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24 Cottage Pl Old, Old Saybrook
$935,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24162120 MLS
Experience the perfect blend of timeless character and contemporary convenience in this stunning colonial. The residence welcomes you with an open-concept floor plan and an expertly updated chef's kitchen, featuring premium Sub-Zero refrigeration for an upscale culinary experience. Designed for both relaxation and entertaining, the home offers four bedrooms and three full baths, including a cozy family room ideal for intimate gatherings. The upper level is anchored by a generous primary suite, complete with a private home office and expansive closets accented with stylish barn doors. The lifestyle continues outdoors in a private, fenced-in backyard oasis featuring a pool, a cabana and lush green space. The town center, schools, library and beaches are just a walk from this gorgeous home offering a pleasant walkable lifestyle. At 24 Cottage Place, you can enjoy the soul of the past with every modern creature comfort at your fingertips. Disclaimer: Field card states 3 bedrooms but there are 4 bedrooms in this home.

24 Cottage Pl Old, Old Saybrook
23 Clinton Ave, Old Saybrook
$905,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24160897 MLS
Welcome to 23 Clinton Avenue, Old Saybrook - a stunning, fully renovated 3-bedroom, 2-bathroom home spanning 1,500 square feet, where modern farmhouse charm meets coastal elegance. Just a few hundred feet from the water and over a mile from the Old Saybrook Point Inn, this picture-perfect retreat is ideally situated for convenient access to downtown, the town beach, and the Fenwick area. Whether you're seeking a weekend getaway or full-time coastal living, this like-new gem offers water views from the second-floor deck and is the ultimate haven in the heart of it all. Step through the front door into an inviting open floorplan that seamlessly blends the living room, dining area, kitchen, and a newly added front space, creating an airy and welcoming atmosphere. The home exudes a modern farmhouse vibe with thoughtful coastal accents throughout. The gourmet kitchen is a standout, featuring upgraded stainless steel appliances, custom shaker two-tone cabinetry, a seashell-inspired backsplash that infuses beachy vibes, a gas oven with hood, drawer microwave, designer hardware, and a perfect pantry for all your storage needs. On the first floor, a convenient mudroom greets you at the side entry, leading to an airy bedroom and a spacious bathroom boasting an oversized standup tile shower, stunning finishes, and an integrated laundry room. Ascend the custom staircase beneath a vaulted ceiling to the second-floor landing, where two additional bedrooms await - both with captivating wate

23 Clinton Ave, Old Saybrook
129 Old Boston Post Rd, Old Saybrook
$900,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24162978 MLS
Charm and convenience come together in this beautifully reconstructed farmhouse offering 2,200 sq ft of stylish, easy living. Designed for comfort and flexibility, the home features a sought-after first-floor primary suite, ideal for one-level living, along with two additional bedrooms for guests, family, or home office needs. Rich hardwood floors and a thoughtfully designed kitchen with high-end finishes create a warm, inviting space perfect for everyday living and entertaining. A standout feature is the detached outbuilding, currently used as an artist studio and workshop-ideal for creative pursuits, hobbies, or potential home business use. The welcoming covered front porch is perfect for relaxing and enjoying this picturesque setting. Located in a historic neighborhood surrounded by beautiful homes, you're just a short stroll to downtown shops, the public library, and local schools, with town beaches less than two miles away. With low annual taxes of approximately $7,500 and a condition that shows like new construction, this is a rare opportunity for those seeking charm, convenience, and turnkey living.

