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12 Hill Rd, Old Saybrook
$991,000
3 Beds ⋅ 3 Baths ⋅ 24147505 MLS
Welcome to Otter Cove Estates, located in Old Saybrook Ct. Live in the established area of residential homes that offer large lots of 2 acres at the mouth of the Ct River. This home offers 3 bedrooms with Master suite on the first floor with ensuite. Open floor plan large kitchen, built in newer appliances subzero built in fridge, Electrolux double ovens, Bosch dishwasher and newer microwave. Corian counter and breakfast bar. Family room adjoins with large fireplace, sky light, beautiful beams and display cubby for treasures. Dining room with window seat and wanes coating details. Hardwood floors, carpeted bedrooms. 2 bedrooms upstairs with full bath. central air and central vac. Bonus rooms over garage for media, family or storage. Yard has beautiful stone wall outside deck 18x23 with seating and planters. Large 2 bay garage with 9 ft door for large vehicles. Extra storage room that could be turned to 3rd smaller bay. Marinas from Saybrook Point to Ferry Rd for boating, fishing recreational use. Walking trails on Turtle Creek preserve. Kayak launch at river access. Close to town and Essex.Ease to I95, Rt 9 between Boston and NY. An everchanging seasonal landscape with deer, osprey, otters and more. Old Saybrook offers Main Street with local shops and dining strolling for coffee or a bite to eat. Historic town, mini golf, 9 hole golf course the Katherine Hepburn Cultural Arts building with events and pickle ball courts. Music on the green in the summer for the public.

12 Hill Rd, Old Saybrook

46 Lynde St, Old Saybrook
$740,000
2 Beds ⋅ 2 Baths ⋅ 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

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

100 Dudley Ave Unit F27, Old Saybrook
$725,000
2 Beds ⋅ 3 Baths ⋅ 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

129 Old Boston Post Rd, Old Saybrook
$900,000
3 Beds ⋅ 3 Baths ⋅ 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

118 Sandy Point Rd Unit 118, Old Saybrook
$540,000
2 Beds ⋅ 2 Baths ⋅ 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

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

101-A Sequassen Ave, Old Saybrook
$1,615,000
24175708 MLS
Design the life you've imagined. Whether it's a shingle-style summer escape or a modern coastal masterpiece, this lot is the foundation positioned to capture the essence of the shoreline, this parcel is defined by its views of the sparkling Long Island Sound. Whether you are watching the sunrise over the water or enjoying the salt-scented evening breeze, the location provides the best of coastal living. - .45 Acres: A perfectly sized, level lot ready for your architectural vision; Fully Approved: this lot is ready for your dream build. Living in the Borough is more than just owning a home; it's joining a community steeped in tradition and leisure. Residents enjoy world-class amenities just steps from their front door: Golf: Play a round on the historic, beautifully maintained nine-hole golf course. Refine your game on the private Borough tennis courts. Come build your dream home.

101-A Sequassen Ave, Old Saybrook

37 Mohican Rd, Old Saybrook
$1,030,000
3 Beds ⋅ 2 Baths ⋅ 24170358 MLS
Nestled in the highly sought-after Cornfield Point Beach community, this beautifully maintained 3-bedroom, 2.5-bath residence offers an exceptional opportunity to enjoy coastal living just steps from the water. Blending timeless charm with thoughtful upgrades, this home is designed for both everyday comfort and effortless entertaining. At the heart of the home is a thoughtfully updated kitchen, featuring custom cabinetry, quality countertops, and a well-designed layout that maximizes both function and flow. Ample storage, generous prep space, and seamless connectivity to the main living areas make it ideal for everything from casual mornings to hosting gatherings. The main living area is warm and inviting, centered around a classic wood-burning fireplace that creates a cozy yet refined atmosphere. Custom millwork and cabinetry continue throughout the home, enhancing both style and practicality. The primary suite offers a private retreat, complemented by a well-appointed full bath with tasteful finishes and thoughtful design. Additional bathrooms are equally well maintained, including a convenient half bath on the finished lower level-perfect for guests while entertaining. Each space reflects a cohesive aesthetic with quality fixtures and clean, coastal-inspired finishes. The finished lower level significantly expands the home's versatility, featuring a custom bar area, built-in desk space ideal for a home office, and a comfortable lounge area for relaxing or entertaining.

