25

Old Saybrook, CT Houses for Sale

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  • 4 Sheffield Cove Rd, Old Saybrook, CT 06475
    4 Sheffield Cove Rd, Old Saybrook, CT 06475
    4 Sheffield Cove Rd, Old Saybrook, CT 06475
    /40

    $1,595,000

    • 3 Beds
    • 2.5 Baths
    • 2,821 Sq Ft

    4 Sheffield Cove Rd, Old Saybrook, CT 06475

    Coastal Living with Water Views Set on a private cul-de-sac overlooking South Cove, this 2,821 sq ft home offers water views from nearly every room. Sun-filled open floor plan with vaulted ceilings and skylights create a bright, airy feel throughout. The spacious kitchen features a 10' island and seamless flow to the main living and dining areas-ideal for everyday living and entertaining. The

    Jason Saphire www.HomeZu.com

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

    $3,695,000 Open Sun 11AM - 2PM

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

    175 N Cove Rd, Old Saybrook, CT 06475

    An exceptional offering in the heart of North Cove, this storied estate presents a rare convergence of history, scale, and coastal prestige in Old Saybrook. Set on over an acre of beautifully sited grounds with direct water access and a private dock, the property offers a lifestyle that is both tranquil and connected, just moments from the Cove, local marinas, and the village center. The setting

    Susan Malan William Pitt Sotheby's Int'l

    175 N Cove Rd, Old Saybrook, CT 06475
  • 104 Knollwood Dr, Old Saybrook, CT 06475
    104 Knollwood Dr, Old Saybrook, CT 06475
    104 Knollwood Dr, Old Saybrook, CT 06475
    /39

    $1,700,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    104 Knollwood Dr, Old Saybrook, CT 06475

    Nestled on the waterfront in the highly sought-after South Cove, this Knollwood Beach property offers sweeping panoramic views from every room. Privately set on a generous 0.37-acre lot, the 3-bedroom home provides direct water access-perfect for kayaking out to Long Island Sound right from your backyard. Inside, the home blends charm and character with thoughtful updates. Its architectural lines

    Karen Lee Coldwell Banker Realty

    104 Knollwood Dr, Old Saybrook, CT 06475
  • 129 Nehantic Trail, Old Saybrook, CT 06475
    129 Nehantic Trail, Old Saybrook, CT 06475
    129 Nehantic Trail, Old Saybrook, CT 06475
    /28

    $799,900

    • 2 Beds
    • 2 Baths
    • 944 Sq Ft

    129 Nehantic Trail, Old Saybrook, CT 06475

    MOVE-IN READY! Remodeled story book Cape Cod in the desirable Indian Town beach community with marsh and ocean views! This designer remodeled year round beach home is anything but average. Fall in love with the gorgeous new kitchen with GE Cafe appliances, stunning Taj Mahal Quartzite counters, and large island. Relax in the impressive great room with vaulted ceilings, substantial exposed

    Lynn Toper CR Premier Properties

    129 Nehantic Trail, Old Saybrook, CT 06475
  • 12 Rocky Point Rd, Old Saybrook, CT 06475
    12 Rocky Point Rd, Old Saybrook, CT 06475
    12 Rocky Point Rd, Old Saybrook, CT 06475
    /33

    $5,900,000

    • 4 Beds
    • 4 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
  • 10 Trolley Crossing, Old Saybrook, CT 06475
    10 Trolley Crossing, Old Saybrook, CT 06475
    10 Trolley Crossing, Old Saybrook, CT 06475
    /40

    $1,095,000

    • 3 Beds
    • 2.5 Baths
    • 3,376 Sq Ft

    10 Trolley Crossing, Old Saybrook, CT 06475

    Framed by professional landscape and stunning hardscape, this expansive shingle-style home is located equidistant to Essex and Old Saybrook Main Streets, five Connecticut River marinas and Saybrook Station. Incredible updates include the creation of a main level laundry/mudroom update, the addition of central air and more. Well designed and appointed spaces include a stunning open kitchen with

