Old Saybrook Real Estate | Old Saybrook Properties for Sale

2 Beds ⋅ 2 Baths ⋅ 24044336 MLS ⋅ Summerwood Condo BLDG.

Come live the easy life in this stunning one flr unit located in the Summerwood Complex, best described as a country club w/a private beach! 2 tennis courts, 2 pickleball courts, inground swimming pool w/patio, tables & chairs, and private beach where you can lounge, swim, or kayak on L.I. Sound, enjoy the sunset and stroll back home. Beautiful grounds surround this quiet, peaceful complex. This unit is particularly wonderful being a rare end unit w/attached 1 car garage w/storage area above. This gives private parking for 3 cars plus sharing visitor spaces. This unit has everything you could want and more. Main living area has nicely finished oak hrdwd flrs & the open floor plan makes entertaining a joy. The beautiful kitchen was recently remodeled w/new cabinets w/soft-close drawers and doors, quartz counters, lrg undermount sink, tile backsplash wall, new stove, hood & DW that match the fridge. LR/DR has slider to lrg back deck, fireplace, beautiful built-in shelves & storage framing a large pass through to the kitchen. Spacious Master has new, warm carpeting & features private bath w/lrg walk-in shower & walk-in closet. Both bathrms remodeled in the last 5 yrs including tile flrs. The 2nd bath is situated next to BR 2 which features a double closet w/storage system and hrdwd oak floors. Spacious laundry closet & separate linen closet too. You'll be minutes to restaurants, shopping & village center is just 3 miles where you can enjoy community events, services & more!

235 Hidden Cove Road Unit 235, Old Saybrook

$674,000

4 Beds ⋅ 3 Baths ⋅ 24045022 MLS

Welcome to Old Saybrook! Enjoy this spacious and renovated 4 bedrooms, 2.1 baths home offers over 2,700 sq ft of flexible open concept space along with a unique lifestyle that can be enjoyed all year round! The main level features a large open-floor kitchen, dining, and living room with an electric double-sided fireplace. Great room boasting cathedral ceilings and brick fireplace. The updated kitchen is a chef's delight, equipped with stainless steel appliances, soft close cabinets, an over-sized island and elegant quartz countertops. primary bedroom with access to the deck located conveniently on the first floor. boasting a walk-in closet, and an ensuite bathroom with tiled shower and a floating tub. Three additional bedrooms and a full bath on the upper level offer comfort and privacy for family and guests. The finished basement features flex space for office, gym, storage... The cleared backyard offers a deck and patio perfect for grilling and hosting outdoor gatherings. This home update includes New roof, New windows, New exterior doors, freshly painted outside, New garage door and opener, New drywall, New gas forced hot air furnace, New central AC, Updated electric Custom kitchen, Quartz countertop, Natural gas appliances New hardwood floors, New carpet, fully renovated bathrooms.

1012 Boston Post Road, Old Saybrook

$689,000

2 Beds ⋅ 2 Baths ⋅ 24044454 MLS ⋅ Chatham BLDG.

This beautiful ranch-style condo has been recently renovated, featuring an upgraded kitchen and bathrooms, gorgeous hardwood floors, and newer mechanical systems and windows. The spacious living room boasts a vaulted ceiling and a cozy fireplace, offering a light and airy atmosphere. The large, sun-filled dining room is perfect for entertaining, and the deck overlooks a peaceful wooded area, ideal for quiet mornings or evenings. Both bedrooms are generously sized, with each having direct access to updated full bathrooms. The master bedroom is tucked away behind a door, creating a private suite with exclusive access to a walk-up attic for additional storage. The second bedroom has a queen size Murphy bed with built ins. One-floor living is made easy with a first-floor laundry area. The basement offers even more flexibility, including a partially finished room with a door for extra space. An attached one-car garage and full, dry basement with a utility sink provide practicality and convenience. This condo is not in a flood zone and benefits from Old Saybrook's low taxes. Located just steps from Main Street and its many amenities, including health clubs, the train station, shops, the post office, and restaurants. There's even a small-town grocer and butcher nearby, and it's only a short drive to golf courses, the town beach, and grocery stores.

11 Coulter Street Unit 14, Old Saybrook

$525,000

24042932 MLS

Come see what you can do with this amazing location. This property is listed and zoned as residential and B1 business. Home was remodeled in 2014 with new HVAC, electric , and plumbing. Whole house generator will keep you up and running when the power goes out. Located in the heart of Old Saybrook this would make a great office or small business. Large back yard could be extra off street parking. Residential listing number 24042925

25 Elm Street, Old Saybrook

$895,000

4 Beds ⋅ 3 Baths ⋅ 24043519 MLS

Private and peaceful, with over 3,000 sq feet, this colonial home is tucked away at the end of a quiet cul-de-sac. The circular driveway creates a nice entrance to the covered front porch. Step inside to the two-story foyer with turned staircase and notice the fine details including inlaid wood floor design, crown molding, and raised wall molding. The home has an open welcoming layout that's perfect for daily living and hosting friends. There are hardwood floors throughout the first floor. The living room. flows to a casual family room, dining area, and beautiful open kitchen. The gas fireplace creates a cozy, inviting atmosphere. The kitchen is a chef's delight, with Viking appliances and ample counter space. The primary suite upstairs is spacious with a walk-in closet and ensuite bath with soaking tub. There are three additional bedrooms sharing a spacious bath with double sinks. The second floor also has a finished bonus room that can serve any number of uses. The 1300 sq foot walk-out basement provides an opportunity for additional living space. The 1.75 acre sunny property borders a wooded area, so you can enjoy the peaceful private surroundings, with plenty of room for outdoor fun or gardening. This development of fine homes borders both Essex and Old Saybrook, where you are near two of the best Main streets anywhere! You can enjoy CT River boating, beaches, great restaurants, museums, and more. It's a great year-round home or CT shoreline getaway.

