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

$699,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24216661 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. New septic tank installed to the current septic system. Neck River School district

7 Milestone Ln, Madison

$599,000

2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24215402 MLS

Timeless New England charm meets contemporary style in this beautifully remodeled Cape, where classic character and thoughtful modern updates come together effortlessly. The inviting interior features an open-concept kitchen and dining area designed for both everyday living and effortless entertaining. Just off the kitchen, a lovely deck extends the living space outdoors, creating the perfect setting for al fresco dining, relaxed afternoons, and gathering with family and friends. The spacious living room, centered around a wood-burning fireplace, offers warmth and timeless appeal. Two generously sized bedrooms, beautifully updated bathrooms, and California Closets provide comfort and refined functionality. The completely reimagined basement offers exceptional versatility, with flexible bonus spaces ideal for a home office, guest retreat, gym, playroom, or additional living area. A garage adds convenience and valuable storage. Ideally situated near town, local shops, beautiful beaches, and a brand-new elementary school, this home offers the best of coastal New England living, blending enduring charm, modern comfort, and a location that makes everyday life feel just a little more special.

182 Green Hill Rd, Madison

$395,000

3 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24215669 MLS

A terrific home at a remarkable price for Madison! This solid, well-maintained property offers incredible potential for buyers looking to make a home their own. Lovingly cared for more than 60 years by the original owner, this home is now ready for its next chapter. While cosmetic updates would enhance the interior, it offers the opportunity to move right in and make renovations over time, at your own pace. Notable improvements include low-maintenance vinyl siding, a new well pump, a new garage door, a whole-house generator, and a roof just over 10 years old. The property also boasts a large, private lot with attractive landscaping, providing a peaceful setting to enjoy the outdoors. The best part of this home is the four season bonus room addition featuring vaulted ceiling and flooded with natural light. It provides the perfect space to entertain company. With its solid construction, history of care, and opportunity for personalization, this property offers exceptional value. Bring your vision and make this well-loved home your own! The home is an estate sale and is being sold as-is. Offers must include as-is rider. **HIGHEST/BEST DUE BY 6 PM- 10/26. **

466 County Rd, Madison

$250,000

ACTIVE Status ⋅ 24215018 MLS

Imagine building a home that reflects your vision in one of Connecticut's most desirable shoreline communities! This fully approved residential building lot at 54 Railroad Avenue is walking distance from downtown and offers an exciting opportunity to create your own special place in Madison, known for its timeless New England charm, beautiful beaches and welcoming village atmosphere. Enjoy nearby Hammonasset Beach State Park, charming downtown shops and restaurants, and convenient access to surrounding shoreline communities. A wonderful opportunity to put down roots and embrace the appeal of coastal Connecticut living.

54 Railroad Ave, Madison

$569,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24211348 MLS

Beautifully updated and wonderfully maintained, this exceptional 4-bedroom Colonial offers a great & comfortable lifestyle in a highly desirable Madison location. From the moment you enter, you'll appreciate the natural light, handsome hardwood floors, and thoughtful improvements throughout. At the heart of the home is a gorgeous, sun-filled kitchen featuring a big bay window, center island, granite countertops, gas range, stainless appliances, and pantry. Just beyond the kitchen, the inviting family room makes a wonderful gathering space with its soaring cathedral ceiling, wood stove, and glass French doors opening to a fabulous multi-level deck. The spacious living room is filled with natural light, while the dining room is perfectly suited for entertaining. Upstairs, the private primary suite features a remodeled full bath, accompanied by three additional bedrooms and a second beautifully updated full bath. The extensive list of improvements includes replacement windows, brand-new roof, new oil tank, new well pump and water softener, and a whole-house generator.Outside, the attractive, easy-care yard provides plenty of room to relax and entertain, while the two-car garage and central air adds everyday convenience. A wonderful opportunity to enjoy the best of Madison living in a home where style, comfort, and quality updates come together beautifully. OFFERS HAVE BEEN RECEIVED. HIGHEST & BEST WITH NO ESCALATIONS TO BE IN BY 10AM MONDAY OCTOBER 19th

