122 houses for sale in Knollwood, Old Saybrook town Middlesex County Connecticut

Welcome to an exceptional year-round home located in one of Connecticut's most renowned beach communities, the Knollwood Beach Association. Just steps from a private beach, this property offers the perfect blend of coastal living and everyday comfort. This spacious home features a finished above-grade lower level. Please note: the official square footage does not include the fully furnished first floor, offering even more usable space than reflected. Inside, you'll find a warm and inviting layout highlighted by a vaulted ceiling, large open windows that capture beautiful morning sunlight from the east-facing front exposure, and a cozy fireplace. The first floor features durable ceramic tile, while the second and third floors showcase classic hardwood flooring throughout. Designed for comfort in every season, the home is equipped with oil forced air heating and central air conditioning, with supplemental electric baseboard heating. An oversized septic system, including a 4-bedroom capac

Enjoy exclusive Beach Rights and ultimate coastal living in the highly desirable Chapman Beach community! Just steps from the sand, this bright and airy 3-bedroom, 1-bath seasonal cottage is the ultimate shoreline escape you've been waiting for. Inside, 828 square feet of sun-drenched living space is perfectly optimized for relaxed, carefree seaside vibes. Tucked away on a private lot along a quiet road, your outdoor oasis features a generous deck ready for summer BBQs, an expansive yard for lawn games, and a dedicated shed to stow your surfboards and beach gear. Ready for your personal touch! Just moments from the Connecticut Shoreline's finest dining, marinas, and boutique shopping, this rare gem is the timeless summer escape you've been waiting for

Welcome to your perfect coastal retreat in the highly sought-after Stannard Beach Association! This beautifully maintained year-round Cape offers the ideal blend of beachside charm, comfort, and convenience, just a short stroll from the sandy shores of Long Island Sound. Featuring three bedrooms, one of which is located on the 1st floor, and two full bathrooms, this charming home has been thoughtfully updated and is move-in ready. The sun-filled interior offers a warm and welcoming atmosphere, while the renovated kitchen opens to a relaxing sunroom overlooking a beautifully landscaped backyard-perfect for morning coffee, entertaining, or unwinding after a day at the beach. Outside, the professionally designed grounds create a private oasis with a spacious patio, stone walls, mature plantings, an outdoor shower, and plenty of space to enjoy coastal living. Whether you're hosting summer gatherings or simply soaking in the sea breeze, this home is designed for making lasting memories. Res

Just the second owner of this lovingly maintained custom-built home set on a private, wooded lot with plenty of outdoor space to enjoy. Notable updates include refinished hardwood floors, an opened staircase, kitchen with newer refrigerator and dishwasher, and three beautifully renovated bathrooms. The primary suite features a walk-in closet and private bath, while the walkout lower level offers flexible space for a home office, recreation room, or hobbies. Additional improvements include upgraded exterior drainage, a radon mitigation system, cleared trees and yard, a newly paved lower driveway, and an upper driveway turnaround. Conveniently located just minutes from Westbrook's beaches, marinas, restaurants, shopping, with easy access to both I-95 and Route 9

Welcome to your ultimate seaside retreat at 3 Mohican Road, nestled in the highly sought-after Grove Beach Terrace neighborhood of Westbrook. This charming 3-bedroom, 2-bathroom home offers the quintessential coastal lifestyle, featuring a direct right-of-way path from your own backyard straight to the sandy shores of Long Island Sound.The main level welcomes you with a bright, open-concept layout where the kitchen, living, and dining rooms create the perfect central hub for entertaining and daily living. In the kitchen, a gas fueled Viking Stove and high end appliances complement the granite countertops, which feature a center island with an additional sink. Just off the dining area is a sun-drenched main-floor sunroom, featuring sliding glass doors that open directly onto the back deck. Additional features include a large pantry and a convenient laundry room with extra storage along with a first-floor full bath.Upstairs, the second level hosts all three bedrooms. The primary suite is

if inclined to drive by, please be mindful of the neighboring properties, and their driveways. Dead end road with very little space to turn around* House is firmly under contract while waiting for the seller to find their next home. Charming, waterfront, treehouse-like, retreat on the Menunketesuck River. Discover the perfect river front getaway in this bright and inviting one-bedroom home in the popular beach town of Westbrook. Steps from your front door, paddle through the tranquil waters of the river flowing through the McKinney National Wildlife Refuge and Goodwin Marsh Nature Conservancy-a breathtaking 5-mile round-trip by canoe or kayak (sourced from bostonkayaker) that leads all the way to the Long Island Sound. Designed with an open, airy floor plan, this efficient home features hardwood floors, a recently updated kitchen, and a cozy sunporch that captures stunning year-round views. Expansive windows fill every room with natural light and frame the ever-changing beauty of the s

