87 properties for sale in Old Saybrook town

Welcome to 83 Old Post Road in Old Saybrook. This antique colonial offers a unique blend of historical charm and great potential, nestled on a sprawling 1.7-acre lot within walking distance to the heart of town. Boasting 5+ bedrooms and 2.5 bathrooms, this spacious home exudes timeless character with features such as wide pine wood floors, covered porches, period details, and abundant natural light throughout. The true allure of this property lies in its potential for expansion and possible subdividing. With 1.7 acres of land at your disposal, there's ample room to bring your vision to life and create the ultimate dream home. Whether you're looking to add a pool, a guest house, or explore the option of subdividing, there are endless possibilities. Conveniently located within walking distance to town, this exceptional property enjoys easy access to local shops, restaurants, beaches, and more. Don't miss your chance to own a piece of Old Saybrook history and start imagining the possibili

Your Year-Round Beach Home Awaits in Cornfield Point Welcome to your opportunity to own a year-round home in Cornfield Point, one of Connecticut's most desirable beach communities. Ideally located just steps from the beach. This move-in-ready home offers the perfect combination of comfort, coastal living, and breathtaking water views. The home features 3 bedrooms and 1 full bath, along with a bright living room showcasing stunning water views. The kitchen is equipped with new appliances, while the convenient laundry area includes all appliances. Recent improvements include a new boiler and hot water heater, providing added comfort and peace of mind. Enjoy the coastal lifestyle from the enclosed breezeway, which offers beautiful water views, or relax on the remodeled upper deck-perfect for morning coffee, entertaining, or taking in the surrounding scenery. A spacious one-car garage provides excellent storage and convenience. As a member of the Cornfield Point Beach Association, you'll e

Great investment opportunity in Old Saybrook! Create a two family home by dividing this into two apartments. OR need an in-law suite? This home has that possibility! The town of Old Saybrook is very open to ADUs(additional dwelling unit), and this would be perfect- all you need to add is a kitchenette. This spacious two level raised ranch offers 1 floor living - ranch style on the second floor with 3 bedrooms and two baths, kitchen and dining and living room with LOTS of closet space and a large deck. On the lower level a finished off family room and office or future bedroom complete with a large walk in closet, a full bath and a laundry room. Full sized windows and two exterior doors- this is a true walk out basement but doesn't feel like a basement at all! A large two car detached garage with a large loft above would be great for a home office, gym or studio or maybe even another apartment. Come take a look and jump on this opportunity!

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Every Day a Getaway! Some properties ask you to choose between full-time living & vacation living. Not this one. Set in the heart of Old Saybrook, this fully furnished 7-room Cape Cod delivers the ease of a residence with the spirit of a seasonal retreat - and comes with a private guest house. The main home offers 3 bdrms, 2 baths & includes a coveted 1st fl bdrm for single-level living. A large eat-in kitchen flows into an adjacent family room, while a formal living room provides a more refined space for entertaining. The recently added sunroom is the standout: bright, expansive, and framed by multiple sliders & abundant windows that draw the outdoors in. Upstairs, the primary BR is a retreat unto itself - generously sized, with ample closets, a sitting area, and direct access to a personal balcony. Morning coffee or an evening glass of wine feels different from up here. Guests get a private 500-sq. ft guest house with a kitchenette, full bath, & living room. A spiral staircase leads

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This stunning Colonial, nestled in the peaceful North Cove neighborhood of Old Saybrook, offers an exceptional blend of timeless charm, refined living, and an enviable location. Just moments from the Village, enjoy convenient access to an array of restaurants, boutique shopping, and scenic walking and biking opportunities. The thoughtfully designed interior is highlighted by a custom kitchen featuring high-end appliances and a separate breakfast area. The adjoining family room, complete with a fireplace, opens through sliders to lovely screened porch, creating a seamless transition to the outdoor pool complex-perfect for both relaxation and entertaining. The spacious primary suite offers a beautiful bath and ample closet space, while three additional bedrooms provide comfortable accommodations for family and guests. A remarkable property in a sought-after location, this exceptional home is not to be missed!