41 Bradley Corners Rd, Madison

$850,000

7 Beds ⋅ 4 Baths ⋅ ACTIVE Status ⋅ 24214953 MLS

Welcome to 69 Bradley Corners Road, a truly unique property nestled on over 6 acres in beautiful Madison! Offering an incredible combination of privacy, space, and resort-style amenities, this home is anything but ordinary. Enjoy your own private retreat complete with a picturesque pond, tennis court, and in-ground pool, perfect for entertaining or simply enjoying everything this property has to offer. Inside, you'll find a stunning primary suite and a spacious layout featuring a full in-law apartment for guests or multigenerational living. Looking for even more space? The lower level offers additional potential to expand your living area and make it your own. With over 6 acres to enjoy, endless possibilities, and amenities rarely found together in one property, this is truly a one-of-a-kind opportunity. Properties like this don't come along often. Don't miss your chance to see everything this incredible Madison home has to offer!

69 Bradley Corners Rd, Madison

$999,000

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 24211566 MLS

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 kitchen offers easy access to garden beds for wholesome farm to table dinners.

1209 Durham Rd, Madison

$799,999

4 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24208079 MLS

A rare and remarkably charming Antique in one of Madison's most picturesque settings. Set on 7+ acres along quiet Race Hill Rd, this beautifully preserved circa-1764 Cape blends centuries of character with thoughtful updates and the ease of modern living. 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 room with a stone floor and private entrance complete the main living spaces. Upstairs you'll find three bedrooms and a full bath. And then there is the guest cottage! A beautifully renovated, year-round 701 sq.ft. legal one-bedroom cottage, that is an exceptional addition to the property-ideal for guests, extended family, a private office or rental use. Thoughtfully refinished and entirely independent, the cottage adds a level of flexibility rarely found.

150 Race Hill Rd, Madison

$799,900

4 Beds ⋅ 3 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24206829 MLS

Perched on a scenic knoll in a highly desirable neighborhood, this classic colonial exudes curb appeal. A newly laid, meandering brick walkway leads to two inviting front entrances. 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 spacious bedrooms, all customized with California Closets, share a second beautifully updated full bath. Freshly painted throughout, the home also features a finished lower level with brand-new composite flooring and a highly functional mudroom just off the garage. This is a lovely home in a sought after private neighborhood and the community of Heatherwood is special within itself- come and experience all that it has to offer.

42 Concord Dr, Madison

$675,000

3 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 24207706 MLS

***Seller financing available - below market rate! Ask agent for details*** This sun-drenched and beautifully updated Cape offers a rare blend of charm, versatility, and an exceptional shoreline location. With two distinct living spaces, the property presents an outstanding opportunity for multigenerational living or a compelling investment property. 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, downtown, shopping, and dining, this unique property offers extraordinary flexibility and coastal living at its best!

343 Horse Pond Rd, Madison

$695,000

2 Beds ⋅ 2 Baths ⋅ ACTIVE UNDER CONTRACT Status ⋅ 24205396 MLS ⋅ Kensington Acres North BLDG.

Downsize Without Giving Up the Space You Need! Looking to downsize but still need generous storage, a workshop, and dedicated space to work from home? The largest condo in desirable Kensington Acres North offers an exceptional combination of comfort, flexibility, and space. This stand-alone unit features a spacious primary suite plus a guest bedroom. 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-foot basement offers tremendous potential and could be easily finished to create the workshop, recreation space, or additional living area you've been looking for. And the location is hard to beat. Hummer Pond is on the property plus enjoy easy access to Hammonasset State Park, East Wharf Beach, and downtown Madison, all just a short walk away. Downsize your home, not your lifestyle. Come see all this exceptional condo has to offer.

1 Hampshire Rd Unit 1, Madison

$650,000

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

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.

N/A Homes with Polson Middle School Middle school

Newest N/A Homes with Polson Middle School Middle school

How much is your home worth?

How much is your home worth?