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$1,200,000
3 Beds ⋅ 3 Baths ⋅ COMING SOON Status ⋅ 24192820 MLS
Step back in time and discover the beauty of this extraordinary antique home, set on an acre of landscaped grounds, with an enchanting guest cottage. The Bushnell-Dickinson House is a Georgian colonial that retains its original features inside and out. including original wide-board pine flooring, paneled walls, four fireplaces, two staircases, dentil moldings, authentic hardware and classic 12-over-12 windows. It has been lovingly maintained for decades by a master craftsman and a devoted gardener, with a deep respect for historic properties. Granite steps lead to the entries and there is a brick patio overlooking the grounds. There is an adorable guest cottage which offers wonderful flexibility for visitors, or as an in-law suite or private studio. The beautiful barn/carriage house holds two cars plus a unique blacksmith workshop. The picturesque grounds feature several gardens for seasonal color, mature shade trees, and a fenced vegetable garden area with a charming hand-built garden shed with running water. With its strong history and distinctive architecture, the home is listed on the National Registry of Historic Places. Rarely does a home of this significance become available - offering the perfect balance of history, craftsmanship, natural beauty, and timeless New England charm in a coastal community. The location is also ideal, close to Main St attractions, shopping, restaurants, beaches, and the train station It is almost equal distance to Boston and New York.

170 Old Post Rd, Old Saybrook
$675,000
3 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24193791 MLS
Located in the highly sought-after shoreline town of Old Saybrook, this charming Cape offers character, comfort, and exceptional curb appeal. Set on 1.14 beautiful acres in the desirable Otter Cove neighborhood, this well-maintained three-bedroom, two-bath home is ready for its next owners. The updated kitchen features heated tiled floors, while the main level offers a spacious bedroom with a cedar-lined closet, convenient first-floor laundry, a bright den/library with a bay window, a welcoming living room with a stone propane fireplace, and a separate dining room. Upstairs you'll find two generously sized bedrooms, each with cozy dormer sitting areas, plus a walk-in attic for additional storage. A full basement, detached two-car garage, two storage sheds and abundant space for hobbies, storage, or a workshop. Lovingly cared for over the years, this special property is ready for you to make it your own.

84 Ayers Point Rd, Old Saybrook
$585,000
4 Beds ⋅ 2 Baths ⋅ COMING SOON Status ⋅ 24193207 MLS
A rare opportunity awaits to become the second owner of this lovingly maintained ranch on desirable Schoolhouse Road. Thoughtfully designed for comfortable one-level living, this spacious 2,149-square-foot home offers four generously sized bedrooms, wide hallways, gleaming hardwood floors, and central air conditioning. Step inside to a welcoming living room featuring a classic wood-burning fireplace and oversized windows that fill the space with natural light while overlooking the beautifully landscaped front gardens. The eat-in kitchen is equipped with stainless steel appliances and flows seamlessly into the expansive dining room-an ideal layout for holiday gatherings, dinner parties, and everyday entertaining. One of the home's standout features is the 280-square-foot, four-season sunporch, offering beautiful views of the private backyard and providing the perfect space to relax year-round. It is important to note the this sq. footage is not included in the Tax Record totals for the home. Situated on a picturesque 1.1-acre lot, this property also includes a partially finished basement with plenty of room for storage as well as an attached two-car garage. The home is freshly painted throughout with newly refinished hardwood floors, offering a bright, move-in-ready interior while providing the perfect canvas to make it your own. Offering space, quality, and exceptional care in a sought-after setting, this is a home you'll be proud to call your own.

207 School House Rd, Old Saybrook
$799,900
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189175 MLS
Welcome to the desirable Indiantown Beach community, where endless possibilities await. This well-loved home offers a spacious floor plan featuring a bright sunroom, generous family room with a floor-to-ceiling gas fireplace and built-ins, and a large primary suite with its full bath and own private deck. Ready for cosmetic updates, this home presents an excellent opportunity to create your dream beach retreat in one of Old Saybrook's most sought-after shoreline neighborhoods. Enjoy outdoor living with a spacious deck, large patio, fenced yard and storage shed-perfect for entertaining, gardening, or relaxing after a day at the beach. As a resident of Indiantown Beach, you'll enjoy access to two private beaches, a marina, clubhouse, playground, and a variety of community events throughout the year. Conveniently located just minutes from Old Saybrook's Main Street, restaurants, shopping, marinas, and local amenities, this property offers the rare opportunity to personalize a home in an exceptional coastal location. Bring your vision and make this beach house your own!

