27

Old Saybrook, CT Homes for Sale with Garage

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  • /40

    $949,000

    • 4 Beds
    • 2 Baths
    • 2,249 Sq Ft

    86 Chalker Beach Rd, Old Saybrook, CT 06475

    Welcome to Year-Round Beach Living with Room to Spare! Welcome to 86 Chalker Beach Rd. Do you desire a year-round beach home with plenty of space? Look no further! Welcome to 86 Chalker Beach Rd-your gateway to coastal living in one of Old Saybrook's most vibrant beach communities. With nearly 2,300 square feet of living space, this rare find offers four spacious bedrooms and two full bathrooms,

    Agent Photo

    Jodi Serapilia

    William Raveis Real Estate

    (860) 809-5460

    86 Chalker Beach Rd, Old Saybrook, CT 06475
  • /37

    $549,000

    • 4 Beds
    • 2 Baths
    • 1,812 Sq Ft

    14 Meadowood Ln, Old Saybrook, CT 06475

    Make this warm, inviting home your own this spring! Ideally located in one of the most desirable neighborhoods in town and conveniently located a short walk to the high school and close to beaches and the village. This home offers a very flexible floor plan with hardwood floors, a new roof and recently replaced septic system. A spacious, private deck with a hot tub complete the package! Schedule

    Agent Photo

    Rick Allen

    William Raveis Real Estate

    (860) 773-4719

    14 Meadowood Ln, Old Saybrook, CT 06475
  • /39

    $1,695,000 Open Sun 11AM - 2PM

    • 3 Beds
    • 3 Baths
    • 1,994 Sq Ft

    118 Old Sea Ln, Old Saybrook, CT 06475

    Here is the home you have been waiting for. Built from the ground up in 2020, this modern three-bedroom colonial has amazing unobstructed views of Long Island Sound. Located in Indian Town, one of Old Saybrook's sought-after beach communities, with two sandy beaches, a marina, and a clubhouse. The open floor main level has sliders to an outside deck where you can enjoy the summer breezes off the

    Nick Prevost William Raveis Real Estate

    118 Old Sea Ln, Old Saybrook, CT 06475
  • /40

    $1,790,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    2 Old South Cove Rd, Old Saybrook, CT 06475

    Step into a lifestyle of refined coastal luxury at 2 Old South Cove Rd, Old Saybrook's most stylish new construction. Perfectly positioned just steps from the water, this 2,400 sq ft masterpiece blends modern design with timeless comfort-crafted in partnership with Saybrook Home and styled like a New York design editorial. Enjoy water views and dramatic light-filled spaces with soaring 9'-22'

    Michael Riccio Calcagni Real Estate

    2 Old South Cove Rd, Old Saybrook, CT 06475
  • /40

    $1,545,000

    • 3 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    26 Meadowood Ln, Old Saybrook, CT 06475

    Welcome to 26 Meadowood Drive - where sophisticated coastal living meets modern comfort. This stunning new construction Colonial, completed in 2025, offers breathtaking water views of Long Island Sound and Hagar Creek, all while providing peace of mind outside the flood zone. Step inside this thoughtfully designed 3-bedroom, 2.5-bath retreat and experience natural light, red oak hardwood floors,

    Jennifer Gurnell William Raveis Real Estate

    26 Meadowood Ln, Old Saybrook, CT 06475
  • /38

    $2,100,000

    • 3 Beds
    • 2 Baths
    • 3,477 Sq Ft

    5 Oakwood Rd, Old Saybrook, CT 06475

    This spacious Knollwood Beach home is only ONE house from Long Island Sound featuring sweeping water views. Step into timeless elegance with this stunning home where classic craftsmanship meets modern convenience. The first floor features a gourmet kitchen and dining area complete with granite countertops, a center island with canopy, and high-end appliances. Original wainscoting ceilings and two

