Madison Real Estate Search

Madison Properties for Sale

Our website features the best Madison real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

Madison is a quaint beach town in New Haven County.  Known for its beaches, top rated schools and its picturesque downtown shopping filled with boutique stores including the world famous RJ Julia Bookstore.   Madison’s town population is around 18,000 spread out over approximately 6500 households. 

 

Perhaps its largest tourist attraction is Hammonasset State Park.  Hammonasset State Park boasts the state’s longest public beach, areas to camp, and access to the Greenway Trail.

 

Madison has several other main beaches including the Surf Club, East Wharf and West Wharf.  There is also the Madison Beach Club which has its own beach for members.

 

The Madison Country Club is an 18 hole golf course located a short walk from the beach which makes it a great spot for golf enthusiasts.   

 

Conveniently located almost at the midpoint between New York City and Boston, Madison has several transportation options for commuters and travelers alike.  Shoreline East and Amtrak are commuting options as well as I95.

 

 

Home to both annual residents and summer only residents, Madison is truly a gem on the Shoreline.

 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Madison real estate market? Sign up for a  Madison Real Estate Market Report to see what’s active, under contract, and sold!

Newest Madison Properties for Sale

$575,000
5 Beds 4 Baths 24052069 MLS
Just minutes from downtown Madison, local schools, and the beach, this Cape Cod-style home offers great space and flexibility, while located in a private setting up on a hill. When you walk in, you're greeted by a large, open foyer that creates a welcoming first impression and adds to the home's spacious feel. The layout flows nicely with an inviting and warm family room that features dormered windows, exposed beams, and a wood burning fireplace. The kitchen features a peninsula that seats four, a breakfast nook, and a formal dining room. The deck is conveniently located right off the kitchen, making it perfect for easy grilling and outdoor entertaining. The home also features a formal living room, offering a quiet retreat separate from the family room, perfect for a home office as well. First-floor laundry available in the half-bath, in addition to the laundry hookups in the basement. The first-floor primary bedroom features a walk-in closet and its own full en-suite bathroom. Upstairs, you'll find 3-4 bedrooms (one is a walkthrough) and a full bathroom. The finished basement offers additional living space with a rec room, an extra bedroom, and a full bathroom, with potential for an in-law suite. This space is an estimated 800sqft. The two-car garage has wiring for electric car charger and leads directly into the basement for easy access. This home is in a quiet, private location, yet just minutes from all Madison has to offer.

737 Green Hill Road, Madison

$968,000
5 Beds 4 Baths 24051674 MLS
Discover your dream home in this stunning and spacious 5-6 bedroom colonial nestled in a desirable cul-de-sac. Enjoy both privacy and proximity to Madison's top amenities in this beautifully designed home, perfect for modern living and entertaining. Step into the large, chef's kitchen featuring gleaming granite countertops, stainless steel appliances, a center island, and ample cabinetry, plus a pantry for extra storage. Flow effortlessly from the kitchen and breakfast area into the grand great room, complete with soaring cathedral ceilings and a cozy wood-burning fireplace, ideal for family gatherings. Formal dining and living rooms add elegance and space for entertaining guests. The second level boasts a luxurious primary suite with a walk-in closet, spa-like en-suite bathroom featuring a jetted tub, and separate shower. Five additional spacious bedrooms, all with custom closet systems, offer comfort and flexibility for a growing family or home office space. The fully finished lower level provides even more living space with a sixth bedroom, full bath, and a recreational area with direct walk-out access to the serene, private backyard-perfect for outdoor relaxation. Lower level has both interior and garage access for convenience. A massive walk-up attic offers incredible potential for future expansion or storage. Conveniently located between New York City and Boston, this home offers a rare blend of tranquility, luxury, and prime location.