10 Turnstone Road, Old Saybrook

$2,655,000

1 Baths ⋅ 24043565 MLS

Well-Maintained Light Industrial-Warehouse-Office property located on 2.96 Acres. Easy access location......close to Old Saybrook, CT Center and Conveniently Located near I-95 and Route 9 entrance ramps. Entire 31,414 SF available. Presently Tenant-occupied and moving. Very Flexible use with easy floor plan changes/configurations.......Present set-up; Office & Light Industrial (7,000 sf) and Warehouse (17,000 sf) on the First Floor. The second floor has (7,000 SF office/storage space) which has 2 access points to the 1st floor Warehouse area. There are 4 loading dock areas w/6 OH Doors 4 doors are 8x8, plus a 10x12 & one at 12x20. There are 500 feet of road frontage on Research Parkway with 67 parking spaces surrounding the front and sides and back of the building along with additional space for several trucks.

35 Research Parkway, Old Saybrook

$1,650,000

4 Beds ⋅ 5 Baths ⋅ 24043614 MLS

This quietly elegant property is well-sited in Watrous Point. Well-planned space features extensive millwork and lofted ceilings and allows for complete first floor living and plenty of second floor space for family and guests. A stunning hardscape and barrel-vaulted entry greets you with a heated lower landing. Enter a soaring gallery flanked by the library built to house the most extensive collections. The hexagonal cherry kitchen commands an 8-burner Wolf range, two Gaggenau convection ovens with warming drawers and dual Subzeros. The large eat in area with a fieldstone fireplace will be the center point of your gatherings. There is a dream pantry. The adjacent great room with the second fieldstone fireplace offers a bright, relaxing space. A beverage center with refrigeration and icemaker makes entertaining easy. The main level primary bedroom features a walk in with custom-built ins and a full bath. All rooms offer French doors leading to the bluestone patio. Completing the main level is the laundry room , mudroom, and a powder room. Upstairs, architectural angles provide interest and loft in all 3 bedrooms, all with ensuite baths. The lower level is partially finished as a bonus/craft room and half bath. Outside, find a gunite, heated pool with spa and a pool house and, for the craftsman, a heated woodshop. Extensive updates throughout include geothermal heating, Rinnai propane hot water heater, pool, pool house, woodshop and a new roof 2022.

30 Watrous Point Road, Old Saybrook

$749,500

3 Beds ⋅ 3 Baths ⋅ 24043045 MLS

Stunning exquisitely remodeled multi-level home with contemporary flare located in a private setting with in-ground heated pool and separate cabana surrounded by professionally landscaped grounds. The home offers an open & airy floor plan that works perfectly. The gourmet kitchen features quartz counter tops, custom cabinetry, gas cooking and a breakfast bar. On the same level is the formal dining room & living room with fireplace. All flooring on the main level is hardwood. Step down to the expansive family room featuring a bee hive fireplace representing a past era which walks-out through French doors to the new pavered patio with firepit overlooking the expansive back yard & pool area. Also included on this level are the powder room, front foyer & office which can certainly be utilized as a 4th bedroom. The lower level is completely finished & features engineered hardwood flooring & escape space for recreation, media or exorcising. Also included on this level are laundry & wine cellar. The sleeping quarter is located on the upper level & boasts a lavish yet functioning primary bedroom suite with banks of windows that overlook the pool area to include a Palladian window that brings in tons of ambient light and includes a completely remodeled primary bath & walk-in closet. Two good sized bedrooms and a well appointed full bath complete this level. All rooms on this level include and are tied together by hardwood floors. An absolute must see with too many updates to list!!

3 Rock Ridge Drive, Old Saybrook

$525,000

2 Beds ⋅ 1 Baths ⋅ 24042925 MLS

Welcome to 25 Elm Street, a charming 1950s ranch that perfectly blends classic appeal with modern updates. Renovated in 2014, this home features porcelain floors, a cozy fireplace, a modern kitchen with Carrara Marble countertops, and stainless steel appliances. With new HVAC, roof, windows, and 200-amp electrical service, it's ready for today's lifestyle. The spacious backyard is ideal for outdoor gatherings, and the whole-house generator offers peace of mind. Located just a short stroll from downtown Old Saybrook, this home offers both comfort and convenience. Make this your next home with its residential zoning, or explore AirBnB or business opportunities with its B1 Business zoning. Also listed as commercial MLS #24042932

25 Elm Street, Old Saybrook

$529,000

4 Beds ⋅ 3 Baths ⋅ 24042930 MLS

WELCOME TO YOUR NEW HOME IN OLD SAYBROOK! THIS IVITING FOUR-BEDROOM, SPLIT-LEVEL HOME OFFERS THE PERFECT BLEND OF CONVENIENCE.THE PRIMARY BEDROOM FEATURES A PRIVATE HALF BATHROOM,PROVIDING A LITTLE EXTRA PRIVACY.THE BONUS ROOM ON THE GROUND LEVEL INCLUDES AN ADDITIONAL BATHROOM AND DIRECT ACCESS TO THE BACK YARD,MAKING IT A GREAT SPACE FOR GUESTS OR A HOME OFFICE. YOU'LL LOVE THE GLEAMING HARDWOOD FLOORS THROUGHOUT THE HOME,ADDING A TOUCH OF ELEGANCE AND WARMTH.THE UPDATED KITCHEN IS PERFECTFOR COOKING UP FAVORITE MEALS,AND THE OPEN CONCEPT OF LIVING AND DINING AREAS CREATE A SPACIOUS FEEL THAT'S IDEAL FOR EVERYDAY LIVING.COZY UP BY THE FIREPLACE IN THE LIVING ROOM DURRING COOLER MONTHS,OR ENJOY THE OUTDOORS WITH EASY ACCESS TO THE BACKYARD-PERFECT FOR SUMMER BARBECUES OR RELAXING AFTERNOONS. OLD SAYBROOK IS MORE THAN JUST A PLACE TO LIVE, IT'S A COMMUNITY YOU'LL LOVE BEING PART OF. WITH TWO BEAUTIFUL BEACHES,CHARMING RESTAURANTS,GREAT SHOPPING AND LOCAL GOLF COURSE,THERE'S SOMETHING FOR EVERYONE. IT'S A WONDERFUL PLACE TO LIVE,WORK,AND RELAX.COME AND SEE WHAT MAKES THIS HOUSE A PERFECT HOME.

