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Old Saybrook CT Real Estate & Homes for Sale

37 Properties Found

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$470,000

74 Chalker Beach Road Old Saybrook, CT 06475

MLS: 24096521 Photos
Beds:
2
Baths:
1.00
Sq.Ft.:
576
Status:
NEW LISTING
MLS#:
24096521
Type:
Single Family
Subdivision:
Chalker Beach
Lot size:
0.12 Acres
Year built:
1951
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Lyman Real Estate 860-887-5000
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ADDITIONAL INFORMATION

Welcome to this charming beach cottage located in sought after Chalker Beach. Renovated in 2022 with a new roof, windows, siding, deck, and an enclosed outdoor shower. In 2016 a WPCA compliant septic system was put in. This seasonal cottage, with views of the marsh, is also being sold fully furnished. There's nothing left to do here, but to move in and enjoy all that Chalker Beach has to offer. Access to a beautiful, sandy, private beach, a clubhouse, basketball court, kayaking, boating, and let's not forget the General Store, all just a short stroll away. Don't miss another summer at the beach.

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$499,000

49 Hartford Avenue Old Saybrook, CT 06475

MLS: 24093479 Photos
Beds:
1
Baths:
1.00
Sq.Ft.:
504
Status:
NEW LISTING
MLS#:
24093479
Type:
Single Family
Subdivision:
Saybrook Manor
Lot size:
0.18 Acres
Year built:
1950
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Berkshire Hathaway NE Prop. 860-388-3411
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ADDITIONAL INFORMATION

Welcome to your seaside escape! This cozy beach cottage sits on a rare double lot, offering abundant parking, a detached garage, and possibilities! The living area, kitchen and bedroom have hardwood floors and coastal charm! A short stroll down to the private beach association of Saybrook Manor. Whether you are seeking a year-round home or a seasonal getaway, the house/double lot offers opportunities. This cottage combines comfort and the best of shoreline living. Close to beaches, Main Street to enjoy the restaurants and shopping, Saybrook Point, golf and all amenities! Convenient to I95 and trains.

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$695,000

100 Sheffield Street Unit B4 Old Saybrook, CT 06475

MLS: 24095974 Photos
Beds:
2
Baths:
3.00
Sq.Ft.:
1,830
Status:
NEW LISTING
MLS#:
24095974
Type:
Condo
Subdivision:
N/A
Year built:
1976
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: William Pitt Sotheby's Int'l 860-767-7488
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ADDITIONAL INFORMATION

This creek/estuary facing unit at "The Cove" in the heart of Old Saybrook has been completely & tastefully remodeled! Enjoy shoreline living on North Cove within walking distance of North Cove Yacht Club as well as Main Street with it's restaurants, shops & of course the "Kate". It features water views of North Cove along with access to launch your kayak just outside your slider door! Amenities on the main level include the updated kitchen with quartz countertops, custom built cabinets & smart stainless steel appliances to include a gas range, connected dining room, living room featuring a gas burning fireplace, recessed lighting & walks-out via the slider to your covered deck & attached paver patio. Just beyond the patio & grass is the estuary with it's winding creek, ideal for kayaking & access to the cove. The lower level includes a nice sized family or media room with storage closets & separate utility/storage room. The upper sleeping quarter boasts a nicely appointed primary bedroom suite with full bath, dual closets, vaulted ceiling & veranda accessed by a slider overlooking the creek & cove. The second bedroom suite is also well appointed with a full bath & walk-in closet. There's also a dedicated laundry room with counter & cabinets on this level. Other amenities include a carport with attached shed for additional storage. Improvements & updates are numerous! Please see the attached update list. Furnishings are negotiable & kayak included. This is not to be missed!

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$949,900

27 Barnes Road Old Saybrook, CT 06475

MLS: 24095679 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
762
Status:
Active
MLS#:
24095679
Type:
Single Family
Subdivision:
Great Hammock
Lot size:
0.25 Acres
Year built:
1955
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Essentia Realty 860-384-7624
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ADDITIONAL INFORMATION

After being cherished by the same family for 70 years, this quintessential New England cottage ON THE WATER of Long Island Sound is ready for its next chapter. Located in the much sought after summer beach community of Great Hammock Beach, this property, situated on an oversized lot, offers direct access to fishing, swimming, kayaking and breathtaking sunset views from the deck. Inside, you'll find an open floor plan with rustic knotty pine paneling and the ability to comfortably sleep six. With your Association membership (recommended but not required), enjoy private access to a boat launch, community events, access to Great Hammock Beach, Big Beach, & Little Beach as well as trash pick-up. Enjoy swimming off the dock at high tide and peaceful strolls on the sandbars at low tide. Abundant wildlife (herons and egrets) and even osprey nests in the back marsh. Plus, a quick walk to nearby Harveys Beach. Looking for a day trip? Just a quick hop to the casinos, seaport, awesome shopping and dining. This is beach living at its best. Cozy cottage charm, multiple beach options, and endless outdoor activities. Beach-front bliss awaits! Schedule your private showing today. Being sold AS-IS. A rare shoreline opportunity!

