Homes for Sale near Old Saybrook Middle School

Discover the best of Connecticut shoreline living at 11 Trolley Crossing in Old Saybrook-a private 3+ acre compound blending classic Colonial architecture with modern luxury. Designed for those who value space, comfort, and connection, this 3,600 sq ft residence invites you to experience an exceptional lifestyle surrounded by nature and minutes from the coast. A covered front porch opens to

Jennifer Gurnell William Raveis Real Estate

Enjoy your summers at Cornfield Point with a 5 bedroom Colonial with large of space for everyone. After a refreshing day at the beach come home to plenty of space for fun family gatherings. Parking is plentiful with extra storage. Your summers can be filled with boating, beaching, amazing sunsets, and fine dining at a many local restaurants. Don't miss your change to chance to live in Cornfield

George Agnelli Agnelli Real Estate

Nestled in the prestigious Cornfield Point Beach Association neighborhood, this upgraded ranch offers one-level living at its finest with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, central air, a huge bonus room you can convert to a third bedroom, this home provides comfort and style. A spacious open plan living room

Brian Beaulieu KW Legacy Partners

Did you ever dream of owning two vacation homes, one near the water within walking distance to a beach, and another quiet cabin somewhere in the mountains or woods where you are surrounded by natural beauty? This unique home is both! Tucked away on 2+ private acres in the coveted Indian Town Beach Association, it is a spacious custom-built post and beam timber frame with amenities that rival a

Susan Malan William Pitt Sotheby's Int'l

Located on a corner lot in the District of Fenwood with views of the water, this house has all of the comforts of home. The spacious main level entry offers the living room, family room with a fireplace, formal dining room, full bath, and kitchen. The kitchen is complete with an island breakfast bar, and wet bar where the view of the cove is evident of the peaceful neighborhood. Upstairs are the

Eric Porco 4 Corners Realty LLC

Knollwood Beach Association NEW Construction! Experience three levels of sun-filled coastal elegance in this tastefully designed home offering space and flexibility for modern living. The open floor plan flows with light-colored hardwoods throughout, anchored by a designer white kitchen on the main level, while a walk-out lower level with its own kitchenette provides the perfect setting for

Joel Lucas Coldwell Banker Realty

Discover the serenity of Ayers Point in this spacious 3400 sq ft home with captivating views of the Connecticut River and surrounding marshland. Privately set with a beautiful inground pool and lush gardens, this retreat is perfect for those seeking a coastal lifestyle near boating and village charm. The home features both main and upper level primary suites, offering flexibility and comfort for

Joel Lucas Coldwell Banker Realty

No Flood Insurance Required! Built in 2025, this brand-new Old Saybrook Colonial blends architectural elegance, energy efficiency, and modern coastal living all outside the flood zone. Just moments from Town Beach, Fenwick Golf Course, Saybrook Point Marina, and downtown Main Street, this location offers the perfect balance of convenience and serenity. Inside, sun-filled red oak floors,

Jennifer Gurnell William Raveis Real Estate

Why settle for a remodel when you can own brand-new construction on Old Saybrook's shoreline? Surrounded by water and bathed in natural light, this architectural retreat captures the beauty of South Cove with walls of glass, soaring ceilings, and effortless flow between indoor and outdoor living. Built from the ground up, this home blends modern design with coastal charm - just steps from

Michael Riccio Calcagni Real Estate

Most beach homes ask you to choose: location or amenities, space or style, primary home or vacation retreat. This one says "why not both?" Perfectly positioned just 50 steps from Knollwood Beach, this spacious 3-bedroom 3-bath sanctuary delivers the rare combination of prime beach access and every amenity you'd expect from a year-round residence. A stress free move-in is possible here, as this

