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100 Dudley Ave Unit D20, Old Saybrook
$715,000
2 Beds ⋅ 3 Baths ⋅ 24134455 MLS ⋅ Sheltered Cove BLDG.
Impeccably Renovated Waterfront Condominium in Coveted Sheltered Cove! Welcome to this beautifully renovated, turn-key condominium in the highly sought-after Sheltered Cove community of Old Saybrook. Every detail has been thoughtfully updated, blending modern comfort with timeless coastal charm. Step into a bright, open-concept kitchen featuring sleek stainless steel appliances, abundant storage, and a seamless flow to the dining and living areas-perfect for entertaining or simply relaxing while taking in breathtaking views of the Connecticut River, marsh, and passing boats. Wake each morning to spectacular sunrises and unwind with stunning sunsets from the comfort of your home. Upstairs, two spacious bedrooms each feature beautifully remodeled tile baths and stylish new vanities. The primary suite captures the best of waterfront living, with sweeping river views and the serene glow of the moon rising over the water. The versatile lower level offers ample space for a home gym, office, lounge, or storage-whatever suits your lifestyle. A private back patio overlooks lush lawns and tranquil marshland, with room to garden or simply enjoy the peaceful setting. Residents of Sheltered Cove enjoy resort-style amenities, including a sparkling pool and pool house, manicured landscaping, garage parking, and sidewalks throughout the community. All just moments from Old Saybrook's charming downtown shops, restaurants, and shoreline attractions.

100 Dudley Ave Unit D20, Old Saybrook
355 Main St, Old Saybrook
$707,500
3 Beds ⋅ 2 Baths ⋅ 24100965 MLS
In the heart of Old Saybrook! This home was built in 1919 and is called a New Englander. This Main Street house offers a walkable location to Main Street which has all the local flair! Stroll to the Katherine Hepburn theater which offers many events thru out the year. Main Street has shopping and restaurants or just a beautiful walk. Walking distance to Kathleen Goodwin school, Main Street school the library and Farmers Market in warmer weather. This is walkable to the Amtrack Train Station and local pickelball courts. With charm and a beautiful level yard. A two car detached garage and .51 acre. Updates and new carpet installed on front porch.

355 Main St, Old Saybrook
367 Main St Unit 31, Old Saybrook
$705,000
3 Beds ⋅ 2 Baths ⋅ 24121907 MLS ⋅ Banbury Crossing BLDG.
WOW WOW WOW A free standing ranch condo with 3 BEDROOMS and VIEWS OF THE MARSH! Welcome to Banbury Crossing, one of Old Saybrook's most sought-after communities. This single-level ranch condominium offers the perfect blend of comfort, convenience, and coastal charm. Spanning 1,477 square feet, this well-designed home features three spacious bedrooms and two full baths. Step inside to find a light-filled living room featuring cathedral ceilings and a gas fireplace. Wonderful dining room opens to the enclosed 3 season room. A big eat in kitchen with sliders to the enclosed porch as well. An effortless flow between the living, dining, kitchen & sunroom areas - perfect for entertaining or simply relaxing at home. The enclosed sunroom is a true highlight, offering gorgeous, serene views of the marsh where you can enjoy morning coffee or unwind at sunset. 3 very nice size bedrooms. The primary bedroom has a wall of closets and convenient full bath. New windows, Gas heat, Central air, attached garage, big crawl space and so much more! New roof to be installed by end of November. Don't miss this unbeatable location just minutes from Old Saybrook's vibrant Main Street, beaches, restaurants, and shops. Experience the best of shoreline living in this peaceful, well-maintained complex. Enjoy coastal living at its finest - where every day feels like a getaway. ***MULTIPLE OFFER - HIGHEST AND BEST DUE TODAY 10/20 BY 8PM

