N/A Homes with Polson Middle School Middle school

Welcome to Madison, Connecticut, where charming coastal living meets vibrant community spirit. Nestled along the picturesque shoreline of New Haven County, this delightful town is not only known for its stunning beaches and scenic views but also for its exceptional educational opportunities, including the highly regarded Polson Middle School.

Polson Middle School serves as a cornerstone of the Madison community, offering a nurturing environment for students to thrive academically and socially. Families residing in this area enjoy easy access to a variety of homes that cater to diverse lifestyles, from quaint cottages to spacious family residences. The proximity to Polson Middle School makes this neighborhood particularly appealing to families seeking a supportive educational atmosphere for their children.

As you explore the homes available in Madison, you’ll discover a vibrant mix of architectural styles, each reflecting the town’s rich history and coastal charm. Many properties boast beautiful yards, perfect for outdoor gatherings, while others might offer stunning views of Long Island Sound. With a strong sense of community, residents often come together for local events, farmers markets, and seasonal festivals, fostering connections that make Madison feel like home.

Beyond the school, Madison offers a wealth of recreational opportunities, from hiking trails to pristine beaches, ensuring that there’s always something to do. With its ideal blend of suburban tranquility and coastal allure, Madison is the perfect place to find your dream home while providing your children with an excellent education at Polson Middle School. Come and experience the charm of Madison—where community and quality of life come together beautifully!

Newest N/A Homes with Polson Middle School Middle school

$500,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24203562 MLS ⋅ Kensington Acres North BLDG.

Charming two-bedroom ranch in the desirable North Kensington community. Enjoy central air conditioning, gas heat, and a beautiful screened-in porch overlooking the pond-an inviting space to relax and unwind. The home features generously sized bedrooms and two full bathrooms, offering comfort and convenience for guests and everyday living. Cozy up by the gas fireplace, which is easy to turn on and off. A detached one-car garage provides additional storage and parking.

14 Hampshire Road Unit 14, Madison

$700,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24172475 MLS

BEACH HOME! BEACH RIGHTS! NEEDS WORK! It is not everyday that an opportunity to own a double lot in such a shoreline area. This charming English Cottage-style Cape, situated on a generous footprint for the area, is ready for it's next chapter-whether that involves a thoughtful renovation or the construction of a brand-new coastal home perhaps. 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 property is a double lot that accommodates four dedicated parking spaces - a true luxury for beachside living. Best of all, the property is located where no flood insurance is required, offering peace of mind alongside the salt air. Whether you choose to polish this unique gem or start fresh with a custom build, this is the perfect canvas for your seaside lifestyle.

67 Blakeman Rd, Madison

$499,900

3 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 24199405 MLS

First Time Offered In 25 Years. This contemporary raised ranch, set on 2.36 secluded acres, is located in a quiet cul-de-sac neighborhood just minutes to town. The living room with hardwood floors features a cathedral ceiling with beams, a wood burning fireplace, floor to ceiling windows with double sliders to a deck with built in bench, perfect for morning coffee or evening enjoyment. The adjacent dining room also has sliders to a patio. The kitchen with breakfast bar is waiting for your personal touches. Down the hall you will find 2 spacious guest bedrooms with large closets that share a hall bath. The primary bedroom with walk-in closet has its own full bath. Downstairs is a large family room with a wood stove to keep things cozy and sliders to an additional patio. The laundry is also located on this level. Though located in a private wooded setting, this home is conveniently located to town, beaches, parks and all that Madison has to offer.

35 Aileen Dr, Madison

$1,250,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200298 MLS

PERFECT LOCATION AND MOVE IN READY. Discover the charm of this natural light filled renovated 3 bedroom / 2 full bath home, single-family dwelling. This home is perfect for those seeking comfort, space, and a welcoming atmosphere. The property boasts an inviting open concept layout on the 1st floor, with a dynamic Kitchen (vaulted ceilings!), loads of popular shiplap on the walls - ample room to make lasting memories! Situated on a lovely full fenced in lot, this home is 1/2 block from the East Wharf Beach but also provides easy walkability to downtown Madison. The backyard hosts a finished shed (storage? office?) and an outdoor patio for additional entertaining. This home provides a wonderful balance of indoor and outdoor living. Perfect condition!