129 Old Boston Post Rd, Old Saybrook
30 Neptune Dr, Old Saybrook
$890,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24190267 MLS
Live every day like you're on vacation in sought-after Knollwood Beach! Lovingly enjoyed by the same family for nearly 50 years, this attractive four-bedroom, one-and-a-half-bath home offers a wonderful opportunity to become part of one of Old Saybrook's most desirable beach communities. Inside, the comfortable floor plan features a welcoming living room with built-in bookcases, and a cozy fireplace that add warmth and character. Sunlight pours into the adjoining sunroom, offering a peaceful retreat overlooking the outdoors. The inviting kitchen is filled with natural light and has been meticulously maintained, featuring warm wood cabinetry, stainless steel appliances, and Corian countertops. A welcoming breakfast nook at one end provides a comfortable spot for morning coffee or casual meals, while the adjoining first-floor laundry room adds everyday convenience and valuable storage. Just off the kitchen, the sun-filled dining room offers a comfortable setting for entertaining and gathering. Updates include a newer roof and heated bathroom floor, irrigation system and vinyl siding. Wood floors lie beneath much of the existing carpeting-ready to be revealed. A brick driveway and walkway wind toward the side entrance, setting a welcoming tone from the moment you arrive. The detached one-car garage and shed adds valuable storage for bikes, beach chairs, umbrellas, and all the essentials for a day by the water. No flood insurance.

30 Neptune Dr, Old Saybrook
34 Briarcliffe Trl, Old Saybrook
$875,000
4 Beds ⋅ 3 Baths ⋅ CLOSED 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 garage and oversized basement.

34 Briarcliffe Trl, Old Saybrook
93 Elm St, Old Saybrook
$850,000
2 Baths ⋅ CLOSED Status ⋅ 24167568 MLS
VERSATILE MIXED-USE OPPORTUNITY | PRIME OLD SAYBROOK LOCATION. Welcome to 93 Elm Street, Old Saybrook - a rare mixed-use asset offering strong in-place income, exceptional visibility, and significant upside potential for investors and owner-operators alike. Strategically positioned at the entrance to the high-traffic Stop & Shop/Walmart Plaza and directly across from a newly developed 250+ unit apartment community, this property benefits from consistent traffic flow and immediate access to I-95 via the Elm Street exit. NEW SEPTIC! The well-maintained building offers a flexible configuration suited for multiple income streams and uses: Two fully leased residential apartments with separate utilities and brand-new Navien heating systems, providing stable, consistent cash flow. One private office space ideal for professional or administrative use * Two commercial units currently combined into a turnkey restaurant, featuring a full dining room, takeout area, prep space, commercial kitchen, liquor license, new FF&E, ANSUL fire suppression system, walk-in cooler, multiple sinks, and ADA-compliant restrooms - easily adaptable for restaurant, cafe, deli, or alternative food concepts. Garage with conversion potential, additional warehouse/storage space, and a partially finished basement/cellar offering operational flexibility and expansion capability. The exterior features a newly paved parking lot with 16 spaces, a finished outdoor patio ideal for dining or gathering.

93 Elm St, Old Saybrook
129 Nehantic Trl, Old Saybrook
$850,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24164667 MLS
MOVE-IN READY! Remodeled story book Cape Cod in the desirable Indian Town beach community with marsh and ocean views! This designer remodeled year round beach home is anything but average. Fall in love with the gorgeous new kitchen with GE Cafe appliances, stunning Taj Mahal Quartzite counters, and large island. Relax in the impressive great room with vaulted ceilings, substantial exposed trusses, and a cozy propane fireplace. Soak in beautiful ocean and marsh views, then enjoy meals in the bright, multipurpose sunroom, featuring abundant natural light and a charming faux fireplace. This beauty offers 2 bedrooms and 2 full baths, including a new main floor primary suite. Other recent updates include new roof, geomatrix septic system, windows, doors, minisplits for heating and cooling and fresh paint throughout. Enjoy the convenience of its fenced-in yard and circular driveway. Located in a golf cart-friendly neighborhood, it is just steps to the two community beaches and marina. Lovingly named, Moore-at-the-Shore, the home was originally built by a descendant of one of the founder's of the Benjamin Moore Paint Company. This one-of-a-kind home has a great history and is ready to welcome its newest owners.