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$1,145,000

1 Lighthouse Lane Old Saybrook, CT 06475

MLS: 24093509 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
3,286
Status:
Active
MLS#:
24093509
Type:
Single Family
Subdivision:
Saybrook Point
Lot size:
0.54 Acres
Year built:
1987
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Coldwell Banker Realty 860-633-3661
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ADDITIONAL INFORMATION

Set in coveted Saybrook Point, this Cape-style home blends coastal charm with thoughtful custom touches, offers stunning water views and is walkable to both the point and town center. A spacious (3200+ sq.ft) home, features include built-ins, cabinetry, crown moldings and bay windows framing views of South Cove from multiple rooms. Step outside to a stone patio set beneath a graceful pergola, with climbing vines and breathtaking water vistas, a truly serene retreat. The main level of this home boasts an expansive kitchen with custom cabinetry, granite counters, stone backsplash, upscale appliances. French doors lead to a light-filled, airy sunroom overlooking the water. The open concept dining and living areas feature bay windows, maximizing natural light. The cozy family room offers privacy with potential for a first-floor bedroom if desired. Upstairs are three bedrooms, plus a flex space perfect for an office, sleep or rec room. The primary ensuite includes a walk-in closet, a second closet, and large private bath. An additional full wall of closets flanks the upstairs hallway. Storage options abound. Among the homes many upgrades are NEW ROOF & GUTTERS (2017); NEW HVAC (2024); NEW LVP flooring-family room (2024); Pergola rebuilt (2024); Exterior painted (est.2018). A large level lot provides expansion potential. Add in-ground irrigation system, security system, natural gas, public water and a cul-de-sac location on South Cove. Coastal living at its finest!

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$830,000

45 Knollwood Drive Old Saybrook, CT 06475

MLS: 24093931 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,452
Status:
Active
MLS#:
24093931
Type:
Single Family
Subdivision:
Knollwood Beach
Lot size:
0.14 Acres
Year built:
1986
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: William Raveis Real Estate 860-388-3936
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ADDITIONAL INFORMATION

Just steps from the Knollwood Beach Association clubhouse, playground, and private beach, this beautifully updated raised ranch offers relaxed, coastal living in a peaceful environment. Inside, you'll find an open and airy main level, featuring a new kitchen with quartz counters, stainless GE appliances, and soft-close cabinetry, plus a dining area that opens to a deck - great for relaxing and talking with passers by. The main floor includes two bedrooms and a fully renovated bath. The finished ground floor level provides flexible space with a bedroom with a Murphy bed - ideal for a guest suite or home office a second full bath and laundry. The lower level also features a terrific beverage /food center with beverage cooler. New sliders open to the deck and partially-fenced back yard. Additional features include new central air, new heat system, newer windows and roof. This move-in ready home is an ideal year-round or a vacation home in one of Old Saybrook's most sought-after shoreline communities, with the beach and neighborhood amenities just around the corner. The clubhouse can be reserved by Knollwood residents for special events. The historic Fenwick golf course is just down the street as well as the Saybrook Point Inn and marina with live music year-round. The town center is nearby, known for its variety of restaurants and shops as well as the popular Katherine Hepburn Cultural Arts center. There are numerous events and parades throughout the year for all ages.

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$925,000

134 School House Road Old Saybrook, CT 06475

MLS: 24094378 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
4,559
Status:
Active
MLS#:
24094378
Type:
Single Family
Subdivision:
N/A
Lot size:
3.9 Acres
Year built:
1988
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: William Pitt Sotheby's Int'l 860-767-7488
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ADDITIONAL INFORMATION

A private estate minutes from the shore-welcome to 134 School House Road. Tucked away on a beautiful 3.4 acres, this 4,500 sq ft custom Colonial offers timeless elegance and unparalleled privacy in one of Old Saybrook's most coveted locations. A winding driveway leads you to a stately residence surrounded by nature. Inside, hardwood floors, three fireplaces, and formal living and dining spaces showcase craftsmanship rarely seen today. The gourmet kitchen, with butler's pantry, opens to a sunlit family room and expansive deck-perfect for seamless indoor/outdoor entertaining. Enjoy summer days in your private backyard featuring an in-ground pool, pool house with bath and potential kitchenette, and sweeping lawns. The second floor features a spacious primary suite, three additional bedrooms, and a full bath, with a fully finished third floor and partially finished walk-out lower level for added flexibility. A 2-car attached garage with loft, and a truly rare 4-stall horse barn complete this extraordinary property. Parcel is 3.4 acres (not 3.9); survey available upon request. Moments to town, beaches, and marinas this is luxury country living by the sea.