    Carol Ieronimo William Raveis Real Estate

    5 Oakwood Rd, Old Saybrook, CT 06475
  • /26

    $1,200,000

    • 4 Beds
    • 2 Baths
    • 3,200 Sq Ft

    122 College St, Old Saybrook, CT 06475

    Iconic Old Saybrook 1890's Captain's home with it's own widow's walk-venture up and enjoy 360 degree views of the CT River, North Cove, and Long Island Sound-or relax on the wrap around porch and watch the world go by. Situated on .80 level acres w/an inground pool-2 car detached garage w/1/2 bath for the pool-possibly could be renovated for guest quarters. This home is like a blank slate w/3200

    Mary McDonald Coldwell Banker Realty

    122 College St, Old Saybrook, CT 06475
  • /40

    $1,145,000

    • 3 Beds
    • 2.5 Baths
    • 3,286 Sq Ft

    1 Lighthouse Ln, Old Saybrook, CT 06475

    Set in coveted Saybrook Point, this Cape-style home blends coastal charm with thoughtful custom touches, offers STUNNING WATER VIEWS and is walkable to both the Point and town center. A spacious (3200+ sq.ft) home, features include built-ins, cabinetry, crown moldings and bay windows framing views of South Cove from multiple rooms. Step outside to a stone patio set beneath a graceful pergola,

    Lynne Ferrigno Coldwell Banker Realty

    1 Lighthouse Ln, Old Saybrook, CT 06475
  • /33

    $1,150,000 Open House 7/20

    • 3 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    21 Wildwood Rd, Old Saybrook, CT 06475

    Imagine waking up to breathtaking marsh views and stunning sunsets from your very own slice of paradise in the highly desirable Cornfield Point waterfront community. This nearly 1-acre lot offers endless possibilities - whether you choose to expand, rebuild, or simply enjoy the charm of the existing 1,408 square foot home. The current residence features 3 bedrooms, 1.5 baths, a spacious 2-car

    Marc Delise Coldwell Banker Realty

    21 Wildwood Rd, Old Saybrook, CT 06475
  • /37

    $1,250,000

    • 3 Beds
    • 3 Baths
    • 2,132 Sq Ft

    15 Buckingham Ave, Old Saybrook, CT 06475

    Experience the epitome of coastal living in this stunning Hammock Beach Community residence, offering year-round water views and exclusive access to a private beach, just a short walk away. The first floor is an open and airy sanctuary, with sliders opening onto an expansive deck that invites the outside in and provides a seamless flow for indoor-outdoor living. The well-appointed kitchen and

    Colette Harron William Pitt Sotheby's Int'l

    15 Buckingham Ave, Old Saybrook, CT 06475
  • /40

    $1,795,000

    • 5 Beds
    • 2.5 Baths
    • 2,994 Sq Ft

    4 Old Fenwick Rd, Old Saybrook, CT 06475

    Waterviews!!! 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

    Joel Lucas Coldwell Banker Realty

    4 Old Fenwick Rd, Old Saybrook, CT 06475
  • /28

    $1,100,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 2,376 Sq Ft

    1 Clark Ave, Old Saybrook, CT 06475

    Imagine slipping your kayak into the tidal waters of Hagar Creek from your spacious backyard, and gliding through the morning's sun-dappled marsh to find yourself entering Long Island Sound. Maybe do a little fishing, or just drink in the stunning shoreline views? Time to head home for lunch. Check the newsletter to see what's going on at the community center tonight. Then it's a quick spin down

    Rick Weiner William Pitt Sotheby's Int'l

    1 Clark Ave, Old Saybrook, CT 06475
  • /40

    $775,000

    • 2 Beds
    • 2.5 Baths
    • 2,236 Sq Ft

    100 Dudley Ave Unit B8, Old Saybrook, CT 06475

    Welcome to Desirable Sheltered Cove! This beautifully updated 2-bedroom, 2.5 bath condo offers light-filled interiors, hardwood floors, recessed lighting, and elegant crown molding throughout. Enjoy breathtaking views of North Cove from the living room, dining area, kitchen, and even your primary bedroom. The remodeled kitchen is a chef's dream, featuring stainless steel appliances including an

