. Conveniently located near the Fenwick Golf Course, marinas, beaches, and cultural gems like The Kate theater, this property is ideal for year-round living or weekend getaways. Don't miss the opportunity to own this exceptional property in a sought-after location. Your coastal retreat awaits!

This is a rare opportunity to live by the water year round in the Saybrook Manor Cove Beach private beach community! The amazing location of Old Saybrook is situated between New York and Boston. You will be just a short walk from the private Cove Beach. Additionally, you are only minutes away from golfing, the train station, the Arts Center, the Cultural Center, and Downtown Main Street. This is a golf cart-friendly community that includes deeded beach rights to Cove Beach, making it perfect for year-round relaxation and recreation. The home features 4 bedrooms, 2.5 baths, and a 1-car garage. The primary bedroom has its own full bath and a private entrance from the garage, which can lead to endless rental opportunities such as Airbnb or provide a separate living space for family members. Key updates include a new roof, solar panels, and boiler. If you enjoy boating, you are just a short walk from a boat dock where you can rent a slip or launch your kayaks. Don't miss this opportunity to make this your beach home with endless possibilities! Owner-related and being sold as-is.

Nestled in one of the most sought-after neighborhoods, this stunning residence offers unparalleled luxury and comfort designed for the discerning homeowner. As you enter, you are greeted by soaring ceilings and expansive windows that bathe each room in natural light, highlighting the meticulous attention to detail and high-end finishes throughout. The gourmet kitchen is a chef's dream, equipped with state-of-the-art appliances and elegant cabinetry, perfect for both intimate dinners and grand entertaining.The main level master suite is a private retreat with sitting room featuring a spacious walk-in closet and a spa-like bathroom with a soaking tub and a separate shower. Step outside to the beautifully landscaped garden, where mature trees and vibrant blooms create a serene oasis for relaxation. The outdoor living space is ideal for al fresco dining or enjoying your morning coffee while taking in the peaceful surroundings. This home is more than just a place to live; it's a lifestyle. Located close to marinas, beaches, golf courses, fine dining, shopping and ez access to major commuting routes and Amtrak station, it offers the perfect blend of tranquility and convenience. Embrace the next chapter of your life in a community that celebrates sophistication, comfort, and the finer things in life. This is not just a home; it's where your dreams take shape. Not in flood zone. Home pre-inspected, reports available.

Welcome to your beautiful water view oasis at "The Cove" in charming Old Saybrook. This 1470 sq ft Town House is truly located in a serene setting with magnificent views of North Cove right from your doorstep. Step inside and you will find a spacious living area filled with natural light. The entire interior of this home was freshley painted. The living room features a centrally appointed fireplace a great place to just sit and relax and admire the views. The chef-like kitchen, recently renovated, includes a upscale new back splash, state-of-the-art range hood, granite countertops, stainless steel appliances, breakfast bar, along and seamless view to the patio and beyond. The private patio area is ideal for sipping your morning coffee while watching the boats sail by or hosting summer barbecues with friends. A spacious primary suite with water and marsh views is located on the upper level with pleant of closet space and ensuite bath. An additional bedroom and the laundry room are also located on this level. The lower level just remodeled is perfect for a home office or recreation center. Just around the corner is the North Cove Yacht Club and all that Old Saybrook has to present ,this is truly a dream location on one of Connecticuts most beautiful coastal settings

Panoramic Connecticut River and Tidal Marsh Views-A hidden gem tucked privately alongside the marsh where you will enjoy views of the sparkling waters of the river, wildlife, and the boats making their way on the river. This charming and bright home wins you over with sundrenched rooms and open floorplan. Perfect as year-round residence, weekend getaway, or use as an investment property. Walk to marinas and minutes to the sought-after town of Old Saybrook as well as the village of Essex. Take the train conveniently from NY or Boston and start living the desirable shoreline lifestyle.

Great opportunity to own a mixed use property on Main Street in Old Saybrook. Established salon with long term lease on first floor. Second floor has one bedroom apartment which can easily add more bedrooms or use as office space. Third floor currently occupied by two businesses and can be converted into apartment if the need arises. Prime location near The Kate and all downtown businesses. Easy access to Rt I-95 and Rt 9. Additionally there is a large 25 car parking lot in the rear of the building that has potential for future development. Perfect chance to live downtown and have positive cash flow.

