luxury houses for sale Old Saybrook, United States

Enjoy exclusive Beach Rights and ultimate coastal living in the highly desirable Chapman Beach community! Just steps from the sand, this bright and airy 3-bedroom, 1-bath seasonal cottage is the ultimate shoreline escape you've been waiting for. Inside, 828 square feet of sun-drenched living space is perfectly optimized for relaxed, carefree seaside vibes. Tucked away on a private lot along a quiet road, your outdoor oasis features a generous deck ready for summer BBQs, an expansive yard for lawn games, and a dedicated shed to stow your surfboards and beach gear. Ready for your personal touch! Just moments from the Connecticut Shoreline's finest dining, marinas, and boutique shopping, this rare gem is the timeless summer escape you've been waiting for.

Welcome to Greystone, a masterpiece of modern architecture. Bordered by a protected wildlife area, this 4500 sf smart home offers peace and privacy. The main level features an open living room, dining area and kitchen, den, office, half bath, laundry room and primary bedroom suite. Two ensuite bedrooms and a rooftop deck comprise the upper level. The lower level affords access to the backyard and has finished space for a gym or home office as well as a rough-in for a full bath. The kitchen boasts a 10' x 4' island and large walk-in pantry and is well appointed with Wolf and Sub-Zero appliances. An expansive white limestone wrap-around deck and spacious lawn---with an irrigation system---are perfect for relaxing or entertaining. The attached two-car garage is heated. White oak radiant-heated flooring complements the oak Unilux windows and exterior doors. Interior pocket doors and custom cabinetry continue the sleek contemporary look. Kitchen and bathroom countertops are quartzite, some with waterfall edging. Bathrooms feature limestone floors and unique tadelakt plaster walls. Designed with energy efficiency in mind, Greystone uses a geothermal system for heating and cooling. Smart home technology includes programmable LED lighting, motorized shades, security system, and wiring for audio and AI systems. A whole-house generator connects automatically during power outages.

Just the second owner of this lovingly maintained custom-built home set on a private, wooded lot with plenty of outdoor space to enjoy. Notable updates include refinished hardwood floors, an opened staircase, kitchen with newer refrigerator and dishwasher, and three beautifully renovated bathrooms. The primary suite features a walk-in closet and private bath, while the walkout lower level offers flexible space for a home office, recreation room, or hobbies. Additional improvements include upgraded exterior drainage, a radon mitigation system, cleared trees and yard, a newly paved lower driveway, and an upper driveway turnaround. Conveniently located just minutes from Westbrook's beaches, marinas, restaurants, shopping, with easy access to both I-95 and Route 9.

Essex Glen is an enclave of free-standing condominiums where you can enjoy the ease of owning a home without the hassle of maintaining the grounds. This well-maintained unit features 9+ foot ceilings, an open-concept floor plan with a great room, a gas fireplace, and gleaming hardwood floors throughout. The updated kitchen area has stainless steel appliances, granite countertops, and plenty of storage and counter space. Another room at the front of the house could serve as a living room, den, or office. The master suite has two generous walk-in closets and ensuite bath. There are also a laundry and a second bedroom which also has an ensuite bath. A sunroom at the back of the house leads to a deck and patio area in the backyard, perfect for al fresco dining. An unfinished basement and a two-car garage offer plenty of extra storage space.

Nestled in the heart of Old Lyme's picturesque village, this beautifully renovated home situated on an acre and a half seamlessly blends timeless New England charm with modern comfort. Step inside to a spacious living room centered around a classic fireplace, creating the perfect setting for relaxing or gathering with family and friends. The beautiful kitchen opens effortlessly to the dining room, where a second fireplace adds warmth and character to every meal. French doors lead from the dining room to a private bluestone patio, making indoor-outdoor entertaining both elegant and effortless. On the opposite side of the home, the first-floor primary suite offers a peaceful retreat, complete with the home's third fireplace, a generous walk-in closet, and a stunning newly renovated en-suite bath. Upstairs, you'll find two spacious bedrooms and two beautifully renovated full bathrooms, providing comfort and privacy for family and guests alike. The attached two-car garage is equipped with an electric vehicle charging station, while the detached garage offers a third bay and unfinished space above-ideal for additional storage, artist's studio, home office, or future expansion. Move-in ready, this exceptional property offers the great combination of character, thoughtful modern updates, and outstanding amenities. In one of Old Lyme's most desirable village locations, everything is just a short walk away - shops, galleries, school, The Lyme Academy, the library and much more.