Teri Lewis William Pitt Sotheby's Int'l

Great mixed-use opportunity. Fully leased office building with town-approved one-bedroom apartment on Second Floor with kitchen, full bath including washer/dryer. Great opportunity to own a mixed-use property on beautiful Main Street in Old Saybrook. Established salon with long term lease on first floor. The one bedroom apartment on the second floor has been carpeted and painted and has separate

Gary Marino William Raveis Real Estate

Downtown Old Saybrook Home | First-Floor Primary Suite | Walk to Town & Beach. This classic New England-style home nestled on a quiet dead-end street just steps from downtown Old Saybrook. Enjoy sidewalks leading to shops, restaurants, library, beaches, parks, and schools-everything you love is within easy reach. Set on a cleared half-acre lot, this property features professional landscaping with

Jennifer Gurnell William Raveis Real Estate

Enjoy coastal living in this delightful 3-bedroom home offering serene marsh views in Old Saybrook's sought-after seaside enclave. The thoughtfully designed main level features a spacious open-concept chef's kitchen flowing seamlessly into the dining area and family room. A charming fireplace anchors the eating area, creating an inviting gathering space. An enclosed 4-season sunroom offers

Tammy Tinnerello William Pitt Sotheby's Int'l

Impeccably Renovated Waterfront Condominium in Coveted Sheltered Cove! Welcome to this beautifully renovated, turn-key condominium in the highly sought-after Sheltered Cove community of Old Saybrook. Every detail has been thoughtfully updated, blending modern comfort with timeless coastal charm. Step into a bright, open-concept kitchen featuring sleek stainless steel appliances, abundant

Susie Kelly Coldwell Banker Realty

Nestled on a .93 Acre corner lot this 3 Bedroom Ranch offers one floor living. Fireplace in Living Room, Eat-In Kitchen, Vinyl siding, a four year old roof plus gutter guards for easy maintenance. The Lower Level features a Den/Family Room with a built-In Bar. Enjoy the convenience of a 2 bay garage with door openers during inclement weather. Easy access to Rt 9, I95 or the train station for the

Sandy Orsie Berkshire Hathaway NE Prop.

Welcome to 5 Sunrise Ave., Old Saybrook on the Connecticut Shoreline nothing to do with this one level ranch. This lovely home has three bedrooms, updated bath, updated kitchen, dining / living room. Hardwood floors, Stainless Steel Appliances, white cabinetry and an island for the inspiring chef to create and perfect their culinary skills. Entertain at home enjoy a lovely backyard with an

Terry McDonald McDonald Real Estate, LLC

Beautiful Condominium offered in Sheltered Cove. Set within the serene, meticulously maintained grounds of Sheltered Cove, this charming two-story condominium offers a rare chance to enjoy North Cove and the Connecticut River. Expansive lawns, picturesque views and tranquil surroundings create a setting that feels both private and welcoming. Residents enjoy a newly remodeled swimming pool,

Robin Linares William Pitt Sotheby's Int'l

You will never need to move again! Eden Harbour, an elegant and vibrant 55+ Condominium Community is just across the street from the Connecticut River and marinas. This amazing one level unit has an open floor plan, hardwoods throughout and is fully accessible. Enter through a gorgeous foyer which leads to a beautiful Living Room and Dining Area featuring stately columns, gas fireplace, and

Kathy Schellens William Pitt Sotheby's Int'l

An EXTRAORDINARY MODERN MASTERPIECE: Inspired by renowned architect Frank Lloyd Wright, sited to take full advantage of an exceptional, private 1.6 acre waterfront location overlooking North Cove and the CT River, and constructed with meticulous care and the best of the best curated materials, 20 Saltus Drive offers a luxurious, comfortable lifestyle with panoramic water views from almost every

Margaret Muir William Pitt Sotheby's Int'l

Adorable seasonal beach cottage nestled in the heart of Old Saybrook! This charming 2-bedroom, 1 bath retreat offers the perfect blend of coastal charm and convenience. Enjoy the large deep back yard and outdoor shower after you return from a day at the beach. Connected to public water and ideally located just a short stroll to town, or the Saybrook Point Inn. Whether you're dreaming of summer

