N/A Homes with Kathleen E. Goodwin Elementary school

Welcome to the charming coastal town of Old Saybrook, Connecticut, where history meets modern living in a picturesque setting. Nestled in Middlesex County, Old Saybrook boasts a rich maritime heritage and is renowned for its stunning waterfront views along the Connecticut River and Long Island Sound. This idyllic community is perfect for families, retirees, and everyone in between, offering a blend of relaxation and vibrant local culture.

One of the standout features of Old Saybrook is its strong commitment to education, particularly with the presence of Kathleen E. Goodwin Elementary School. This highly regarded institution is a cornerstone of the community, providing an excellent educational foundation for young learners. Parents can feel confident knowing their children are receiving a top-notch education in a nurturing environment, making this neighborhood an ideal choice for families.

The homes in Old Saybrook reflect the town's unique character, with a variety of architectural styles that range from charming New England cottages to modern coastal retreats. Many properties offer stunning views of the water, spacious yards, and easy access to local parks and recreational activities. The community is also rich in amenities, with delightful shops, restaurants, and cultural attractions just a stone's throw away.

Living in Old Saybrook means embracing a lifestyle filled with outdoor adventures, friendly neighbors, and a strong sense of community. Whether you’re taking a stroll along the scenic shoreline or enjoying a local festival, you’ll quickly discover why this town is a beloved destination for so many. Come explore the possibilities that await you in Old Saybrook!

Newest N/A Homes with Kathleen E. Goodwin Elementary school

$789,900

2 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24205240 MLS ⋅ Oyster River Landing BLDG.

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 bath, workshop and storage space, and a detached garage. Two sandy beaches are just a short stroll away, while Old Saybrook's charming village, restaurants, shops, The Kate Cultural Arts Center, Saybrook Point, marinas, fishing, and scenic walking and biking trails are all nearby. Conveniently located within a few hours of New York City and Boston by car or train, this exceptional shoreline oasis is ready to welcome you

25 Sunset Rd Unit 18, Old Saybrook

$550,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24204068 MLS

Great opportunity to move into Old Saybrook! 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 complete with a full bath and a laundry room. A large two car detached garage with a large loft above would be great for a home office, gym or studio. Come take a look and jump on this opportunity! Professional photos coming soon!

61 Springbrook Rd, Old Saybrook

$1,550,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24203677 MLS

Contemporary coastal elegance meets remarkable privacy along South Cove in Old Saybrook. Set well back from the road on 1.8 acres, this distinctive 3,188-square-foot cedar-sided residence captures sweeping water views from nearly every room. Originally built in 1965 and completely rebuilt in 1991, the home was thoughtfully designed to embrace its spectacular setting, with vaulted ceilings, expansive windows, and seamless connections to the outdoors. The living room features custom built-ins, a gas fireplace, wet bar, and sliders to a spacious deck overlooking the cove. The kitchen flows into a vaulted family room and opens to a 300-square-foot enclosed porch-an inviting space for entertaining or relaxing. The main-level primary suite is a private retreat with vaulted ceilings, deck access, water views, dual bathrooms, and an impressive 120-square-foot walk-in closet. A formal dining room, additional bedroom, and separate laundry room complete the first floor. Upstairs, two bedrooms share a Jack-and-Jill bath. With 1.8 private acres and 278 feet of frontage along South Cove, this property offers a rare blend of waterfront, space, and seclusion. Whether enjoyed as a year-round residence or treasured coastal retreat, this is a setting that simply cannot be replicated.

108 Maple Ave, Old Saybrook

$1,699,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24199678 MLS

Meticulously maintained and beautifully updated, this exceptional home offers refined coastal living in the desirable Fenwood Beach Association. Fully rebuilt and redesigned in 2008. Privately situated on a cul-de-sac with partial water views, the home showcases quality craftsmanship throughout, including hardwood floors and a stunning renovated kitchen featuring custom cabinetry, granite countertops, a generous center island including a renovated eating area with plenty of sunshine overlooking the backyard. The inviting main level offers wonderful spaces for both everyday living and entertaining, including a gracious dining room, living room with gas fireplace, family room with built-ins and charming reading nook. Upstairs, primary bedroom with luxurious fully renovated bathroom and oversized walk in closet. An additional three spacious bedrooms are complemented by a family room with built-ins and renovated bathroom. Additional improvements include a renovated half bath and laundry room, generator ready and multi room full house audio including outside, and new garage doors. Outdoors, enjoy a private patio with partial water views - an ideal setting for entertaining or relaxing after a day at the beach. Fenwood's kayak/paddle board launch is a minute away while the beach is a short stroll to enjoy the sunset. Close to golf, Saybrook Point, the causeway, two town beaches, Main Street restaurants and shops!