    Nancy Mesham Coldwell Banker Realty

    10 Trolley Crossing, Old Saybrook, CT 06475
  • 11 River Edge Rd, Old Saybrook, CT 06475
    11 River Edge Rd, Old Saybrook, CT 06475
    11 River Edge Rd, Old Saybrook, CT 06475
    /38

    $6,600,000

    • 6 Beds
    • 4 Baths
    • 5,739 Sq Ft

    11 River Edge Rd, Old Saybrook, CT 06475

    Riverside Elegance Meets Neoclassical Grandeur: Experience the pinnacle of waterfront living in this breathtaking Grecian Colonial estate, perfectly situated on 3.43 pristine acres overlooking the majestic Connecticut River. Spanning an impressive 5,739 square feet, this residence combines timeless architectural sophistication with the serene beauty of nature. Leave the world behind as you travel

    Colette Harron William Pitt Sotheby's Int'l

    11 River Edge Rd, Old Saybrook, CT 06475
  • 13 Cove St, Old Saybrook, CT 06475
    13 Cove St, Old Saybrook, CT 06475
    13 Cove St, Old Saybrook, CT 06475
    /35

    $875,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    13 Cove St, Old Saybrook, CT 06475

    Saybrook Point! This fully renovated coastal retreat with partial water views offers an exceptional blend of privacy, charm and effortless lifestyle. Steps aways from desired Saybrook Point, marinas, mini golf, Fenwick Golf Course and a stroll to beaches, restaurants and Main Street - everything that defines the Old Saybrook lifestyle is just steps away. Set on a generous sized lot this home is

    Sharon Linder Berkshire Hathaway NE Prop.

    13 Cove St, Old Saybrook, CT 06475
  • 41 Watrous Point Rd, Old Saybrook, CT 06475
    41 Watrous Point Rd, Old Saybrook, CT 06475
    41 Watrous Point Rd, Old Saybrook, CT 06475
    /40

    $3,995,000

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

    41 Watrous Point Rd, Old Saybrook, CT 06475

    Discover one of the most coveted vantage points on the lower Connecticut River-a mid-century modern sanctuary perched on a private 2.7-acre waterfront peninsula where land, river, and sky converge in perfect harmony. With an extraordinary 875 feet of water frontage embracing both the Connecticut River and the pristine Turtle Creek nature preserve, this property is a haven for bird enthusiasts and

    Teri Lewis William Pitt Sotheby's Int'l

    41 Watrous Point Rd, Old Saybrook, CT 06475
  • 18 Old South Cove Rd, Old Saybrook, CT 06475
    18 Old South Cove Rd, Old Saybrook, CT 06475
    18 Old South Cove Rd, Old Saybrook, CT 06475
    /9

    $975,000

    • 4 Beds
    • 3 Baths
    • 1,569 Sq Ft

    18 Old South Cove Rd, Old Saybrook, CT 06475

    Situated in Old Saybrook's most protected and prominent corridor, 18 Old South Cove Road provides the rare opportunity to Renovate or Custom Build a "Legacy Estate" where privacy and scenic integrity are guaranteed by zoning. Currently home to a classic 1,569 Sq. Ft. ranch built in 1964, the true value of this Residential District A property lies in its exceptional dimensions and unique

    Steven Koleno Beycome of Connecticut

    18 Old South Cove Rd, Old Saybrook, CT 06475
  • 24 Seabreeze Rd, Old Saybrook, CT 06475
    24 Seabreeze Rd, Old Saybrook, CT 06475
    24 Seabreeze Rd, Old Saybrook, CT 06475
    /36

    $1,038,880

    • 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 ranch has one-level living, with ocean views! With upgrades and improvements including new flooring, active solar, Thermopane windows, Vinyl Siding, rain gutters, central air and heating system. Huge extra room includes a Murphy bed that could be used as a third bedroom. A spacious open plan living room. Wall to wall

    Brian Beaulieu Berkshire Hathaway NE Prop.

