Luxury homes for sale & real estate in Madison, CT

17 homes

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ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Experience luxury living in the heart of Madison. This beautifully designed 3-bedroom, 2.5-bath townhouse offers an open layout with 9' ceilings, beautiful, oversized windows, and a gorgeous chef's kitchen equipped with Sub-Zero and Wolf appliances. The light-filled living and dining areas feature a cozy fireplace and seamless flow. The vaulted, south-facing primary suite includes a walk-in dressing room, spa-like bath, and convenient second-floor laundry. Two additional bedrooms, a full basement with storage and exercise space, and a one-car garage complete the home. Set on professionally landscaped grounds with partial views of Fence Creek. Steps away from Bar Bouchee, East Wharf Beach, M

$1,350,000

3 beds2.5 baths2,368 sq ft

908 Boston Post Rd #908, Madison, CT 06443

Wolf appliances • Open layout • Cozy fireplace

3D & VIDEO TOUR

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Live the shoreline lifestyle in this beautifully updated 4-6 bedroom, 3-bath Colonial, just 88 steps from your very own private beach. Perfectly designed for both everyday living and entertaining, the open-concept main level flows seamlessly from dining to living, anchored by a cozy fireplace and filled with natural light. A screened-in porch with sweeping water views sets the stage for morning coffee or evening cocktails with the sound of waves as your backdrop. Upstairs, the primary suite feels like a true retreat, featuring an elegant ensuite with marble flooring, custom vanity, and walk-in shower. Step directly from your bedroom onto a private enclosed porch overlooking Long Island Soun

$1,450,000

4 beds3 baths1,999 sq ft

115 Harbor Ave, Madison, CT 06443

Water views • Custom vanity • Screened-in porch

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Beautiful 4-Bedroom Colonial in a Prime Madison Location! This immaculate home has been thoughtfully upgraded nothing left to do but move in and enjoy. The living room blends contemporary design with classic appeal, while the dedicated office provides the perfect space for working from home. A cozy family room with custom built-ins, a fantastic mud/laundry room, and four spacious bedrooms complete the interior. The finished walkout lower level offers even more living space for recreation or guests. Step outside to your private backyard oasis featuring Trex decking, a paver patio with gas fire pit, a sparkling pool, and a level yard ideal for entertaining.

$995,000

4 beds2.5 baths2,632 sq ft

97 Kelsey Springs Dr, Madison, CT 06443

Custom built-ins • Mud laundry room • Trex decking

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
This expanded 3 bedroom 2.5 bath Cape-style home offers 2,400+square feet of thoughtfully designed space. The main-level primary suite includes a luxurious two-compartment bath with a soaking tub and roomy shower, a spacious walk-in closet, laundry area with built in wardrobe and a versatile small bonus room for a gym or office. The newer kitchen opens to a bright breakfast room overlooking a private front patio. The inviting living room features built-ins that surround a cozy fireplace, and an entertaining area with custom glass-front cabinetry and a wine fridge. The second floor was upgraded with large skylights and offers two large bedrooms that share a full updated bath, along with acce

$1,695,000

3 beds2.5 baths2,400 sq ft

35 Hotchkiss Ln, Madison, CT 06443

0.29 acre lot • 2 garage spots • Built 1956

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Welcome to an extraordinary approx 5,600 sq foot custom-built Colonial, privately sited on a beautifully manicured parcel that offers both elegance and seclusion. From the moment you arrive, the stunning craftsmanship and thoughtful design elements create an immediate sense of sophistication and comfort. This is a residence where timeless architectural character meets modern luxury-crafted for those who value quality, privacy, and lifestyle. Crown moldings, tray ceilings, rich millwork, and gorgeous interior decorative accents define the home's refined aesthetic. Sun-filled and generously scaled rooms create a warm, inviting atmosphere while offering exceptional flow for everyday living and

