28

Old Saybrook, CT Homes for Sale with Garage

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  • /19

    $449,900

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    52 Chalker Beach Rd, Old Saybrook, CT 06475

    **Highest & Best due Friday 08-15-25 by 5pm**-This property is located in the private Chalker Beach community. This 3 Bedroom / 1.5 Bathroom house is a short walk from the white sandy Beaches and all the fun that comes with this Beach Community. Imagine all the unforgettable moments you'll create in this incredibly desirable location! Property is being sold As Is.

    Agent Photo

    Patrick Farley

    Statewide Premier Prop. LLC

    (860) 718-4375

    52 Chalker Beach Rd, Old Saybrook, CT 06475
  • /40

    $1,340,500 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 4,109 Sq Ft

    96 Ayers Point Rd, Old Saybrook, CT 06475

    Discover the serenity of Ayers Point in this spacious 3400 sq ft home with captivating views of the Connecticut River and surrounding marshland. Privately set with a beautiful inground pool and lush gardens, this retreat is perfect for those seeking a coastal lifestyle near boating and village charm. The home features both main and upper level primary suites, offering flexibility and comfort for

    Joel Lucas Coldwell Banker Realty

    96 Ayers Point Rd, Old Saybrook, CT 06475
  • /35

    $1,498,777

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

    26 Meadowood Ln, Old Saybrook, CT 06475

    No Flood Insurance with this rare opportunity to own a newly built luxury residence with unobstructed water views, high-end finishes, and an exceptional location. Homes of this caliber in Old Saybrook are limited-don't miss your chance to experience elevated shoreline living. 26 Meadowood Lane, is an unparalleled blend of upscale shoreline living and architectural excellence in a premier Old

    Jennifer Gurnell William Raveis Real Estate

    26 Meadowood Ln, Old Saybrook, CT 06475
  • /40

    $1,439,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,467 Sq Ft

    8 Fenbrook Rd, Old Saybrook, CT 06475

    Live the coastal lifestyle in this Knollwood Beach Association gem, just one house from the sand! This charm-filled, tastefully reconstructed home offers 4 bedrooms and 2 full baths with original fir hardwood floors throughout. Enjoy modern comforts including new central air, a newer roof, and a transferable solar system for just $109/month. Relax on the gorgeous rear patio surrounded by

    Joel Lucas Coldwell Banker Realty

    8 Fenbrook Rd, Old Saybrook, CT 06475
  • /37

    $1,475,000 Open Sun 10AM - 12PM

    • 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
  • /40

    $1,685,000 Open Fri 12PM - 3PM

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

    2 Old South Cove Rd, Old Saybrook, CT 06475

    Luxury, Lifestyle & Legacy in Old Saybrook's Most Stylish New Construction. Welcome to 2 Old South Cove Road-a rare opportunity to own brand-new construction just steps from the water in one of Connecticut's most coveted Shoreline Enclaves. Designed in partnership with Saybrook Home and styled like a New York design editorial, this 2,400 sq ft single-level residence blends refined coastal luxury

    Michael Riccio Calcagni Real Estate

    2 Old South Cove Rd, Old Saybrook, CT 06475
  • /33

    $1,150,000

    • 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
  • /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
  • /39

    $899,900 Open Sat 1PM - 3PM

    • 2 Beds
    • 1.5 Baths
    • 1,950 Sq Ft

    16 Seagull Rd, Old Saybrook, CT 06475

    Thoughtfully Enhanced Old Saybrook Retreat Steps from Knollwood Beach! This meticulously improved 1,868 square foot home in desirable Old Saybrook offers the perfect blend of modern convenience and coastal lifestyle. Significant updates throughout include a new furnace, central air conditioning, whole-house generator, new propane tank, and complete 200 amp electrical service upgrade, ensuring

    Teri Strain-Lewis William Pitt Sotheby's Int'l

    16 Seagull Rd, Old Saybrook, CT 06475
  • /22

    $549,900

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

    14 Denmore Ln, Old Saybrook, CT 06475

    Welcome to this beautifully updated ranch-style home, where modern charm meets cozy comfort! With 1,196 square feet, this inviting residence offers three spacious bedrooms and an exceptional full bathroom. The heart of the home is its chef-inspired kitchen, complete with sleek new appliances, chic cabinetry, and stunning quartz countertops; perfect for whipping up daily meals or hosting lively

    Joshua Rivera eXp Realty

    14 Denmore Ln, Old Saybrook, CT 06475
  • /40

    $3,395,000

    • 3 Beds
    • 5 Baths
    • 4,435 Sq Ft

    450 Maple Ave, Old Saybrook, CT 06475

    **Stunning Waterfront Home at Knollwood Beach** Discover unparalleled luxury in this meticulously updated prime front-row residence overlooking Long Island Sound. Floor-to-ceiling windows frame breathtaking water vistas from every room, creating an immersive coastal living experience. Recent comprehensive renovations include new HVAC systems, custom Hunter Douglas window treatments throughout,

    Teri Strain-Lewis William Pitt Sotheby's Int'l

    450 Maple Ave, Old Saybrook, CT 06475
  • /30

    $799,900

    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft

    20 Hill St, Old Saybrook, CT 06475

    This FEMA compliant coastal residence in Old Saybrook offers panoramic views of South Cove at the mouth of the Connecticut River, where the river meets the sound. The property features a new deck, providing an ideal vantage point for observing the sunrise and local wildlife each morning, as well as evening views of Lynde Lighthouse and passing boats.The interior has been thoughtfully remodeled