24 Connally Drive, Old Saybrook

$1,385,000

4 Beds ⋅ 4 Baths ⋅ 24041940 MLS

Welcome to Saybrook Point, a coveted waterfront community nestled between North Cove and Fenwick, where the Connecticut River meets Long Island Sound. Known for its marina, the iconic Saybrook Point Inn & Spa, and a lively atmosphere, this area is a hub for boating enthusiasts and those who appreciate coastal living. Whether you're enjoying a day on the water or gathering with friends by the river, Saybrook Point delivers a lifestyle like no other. This property sits on a generous .58-acre, level lot outside of the flood zone. The current 1880 Colonial brings with it the potential for renovation, or you may choose to rebuild and create a custom home that maximizes the possibile water views available from this prime location. The current owners have already added a modern 3-car garage with a beautifully designed accessory apartment above. The 1-bedroom, 1.5-bath apartment is fully insulated and equipped with energy-efficient ductless HVAC, providing a comfortable retreat complete with a spacious deck and scenic views. With natural gas, public water, septic, and a newly installed driveway in place, the property is well-prepared for future enhancements. Whether restoring the Colonial or starting fresh, this property offers endless possibilities in an unbeatable location. This is an exceptional opportunity to build your dream home in the heart of Old Saybrook's vibrant coastal community. Location, location, location-this is it!

108 College Street, Old Saybrook

$4,475,000

4 Beds ⋅ 5 Baths ⋅ 24038633 MLS

Charming Antique Colonial with North Cove and Connecticut River Views. Step into a piece of history with this enchanting Antique Colonial, gracefully positioned on 1.30 acres with captivating views. Spanning 3,518sqft this residence is a harmonious blend of classic charm featuring 4 bedrooms & 4.1 baths. The allure of this home begins with its landscaped grounds, complete with a private deep water dock, and in-ground pool, and a distinctive pool house. The beautifully designed blue stone patio is perfect for alfresco dining and entertaining amidst the tranquil backdrop of the cove. Inside, you'll be greeted by stunning wide board floors that flow throughout, leading you through light-filled rooms that boast views from every window. Culinary adventures await in the eat-in kitchen, where you can prepare meals by the fireside, surrounded by the home's historic elegance. The home has not one, but two primary suites - one conveniently located on the first floor and another on the second floor, each providing a serene sanctuary with their own unique charm. This Antique Colonial is more than just a home; it's a lifestyle that celebrates the past while offering the comforts and conveniences of modern living. Whether you're sailing from your private dock, lounging by the pool, or simply enjoying the view, this property is sure to captivate your heart and become your cherished waterfront haven

175 North Cove Road, Old Saybrook

$555,900

2 Beds ⋅ 2 Baths ⋅ 24041099 MLS ⋅ Chatham BLDG.

This Chatham Condo has 2 spacious bedrooms and 2 full baths. It has a large Dining room and living room with fireplace. Open feel for easy entertaining. This unit has a half-finished lower level for additional living area, with one year old new Kohler generator and new gas furnace and air conditioning 2019. This unit has a 2-car attached garage. Laundry is located in the hall closet for easy access. Large attic with pull downstairs for easy access and additional storage. Walk to town for a stroll down Main Street for coffee or lunch. Close to shopping, health club, restaurants.

11 Coulter Street Unit 4, Old Saybrook

$649,000

4 Beds ⋅ 3 Baths ⋅ 24038453 MLS

This charming home features an open floor plan, hardwood floors, kitchen with island, stainless steel appliances, door that leads you to a covered deck to enjoy lazy afternoons, cozy eating area with windows allowing for natural sunlight, overlooks family room with inviting fireplace perfect for entertaining, spacious living room and dining room, primary bedroom with skylight and full bathroom, 3 additional generously sized bedrooms upstairs, 2 brand new garage doors, new water treatment system and new oil tank, full basement with plenty of storage. Old Saybrook has two town beaches, Main Street's shops, restaurants, The Kate Cultural Arts Center, Town Park, The Preserve for hiking trails, Saybrook Point and Fenwick Golf Course are a short drive away. Convenient to I95 and the train. Just a few hours from NYC or Boston! Come take a look! New roof next week!

3 Holly Drive, Old Saybrook

$265,000

2 Beds ⋅ 1 Baths ⋅ 24040897 MLS ⋅ The Barn BLDG.

Discover the comfort and convenience of this charming first-floor condo in a small, intimate complex with only four units. Perfectly remodeled, this home features a cozy kitchen and a beautiful front porch where you can relax and take in the lovely scenic view. With a newer washer and dryer included, daily chores are made easy, and there's no shortage of storage with a private, spacious shed. Say goodbye to renting and embrace the ease of one-floor living, just steps away from a beautiful park. You'll love being within walking distance to downtown and the library, with the added bonus of being close to the beaches. This is the perfect spot for an any one looking to enjoy a peaceful, convenient lifestyle. Pets allowed. Low taxes under $3k.

8 Trask Road Unit APT B, Old Saybrook

$799,000

4 Beds ⋅ 3 Baths ⋅ 24040360 MLS

Welcome to the much-admired "Porch House," a home that exudes charm and offers an inviting, warm atmosphere from the moment you arrive. Located south of Route 1, this property is perfectly positioned near both downtown and the stunning beaches, offering the best of coastal living. Situated on a generous .52-acre corner lot in a quiet cul-de-sac, the property is a gardener's dream, with lush, park-like grounds that invite you to relax and enjoy nature. The main house is a true gem, featuring a lovely wrap-around porch and a spacious screened room at the rear, providing the perfect spot to unwind while overlooking the serene yard. Inside, the home boasts five fireplaces, adding a cozy, historic ambiance throughout. The country kitchen is the heart of the home, ideal for preparing family meals, while the formal dining room is perfect for hosting gatherings. A cozy den with a wood stove invites you to curl up with a good book, and the beautiful hardwood floors add warmth and character to every room. The property also includes a converted barn garage with a loft, offering potential for additional living space. Whether you're looking to create a guest suite, a home office, or an artist's studio, the possibilities are endless. For those with a vision, there's ample room to add a pool or additional outbuildings. Plus, with a whole-house generator and no flood zone concerns, peace of mind is included. The "Porch House" is more than just a home-it's a lifestyle!