25 Uncas Trl, Old Saybrook
$1,100,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24191006 MLS
The best of both worlds-enjoy the tranquility of a peaceful setting while being just a short stroll to the beach. Beautifully updated and impeccably maintained, this year-round home offers the perfect blend of coastal charm and modern comfort. A welcoming front porch invites you inside where you'll find beautifully renovated kitchen and baths as well as quality finishes throughout. You'll love the four-season sunroom, with French doors and a wall of windows offering marsh views and spectacular sunsets year-round. Some recent updates include a newly added one-car garage, windows, siding, roof, rear deck, electrical panel, A/C, and sprinkler system. A deck off the living room and sunroom provides the perfect place to relax, entertain, or simply enjoy the peaceful surroundings. The full walkout lower level offers flexibility with an additional bedroom, family room, full bath and separate laundry room. Easy access to Beamon's Creek where you can launch a kayak and explore South Cove. The Knollwood Beach Association includes a private beach, clubhouse, tennis/pickleball, basketball court, a playground and the charm of a golf cart-friendly community. Low-maintenance and truly move-in ready, this exceptional shoreline home offers a lifestyle that's hard to beat.

65 Knollwood Dr, Old Saybrook
$775,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190439 MLS
Welcome to 14 Seagull Road, where the best of Connecticut shoreline living begins just outside your front door. Tucked within the sought-after Knollwood Beach community, this updated cape is just a 3-minute walk to the ocean. Enjoy waterfront strolls, kayaking, swimming, pickleball at the clubhouse, and spectacular sunsets over Long Island Sound. Knollwood Beach is more than a neighborhood... it's a lifestyle. With four-season beach access, scenic shoreline walks, and a welcoming community, every season offers a new reason to enjoy life by the water. From the street, this charming cape feels warm and inviting. Inside, discover a home that lives larger than it appears, featuring an open floor plan, gas fireplace, enclosed porch, and spaces that invite you to slow down, hang your hat, and feel at home. Offering four bedrooms and two full baths, with two bedrooms and a full bath on the main level, the flexible layout suits guests, a home office, or everyday living. A spacious laundry room and low-maintenance, shaded backyard complete the home. Recent updates include a new septic system, central air, Vaughn hot water heater, refinished hardwood floors, added upstairs hardwood, fresh paint, updated lighting, upstairs bath updates, newer kitchen appliances, rebuilt screened porch roof, and a bluestone walkway. Not in a flood zone. Strong rental history. Ideal as a year-round home, weekend retreat, or investment.

14 Seagull Rd, Old Saybrook
$899,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24189317 MLS
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.

119 Great Hammock Rd, Old Saybrook
$675,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24190279 MLS
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 the rear of the property, which may offer the opportunity to create a rear driveway, subject to any required approvals. Bring your contractor, architect, and imagination to unlock the full potential of this exceptional Cornfield Point property just steps from Long Island Sound.

9 Old Colony Rd, Old Saybrook
$849,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24189326 MLS
Life by the water starts here at 3 Anchorage Ln, a spacious Colonial in Old Saybrook set beside the marina with deeded 10-foot access for convenient boat loading and unloading. This 4-bedroom, 3 full bath home offers 2,496 sqft designed for everyday comfort and coastal living. The beautifully remodeled kitchen is the true anchor of the home, ideal for gatherings and seamlessly connected to the living and dining rooms. The first floor also features a family room, office or den, full bath, and laundry room for added flexibility and convenience. Upstairs, the primary suite offers a private retreat with an en-suite bath and three closets, joined by three refreshed bedrooms and another full bath. Major updates include a new oil boiler and water heater in 2024, oil tank in 2025, 200-amp service, and central air. There is also a 2-car garage and an unfinished basement, offering plenty of room for storage. Set on a 0.25-acre lot, this home puts you close to Saybrook Point, marinas, waterfront dining, Harvey's Beach, Main Street shops, and the charm of shoreline living with boating just steps from your door. Check out the virtual tour video!

