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

Great investment opportunity in Old Saybrook! Create a two family home by dividing this into two apartments. OR need an in-law suite? This home has that possibility!!! The town of Old Saybrook is very open to ADUs(additional dwelling unit), and this would be perfect- all you need to add is a kitchenette. 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 or future bedroom complete with a large walk in closet, a full bath and a laundry room. Full sized windows and two exterior doors- this is a true walk out basement but doesn't feel like a basement at all! A large two car detached garage with a large loft above would be great for a home office, gym or studio or maybe even another apartment. Come take a look and jump on this opportunity!

Privacy, space, and location combine with this custom colonial on over two private acres at the end of a quiet cul-de-sac. This 2,662-square-foot home offers a rare opportunity to enjoy the tranquility of a tucked-away setting without sacrificing proximity to downtown Chester. An inviting covered front porch welcomes you to sit and enjoy the peace of this quiet neighborhood. Once inside, the entryway is bordered by 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, an eat-in kitchen, and pantry. The kitchen leads to a large deck overlooking the backyard, perfect for dining, entertaining, or simply enjoying the natural beauty of the property. 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. Two sizable bedrooms and a guest bedroom share a full bath. There is a bonus room over the two-car garage that could serve as a den, office, or playroom 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 convenience of downtown Chester just moments away. A special opportunity to make this well-established property your own.

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 investment opportunity in the Moodus section of East Haddam. Two apartment buildings on one .88 acre lot, well maintained with updated mechanicals. These buildings must be sold together, the lot cannot be subdivided. A 1900 5 unit Victorian (1 bd/1 bth units) and a 1860 2 family duplex with a 2 bedroom unit on each floor. Plenty of parking for tenants. Leases inplace for all units except one freshly updated 2 bd unit, ready for owner occupancy should you choose. Basements include new Oil tanks, new boilers, updated electrical, updated plumbing, coin laundry. Large level back yard. Close to Rt 9 & Rt 2 for easy commuting. Property is shown by appointment only.

Nestled in the desirable shoreline town of Old Lyme, this 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 hardwood floors that flow throughout the main level. The heart of the home is the eat-in kitchen, featuring a 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 offers three cozy bedrooms, including the primary bedroom with its own private ensuite bath. 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-perfectly positioned halfway between New York City and Boston.

Tucked away on a beautiful, wooded 1.5-acre lot, this home offers a rare blend of absolute privacy and everyday convenience. Step inside to a freshly painted, 2,606sqft 3 bed and 3 bath open-concept floor plan designed for seamless modern living and effortless entertaining. The heart of the home is anchored by a large kitchen featuring granite countertops, an island with high-top seating, ample cabinet space, and a functional layout that flows beautifully into the main living space. This main living space features a dramatic living room with a wall of windows that frame peaceful nature views and a soaring cathedral ceiling that maximize the sense of space and light. A dedicated home office, or potentially a first floor bedroom, a distinct step-down dining room, and a gorgeous full bathroom complete the first floor. Three generous bedrooms and two more full baths upstairs provide plenty of room for family or guests. The finished walkout basement allows for seamless outdoor access, making it a perfect rec room, gym, or media center. Outside, the expansive deck serves as the ideal backdrop for al-fresco dining, summer barbecues, or quiet mornings enjoying your peaceful, private outdoor space. Situated just minutes from Old Saybrook's vibrant town center and train station, this home provides a quiet escape with upscale dining, boutique shopping, beautiful shoreline beaches and a 1,000 acre nature preserve just a short distance away.

Discover the charm and comfort of this beautifully maintained Cape, ideally situated on a quiet cul-de-sac off School House Road in one of Old Saybrook's desirable locations. Offering over 2,700 square feet of finished living space, this inviting home is just across from The Preserve trail access and moments from Clark Park, making it easy to enjoy nature, recreation, and the outdoors. Inside, gleaming hardwood floors, a spacious living room with a wood-burning fireplace, and a formal dining room create a warm, welcoming atmosphere. The updated kitchen features rich cherry cabinetry and granite countertops and opens to a cozy family room with a Garrison wood stove. Sliders lead to a cedar-paneled three-season room overlooking the private backyard, deck, and patio-perfect for entertaining or relaxing outdoors. Upstairs, the spacious primary suite features an en-suite bath with a custom shower and tons of storage, along with two additional bedrooms and a full bath. The finished lower level offers flexible space for a home office, gym, media room, or additional living area. Thoughtful updates include Andersen replacement windows, newer garage doors, enhanced attic insulation, and ice dam heating cables. Blending classic New England charm, versatile living spaces, and an exceptional location near trails and recreation, this move-in-ready home is a wonderful place to enjoy the best of Old Saybrook living.