151 Maple Avenue, Old Saybrook

$924,900

3 Beds ⋅ 3 Baths ⋅ 24037071 MLS

Beautiful fully renovated L-shaped 3 bedroom ranch set in the ex Fenwood Beach Community. This home features an open floorpan, and is located on a quaint private cul-de-sac. Rare dock access into a marsh waterway that meanders thru the marsh into Saybrook's South Cove via kayak or small boat. Current owners completed renovations in 2015, including a custom kitchen with granite countertops, a living/dining room with a dual sided gas fireplace, a large combination family/mud room containing laundry/utility room. Home boasts central air, tankless water heater, 200 amp electrical, propane fired furnace with attic location, all new doors and windows with custom wood blinds, tiled and hardwood floors, custom built-in bookcase, crown moldings and more. All utilities are located on the first floor. Plug in portable generator ready. This forever home is one block to Fenwood's private beach; and a short golf cart ride to Fenwick golf. Enjoy quiet, peaceful and serene living at the beach. Relax and entertain on the large 1200+ sq ft private bluestone/brick patio offering spectacular evening sunsets. All 3 bedrooms feature direct sliding-door access to the patio. Other features include a private outdoor shower, fenced in dog area, a finished walk-out basement for an extra 1000+ finished bonus area, an outdoor storage/garage area below patio, and shed. You won't believe the quality, location and openness of this property until you see it.

14 Fenwood Place, Old Saybrook

$925,000

1 Beds ⋅ 1 Baths ⋅ 24035693 MLS

Your dream home awaits! Stunning year round waterfront property in Old Saybrook. Walk to Saybrook Point Inn and Marina, Main Street and "The Kate". Breathtaking views of South Cove and Saybrook Light House. Enjoy the natural wildlife including an osprey nest while sitting on your new deck with awning. The south cove is separated by the causeway so there are no motor boats coming in and out. Kayak, paddleboard, fish or go crabbing all from your front yard. Situated on a half acre, there is plenty of room to set up a tent for a formal affair or have a picnic with outdoor activities. Easy commute by train or car from NYC.

46 Soundview Avenue, Old Saybrook

$549,900

3 Beds ⋅ 2 Baths ⋅ 24036877 MLS

Welcome to 23 Clinton Ave, a beautiful home nestled in the beautiful Fenwick neighborhood of Old Saybrook, CT. This delightful residence offers the perfect blend of classic New England charm and modern convenience, all set in a picturesque location with stunning water views. Featuring 3 bedrooms and 2 full bathrooms, it has plenty of room for your family and friends. With a little cosmetic work make this cottage into your own modern summer retreat. This home at 23 Clinton Ave offers a unique opportunity to experience the best of Old Saybrook living. Whether you are looking for a peaceful retreat or a place to entertain family and friends, this property is sure to impress. Make your appointment ASAP!

23 Clinton Avenue, Old Saybrook

$520,000

4 Beds ⋅ 3 Baths ⋅ 24034538 MLS

Nestled on a secluded 1.68-acre lot, this spacious 4-bedroom, 2.5-bathroom colonial home offers a perfect blend of classic elegance and modern comfort. As you enter, the inviting living room seamlessly flows into the dining room, creating a warm and open atmosphere ideal for entertaining and family gatherings. The kitchen is a chef's delight, featuring a cozy breakfast nook, stainless steel appliances, and ample counter space for culinary adventures. Adjacent to the kitchen, the family room boasts gleaming hardwood floors, a cozy fireplace, and sliders that open to a spacious wrap-around deck, perfect for outdoor relaxation and enjoying the tranquil surroundings. A convenient half bath and a laundry room complete the main level, adding to the home's practicality. Upstairs, the primary bedroom serves as a luxurious retreat with its own fireplace, a full bath, a walk-in closet, and a private balcony/deck. The second floor also hosts three additional generously sized bedrooms, providing ample space for family or guests. One of these bedrooms features a walk-in closet and shares a bath with another bedroom, ensuring both convenience and privacy. This colonial home in a nice beach side community and serene setting, offers a perfect sanctuary for those seeking comfort and seclusion. Close to beaches, restaurants and highway.

65 Springbrook Road, Old Saybrook

$299,000

24035999 MLS

Vacant lot with great exposure for business application. B2 zone with survey map and soil tests available. Great location for multiple uses in a high traffic area.

711 Middlesex Turnpike, Old Saybrook

$1,249,900

3 Beds ⋅ 2 Baths ⋅ 24035063 MLS

Experience coastal luxury in this stunning 3-bedroom, 2-bathroom home nestled in Knollwood Beach. Set on a rare .89-acre lot, it offers picturesque marsh and South Cove views. Step inside to discover a newly remodeled interior featuring a grand staircase with wrought iron and white oak railings/spindles, massive pine clad ceiling beams, and an expansive remodeled white kitchen with quartz counters, white washed wood ceiling, large center island and a charming coffee bar with live edge countertop. The family room boasts a dramatic propane fireplace, while a sunlit dining room/sunroom offers panoramic views of the marsh and Cove. Choose between a first-floor primary bedroom or an upstairs retreat with a sitting/dressing room, walk-in closet and gorgeous full bath with heated tile floors. The office loft is a dreamy space overlooking the first floor with views of South Cove. Additional features include a partially finished basement, central air, freshly painted exterior and main floor, remodelled baths, updated electrical, gutter guards and refinished hardwoods. Enjoy beach rights and clubhouse access, tennis/pickleball courts and playground through the Knollwood Beach Association, a golf cart community, enhancing your coastal lifestyle in this exceptional home.