1/2 mile walk to Essex Village, the marina, shops, and restaurants, this historic residence is nestled within one of Essex's most desirable neighborhoods. Thoughtfully reimagined by an established interior designer, the home masterfully blends modern luxury with the timeless charm quintessential to Essex. Original architectural details including hand-carved doors, staircase banister, fireplace mantels, and crown molding have been carefully preserved and elevated, honoring the home's history while seamlessly integrating refined contemporary finishes. Rare for a home of its era, the property offers an open floor plan, soaring 8 foot ceilings, and oversized windows that flood every room with natural light. The newly renovated kitchen features black wood grain cabinetry, quartz countertops, tile backsplash, Bosch appliances, and a Bertazzoni Italian range and hood. The primary bath offers a soaking tub, double vanity, and expansive tiled shower, while the second full bath showcases stunnin

Discover the charm of village living in one of Connecticut's most picturesque shoreline communities. Nestled on a quiet residential street moments from the heart of historic Essex Village, 17 Grandview Terrace offers the rare opportunity to enjoy boutique shopping, waterfront restaurants, marinas, parks, and the Connecticut River-all just a short stroll from your front door. This beautifully maintained home blends timeless New England character with thoughtful updates and comfortable everyday living. Rich hardwood floors extend throughout the home, while the inviting living room is centered around a classic wood-burning fireplace, creating a warm and welcoming atmosphere in every season. The enclosed sunroom provides a light-filled retreat-perfect for enjoying your morning coffee, reading a favorite book, or simply relaxing while overlooking the peaceful backyard. Recent improvements include a new roof (2025) and a heating system approximately 10 years old, offering added peace of mind

A rare and captivating offering, this enchanting storybook residence has been beautifully reimagined to deliver a seamless blend of historic charm and refined design. Whether you choose to continue its success as a turnkey Airbnb investment or keep it for your own year round or weekend retreat, the possibilities are as inviting as the home itself. Thoughtfully updated with a brand new roof and updated plumbing and septic, it offers modern peace of mind while preserving its timeless character. Rich in personality, the home evokes the romance of a countryside Tuscan Villa, from its ivy draped exterior to the layered, designer interiors originally re envisioned by Charles Spada in the 1990s. The private backyard is a tranquil escape, featuring exquisite stonework and curated plantings meant for quiet moments or intimate gatherings. Ideally situated just moments from boutique shopping, galleries, dining, Old Saybrook Town Beach, and the Katharine Hepburn Cultural Arts Center, this exceptio

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 f

Stunning Fully Remodeled Legal Two-Family Home Discover this completely remodeled legal two-family residence, thoughtfully designed for modern living, investment, or multi-generational use. Every inch of this home has been upgraded with care and quality craftsmanship. Featuring brand-new HVAC and heating systems, new plumbing, and a 200-amp electrical panel, this property offers worry-free comfort and efficiency. The exterior shines with new vinyl siding, new doors, and an inviting oversized covered deck that's perfect for gatherings. A seasonal porch adds even more charm and flexibility to enjoy year-round. Inside, you'll find refinished hardwood floors, two brand-new kitchens, and three luxurious bathrooms - all boasting high-end finishes and modern fixtures. This property is set up as a 3-bedroom, 2-bath unit on one side and a 1-bedroom, 1-bath unit on the other, each with its own private entrance, making it ideal for extended family living, rental income, or owner-occupancy with su

Set in a serene Essex setting, this lovely contemporary home offers a rare opportunity to enjoy waterfront living on Tiffany Pond. Surrounded by beautifully landscaped grounds, the property provides a peaceful retreat with beautiful natural views in every direction. Designed for both comfort and style, the home features 3 spacious bedrooms and 2.5 baths, including a desirable first-floor primary bedroom for easy living. The sunken living room is filled with natural light and enhanced by elegant French doors, creating a warm and inviting space perfect for relaxing or entertaining. A double-sided fireplace seamlessly connects the living room and dining room, creating a warm ambiance ideal for gatherings, while a second fireplace adds additional charm and comfort. A mid-century inspired kitchen with an eat-in area and stainless steel appliances provides a functional space. Step outside and enjoy direct access to the pond-perfect for kayaking, canoeing, or simply taking in the tranquil sur

