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2 Hawk Brk, Old Saybrook
$900,000
3 Beds ⋅ 3 Baths ⋅ 24215827 MLS
Very private location yet close to major commuter routes, this wonderfully maintained Colonial has large living spaces inside & out! Entry foyer w/2 oversized closets, tile flr and access to huge 2 car garage. The 1st flr features a huge eat-in kitchen w/rich cherry cabinetry, center island w/downdraft range, tile & hdwd floors, spacious pantry closet & access to the 16.5x24 back deck perfect for relaxing & dining. The formal DR is perfect for that special meal and the formal living rm has a cozy wood burning brick fireplace & hearth-both rooms have gleaming hardwood flrs. The 19.5x24 ft family room is a breathtaking space featuring soaring vaulted ceiling, hdwood flrs w/walnut inlay, oversized Palladian window & rear bay window. A full bath rounds out flr 1. The 2nd flr features a Master Suite comprised of huge BR, laundry room, full bath w/soaking tub and bidet, dressing area w/ample closets & spacious sitting rm. The remainder of the 2nd flr features 2 more well-proportioned BRs accompanied by a full bath w/tub-shower combo & tile flr. There is a full walkout basement w/partially finished 19.5x25 room w/French doors leading directly to the backyard. There is also an enormous walk up attic with soaring ceilings that will hold all your treasures or could be finished for even more living space. Oil hot water heat & a 2 zone central air conditioning system will keep you comfy all year. There is a Central Vac & whole house generator so you always have peace of mind. Come see

2 Hawk Brk, Old Saybrook
14 Cinnamon Rdg, Old Saybrook
$625,000
3 Beds ⋅ 3 Baths ⋅ 24217273 MLS
Available to be shown 10/31 --- NEW LISTING in beautiful Cinnamon Ridge! This absolutely charming cape on picturesque 1+/- acre lot has undergone several wonderful transformations with fresh paint, newer windows, Buderus boiler, newer water heater, newer floors and carpets, along with stunning kitchen and baths with gorgeous cabinetry, granite countertops, stainless steel appliances including a beverage/wine refrigerator. The entry foyer is bright with full-lite front door and skylights, coat closet and new half bath; the front to back family room has a fireplace for cozy fall-time fires and french door to large 40x14 deck; both the dining room (also with french door to deck) and the living room have beautiful hardwood floors. On the second floor is the Primary bedroom complete with it's new personal bath; two additional bedrooms plus the main bath also newly remodeled. Beautiful drive along Cinnamon Ridge with trees laden with fall leaves ... Don't miss this once-in-while opportunity to be in one of Old Saybrook's prime locations - off country roads yet close to all that Old Saybrook has to offer -- town parks, beaches, quaint Main Street, The Kate theater, restaurants, shopping, train station etc.

14 Cinnamon Rdg, Old Saybrook
514 Main St, Old Saybrook
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 24197382 MLS
Welcome to 514 Main Street, a waterfront custom-crafted home built in 2006 with unobstructed, expansive views of North Cove. This coastal-inspired retreat blends sophisticated elegance with everyday functionality. Boasting 3,766 square feet, this home has 4-bedrooms, 3.1-baths with an open-air concept that centers around a spectacular great room, setting the stage for seamless entertaining and comfortable daily living. Steeped in high-end finishes, the main level features an expansive chef's kitchen equipped with granite countertops, a large island, a dedicated walk-in pantry, separate bar/prep sink and double wall ovens. It transitions effortlessly into the dining area, which opens onto a tranquil screened porch directly overlooking North Cove-your future favorite spot for morning coffee or relaxing summer evenings. The highly desirable first-floor layout includes a luxurious primary master suite complete with a spa-like bath. Ideal for modern remote work, the main level offers a dedicated home office plus a separate quiet study. Upstairs, the home continues to impress with a playroom/rec room outfitted with custom built-in bookshelves. Tucked away on yet another level is a unique "Crow's Nest"-a perfect reading nook or a great space for a spin cycle with an amazing view of both North and South Coves. Complete your day with your favorite beverage on the balcony, watching the sailboats as they return to their moorings in the protected cove.