129 Nehantic Trl, Old Saybrook
17 Barnes Rd, Old Saybrook
$849,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24197410 MLS
Great Hammock LIS beachfront seasonal cottage! Simply charming and in excellent condition, your beach vacation home awaits! Private sandy beach plus association beach if you so choose, use your own walkway/dock or access the association's ramp and dock facilities. Vaulted ceilings throughout with hardwood or laminate floors, fireplace, and charming nautical accents. Can be sold furnished. The waterfront back deck is spacious and features an awning for those super sunny days. Outdoor shower, off street parking and stunning views from every angle. Excellent rental income. Call for your private showing. .

17 Barnes Rd, Old Saybrook
1 Beamon Meadow Pl Old, Old Saybrook
$840,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24161059 MLS
Coastal colonial with deeded beach rights to Cornfield Point, set on 1.44 private acres overlooking a scenic tidal marsh in Old Saybrook. This 3-bedroom, 3-bath home offers water views, hardwood floors throughout, and a flexible layout ideal for year-round living or a weekend retreat. A front-to-back living room with fireplace provides a spacious gathering area, while the formal dining room connects to a renovated kitchen featuring quartz countertops, stainless steel appliances, floating shelves, and ample cabinetry. French doors open to an expansive deck with marsh views, creating seamless indoor-outdoor living for entertaining or relaxing. The property is accessed by a private bridge and surrounded by mature landscaping, flowering trees, and perennial gardens. Additional features include an attached 2-car garage and renovated bathrooms. Located minutes to Main Street Old Saybrook, local marinas, Fenwick Golf Course, The Kate cultural arts center, and shoreline dining. Convenient access to I-95 and the Old Saybrook train station with service to New York City and Boston. Rare opportunity for a coastal home with beach access, privacy, and proximity to shoreline amenities. This home is ideally suited as a year-round residence, summer retreat, or rental opportunity, with the option to include furnishings if desired.

1 Beamon Meadow Pl Old, Old Saybrook
11 S View Ter, Old Saybrook
$840,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24157266 MLS
Perfectly positioned in one of Old Saybrook's most desirable shoreline neighborhoods, this beautifully updated 4-bedroom home offers the coastal lifestyle buyers dream about. Sun-filled living spaces and thoughtful updates create a setting that feels both refined and relaxed. Homes in locations like this rarely become available. Offering 2,005 square feet of inviting living space, the home has been extensively refreshed with a new roof, renovated kitchen and bathrooms, fresh interior paint, and a new sliding glass door leading to the outdoor living area. Inside, hardwood floors and natural light fill the home, while the updated kitchen showcases white cabinetry, quartz countertops, subway tile backsplash, and stainless-steel appliances, opening naturally into comfortable living and dining spaces ideal for everyday living and entertaining. Step outside to a spacious Trex deck overlooking a private fenced backyard with tranquil marsh views - the perfect setting for morning coffee, evening sunsets, and summer gatherings. A spacious outdoor shower completes the classic shoreline experience. With a two-car garage and a quiet neighborhood setting, this home is just a short walk to Main Street, schools, beaches, a playground with splash pad, and tennis and pickleball courts. A kayak launch at the end of the street provides direct access to the marshes and Long Island Sound, making this a rare opportunity to enjoy coastal living in one of Old Saybrook's most sought-after locations.

11 S View Ter, Old Saybrook
86 Fenwood Dr, Old Saybrook
$825,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24211563 MLS
Your Beach Retreat Awaits! Completely renovated and thoughtfully redesigned, 86 Fenwood Drive offers the perfect opportunity for a year-round residence or summer getaway. Ideally located just minutes from the kayak launch, cove, and beach, this charming home sits on a beautifully landscaped, level lot filled with mature plantings and inviting outdoor spaces. Step inside to discover a stunning custom kitchen featuring GE Cafe appliances, white shaker cabinetry, quartz countertops, and character-grade flooring that flows throughout the home. The bright and welcoming front living room is anchored by a cozy wood-burning fireplace, creating the perfect gathering space. At the rear of the home, the spacious family room showcases soaring ceilings, exposed beams, shiplap accents, and an abundance of windows overlooking the backyard. This versatile space could easily be converted into an additional bedroom if desired. Adjacent to the family room is a beautifully updated full bath featuring a new vanity with marble top and a stylish tiled shower. Convenient first-floor laundry is located just off the hallway leading to the bedroom wing. Both bedrooms offer generous proportions, while the primary suite boasts an oversized walk-in closet and a luxurious en-suite bath complete with heated floors, a soaking tub, updated vanity, and a large walk-in shower. The updates continue throughout the property, including a new propane tank, new septic tank, central air condition

