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Old Saybrook, CT Homes for Sale

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  • /2

    $995,000

    • Land
    • 1.25 Acres
    • $796,000 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 Within mile 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

    Ron Lyman Lyman Real Estate Brokerage & Development

    1333A Boston Post Rd, 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
  • /40

    $1,499,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 2,413 Sq Ft

    7 Ridge Rd, Old Saybrook, CT 06475

    Cornfield Point, Old Saybrook - Coastal Living at Its Best! Steps to the beach with sparkling water views and stunning sunsets, this beautifully updated home blends timeless charm with modern upgrades. Originally built in 1926, it features an open layout perfect for entertaining. Imagine hearing the waves crash while dining on your brand new deck! The living room boasts the original Cornfield

    Karen Floriano William Raveis Real Estate

    7 Ridge Rd, Old Saybrook, CT 06475
  • /40

    $949,900

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

    1 Beamon Meadow Place, Old Saybrook, CT 06475

    Tucked away in a tranquil setting overlooking an ever changing tidal marsh, this exceptional coastal retreat offers a rare blend of privacy, natural beauty, and coveted deeded access to Cornfield Point Beach just a short stroll away. Privately set on 1.44 acres and approached by a charming bridge, the property feels like a hidden sanctuary while remaining just moments from the vibrant heart of

    Linda Toscano Coldwell Banker Realty

    1 Beamon Meadow Place, 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
  • /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
  • /40

    $1,179,900 Open Sat 12PM - 2PM

    • 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
  • /40

    $1,589,000 Open House 4/12

    • 3 Beds
    • 2.5 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
  • /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
  • /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
  • /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
  • /25

    $450,000

    • 4 Beds
    • 1 Bath
    • 640 Sq Ft

    39 Middletown Ave, Old Saybrook, CT 06475

    Charming and beautifully updated 4 bedroom 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 prep and storage space. The

    Tracy Pentalow Property Shoppe, LLC

    39 Middletown Ave, 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
  • /40

    $2,400,000 Open House 4/11

    • 4 Beds
    • 3 Baths
    • 2,363 Sq Ft

    6 Point Rd, Old Saybrook, CT 06475

    Direct waterfront with phenomenal views! Perched on a bluff with 62 feet of shoreline frontage, this Nantucket-inspired residence provides an unparalleled, panoramic vantage point of Long Island Sound and the coastline. Perfectly positioned to capture the essence of being on the water, this home maximizes water views from every room and boasts magnificent sunrises and sunsets. Tucked away on a

    Sue Darmon William Pitt Sotheby's Int'l

    6 Point Rd, Old Saybrook, CT 06475
  • /29

    $519,000

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

    118 Sandy Point Rd, Old Saybrook, CT 06475

    Summerwood on the Sound. 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 dining area boast beautiful wood flooring, elegant crown molding and glass doors to the private deck area, perfect for relaxing and entertaining. There is also

    Carla Mousch William Raveis Real Estate

    118 Sandy Point Rd, Old Saybrook, CT 06475
  • /38

    $449,999

    • 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
  • /37

    $750,000

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

    100 Dudley Ave Unit F27, Old Saybrook, CT 06475

    Enjoy effortless shoreline living with sweeping views of North Cove from this beautifully renovated, move-in ready townhouse-style condo in the heart of Old Saybrook. Perfect as a second home or easy downsize, this light-filled residence offers an open layout designed to capture the water. A desirable end-unit, this spacious two-bedroom design includes a stunning primary suite with its own full

    Joel Lucas Coldwell Banker Realty

    100 Dudley Ave Unit F27, 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
  • /40

    $899,000

    • 3 Beds
    • 2.5 Baths
    • 2,170 Sq Ft

    129 Old Boston Post Rd, Old Saybrook, CT 06475

    Charm and convenience come together in this beautifully reconstructed farmhouse offering 2,200 sq ft of stylish, easy living. Designed for comfort and flexibility, the home features a sought-after first-floor primary suite, ideal for one-level living, along with two additional bedrooms for guests, family, or home office needs. Rich hardwood floors and a thoughtfully designed kitchen with high-end

    Joel Lucas Coldwell Banker Realty

    129 Old Boston Post Rd, Old Saybrook, CT 06475
  • /27

    $850,000

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

    1780 Boston Post Rd, Old Saybrook, CT 06475

    Commercial Mixed Use, cross-posted on MLS alternative # 24149460. 7.06 CAP r a t e ~ Prime mixed-use investment property offered at $850,000 along the high-visibility Route 1 corridor. The asset consists of three total units of office/retail space with direct road frontage and two residential apartments privately situated in the rear. Trusted General Contractor currently rents the rear yard space

    Nicholas Tarquino Carbutti & Co., Realtors

    1780 Boston Post Rd, Old Saybrook, CT 06475
  • /40

    $799,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,896 Sq Ft

    185 Ingham Hill Rd, Old Saybrook, CT 06475

    Set on a generous, professionally landscaped lot in one of Old Saybrook's most desirable locations, this inviting 4-bedroom, 2.1-bath home offers the perfect blend of comfort, charm, and versatility-both inside and out. From the moment you arrive, the property impresses with its stunning stonework, lush grounds, and a large, oversized barn/shed-ideal for hobbyists, storage, or creative pursuits.