3 Anchorage Ln, Old Saybrook
$2,295,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24186858 MLS
Experience the pinnacle of Connecticut shoreline living in this exquisitely remodeled coastal retreat, ideally located just three homes from the private association beach in the Saybrook Manor Beach community. Blending timeless coastal elegance with today's most desirable amenities, this exceptional four-bedroom, two-bath home provides the perfect balance of luxury, comfort, and effortless entertaining. From the moment you arrive, you'll appreciate the impressive circular paver driveway with parking for up to nine vehicles. The inviting oversized Trex front deck sets the stage for relaxing and enjoying the refreshing sea breeze just steps from the beach. Inside, thoughtfully designed living spaces showcase quality craftsmanship and a welcoming open flow. The beautifully remodeled eat-in kitchen is a chef's dream, featuring abundant cabinetry, generous counterspace, 2 wine chillers, oversized island and 6 burner gas stove/cooktop. The spacious living room is anchored by a gas log fireplace with space for gatherings and adjacent to the large dining area perfect for entertaining. With four generously sized bedrooms aloft and two beautifully updated baths, this home provides ample space for family and guests alike. Modern mechanical updates include efficient propane heat, central air conditioning, and on-demand hot water, ensuring year-round comfort. The backyard is nothing short of a private resort. Completely reimagined into a landscaped lot that screams bring on Summer!!!

81 Hartford Ave, Old Saybrook
$949,000
4 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24184811 MLS
Welcome to 28 Gates Road, a charming seasonal retreat in the heart of Cornfield Point Beach Association, one of Old Saybrook's most cherished beach communities. C/A and heating! With picturesque water views, beautifully manicured landscaping, and iconic green awnings, this classic cottage offers timeless shoreline charm and standout curb appeal. The spacious enclosed front porch is the heart of the home, perfect for morning coffee, afternoon reading, and relaxing summer evenings. A cozy wood-burning fireplace adds warmth for cool nights by the shore. The expansive backyard is ideal for family gatherings, lawn games, and picnics, while your own "his and hers" beach sheds offer room for bikes, kayaks, beach gear, and more. The larger shed also includes a washer, dryer, refrigerator, and golf cart ramp. An outdoor shower makes rinsing off after beach days a breeze. Thoughtful updates including a new septic system (2019), new hot water heater (2021), new roof (2021), new refrigerator and microwave (2024), plus custom kitchen cabinetry and woodwork throughout. As a Cornfield Point resident, you'll enjoy private sandy and rocky beaches, a clubhouse, playground, basketball, tennis and pickleball courts, plus a full calendar of community events. Whether you're looking for the perfect summer getaway or a place to create lifelong family traditions, 28 Gates Road offers the entire package! Seasonal property. All furniture/TVs convey with sale. As-Is.

28 Gates Rd, Old Saybrook
$549,000
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24186997 MLS
For the first time in generations this loved 3-bedroom ranch is available. It rests on a gentle knoll in the heart of the Chalker Beach community. Home has a full dry basement offering additional space for storage. One floor living, public water, central air, gleaming hardwood flooring throughout, sun filled bay windows, garden shed, open sunny lot, and new high efficiency propane furnace. Enclosed sunroom with glass windows and sliding glass door provides additional respite space. Chalker Beach remains one of Connecticut's sought-after private waterfront communities on Long Island Sound in Old Saybrook, Connecticut. Neighbors dating back for generations have chosen Chalker Beach-not just for a home, but as a lifestyle investment. Residents enjoy access to a private beach, 2 community club houses, foosball, play scape, baseball field, basketball court, and the Chalker Beach Store/Cantina. This is a community built around outdoor living with movie nights at the beach, neighborly connection, and carefree summers. No car needed. Everything is walkable. The kind of close-knit community that is increasingly rare. Do not miss an opportunity to own a home along the Long Island Sound.