99 E Wharf Rd, Madison

$900,000

ACTIVE Status ⋅ 24200319 MLS

Build Your Dream Home on Prestigious Lantern Hill Road Discover an exceptional opportunity to own a 1.2acre parcel tucked away on one of Madison's most coveted and private culdesacs. Located at 78 Lantern Hill Road, this hidden gem offers the perfect balance of tranquility and convenience-less than a mile from Madison's beautiful beaches, vibrant town center, boutique shopping, dining, golf, and quick access to I95 for effortless commuting. Surrounded by impeccably maintained, luxury homes-many valued around the $3 million mark-this premier lot provides an ideal canvas for an elegant coastal residence. Mature trees, serene natural surroundings, and underground utilities enhance the setting, making it ready for a highend build that complements the neighborhood's sophistication. Experience the best of shoreline living in Madison, celebrated for its charming village atmosphere, thriving arts and culture, abundant recreation, and pristine coastline. Whether you envision a yearround sanctuary or a summer retreat, this location offers a rare blend of privacy, luxury, and accessibility. Don't miss the chance to build in one of Connecticut's most soughtafter seaside communities.

78 Lantern Hill Rd, Madison

$500,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24200381 MLS ⋅ Windermere East BLDG.

Step out of the 3 season, enclosed porch to the private park-like grounds of this ranch-style condo in Windermere East. This home has been tenderly cared for and is ready to welcome its next owners to enjoy. 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 commuter service to New Haven where one can connect to a two-hour train ride to NYC.

22 Thelbridge St Unit 22, Madison

$449,000

1 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24198868 MLS ⋅ West Sussex Place BLDG.

End-unit townhouse condominium in Madison, Connecticut - open-concept living,attached garage, plus a finished lower level! Built in 2006 at West Sussex Place, this move-in ready home features hardwood floors, a kitchen with granite countertops and stainless steel appliances, and a light-filled living and dining area on the main level. Primary bedroom, Loft (or 2nd bed) and the full bath are on the upper level, with a half bath on the main floor. The finished lower level adds approximately 608 square feet of flexible space for a home office, media room, fitness area, or recreation room, along with laundry and storage. Outside, a covered front porch and private rear patio extend the living space on a level, lightly wooded lot. Natural gas hot air heat, central air conditioning, natural gas hot water, and underground utilities, with vinyl siding for low exterior maintenance. An attached one-car garage plus assigned driveway parking. West Sussex Place is a 25-unit community minutes from downtown Madison, Boston Post Road shops and restaurants, Madison Art Cinemas, Hammonasset Beach State Park, and the beaches of Long Island Sound, with quick I-95 access. Please note that I-95 traffic is audible outdoors. Living in Madison provides access to the Surf Club, beach front area with sporting events, stretch of sand and surf, along with seasonal restaurant. The Madison shoreline is beautiful, you truly need to live it!

5 W Sussex Pl Unit 5, Madison

$709,000

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24195695 MLS

Nestled on a beautifully elevated homesite, this classic Colonial offers the perfect blend of privacy, comfort, and New England charm. Set in a desirable neighborhood just minutes from charming Madison Village, the Town Green, shops, restaurants, and the stunning Connecticut shoreline, this home offers the perfect blend of location and lifestyle. This spacious 4-bedroom home features a welcoming living room with a fireplace, a formal dining room, an eat-in kitchen, and a generous family room with a second fireplace. A wonderful, sun porch overlooks the peaceful backyard, creating the perfect space to relax or entertain. Upstairs, you'll find four spacious bedrooms, including the primary suite with a private bath and walk-in closets. The finished lower level provides additional flexible living space for a recreation room, home office or gym. Additional highlights include a 2-car garage, newer roof, siding and windows, plus the convenience and peace of mind of natural gas and a whole-house generator. Neck River School district