11 Fencove Ct, Old Saybrook

$285,000

ACTIVE Status ⋅ 24200155 MLS

Rare opportunity to create something special in the heart of Old Saybrook! Set on .25 acres on a quiet dead-end street, this in-town property offers the kind of location that is increasingly difficult to find along the Connecticut shoreline. Easily walkable to Main Street with sidewalk access along the way, enjoy morning coffee, restaurants, shopping, the library, and the charm of downtown Old Saybrook just moments from home. Beaches, marinas, the Connecticut River, Old Saybrook train station, and shoreline attractions are all just minutes away. The property is currently improved with an existing three-bedroom home that has been loved and occupied by the same owner for more than 40 years. The home requires extensive renovation and the entire property is being sold strictly AS IS. This is an opportunity for a builder, investor, or developer to consider a substantial renovation or explore the potential for a new home, subject to all town and zoning approvals. Whether searching for Old Saybrook land, an in-town building opportunity, investment property, renovation project, or a place to create a new year-round or shoreline home, this property offers location, walkability, and possibilities that are hard to duplicate. Bring your builder, your ideas, and your vision!

43 Quarry St, Old Saybrook

$285,000

3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24199926 MLS

43 Quarry Street, Loved and occupied by the same owner for more than 40 years, this three-bedroom home on Quarry Street presents a rare opportunity in the heart of Old Saybrook. Set on .25 acres on a quiet dead-end street, the real story here is the location. Enjoy an easy walk with sidewalk access into Old Saybrook's vibrant Main Street for coffee, restaurants, shopping, the library, and all the conveniences of town. Beaches, marinas, the Connecticut River, and Old Saybrook train station are just minutes away. The property is being sold strictly AS IS and requires extensive renovation, offering an opportunity for a builder or investor to reimagine the existing home or explore the potential for a new vision for the property, subject to town approvals. For those looking for an in-town Old Saybrook property, renovation project, investment opportunity, or potential building site, this is a location worth a closer look. Bring your ideas and vision to a property that has been held for decades in one of Old Saybrook's wonderfully convenient and walkable locations. Cash, proof of funds required.

43 Quarry St, Old Saybrook

$699,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24197434 MLS

Tucked away on a peaceful cul-de-sac off School House Road, this beautifully maintained Cape offers over 2,700 square feet of finished living space in one of Old Saybrook's most desirable locations. Directly across from The Preserve trail access and just moments from Clark Park, this home is perfectly positioned for those who appreciate nature, recreation, and privacy. The inviting main level features a spacious living room with gleaming hardwood floors and a classic wood-burning fireplace, a formal dining room, convenient half bath, and an updated kitchen with rich cherry cabinetry and granite countertops that flows seamlessly into a warm and welcoming family room with a Garrison wood-burning stove. Sliders open to a stunning cedar-paneled three-season room overlooking the private backyard, expansive deck, and patio-an ideal setting for relaxing or entertaining. Upstairs, the spacious primary suite offers a beautifully sized en-suite bath with custom shower, while two additional bedrooms and a second full bath provide plenty of room for family and guests. A fully finished lower level is the perfect space for an at home gym, office or family room! Thoughtful updates throughout, including Andersen replacement windows, newer garage doors, enhanced attic insulation, 200amp service and ice dam heating cables, provide lasting value and peace of mind. A rare opportunity to enjoy timeless charm, modern updates, and an exceptional location...truly move-in ready.

11 Kitteridge Hill Rd, Old Saybrook

$999,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24192820 MLS

Step back in time and discover the beauty of this extraordinary antique home, set on an acre of landscaped grounds, with an enchanting guest cottage. The Bushnell-Dickinson House is a Georgian colonial that retains its original features inside and out. including original wide-board pine flooring, paneled walls, four fireplaces, two staircases, dentil moldings, authentic hardware and classic 12-over-12 windows. It has been lovingly maintained for decades by a master craftsman and a devoted gardener, with a deep respect for historic properties. There is an adorable guest cottage which offers wonderful flexibility for visitors, or as an in-law suite or private studio. This building is not included in the total square footage or room count. The beautiful barn/carriage house holds two cars plus a unique blacksmith workshop. The picturesque grounds feature several gardens for seasonal color, mature shade trees, and a fenced vegetable garden area with a charming hand-built garden shed with running water. With its strong history and distinctive architecture, the home is listed on the National Registry of Historic Places. Rarely does a home of this significance become available - offering the perfect balance of history, craftsmanship, natural beauty, and timeless New England charm in a coastal community. The location is also ideal, close to Main St attractions, shopping, restaurants, beaches, and the train station. It is almost equal distance to Boston and New York.

