Luxury homes for sale & real estate in Madison, CT

19 homes

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ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Seaview Beach!! Gracious, classic and ideal for a primary or a vacation home. Just two blocks from LI Sound and an amazing walking beach, this 3 bedroom, 2.1 bath center hall colonial offers 2566 sf on 0.23 acres. The thoughtful floor plan includes relaxing, working and entertaining spaces. On the main level a spacious front to back living room with fireplace and french doors leads to a sunroom with patio walkout. A traditional dining room, the kitchen with breakfast nook opens to a cozy family room with more patio access and a half bath is conveniently located in the rear hall. The upper floor includes a primary suite with full bath and very generous closet space, a customized den/office w

$1,779,000

3 beds2.5 baths2,566 sq ft

16 North Ave, Madison, CT 06443

Deeded beach rights • 0.23 acre lot • 2 garage spots

FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
This charming 1920 coastal home, rich in character and timeless appeal, must not be missed. Seamlessly blending architectural details with breezy seaside style, it embodies classic coastal living. Designed around a distinctive gable-front-and-wing architectural footprint, the home extends deeply from front to back, creating abundant interior space while maximizing outdoor living. An open floor plan, hardwood floors, plentiful windows, beadboard detailing, and a mix of cathedral and tray ceilings fill the home with natural light and offer glimpses of the Long Island Sound. The lush, fenced private gardens provide a serene setting for entertaining, relaxing, and recreation. Three separate ent

$2,495,000

3 beds2.5 baths2,494 sq ft

31 Neptune Ave, Madison, CT 06443

Beadboard detailing • Plentiful windows • Outdoor living

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
COME EXPERIENCE THIS ONE-OF-A-KIND, FULLY RENOVATED MADISON HOME ON A RARE DOUBLE LOT WITH PRIVATE BEACH RIGHTS! Just 300 feet from the sandy shoreline, this exceptional home has been completely reimagined from a traditional raised ranch into a stunning elevated ranch with a bright, open-concept floor plan designed for modern living and effortless entertaining. Every detail has been thoughtfully curated to blend contemporary elegance with coastal charm. The main level features a spectacular chef's kitchen anchored by a nearly 10-foot white quartz island, premium appliances, and exceptional finishes. Two driveways provide ample parking, while two sets of washers and dryers offer added conven

$2,190,000

5 beds3 baths3,172 sq ft

15 Highland Ter, Madison, CT 06443

Fully renovated • Double lot • Private beach rights

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Live the Connecticut Shoreline Life on 4 Private Acres. Picture mornings on your sun-filled balcony overlooking open fields, afternoon walks along Madison's public beaches, and evenings on the covered patio as the light fades over the tree line and old stone walls. Pastoral. Private. Purposeful. The main house, 3-bedroom and 2.5-bathroom, has wide wood flooring throughout. The primary ensuite has a private balcony accessed through private double sliding glass door. Two separate staircases. One staircase gives private access to primary bedroom. Livingroom, dining room, eat-in-kitchen, open floor plan, and enclosed porches provide flexible living space. Enclosed potting room off of the kitche

$999,000

5 beds5.5 baths3,832 sq ft

1209 Durham Rd, Madison, CT 06443

4 acre compound • In home gym • Guest house

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Completely rebuilt and expanded in 2026, this custom coastal home with deeded beach rights is located in Madison's charming Seafields Association. Thoughtfully designed with designer details throughout, the home provides elevated shoreline living with glimpses of Long Island Sound, state-of-the-art appliances, high-end finishes, a bright, open layout, mudroom, butler's pantry with laundry, and a warm family room with fireplace and wine bar. The private primary suite features a balcony with distant water views, a spa-inspired marble wet room bath, and custom walk-in closet. Outdoor living includes a patio, fenced in yard, outdoor shower - an ideal setting for entertaining and coastal living.

