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25 Uncas Trl, Old Saybrook
$685,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24189175 MLS
Welcome to the desirable Indiantown Beach community, where endless possibilities await. This well-loved home offers a spacious floor plan featuring a bright sunroom, generous family room with a floor-to-ceiling gas fireplace and built-ins, and a large primary suite with its full bath and own private deck. Ready for cosmetic updates, this home presents an excellent opportunity to create your dream beach retreat in one of Old Saybrook's most sought-after shoreline neighborhoods. Enjoy outdoor living with a spacious deck, large patio, fenced yard and storage shed-perfect for entertaining, gardening, or relaxing after a day at the beach. As a resident of Indiantown Beach, you'll enjoy access to two private beaches, a marina, clubhouse, playground, and a variety of community events throughout the year. Conveniently located just minutes from Old Saybrook's Main Street, restaurants, shopping, marinas, and local amenities, this property offers the rare opportunity to personalize a home in an exceptional coastal location. Bring your vision and make this beach house your own!

25 Uncas Trl, Old Saybrook

25 Sunset Rd Unit 3, Old Saybrook
$685,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 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 ⋅ CLOSED Status ⋅ 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 ⋅ CLOSED Status ⋅ 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

10 Edwards Rd, Old Saybrook
$680,000
2 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 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 ⋅ CLOSED Status ⋅ 24193791 MLS
Located in the highly sought-after shoreline town of Old Saybrook, this charming Cape offers character, comfort, and exceptional curb appeal. Set on 1.14 beautiful acres in the desirable Otter Cove neighborhood, this well-maintained three-bedroom, two-bath home is ready for its next owners. The updated kitchen features heated tiled floors, while the main level offers a spacious bedroom with a cedar-lined closet, convenient first-floor laundry, a bright den/library with a bay window, a welcoming living room with a stone propane fireplace, and a separate dining room. Upstairs you'll find two generously sized bedrooms, each with cozy dormer sitting areas, plus a walk-in attic for additional storage. A full basement, detached two-car garage, two storage sheds and abundant space for hobbies, storage, or a workshop. Lovingly cared for over the years, this special property is ready for you to make it your own.

84 Ayers Point Rd, Old Saybrook

367 Main St Unit 7, Old Saybrook
$670,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 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

6 Willard St, Old Saybrook
$665,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 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

17 Willard St, Old Saybrook
$656,000
3 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 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

18 Shepard St, Old Saybrook
$650,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 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

16 Lynde St, Old Saybrook
$641,500
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 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 ⋅ CLOSED Status ⋅ 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

41 Farview Ave, Old Saybrook
$630,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 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 ⋅ CLOSED Status ⋅ 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

100 Sheffield St Unit A2, Old Saybrook
$625,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24179634 MLS ⋅ The Cove BLDG.
Nestled within The Cove, a serene community on Old Saybrook's storied North Cove, this beautifully appointed townhouse offers the quintessential Connecticut shoreline lifestyle, where the Connecticut River meets the estuary and the ever-changing, breathtaking natural backdrop is your constant companion. The welcoming foyer has abundant closet space and a convenient half bath. The kitchen with granite counters and breakfast bar, dining room, and living room all share gorgeous cove views. The dining room flows naturally into the light-filled living room, appointed with built-in shelves and sliders that open to a private patio, making indoor-outdoor living effortless. Upstairs, two ensuite bedrooms provide comfort and privacy. The primary suite is a true retreat, with sliders to a private deck where captivating cove views greet you the moment you open your eyes, and a full bath with walk-in shower. The second bedroom features a walk-in closet and its own full bath with tub/shower. A designated laundry room completes this level. The finished lower level is ideal as a recreation room, home office, or media room--alongside a large storage room housing a brand new furnace and on-demand hot water heater. Launch your kayak directly on the river and paddle out to the protected cove. Kayaks can be stored in your garage, attached shed, or on town racks conveniently located at the end of Sheffield Street. Saybrook Point, The Kate theater, fine dining, and Main Street are all minutes away.