514 Main St, Old Saybrook
11 Kitteridge Hill Rd, Old Saybrook
$679,000
3 Beds ⋅ 3 Baths ⋅ 24216599 MLS
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.

11 Kitteridge Hill Rd, Old Saybrook
121 Bokum Rd, Old Saybrook
$574,000
1 Beds ⋅ 1 Baths ⋅ 24212897 MLS
Escape to your own private country retreat along the beautiful Connecticut shoreline! Nestled on over two acres of gorgeous, level land, this newly renovated 1,100-square-foot home offers a rare opportunity to enjoy the serenity of country living with all the conveniences of Old Saybrook just minutes away. Imagine creating magnificent gardens, hosting summer gatherings and picnics on the expansive lawn, or simply relaxing with your favorite book surrounded by nature. There's plenty of room for pets to play, outdoor hobbies, and perhaps even a horse, subject to town approval. The beautifully refreshed home offers comfortable, easy living, whether as a full-time residence, charming weekend escape, or potential income-producing Airbnb. With over two acres of usable land, the possibilities for creating your own personal sanctuary are truly exciting. Enjoy peaceful mornings, star-filled evenings, and the luxury of space and privacy, all within easy reach of beautiful beaches, marinas, waterfront dining, boutique shopping, and Amtrak service connecting to New York and Boston. Perfect for those seeking a relaxed lifestyle away from the hustle and bustle, this special property offers the best of country and coastal living. A wonderful opportunity to enjoy the shoreline on your own terms!

121 Bokum Rd, Old Saybrook
21 Fenbrook Rd, Old Saybrook
$1,190,000
3 Beds ⋅ 3 Baths ⋅ 24211568 MLS
Welcome to easy year-round coastal living in the desirable Knollwood Beach Association! Ideally located near a beautiful private sandy beach. this spacious home offers the perfect opportunity for a full-time residence, weekend getaway or shoreline retreat. The bright, inviting interior features a vaulted ceiling, fireplace and large east-facing windows that fill the home with morning sunlight. Offering approximately 1,916 square feet of finished living space, including a finished above-grade lower level, the home provides plenty of room for family and guests. Ceramic tile enhances the lower level, while hardwood flooring extends throughout the upper floors. Comfort is assured year-round with oil forced-air heat, central air conditioning and supplemental electric heat. Additional features include newer windows, useful storage and an oversized septic system with a 4-bedroom capacity tank. Best of all is the Knollwood lifestyle! The association is situated on approximately five acres and offers a private beach, clubhouse, pickleball, tennis and basketball courts, playscape and sea kayak storage/stand. Enjoy morning walks by the water, beach days with friends and family, kayaking and an active coastal lifestyle-all just minutes from Old Saybrook's Main Street, restaurants, shops and amenities. A wonderful opportunity to enjoy the Connecticut shoreline in every season.

21 Fenbrook Rd, Old Saybrook
12 Drummers Trl, Old Saybrook
$995,000
4 Beds ⋅ 4 Baths ⋅ 24211855 MLS
LONG ISLAND SOUND VIEWS,2.02 PRIVATE ACRES & EXCEPTIONAL CONDITION!Perched on a sunny hilltop, this beautifully maintained Colonial Contemporary offers approximately 3,300 sq. ft. of thoughtfully designed living space, coastal breezes and a fabulous open floor plan. The heart of the home is the impressive chef's kitchen featuring a large granite island, commercial-size side-by-side Sub-Zero refrigerator/freezer, Thermador double convection ovens, 6-burner gas cooktop with custom-paneled hood and Bosch dishwasher. The kitchen opens seamlessly to the dining area and spacious family room with gas fireplace-perfect for entertaining or simply enjoying the view. Vaulted ceilings, beautiful hardwood floors, a dramatic foyer and French doors leading to a private deck add to the bright, open feel. A rare floor plan offers BOTH first- and second-floor primary bedroom suites! Four bedrooms and 3 1/2 baths, with every bedroom enjoying direct access to a bathroom, provide wonderful flexibility for family, guests or multi-generational living. Additional highlights include first-floor laundry; central air; 2-zone gas heat; oversized 2-car garage; front porch; spacious, dry, partially finished basement; generator; basketball court; and lighted pea-stone driveway. Set on 2.2 secluded acres, yet close to beaches and everything that makes Old Saybrook and the Connecticut shoreline so special.This beautifully maintained home presents an exceptional opportunity to enjoy coastal living at its best

12 Drummers Trl, Old Saybrook
5 Connally Dr, Old Saybrook
$659,000
3 Beds ⋅ 3 Baths ⋅ 24208801 MLS
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.