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.

Step back in time without giving up a thing. The John Ventres Jr. House is a classic antique Colonial in Haddam, just minutes from the Connecticut River, and two centuries of character come with the big updates already done: a brand-new roof this year and a new septic system in 2025. Inside, hand-hewn beams, wide-plank pine floors, a brick chimney, and cast-iron radiators tell the home's story, while fresh paint throughout and newer carpeting make it move-in ready. The kitchen pairs creamy white cabinetry and stone counters with a wood-topped island, stainless appliances, and under-cabinet lighting, and it opens to a generous dining room for gatherings. A sunroom with a wood stove is the spot for cozy winter evenings. The first-floor bedroom sits near a full bath and a dedicated laundry room. Upstairs are three more bedrooms, an office, and a second full bath, plus a walk-up attic and a full basement for storage. Out back, the wraparound deck steps down to a stone patio and a private, tree-sheltered yard on over half an acre, made for morning coffee, garden dinners, and crisp fall evenings. Life here moves at river-town pace: dinner on the water at the Gelston House, a show at the Goodspeed Opera House, drinks at Jimmie's and scenic drives, kayaking, and trails along the Connecticut River Valley. A charming historic home in Haddam, ready for its next chapter.

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.

"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."

Some homes are defined by their architecture. Others by their surroundings. At 703 Fox Hopyard, the two come together beautifully. Set against a spectacular backdrop of rolling fairways and the natural beauty of the Connecticut River Valley, this exceptional residence offers a sophisticated interpretation of classic New England living. Timeless cedar shake architecture, refined finishes, and an extraordinary sense of openness create a home that feels both impressive and inviting. Inside, natural light takes center stage, illuminating beautifully proportioned living spaces designed for effortless entertaining and everyday comfort. A striking stone fireplace anchors the main gathering area, while expansive glass draws the eye toward the ever changing landscape. The kitchen balances understated elegance with thoughtful functionality, offering a welcoming space where everyday moments and memorable gatherings unfold. A private main level primary suite provides a peaceful sanctuary, while the upper level offers beautifully appointed accommodations and flexible spaces for work or relaxation. The finished walkout lower level extends the home's possibilities, providing additional room to entertain, unwind, or pursue personal interests. Outdoor living is equally compelling, with spaces to enjoy morning coffee, sunset gatherings, and uninterrupted views of the surrounding countryside.

Gorgeous Cape, completely remodeled from top to bottom with a fresh, modern feel throughout. The bright and inviting main level features beautiful hardwood floors, an oversized living room with a fireplace, and a spacious dining room perfect for holiday gatherings and entertaining. The absolutely gorgeous renovated eat-in kitchen offers white cabinetry, gleaming countertops, a tile backsplash, stainless steel appliances, and direct access to the deck for easy indoor-outdoor living. A beautifully updated full bath completes the main level. Upstairs, you'll find a spacious primary bedroom with a wall of closets, two additional bedrooms, and a second stunning newly renovated full bath. The finished lower level adds even more versatility with a dedicated laundry room, a family room currently used as an office, and an additional finished space ideal for a home gym, playroom, or whatever best fits your needs. An attached garage adds everyday convenience. Outside, the professionally landscape level yard offers plenty of space for entertaining, relaxing by the fire-pit, gardening and enjoying the outdoors. This incredible remodeled home including new windows is truly move-in ready with nothing left to do but unpack and enjoy! Just minutes to the brand new grocery , shopping and highway. Multiple offers received. Seller requests all offers with NO escalation rider to be in by Monday Oct. 12th by 6PM

Set on 2.1 private acres directly along Hamburg Cove, WATERLOT offers an extraordinary opportunity to acquire a premier waterfront estate on one of New England's most cherished maritime retreats. Renowned among boating enthusiasts as one of the region's finest and most secure "hurricane holes," Hamburg Cove provides a beautiful backdrop to this home. The property boasts over 220 feet of direct water frontage and potential for dockage capable of accommodating vessels up to 80 feet - a true unicorn for the region, where private residential slips of this scale and depth are virtually non-existent. Built with exceptional craftsmanship, the home offers a timeless foundation for its next chapter. While impeccably maintained and completely functional to enjoy as-is, the interiors await your bespoke design vision, offering an ideal canvas to craft a world-class waterfront haven.