367 Main St Unit 31, Old Saybrook
2 Cinnamon Way, Old Saybrook
$704,000
3 Beds ⋅ 3 Baths ⋅ 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 ⋅ 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 ⋅ 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
20 Hill St, Old Saybrook
$700,000
2 Beds ⋅ 2 Baths ⋅ 24116291 MLS
This FEMA compliant coastal residence in Old Saybrook offers panoramic views of South Cove at the mouth of the Connecticut River, where the river meets the sound. The property features a new deck, providing an ideal vantage point for observing the sunrise and local wildlife each morning, as well as evening views of Lynde Lighthouse and passing boats.The house has been lifted out of the flood zone, the interior has been thoughtfully remodeled and boasts a sun-filled, open floor plan connecting the living room, brand-new kitchen, and primary suite. The primary bathroom features elegant updates, including a slipper tub and tile shower, creating a spa-like atmosphere. A second bedroom is situated next to the kitchen, along with an additional full bath. The dining area is enhanced by a bay window overlooking South Cove, while the living room features a custom loft ladder leading to a bonus upper-level space with skylights and a large window showcasing views of the backyard and marsh-ideal for an office or private retreat.Additional highlights include walking access to downtown restaurants, cultural venues, Saybrook Point amenities, and convenient proximity to I-95, Route 9, and the Saybrook Junction train station. Recent upgrades encompass a new septic system, roof, heating system, air conditioning, siding, and a fully renovated interior. This property combines modern comfort with scenic coastal living, approximately 2.5 hours from both New York City and Boston by train.

20 Hill St, Old Saybrook
117 Ayers Point Rd, Old Saybrook
$695,000
4 Beds ⋅ 3 Baths ⋅ 24112779 MLS
Nestled on a serene, 1.18-acre lot in desirable Ayer's Point neighborhood with private pond-enjoy the view or go fishing in summer and ice skating in winter. This charming Colonial offers a perfect blend of traditional elegance and modern comfort. Featuring nearly 2,824 sq ft of above-grade living on two stories, enter into the foyer and then enjoy the front to back living room with fireplace, formal dining room, powder room as well as a first floor office and walk up great room featuring vaulted ceilings, exposed beams and a gas fireplace, the spacious kitchen with stainless steel appliances and breakfast bar flows seamlessly onto a generous deck-perfect for summer barbecues or peaceful morning coffee. The first floor has gorgeous hardwood flooring. The primary bedroom suite boasts dual walk-in closets and a sitting area, accompanied by a full bath, while 3 additional bedrooms accommodate family or guests. Storage is ample, with a walk-up attic, full unfinished basement with hatchway, and a two-car garage. Thoughtful features include central air, ceiling fans, private well and septic, oil-fired baseboard heat, new oil tank, new siding and convenient main-level laundry. This property exudes privacy thanks to its lightly wooded surroundings, yet remains well-connected to local amenities, schools and major routes. 4 minutes to the OS racquet club, 13 minutes to town beach. Don't miss this rare opportunity-where classic Colonial charm meets lifestyle convenience.

117 Ayers Point Rd, Old Saybrook
25 Uncas Trl, Old Saybrook
$685,000
2 Beds ⋅ 2 Baths ⋅ 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
25 Sunset Rd Unit 3, Old Saybrook
$685,000
2 Beds ⋅ 3 Baths ⋅ 24182248 MLS ⋅ Oyster River Landing BLDG.
Looking for a home that feels like vacation every day? Carefree coastal living can be yours at this stylish townhouse at the Oyster River Landing condos. With just 20 homes, residents enjoy beautiful grounds, sunsets, and a pool overlooking the private boat basin on the Oyster River. This leads out to Long Island Sound and is excellent for fishing, kayaking, and paddle boarding. As you enter the home, your eyes are drawn to the large sliders that open to a serene private patio and gardens. This townhouse has been extensively updated throughout. (list provided) The new teak wood floors add a nautical flair. The morning sun shines in the kitchen, with stainless-steel appliances, teak floor and a breakfast bar. The primary bedroom has an ensuite bath that has been extensively updated. Two closets have been fitted with custom closet systems. A second bedroom also has an ensuite bathroom, with tub, and two custom closet systems. The laundry is conveniently located between the two bedrooms. There is an unfinished lower level that provides an opportunity to expand about 700 sq ft of living space. The owners have a professional design available. The location of this condo is ideal, with just a walk or short ride to the town beach, Main St shops, restaurants, the town green activities, and the popular Katharine Hepburn theatre. The Saybrook Point resort and Fenwick golf course are also nearby. Come see why Oyster River Landing is called "Old Saybrook's best kept secret"!