5 Connally Dr, Old Saybrook
1 Briarcliffe Trl, Old Saybrook
$485,000
4 Beds ⋅ 2 Baths ⋅ 24208270 MLS
This warm and inviting Cape offers the perfect blend of comfort, space, and convenience in a highly desirable Old Saybrook location. Just one mile from Main Street's charming shops, restaurants, and local attractions, this home features an open-concept main level highlighted by vaulted ceilings in the living room that seamlessly flows into the kitchen and dining area, creating an ideal space for everyday living and entertaining. Beautiful hardwood floors extend throughout the main living areas, while two first-floor bedrooms provide flexible living options. Upstairs, you'll find two additional bedrooms offering plenty of room for family, guests, or a home office. The partially finished basement adds valuable bonus space for recreation, fitness, or storage. Energy-conscious buyers will appreciate the solar panels, helping to offset utility costs. Conveniently located with easy access to Routes 9 and I-95, this home is perfect for commuters while still enjoying all the coastal charm and amenities that make Old Saybrook such a special place to call home.

1 Briarcliffe Trl, Old Saybrook
6 Overlook Dr, Old Saybrook
$935,000
4 Beds ⋅ 4 Baths ⋅ 24207853 MLS
Step into this farmhouse with a bright, open and inviting floor plan. A welcoming grand foyer sets the tone, leading into sun-filled living spaces accented by hardwood floors, skylights and abundant windows throughout. The stunning wraparound deck is a true focal point of the home, offering the perfect setting for entertaining, relaxing or simply enjoying the peaceful surroundings. The main level features a spacious first-floor primary suite with a walk-in closet, laundry and a renovated bathroom. Upstairs, a loft overlooks the living space and is complemented by generously sized bedrooms and beautifully updated bathroom with heated floor. The full walkout basement provides excellent storage and additional possibilities.This home offers convenient access to the restaurants, shops, beaches, highways and train station. Enjoy all that Old Saybrook has to offer while coming home to a property that feels warm, distinctive and made for both entertaining and relaxing. Deferred maintenance needed. Professional photos coming.

6 Overlook Dr, Old Saybrook
17 College St, Old Saybrook
$955,000
3 Beds ⋅ 3 Baths ⋅ 24208689 MLS
Discover the perfect blend of comfort, style, and convenience in this beautifully remodeled home. Tucked in a prime location just minutes from fine dining, shopping, the golf course, and the train station, this property offers unparalleled access to everything you need. Walking along the shore to Saybrook Point Inn and Saybrook Lighthouse. Step into the heart of the home: a chef's kitchen with high-end appliances, designed to make cooking and entertaining a breeze. Enjoy seasonal waterviews that bring a touch of tranquility to your everyday life. The lushly landscaped yard is an ideal setting for summer evenings-whether you're hosting friends, enjoying a quiet moment, or taking a dip in your very own swim spa. This home isn't just gorgeous; it's energy-efficient too, featuring solar panels that help reduce your carbon footprint and save on utility costs. With every inch thoughtfully updated, all that's left to do is move in and make it your own.