37 Mohican Rd, Old Saybrook

10 Trolley Xing, Old Saybrook
$1,065,000
3 Beds ⋅ 3 Baths ⋅ 24165029 MLS
Framed by professional landscape and stunning hardscape, this expansive shingle-style home is located equidistant to Essex and Old Saybrook Main Streets, five Connecticut River marinas and Saybrook Station. Incredible updates include the creation of a main level laundry/mudroom update, the addition of central air and more. Well designed and appointed spaces include a stunning open kitchen with top end appliances and three fireplaces in the formal living room, great room/kitchen and the primary bedroom. Gleaming pegged hardwood floors are found on the main floor and solid oak upstairs. This 3-4-bedroom home includes a 588 SF finished lower-level den and office doubling as a 4th bedroom. The bonus room with bar over the garage is perfect for game night, private (quiet) office or workout space! Outside an expansive patio with fire pit and Viking grilling center overlooks the grounds. Well set, immaculate and ready for summer in Saybrook! Just perfect.

10 Trolley Xing, Old Saybrook

446 Main St Unit 9, Old Saybrook
$1,420,000
2 Beds ⋅ 3 Baths ⋅ 24171024 MLS ⋅ North Cove Landing BLDG.
Nestled along the serene shores of North Cove, this exceptional 2,300+ square foot detached shingle-style condo perfectly blends coastal elegance with unmatched privacy. Opportunities like this are rare, as high-end, detached units in this coveted waterfront location seldom become available on the market. The interior showcases a sophisticated open layout featuring a custom chef's kitchen, hardwood flooring, a formal dining area, and a light-filled living room anchored by a warm gas fireplace and rich hardwood flooring. Designed for ultimate comfort, the home boasts two spacious primary bedroom suites and a convenient half-bath, complemented by a dedicated office nook and a large, flex room upstairs. Practicality meets luxury with a separate laundry and mudroom located just off the attached two-car garage. Outside, a private mahogany deck offers a front-row seat to breathtaking water views, The lifestyle here is further enhanced by community amenities, including an inviting inground pool and a charming pool house for summer relaxation. Ideally situated for those who love the shoreline, this retreat is located less than one mile from the vibrant shops and restaurants of Main Street Old Saybrook and the iconic Saybrook Point.

446 Main St Unit 9, Old Saybrook

14 Denmore Ln, Old Saybrook
$460,000
3 Beds ⋅ 1 Baths ⋅ 24170563 MLS
This beautifully renovated ranch style home provides a perfect blend of modern style, comfort and luxury. As you enter you will be greeted by beautiful hardwood flooring creating a seamless flow from room to room elevating each space with enduring charm, comfort, and sophistication. This home boasts three spacious bedrooms and one full bathroom featuring sleek and modern finishes. The chef-inspired kitchen features sleek, new appliances, stylish cabinetry, and quartz countertops, ideal for both everyday meals and entertaining. The bright, airy living areas are enhanced with plenty of natural light in this single level living home. Situated in a desirable neighborhood in close proximity to the beach, this home is move-in ready and waiting for its new owners. Don't miss the opportunity because it won't last!

14 Denmore Ln, Old Saybrook

240 Elm St, Old Saybrook
$480,000
3 Beds ⋅ 3 Baths ⋅ 24164362 MLS
Welcome to a home where quality meets comfort, starting with a charming brick walkway and vibrant perennials that lead to an inviting front entrance with a character-filled full dining area. This seamless one-floor layout continues into the eat-in kitchen, which boasts a spacious countertop, and a convenient first-floor laundry room complete with a half bath. Relax in the living room, featuring a slider that leads out to the deck, or retreat to the primary bedroom suite equipped with a full shower and a relaxing Jacuzzi tub. Built in 2007 on a 1.33-acre lot, this sturdy 3-bedroom home with 2 full baths and a half bath offers the ease of one-floor living with a 572-square-foot 2-car garage connected to the lower level. The 832-square-foot walk-out unfinished basement leads directly to the garden and can be completed however your heart desires-whether as a home office, media room, gym, or expansive storage. Enjoy low annual taxes of $3,465 while being moments away from the 1,000 Acre Preserve, the gourmet delights of Pasta Vita, and a variety of nearby shops, clinics, and restaurants, plus a short drive to the beach for the summer. With a top-tier school system and the charm of this deeply community-oriented town, there is nothing left to do but move in and enjoy the premier Old Saybrook lifestyle. Situated in the AA-1 zone with an ample parking area, this property offers great potential for professional offices or a home-based business.