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Discover the charm and comfort of this beautifully maintained Cape, ideally situated on a quiet cul-de-sac off School House Road in one of Old Saybrook's desirable locations. Offering over 2,700 square feet of finished living space, this inviting home is just across from The Preserve trail access and moments from Clark Park, making it easy to enjoy nature, recreation, and the outdoors. Inside, gleaming hardwood floors, a spacious living room with a wood-burning fireplace, and a formal dining room create a warm, welcoming atmosphere. The updated kitchen features rich cherry cabinetry and granite countertops and opens to a cozy family room with a Garrison wood stove. Sliders lead to a cedar-paneled three-season room overlooking the private backyard, deck, and patio-perfect for entertaining or relaxing outdoors. Upstairs, the spacious primary suite features an en-suite bath with a custom shower and tons of storage, along with two additional bedrooms and a full bath. The finished lower lev

One floor living in Old Saybrook! This ranch home is a part of the Indian Town Beach association and also conveniently located on Boston Post Road which has beautiful new sidewalks connecting this property to both beaches and shops and restaurants all within walking distance. A picture window gives the living room lovely natural light and a wood burning fireplace for chilly winter nights. An open kitchen / dining room features sliding doors out to a nice large deck - great for entertaining. Hardwood floors throughout, 3 bedrooms and a bathroom with laundry complete the main level. The walk-out basement offers lots of possibilities with its high ceilings. A nice large private back yard includes a lovely deck, vegetable gardens and a one car garage. Come take a look as this property won't last!

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

A rare opportunity to acquire a historic Connecticut landmark. The Bushnell Farm House and Barn offer a unique chance to restore and reimagine an important piece of Old Saybrook history. Featuring the historic Elisha Bushnell House and accompanying barn, the property showcases classic New England architecture, mature landscaping, stone walls, and the timeless character that has made this site a local treasure for generations. The improvements require significant modernization and renovation, presenting an ideal opportunity for someone seeking to preserve and enhance a historic property. Whether envisioned as a private estate, hospitality-related use, office, wellness concept, or other permitted use, the property offers exceptional potential for those with a vision for restoration and stewardship. Ideally situated on Boston Post Road with convenient access to Interstate 95, Route 9, shoreline beaches, marinas, shopping, and restaurants, the property benefits from excellent visibility an

Tucked away on a beautiful, wooded 1.5-acre lot, this home offers a rare blend of absolute privacy and everyday convenience. Step inside to a freshly painted, 2,606sqft 3 bed and 3 bath open-concept floor plan designed for seamless modern living and effortless entertaining. The heart of the home is anchored by a large kitchen featuring granite countertops, an island with high-top seating, ample cabinet space, and a functional layout that flows beautifully into the main living space. This main living space features a dramatic living room with a wall of windows that frame peaceful nature views and a soaring cathedral ceiling that maximize the sense of space and light. A dedicated home office, or potentially a first floor bedroom, a distinct step-down dining room, and a gorgeous full bathroom complete the first floor. Three generous bedrooms and two more full baths upstairs provide plenty of room for family or guests. The finished walkout basement allows for seamless outdoor access, makin

Welcome to 5 Sand Creek Drive, a truly unique coastal contemporary in Old Saybrook, beautifully positioned to capture stunning marsh and water views. Filled with natural light and designed around its exceptional setting, this distinctive home offers an open floor plan, brand-new windows throughout, and wonderful spaces for both everyday living and entertaining. The dramatic living room is a standout, featuring a vaulted ceiling and stunning stone wood-burning fireplace that creates a warm and inviting focal point. A separate den offers another comfortable gathering space with a gas log stove, while the open layout allows the main living areas to flow seamlessly together. The first floor provides exceptional flexibility with a spacious primary suite, plus a second first-floor bedroom and an additional full bath-ideal for guests, extended family, or one-level living. Upstairs, a loft-style second level offers three additional bedrooms, a full bath, and a bonus room, providing plenty of s

Enjoy the best of shoreline living in this newly renovated four-bedroom home located in the sought-after Cornfield Point community of Old Saybrook! Featuring a bright, open floor plan, with a new kitchen, new stainless steel appliances, new split systems, new hot water heater, and a new deck. First floor bedroom, a full bath and laundry are all located on the main floor. This inviting home offers a wonderful blend of modern updates, comfortable living, and coastal charm. The open layout creates an ideal setting for entertaining family and friends, while four bedrooms provide plenty of space for guests and everyday living. As a member of the Cornfield Point Beach Association, you'll enjoy an exceptional array of community amenities, including beautiful beaches, a boat launch, a tennis court, a clubhouse, and a playground. Experience the relaxed coastal lifestyle that makes Cornfield Point such a special place to call home. Whether you're looking for a year-round residence, a shoreline g