Modernist Elegance - Discover a master class in Mid-Century Modern design by Charles Moore, one of the founders of Centerbrook Architects and Dean of the school of architecture at Yale. Tucked away on 5.88 private, wooded acres near the historic heart of Old Lyme Village. Built in 1972, this 3,971-square-foot contemporary estate is a rare architectural find, where bold geometric forms meet the tranquil beauty of the Connecticut shoreline. The journey begins in the large foyer leading to the expansive living room, a soaring centerpiece defined by cathedral ceilings and a wall of glass sliders. This transparent boundary invites the outdoors in, leading you directly to a stone patio and garden room courtyard-an intentional architectural transition designed for effortless indoor-outdoor entertaining. From the main gallery, the home flows into a large, modern culinary hub featuring a sun-drenched eat-in area with a custom built-in banquet, perfect for slow mornings. For quieter moments, the private library offers a sanctuary of refined comfort, complete with rich hardwood floors and floor-to-ceiling built-in bookcases. The main level is anchored by a large primary retreat, a space designed for ultimate convenience with its own private sitting room and a sprawling, boutique-style walk-in dressing room. Upstairs, the architectural drama continues with two additional bedrooms-each boasting their own cathedral ceilings-connected by a classic Jack & Jill bath

Step into timeless New England charm with this enchanting antique home, circa 1760, ideally set in the heart of the beloved shoreline community of Westbrook. Rich in character and history, this beautifully maintained residence blends classic period details with modern comforts for effortless coastal living. Featuring five inviting fireplaces, the home offers warmth and ambiance throughout, with thoughtfully preserved architectural details that celebrate its heritage. An in-ground heated pool creates a private backyard retreat—perfect for summer gatherings, relaxation, or entertaining after a day at the shore. Enjoy an unbeatable walk-to-everything location just moments from the beach, playground, charming town center, dining and community events. The spacious two-story barn includes valuable extra storage or flexible space for hobbies, beach gear, game room or workshop use. Located in a desirable beach community, this special property also boasts a proven and successful rental history, offering excellent income potential or a seamless blend of personal use and investment opportunity. A rare opportunity to own a piece of history in a prime shoreline setting—where coastal lifestyle, character, and convenience come together beautifully.

Set on a picturesque street in the charming town of Essex, 7 Orchard Heights Road offers classic New England living with spacious interiors and inviting outdoor spaces designed for everyday comfort and entertaining. This well maintained Colonial features a generously sized kitchen with ample cabinetry and workspace, flowing seamlessly into the main living areas for easy gatherings and relaxed daily living. A beautiful wraparound porch creates the perfect setting for morning coffee, summer evenings, and nighttime gatherings with friends and family. Offering 5-6 bedrooms, this spacious home provides exceptional flexibility for guests, home offices, or multigenerational living. The finished third floor adds valuable additional living space, ideal for a playroom, studio, or private retreat. The finished lower level is designed for recreation and relaxation, complete with a movie room, gym area, and full bathroom. and patio with separate entrance creating the perfect extension of the home for guests spending time, entertaining and everyday enjoyment.

Amazing custom built Nantucket style Cape situated on sprawling grounds, terraced high above a picturesque great yard & overseen by natural highlands. The setting is nothing but breathtaking! Inclusive is an inground pool engulfed by the primary hardscape which walks-out from the lower level & is situated high above the great yard. A magnificent carriage house featuring a 4 bay garage & significant apartment with full kitchen, large living room, bedroom & full bath. The primary home is a masterpiece of open flowing spaces & painstakingly milled trim, woodworking & built-in's throughout! The chef's kitchen boasts incredible cabinetry & built-in hutches that harness the expansive island & fine appliances to include Dacor gas cooktop & wall ovens as well as blended Subzero & walks-out to a blue stone patio. The great room just embraces the theme with incredible wood work, gas fireplace & French doors which open to a veranda above the pool & yard beyond an epic terrace stone wall. The main level is completed with the finely appointed primary bedroom suite as well as additional bedroom suite & mudroom with half bath. The upper level is inclusive with a 3rd suite ideal as guest space. The lower level is charming & includes a tavern room with a full custom wood bar, family room with gas fireplace, rec room & a full bath. Additional enhancements include Viessmann on-demand hot water, Buderus boiler, home-run plumbing, full house on-demand generator & much, much more!!!