17 College St, Old Saybrook
5 Sand Creek Dr, Old Saybrook
$995,000
4 Beds ⋅ 3 Baths ⋅ 24205576 MLS
Welcome to 5 Sand Creek Drive, a truly unique coastal contemporary in Old Saybrook, beautifully positioned to capture stunning marsh and water views. Filled with natural light and designed around its exceptional setting, this distinctive home offers an open floor plan, brand-new windows throughout, and wonderful spaces for both everyday living and entertaining. The dramatic living room is a standout, featuring a vaulted ceiling and stunning stone wood-burning fireplace that creates a warm and inviting focal point. A separate den offers another comfortable gathering space with a gas log stove, while the open layout allows the main living areas to flow seamlessly together. The first floor provides exceptional flexibility with a spacious primary suite, plus a second first-floor bedroom and an additional full bath-ideal for guests, extended family, or one-level living. Upstairs, a loft-style second level offers three additional bedrooms, a full bath, and a bonus room, providing plenty of space for family, guests, a home office, or recreation. Outdoor living is just as special. Step onto the deck and take in the peaceful marsh and water views or follow the exterior spiral staircase to the widow's-walk-style upper deck, where the elevated vantage point showcases the surrounding coastal landscape. A 3-car attached garage provides generous parking and storage, while the home's contemporary architecture beautifully complements its shoreline setting.

5 Sand Creek Dr, Old Saybrook
47 Maple Ave, Old Saybrook
$475,000
3 Beds ⋅ 2 Baths ⋅ 24206696 MLS
Welcome to 47 Maple Ave., a charming 1958 ranch offering comfortable one-level living in a desirable Old Saybrook location. This three-bedroom, one-and-a-half-bath home features hardwood flooring throughout and a classic, easy-flowing floor plan. A full basement provides plenty of additional storage and possibilities. Step outside to a large deck overlooking the fenced yard-perfect for outdoor dining, entertaining, gardening or simply relaxing. Best of all, enjoy the convenience of being within walking distance to town, with Old Saybrook's shops, restaurants, cafes and local amenities close by. A wonderful opportunity to enjoy shoreline living with the charm, convenience and potential of a classic New England ranch.

47 Maple Ave, Old Saybrook
3 Anchorage Ln, Old Saybrook
$799,900
4 Beds ⋅ 3 Baths ⋅ 24205326 MLS
3-2-1 BUYDOWN PROGRAM OFFERED. Welcome to 3 Anchorage Ln, a spacious colonial designed with the flexibility, comfort, and space to grow into for years to come. This 4-bedroom, 3-full-bath home offers 2,496 sqft with a thoughtful layout that works for everyday family life, entertaining, and working from home. The beautifully remodeled kitchen is the heart of the house, opening to the living and dining rooms and creating an inviting space for gatherings. The first floor offers a versatile den/family room, dedicated office space, full bath, and laundry room, providing plenty of options as your needs evolve. The office could easily serve as a first-floor bedroom, with the convenience of a full bathroom nearby. Upstairs, the spacious primary suite offers a private retreat with an en-suite bath and three closets, along with three additional bedrooms and another full bath. Major updates include a new oil boiler and water heater in 2024, oil tank in 2025, 200-amp electrical service, and central air. A 2-car garage and unfinished basement provide abundant storage. Enjoy the added benefit of deeded 10-foot access for convenient passenger loading and unloading, along with the opportunity to launch and enjoy kayaks. Set on a 0.25-acre lot, the home is close to Saybrook Point, marinas, waterfront dining, Harvey's Beach, and all that makes Old Saybrook such a wonderful place to call home. A home with room to grow, spaces that adapt with you, and coastal amenities right nearby.

3 Anchorage Ln, Old Saybrook
46 Fenwood Grove Rd, Old Saybrook
$1,380,000
5 Beds ⋅ 3 Baths ⋅ 24205169 MLS
Step through the front door and experience a warm European inspired feel in this distinctive Fenwood Beach District home. Offering exceptional flexibility and comfortable one-level living, the home features four bedrooms in the original residence, plus an additional bedroom and spacious in-law/primary suite in the addition, ideal for multi-generational living, guests, or a private retreat. The gourmet kitchen is the heart of the home, featuring granite countertops, custom cabinetry, a Viking refrigerator, Bertazzoni ovens and cooktop, and Vitev alkaline filtration system. A large eat-in area accommodates a long dining table, while the nearby laundry room adds everyday convenience. A wood-burning stove brings warmth and charm to the kitchen area. Just off the kitchen, the inviting family room flows into a bright three-season/Florida room, extending the living and entertaining space. The spacious in-law/primary suite offers privacy with a large living room, full kitchen with pocket doors, private bedroom and bath, and fireplace. Outside, enjoy a beautiful backyard with patio, large storage shed, and outdoor hot-water shower-perfect after a day at the beach. An oversized two-car garage and two separate attics provide excellent storage. Located in the desirable Fenwood private beach association, this home offers a relaxed coastal lifestyle with private beach access, character, flexibility, and exceptional one-level living.

