Waterfront homes for sale & real estate in Madison, CT

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ABOUT THIS HOME
Waterfront Home for sale in Madison, CT:
Enjoy the best the shoreline has to offer in this charming seasonal summer cottage. Bring your swimsuits, sunscreen, and a book. .. and move right into this furnished, turnkey summer house. One of the largest cottages, this home has central air, 2-3 parking spaces, and a lovely lot. Sun-filled, airy, and spacious, with a large kitchen and dining room, a generous living room, and 2 additional rooms. Listed as a 1-bedroom, but could easily be used as 2 bedrooms, or 1 bedroom and a flex room. The half bath even has an all-in-one washer/dryer unit. You'll love the outdoor shower, fresh air, under the stars, no sand in the house. Outside is a large storage shed and a screened gazebo, perfect for

$210,000

1 bed0.5 baths732 sq ft

40 East St, Madison, CT 06443

Large kitchen • Dining room • Generous living room

COMING SOON

ABOUT THIS HOME
Waterfront Home for sale in Madison, CT:
Some properties are defined by the house that sits on them. Others are defined by the land itself. .. by history, landscape and a sense of beauty that simply cannot be created. This is such a place. Owned and farmed by the same family for 200 years, this remarkable 16 Acre piece sitting on the Hammonassett River is the last piece of the original farm to be sold. With over 1500 ft. bordering the river, the property unfolds across open hay fields, tidal marshes and expansive river views. The landscape changes with the seasons and the light, grasses moving with the wind and water reflecting the ever changing sky. .. a landscape that is both bucolic and breathtaking. This is an exceptional sett

$5,000,000

3 beds3 baths3,109 sq ft

Undisclosed address, Madison, CT 06443

Hammonassett river • Open hay fields • Tidal marshes

ABOUT THIS HOME
Waterfront Home for sale in Madison, CT:
Highly sought after and rarely available-until now! 89-2 Cottage Road is the seasonal Madison cottage you'll want to run toward. Proudly part of the historic Little Colony community settled by veterans just after World War II, this lovely abode offers two bedrooms and a thoughtfully renovated full bath. The heart of the home is a generous, open-concept living space featuring a beautifully updated kitchen with granite countertops and a center island with a waterfall edge. Outfitted with newer appliances, new flooring throughout, and professional landscaping outside, each upgrade was carefully chosen to cultivate a beautiful yet serene space-easy to maintain, even easier to enjoy! Plus, the f

$335,000

2 beds1 bath764 sq ft

89-2 Cottage Rd, Madison, CT 06443

Full basement • Updated kitchen • 2,178 sq ft lot

ABOUT THIS HOME
Waterfront Home for sale in Madison, CT:
Give away the leaf blower and the yard tools (or sell, whichever you prefer) and get ready to enjoy life on a peaceful cul-de-sac in Madison's highly desirable Strathmore Farms community with natural gas and city water, 3 Longview Terrace is an exceptional stand-alone condominium home that captures the essence of luxurious coastal living. Recent updates to this home include the furnace and roof, both new in 2025. This thoughtful 3-bedroom Colonial seamlessly blends elegance and comfort, offering a flowing first-floor layout that includes a formal dining room, a living room, an eat-in kitchen that opens to a family room with a fireplace as a focal point, and rounded out with a dedicated home

$925,000

3 beds3.5 baths3,734 sq ft

3 Longview Ter #3, Madison, CT 06443

Formal dining room • First-floor layout • Eat-in kitchen

ABOUT THIS HOME
Waterfront Home for sale in Madison, CT:
With a new roof in process, 32 North Street is calling you home! Set on one of the largest lots in Dud's Village, this lovely cottage is the idyllic seasonal abode. Equipped with 2 bedrooms, 1 full bath, and an outdoor shower, you will surely enjoy your summers along the Madison shoreline here. The recently refreshed kitchen and fresh coat of paint throughout will undoubtedly delight. And let's not forget the new floors in the kitchen and living room. The enclosed front porch is simply charming offering additional living space and featuring daybeds for cool summer sleepovers. Outside is an entertainer's paradise - a desirable corner lot with the oversized deck and enough yard space to host

