Old Saybrook Homes for Sale

Old Saybrook Homes for Sale

Welcome to Old Saybrook, a charming town located in Middlesex County, Connecticut. Known for its picturesque coastal views and rich history, Old Saybrook offers a perfect blend of small-town charm and modern amenities.

If you are considering moving to this beautiful town, you'll be pleased to know that there are plenty of homes for sale in Old Saybrook. Whether you are looking for a cozy beachfront cottage, a historic colonial home, or a modern waterfront property, you are sure to find the perfect place to call home in Old Saybrook.

With its convenient location along the Connecticut shoreline, Old Saybrook offers residents easy access to beautiful beaches, quaint shops, delicious restaurants, and a variety of outdoor recreational activities. Whether you enjoy boating, fishing, hiking, or simply relaxing by the water, Old Saybrook has something for everyone.

Don't miss the opportunity to own a piece of this idyllic town. Explore the homes for sale in Old Saybrook and discover why so many people are proud to call this charming community their home.

Newest Old Saybrook Homes for Sale

$840,000
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

$1,995,000
5 Beds 5 Baths 24005740 MLS
New high-end construction now underway! An exquisite 4,300 +/- SF five bedroom, four and one-half bath coastal-inspired New England style home sited on a private, gated-entry 1.36 acre lot. Beautiful CT River Valley views. A first floor primary suite is nestled in its own wing. It includes a large walk-in closet, luxurious primary bath with spacious shower, freestanding soaking tub and abundant light through plentiful Andersen windows. A multiple-use first floor room with full bath can serve as office/bedroom/nursery/fitness area. The open concept chef's kitchen adjacent to the great room & dining room will feature a wine chiller, Wolf, Subzero and other fine appliances, a pot-filler, walk-in pantry and prep sink. First floor laundry room w/utility shower, plus second level laundry. First floor rooms have 9' ceilings. Three bedrooms, sitting area and two full baths upstairs. Above the three-bay attached garage is 800SF roughed-in for a full bath, ready for an in-law suite or other use. 9' height basement offers endless storage and options to be finished, complete with wine cellar. A showcase for transitional Luxe finishes and custom millwork throughout! James Hardie siding, custom entry and garage doors, screened porch, terrace w/fireplace. Room for optional pool. Old Saybrook fine dining, shops and theatre nearby. Less than a mile from marinas w/quick CT River access to Long Island Sound. Easy access to Routes 9, I-95 and Saybrook Junction train station. Builder ready to mee

9 Overlook Drive, Old Saybrook

$949,000
3 Beds 1 Baths 24004520 MLS
INVESTMENT OPPORTUNITY - CORNFIELD POINT BEACH ASSOCIATION! This property presents a rare opportunity to own a versatile space that combines commercial and residential appeal. Whether you're seeking a lucrative investment, envisioning your own Airbnb, or own beach escape, this property offers endless possibilities. Situated in the sought-after Cornfield Point Beach Association, this property is at the entry of this very desirable beach community with many residents and guests driving by daily! The property boasts a flexible layout, featuring a spacious storefront ideal for retail, caf?, breakfast/lunch destination or ice cream! Additionally, there's a separate residential unit upstairs with 4 bedrooms, oversized deck, plenty of parking, full bath providing a rental opportunities. Maximize your investment with dual income streams. Whether you choose to lease out the storefront, rent the residential unit, or utilize both spaces for personal and commercial purposes, this property promises lucrative returns and financial flexibility. There is also the option of converting the storefront into 1-2 apartments. Walk or bike to Cornfield Point Beach/two town beaches, Main Street's shops, restaurants are a short drive/bike ride away, as are the Kate Cultural Arts Center, Fenwick Golf Course and Saybrook Point. Just a few hours from NYC or Boston, your private shoreline retreat is calling you. No flood insurance required.

3 Town Beach Road, Old Saybrook

$4,150,000
4 Beds 6 Baths 24003657 MLS
Views abound! This beautiful waterfront home sits on 3 ? acres with 263ft of waterfront on the Connecticut River with a dock. This white brick and stone architecturally designed contemporary offers the ultimate in luxury with an open floor plan that flows seamlessly. The formal living room with a floor to ceiling bay window brings in light and views, and a beautifully carved white marble fireplace completes the room. A bright spacious open kitchen and breakfast room has skylights and a Palladium window. A large island with high end appliances makes this kitchen a chef’s delight! The family room with fireplace is off the kitchen and the sunroom too, with a dramatic high hexagonal ceiling. The first floor primary suite has a bay window overlooking the river and has five closets. The white marble bath has radiant heated floors, beautifully carved twin basins and a Jacuzzi and walk-in shower. A guest bedroom and Library completes the first floor. Most rooms have moldings, 9’ ceilings and/or tray ceilings and take advantage of the fabulous views. Stairs with a brass balustrade lead to the second floor two ensuite bedrooms one with a fireplace, a walk-in closet. A path from the house leads past flower gardens and over the expansive manicured lawn to the dockside stone patio, an ideal area for entertaining and to enjoy the stunning 180 degree river views. A two car garage completes this impeccably maintained, beautiful and unique property.

9 River Edge Road, Old Saybrook

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