41 Cypress Road, Old Saybrook

$1,800,000

4 Beds ⋅ 3 Baths ⋅ 24034793 MLS

NEW CONSTRUCTION! Don't miss out on this rare opportunity to own a special 2.5-acre building lot to build your custom dream home in the revered District of Otter Cove in the coastal community of Old Saybrook. With potential distant seasonal views of the scenic CT River Valley and abutting preserved land, this unique opportunity offers an endless palette of ideas to create your private oasis. The lot has been surveyed, tested, and approved with endless possibilities such as pool, patio, detached garage, equine etc. The listing agent is a licensed professional engineer and can assist with any lot development or zoning related matters to maximize efficiency in making your dream become reality. The selected local builder is highly regarded Atlantis Building Company, of Old Saybrook. House to be built up to 3,000 SQ.FT, upgrades and expansion available per buyer/builder contract. Property also offered as a separate building lot - see MLS #24034783

66-2 Otter Cove Drive Unit Lot #2 PKG, Old Saybrook

$600,000

24034783 MLS

FULLY ENGINEERED & APPROVED BUILDING LOT! Don't miss out on this rare opportunity to own a 2.5-acre building lot in the prestigious Otter Cove Association in Old Saybrook. The lot offers potential views of the Connecticut River Valley and abuts preserved open space. Fully surveyed, tested, and approved, this lot is ready for your custom dream home. The listing agent, a licensed professional engineer, can help with any development or zoning needs. Create your private oasis with a swimming pool, outdoor area, equine, barn, or more. Make your dream home a reality in this beautiful coastal community minutes away from village centers and highways! This lot is also offered with a custom house package to be built by Atlantis Building Company, Inc. - see MLS # 24034793

66 Otter Cove Drive Unit Lot #2, Old Saybrook

$595,000

3 Beds ⋅ 2 Baths ⋅ 24026088 MLS

Welcome to your dream home! Nestled in the heart of an established and highly sought-after neighborhood, this charming 3-bedroom Dutch Colonial offers the perfect blend of classic elegance and modern potential. With deeded beach rights to the pristine Cornfield Point Beach, you can enjoy coastal living at its finest just steps from your front door. As you enter, you'll be greeted by a warm, inviting living space that exudes character and charm. The main floor features a spacious living room and dining room perfect for entertaining and a cozy kitchen brimming with possibilities. A convenient half bath completes the first floor. Upstairs, you'll find three generously sized bedrooms offering ample closet space and natural light. With its timeless design, the full bath is ready for your personal touch to make it truly yours. The home sits on a beautifully landscaped lot with mature trees and a private backyard, ideal for summer barbecues or quiet evenings under the stars. The detached garage provides additional storage or workshop space. This home is a rare find in a community known for its friendly atmosphere and scenic beauty. Whether you're looking to relax on the beach, explore local shops and restaurants, or enjoy outdoor activities, this location has it all. Don't miss out on this opportunity to create your perfect haven. Have your agent make an appointment today and envision your future in this delightful Dutch Colonial. Welcome home!

12 Forest Glen Road, Old Saybrook

$2,195,000

4 Beds ⋅ 3 Baths ⋅ 24034027 MLS

Extraordinary Indirect Waterfront Home Overlooking Long Island Sound! Welcome to your dream home with stunning views of the Fenwick Lighthouses! This recently renovated home boasts panoramic views from every room and is move-in ready. Situated on a unique private water-view lot, the property features a lush green lawn, landscaped gardens, and is just steps away from the beautiful Fenwood Association Beach. Enjoy breathtaking sunrises and moonrises over the glistening waters of Long Island Sound. The prime location offers a short walk to the Fenwick golf course or Saybrook Point. Inside, the large living room with a fireplace and hardwood floors overlooks the water, creating a perfect space for relaxation. The entertainer's kitchen opens onto a patio with a retractable awning, making it ideal for gatherings. The home includes four generously-sized bedrooms with vaulted ceilings, offering amazing water views from the second floor. An oversized two-car garage provides ample storage, and there is room for a pool, allowing for further customization of your outdoor space. Experience the natural beauty and gentle sounds of your private oasis, designed to accommodate a full house of overnight guests. Whether for year-round living or summer memories, this home provides comfort and elegance. Conveniently close to all amenities and equidistant to New York City and Boston, this extraordinary home in a beautiful coastal town is waiting for you. Note: AKA 525 Maple Ave.

4 Old Fenwick Road, Old Saybrook

$19,000

24034058 MLS

NOT BUILDABLE LOT! .80 acres overlooking Chalkers Millpond on cul-de-sac .

Merritt Lane, Old Saybrook

$1,175,000

3 Beds ⋅ 2 Baths ⋅ 24031990 MLS

Welcome to your dream home in the desirable beach community of Cornfield Point! This charming 3-bedroom, 2-bathroom residence features a perfect blend of modern convenience and coastal charm. Enjoy a spacious layout designed for seamless living and entertaining. Large windows throughout the home flood the space with sunlight, creating a warm and inviting atmosphere. The main level features a comfortable bedroom and a full bathroom, ideal for guests or as a primary bedroom. The upper level includes two additional bedrooms, a dedicated office space, and a remodeled bathroom, providing ample space for family and work-from-home needs. Beautiful hardwood flooring runs throughout the home, adding to its elegance and easy maintenance. Cozy up by the gas fireplace on cooler evenings. The heart of the home boasts a stunning kitchen equipped with premium Dacor stainless steel appliances, perfect for culinary enthusiasts. The family room features direct access to the yard and patio, making it ideal for indoor-outdoor living and entertaining. Perfectly situated on a corner lot, the property features beautiful views of the marsh and Long Island Sound. Just a few blocks from Cornfield Point Beach, making beach days a regular part of your life. Enjoy access to association amenities including a private beach, boat launch, tennis and pickleball courts and a clubhouse.

1 Wildwood Road, Old Saybrook

$899,500

3 Beds ⋅ 2 Baths ⋅ 24032540 MLS

Charming New Englander four season home in private Cornfield Point Beach Association. Overlooks Plum Bank Creek with extensive sunset views. Short walk to private beach with boat ramp, Kayak racks and fishing. This home has been lovingly cared for and has new kitchen (2023), new roof (2024), as well as a sunset spa/outdoor shower. NO FLOOD INSURANCE REQUIRED! This home has 400sq ft of ground surface coverage still available (800sqft if both main and upper floors are expanded)

11 Wildwood Road, Old Saybrook

$534,000

2 Beds ⋅ 2 Baths ⋅ 24032194 MLS ⋅ Summerwood Condo BLDG.

WELCOME to Summer Wood Condominiums! This association is well known for it's peaceful, natural setting that allows for a lifestyle of a friendly neighborhood where everyone waves "hello"! Living in Summer Wood includes relaxing at it's own private beach overlooking beautiful Long Island Sound, dive into the cool and inviting pool, usage of top notch tennis and pickle ball courts. This townhouse unit offers generous sized rooms throughout and one of a very few with a THIRD level loft accessed by a spiral stairway! The kitchen with newer cabinets, counters and appliances opens to the bright dining room with sliders to a large deck overlooking a quiet back yard; the living room offers a wood burning fireplace perfect for fall evenings. The half bath powder room and laundry on the first level possibly could be renovated into a second full bath, if needed. The second level has the primary bedroom with large walk-in closets, a second bedroom, full bath and the spiral staircase to the third level "flex" space - perfect for office, gym, yours to decide! The townhouse has been freshly painted and carpets have been cleaned --- ready to move into! What are you waiting for -- still some prime weeks to enjoy all the outdoor amenities and to be part of a wonderful community that offers so much!!