    24 Seabreeze Rd, Old Saybrook, CT 06475
  • 5 Woodland Dr, Old Saybrook, CT 06475
    5 Woodland Dr, Old Saybrook, CT 06475
    5 Woodland Dr, Old Saybrook, CT 06475
    /40

    $1,725,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3 Baths
    • 3,125 Sq Ft

    5 Woodland Dr, Old Saybrook, CT 06475

    Rare opportunity to enjoy sweeping views of Long Island Sound from a quiet street just off Maple Avenue in sought-after Knollwood Beach. This beautifully renovated 3-bedroom, 3-bath coastal retreat, just one street from the water, offers unobstructed views and is ideal as a year-round home or second getaway. The bright, open floor plan is designed to capture the scenery, with an oversized

    Joel Lucas Coldwell Banker Realty

    5 Woodland Dr, Old Saybrook, CT 06475
  • 24 Cottage Place, Old Saybrook, CT 06475
    24 Cottage Place, Old Saybrook, CT 06475
    24 Cottage Place, Old Saybrook, CT 06475
    /38

    $985,000

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

    24 Cottage Place, Old Saybrook, CT 06475

    Experience the perfect blend of timeless character and contemporary convenience in this stunning colonial. The residence welcomes you with an open-concept floor plan and an expertly updated chef's kitchen, featuring premium Sub-Zero refrigeration for an upscale culinary experience. Designed for both relaxation and entertaining, the home offers four bedrooms and three full baths, including a cozy

    Jacqueline Stevens William Pitt Sotheby's Int'l

    24 Cottage Place, Old Saybrook, CT 06475
  • 17 College St, Old Saybrook, CT 06475
    17 College St, Old Saybrook, CT 06475
    17 College St, Old Saybrook, CT 06475
    /39

    $1,199,000

    • 3 Beds
    • 3 Baths
    • 1,960 Sq Ft

    17 College St, Old Saybrook, CT 06475

    Discover the perfect blend of comfort, style, and convenience in this beautifully remodeled home. Tucked in a prime location just minutes from fine dining, shopping, the golf course, and the train station, this property offers unparalleled access to everything you need. Walking along the shore to Saybrook Point Inn and Saybrook Lighthouse. Step into the heart of the home: a chef's kitchen with

    Deborah Pach Compass Connecticut, LLC

    17 College St, Old Saybrook, CT 06475
  • 1 Beamon Meadow Place, Old Saybrook, CT 06475
    1 Beamon Meadow Place, Old Saybrook, CT 06475
    1 Beamon Meadow Place, Old Saybrook, CT 06475
    /38

    $934,900

    • 3 Beds
    • 2.5 Baths
    • 1,632 Sq Ft

    1 Beamon Meadow Place, Old Saybrook, CT 06475

    Coastal colonial with deeded beach rights to Cornfield Point, set on 1.44 private acres overlooking a scenic tidal marsh in Old Saybrook. This 3-bedroom, 3-bath home offers water views, hardwood floors throughout, and a flexible layout ideal for year-round living or a weekend retreat. A front-to-back living room with fireplace provides a spacious gathering area, while the formal dining room

    Linda Toscano Coldwell Banker Realty

    1 Beamon Meadow Place, Old Saybrook, CT 06475
  • 5 Sunrise Ave, Old Saybrook, CT 06475
    5 Sunrise Ave, Old Saybrook, CT 06475
    5 Sunrise Ave, Old Saybrook, CT 06475
    /38

    $425,000

    • 3 Beds
    • 1 Bath
    • 1,064 Sq Ft

    5 Sunrise Ave, Old Saybrook, CT 06475

    Welcome to this well-maintained rambler ranch offering comfortable one-level living in beautiful Old Saybrook. This home features 3 spacious bedrooms and 1.5 bathrooms with central air, perfect for everyday living or hosting guests. Inside, you'll find beautiful hardwood floors that add warmth and character throughout much of the home. The layout includes a dedicated laundry room for added

    Terry McDonald McDonald Real Estate, LLC

    5 Sunrise Ave, Old Saybrook, CT 06475
  • 6 Parkman Place, Old Saybrook, CT 06475
    6 Parkman Place, Old Saybrook, CT 06475
    6 Parkman Place, Old Saybrook, CT 06475
    /40