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$699,500

28 Cypress Road Old Saybrook, CT 06475

MLS: 24094439 Photos
Beds:
2
Baths:
1.00
Sq.Ft.:
1,070
Status:
Active
MLS#:
24094439
Type:
Single Family
Subdivision:
Knollwood Beach
Lot size:
0.09 Acres
Year built:
1960
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Coldwell Banker Realty 860-739-6277
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ADDITIONAL INFORMATION

Just in time to enjoy the beach life! Just a short walk to the private beach in Knollwood Beach Association, this charming 2 bedroom, ranch offers the perfect blend of seaside tranquility and convenient access to town amenities. The bathroom is currently being remodeled with marble flooring, subway tile all new fixtures. The interior features include hardwood floors, central air, ceiling fans, a fireplace, spacious kitchen, large four season sunroom with vaulted ceilings over looking the private backyard, deck and outbuilding. Enjoy association clubhouse, tennis/pickleball courts, basketball court and playground. Easy access to the beach, with breathtaking views of Long Island Sound. Nearby amenities including, golf, spa, shopping, fine dining, fishing and marinas. Commuting is a breeze with minutes to I-95, Route 9, and the train station. Halfway between Boston and NYC. Year-round vacation living with no flood insurance. Easy to Show!

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$3,995,000

175 N Cove Road Old Saybrook, CT 06475

MLS: 24090901 Photos

Open House:

Thursday, 5/22 3:00-5:00PM

More Open House Info >

Beds:
4
Baths:
5.00
Sq.Ft.:
3,518
Status:
Active
MLS#:
24090901
Type:
Single Family
Subdivision:
Saybrook Point
Lot size:
1.3 Acres
Year built:
1704
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Coldwell Banker Realty 860-767-2636
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ADDITIONAL INFORMATION

Every home tells a story and the often admired c.1704 Black Horse Tavern in historic North Cove is no exception. Located at the waters edge and offering expansive water views, this stunning private residence is rich in both local history and architectural detail. Meticulously curated to perfection, quality of craftsmanship is evident throughout. A warm and welcoming entry leads to elegant well-proportioned rooms, ideal for entertaining. The formal living room and dining room, each with their own fireplace, offers the perfect balance of relaxed & refined. The Chef's kitchen with a casual dining area centered around the fireplace is perfect everyday gatherings and the sunroom, with floor to ceiling windows, allows interior spaces to blend beautifully with the natural surroundings. The first floor primary suite serves as your own private sanctuary. The upper level features a second primary suite & two guest bedrooms...where every detail has been considered. Woven into this magical landscape is a lovely blue stone terrace, an in-ground pool & enchanting pool house, surrounded by colorful hydrangeas and stately trees that adorn the property. Recognized as a significant property by the National Register of Historic Homes, The Black Horse Tavern stands as a testament to the enduring legacy of North Cove. Whether you set sail from your own private dock, unwind by the pool, or simply savor the serenity of the cove, schedule your private showing today & embark on the journey of a life.

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$1,095,000

26 College Street Old Saybrook, CT 06475

MLS: 24093401 Photos
Beds:
5
Baths:
3.00
Sq.Ft.:
2,898
Status:
Active
MLS#:
24093401
Type:
Single Family
Subdivision:
Saybrook Point
Lot size:
0.75 Acres
Year built:
1929
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Coldwell Banker Realty 203-245-4700
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ADDITIONAL INFORMATION

Welcome to 26 College Street, a Nantucket-style haven nestled in the heart of historic Old Saybrook-a coastal village where charm meets convenience. With five spacious bedrooms and three full bathrooms, including a fully private in-law or au-pair suite, it's tailor-made for families or couples looking for multi-generational living, rental income, or a dedicated home office setup. Tucked between downtown Old Saybrook and scenic Saybrook Point, this home places you right in the middle of shoreline life-walk to shops, restaurants, marinas, and even the town's lighted pickleball courts. Whether you're strolling to the beach or heading out for a sunset bike ride, every day here feels like a vacation. The brand-new 20' x 20' garage, crafted by a top local builder, is EV-ready with a 100amp subpanel and also powers the included hot tub for year-round relaxation. Indoors, you'll love the gas fireplace, recent mechanical upgrades including a two-meter electrical service, new chimney flashing, and a high-capacity hot water heater-all making life here not just beautiful, but efficient.Nearly an acre of fully fenced-in grounds gives you room to spread out, garden, entertain, or just enjoy the peaceful sound of the koi pond. An outdoor shower and greenhouse complete this private backyard oasis. If you're looking for coastal charm, modern comfort, and the option of a legal accessory apartment, this rare Old Saybrook offering might just be your perfect next chapter.

