luxury houses with terrace for sale Old Saybrook, United States

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.

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 six inviting fireplaces, the home's warmth, ambiance and thoughtfully preserved architectural details celebrate this home's true heritage. An in-ground, heated pool creates a private backyard retreat while the "walk-to-everything" location makes this home a perfect escape from a hustle and bustle daily life. Just moments from the beach, charming town center, dining and community events, this home also features a two-story barn creating extra valuable storage or flexible space for hobbies, game room, beach gear or workshop space. Located in a desirable beach community, this special property also boasts a proven and successful rental history with excellent income potential or a seamless blend of personal use and investment opportunity. A rare chance to own a piece of history in a prime shoreline setting where coastal lifestyle, character and convenience come together beautifully.

This charming and updated historic colonial is tucked away on a quiet road on 1.4 acres. The original two-story structure was built in the mid 1800s, and the additional first-story wing was later added in 1974. The main house has a cozy living room with a fireplace, a formal dining area with a window seat, reading room, a family room/den, and a powder room. The updated galley kitchen features upscale stainless-steel appliances, lots of cabinet space for storage, and plenty of counter space. There is a sunny breakfast nook just off of the kitchen. Upstairs are two bedrooms, including the primary with ensuite bath along with another bedroom and full bathroom. The addition offers a private and separate living space, with a kitchen, living room, bedroom with ensuite bath, a den and another full bathroom. As it is connected to the original house by a breezeway, it offers a good option for use an in-law apartment or for a multi-generational living arrangement. The main house has beautiful wide-plank floors and the apartment has hardwood floors. There is a spacious two-car garage located at the end of the addition. Outside is a lush mixture of mature landscaping, lawns, and shady trees. You can enjoy the outdoor setting from the covered front porch, a patio area off of the breakfast nook, or another patio by the pool area shaded by a vine-draped pergola leading directly to the sparkling in-ground gunite pool.

An elegant and lovingly maintained antique colonial situated on 1.2 secluded acres near the Old Lyme Country Club. Recent updates include new landscaping front and back, new hardscaping around the pool deck, a new cedar roof, well tank, and a HVAC system including ductwork. The interior preserves the historic aspects of the home while graciously blending all the amenities of modern life. A formal living room and cozy library frame the front entryway, and lead to a large family room lined with walls of windows and French doors that bring in loads of natural light. Thoughtful classic architectural details throughout the home include wide-plank hardwood floors, custom built-in cabinetry, crown molding, and front and back stairwells. The cheery kitchen is placed conveniently off the dining area, again filled with more windows and French doors leading to the outside patio. With plenty of room for outdoor seating and dining, it is the perfect spot for entertaining friends and hosting family gatherings around the in-ground gunite pool and spa. A lush lawn beyond beckons for yard games and playing fetch with the dog. Upstairs are four distinctive bedrooms. The primary suite has an ensuite bathroom and walk-in closet. There is another bedroom with a second ensuite bath, and two more rooms that share a third bathroom.

Essex Village waterfront enjoys one-level living and truly incredible sunrise colors and direct views of spectacular sunsets over water creating reflective and ever-changing scenery. This three bedroom, modern home is nestled between Middle Cove and the Connecticut River with 190ft of direct waterfront and a completely private outdoor setting you will covet. Set on 3/4 of an acre this home comes with its own bulkhead with dockage for fast boat trips from the river to Long Island Sound and beyond. The stone patio stretches the entire length of the house and will quickly become your favorite spot. The handsome, newly renovated kitchen has extensive built-in cabinets, polished quartz countertops and is open to the family room with a fireplace and cozy dining area. The living room also has a fireplace and a wall of windows with glass sliders affording waterviews from indoors. The primary suite is seperate from the guest rooms for privacy and has a fabulous, newly remodeled bath, tiled walk-in shower, Rhol polished nickel fixtures, custom cabinets, Carrara marble dual-sink counter and soaking tub. There is a barn for all your outdoor and nautical storage needs and a finished shed that acts as a heated studio. This Village home is a quick stroll to all yacht clubs, marinas, the famed Griswold Inn, the Connecticut River Museum, restaurants, and shopping. Resort-style living, all on one level and ready to enjoy as your own year round, in one of New England's most idyllic settings.

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.

