$774,472Average Value$484Average Price per Sq Ft13Homes For Sale
Waterside living and a competitive housing market in Old Saybrook
The quiet town of Old Saybrook lies on the Long Island beach. It's a fantastic catch for buyers searching for a waterside house with many beach and water activities. "From that perspective, Old Saybrook offers a lot, whether you want to live by a river, a cove, or the Long Island Sound," states Linda O'Hara, who leads Linda's team at William Raveis Real Estate. But Lewis Jump III, a Realtor with Remax ONE, says housing stock in the area is sparse. “It’s a tough area to sell,” he says. “The homes are in demand and sell really quick.”
Town Hall in Old Saybrook is right at its center.
Old Saybrook is never far from the water.
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Waterfront access and homes with spacious lots
In Old Saybrook, single-family homes with 1,200 square feet, three bedrooms, and two bathrooms on a spacious 2.5 acres start at about $340,000. Housing styles consist of colonials, ranch-style and Cape Cods. Larger acreages of land are typically found further inland, where certain Old Saybrook neighborhoods are tucked away in The Preserve, a wildlife preserve. In Old Saybrook, prices peak near the water at about $4.2 million. These opulent seaside residences typically feature 2,700 square feet, four bedrooms, and three bathrooms with views of the Long Island Sound. Due to the proximity to the beach, Jump III warns that the neighborhood and the Main Street district have “a lot of foot traffic.” There are some HOAs in the area and Jump says they usually charge by the years and most are reasonably priced. The community comes together annually for holiday celebrations, a Fourth of July parade and an annual art festival.
You can find a range of architectural styles, from historic colonial homes to modern designs.
Brick Homes in Old Saybrook, CT.
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An array of extracurriculars at Old Saybrook High
Old Saybrook Public Schools, which are renowned for their academics, teachers, clubs, activities, and college preparation—all of which have earned an A-minus grade or higher on Niche—teach students in the community. Additionally, Niche ranks the district as the best in Middlesex County. The youngest students in Old Saybrook begin their education at Kathleen E. Goodwin Elementary School. This school is well-known for its academics, teachers, and 10 to 1 student-teacher ratio. It has a B-plus rating on Niche. Old Saybrook Middle School's academic performance and teacher quality both get A-minus ratings on Niche. Old Saybrook High School, ranked No. 1 in Middlesex County and with an A grade on Niche, is where students complete their secondary education. The school offers popular clubs, activities, and top-notch academics and teachers. Numerous extracurricular activities are available to students, including groups for sailing, skiing, and dungeons & dragons. At Old Saybrook High, family frequently attend games to cheer on their teams. Sports are quite popular there.
The Daisy Ingram School is a public elementary school
The Children's Tree Montessori School in Old Saybrook is a private school.
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Drive a golf cart to nearby recreation
Old Saybrook is renowned for its stunning beaches, each with its own village, ranging from Cove Beach to Great Hammock, Harvey's, and Chalker. "Everybody drives around in their golf carts in those communities," adds O'Hara. "The town is walkable as well. Everywhere you go, you may ride and walk." Another well-liked activity in Old Saybrook is golfing. A well-liked option is the Fenwick Golf Course near South Cove, so golfers can practice their swing while enjoying ocean views.
Old Saybrook's Parks and Recreation has a ball field and basketball court.
Clark Community Park in Old Saybrook has ball and soccer fields.
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Local eateries along Route 1
Most of Old Saybrook’s eateries are along Route 1, which passes through Old Saybrook's southern section along the shore. Meals fit for gods may be found at the Parthenon Diner, where residents especially enjoy the "really hungry man" breakfast platter, which lives up to its name with bacon, ham, sausage, two eggs, home fries and toast. Groceries are found at Walt’s Food Market and Sam’s Food Store.
Visit Turtle Cafe and enjoy a good breakfast and coffee in Westbrook, CT.
The Parthenon Diner in Old Saybrook is the place to get a bite
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Holiday celebrations in Old Saybrook
The community comes together annually for holiday celebrations, a Fourth of July parade and an annual art festival.
Access to I-95
Interstate 95 can be accessed via Main Street and Route 1 for those who must commute.
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GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
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On average, homes in Old Saybrook, CT sell after 54 days on the market compared to the national average of 54 days. The median sale price for homes in Old Saybrook, CT over the last 12 months is $710,000, up 3% from the median home sale price over the previous 12 months.
Downtown Old Saybrook location offers true small town charm, a first floor primary bedroom, and two full baths. Tucked away on a quiet dead end street just steps to sidewalks, this classic New England style home presents a renovation opportunity in one of the shoreline's most desirable neighborhoods. Walk to Trask Park, the Old Saybrook Library, local shops, and favorites like Walt's Market.
The exceptional 24 W.Shore Dr. at the well known Cornfield Point Association residence offers an ideal blend of comfort, amazing waterviews, beach access and convenience. Solid brick custom home with impressive water views from the new upper deck and other areas of the house. 24 W. Shore Dr. is in move-in condition with remodeled kitchen with all new appliances, sun filled living room, 3 full
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
This beautifully renovated ranch style home provides a perfect blend of modern style, comfort and luxury. As you enter you will be greeted by beautiful hardwood flooring creating a seamless flow from room to room elevating each space with enduring charm, comfort, and sophistication. This home boasts three spacious bedrooms and one full bathroom featuring sleek and modern finishes. The
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
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
RARELY AVAILABLE NEW CONSTRUCTION IN NORTH COVE! This modern farmhouse-style Cape, built in 2023 in sought after North Cove, offers over 2,500 sq ft of bright, open living space. The high-end kitchen features a large center island, pantry, quartz countertops, and GE Cafe appliances including a duel fuel oven/stove. The layout includes 3 bedrooms and 3 full baths, with the flexibility to create a
Welcome to Otter Cove Estates, located in Old Saybrook Ct. Live in the established area of residential homes that offer large lots of 2 acres at the mouth of the Ct River. This home offers 3 bedrooms with Master suite on the first floor with ensuite. Open floor plan large kitchen, built in newer appliances subzero built in fridge, Electrolux double ovens, Bosch dishwasher and newer microwave.
