6,488

Old Saybrook Homes

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  • /40

    $895,000

    • 3 Beds
    • 2.5 Baths
    • 2,424 Sq Ft

    11 Crest Rd, Old Saybrook, CT 06475

    Welcome to 11 Crest Road in beautiful Old Saybrook, Connecticut! This tastefully maintained 3-bedroom, 2.5- bathroom 'L' shape ranch sits on an impressive 2.2-acre lot and offers 2,424 square feet of spacious, single-level living. Home office can also be used as a 4th bedroom. Located in a quiet community, this home features a warm and inviting layout with a cozy living room, a sun-drenched

    Eric Ryalls William Pitt Sotheby's Int'l

    11 Crest Rd, Old Saybrook, CT 06475
  • /35

    $2,596 - $3,770 per month

    Saybrook Station Apartments

    1-2 Beds

    7 N Main St, Old Saybrook, CT 06475

    Located in Old Saybrook, with easy access to Main Street and Boston Post Road, Saybrook Station Apartments are just a quick jaunt to the train station, a four-minute drive to the historic Town Green, and minutes away from 1000 acres of coastal forest at The Preserve. Not to mention, all of the shopping, dining, and entertainment that nearby New Haven has to offer. Picture coming home every day to

    7 N Main St, Old Saybrook, CT 06475
  • 367 Main St Unit 15, Old Saybrook, CT 06475

    $735,000 Sold Apr 30, 2025

    • 1,558 Sq Ft
    • $472/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    367 Main St Unit 15, Old Saybrook, CT 06475

    WOW! A free-standing condo like you've never seen before! This fully renovated 3-bedroom home is one of the largest in the complex, offering nearly 1,600 sq. ft. of stunning living space. Natural light floods this home, creating an inviting and airy atmosphere the moment you walk in. The oversized great room boasts soaring ceilings, gleaming hardwood floors, and a cozy gas fireplace. Flowing

    Susan Santoro William Pitt Sotheby's Int'l

    367 Main St Unit 15, Old Saybrook, CT 06475
  • /37

    $1,189,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,730 Sq Ft

    8 Cromwell Place, Old Saybrook, CT 06475

    Location, Location, Location. Set in the coveted North Cove neighborhood,CT River meets the Long Island Sound, awaits an exceptional residence. Mature gardens and stunning trees welcome you.Your backyard faces a beautiful park. Just a few steps away lies the Saybrook Point Marina and Health Club. This one-of-a-kind MIDCENTURY MODERN HOME is custom-built thoughtfully constructed in 1957, is an

    Roxanne Quinn Coldwell Banker Realty

    8 Cromwell Place, Old Saybrook, CT 06475
  • /16

    $3,000 per month

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • House for Rent

    1 Cedarwood Ln, Old Saybrook, CT 06475

    Beautifully redone ranch in the sought after Cornfield Point neighborhood on a fantastic corner lot. Completely renovated kitchen with ceramic floors, refurbished cabinets, and fresh paint throughout. 3 Bedrooms, two full baths and a large finished basement this property also comes with a 1 car attached garage. Enjoy the private beach association of the Cornfield Point Association while still

    Jack Pandolfe Coldwell Banker Realty

    1 Cedarwood Ln, Old Saybrook, CT 06475
  • 11 Coulter St Unit 3, Old Saybrook, CT 06475

    $550,000 Sold Apr 29, 2025

    • 1,394 Sq Ft
    • $395/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    11 Coulter St Unit 3, Old Saybrook, CT 06475

    Welcome to 11 Coulter Street, Unit #3-a beautifully maintained 2-bedroom, 2-bathroom condo in the highly sought-after Chatham Condominiums community. Just one block from Main Street, this 1,394 sq. ft. single-level home offers the perfect blend of convenience, comfort, and coastal charm. Step inside to discover a bright and airy living room with a vaulted ceiling and skylights, filling the space

    Shane Burlinson RE/Max Experience, LLC

    11 Coulter St Unit 3, Old Saybrook, CT 06475
  • /40

    $1,299,000

    • 3 Beds
    • 3 Baths
    • 2,132 Sq Ft

    15 Buckingham Ave, Old Saybrook, CT 06475

    Experience the epitome of coastal living in this stunning Hammock Beach Community residence, offering year-round water views and exclusive access to a private beach, just a short walk away. The first floor is an open and airy sanctuary, with sliders opening onto an expansive deck that invites the outside in and provides a seamless flow for indoor-outdoor living. The well-appointed kitchen and