Introducing a rare opportunity to build your dream home in one of Connecticut's most desirable shoreline communities. Located at 81 Essex Road in Old Saybrook, this to-be-built home by Silvin Homes offers the flexibility to choose from multiple thoughtfully designed floor plans and finishes, allowing you to create a home that fits your lifestyle and budget. What truly sets this property apart is something that's nearly impossible to find, your own deeded 47-foot boat slip in the sought-after Channelside Association. Launch into the Connecticut River, cruise to Long Island Sound, or enjoy waterfront dining by boat, all from your own backyard. Wake up to water views, spend summer evenings on the dock, and experience the boating lifestyle that makes Connecticut's shoreline so special. Whether you're looking for a year-round residence or a coastal retreat, you'll enjoy all that Old Saybrook has to offer, from charming downtown shops, award-winning restaurants, marinas, beaches, golf, and t

A rare opportunity to acquire a historic Connecticut landmark. The Bushnell Farm House and Barn offer a unique chance to restore and reimagine an important piece of Old Saybrook history. Featuring the historic Elisha Bushnell House and accompanying barn, the property showcases classic New England architecture, mature landscaping, stone walls, and the timeless character that has made this site a local treasure for generations. The improvements require significant modernization and renovation, presenting an ideal opportunity for someone seeking to preserve and enhance a historic property. Whether envisioned as a private estate, hospitality-related use, office, wellness concept, or other permitted use, the property offers exceptional potential for those with a vision for restoration and stewardship. Ideally situated on Boston Post Road with convenient access to Interstate 95, Route 9, shoreline beaches, marinas, shopping, and restaurants, the property benefits from excellent visibility an

Enjoy the best of Old Saybrook living with this charming ranch ideally situated within walking distance to Main Street's wonderful restaurants, shops, and local attractions, and walking distance to seee beautiful water views. Offering easy one-floor living, spacious living areas, hardwood floors, and a full basement with partially finished space, this home is filled with possibilities! A lovely private backyard provides the perfect setting for relaxation or entertaining. Bring your personal style and vision to make this home your own. Whether you're looking for a year-round residence or a shoreline retreat, this is a wonderful opportunity to enjoy the Old Saybrook lifestyle in a fantastic, walkable location. Convenient to beaches, shopping, the train station, and major highways!

Spectacular North Cove unobstructed water views and downtown village living come together in this beautifully renovated townhouse-style condo, offering an exceptional opportunity for shoreline buyers seeking a turn-key home under $1 million. Enjoy captivating water views and wildlife from the open kitchen, dining and living areas, with a stylish renovated kitchen featuring a breakfast bar and wonderful natural light. The spacious two-bedroom layout includes a primary bedroom with its own full bath and spectacular views overlooking North Cove. With 2.5 baths, a wood-burning fireplace, central air, one-car garage and a dry full basement offering excellent potential for additional finished space, this home has everything you need for year-round or weekend living. Ideally located in the heart of the village, walk to downtown restaurants, shops and more, while the train station, golf course and town beach are just minutes away. The association also offers a large clubhouse with kitchen for

Discover the perfect blend of comfort, style, and convenience in this beautifully remodeled home. Tucked in a prime location just minutes from fine dining, shopping, the golf course, and the train station, this property offers unparalleled access to everything you need. Walking along the shore to Saybrook Point Inn and Saybrook Lighthouse. Step into the heart of the home: a chef's kitchen with high-end appliances, designed to make cooking and entertaining a breeze. Enjoy seasonal waterviews that bring a touch of tranquility to your everyday life. The lushly landscaped yard is an ideal setting for summer evenings-whether you're hosting friends, enjoying a quiet moment, or taking a dip in your very own swim spa. This home isn't just gorgeous; it's energy-efficient too, featuring solar panels that help reduce your carbon footprint and save on utility costs. With every inch thoughtfully updated, all that's left to do is move in and make it your own