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
In town location! Close to Main Street and to several shopping centers for you to enjoy all that Old Saybrook has to offer: shops, restaurants, The Kate Cultural Art Center, library, parks & rec, and more! This 2 bedroom 2 bath ranch style home has beautiful hardwood floors through out. The natural light streams in through the bay window of the classic living/dining room, where a dutch door opens
Commercial Mixed Use, cross-posted on MLS alternative # 24149460. 7.06 CAP r a t e ~ Prime mixed-use investment property offered at $850,000 along the high-visibility Route 1 corridor. The asset consists of three total units of office/retail space with direct road frontage and two residential apartments privately situated in the rear. Trusted General Contractor currently rents the rear yard space
Approved building lot with water views. Located at the end of Mulberry, very private location yet close to downtown and Saybrook Point Resort & Marina. 1/2 ac already cleared. Lot must be sold with 7 Willard Ave
Surrounded by natural beauty and overlooking an ever-changing marsh, this inviting coastal retreat offers rare privacy, scenic views, and coveted deeded beach rights to Cornfield Point Beach, just a stroll away. Set on 1.44 acres and approached by a charming private bridge, the property feels peacefully removed while remaining moments from the heart of Old Saybrook. The picturesque grounds framed
Welcome to Hanford Commons – The Definition of LuxuryDiscover modern living at its finest with our brand-new apartments in the picturesque town of Old Saybrook. Hanford Commons perfectly blends style, convenience, and comfort, offering you a home that exceeds expectations. Each thoughtfully designed unit features stainless steel appliances, an in-unit washer and dryer, central heating and
2026 Beach cottage -- April 15 to Oct 15 -- $3,500/month. One lucky renter will get to spend spring, summer, and fall in this charming Chalker Beach cottage! Located in a private association, this home is just a short walk to the large soft-sand beach. Walk for miles along adjoining beaches and neighborhoods during the day, and enjoy the magical pastel sunsets over the ocean at night. Inside,
Located in Old Saybrook, with easy access to Main Street and Boston Post Road, Saybrook Station Apartments are just a quick jaunt to the train station, a four-minute drive to the historic Town Green, and minutes away from 1000 acres of coastal forest at The Preserve. Not to mention, all of the shopping, dining, and entertainment that nearby New Haven has to offer. Picture coming home every day to
A rare opportunity to enjoy this stunning luxury waterfront home located in desirable Cornfield Point Beach. Wake up each day to breathtaking panoramic views and unwind in a beautiful outdoor space designed for entertaining! From the moment you step inside, you'll appreciate the open floor plan, abundance of natural light, and exceptional craftsmanship throughout. Large windows frame the water,
Welcome to the center of Old Saybrook! You can stroll to Main Street for shopping or walk to local schools and the library. This meticulously renovated house boasts a totally updated eat-in kitchen with brand-new appliances and a deck overlooking a huge, fenced yard. The landlord graciously offers to mow the lawn! Both full bathrooms, one on each level, are also brand new. There is a separate
Step into this delightful and charming fisherman's cottage in the heart of downtown Old Saybrook. Built in 1800, 43 Pennywise Lane blends warm and cozy character with surprising spaciousness. The owner has preserved this home's historical integrity while adding in modern comforts. The first floor features an oversized primary suite with full bath, office space and reading nook. The eat-in kitchen
Adorable 4-bedroom, 1-1/2 bath beachfront retreat available as an academic rental from early September through the end of May in the highly sought-after Chalker Beach neighborhood of Old Saybrook. Offered fully furnished with all utilities included, this charming coastal home that was completely rebuilt in 1986 is the perfect place to enjoy off-season shoreline living. Warm coastal wood paneling
Studio unit includes heat, hot water, electricity, cable, and internet. Recently remodeled. Clean and freshly painted. Private bath. Parking available. Conveniently located. Walking distance to beach.
An opportunity for a year around costal leaving, close to downtown and beach. A Refined Coastal Estate in the Heart of Old Saybrook, Connecticut. Set on nearly an acre along a tranquil tidal inlet leading into the Ferry Point Marsh Wildlife Management Area, this coastal estate offers a rare blend of privacy, natural beauty, and enduring craftsmanship. A true retreat, where every element has been
This home is just one short block from the beach and has a nice sized yard with a patio and outdoor shower. The roomy kitchen opens to a large great room with a gas burning stove. There is also a separate living room to the front of the house. This home has plenty of room for parking and is a member of Cornfield Point with two beaches, a club house, pickleball court, tennis court and activities
Classic New England year round beach house across the street from the ocean in the private Knollwood beach area. This home has 4 bedrooms, 2 full baths and an outside shower ! Master bedroom has a king bed, 2nd bedroom has a full size bed, 3rd bedroom has a queen size bed and 4th bedroom has a full and twin bed. Stunning views on every side and amazing sunsets ! This is a great location the
Fantastic Opportunity to Rent in Fabulous Fenwick! This charming water-view traditional Fenwick Cottage is available from September, 2026, through June 20, 2027! Boasting 4 bedrooms and 4 baths plus a huge third-floor rec room/bunk room space, the home offers over 3,700 sq. ft. of comfortable beach living. Open floor plan living room with walls of windows and French door access to a spacious back
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