Nestled in the pastoral countryside of Old Lyme and close to the sandy beaches, 2 Rowland Road offers an extraordinarily rare opportunity to finish restoring a landmark 1824 Colonial estate spanning over 4,000 square feet. Blending timeless historic provenance with substantial modern additions, this sprawling home is primed for a buyer with a vision to create a masterpiece. The main residence retains authentic period charm, featuring 4 original fireplaces, gorgeous wide-plank wood flooring, and stately woodwork throughout. At the heart of the main level sits an expansive commercial-grade chef's kitchen-outfitted with custom cabinetry, a Traulsen commercial refrigerator with separate beverage fridge, 6-burner Wolf cooktop, Miele oven with warming drawer, and Bosch dishwasher. The impressive primary suite boasts a dedicated library/office space, an attached solarium and custom built-ins.

Set in a magnificent North Cove waterfront location, this exquisitely designed and masterfully crafted residence captures striking views of the Connecticut River and Long Island Sound, all just moments from the Village of Essex. Built in 2014 with exceptional attention to detail, the nearly 6,000-square-foot home offers a timeless architectural aesthetic, beautifully balanced living spaces, and expansive walls of windows and French doors that frame the inspiring water views. Spacious stone terraces extend the living areas outdoors, while professionally landscaped grounds feature mature gardens, specimen plantings, and graceful shade trees. Inside, custom moldings, wood, tile, and marble flooring, along with a state-of-the-art hydro-air heating and cooling system, reflect the home's quality and thoughtful design. A separate finished bonus room with its own staircase offers exceptional flexibility as an au pair suite, private studio, or home office, while a three-bay garage provides ample space and convenience. The spectacular waterfront grounds are designed for both entertaining and relaxation, featuring expansive bluestone terraces, an outdoor gas fire pit, and a stunning pool and spa complex, all set against the breathtaking backdrop of North Cove and the Connecticut River. Completing this exceptional offering is a shared dock with a slip accommodating a boat up to 25 feet, making this a truly distinctive waterfront retreat.

Historic Waterfront Sanctuary on Falls River Cove Set on a private 2.57-acre peninsula surrounded by the gentle waters of Falls River and Falls River Cove, this extraordinary turn-of-the-century estate offers a rare blend of rich American history, timeless architectural character, and effortless modern luxury. Originally an 18th-century water mill and lovingly converted into a private residence in the 1900s, this historic jewel exudes warm and historic charm. Main Level & Living Spaces: Welcoming Foyer & Cozy Library: Step inside to a cozy, wood-paneled library featuring built-in bookcases and a classic wood-burning fireplace-the ideal sanctuary for reading or quiet conversation. An L-Shaped Living Room: Framed by rich paneling, and wide board floors this magnificent living space features expansive windows that capture sweeping, multi-directional views of the cove. The Oversized Eat-in Kitchen: Highlights include a charming bay window overlooking the manicured gardens and river, perfect for casual dining. The Formal Dining Room: A generous formal space anchored by a custom built-in corner cabinet, perfect for showcasing fine china or collections.

Hidden in plain sight! An extraordinary pocket estate within walking distance via sidewalk to the shops, restaurants, marinas and waterfront of historic Essex Village. Built in 1803, this remarkable 3,032 SF residence occupies a rare .90 acre site, and conveys with an additional adjacent .48-acre waterfront parcel, creating a wonderfully private setting with sweeping views across a picturesque meadow and stream leading to the Falls River. Rich in character yet beautifully suited to modern living, the home features high ceilings, four fireplaces, French doors, original wooden beams, a wood-shingle roof and a stunning kitchen anchored by a professional Lacanche range. A spacious deck and covered terrace invite outdoor living while taking full advantage of the exceptional natural surroundings. Beyond the main residence, a detached 384 SF studio offers an ideal home office, fitness or creative space, while the walk-out lower level includes a charming 200 sf brick "pub room" with woodstove and an adjoining workshop. A detached two-car garage and potting shed complete the property. A rare opportunity to enjoy the romance, privacy and character of a country estate, with Essex Village and the Connecticut River just moments from your door.