7 Milestone Ln, Madison

$649,000

4 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24191346 MLS

Charming Colonial in a central location just minutes from downtown, beautiful town beaches, schools, and with easy access to major highways. Brimming with character and timeless appeal, this home offers a wonderful layout for both everyday living and entertaining. The welcoming family room, featuring a gas fireplace and vaulted ceiling, serves as the heart of the home and flows seamlessly into the kitchen and sunroom. The charming kitchen offers a center island and opens to the dining area, allowing the cook to stay connected with family and guests. A spacious front-to-back living room provides an additional inviting space to relax or entertain. Upstairs, you'll find four bedrooms, including a comfortable primary bedroom, along with a full bath. The full unfinished basement offers laundry, abundant storage, and potential for future expansion. Filled with natural light, the sunroom is the perfect spot to enjoy your morning coffee or unwind while taking in views of the backyard. Step outside to a private deck with plenty of room for outdoor dining and gatherings. The generous backyard offers ample space for a game of catch, a playset, or simply enjoying the outdoors. Come home and enjoy everything Madison has to offer.

496 Green Hill Rd, Madison

$565,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24178656 MLS ⋅ Kensington Acres South BLDG.

Experience true WIDE OPEN SPACES in highly sought-after Kensington Acres South! With condos, it is all about LOCATION. This desirable completely detached standalone Ranch is not attached along the corners like some other units. Flooded w/ bright natural light, the home boasts peaceful, expansive lawn views from your private enclosed Sun Room, a perfect spot for morning coffee. A flat, level & straight front walkway provides seamless access to your nearby detached garage and parking. Meticulously renovated throughout, this turnkey property is entirely move-in ready. An inviting living room features a cozy gas fireplace & matching pair of custom built-ins framing a classic bay window. The chef's kitchen is equipped with all-new appliances, an oversized stainless steel sink and an incredibly useful pantry cabinet. Both bathrooms are brand new, with the hallway bath providing dedicated space for a full size, side by side washer & dryer. Complete mechanicals peace of mind is yours w/ a brand new natural gas fired water heater, newer forced warm air furnace and central air conditioning. NO LAND LEASE! The Seller will pay off all remaining "rent" due! You are only mile from vibrant downtown Madison's fine restaurants, boutique shopping, library, post office and train station. Enjoy the best of shoreline living w/ access to Madison's 3 pristine town beaches, the state's longest stretch, 2 miles of sandy beach at Hammonasset State Park. Don't wait on this gem. Professional photos soon

29 Wilshire Road Unit 29, Madison

$635,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24186310 MLS ⋅ Legend Hill BLDG.

Rarely available, this unit is the largest size Townhouse ("Model D") at Legend Hill. It benefits from a quiet location in the complex away from the main road. 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 fireplace is a wonderful room to curl up with a book or gather with friends and family. Legend Hill has an idyllic, peaceful setting on over 80 acres with the best condo amenities in this market area that include pool, tennis courts and historic cobblestone clubhouse with beautiful vistas. The clubhouse with the sunny patio overlooking the pool is a favorite place to gather on Friday evening. Schedule your showing now. This one won't last long.

81 Legend Hill Rd Unit 81, Madison

$1,200,000

5 Beds ⋅ 6 Baths ⋅ ACTIVE Status ⋅ 24187090 MLS

Private.Pastoral.Purposeful. Available for the first time in decades. This rare 4-acre compound offers a Farmhouse style home, a guest house, 3-car garage with additional storage, and attached in-home gym, office equipped with bathroom, and artist's studio. This legacy property delivers both on location and acreage offering a one-of-a-kind sequestered compound that simply cannot be replicated. Level agricultural acreage stretches across the property, bordered by old farm stonewalls. Outstanding potential-whether your vision is a hobby or gentleman's farm, livestock, or equipment storage. Ideal for multi-generational living for those seeking shared but private living. Investors seeking income producing property, entrepreneurial minded, and creatives looking for a home office, in-home gym with full bath, and studio space. The property has two separate septic systems and utilities offering true independence. Farmhouse style home is enchanting with 3-bedrooms. Dual staircases with private access to the primary ensuite bedroom complete with sliding glass doors opening to a private balcony overlooking the serene pastoral landscape. Wide floorboards throughout the main and upper floors. Two enclosed front porches, open covered back patio, solarium, provide additional spaces for hobbies and respite.

1209 Durham Rd, Madison

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.