Madison, CT Homes for Sale with Garage

One-of-a-kind home in a small, sought-after subdivision close to the heart of charming Madison, CT. This architecturally distinctive residence features soaring cathedral ceilings and skylights in the living room, vaulted ceilings in the dining room, and a striking shiplap ceiling in the expansive family room. Two wood-burning fireplaces create cozy focal points in both living and family rooms.

Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

The best of all worlds awaits in this year-round 5-bedroom, 3-bath home located on a private, quiet road across from the third hole of the Madison Country Club. Walk downtown or stroll to the beach to enjoy sandy shores and breathtaking sunsets. Perfect for entertaining, the layout features a bright living room that opens to the dining area. The galley-style kitchen, thoughtfully designed by

Sheila Tinn-Murphy Berkshire Hathaway NE Prop.

Unlike anything else on the market in Madison! This truly exceptional 2015 Colonial sits on a beautifully landscaped 1.41-acre lot featuring a resort-style infinity saltwater pool, fire pit, private association pond, dock and immaculate landscaping. Private, elegant, pristinely maintained, thoughtfully updated, in a highly desirable neighborhood AND just minutes to everything, this one is a WOW!

Phoebe Finch William Pitt Sotheby's Int'l

The 1779 Curtis Dudley center chimney cape w/extensive expansion & renovation is 2558 Sf of inviting & elegant spaces. Yesterday's charm & all the conveniences of today (new roof, central air conditioning, etc.) With wide plank Chestnut floors and 3 fireplaces in the first floor Living Room, Dining Room & Keeping Room the vintage house charm is so inviting! The Keeping Room has a wall of French

Leigh Whiteman William Raveis Real Estate

THE GENERAL'S RESIDENCES at Fence Creek, the perfect & rare combination of location, luxury & comfort in the heart of charming small town Madison w/ it's nationally recognized independent R J Julia Booksellers, 2 screens Madison Arts Cinema, specialty shops & numerous fine dining establishments. There is a glorious & sandy Town Beach for residents only literally just a walk down the street w/ not

Todd Gould William Pitt Sotheby's Int'l

Elegant European-Style home in the Heart of Madison. A perfect blend of luxury, privacy, and convenience in this remarkable 4,700+ sq ft home, ideally located just steps from the Madison Town Green, downtown shops, and stunning beaches. This five-bedroom home offers a host of exceptional features. Step through the front door into a dramatic two-story great room with an open floor plan, bathed in

Kate Jasko Coldwell Banker Realty

2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

Karen Rosenthal William Raveis Real Estate

2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

Karen Rosenthal William Raveis Real Estate

Welcome to 77 East Wharf! This beautifully designed five-bedroom Cape Cod-style home is perfectly situated high on the property to capture breathtaking views of the Long Island Sound and tranquil Fence Creek. Ideal for entertaining or hosting beach-loving visitors, this home also includes a charming one-bedroom apartment over the garage. Begin your experience with a private walkway bordered by a

Meig Walz Newcomb Coldwell Banker Realty

Nestled along the shores of Long Island Sound, this classic 3-bedroom, 1.5-bath, this 1116 sq.ft cottage offers a rare opportunity to own a true waterfront retreat with panoramic views-including Faulkner's Island-and a separate deep water dock on the Neck River just across the street. From the moment you step inside, you're welcomed by sweeping, unobstructed water views and endless potential.

Cheryl Kebalo ENRG Global Realty, LLC

Welcome home! This lovingly maintained 4-bedroom colonial is Located at the end of a beautiful cul-de-sac neighborhood only 15 minutes to the quaint Madison downtown and its beaches. Plenty of room for everyone including the family dog in this 2377 square foot home with finished walkout basement and invisible fence. Hardwood floors throughout with a lovely woodburning woodstove in the family

Jane Cardarelli William Raveis Real Estate

CHARMING LARGE MADISON MOTHER /DAUGHTER 2 BEDROOMS LARGE MODERN CHEFS KITCHEN LIVING ROOM WITH FIREPLACE LARGE BATH LAUNDRY AND BONUSROOM EXTENDING THE WIDTH OF THE HOUSE UPSTAIRS ALL NEW A LARGE LIVING ROOM KITCHEN BATH 2 BEDROOMS AND A PRIVATE ENCLOSED BALCONY OVERLOOKING THE BEAUTIFUL JUST SHY 1/2 ACRE PRIVATE YARD. AND GARAGE. A MUST SEE A TRUE FAMILY HOME !!!

Dan Rocano Exit Realty Everyday

UNIQUE CONTEMPORARY HOME SURROUNDED BY NATURE. CONVENIENTLY LOCATED IN SMALL ENCLAVE OF THREE HOMES, SET BACK OFF THE BOSTON POST ROAD. COMPLETELY RENOVATED IN 2013-2015. NEW ROOF, KITCHEN, BATHS, FLOORING, HEATING, A/C, WINDOWS, STAIRCASE, LIGHTING,ELECTRICAL , TONGUE AND GROOVE PINE VAULTED CEILING, AND MORE. LIKE WALKING IN ARCHITECTAUL DIGEST MAGAIZINE! FIRST FLOOR MASTERBEDROOM WITH GORGEOUS

Camille Ackermann Berkshire Hathaway NE Prop.