    Colette Harron William Pitt Sotheby's Int'l

    15 Buckingham Ave, Old Saybrook, CT 06475
  • /35

    $3,265 - $3,500 per month

    Hanford Commons

    2 Beds

    99 Lynde St, Old Saybrook, CT 06475

    Welcome to Hanford Commons – The Definition of LuxuryDiscover modern living at its finest with our brand-new apartments in the picturesque town of Old Saybrook. Hanford Commons perfectly blends style, convenience, and comfort, offering you a home that exceeds expectations. Each thoughtfully designed unit features stainless steel appliances, an in-unit washer and dryer, central heating and

    99 Lynde St, Old Saybrook, CT 06475
  • /16

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    49 Atlantic Dr, Old Saybrook, CT 06475

    Don't miss this incredible opportunity to enjoy coastal living in the sought-after Knollwood Beach community! This spacious, one-owner ranch sits on a double lot (0.25 acre) and offers fantastic potential for those looking to remodel and make it their own. Featuring an open-concept kitchen and dining area, a spacious living room with built-ins and a see-through gas fireplace, and a large

    Joel Lucas Coldwell Banker Realty

    49 Atlantic Dr, Old Saybrook, CT 06475
  • /23

    $849,000

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft

    16, 18 Bayberry Rd, Old Saybrook, CT 06475

    Welcome to The Knollwood Beach Association with this charming property that offers water views from a sun filled porch as your daily backdrop. This year round ranch is being sold with the adjacent lot and a septic system installed in 2022 that will service up to a 5 bedroom home. While the interior retains its original charm and awaits your personal touch, the true star of this home is its

    Cherie Suhie J.M. REALTY

    16, 18 Bayberry Rd, Old Saybrook, CT 06475
  • /40

    $3,500 per month

    • 3 Beds
    • 2.5 Baths
    • 2,568 Sq Ft
    • House for Rent

    76 Obed Heights, Old Saybrook, CT 06475

    For Rent with year's lease ... located in the lovely seaside town of Old Saybrook, follow quiet country road to this charming 3 bedroom colonial set on a picturesque 1.55 ac lot not far from two town beaches, amazing restaurants, small local shops, breweries, The Kate Theater along with close commuter roads and train station. This home offers a very popular floor plan --- front-to-back living

    Lisa Genovali REMAX Valley Shore

    76 Obed Heights, Old Saybrook, CT 06475
  • 14 Willard Avenue Extension, Old Saybrook, CT 06475

    $1,300,000 Sold Apr 24, 2025

    • 2,742 Sq Ft
    • $474/SF
    • 0 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2006

    14 Willard Avenue Extension, Old Saybrook, CT 06475

    Discover your dream home in North Cove! This stunning Colonial-style home, built in 2006, is in pristine condition and offers a perfect blend of comfort and elegance. The beautifully landscaped backyard features a gorgeous heated salt water in-ground pool, creating a private oasis for relaxation and entertaining. A sun-filled enclosed sunroom provides a serene space to enjoy the view year-round.

    Joel Lucas Coldwell Banker Realty

    14 Willard Avenue Extension, Old Saybrook, CT 06475
  • /40

    $899,900

    • 3 Beds
    • 3 Baths
    • 2,261 Sq Ft

    10 Cottage Ave, Old Saybrook, CT 06475

    Welcome to Bel Aire Manor Private Beach Association, where coastal living at its finest awaits you. Nestled within this idyllic sanctuary, this family residence is one of only 19 dwellings. As you approach the residence, you will observe the wrap-around front porch, an ideal spot to unwind and appreciate the picturesque beauty of the Connecticut shoreline. Keep an eye out for the majestic Osprey

    Joe Scarpellino Coldwell Banker Realty

    10 Cottage Ave, Old Saybrook, CT 06475
  • /20

    $16,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    2 Buckingham Ave, Old Saybrook, CT 06475

    Looking for that perfect seaside beach house for the family vacation this summer? Full month and 2 wk minimum stays available. Monthly rent prorated. Look at this sunny, roomy, and comfortable property in the Great Hammock Beach Association. The 4BR set up includes two en-suite bath primaries; one on each floor. Add a third BR with twin full-size beds and a fourth with bunk beds for 4. The house

    Tim Boyd William Pitt Sotheby's Int'l

    2 Buckingham Ave, Old Saybrook, CT 06475
  • /31

    $565,000 Pending

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

    46 Lynde St, Old Saybrook, CT 06475

    In town location. This 2 bedroom 2 bath ranch has a large level lot. It boasts a family room, living room with built in shelves and fireplace. Dining room and eat in kitchen. Hardwood floors in Living room, bedrooms and dining room. Walk to town, restaurants , Library and many other destinations. Shoreline living right in the center of town. This home is awaiting your personal touches.

    Paula Stuart Berkshire Hathaway NE Prop.