    Gigi Giordano Taylor Compass Connecticut, LLC

    185 Ingham Hill Rd, Old Saybrook, CT 06475
  • /40

    $1,790,000

    • 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
  • /31

    $659,900

    • 4 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    41 Farview Ave, Old Saybrook, CT 06475

    New to the market...you have been waiting for this location near Kavanagh (Trask) Park!! Charming Cape Cod next to one of Old Saybrook's wonderful town parks- walk or bike to town, library, schools, Main St. shops/restaurants, Harvey and Town beaches!! Step into this two-story home offering it's new owners a cherry and bright living room which was featured in "Shore Homes" and "Coastal Homes"

    Lisa Genovali Re/Max Valley Shore

    41 Farview Ave, Old Saybrook, CT 06475
  • /5

    $575,000

    • Land
    • 0.48 Acre
    • $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
  • /36

    $520,000

    • 3 Beds
    • 1 Bath
    • 815 Sq Ft

    67 Middletown Ave, Old Saybrook, CT 06475

    This charming year-round cottage-style home is tucked within the Saybrook Manor Beach Association and offers the perfect blend of coastal simplicity and modern comfort. Just a short stroll from two bathing beaches and a clubhouse for community events, this home captures the relaxed rhythm of shoreline living. The interior has been tastefully updated throughout for today's lifestyle providing a

    Joanne Breen ERA Hart Sargis-Breen

    67 Middletown Ave, Old Saybrook, CT 06475
  • /27

    $635,000

    • 3 Beds
    • 2 Baths
    • 1,398 Sq Ft

    167 Ingham Hill Rd, Old Saybrook, CT 06475

    Privacy, acreage, and beach-town access converge in this 1.09-acre Ingham Hill property in Old Saybrook. Built in 1984 by Bob Day and offered for the first time by the original owner, this Colonial delivers rare space along the Connecticut Shoreline just minutes from beaches, marinas, and downtown amenities. With under 1,400 square feet, two full baths, and an attached garage, the flexible layout

    Jennifer Gurnell William Raveis Real Estate

    167 Ingham Hill Rd, Old Saybrook, CT 06475
  • /2

    $695,000

    • 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. Within 1/2 mile of national tenants.

    Ron Lyman Lyman Real Estate

    1333 Boston Post Rd Unit 1, Old Saybrook, CT 06475
  • /39

    $685,000

    • 3 Beds
    • 1.5 Baths
    • 2,272 Sq Ft

    33 Briarwood Dr, Old Saybrook, CT 06475

    Direct waterfront living in Old Saybrook with deeded Cornfield Point beach rights and a private dock (dock in need of repair). Set on a private lot at 33 Briarwood Dr, this 3 bedroom, 2 bath residence captures expansive marsh and tidal channel views with stunning daily sunsets that define the coastal lifestyle. Out with the old and in with the new! Move-in ready with thoughtful updates including

    Jennifer Gurnell William Raveis Real Estate

    33 Briarwood Dr, Old Saybrook, CT 06475
  • /27

    $1,325,000 Open House 4/11

    • 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

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.

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 $942,453.
Are home prices dropping in Old Saybrook?
Yes, home prices in Old Saybrook are down 1% in the last 12 months.
How many homes have sold over the last 12 months in Old Saybrook, CT?
143 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 06442.
How much do you need to make to afford a house in Old Saybrook?
The median home price in Old Saybrook is $750,000. If you put a 20% down payment of $150,000 and had a 30-year fixed mortgage with an interest rate of 6.38%, your estimated principal and interest payment would be $3,750 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $161K 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

Housing Trends

Median Sale Price
$720,000
Median Single Family Sale Price
$799,900
Median Townhouse Sale Price
$505,000
Median 2 Bedroom Sale Price
$560,000
Median 1 Bedroom Sale Price
$215,000
Average Price Per Sq Ft
$492
Number of Homes for Sale
24
Last 12 months Home Sales
143
Months of Supply
2.00
Median List Price
$750,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
5%
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