100 Sheffield St Unit A2, Old Saybrook

100 Dudley Ave Unit H42, Old Saybrook
$625,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24167484 MLS ⋅ Sheltered Cove BLDG.
Coastal elegance meets low-maintenance living in this beautifully appointed townhouse-style 2 bedroom condominium, ideally situated within walking distance of charming downtown Old Saybrook. Located at Sheltered Cove, a coveted community, step inside an open concept floor plan with a living room showcasing custom cabinetry, fireplace and serene views of the tidal marsh that invite the outdoors in. A slider opens from the Living Room to your private patio-perfect for morning coffee or evening entertaining. The Kitchen offers granite counters, 2 sinks and plenty of storage. Gleaming hardwood floors throughout the 1st floor. The thoughtful two-story layout offers 2 generously sized ensuite bedrooms on the second level, each with its own private bath for ultimate comfort and privacy. Laundry is located between the two bedrooms. A finished basement provides flexible space for a home office, gym, or media room, plus ample storage to keep everything organized. Additional highlights include a detached 1 car garage, community pool, and clubhouse-ideal for enjoying the best of Connecticut shoreline living. Whether you're strolling to Main Street's boutiques and eateries or unwinding with marsh views from your patio, this home offers a rare blend of convenience, style, and tranquility.

100 Dudley Ave Unit H42, Old Saybrook

207 School House Rd, Old Saybrook
$615,000
4 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24193207 MLS
A rare opportunity awaits to become the second owner of this lovingly maintained ranch on desirable Schoolhouse Road. Thoughtfully designed for comfortable one-level living, this spacious 2,149-square-foot home offers four generously sized bedrooms, wide hallways, gleaming hardwood floors, and central air conditioning. Step inside to a welcoming living room featuring a classic wood-burning fireplace and oversized windows that fill the space with natural light while overlooking the beautifully landscaped front gardens. The eat-in kitchen is equipped with stainless steel appliances and flows seamlessly into the expansive dining room-an ideal layout for holiday gatherings, dinner parties, and everyday entertaining. One of the home's standout features is the 280-square-foot, four-season sunporch, offering beautiful views of the private backyard and providing the perfect space to relax year-round. It is important to note the this sq. footage is not included in the Tax Record totals for the home. Situated on a picturesque 1.1-acre lot, this property also includes a partially finished basement with plenty of room for storage as well as an attached two-car garage. The home is freshly painted throughout with newly refinished hardwood floors, offering a bright, move-in-ready interior while providing the perfect canvas to make it your own. Offering space, quality, and exceptional care in a sought-after setting, this is a home you'll be proud to call your own.

207 School House Rd, Old Saybrook

120 Sandy Point Rd Unit 120, Old Saybrook
$615,000
2 Beds ⋅ 3 Baths ⋅ CLOSED Status ⋅ 24129742 MLS ⋅ Summerwood Condo BLDG.
Move right into this beautifully renovated 1,557 sq. ft. townhouse condominium in the highly desirable Summerwood on the Sound! This turnkey home offers 2 bedrooms plus a spacious third-floor loft-perfect for a home office or 3rd bedroom. Thoughtfully updated throughout, the home features hardwood flooring on all three levels, 2 1/2 beautifully renovated bathrooms, Andersen Windows, a Bosch High-Efficiency heat pump (2024), and a Rheem 50-gallon hot water heater (2024), new roof 2019. The open and inviting floor plan is filled with abundant natural light and features a cozy fireplace in the living room, creating the perfect space for relaxing or entertaining. The updated kitchen offers granite countertops, stainless steel appliances, and an ideal layout for everyday living and hosting family and friends. Enjoy seamless indoor-outdoor living with a private deck off the dining room. Summerwood on the Sound offers exceptional resort-style amenities including a private beach, paddle board/canoe racks, swimming pool, tennis courts, and pickleball courts. Located just minutes from downtown Old Saybrook, marinas, shopping, and dining, this meticulously maintained home offers the perfect blend of luxury, comfort, and low-maintenance coastal living. Nothing to do but move in and enjoy!