    46 Lynde St, Old Saybrook, CT 06475
  • /28

    $1,085,000

    • 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
  • /15

    $1,050 per month

    • 1 Bed
    • 1 Bath
    • 2,500 Sq Ft
    • House for Rent

    168 Cold Spring Dr, Westbrook, CT 06498

    This is for one bedroom and shared space for the common areas, including kitchen, bath, living room, deck and access to the in-ground pool. Rent includes electricity.

    John Zubretsky Century 21 AllPoints Realty

    168 Cold Spring Dr, Westbrook, CT 06498
  • 22 Gates Rd, Old Saybrook, CT 06475

    $676,100 Sold Apr 22, 2025

    • 1,020 Sq Ft
    • $663/SF
    • 3 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1948

    22 Gates Rd, Old Saybrook, CT 06475

    Get ready to embrace beachside living at Cornfield Point! Tune up your golf cart and explore the association's two beaches (one rocky and one sandy a few blocks away), tennis/pickleball courts, and clubhouse - all just a short distance from the house. Just six houses from the rocky shores of Long Island Sound, this charming beach home, loved by one family for over 60 years, offers a perfect blend

    Jamie Bell Berkshire Hathaway NE Prop.

    22 Gates Rd, Old Saybrook, CT 06475
  • /36

    $989,000 Open Sun 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    55 Town Beach Rd, Old Saybrook, CT 06475

    Just in Time for Summer! GORGEOUS, REBUILT 2018 & READY TO MOVE IN! Freshly painted 3 Bed/2 Bath, Cape in desirable Cornfield Point Beach. This year-round home is only 7 houses away from the beautiful sandy beaches. It boasts a large eat-in kitchen with stainless appliances, island and quartz countertops. The main floors have hardwood throughout along with 2 bedrooms and a full bath. The upstairs

    Stacey Hawes Coldwell Banker Realty

    55 Town Beach Rd, Old Saybrook, CT 06475
  • /22

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,358 Sq Ft
    • House for Rent

    28 Beach Rd W, Old Saybrook, CT 06475

    Amazing views every day at 28 Beach Rd West, Old Saybrook! This beautiful Academic Rental beach home has 3 bedrooms and 2 baths and is available for your enjoyment ... across the street from Chalker Beach with spectacular and unobstructed views of Long Island Sound. The open kitchen, dining and living room with a gas fireplace are the focal point of the home. The kitchen has gorgeous granite

    Terry McDonald McDonald Real Estate, LLC

    28 Beach Rd W, Old Saybrook, CT 06475
  • 16 Seagull Rd, Old Saybrook, CT 06475

    $875,000 Sold Apr 22, 2025

    • 1,026 Sq Ft
    • $853/SF
    • 0 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1960

    16 Seagull Rd, Old Saybrook, CT 06475

    Welcome to Knollwood Beach Association! This turn-key, ranch style home is light, bright and open with salt marsh views. Tastefully remodeled and upgraded with high end materials and workmanship. Custom bathrooms with a large walk in shower. Hardwood floors. Full dry basement with high ceilings. Smart features throughout. Oversized detached garage allows for parking and storage. Vinyl shingle

    Kate Lombardi Coccomo Real Estate LLC

    16 Seagull Rd, Old Saybrook, CT 06475
  • /18

    $889,900

    • 4 Beds
    • 2.5 Baths
    • 3,472 Sq Ft

    3 Town Beach Rd, Old Saybrook, CT 06475

    This is a single-family home. Enjoy your summers at Cornfield Point with large space for the family, plenty of parking and extra storage. Come home from a day at the beach and enjoy the wet bar and perhaps a barbeque on this property's huge deck. Your summers can be filled with boating, beaching, amazing sunsets, and fine dining at the many local restaurants. Don't miss your chance to live in

    George Agnelli Agnelli Real Estate

    3 Town Beach Rd, Old Saybrook, CT 06475
  • /32

    $3,500 per month

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Apartment for Rent

    725 Boston Post Rd, Old Saybrook, CT 06475

    Updated 4-Bedroom, 2-Bathroom Year-Round Rental in the Heart of Old Saybrook Enjoy the convenience of living just steps from downtown Old Saybrook, with easy access to restaurants, shops, and stunning beaches. This beautifully updated home features a newly renovated kitchen with an open-concept design, Corian countertops, stainless steel appliances, and a spacious island with additional seating.