240 Elm St, Old Saybrook

1 Beamon Meadow Pl Old, Old Saybrook
$840,000
3 Beds ⋅ 3 Baths ⋅ 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

55 Woodland Dr, Old Saybrook
$525,000
4 Beds ⋅ 1 Baths ⋅ 24178053 MLS
Tremendous opportunity in the sought-after Knollwood Beach Association! This coastal property is ideal for builders, flippers, investors, or buyers looking to create a custom beach retreat. Included in the sale is a rare undeveloped .40-acre lot at 53 Woodland Drive with its own separate field card, offering exceptional flexibility and future potential. The existing home needs significant cosmetic renovation and is being sold strictly "as is," but the layout, bones, and mechanical systems appear solid. Dry basement adds additional value and utility. The home was occupied until several months ago, though sellers have never lived in the property and no disclosures are available. Possible second-floor water views if rebuilt or expanded. Located in one of Old Saybrook's most desirable beach communities with access to Knollwood Beach Association amenities including a private sandy beach, clubhouse, tennis, pickleball, basketball, kayak storage, and more. Rare chance to renovate, rebuild, or develop in a prime shoreline location. Offers with financing will not be accepted.

55 Woodland Dr, Old Saybrook

71 Maple Ave, Old Saybrook
$750,000
2 Beds ⋅ 2 Baths ⋅ 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

24 Cottage Pl Old, Old Saybrook
$935,000
4 Beds ⋅ 3 Baths ⋅ 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

4 Sheffield Cove Rd, Old Saybrook
$1,510,000
3 Beds ⋅ 3 Baths ⋅ 24166936 MLS
Coastal Living with Water Views Set on a private cul-de-sac overlooking South Cove, this 2,821 sq ft home offers water views from nearly every room. Sun-filled open floor plan with vaulted ceilings and skylights create a bright, airy feel throughout. The spacious kitchen features a 10' island and seamless flow to the main living and dining areas-ideal for everyday living and entertaining. The first-floor primary suite includes a spa-like bath with jetted tub, oversized glass shower, and an expansive walk-in closet with private sauna. Two upstairs bedrooms capture elevated water views. Outdoor living is equally impressive with a 31' deck, arched awnings, hot tub, outdoor shower, and professionally landscaped, fully fenced grounds with underground irrigation. Ideally located just a short walk to the Connecticut River, marinas, Main Street, and Katharine Hepburn Cultural Arts Center ("The Kate"), and minutes to Fenwick Golf Course, town beaches, and the Old Saybrook train station. Convenient access to both New York and Boston. Homeowner flood insurance: $1,181/year.

4 Sheffield Cove Rd, Old Saybrook

76-1 River St W, Old Saybrook
$565,000
3 Beds ⋅ 2 Baths ⋅ 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

5 Sunrise Ave, Old Saybrook
$400,000
3 Beds ⋅ 1 Baths ⋅ 24159189 MLS
Welcome to this well-maintained rambler ranch offering comfortable one-level living in beautiful Old Saybrook. This home features 3 spacious bedrooms and 1.5 bathrooms with central air, perfect for everyday living or hosting guests. Inside, you'll find beautiful hardwood floors that add warmth and character throughout much of the home. The layout includes a dedicated laundry room for added convenience and a bright, functional living space ideal for relaxing or entertaining. Step outside to enjoy a fenced-in, level backyard-perfect for pets, play, gardening, or outdoor gatherings. Located in the charming shoreline community of Old Saybrook, this home offers a wonderful opportunity to enjoy coastal Connecticut living while still being close to local shops, dining, beaches, and major routes. Don't miss the chance to make this inviting property your next home! A few "virtually staged" photos for ideas - small updates and big returns on your investment. Here's your second chance to own this charming shoreline home at an incredible value. With a motivated seller and a recent price reduction, this opportunity won't last. Enjoy close proximity to the water, marina, and beaches, all while benefiting from no flood insurance requirement. Whether you're downsizing or buying your first home, this inviting property offers the perfect blend of comfort, location, and affordability in a quaint coastal community. Act quickly - opportunities like this don't come around!

