luxury real estate for sale Deep River, United States

Tucked away from the road and set above the CT river on over three acres, this amazing waterfront home is also a secluded personal resort, complete with a pool, spa, and private beach. Designed to showcase river views from every vantage point, the home features high ceilings, floor to ceiling windows, and an expansive open-concept floor plan that brings in an abundance of natural light. A living room with a fireplace, formal dining area, and family room all lead out to a large deck, which offers plenty of room for outdoor entertaining or just admiring the scenic waterfront setting. A well-appointed chef's kitchen with a center island and plenty of storage space faces the family room. A first- floor primary bedroom offers an office/sitting area with another fireplace, a generous ensuite bathroom with both a soaking tub and walk-in shower. A spacious laundry/mud room leads from the kitchen to the three-car garage. A sunroom overlooks the pool deck, which includes a gunite in-ground pool, a large patio area, and a fantastic outdoor kitchen with a built-in grill and bar area perfect for al fresco dining. The second-floor landing is open to the first floor below, and has two bedrooms both with ensuite bathrooms, and sitting area. The finished walk-out lower level leads to another patio area overlooking the private beach. A large family room, a full kitchen, two more bedrooms and a full bathroom complete the lower floor, offering plenty of room for visitors.

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.

Perched above the CT River with breathtaking panoramic views and unforgettable sunsets from every room, this extraordinary waterfront compound is the definition of luxury coastal living. Set on one of the most sought-after private lanes & completely fenced for privacy and security, the property is designed for both grand entertaining and relaxed everyday comfort. It includes a spectacular main residence, a beautifully appointed guest house, an impressive post-and-beam barn, multiple outbuildings, and deep-water dock with two boat lifts. From the moment you arrive, the meticulous landscaping, stone walls, and timeless architecture create an unmistakable sense of arrival. Inside, walls of floor-to-ceiling windows bathe the home in natural light while perfectly framing the ever-changing river views. French doors throughout the rear of the home open onto expansive decks and outdoor living spaces, seamlessly blending indoor and outdoor entertaining. The main level is anchored by an expansive waterfront dining room that flows effortlessly into both the living room and dramatic vaulted-ceiling family room. The chef's kitchen is exceptionally well appointed with stunning burl walnut cabinetry and premium appliances. The luxurious primary suite serves as a private retreat, complete with a spa-inspired bath, gas fireplace, private balcony, and soaking tub overlooking the water. Upstairs, two spacious ensuite bedrooms enjoy sweeping river views & access to a charming screened porch. Tucked away nearby, a private home office offers an inspiring setting for work or creativity. A rooftop deck crowns the home, providing unmatched views up and down the river - the perfect setting for sunset cocktails, stargazing, or quiet summer evenings. The walk-out lower level offers a warm and inviting game room/family room with fireplace, kitchenette, abundant storage for waterfront activities, and an additional ensuite bedroom or office. Stone patios lead directly to the dock and riverfront beyond. Complementing the main home is a stunning two-bedroom guest house featuring vaulted ceilings, beautiful finishes, Large well appointed full bath and a three-car garage below. Also included is a remarkable two-story post-and-beam barn featuring a huge game room with a soaring 20-foot ceiling, designed to host gatherings both large and intimate. The upper level offers exceptional open entertaining space along with a separate room, full bath, and kitchenette, while the expansive lower level provides ample space for vehicles, boats, and equipment storage, as well as a climate-controlled storage room. Additional structures include a substantial utility shed with workshop and wood-burning stove, plus a separate woodshed. Rarely does a property combine this level of craftsmanship, functionality, privacy, and waterfront beauty. Completely turnkey and truly one of a kind, this is a home designed to be enjoyed for generations. A setting this spectacular feels like a year-round oasis, you may never want to leave home!

Welcome to 150 Joshuatown Road in Lyme, a stunning, custom built residence sited on over 30 acres of bucolic land, with specimen trees, beautiful landscaping, and over 1/4 mile of impressive rebuilt stone walls. The main level features a welcoming foyer, Chef's kitchen with breakfast room, a cherry paneled library with vaulted ceiling and warming fireplace, commodious dining room, living room with separate seating areas, and a first floor primary suite. The second level has additional bedrooms and a beautiful family room, currently used as an art studio. In addition to the Main house, there is an incredible Guest house, fully functioning with full kitchen and adequate bedroom space. This is a property that needs to be seen to be believed! Simply amazing!