86 Fenwood Dr, Old Saybrook
27 Gates Rd, Old Saybrook
$805,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24189749 MLS
Rare opportunity to own a classic Connecticut shoreline beach cottage in the highly sought-after Cornfield Point Beach Association. Located just five homes from the water, this seasonal cottage offers water views from the enclosed breezeway and captures the timeless charm of Old Saybrook coastal living. Original hardwood floors, knotty pine walls, authentic beadboard, oversized rooms, and a stunning beach stone fireplace showcase the character and craftsmanship rarely found today. Designed for generations of summer memories, this vintage beach home also features a detached garage, outdoor shower, and inviting indoor and outdoor living spaces perfect for entertaining after a day at the private sandy beach. Enjoy one of the Connecticut shoreline's most desirable golf cart-friendly beach communities with easy access to the beach, boating, kayaking, swimming, fishing, and breathtaking sunsets. Surrounded by beautiful custom coastal homes, this property offers exceptional flexibility to preserve its historic New England charm, renovate, expand, or build your dream waterfront-inspired beach house. Whether you're searching for a seasonal retreat, vacation home, weekend getaway, investment property, or future new construction opportunity, this rare Old Saybrook offering combines water views, private beach association access, an unbeatable location, and endless potential in one of Connecticut's premier shoreline communities.

27 Gates Rd, Old Saybrook
2 Pequot Trl, Old Saybrook
$804,999
2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24158468 MLS
Welcome to 2 Pequot Trail, perfectly positioned within Old Saybrook's desirable Indian Town Association, this beautifully maintained coastal ranch offers a rare opportunity to enjoy shoreline living in one of the area's most established waterfront neighborhoods. This stunning home captures the relaxed charm and lifestyle that make Indian Town and Old Saybrook at large, so sought after. Completely remodeled in 2016, the 950 sq ft ranch has been thoughtfully updated to create bright, comfortable living spaces with a clean coastal feel. Hardwood floors run throughout the home, while the kitchen features white cabinetry, stainless steel appliances, and distinctive leathered granite countertops that add both character and durability. Natural light fills the living spaces, creating an inviting setting for everyday living or relaxed gatherings. Sliding doors open to a spacious deck with marsh and water views, providing the perfect spot for outdoor dining, morning coffee, or unwinding after a day near the water. The property includes a finished detached garage, currently used as a private office, offering flexible space ideal for remote work, a studio, or creative retreat separate from the main home. Additional highlights include central air conditioning, a on demand hot water heater, and paved driveway. Set within the Indian Town community and just moments from the shoreline, this home offers a wonderful blend of comfort, coastal charm, and location. Start making memories today!

2 Pequot Trl, Old Saybrook
185 Ingham Hill Rd, Old Saybrook
$800,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24154527 MLS
Set on a generous, professionally landscaped lot in one of Old Saybrook's most desirable locations, this inviting 4-bedroom, 2.1-bath home offers the perfect blend of comfort, charm, and versatility-both inside and out. From the moment you arrive, the property impresses with its stunning stonework, lush grounds, and a large, oversized barn/shed-ideal for hobbyists, storage, or creative pursuits. Step inside to find warm hardwood floors throughout and a thoughtfully designed layout that accommodates both everyday living and entertaining. The spacious living room is anchored by a classic wood-burning fireplace, creating a cozy focal point. The eat-in kitchen offers plenty of space for casual dining, while the formal dining room is perfect for hosting gatherings. A welcoming family room features a second propane fueled fireplace, providing both ambiance and an efficient supplemental heat source during the colder months. Beautiful built-ins and doors that open to a spacious three season screened in porch. A beautifully remodeled half bath with laundry completes the main level. Upstairs, you'll find four well-proportioned bedrooms, each offering comfort and flexibility. The primary has its own bath with a newly tiled shower and there is a full bath to accommodate the other bedrooms. The partially finished lower level expands your living space with a dedicated TV room and two separate office areas-ideal for today's work-from-home lifestyle or additional recreational use.