This immaculate home is set back on a large lot far from the road for maximum privacy, creating a serene personal nature reserve tucked away under a canopy of trees. With clean lines and contemporary finishes with a nod to mid-century modern, it is a classically versatile design. Inside, floor to ceiling windows allow natural light to spill in from every direction further showcasing the natural beauty of the lush surroundings. An open floorplan creates an easy flow, starting with a living area with a fireplace and wet bar, a formal dining area leading to a well-equipped kitchen with beautiful wooden cabinetry, upscale appliances and walk in pantry. Just off the kitchen work area is a breakfast nook and a large family room with built-in bookshelves. There are also two more private rooms that are currently used as offices, and a laundry and powder room. A spacious deck at the back of the house leads to a patio area surrounded by mature landscaping. Upstairs, the primary suite includes an ensuite bathroom, and three more bedrooms with another bathroom. There is another family/recreation/media room in the basement, a two-car garage, and an outdoor garden shed. This inviting private retreat is located just minutes from downtown Essex Village and all it has to offer, including restaurants, shopping, and yacht clubs.

Charming direct waterfront beach cottage in sought-after Hawk's Nest Beach, where life slows down and every day feels like a vacation. Perfect for all ages, this vibrant shoreline community offers something for everyone-swimming, sailing, kayaking, fishing, paddle boarding, and endless sand and fun. Start your mornings with beautiful sunrises over Long Island Sound and unwind in the evening with stunning sunsets over the salt marsh watching the Osprey in the nests. Set in a unique & rare road-end location, this property enjoys exceptionally low traffic, offering a peaceful, private feel that's hard to find along the shoreline. This beautiful sun-filled cottage is light, bright, and welcoming. It features a covered waterfront porch perfect for spending long lazy summer days relaxing, a main level bedroom & full bath with 3 bedrooms and another half bath up. With electric heat and a fireplace, the home stays cozy in the shoulder seasons, extending enjoyment from spring through fall. Offering approximately six months of prime use, this property also presents a fantastic investment opportunity with a strong rental history from May through October, and excellent income potential. Whether you're seeking peaceful waterfront relaxation or lively beachside gatherings, this quintessential New England waterfront retreat is your chance to become part of the cherished Hawk's Nest community-and create a lifetime of memories by the shore. Don't miss this rare coastal gem!

Truly a Dream Come True! A Rare Opportunity to Own Your Own Boutique Vineyard in One of Connecticut's Most Beautiful Settings! Nestled on eight picturesque acres, this charming Antique Cape offers an extraordinary combination of privacy, character, and breathtaking natural beauty. Home to Sunset Hill Vineyard, the property is surrounded by lush grapevines, rolling hills, and peaceful countryside views, creating a truly idyllic New England retreat. Two spacious bedrooms and a full bath complete the first floor. Two separate staircases, accessible from the kitchen and living room, lead to the second level. Upstairs, the primary suite offers sweeping views of the property, a private full bath, and a dressing closet. An additional generously sized room provides flexible space for a fourth bedroom, music room, or den, with another full bath nearby. A detached two-car garage includes a spacious workshop and a wonderful one-bedroom apartment complete with a full kitchen and living room, ideal for guests, extended stays, or caretaker accommodations. The established vineyard, (which is part of the CT wine trail!) features a barn and winemaking equipment, offering an exciting opportunity to continue or reimagine a boutique winery in an exceptional setting.

"Welcome home to 12 Wychwood, Old Lyme. This property boasts a spacious and functional floor plan that is ideal for effortless living. The home stands out with a brand new roof, ensuring modern reliability for years to come. You will love the over-sized bedrooms, which provide a comfortable retreat, complete with expansive walk-in closets to handle all your storage needs. Outside, enjoy the convenience of a 2-car garage and a beautifully flat yard, perfect for outdoor activities and relaxation. Additionally, this home offers excellent potential for solar installation, which could significantly enhance energy efficiency and reduce long-term utility costs."

Welcome to exceptional shoreline living at 2 Berberis Drive in the Peppermint Ridge development! Tucked away in a quiet cul-de-sac near Mile Creek Elementary and about a mile to the beach, this magnificent 4-bedroom, 3.5-bath new build offers 3,682 sq. ft. of finely crafted space with high-end finishes throughout. An inviting entry with a custom African Mahogany railing leads into a gourmet kitchen featuring a premium GE Profile appliance suite complete with a double oven, built-in air fryer, steam, and sous vide capabilities. A top-of-the-line, 3-zone, propane heating and cooling system ensures year-round efficiency. Exceptional quality defines the exterior with Hardie Plank lap siding, Timberline architectural shingles, Azek trim, Andersen 400-series windows, and a 12'x16' deck with stainless steel cable railings. Additional highlights include an oversized garage with epoxy floors and an EV charger, plus lower-level mechanicals strategically positioned for a seamless future bonus room or home office expansion. Turn-key shoreline perfection awaits!

