Madison, South Central Connecticut Planning Region
PatioGardenEquipped kitchen
1 week + 2 days ago
Introducing 15 Cambridge Drive, an exceptional Madison Townhouse style Condo in the heart of it all.
30 pictures
House
USD 3,000,000
viewed
Madison, South Central Connecticut Planning Region
5,657 sq.ft
PatioParkingEquipped kitchenSwimming pool
2 weeks + 4 days ago
Sun filled interiors feature over sized windows and expansive sight lines, anchored by a massive family room and a top of the line chef's kitchen. The lower level is a true walkout guest suite with additional living space plus a separate garage apartment for overnight guests. Outside amenities evoke a private resort: a gunite pool, extensive stone patios, two fully equipped outdoor kitchens, and a charming grassy area framed by mature landscaping for complete privacy. This is a rare coastal estate that blends modern, high end finishes with relaxed, year round seaside living. Practical luxury continues with a three car garage, circular driveway, and generous storag
Madison, South Central Connecticut Planning Region
FireplaceEquipped kitchen
1 week + 11 hours ago
The chef's kitchen serves as the ultimate gathering spot, featuring almost 7-foot quartz island with seating for four, premium WOLF cabinetry, subway tile backsplash, and top-of-the-line appliances. Step directly from the kitchen onto a private bluestone patio-ideal for al fresco dining and grilling.The main level is completed by a stylish powder room and a spacious bedroom. Upstairs, the serene primary suite offers a custom walk-in closet and a spa-like en-suite bath with double granite vanities. Second-floor laundry equipped with a washer and dryer adds seamless daily convenience. There is a small open space
38 pictures
House
USD 849,000
viewed
Madison, South Central Connecticut Planning Region
FireplaceEquipped kitchen
1 week + 1 day ago
Originally restored to the studs in 1996, the 2,091 sq.ft. main house retains an extraordinary amount of its original character, including chestnut flooring, period hardware, exposed beams and other details that give the home a wonderful sense of history. The floor plan is warm and inviting. The dining area opens to a family room with rustic beams, one of the original fireplaces and windows overlooking the private grounds. The family room, which could also work as a 1st floor bedroom, is highlighted by a 2nd original fireplace, built-ins and a full bath. The formal living room is distinguished with a 3rd fireplace, loads of windows and original cabinetry. A charming kitchen with cathedral ceilings and exposed beams, and a terrific sun
37 pictures
House
USD 2,675,000
viewed
Madison, South Central Connecticut Planning Region
Office roomFireplaceEquipped kitchen
1 week + 1 day ago
Set back and sited high on a hill overlooking 1.6 aces of estate-like grounds with seasonal views of Long Island Sound and Madison Country Club's 18-hole
22 pictures
House
USD 625,000
viewed
Madison, South Central Connecticut Planning Region
1 week + 2 days ago
Windows have been upgraded with Pella Double Pane Insulated Windows throughout. Included in the floor plan is a legal 1-Bedroom Apartment on the first floor. You'll need to Roll up your sleeves and do some work, but the results should pay dividends
36 pictures
Updated
House
USD 799,900
USD 899,000
11%
viewed
Madison, South Central Connecticut Planning Region
Office roomDeckFireplaceEquipped kitchen
1 day + 11 hours ago
Inside, the welcoming foyer opens to a sun-drenched living room that flows seamlessly into a beautifully renovated kitchen. A chef's dream, the kitchen boasts crisp white cabinetry, a contrasting grey-washed center island with waterfall Carrara-style quartz countertops, and a spacious dining area perfect for hosting large gatherings. French doors open to a serene four-season porch and a sizable deck, making indoor-outdoor entertaining effortless. The main level also features a generous family room with a cozy gas fireplace. With its own private entrance, this versatile space is ideal for an in-law suite, au-pair quarters, or a quiet home office. Upstairs, the primary suite is a true sanctuary, complete with a walk-in closet and a tastefully renovated, spa-like bath featuring heated floors. Three additional
35 pictures
House
USD 875,000
viewed
Madison, South Central Connecticut Planning Region
DeckEquipped kitchen
1 week + 4 days ago