185 Ingham Hill Rd, Old Saybrook
6 Nutmeg Cir, Old Saybrook
$750,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24204473 MLS
This meticulously maintained hidden gem features an inviting open floor plan with a dramatic double-sided fireplace creating warmth and character between the main living areas. The living room is enhanced by beautiful built-ins and a charming reading nook, while the spacious kitchen features an expansive island, built in china cabinets with plenty of room for family gatherings, casual dining and entertaining. Just beyond, the sunroom with skylights is filled with natural light and provides a peaceful place to relax throughout the seasons. The recently updated bathrooms add a fresh, polished feel, while a new roof and a newer heating and cooling system installed has five mini-split units offering added comfort and peace of mind. The full basement is partially finished, providing flexible space for a home gym or casual hangout, while still offering excellent storage. Outdoors, this hidden gem continues to impress. A fenced in yard enhances privacy, along with an expansive deck and heated Gunite saltwater pool and surrounding entertaining areas create a wonderful setting for summer enjoyment. You are on vacation every day in your backyard! Backing directly to a nature preserve this home enjoys a natural peaceful setting and access to nearby trails and outdoor recreation. Ideally located just minutes from Old Saybrook's vibrant Main Street, shopping, restaurants, marinas, two town beaches, and convenient highway access, this home offers the very best of shoreline living

6 Nutmeg Cir, Old Saybrook
29 Old Post Rd, Old Saybrook
$750,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24181692 MLS
Welcome to Crow's Nest, where classic New England country living meets direct waterfront luxury on the scenic Oyster River. Steeped in history, this enchanting historic farmhouse Circa 1850, is perfectly positioned along the west banks of the Oyster River, offering breathtaking water views from almost every single room. The character-rich interior features 3 bedrooms & 2.5 baths, offering cozy, sun-drenched spaces primed for your personal touch. For those with a vision, these charming spaces are ready to expand, with incredible potential to further enhance the elevated river vistas with slight modifications. A Rare, Multi-Parcel Investment Opportunity Uniquely spanning two separate parcels, this property offers unmatched flexibility and value. The home sits on one parcel, while the spectacular waterfront assets sit on a separate deeded parcel, meaning the dock parcel possesses the rare capability of being sold separately in the future if desired. The Crown Jewel: A fully permitted 325-foot private dock-standing proud as one of the absolute largest private docks in all of Old Saybrook. Bring your boats, jet skis, and kayaks! The Boathouse: An oversized 2-car detached garage offers the ultimate storage solution for all your water toys and gear. Enjoy close proximity to downtown Old Saybrook, yet remain tucked away in your own private waterfront enclave. Sit on your massive private dock, watch the wildlife pass you by & experience the pure freedom of waterfront.

29 Old Post Rd, Old Saybrook
71 Maple Ave, Old Saybrook
$750,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24170611 MLS
If you've been searching for the perfect location and effortless one level living in the idyllic shoreline town of Old Saybrook, this beautifully renovated ranch is ready to welcome you just in time for summer. This light filled 2 bedroom, 2 full bath home features an open floor plan designed for both comfort and entertaining. Step inside to a spacious, sun drenched living room highlighted by large windows and recently refinished oak hardwood floors. The updated kitchen offers honed granite countertops, a stylish tile backsplash, and new appliances. Just beyond, a charming breakfast nook with a gas fireplace and picture window creates a warm, inviting space to start your day. A formal dining area leads to the standout feature of the home-a delightful family room with abundant windows and a cozy gas stove, perfect for relaxing year round. From here, step outside to the newly built patio, ideal for entertaining, grilling, or unwinding by the fire pit while overlooking the private, easy to maintain backyard. The main level also includes a full bath, a guest bedroom, and a primary suite complete with a spacious walk in shower and double closets. Ample storage can be found throughout, along with a large closet in the family room convenient for first floor laundry. Ideally located within walking distance to town, Saybrook Point, the Long Island Sound, the Connecticut River, and local beaches, this home offers the best of shoreline living. Come take a look as soon as you can!

