luxury houses for sale Lower Connecticut River Valley Planning Region, United States

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

Every Day a Getaway! Some properties ask you to choose between full-time living & vacation living. Not this one. Set in the heart of Old Saybrook, this fully furnished 7-room Cape Cod delivers the ease of a residence with the spirit of a seasonal retreat - and comes with a private guest house. The main home offers 3 bdrms,, 2 baths & includes a coveted 1st fl bdrm for single-level living. A large eat-in kitchen flows into an adjacent family room, while a formal living room provides a more refined space for entertaining. The recently added sunroom is the standout: bright, expansive, and framed by multiple sliders & abundant windows that draw the outdoors in. Upstairs, the primary BR is a retreat unto itself - generously sized, with ample closets, a sitting area, and direct access to a personal balcony. Morning coffee or an evening glass of wine feels different from up here. Guests get a private 500-sq. ft guest house with a kitchenette, full bath, & living room. A spiral staircase leads to a large bdrm loft with its own small balcony. The location does the rest of the work. O S's Main St.- with its restaurants & shops - is close by, Fenwick Golf Course is minutes away for golfers. Harvey's Beach sits just 0.4 miles away, with OS's town beach just 0.2 miles beyond. For commuters, I-95 and Route 9 are both nearby, and Amtrak puts Boston and New York City within 2.5 hours. A home, a vacation, and a place for the people you love to visit - all in one address.

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.

Experience the very best of Connecticut shoreline living! The stunning REMODELED interior has 4 BR 2-baths with beautiful water & marsh views along with deeded beach rights. This exceptional property offers the perfect blend of relaxed coastal living with incredible flexibility.Every square inch of the interior has been thoughtfully renovated with today's lifestyle in mind. The bright, open floor plan creates an inviting flow for everyday living & effortless entertaining. The main level features a spacious family room, sitting area, dedicated work-from-home space, a fabulous new kitchen with loads of storage & breakfast bar. Laundry/mud room. A beautiful bedroom with a full bath & walk in closet ideal for guests or one-level living.Upstairs, the spacious primary suite offers a walk-in closet with French doors opening to a private heated sunroom & large deck where you can unwind while taking in the water views & coastal breeze. 2 additional bedrooms & a beautifully remodeled full bath.Outdoor living is equally impressive with a deck, outdoor shower, peaceful marsh views & steps to the sandy beach creating a picturesque natural backdrop. Charming red barn offers additional storage for your kayak, bikes, outdoor toys & more. Located near Duck Island, Clinton Harbor, marinas, shopping ,great restaurants & Long Island Sound, this beautifully re-imagined home is perfect as a year-round residence, weekend escape, or potential short-term rental. Truly move in ready!

HISTORIC NEW ENGLAND CHARM- TWO HOURS FROM MANHATTAN AND BOSTON. A historic home with a waterfall, saltwater pool, mature gardens and brook, nestled among old-growth oak and maple. Tucked into the Connecticut River Valley, this beautifully restored 18th-century house offers an authentic country retreat within easy reach of both cities. Listed on the National Register of Historic Places and set on almost an acre, the home combines original character with thoughtful modern updates, including a remotely operated irrigation system. Five bedrooms provide plenty of room for family and friends, while single-level living adds ease and flexibility. Enjoy morning coffee by the brook, lazy summer afternoons beside the pool, autumn evenings by the fire and holidays gathered together in the country.

Welcome to 18 Orchard Heights Road, a charming modified saltbox colonial located at the end of a cul-de-sac in a desirable neighborhood. This home offers exceptional convenience, located just minutes from the boutique shops and historic charm of downtown Essex, with quick access to the vast amenities, dining, and shoreline conveniences of neighboring Old Saybrook. Inside, the home features a light-filled, functional layout designed for seamless main-level living including a first-floor primary suite, dedicated laundry space, and a recently updated kitchen with quartz countertops, stainless appliances, and ample cabinetry. A spacious family room opens to a private deck, located at the rear of the property. The second floor boasts two more bedrooms and a full bath with an additional 600 square feet (per tax card) of unfinished space, presenting an incredible opportunity to create a second primary suite, home office, play area, or bonus room tailored to your needs. Combining timeless character, thoughtful updates, and an unbeatable location near the best of the Lower Connecticut River Valley, 18 Orchard Heights Road is ready to welcome its next owners home.