17 Buck Hill Road, Madison

$1,149,000
4 Beds 3 Baths 24049495 MLS
Discover this beautiful home that blends modern elegance with a touch of Coastal California charm. Perched on a hill in one of Madison's most sought-after neighborhoods, this mid-century home boasts stunning views overlooking the Madison Country Club golf course & down to the Long Island Sound. The open, sun-filled living room is perfect for entertaining and features a wood-burning fireplace, hardwood floors, vaulted wood beams, and a brand new full wet bar & wine fridge. The thoughtfully designed layout places the primary suite and additional two spacious bedrooms on the left wing of the house overlooking the swimming pool & spa, while the fourth bedroom serves as a perfect guest retreat or office, complete with an ensuite bathroom, private entrance, and access to the second-floor family room. The family room features captivating views of the golf course and Sound, along with a charming balcony. All three full bathrooms have been tastefully updated with sleek, modern finishes. The professionally landscaped grounds include a beautifully maintained Gunite pool/spa and large pool deck, strategically positioned for maximum sun exposure. The backyard features a serene escape with a fire pit, stone hardscaping, and lush, established gardens. Enjoy the convenience of being within walking distance to Madison's town center, the historic green, the summertime farmer's market, West Wharf Beach, the Madison Beach Hotel, and Surf Club. See list of upgrades.

16 Rockledge Drive, Madison

$3,199,000
2 Beds 3 Baths 24043473 MLS
Step into luxury with this stunning waterfront home, built in 2003, featuring an elevator, custom upgrades, and exceeding all FEMA standards. Enjoy breathtaking views of Long Island Sound from every window, as well as your own 100 ft. private sandy beach. The main level boasts an open floor plan with a custom kitchen equipped with Wolf and Sub-Zero appliances, radiant-heated wide-plank teak floors, and a comfortable living room complete with a home theater and an impressive 80-inch drop-down screen. A gorgeous wrap-around mahogany deck surrounds the home, offering an outdoor kitchen, hot tub/spa, and outdoor shower. This level also includes a cozy bedroom and a full bath. A limestone staircase, imported from Canada, leads to the upper level, where you'll find the luxurious primary bedroom suite, reminiscent of a captain's stateroom. This suite is adorned with dark wood paneling, custom bookcases, built-ins, a dressing room, laundry area, and an oversized primary bath. Step out onto the balcony to breathe in the salt air, enjoy your morning coffee, or work from home in the bright office with hand-painted seaside decor. This beachside beauty also offers 1,000 sq. ft. of heated, lower-level finished lanai space, featuring a half bath and rolling glass doors that open directly to the beach-perfect for entertaining. A stone paver driveway provides ample parking for guests. Don't miss this special home located on a private road in a quiet beach community!

71 Oak Avenue, Madison

$1,495,000
5 Beds 5 Baths 24046512 MLS
This beautiful colonial far surpasses the imagination in quality, craftsmanship & attention to detail. Situated on 1.43 level, professionally landscaped acres, on a cul de sac, in the heart of Madison, CT is located close to town, beaches & schools. This custom built home has been carefully & meticulously updated & has 5/6 bedrooms, 4.1 baths & over 6000 square feet of living space. The interior of this sun filled home begins with the 2-story foyer, wainscoting, 9-foot ceilings, 4" red oak flooring, coffered ceilings, a 2-story family room with a Ct fieldstone fireplace & an office/bdrm on the 1st floor.The remodeled gourmet kitchen features custom cabinetry, granite & quartz countertops, a large island, beautiful 6-burner wolf gas range, walnut inlaid oak floors & a separate wet bar. The 2nd floor not only features hardwood oak flooring & wainscotting throughout the hallways but a luxurious primary bedroom suite & a spectacular renovated spa-like bath, with custom built-ins, a soaking tub, double vanity, quartz countertops & a large shower. The large, custom walk in-closet extends this very special space. Three additional bedrooms, all en suite & all with walk-in closets, an office/nursery, a large laundry room & the back staircase leading to the 1st floor family room, complete the 2nd floor. The private backyard features a stunning screened in porch with a two-sided fireplace, a bluestone patio, a heated inground pool & a large Brazilian Hardwood deck. Special & a must see!