$1,299,000

4 beds3 baths5,624 sq ft

38 Sportsman Hill Rd, Madison, CT 06443

1.08 acre lot • 2 garage spots • Built 2000

Property at 16 Forest Hills Dr, Madison, CT 06443, 5 beds, 3 baths

$850,000

5 beds3 baths3,992 sq ft

16 Forest Hills Dr, Madison, CT 06443

Property at 15 Highland Ter, Madison, CT 06443, 5 beds, 3 baths

$2,190,000

5 beds3 baths3,172 sq ft

15 Highland Ter, Madison, CT 06443

Property at 98 Island Ave, Madison, CT 06443, 4 beds, 4 baths

$3,795,000

4 beds4 baths4,505 sq ft

98 Island Ave, Madison, CT 06443

Property at 64 Webster Point Rd, Madison, CT 06443, 4 beds, 3.5 baths

$2,295,000

4 beds3.5 baths4,010 sq ft

64 Webster Point Rd, Madison, CT 06443

Property at 153 Middle Beach Rd, Madison, CT 06443, 4 beds, 2 baths

$2,400,000

4 beds2 baths3,083 sq ft

153 Middle Beach Rd, Madison, CT 06443

Property at 30 Renees Way, Madison, CT 06443, 4 beds, 3.5 baths

$869,000

4 beds3.5 baths4,944 sq ft

30 Renees Way, Madison, CT 06443

Property at 132 Summer Hill Rd, Madison, CT 06443, 4 beds, 4.5 baths

$2,375,000

4 beds4.5 baths4,637 sq ft

132 Summer Hill Rd, Madison, CT 06443

Property at 77 E Wharf Rd, Madison, CT 06443, 5 beds, 6 baths

$3,200,000

5 beds6 baths4,450 sq ft

77 E Wharf Rd, Madison, CT 06443

Property at 31 Stony Lane Lot 1 Rd, Madison, CT 06443, 4 beds, 3.5 baths

$1,790,000

4 beds3.5 baths3,200 sq ft

31 Stony Lane Lot 1 Rd, Madison, CT 06443

Property at 454 Horse Pond Rd Unit D, Madison, CT 06443, 4 beds, 3.5 baths

$1,425,000

4 beds3.5 baths4,085 sq ft

454 Horse Pond Rd Unit D, Madison, CT 06443

Property at 454 Horse Pond Rd Unit C, Madison, CT 06443, 4 beds, 3.5 baths

$1,350,000

4 beds3.5 baths3,568 sq ft

454 Horse Pond Rd Unit C, Madison, CT 06443

Property at 454 Horse Pond Rd Unit B, Madison, CT 06443, 5 beds, 3.5 baths

$1,375,000

5 beds3.5 baths4,357 sq ft

454 Horse Pond Rd Unit B, Madison, CT 06443

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ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Set at the end of a quiet cul-de-sac in desirable North Guilford, this beautifully renovated five-bedroom, three-and-a-half-bath home offers privacy, space, and a layout well-suited for modern living. The main level features an open, flowing design with brand-new hardwood floors throughout the living and dining areas, creating a comfortable and inviting setting for everyday life and entertaining alike. The kitchen is both functional and full of character, highlighted by vaulted ceilings, skylights, and a ceiling fan that fills the space with natural light and creates a bright, airy feel. Two of the five bedrooms offer private full bathrooms, providing flexibility for guests, extended family

$999,900

5 beds3.5 baths3,190 sq ft

2 Greenwood Ln, Guilford, CT 06437

Renovated • Private bathrooms • Cul-de-sac

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
The Perfect Holiday Family Gift! Your own resort-like getaway minutes from Guilford's renown Town Green, sandy beaches and parks. Great sites to experience should you decide to venture out of your private oasis. Spring and summer enjoy your heated Gunite pool adjacent to the homes expansive covered deck cooled by ceiling fans. Or challenge family and friends to a game of tennis or pickleball on your private courts. In the evening enjoy your favorite beverage by the homes' outdoor fireplace adorned with a pizza oven. Inside this Adirondack-style estate enjoy an open and very flexible floor plan; perfect for entertaining just about all of your family and friends. The estate boasts 6 bedrooms

$2,450,000

6 beds8.5 baths9,628 sq ft

75 Half Mile Rd, Guilford, CT 06437

Outdoor fireplace • Pizza oven • Private courts

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Custom-Built Mediterranean Estate | Privately sited on 1.84 acres in the highly sought-after Woodlands subdivision, this stunning Country French-inspired residence combines timeless craftsmanship with architectural elegance. A grand two-story foyer with marble flooring and a sweeping spiral staircase sets the tone for the sophisticated interiors. Lovely millwork and custom built-ins are showcased throughout. The kitchen is a chef's dream, featuring a breakfast area with fireplace, double ovens, Viking gas range, Sub-Zero refrigerator, wine chiller, and a butler's pantry for effortless entertaining. The home offers 5 en-suite bedrooms, including a master suite with fireplace and a walk-in cl

$1,350,000

4 beds5 baths6,327 sq ft

65 Ironwood Rd, Guilford, CT 06437

1.84 acre lot • 3 garage spots • Pool

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Welcome to Guilford's newest luxury community, Village on State. This development features 25 -2 bedroom townhomes each having over 2000 sqft of living space, full basements and 2 car garages. This unit has sweeping views of the grassland adjacent to the complex. This complex has stunning curb appeal with black windows, metal roof accents, and decorative stone. Interior finishes are above and beyond the norm with stylish kitchens and full tile baths.