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$399,000

3 4th Avenue Old Saybrook, CT 06475

MLS: 24093798 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
864
Status:
Active
MLS#:
24093798
Type:
Single Family
Subdivision:
Ferry Point
Lot size:
0.25 Acres
Year built:
1966
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Century 21 AllPoints Realty 860-263-2121
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ADDITIONAL INFORMATION

This home offers the one-level living you've been searching for! With a bit of repair work and thoughtful updates, you can transform this space into your perfect home. The property features a spacious backyard, complete with a generously sized outdoor shed for added storage and convenience. Close to marina, restaurants and highway access. Short drive to the beach!

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$859,900

24 Lynde Street Old Saybrook, CT 06475

MLS: 24092439 Photos
Beds:
4
Baths:
3.00
Sq.Ft.:
2,756
Status:
Active
MLS#:
24092439
Type:
Single Family
Subdivision:
N/A
Lot size:
0.53 Acres
Year built:
1900
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: For Sale By Owner Connecticut 860-605-0336
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ADDITIONAL INFORMATION

Come see this wonderful, in-town home, offered for sale for the first time in 30 years. This stunning home, on a lovely half-acre, has a blend of old & new with a gourmet kitchen featuring a wood pizza oven. Built in the 19th century, expanded in 2005, this home is a comfortable charming mix of antique & modern floor plans. Conveniently located just a short walk to town, train, grocery stores, pickleball, restaurants, elementary & middle schools, library & a short bike ride to town beach & Saybrook Point. Imagine yourself in your gourmet kitchen preparing homemade sourdough bread & delicious pizza in your own wood fired oven. You'll enjoy entertaining in your gourmet kitchen featuring Sub-Zero refrigerator/freezer, 48in GE Monogram dual-fuel oven, EarthStone wood fired oven. Family & friends will love to spend time with you in the great room/living room. The cozy den & large dining room with gas fireplaces, a half bath & an office complete the first floor. The private primary bedroom suite includes a sitting/exercise room, two walk-in closets, full bathroom with a shower and separate tub. Three bedrooms, full bathroom & laundry room round out the second floor. Enjoy the beauty of nature year round. In the summer, settle into a cozy seat surrounded by the perennial flowers of your bluestone patio. Relax and play under the cool canopy that shades the large verdant yard. In the winter, watch the birds enjoying the cover of the juniper trees. This home is a must see!

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$949,000

86 Chalker Beach Road Old Saybrook, CT 06475

MLS: 24092785 Photos

Open House:

Sunday, 5/25 12:00-2:00PM

More Open House Info >

Beds:
4
Baths:
2.00
Sq.Ft.:
2,249
Status:
Active
MLS#:
24092785
Type:
Single Family
Subdivision:
Chalker Beach
Lot size:
0.23 Acres
Year built:
1954
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: William Raveis Real Estate 860-388-3936
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ADDITIONAL INFORMATION

Year-Round Beach Living with Room to Spare! Welcome to 86 Chalker Beach Rd Do you need a year-round beach home with plenty of space? Look no further! Welcome to 86 Chalker Beach Rd-your gateway to coastal living in one of Old Saybrook's most vibrant beach communities. With nearly 2,300 square feet of living space, this rare find offers four spacious bedrooms and two full bathrooms, making it ideal for hosting family and friends. The first-floor primary suite features double walk-in closets and is conveniently located next to a full bath. The kitchen provides generous room to move and prep, with ample countertops for crafting your favorite meals. Thanks to the open-concept layout that seamlessly connects the kitchen, dining, and living areas-ensuring everyone stays connected whether you're cooking, dining, or relaxing. The true centerpiece of this home is the massive four-season sunroom with walls of windows and stunning marsh views-bringing the beauty of nature right into your living space. Upstairs, you'll be impressed by three additional well-sized bedrooms, each with ample storage, and a large full bathroom perfect for busy mornings or winding down in comfort. Additional features include a convenient first floor laundry, a mechanical closet, and garage access. Situated on a double lot adjacent to the beautifully maintained beach association clubhouse and recreational grounds, outdoor living and parking are not a concern-a rare luxury in beach communities!