25 Sunset Rd Unit 3, Old Saybrook
23 Meadowood Ln, Old Saybrook
$685,000
3 Beds ⋅ 2 Baths ⋅ 24164269 MLS
***HIGHEST AND BEST IN BY 5/13 AT 5PM ***A lovely renovated ranch in the heart of "Meadowood", a desirable family friendly community in the charming town of Old Saybrook. The home features hardwood floors throughout, and a comfortable open layout with a large living room, stylish dining room, and a beautiful kitchen designed by local Hanford Kitchens. Three ample bedrooms await just around the hall. The yard is nicely landscaped and boasts a recently constructed Trex deck where you can enjoy the marsh breezes from just across the street. 1,356 sqft. on the main floor. The partially finished lower level adds another 462 sqft of living space with an attractive laundry area. A large 2-car garage completes the package. Come enjoy the relaxed lifestyle of Old Saybrook - just minutes from bustling Main Street and Harvey's Beach with its shallow waters and expansive sandbars - considered one of the best beaches in CT. Recent updates include: Fresh exterior paint in 2025. New garage doors in 2023. New septic system in 2015. All new heating, plumbing and electric in 2013 renovation. Central air. New windows.

23 Meadowood Ln, Old Saybrook
33 Briarwood Dr, Old Saybrook
$685,000
3 Beds ⋅ 2 Baths ⋅ 24163699 MLS
Direct waterfront living in Old Saybrook with deeded Cornfield Point beach rights and a private dock (dock in need of repair). Set on a private lot at 33 Briarwood Dr, this 3 bedroom, 2 bath residence captures expansive marsh and tidal channel views with stunning daily sunsets that define the coastal lifestyle. Out with the old and in with the new! Move-in ready with thoughtful updates including a newly renovated bathroom, freshly painted interior, and polished hardwood floors throughout. The refreshed kitchen offers a clean, modern aesthetic with wallpaper removed and updated cabinetry, creating a bright and inviting space for everyday living and entertaining. An open, light filled layout enhances the connection to the water, while a flexible studio or space provides options for a home office, lounge, or future sunroom designed to maximize views. Enjoy the natural beauty of the shoreline with seamless indoor-outdoor potential. Per current information, flood insurance is not required. Conveniently located near beaches, marinas, Main Street dining, boutique shopping, and rail service to New Haven, Hartford, and beyond. A rare opportunity to own updated waterfront property with sunset views and deeded beach access.

33 Briarwood Dr, Old Saybrook
60 Ingham Hill Rd, Old Saybrook
$685,000
24072144 MLS
Picturesque waterfront 8.1-acre lot on the tranquil Oyster River in historic Old Saybrook. 1,400 feet of river frontage leading to Long Island Sound. Currently set as farmland, this could be a home run for builders sensitive to the needs of the land. With its beauty, you have 50-plus feet of road frontage and large footprint within the 50-foot tidal wetlands setback. I-95 is easily accessible, and development would be just minutes away from our town's beautiful beaches and charming Main Street. Whether you wish to continue meeting the demand for organic foods or embrace the seaside's organic growth, this is it.

60 Ingham Hill Rd, Old Saybrook
10 Edwards Rd, Old Saybrook
$680,000
2 Beds ⋅ 1 Baths ⋅ 24158383 MLS
Charming 2 bedroom ranch set on a .20 acre lot in desirable Old Saybrook Cornfield Point Beach community. This home features an open and inviting living room that flows into the dining area and beautifully remodeled kitchen, creating an ideal space for everyday living and entertaining. The updated kitchen and remodeled bathroom add modern touches while maintaining the home's comfortable charm. Downstairs, the finished basement offers a versatile space with built-ins and plenty of room for storage, a home gym, office, or additional living area. Step outside to enjoy the beautiful backyard, complete with a large deck. A wonderful opportunity to enjoy easy one level living in a great shoreline location with beach rights.