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.

Quintessential New England living in the heart of Deep River. This exceptional Antique home was masterfully expanded in 1987, seamlessly doubling its size while capturing the essence of a classic Colonial-offering the space, flow, and functionality for today's living. The home's design celebrates period-inspired architecture including custom-milled woodwork, wide-plank pumpkin pine floors, and carefully selected reproduction details creating warmth and authenticity. Multiple living and dining spaces unfold effortlessly, anchored by six fireplaces, including an impressive 12' natural stone Rumford. With seven spacious bedrooms-each with its own private bath-the home is uniquely suited for multi-generational living, hosting, or continued hospitality use. The third-floor suite offers a private retreat with a wood-burning fireplace, perfect for extended family or guests. A new kitchen addition further enhances flexibility, easily accommodating in-law living or private guest quarters. Curated perennial gardens, a white oak pergola, and a beautifully crafted stone terrace create a setting designed for gathering and relaxation. Enjoy evenings by the fire pit, surrounded by timeless landscape design. This property offers style, comfort and charm all amidst the local shops, restaurants, marinas, and nearby shoreline destinations-all within two hours of both NY and Boston. Previously, an Award-Winning Bed & Breakfast, and currently featuring two Airbnb guest suites with private access.

What an opportunity to renovate and update a circa 1770 Antique Home Joshuatown Road on 3.4 sloping acres across the street from Hamburg Cove. Kitchen with cathedral ceiling and stained glass window. Woods floors and built-in cabinets with glass fronts enhance the the antique charm. A large Full Bathroom with a washer and a dryer is located on the first floor. Upstairs are additional rooms and attic spaces. An outside building could be an artist's studio or garden shed, providing additional storage. Sprawling, sloping backyard. Full basement. Located on a busy, curving section of Joshuatown Road. Recent survey available from Angus McDonald/Gary Sharpe & Associates indicating acreage is 3.477 (despite town map indicating a different number). Owned by The Estate.

Selden Farm, a landmark 1690s property steeped in history and set in a picturesque corner of Lyme, is once again available for new stewardship. Upheld by only three families since 1695 when it sat on over 6,000 acres, it presents a rare opportunity to own a beautiful country Antique home now set on 9 pastoral acres abutting conservation land with sweeping views of Selden Cove and the CT. River. At its heart is a gracious and authentic 5-bedroom Colonial which exudes history, charm and character. House features include a tavern room, wide board floors, original paneling & moldings, 6 fireplaces and an abundance of windows which invite lovely views and light into each room. Adjacent to the home is a 3-bay garage with self-sufficient guest accommodation for visiting family and friends. Dotted throughout the property are a renovated barn used as a studio/office/ gym, several outbuildings, a greenhouse and sunny open meadow for animals or farming. Two privately situated guest houses (one needing renovation) are ideally suited for in-law, caretaker, or income purposes. Relax by the large saltwater pool with patio and full-service cabana or play tennis on the all-weather court. The land is open, tranquil, and beautifully sited, offering long views, privacy, and a deep sense of place. Rarely does a property combine this level of authenticity, acreage, outbuildings, and river-valley setting in Lyme. Ideal for buyers seeking history, creative space or a generational retreat.

Incredible investment opportunity. Mixed use/flex space including two existing apartments. Historic building that has had multiple uses including an antique book store and once a brush factory. Many updates in recent years with a variety of potential uses. Level .74 acre lot, gravel parking lot, great visibility and signage. There are two apartments and multiple office/flex spaces. The property has a total of six bathrooms, 3 full and 3 half. The owner of this property for the last 40 years has not had any flooding issues. The property is in a flood zone, there is no existing flood insurance policy.