120 Sandy Point Rd Unit 120, Old Saybrook

21 Baum Ave, Old Saybrook
$600,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24190986 MLS
Backyard goals? Achieved. Welcome to your own private oasis in the heart of Old Saybrook! Surrounded by low-maintenance vinyl fencing, lush lawn complete w/irrigation, this incredible outdoor space was made for summer--backyard BBQs, morning coffee under the pergola, & relaxing with family & friends. A spacious patio sets the stage for effortless entertaining, while the oversized shed provides exceptional storage for beach gear, bikes, lawn equipment, & more. Step inside & you'll find a beautifully maintained 2-bed, 2-full bath home that's just as inviting as the backyard, creating the perfect blend of warmth, character, and comfort. With hardwood floors throughout, a renovated kitchen, & energy-efficient mini-split systems, the layout is made for a weekend retreat or year-round escape. Perfectly situated just mins from downtown Old Saybrook, you'll enjoy convenient access to charming boutiques, local restaurants, marinas, golf courses, fitness studios, & public beaches-making it easy to embrace the best of CT's shoreline lifestyle. Whether you're hosting parties, unwinding after a day by the water, or exploring everything Old Saybrook has to offer, this thoughtfully updated, move-in-ready home delivers the perfect combination of comfort, convenience, and coastal charm. Looking for an investment? Its desirable location & turnkey appeal make it an ideal candidate for an Instagram-worthy vacation getaway/short-term rental to add to your portfolio. Don't let this one sail away!

21 Baum Ave, Old Saybrook

2 Half Penny Ln, Old Saybrook
$580,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24192318 MLS
This charming home offers the perfect blend of charm, comfort, and opportunity. Filled with warmth, character, and endless potential, this well-maintained home features one bedroom and a full bath on the main level and 3 additional bedrooms upstairs. An inviting open floor plan where the kitchen flows seamlessly into the dining area and family room. The kitchen has granite counter tops, island and double ovens. A cozy living room with a classic fireplace creating the perfect gathering space. Hardwood floors throughout, while the sunroom provides a bright retreat for reading or relaxing. The fully finished basement offers flexible living space ideal for a family room, home office, gym, or playroom. A spacious private yard includes a shed and outdoor shower set on a corner lot is perfect for outdoor barbecues or Summer evenings. Generator ready. Move right in and enjoy its charm while adding your own personal touches over time. Ideally located just minutes from Old Saybrook's vibrant Main Street, boutique shopping, restaurants, marinas, two town beaches, and convenient highway access, this home offers the very best of shoreline living! Come make this home your own!

2 Half Penny Ln, Old Saybrook

14 Cedarwood Ln, Old Saybrook
$570,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24187465 MLS
BACK ON MARKET - BUYER GOT COLD FEET! Welcome to your new shoreline home - a ranch-style retreat in the heart of Old Saybrook. This beautifully maintained 3-bedroom, 1 1/2-bathroom home offers a perfect blend of comfortable living and coastal New England lifestyle - all just approx. 1 mile from the private Cornfield Point beach with deeded beach rights. Inside you'll discover a bright, open-concept floor plan that flows from the living area into the eat-in kitchen, creating an inviting space ideal for both everyday living and entertaining. The primary bedroom features a private en-suite half bathroom, while two additional bedrooms offer flexibility for family, guests, or a home office. From the gleaming hardwood floors and freshly painted walls to the thoughtfully renovated kitchen and bathrooms, every detail has been attended to - just move in and enjoy. Where this property truly shines is outside. The oversized 2-car garage is a rare find, offering abundant space for vehicles, a workshop, or extra storage. The private backyard is your own personal sanctuary, complete with a hot tub, a private outdoor shower and breathtaking marsh views that never get old. Whether you're rinsing off after a day at the beach or unwinding under the stars, this outdoor space is very special. The partially finished basement provides add'l living space, and a large storage room. The major items have been taken care of for you- septic system is only 9 years old and the roof was replaced in '24.

14 Cedarwood Ln, Old Saybrook

76-1 River St W, Old Saybrook
$565,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24164630 MLS
76-1 River Street West! This is an incredible opportunity, less than a quarter mile to Old Saybrook Main Street and Amtrak train station. A cozy kitchen, dining and living open to an expansive great room with vaulted, beamed ceiling. There is a generous first-floor bedroom and an adjacent full bath. Upstairs find two larger bedrooms and a second full bath. The basement has an elevated ceiling, ideal for future bonus space, with laundry and mechanicals as well as an easy to access 2-car garage. Originally built as an electric home, it was converted to oil heat. Two oil tanks afford bulk purchases. A wall-mounted AC unit keeps the main level cool. Window units are used on the second floor. An expansive deck runs the length of the home overlooking the tidal marsh and its incredible diversity of birds and wildlife. Flood insurance is $1057 annually and the home sits well elevated above the marsh. The home will benefit from new exterior siding, trim and updated flooring. Completely wonderful, immaculate interior with stunning potential for the next homeowner. Sidewalks run from the end of River Street to Saybrook Point and beyond. A uniquely quiet location just a stone's throw from the train station making this an idyllic weekend retreat or just right year-round home.