46 Fenwood Grove Rd, Old Saybrook
6 Willard St, Old Saybrook
$699,900
3 Beds ⋅ 2 Baths ⋅ 24202240 MLS
Spacious ranch with an impressive second-story primary suite, set in Old Saybrook's desirable Saybrook Point area and close to some of the town's best-loved destinations. Stroll to Main Street for restaurants, boutique shopping and a show at The Kate, or head toward Saybrook Point and the nearby marinas. The town beach is just minutes away. Inside, hardwood floors and abundant natural light welcome you into the main living area, where a pellet stove creates a warm focal point. The kitchen and dining area flow easily into the living room, while a first-floor office with sliders to the patio provides flexible space for working from home, a den or exercise. Two bedrooms and a full bath complete the main level. Upstairs, the spacious private primary suite features 9+ foot ceilings, a walk-in closet, laundry hookup and space for a full en-suite bath. The double vanity and toilet are already installed, with the shower roughed in and ready for the next owner to complete. Outside, enjoy a level .29-acre lot enclosed by 6-foot vinyl fencing, along with a large Klotter Farms shed for additional storage. The oversized 29' x 24' attached garage is another standout, offering exceptional room for vehicles, a golf cart, workshop, lawn equipment and storage. Enjoy central air, public water, 200-amps and a septic system installed in 2023. This is a fantastic opportunity to enjoy the OS lifestyle with Main Street, Saybrook Point, marinas, beaches, dining, and shopping all nearby.

6 Willard St, Old Saybrook
61 Springbrook Rd, Old Saybrook
$495,000
3 Beds ⋅ 3 Baths ⋅ 24204068 MLS
Great opportunity to move into Old Saybrook! Need an in-law suite? This home has that possibility!!! The town of Old Saybrook is very open to ADUs, 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 complete with a full bath and a laundry room. A large two car detached garage with a large loft above would be great for a home office, gym or studio. Come take a look and jump on this opportunity! Professional photos coming soon!

61 Springbrook Rd, Old Saybrook
5 Tudor Ct E, Old Saybrook
$795,000
3 Beds ⋅ 1 Baths ⋅ 24204260 MLS
Spectacular South Cove views, deeded beach rights to Cornfield Point Beach and remarkably low taxes make this nicely updated shoreline home an exceptional opportunity! Set on a beautiful half-acre lot, this spacious split-level offers 3-4 bedrooms, a versatile floor plan and wonderful water views that bring the coastal setting right into your everyday life. Inside you'll find hardwood floors, double oven, a fireplace for cozy evenings and air conditioning for summer comfort. The flexible layout provides plenty of room for family and guests, a home office or additional living space. A 2-car garage offers excellent parking and storage, while major improvements in 2021 including a newer roof , heating system and septic system add peace of mind. Plus a new oil tank in 2026. Enjoy the generous half-acre setting and beautiful views of South Cove, or take advantage of your deeded beach access and embrace the shoreline lifestyle. Whether you're looking for a year-round residence, weekend escape or summer retreat, this property offers the hard-to-find combination of water views, beach rights, an updated home, 2-car garage and sizable lot. With annual property taxes just under $5,000, this is an outstanding value for coastal living!

5 Tudor Ct E, Old Saybrook
35 School House Rd, Old Saybrook
$499,999
3 Beds ⋅ 1 Baths ⋅ 24202909 MLS
This Bright, freshly Painted, 1951 3 bedroom Ranch is located on Schoolhouse Road in Old Saybrook, Connecticut with quintessential New England charm, public beaches and parks, major access to interstate and state highways, commuter rails and long distance railways, and public transportation a short walk away. The property is situated on a .87 acre level lot, and has a two Car detached, oversized garage with a lean two shed. The basement includes a workshop area and porcelain wash sink, plenty of storage to boot. Please schedule your appointment today using Showtime!