53 Chalker Beach Rd, Old Saybrook
$1,099,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24188114 MLS
Experience the best of Old Saybrook shoreline living at 96 Ayers Point Road. This exceptional 4/5-bedroom coastal home offers panoramic marsh and Connecticut River views from a private setting with no flood insurance required. Recently painted and designed for effortless indoor-outdoor living, the home features an in-ground gunite pool, an expansive wraparound deck, walls of glass and oversized windows, multiple fireplaces, and a flexible floor plan with a main-level or second-floor primary suite. Rich Saltillo terracotta tile flooring adds warmth, character, and timeless coastal style. Walls of glass fill the home with natural light while framing the ever-changing marsh and Connecticut River views. Spend hours relaxing on the wraparound deck overlooking the peaceful marsh, enjoying spectacular sunsets, abundant wildlife, and tranquil water views, or entertain poolside in your private backyard oasis. The updated eat-in kitchen features new quartz countertops, a 6-burner gas cooktop, and French doors opening to the deck for seamless indoor-outdoor entertaining. A vaulted main level room offers flexible space for a family room, home office, studio, or guest suite. The walkout lower level provides additional living, recreation, or fitness potential. Additional highlights include a new roof, central A/C just over one year old, a 2-car garage, and both gas and wood-burning fireplaces. Minutes from Safe Harbor Saybrook Marina, the public boat launch, beaches, downtown

96 Ayers Point Rd, Old Saybrook
$365,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24187975 MLS
Incredible opportunity to re-imagine the interior of this charming year-round RANCH WITH REMARKABLE VIEWS! Just south of Route 1, this property offers one floor living with wide marsh views. The exterior has been updated and maintained over the last 5-8 years including new vinyl siding, windows, roof, gutters plus a generous sized shed. There is much opportunity here for buyers looking to live in beautiful Old Saybrook - a ranch home with beautiful views along with a canvas ready for renovations. Close to everything ... shopping, restaurants, beaches, Main Street, I-95 and train station for travels.

15 Baum Ave, Old Saybrook
$1,075,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24186222 MLS
Experience coastal luxury in this stunning 3-bedroom, 2-bathroom ranch style home nestled in Knollwood Beach. Set on a rare .33 acre lot, it offers picturesque marsh and South Cove views. Step inside to discover a newly remodeled interior featuring an expansive remodeled white kitchen with quartz counters, large center island. The family room boasts a dramatic fireplace, while a sunlit dining room/sunroom offers panoramic views of the marsh and Cove. A first-floor primary bedroom a two additional bedrooms, and 2 gorgeous full bathrooms. Additional features a patio and a large deck, new exterior vinyl siding with Azek trim, a 1000 sq ft basement for storage, central air, freshly painted exterior and main floor, remodelled baths, updated electrical, gutter guards and refinished flooring. Roof and septic are newer. No flood insurance needed. Appears to have room for a garage if needed. Enjoy beach rights and clubhouse access, tennis/pickleball courts and playground through the Knollwood Beach Association, a golf cart community, enhancing your coastal lifestyle in this exceptional home.

37 Woodland Dr, Old Saybrook
$800,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24183581 MLS
Welcome to the heart of Saybrook Manor! This beautifully maintained ranch-style home offers the perfect blend of shoreline charm and everyday convenience. Situated on a desirable corner lot, this one-level home features comfortable living spaces, thoughtful updates, and a relaxed coastal lifestyle. Enjoy easy access to the private Saybrook Manor beaches, Oyster River, nearby marinas, restaurants, shopping, and all that Old Saybrook has to offer. The inviting outdoor spaces include a spacious patio, firepit area, beautiful gardens, and plenty of room to entertain family and friends. A detached shed provides additional storage, while ample parking accommodates guests with ease. A special feature of this property is access to private beach parking, making your beach days effortless. Boaters will appreciate the opportunity for a boat slip, subject to availability-simply inquire for details. Spend your days strolling to the beach, enjoying nearby boating and fishing, or taking a golf cart ride through one of Old Saybrook's most beloved shoreline neighborhoods. Whether you're looking for a year-round residence, weekend retreat, or investment opportunity, this home offers the very best of Connecticut shoreline living. Relax, entertain, and enjoy the peaceful coastal surroundings while being just minutes from everything Old Saybrook has to offer. A rare opportunity to own in one of Old Saybrook's most sought-after beach communities.