Maddy Mattson Coldwell Banker Realty

Welcome to this beautifully updated ranch-style home, where modern charm meets cozy comfort! With 1,196 square feet, this inviting residence offers three spacious bedrooms and an exceptional full bathroom. The heart of the home is its chef-inspired kitchen, complete with sleek new appliances, chic cabinetry, and stunning quartz countertops; perfect for whipping up daily meals or hosting lively

Joshua Rivera eXp Realty

This FEMA compliant coastal residence in Old Saybrook offers panoramic views of South Cove at the mouth of the Connecticut River, where the river meets the sound. The property features a new deck, providing an ideal vantage point for observing the sunrise and local wildlife each morning, as well as evening views of Lynde Lighthouse and passing boats.The house has been lifted out of the flood

Pardi & Zucco Team William Pitt Sotheby's Int'l

Mid-Century Modern Gem with Marsh Views and sunsets in Cornfield Point. Welcome to this stunning mid-century modern split-level home, perfectly situated on a serene half-acre lot in the sought-after Cornfield Point waterfront community. Backing directly to the marsh with water access to Long Island Sound, this beautifully updated home offers the ideal blend of timeless architectural style and

Marc Delise Coldwell Banker Realty

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

Sharon Linder Berkshire Hathaway NE Prop.

Presenting a single level light-filled mid-century modern masterpiece, set on a prominent 2.7 acre private waterfront peninsula! Enjoy 875' of frontage along the CT River and adjacent Turtle Creek nature preserve. This dreamlike property comes with two docks. A deep water dock on the river, plus a second dock on Turtle Creek! Drink in views from Essex Harbor to the north, across the river to Old

Rick Weiner William Pitt Sotheby's Int'l

This FULLY FURNISHED seasonal cottage offers all the cozy beach vibes you've been looking for. Pull into the paver stone driveway with room for multiple vehicles, golf carts, or beach cruisers. A shed at the end of the driveway provides easy storage for all your beach gear. Step into the beautifully manicured, fully fenced backyard complete with a paver stone patio, open lawn for play or

Danielle Spada Coldwell Banker Realty

In the heart of Old Saybrook! This home was built in 1919 and is called a New Englander. This Main Street house offers a walkable location to Main Street which has all the local flair! Stroll to the Katherine Hepburn theater which offers many events thru out the year. Main Street has shopping and restaurants or just a beautiful walk. Walking distance to Kathleen Goodwin school, Main Street school

Paula Stuart Berkshire Hathaway NE Prop.

LOCATION, LOCATION, LOCATION! This spacious 3200 sq.ft. home offers BEAUTIFUL WATER VIEWS and an UNBEATABLE LOCATION in one of the shoreline's most sought-after communities. Perfectly situated between Saybrook Point and Town Center, it's just a short walk in either direction to enjoy marinas, top-rated restaurants, boutique shopping, and local favorites like the Saybrook Inn. This cul-de-sac

Lynne Ferrigno Coldwell Banker Realty

Every home tells a story and the often admired c.1704 Black Horse Tavern in historic North Cove is no exception. Located at the waters edge and offering expansive water views, this stunning private residence is rich in both local history and architectural detail. Meticulously curated to perfection, quality of craftsmanship is evident throughout. A warm and welcoming entry leads to elegant

Kyle Hinding Coldwell Banker Realty

Summerwood on the Sound. Step into this stunning townhouse condominium featuring a fabulous kitchen with spacious quartz counters and breakfast bar, custom designed cabinetry and stainless steel appliances. The open concept living room and dining area boast beautiful wood flooring, elegant crown molding and glass doors to the private deck area, perfect for relaxing and entertaining. There is also

Carla Mousch William Raveis Real Estate

This home is being sold "AS IS".

Paula Stuart Berkshire Hathaway NE Prop.