A rare opportunity to own a meticulously designed enclave set on nearly three private acres overlooking the Connecticut River. The main house has over 4600 square feet of beautifully scaled living space with elegant architectural finishes throughout. The first floor features a welcoming entryway which leads to a well-equipped kitchen, breakfast room, formal dining room, and both a living room and family room with fireplaces. Each room has plenty of windows that bring in natural light and showcase incredible views of the CT River. An elegant curved stairwell leads to the second floor, which is designed with privacy in mind. It features a separate wing for the primary bedroom suite, and another for two guest bedrooms and baths. An elevator services the entire structure, so every room is accessible to all and offers a possible working option for multigenerational living. The compound also features a separate spacious guest house with a full kitchen, sitting room, bedroom, and one- and one-half bathrooms situated next to the inground Gunite pool, offering another private retreat for guests, visitors, or family members to enjoy

Here is your opportunity to own an extraordinary Connecticut River waterfront estate complete with a dock and lift! This exceptional 5 bedroom, 5.5 bath residence offers unparalleled privacy and stunning panaromic views across protected conservation land, creating a setting of remarkable beauty and tranquility. Thoughtfully designed to embrace its spectacular surroundings, every room is filled with natural light and captures river views, seamlessly blending the ever-changing beauty of the water with miles of pristine, undeveloped landscape. Whether watching boats glide along the river, bald eagles and ospreys soar overhead, or vibrant sunsets reflect across the water, the connection to nature is simply unrivaled. The luxurious primary suite is a private sanctuary, perfectly positioned to showcase the breathtaking riverfront setting and spectacular sunset views. Inside, three fireplaces create warmth and ambiance, offering intimate gathering spaces for cozy evenings and seasonal get-togethers. This unique Deep River property is conveniently located to Essex Village, which is recognized as one of America's "Best Small Towns" where one can enjoy boutique shopping, restaurants, marinas and quintessential New England charm, all while returning to the peace and privacy of your own waterfront retreat. This stunning property is situated two hours from Boston and New York City, and offers convenient access to airports in New haven, Hartford and Providence.

Welcome to 8 Lindera Lane, an exceptional private retreat set on nearly nine acres within desirable Houpert's Landing. At the heart of the home is a beautifully appointed kitchen, anchored by an impressive oversized granite island with abundant seating, generous cabinetry and expansive workspace, creating a natural gathering place for both everyday living and entertaining. Outdoors, the property truly distinguishes itself. Expansive living and entertaining spaces provide an idyllic setting for al fresco dining, summer gatherings or quiet evenings surrounded by nature. Mature landscaping and wooded acreage create a remarkable sense of privacy and serenity, with beautiful grounds to enjoy throughout the seasons. Inside, light filled living spaces offer a gracious and flexible floor plan with 4-5 bedrooms and a dedicated home office. Extensive unfinished attic space provides exceptional storage and additional versatility. Offering the privacy and tranquility of a country estate with the Connecticut shoreline close at hand, this special property is minutes from beaches, boating, Clinton Country Club, Chamard Vineyards, shopping and dining. A distinctive offering where space, privacy and coastal living come together beautifully.

Elevated on a dramatic rise above the Connecticut River, this captivating property, aptly named "River Knoll," showcases one of the most breathtaking private settings on the river. The historic home has been featured in multiple publications such as Veranda and CTC&G for its exceptional beauty. Stunning landscape design frames every vista from the river's edge to the meticulously tended grounds that flow effortlessly into the natural surroundings. At the heart of the property is an 18th-century Cape, artfully expanded with architectural additions that honor the home's original character while delivering modern luxury. Step inside to discover the soul of the home: original hand-hewn beams, rich paneled walls, and wide-plank flooring that whisper stories of centuries past. Yet, every room has been thoughtfully enhanced with upscale improvements that marry history with today's lifestyle demands. The chef's kitchen, complete with a butler's pantry, is designed for serious cooking and effortless entertaining. Updated bathrooms throughout reflect refined taste and functionality. The primary suite is a private sanctuary with extraordinary river views that unfold in quiet splendor.