After a year of rehabilitation, this beautiful & spacious colonial home has been thoughtfully & tastefully completely remodeled & enhanced! Located in the heart of Lyme just a short distance from the historic ferry, Gillette's Castle & Fox Hopyard Country Club, this home boasts a very modern feel with an open & airy floor plan. All aspects have been brilliantly brought to life inside & out! The exterior thrives with the pavered walk-ways & patio to the bluestone entry porches, added attached 3 bay garage & newly paved circular driveway. The interior main level features an open & flowing floorplan from the gourmet kitchen featuring white swirled Quartz counters, banks of white cabinetry, Thor gourmet stainless appliances to a formal dining room & living room with dual sided floor to ceiling wood burning fireplace. All tied together with new gleaming hardwood floors & recessed lighting. The upper level sleeping quarter is smartly setup with a well appointed primary suite, 4 additional & spacious bedrooms as well as 2 full baths beyond the primary. This level is also tied together with new hardwood & recessed lighting. There's also a 3rd level loft ideal as guest space or remote office. The lower level provides ample finished family room space. As mentioned, this home has been completely renewed & enhancements include new vinyl siding, architectural asphalt shingle roof, heating & cooling with on-demand hot water, Thermopane windows, interior & exterior doors & much, much more!

A PRIVATE NEW ENGLAND RETREAT WITH AN EXTRAORDINARY POST-AND-BEAM BARN, POOL & SPA! Tucked away on 2.35 beautiful acres along a quiet country road, this inviting 3-bedroom, 2.5-bath Colonial offers a wonderful combination of warm, cozy character and exceptional indoor-outdoor living. A true highlight is the striking 32x24 post-and-beam carriage barn/garage, handcrafted by The Barn Yard using traditional mortise-and-tenon joinery-an incredible space for entertaining, a studio, workshop, cars or hobbies, complete with dedicated electrical service and an EV-charging port Summer days are extra special with an expansive entertaining deck surrounding a 24-foot Radiant insulated pool and adjacent ThermoSpas hot tub for year-round enjoyment. Inside, nearly 1,900 sq. ft. of beautifully maintained living space feels fresh and move-in ready with newly painted interiors and newly refinished wood floors, complemented by a beautifully renovated kitchen and a primary suite with a spa-inspired renovated bath. Extensive improvements include a newer roof, replacement windows and siding, Peerless boiler, central A/C, 200-amp electrical service, generator connection, pellet stove and a 12x16 Classic Cape shed by the Barn Yard with architectural shingles a 6' ramp & 4' loft. Beautifully updated, thoughtfully maintained and filled with amenities rarely found together, this special one-of-a-kind property offers an exceptional retreat-like New England lifestyle. You will never want to leave home!

Steeped in history and thoughtfully maintained, this exceptional antique residence beautifully blends timeless New England character with modern comfort. Nestled on a picturesque property in the heart of Lyme, this remarkable 5 bedroom home showcases the craftsmanship and architectural details that define a true Connecticut antique. Rich hardwood floors, original beams, multiple fireplaces, and beautifully preserved period features create an inviting atmosphere throughout. Designed for both everyday living and entertaining, the home offers gracious living spaces, including a spectacular oversized bonus room perfect for gatherings, a media room, studio, or recreation space. A sun filled sunroom overlooks the grounds, providing the perfect place to relax year round. The outdoor setting is equally impressive, featuring a sparkling in ground pool, expansive stone patio, and beautifully landscaped grounds that create an ideal backdrop for entertaining or quiet enjoyment. Combining historic charm, generous living space, and exceptional outdoor amenities, this one of a kind property offers a rare opportunity to enjoy the beauty and lifestyle of one of Connecticut's most picturesque towns.

Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 7,239 square feet, including 1,500 finished square feet on the lower level including an ensuite bedroom and recreational room with French doors opening to the expansive back yard. This residence combines timeless architectural sophistication with the serene beauty of nature. Leave the world behind as you travel up the winding driveway that sets this home back from the road for ultimate privacy. The exterior is a master class in curb appeal, featuring a three-car garage and a porte cochere, all framed by lush landscaping and your own private pond and a dock. Step through the front door into a soaring cathedral ceiling foyer. As the heart of the home, this space is open to the floor above and finished with exquisite marble flooring, offering a regal welcome to guests. The floor plan is defined by wide-open spaces that flow seamlessly from one room to the next, making it as ideal for grand-scale entertaining as it is for quiet relaxation. With six spacious bedrooms, there is ample room for family, guests. There is also a home office and a sun room both overlooking the Connecticut River. Embrace the river breeze from your choice of outdoor vantage points: This isn't just a home; it's a lifestyle.

New to the market! Discover the perfect canvas for your dream home on this beautiful, private 4.91-acre wooded lot. Nestled within a private 8-lot subdivision just off Goose Hill Road, this parcel offers a rare blend of ultimate privacy and convenience, featuring excellent frontage on a paved, private road. The location is truly unbeatable, sitting just over a mile from the charming, historic village of Chester. A subdivision survey is already available, though no additional engineering has been performed on the lot. Opportunities like this in Chester are far and few between!