$1,850,000

3 beds3.5 baths2,160 sq ft

26 Bassett Ln, Madison, CT 06443

Deeded beach rights • Outdoor shower • Custom coastal home

Property at 22 Stone Rd, Madison, CT 06443, 5 beds, 3.5 baths

$3,200,000

5 beds3.5 baths4,937 sq ft

22 Stone Rd, Madison, CT 06443

Property at 118 River Rd, Madison, CT 06443, 3 beds, 3 baths

$5,000,000

3 beds3 baths3,109 sq ft

118 River Rd, Madison, CT 06443

Property at 2415 Durham Rd, Madison, CT 06443, 2 beds, 1.5 baths

$880,000

2 beds1.5 baths1,795 sq ft

2415 Durham Rd, Madison, CT 06443

Property at 32 Liberty St, Madison, CT 06443, 3 beds, 3 baths

$1,299,000

3 beds3 baths1,188 sq ft

32 Liberty St, Madison, CT 06443

Property at 17 Barberry Ln, Madison, CT 06443, 4 beds, 5 baths

$2,700,000

4 beds5 baths4,833 sq ft

17 Barberry Ln, Madison, CT 06443

Property at 420 Summer Hill Rd, Madison, CT 06443, 4 beds, 2.5 baths

$1,295,000

4 beds2.5 baths4,022 sq ft

420 Summer Hill Rd, Madison, CT 06443

Property at 262 Mungertown Rd, Madison, CT 06443, 4 beds, 3.5 baths

$1,750,000

4 beds3.5 baths2,913 sq ft

262 Mungertown Rd, Madison, CT 06443

Property at 30 Meeting House Ln, Madison, CT 06443, 5 beds, 3.5 baths

$1,695,000

5 beds3.5 baths3,912 sq ft

30 Meeting House Ln, Madison, CT 06443

Property at 24 Indigo Trl, Madison, CT 06443, 4 beds, 4.5 baths

$2,550,000

4 beds4.5 baths6,194 sq ft

24 Indigo Trl, Madison, CT 06443

Property at 23 Sheep Pasture Rd, Madison, CT 06443, 4 beds, 5.5 baths

$2,215,000

4 beds5.5 baths4,700 sq ft

23 Sheep Pasture Rd, Madison, CT 06443

Property at 81 Strawberry Hill Rd, Madison, CT 06443, 4 beds, 3 baths

$1,975,000

4 beds3 baths2,850 sq ft

81 Strawberry Hill Rd, Madison, CT 06443

Property at 37 Silo Hl, Madison, CT 06443, 5 beds, 3.5 baths

$1,299,000

5 beds3.5 baths4,723 sq ft

37 Silo Hl, Madison, CT 06443

Property at 78 Lantern Hill Rd, Madison, CT 06443

$900,000

Land1.24 acres (lot)

78 Lantern Hill Rd, Madison, CT 06443

Property at 8 Old Route 79, Madison, CT 06443

$1,235,000

Land1.02 acres (lot)

8 Old Route 79, Madison, CT 06443

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Nearby homes that match your criteria

NEW 16 HRS AGO

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Introducing an exceptional opportunity to own a beautifully crafted, modern design, to be built new construction home in one of the area's most desirable shoreline subdivisions. Built by a well-known and respected local builder specializing in high-end custom residential homes. This residence will showcase superior craftsmanship, quality construction, and thoughtful attention to detail. The exterior features a full-length front porch topped with a standing seam metal roof creating a first impression with an 8ft double door entrance. Inside is an open-concept floor plan with soaring ceilings, wide plank wood flooring throughout, and impressive A-Series Anderson windows which will fill the ho

$2,185,000

4 beds4.5 baths3,652 sq ft

East Bear House Hill Rd, Guilford, CT 06437

1.45 acre lot • 3 garage spots • Built 2027

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Rare opportunity to own Guilford Riding School, an established equestrian facility in Guilford, CT, just one mile from I-95! This exceptional horse property combines professional equestrian amenities, an existing riding and lesson program and a spacious 4-bedroom residence. Permitted for up to 14 horses, the property features an impressive 60' x 120' indoor arena for year-round training and lessons, a 100' x 200' outdoor riding arena, and thoughtfully designed stable facilities. Ideal for horse trainers, riding instructors, boarding operations, equestrian professionals, or private horse enthusiasts. The approximately 3,300 square foot colonial home offers 4 bedrooms, 2.5 bathrooms, and a co

$975,000

4 beds2.5 baths3,200 sq ft

575 Clapboard Hill Rd, Guilford, CT 06437

Stable facilities • Outdoor riding arena • Indoor arena

OPEN SUN, 2AM TO 4PM

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Nestled along the shoreline where the Indian River meets Long Island Sound, the Country Club Estates neighborhood is one of Clinton's most sought-after waterfront communities. In the heart of Clinton, this established neighborhood offers a unique blend of coastal beauty, recreational opportunities, and small-town New England charm. Updates to this home in 2020 include a large addition (primary suite and media rooms), remodeled bathrooms, new roof, whole house generator, vinyl siding, heating/cooling systems, on demand hot water, patio, and porch.

