20

Old Saybrook, CT Homes for Sale with Garage

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  • /40

    $2,795,000

    • 3 Beds
    • 3 Baths
    • 3,389 Sq Ft

    372 Maple Ave, Old Saybrook, CT 06475

    Most beach homes ask you to choose: location or amenities, space or style, primary home or vacation retreat. This one says "why not both?" Perfectly positioned just 50 steps from Knollwood Beach, this spacious 3-bedroom 3-bath sanctuary delivers the rare combination of prime beach access and every amenity you'd expect from a year-round residence. A stress free move-in is possible here, as this

    Teri Lewis William Pitt Sotheby's Int'l

    372 Maple Ave, Old Saybrook, CT 06475
  • /34

    $1,350,000

    • 3 Beds
    • 3 Baths
    • 2,326 Sq Ft

    96 Fenwood Dr, Old Saybrook, CT 06475

    Located on a corner lot in the District of Fenwood with views of the water, this house has all of the comforts of home. The spacious main level entry offers the living room, family room with a fireplace, formal dining room, full bath, and kitchen. The kitchen is complete with an island breakfast bar, and wet bar where the view of the cove is evident of the peaceful neighborhood. Upstairs are the

    Eric Porco 4 Corners Realty LLC

    96 Fenwood Dr, Old Saybrook, CT 06475
  • /40

    $1,575,000 New Construction

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

    2 Old South Cove Rd, Old Saybrook, CT 06475

    Why settle for a remodel when you can own brand-new construction on Old Saybrook's shoreline? Surrounded by water and bathed in natural light, this architectural retreat captures the beauty of South Cove with walls of glass, soaring ceilings, and effortless flow between indoor and outdoor living. Built from the ground up, this home blends modern design with coastal charm - just steps from

    Michael Riccio Calcagni Real Estate

    2 Old South Cove Rd, Old Saybrook, CT 06475
  • /8

    $799,900

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

    21 Fenwick St, Old Saybrook, CT 06475

    This home is being sold "AS IS".

    Paula Stuart Berkshire Hathaway NE Prop.

    21 Fenwick St, Old Saybrook, CT 06475
  • /24

    $615,000

    • 4 Beds
    • 2 Baths
    • 1,760 Sq Ft

    18 Quarry St, Old Saybrook, CT 06475

    Downtown Old Saybrook Home | First-Floor Primary Suite | Walk to Town & Beach. This classic New England-style home nestled on a quiet dead-end street just steps from downtown Old Saybrook. Enjoy sidewalks leading to shops, restaurants, library, beaches, parks, and schools-everything you love is within easy reach. Set on a cleared half-acre lot, this property features professional landscaping with

    Jennifer Gurnell William Raveis Real Estate

    18 Quarry St, Old Saybrook, CT 06475
  • /38

    $735,000

    • 2 Beds
    • 2.5 Baths
    • 2,310 Sq Ft

    100 Dudley Ave Unit D20, Old Saybrook, CT 06475

    Impeccably Renovated Waterfront Condominium in Coveted Sheltered Cove! Welcome to this beautifully renovated, turn-key condominium in the highly sought-after Sheltered Cove community of Old Saybrook. Every detail has been thoughtfully updated, blending modern comfort with timeless coastal charm. Step into a bright, open-concept kitchen featuring sleek stainless steel appliances, abundant

    Susie Kelly Coldwell Banker Realty

    100 Dudley Ave Unit D20, Old Saybrook, CT 06475
  • /39

    $1,190,000

    • 5 Beds
    • 5 Baths
    • 3,664 Sq Ft

    11 Trolley Crossing, Old Saybrook, CT 06475

    Discover the best of Connecticut shoreline living at 11 Trolley Crossing in Old Saybrook-a private 3+ acre compound blending classic Colonial architecture with modern luxury. Designed for those who value space, comfort, and connection, this 3,600 sq ft residence invites you to experience an exceptional lifestyle surrounded by nature and minutes from the coast. A covered front porch opens to

    Jennifer Gurnell William Raveis Real Estate

    11 Trolley Crossing, Old Saybrook, CT 06475
  • /28

    $1,045,000

    • 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
  • /36

    $639,000

    • 2 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    100 Dudley Ave Unit H43, Old Saybrook, CT 06475