170 Old Post Rd, Old Saybrook

$749,900

4 Beds ⋅ 4 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24177311 MLS

This beautifully maintained home offers the perfect blend of luxury and comfort! The main level offers exceptional versatility with an open floor plan, hardwood floors, a luxurious primary bedroom suite, along with a living room, family room, gourmet kitchen and formal dining room designed for both relaxed living and elegant gatherings. The first floor primary bedroom suite features California closets, dressing room, cathedral ceilings and a cozy loft. Gourmet kitchen with full pantry, granite countertops, island, stainless steel appliances, a stunning double-sided gas fireplace that creates warmth and ambiance between the main living spaces. Upstairs, a second private primary suite with a walk-in closet, full bath, two additional spacious bedrooms, another full bath, a charming terrace completes the upper level. A walk-up attic offers abundant additional storage, while the full basement and oversized two-car garage provide even more functionality. Surrounded by beautiful landscaping, a spacious deck perfect for entertaining, privacy, on a cul-de-sac minutes from town, beaches and highways.

9 Barley Hill Rd, Old Saybrook

$1,290,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24173257 MLS

Welcome to an exceptional year-round home located in one of Connecticut's most renowned beach communities, the Knollwood Beach Association. Just steps from a private beach, this property offers the perfect blend of coastal living and everyday comfort. This spacious home features a finished above-grade lower level. Please note: the official square footage does not include the fully furnished first floor, offering even more usable space than reflected. Inside, you'll find a warm and inviting layout highlighted by a vaulted ceiling, large open windows that capture beautiful morning sunlight from the east-facing front exposure, and a cozy fireplace. The first floor features durable ceramic tile, while the second and third floors showcase classic hardwood flooring throughout. Designed for comfort in every season, the home is equipped with oil forced air heating and central air conditioning, with supplemental electric baseboard heating. An oversized septic system, including a 4-bedroom capacity tank, adds peace of mind and functionality. Additional features include new windows, a storage crawlspace beneath the second floor, and thoughtful construction throughout. Knollwood Beach Association residents enjoy exclusive amenities including a private beach, clubhouse, tennis courts, basketball courts, pickleball, and a kayak stand.

21 Fenbrook Rd, Old Saybrook

$375,000

1 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24169155 MLS

Step into the charm of this delightful 1920 year-round bungalow, just a stone's throw from Old Saybrook's stunning beaches. Thoughtfully remodeled, this cozy retreat blends historical character with modern comforts. As you enter, you'll find a spacious area that offers endless possibilities-use it as an eating area, a flex office, or even a sleeping space. The open floor plan invites effortless living, with an eat-in kitchen showcasing a center island and newer appliances. Off the kitchen, a slider leads to a spacious back deck, perfect for outdoor dining or soaking in the coastal air. Built-in shelves add both charm and function to the main living area, which also features a convenient first-floor half bath and laundry. Head upstairs to discover a spacious bedroom paired with a full bath featuring a stall shower. The property doesn't stop impressing there-a full basement offers storage or potential, while the flat lot includes a versatile barn/garage and an adorable gazebo perfect for relaxing or entertaining. With public water and an unbeatable location, this home is ready to be your seaside escape or year-round haven. Welcome to the best of Old Saybrook living!

61 Ingham Hill Rd, Old Saybrook

$5,900,000

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24165905 MLS

Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy fireplace, floor to ceiling windows and opens to a 750 square foot inviting deck ideal for relaxing, entertaining, soaking in the hot tub, peaceful sunsets or simply taking in the ever-changing river views. A lower level 750 square foot patio overlooks landscaped grounds, gardens and new stone fire pit area. The chef's kitchen is a dream featuring an oversized granite island, high-end stainless-steel appliances, custom cabinetry, wet bar, wine chiller that invites both gourmet cooking and effortless hosting. Designed for comfort, the home offers multiple luxurious bedroom suites each with sweeping views, spa like bathrooms, walk in closets, hardwood floors and high ceilings. It is perfect for an in-law bedroom or an au pair suite. Spacious additional bedrooms with views, entertainment room, private office with views, a loft, 4.5 bathrooms. A 5-car garage provides ample space for cars, outdoor lawn equipment or storage. A luxury lifestyle experience unlike any other on the Connecticut shoreline.

12 Rocky Point Rd, Old Saybrook

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