31

Old Saybrook, CT Homes for Sale

Section Image
  • 1333A Boston Post Rd, Old Saybrook, CT 06475
    1333A Boston Post Rd, Old Saybrook, CT 06475
    1333A Boston Post Rd, Old Saybrook, CT 06475
    /4

    $695,000

    $300K PRICE DROP
    • Land
    • 1.25 Acres
    • $556,000 per Acre

    1333A Boston Post Rd, Old Saybrook, CT 06475

    An exceptional opportunity - Nestled on 1.25 acres of vacant land with public water access, this prime property is located in the sought-after Gateway Business B-4 District In an area of national tenants, boasting a daily traffic count of 15,900. This versatile lot is zoned for a variety of uses such as retail stores, professional offices, medical clinics, theaters, and more. Its strategic

    Ron Lyman Lyman Real Estate Brokerage & Development

    1333A Boston Post Rd, Old Saybrook, CT 06475
  • 95 Middletown Ave, Old Saybrook, CT 06475
    95 Middletown Ave, Old Saybrook, CT 06475
    95 Middletown Ave, Old Saybrook, CT 06475
    /40

    $1,099,900

    • 4 Beds
    • 2 Baths
    • 1,566 Sq Ft

    95 Middletown Ave, Old Saybrook, CT 06475

    95 Middletown Avenue offers a rare opportunity to enjoy four season living in the heart of Saybrook Manor, one of Old Saybrook's most sought after shoreline communities. Renovated in 2022 with thoughtful attention to comfort and design, this beautifully updated home combines timeless coastal character with modern amenities and sweeping views of the Oyster River & Long Island Sound. With approx.

    Tracy Molloy Coldwell Banker Realty

    95 Middletown Ave, Old Saybrook, CT 06475
  • 21 Fenbrook Rd, Old Saybrook, CT 06475
    21 Fenbrook Rd, Old Saybrook, CT 06475
    21 Fenbrook Rd, Old Saybrook, CT 06475
    /31

    $1,590,000

    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    21 Fenbrook Rd, Old Saybrook, CT 06475

    Welcome to an exceptional year-round home located in one of Connecticut's most renowned beach communities, the Knollwood Beach Association. Just steps from a private beach, this property offers the perfect blend of coastal living and everyday comfort. This spacious home features a finished above-grade lower level. Please note: the official square footage does not include the fully furnished first

    Ralph Harvey ListWithFreedom.com

    21 Fenbrook 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
    /36

    $1,675,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,809 Sq Ft

    104 Knollwood Dr, Old Saybrook, CT 06475

    Knollwood Beach waterfront on South Cove with amazing views! 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, this 3-bedroom home provides direct water access-perfect for kayaking out to Long Island Sound right from your backyard. Inside, the home blends charm

    Karen Lee Coldwell Banker Realty

    104 Knollwood Dr, 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

    $1,140,000

    $59K PRICE DROP
    • 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
  • 11 Cambridge Ct E, Old Saybrook, CT 06475
    11 Cambridge Ct E, Old Saybrook, CT 06475
    11 Cambridge Ct E, Old Saybrook, CT 06475
    /28

    $1,695,000

    • 4 Beds
    • 3 Baths
    • 2,178 Sq Ft

    11 Cambridge Ct E, Old Saybrook, CT 06475

    SHORELINE RETREAT - OLD SAYBROOK. Tucked away at the end of a quiet cul-de-sac with sweeping salt marsh and water views, this gracefully updated coastal haven offers exceptional privacy, natural beauty, resort-style outdoor living, in the heart of Old Saybrook. Set on a 1.6-acre lot and filled with natural light, the home features panoramic windows, open living and dining spaces, refinished

    Linda Coyle William Raveis Real Estate

    11 Cambridge Ct E, 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

    Open Sun 12PM - 2PM $20K PRICE DROP
    • 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
  • 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

    At Saybrook Point, life is defined by the water. Morning walks by the marina, kayaking on quiet coves, beach days, coffee downtown, dinner at the Saybrook Point Inn, and summer evenings that feel like a resort vacation without ever leaving home. New construction in this location is nearly impossible to find, and the photos tell the story better than words ever could. Set where water, light, and

