About this home

Welcome to 514 Main Street, a waterfront custom-crafted home built in 2006 with unobstructed, expansive views of North Cove. This coastal-inspired retreat blends sophisticated elegance with everyday functionality. Boasting 3,766 square feet, this home has 4-bedrooms, 3.1-baths with an open-air concept that centers around a spectacular great room, setting the stage for seamless entertaining and comfortable daily living. Steeped in high-end finishes, the main level features an expansive chef's kitchen equipped with granite countertops, a large island, a dedicated walk-in pantry, separate bar/prep sink and double wall ovens. It transitions effortlessly into the dining area, which opens onto a tranquil screened porch directly overlooking North Cove-your future favorite spot for morning coffee or relaxing summer evenings. The highly desirable first-floor layout includes a luxurious primary master suite complete with a spa-like bath. Ideal for modern remote work, the main level offers a dedicated home office plus a separate quiet study. Upstairs, the home continues to impress with a playroom/rec room outfitted with custom built-in bookshelves. Tucked away on yet another level is a unique "Crow's Nest"-a perfect reading nook or a great space for a spin cycle with an amazing view of both North and South Coves. Complete your day with your favorite beverage on the balcony, watching the sailboats as they return to their moorings in the protected cove. A spacious 3-car garage provides exceptional storage for vehicles and coastal gear. Keep the coastal gear ready because final Connecticut DEEP approval is imminent for a boardwalk and dock designed and ready to be built on the property's direct waterfront. With too many updates to list, this house is move-in ready - all the work has been done for you. Location is everything, step directly out onto the neighborhood sidewalks and take a short, scenic stroll into downtown Old Saybrook to enjoy local boutique shops, acclaimed restaurants, and performances at the historic Katherine Hepburn Cultural Arts Center. Saybrook Point Resort is a short walk to waterfront front dining where the CT River meets the Long Island Sound. Commuters will love being just minutes from the Amtrak station for easy commutes to NYC or Boston.

Facts and features

Schools

• Old Saybrook Middle School

  elementary · 5-8 · 0.4 mi

  8

• Old Saybrook Senior High School

  high · 9-12 · 1.6 mi

  8

• St John School

  elementary · K-8 · 0.8 mi

• Kathleen E. Goodwin School

  elementary · K-4 · 0.8 mi

  6

• Joshua Center Shoreline CDT

  high · 9-12 · 1.5 mi

• The Children's Tree Montessori School

  elementary · K-4 · 2.4 mi

Price history

• Oct 24, 2026 · Listed$2,495,000
• Feb 23, 2021 · Sold$1,275,000
• Feb 7, 2021 · Listing Removed—
• Nov 11, 2020 · Price Changed$1,475,000
• Oct 15, 2020 · Listed$1,575,000
• Dec 23, 2004 · Sold$487,500

Tax history

• 2025$16,800 tax · $1,083,900 assessed
• 2023$15,194 tax · $742,600 assessed
• 2022$14,911 tax · $742,600 assessed
• 2021$14,889 tax · $742,600 assessed
• 2020$14,889 tax · $742,600 assessed
• 2019$14,666 tax · $742,600 assessed
• 2018$14,684 tax · $749,200 assessed
• 2017$14,729 tax · $749,200 assessed

Home value

$2,334,222

• Quantarium$2,334,222
• Cotality$2,562,100
• Collateral Analytics$2,241,000

Where it is