10 Edwards Rd, Old Saybrook
84 Ayers Point Rd, Old Saybrook
$675,000
3 Beds ⋅ 2 Baths ⋅ 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
99 Maple Ave, Old Saybrook
$675,000
3 Beds ⋅ 2 Baths ⋅ 24148617 MLS
Coastal California style meets the charming Connecticut shoreline in this absolutely darling Old Saybrook Ranch. Thoughtfully updated and meticulously maintained, this home sits proudly on Maple Avenue, just a short sidewalk stroll to Main Street, The Kate, Saybrook Point Inn, and the beach. The main level features beautiful hardwood floors and a pretty, updated kitchen with granite countertops, tile backsplash, newer appliances, and updated flooring and lighting. The sun-filled living room showcases a cozy wood-burning fireplace, while the attractive dining area connects the living room and kitchen and opens through sliders to the deck and large backyard-perfect for everything from summer BBQ's to soccer games and Thanksgiving football matches. Three nicely sized bedrooms are located on the main floor, including a primary bedroom with an updated half bath. The fully renovated family bath is modern and chic, featuring striking navy tile. The lower level (not included in square footage) offers a terrific family room with an office area, ideal for working from home, a play space, or guests. This space is heated and cooled and feels fresh, modern, and stylish. Additional highlights include ample storage, a one-car attached garage, outdoor shower and lovely seasonal landscaping. The impressive list of upgrades speaks for itself. Whether you're looking for a year-round residence or the perfect weekend getaway, this home delivers!

99 Maple Ave, Old Saybrook
367 Main St Unit 7, Old Saybrook
$670,000
2 Beds ⋅ 2 Baths ⋅ 24147136 MLS ⋅ Banbury Crossing BLDG.
WOW! A free-standing condo in the highly sought-after Banbury Crossing community. This stunning 2-bedroom, 2-bath residence offers 1,235 sq. ft. of effortless single-floor living at its finest. From the moment you step inside, you'll notice how natural light pours into the home, creating a bright and uplifting atmosphere throughout. The heart of the home features a beautiful living area anchored by gleaming hardwood floors and a cozy gas fireplace. The layout flows perfectly into the dining space and an updated kitchen that's been tastefully refreshed for the modern chef. Everything you need is conveniently located on one level, providing a seamless transition between rooms. What truly sets Unit 7 apart is the incredible 3-season room, a private sanctuary perfect for enjoying your morning coffee or unwinding in total privacy. This home also features an attached garage, main floor laundry, gas heat (2014), and central air(2024) for year-round comfort. Brand new roof (2024) With very low condo fees in this impeccably maintained complex, you get the privacy of a detached home with none of the hassle. Take a short stroll to the quintessential town center to enjoy boutique shops and fantastic dining, take a quick drive to the beach, or wander through the nearby North Cove Historic District. This is a rare opportunity to secure a truly exceptional home-don't miss out! MULTIPLE OFFERS RCVD. EMAIL ALL OFFERS BY 8PM MONDAY 3-9-26

367 Main St Unit 7, Old Saybrook
21 Farview Ave, Old Saybrook
$660,000
3 Beds ⋅ 2 Baths ⋅ 24135553 MLS
Welcome to your dream home! This charming 3-bedroom, 2-bath gem offers comfort, style, and privacy in every corner. Step inside to find beautifully renovated bathrooms, sleek new windows, and Mitsubishi AC splits throughout, including the basement, for year-round comfort. The attached garage adds convenience, while the partially finished basement with a bulkhead offers extra space for hobbies or storage. While the current homeowners work from home, reimagine the bedrooms to suit your needs. The primary is large enough for a king-sized bed and dresser. Consider bedroom two for guests with a queen-sized bed, dresser, and possibly a compact desk space. Bedroom three is perfect for the youngest family member. Imagine a loft bed perched above a built-in desk, freeing up valuable floor space and leaving room for a dresser and a cozy bean bag chair, perfect for curling up with your favorite book. Outside, your fully fenced backyard is a true oasis. Enjoy a newly built shed, fresh landscaping, a stone patio perfect for entertaining, and bamboo fencing for added privacy. The front entryway features custom stonework, and the new driveway and keypad-activated garage door make coming home a breeze. Additional upgrades include a new electrical panel, washer and dryer, and elegant window treatments throughout the upper level. This home has been lovingly maintained and updated since 2019. Don't miss your chance to own this beautifully improved home. Schedule your private showing today.