Stately colonial with wonderful curb appeal. Thoughtfully designed and custom built with high-quality materials and timeless architectural details. Warm and inviting, this move-in-ready home on nearly two acres offers an exceptional blend of privacy, tranquility and convenience - tucked away on a quiet, highly desirable cul-de-sac surrounded by nature, yet just two miles from the heart of Old Lyme Village. Living area of 3,226 square feet plus an unfinished basement, walk-up attic and two-car garage. Open floor plan, high ceilings, large windows and drenched with natural light. Impressive interior details - crown molding, large baseboards, wainscoting, chair rails, Palladian windows and French doors with transoms. A dramatic two-story foyer is flanked by a formal dining room and an office. The living room flows seamlessly into the eat-in kitchen featuring granite countertops, stainless steel appliances, extensive cabinetry and an expansive center island - perfect for entertaining family and friends. Large primary bedroom suite with a tray ceiling, walk-in closet and an en-suite bathroom with separate shower and whirlpool tub. The enormous bonus room is extremely versatile - perfectly suited for a home gym, playroom and media/TV room. Spacious living areas, a mudroom with full bath, upstairs laundry room, generous walk-in closets and abundant storage offer exceptional comfort and functionality. Outside, the covered front porch and back deck spanning the length of the house create inviting spaces for alfresco dining, relaxing and enjoying the peaceful surroundings. Professionally landscaped with perennial flowers that burst into vibrant color each spring. The fenced yard provides additional privacy in this friendly neighborhood ideal for walking, jogging and biking. Trails, parks, beaches, golf, tennis, pickleball, shopping, restaurants, cafés and all amenities are nearby. Located in picturesque Old Lyme where the Connecticut River meets Long Island Sound. This cherished coastal community, known for its New England charm, lovely scenery and active lifestyle, is only two hours from New York and Boston with easy access via I-95, Route 9 and the train. Always dreamed of living on the shoreline…Carpe diem! Recent upgrades include a new roof in 2023 and a new air conditioning system in 2019. A complete list of property features and improvements is available upon request.

Spectacular DIRECT WATERFRONT gem in Westbrook, located at the end of rarely available Little Stannard Beach Road. Thoughtfully updated throughout, this 4-bedroom coastal oasis exudes designer flair. The main level offers open concept living and wall-to-wall windows overlooking Salt Island and Long Island Sound. Interior updates include new flooring and cosmetic updates while the kitchen sparkles with new countertops, appliances and refreshed cabinetry. The upper level offers plenty of space for guests, complete with four bedrooms and a recently refreshed full bathroom. Outdoor amenities include a spacious deck with retractable awning, concrete seawall, outdoor shower, two sheds and ample parking for up to six vehicles. Year-round living means the vacation never has to end. Westbrook is an enchanting shoreline community with restaurants, shopping and healthcare facilities just minutes away. Easily accessible by rail and positioned perfectly midway between Manhattan & Boston.

Wonderful waterfront antique home on 1.6 acres. The Parker Bull House, circa 1754 located in Ivoryton overlooking the Falls River, this gracious home is a unique blend of original antique features with updated modern amenities. The large sunlit kitchen has granite countertops and stainless-steel appliances, hardwood floors, and is adjacent to a spacious pantry/laundry room, heated sunroom, and a covered porch. The living room has a fireplace and leads to a formal dining room, both rooms with American Chestnut wide board flooring, and the dining room also has a fireplace and a beehive oven. A parlor serves as a comfortable family room, and there is also a powder room on the first floor. Upstairs, the primary bedroom has an ensuite updated full bath; two additional bedrooms and another updated full bathroom. A large walk-up attic has plenty of room for storage, and a back staircase leads to the kitchen. The property includes a barn/garage, fabulous antique shed and an original outhouse. This home is next to Prive Swiss and across the street from Copper Beech Inn.

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.

Welcome to your coastal sanctuary. There's a certain kind of morning that only happens here - sunlight spilling across the water, the breeze carrying in off LIS, and the promise of a day spent outdoors. Set on 1.64 sun-drenched acres w/breathtaking views to the Sound, this 4-bdrm retreat invites you home from the moment you arrive. An open, light-filled floor plan & hardwood floors welcome you, anchored by a kitchen built for gathering: an oversized quartz island, induction stove, and a prep sink for effortless entertaining, and a wine fridge for evening toasts. Warm up by one of two propane log fireplaces in the living room and sitting room, or retreat to the primary suite with its walk-in closet & spa-like bath. Radiant-heated baths, plush upstairs carpet, and central air keep every season comfortable, while a new roof, HVAC system, and new Thermopane windows, (2020), mean this home is move-in ready. Outside is where it comes alive: coffee at sunrise in the three-season sunroom, gatherings on the sprawling Trex deck, evenings in the hot tub, and swims in the deck-framed pool with water views from every angle. Steps from a sandy beach and moments from the Four Mile River Boat Launch, your days can start with sunrise walks and end with sunset sails. With I-95 nearby NYC and Boston.

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!