    $1,350,000

    • 4 Beds
    • 2.5 Baths
    • 3,301 Sq Ft

    6 Parkman Place, Old Saybrook, CT 06475

    Nestled on a quiet cul-de-sac in the heart of the Connecticut River Shoreline, this stunning 3,301 SF, 4-bedroom, 2.1 bath home represents a masterclass in coastal sophistication. Meticulously renovated, this residence offers a rare combination of high-end design, graceful grounds, and absolute peace of mind and privacy, situated in a town recognized as one of the top ten places to live in

    Rick Weiner William Pitt Sotheby's Int'l

    6 Parkman Place, Old Saybrook, CT 06475
  • 96 Ayers Point Rd, Old Saybrook, CT 06475
    96 Ayers Point Rd, Old Saybrook, CT 06475
    96 Ayers Point Rd, Old Saybrook, CT 06475
    /40

    $1,179,900

    • 4 Beds
    • 2.5 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
  • 12 Hill Rd, Old Saybrook, CT 06475
    12 Hill Rd, Old Saybrook, CT 06475
    12 Hill Rd, Old Saybrook, CT 06475
    /31

    $1,075,000

    • 3 Beds
    • 3 Baths
    • 3,496 Sq Ft

    12 Hill Rd, Old Saybrook, CT 06475

    Welcome to Otter Cove Estates, located in Old Saybrook Ct. Live in the established area of residential homes that offer large lots of 2 acres at the mouth of the Ct River. This home offers 3 bedrooms with Master suite on the first floor with ensuite. Open floor plan large kitchen, built in newer appliances subzero built in fridge, Electrolux double ovens, Bosch dishwasher and newer microwave.

    Paula Stuart Berkshire Hathaway NE Prop.

    12 Hill Rd, Old Saybrook, CT 06475
  • 24 W Shore Dr, Old Saybrook, CT 06475
    24 W Shore Dr, Old Saybrook, CT 06475
    24 W Shore Dr, Old Saybrook, CT 06475
    /27

    $1,325,000

    • 3 Beds
    • 1 Bath
    • 884 Sq Ft

    24 W Shore Dr, Old Saybrook, CT 06475

    Welcome to 24 W. Shore Dr., Old Saybrook, ideally located in one of Connecticut's most renowned beach communities-Cornfield Point Association. This year-round home offers the perfect blend of comfort, convenience, and stunning water views. This solid brick residence is move-in ready and features a remodeled kitchen with brand-new appliances, a sun-filled living room, three full-sized bedrooms, a

    David Rodriguez William Pitt Sotheby's Int'l

    24 W Shore Dr, Old Saybrook, CT 06475
  • 14 Denmore Ln, Old Saybrook, CT 06475
    14 Denmore Ln, Old Saybrook, CT 06475
    14 Denmore Ln, Old Saybrook, CT 06475
    /34

    $505,900

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

    14 Denmore Ln, Old Saybrook, CT 06475

    This beautifully renovated ranch style home provides a perfect blend of modern style, comfort and luxury. As you enter you will be greeted by beautiful hardwood flooring creating a seamless flow from room to room elevating each space with enduring charm, comfort, and sophistication. This home boasts three spacious bedrooms and one full bathroom featuring sleek and modern finishes. The

    Terence Dominick Exceptional Real Estate LLC

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

    $1,589,000 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,472 Sq Ft

    2 Old South Cove Rd, Old Saybrook, CT 06475

    New construction at Saybrook Point is almost unheard of. It's not just rare, it's nearly impossible to recreate. Set in one of the most unique coastal locations on the Connecticut shoreline, this home is surrounded by water, light, and open sky. From sunrise over South Cove to the quiet stillness of evening, every room is designed to bring the outside in with walls of glass, soaring ceilings, and

    Michael Riccio Calcagni Real Estate

    2 Old South Cove Rd, Old Saybrook, CT 06475
  • 4 Fenwood Ln, Old Saybrook, CT 06475
    4 Fenwood Ln, Old Saybrook, CT 06475
    4 Fenwood Ln, Old Saybrook, CT 06475
    /7