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

Situated in a quaint, private 55-and-over community in the heart of Westbrook, Connecticut, this low-maintenance ranch offers the ultimate in stress-free Shoreline living. Completely updated with beautiful finishes and thoughtful customizations, this 2-bedroom, 1-bathroom home is entirely turn-key and ready for its next chapter. Inside, the seamless open-concept layout creates a bright and airy flow, perfect for both daily living and entertaining. Slide open the glass doors to find your private, covered back porch-an ideal spot for morning coffee or evening relaxation. The home sits on a peaceful and quiet corner lot, featuring manicured landscaping and a dedicated vegetable garden for the green thumb.The heart of the home is the updated kitchen, fully equipped with sleek stainless steel appliances. You will have total peace of mind knowing all major mechanical components have been updated in recent years, including: Roof: Replaced just 4 years ago Electrical: Upgraded to a 200-amp pan

NEW LOWERED PRICE! Welcome to your new shoreline home - a ranch-style retreat in the heart of Old Saybrook. This beautifully maintained 3-bedroom, 1 1/2-bathroom home offers a perfect blend of comfortable living and coastal New England lifestyle - all just approx. 1 mile from the private Cornfield Point beach with deeded beach rights. Inside you'll discover a bright, open-concept floor plan that flows from the living area into the eat-in kitchen, creating an inviting space ideal for both everyday living and entertaining. The primary bedroom features a private en-suite half bathroom, while two additional bedrooms offer flexibility for family, guests, or a home office. From the gleaming hardwood floors and freshly painted walls to the thoughtfully renovated kitchen and bathrooms, every detail has been attended to - just move in and enjoy. Where this property truly shines is outside. The oversized 2-car garage is a rare find, offering abundant space for vehicles, a workshop, or extra stor

Contemporary coastal elegance meets exceptional privacy along South Cove in Old Saybrook. Set on an extraordinary 1.8-acre parcel, this cedar-sided, 3,188-square-foot residence offers breathtaking water views from nearly every room and a setting that is virtually impossible to recreate. Originally built in 1965 and thoughtfully rebuilt in 1991, the home was designed to capture its spectacular surroundings with vaulted ceilings, expansive windows, and seamless indoor-outdoor living. The living room showcases custom built-ins, a gas fireplace, wet bar, and sliders to a spacious deck overlooking the cove. The kitchen flows into a well-appointed family room and opens to a 300-square-foot enclosed porch, an ideal space for entertaining and relaxation. The main floor primary suite is a private retreat with soaring ceilings, deck access, stunning water views, dual bathrooms, and an impressive 120-square-foot walk-in closet. A formal dining room, additional bedroom, and separate laundry room c

An EXTRAORDINARY MODERN MASTERPIECE: Inspired by renowned architect Frank Lloyd Wright, sited to take full advantage of an exceptional, private 1.6 acre waterfront location overlooking North Cove and the CT River, and constructed with meticulous care and the best of the best curated materials, 20 Saltus Drive offers a luxurious, comfortable lifestyle with panoramic water views from almost every room. Perfect for entertaining, the great room (30' x 40') has soaring ceilings, a remarkable, double sided stone FP and a window wall creating a continuous expanse of glass facing picture perfect water views. Glass pocket doors open to the DR which flows into the impressive kitchen with table and counter seating and equipped to please the most discriminating chef. Additional notable spaces on this level are a home theater with an 8'+ screen and two bedroom suites (all 5 bedrooms have en suite baths; 4 also enjoy separate sitting rooms). Access the 2nd level either by elevator or a striking mari

A rare opportunity to acquire a historic Connecticut landmark. The Bushnell Farm House and Barn offer a unique chance to restore and reimagine an important piece of Old Saybrook history. Featuring the historic Elisha Bushnell House and accompanying barn, the property showcases classic New England architecture, mature landscaping, stone walls, and the timeless character that has made this site a local treasure for generations. The improvements require significant modernization and renovation, presenting an ideal opportunity for someone seeking to preserve and enhance a historic property. Whether envisioned as a private estate, hospitality-related use, office, wellness concept, or other permitted use, the property offers exceptional potential for those with a vision for restoration and stewardship. Ideally situated on Boston Post Road with convenient access to Interstate 95, Route 9, shoreline beaches, marinas, shopping, and restaurants, the property benefits from excellent visibility an

Rare opportunity to create your dream home in one of Old Saybrook's most sought-after beach communities! Located across from Cornfield Point Beach Association, with deeded beach rights, this.23-acre property includes access to the beautiful sandy beach a short walk away making daily walks to the shoreline effortless. Surrounded by attractive homes, the setting alone makes this a standout investment. The existing home underwent a partial renovation in 2011 with a new roof, vinyl siding, replacement windows, and hardwood floors throughout. The septic system is appx 10 yrs old and is in front yard, so rear has room for a pool or building. The interior renovation was never completed, leaving the kitchen, bathrooms, and heating system gutted and ready for your vision. Whether you're looking to restore the existing home or explore the potential for a new custom residence, this property offers exceptional possibilities in a premier location. An added bonus is frontage along a state road at th