5 Sunrise Ave, 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

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

382 Maple Ave, Old Saybrook
$2,350,000
3 Beds ⋅ 3 Baths ⋅ 24161079 MLS
Wake up to sweeping views of Long Island Sound in this beautifully rebuilt Knollwood Beach home, designed for effortless coastal living. Recently renovated, this light-filled residence offers an open, flowing layout ideal for entertaining or relaxing by the shore. The recently renovated white kitchen features leathered granite counters, and stainless steel appliances, seamlessly connecting to the main living areas. A desirable first-floor master suite provides comfort and convenience, complemented by 2.1 well-appointed baths. Upstairs, a spacious family room opens to a covered terrace with breathtaking water views-perfect for morning coffee or evening sunsets. The finished lower level adds flexible space for guests, hobbies, or a media room. Outdoor living shines with a private backyard, expansive patio, and outdoor kitchen-ideal for summer gatherings. A large detached garage offers additional storage for beach gear and more. Energy-efficient living is enhanced with fully paid solar, while a newer 1,250-gallon septic system with new leach field provides peace of mind. Located outside the flood zone and part of the sought-after Knollwood Beach Association, residents enjoy a private sandy beach, clubhouse, kayak launch, tennis courts, and more. A rare opportunity for the discerning second-home buyer or retiree seeking the best of shoreline living.

382 Maple Ave, Old Saybrook

7 Ridge Rd, Old Saybrook
$1,440,000
4 Beds ⋅ 4 Baths ⋅ 24163608 MLS
Cornfield Point, Old Saybrook - Coastal Living at Its Best! Steps to the beach with sparkling water views and stunning sunsets, this beautifully updated home blends timeless charm with modern upgrades. Originally built in 1926, it features an open layout perfect for entertaining. Imagine hearing the waves crash while dining on your brand new deck! The living room boasts the original Cornfield Point stone fireplace and exposed beams. The bright, sun-filled kitchen with newer appliances flows seamlessly into the dining area-all highlighted by gleaming hardwood floors. Upstairs, find an en-suite bedroom, two additional bedrooms, a full bath, and laundry, plus a separate primary suite accessed by a second staircase-four bedrooms in total. A large addition offers a family room with sliders to a gorgeous new patio, a private office, and half bath. Outside, enjoy professionally landscaped grounds, a brand new roof, and a new outdoor shower-perfect after a day at the beach. Located in the coveted Cornfield Point Beach Association, residents enjoy private beach access, clubhouse, tennis courts, playground, basketball court, and boat ramp. Whether for year-round living or a seaside escape, this exceptional home is ready for your next chapter of coastal memories.

7 Ridge Rd, Old Saybrook

100 Dudley Ave Unit H42, Old Saybrook
$625,000
2 Beds ⋅ 3 Baths ⋅ 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

254 Main St, Old Saybrook
$350,000
24113319 MLS
Turn-Key Restaurant Opportunity - The Rabbit Hole, Old Saybrook is a well-established and fully operational restaurant and bar, The Rabbit Hole, proudly serving the Old Saybrook and shoreline community for over 16 years. This turn-key business is a local favorite and premier destination, known for its award-winning food and beverages, welcoming atmosphere, and outstanding service. With seating for 10 at the bar and over 40 at tables, plus additional seasonal outdoor seating, the space is perfectly designed for both casual diners and sports enthusiasts alike. The Rabbit Hole enjoys a strong customer base, excellent reputation, and steady year-round traffic. See disclosure for complete list of property conveyed with the sale. Don't miss this rare opportunity to own a proven business in one of the shoreline's most vibrant communities. Highlights include: * Strong local brand recognition and loyal customer base * Prime location in a high-visibility, high-traffic area located on Main Street Old Saybrook * Well-maintained bar/restaurant interior with modern updates * All FF&E (furniture, fixtures & equipment) included in sale * Ample on-site parking (on Main Street and rear off street parking) See disclosures for a complete list of equipment and property included with the sale. Whether you're an experienced operator or an entrepreneur looking to step into a profitable business, this is a must-see opportunity. Schedule a confidential showing today.

254 Main St, Old Saybrook

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