$919,900

2 beds2.5 baths2,246 sq ft

22 village Cir #22, Guilford, CT 06437

Decorative stone • Stylish kitchens • Sweeping views

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Welcome to 33 Village Circle! An "Under Construction" end unit in Guilford's newest luxury community, Village on State. This development features 25 - 2 bedroom townhomes, each having over 2000 square feet of living space, 2 car garages and full basements. 18 Village Circle is the Allendale model which allows for one level living with plenty of space for guests. On the main floor, there is the Primary bed/bath with a full tiled shower, a kitchen with stylish white cabinetry and Quartz counter tops, large Great room and Dining room which is perfect for entertaining, a half bath and laundry room. On the upper level you will find a spacious second bedroom with a full bath and walk in

$879,900

2 beds2.5 baths2,197 sq ft

33 Village Cir #33, Guilford, CT 06437

Luxury community • End unit • Full tiled shower

NEW CONSTRUCTION

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Eagleview at Guilford - Where Luxury Meets Lifestyle. Discover Guilford's newest luxury coastal condominium community, where superior craftsmanship, modern design, and breathtaking views of Long Island Sound redefine Connecticut shoreline living. Whether you're enjoying a sunset from your private balcony, entertaining in your chef's kitchen, or exploring Guilford's vibrant coastal village, Eagleview is more than a home, it's a lifestyle. Experience 6,200 SF of refined living space (expandable to over 8,000 SF) perfectly positioned to capture the tranquil salt marshes and shimmering expanse of Long Island Sound. Each residence includes multiple private balconies that invite you to relax and

$3,995,000

6 beds5 baths6,216 sq ft

405 Whitfield St #2, Guilford, CT 06437

Private balcony • 10-foot ceilings • Private elevators

Property at 64 Boston St, Guilford, CT 06437, 3 beds, 2 baths

$1,000,000

3 beds2 baths2,657 sq ft

64 Boston St, Guilford, CT 06437

Property at 82 State St, Guilford, CT 06437, 6 beds, 4 baths

$995,000

6 beds4 baths2,783 sq ft

82 State St, Guilford, CT 06437

Property at 51 Pearl St, Guilford, CT 06437, 4 beds, 4 baths

$1,195,000

4 beds4 baths2,392 sq ft

51 Pearl St, Guilford, CT 06437

Property at 50 & 61 Grove Way, Clinton, CT 06413, 3 beds, 3 baths

$2,500,000

3 beds3 baths3,164 sq ft

50 & 61 Grove Way, Clinton, CT 06413

Property at 76 Sachem Head Rd, Guilford, CT 06437, 4 beds, 4.5 baths

$2,950,000

4 beds4.5 baths5,620 sq ft

76 Sachem Head Rd, Guilford, CT 06437

Property at 625 State St, Guilford, CT 06437, 4 beds, 3.5 baths

$1,499,000

4 beds3.5 baths5,267 sq ft

625 State St, Guilford, CT 06437

Property at 42 Pine Ledge Trl, Durham, CT 06422, 4 beds, 4 baths

$1,199,999

4 beds4 baths4,356 sq ft

42 Pine Ledge Trl, Durham, CT 06422

Property at 62 Cedar Island Ave, Clinton, CT 06413, 2 beds, 2 baths

$1,000,000

2 beds2 baths930 sq ft

62 Cedar Island Ave, Clinton, CT 06413

Property at 4 Jans Way, Guilford, CT 06437, 3 beds, 2.5 baths

$1,125,000

3 beds2.5 baths3,700 sq ft

4 Jans Way, Guilford, CT 06437

Property at 28 village Cir #28, Guilford, CT 06437, 2 beds, 2.5 baths

$949,000

2 beds2.5 baths2,625 sq ft

28 village Cir #28, Guilford, CT 06437

Property at 1054 Boston Post Rd, Guilford, CT 06437, 3 beds, 2.5 baths

$875,000

3 beds2.5 baths2,279 sq ft

1054 Boston Post Rd, Guilford, CT 06437

Property at 48A Ironworks Rd, Clinton, CT 06413, 3 beds, 3.5 baths

$899,900

3 beds3.5 baths2,164 sq ft

48A Ironworks Rd, Clinton, CT 06413

Property at 14 Village Cir #14, Guilford, CT 06437, 2 beds, 2.5 baths

$869,000

2 beds2.5 baths2,625 sq ft

14 Village Cir #14, Guilford, CT 06437

Luxury Homes for Sale in Madison

There are currently 17 luxury homes for sale in Madison at a median listing price of $725K. 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 65 days and receive 3 offers. This map is refreshed with the newest listings in Madison every 15 minutes.

In the past month, 15 homes have been sold in Madison. In addition to houses in Madison, there were also 8 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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