Where Architectural Inspiration Meets the Majesty of the Connecticut River. Perched majestically on 15.22 acres along the eastern bank of the Connecticut River, 89 River Road offers a rare convergence of architectural pedigree, natural beauty, privacy, and fully realized lifestyle design. Designed, owned, and meticulously crafted by one of America's leading architects, this 12,836-square-foot compound, completed in 2018, was conceived to inspire creativity, wellness, and a connection to the outdoors. Protected by parkland, Nature Conservancy, and Land Trust preserves, the heart of the home is defined by extensive, floor-to-ceiling glass walls that command uninterrupted, panoramic vistas of the Connecticut River while a scenic jeep road offers direct access to Chapman Creek and the River beyond. A seamless flow connects the breathtaking entertaining and living areas with a variety of outdoor decks and terraces. The estate offers a rare sanctuary designed to fuel both the mind and the body. It features an unparalleled suite of dedicated, professional- grade spaces that defy the ordinary. The Creative Hub: Fulfill your creative inspirations in one of four dedicated studios: a sky-lit art studio, a sky-lit writing/drawing studio, a fabrication studio, and a fully equipped woodworking shop.

Privacy, space, and location come together in this classic custom colonial nestled on over two private acres at the end of a quiet cul-de-sac just minutes from the heart of Chester Village. Lovingly cared for by its original owners, this 2,662-square-foot home offers a rare opportunity to enjoy the tranquility of a tucked-away setting without sacrificing proximity to downtown. An inviting covered front porch welcomes you to sit down and admire the professionally landscaped front yard before entering the home. Inside, the entryway is bordered by both a living room and a formal dining room with a bay window. There is also a spacious family room with a propane fireplace, and a sunny kitchen with a center island and ample cabinet space, a breakfast nook, and pantry. The nook leads to the large back deck overlooking the backyard, perfect for al fresco dining, entertaining, or simply enjoying the natural beauty and quiet surroundings. The second story offers four bedrooms, including the primary suite with a generous walk-in closet and ensuite bathroom that features both a soaking tub and shower. Three more bedrooms share another full bath, and there is also a bonus room over the garage that could serve as a den, office, or playroom. There is a two-bay, two car garage and a full unfinished basement. Ideally situated near Chester's acclaimed restaurants, shops, galleries, and village amenities, this property offers the best of both worlds: a private retreat with the character and

Nestled within the prestigious Fox Hopyard Golf Club community, this exceptional new construction home offers the perfect blend of luxury, comfort, and resort style living. Thoughtfully designed with approximately 2,500 square feet of living space, the residence features 3 bedrooms, a spacious bonus room, and an open concept floor plan ideal for both everyday living and entertaining. Sun filled interiors, quality craftsmanship, and carefully selected finishes create an inviting atmosphere throughout. The well appointed kitchen flows seamlessly into the main living areas, while the flexible bonus room provides the perfect space for a home office, media room, fitness area, or guest accommodations. Located on one of Connecticut's most sought after golf course communities, residents can enjoy membership to the renowned Fox Hopyard Golf Club, consistently recognized as one of New England's premier golf destinations. Community amenities include a newly constructed pool, tennis courts, pickleball courts, and the popular On The Rocks restaurant, offering a true country club lifestyle just outside your door. Ideally situated just over the Lyme border, this remarkable home combines the tranquility of a scenic golf course setting with convenient access to the Connecticut shoreline, marinas, dining, and major routes to both Boston and New York City. A rare opportunity to enjoy new construction within a vibrant and highly desirable golf course community.

Set along a coveted and historic stretch of the Connecticut River, East View is a rare waterfront compound where extraordinary frontage, architectural integrity and Connecticut River Valley charm converge. Just over one mile from the village, this turnkey 2.65-acre estate offers 285 feet of direct river frontage, protected views and deep-water access. The river is the focal point framed by manicured grounds and a broad terrace leading gently to the water. A six-pile, deep water dock with two slips and a 16-ton lift is designed for serious boaters, while paddling is enjoyed from the floating dock and a small beach. Rooted in historic design and masterfully renovated in 2010, the residence blends timeless New England architecture with modern livability. Equally suited to weekends on the water, extended family gatherings, or multi-generational living, the property offers flexible spaces designed to entertain and live comfortably. Find a total of six garage bays for auto collections, boats, or a workshop. Minutes away discover Chester Village restaurants and artisans. Just across the river, the Goodspeed Opera House adds celebrated cultural dimension, and the neighboring seasonal Connecticut Valley Railroad evokes the region's rich history. The quiet elegance of East View offers a rare opportunity to experience the Connecticut River at its most extraordinary-where boating, history, culture, village life, and natural beauty converge.