Welcome to your perfect coastal retreat in the highly sought-after Stannard Beach Association! This beautifully maintained year-round Cape offers the ideal blend of beachside charm, comfort, and convenience, just a short stroll from the sandy shores of Long Island Sound. Featuring three bedrooms, one of which is located on the 1st floor, and two full bathrooms, this charming home has been thoughtfully updated and is move-in ready. The sun-filled interior offers a warm and welcoming atmosphere, while the renovated kitchen opens to a relaxing sunroom overlooking a beautifully landscaped backyard-perfect for morning coffee, entertaining, or unwinding after a day at the beach. Outside, the professionally designed grounds create a private oasis with a spacious patio, stone walls, mature plantings, an outdoor shower, and plenty of space to enjoy coastal living. Whether you're hosting summer gatherings or simply soaking in the sea breeze, this home is designed for making lasting memories. Res

Welcome to the highly sought-after Cornfield Point Beach Association, where coastal charm meets effortless year-round living. This beautifully maintained cottage-style ranch offers the perfect seaside retreat for those seeking an upscale second home or an easy-to-maintain retirement residence in one of Old Saybrook's most desirable beach communities. The newer white kitchen opens to inviting living spaces highlighted by hardwood floors, classic wainscoting, custom built-ins, and a spacious living room with a fireplace. The home features three bedrooms, including a private primary suite with its own full bath, plus a second full guest bath. The spectacular four-season sunroom is filled with natural light and opens through sliders to a private rear patio, creating seamless indoor-outdoor living. Additional features include a welcoming front patio, outdoor shower, full basement, and storage shed. Enjoy all the benefits of year-round beach living while knowing the property also offers exce

Welcome to an exceptional year-round home located in one of Connecticut's most renowned beach communities, the Knollwood Beach Association. Just steps from a private beach, this property offers the perfect blend of coastal living and everyday comfort. This spacious home features a finished above-grade lower level. Please note: the official square footage does not include the fully furnished first floor, offering even more usable space than reflected. Inside, you'll find a warm and inviting layout highlighted by a vaulted ceiling, large open windows that capture beautiful morning sunlight from the east-facing front exposure, and a cozy fireplace. The first floor features durable ceramic tile, while the second and third floors showcase classic hardwood flooring throughout. Designed for comfort in every season, the home is equipped with oil forced air heating and central air conditioning, with supplemental electric baseboard heating. An oversized septic system, including a 4-bedroom capac

Every Day a Getaway! Some properties ask you to choose between full-time living and 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 and 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 and 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, and living room. A spiral staircas

Welcome to your seasonal sanctuary at Chalker Beach, where sun-soaked days and starry nights create lasting memories. Offered fully furnished and thoughtfully styled with relaxed coastal charm, this seasonal cottage is the perfect place to slow down, unwind, and enjoy easy shoreline living. Just a short walk or golf cart ride to the beach, the home is tucked into one of the shoreline's most loved beach communities where summer days are spent by the water, riding bikes through the neighborhood, and gathering with friends and family for community events and beach nights. The outdoor spaces are designed for relaxing and entertaining, featuring a spacious paver patio, beautifully manicured open lawn, outdoor shower, and a private firepit deck beside peaceful marsh grasses-the perfect setting for morning coffee, summer dinners, or evenings under the stars. Inside, cathedral ceilings, natural light, and custom wood paneling create a warm and welcoming atmosphere with a cozy beach-house feel

Step into the charm of this delightful 1920 year-round bungalow, just a stone's throw from Old Saybrook's stunning beaches. Thoughtfully remodeled, this cozy retreat blends historical character with modern comforts. As you enter, you'll find a spacious area that offers endless possibilities-use it as an eating area, a flex office, or even a sleeping space. The open floor plan invites effortless living, with an eat-in kitchen showcasing a center island and newer appliances. Off the kitchen, a slider leads to a spacious back deck, perfect for outdoor dining or soaking in the coastal air. Built-in shelves add both charm and function to the main living area, which also features a convenient first-floor half bath and laundry. Head upstairs to discover a spacious bedroom paired with a full bath featuring a stall shower. The property doesn't stop impressing there-a full basement offers storage or potential, while the flat lot includes a versatile barn/garage and an adorable gazebo perfect for