This warm and inviting Cape offers the perfect blend of comfort, space, and convenience in a highly desirable Old Saybrook location. Just one mile from Main Street's charming shops, restaurants, and local attractions, this home features an open-concept main level highlighted by vaulted ceilings in the living room that seamlessly flows into the kitchen and dining area, creating an ideal space for everyday living and entertaining. Beautiful hardwood floors extend throughout the main living areas, while two first-floor bedrooms provide flexible living options. Upstairs, you'll find two additional bedrooms offering plenty of room for family, guests, or a home office. The partially finished basement adds valuable bonus space for recreation, fitness, or storage. Energy-conscious buyers will appreciate the solar panels, helping to offset utility costs. Conveniently located with easy access to Routes 9 and I-95, this home is perfect for commuters while still enjoying all the coastal charm and

Escape to your own private country retreat along the beautiful Connecticut shoreline! Nestled on over two acres of gorgeous, level land, this newly renovated 1,100-square-foot home offers a rare opportunity to enjoy the serenity of country living with all the conveniences of Old Saybrook just minutes away. Imagine creating magnificent gardens, hosting summer gatherings and picnics on the expansive lawn, or simply relaxing with your favorite book surrounded by nature. There's plenty of room for pets to play, outdoor hobbies, and perhaps even a horse, subject to town approval. The beautifully refreshed home offers comfortable, easy living, whether as a full-time residence, charming weekend escape, or potential income-producing Airbnb. With over two acres of usable land, the possibilities for creating your own personal sanctuary are truly exciting. Enjoy peaceful mornings, star-filled evenings, and the luxury of space and privacy, all within easy reach of beautiful beaches, marinas, water

LONG ISLAND SOUND VIEWS,2.02 PRIVATE ACRES and EXCEPTIONAL CONDITION!Perched on a sunny hilltop, this beautifully maintained Colonial Contemporary offers approximately 3,300 sq. ft. of thoughtfully designed living space, coastal breezes and a fabulous open floor plan. The heart of the home is the impressive chef's kitchen featuring a large granite island, commercial-size side-by-side Sub-Zero refrigerator/freezer, Thermador double convection ovens, 6-burner gas cooktop with custom-paneled hood and Bosch dishwasher. The kitchen opens seamlessly to the dining area and spacious family room with gas fireplace-perfect for entertaining or simply enjoying the view. Vaulted ceilings, beautiful hardwood floors, a dramatic foyer and French doors leading to a private deck add to the bright, open feel. A rare floor plan offers BOTH first- and second-floor primary bedroom suites! Four bedrooms and 3 1/2 baths, with every bedroom enjoying direct access to a bathroom, provide wonderful flexibility fo

HIGHEST AND BEST DUE BY MONDAY 10/26 by 5PM* Beautifully maintained Cape in the sought after Fenwood Beach community, offering ocean views and a short walk to the community's private beach. Enjoy the best of shoreline living with timeless charm, spacious interiors, and versatile living spaces. Cherry hardwood floors, a custom kitchen with breakfast nook opening to the backyard entertaining patio, formal dining room, living room with fireplace, and a cozy family room create a warm, inviting atmosphere. First-floor bedroom w/full bath and convenient laundry room add flexibility. Upstairs the primary suite features a walk-in closet, full bath w/soaking tub and separate walk-in shower, and private balcony with awning and ocean views. The family den offers its own fireplace and balcony access, creating an ideal second gathering space. Room to grow and space for everyone! A versatile bonus room, accessible from both levels, offers options for a home office, playroom, added bedroom or hobby s

A rare opportunity to enjoy shoreline living while generating rental income! This beautifully remodeled Old Saybrook property features a detached garage with a one-bedroom, one-bath accessory apartment above-ideal for rental income, extended family, guests, or an au pair. Located in one of Old Saybrook's desirable beach communities, you're just minutes from the water, marinas, beaches, restaurants, and all the Connecticut shoreline has to offer. The main home is a beautifully updated split-level ranch combining modern finishes, flexible living space, and an exceptional outdoor setting. Step inside to an inviting open-concept floor plan filled with natural light, featuring gleaming hardwood floors, a center island, ample dining space, and a cozy gas fireplace that serves as the focal point of the main living area. The thoughtfully designed kitchen is perfect for everyday living and entertaining, with easy access to the rear deck and backyard. Upstairs are three spacious bedrooms, includ