21 Farview Ave, Old Saybrook
17 Willard St, Old Saybrook
$656,000
3 Beds ⋅ 3 Baths ⋅ 24177492 MLS
Welcome to coastal living at its finest. Nestled in a highly desirable Old Saybrook. 17 Willard St offers a perfect blend of classic New England charm and modern luxury. From the moment you arrive, the unbeatable convenience of this location is clear-enjoy a scenic, short stroll into town to explore vibrant Main Street, acclaimed The Kate Theater, dining, and boutique shopping, all while living just moments from the water. Step inside this beautifully updated Cape-style home and you are immediately greeted by a bright, open-concept design. The heart of the home is a stunning kitchen, fully equipped with sleek quartz countertops, which flows effortlessly into the inviting living room. It is a space designed equally for quiet mornings and effortless entertaining. For the ultimate in convenience, the spacious primary ensuite is located on the first floor, offering a private and peaceful retreat. The back of the home is dedicated to relaxation and year-round enjoyment. A beautiful, three season sunroom allows you to bask in natural light. Slide open the doors to discover your own outdoor oasis: a lovely patio features a retractable awning for perfect shade on warm summer days, all looking out over a level, fully fenced-in backyard. Complete with a handy storage shed for your beach gear and tools, this yard offers the perfect balance of privacy and functionality. Move-in ready and perfectly situated to enjoy the very best of Old Saybrook

17 Willard St, Old Saybrook
13 Briarwood Dr, Old Saybrook
$653,000
3 Beds ⋅ 2 Baths ⋅ 24182033 MLS
MAKE THIS HOUSE A HOME!! Investors, DIY buyers take note of this opportunity. A true fixer-upper being sold as-is. A sweet ranch with views of the marsh, Back River and Plum Bank out to Long Island Sound. 3 br, 1 1/2 bth set on .52 acres. Boarders open space with deeded beach rights to Cornfield Point Beach Enjoy spectacular sunsets and salt marsh views from your back porch Cozy fireplace in living room for cool nights, 1 car detached garage and a partially finished basement for additional space. Located just off the 3-mile shoreline walking, biking, running loop. Public beaches, golf, restaurants, shopping and marinas also nearby. Low taxes, rail service available to Boston and NYC

13 Briarwood Dr, Old Saybrook
18 Shepard St, Old Saybrook
$650,000
3 Beds ⋅ 2 Baths ⋅ 24201611 MLS
Enjoy the best of Old Saybrook from this spacious 3-bedroom, 2-bath Cape offering over 2,100 square feet of living space in a residential setting close to downtown and the shoreline. Just beyond Main Street and The Kate, with convenient access to Saybrook Point, restaurants, shopping, the train station and area amenities. Inside, an expansive living and family room offers hardwood floors, a brick fireplace and an abundance of natural light. The generously sized kitchen and dining area features ample cabinetry, granite countertops, stainless steel appliances and a large center island with seating. The flexible floor plan includes a first-floor bedroom and full bath, with two additional bedrooms and a second full bath upstairs. Two ductless mini-splits provide added comfort. Outside, enjoy a fenced backyard with a paver patio and mature trees, offering a great space for relaxing, gardening or entertaining. Additional highlights include a roof less than one year old, a detached one-car garage with electricity, paved driveway and full basement. A wonderful opportunity to enjoy generous living space and a convenient location near the heart of Old Saybrook and the Connecticut shoreline.

18 Shepard St, Old Saybrook
11 Coulter St Unit 28, Old Saybrook
$650,000
2 Beds ⋅ 3 Baths ⋅ 24147435 MLS ⋅ Chatham BLDG.
Exceptional tri-level condo with many updated custom features. Open yet seperate main level living room, dining room, new kitchen with dining area and new half bath. Beautifully designed built in units through out the main level. Upper level has redesigned primary bedroom suite which includes sitting/office area, closets, large bath w/double sink vanity and walk in shower. New laundry room is located off the bedroom area. The spacious second bedroom includes a private bath with tub and shower. Third level boasts many built in storage areas, skylight and plenty of room for multiple uses for relaxing, work, hobbies etc. Unit is light and bright including upper level with skylight. New HVAC system, several newer windows, new storm doors, and all newer appliances.Rare end unit with attached garage. Private deck with access from main level. Lightly wooded and private. Enjoy the ambience and convenience of close by historic Main St. in the heart of Old Saybrook. Easy access to shopping, restaurants, town beaches, live theater, picturesque CT River, train and main highways. Move right into this beautiful unit that has been lovingly and meticulously maintained and updated.