Move right into this spacious, one-level condo located in sought-after Windermere, which features not only an open kitchen/living room/dining area but also a den with gas fireplace. A 3-season porch and patio offers a great place to relax and/or entertain. The two large bedrooms each accommodate king-size beds, the primary having its own updated bathroom. A second full bath conveniently

Doris Fallon William Raveis Real Estate

Welcome to 22 Centre Village Drive, Madison! From the moment you step inside, you'll be captivated by the light-filled, open-concept layout featuring soaring ceilings, oversized windows, and nine skylights with remote-controlled blinds. The spacious living room, centered around a cozy gas fireplace, seamlessly connects to a formal dining area and a dramatic two-story, three-season sunroom-perfect

Emily White William Raveis Real Estate

This updated legal two-family Colonial on a 3/4-acre lot presents an exceptional investment opportunity, with a solid cap rate of 7.9%. Situated in a highly desirable neighborhood surrounded by expensive single-family homes, this multi-family asset stands out as a solid addition to any portfolio. Both units have been renovated including mechanicals, electrical, and plumbing helps to ensure low

Peter Lucchese Sound Harbor Realty LLC

Welcome to this elegant 2-bedroom townhouse-style condominium located in the nearly new East River Farms community. This development offers a classic New England aesthetic, complete with a picturesque stone wall & professionally landscaped grounds. Step inside to find a beautifully designed open floor plan featuring pristine hardwood floors, soaring 9-foot ceilings with triple crown moldings, & a

Dana Weinstein Coldwell Banker Realty

LOVERS OF ANTIQUE HOUSES REJOICE! The Augustus Peck House c.1824. Beautiful, wide board chestnut floors, multiple fireplaces, exposed beams, a first floor primary bedroom and bath, an updated country kitchen/family room, a charming living room, an office and a large (21' x15') four season sunroom make for easy first floor living. Upstairs are two bedrooms which share a full bath, a small sitting

Margaret Muir William Pitt Sotheby's Int'l

Stunning, custom architecturally designed home in the desirable Seaview Beach area. Situated on the high point of Seaview Ave on a corner lot, with deeded access rights to Long Island Sound & sandy beach by a dedicated waterway with cabana. This home was entirely rebuilt in 2010 and boasts numerous amenities, including custom woodworking, built-ins and cabinetry throughout, automated skylights,

Alison Gould Gould Group LLC

3 bedrooms 2 bathroom ranch home with 2 car garage. One floor living. House was renovated in 2024. Brand new appliances. Located on a private road. Close to the Madison center and yet private. Close distance to the Bauer Park. Enjoy community garden and beautiful views. Exceptional schools. Nice Neighborhood.

Derek Eisenberg Continental Real Estate

Welcome to Legend Hill, where the sunsets from this 2-bedroom 2.5 bath condominium are unsurpassed! You will be in the town of Madison with its private beaches, quaint boutiques, and summer farmers markets on the town green. What a great place to call home! This recently renovated condo has crown molding, engineered hardwood floors, and a gas fireplace, adding warmth and ambiance on those chilly

Scott Penna William Raveis Real Estate

Privately sited at the end of Longview Terrace with expansive marsh and river views this larger than most free-standing colonial at over 3700 sf offers luxurious condo living. With a three-story generous layout this unit is south facing and full of light and custom details. The oversized kitchen with breakfast area is open to a 22x17 private deck. The primary suite offers a fireplace, a very

Margaret Muir William Pitt Sotheby's Int'l

2025 is the year to have the home of your dreams! Come see this gorgeous enclave of five to-be-built houses on a private road in the charming coastal town of Madison. Ideally located just two hours from both NYC and Boston, Madison is beloved for its award-winning schools, restaurants, shops, and of course, beautiful beaches! Constructed by a well-established local Madison builder, these houses

Karen Rosenthal William Raveis Real Estate

Meticulous condo freshly painted, new hardwood floors, carpeting and more. 2 bedrooms on the main level, living room with gas fireplace, dining area, large kitchen with newer dishwasher, family room with many windows and a distant view of Long Island Sound on a clear day. There is additional sf in the 2 rooms in lower level and a large storage area. Walk over to the pool, enjoy the historic

Judy Libby Berkshire Hathaway NE Prop.

Welcome to this beautifully maintained two-bedroom, 2.1-bath townhouse condominium in Madison's sought-after Legend Hill community. Set within an 88-acre private enclave of 90 homes, Legend Hill is rich in history and charm, with residences thoughtfully arranged around the historic Northam Manor. Perched on one of the highest elevations between Boston and the New York shoreline, the community

Dana Weinstein Coldwell Banker Realty

Mid century modern, custom designed and built expanded ranch surrounded by many mature plantings provides sought after one level living. Wonderful open floor plan with picture windows in the living room and eat-in kitchen/dining area look onto the lovely rolling front lawn. A large bar is conveniently located in the kitchen designed for more casual dining. There is a ramp at the rear entrance of

Faith Whitehead William Raveis Real Estate

Welcome to this beautifully renovated 4-bedroom, 2-bath split-level home with a sleek, contemporary design. The main level features an open-concept layout with an updated kitchen, modern flooring, and vaulted ceilings. Sliding doors lead to a spacious enclosed porch, complete with a skylight and ceiling fan-perfect for relaxing or entertaining. Step outside to enjoy a deck, patio, and in-ground

Susan Warner-Lambert Carbutti & Co., Realtors