71 Maple Ave, Old Saybrook
3 Birch St, Old Saybrook
$750,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24163503 MLS
*Seller is calling for Hightest and Best by Monday at 5:00pm * Enjoy the ease of one-floor living in this charming ranch-style home ideally located in the heart of Old Saybrook. Set on a desirable corner lot, this 3-bedroom, 1.5-bath residence offers approximately 1,600 square feet of comfortable living space. Just a short walk to Main Street, you'll love the convenience of nearby shopping, dining, and everyday amenities. Inside, the home features a spacious layout highlighted by a cozy fireplace, perfect for relaxing evenings. A screened-in porch provides a peaceful spot to unwind while taking in views of the Connecticut River. Additional features include a two-car attached garage and owned solar panels, offering energy efficiency and long term savings. A wonderful opportunity to enjoy in-town living with scenic surroundings-don't miss this one!

3 Birch St, Old Saybrook
25 Sunset Rd Unit 7, Old Saybrook
$750,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24156732 MLS ⋅ Oyster River Landing BLDG.
Your chance to own in highly desirable Oyster River Landing-just steps from a private marina and the community's inground pool. This beautifully maintained three-level townhouse offers comfortable luxury, expansive water views, and a lifestyle that blends coastal living with everyday convenience. A sun-filled home features seven rooms, including 2 bedrooms, 2 full bathrooms, 1 half bath, a dedicated office/flex room, and a one-car garage. Step inside to hardwood floors and an open living/dining area anchored by a wood-burning fireplace, built-in cabinetry, and a custom desk area. Large sliders draw you toward the private deck, where sweeping water views and an electric awning create the perfect setting for morning coffee or sunset cocktails. The remodeled chef's kitchen features granite countertops, panel-front appliances, hardwood flooring, and a built-in breakfast area-ideal for casual dining. Upstairs, you'll find 2 well-appointed bedrooms, each with its own en-suite bathroom. The primary suite offers two walk-in closets, an updated bath, and serene views of the water. The 2nd bedroom also includes a walk-in closet and private en-suite bath perfect for guests. A fully finished lower level adds fantastic bonus space, including a large recreation room, a cedar closet, an office/flex area, and an additional laundry area. Oyster River Landing is perfect for anyone seeking a waterfront lifestyle in the heart of Old Saybrook with its marina, pool, and spectacular views.

25 Sunset Rd Unit 7, Old Saybrook
2 Pheasant Hill Ln, Old Saybrook
$746,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24187238 MLS
Gracious 4 bedroom/ three full baths Cape Cod with an attached two-car garage. Set on a picturesque, one-acre lightly wooded, corner lot with beautiful stone walls, mature plantings, gardens, large patio and an oversized L-shaped in-ground pool which becomes the centerpiece for summer enjoyment complete with lots of privacy. With approximately 2500 square feet of thoughtfully designed living space, the home welcomes you with warmth and character at every turn. The inviting family room, anchored by a charming large fireplace, flows seamlessly into a cook's kitchen designed for both everyday living and entertaining featuring a center island, abundant cabinetry and double ovens. A truly impressive living room showcases extensive built-ins and a second fireplace, creating an ideal space for gathering or relaxing with views to the rear yard and pool. The first floor has one of 2 primary bedroom suites provides 1st floor convenience, multi-generational option or for in-home office space. Throughout the main level, a unique combination of hardwood flooring and inlaid brick adds texture and a subtle historic ambiance. On the second level, you will find three additional generously sized bedrooms and two full baths, providing ample space for family or guests. Whether hosting gatherings or enjoying quiet mornings, this property delivers a lifestyle of comfort, charm and convenience in a highly desirable location, just minutes from town, beaches, restaurants and shopping