$149,900

2 beds1 bath592 sq ft

32 North St, Madison, CT 06443

2,178 sq ft lot • Built 1960 • Listed 121 days

Property at 92 Fourth Ave, Madison, CT 06443, 2 beds, 1 bath

$142,900

2 beds1 bath396 sq ft

92 Fourth Ave, Madison, CT 06443

Property at 441 Opening Hill Rd, Madison, CT 06443, 4 beds, 2 baths

$1,975,000

4 beds2 baths3,882 sq ft

441 Opening Hill Rd, Madison, CT 06443

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ABOUT THIS HOME
Waterfront Home for sale in Madison, CT:
Fantastic deal on a 46 foot slip at the beautiful Guilford Yacht Club. Motivated Seller! Gorgeous spot in a picturesque setting with stunning sunsets along the West River with immediate access to Long Island Sound. Cruise to many fun and exciting destinations such as Block Island, Mattituck, Greenport, Montauk, Sag Harbor, Newport, Martha's Vineyard and many more. The Thimble Islands are close by and GYC has a mooring designated for members use. Water and a large dock box for all your boating gear is included at the slip. Electric is available too. New docks were installed in 2012. There are amenities such as Har Tru tennis courts and heated pool and pool house with heads and showers. Dock

$14,900

— beds— baths776 sq ft

379 Whitfield St Unit CN1446, Guilford, CT 06437

New docks installed • 46 foot slip • Large dock box

COMING SOON

ABOUT THIS HOME
Waterfront Home for sale in Madison, CT:
13-Acre Secluded Country Oasis nestled in the beautiful Connecticut countryside, offering privacy and an extraordinary connection to nature. Set on a lovely pond with a dock ideal for kayaks, canoes or a rowboat, the property features a gorgeous waterfall cascading into the Ponset Brook. It is truly like living inside a postcard with nature and tranquility. The charming 8-room home features beautiful hardwood floors and inviting spaces throughout. A spectacular oversized office boasts a wall of windows overlooking the waterfall and a second wall lined with built-in bookcases-an inspiring setting for work, reading or simply enjoying the ever-changing beauty of nature. A portion of the home w

$840,000

2 beds2 baths2,454 sq ft

33 Little City Rd, Higganum, CT 06441

Lovely pond • Large barn • Gorgeous waterfall

3D & VIDEO TOUR

ABOUT THIS HOME
Waterfront Home for sale in Madison, CT:
Welcome to 12 River Colony Road, offering easy one-level living in a beautiful and convenient setting. This inviting home features a stunning high-end European-style kitchen with Bosch appliances, sleek cabinetry, and plenty of space for dining and entertaining. European-style windows and a new sliding door fill the home with natural light. Step outside to your private patio, perfect for entertaining, and enjoy the large courtyard and scenic marsh views that create a peaceful backdrop. Additional updates include a new roof, new washer and dryer, and a 2025 water heater. The home is serviced by public water, and additional storage is available above the garage, with garage space potentially

$340,000

2 beds1 bath894 sq ft

12 River Colony #12, Guilford, CT 06437

Scenic marsh views • New washer and dryer • Private patio

ABOUT THIS HOME
Waterfront Home for sale in Madison, CT:
House is being sold AS IS - Seller will allow inspections but for informational purposes only - Seller will not be responsible for any repairs. or upgrades DO NOT ENTER PRIVATE DRIVE - AGENT MUST accompany You - Private drive brings you to 2.9 beautiful acres. House is being sold AS IS, but the value is in the land. The property includes a raised ranch house, a two car garage and another out building, a wonderful pond with bridge. Location very convenient to Route 81. ALSO BEING SOLD AS LAND SEE MLS# 24189983 Here is a description of the Beauty of this place. All water tanks were replaced when we moved in (2007) including the well pump, expansion tank and septic pump. Roof was also new in 2

$575,000

3 beds2 baths1,143 sq ft

179 Route 81, Killingworth, CT 06419

Out building • Raised ranch house • Two car garage

FLOOR PLAN

ABOUT THIS HOME
Waterfront Home for sale in Madison, CT:
Coming soon. .. .. Historic Charm, Modern Living - On 3+ Acres in Guilford If you've been searching for something truly different, this is it. This beautifully crafted 1700s reproduction home sits on over three peaceful acres and stands alone as a property with no comparable in all of Guilford. Character abounds throughout - three fireplaces, including a stunning walk-in fireplace, give every room a sense of history and warmth. Over 3800 square foot of living space. The updated kitchen and refinished basement have been thoughtfully done, so the home is move-in ready while still feeling authentic to its roots. Three bedrooms on the second floor provide comfortable family living, and two add

