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Old Saybrook, CT Homes for Sale

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  • /21

    $650,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 2,069 Sq Ft

    71 Maple Ave, Old Saybrook, CT 06475

    If you've been searching for the perfect location and effortless one level living in the idyllic shoreline town of Old Saybrook, this beautifully renovated ranch is ready to welcome you just in time for summer. This light filled 2 bedroom, 2 full bath home features an open floor plan designed for both comfort and entertaining. Step inside to a spacious, sun drenched living room highlighted by

    Tina Rupp William Pitt Sotheby's Int'l

    71 Maple Ave, Old Saybrook, CT 06475
  • /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

    $1,695,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,978 Sq Ft

    43 Indianola Dr, Old Saybrook, CT 06475

    Enjoy coastal living at its finest in the coveted Cornfield Point community. This custom-built home offers nearly 3,000 square feet of thoughtfully designed space, featuring 4 bedrooms, 3 full baths, and a versatile main-level office, den, or media room to suit your lifestyle. Step outside to a spacious deck where you can take in serene marsh and water views of Cornfield Point Beach, with a

    Marc Delise Coldwell Banker Realty

    43 Indianola Dr, Old Saybrook, CT 06475
  • /39

    $1,700,000 Open Sat 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
  • /39

    $1,140,000

    • 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
  • /39

    $985,000

    • 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
  • /10

    $1,300,000 Open Sun 12PM - 3PM

    • 2 Beds
    • 2.5 Baths
    • 2,294 Sq Ft

    446 Main St Unit 9, Old Saybrook, CT 06475

    Nestled along the serene shores of North Cove, this exceptional 2,300+ square foot detached shingle-style condo perfectly blends coastal elegance with unmatched privacy. Opportunities like this are rare, as high-end, detached units in this coveted waterfront location seldom become available on the market. The interior showcases a sophisticated open layout featuring a custom chef's kitchen,

    Maureen OGrady Compass Connecticut, LLC

    446 Main St Unit 9, 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 Sat 11AM - 1PM

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

    2 Old South Cove Rd, Old Saybrook, CT 06475

    At Saybrook Point, new construction is nearly impossible to find. Set in a rare coastal position surrounded by water and open sky, this home captures shoreline living at its best. Summer here is effortless, mornings over South Cove, salt air drifting through open spaces, and long evenings by the water. Designed to bring the outside in, the home features walls of glass, soaring ceilings, and a

    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
  • /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
  • /36

    $1,038,880 Open Sat 12PM - 2PM

    • 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
  • /34

    $504,900

    • 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

    $675,000 Coming Soon

    • 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
  • /29

    $508,000

    • 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
  • /39

    $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
  • /37

    $725,000

    • 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
  • /38

    $934,900 Open Sat 1PM - 3PM

    • 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
  • /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
  • /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
  • /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
  • /38

    $799,900

    • 2 Beds
    • 2.5 Baths
    • 2,090 Sq Ft

    25 Sunset Rd Unit 7, Old Saybrook, CT 06475

    Your chance to own in highly desirable Oyster River Landing-just steps from a private marina and the community's inground pool. This beautifully maintained three-level townhouse offers comfortable luxury, expansive water views, and a lifestyle that blends coastal living with everyday convenience. A sun-filled home features seven rooms, including 2 bedrooms, 2 full bathrooms, 1 half bath, a

    Scott Nardozzi Cavanaugh & Company LLC

    25 Sunset Rd Unit 7, Old Saybrook, CT 06475
  • /14

    $329,000

    • Land
    • 13,503 Sq Ft
    • $1,061,290 per Acre

    124 Old Boston Post Rd, Old Saybrook, CT 06475

    Considering a new build now or in the future? Can't find, "just the right property?" It's time to secure this very special location. Welcome to 124 Old Boston Post Road, an incredible .31 acre building lot in the heart of downtown Old Saybrook. Walk to the Acton Library, Trask Park tennis/pickleball and splash pad and a half mile to Main Street restaurants, shops, town offices and schools. Enjoy

    Nancy Mesham Coldwell Banker Realty

    124 Old Boston Post Rd, Old Saybrook, CT 06475
  • /29

    $625,000

    • 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. Could potentially accommodate an in-law use with the second kitchen.

    Rick Allen William Raveis Real Estate

    49 River St, Old Saybrook, CT 06475
  • /40

    $559,000 Open Sat 12PM - 2PM

    • 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
  • /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
  • /40

    $795,000 Open Sat 11AM - 1:30PM

    • 2 Beds
    • 2 Baths
    • 1,720 Sq Ft

    46 Lynde St, Old Saybrook, CT 06475

    46 Lynde St, Old Saybrook - Spacious In-Town Living with Stunning New Kitchen & Accessible Primary Suite! 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 open views

    Stephano Stravoravdis Real Broker CT, LLC

    46 Lynde 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
  • /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
  • /5

    $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.

    Ron Lyman Lyman Real Estate

    1333 Boston Post Rd Unit 1, 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
  • /25

    $650,000

    • 2 Beds
    • 2.5 Baths
    • 1,565 Sq Ft

    100 Dudley Ave Unit H42, Old Saybrook, CT 06475

    Coastal elegance meets low-maintenance living in this beautifully appointed townhouse-style 2 bedroom condominium, ideally situated within walking distance of charming downtown Old Saybrook. Located at Sheltered Cove, a coveted community, step inside an open concept floor plan with a living room showcasing custom cabinetry, fireplace and serene views of the tidal marsh that invite the outdoors

    Kirsten Adams William Pitt Sotheby's Int'l

    100 Dudley Ave Unit H42, Old Saybrook, CT 06475
  • /15

    $551,000

    • 3 Beds
    • 3 Baths
    • 2,830 Sq Ft

    6 Watch Hill Rd, Old Saybrook, CT 06475

    Attention Investors and Motivated Home Buyers. Welcome to 6 Watch Hill. Home offers eclectic feel. New owner will build off of this design. Home boast beautiful views and you can not help but to feel peace as you appreciate all the nature around you. Great stand alone garage with wonderful workspace on 2nd level. Sale is subject to probate approval.

    Tony Martin Home Pro Real Estate

    6 Watch Hill Rd, 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 $1,035,535.
How many homes have sold over the last 12 months in Old Saybrook, CT?
139 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 $775,000. If you put a 20% down payment of $155,000 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $3,840 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $165K 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
$722,500
Median Single Family Sale Price
$799,900
Median Townhouse Sale Price
$540,000
Median 2 Bedroom Sale Price
$567,500
Median 1 Bedroom Sale Price
$215,000
Average Price Per Sq Ft
$516
Number of Homes for Sale
29
Last 12 months Home Sales
139
Months of Supply
2.50
Median List Price
$775,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
4%
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