11 Coulter St Unit 28, Old Saybrook
21 Cottage Pl Old, Old Saybrook
$650,000
3 Beds ⋅ 3 Baths ⋅ 24123344 MLS
**Back on the Market** NOW featuring a BRAND NEW ROOF with gutters and a NEW 4-BEDROOM SEPTIC SYSTEM (oversized for future expansion potential on this 3-bedroom home)-ready for you to move right in with complete peace of mind! Discover the perfect blend of convenience and quality in this beautifully renovated home on a peaceful dead-end street south of Route 1. Ideally positioned within easy walking distance to Old Saybrook's charming village center, shops, restaurants, library, beach, and schools-everything you need is just steps away. This thoughtfully updated residence underwent a complete gut renovation in 2008, showcasing exquisite craftsmanship throughout. The heart of the home features custom-built tiger maple kitchen cabinets that perfectly complement the stunning wide plank tiger wood maple flooring. Premium Marvin windows flood the interior with natural light while ensuring energy efficiency. The desirable first floor primary suite offers effortless one-level living, perfect for today's lifestyle preferences. Extend your living space year-round in the delightful four season sunroom-an ideal spot for morning coffee, entertaining, or simply enjoying the changing seasons in comfort. Comfort is paramount with the forced hot air heating system and existing ductwork already in place for effortless central air conditioning installation. The convenience of city water service adds to the home's appeal.

21 Cottage Pl Old, Old Saybrook
12 Bellaire Dr, Old Saybrook
$650,000
3 Beds ⋅ 1 Baths ⋅ 24131286 MLS
cornfield point need i say more rare double lot waiting for new owner all permits now closed the best beach with sunsets completely updated house new windows roof and siding kitchen and bath heat and central air

12 Bellaire Dr, Old Saybrook
103 Maple Ave, Old Saybrook
$645,000
2 Beds ⋅ 2 Baths ⋅ 24146350 MLS
Well-maintained 1,744 sq ft ranch offering easy one-floor living in a desirable location near beaches and the town center. Features include 2 bedrooms, including a primary suite with private bath, hardwood floors, three fireplaces, and a bright kitchen with skylight. Recent updates include a new roof and septic system. Additional highlights include a partially finished basement, 2-car garage, and patio. A comfortable, well-cared-for home close to it all.

103 Maple Ave, Old Saybrook
16 Lynde St, Old Saybrook
$641,500
2 Beds ⋅ 2 Baths ⋅ 24166861 MLS
Located in the center of Old Saybrook, 16 Lynde Street offers convenient proximity to Main Street shops, restaurants, and cafes including Liv's Oyster Bar & Restaurant, Swell, Sweet Luna's, and local boutiques, as well as the Town Green. This classic Cape Cod-style home, owned by one family since construction, reflects consistent maintenance and care. Interior features include hardwood floors throughout, a living room with fireplace, and a flexible family room that supports multiple layout options, including potential main-level living or guest space. The adaptable floor plan provides options for home office, den, or additional living area. Exterior highlights include a well-maintained yard with mature landscaping, garden beds, and open lawn space. Ideally located near Saybrook Point, marinas, and Connecticut shoreline beaches including Harvey's Beach. Convenient access to Route 1, I-95, and the Old Saybrook train station provides connectivity to New Haven and New London. Near Saybrook Point Marina, Connecticut River access, and shoreline parks with walking trails and open space. Great biking loop over the causeway or walk to the library or town with sidewalks everywhere. Amazing location creates a lifestyle.

