luxury houses 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.

Introducing The Marsh House...a remarkable waterfront Village estate that incorporates a Main residence, sited at 1 Neck Road...originally a sheep barn constructed entirely of stone in 1912, and subsequently renovated with stunning architectural detail including massive floor to ceiling, multi-paned arched windows, beautiful slate roofing and lush, professionally landscaped grounds punctuated by mature gardens and specimen trees, a tennis court and sparkling pool surrounded by naturalistic plantings. Each room of this incredible residence has its own personality, both formal and informal, incorporating soaring ceilings and filled with natural light. Across the generous lower motor court, the unique and charming Boathouse serves as separate guest quarters, complete with a fully updated kitchen, Great Room and upper level bedroom and bath. The third residence C1900, designated as 3 Neck Road and appropriately called the Gate House, is a two bedroom home, sited on its own .96 acre parcel of land with separate access, perfect as additional guest or caretaker quarters. There is also the potential for a separate building lot set away from the Main house. All structures merge seamlessly on the expansive 14.6 acre property that fronts directly on the Lieutenant River...and incredibly all this in the heart of Old Lyme Village. Simply irresistible!

Tucked within an intimate enclave of just 26 thoughtfully designed homes in Essex -- often celebrated as The Best Small Town in America -- this one-owner residence, built in 2018, offers a refined yet effortless lifestyle. A free-standing design provides privacy, while the community handles lawn care and snow removal, making everyday living refreshingly simple. Low utility costs and favorable Essex taxes add to the appeal. Inside, the Centerbrook layout is bright and inviting, centered around a white kitchen with stainless appliances and a generous island that opens to a comfortable living and dining space. A sunroom extends the living area, filling the home with natural light and offering easy access to the backyard. The first-floor primary suite features dual walk-in closets and a spacious bath with a walk-in shower. In addition to a guest room, another flexible room in the front can serve as a den, office, study. With first-floor laundry and two full baths, the home blends thoughtful design with easy, low-maintenance living.

Essex Glen - free standing condominium. This is one of the largest homes at Essex Glen. 9+ foot ceilings, open floor plan, two car attached garage. Gorgeous kitchen with loads of storage and prep space. Efficiently heated with natural gas, public water, absolutely move in ready and completely private back yard with lovely patio.

Sable wood Estaes.Move In before the Holidays .One One closing and done. Your chose of finishes in this timeless design ,Modern comfort in a sought-after neighborhood Save money on updating kitchens , baths , roof and heating in an older home. Enjoy saving money on heating and cooling. An Additional fourth bedroom is finished room over the garage.Open floor plan with private home office. The walk-out lower level with plenty of room can be additional living for in-law apartment, media room , or additional family room.or studio endless possibilities. Pool Packages are available for additional cost .Plans can be modified to meet your needs .

A Rare Mixed Use Offering with River Access in the Heart of Old Lyme Village. Set in the center of Old Lyme Village, this storied 1897 landmark, originally the James Bugbee Store offers a compelling opportunity to reimagine a historic property as a refined live/work compound or gallery driven residence. The flexible zoning allows for both residential and commercial use, making it particularly well suited for those seeking a seamless integration of business, creativity, and home. Positioned on an expansive parcel within the desirable Turtle Fields Association, the property includes shared dock access to the Lieutenant River, an exceptional amenity that brings the water directly into daily life and elevates the overall experience of the setting. The grounds are a defining feature, with three separate barns, a storage structure, and a generous yard creating a rare framework for a thoughtfully designed compound. Whether envisioned as a primary residence paired with a studio or gallery, a boutique workspace with private living quarters, or a creative retreat, the configuration supports both lifestyle and function. Inside the structure reflects its late 19th century origins, offering scale, character, and an open layout ready for purposeful transformation. Just moments from the Village's cultural landmarks, including the Florence Griswold Museum, Old Lyme Inn, the Cooley Gallery, and the Lyme Academy of Fine Arts, all in a setting long embraced by artists and collectors.

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

Welcome to 27 Birch Mill Trail, an absolute gem nestled in one of Essex's most desirable and picturesque neighborhoods. Combining classic New England charm with modern comforts, this beautifully home offers 2,216 square feet of inviting living space, perfectly situated on a generous and private 1.32-acre lot. Step inside to hardwood floors that flow seamlessly throughout the main living areas, creating a warm and sophisticated ambiance. The standout feature of the home is the stunning custom country kitchen. Designed for both the casual cook and the frequent entertainer, it boasts: Handcrafted custom cabinetry with ample storage; granite countertops; A spacious breakfast bar, perfect for morning coffee, quick meals, or chatting with the chef. With a thoughtful and spacious layout, this home provides everyone with their own piece of sanctuary: Set back on 1.32 acres, the outdoor space offers a perfect blend of open lawn space and mature trees, giving you a private retreat for gardening, outdoor dining, or just enjoying the quiet sounds of nature. Located in a lovely, peaceful neighborhood, you are just minutes away from the historic charm of downtown Essex, renowned shopping, dining, and the Connecticut River.

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!!!

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.

Spectacular, Serene Waterviews on the Black Hall River await in scenic Old Lyme, located on a quiet cul-de-sac, offering unobstructed, panoramic water vistas in harmony with nature. You'll spend peaceful days relaxing in your screened porch. The expansive open floor plan is flooded with natural light, creating a seamless flow designed for entertaining. At the heart of the home is a stunning gourmet kitchen featuring wonderful water views. The spacious living areas are highlighted by two cozy fireplaces, adding warmth and character. This versatile layout includes dedicated office spaces, ideal for working from home. The large primary bedroom suite serves as a peaceful retreat, complete with a luxurious primary bath. Surrounded by an abundance of wildlife and nature, this relaxing property offers wonderful privacy while just moments away from White Sands town beach, our town center, stores, our Historic District, art galleries and all the charm of Old Lyme. Experience coastal, water view living at its best!

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.

HIGHEST AND BEST DUE BY MONDAY, JUNE 1ST, 12:00 NOON. Nestled in the heart of the historic Village of Essex, this exceptional antique residence masterfully blends timeless New England architecture with the sophistication and comfort of modern living. Meticulously maintained, the home offers 3bedrooms plus office, 3 full baths, and 1 half bath, with beautifully appointed interiors that honor the property's historic character while accommodating today's lifestyle. Architectural details, refined living spaces, and abundant natural light create an atmosphere of understated elegance throughout. Thoughtfully curated and impeccably cared for, the residence reflects a rare level of craftsmanship and pride of ownership seldom found in antique homes. Complementing the main residence is a detached heated and air conditioned barn, offering exceptional flexibility for a studio, workshop, home office, fitness space, or additional entertaining area. Ideally located just steps from Essex's charming Main Street, marinas, yacht clubs, boutique shopping, fine dining, and the Connecticut River, this distinguished offering represents a rare opportunity to own a truly turnkey historic home within one of Connecticut's most coveted shoreline villages.