104 Sandy Point Road Unit 104, Old Saybrook

$7,749,000

11 Beds ⋅ 11 Baths ⋅ 24017928 MLS

Historic Hartland's Castle, built in 1908 by Colt Heiress, Elizabeth Beach. Designed by Alfredo S.G. Taylor in the English Tudor Revival style modeled after Newport "cottages". The house was lovingly restored over two years in 2007. The castle boasts 200+ feet of direct frontage on Long Island Sound at 30 foot above sea level. The stone structure is 15,000 square feet including 10 bedrooms, 11 baths, 11 fireplaces, gentleman's smoking room, lavish dining room, gourmet kitchen, 3 story hand carved cherry staircase, in-law apartment with separate amenities, butler's pantry, media room, 3 laundry rooms and elevator. Additionally, there is a caretaker apartment over the two- car garage. The home features a 55 ft turret with rooftop accessibility and 4 porches with commanding views of the Long Island Sound and surrounding communities. The grounds include an inground pool with spa, cement/stone sea wall, large marble fountain, fire pit, gated driveway and direct stair access to the beach.

12 Billow Road, Old Saybrook

$995,000

4 Beds ⋅ 2 Baths ⋅ 24025402 MLS

Welcome to Chalker Beach, a private beach association, and a short walk to a large white sandy beach that is among Connecticut's best. The owners of this year-round home have found the adjoining beach association's park-like grounds to be a private haven, affording privacy and space from neighboring homes rarely seen in most beach communities. They have spent many a peaceful morning watching the sun rise over its expansive lawn - and the saltwater tidal meadows and water beyond. You're at home when you enter the sunny, open main living area filled with natural light. The living room is open to the kitchen, which leads to an architect-designed, nautically inspired sunroom crowned by a beautiful palladium window, overlooking a nature refuge for aquatic and migrating birds and a pageantry of sunrises and awe-inspiring moons - with access to the terrace for alfresco dining, or morning coffee. The main level includes a large primary suite and a full bath, which can also serve as a guest room. The second floor, with nice water views, provides another primary suite option, plus bedrooms 3 and 4. Summer seasons are packed with events reminiscent of a bygone era: imagine the little ones riding bikes, playing at the beach, ice cream sundae parties, bingo nights, movies on the beach, crafts, golf cart bicycle parades, and walking to the nearby little general store for shopping items you forgot or enjoy a legacy of great chef-prepared food! Imagine life at the beach!

86 Chalker Beach Road, Old Saybrook

$585,000

3 Beds ⋅ 4 Baths ⋅ 24019532 MLS

Act Now to Secure This Shoreline Dream Home at 18 King Street, Old Saybrook. Don't miss out on the opportunity to own this exquisite home that embodies the ease of one-level living combined with modern updates and a prime location near vibrant town life. Imagine stepping into a world where residential charm meets sidewalk access to delightful restaurants and coveted amenities. Every inch of this home has been elevated through recent renovations, featuring a state-of-the-art kitchen for culinary adventures, sleekly designed bathrooms, and a cozy insert fireplace anchoring the living room, creating warmth and ambiance for all your gatherings. The expansive ranch-style layout offers abundant space, ensuring comfort and privacy for a growing family. 4+ bedrooms and 3.5 baths. Each room is a testament to thoughtful design, providing personal retreats for everyone. The outdoor area is equally impressive with a fenced-in yard and a welcoming deck, perfect for relaxation or entertainment. Every detail has been meticulously addressed, including new siding, a robust new roof, and countless other 'new' features, making this home the perfect blend of contemporary living and timeless family charm. If 18 King Street calls to you as the shoreline dream home you've been searching for, now is the moment to act. Opportunities like this are rare-make this incredible home your own before it's too late. This is a quiet spot and is NOT a driveby. Take the opportunity to live in a walkable spot.

18 King Street, Old Saybrook

$765,000

2 Beds ⋅ 2 Baths ⋅ 24019161 MLS

441 Main Street, Old Saybrook, CT ~ Embrace the waterfront living where South Cove's vistas unfurl from every room. Waterfront bliss - a residence that defines tranquil luxury. This one-level ranch promises picturesque views and tailored for those who delight in spaces designed for grand entertaining, paired with the tranquil retreat of a glassed sunroom for quiet reverie. With its glassed sunroom and spacious decks, leisure and relaxation are built into the architecture. Featuring 2 cozy bedrooms and 2 baths, the home balances privacy with ample areas for social gatherings, a rare find in a market that moves as swiftly as the tide. Outdoor enthusiasts will find bliss here, with hours to be spent on the expansive deck or the 'upper deck', offering mesmerizing views that stretch to the causeway and Fenwick. The promise of no bad days echoes throughout this enchanting abode. With generous parking and a mere half-mile jaunt to downtown, the sidewalks will lead you to local favorites such as the Kate, Monkey Farm, Walts, and the new Stony Creek Brewery. Boating enthusiasts can keep their vessel at a nearby Safe Harbor Marina or Saybrook Point, while beach lovers can bask in the sun at Town or Harvey's Beach. In real estate, they say location is everything - and here, your dream of idyllic one-level living along the picturesque shoreline of South Cove becomes a vivid reality.

441 Main Street, Old Saybrook

$775,000

2 Beds ⋅ 2 Baths ⋅ 24015147 MLS

Located in the Central Business District this charming mixed use building was originally built in 1930 and has been lovingly updated over the years. Currently being used as a law office and single family home this property sits in the vibrant, pedestrian-oriented village center with wide shady sidewalks amongst other mixed-use buildings that enhance and define the historic qualities of quintessential Old Saybrook. Walk to and enjoy all the fine restaurants and shops. The law office occupies the front first floor of the building and the residential living area currently offers 2 bedrooms with an easy option to add a 3rd bedroom. Recent updates include a new boiler, septic system (designed for 3 bedrooms) and a new roof. The detached oversized garage has plenty of room for cars and storage. Ample on and off street parking.