16 Lynde St, Old Saybrook
63 Great Hammock Rd, Old Saybrook
$641,000
3 Beds ⋅ 1 Baths ⋅ 24170238 MLS
Charming Coastal Ranch in an incredible Old Saybrook location! This well-maintained one-owner ranch offers the perfect blend of comfort, convenience, and shoreline lifestyle. An easy flow layout which includes 3 bedrooms, living room, dining room, kitchen and a partially finished lower level-ideal for additional living space, a home office or recreation. Step outside to a spacious backyard designed for entertaining, relaxing, and enjoying warm summer evenings. Set on a sidewalk-lined street, this home invites morning walks and evening strolls to Harvey's Beach, Saybrook town beach, and the shops and restaurants along Main Street. Whether you're heading out for dinner, catching the train, or enjoying a beach day, everything you love about Old Saybrook is right at your fingertips. A rare opportunity to own a lovingly cared for home in one of the shoreline's most sought-after areas-perfect as a year-round residence, weekend escape or investment. Come take a look!

63 Great Hammock Rd, Old Saybrook
73 Knollwood Dr, Old Saybrook
$635,000
2 Beds ⋅ 2 Baths ⋅ 24150625 MLS
Welcome to Knollwood Beach Association, this ranch-style home nestled in the heart of Old Saybrook is set on a lot that includes Beamon Creek at the back edge which leads to South Cove. It boasts a full walkout basement, with exceptional potential for expansion, or customization. Inside, the home provides comfortable single level living with an easy layout. The lower-level walkout leads directly to the backyard, creating an ideal opportunity to add living space, a recreation room, workshop, or guest suite-whatever suits your vision. Located just moments from Knollwood's private beach, clubhouse, playground, and recreational amenities, this home places you in one of Old Saybrook's most beloved shoreline neighborhoods. Enjoy peaceful coastal living with convenient access to local shops, dining, marinas, and all the charm this vibrant town has to offer. Whether you're looking to renovate, invest, or create your dream beach area retreat, this property delivers the rare combination of location, flexibility, and possibility. Ask about flood zone status. Buyer to do due diligence.

73 Knollwood Dr, Old Saybrook
41 Farview Ave, Old Saybrook
$630,000
4 Beds ⋅ 2 Baths ⋅ 24158623 MLS
New to the market...you have been waiting for this location near Kavanagh (Trask) Park!! Charming Cape Cod next to one of Old Saybrook's wonderful town parks- walk or bike to town, library, schools, Main St. shops/restaurants, Harvey and Town beaches!! Step into this two-story home offering it's new owners a cherry and bright living room which was featured in "Shore Homes" and "Coastal Homes" with hardwood floors and beautiful fireplace; the dining room is just off the sunny, open kitchen with lots of cabinetry leading to an amazing breezeway that you will want to spend warm weather days and evenings here with a good book or cool drink; this breezeway connects the main house to the garage. Also on the main floor is an updated half bath along with a smaller bedroom or den with closet. The second floor offers three additional bedrooms plus an updated full bath with 5' shower! The basement is currently unfinished but waiting for the next owners to create a wonderful space -- no water worries here ----there is a Budget Dry waterproofing basement system in place including a brand new dehumidifier system along with a battery backup sump pump, perimeter drainage. This lovely home located in a much desired area all on a level lot with matured plantings, has been meticulously maintained over the years. Don't miss this great opportunity you have been waiting for!

41 Farview Ave, Old Saybrook
22 Beaver Dam Trl, Old Saybrook
$625,000
4 Beds ⋅ 3 Baths ⋅ 24188934 MLS
Welcome to this classic home with a picturesque setting that is on a generous, level lot, the expansive backyard provides the perfect setting for outdoor entertaining, family gatherings, gardening, or simply relaxing and enjoying the outdoors. The backyard abuts the Old Saybrook preserve offering a private wooded backdrop with access to walking and hiking trails - an ideal setting! This home features four spacious bedrooms, hardwood floors throughout, a welcoming family room, a formal living room, and a dining room ideal for everyday living or holiday celebrations. The kitchen offers granite countertops, stainless steel appliances, and ample space for preparing meals and gathering with family and friends. Additional features include a Buderus furnace, updated electrical, generator ready, full basement offering abundant storage, a two-car garage, and in an area that is ideal for walking and biking. Conveniently located just minutes from two town beaches, marinas, restaurants, shopping, parks, and highways, this home offers the perfect combination of comfort, convenience, and location. Whether you're looking for your forever home or a place to enjoy all that the Connecticut shoreline has to offer, this Old Saybrook gem is ready to welcome its next owners!

22 Beaver Dam Trl, Old Saybrook

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