    Beautiful Condominium offered in Sheltered Cove. Set within the serene, meticulously maintained grounds of Sheltered Cove, this charming two-story condominium offers a rare chance to enjoy North Cove and the Connecticut River. Expansive lawns, picturesque views and tranquil surroundings create a setting that feels both private and welcoming. Residents enjoy a newly remodeled swimming pool,

    Robin Linares William Pitt Sotheby's Int'l

    100 Dudley Ave Unit H43, Old Saybrook, CT 06475
  • /37

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,670 Sq Ft

    175 Ferry Rd Unit 3, Old Saybrook, CT 06475

    You will never need to move again! Eden Harbour, an elegant and vibrant 55+ Condominium Community is just across the street from the Connecticut River and marinas. This amazing one level unit has an open floor plan, hardwoods throughout and is fully accessible. Enter through a gorgeous foyer which leads to a beautiful Living Room and Dining Area featuring stately columns, gas fireplace, and

    Kathy Schellens William Pitt Sotheby's Int'l

    175 Ferry Rd Unit 3, Old Saybrook, CT 06475
  • /40

    $9,850,000

    • 5 Beds
    • 7.5 Baths
    • 9,481 Sq Ft

    20 Saltus Dr, Old Saybrook, CT 06475

    An EXTRAORDINARY MODERN MASTERPIECE: Inspired by renowned architect Frank Lloyd Wright, sited to take full advantage of an exceptional, private 1.6 acre waterfront location overlooking North Cove and the CT River, and constructed with meticulous care and the best of the best curated materials, 20 Saltus Drive offers a luxurious, comfortable lifestyle with panoramic water views from almost every

    Margaret Muir William Pitt Sotheby's Int'l

    20 Saltus Dr, Old Saybrook, CT 06475
  • /22

    $520,000

    • 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
  • /36

    $749,900

    • 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 house has been lifted out of the flood

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

    20 Hill St, Old Saybrook, CT 06475
  • /40

    $1,095,000

    • 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
  • /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

    $4,250,000

    • 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

    $939,900

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

    1 Lighthouse Ln, Old Saybrook, CT 06475

    LOCATION, LOCATION, LOCATION! 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

    Lynne Ferrigno Coldwell Banker Realty

    1 Lighthouse Ln, Old Saybrook, CT 06475
  • /40

    $3,750,000

    • 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
  • /39

    $1,179,000 New Construction

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

    26 Meadowood Ln, Old Saybrook, CT 06475

    No Flood Insurance Required! Built in 2025, this brand-new Old Saybrook Colonial blends architectural elegance, energy efficiency, and modern coastal living all outside the flood zone. Just moments from Town Beach, Fenwick Golf Course, Saybrook Point Marina, and downtown Main Street, this location offers the perfect balance of convenience and serenity. Inside, sun-filled red oak floors,

    Jennifer Gurnell William Raveis Real Estate

    26 Meadowood Ln, Old Saybrook, CT 06475
  • /35

    $1,175,000 Open Sat 11AM - 1PM

    • 6 Beds
    • 3 Baths
    • 3,869 Sq Ft

    9 Turnstone Rd, Essex, CT 06426

    A spacious, exquisite, immaculately maintained home that shows like new! This impressive property is on the market for the first time since it was custom designed by the original owners, and built by a renowned local contractor. Attention to detail and flow is apparent throughout. The floor plan is fantastic. In addition to a large kitchen/great room with a fireplace and sliders leading to a rear

    Rick Weiner William Pitt Sotheby's Int'l

    9 Turnstone Rd, Essex, CT 06426

Home Trends in Old Saybrook, CT

Housing Trends

Median Sale Price
$692,222
Median Single Family Sale Price
$742,900
Median Townhouse Sale Price
$540,000
Median 2 Bedroom Sale Price
$555,500
Median 1 Bedroom Sale Price
$220,000
Average Price Per Sq Ft
$498
Number of Homes for Sale
29
Last 12 months Home Sales
148
Months of Supply
2.40
Median List Price
$699,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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