    Michael Riccio Calcagni Real Estate

    2 Old South Cove 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

    $65K PRICE DROP
    • 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
  • 6 Trolley Crossing, Old Saybrook, CT 06475
    6 Trolley Crossing, Old Saybrook, CT 06475
    6 Trolley Crossing, Old Saybrook, CT 06475
    /33

    $1,100,000

    • 3 Beds
    • 2.5 Baths
    • 3,917 Sq Ft

    6 Trolley Crossing, Old Saybrook, CT 06475

    Quintessential New England Gambrel Colonial with a dramatic sunroom addition and a brand new roof! Sited in a quiet cul-de-sac neighborhood, the gorgeous one acre grounds include numerous mature flowering trees and schrubs, as well a a pine tree perimeter for privacy. The original part of the 1st floor of the home includes a front to back living room with bookshelves, a formal dining room, a

    Donald Holland William Pitt Sotheby's Int'l

    6 Trolley Crossing, 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

    $1,295,000

    $80K PRICE DROP
    • 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
  • 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

    Open Sun 12PM - 2PM
    • 3 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. Third bedroom includes a Murphy bed. A spacious open plan living room. Wall to wall windows that flood the space. Ceramic

    Brian Beaulieu Berkshire Hathaway NE Prop.

    24 Seabreeze Rd, Old Saybrook, CT 06475
  • 55 Woodland Dr, Old Saybrook, CT 06475
    55 Woodland Dr, Old Saybrook, CT 06475
    55 Woodland Dr, Old Saybrook, CT 06475
    /3

    $499,900

    • 4 Beds
    • 1 Bath
    • 1,080 Sq Ft

    55 Woodland Dr, Old Saybrook, CT 06475

    Tremendous opportunity in the sought-after Knollwood Beach Association! This coastal property is ideal for builders, flippers, investors, or buyers looking to create a custom beach retreat. Included in the sale is a rare undeveloped .40-acre lot at 53 Woodland Drive with its own separate field card, offering exceptional flexibility and future potential. The existing home needs significant

    Joel Lucas Coldwell Banker Realty

    55 Woodland Dr, Old Saybrook, CT 06475
  • 39 Middletown Ave, Old Saybrook, CT 06475
    39 Middletown Ave, Old Saybrook, CT 06475
    39 Middletown Ave, Old Saybrook, CT 06475
    /25

    $419,900

    $30K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 640 Sq Ft

    39 Middletown Ave, Old Saybrook, CT 06475

    Charming and beautifully updated 4 bedroom partially furnished Seasonal Cottage in desireable Saybrook Manor beach community. This home offers the perfect blend of character and modern improvements with vaulted ceilings and exposed beams. The completely remodeled kitchen features Corian countertops, a classic farmhouse sink, skylight for natural light and matching rolling kitchen cart for added

    Tracy Pentalow Property Shoppe, LLC

    39 Middletown Ave, Old Saybrook, CT 06475
  • 14 Cedarwood Ln, Old Saybrook, CT 06475
    14 Cedarwood Ln, Old Saybrook, CT 06475
    14 Cedarwood Ln, Old Saybrook, CT 06475
    /39

    $675,000

    • 3 Beds
    • 1.5 Baths
    • 1,033 Sq Ft

    14 Cedarwood Ln, Old Saybrook, CT 06475

    Welcome to your new shoreline home - a charming ranch-style retreat nestled in the heart of Old Saybrook. This beautifully maintained 3-bedroom, 1 1/2-bathroom home offers a perfect blend of comfortable living and coastal New England lifestyle - all just approx. 1 mile from the private Cornfield Point beach. Step inside to discover a bright, open-concept floor plan that flows from the living area

    Chelsea Daley Real Broker CT, LLC

    14 Cedarwood Ln, 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. Additional 1,500 sqft in the lower

    Colette Harron William Pitt Sotheby's Int'l

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

    $825,000

    $50K PRICE DROP
    • 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
  • 17 Willard St, Old Saybrook, CT 06475
    17 Willard St, Old Saybrook, CT 06475
    17 Willard St, Old Saybrook, CT 06475
    /26

    $700,000

    • 3 Beds
    • 3 Baths
    • 1,894 Sq Ft

    17 Willard St, Old Saybrook, CT 06475

    Welcome to coastal living at its finest. Nestled in a highly desirable Old Saybrook. 17 Willard St offers a perfect blend of classic New England charm and modern luxury. From the moment you arrive, the unbeatable convenience of this location is clear-enjoy a scenic, short stroll into town to explore vibrant Main Street, acclaimed The Kate Theater, dining, and boutique shopping, all while living