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$849,500

78 Hartford Avenue Old Saybrook, CT 06475

MLS: 24091706 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
890
Status:
Active
MLS#:
24091706
Type:
Single Family
Subdivision:
N/A
Lot size:
0.13 Acres
Year built:
1930
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Century 21 AllPoints Realty 860-521-0021
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ADDITIONAL INFORMATION

Rare opportunity to own Waterfront property under 850k! This property features one level living at its finest with 3 beds, 1 bath, an open floor plan that shows off a living room with vaulted ceilings and fireplace, a kitchen with granite counters, a dining area, 1st floor laundry, and oversized windows showing off beautiful water views. The outdoor area is simply amazing with a private terrace, beach area and amazing waterfront views. Great proximity to Main St shops, restaurants, Fenwick Golf Course, and Saybrook Point. Schedule your showing today!

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$569,000

14 Denmore Lane Old Saybrook, CT 06475

MLS: 24092177 Photos
Beds:
3
Baths:
1.00
Sq.Ft.:
1,196
Status:
Active
MLS#:
24092177
Type:
Single Family
Subdivision:
N/A
Lot size:
0.54 Acres
Year built:
1950
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Complete Real Estate 860-665-1000
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ADDITIONAL INFORMATION

This beautifully revamped ranch style home provides a perfect blend of modern style and comfort. With 1,196 square feet of living space, this property boasts three spacious bedrooms and one full bathroom. The chef-inspired kitchen features sleek, new appliances, stylish cabinetry, and quartz countertops, ideal for both everyday meals and entertaining. The bright, airy living areas are enhanced with plenty of natural light in this single level living home. Situated in a desirable neighborhood in close proximity to the beach, this home is move-in ready and waiting for its new owners. Don't miss the opportunity because it won't last!

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$1,250,000

21 Wildwood Road Old Saybrook, CT 06475

MLS: 24090361 Photos
Beds:
3
Baths:
2.00
Sq.Ft.:
1,408
Status:
Active
MLS#:
24090361
Type:
Single Family
Subdivision:
Cornfield Point
Lot size:
0.9 Acres
Year built:
1953
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Coldwell Banker Realty 860-388-1100
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ADDITIONAL INFORMATION

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 garage, and a delightful seasonal sunroom that showcases magnificent marsh, water, and sunset views. Just steps away, you'll find Cornfield Point's private beach, clubhouse, and tennis courts, making every day feel like a vacation. Life at Cornfield Point is more than just a place to live - it's a lifestyle. This golf cart-friendly community offers a vibrant social calendar year-round, with activities for all ages. Summer days are spent launching small watercraft from the private boat launch, kayaking through peaceful marsh waters, or simply relaxing at the beach. For sports enthusiasts, private tennis and pickleball courts await, while nearby Fenwick Golf Course offers a scenic round by the shore. Delight in ice cream socials, Game Day fun or enjoy a fun activity at the Clubhouse playground. Beyond Cornfield Point, Old Saybrook boasts charming shops, exceptional dining, and cultural experiences at the renowned Katharine Hepburn Cultural Arts Center.

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$1,099,000

8 Cromwell Place Old Saybrook, CT 06475

MLS: 24090585 Photos

Open House:

Saturday, 5/24 12:00-2:00PM

More Open House Info >

Beds:
4
Baths:
3.00
Sq.Ft.:
3,730
Status:
Active
MLS#:
24090585
Type:
Single Family
Subdivision:
Saybrook Point
Lot size:
0.51 Acres
Year built:
1957
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Coldwell Banker Realty 203-245-4700
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ADDITIONAL INFORMATION

Location, Location, Location. Set in the coveted North Cove neighborhood, only a 2-minute walk away CT River meets the Long Island Sound, awaits an exceptional residence-no flood required. 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 opportunity to create a one-of-a-kind home-custom cherry kitchen cabinets, new appliances and island bar. 20ft Vaulted ceilings surround you as you stroll around flagstone fireplace. Step inside and be greeted by hardwood floors, high ceilings, and expansive windows artfully framing the natural beauty. This hidden gem boasts over 3700 square feet of living space, providing ample room for indoor and outdoor entertaining. The main level is 1955 sq ft, and the lower finished level is 1775 sq ft. Discover four generously sized bedrooms and 2.5 bathrooms. 2 bedrooms on the main living area and additional bedrooms on the lower level along with a full kitchen. Possible INLAW suite use. Embrace the unique charm of this prime location - a rare chance to own a piece of paradise, build tremendous equity in one of Old Saybrook's most desirable locations.