201 Main Street, Old Saybrook

$775,000

24015150 MLS

Located in the Central Business District this charming mixed use building was originally built in 1930 and has been lovingly updated over the years. Currently being used as a law office and single family home this property sits in the vibrant, pedestrian-oriented village center with wide shady sidewalks amongst other mixed-use buildings that enhance and define the historic qualities of quintessential Old Saybrook. Walk to and enjoy all the fine restaurants and shops. The law office occupies the front first floor of the building and the residential living area currently offers 2 bedrooms with an easy option to add a 3rd bedroom. Recent updates include a new boiler, septic system (designed for 3 bedrooms) and a new roof. The detached oversized garage has plenty of room for cars and storage. Ample on and off street parking.

201 Main Street, Old Saybrook

$460,000

3 Beds ⋅ 2 Baths ⋅ 24017041 MLS

15 Cottage Place, Old Saybrook, CT -Don't miss your chance to own a gem in the heart of the Shoreline of Old Saybrook. This charming Cape Cod home, being sold "as is," boasts strong bones and limitless potential, making it a savvy investment for anyone ready to add their personal touch. Perfectly situated for those who cherish the convenience of strolling to town, this delightful property is steps away from local favorites like "The Kate," schools, the library, parks, and Harvey's Beach. Inside, you'll find a bright, open space where the kitchen and living area converge, ideal for gatherings and daily living. Imagine creating memories, hosting events, or simply enjoying quiet moments in this inviting space. The home features two comfortable bedrooms on the first floor-perfect for guests or a home office-and two more private retreats upstairs. With two full baths, morning routines become a breeze. The outdoor space is versatile and ready for anything, whether it's a BBQ, gardening, or simply relaxing in the serene backyard. Move-in ready, the home still offers opportunities for updates to perfectly reflect your style. Living here feels like a perpetual vacation, with community treasures all within an easy stroll. It's more than just a house; it's a lifestyle waiting for you. Schedule a visit today and see how this Shoreline spot can become the perfect canvas for your new beginning. It might need work but the location is everything!

15 Cottage Place, Old Saybrook

$1,100,000

4 Beds ⋅ 6 Baths ⋅ 24013299 MLS

If you are searching for an historic Main Street property, explore converting the iconic James Pharmacy building to a single-family residence. The property is currently a bed and breakfast and a main level bistro. Anna James, the first African American female pharmacist operated and resided at the pharmacy for decades. Her niece, noted novelist Anna Petry, was born here and assisted Miss James. The main floor restaurant retains the historic pharmacy built-ins and soda fountain. Arched glass windows offer Main Street views. Innkeeper quarters are on the main level. Extensive renovation and updates transformed the building to current standards while preserving its historic architecture. Four bedrooms include main level innkeeper quarters and three second floor bedrooms each with an ensuite bath and gas fireplace. There are two half baths on the main level. A full basement houses mechanicals and exceptional storage. All mechanicals are updated including oil heat, central air and the septic system. There is city water. Main Street restaurants, shops, The Kate arts center and Saybrook Station are all a short stroll. Also listed as commercial MLS ID 24006903.

323 Main Street, Old Saybrook

$249,900

24012799 MLS

Build Your Dream Home in Coastal Old Saybrook! A rare opportunity awaits you... Are you ready to create your shoreline oasis? Look no further than this Fully Approved Residential Building Lot with many enticing features that make it a special gem. Come enjoy salty breezes and serene water views... sunsets and seagulls await! Located in a residential neighborhood on a road with two other homes on the street and just a stone's throw away from Saybrook Point and downtown area, easy walking or biking to most any activities offered in this quaint shoreline town. Skip the red tape! We've already secured all necessary approvals from the town. You can dive straight into building an already town approved home plan without any delays. *Our architecturally approved house plans allow for 2,096 Sq. Ft. of open living incorporating the kitchen, dining & living room for spacious entertaining plus 3 bedrooms and 3 full baths. This home features front and rear decks, 2 car garage plus a fantastic upper-level balcony/deck providing picturesque views of South Cove and beyond. Whether you envision a cozy cottage or a modern masterpiece, this lot could be your shoreline area oasis. *Price is for Lot Only.

6 South Street, Old Saybrook

$1,500,000

3 Beds ⋅ 3 Baths ⋅ 24010523 MLS

Welcome to your custom-built eco-friendly dream home nestled within the exclusive Chalker Beach Association, offering unparalleled vistas of the majestic Long Island Sound. Step into your 2000sqft. sanctuary, meticulously crafted to harmonize with its natural surroundings and cater to your every comfort. This enchanting abode boasts three spacious bedrooms and three full bathrooms, ensuring ample space for relaxation and rejuvenation. Conveniently located beneath your home lies private parking, ensuring effortless access and convenience for you and your guests. The first floor invites you into a serene retreat, featuring a lavishly appointed bedroom and bathroom, seamlessly integrated with an open-concept kitchen. Adorned with stainless steel appliances and an induction stovetop, the kitchen is a culinary haven where you can unleash your culinary creativity. Gather around the dining table, capable of hosting a summer soiree for ten, while you soak in the tranquil water views from the adjacent great room. Ascending to the second floor, you'll discover two additional bedrooms, and two luxurious full bathrooms. The crowning jewel of this level is yet another breathtaking great room, offering panoramic vistas that inspire the creation of cherished memories for years to come. Radiant in-floor heating throughout the home ensures warmth and comfort even during the coldest New England winters, enveloping you in a cozy embrace year-round.