23 Creamery Lane, Madison

$779,900
3 Beds 4 Baths 24046705 MLS
Welcome to this stunning, beautifully renovated home, completed in 2022, located on a picturesque 1.87 acre parcel in North Madison. This 3-bedroom, 2 full and 2 half bath home offers modern luxury and timeless charm. The interior features high-end amenities throughout, including custom built-ins and light hardwood floors. The heart of the home is the exquisite kitchen, boasting an oversized island, stainless steel appliances, granite counters, and a natural stone backsplash. The kitchen flows seamlessly into the custom-paneled dining room, sunlit family room, and formal living room, creating a harmonious and open living space. The main level also includes a spacious mudroom with built-in storage, a laundry room, a half bath, and a versatile flex room that can serve as an office or den. Upstairs, the expansive primary suite features two luxurious walk-in closets and an ensuite bathroom with oversized shower and double sinks. The finished basement has an open floor plan with added space for a guest room and a half bath. This home features new windows throughout, a newer roof, and an upgraded heating and cooling system for year-round comfort. With 200-amp electrical service and generator readiness, this property is designed for convenience and peace of mind. The property is set off Rte 79 in a peaceful quiet setting but just 15 minutes from all of the conveniences of restaurants, beaches, highways and medical facilities. Don't miss the opportunity to own this turnkey gem!

32 Lakewood Drive, Madison

$399,000
3 Beds 2 Baths 24044455 MLS
Nestled on a generous 2.3-acre lot, this charming antique farmhouse is a unique blend of historic character and many updates, brimming with potential. The property boasts updated bathrooms, with one full bath thoughtfully incorporating a laundry area for convenience. This charmer features hardwood floors that extend throughout both levels, enhancing the warm & welcoming ambiance. There is a wood stove in the main living area giving option for heating. The main level also includes a versatile bedroom/office option, providing flexibility for various needs. Aloft you'll find two additional bedrooms or office space. The unfinished attic presents an opportunity for expansion, allowing you to customize and create additional living or storage space. Attached to the house is a spacious garage/ storage area, perfect for keeping tools or equipment. A covered patio extends the living space outdoors, offering a serene spot to relaxation. Additionally, a rear shed provides extra storage or workspace, and the expansive grounds are ideal for gardening, hobbies, or even the possibility of a small barn. Despite its tranquil country setting, the property is conveniently located just minutes from downtown, combining the best of rural charm with easy access to amenities. This country charmer, with its great bones, beautiful setting & endless potential is a true find. Bring your vision & make it yours! Roof being replaced week of oct 1.

436 Opening Hill Road, Madison

$949,900
4 Beds 3 Baths 24043772 MLS
Welcome to this newly constructed home at Pond Ridge Estates, the last built home of a subdivision on a private cul-de-sac surrounded by ponds and hiking trails. This 4 bedroom, 2.5 bath home has 9 ft ceilings in the main living area and 8 ft ceilings on the upper floor. There are Marvin windows, hardwood floors and quality trim work and craftsmanship throughout. The main living area has an open floor plan and a large family room with a gas fireplace and sliders to a lovely patio and yard. The spacious kitchen has self-closing wood cabinets and is equipped with state-of-the-art Bertazzoni appliances: a refrigerator with pantry cabinets on either side, a full gas range with convection, and a second built-in electric oven with microwave above. There's also an eat-in area, a large island, quartz counters, backsplash with ceramic subway tile, and a farm sink. The mudroom, located between the kitchen and garage, has a closet and built-in seating and cubbies. This home was designed with a formal living room that can be used as another living area, spare bedroom, or office. Continue upstairs and you'll find the primary bedroom suite in addition to three other bedrooms, a full bath, and a laundry room with access to the walk-up attic. If this isn't enough space, this home has a walk-out basement with 9 ft ceilings and can be finished to your liking. This quality built home in a tranquil setting is a perfect place to settle down and enjoy for many years.