76-1 River St W, Old Saybrook

167 Ingham Hill Rd, Old Saybrook
$560,000
3 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24156496 MLS
Privacy, acreage, and beach-town access converge in this 1.09-acre Ingham Hill property in Old Saybrook. Built in 1984 by Bob Day and offered for the first time by the original owner, this Colonial delivers rare space along the Connecticut Shoreline just minutes from beaches, marinas, and downtown amenities. With under 1,400 square feet, two full baths, and an attached garage, the flexible layout includes a first-floor bedroom and full bath for convenient one-level living, guest accommodations, or home office use. The living room features a fireplace and sliders to the backyard, creating seamless indoor-outdoor access to the level yard. AA-1 zoning and generous lot size provide versatility for outdoor living, gardening, recreation, or future expansion. Approximately 1.5 miles to Harvey's Beach and Old Saybrook Town Beach, and about 2 miles to Saybrook Point marinas and waterfront dining. Close to The Kate (Katharine Hepburn Cultural Arts Center), Liv's Oyster Bar, Walt's Food Market, and Mystic Market West. Easy access to Old Saybrook Amtrak Station and Shore Line East commuter rail service to New Haven, New London, and NYC. A rare opportunity to enjoy Connecticut shoreline living with land, privacy, and direct access to beaches, boating, dining, and rail.

167 Ingham Hill Rd, Old Saybrook

53 Chalker Beach Rd, Old Saybrook
$550,000
3 Beds ⋅ 1 Baths ⋅ CLOSED Status ⋅ 24186997 MLS
For the first time in generations this loved 3-bedroom ranch is available. It rests on a gentle knoll in the heart of the Chalker Beach community. Home has a full dry basement offering additional space for storage. One floor living, public water, central air, gleaming hardwood flooring throughout, sun filled bay windows, garden shed, open sunny lot, and new high efficiency propane furnace. Enclosed sunroom with glass windows and sliding glass door provides additional respite space. Chalker Beach remains one of Connecticut's sought-after private waterfront communities on Long Island Sound in Old Saybrook, Connecticut. Neighbors dating back for generations have chosen Chalker Beach-not just for a home, but as a lifestyle investment. Residents enjoy access to a private beach, 2 community club houses, foosball, play scape, baseball field, basketball court, and the Chalker Beach Store/Cantina. This is a community built around outdoor living with movie nights at the beach, neighborly connection, and carefree summers. No car needed. Everything is walkable. The kind of close-knit community that is increasingly rare. Do not miss an opportunity to own a home along the Long Island Sound.

53 Chalker Beach Rd, Old Saybrook

118 Sandy Point Rd Unit 118, Old Saybrook
$540,000
2 Beds ⋅ 2 Baths ⋅ CLOSED Status ⋅ 24079450 MLS ⋅ Summerwood Condo BLDG.
Summerwood on the Sound. Step into this stunning townhouse condominium featuring a fabulous kitchen with spacious quartz counters and breakfast bar, custom designed cabinetry and stainless steel appliances. The open concept living room and dining area boast beautiful wood flooring, elegant crown molding and glass doors to the private deck area, perfect for relaxing and entertaining. There is also an updated half bath on the first floor. The second floor features the primary bedroom with views of the tidal marsh, en suite bath and two large walk in closets for personal items and extra storage. There is also a guest bedroom on the second floor. The versatile third floor loft area provides flexible space for an office, family or guests. Located in Summerwood, this community offers resort style amenities for your enjoyment, including a large pool, private sandy beach on Long Island Sound, tennis and pickle ball courts. Enjoy the lifestyle. Flood insurance is provided as part of the HOA dues.

118 Sandy Point Rd Unit 118, Old Saybrook

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