A day trip to Old Saybrook should include a stop at Harvey's Beach, a small public beach along the sound with a small playground and a sandy beach. At low tide, the beach becomes a wonderful place to wander along Old Saybrook's scenic shoreline. After soaking up the sun, head down Main Street to grab a sandwich, soup or salad from Walt's Market, a family owned deli and market that has been serving locals and visitors for over 50 years! For dessert, make your way across Main Street to Sweet Luna's, a locally owned frozen yogurt shop where you can choose between several different flavors of frozen yogurt and an extensive array of toppings! Travel back down Main Street to the Mini Golf at Saybrook Point for a rousing game on the newly-restored course, while enjoying the gorgeous water views. Next door, you can traverse across the boardwalks that run along the marshes and roam through the rolling grounds while you enjoy nature and learn some of the history of Old Saybrook at the Fort Saybrook Monument Park. Next, take a stroll or a drive down the causeway and enjoy the scenic views of Long Island Sound. You may even spot a historic lighthouse or two!
"You can traverse across the boardwalks that run along the marshes and roam through the rolling grounds while you enjoy nature and learn some of the history of Old Saybrook at the Fort Saybrook Monument Park."
The Katharine Hepburn Cultural Arts Center, known affectionately as The Kate, is also on Main Street. It’s a wonderful venue, situated in a historic building, where you can enjoy a variety of performing arts shows and visit a small museum dedicated to Old Saybrook's most famous former resident, Katherine Hepburn. If shopping is your preference, there are an abundance of both local and chain stores to indulge your passion, including Saybrook Country Barn, Harbor Books and staples such as Walmart and Ocean State Job Lot. Old Saybrook is easily accessible by car or train. You could easily spend a weekend or longer, exploring all that Old Saybrook has to offer!
Featured Listings
134 Meadow Woods Road, Deep River, CT
$2,200,000
134 Meadow Woods Road is a rare Connecticut Shoreline estate property offering a custom Saltbox-style home on approximately 30 private acres in one of Deep River's most desirable locations. This 3-bedroom, 2-bath country home features approximately 1,591 square feet, hardwood and wide-plank pine flooring, a cathedral ceiling, patio, and unfinished basement. Surrounded by mature woodlands, historic stone walls, and gently rolling topography, the property offers exceptional privacy, natural beauty, and flexibility. The existing residence provides immediate value as a primary home, weekend retreat, guest house, caretaker residence, rental property, or multi-generational living opportunity. Expansive acreage creates space for outdoor recreation, hiking trails, gardening, equestrian pursuits, or the creation of a private estate, family compound, or legacy property. In addition to the existing home, the property may offer future residential subdivision potential for approximately 5-7 lots, creating a compelling investment property and residential development opportunity. Builders, developers, and investors will appreciate the combination of buildable acreage, road frontage, and potential estate sized homesites. Select future building locations may offer seasonal Connecticut River views depending on elevation and home placement. Located near Marinas, Connecticut River, Essex Village, Chester Village. Unique property combines a custom home with acreage and development potential
134 Meadow Woods Road, Deep River, CT
$2,200,000
Rare opportunity to acquire approximately 30 acres in one of Deep River's most desirable locations. This exceptional property presents a unique residential development opportunity combining privacy, natural beauty, existing improvements, and future potential. The property includes an existing Saltbox style residence and offers subdivision potential for approximately 5-7 residential lots, subject to approvals and diligence. Featuring gently rolling topography, mature woodlands, historic stone walls, and expansive acreage, this remarkable parcel is ideal for builders, developers, investors, or buyers seeking a private compound, family compound, multi generational compound, or legacy property. The land is well suited for luxury homesites, estate sized lots, custom homes, a boutique luxury subdivision, or a private estate. Select building locations may offer seasonal Connecticut River views depending on home placement and elevation. The existing Saltbox home provides immediate utility as a residence, guest house, rental property, caretaker's home, or staging area during future development. Minutes from Essex and Chester Village, the property offers convenient access to the Connecticut River, Safe Harbor Marinas, yacht clubs, the Essex Steam Train, shopping, dining, cultural attractions, and the Route 9 commuter corridor while maintaining a secluded setting. A rare Connecticut Shoreline offering combining 30 acres, residential subdivision potential, luxury homesites.
18 Birch Mill Road, Killingworth, CT
$2,195,000
The Well Maiden Estate is a rare architecturally significant waterfront estate where cascading waterfalls, winding streams, and Kroopa Pond converge across 3.5 private acres to create one of Connecticut's most extraordinary residential settings. Just minutes from the Connecticut shoreline, marinas, beaches, and fine dining, and ideally positioned between New York City and Boston, this private luxury retreat offers a rare opportunity to own a legacy estate equally suited for year-round living or a distinguished second-home escape. Originally a historic fishing shack, the restored wing blends seamlessly with a striking architectural residence designed to embrace its natural surroundings. Soaring vaulted and barreled wood ceilings, walls of glass, rich hardwood and slate floors, and 2 grand living rooms with magnificent fieldstone fireplaces create warm, sophisticated spaces with captivating water views. Chef's kitchen with Garland 6-burner range, double ovens, flat-top grill, Sub-Zero refrigerator, farmhouse sink, pantry, and abundant cabinetry. Four bedrooms include a private upper-level primary suite with exposed beams, waterfront balcony, dressing room, walk-in closet, clawfoot soaking tub, and spa-inspired bath. Heated gunite saltwater pool and spa with waterfall, rare private clay tennis court, bluestone terraces, Viking grilling station, and outdoor shower complete this exceptional estate where architecture, nature, privacy, and luxury exist in perfect harmony.