33 Matteo Court, Madison

$1,795,000
3 Beds 3 Baths 24042295 MLS
TWO HOUSES SITED ON ONE BEAUTIFUL RIVERFRONT PROPERTY WITH 4000+ SF OF LIVING SPACE! Both charming, historic houses are on 1.1 acres with mesmerizing views of the Neck River. The main house, built c.1830 in the Federal style by shipbuilder Ellsworth Bassett, has been renovated for a modern look but retains its historic charm. Off the foyer, you'll find the LR with its impressive granite FP & the den/office offering privacy for work. A bright eat-in kitchen w/window seat & half bath leads into the spacious family room. DR overlooks bluestone patio with its historic water well used as a dining table. The 2nd floor has 3 BR's & 2 baths, and walk upstairs to large attic storage.THE SECOND HOME, a c.1860, boat building barn has an open floor plan, pine walls, handsome fir floors & high ceilings. The kitchen has bar style seating with ample room for a dining table and living areas. The 2nd floor has a den/office, a good sized BR & a full bath. The walk up attic provides ample storage. Sitting on the waterside stone patio you will find your blood pressure decreasing as you view this private, serene setting. The rippling sound of water over the rocks at low tide & the ever present bird life contribute to the ambiance. The river can be navigated by a 15' power boat or kayaks down to the restaurants at Guilford Harbor & fishing on the Sound. The boathouse, well separated from the main house, has its own driveway. SF shown is only for the main house. Boathouse has 1400 SF.

108 Neck Road, Madison

$1,050,000
2 Beds 3 Baths 24042082 MLS The Mews Of Madison BLDG.
Welcome to this beautifully appointed unit in The Mews of Madison. This in-town location provides all of the amenities of Madison with its beautiful beaches, independent bookstore, restaurants, and shops almost right at your front door. Step inside and you may think the unit is brand new! The walls and ceilings have been freshly painted, the hardwood flooring was just refinished, and a custom runner was added to the stairway. The owners have made this unit "move in ready". The home has many high-end features including crown molding, built-in cabinetry with glass shelves to display your treasures, and an Asian inspired back patio garden with custom stone work and wooden fencing. There's flexibility in the floor plan too. The main floor has a large great room with lots of space for your dining room set and living room furnishings. The kitchen has cherry cabinets and granite counters. The stainless steel appliances include a SubZero refrigerator and a Viking gas dual fuel stove. The kitchen dining spot has a skylight above and windows and a glass paned door to the bluestone patio. On the second level, there's flexible space for an office or den. A large primary bedroom with a corner fireplace sets the tone for a relaxing night. The attached bath has a tiled shower and whirlpool tub. The ensuite guest bedroom is also a showstopper with its high vaulted ceiling! There's lots of storage in the 24'x40' walk-up attic too. Come and see this beautiful unit! Low condo fee of $440/month

27 Evarts Lane Unit 27, Madison

$245,000
2 Beds 1 Baths 24041821 MLS
Madison CT - Beach house in coveted Madison CT! Seasonal and perfect for 1-4 persons. This is a RARELY AVAILABLE 2-bedroom 570 sf home!! Pristine and turnkey! This rare offering is adjacent to Hammonasset Beach State Park and the sandy shores and glimmering salt waters of Long Island Sound. Path to beach is 1 mile to water's edge! Walk to restaurants, bike trail, "Shoreline Greenway". Village of Madison, upscale shopping, and train to NY City are all just 2 miles away. There is no better stretch of sandy beach in CT than here in Madison. The natural beauty found here is special, nature abounds. Cottage was designed featuring newer architectural shingle roof, privacy fence, vaulted ceilings, wood beams, spectacular windows, breezy disposition, 2 bedrooms, outdoor hot and cold shower, fantastic easy care TREX covered deck. There are 2 new ceilings fans and a newer 1000-gallon septic tank!! Parking for 2 vehicles. This cottage may just be the crem de la crem! Annual land lease is $4,300., taxes $2,714., trash $100. (June - September). Village is seasonal April 1 - October 31 (7-month season). NOTE: Renting, motorcycles, boats, trailers, strictly prohibited. Rare, astute offering. Fantastic property for both solitude and entertaining. Electric heat in every room, laundry hook up, public water, newer private septic system. See attachments for Rules & Regulations, and an optional 50-year Extended Period Seasonal Ground Lease offered by Young's Village LLC.