Welcome to Wyckford a delightful 6 unit condominium complex on Lyme Street. Unit 6 is a refreshed 2 bedroom, 2 bath ranch with hardwood floors. The entrance foyer and baths have tile floors. The eat-in kitchen is fully applianced with quartz counters and the laundry is conveniently placed near the bedrooms. Sliders in the living room go out to a fenced patio with pavers. The unit is serviced with a whole house generator fueled with propane and a one car attached garage.

Experience the essence of Essex village living in this distinguished historic home. Perfectly positioned in the heart of the village, 17 Scholes Lane is a master class in period charm and modern amenities offering a peaceful, sun-drenched retreat where 18th-century soul blends seamlessly with high-end, contemporary finishes. Thoughtfully renovated to prioritize water view, light and flow. At its center is the airy chef's kitchen, a striking space featuring, architectural drama, soaring vaulted ceilings and oversized windows that bathe the room in natural light and maximize the expansive water view. Exquisite finishes, custom cabinetry anchored by a natural stone island, and designer details like premium Waterworks fixtures provide a polished, timeless touch. Throughout the home, the character of 1784 is vibrantly alive. You'll find original paneling, wide-plank flooring, and period doors with their authentic hardware. The first-floor primary suite offers a private sanctuary of modern luxury. The ensuite bathroom is a work of art, featuring marble-tiled floors and walls paired with elegant Waterworks appointments. Adding to the old-world charm are the three working wood burning fireplaces. One is centered in the Living Room which features a floor to ceiling bow picture window capturing the ever-changing, picturesque water view and nature.

Steeped in history and prominently positioned in the heart of Essex Village, the distinguished Frederick Scholes House (circa 1890) offers a rare opportunity to own a landmark waterfront estate. Cherished by its current owners for 49 years and nestled on a quiet lane along picturesque Middle Cove, just off the Connecticut River, this property seamlessly blends timeless character with refined living. Set on a .45 private lot, this meticulously maintained antique residence spans approximately 3,769 square feet and captures serene water views from its beautifully landscaped grounds. Despite its central village location, just moments to shops, dining, and marinas, the home offers an exceptional sense of privacy and tranquility. Rich in architectural charm, the home features soaring ceilings, expansive windows, and elegant, light-filled interiors that reflect generations of thoughtful stewardship. Once known as one of the village's grand homes, its legacy continues today as a warm and inviting retreat with sophisticated style and historic integrity. Designed for both everyday living and entertaining, the property includes a spacious three-car garage and generous living areas that honor its past while accommodating modern lifestyles. The grounds unfold toward the water, offering a peaceful backdrop and a true connection to Essex's coastal beauty. This Historic Essex Village waterfront home is a rare offering where heritage, location, and lifestyle converge.

Hilltop Cottage c.1900 The Perfect pied a terre in the heart of the historic Essex CT yachting village welcomes you in each season. In spring, see your professional perennial cottage garden come alive with roses, irises, and peonies. In summer, entertain friends on your large private deck overlooking more gardens and catching the breeze off Long Island Sound. In fall, join in the village Halloween parade then cozy up in front of your carefree gas fireplace. As winter arrives, stroll down to Main Street for holiday shopping in a Hallmark movie town, then watch the twinkling lights on the opposite shore of the mighty Connecticut River from your English cottage dining area. Two bedrooms, 1.5 baths, chic galley kitchen, mini splits, living room with year-round sun porch. One-car garage plus ample street parking. Freshly painted in Farrow & Ball. Window treatments and stair runner included. Furnishings are negotiable. Lock-and-leave charm and convenience minutes from I-95, Amtrak, and Tweed Airport.