    Karen Stephens William Pitt Sotheby's Int'l

    17 Willard St, Old Saybrook, CT 06475
  • 92 Bokum Rd, Old Saybrook, CT 06475
    92 Bokum Rd, Old Saybrook, CT 06475
    92 Bokum Rd, Old Saybrook, CT 06475
    /40

    $559,000

    • 2 Beds
    • 1.5 Baths
    • 1,376 Sq Ft

    92 Bokum Rd, Old Saybrook, CT 06475

    A rare and captivating offering, this enchanting storybook residence has been beautifully reimagined to deliver a seamless blend of historic charm and refined design. Whether you choose to continue its success as a turnkey Airbnb investment or keep it for your own year round or weekend retreat, the possibilities are as inviting as the home itself. Thoughtfully updated with a brand new roof and

    Linda Toscano Coldwell Banker Realty

    92 Bokum Rd, Old Saybrook, CT 06475
  • 20 Saltus Dr, Old Saybrook, CT 06475
    20 Saltus Dr, Old Saybrook, CT 06475
    20 Saltus Dr, Old Saybrook, CT 06475
    /40

    $9,850,000

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

    20 Saltus Dr, Old Saybrook, CT 06475

    YOUR OWN PRIVATE COUNTRY CLUB! Enjoy the expansive 3500 sf granite terrace, a heated saltwater swimming pool, a deep water dock and a pool house with a full kitchen and seating for 10! This modern masterpiece, sited to take full advantage of a private 1.6 acre waterfront location overlooking North Cove and the Connecticut River has been constructed with the best curated materials. 20 Saltus Drive

    Margaret Muir William Pitt Sotheby's Int'l

    20 Saltus Dr, Old Saybrook, CT 06475
  • 61 Ingham Hill Rd, Old Saybrook, CT 06475
    61 Ingham Hill Rd, Old Saybrook, CT 06475
    61 Ingham Hill Rd, Old Saybrook, CT 06475
    /32

    $429,000

    $20K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,205 Sq Ft

    61 Ingham Hill Rd, Old Saybrook, CT 06475

    Step into the charm of this delightful 1920 year-round bungalow, just a stone's throw from Old Saybrook's stunning beaches. Thoughtfully remodeled, this cozy retreat blends historical character with modern comforts. As you enter, you'll find a spacious area that offers endless possibilities-use it as an eating area, a flex office, or even a sleeping space. The open floor plan invites effortless

    Gigi Giordano Taylor Compass Connecticut, LLC

    61 Ingham Hill Rd, 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
  • 46 Lynde St, Old Saybrook, CT 06475
    46 Lynde St, Old Saybrook, CT 06475
    46 Lynde St, Old Saybrook, CT 06475
    /40

    $780,000

    $15K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,720 Sq Ft

    46 Lynde St, Old Saybrook, CT 06475

    Convenient & Desirable In-Town Living with Stunning New Kitchen & Accessible Primary Suite with Heated Bath Floor! This thoughtfully updated ranch offers over 1,700+ square feet of above-grade living space and delivers a true in-town lifestyle just moments from everything Old Saybrook has to offer. Spacious yet cozy, inviting, and sun-drenched, this one-level home features a large backyard with

    Stephano Stravoravdis Real Broker CT, LLC

    46 Lynde St, Old Saybrook, CT 06475
  • 10 Mulberry St, Old Saybrook, CT 06475
    10 Mulberry St, Old Saybrook, CT 06475
    10 Mulberry St, Old Saybrook, CT 06475
    /5

    $575,000

    • Land
    • 20,908 Sq Ft
    • $1,197,917 per Acre

    10 Mulberry St, Old Saybrook, CT 06475

    Approved building lot with water views. Located at the end of Mulberry, very private location yet close to downtown and Saybrook Point Resort & Marina. 1/2 ac already cleared. Lot must be sold with 7 Willard Ave

    Steve Wollman Wollman Realty

    10 Mulberry St, Old Saybrook, CT 06475
  • 96 Chalker Beach Rd, Old Saybrook, CT 06475
    96 Chalker Beach Rd, Old Saybrook, CT 06475
    96 Chalker Beach Rd, Old Saybrook, CT 06475
    /33