2 Pheasant Hill Ln, Old Saybrook
11 Coulter St Unit 7, Old Saybrook
$740,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24191828 MLS ⋅ Chatham BLDG.
This sun-drenched ranch unit at Chatham balances modern style with unmatched convenience, situated moments from the vibrant shops and dining on Main Street. The beautifully updated, open-concept floor plan features soaring vaulted ceilings, gleaming hardwoods, and a natural gas fireplace with custom built-ins. Retreat to one of two private bedroom suites, or step outside from the main living area onto your expansive, privately-sited deck. Complete with an attached garage, pristine modern bathrooms, main-level laundry, and a massive, dry unfinished basement for seamless storage, this home delivers the freedom of condo living without sacrificing space. Embrace a relaxed lifestyle in one of the most dynamic and sought-after towns on the Connecticut Shoreline.

11 Coulter St Unit 7, Old Saybrook
46 Lynde St, Old Saybrook
$740,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24171782 MLS
Convenient & Desirable In-Town Living with Stunning New Kitchen & Accessible Primary Suite with Heated Bath Floor! This thoughtfully updated ranch offers over 1,700+ square feet of above-grade living space and delivers a true in-town lifestyle just moments from everything Old Saybrook has to offer. Spacious yet cozy, inviting, and sun-drenched, this one-level home features a large backyard with expansive views, while the extra-long garage with bump-out can accommodate two cars. Major electrical upgrades have also been completed. The updated kitchen has been thoughtfully designed with tiled flooring, striking African Rainbow granite countertops, GE Profile and Bosch appliances (with 2030 warranty), Fabuwood cabinetry with custom drawers and inserts, and a large under-mount stainless steel sink with workstation edge. Hardwood floors throughout have been refinished and brought back to life with a clean natural finish. The primary suite includes a fully updated bath with heated tile flooring (Schluter system), a custom accessible tiled spa shower with dual temperature/water flow controls, soft-close vanity with integrated power strip and USB ports, plus a stacked washer and dryer unit. Freshly painted interior. Central air.

46 Lynde St, Old Saybrook
100 Dudley Ave Unit F31, Old Saybrook
$735,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24160496 MLS
Enjoy effortless shoreline living with sweeping views of North Cove from this beautifully renovated, move-in ready townhouse-style condo in the heart of Old Saybrook. Perfect as a second home or easy downsize, this light-filled residence offers an open layout designed to capture the water from the updated kitchen open to the dining and living areas taking in the water views. The spacious two-bedroom design includes a stunning primary suite with its own full bath and spectacular cove views, plus a total of 2.5 baths. A cozy wood-burning fireplace, central air, and a one-car garage add comfort and convenience, while the finished, dry full basement provides excellent bonus space for guests, hobbies, or a home office. Ideally located just steps from parking and moments to everything, enjoy a true village lifestyle-walk to restaurants, shops, and local amenities, with the train station, golf course, and town beach just minutes away. The well-maintained association features a large clubhouse for gatherings and a beautiful in-ground pool. A rare opportunity to enjoy turnkey waterfront living in one of the shoreline's most desirable communities.

