Waterfront homes for sale & real estate in Old Saybrook, CT

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ABOUT THIS HOME
Waterfront Home for sale in Old Saybrook, CT:
Impeccably Renovated Waterfront Condominium in Coveted Sheltered Cove! Welcome to this beautifully renovated, turn-key condominium in the highly sought-after Sheltered Cove community of Old Saybrook. Every detail has been thoughtfully updated, blending modern comfort with timeless coastal charm. Step into a bright, open-concept kitchen featuring sleek stainless steel appliances, abundant storage, and a seamless flow to the dining and living areas-perfect for entertaining or simply relaxing while taking in breathtaking views of the Connecticut River, marsh, and passing boats. Wake each morning to spectacular sunrises and unwind with stunning sunsets from the comfort of your home. Upstairs,

$735,000

2 beds2.5 baths2,310 sq ft

100 Dudley Ave Unit D20, Old Saybrook, CT 06475

$667 HOA • Garage • Pool

NEW CONSTRUCTION

ABOUT THIS HOME
Waterfront Home for sale in Old Saybrook, CT:
No Flood Insurance Required! Built in 2025, this brand-new Old Saybrook Colonial blends architectural elegance, energy efficiency, and modern coastal living all outside the flood zone. Just moments from Town Beach, Fenwick Golf Course, Saybrook Point Marina, and downtown Main Street, this location offers the perfect balance of convenience and serenity. Inside, sun-filled red oak floors, impact-rated windows, and arched transitions define a timeless open floor plan. The chef's kitchen impresses with a 6-burner gas range, Carrera marble waterfall island, walk-in pantry, and custom cabinetry. Sliding doors open to a spacious Azek deck with unobstructed marsh and water views of Hagar Creek and

$1,298,989

3 beds2.5 baths2,236 sq ft

26 Meadowood Ln, Old Saybrook, CT 06475

Custom colonial • Open-concept design • Water views

ABOUT THIS HOME
Waterfront Home for sale in Old Saybrook, CT:
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 cab

$1,045,000

2 beds2 baths1,952 sq ft

24 Seabreeze Rd, Old Saybrook, CT 06475

Huge bonus room • Thermopane windows • Vinyl siding

ABOUT THIS HOME
Waterfront Home for sale in Old Saybrook, CT:
Beautiful Condominium offered in Sheltered Cove. Set within the serene, meticulously maintained grounds of Sheltered Cove, this charming two-story condominium offers a rare chance to enjoy North Cove and the Connecticut River. Expansive lawns, picturesque views and tranquil surroundings create a setting that feels both private and welcoming. Residents enjoy a newly remodeled swimming pool, clubhouse, and ample guest parking. Located on the southern end of the association, along the estuary, this lovingly kept home features a kitchen that opens seamlessly to the dining area and a warm, light living room with a wood-burning fireplace framed by custom-built-in cabinets. A large glass slider wi

$639,000

2 beds2.5 baths1,920 sq ft

100 Dudley Ave Unit H43, Old Saybrook, CT 06475

$667 HOA • Garage • Pool

VIDEO TOUR

ABOUT THIS HOME
Waterfront Home for sale in Old Saybrook, CT:
An EXTRAORDINARY MODERN MASTERPIECE: Inspired by renowned architect Frank Lloyd Wright, sited to take full advantage of an exceptional, private 1.6 acre waterfront location overlooking North Cove and the CT River, and constructed with meticulous care and the best of the best curated materials, 20 Saltus Drive offers a luxurious, comfortable lifestyle with panoramic water views from almost every room. Perfect for entertaining, the great room (30' x 40') has soaring ceilings, a remarkable, double sided stone FP and a window wall creating a continuous expanse of glass facing picture perfect water views. Glass pocket doors open to the DR which flows into the impressive kitchen with table &

$9,850,000

5 beds7.5 baths9,481 sq ft

20 Saltus Dr, Old Saybrook, CT 06475

1.6 acre lot • 4 garage spots • Pool

Property at 174 Nehantic Trl, Old Saybrook, CT 06475, 1 bed, 1 bath

$1,190,000

1 bed1 bath578 sq ft

174 Nehantic Trl, Old Saybrook, CT 06475

Property at 96 Ayers Point Rd, Old Saybrook, CT 06475, 4 beds, 3 baths

$1,095,000

4 beds3 baths4,109 sq ft

96 Ayers Point Rd, Old Saybrook, CT 06475

Property at 41 Watrous Point Rd, Old Saybrook, CT 06475, 6 beds, 4.5 baths

$4,250,000

6 beds4.5 baths5,536 sq ft

41 Watrous Point Rd, Old Saybrook, CT 06475

Property at 23 Briarwood Dr, Old Saybrook, CT 06475, 3 beds, 2 baths

$975,000

3 beds2 baths2,000 sq ft

23 Briarwood Dr, Old Saybrook, CT 06475

Property at 175 N Cove Rd, Old Saybrook, CT 06475, 4 beds, 4.5 baths

$3,750,000

4 beds4.5 baths3,518 sq ft

175 N Cove Rd, Old Saybrook, CT 06475

Property at 12 Rocky Point Rd, Old Saybrook, CT 06475, 4 beds, 4.5 baths

$6,400,000

4 beds4.5 baths5,651 sq ft

12 Rocky Point Rd, Old Saybrook, CT 06475

Property at 118 Sandy Point Rd #118, Old Saybrook, CT 06475, 2 beds, 1.5 baths

$519,000

2 beds1.5 baths1,557 sq ft

118 Sandy Point Rd #118, Old Saybrook, CT 06475

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ABOUT THIS HOME
Waterfront Home for sale in Old Saybrook, CT:
Set in the heart of Centerbrook Village, this 1917 Colonial captures the timeless charm of Essex with all the right updates in place. Thoughtfully redesigned by Nautilus Architects, the kitchen blends classic craftsmanship with modern function - complemented by refinished hardwood floors, updated systems, and a new matched central air system with upgraded condenser and coil. Upstairs, the reimagined primary suite now includes a full ensuite bath and custom closet configuration, creating a true retreat. Recent 2024 improvements include a new roof, renovated bath, AC system replacement, fresh paint, and upgraded trim throughout. Outside, the half-acre lot offers space to unwind with a fenced