$895,000

3 beds2 baths3,032 sq ft

24 Indian Dr, Clinton, CT 06413

Media rooms • Primary suite • Vinyl siding

FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
A distinctive waterfront residence overlooking the Hammonasset River, 98 Pratt Road brings together contemporary architecture, refined interiors, and an extraordinary natural setting. Built in 2024 and situated on nearly an acre, this thoughtfully designed home offers an effortless balance of sophistication and comfort. At its heart, a beautifully appointed kitchen features Cambria quartz countertops, an expansive center island, Bosch appliances, and a generous walk-in pantry. White oak flooring, custom millwork, and carefully selected finishes lend warmth and continuity to the open living spaces, where a gas fireplace creates an inviting focal point. Expansive doors open to a covered deck

$1,850,000

3 beds3.5 baths2,293 sq ft

98 Pratt Rd, Clinton, CT 06413

Covered deck • Private dock • Gas fireplace

3D WALKTHROUGH

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
RESORT-STYLE LIVING IN THE HEART OF HIGGANUM! Discover an extraordinary private retreat tucked away at the end of a peaceful cul-de-sac, surrounded by mature, professionally designed landscaping. This exceptional property combines luxury, privacy, and breathtaking outdoor living. THE ULTIMATE BACKYARD PARADISE features a spectacular heated gunite infinity pool with granite-topped vanishing edge, integrated whirlpool spa, custom stonework, and expansive travertine patio. A stunning cedar-sided post-and-beam pool house with wood-burning fireplace and dramatic glass garage door creates the perfect entertaining destination. Inside, discover exceptional European craftsmanship, premium Rohl, Groh

$1,379,000

4 beds2.5 baths3,061 sq ft

90 Williamsburg Rd, Higganum, CT 06441

Travertine patio • Custom stonework • Granite countertops

FLOOR PLAN

ABOUT THIS HOME
Luxury Home for sale in Madison, CT:
Spectacular California Contemporary nestled in a private, picturesque setting in Guilford's desirable Fence Rock Association. Offering 5,114 square feet of above-grade living space, this distinctive four-bedroom residence showcases dramatic vaulted ceilings, skylights, expansive windows, and an open, light-filled floor plan. The impressive chef's kitchen features custom maple cabinetry, newly installed granite countertops, a center island, breakfast bar, oversized Sub-Zero refrigerator, Bosch double ovens and dishwasher, and JennAir cooktop. Beautifully designed living spaces include a dramatic living room with a two-sided stone fireplace, two inviting solariums (sunrooms), one with heated

$1,295,000

4 beds4 baths5,979 sq ft

460 White Birch Dr, Guilford, CT 06437

Separate music room • Chef's kitchen • Finished lower level

Property at 4 Copley Rd, Higganum, CT 06441, 4 beds, 3.5 baths

$1,279,000

4 beds3.5 baths3,500 sq ft

4 Copley Rd, Higganum, CT 06441

Property at 143 Ironwood Rd, Guilford, CT 06437, 5 beds, 5 baths

$2,375,000

5 beds5 baths6,700 sq ft

143 Ironwood Rd, Guilford, CT 06437

Property at 26 Village Cir #26, Guilford, CT 06437, 2 beds, 2.5 baths

$989,900

2 beds2.5 baths2,797 sq ft

26 Village Cir #26, Guilford, CT 06437

Property at 66 High St #4, Guilford, CT 06437, 2 beds, 2 baths

$1,200,000

2 beds2 baths1,893 sq ft

66 High St #4, Guilford, CT 06437

Property at 345 Vineyard Point Rd, Guilford, CT 06437, 4 beds, 7 baths

$5,750,000

4 beds7 baths8,070 sq ft

345 Vineyard Point Rd, Guilford, CT 06437

Property at 1 Hart Lndg, Guilford, CT 06437, 5 beds, 3.5 baths

$1,675,000

5 beds3.5 baths6,328 sq ft

1 Hart Lndg, Guilford, CT 06437

Property at 45 Deerfield Dr, Guilford, CT 06437, 4 beds, 3.5 baths

$1,100,000

4 beds3.5 baths3,616 sq ft

45 Deerfield Dr, Guilford, CT 06437

Property at 205 State St, Guilford, CT 06437, 3 beds, 2.5 baths

$1,650,000

3 beds2.5 baths3,024 sq ft

205 State St, Guilford, CT 06437

Property at 21 Clarkson Ln, Killingworth, CT 06419, 5 beds, 5 baths

$1,995,000

5 beds5 baths4,190 sq ft

21 Clarkson Ln, Killingworth, CT 06419

Property at 86 Laurel Ridge Trl, Killingworth, CT 06419, 4 beds, 2.5 baths

$899,000

4 beds2.5 baths2,942 sq ft

86 Laurel Ridge Trl, Killingworth, CT 06419

Property at 18 Fair St #3, Guilford, CT 06437, 2 beds, 2.5 baths

$925,000

2 beds2.5 baths1,816 sq ft

18 Fair St #3, Guilford, CT 06437

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

$2,650,000

4 beds4.5 baths5,620 sq ft

76 Sachem Head Rd, Guilford, CT 06437

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

$2,900,000

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

Luxury Homes for Sale in Madison

There are currently 19 luxury homes for sale in Madison at a median listing price of $700K. 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 56 days and receive 4 offers. This map is refreshed with the newest listings in Madison every 15 minutes.

In the past month, 21 homes have been sold in Madison. In addition to houses in Madison, there were also 14 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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