The home's design harmoniously blends the outdoors with the indoors, creating a tranquil retreat. The heart of the home is the designer kitchen, which seamlessly transitions into an elegant dining room and a spacious living room, crafting an ideal setting for memorable gatherings. Journey upstairs to discover the luxurious Primary Bedroom, a sanctuary featuring a stone-adorned en-suite bathroom and a private deck that beckons you to unwind and soak in the picturesque views. Two additional generously-sized bedrooms, a well-appointed bath, and a convenient laundry area complete the upper level. Ascend to the versatile spacious living area offering a half bath, additional sleeping quarters, a
View photo
Updated
Foreclosure
House
Request Details
viewed
East River, Madison
4 Bedrooms
3 Bathrooms
3,987 sq.ft
1 day + 11 hours ago
Therefore, there could be an opportunity to strike a great deal with the owner and the bank
33 pictures
House
USD 1,250,000
viewed
Madison, South Central Connecticut Planning Region
Office roomGymFireplaceParkingSwimming pool
1 week + 2 days ago
Custom-built in 2001 for the original owners, this exceptional Madison estate offers over 5,400SF of meticulously designed living space set on a private
24 pictures
Apartment
USD 695,000
viewed
Madison, South Central Connecticut Planning Region
GardenEquipped kitchen
1 week + 3 days ago
The open living and dining areas flow seamlessly to a screened porch, perfect for relaxing or entertaining while looking into your private, spacious backyard. The kitchen features bar seating with new counter tops by Gedney. Beautiful,new laminate floors run throughout the home. For those working from home or pursuing creative projects, the property offers a truly unique advantage: walk through the main house to an office and studio with a large seating area, half bath, and separate entrance-ideal for a home office. Storage and workshop space are equally impressive. A walk-up attic provides abundant storage, while the nearly 1900-square-fo
35 pictures
House
USD 2,550,000
viewed
Madison, South Central Connecticut Planning Region
Equipped kitchen
1 week + 4 days ago
Set on 5.65 secluded acres in the heart of Madison, this exceptional English Georgian custom home offers a rare blend of timeless architecture, refined
38 pictures
House
USD 795,000
viewed
Madison, South Central Connecticut Planning Region
FireplaceEquipped kitchen
2 weeks + 11 hours ago
At the heart of the main level is an eat-in kitchen with cabinets painted in 2022, a new dishwasher (2024), and a spacious dining area set in front of a cozy fireplace. Sunlight pours into the breathtaking family room featuring soaring vaulted ceilings and a warm gas fireplace. Glass French doors open from the welcoming foyer into the living room, which boasts its own fireplace and connects seamlessly to the formal dining room. A dedicated mudroom off the kitchen includes a new washer and dryer (2024), alongside a convenient first-floor half bath. Upstairs, the primary suite serves as a peaceful retreat with vaulted ceilings
37 pictures
House
USD 675,000
viewed
Madison, South Central Connecticut Planning Region
The main residence features a stylishly renovated kitchen opening to a spacious dining area, two bedrooms-including an impressively spacious primary bedroom-two full baths, and a fabulous rear deck perfect for outdoor dining and entertaining. The attached in-law suite offers privacy and independence with its own updated kitchenette, full bath, washer and dryer, and beautiful open loft-style bedroom-ideal for extended family, guests, a private home office, or potential rental income. Outside, enjoy a large detached garage, hot tub, and storage shed. Located across from Cole's Farm, with a fishing pond just a short walk away and Hammonasset Beach State Park within an easy bike ride. Convenient to scenic trails, down
6 pictures
Land
USD 900,000
viewed
Madison, South Central Connecticut Planning Region
54,014 sq.ft
2 weeks + 1 day ago
Experience the best of shoreline living in Madison, celebrated for its charming village atmosphere, thriving arts and culture, abundant recreation, and
36 pictures
House
USD 699,000
viewed
Madison, South Central Connecticut Planning Region
GardenOffice roomDeckFireplaceEquipped kitchen
1 week + 2 days ago
Welcome to 38 Church Lane, where exceptional custom renovations meet a captivating Madison setting.