18 First Street, Madison

$2,100,000
3 Beds 2 Baths 24041297 MLS
Welcome to this Spectacular Waterfront, Year-Round, contemporary cape located directly on your private beach. This home has been completely renovated and professionally decorated, giving it a fresh and modern feel. As you step inside, you will be greeted by a spacious, open living area with panoramic views of Long Island sound. Large windows allow natural light to flood the space, creating a bright and inviting atmosphere. This is the home you have been waiting for. It is perfect for entertaining and relaxing while enjoying the captivating views from every room. This home boasts 3 large bedrooms and 2 full bathrooms. The primary bedroom could be on the main or the upper level, it comes complete with a brand new sparkling full bathroom on the first floor. The remodeled kitchen is bright white with a quartz island and a large dining area. This beachfront property will WOW you and your friends! Step outside onto the wrap-around deck, take in the breathtaking water views, read a book, and relax. This year-round contemporary cape has been freshly painted, boasting new trim moldings, updated electric, all-new modern lighting/fans, and a refurbished armoire to a mantel. The ceilings were updated by removing the outdated popcorn texture. The custom built-ins were freshly painted to create a modern feel. Don't miss this opportunity to own this spectacular beachfront property in Madison, CT. Short-term owner financing available to qualified buyers.

146 Chittenden Field Lane, Madison

$799,000
4 Beds 4 Baths 24040114 MLS
Nestled at the end of a peaceful cul-de-sac in Madison, this beautifully renovated 1.87-acre property is surrounded by nearly 200 acres of Madison Land Conservation Trust and Connecticut State Forest, offering unparalleled privacy and serenity. This 4-bedroom, 3.5-bathroom dream home has been thoughtfully updated, highlighted by the addition of a stunning 836-square-foot primary suite. Step into an open-concept living space filled with natural light and modern, elegant touches throughout. The chef's kitchen is a standout, featuring a brand-new Viking stove, spacious island with a built-in microwave drawer, and premium appliances, perfect for anyone who loves to cook. The first-floor family room, complete with a cozy fireplace, creates the ideal space to relax. All four bedrooms, including the newly added primary suite and a second primary ensuite, are located on the upper level for maximum privacy. The luxurious primary suite includes a sitting room with tranquil views of the backyard and surrounding woods, while the spa-like ensuite bathroom boasts a soaking tub, oversized shower, and dual vanities. The second primary ensuite is perfect for guests or extended family. Outside, the backyard is a secluded haven, complete with a fire pit, perfect for entertaining or simply enjoying the peaceful natural surroundings. Just minutes from Madison's charming town center, beaches, and top-rated schools, this home combines the best of both worlds-quiet seclusion with easy ac

27 Copperstone Lane, Madison

$189,000
1 Beds 1 Baths 24037397 MLS
Sun filled cottage with gorgeous updates,Seasonal beach cottage nestled in the quiet community of Youngs Village a quaint community dating back to the 1940s.The Captains Cottage is located adjacent to the sweeping stretch of Long Island Sounds Hammonassett State Park and beach. Walk or run on the Greenway walking Trail and visit Meigs Point wildlife center. This sweet cottage offers laminate chestnut colored floors throughout, insulated beachy wood vaulted ceilings. Open floor plan, fully equipped kitchen with new stainless steel appliances, also included in sale is a new GE Profile Ultrafast Combo washer/Dryer. Updated sleek subway tiled shower, new toilet, new hot water heater, new upscale ceiling fans, newer roof,efficient split air system private Covered rear deck with a lovely private fenced in yard -Gardeners Delight! Loft storage, gravel driveway. Visit the wine shops, bistros and shops that this beautiful New England Seaside town has to offer. Walking distance to restaurants and coffee and bagel shop. Peaceful weekend or April 1 to October 31st getaway! Access to Madison surf club and East and West Wharf Beaches as an added bonus as a Madison resident (yearly fee).This lovely cottage is located on leased land and is subject to land owners rules and prospective buyer must be approved by land owner. Because land is leased sales need to be Cash - mortgage is typically not an option. Yearly rental taxes and garbage approximately $5700 for the year

28 1st Street Unit Youngs Village, Madison

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