    Pardi & Zucco Team William Pitt Sotheby's Int'l

    20 Hill St, Old Saybrook, CT 06475
  • /34

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 2,662 Sq Ft

    6 Trolley Crossing, Old Saybrook, CT 06475

    Love to entertain, or just spend time relaxing in your extensive living areas, including the newly added inground pool with deck and patio surround? Check out the spacious front to back living room with fireplace, formal dining room, open concept great room with a renovated kitchen and family room with fireplace, and a stunning sunroom with a cathedral ceiling and brand new skylights. The kitchen

    Donald Holland William Pitt Sotheby's Int'l

    6 Trolley Crossing, Old Saybrook, CT 06475
  • /39

    $6,400,000

    • 4 Beds
    • 4.5 Baths
    • 5,651 Sq Ft

    12 Rocky Point Rd, Old Saybrook, CT 06475

    Welcome to your waterfront hidden gem! A once in a lifetime opportunity on the Connecticut River featuring 381 feet of direct waterfront, private two boat dock, private horseshoe bay and panoramic north facing views up the river. This modern Contemporary private estate features 5,600+ square feet of living space! Open floor plan, stunning water views from every room! The living room features cozy

    Sharon Linder Berkshire Hathaway NE Prop.

    12 Rocky Point Rd, Old Saybrook, CT 06475
  • /40

    $949,900

    • 4 Beds
    • 2.5 Baths
    • 2,636 Sq Ft

    7 Sharon Ln, Old Saybrook, CT 06475

    Welcome to 7 Sharon Lane, a classic Colonial on 1.35 acres, set against the tranquil backdrop of the Back River conservation marsh and located minutes from two town beaches. This inviting 4-bedroom, 2.5-bath, spacious home offers the perfect blend of formal entertaining, daily convenience and coastal lifestyle. Inside, the main entry foyer gives access to an open and welcoming floor plan; a

    Sara Venditto William Pitt Sotheby's Int'l

    7 Sharon Ln, Old Saybrook, CT 06475
  • /36

    $925,000

    • 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

    $985,000

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

    24 Cottage Place, Old Saybrook, CT 06475

    Welcome to 24 Cottage Place - a 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
  • /23

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 1,976 Sq Ft

    6 Pheasant Hill Ln, Old Saybrook, CT 06475

    Welcome to this beautifully maintained home. Set at the end of cul-de-sac and bordered by The Preserve Connecticut's largest coastal forest, this property offers privacy and natural beauty with direct access to miles of scenic hiking trails right outside your door. Minutes to I-95, close to Old Saybrook shops, top rated schools and beaches. Enjoy an open concept kitchen formal dining room, cozy

    Letessa Dion Coldwell Banker Realty

    6 Pheasant Hill Ln, 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
  • /38

    $1,800,000

    • 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
  • /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
  • /39

    $1,045,000

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

    1 Lighthouse Ln, Old Saybrook, CT 06475

    This spacious 3200 sq.ft. home offers BEAUTIFUL WATER VIEWS and an UNBEATABLE LOCATION in one of the shoreline's most sought-after communities. Perfectly situated between Saybrook Point and Town Center, it's just a short walk in either direction to enjoy marinas, top-rated restaurants, boutique shopping, and local favorites like the Saybrook Inn. This cul-de-sac property features custom

    Lynne Ferrigno Coldwell Banker Realty

    1 Lighthouse Ln, 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
  • /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
  • /15

    $1,700,000 New Construction

    • 3 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
  • /40

    $784,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,824 Sq Ft

    117 Ayers Point Rd, Old Saybrook, CT 06475

    Nestled on a serene, 1.18-acre lot in desirable Ayer's Point neighborhood with private pond-enjoy the view or go fishing in summer and ice skating in winter. This charming Colonial offers a perfect blend of traditional elegance and modern comfort. Featuring nearly 2,824 sq ft of above-grade living on two stories, enter into the foyer and then enjoy the front to back living room with fireplace,

    Chloe White KW Legacy Partners

    117 Ayers Point Rd, Old Saybrook, CT 06475
  • /40

    $450,000 Open Fri 4PM - 6PM

    • 3 Beds
    • 2 Baths
    • 1,596 Sq Ft

    258 School House Rd, Old Saybrook, CT 06475

    Your Peaceful Retreat Awaits. Tucked away in a serene setting, this charming Cape Cod-style home offers the perfect blend of comfort, character, and privacy. Featuring three bedrooms and two full baths, it's ready for the next family to make it their own. As you wind down the meandering driveway, you'll pass a picturesque pond - ideal for outdoor fun, quiet reflection, or simply soaking in the

    Tim O'Hara Sr William Raveis Real Estate

    258 School House Rd, Old Saybrook, CT 06475

Home Trends in Old Saybrook, CT

Housing Trends

Median Sale Price
$800,000
Median Single Family Sale Price
$1,685,000
Median Townhouse Sale Price
$920,000
Average Price Per Sq Ft
$409
Number of Homes for Sale
4
Last 12 months Home Sales
9
Months of Supply
5.30
Median List Price
$949,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-27%
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