    Nancy Potts Coldwell Banker Realty

    725 Boston Post Rd, Old Saybrook, CT 06475
  • 367 Main St Unit 11, Old Saybrook, CT 06475

    $555,000 Sold Apr 11, 2025

    • 1,042 Sq Ft
    • $533/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    367 Main St Unit 11, Old Saybrook, CT 06475

    This charming free-standing condo is perfectly situated just a short walk to the center of town. Offering a great layout with two bedrooms and two baths, it features an open spacious living room with cathedral ceiling and lots of natural light. The dining area has a large picture window with deep shelf and sliders open to a three-season sunroom and deck. The square footage does not include the

    Rose McWaid William Raveis Real Estate

    367 Main St Unit 11, Old Saybrook, CT 06475
  • /32

    $1,095,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,557 Sq Ft

    5 Cromwell Ct, Old Saybrook, CT 06475

    Welcome to the relaxed coastal lifestyle you've been dreaming of. Nestled in the prestigious North Cove community, this charming Cape Cod-style home offers comfort, space, and the perfect setting for a peaceful, yet active, life by the water. Built in 1966 and lovingly maintained this 2,600 square foot home is set on a beautifully landscaped .48-acre lot at the end of a quiet cul-de-sac, just a

    Joel Lucas Coldwell Banker Realty

    5 Cromwell Ct, Old Saybrook, CT 06475
  • /27

    $2,850 per month

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft
    • House for Rent

    9 Fenwood Ave, Old Saybrook, CT 06475

    FURNISHED YEAR ROUND RENTAL located in Fenwood Beach Association. Open concept living and dining room with a kitchen nook for easy living all in one space! Brand new flooring throughout the living space and bedrooms, with fresh paint on the walls. A large deck with sliders off of the dining room expands the space for outdoor enjoyment. Master bedroom is spacious with a queen bed set and full

    Kara Bell J.M. REALTY

    9 Fenwood Ave, Old Saybrook, CT 06475
  • 11 Chandler St, Old Saybrook, CT 06475

    $1,420,000 Sold Apr 11, 2025

    • 2,052 Sq Ft
    • $692/SF
    • 166 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2006

    11 Chandler St, Old Saybrook, CT 06475

    Welcome to your custom-built eco-friendly dream home nestled within the exclusive Chalker Beach Association, offering unparalleled vistas of the majestic Long Island Sound. Step into your 2000sqft. sanctuary, meticulously crafted to harmonize with its natural surroundings and cater to your every comfort. This enchanting abode boasts three spacious bedrooms and three full bathrooms, ensuring ample

    Alyssa Gambell William Raveis Real Estate

    11 Chandler St, Old Saybrook, CT 06475
  • /33

    $1,250,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,408 Sq Ft

    21 Wildwood Rd, Old Saybrook, CT 06475

    Imagine waking up to breathtaking marsh views and stunning sunsets from your very own slice of paradise in the highly desirable Cornfield Point waterfront community. This nearly 1-acre lot offers endless possibilities - whether you choose to expand, rebuild, or simply enjoy the charm of the existing 1,408 square foot home. The current residence features 3 bedrooms, 1.5 baths, a spacious 2-car

    Marc Delise Coldwell Banker Realty

    21 Wildwood Rd, Old Saybrook, CT 06475
  • /20

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 1,056 Sq Ft
    • House for Rent

    163 Ferry Rd, Old Saybrook, CT 06475

    Completely renovated! Upstairs Ranch-Style unit offers a rare opportunity for waterfront living, with views of the Ferry Landing Marina, Connecticut River, and Long Island Sound. Located directly across from the marina. Heat and water are included in this 2-bedroom, 1-bathroom home combines modern updates with an unbeatable location for boating, fishing, and outdoor enjoyment. The open-concept

    David Boudinot Berkshire Hathaway NE Prop.

    163 Ferry Rd, Old Saybrook, CT 06475
  • 3 W View Cir, Old Saybrook, CT 06475

    $710,000 Sold Apr 04, 2025

    • 1,672 Sq Ft
    • $425/SF
    • 29 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1960

    3 W View Cir, Old Saybrook, CT 06475

    Welcome to 3 West View Circle in Old Saybrook, a charming 3-bedroom, 1.5-bathroom ranch offering serene estuary and tidal marsh views. Nestled on a quiet cul-de-sac, this well-maintained home features an inviting living room with a cozy fireplace, seamlessly flowing into the dining area and kitchen, all with gleaming hardwood floors. The beautifully updated kitchen boasts quartz countertops, a

    Michael Hvizdo Coldwell Banker Realty

    3 W View Cir, Old Saybrook, CT 06475

Showing Results 1 - 40, Page 1 of 18

Home Trends in Old Saybrook, CT

Home Trends

Median Price (12 Mo)
$686,222
Median Single Family Price
$730,000
Median Townhouse Price
$722,450
Median 2 Bedroom Price
$556,000
Median 1 Bedroom Price
$225,000
Average Price Per Sq Ft
$480
Number of Homes for Sale
33
Last 12 months Home Sales
162
Months of Supply
2.40
Median List Price
$699,999
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
14%
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