25 River Ave, Old Saybrook
$1,850,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24185410 MLS
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 complete the first floor. Upstairs, two bedrooms share a Jack-and-Jill bath, providing comfort and privacy for family and guests. Set well back from the road, this exceptional property provides the perfect balance of seclusion and convenience. Whether enjoyed as a year-round residence or a legacy waterfront retreat, the setting offers endless opportunities. Properties of this caliber, acreage, and waterfront presence are extraordinarily rare. A true heritage property and a once-in-a-generation op

108 Maple Ave, Old Saybrook
$1,269,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24182151 MLS
Welcome to shoreline living at its finest in one of Old Saybrook's desirable beach communities, just minutes from the water, marinas, beaches, restaurants, and all that the Connecticut shoreline has to offer. This beautifully remodeled split-level ranch combines modern updates, flexible living space, and an exceptional outdoor setting. Step inside to an inviting open-concept floor plan filled with natural light, featuring gleaming hardwood floors, a stunning center island, ample dining space, and a cozy gas fireplace that serves as the focal point of the main living area. The thoughtfully designed kitchen is perfect for both everyday living and entertaining, with easy access to the rear deck and backyard oasis. Upstairs, you'll find three spacious bedrooms, including an oversized primary suite complete with convenient laundry facilities and generous closet space. A full bath serves the additional bedrooms as well. The fully finished walkout lower level offers incredible versatility with a large family room, media room, additional finished living space, a second full bath, and a second laundry area-ideal for guests, recreation, home offices, or multi-generational living. There is a pellet stove for additional heating too! Adding tremendous value is the detached garage featuring a one-bedroom, one-bath accessory apartment above-perfect for extended family, guests, au pair, or rental income. Recent improvements include a brand-new septic system and driveway.

26 Willard Ave, Old Saybrook
$1,499,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24185199 MLS
Welcome to one of Old Saybrook's most compelling brand-new luxury opportunities. Built by one of Connecticut's premier shoreline designers and builders, this exceptional coastal residence showcases a level of craftsmanship, architectural detail, and thoughtful design rarely found in today's market. Summer is in full swing, and with immediate occupancy and flexible closing arrangements available for qualified buyers, you can still enjoy the very best of the season at Saybrook Point. Perfectly positioned in the heart of this renowned waterfront community, the home offers something increasingly difficult to find along the Connecticut shoreline: brand-new luxury construction, timeless coastal architecture, and an unmatched waterfront lifestyle all without the maintenance, uncertainty, and costly renovations often associated with older shoreline homes. Designed for both everyday living and effortless entertaining, the residence is filled with natural light, soaring ceilings, expansive walls of glass, and carefully curated finishes throughout. The open-concept floor plan flows seamlessly from elegant living spaces into a spectacular chef's kitchen, creating the perfect setting for everything from intimate evenings to holiday gatherings and summer weekends with family and friends.

2 Old S Cove Rd, Old Saybrook
$699,000
3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24184183 MLS
No stone was left unturned at this turn key beach house in the Chalker Beach Association! Completely and professionally renovated from bottom to top, this 3 bedroom cottage is open, light and airy and ready for you to move in, just in time for summer! A spacious living room opens into the lovely eat-in kitchen with custom cabinets, stainless steel appliances and beautiful crown moulding. A bright sunroom off the kitchen will be a great place to spend the afternoon reading a book and relaxing or a fun little playroom. On the other side of the house 3 bedrooms and 1.5 baths with a flexible laundry/mudroom are all fresh with beautiful finishes. The house is heated and cooled with all new split units, so each room can control their own temperatures. All new: windows, doors, roof, septic, appliances, walls, floors, lighting, split units, washer and dryer - virtually everything! Outside enjoy a new patio, landscaping and an oversized 1 car garage with ample space for a golf cart, work bench and storage for all your beach gear. Come take a look, it's your chance to have a new home at the beach!