Refreshed and Newly Priced* 4-BEDROOM COASTAL RANCH- FEATURING TWO PRIVATE SUITES on.42 Acre - ONLY 100 yds FROM THE WATER! Nestled in the heart of Old Saybrook's highly coveted South Cove- approximately 100 yards from the water's edge, this beautifully refreshed 4-bedroom coastal ranch blends move-in comfort with an expansive 0.42-acre (18,295 SF) water-view lot- an oversized property that promotes privacy, an expansive yard for pets, and endless freedom for outdoor entertaining, gardens, or custom outdoor living features. This unique coastal property, grounded in a sophisticated New England palette of warm architectural whites and serene mineral tones, welcomes you with an abundance of natural light and open floor plan designed for entertaining- Large front living room with hardwood floors and original stone fireplace that flows seamlessly into the inviting eat-in kitchen anchored by charcoal cabinetry and brushed nickel hardware- further sweeping into the sun-drenched family room wh

2 Plots sold together- 7 and 18 Toms Rd. Rare opportunity to own a slice of CT shoreline! Tucked away at the end of a private road, this charming seasonal waterfront cottage offers water on 2 sides, water views on 3, private beach, backyard dock and breathtaking sunsets. Cherished by the same family for generations, this special coastal retreat captures everything there is to love about beach living. Recently refreshed with new flooring, new granite counters, new hot water heater and electrical updates. The cottage features an inviting open floor plan, flexible sleeping accommodations with convenient convertible beds and a spectacular enclosed front porch where you can relax, entertain and take in the waterfront scenery. Spend your days swimming, kayaking, paddleboarding, or simply enjoying the sand and sea breeze. An outdoor shower makes rinsing off after a day at the beach a breeze. The property includes both front and back lots, offering a unique waterfront setting with room to enjo

Available to be shown 10/31 - NEW LISTING in beautiful Cinnamon Ridge! This absolutely charming cape on picturesque 1+/- acre lot has undergone several wonderful transformations with fresh paint, newer windows, Buderus boiler, newer water heater, newer floors and carpets, along with stunning kitchen and baths with gorgeous cabinetry, granite countertops, stainless steel appliances including a beverage/wine refrigerator. The entry foyer is bright with full-lite front door and skylights, coat closet and new half bath; the front to back family room has a fireplace for cozy fall-time fires and french door to large 40x14 deck; both the dining room (also with french door to deck) and the living room have beautiful hardwood floors. On the second floor is the Primary bedroom complete with it's new personal bath; two additional bedrooms plus the main bath also newly remodeled. Beautiful drive along Cinnamon Ridge with trees laden with fall leaves. Don't miss this once-in-while opportunity to be

Welcome to Oyster River Landing, a hidden shoreline retreat featuring just 20 distinctive townhomes. This peaceful community offers a private marina and a beautiful swimming pool overlooking the Oyster River. Spend quiet mornings on your private patio or embrace the coastal lifestyle with boating, kayaking, and paddleboarding along the river, which opens to Long Island Sound just a short distance away. Boat slips and storage are available and included for owners. The beautifully updated residence features a fully renovated eat-in kitchen, hardwood flooring throughout the main living level and bedroomsnt. The spacious dining room is ideal for entertaining, while the inviting living room offers a wood-burning fireplace and sliders leading to the private patio. Upstairs, two generously sized bedrooms each include a private full bathroom, along with the convenience of upper-level laundry. Additional highlights include a main-level powder room, a finished lower-level family room with a full

13 College Street | Old Saybrook, CT TO BE BUILT Discover the opportunity to build your dream home in one of Old Saybrook's most desirable locations-Saybrook Point. Thoughtfully designed with luxury, comfort, and flexibility in mind, this exceptional new construction home offers approximately 2,070 square feet, four bedrooms, two and one-half baths, and the ability to personalize finishes to suit your style. The open-concept floor plan is highlighted by a dramatic vaulted-ceiling living room that seamlessly flows into the dining area and gourmet kitchen, creating an inviting space for everyday living and entertaining. The kitchen is designed with quartz countertops, custom millwork cabinetry, a spacious butler's pantry, and an appliance allowance, giving buyers the opportunity to select the finishes that best reflect their vision. The desirable first-floor primary suite provides convenience and privacy, featuring a spacious layout and a luxurious en-suite bath. Hardwood flooring extend