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$1,299,000

15 Buckingham Avenue Old Saybrook, CT 06475

MLS: 24088424 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,132
Status:
Active
MLS#:
24088424
Type:
Single Family
Subdivision:
N/A
Lot size:
0.11 Acres
Year built:
2007
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: William Pitt Sotheby's Int'l 860-767-7488
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ADDITIONAL INFORMATION

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 spacious living and dining areas are ideal for entertaining or simply enjoying the serene water views. The second floor features a secluded primary suite complete with a dedicated office space or sitting room providing the perfect retreat for work or relaxation. Two additional, privately situated, bedrooms are light and bright,. A third story walk up attic is convenient for retrieving stored belongings. Step outside to discover a thoughtfully landscaped oasis, complete with an outdoor shower to rinse off after a day at the beach and a charming patio for al fresco dining. The beachy flora and meticulous landscaping encapsulates the essence of seaside living, comes alive at night with thoughtful lighting. The property also includes a convenient large 1-car garage for parking, additional storage, and a workshop. The association includes a private beach and boat launch. This residence is more than just a home-it's a celebration of the coastal lifestyle, offering a daily retreat into the soothing rhythms of beach living in the Hammock Beach Community.

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$1,575,000

26 Meadowood Lane Old Saybrook, CT 06475

MLS: 24087397 Photos

Open House:

Sunday, 5/25 11:30-1:00PM

More Open House Info >

Beds:
3
Baths:
3.00
Sq.Ft.:
2,236
Status:
Active
MLS#:
24087397
Type:
Single Family
Subdivision:
N/A
Lot size:
1.1 Acres
Year built:
2025
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: William Raveis Real Estate 203-453-0391
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ADDITIONAL INFORMATION

Welcome to The Sunset House-a truly exceptional shoreline retreat where refined craftsmanship meets the natural beauty of Long Island Sound and Hagar Creek. Perfectly situated in a premier Old Saybrook location, this stunning new construction Colonial offers panoramic views while remaining outside the flood plain-a rare and valuable combination offering both luxury and peace of mind. Thoughtfully designed with a flowing open layout, this 3-bedroom, 2.5-bath home is filled with natural light and sophisticated coastal charm. Red oak hardwood floors run throughout, complemented by graceful archways that add architectural interest and warmth. At the heart of the home lies a chef's dream kitchen, featuring a striking marble waterfall Carrera island the spot for entertaining. The sun-drenched house provides passive solar. From the spacious kitchen to the private primary suite, nearly every room invites the outdoors in. The primary bedroom is a true sanctuary, complete with sliders to a peaceful private deck, walk-in closet, and a spa-inspired ensuite bath ideal with the shower having a full sheet of carrera marble porcelain for a seamless, high end finish. Every detail of this home reflects top-tier quality: insulated impact windows, propane fireplace, gas boiler, on-demand hot water. The exterior is wrapped in durable James Hardie siding and accented by exquisite Liberty ledge stone. Azek decking.

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$1,895,000

2 Old South Cove Road Old Saybrook, CT 06475

MLS: 24086895 Photos

Open House:

Saturday, 5/24 11:00-3:00PM

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Beds:
3
Baths:
4.00
Sq.Ft.:
2,500
Status:
Active
MLS#:
24086895
Type:
Single Family
Subdivision:
N/A
Lot size:
0.16 Acres
Year built:
2025
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Calcagni Real Estate 860-621-1821
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ADDITIONAL INFORMATION

An extremely rare opportunity to own Brand New Construction in the heart of the Coves, at Saybrook Point, where cutting-edge design meets coastal tranquility. Crafted in collaboration with Saybrook Home, this stunning home takes inspiration straight from the pages of a New York design magazine - and delivers a lifestyle as refined as it is rare. Soaring 9- to 22-foot ceilings flood every room with natural light. From the kitchen and second-floor living spaces, gaze out over South Cove and take in the serenity of water views from your own home. Designed for effortless entertaining and ultimate comfort, the home features a dramatic 22-foot custom fireplace, Integrated surround sound & music in every room, sleek wet bar for elevated hosting, multiple living spaces, perfect for guests or quiet evenings. Launch your kayak or paddleboard from the end of your street, or stroll to nearby restaurants, shops, and marinas. Ownership includes membership to the Saybrook Point Inn, offering full access to docks, two pools, spa, and fitness center. Every finish is intentional, every detail refined. Optional 1 or 2 stop elevator for seamless living, Bertazzoni appliance package, Two laundry rooms for smart functionality, Private guest quarters for visitors, heated floors, soaking tub, and curb-less shower in the spa-inspired primary bath, custom concrete sinks, curated textures, and top-tier American-made materials throughout.