52 Chalker Beach Rd, Old Saybrook
$999,900
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24182838 MLS
Welcome to this exceptional 3700 sq ft, move-in ready home, privately situated on a quiet private road and surrounded by landscaped grounds. Set on a beautifully maintained 1.3 acre lot with a lightly wooded backdrop and charming stone wall accents, this property offers the perfect blend of privacy, space, and timeless appeal. The brick exterior creates stunning curb appeal, while inside you'll find a thoughtfully designed floor plan with generous living spaces throughout. The expansive eat-in kitchen features a center island, pantry, abundant cabinetry and counter space, making it ideal for everyday living and entertaining. The bright formal dining room showcases beautiful hardwood flooring, while the formal living room provides additional gathering space. The impressive family room features vaulted ceilings, a wood-burning fireplace, and French doors that open to the picturesque backyard. A sun-filled living room with a second wood-burning fireplace offers the perfect place to relax year-round. The main level also includes a full bathroom and a spacious first-floor bedroom, providing flexibility for guests or multi-generational living. Upstairs, the expansive primary suite offers a private retreat complete with a walk-in closet, dressing area and full en-suite bath. Two additional generously sized bedrooms, including one with a walk-in closet, share a full bath. Convenient upper-level laundry adds to the home's functionality. 2 car attached garage and huge basement.

34 Briarcliffe Trl, Old Saybrook
$12,000,000
4 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24183764 MLS
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 and accessibility within one of Connecticut's most desirable shoreline communities. This offering is subject to the property's historic designation and must be purchased together with the adjoining Bushnell Farm land parcel (MLS #24183765). The combined offering presents a truly unique opportunity to preserve, restore, and shape the future of one of the Connecticut shoreline's most recognizable historic properties.

1445 Boston Post Rd, Old Saybrook
$2,899,900
5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24182941 MLS
Join us for our latest 'Sunset Roll Out' Party / Saturday 6.20.26 / 4-7 pm. Great Music, Light Fare & Drink. It is always a great time! Dynamic 5000 Sq/Ft Contemporary Colonial w/ a Fabulous 700 Sq/Ft In-Law Apartment (seperate entrance) built in 2021 in the coveted Indian Town Beach Association! Check out those Pics! 5 Brs , 4.5 Bths, Soaring Ceilings w/ Open Balconies, Two Story Linear Fireplace, Gleaming Hardwoods, Whole House Sound & Security, Irrigation, Super Efficient Natural Gas Heat, Three Car Garage w/ Radiant Floor Heat, On Demand Hot Water, & Custom Built-Ins every where you look! Gourmet Kitchen featuring Floor to Ceiling Double Box Cabinetry, Tile Backsplash, Accent Lighting, Stainless, 1.25" Quartz Counters, Huge Breakfast Island & a 'To Be Jealous For' Chef's Pantry. The Primary Double Floor Suite needs to be seen to be fully appreciated w/ it's Vaulted Balcony Ceilings, Circular stairs that lead to a Private Office & Sitting Room & a Luxurious & Relaxing En-Suite Bathroom! Incredible Bright & Spacious In-Law Apartment w/ a Custom Granite & Stainless Kitchen, Separate Laundry, Hardwoods & Beautiful Light at every turn! Indian Town Beach Association (indiantownassociation. org) is one of the most unique associations in the area w/ it's Golf Cart Friendly Mindset, 3 Beautiful Beaches, 100 Slip Marina, Large Waterfront Clubhouse & a Playground for the Little Ones. It is a great time to buy your Dream Home in Old Saybrook! We are always here to help!

2 Captains Ln, Old Saybrook
$775,000
2 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24180696 MLS
Saybrook Point! Welcome to the coastal lifestyle you've been dreaming of! This fully renovated coastal retreat with partial water views offers an exceptional blend of privacy, charm and effortless lifestyle. Steps aways from desired Saybrook Point, marinas, mini golf, Fenwick Golf Course and a stroll to beaches, restaurants and Main Street - everything that defines the Old Saybrook lifestyle is just steps away. Set on a generous sized lot this home is move-in ready filled with natural sunlight and thoughtfully updated throughout creating a bright welcoming interior which includes a 3-season sunroom where you can slow down and enjoy the coastal air and a full basement. With engineered plans already in place for future expansion, the possibilities are endless - whether you are looking for a year round residence, weekend getaway, or investment in one of shoreline's most coveted locations. Close to highways, trains and amenities. This is truly a hidden gem in the heart of Old Saybrook where every day feels like vacation!