23 pictures
Apartment
USD 565,000
viewed
Madison, South Central Connecticut Planning Region
ParkingFireplaceEquipped kitchen
2 weeks + 3 days ago
This desirable completely detached standalone Ranch is not attached along the corners like some other units.
21 pictures
House
USD 700,000
viewed
Madison, South Central Connecticut Planning Region
FireplaceEquipped kitchen
Sep 08, 2026
Residents enjoy deeded rights to a private association sandy beach located just at the end of the street! The main residence of which there are no photos for obvious reasons once you see it (NEEDS WORK) currently features three bedrooms and 1.5 baths but adding to the property's versatility is a delightful in good condition accessory apartment, which offers a full kitchen, full bath, a private bedroom and a cozy living area anchored by a stone fireplace and two separate exterior entrances. This setup is ideal for multi-generational living, a great guest suite or potential rental income. Maybe live in this while redoing the other portion. The prop
32 pictures
House
USD 2,700,000
viewed
Madison, South Central Connecticut Planning Region
PatioOffice roomFireplaceEquipped kitchen
1 week + 2 days ago
BIG home, BIG rooms. Spanning 4,833 sq ft, this 10 room Colonial features hardwood floors throughout. Off the formal entry foyer sits a den/library w/ built-ins, ideal for a home office, & a formal living room centered by a wood-burning fireplace. The main level also boasts a formal dining room w/ a bow window, & a center island chef's kitchen w/ granite counters, double ovens & a real walk-in pantry. Adjacent to the kitchen, a natural light filled family room offers a gas fireplace, a bow window & sliders out to a broad bluestone patio for outdoor entertaining. Upstairs features cathedral ceilings, a vaulted game room, a large laundry room w/ utility sink that is super convenie
33 pictures
House
USD 735,000
viewed
Madison, South Central Connecticut Planning Region
Nestled on 2.62 peaceful, tree-lined acres in desirable North Madison, this classic yellow Colonial combines timeless New England charm with spacious,
39 pictures
House
USD 1,295,000
viewed
Madison, South Central Connecticut Planning Region
Office roomGymDeckFireplaceParkingCellar
1 week + 4 days ago
Abundant natural light highlights the home's beautiful architectural details and creates a bright, welcoming atmosphere throughout. The expansive living spaces offer wonderful flexibility for both everyday living and entertaining, while a peaceful deck provides the perfect place to relax and enjoy the privacy and natural surroundings. A full walk-out basement offers exceptional potential for additional finished living space-ideal for a home gym, recreation room, playroom, office, or media room. Completing the property is a spacious three-car garage. Offering impressive scale, privacy, natural light, and a serene setting, this exceptio
25 pictures
House
USD 210,000
viewed
Madison, South Central Connecticut Planning Region
A quick bike ride to Hammonasset Beach State Park, restaurants, downtown Madison, the movie theater and shops
19 pictures
USD 149,900
viewed
Madison, South Central Connecticut Planning Region
GardenDeckEquipped kitchen
3 weeks + 11 hours ago
Just a short distance to Salt Meadow Park, Hammonasset Beach State Park and downtown Madison, you'll always have something to do!
37 pictures
House
USD 925,000
viewed
Madison, South Central Connecticut Planning Region
Office roomTerraceDeckFireplaceEquipped kitchen
Aug 03, 2026
Enjoy the marsh-view setting, the quick two-mile drive to the stunning shoreline of Hammonasset Beach State Park, and convenience to Madison village.