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$899,900

10 Cottage Avenue Old Saybrook, CT 06475

MLS: 24086621 Photos
Beds:
3
Baths:
3.00
Sq.Ft.:
2,261
Status:
Active
MLS#:
24086621
Type:
Single Family
Subdivision:
N/A
Lot size:
0.21 Acres
Year built:
2006
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Coldwell Banker Realty 203-481-4571
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ADDITIONAL INFORMATION

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 and Eagles soaring overhead, while the Trex decking ensures hassle-free maintenance. Upon entering the home, you will be greeted by an expansive open floor plan that seamlessly integrates the kitchen, living room, and dining room, all featuring hardwood floors and a central island. This spacious layout provides ample room for entertaining. The residence comprises three bedrooms and three full bathrooms. The primary en suite is situated on the main level, while two generously sized bedrooms are located on the second floor, each serviced by a jack-and-jill bathroom. A third full bath and laundry room also off the main hallway. The attached two-car garage leads you to the basement, which provides ample storage space. The house was built on a concrete foundation above the FEMA flood plain. An outdoor shower is conveniently located outside the walkout basement door. Embark on an enchanting journey into the captivating town of Old Saybrook, renowned for its Katharine Hepburn Theater and its picturesque downtown Main Street.This charming thoroughfare is lined with an array of boutique shops

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$769,000

37 Woodland Drive Old Saybrook, CT 06475

MLS: 24085997 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
24085997
Type:
Single Family
Subdivision:
Knollwood Beach
Lot size:
0.33 Acres
Year built:
1945
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: Coldwell Banker Realty 203-245-4700
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ADDITIONAL INFORMATION

Welcome to Knollwood Beach Association, where charm, comfort, and nature meet in this beautifully updated year-round ranch-style home. Just two blocks from the sandy shores of Knollwood Beach, kayaking stands, tennis , pickleball and basketball courts, a playground, and the association clubhouse, this home is nestled along the Beamon Creek Estuary-a vital migratory stopover for birds that empties into the protected South Cove. Step inside and be welcomed by gleaming hardwood floors and an airy, open layout that stretches from the front of the house to the breathtaking 252-square-foot sunroom at the back. With floor-to-ceiling windows, the sunroom floods the home with natural light and offers tranquil tidal water views of the estuary, truly bringing the outdoors in. Designed for easy living, the home features two spacious bedrooms-one of which could easily be converted into two-a main floor laundry area, two full bathrooms, and a cozy gas fireplace. Step out onto the Trex deck or the outdoor patio for effortless indoor/outdoor entertaining in a peaceful, natural setting. Best of all, flood insurance is not required. Whether you're seeking a second home or a forever retreat, this property is full of potential and ready for you to make it your own. Low annual taxes of $5300 appx / association fee $400 appx annually includes trash pickup.

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$1,085,000

24 Seabreeze Road Old Saybrook, CT 06475

MLS: 24084826 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,952
Status:
Active
MLS#:
24084826
Type:
Single Family
Subdivision:
N/A
Lot size:
0.23 Acres
Year built:
1944
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: KW Legacy Partners 860-313-0700
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ADDITIONAL INFORMATION

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 welcomes you home with a wall of windows that flood the space with light and air; durable wood-look plank flooring offers easy maintenance. With vaulted ceilings, gas log fireplace, and ceramic tile flooring, your family room offers a cozy, inviting atmosphere. An immaculate updated kitchen with cherry cabinetry, breakfast bar island, stainless appliances, pantry, and granite counters is perfect for hosting. Spacious and light-filled, bedrooms feature updated carpeting and ample storage. A large driveway and detached garage provide plenty of off-street parking, while mature privacy hedging and greenspace creates an ideal space to relax with friends and family. Experience the incomparable quality of life Old Saybrook has to offer: blocks from the ocean, enjoy magnificent sunsets, local eateries, and beautiful nature preserves. With easy access to the train station for a quick commute into NYC, this home is perfect for year-round living, or seasonal enjoyment. Don't miss your opportunity to own this superlative one-level property; schedule your showing today!

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$450,000

254 Hidden Cove Road Unit 254 Old Saybrook, CT 06475

MLS: 24082351 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
1,557
Status:
Active
MLS#:
24082351
Type:
Condo
Subdivision:
N/A
Year built:
1977
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: William Pitt Sotheby's Int'l 860-767-7488
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ADDITIONAL INFORMATION

PRICED TO SELL! Nestled in the picturesque town of Old Saybrook, this two bedroom, one and a half bath townhouse provides a blend of comfort and leisure. Spanning 1,557sf of thoughtfully designed living space, this residence is perfect for those seeking a tranquil lifestyle by the shore. A community swimming pool is great on warm summer days. Stay Active with on-site tennis and pickleball courts, catering to both the casual player and the sports enthusiast. And beachside bliss is just a short distance away on a private beach for Summer Wood Condo residents only. You'll love the charm of Old Saybrook with its rich history, boutique shopping and dining options, all while being a stone's throw from the water's edge. Whether you're downsizing, seeking a vacation home or simply dreaming of a peaceful coastal lifestyle, this is a property that promises to fulfill your desires. Don't miss the opportunity to make this townhouse your own. This condo will be sold in "As Is" condition.