There is no corner of this charming Essex Village reproduction Cape that has not been beautifully refreshed and refined by its current owner. The professionally-landscaped grounds, bordered by classic hydrangea and privet, feature flowering Hawthorn and Crabapple trees. Inside - freshly painted throughout - the gracious first floor features hardwoods, custom millwork, modern conveniences and cozy spaces. The living and dining rooms - shuttered for privacy - are complemented by new lighting, a wood-burning fireplace, wrap-around bookcases, and a nearly-invisible Frame TV. The stunning new kitchen features honed Carrara countertops, brass fittings, stainless appliances, a deep Belfast sink, and an adjoining, newly enclosed breakfast room. A sunlit main-floor flexible space is ideal for a quiet home office, guest room or playroom and, together with an updated full bath, completes the first floor. Upstairs, there is a second updated full bath along with two spacious and skylit bedrooms featuring neutral palettes, oversized closets and wall-to-wall seagrass. Downstairs, the partially finished walk-out basement includes a multi-media space suitable for gym or home theatre, plus a laundry room, utility room, and one-car garage.

13-Acre Secluded Country Oasis nestled in the beautiful Connecticut countryside, offering privacy and an extraordinary connection to nature. Set on a lovely pond with a dock ideal for kayaks, canoes or a rowboat, the property features a gorgeous waterfall cascading into the Ponset Brook. It is truly like living inside a postcard with nature and tranquility. The charming 8-room home features beautiful hardwood floors and inviting spaces throughout. A spectacular oversized office boasts a wall of windows overlooking the waterfall and a second wall lined with built-in bookcases-an inspiring setting for work, reading or simply enjoying the ever-changing beauty of nature. A portion of the home was once a historic button factory and has been thoughtfully incorporated into the residence as a wonderful family room, adding character and a unique sense of history. The property also includes a large barn style garage with a second-floor workshop and office, a convenient two-car garage and an additional generously sized outbuilding offering excellent storage or workspace. With 13 acres of natural beauty to explore and enjoy, this is a rare opportunity to own a private country retreat while remaining conveniently accessible to Route 9 and major highways. Come enjoy the peace, beauty and serenity of Connecticut country living-you will love calling this special property home!

Your Year-Round Beach Home Awaits in Cornfield Point Welcome to your opportunity to own a year-round home in Cornfield Point, one of Connecticut's most desirable beach communities. Ideally located just steps from the beach. This move-in-ready home offers the perfect combination of comfort, coastal living, and breathtaking water views. The home features 3 bedrooms and 1 full bath, along with a bright living room showcasing stunning water views. The kitchen is equipped with new appliances, while the convenient laundry area includes all appliances. Recent improvements include a new boiler and hot water heater, providing added comfort and peace of mind. Enjoy the coastal lifestyle from the enclosed breezeway, which offers beautiful water views, or relax on the remodeled upper deck-perfect for morning coffee, entertaining, or taking in the surrounding scenery. A spacious one-car garage provides excellent storage and convenience. As a member of the Cornfield Point Beach Association, you'll enjoy an array of amenities, including a private beach, basketball court, tennis court, clubhouse, and private boat ramp. Whether you're looking for a year-round residence, weekend getaway, or a place to enjoy the best of shoreline living, this community offers an exceptional lifestyle.

Don't miss this charming 3-bedroom, 2-full-bath ranch-style home, ideally situated on a desirable corner lot in a sought-after neighborhood. Offering comfortable one-level living with plenty of potential to make it your own, this home features an updated kitchen with ample cabinetry, generous counter space, and a convenient eat-in dining area. The spacious living room showcases beautiful hardwood flooring and an abundance of natural light. Spacious bedrooms, along with a private full bathroom in the primary bedroom for added convenience. The home also offers potential for an in-law apartment or flex space, providing endless possibilities to suit your needs. A partially finished basement adds valuable additional living space, along with plenty of storage. Outside, enjoy the level lot, deck, and patio making it easy for entertaining. Close to Clinton Town Beach, shopping, restaurants and much more!

Exceptional Federal-Style Colonial in Connecticut's beautiful East Haddam enclave. Perfectly situated on 1.6 acres of remarkable manicured grounds. The stunning curb appeal benefits from new fencing, new stone walkways, new patio/custom fireplace, and all new landscaping. This spectacular 3-bedroom, 2.5-bath home offers nearly 2,300sq ft of refined living. Inside, enjoy hardwood floors throughout, crown moldings, custom paneling and abundant natural light. The main level features a living room with digital spark fireplace, expansive dining area and a chef's kitchen with custom pantry. The office/study and half bath complete the first floor. Upstairs offers 3 spacious bedrooms including a luxurious primary suite, laundry area and a full bathroom. Accessible space above the garage adds incredible storage or potential for additional living quarters. The walk-up attic offers endless possibilities. An attached oversized 2 car garage is the cherry on top! This remarkable turnkey gem is sure to impress. Easy access to shopping, schools, parks & town beach just minutes away. East Haddam is positioned only 2 hours from Manhattan & Boston with easy access to Rt.2 & Rt. 9

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.