11 Chandler Street, Old Saybrook

$1,100,000

5 Baths ⋅ 24006903 MLS

The landmark James Pharmacy building located on vibrant Main Street is fully occupied, operating as the James Pharmacy Bed & Breakfast and separately rented main level bistro. Anna James, daughter of a slave and the first African American female pharmacist owned, operated and resided at the iconic pharmacy for decades. Her niece, noted novelist Anna Petry, was born here and assisted Miss James. The main floor restaurant retains the historic pharmacy built-ins and soda fountain. Arched glass windows offer Main Street views. Three well-appointed, upscale B&B guest rooms have fully renovated baths and gas fireplaces. Innkeeper quarters are on the main level. Extensive updates and renovations were completed, bringing it to current standards while preserving its beauty and historic architecture. A full basement houses mechanicals, exceptional storage and restaurant clean storage. Old Saybrook is a popular weekend destination. A short stroll on sidewalk-lined streets leads to restaurants, shops, The Kate cultural arts center and Saybrook Station just 2 hours from NY/Boston. Find exceptional beaches, boating, Fenwick or Fox Hopyard Golf a short drive. A vibrant Chamber of Commerce works tirelessly ensuring Old Saybrook businesses have the support they need with Main Street events throughout the year. Limited area lodging ensures the James Pharmacy Bed & Breakfast and restaurant are an option with provenance year-round.

323 Main Street, Old Saybrook

$744,000

3 Beds ⋅ 5 Baths ⋅ 24009584 MLS

Elegant Custom-built brick colonial, situated on a cul de sac in a beautiful shoreline community. This pristine home is both an entertainer's and a gardener's dream! The recently updated main floor now offers an open floor plan and fresh paint. The foyer leads to a front-to-back living/family room with recessed lighting, hardwood floors, sleek custom fireplace and sliders to a large deck. The updated kitchen opens into the formal dining room. This level rounds out with a powder room and mudroom that accesses the attached 2-car garage. On the second floor, the primary suite features a tray ceiling, full bath with jet tub/separate shower, and a walk-in closet. The second primary suite, with full bath, has a balcony overlooking the backyard. Additionally on this level are a third bedroom, an office/4th bedroom and the third full bath. The lower level is well-appointed for entertaining. Currently used as a game lounge, this area has a built-in granite bar with sink, cooktop, and small refrigerator. Tons of storage and a full bathroom create potential for an inlaw suite. Walk out to a covered patio, hot tub and sprawling yard with beautiful mature plantings and a large fenced garden area. A double detached garage with second-floor loft, located at the rear of the property, is perfect for car and toy collectors and offers even more storage. Area for RV or boat storage too. Conveniently located two hours from New York/Boston, easy access to Amtrak/highways. The perfect retreat!

3 Christy Heights, Old Saybrook

$2,975,000

4 Beds ⋅ 3 Baths ⋅ 24003230 MLS

Direct beachfront property offering roughly 130 feet of unobstructed Long Island Sound views! Welcome to 29 West Shore Drive- a breathtaking westerly facing waterfront residence that promises magnificent sunsets, gentle seaside breezes and the picturesque lifestyle you've been dreaming of. For the first time in over 30 years this exquisite property is now available for sale, offering a unique opportunity to own a piece of paradise. Featuring 4 well-appointed bedrooms and 3 full bathrooms, this home is designed to accommodate and delight. Furthermore, you'll find a spacious living space with a stately stone fireplace that combines comfort with elegance, making it the perfect backdrop for creating lasting memories with loved ones. Through the living room French doors, enter a lovely sitting area with 180-degree views of ocean. The uniquely large, flat yard is perfect for gatherings or simply enjoying the peaceful ambiance of seaside living. This home is part of Cornfield Point Association - sandy beach, club house, basketball & tennis court & boat ramp. Easy access via I-95 and the train. Two hours from NY or Boston. Close to all amenities - restaurants, cafes, shopping, marinas, The Kate Theater & Fenwick Golf Course. Whether you're looking for a year-round home or a seasonal getaway, 29 West Shore Drive provides a rare blend of tranquility, beauty, and convenience in one of Old Saybrook's most sought-after locations. Don't miss the chance to make this dream home yours.

29 West Shore Drive, Old Saybrook

$859,000

24003840 MLS

Picturesque waterfront 8.1 acre lot on the tranquil Oyster River in historic Old Saybrook has over 1400 ft of river frontage leading to Long Island Sound, allowing for all types of seaside recreation. This much loved pastural farmland has been privately owned for more than a century and has long been valued for its fertile soil and scenic vistas. Bald Eagles, ospreys and other rarely seen flora and fauna also make this extraordinary lot their home. The location is perfect. I-95 is easily accessible, and the lot is minutes away from Old Saybrook’s beautiful beaches and charming Main Street with its quaint shops and fine dining. The sky’s the limit with this lovely waterfront escape. For the more adventurous, access to boating, canoeing and kayaking are at your front door and enjoying nature on this beautiful lot can be a year-round event. Take advantage of this once in a lifetime opportunity to own your own slice of paradise. Once seen, there’s no question you’ll want to call this amazing piece of land home.

60 Ingham Hill Road, Old Saybrook

$2,950,000

170623022 MLS

Builders and Developers Take Notice! Very large development opportunity. 124 acres of residential land. Located on Middlesex Turnpike right next to I95. Very convenient location minutes from downtown Old Saybrook and all the town beaches. The possibilities are endless.

220 Middlesex Turnpike, Old Saybrook

$539,000

170623085 MLS

Builders and Developers Take Notice! 1.65 Acre Commercial building lot on Middlesex Turnpike in a very convenient location. Right next to multiple available Commercial and Residential building lots.

384 Middlesex Turnpike, Old Saybrook

$849,000

170623079 MLS

Builders and Developers Take Notice! 1.38 Acre Commercial building lot on Middlesex Turnpike in a very convenient location near I95.. Right next to multiple available Commercial and Residential building lots.

350 Middlesex Turnpike, Old Saybrook

$1,490,000

170623042 MLS

Builders and Developers Take Notice! Development Opportunity. 17 Acre Residential building lot on Middlesex Turnpike in a very convenient location near I95. Right behind multiple available Commercial and Residential building lots.

382 Middlesex Turnpike, Old Saybrook

$439,000

170623020 MLS

Builders and Developers Take Notice! 1 Acre Commercial building lot on Middlesex Turnpike in a very convenient location. Right next to multiple available Commercial and Residential building lots.

396 Middlesex Turnpike, Old Saybrook

$125,000

170623016 MLS

Builders Take Notice! 2.65 Acre building lot on Middlesex Turnpike in very convenient location. Right next to multiple available Commercial building lots.

410 Middlesex Turnpike, Old Saybrook

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