$800,000

3 beds2.5 baths1,863 sq ft

126 Main St, Centerbrook, CT 06409

0.49 acre lot • Garage • Car-dependent

ABOUT THIS HOME
Waterfront Home for sale in Old Saybrook, CT:
The Parker Bull House, circa 1754, is one of the oldest historic homes in Essex. Located in Ivoryton overlooking the Falls River, this stately home is a unique blend of original antique features with updated modern amenities. The large sunny kitchen has granite countertops and stainless-steel appliances, hardwood floors, and is adjacent to a spacious pantry/laundry room, heated sunroom, and a covered porch. The living room has a large fireplace and antique wide board floors, leading to a formal dining room with another fireplace and beehive oven. A parlor serves as a comfortable family room, and there is also a powder room on the first floor. Upstairs, the primary bedroom includes a wood-fl

$824,900

3 beds2.5 baths2,456 sq ft

45 Main St, Essex, CT 06442

1.61 acre lot • Somewhat walkable

ABOUT THIS HOME
Waterfront Home for sale in Old Saybrook, CT:
Custom-Built Waterfront Home in Coveted Lake Louise Neighborhood Welcome to this stunning custom-built home located in the highly desirable Lake Louise community, offering beautiful water views and 1/3 ownership of the lake. Enjoy peaceful waterfront living with private access for kayaking, canoeing, and more. Step inside to find gleaming hardwood floors throughout the main level and an open dining layout ideal for everyday lving and entertain. This thoughtfully designed home features 2 luxurious 1st Flr primary ensuites each with walk in closets and custom bathrooms. 1 suite offers direct access to deck via elegant French doors w/ serene lake views from BR. Expansive DR w/ fireplace is per

$999,999

5 beds5 baths5,028 sq ft

1 Lake Louise Dr, Westbrook, CT 06498

5.99 acre lot • 2 garage spots • Pool

ABOUT THIS HOME
Waterfront Home for sale in Old Saybrook, CT:
Extraordinary opportunity to own direct waterfront home with permitted dock and private tidal beach. Breathtaking panoramic views of South Cove and seamless access to the CT River. Enjoy daily views of Essex Village and surrounding marinas. Elegant, entertainment ready home offers over 4100 sq. ft of living space that does not include partially finished, walkout lower level. Oversized windows and doors fill the home with natural light and frame the stunning water vistas from nearly every room. Updated gourmet kitchen features rich mahogany and granite countertops; a chef's Thermador range, and cozy breakfast nook complete with built-in desk. Entertain in style in the generous living room wi

$1,995,000

4 beds3.5 baths4,162 sq ft

20 Hemlock Dr, Essex, CT 06426

0.3 acre lot • 2 garage spots • Car-dependent

VIDEO TOUR

ABOUT THIS HOME
Waterfront Home for sale in Old Saybrook, CT:
This remarkable example of contemporary design with over 175' of LI Sound frontage and 25' ceilings makes you feel you are aboard ship from the moment you step inside. All white w/ clean simple lines, a commanding 2 story wall of glass showcases this beautiful direct waterfront setting in a way not possible with most traditional coastline homes. Display substantial art & furnishings in a whole new way, viewed from the vantage point of a central suspended staircase that seems to float from one level to another. The main level has a wonderful open flow, full of light & provides a comfortable alternate primary BR & bath option should you need it. The gleaming completely new k

$3,575,000

4 beds5 baths4,747 sq ft

166 Fiske Ln, Westbrook, CT 06498

1.9 acre lot • 2 garage spots • Car-dependent

VIDEO TOUR

ABOUT THIS HOME
Waterfront Home for sale in Old Saybrook, CT:
Introducing The Marsh House. .. a remarkable waterfront Village estate that incorporates a Main residence, sited at 1 Neck Road. .. originally a sheep barn constructed entirely of stone in 1912, and subsequently renovated with stunning architectural detail including massive floor to ceiling, multi-paned arched windows, beautiful slate roofing and lush, professionally landscaped grounds punctuated by mature gardens and specimen trees, a tennis court and sparkling pool surrounded by naturalistic plantings. Each room of this incredible residence has its own personality, both formal and informal, incorporating soaring ceilings and filled with natural light. Across the generous lower motor court

$2,800,000

4 beds3.5 baths6,742 sq ft

1 & 3 Neck Rd, Old Lyme, CT 06371

14.6 acre lot • 2 garage spots • Pool

Property at 9 Longacre Ln, Old Lyme, CT 06371

$395,000

— beds— baths— sq ft

9 Longacre Ln, Old Lyme, CT 06371

Waterfront Homes for Sale in Old Saybrook

There are currently 12 waterfront homes for sale in Old Saybrook at a median listing price of $857K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Old Saybrook stay on the market for 77 days and receive 1 offers. This map is refreshed with the newest listings in Old Saybrook every 15 minutes.

In the past month, 13 homes have been sold in Old Saybrook. In addition to houses in Old Saybrook, there were also 6 condos, 0 townhouses, and 1 multi-family unit for sale in Old Saybrook last month. Find your dream home in Old Saybrook using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Old Saybrook are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Old Saybrook. If you're looking to sell your home in the Old Saybrook area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Old Saybrook with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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