    Rose Ciardiello William Raveis Real Estate

    100 Dudley Ave Unit B8, Old Saybrook, CT 06475
  • /34

    $585,000

    • 2 Beds
    • 1.5 Baths
    • 462 Sq Ft

    16 Lynde St, Old Saybrook, CT 06475

    Unbeatable downtown Old Saybrook location! This well-maintained Cape Cod-style home at 16 Lynde Street is on the market for the first time in over 40 years. Offering 2+ bedrooms, 1+ baths, and a bright, flexible floor plan, this property places you in the heart of one of Connecticut's most desirable shoreline towns. Enjoy sidewalks leading to schools, the library, shops, restaurants, cafes, and

    Jennifer Gurnell William Raveis Real Estate

    16 Lynde St, Old Saybrook, CT 06475
  • /40

    $4,450,000

    • 6 Beds
    • 4.5 Baths
    • 5,536 Sq Ft

    41 Watrous Point Rd, Old Saybrook, CT 06475

    Presenting a single level light-filled mid-century modern masterpiece, set on a prominent 2.7 acre private waterfront peninsula! Enjoy 875' of frontage along the CT River and adjacent Turtle Creek nature preserve. This dreamlike property comes with two docks. A deep water dock on the river, plus a second dock on Turtle Creek! Drink in views from Essex Harbor to the north, across the river to Old

    Rick Weiner William Pitt Sotheby's Int'l

    41 Watrous Point Rd, Old Saybrook, CT 06475
  • /39

    $699,900

    • 3 Beds
    • 2 Baths
    • 1,762 Sq Ft

    1 Hartford Ave, Old Saybrook, CT 06475

    Welcome to Saybrook Manor! This sprawling year-round beach home is a perfect blend of rustic beach charm and modern day amenities. Situated on a large double corner lot this home has deeded beach rights to the Saybrook Manor beaches at the end of Middletown Ave and Hartford Ave. Just a quick walk or golf cart ride to the water, invite your family and friends to enjoy plenty of yard space and a

    Bryan Neurath Country Manor Realty

    1 Hartford Ave, Old Saybrook, CT 06475
  • /32

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,767 Sq Ft

    76 River St W, Old Saybrook, CT 06475

    Built to Last! Well Maintained Cape tucked away in a peaceful location backing up to Salt marshes. Nature lovers will enjoy the serene views of the salt meadows, wildlife and privacy of this quiet neighborhood. This property features 3 beds, 2 baths, over 1700 square feet of living space, a living room with vaulted ceilings and wall unit ac, dining area, kitchen, 3 good sized bedrooms, a private

    Robert Perriello Century 21 AllPoints Realty

    76 River St W, Old Saybrook, CT 06475
  • /25

    $558,900

    • 3 Beds
    • 1 Bath
    • 1,196 Sq Ft

    14 Denmore Ln, Old Saybrook, CT 06475

    This beautifully revamped ranch style home provides a perfect blend of modern style and comfort. With 1,196 square feet of living space, this property boasts three spacious bedrooms and one full bathroom. 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

    Patrick Garrett Complete Real Estate

    14 Denmore Ln, Old Saybrook, CT 06475
  • /32

    $830,000

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft

    45 Knollwood Dr, Old Saybrook, CT 06475

    Just steps from the Knollwood Beach Association clubhouse, playground, and private beach, this beautifully updated raised ranch offers relaxed, coastal living in a peaceful environment. Inside, you'll find an open and airy main level, featuring a new kitchen with quartz counters, stainless GE appliances, and soft-close cabinetry, plus a dining area that opens to a deck - great for relaxing and

    Rose McWaid William Raveis Real Estate

    45 Knollwood Dr, Old Saybrook, CT 06475
  • /40

    $3,995,000

    • 4 Beds
    • 4.5 Baths
    • 3,518 Sq Ft

    175 N Cove Rd, Old Saybrook, CT 06475

    Every home tells a story and the often admired c.1704 Black Horse Tavern in historic North Cove is no exception. Located at the waters edge and offering expansive water views, this stunning private residence is rich in both local history and architectural detail. Meticulously curated to perfection, quality of craftsmanship is evident throughout. A warm and welcoming entry leads to elegant