35 School House Rd, Old Saybrook
71 Knollwood Dr, Old Saybrook
$750,000
3 Beds ⋅ 2 Baths ⋅ 24200281 MLS
KNOLLWOOD BEACH - Here is the opportunity! A recently sparkled-up home. This beach house lives on a wide, 0.98-acre lot offering possibilities rarely found this close to the shoreline. First time since it was built. Come and live it up now! This one can generate rental income, or land-bank this parcel while planning something much more commodious for tomorrow. Knollwood is renovation-active, with many projects currently underway surrounding this home-a proven location for substantial improvements and new construction. Recent upgrades include a new 200-AMP electrical panel, central A/C, and forced-air heat and vinyl siding. Downstairs is made for entertaining in the family room, featuring a newer wood stove, a '70s show bar with a sink, an office/mudroom from the garage, a workshop, laundry, and a half bath. The wide lot (97 feet of frontage) features a circular driveway leading to the one-car garage. Step onto the rear deck for marsh views and a spacious backyard with room for a fire pit and outdoor gatherings. Enjoy the association beach, pier and walkway, clubhouse, tennis/pickleball courts, basketball and baseball fields, and playground. Use it today while enjoying the tremendous fun this Old Saybrook location has to offer. There is plenty of upside for grand expansion tomorrow or simply making more fond memories every day.

71 Knollwood Dr, Old Saybrook
43 Quarry St, Old Saybrook
$285,000
3 Beds ⋅ 1 Baths ⋅ 24199926 MLS
43 Quarry Street, Loved and occupied by the same owner for more than 40 years, this three-bedroom home on Quarry Street presents a rare opportunity in the heart of Old Saybrook. Set on .25 acres on a quiet dead-end street, the real story here is the location. Enjoy an easy walk with sidewalk access into Old Saybrook's vibrant Main Street for coffee, restaurants, shopping, the library, and all the conveniences of town. Beaches, marinas, the Connecticut River, and Old Saybrook train station are just minutes away. The property is being sold strictly AS IS and requires extensive renovation, offering an opportunity for a builder or investor to reimagine the existing home or explore the potential for a new vision for the property, subject to town approvals. For those looking for an in-town Old Saybrook property, renovation project, investment opportunity, or potential building site, this is a location worth a closer look. Bring your ideas and vision to a property that has been held for decades in one of Old Saybrook's wonderfully convenient and walkable locations. Cash, proof of funds required.

43 Quarry St, Old Saybrook
24 W Shore Dr, Old Saybrook
$1,195,000
3 Beds ⋅ 1 Baths ⋅ 24199561 MLS
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 )

24 W Shore Dr, Old Saybrook
1324 Boston Post Rd, Old Saybrook
$515,000
3 Beds ⋅ 1 Baths ⋅ 24198488 MLS
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!

1324 Boston Post Rd, Old Saybrook
13 College St, Old Saybrook
$1,490,000
4 Beds ⋅ 3 Baths ⋅ 24197254 MLS
13 College Street | Old Saybrook, CT TO BE BUILT Discover the opportunity to build your dream home in one of Old Saybrook's most desirable locations-Saybrook Point. Thoughtfully designed with luxury, comfort, and flexibility in mind, this exceptional new construction home offers approximately 2,070 square feet, four bedrooms, two and one-half baths, and the ability to personalize finishes to suit your style. The open-concept floor plan is highlighted by a dramatic vaulted-ceiling living room that seamlessly flows into the dining area and gourmet kitchen, creating an inviting space for everyday living and entertaining. The kitchen is designed with quartz countertops, custom millwork cabinetry, a spacious butler's pantry, and an appliance allowance, giving buyers the opportunity to select the finishes that best reflect their vision. The desirable first-floor primary suite provides convenience and privacy, featuring a spacious layout and a luxurious en-suite bath. Hardwood flooring extends throughout the home, adding warmth and timeless appeal. Situated on a generously sized lot with approximately 200 feet of backyard depth, the property offers exceptional potential for future expansion, including space for a pool, outdoor entertaining area, or a possible accessory dwelling unit (ADU), subject to local approvals.