    $649,900

    • 3 Beds
    • 1 Bath
    • 968 Sq Ft

    96 Chalker Beach Rd, Old Saybrook, CT 06475

    Welcome to your seasonal sanctuary at Chalker Beach, where sun-soaked days and starry nights create lasting memories. Offered fully furnished and thoughtfully styled with relaxed coastal charm, this seasonal cottage is the perfect place to slow down, unwind, and enjoy easy shoreline living. Just a short walk or golf cart ride to the beach, the home is tucked into one of the shoreline's most loved

    Danielle Spada Coldwell Banker Realty

    96 Chalker Beach Rd, Old Saybrook, CT 06475
  • 0 Middlesex Turnpike, Old Saybrook, CT 06475
    0 Middlesex Turnpike, Old Saybrook, CT 06475
    0 Middlesex Turnpike, Old Saybrook, CT 06475
    /7

    $495,000

    • Land
    • 32.66 Acres
    • $15,156 per Acre

    0 Middlesex Turnpike, Old Saybrook, CT 06475

    32.66 ac at a prime intersection in Old Saybrook right off I-95. W/ Plans for various layouts of multiple building to totaling as much as 50,000 sqft +/-. B4 Zone offers a wide variety of uses. A large portion of this parcel is wetlands.

    Craig Milton Re/Max Valley Shore

    0 Middlesex Turnpike, Old Saybrook, CT 06475
  • 9 Barley Hill Rd, Old Saybrook, CT 06475
    9 Barley Hill Rd, Old Saybrook, CT 06475
    9 Barley Hill Rd, Old Saybrook, CT 06475
    /39

    $899,000

    • 4 Beds
    • 3.5 Baths
    • 3,544 Sq Ft

    9 Barley Hill Rd, Old Saybrook, CT 06475

    This beautifully maintained home offers the perfect blend of luxury and comfort! The main level offers exceptional versatility with an open floor plan, hardwood floors, a luxurious primary bedroom suite, along with a living room, family room, gourmet kitchen and formal dining room designed for both relaxed living and elegant gatherings. The first floor primary bedroom suite features California

    Sharon Linder Berkshire Hathaway NE Prop.

    9 Barley Hill Rd, Old Saybrook, CT 06475
  • 1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475
    1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475
    1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475
    /6

    $695,000

    $300K PRICE DROP
    • Land
    • 1.16 Acres
    • $599,138 per Acre

    1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475

    1.25 Acres in B4 Zone. Public water available, septic required. Traffic count 15,900.

    Maxwell Lyman Lyman Real Estate

    1333 Boston Post Rd Unit 1, 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
  • 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

    • 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
Connecticut Middlesex County Old Saybrook

Real Estate & Homes 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

Frequently Asked Questions

What is the average home price in Old Saybrook, CT?
Homes for sale in Old Saybrook, CT have an average home price of $1,112,338.
How many homes have sold over the last 12 months in Old Saybrook, CT?
140 homes have sold in Old Saybrook, CT over the last 12 months.
What are the most popular zip codes in Old Saybrook, CT?
The most popular zip codes in Old Saybrook, CT include 06475, 06371, 06498, 06426 and 06409.
How much do you need to make to afford a house in Old Saybrook?
The median home price in Old Saybrook is $795,000. If you put a 20% down payment of $159,000 and had a 30-year fixed mortgage with an interest rate of 6.53%, your estimated principal and interest payment would be $4,030 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $173K a year to afford the median home price in Old Saybrook. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Old Saybrook, CT?
Old Saybrook, CT has highly rated public and private schools. Some of the best schools in Old Saybrook based on Niche Grades are Oxford Academy, Lyme-Old Lyme High School and Lyme-Old Lyme Middle School. Browse all the schools in Old Saybrook, CT to learn more.

Home Trends in Old Saybrook, CT

On average, homes in Old Saybrook, CT sell after 59 days on the market compared to the national average of 58 days. The median sale price for homes in Old Saybrook, CT over the last 12 months is $743,950, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$743,950
Median Single Family Sale Price
$802,499
Median Townhouse Sale Price
$505,000
Median 2 Bedroom Sale Price
$570,000
Median 1 Bedroom Sale Price
$215,000
Average Price Per Sq Ft
$541
Number of Homes for Sale
27
Last 12 months Home Sales
140
Months of Supply
2.30
Median List Price
$795,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
7%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group