13-A Cove St, Old Saybrook
$1,495,000
3 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24178761 MLS
Set on .62 acres along a protected canal just off the Connecticut River, this well built and maintained waterfront offers more than 100 feet of bulkhead frontage, along with a floating dock equipped with power and water suitable for a variety of boats and watercraft. Updated systems including central air and solar roof panels. Master bedroom on main floor with large closet, walk-in shower, sliders to private outside deck and direct water views. Large living room with cathedral ceiling, fireplace and direct access to outdoor deck and water. Large kitchen with modern appliances, center island, bar sink, wine fridge and eating area with sliders to deck and waterfront. Separate formal dining room. Three and half baths. Hardwood floors in excellent condition. Lower level has good sized den with fireplace and brick hearth, large rec room, laundry/ bath combo and well-organized utility room all with convenient walk out via sliders to lawn and dock. Oversized 2 bay garage and landscaped for privacy. Solar panel system installed in 2024 and fully transferable. Latest six months electricity bills have been zero, monthly panel lease is $137.00. Documentation available.

77 Essex Road Rd, Old Saybrook
$1,695,000
4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24178785 MLS
SHORELINE RETREAT - OLD SAYBROOK. Tucked away at the end of a quiet cul-de-sac with sweeping salt marsh and water views, this gracefully updated coastal haven offers exceptional privacy, natural beauty, and resort-style outdoor living in the heart of Old Saybrook. Set on a 1.6-acre lot and filled with natural light, the home features panoramic windows, open living and dining spaces, refinished hardwood floors, high-end kitchen appliances, and a seamless connection to its natural surroundings. The outdoor setting is no less impressive with an oversized saltwater pool, newly laid Techo-Bloc paver patio, generous deck for outdoor dining, professionally landscaped grounds, koi pond, mature trees, and multiple spaces for relaxation and entertaining. Thoughtful improvements include a new roof, economical electric heat pump HVAC system, refurbished free-standing studio, updated pool systems, hand-painted tilework, custom linen curtains, and more. Just minutes from beaches, Saybrook Point Marina, restaurants, and shops, this special shoreline property offers the feel of a private year-round retreat while remaining close to all that Old Saybrook has to offer.

11 Cambridge Ct E, Old Saybrook
$850,000
4 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24177311 MLS
This beautifully maintained home offers the perfect blend of luxury and comfort! The main level offers exceptional versatility with an open floor plan, hardwood floors, a luxurious primary bedroom suite, along with a living room, family room, gourmet kitchen and formal dining room designed for both relaxed living and elegant gatherings. The first floor primary bedroom suite features California closets, dressing room, cathedral ceilings and a cozy loft. Gourmet kitchen with full pantry, granite countertops, island, stainless steel appliances, a stunning double-sided gas fireplace that creates warmth and ambiance between the main living spaces. Upstairs, a second private primary suite with a walk-in closet, full bath, two additional spacious bedrooms, another full bath, a charming terrace completes the upper level. A walk-up attic offers abundant additional storage, while the full basement and oversized two-car garage provide even more functionality. Surrounded by beautiful landscaping, a spacious deck perfect for entertaining, privacy, on a cul-de-sac minutes from town, beaches and highways.

9 Barley Hill Rd, Old Saybrook
$649,900
3 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 24174666 MLS
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 throughout. Every space has been thoughtfully designed to make the home feel comfortable, inviting, and ready to enjoy from the moment you arrive. Located within the Chalker Beach Association with private beach access, clubhouses, playgrounds, basketball court, golf cart parades, and cherished summer traditions.

96 Chalker Beach Rd, Old Saybrook
$1,440,000
3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24173257 MLS
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 capacity tank, adds peace of mind and functionality. Additional features include new windows, a storage crawlspace beneath the second floor, and thoughtful construction throughout. Knollwood Beach Association residents enjoy exclusive amenities including a private beach, clubhouse, tennis courts, basketball courts, pickleball, and a kayak stand.

21 Fenbrook Rd, Old Saybrook
$559,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24164864 MLS
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 exceptional home offers both lifestyle and convenience. Featured in House Beautiful and Home Decorating Ideas, it is a true one of a kind residence ready to be enjoyed immediately, with furnishings available for purchase if desired.

92 Bokum Rd, Old Saybrook

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