Nestled in the desirable shoreline town of Old Lyme, this charming 3-bedroom, 2.5-bathroom Gambrel Colonial offers 1,878 square feet of inviting living space set on a level, private 1.8-acre lot. Step inside to find updated hardwood floors that flow seamlessly throughout the main level. The heart of the home is the expansive eat-in kitchen, featuring a cozy fireplace and a dedicated dining area that makes casual meals carefree. For more formal gatherings, the traditional living room and formal dining room provide space to entertain guests.The upper level houses all three bedrooms, including a comfortable primary suite with its own private ensuite bath. Modern peace of mind comes built-in with a newly installed roof from 2020, as well as a spacious two-car attached garage for easy access and additional storage. Outdoors, the level back yard provides space for lawn games, gardening, or relaxing in coastal air. Ideally situated just three miles from both the town beach and Old Lyme's vibrant historic center, this home offers classic coastal living with ultimate convenience-perfectly positioned halfway between New York City and Boston.

"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."

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

Built Circa 1765 as a home for the village blacksmith Benjamin Handy, this home retains the character, detail, and history of the original house with the addition of an amazing modern rear wing that includes an open floor plan kitchen, dining, and family room -- offering the best of the old and the new. The new addition also includes a spacious pantry/laundry, mudroom, full bath, and access to a side porch that is screened and heated for year-round enjoyment. The remainder of the lower level contains two bedrooms, a powder room, and a living room with the original fireplace now converted to gas. Upstairs has two bedrooms and another full bath. Enhancing this village charmer is a serene, custom-fenced private retreat offering beautiful, low-maintenance landscaping perfect for outdoor entertaining and relaxing. The centerpiece of the outdoor hardscape is a custom-built stone fireplace with wood storage and plenty of room to gather around the fire on chilly evenings. The barn/garage has recently been tastefully remodeled to add a second car garage bay and a heated upstairs loft that could serve as a hobby or workout room, office, or studio. New hardscaping and landscaping have also been added to unify the outbuilding with the exterior of the main house. The secluded rear of the property is a lush greenscape with mature trees and plantings, and offering a view of the waterfall.

Two hours from New York City. Two hours from Boston. A world away from both. Privacy is the ultimate luxury. This masterfully re-imagined 5,234 sq. ft. compound located in historic Ivoryton, a village within the town of Essex, sits behind newly established hedges on nearly two flat, manicured acres - completely turn-key, completely private. The grounds are designed for outdoor living. A 20 X 40 gunite pool flows into a hydrangea-framed landscape. Three bluestone patios for entertaining, dining, and quiet retreat. A newly built two-car garage, wired with new electrical and EV charger-ready. Inside, the transformation is total. A chef's kitchen built around a custom black cherry island with Sub-Zero refrigerator, new double wall oven, and cooktop. A butler's pantry adds a second refrigerator and dedicated wine fridge. Four bedrooms with private en suite bathrooms, including a reimagined primary suite with spa-level finishes. Two home offices. An inviting Family Room. A spectacular Living Room. And a Sunroom - a fully restored 1920s porch with original terra cotta floors and sweeping estate views. Every room is professionally curated with bespoke wallcoverings and custom light fixtures. Steps from the Ivoryton Playhouse, The Copper Beech, and Prive Swiss. Minutes to Connecticut River marinas. Long Island Sound 15 minutes beyond. A truly unique property located in what Yankee Magazine ranks as the #1 small town in New England.

Welcome to 8 Meeting House Road, a secluded and serene retreat. This special property was the former Reverend John Marsh parsonage circa 1818. It has been privately owned for the last 41 years by the same family and is now ready for a new steward. This gracious historic home features a light-filled eat-in kitchen, a fabulous enclosed sunporch overlooking verdant views of the property, and multiple fireplaces. There are several multifunctional rooms including a library with built-in bookcases, a music room, and a generously sized great room with beamed cathedral ceilings. There are also five spacious bedrooms and 2.5 updated bathrooms. The property is set on over four acres with stone walls running throughout, and outbuildings, including a carriage house that has plenty of space for a workshop, a studio, or an office. Behind the carriage house you'll find a natural in-ground gunite pool in a lush private setting. This is a rare opportunity to own an intact historic property with this kind of heritage in the Connecticut River Valley.