Great opportunity to move into Old Saybrook! This spacious two level raised ranch offers 1 floor living - ranch style on the second floor with 3 bedrooms and two baths, kitchen and dining and living room with LOTS of closet space and a large deck. On the lower level a finished off family room and office complete with a full bath and a laundry room. A large two car detached garage with a large loft above would be great for a home office, gym or studio. Come take a look and jump on this opportunity! Professional photos coming soon!

*** MULTIPLE OFFERS -REQUESTING HIGHEST & BEST BY FRIDAY SEPT.11TH, 1PM*** Enjoy peaceful waterfront living on beautiful Upper Millpond! This nicely updated 3-bedroom, 2-bath ranch offers approximately 1,300 square feet of comfortable one-level living in a truly special Old Lyme setting. The beautiful updated kitchen is at the heart of the home, while the living space features a gas log fireplace, added in 2019, creating a warm and inviting place to gather. The primary bedroom offers its own private ensuite bath, with two additional bedrooms and a second full bath providing space for family, guests or a home office. Outside, the beautiful setting on Upper Millpond takes center stage, offering peaceful water views and a wonderful connection to nature right from home. Thoughtfully updated, easy to maintain and surrounded by natural beauty, this charming ranch is a special opportunity to enjoy waterfront living in Old Lyme.

Overlooking the hills of Lyme, Connecticut, Hilltop Estate combines old world elegance with modern luxury. The fully renovated stone and stucco main house, spacious guest cottage, pool and barn complex are set on nearly 50 acres. Made up of five separate parcels with potential for equestrian pursuits, farm to table living or sellable individually. The barns include a workshop fully convertible to living space, artist studio or entertainment space. Contiguous to the barns is an Alitex greenhouse manufactured in England with its own dedicated, fully equipped potting room. The property is surrounded by manicured gardens, stone walls, privet hedges and mature plantings. The three bedroom, two and one half bath main house exudes historic character with detailed moldings, refined finishes, antique chestnut floors, custom built-in cabinetry, grass cloth wallpaper, hand-hewn exposed beams, multiple fireplaces, decorative painting and light-filled interiors. The gourmet kitchen features two stoves (Wolf and Gaggeneau) and a Sub-Zero refrigerator. Enjoy the outdoor terrace for six months a year; warmed by its stone fireplace and protected by fully retractable roller screens in the summer. The two bedroom en-suite guest cottage complete with a full kitchen provides a luxurious escape for family and friends. Meandering trails throughout the property provide a peaceful hiking experience for enjoyment year-round. The property is equidistant to New York City and Boston.

Privately sited on more than 10 picturesque acres, this special country retreat offers a rare blend of architectural distinction, refined comfort, and effortless indoor-outdoor living. Surrounded by pastoral vistas, the property provides a remarkable sense of privacy. The home is filled with light and character. High ceilings, expansive walls of glass, and beautifully proportioned living spaces create an atmosphere that is both sophisticated and welcoming. The stunning great room serves as the heart of the home, where French doors open to sweeping views and seamlessly connect the interior to the patio for alfresco dining & long lazy days outside. A main-level primary suite offers convenience, allowing for easy single-level living. The well-appointed kitchen flows effortlessly into gathering and dining spaces, making everyday living and entertaining equally enjoyable. A charming, screened porch provides the perfect setting for morning coffee, summer dinners, or quiet evenings overlooking the grounds. Multiple doors and windows frame beautiful views in every direction, bringing the landscape into the home year-round. Complementing the residence is a barn offering endless possibilities. Whether utilized for equestrian pursuits, livestock, hobbies, vehicle storage, or a workshop, the barn enhances the property. A truly special country retreat where timeless design, natural beauty, and the lifestyle of a gentleman's farm come together in perfect harmony.

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.