$1,100,000

5 beds2.5 baths2,879 sq ft

1640 Little Meadow Rd, Guilford, CT 06437

Three fireplaces • Refinished basement • Pergola

ABOUT THIS HOME
Waterfront Home for sale in Madison, CT:
Welcome to your private coastal sanctuary in the prestigious Sachem Head area of Guilford. This 5,620 sqft estate is a masterclass in luxury living, set on 2.31 wooded waterfront acres. Come up the gated driveway and step inside to discover a home designed for ultimate leisure. The living room features a bespoke custom mural and a stunning aquarium, serving as a mesmerizing feature next to French doors leading to the patio. Entertain effortlessly in your private home theatre, escape to your sauna tucked under the stairs, cook in the gourmet Wolf kitchen, or retreat to the office, where a bookshelf conceals a secret closet. The outdoor experience is unmatched. The custom pool area, equipped

$2,650,000

4 beds4.5 baths5,620 sq ft

76 Sachem Head Rd, Guilford, CT 06437

Secret closet • Gourmet wolf kitchen • Bespoke custom mural

Property at 65 E Shore Dr, Higganum, CT 06441, 1 bed, 1 bath

$330,000

1 bed1 bath844 sq ft

65 E Shore Dr, Higganum, CT 06441

Property at 57 Faulkner Dr, Guilford, CT 06437, 3 beds, 2.5 baths

$3,300,000

3 beds2.5 baths2,891 sq ft

57 Faulkner Dr, Guilford, CT 06437

Property at 18 Birch Mill Rd, Killingworth, CT 06419, 4 beds, 2.5 baths

$2,195,000

4 beds2.5 baths3,700 sq ft

18 Birch Mill Rd, Killingworth, CT 06419

Property at 49 Hammock Rd, Clinton, CT 06413, 4 beds, 2.5 baths

$1,750,000

4 beds2.5 baths2,197 sq ft

49 Hammock Rd, Clinton, CT 06413

Property at 379 Whitfield St Unit AS2136, Guilford, CT 06437

$25,500

— beds— baths612 sq ft

379 Whitfield St Unit AS2136, Guilford, CT 06437

Property at 180 Green Hill Rd, Killingworth, CT 06419, 4 beds, 4 baths

$1,299,900

4 beds4 baths4,154 sq ft

180 Green Hill Rd, Killingworth, CT 06419

Property at 379 Whitfield St Unit BN1034, Guilford, CT 06437

$23,500

— beds— baths680 sq ft

379 Whitfield St Unit BN1034, Guilford, CT 06437

Property at 66 High St #38, Guilford, CT 06437, 3 beds, 3 baths

$2,995,000

3 beds3 baths2,983 sq ft

66 High St #38, Guilford, CT 06437

Property at 15 Baxter Rd, Clinton, CT 06413, 2 beds, 1 bath

$649,900

2 beds1 bath1,654 sq ft

15 Baxter Rd, Clinton, CT 06413

Property at 39 Vineyard Pl, Guilford, CT 06437, 6 beds, 5.5 baths

$5,950,000

6 beds5.5 baths6,603 sq ft

39 Vineyard Pl, Guilford, CT 06437

Property at 379 Whitfield St Unit BN2534, Guilford, CT 06437

$22,000

— beds— baths680 sq ft

379 Whitfield St Unit BN2534, Guilford, CT 06437

Property at 379 Whitfield St Unit BN334, Guilford, CT 06437

$21,000

— beds— baths680 sq ft

379 Whitfield St Unit BN334, Guilford, CT 06437

Property at Madison Rd, Durham, CT 06422

$65,000

Land6.39 acres (lot)

Madison Rd, Durham, CT 06422

Property at 51 Nod Pl, Clinton, CT 06413

$399,000

Land41.00 acres (lot)

51 Nod Pl, Clinton, CT 06413

Waterfront Homes for Sale in Madison

There are currently 7 waterfront homes for sale in Madison at a median listing price of $799K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Madison stay on the market for 49 days and receive 9 offers. This map is refreshed with the newest listings in Madison every 15 minutes.

In the past month, 28 homes have been sold in Madison. In addition to houses in Madison, there were also 20 condos, 0 townhouses, and 1 multi-family unit for sale in Madison last month. Find your dream home in Madison 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 Madison are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Madison. If you're looking to sell your home in the Madison area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Madison with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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