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$599,000

2 Whitney Avenue Old Saybrook, CT 06475

MLS: 24069136 Photos
Beds:
2
Baths:
2.00
Sq.Ft.:
920
Status:
Active
MLS#:
24069136
Type:
Single Family
Subdivision:
N/A
Lot size:
0.21 Acres
Year built:
1986
Contact:
Inquire About This Property, [email protected], 877-559-9633
Courtesy: eXp Realty 866-828-3951
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ADDITIONAL INFORMATION

Nestled in one of Old Saybrook's most coveted shoreline neighborhoods, this updated 2-bedroom, 2-bath home offers beachside living with year-round comfort. Just a short stroll to the water, this property combines coastal convenience with everyday practicality-featuring a spacious open layout, tile flooring throughout, and a bright kitchen with white cabinetry, granite countertops, and matching appliances. A sliding glass door leads to a generously sized enclosed porch-ideal for morning coffee or evening hangs-while the cozy living area includes a brick fireplace for chilly nights. Both full bathrooms are updated, and the large windows bring in great natural light throughout. Whether you're hosting guests or simply enjoying a quiet beach day, parking is never an issue thanks to the plentiful off-street space. With the beach just steps away and close proximity to restaurants, shops, and Route 1, this location checks all the boxes for relaxed, year-round coastal living.

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Davis E. Owen, Sr., License REB.0754414, Xome CT LLC, License REB.0790146 , [email protected], 844-400-XOME (9663), 2083 Main Street, Stratford, CT 06615


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Old Saybrook Real Estate

Old Saybrook is located in Connecticut. Old Saybrook, Connecticut has a population of 10,506. Old Saybrook is less family-centric than the surrounding county with 21.55% of the households containing married families with children. The county average for households married with children is 27.85%.

The median household income in Old Saybrook, Connecticut is $95,795. The median household income for the surrounding county is $90,833 compared to the national median of $69,021. The median age of people living in Old Saybrook is 56.1 years.

Old Saybrook Weather

The average high temperature in July is 79.7 degrees, with an average low temperature in January of 22.7 degrees. The average rainfall is approximately 47.8 inches per year, with 25.9 inches of snow per year.

Old Saybrook Map

Old Saybrook Real Estate Market Conditions

  • Median sales price

    $648,000
    13.4%
    change since last quarter

  • # Active listings

    51
    30-day change

Old Saybrook Schools and Demographics

Education near Old Saybrook, CT

City County
High School Graduates 95.55 94.99
College Degree - 2 year 8.7 9.43
College Degree - 4 year 51.38 43.62
Graduate Degree 18.36 14.16
Expenditures per Student 25,271 25,271
Students per Teacher 11.5 11.5

Elementary Schools near Old Saybrook, CT

Grades Students P/T Ratio ZIP
Daisy Ingraham School PK - 04 271 9.2 06498
Deep River Elementary School KG - 06 312 11 06417
Essex Elementary School PK - 06 451 10.6 06409
Kathleen E. Goodwin School PK - 05 417 9.8 06475
Lyme Consolidated School KG - 05 214 12 06371
Mile Creek School KG - 04 221 10.5 06371

Middle Schools near Old Saybrook, CT

Grades Students P/T Ratio ZIP
Center School 05 - 05 127 11.9 06371
Dual Language Arts Academy/Academia Bilingue DE Las Artes 06 - 08 138 11.9 06371
John Winthrop Middle School 07 - 08 332 10.7 06417
Lyme-Old Lyme Middle School 06 - 08 352 11.5 06371
Old Saybrook Middle School 04 - 08 531 11.2 06475
Westbrook Middle School 05 - 08 236 7.6 06498

High Schools near Old Saybrook, CT

Grades Students P/T Ratio ZIP
Lyme-Old Lyme High School 09 - 12 437 10.2 06371
Old Saybrook Senior High School 09 - 12 466 10.3 06475
Valley Regional High School 09 - 12 638 12.8 06417
Westbrook High School 09 - 12 294 8.3 06498

Ungraded Schools near Old Saybrook, CT

Grades Students P/T Ratio ZIP
Learn Special Education UG - UG 28 1.8 06371
River Valley Services UG - UG 0 06475

Demographics near Old Saybrook, CT

City County
Neighborhood Type Suburban
Population 10,506 164,568
Population Density 698 446
Median Age 56.1 45.9
People per Household 2.3 2.3
Median Household Income 95,795 90,833
Average Income per Capita 62,386 48,670

Real estate near Old Saybrook

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