Walking distance to Downtown and a brand new roof! Welcome to 240 Main Street. Full of character and warm appeal, this 3-bedroom, 2-full-bath home offers a unique combination of indoor comfort and a prime outdoor setting. Step inside to discover a beautiful, well-appointed kitchen outfitted with a professional Jade stove-perfect for culinary enthusiasts-with views opening out to a beautifully landscaped, private backyard retreat. Built-ins and original details continue throughout the entire home, while thoughtful updates maximize the use of living space. With lots of flex space in the barn, the first floor hosts amazing space for a gym, second office, hobby room or a billiard room. Upstairs, a private office provides a quiet work-from-home setup. Outdoors, the peaceful, tree-lined yard includes a charming potting shed and abuts a serene church field for maximum privacy. Positioned right across the street from the local park, playground, and baseball fields, you'll enjoy front-row access to community recreation while maintaining your own private oasis. Schedule your private tour today!

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. ( Agent-Owner )

One floor living in Old Saybrook! This ranch home is a part of the Indian Town Beach association and also conveniently located on Boston Post Road which has beautiful new sidewalks connecting this property to both beaches and shops and restaurants all within walking distance. A picture window gives the living room lovely natural light and a wood burning fireplace for chilly winter nights. An open kitchen / dining room features sliding doors out to a nice large deck - great for entertaining. Hardwood floors throughout, 3 bedrooms and a bathroom with laundry complete the main level. The walk-out basement offers lots of possibilities with its high ceilings. A nice large private back yard includes a lovely deck, vegetable gardens and a one car garage. Come take a look as this property won't last!

Your Beach Retreat Awaits! Completely renovated and thoughtfully redesigned, 86 Fenwood Drive offers the perfect opportunity for a year-round residence or summer getaway. Ideally located just minutes from the kayak launch, cove, and beach, this charming home sits on a beautifully landscaped, level lot filled with mature plantings and inviting outdoor spaces. Step inside to discover a stunning custom kitchen featuring GE Cafe appliances, white shaker cabinetry, quartz countertops, and character-grade flooring that flows throughout the home. The bright and welcoming front living room is anchored by a cozy wood-burning fireplace, creating the perfect gathering space. At the rear of the home, the spacious family room showcases soaring ceilings, exposed beams, shiplap accents, and an abundance of windows overlooking the backyard. This versatile space could easily be converted into an additional bedroom if desired. Adjacent to the family room is a beautifully updated full bath featuring a new vanity with marble top and a stylish tiled shower. Convenient first-floor laundry is located just off the hallway leading to the bedroom wing. Both bedrooms offer generous proportions, while the primary suite boasts an oversized walk-in closet and a luxurious en-suite bath complete with heated floors, a soaking tub, updated vanity, and a large walk-in shower. The updates continue throughout the property, including a new propane tank, new septic tank, central air condition

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!

A truly special Chester Village treasure! Beautifully nestled in a private, peaceful neighborhood on a desirable cul-de-sac with no through traffic. This pristine home offers an exceptional blend of timeless character, refined comfort, and an enviable location less than a half-mile stroll to Historic Downtown Chester. From the moment you enter, the warmth and elegance are unmistakable. The gracious living room features a stunning paneled wall, gorgeous fireplace, and beautiful wide board hardwood floors. The elegant formal dining room is perfect for intimate dinners or festive gatherings. The inviting kitchen is a true focal point, offering a generous island with granite countertops and its own fireplace. Three bedrooms and two full baths are privately located on the second floor, while convenient main-level laundry adds to the ease of everyday living. The newly finished lower level provides versatile living space-ideal for a family room, media room, office, gym, or private retreat. Two car garage with walkup loft offers substantial storage space. Outside, the beautifully landscaped grounds create a private oasis with a charming gazebo, patio, firepit and handsome stone walls. A wonderful setting for summer entertaining, cozy autumn evenings, or simply enjoying the tranquility of your own backyard. Come discover this exceptional home and experience the good life in Historic Chester Village.

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.

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!

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.

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.

Experience the very best of Connecticut shoreline living! The stunning REMODELED interior has 4 BR 2-baths with beautiful water & marsh views and deeded beach access. This exceptional property offers the perfect blend of relaxed coastal living with incredible flexibility and right-of-way access to the beach. 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!