Welcome to your dream home! This stunning colonial with beautiful views of Long Island Sound comes fully furnished with stylish, high-quality pieces, making it the perfect turnkey beach property. The well-equipped kitchen has granite countertops, stainless steel appliances including double Viking Ovens, SubZero fridge, large Island with breakfast bar and access to the patio. The dining room has a built-in service station with granite countertop and is open to the living room. The living room is full of charm with a fireplace and built-in bookshelves. The bright sunroom has wainscoting and shiplap ceiling. The office also has built-in bookshelves and granite countertops. The primary bedroom has an en-suite w/soaking tub, walk-in closet, and access to the balcony. The second and third bedrooms are spacish with shiplap and walk-in closets. The fourth room is equally as beautiful with wainscoting. The finished basement boasts a sauna, cedar closet, an additional family room, and a 5 seat theater with surround sound, projector and wetbar. The outdoor area is an entertainer's dream with an expansive patio, large dining table, hot tub and multiple seating areas to enjoy the water view. This home is part of Knollwood Beach Association which includes access to a private beach and park with tennis/pickleball courts, basketball court, playground. These amenities are a short walk or can be quickly accessed with the included 6-passenger electric golf cart.

Presenting a newly constructed high-end home just completed. 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. It also includes a walk-in pantry and a prep sink for added convenience. The home is equipped with a first-floor laundry room with a utility shower and a second laundry area upstairs. The upper level contains three bedrooms, a lounge area, and two full bathrooms. Over the three-car attached garage lies an 800 sq. ft. space, prepped for a full bath, ideal for an in-law suite or other uses. The 9-foot tall basement offers extensive storage, room for personalization, and a designated area for a wine cellar. This home is adorned with custom millwork and upscale finishes, featuring Hardie board siding and bespoke front and garage doors. The backyard boasts enough space for a pool, a covered patio, and an outdoor fireplace. Take pleasure in all that Old Saybrook provides.

Do you need a year round Beach Home with a lot of room? Look no further! Welcome to 86 Chalker Beach Rd! Welcome to Beach Living! There is plenty of space for all, a rare find in beach communities and almost 2300 Sq Ft can accommodate! With four bedrooms and two full baths that is enough for family and friends. First floor master bedroom with double walk in closets is adjacent to the full bath. Head upstairs and you will be even more amazed with the size of this home as there are three additional bedrooms all equipped sufficient storage and a large full bath that is a dream to get ready in. And when it's time to cook for your inhabitants, the kitchen affords enough square footage to move about freely and countertops for your entire menu. The open floor plan of the kitchen, living and dining area allows all eat and enjoy time together. And if that's not sufficient, the massive all season addition with plentiful windows and marsh views is the "piece de resistance" bringing the outdoors inside with an expansive view of it's surrounding. Convenient first floor laundry, mechanical closet and access to garage. 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, bands on the beach, a store and deli, card nights, annual block parties, fourth of July parades and more, there is something fun for everyone.

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 fieldstone fireplace offers a bright, relaxing space. A beverage center with refrigeration and icemaker makes entertaining easy. The main level primary bedroom features a walk in with custom-built ins and a full bath. All rooms offer French doors leading to the bluestone patio. Completing the main level is the laundry room , mudroom, and a powder room. Upstairs, architectural angles provide interest and loft in all 3 bedrooms, all with ensuite baths. The lower level is partially finished as a bonus/craft room and half bath. Outside, find a gunite, heated pool with spa and a pool house and, for the craftsman, a heated woodshop. Extensive updates throughout include geothermal heating, Rinnai propane hot water heater, pool, pool house, woodshop and a new roof 2022.

Your dream home awaits! Stunning year round waterfront property in Old Saybrook. With the potential to add another bedroom 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.

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. The selected local builder is highly regarded Atlantis Building Company, of Old Saybrook. House to be built up to 2,500 SQ.FT, upgrades and expansion available per buyer/builder contract. Property also offered as a separate building lot - see MLS #24034783

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 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 features direct access to the yard and patio, making it ideal for indoor-outdoor living and entertaining. Perfectly situated on a corner lot, the property features 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.

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 CT 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 home.

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-is.