View photo
Updated
Foreclosure
House
Request Details
viewed
Madison, South Central Connecticut Planning Region
4 Bedrooms
2 Bathrooms
2,588 sq.ft
1 day + 11 hours ago
Beach
At 1 km from East Rive Beach
All offers are considered; however, the highest and best will most likely be accepted
32 pictures
Apartment
USD 599,000
USD 635,000
6%
viewed
Madison, South Central Connecticut Planning Region
ParkingEquipped kitchenCellar
5 days + 11 hours ago
This unit has been well maintained with excellent natural light and updated neutral decor. Since purchasing, these owners have installed all new flooring throughout first level, in addition to new carpets on second level. Also recently replaced were central-air, furnace and all new stainless steel appliances. This unit is over 1800 square feet, not inclusive of the finished sunroom off of kitchen and the 2 finished rooms in the walk out basement. There is plenty of storage in the attached 2 car garage, with another unfinished storage area in basement. The kitchen has been updated with granite counters and refaced maple cabinets. The first floor powder room has been remodeled with marble flooring. In addition the upstairs master bath has been completely remodeled from top to bottom. The sunken living room with vaulted ceiling and f
30 pictures
House
USD 1,695,000
viewed
Madison, South Central Connecticut Planning Region
3,912 sq.ft
ParkingFireplace
2 weeks + 2 days ago
Once known as Hartsbourne, this storied Madison residence is celebrated for its premier location overlooking the town green and its timeless architectural
View photo
New
Condo
USD 695,000
viewed
Madison, South Central Connecticut Planning Region
2 Bedrooms
2 Bathrooms
1,856 sq.ft
GardenOffice roomEquipped kitchen
1 day + 11 hours ago
Park
At 277 m from Town Open Space (Scotland Avenue)
The open living and dining areas flow seamlessly to a screened porch, perfect for relaxing or entertaining while looking into your private, spacious backyard. The kitchen features bar seating with new counter tops by Gedney. Beautiful,new laminate floors run throughout the home. For those working from home or pursuing creative projects, the property offers a truly unique advantage: walk through the main house to an office and studio with a large seating area, half bath, and separate entrance-ideal for a home office. Storage and workshop space are equally impressive. A walk-up attic provides abundant storage, while the nearly 1900-square-fo
View photo
New
Condo
USD 500,000
viewed
Madison, South Central Connecticut Planning Region
2 Bedrooms
1,280 sq.ft
1 day + 11 hours ago
Park
At 458 m from Salt Meadow Park
The main living areas offer a nice open floor plan, combining the living and dining areas. Both bedrooms are large enough to accommodate a king-size bed or two twin beds. There are two full bathrooms with stall shower in guest bath and a full-size washer and dryer. The electrical/solar system in this unit results in unbelievably low utility bills. The desirable location is with in an approximate 5 to 6 minute drive to the center of town where one will find shopping, the library, restaurants, the seasonal Friday afternoon Farmer's Market on the Town Green as well as several cultural events, including concerts, fairs, and art exhibits. In addition to nearby Hammonasset State Park, this home is just minutes from Madison's three resident beaches. The local train station provides commut
View photo
New
Condo
USD 695,000
viewed
Madison, South Central Connecticut Planning Region
2 Bedrooms
1,856 sq.ft
GardenOffice roomEquipped kitchen
1 day + 11 hours ago
Park
At 277 m from Town Open Space (Scotland Avenue)
The open living and dining areas flow seamlessly to a screened porch, perfect for relaxing or entertaining while looking into your private, spacious backyard. The kitchen features bar seating with new counter tops by Gedney. Beautiful,new laminate floors run throughout the home. For those working from home or pursuing creative projects, the property offers a truly unique advantage: walk through the main house to an office and studio with a large seating area, half bath, and separate entrance-ideal for a home office. Storage and workshop space are equally impressive. A walk-up attic provides abundant storage, while the nearly 1900-square-fo