13 College St, Old Saybrook
8 Kenn Rd, Old Saybrook
$649,000
2 Beds ⋅ 2 Baths ⋅ 24196847 MLS
Coastal living is calling! This is a fully furnished shoreline retreat set within the sought-after Chalker Beach Association. Offered As-Is and thoughtfully updated, this inviting home is ideal as a year-round residence, weekend escape, or classic summer getaway. With marsh views, salt air, and a relaxed beach-community setting, this is a turnkey opportunity designed for immediate enjoyment without the added cost or effort of furnishing the home. Inside, the home is bright, comfortable, and beautifully maintained. High-velocity central air conditioning adds a premium level of comfort not always found in beach-area homes, and the heating and cooling components are less than five years old. The living spaces are warm and efficient, offering the simple, low-maintenance lifestyle buyers seek near the shoreline. The surprise is downstairs, where approximately 221 square feet of finished lower-level space, not reflected in the public record square footage, provides valuable flexibility. Use it as a media room, home office, guest overflow area, hobby space, exercise area, or quiet retreat after a day at the beach. Outside, the deck, marsh views, and coastal breeze create the setting people come to Old Saybrook for. Spend mornings with coffee, afternoons enjoying Chalker Beach, and evenings relaxing in a home that is already set up and ready to enjoy. A rare chance to own a furnished, updated, move-in-ready coastal retreat in one of Old Saybrook's beloved beach communities

8 Kenn Rd, Old Saybrook
81 Essex Rd, Old Saybrook
$1,450,000
3 Beds ⋅ 2 Baths ⋅ 24195903 MLS
Introducing a rare opportunity to build your dream home in one of Connecticut's most desirable shoreline communities. Located at 81 Essex Road in Old Saybrook, this to-be-built home by Silvin Homes offers the flexibility to choose from multiple thoughtfully designed floor plans and finishes, allowing you to create a home that fits your lifestyle and budget. What truly sets this property apart is something that's nearly impossible to find, your own deeded 47-foot boat slip in the sought-after Channelside Association. Launch into the Connecticut River, cruise to Long Island Sound, or enjoy waterfront dining by boat, all from your own backyard. Wake up to water views, spend summer evenings on the dock, and experience the boating lifestyle that makes Connecticut's shoreline so special. Whether you're looking for a year-round residence or a coastal retreat, you'll enjoy all that Old Saybrook has to offer, from charming downtown shops, award-winning restaurants, marinas, beaches, golf, and the historic Kate Theater, to convenient access to I-95 and rail service for an easy trip to New York or Boston. With the peace of mind, energy efficiency, and customization that come with new construction, combined with an included boat slip, this is a truly exceptional opportunity that's rarely available at this price point. Build the home you've always wanted and enjoy the shoreline lifestyle you've been dreaming of.

81 Essex Rd, Old Saybrook
170 Old Post Rd, Old Saybrook
$900,000
3 Beds ⋅ 3 Baths ⋅ 24192820 MLS
Discover the beauty of this extraordinary antique home, set on an acre of landscaped grounds, with an enchanting guest cottage. Perfect for multi-generational living. The Bushnell-Dickinson House retains its original features inside and out. including original wide-board pine flooring, paneled walls, four fireplaces, two staircases, dentil molding, 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. There is an adorable cottage, complete with a full kitchen and laundry. This offers wonderful flexibility: for visitors, an in-law suite, private studio, or Air B&B. This building is not included in the listing square footage or room count. An attractive 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. The custom-built garden shed with running water is a gardener's dream. 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 shopping, restaurants, beaches, Main street events, and the train station. It is almost equal distance to Boston and New York. Enjoy peaceful coastal living on your own private estate-like property.

170 Old Post Rd, Old Saybrook
65 Knollwood Dr, Old Saybrook
$925,000
3 Beds ⋅ 3 Baths ⋅ 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
119 Great Hammock Rd, Old Saybrook
$799,999
3 Beds ⋅ 2 Baths ⋅ 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
9 Old Colony Rd, Old Saybrook
$675,000
4 Beds ⋅ 2 Baths ⋅ 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

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