100 Dudley Ave Unit F31, Old Saybrook
100 Dudley Ave Unit F27, Old Saybrook
$725,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24163424 MLS ⋅ Sheltered Cove BLDG.
Enjoy effortless shoreline living with sweeping views of North Cove from this beautifully renovated, move-in ready townhouse-style condo in the heart of Old Saybrook. Perfect as a second home or easy downsize, this light-filled residence offers an open layout designed to capture the water. A desirable end-unit, this spacious two-bedroom design includes a stunning primary suite with its own full bath and spectacular cove views, plus a total of 2.5 baths. A cozy wood-burning fireplace, central air, and a one-car garage add comfort and convenience, while the finished, dry full basement provides excellent bonus space for guests, hobbies, or a home office. Ideally located just steps from parking and moments to everything, enjoy a true village lifestyle-walk to restaurants, shops, and local amenities, with the train station, golf course, and town beach just minutes away. The well-maintained association features a large clubhouse for gatherings and a beautiful in-ground pool. No flood insurance required. A rare opportunity to enjoy turnkey waterfront living in one of the shoreline's most desirable communities.

100 Dudley Ave Unit F27, Old Saybrook
13-A Cove St, Old Saybrook
$717,500
2 Beds ⋅ 1 Baths ⋅ CLOSED 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
14 Seagull Rd, Old Saybrook
$715,000
4 Beds ⋅ 2 Baths ⋅ CLOSED 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
3 Deerfield Rd, Old Saybrook
$715,000
4 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24168780 MLS
Exceptional Colonial! This stunning 1916 sq.ft. home is in the desirable Meadowood area, offering convenient access to restaurants, shops, beaches & some water views. It is ideal for commuters, with proximity to I-95, and Boston & New York City only 2.5 hr. away. The home boasts hardwood floors, with a tile floor in the kitchen. The spacious living room is complete with a wood-burning fireplace. Adjacent to the kitchen is a family room featuring a gas fireplace, creating a cozy spot for reading or relaxation. The updated kitchen is equipped with quartz countertops, a double oven, and is conveniently next to the dining room. Enjoy outdoor living with a spacious screened-in porch & adjoining deck, perfect for morning coffee or hosting BBQs. The level backyard offers plenty of room for outdoor activities. The 2nd floor offers a spacious remodeled full bath & 4 comfortable bedroom. The primary bedroom suite is highlighted by a walk-in closet & full bath, your private retreat. Thermopane windows maintain the warmth in winter & cool in summer. The baseboard heat and mini split heat pumps, ensuring comfort throughout the year. The roof & gutters are only about seven years old, adding to the home's reliability. The 2-car garage includes a pull-down staircase to a garage attic, offering additional storage space. This home is meticulously maintained, providing both style and comfort. This property stands out as an exceptional opportunity in today's market.

3 Deerfield Rd, Old Saybrook
2 Cinnamon Way, Old Saybrook
$704,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24177176 MLS
Surrounded by a peaceful preserve with beautiful views, this light filled custom contemporary Colonial offers a rare blend of privacy, flexibility, and classic Old Saybrook charm. Step through the new custom front door into an open, airy layout where natural light pours through new windows and skylights, setting a warm tone from the moment you enter. The stylish kitchen features stainless steel appliances, a new backsplash, updated lighting, and an easy flow into the beautiful family room with vaulted ceilings, a fireplace, and double sliders leading to the expansive back deck. Morning coffee here feels special, with birdsong, wooded views, and the protected preserve as your backdrop, while fall evenings around the firepit create the kind of outdoor living people remember. The floor plan offers wonderful versatility with the option for a main level or upper level primary suite, including a first floor bedroom with full bath and deck access. Major exterior updates from 2023 to present include a new roof, siding, gutters, garage doors, skylights, front lawn, landscaping, exterior lighting, pergolas, and refreshed decking, while interior improvements include fresh paint, smooth ceilings in most rooms, custom first floor doors, renovated baths, new stair railing, hardware, and appliances. A walk out basement, 2 car garage, newer 4 zone Buderus furnace, and first floor mini splits add comfort and function. Close to Old Saybrook's historic Main Street and restaurants.

2 Cinnamon Way, Old Saybrook
52 Chalker Beach Rd, Old Saybrook
$700,000
3 Beds ⋅ 2 Baths ⋅ CLOSED 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
9 Barley Hill Rd, Old Saybrook
$700,000
4 Beds ⋅ 4 Baths ⋅ CLOSED 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

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