    $985,000 Open Sun 12PM - 1:30PM

    • 4 Beds
    • 2 Baths
    • 1,957 Sq Ft

    4 Fenwood Ln, Old Saybrook, CT 06475

    Refined coastal retreat at 4 Fenwood Lane, in the Fenwood Beach Association of Old Saybrook, offering distant views of Long Island Sound and a seamless blend of luxury and shoreline living. This freshly painted, thoughtfully updated beach house is ideally located just one home from the main road, providing both convenience and a private setting. Enjoy deeded beach rights and a short walk to

    Jennifer Gurnell William Raveis Real Estate

    4 Fenwood Ln, Old Saybrook, CT 06475
  • 16 Lynde St, Old Saybrook, CT 06475
    16 Lynde St, Old Saybrook, CT 06475
    16 Lynde St, Old Saybrook, CT 06475
    /34

    $585,000 Open Sun 2:30PM - 3:30PM

    • 2 Beds
    • 1.5 Baths
    • 1,258 Sq Ft

    16 Lynde St, Old Saybrook, CT 06475

    Located in the center of Old Saybrook, 16 Lynde Street offers convenient proximity to Main Street shops, restaurants, and cafes including Liv's Oyster Bar & Restaurant, Swell, Sweet Luna's, and local boutiques, as well as the Town Green. This classic Cape Cod-style home, owned by one family since construction, reflects consistent maintenance and care. Interior features include hardwood floors

    Jennifer Gurnell William Raveis Real Estate

    16 Lynde St, Old Saybrook, CT 06475
  • 49 River St, Old Saybrook, CT 06475
    49 River St, Old Saybrook, CT 06475
    /2

    $625,000 Coming Soon

    • 4 Beds
    • 3 Baths
    • 2,860 Sq Ft

    49 River St, Old Saybrook, CT 06475

    Spacious village area colonial with lot's of space and in what a location, a short stroll to Main Street and convenient to shops, highways and the railroad station. Featuring 9 rooms and 4 bedrooms with a second upper level kitchenette, this floorplan suits all of your housing needs at a price which won't bust the budget!

    Rick Allen William Raveis Real Estate

    49 River St, Old Saybrook, CT 06475
Connecticut Middlesex County Old Saybrook

Houses for Sale in Old Saybrook, CT

Why Live in Old Saybrook

Old Saybrook, Connecticut, is a tranquil town situated along the Long Island Sound, ideal for those seeking a waterside residence with ample beach and water activities. Housing options include colonials, ranch-style, and Cape Cod homes, with prices starting around $340,000 for single-family homes and peaking at $4.2 million for luxurious seaside properties. The town is known for its high foot traffic, especially near the beach and Main Street district. Old Saybrook Public Schools are highly rated, with Kathleen E. Goodwin Elementary School, Old Saybrook Middle School, and Old Saybrook High School all receiving commendable marks for academics and teacher quality. The town features several beautiful beaches, such as Cove Beach and Great Hammock, and recreational activities like golfing at Fenwick Golf Course. Dining options are concentrated along Route 1, with popular spots like the Parthenon Diner. The town hosts annual events, including holiday celebrations, a Fourth of July parade, and an art festival. Old Saybrook is accessible via Interstate 95, making it convenient for commuters. The town has a lower crime rate compared to the national average, contributing to its appeal as a safe place to live.

Learn more about living in Old Saybrook

Home Trends in Old Saybrook, CT

On average, homes in Old Saybrook, CT sell after 60 days on the market compared to the national average of 56 days. The median sale price for homes in Old Saybrook, CT over the last 12 months is $723,750, up 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$723,750
Median Single Family Sale Price
$805,000
Median Townhouse Sale Price
$540,000
Median 2 Bedroom Sale Price
$565,000
Median 1 Bedroom Sale Price
$215,000
Average Price Per Sq Ft
$515
Number of Homes for Sale
31
Last 12 months Home Sales
142
Months of Supply
2.60
Median List Price
$779,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
5%
How to Buy a Home How to Finance a Home How to Sell a Home

In Old Saybrook, there are currently 25 houses for sale, offering an array of options for potential buyers. With houses priced between $425,000 to $6,600,000, there's a range to accomodate every budget. As of April, 2026 the median home price in Old Saybrook is $779,000, while the average sale price is $878,108, offering insights into the local housing market. On average, houses spend 60 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Old Saybrook, CT and find the perfect place to call home.

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