    Kyle Hinding Coldwell Banker Realty

    175 N Cove Rd, Old Saybrook, CT 06475
  • /40

    $998,900

    • 5 Beds
    • 3 Baths
    • 2,898 Sq Ft

    26 College St, Old Saybrook, CT 06475

    Welcome to 26 College Street, a Nantucket-style haven nestled in the heart of historic Old Saybrook-a coastal village where charm meets convenience. With five spacious bedrooms and three full bathrooms, including a fully private in-law or au-pair suite, it's tailor-made for families or couples looking for multi-generational living, rental income, or a dedicated home office setup. Tucked between

    Joel Lucas Coldwell Banker Realty

    26 College St, Old Saybrook, CT 06475
  • /28

    $1,085,000

    • 2 Beds
    • 2 Baths
    • 1,952 Sq Ft

    24 Seabreeze Rd, Old Saybrook, CT 06475

    Nestled in the prestigious Cornfield Point Beach Association neighborhood, this upgraded ranch offers one-level living at its finest with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, central air, a huge bonus room you can convert to a third bedroom, this home provides comfort and style. A spacious open plan living room

    Brian Beaulieu KW Legacy Partners

    24 Seabreeze Rd, Old Saybrook, CT 06475
  • /33

    $594,000

    • 2 Beds
    • 1.5 Baths
    • 1,557 Sq Ft

    118 Sandy Point Rd, Old Saybrook, CT 06475

    This condominium at Summerwood includes a one car garage with loft area. The garage has a separate deed and the condominium may be purchased for $544,00 not including the garage. 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

    Carla Mousch William Raveis Real Estate

    118 Sandy Point Rd, Old Saybrook, CT 06475
  • /37

    $1,495,000

    • 4 Beds
    • 5 Baths
    • 4,546 Sq Ft

    30 Watrous Point Rd, Old Saybrook, CT 06475

    Framed by mature landscape and extensive hardscape, welcome to this private Watrous Point country home. Find a gracious, barrel-vaulted entry and a gallery-style foyer flanked by the library. Built to entertain, a solid cherry kitchen commands an 8-burner Wolf range, two Gaggenau convection ovens, warming drawers, dual Subzeros and a dream pantry. One of two fieldstone fireplaces anchors the

    Nancy Mesham Coldwell Banker Realty

    30 Watrous Point Rd, Old Saybrook, CT 06475
  • /36

    $2,850,000

    • 3 Beds
    • 3 Baths
    • 4,789 Sq Ft

    372 Maple Ave, Old Saybrook, CT 06475

    Welcome to your dream home! This stunning colonial with beautiful views of Long Island Sound comes fully furnished with stylish, high-quality pieces, making it the perfect turnkey beach property. The well-equipped kitchen has granite countertops, stainless steel appliances including double Viking Ovens, SubZero fridge, large Island with breakfast bar and access to the patio. The dining room has a

    Colleen Nemec Showcase Realty, Inc.

    372 Maple Ave, Old Saybrook, CT 06475
  • /16

    $1,500,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,500 Sq Ft

    64 Otter Cove Dr Unit Lot 2 PKG, Old Saybrook, CT 06475

    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

    Joe Wren William Raveis Real Estate

    64 Otter Cove Dr Unit Lot 2 PKG, Old Saybrook, CT 06475
  • /39

    $985,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,516 Sq Ft

    24 Cottage Place, Old Saybrook, CT 06475

    Welcome to 24 Cottage Place is luxury Shoreline home offering the perfect blend of elegance, comfort, and an unbeatable Old Saybrook location. Tucked away on a quiet dead-end street, this move-in ready 4-bedroom, 3-bath residence is just minutes from Old Saybrook's vibrant Main Street, "The Kate" theater, library, fitness center, marinas, and train station. Walk or bike to popular beaches, the

    Jennifer Gurnell William Raveis Real Estate

    24 Cottage Place, Old Saybrook, CT 06475

Home Trends in Old Saybrook, CT

Housing Trends

Median Sale Price
$686,222
Median Single Family Sale Price
$742,500
Median Townhouse Sale Price
$747,500
Median 2 Bedroom Sale Price
$556,000
Median 1 Bedroom Sale Price
$225,000
Average Price Per Sq Ft
$493
Number of Homes for Sale
42
Last 12 months Home Sales
168
Months of Supply
3.00
Median List Price
$737,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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